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Welcome to 259 Topside Drive in Bay Bridge Cove, one of Kent Island’s most sought-after 55+ communities! This beautifully upgraded Oxford model offers the spacious, flexible floor plan buyers love, paired with a premium setting overlooking the community pond and fountain. Step inside to an open and inviting main level designed for both everyday living and entertaining. The gourmet kitchen is a standout, featuring beautiful light gray cabinetry, a custom backsplash that complements it perfectly, an upgraded appliance package, generous workspace and an easy flow into the main living areas. A cozy fireplace anchors the living room, while the expanded double sunroom fills the rear of the home with natural light and creates even more space to relax, entertain or simply enjoy the view. Step outside onto the deck and take in peaceful pond and fountain views—the perfect backdrop for morning coffee, an evening glass of wine or unwinding at the end of the day.The Oxford’s flexible design continues upstairs, where you'll find an additional bedroom and full bath along with a spacious loft and separate den featuring built-in shelving. Whether you need private guest accommodations, a home office, hobby space, reading room or an additional living area, this second level gives you options without sacrificing the convenience of main-level living. Located in the heart of Stevensville on Kent Island, Bay Bridge Cove offers an active, low-maintenance lifestyle with a clubhouse, fitness center, outdoor pool, recreational courts, walking and biking trails, and plenty of opportunities to connect with neighbors—all just minutes from shopping, dining, waterfront recreation and the Chesapeake Bay Bridge. This isn’t just an Oxford—it’s an Oxford with the upgrades, expanded living space and pond setting buyers wait for.

3 Beds ⋅ 3 Baths

Welcome to 259 Topside Drive in Bay Bridge Cove, one of Kent Island’s most sought-after 55+ communities! This beautifully upgraded Oxford model offers the spacious, flexible floor plan buyers love, paired with a premium setting overlooking the community pond and fountain. Step inside to an open and inviting main level designed for both everyday living and entertaining. The gourmet kitchen is a standout, featuring beautiful light gray cabinetry, a custom backsplash that complements it perfectly, an upgraded appliance package, generous workspace and an easy flow into the main living areas. A cozy fireplace anchors the living room, while the expanded double sunroom fills the rear of the home with natural light and creