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This charming Colonial home in the desirable Bay City community offers a perfect blend of comfort and convenience. With 1,716 sq. ft. of well-designed space, the open floor plan features a cozy living area with a propane fireplace, a bright breakfast area, and a kitchen island ideal for gatherings. Enjoy the luxury of a primary bath with a jetted tub and stand alone shower. Step outside to a beautifully landscaped 0.44-acre lot, complete with a hardscaped patio for outdoor relaxation. The property boasts 80 feet of waterfront along Broad Creek, perfect for kayaking or enjoying serene water views. Bay City offers fantastic amenities, including a beach, playgrounds, and common grounds, fostering a vibrant community spirit. Nearby parks and excellent schools enhance the neighborhood's appeal, while convenient access to commuter lots and the airport ensures easy travel. Experience the warmth of home in this inviting setting! Whether you are looking for a weekend home or looking for the island life 365 days a year, 604 Broadcreek is exactly what you have been waiting for! Pier Permit in process with county.

604 Broadcreek Dr, Stevensville

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: Real Estate Depot.

$980,000

This meticulously renovated and maintained home checks all the boxes - inside and outside! Enjoy an oversized saltwater heated pool [20x44] with custom waterfalls and new liner. Entertain year-round in the expansive screened gazebo complete with a kitchen, firepit, and projector home theater with surround sound. Additional family-friendly features include adjustable basketball hoop (glass backboard), adorable custom-built treehouse with zip line, and a second screened gazebo with hot tub and seating and hammocks. Inside, the main level has an open-concept gourmet kitchen and great room space with cedar plank vaulted ceiling and skylights. There’s also a game room, complete with claw-foot billiard table that conveys. Upstairs, the large primary suite features a transom for extra daylight as well as an ensuite bath with dedicated makeup vanity, bubbler tub, and walk-in closet with custom shelving system. Three additional bedrooms share a well-appointed hall bath. This home has been lovingly maintained and upgraded by the current owners for 22 years including: Hybrid high-efficiency hot water tank (2023) Dual-zone HVAC systems replaced (2021) Fiber optic WiFi upgrade (2024) Crawl space encapsulation with dehumidifier ($25k investment) Whole house water filtration system (2025) Notable exterior upgrades include updated siding, windows, exterior doors, plus a composite front porch and custom garage door. Backing to the 10th fairway, this home is close enough to the community clubhouse for walks to your next pickleball match, round of golf, swim team practice/meets for the kids, or dinner at the restaurant. Just a bit farther, you’ll find the amazing marina providing direct access to the Eastern Bay. Don’t wait to enjoy this rare slice of Eastern Shore paradise - book your showing now!

4 Beds ⋅ 3 Baths

This meticulously renovated and maintained home checks all the boxes - inside and outside! Enjoy an oversized saltwater heated pool [20x44] with custom waterfalls and new liner. Entertain year-round in the expansive screened gazebo complete with a kitchen, firepit, and projector home theater with surround sound. Additional family-friendly features include adjustable basketball hoop (glass backboard), adorable custom-built treehouse with zip line, and a second screened gazebo with hot tub and seating and hammocks. Inside, the main level has an open-concept gourmet kitchen and great room space with cedar plank vaulted ceiling and skylights. There’s also a game room, complete with claw-foot billiard table that conveys. Upstairs, the large primary suite features a transom for extra daylight as well as an ensuite bath with dedicated makeup vanity, bubbler tub, and walk-in closet with custom shelving system. Three additional bedrooms share a well-appointed hall bath. This home has been lovingly maintained and upgraded by the current owners for 22 years including: Hybrid high-efficiency hot water tank (2023) Dual-zone HVAC systems replaced (2021) Fiber optic WiFi upgrade (2024) Crawl space encapsulation with dehumidifier ($25k investment) Whole house water filtration system (2025) Notable exterior upgrades include updated siding, windows, exterior doors, plus a composite front porch and custom garage door. Backing to the 10th fairway, this home is close enough to the community clubhouse for walks to your next pickleball match, round of golf, swim team practice/meets for the kids, or dinner at the restaurant. Just a bit farther, you’ll find the amazing marina providing direct access to the Eastern Bay. Don’t wait to enjoy this rare slice of Eastern Shore paradise - book your showing now!

4 Fairway Is, Grasonville

Listing courtesy of Redfin Corp. Contact:

Selling Office: Non Subscribing Office.

$979,990

The Chester at Lot 2443 offers a thoughtfully designed open-concept layout with a projected settlement date of August 2026, making it a great opportunity for buyers planning ahead. This home includes 2 bedrooms, 2.5 baths, and a 1-car garage, delivering comfort, functionality, and efficient use of space. Highlighted features include a dedicated home office with lighted French doors, a stylish dry bar for entertaining, a cozy electric fireplace, and a convenient storage room to keep everything organized. Luxury vinyl plank flooring runs throughout the home, with tile in both full baths for durability and a polished finish. The kitchen is well equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by quartz countertops. The owner’s bath serves as a relaxing retreat with a shower featuring a built-in seat, handheld shower wand, double sinks, and quartz countertops. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

2 Beds ⋅ 3 Baths

The Chester at Lot 2443 offers a thoughtfully designed open-concept layout with a projected settlement date of August 2026, making it a great opportunity for buyers planning ahead. This home includes 2 bedrooms, 2.5 baths, and a 1-car garage, delivering comfort, functionality, and efficient use of space. Highlighted features include a dedicated home office with lighted French doors, a stylish dry bar for entertaining, a cozy electric fireplace, and a convenient storage room to keep everything organized. Luxury vinyl plank flooring runs throughout the home, with tile in both full baths for durability and a polished finish. The kitchen is well equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by quartz countertops. The owner’s bath serves as a relaxing retreat with a shower featuring a built-in seat, handheld shower wand, double sinks, and quartz countertops. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

176 Flagstaff Way Unit 2443, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$970,000

Beautiful Custom-Built Home with Income Potential or Multi-Generational Built in 2019, this stunning custom home offers over 5,100 square feet of finished living space with even more room to expand. Perfectly positioned on a beautiful lot backing to open farmland, it blends modern comfort with peaceful rural views. Designed with versatility in mind, the home features two separate apartments—ideal for rental income, and or an in-law suite, or extended family seeking independent living space. Also, there is a possibility for a first-floor bedroom with a full bathroom if needed. Inside the main home, you’ll find a gourmet kitchen with granite countertops, stainless steel appliances, a center island, and a spacious open layout that flows seamlessly into the family room, complete with a gas fireplace and designer accent wall. The main level also includes a formal dining room, a breakfast area, a full bathroom, and a flexible spa room that could easily serve as a first-floor bedroom or home office. Upstairs, the main home offers three bedrooms and three full bathrooms, providing plenty of space, comfort, and privacy. Step outside to a screened porch, paver patio with hot tub, and a covered gazebo—all overlooking the fenced backyard, perfect for entertaining or unwinding. Car enthusiasts and hobbyists will love the three-car garage, with one bay currently used by tenants of the apartment above. The property includes two one-bedroom apartments, each with private entrances, creating excellent options for multi-generational living or income-producing opportunities that can help support your mortgage. With its thoughtful design, high-quality upgrades, and exceptionally flexible layout, this home delivers a rare combination of luxury, functionality, and value.

Beautiful Custom-Built Home with Income Potential or Multi-Generational Built in 2019, this stunning custom home offers over 5,100 square feet of finished living space with even more room to expand. Perfectly positioned on a beautiful lot backing to open farmland, it blends modern comfort with peaceful rural views. Designed with versatility in mind, the home features two separate apartments—ideal for rental income, and or an in-law suite, or extended family seeking independent living space. Also, there is a possibility for a first-floor bedroom with a full bathroom if needed. Inside the main home, you’ll find a gourmet kitchen with granite countertops, stainless steel appliances, a center island, and a spacious open layout that flows seamlessly into the family room, complete with a gas fireplace and designer accent wall. The main level also includes a formal dining room, a breakfast area, a full bathroom, and a flexible spa room that could easily serve as a first-floor bedroom or home office. Upstairs, the main home offers three bedrooms and three full bathrooms, providing plenty of space, comfort, and privacy. Step outside to a screened porch, paver patio with hot tub, and a covered gazebo—all overlooking the fenced backyard, perfect for entertaining or unwinding. Car enthusiasts and hobbyists will love the three-car garage, with one bay currently used by tenants of the apartment above. The property includes two one-bedroom apartments, each with private entrances, creating excellent options for multi-generational living or income-producing opportunities that can help support your mortgage. With its thoughtful design, high-quality upgrades, and exceptionally flexible layout, this home delivers a rare combination of luxury, functionality, and value.

315 Nottingham Ln, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Redfin Corp.

$965,000

Welcome to luxury, comfort, and effortless living in the highly sought-after first section of Four Seasons at Kent Island. Offering a floor plan no longer available in the community's newer sections, this exceptional home combines thoughtful design with upscale finishes throughout. A spacious foyer welcomes you into an open and inviting layout that is perfect for both everyday living and entertaining. At the heart of the home is a stunning gourmet kitchen featuring an oversized center island that naturally becomes the gathering place for family and friends. Whether hosting indoors or enjoying the outdoors, you'll appreciate the seamless flow to the screened porch and beautifully designed patio complete with a built-in fire pit. The private primary suite is a true retreat, highlighted by an elegant tray ceiling, an impressive custom walk-in closet system, and a luxurious en-suite bath featuring a spacious walk-in shower, dual vanities, and a dedicated built-in makeup vanity. The main level also offers a second bedroom, full bath, private home office, and convenient laundry room, providing the ease of one-level living. Upstairs, guests will enjoy their own private space with an additional living area, bedroom, and full bath and access to the conditioned sky garage which is great for storage. Attached two car garage with epoxy flooring and inside access. Beyond the home, enjoy the award-winning lifestyle Four Seasons at Kent Island is known for. Residents have access to an impressive 24,000-square-foot clubhouse featuring indoor and outdoor pools, a state-of-the-art fitness center, tennis and pickleball courts, dog parks, walking trails, and an active calendar of social events—all designed for exceptional 55+ living.

Welcome to luxury, comfort, and effortless living in the highly sought-after first section of Four Seasons at Kent Island. Offering a floor plan no longer available in the community's newer sections, this exceptional home combines thoughtful design with upscale finishes throughout. A spacious foyer welcomes you into an open and inviting layout that is perfect for both everyday living and entertaining. At the heart of the home is a stunning gourmet kitchen featuring an oversized center island that naturally becomes the gathering place for family and friends. Whether hosting indoors or enjoying the outdoors, you'll appreciate the seamless flow to the screened porch and beautifully designed patio complete with a built-in fire pit. The private primary suite is a true retreat, highlighted by an elegant tray ceiling, an impressive custom walk-in closet system, and a luxurious en-suite bath featuring a spacious walk-in shower, dual vanities, and a dedicated built-in makeup vanity. The main level also offers a second bedroom, full bath, private home office, and convenient laundry room, providing the ease of one-level living. Upstairs, guests will enjoy their own private space with an additional living area, bedroom, and full bath and access to the conditioned sky garage which is great for storage. Attached two car garage with epoxy flooring and inside access. Beyond the home, enjoy the award-winning lifestyle Four Seasons at Kent Island is known for. Residents have access to an impressive 24,000-square-foot clubhouse featuring indoor and outdoor pools, a state-of-the-art fitness center, tennis and pickleball courts, dog parks, walking trails, and an active calendar of social events—all designed for exceptional 55+ living.

154 Bluebell Ct, Chester

Listing courtesy of Wilson Realty & Staging LLC. Contact:

This stunning, truly one of a kind coastal-style home in Gibsons Grant offers a perfect blend of comfort and community. With a total of 4 spacious bedrooms and 3.5 baths (1 bed and bath is over garage), the open floor plan invites natural light, showcasing a modern kitchen with an island and a dining area and cozy living room. The main level primary suite features a luxurious bath and walk-in closet, ensuring it is truly a retreat. The upper level on the main house features two bedrooms, 1 full bath and a large family room and game room that leads to a covered balcony. Set on a generous corner lot of 0.22 acres, enjoy outdoor living on the balcony, covered porch, or patio, perfect for gatherings or quiet evenings. Three season room joins to FROG extending living area making FROG accessible without going outside. The community amenities include a refreshing outdoor pool, fitness center, pier, kayak rack and launch, playground and scenic jog/walk paths that connect to the Cross Island Trail, fostering an active lifestyle. Located near the Chester River, residents can appreciate the beauty of nature while being just minutes from local parks and top-rated schools. Experience the warmth of community living in a home that truly feels like a sanctuary. Take comfort knowing property had a thorough Pre Home Sale Inspection and is completely turnkey!

$965,000

This stunning, truly one of a kind coastal-style home in Gibsons Grant offers a perfect blend of comfort and community. With a total of 4 spacious bedrooms and 3.5 baths (1 bed and bath is over garage), the open floor plan invites natural light, showcasing a modern kitchen with an island and a dining area and cozy living room. The main level primary suite features a luxurious bath and walk-in closet, ensuring it is truly a retreat. The upper level on the main house features two bedrooms, 1 full bath and a large family room and game room that leads to a covered balcony. Set on a generous corner lot of 0.22 acres, enjoy outdoor living on the balcony, covered porch, or patio, perfect for gatherings or quiet evenings. Three season room joins to FROG extending living area making FROG accessible without going outside. The community amenities include a refreshing outdoor pool, fitness center, pier, kayak rack and launch, playground and scenic jog/walk paths that connect to the Cross Island Trail, fostering an active lifestyle. Located near the Chester River, residents can appreciate the beauty of nature while being just minutes from local parks and top-rated schools. Experience the warmth of community living in a home that truly feels like a sanctuary. Take comfort knowing property had a thorough Pre Home Sale Inspection and is completely turnkey!

102 Carriage Heath, Chester

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: Samson Properties.

$965,000

A Waterfront Retreat on the Chester River! Wake up to glowing Sunrises, unwind to painted Sunsets and savor the Peaceful rhythm of life on the Waters of the Chester River. This beautifully renovated Home offers 75 feet of waterfront and a rare lot‑and‑a‑half setting comfortably outside the flood zone, giving you both serenity and security. Inside, the Home feels bright and welcoming from the moment you step in! With 4 Bedrooms, including a spacious primary en‑suite, and newly renovated Bathrooms, every space has been thoughtfully Updated for comfort and ease. The heart of the Home is the stunning Chef’s Kitchen, where a Large Quartz island invites gathering and conversation with Picturesque Views of the Water! A Wolf gas Cooktop, Brizo Vegetable Sink, Wolf Steam Convection Wall Oven, Bosch Microwave Drawer, Ceramic Farm Sink, Stainless Steel Appliances, Spice Drawer and leathered Granite countertops make cooking a true joy! Custom (Friel Lumber) Walnut Cabinetry with soft close and pull-out drawers along with Hardwood floors add timeless charm throughout. Downstairs, the cozy Family Room becomes the perfect gathering spot with its Wood‑burning stove, custom Wainscoting and a Quartz ledge that frames the Water Views like Artwork. Additional highlights include Custom Closets, Recessed Lighting, Ceiling Fans and a spacious Laundry Room. Updated white Vinyl Board-and-Batten Siding with cylinder lighting create a mesmerizing view as you come home by boat or walking back to the house from a night on the Pier! New high‑end black "Marvin" Casement windows fill the home with natural light, while a New Trane HVAC System keeps everything comfortable year‑round. Step outside and you’ll find a wraparound Teak Deck overlooking the Water, an ideal place for morning coffee, evening wine and enjoying all of those Crab Feasts! The yard is a Gardener’s delight, with mature Cherry Blossoms, a Fig Tree, a White Peach Tree, raised Garden Beds and Grapevines draped over an Italian‑inspired Arbor. Three outdoor Sheds and a Dock Box provide plenty of storage for tools, gardening and waterfront gear. The 130' Pier with L-Deck is ready for your adventures, complete with Copper capped Pilings, High Speed Boat Lift, Jet Ski/SUP/small boat Lift, Swim Ladder and Lighting Stations with water and electricity! Whether you love Crabbing, Fishing, Boating, or simply watching the River drift by, this property brings Waterfront Living to Life! Osprey, Blue Heron, Green Heron, Bald Eagles, Purple Martins, Dolphins, Buffleheads, Mallards, Rockfish, Blue Crabs and many more Wildlife will keep you entertained throughout the Seasons! The Chester River Beach Community adds to the charm with events like a 4th of July Parade, Chili cook‑off, Easter Egg Hunt, Santa visits, Holiday Lights contest, Halloween festivities and Movie nights in the Park! You’re also just a short Boat ride to the Narrows for Waterfront Dining, Rock Hall for your crab feasts and St. Michaels for all the shopping and Maritime fun! Take a quick bike ride, walk or run to the Kent Island Cross Trail and an easy drive to local Restaurants, Boutiques, Parks, Beaches and Marinas. A turnkey Waterfront haven with deep water, sweeping panoramic views and thoughtful upgrades throughout... this is the Waterfront Lifestyle you’ve been Dreaming of!

4 Beds ⋅ 2 Baths

A Waterfront Retreat on the Chester River! Wake up to glowing Sunrises, unwind to painted Sunsets and savor the Peaceful rhythm of life on the Waters of the Chester River. This beautifully renovated Home offers 75 feet of waterfront and a rare lot‑and‑a‑half setting comfortably outside the flood zone, giving you both serenity and security. Inside, the Home feels bright and welcoming from the moment you step in! With 4 Bedrooms, including a spacious primary en‑suite, and newly renovated Bathrooms, every space has been thoughtfully Updated for comfort and ease. The heart of the Home is the stunning Chef’s Kitchen, where a Large Quartz island invites gathering and conversation with Picturesque Views of the Water! A Wolf gas Cooktop, Brizo Vegetable Sink, Wolf Steam Convection Wall Oven, Bosch Microwave Drawer, Ceramic Farm Sink, Stainless Steel Appliances, Spice Drawer and leathered Granite countertops make cooking a true joy! Custom (Friel Lumber) Walnut Cabinetry with soft close and pull-out drawers along with Hardwood floors add timeless charm throughout. Downstairs, the cozy Family Room becomes the perfect gathering spot with its Wood‑burning stove, custom Wainscoting and a Quartz ledge that frames the Water Views like Artwork. Additional highlights include Custom Closets, Recessed Lighting, Ceiling Fans and a spacious Laundry Room. Updated white Vinyl Board-and-Batten Siding with cylinder lighting create a mesmerizing view as you come home by boat or walking back to the house from a night on the Pier! New high‑end black "Marvin" Casement windows fill the home with natural light, while a New Trane HVAC System keeps everything comfortable year‑round. Step outside and you’ll find a wraparound Teak Deck overlooking the Water, an ideal place for morning coffee, evening wine and enjoying all of those Crab Feasts! The yard is a Gardener’s delight, with mature Cherry Blossoms, a Fig Tree, a White Peach Tree, raised Garden Beds and Grapevines draped over an Italian‑inspired Arbor. Three outdoor Sheds and a Dock Box provide plenty of storage for tools, gardening and waterfront gear. The 130' Pier with L-Deck is ready for your adventures, complete with Copper capped Pilings, High Speed Boat Lift, Jet Ski/SUP/small boat Lift, Swim Ladder and Lighting Stations with water and electricity! Whether you love Crabbing, Fishing, Boating, or simply watching the River drift by, this property brings Waterfront Living to Life! Osprey, Blue Heron, Green Heron, Bald Eagles, Purple Martins, Dolphins, Buffleheads, Mallards, Rockfish, Blue Crabs and many more Wildlife will keep you entertained throughout the Seasons! The Chester River Beach Community adds to the charm with events like a 4th of July Parade, Chili cook‑off, Easter Egg Hunt, Santa visits, Holiday Lights contest, Halloween festivities and Movie nights in the Park! You’re also just a short Boat ride to the Narrows for Waterfront Dining, Rock Hall for your crab feasts and St. Michaels for all the shopping and Maritime fun! Take a quick bike ride, walk or run to the Kent Island Cross Trail and an easy drive to local Restaurants, Boutiques, Parks, Beaches and Marinas. A turnkey Waterfront haven with deep water, sweeping panoramic views and thoughtful upgrades throughout... this is the Waterfront Lifestyle you’ve been Dreaming of!

816 Chester River Dr, Grasonville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: RE/MAX Realty Group.

$960,000

Stevensville - This large homestead features 4,012 sq feet on .69 of an acre. The first floor features formal living and dining rooms, but an exceptional huge country kitchen for all of your entertaining needs. The first floor features a primary bedroom and of course the screen in porch and wrap around porch is a must have! Large rooms and spacious bedrooms upstairs as well as laundry on both levels. Extra storage space with two walking closets upstairs. Call today for your showing appointment.

5 Beds ⋅ 3 Baths

Stevensville - This large homestead features 4,012 sq feet on .69 of an acre. The first floor features formal living and dining rooms, but an exceptional huge country kitchen for all of your entertaining needs. The first floor features a primary bedroom and of course the screen in porch and wrap around porch is a must have! Large rooms and spacious bedrooms upstairs as well as laundry on both levels. Extra storage space with two walking closets upstairs. Call today for your showing appointment.

432 Love Point Rd, Stevensville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Nestled on 1.32 peaceful acres along scenic Little Greenwood Creek, this waterfront residence offers a sense of calm from the moment you arrive. Surrounded by nature and gently bordered by water, this home blends comfort with effortless living. Step inside to rich hardwood floors that flow throughout, setting a warm and inviting tone. The living room, designed with custom ceiling and gas fireplace, feels both elegant and welcoming—an ideal setting for relaxed evenings and lingering conversations. From here, the home unfolds seamlessly into a sunlit kitchen and family room, where expansive windows bring the outdoors in. Designed for both everyday living and entertaining, this bright and spacious kitchen features a five-burner gas stove, Granite counter tops, a pantry, and a breakfast bar that subtly defines the adjoining family area. Crown molding and chair railing grace the separate dining room providing an elegant backdrop for gatherings and special occasions. The versatile main-level office offers flexibility to suit your needs—whether as a productive workspace, cozy den, or guest bedroom. The addition of a new full bath with a walk-in shower enhances both its convenience and functionality. Upstairs, the gracious primary serves as a private retreat that is complemented by an equally gracious primary bath featuring a soaking tub, walk-in shower, double vanities, and a generous walk-in closet. Outdoor living is equally enticing. A Trex deck and screened porch create inviting spaces to relax or entertain while enjoying the peaceful nature views. And just beyond the lawn, a private pier awaits—perfect for quiet mornings on the water, spontaneous kayak adventures, or evenings spent watching the sky change colors. Located in the waterfront community of Prospect Bay, offering resort-style amenities—including golf, a swimming pool, boat ramp, tennis courts and a clubhouse with restaurant—this remarkable property captures the very best of Chesapeake living in a serene, nature filled setting.

$955,000

Nestled on 1.32 peaceful acres along scenic Little Greenwood Creek, this waterfront residence offers a sense of calm from the moment you arrive. Surrounded by nature and gently bordered by water, this home blends comfort with effortless living. Step inside to rich hardwood floors that flow throughout, setting a warm and inviting tone. The living room, designed with custom ceiling and gas fireplace, feels both elegant and welcoming—an ideal setting for relaxed evenings and lingering conversations. From here, the home unfolds seamlessly into a sunlit kitchen and family room, where expansive windows bring the outdoors in. Designed for both everyday living and entertaining, this bright and spacious kitchen features a five-burner gas stove, Granite counter tops, a pantry, and a breakfast bar that subtly defines the adjoining family area. Crown molding and chair railing grace the separate dining room providing an elegant backdrop for gatherings and special occasions. The versatile main-level office offers flexibility to suit your needs—whether as a productive workspace, cozy den, or guest bedroom. The addition of a new full bath with a walk-in shower enhances both its convenience and functionality. Upstairs, the gracious primary serves as a private retreat that is complemented by an equally gracious primary bath featuring a soaking tub, walk-in shower, double vanities, and a generous walk-in closet. Outdoor living is equally enticing. A Trex deck and screened porch create inviting spaces to relax or entertain while enjoying the peaceful nature views. And just beyond the lawn, a private pier awaits—perfect for quiet mornings on the water, spontaneous kayak adventures, or evenings spent watching the sky change colors. Located in the waterfront community of Prospect Bay, offering resort-style amenities—including golf, a swimming pool, boat ramp, tennis courts and a clubhouse with restaurant—this remarkable property captures the very best of Chesapeake living in a serene, nature filled setting.

26 Greenwood Shls, Grasonville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

**Seller to Provide $25,000 Credit for Desired Updates with a Full Price Offer.** The Sally Harris Mill House was once part of the Bloomingdale Estate is one of the remaining 18th Century masterpieces on the Eastern Shore. This peaceful farmette boasts over 31 acres with a blend of open pasture and wooded seclusion. The property sits on the Western banks of Madam Alices Branch, a tributary of the Wye River. Mature evergreens line the entrance creating a dramatic feel and historic charm is displayed throughout the home with 5 fireplaces, Flemish bond brickwork, and a gambrel roof. Modern amenities have been incorporated with the 2 story North wing which was completed around 2000 to include a first floor primary suite with en suite bathroom, makeup room, and 2 separate walk-in closets on the first floor and 2nd floor family room. The updated kitchen, partially finished basement with kitchenette, and heated pool are also highlighted upgrades. Outdoor living is celebrated here with a screened in rear porch for dinners in nature, a front porch to sit and watch the wildlife, and pool deck for making memories. Bring your machines and toys because there is plenty of storage in the outbuildings. The 2 story machine shop has been impeccably maintained and is perfect for any type of project. The open pasture would be perfect for horses and though they haven't been maintained in a few years, the forest contains nature trails for disconnecting from the hustle and bustle or hunting opportunities. This is your chance to make a piece of Eastern Shore's history your own peaceful retreat.

$950,000

**Seller to Provide $25,000 Credit for Desired Updates with a Full Price Offer.** The Sally Harris Mill House was once part of the Bloomingdale Estate is one of the remaining 18th Century masterpieces on the Eastern Shore. This peaceful farmette boasts over 31 acres with a blend of open pasture and wooded seclusion. The property sits on the Western banks of Madam Alices Branch, a tributary of the Wye River. Mature evergreens line the entrance creating a dramatic feel and historic charm is displayed throughout the home with 5 fireplaces, Flemish bond brickwork, and a gambrel roof. Modern amenities have been incorporated with the 2 story North wing which was completed around 2000 to include a first floor primary suite with en suite bathroom, makeup room, and 2 separate walk-in closets on the first floor and 2nd floor family room. The updated kitchen, partially finished basement with kitchenette, and heated pool are also highlighted upgrades. Outdoor living is celebrated here with a screened in rear porch for dinners in nature, a front porch to sit and watch the wildlife, and pool deck for making memories. Bring your machines and toys because there is plenty of storage in the outbuildings. The 2 story machine shop has been impeccably maintained and is perfect for any type of project. The open pasture would be perfect for horses and though they haven't been maintained in a few years, the forest contains nature trails for disconnecting from the hustle and bustle or hunting opportunities. This is your chance to make a piece of Eastern Shore's history your own peaceful retreat.

111 Mt Mills Ln, Queenstown

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

KENT ISLAND WATERFRONT -New Construction, New Price!!! Completed and ready for you!! Offering a tranquil nature filled lifestyle located in the Tower Gardens neighborhood situated on Carter Creek with a private PIER, kayak launch, and beautiful shoreline. Enjoy island life from your screened porch with skylight and flanking fan mounts off the large family room. This home features 2,464 sq ft of living space plus a wrap around porch and huge screened porch, 3 bedrooms, 2.5 baths. Main level offers 9' ceilings, living room, large dining area and separate family room with centrally located kitchen providing a great flow. Eco high efficiency electric fireplace with surround in the family room, gas continuous hot water, several transom windows for natural light without sacrificing wall space and privacy, over size stained oak stairs and hand rail to 2nd floor leading to the luxurious primary suite with 2 walkin closets with custom shelving for him and her, spa like shower, and sitting area overlooking the water are standard with this home. The oversized garage offers plenty of attic and floor area storage. Plus the easily accessible secure storage space under the screened porch is great for the kayaks, paddle boards, fishing gear, etc. Visit today so you can enjoy summer on the Island.

$940,000

KENT ISLAND WATERFRONT -New Construction, New Price!!! Completed and ready for you!! Offering a tranquil nature filled lifestyle located in the Tower Gardens neighborhood situated on Carter Creek with a private PIER, kayak launch, and beautiful shoreline. Enjoy island life from your screened porch with skylight and flanking fan mounts off the large family room. This home features 2,464 sq ft of living space plus a wrap around porch and huge screened porch, 3 bedrooms, 2.5 baths. Main level offers 9' ceilings, living room, large dining area and separate family room with centrally located kitchen providing a great flow. Eco high efficiency electric fireplace with surround in the family room, gas continuous hot water, several transom windows for natural light without sacrificing wall space and privacy, over size stained oak stairs and hand rail to 2nd floor leading to the luxurious primary suite with 2 walkin closets with custom shelving for him and her, spa like shower, and sitting area overlooking the water are standard with this home. The oversized garage offers plenty of attic and floor area storage. Plus the easily accessible secure storage space under the screened porch is great for the kayaks, paddle boards, fishing gear, etc. Visit today so you can enjoy summer on the Island.

118 N Lake Dr, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Northrop Realty.

$937,990

Welcome to the Tuscaloosa, a spacious and thoughtfully designed home offering 5 bedrooms, 4.5 baths, and a 3-car garage. Scheduled for settlement in July 2026, this home delivers the perfect combination of comfort, functionality, and modern design. The main living area features a cozy fireplace with mantel and hearth, creating a warm focal point for gathering. A dedicated home office provides a quiet and productive workspace, while the screened patio extends the living area outdoors—perfect for relaxing or entertaining. Practical touches such as a utility sink add convenience to everyday living. The kitchen is designed for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz countertops are also featured in the primary bath for a cohesive and elegant finish. Luxury vinyl plank flooring runs throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, extra suite, primary suite, and loft. Tile flooring is featured in the full baths and laundry room, while carpet provides comfort in bedrooms 3, 4, and 5. The primary bath offers a spa-like retreat with a freestanding tub, a walk-in shower with seat and handheld shower wand, and a double-sink vanity. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

Welcome to the Tuscaloosa, a spacious and thoughtfully designed home offering 5 bedrooms, 4.5 baths, and a 3-car garage. Scheduled for settlement in July 2026, this home delivers the perfect combination of comfort, functionality, and modern design. The main living area features a cozy fireplace with mantel and hearth, creating a warm focal point for gathering. A dedicated home office provides a quiet and productive workspace, while the screened patio extends the living area outdoors—perfect for relaxing or entertaining. Practical touches such as a utility sink add convenience to everyday living. The kitchen is designed for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz countertops are also featured in the primary bath for a cohesive and elegant finish. Luxury vinyl plank flooring runs throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, extra suite, primary suite, and loft. Tile flooring is featured in the full baths and laundry room, while carpet provides comfort in bedrooms 3, 4, and 5. The primary bath offers a spa-like retreat with a freestanding tub, a walk-in shower with seat and handheld shower wand, and a double-sink vanity. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

121 Kinglet Ct, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$935,000

Welcome to Four Seasons at Kent Island, where luxury and comfort meet coastal living. This stunning Santorini model at the end of a cul-de-sac with loft offers 3 bedrooms, 4 full baths, and thoughtfully curated designer upgrades throughout. From the moment you step inside, you’ll feel the ease of open-concept living — soaring 10’ ceilings, cozy gas fireplace, abundant natural light, neutral color scheme, and wide-plank LVP flooring create a calm, inviting atmosphere. An expansive glass slider opens to a beautifully hardscaped patio and covered porch with built-in outdoor kitchen, gas grill and ceiling fan—ideal for enjoying warm evenings and cool breezes. The professionally landscaped property sets this home as the gem of the community! The gourmet kitchen is the heart of the home, featuring a full suite of premium appliances, and an expansive 12’ Laza Quartz island which easily seats five, making it perfect for gathering with family or hosting friends. The primary suite offers a spa-inspired retreat with a frameless shower featuring upgraded triple windows to let the natural light in and double sinks for added functionality. An additional guest suite, formal dining room, and library/office on the main level allow for complete one-level living. Plantation shutters, recessed LED lighting, and custom closet shelving throughout offer both elegance and practicality. The walk-in pantry with planning desk, plus laundry center with front-load washer/dryer, custom cabinetry and folding space, make everyday living effortless. Up the staircase, which features a mid-level landing for ease of use, the loft offers flexibility and privacy with an additional living area, full bath, bedroom, walk-in closet, and expansive standing attic storage. With upgraded essentials like a tankless water heater, and built-in garage storage, each detail of this home is designed to elevate your lifestyle. The amenity-rich Four Seasons at Kent Island allows residents to take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, lounging areas, firepits, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town. miss your chance to enjoy the best of relaxed, resort-style living on Kent Island. Welcome Home!

3 Beds ⋅ 4 Baths

Welcome to Four Seasons at Kent Island, where luxury and comfort meet coastal living. This stunning Santorini model at the end of a cul-de-sac with loft offers 3 bedrooms, 4 full baths, and thoughtfully curated designer upgrades throughout. From the moment you step inside, you’ll feel the ease of open-concept living — soaring 10’ ceilings, cozy gas fireplace, abundant natural light, neutral color scheme, and wide-plank LVP flooring create a calm, inviting atmosphere. An expansive glass slider opens to a beautifully hardscaped patio and covered porch with built-in outdoor kitchen, gas grill and ceiling fan—ideal for enjoying warm evenings and cool breezes. The professionally landscaped property sets this home as the gem of the community! The gourmet kitchen is the heart of the home, featuring a full suite of premium appliances, and an expansive 12’ Laza Quartz island which easily seats five, making it perfect for gathering with family or hosting friends. The primary suite offers a spa-inspired retreat with a frameless shower featuring upgraded triple windows to let the natural light in and double sinks for added functionality. An additional guest suite, formal dining room, and library/office on the main level allow for complete one-level living. Plantation shutters, recessed LED lighting, and custom closet shelving throughout offer both elegance and practicality. The walk-in pantry with planning desk, plus laundry center with front-load washer/dryer, custom cabinetry and folding space, make everyday living effortless. Up the staircase, which features a mid-level landing for ease of use, the loft offers flexibility and privacy with an additional living area, full bath, bedroom, walk-in closet, and expansive standing attic storage. With upgraded essentials like a tankless water heater, and built-in garage storage, each detail of this home is designed to elevate your lifestyle. The amenity-rich Four Seasons at Kent Island allows residents to take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, lounging areas, firepits, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town. miss your chance to enjoy the best of relaxed, resort-style living on Kent Island. Welcome Home!

130 Sunrise Ct, Chester

Listing courtesy of Engel & Volkers Annapolis. Contact:

Selling Office: RE/MAX Executive.

$934,900

Welcome to the Tuscaloosa, a stunning 5-bedroom, 4.5-bath home designed for flexible living and modern style. With a 3-car garage, open-concept layout, and high-end finishes, this home is the perfect blend of comfort and sophistication. Enjoy thoughtful details throughout, including a cozy fireplace, versatile home office, bright loft, and a relaxing screened patio. The kitchen features a full suite of premium appliances—including a French door refrigerator, gas cooktop, and tile backsplash—topped with elegant quartz countertops. The primary suite offers a spa-inspired retreat with a frameless shower featuring a seat and handheld wand, plus double sinks for added functionality. Flooring includes Luxury Vinyl Plank on the main level, tile in all full baths and the laundry room, and plush carpet in the second-floor loft and bedrooms 3, 4, and 5. For a full list of features for this home, please contact our sales consultants. Photos are for display purposes only and may not reflect actual selections or layout. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town. *Pictures are representative of a similar home.

Welcome to the Tuscaloosa, a stunning 5-bedroom, 4.5-bath home designed for flexible living and modern style. With a 3-car garage, open-concept layout, and high-end finishes, this home is the perfect blend of comfort and sophistication. Enjoy thoughtful details throughout, including a cozy fireplace, versatile home office, bright loft, and a relaxing screened patio. The kitchen features a full suite of premium appliances—including a French door refrigerator, gas cooktop, and tile backsplash—topped with elegant quartz countertops. The primary suite offers a spa-inspired retreat with a frameless shower featuring a seat and handheld wand, plus double sinks for added functionality. Flooring includes Luxury Vinyl Plank on the main level, tile in all full baths and the laundry room, and plush carpet in the second-floor loft and bedrooms 3, 4, and 5. For a full list of features for this home, please contact our sales consultants. Photos are for display purposes only and may not reflect actual selections or layout. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town. *Pictures are representative of a similar home.

327 Kingfisher Ln, Chester

Listing courtesy of KOVO Realty. Contact:

New construction that must be seen to be fully appreciated!

$925,000

New construction that must be seen to be fully appreciated!

307 Columbia Ln, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Welcome to 132 Kestrel Lane, an exceptional home in the premier waterfront community of Four Seasons at Kent Island. Offering over 3,600 square feet of thoughtfully designed living space, this residence combines elegant design, modern functionality, and a lifestyle centered around comfort, connection, and the natural beauty of the Chesapeake Bay. From the moment you arrive, the covered front porch and charming curb appeal set the tone for what awaits inside. The grand two-story foyer opens to soaring ceilings, wide plank wood flooring, and light-filled spaces dressed in timeless plantation shutters. The main level is designed for easy living, with 10-foot ceilings that create a sense of openness and flow. At the heart of the home, the great room features cathedral ceilings, crown molding, and a gas fireplace, providing a warm gathering place for both intimate evenings and lively entertaining. The designer kitchen blends beauty and function with a large island, stainless steel appliances, a gas range, backlit cabinetry, and a beautifully lit backsplash that adds a touch of sophistication. The open-concept design extends into the breakfast area, making mornings and casual meals a delight. A screened-in porch and fenced patio create a seamless transition from indoor living to outdoor enjoyment, perfect for entertaining or simply savoring quiet moments surrounded by nature. The first-floor primary suite is a true retreat, complete with a spacious walk-in closet outfitted with built-ins and a spa-inspired bath designed with relaxation in mind. A second bedroom with its own private bathroom on the main level offers comfort and privacy for family or overnight guests, while a dedicated office provides the flexibility to work from home with ease. The convenience of a mudroom with built-ins and a first-floor laundry adds to the thoughtful design of this home. Upstairs, a large loft-style living area can serve as a media or game room, offering additional space for recreation, relaxation, or hobbies, while two generously sized bedrooms share a well-appointed bathroom. A large two-car garage with an extra storage and workshop area provides ample space for all your needs—including the perfect spot to store multiple kayaks. Every detail of this home has been carefully curated, from the crown molding to the custom finishes, creating a space that feels both refined and welcoming. Beyond the home itself, life at Four Seasons at Kent Island offers an unparalleled resort-style experience. Residents enjoy exclusive access to the Chester House Clubhouse, where a ballroom, bar and lounge, gathering spaces, and a demonstration kitchen set the stage for community and celebration. Fitness and wellness are at the forefront with indoor and outdoor pools, a state-of-the-art fitness center, yoga room, and walking paths. Outdoor amenities abound, from tennis, pickleball, and bocce courts to a kayak launch, fishing pier, and dog park. Evenings can be spent at the fire pit, tiki bar, or amphitheater, creating countless opportunities to connect with neighbors and enjoy the Chesapeake lifestyle. Perfectly situated on Kent Island, this home is more than just a place to live—it’s a way of life. Here, every day feels like a retreat, with the Chesapeake Bay as your backdrop and a vibrant community at your doorstep. Welcome to 132 Kestrel Lane, where luxury, comfort, and lifestyle meet.

$925,000

Welcome to 132 Kestrel Lane, an exceptional home in the premier waterfront community of Four Seasons at Kent Island. Offering over 3,600 square feet of thoughtfully designed living space, this residence combines elegant design, modern functionality, and a lifestyle centered around comfort, connection, and the natural beauty of the Chesapeake Bay. From the moment you arrive, the covered front porch and charming curb appeal set the tone for what awaits inside. The grand two-story foyer opens to soaring ceilings, wide plank wood flooring, and light-filled spaces dressed in timeless plantation shutters. The main level is designed for easy living, with 10-foot ceilings that create a sense of openness and flow. At the heart of the home, the great room features cathedral ceilings, crown molding, and a gas fireplace, providing a warm gathering place for both intimate evenings and lively entertaining. The designer kitchen blends beauty and function with a large island, stainless steel appliances, a gas range, backlit cabinetry, and a beautifully lit backsplash that adds a touch of sophistication. The open-concept design extends into the breakfast area, making mornings and casual meals a delight. A screened-in porch and fenced patio create a seamless transition from indoor living to outdoor enjoyment, perfect for entertaining or simply savoring quiet moments surrounded by nature. The first-floor primary suite is a true retreat, complete with a spacious walk-in closet outfitted with built-ins and a spa-inspired bath designed with relaxation in mind. A second bedroom with its own private bathroom on the main level offers comfort and privacy for family or overnight guests, while a dedicated office provides the flexibility to work from home with ease. The convenience of a mudroom with built-ins and a first-floor laundry adds to the thoughtful design of this home. Upstairs, a large loft-style living area can serve as a media or game room, offering additional space for recreation, relaxation, or hobbies, while two generously sized bedrooms share a well-appointed bathroom. A large two-car garage with an extra storage and workshop area provides ample space for all your needs—including the perfect spot to store multiple kayaks. Every detail of this home has been carefully curated, from the crown molding to the custom finishes, creating a space that feels both refined and welcoming. Beyond the home itself, life at Four Seasons at Kent Island offers an unparalleled resort-style experience. Residents enjoy exclusive access to the Chester House Clubhouse, where a ballroom, bar and lounge, gathering spaces, and a demonstration kitchen set the stage for community and celebration. Fitness and wellness are at the forefront with indoor and outdoor pools, a state-of-the-art fitness center, yoga room, and walking paths. Outdoor amenities abound, from tennis, pickleball, and bocce courts to a kayak launch, fishing pier, and dog park. Evenings can be spent at the fire pit, tiki bar, or amphitheater, creating countless opportunities to connect with neighbors and enjoy the Chesapeake lifestyle. Perfectly situated on Kent Island, this home is more than just a place to live—it’s a way of life. Here, every day feels like a retreat, with the Chesapeake Bay as your backdrop and a vibrant community at your doorstep. Welcome to 132 Kestrel Lane, where luxury, comfort, and lifestyle meet.

132 Kestrel Ln, Chester

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$925,000

Set along Queenstown Creek with direct access to the Chester River, this estate offers 56 feet of private frontage and sweeping views across to Queenstown Harbor Golf Course. Built in 1894 and thoughtfully updated, the residence combines timeless character with modern comforts on one of the Chesapeake Bay’s most desirable waterways. The waterfront is anchored by a private pier extending approximately 122 feet into deep water, complete with two slips, two lifts, and a privately owned boat and kayak ramp, an uncommon amenity for seamless exploration of the Bay. Outdoor living features a newer deck, waterfront pavilion, gazebo, and shed, all designed to embrace the Chesapeake lifestyle. Inside, the home balances charm and function: a remodeled kitchen with newer appliances, reproduction barn wood accents, enhanced baths, newer windows and doors, updated lighting, and attic storage. Recent upgrades include a new HVAC (2023) and water heater (2024). This estate has not been offered for sale in decades and represents an opportunity of true scarcity. Beyond its private waterfront and golf course views, the location offers immediate access to Wye Island Natural Resources Management Area and, just down the Chester River, the Eastern Neck National Wildlife Refuge. Together these protected lands offer thousands of acres of preserved shoreline, wildlife, and trails along the Chesapeake. From farm-to-table dining and wineries to world-class marinas and sporting pursuits, the Eastern Shore lifestyle is at your doorstep. Annapolis, Washington, D.C., and Baltimore are within easy reach, with private aviation nearby. This is more than a home. It is a rare Chesapeake retreat that delivers privacy, prestige, and the unique character of Maryland’s Eastern Shore.

2 Beds ⋅ 2 Baths

Set along Queenstown Creek with direct access to the Chester River, this estate offers 56 feet of private frontage and sweeping views across to Queenstown Harbor Golf Course. Built in 1894 and thoughtfully updated, the residence combines timeless character with modern comforts on one of the Chesapeake Bay’s most desirable waterways. The waterfront is anchored by a private pier extending approximately 122 feet into deep water, complete with two slips, two lifts, and a privately owned boat and kayak ramp, an uncommon amenity for seamless exploration of the Bay. Outdoor living features a newer deck, waterfront pavilion, gazebo, and shed, all designed to embrace the Chesapeake lifestyle. Inside, the home balances charm and function: a remodeled kitchen with newer appliances, reproduction barn wood accents, enhanced baths, newer windows and doors, updated lighting, and attic storage. Recent upgrades include a new HVAC (2023) and water heater (2024). This estate has not been offered for sale in decades and represents an opportunity of true scarcity. Beyond its private waterfront and golf course views, the location offers immediate access to Wye Island Natural Resources Management Area and, just down the Chester River, the Eastern Neck National Wildlife Refuge. Together these protected lands offer thousands of acres of preserved shoreline, wildlife, and trails along the Chesapeake. From farm-to-table dining and wineries to world-class marinas and sporting pursuits, the Eastern Shore lifestyle is at your doorstep. Annapolis, Washington, D.C., and Baltimore are within easy reach, with private aviation nearby. This is more than a home. It is a rare Chesapeake retreat that delivers privacy, prestige, and the unique character of Maryland’s Eastern Shore.

200 Metzdorf Ln, Queenstown

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Compass.

$919,990

Welcome to the Kerr, a beautifully designed home offering 3 bedrooms, 3 baths, and a 3-car garage. This home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area features a cozy fireplace with mantel and hearth, creating a warm and inviting focal point. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

Welcome to the Kerr, a beautifully designed home offering 3 bedrooms, 3 baths, and a 3-car garage. This home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area features a cozy fireplace with mantel and hearth, creating a warm and inviting focal point. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

540 Warbler Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

Over 4400 sq.ft., including 5 BR and 3.5 BA . Only 5 years old and in absolutely perfect condition. Main floor primary bedroom with 2 WICs and private BA. Wood-look ceramic floors throughout main level. Kitchen with double wall ovens and island cooktop overlooks family room with electric fireplace. Breakfast bar, casual eating area and separate dining room. Four more huge bedrooms with WICs, and two full BAs on upper level. Office area, half-bath and laundry room off kitchen. Huge mudroom leads to 2 car garage and bonus room over garage (Pool table in bonus room conveys with house). Sunroom with gas fireplace overlooks golf course. Screened-in porch leads to fenced backyard. Four heat/cooling zones. HOA paid thru 2025. Water privileged community with a slip at community dock reserved and paid through 2025. 25 ft SeaRay Dancer also for sale separately.

$917,500

5 Beds ⋅ 4 Baths

Over 4400 sq.ft., including 5 BR and 3.5 BA . Only 5 years old and in absolutely perfect condition. Main floor primary bedroom with 2 WICs and private BA. Wood-look ceramic floors throughout main level. Kitchen with double wall ovens and island cooktop overlooks family room with electric fireplace. Breakfast bar, casual eating area and separate dining room. Four more huge bedrooms with WICs, and two full BAs on upper level. Office area, half-bath and laundry room off kitchen. Huge mudroom leads to 2 car garage and bonus room over garage (Pool table in bonus room conveys with house). Sunroom with gas fireplace overlooks golf course. Screened-in porch leads to fenced backyard. Four heat/cooling zones. HOA paid thru 2025. Water privileged community with a slip at community dock reserved and paid through 2025. 25 ft SeaRay Dancer also for sale separately.

245 Harbor Ln, Queenstown

Listing courtesy of State 7 Realty. Contact:

Selling Office: Samson Properties.

$915,000

Beautiful waterfront property in Chester that is so unique in every way offering five levels that starts off with the first level two car garage, spacious carport outside and huge laundry room , half bath and storage area inside* Second level has front door entrance to foyer as well as the connecting stairs from first level, beautiful family room with a gallery of windows offering expansive views of the water, FP with smart TV above that stays and a half bath* Third story includes the gourmet kitchen w/ss/appliances, expansive breakfast bar, a pantry and plenty of cabinetry that would be the envy of any chef, gleaming HWD floors, dining room w/sliding doors to balcony w/covered roof for your outside grilling while enjoying your scenic views. The kitchen and dining area actually overlook the family room area* There is also a spacious bedroom with full bath. The fourth floor has your private/office* Your Fifth floor has your elegant primary bedroom with full bath that includes a soaking tub and separate shower with glass doors, a laundry room connected to bedroom and enormous walk-in closet. You can walk out of this bedroom to your covered balcony where the water views are incredible. The rest of the balcony actually surrounds the bedroom. There is a second large bedroom with full bath on this floor* There is a full house generator and a pier to the water,

3 Beds ⋅ 5 Baths

Beautiful waterfront property in Chester that is so unique in every way offering five levels that starts off with the first level two car garage, spacious carport outside and huge laundry room , half bath and storage area inside* Second level has front door entrance to foyer as well as the connecting stairs from first level, beautiful family room with a gallery of windows offering expansive views of the water, FP with smart TV above that stays and a half bath* Third story includes the gourmet kitchen w/ss/appliances, expansive breakfast bar, a pantry and plenty of cabinetry that would be the envy of any chef, gleaming HWD floors, dining room w/sliding doors to balcony w/covered roof for your outside grilling while enjoying your scenic views. The kitchen and dining area actually overlook the family room area* There is also a spacious bedroom with full bath. The fourth floor has your private/office* Your Fifth floor has your elegant primary bedroom with full bath that includes a soaking tub and separate shower with glass doors, a laundry room connected to bedroom and enormous walk-in closet. You can walk out of this bedroom to your covered balcony where the water views are incredible. The rest of the balcony actually surrounds the bedroom. There is a second large bedroom with full bath on this floor* There is a full house generator and a pier to the water,

635 Dominion Rd, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Wilson Realty & Staging LLC.

$900,000

BIG REDUCTION! Welcome to easy waterfront living on Kent Island. Western exposure to beautiful sunsets. Tucked away on a quiet street, this 5-bedroom, 3.5-bath home offers an open floor plan with new flooring throughout the main living area and upstairs, creating a bright and comfortable space that flows effortlessly for both everyday living and entertaining. Out back, enjoy the beautiful pier, perfect for boating, crabbing, fishing, kayaking, or paddleboarding along with a spacious deck and hot tub that make relaxing by the water second nature. Public sewer adds convenience, while the 2-car garage provides plenty of room for storage, hobbies, or water gear. All of this just minutes from Kent Island’s shops, restaurants, and local favorites, close to everything, yet peacefully removed. Waterfront living with space, updates, and location, all under $1M. Schedule your showing today!

5 Beds ⋅ 3 Baths

BIG REDUCTION! Welcome to easy waterfront living on Kent Island. Western exposure to beautiful sunsets. Tucked away on a quiet street, this 5-bedroom, 3.5-bath home offers an open floor plan with new flooring throughout the main living area and upstairs, creating a bright and comfortable space that flows effortlessly for both everyday living and entertaining. Out back, enjoy the beautiful pier, perfect for boating, crabbing, fishing, kayaking, or paddleboarding along with a spacious deck and hot tub that make relaxing by the water second nature. Public sewer adds convenience, while the 2-car garage provides plenty of room for storage, hobbies, or water gear. All of this just minutes from Kent Island’s shops, restaurants, and local favorites, close to everything, yet peacefully removed. Waterfront living with space, updates, and location, all under $1M. Schedule your showing today!

2613 Cecil Dr, Chester

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: EXP Realty, LLC.

$895,000

Welcome to Southwind, one of Kent Island's most desirable waterfront communities, where peaceful surroundings and an exceptional lifestyle come together. Perfectly positioned on 1.22 beautifully landscaped acres with water views, this inviting single-level home offers the comfort, space, and amenities you've been searching for. Inside, you'll find three spacious bedrooms and three beautifully updated full baths, creating a home that is both stylish and comfortable. Freshly painted throughout, with newly refinished hardwood floors and plush new carpeting in the bedrooms, every room feels bright, fresh, and move-in ready. The heart of the home is the welcoming kitchen, featuring gleaming granite countertops, crisp white cabinetry, a generous pantry with charming French doors, peninsula seating for casual meals and conversation, a vaulted breakfast area with a dramatic palladium window showcasing beautiful water views, and brand-new stainless steel range and refrigerator. Whether you're preparing dinner or gathering with family and friends, this space is designed to bring everyone together. The adjoining family room is warm and inviting, centered around a cozy propane fireplace and accented by custom built-in bookshelves that add both charm and functionality. A sliding glass door opens directly to the slate patio, creating an effortless connection between indoor and outdoor living. Just off the main living area, the light-filled dining room is surrounded by large windows that frame lovely water views, creating the perfect backdrop for everyday meals and special occasions. A versatile bonus sunroom offers even more living space and can easily serve as a cozy den, home office, or additional bedroom to fit your needs. Step outside to enjoy the fenced backyard and slate patio, where a remote-operated awning provides welcome shade at the touch of a button, making it the perfect spot for morning coffee, evening sunsets, or weekend barbecues. Car enthusiasts, hobbyists, and those needing extra space will appreciate the oversized four-car garage. Above, an expansive unfinished area offers endless possibilities. Already plumbed for a future bath, it's ready to become a guest suite, home office, recreation room, or whatever your imagination inspires. Energy efficiency is another standout feature, with owned solar panels and two Tesla Powerwall storage batteries helping to keep utility costs remarkably low while providing added peace of mind. Living in Southwind means more than owning a beautiful home—it's embracing a waterfront lifestyle. Residents enjoy access to the community boat launch, waterfront clubhouse, boat storage lot, pickleball and tennis courts, and scenic nature trail along the water. Whether you're launching your boat for a day on the Chesapeake Bay, enjoying an evening stroll by the shoreline, or simply relaxing at home while taking in the tranquil water views, this property offers the perfect blend of comfort, community, and coastal living.

Welcome to Southwind, one of Kent Island's most desirable waterfront communities, where peaceful surroundings and an exceptional lifestyle come together. Perfectly positioned on 1.22 beautifully landscaped acres with water views, this inviting single-level home offers the comfort, space, and amenities you've been searching for. Inside, you'll find three spacious bedrooms and three beautifully updated full baths, creating a home that is both stylish and comfortable. Freshly painted throughout, with newly refinished hardwood floors and plush new carpeting in the bedrooms, every room feels bright, fresh, and move-in ready. The heart of the home is the welcoming kitchen, featuring gleaming granite countertops, crisp white cabinetry, a generous pantry with charming French doors, peninsula seating for casual meals and conversation, a vaulted breakfast area with a dramatic palladium window showcasing beautiful water views, and brand-new stainless steel range and refrigerator. Whether you're preparing dinner or gathering with family and friends, this space is designed to bring everyone together. The adjoining family room is warm and inviting, centered around a cozy propane fireplace and accented by custom built-in bookshelves that add both charm and functionality. A sliding glass door opens directly to the slate patio, creating an effortless connection between indoor and outdoor living. Just off the main living area, the light-filled dining room is surrounded by large windows that frame lovely water views, creating the perfect backdrop for everyday meals and special occasions. A versatile bonus sunroom offers even more living space and can easily serve as a cozy den, home office, or additional bedroom to fit your needs. Step outside to enjoy the fenced backyard and slate patio, where a remote-operated awning provides welcome shade at the touch of a button, making it the perfect spot for morning coffee, evening sunsets, or weekend barbecues. Car enthusiasts, hobbyists, and those needing extra space will appreciate the oversized four-car garage. Above, an expansive unfinished area offers endless possibilities. Already plumbed for a future bath, it's ready to become a guest suite, home office, recreation room, or whatever your imagination inspires. Energy efficiency is another standout feature, with owned solar panels and two Tesla Powerwall storage batteries helping to keep utility costs remarkably low while providing added peace of mind. Living in Southwind means more than owning a beautiful home—it's embracing a waterfront lifestyle. Residents enjoy access to the community boat launch, waterfront clubhouse, boat storage lot, pickleball and tennis courts, and scenic nature trail along the water. Whether you're launching your boat for a day on the Chesapeake Bay, enjoying an evening stroll by the shoreline, or simply relaxing at home while taking in the tranquil water views, this property offers the perfect blend of comfort, community, and coastal living.

2810 Harvest Ct, Chester

Listing courtesy of Blackwell Real Estate, LLC. Contact:

Selling Office: Redfin Corp.

$895,000

Sunday's Open House is Canceled Due to Weather! Please schedule a private showing. Welcome to 115 Cedar Rd in Chester, a spacious and truly turnkey Kent Island retreat offering over 4,000 square feet of living space, 5+ bedrooms, 4 full baths, a private in-ground pool, and room for everyone — and everything. This home delivers flexibility and function at every turn. The main level features new luxury vinyl plank flooring, with ceramic tile in the kitchen, full bath, and sunroom. The sunroom is a showstopper with vaulted ceilings, skylights, and a slider that opens directly to the pool deck — perfect for entertaining or everyday enjoyment. Your new pool equipped with a diving board will be the destination spot for summer gatherings. The kitchen is generously sized, offering abundant cabinetry and counter space, newer Frigidaire stainless steel appliances, and a butler’s bar with sink and wine fridge conveniently located between the kitchen and dining area. Upstairs, you’ll find well-sized bedrooms each with walk in closets plus a bonus space ideal for a game room, movie room, home gym, office, or additional bedroom — your lifestyle, your choice. You can put a check next to 2nd floor laundry, because this home has it! Car lovers, hobbyists, or anyone needing storage will appreciate the attached 3-car garage PLUS a detached oversized 2-car garage with electric and a walk-up attic ready for future finishing or continued storage. Set on nearly an acre, the outdoor space offers privacy, room to roam, and a backyard designed for summer fun around the pool — all with no HOA restrictions. Conveniently located near shopping, dining, marinas, and easy access to Route 50 for commuting — this home checks the boxes for space, condition, and lifestyle. Kent Island Elementary & Matapeake Middle School Districts Homes with this level of space, versatility, and amenities rarely come available — schedule your private showing today.

5 Beds ⋅ 4 Baths

Sunday's Open House is Canceled Due to Weather! Please schedule a private showing. Welcome to 115 Cedar Rd in Chester, a spacious and truly turnkey Kent Island retreat offering over 4,000 square feet of living space, 5+ bedrooms, 4 full baths, a private in-ground pool, and room for everyone — and everything. This home delivers flexibility and function at every turn. The main level features new luxury vinyl plank flooring, with ceramic tile in the kitchen, full bath, and sunroom. The sunroom is a showstopper with vaulted ceilings, skylights, and a slider that opens directly to the pool deck — perfect for entertaining or everyday enjoyment. Your new pool equipped with a diving board will be the destination spot for summer gatherings. The kitchen is generously sized, offering abundant cabinetry and counter space, newer Frigidaire stainless steel appliances, and a butler’s bar with sink and wine fridge conveniently located between the kitchen and dining area. Upstairs, you’ll find well-sized bedrooms each with walk in closets plus a bonus space ideal for a game room, movie room, home gym, office, or additional bedroom — your lifestyle, your choice. You can put a check next to 2nd floor laundry, because this home has it! Car lovers, hobbyists, or anyone needing storage will appreciate the attached 3-car garage PLUS a detached oversized 2-car garage with electric and a walk-up attic ready for future finishing or continued storage. Set on nearly an acre, the outdoor space offers privacy, room to roam, and a backyard designed for summer fun around the pool — all with no HOA restrictions. Conveniently located near shopping, dining, marinas, and easy access to Route 50 for commuting — this home checks the boxes for space, condition, and lifestyle. Kent Island Elementary & Matapeake Middle School Districts Homes with this level of space, versatility, and amenities rarely come available — schedule your private showing today.

115 Cedar Rd, Chester

Listing courtesy of Samson Properties. Contact:

Selling Office: TTR Sotheby's International Realty.

$890,000

New Construction to be Complete Summer of 2026

New Construction to be Complete Summer of 2026

208 Thicket Ct, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

$890,000

Welcome to this fabulous residence in the coveted Prospect Bay community of Grasonville, where timeless Cape Cod charm meets comfort, space, and an exceptional lifestyle. Thoughtfully designed and beautifully maintained, this picturesque home offers the perfect blend of elegance and functionality. The home features four generously sized bedrooms, including a highly desirable private guest or au pair suite above the garage with its own separate entrance, ideal for visitors, extended family, or flexible living arrangements. The primary suite is a true retreat, complete with a cozy fireplace that adds warmth and character. At the heart of the home is an inviting screened porch designed for effortless entertaining and everyday relaxation, where family and friends will naturally gather while enjoying views of the expansive backyard. The enormous backyard offers exceptional privacy and versatility, featuring an oversized storage shed, play equipment, and double rear gates for convenient access. Storage is abundant throughout the home, with multiple under-eaves storage areas, spacious closets, a 2.5-car garage, and a large storage shed, providing ample room for all your belongings as well as the water toys and equipment needed to fully enjoy life near the Bay. Perfectly positioned just moments from the water’s edge and the renowned Prospect Bay Country Club, residents enjoy a vibrant lifestyle within this premier golf and waterfront community. Centered around the meticulously maintained 18-hole championship golf course and private marina, the community offers year-round resort-style amenities, including dining, tennis, pickleball, a swimming pool, and an active calendar of social and private events. Ideally located just 25 minutes from Annapolis, Easton, and St. Michaels and only an hour from Washington, D.C. and Baltimore, this exceptional home offers the perfect balance of accessibility and serene Eastern Shore living.

Welcome to this fabulous residence in the coveted Prospect Bay community of Grasonville, where timeless Cape Cod charm meets comfort, space, and an exceptional lifestyle. Thoughtfully designed and beautifully maintained, this picturesque home offers the perfect blend of elegance and functionality. The home features four generously sized bedrooms, including a highly desirable private guest or au pair suite above the garage with its own separate entrance, ideal for visitors, extended family, or flexible living arrangements. The primary suite is a true retreat, complete with a cozy fireplace that adds warmth and character. At the heart of the home is an inviting screened porch designed for effortless entertaining and everyday relaxation, where family and friends will naturally gather while enjoying views of the expansive backyard. The enormous backyard offers exceptional privacy and versatility, featuring an oversized storage shed, play equipment, and double rear gates for convenient access. Storage is abundant throughout the home, with multiple under-eaves storage areas, spacious closets, a 2.5-car garage, and a large storage shed, providing ample room for all your belongings as well as the water toys and equipment needed to fully enjoy life near the Bay. Perfectly positioned just moments from the water’s edge and the renowned Prospect Bay Country Club, residents enjoy a vibrant lifestyle within this premier golf and waterfront community. Centered around the meticulously maintained 18-hole championship golf course and private marina, the community offers year-round resort-style amenities, including dining, tennis, pickleball, a swimming pool, and an active calendar of social and private events. Ideally located just 25 minutes from Annapolis, Easton, and St. Michaels and only an hour from Washington, D.C. and Baltimore, this exceptional home offers the perfect balance of accessibility and serene Eastern Shore living.

322 Prospect Bay Dr W, Grasonville

Listing courtesy of EXP Realty, LLC. Contact:

Welcome to this beautifully remodeled one-story home in the highly sought-after Prospect Bay community. From the moment you step inside, you’ll be impressed by the open floor plan, vaulted ceilings with skylights, and a stunning gourmet kitchen designed for both everyday living and entertaining. The upgraded kitchen features a gas cooktop, double oven with warming drawer, granite countertops, abundant cabinetry, a walk-in pantry, and a stylish wine bar. Natural hickory hardwood flooring flows throughout the home, complemented by a four-season sunroom overlooking the spacious backyard and golf course. Outdoor living is a dream with a large deck, hot tub, fire pit, and heated saltwater pool—perfect for relaxing or hosting guests year-round. The home offers four generously sized bedrooms and three full bathrooms. The primary suite includes a walk-in closet and spa-like bath with heated tile floors, walk-in shower, and soaking tub. A second primary bedroom on the opposite side of the home provides added privacy with its own full bath and walk-in closet. Meticulously maintained and beautifully landscaped, this property also offers access to all the amenities of Prospect Bay Golf & Country Club, including an 18-hole golf course, pool, tennis and pickleball courts, and a clubhouse with restaurant, bar, and grill. A rare opportunity—this home truly has it all.

$889,000

4 Beds ⋅ 3 Baths

Welcome to this beautifully remodeled one-story home in the highly sought-after Prospect Bay community. From the moment you step inside, you’ll be impressed by the open floor plan, vaulted ceilings with skylights, and a stunning gourmet kitchen designed for both everyday living and entertaining. The upgraded kitchen features a gas cooktop, double oven with warming drawer, granite countertops, abundant cabinetry, a walk-in pantry, and a stylish wine bar. Natural hickory hardwood flooring flows throughout the home, complemented by a four-season sunroom overlooking the spacious backyard and golf course. Outdoor living is a dream with a large deck, hot tub, fire pit, and heated saltwater pool—perfect for relaxing or hosting guests year-round. The home offers four generously sized bedrooms and three full bathrooms. The primary suite includes a walk-in closet and spa-like bath with heated tile floors, walk-in shower, and soaking tub. A second primary bedroom on the opposite side of the home provides added privacy with its own full bath and walk-in closet. Meticulously maintained and beautifully landscaped, this property also offers access to all the amenities of Prospect Bay Golf & Country Club, including an 18-hole golf course, pool, tennis and pickleball courts, and a clubhouse with restaurant, bar, and grill. A rare opportunity—this home truly has it all.

19 Greenwood Shls, Grasonville

Listing courtesy of TTR Sotheby's International Realty. Contact:

Construction Complete, QUICK MOVE IN! Coastal luxury living by Laine Street Homes, this exceptional waterfront home offers over 3,000 square feet on 3 levels with 5 bedrooms, 3.5 bathrooms, and stunning water views. Perfectly positioned and thoughtfully designed to capture beautiful sunrises over the water, the home is filled with natural light and showcases panoramic water views from the main living areas and the luxurious primary suite. Designed for both luxury living and entertaining, the open floor plan features 7-inch wide plank flooring, a gas fireplace, entry-level guest suite, and high-end finishes throughout. The gourmet kitchen is the heart of the home, complete with shaker-style cabinetry, quartz countertops, an oversized island, premium ZLINE stainless steel appliances, upgraded custom lighting, and expansive water views. Upstairs, the spacious primary suite offers a peaceful waterfront retreat with a spa-inspired bath featuring a 6-foot tiled walk-in shower with dual shower heads, a built-in bench, double vanities, and generous closet space. Bedroom-level laundry and beautifully finished bathrooms with tile flooring add everyday convenience. Outdoor living is just as impressive, with an expansive rear deck and covered patio overlooking the creek—perfect for enjoying sunrises over the water or relaxing while watching local wildlife. Adding to the sense of privacy, approximately 181 acres of rural land zoned "Countryside District" stretch across the shoreline on the opposite side, preserving the natural views with protected land. For those who enjoy life on the water, this location is hard to beat. Launch a kayak, paddleboard, or small boat from your backyard and reach the Chester River in approximately one mile, with the Chesapeake Bay just 5 to 6 water miles beyond. Enjoy quick access to bay boating while returning home to the calm waters, privacy, and natural beauty of a protected creek. Combining quality craftsmanship, upscale finishes, and an exceptional waterfront setting, this newly completed home offers a rare opportunity to enjoy the best of Maryland's Eastern Shore lifestyle!

$880,000

5 Beds ⋅ 4 Baths

Construction Complete, QUICK MOVE IN! Coastal luxury living by Laine Street Homes, this exceptional waterfront home offers over 3,000 square feet on 3 levels with 5 bedrooms, 3.5 bathrooms, and stunning water views. Perfectly positioned and thoughtfully designed to capture beautiful sunrises over the water, the home is filled with natural light and showcases panoramic water views from the main living areas and the luxurious primary suite. Designed for both luxury living and entertaining, the open floor plan features 7-inch wide plank flooring, a gas fireplace, entry-level guest suite, and high-end finishes throughout. The gourmet kitchen is the heart of the home, complete with shaker-style cabinetry, quartz countertops, an oversized island, premium ZLINE stainless steel appliances, upgraded custom lighting, and expansive water views. Upstairs, the spacious primary suite offers a peaceful waterfront retreat with a spa-inspired bath featuring a 6-foot tiled walk-in shower with dual shower heads, a built-in bench, double vanities, and generous closet space. Bedroom-level laundry and beautifully finished bathrooms with tile flooring add everyday convenience. Outdoor living is just as impressive, with an expansive rear deck and covered patio overlooking the creek—perfect for enjoying sunrises over the water or relaxing while watching local wildlife. Adding to the sense of privacy, approximately 181 acres of rural land zoned "Countryside District" stretch across the shoreline on the opposite side, preserving the natural views with protected land. For those who enjoy life on the water, this location is hard to beat. Launch a kayak, paddleboard, or small boat from your backyard and reach the Chester River in approximately one mile, with the Chesapeake Bay just 5 to 6 water miles beyond. Enjoy quick access to bay boating while returning home to the calm waters, privacy, and natural beauty of a protected creek. Combining quality craftsmanship, upscale finishes, and an exceptional waterfront setting, this newly completed home offers a rare opportunity to enjoy the best of Maryland's Eastern Shore lifestyle!

203 Riverside Dr, Chester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: RE/MAX Executive.

$880,000

The Jenkins Model Home offers a beautifully crafted open-concept layout paired with high-end designer finishes throughout—now available for immediate settlement with a rent-back opportunity. Thoughtfully designed with 2 bedrooms, 2 baths, and a 2-car garage, this home blends comfort, sophistication, and convenience. Standout features include a dedicated home office, a cozy fireplace, and a screened patio ideal for indoor–outdoor living. Elevated design moments—such as feature walls, ceiling beams, and barn doors—bring custom flair to each space. As a true bonus, all model home furniture is included, offering a completely move-in-ready experience. The chef-inspired kitchen showcases a Café range, single oven, microwave, range hood, dishwasher, side-by-side refrigerator, stylish pendant lighting, and a designer tile backsplash. Quartz countertops elevate both the kitchen and the owner’s bath for a cohesive, upscale look. Hardwood flooring extends across the main level, with tile in all full baths and carpet in Bedroom 2 for added warmth. The owner’s bath features a shower with seat, handheld shower wand, and double sinks, creating a comfortable and functional retreat. For a full list of included features, please contact our sales representatives. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

2 Beds ⋅ 2 Baths

The Jenkins Model Home offers a beautifully crafted open-concept layout paired with high-end designer finishes throughout—now available for immediate settlement with a rent-back opportunity. Thoughtfully designed with 2 bedrooms, 2 baths, and a 2-car garage, this home blends comfort, sophistication, and convenience. Standout features include a dedicated home office, a cozy fireplace, and a screened patio ideal for indoor–outdoor living. Elevated design moments—such as feature walls, ceiling beams, and barn doors—bring custom flair to each space. As a true bonus, all model home furniture is included, offering a completely move-in-ready experience. The chef-inspired kitchen showcases a Café range, single oven, microwave, range hood, dishwasher, side-by-side refrigerator, stylish pendant lighting, and a designer tile backsplash. Quartz countertops elevate both the kitchen and the owner’s bath for a cohesive, upscale look. Hardwood flooring extends across the main level, with tile in all full baths and carpet in Bedroom 2 for added warmth. The owner’s bath features a shower with seat, handheld shower wand, and double sinks, creating a comfortable and functional retreat. For a full list of included features, please contact our sales representatives. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

127 Flycatcher Way, Chester

Listing courtesy of KOVO Realty. Contact:

The Tuscaloosa, located on Lot 588, is scheduled for an April 2026 settlement and offers generous space with 5 bedrooms, 4.5 baths, and a 3-car garage—ideal for growing households and effortless entertaining. Designed with both comfort and function in mind, this home includes a private home office, a screened patio for relaxed outdoor living, and a striking stone fireplace complemented by ceiling beams that add warmth and character to the main living area. The kitchen is beautifully appointed with a gas cooktop, single oven, microwave, range hood, dishwasher, French door refrigerator, pendant lighting, and a tile backsplash, all finished with quartz countertops that extend into the owner’s bath. Hardwood flooring welcomes you through the foyer and flows into the kitchen, dining area, great room, and hallways, while tile flooring enhances all full baths and the laundry room. Plush carpeted spaces include the owner’s bedroom, extra suite, home office, loft, and bedrooms 3–5. The owner’s suite features a spa-inspired Plus shower with seat, handheld shower wand, frameless shower doors, and dual sinks, creating a relaxing retreat at the end of the day. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may show options, upgrades, or features not included in this home. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

$879,990

The Tuscaloosa, located on Lot 588, is scheduled for an April 2026 settlement and offers generous space with 5 bedrooms, 4.5 baths, and a 3-car garage—ideal for growing households and effortless entertaining. Designed with both comfort and function in mind, this home includes a private home office, a screened patio for relaxed outdoor living, and a striking stone fireplace complemented by ceiling beams that add warmth and character to the main living area. The kitchen is beautifully appointed with a gas cooktop, single oven, microwave, range hood, dishwasher, French door refrigerator, pendant lighting, and a tile backsplash, all finished with quartz countertops that extend into the owner’s bath. Hardwood flooring welcomes you through the foyer and flows into the kitchen, dining area, great room, and hallways, while tile flooring enhances all full baths and the laundry room. Plush carpeted spaces include the owner’s bedroom, extra suite, home office, loft, and bedrooms 3–5. The owner’s suite features a spa-inspired Plus shower with seat, handheld shower wand, frameless shower doors, and dual sinks, creating a relaxing retreat at the end of the day. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may show options, upgrades, or features not included in this home. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

311 Kingfisher Ln, Chester

Listing courtesy of KOVO Realty. Contact:

The Kerr on Lot 529 offers a well-balanced layout with thoughtfully selected finishes, scheduled for a March 2026 settlement. Featuring 3 bedrooms, 3 baths, and a 3-car garage, this home provides flexibility, functionality, and refined comfort throughout. Notable highlights include a dedicated home office, a screened patio for relaxed outdoor living, and a shiplap-accented fireplace that anchors the great room with warmth and character. These features make the home equally suited for everyday living and entertaining. The kitchen is fully equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lighting, and tile backsplash, all complemented by Quartz countertops that continue into the owner’s bath for a cohesive, upscale look. Hardwood flooring extends through the foyer, extended foyer, kitchen, dining area, great room, and HovHall, with tile in all full baths and the laundry room. Plush carpet in the owner’s bedroom, extra suite, Bedroom 2, and loft adds comfort in private spaces. The owner’s bath features a shower with seat, handheld shower wand, and double sinks, creating a spa-inspired retreat. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

$879,990

The Kerr on Lot 529 offers a well-balanced layout with thoughtfully selected finishes, scheduled for a March 2026 settlement. Featuring 3 bedrooms, 3 baths, and a 3-car garage, this home provides flexibility, functionality, and refined comfort throughout. Notable highlights include a dedicated home office, a screened patio for relaxed outdoor living, and a shiplap-accented fireplace that anchors the great room with warmth and character. These features make the home equally suited for everyday living and entertaining. The kitchen is fully equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lighting, and tile backsplash, all complemented by Quartz countertops that continue into the owner’s bath for a cohesive, upscale look. Hardwood flooring extends through the foyer, extended foyer, kitchen, dining area, great room, and HovHall, with tile in all full baths and the laundry room. Plush carpet in the owner’s bedroom, extra suite, Bedroom 2, and loft adds comfort in private spaces. The owner’s bath features a shower with seat, handheld shower wand, and double sinks, creating a spa-inspired retreat. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

141 Redstart Dr, Chester

Listing courtesy of KOVO Realty. Contact: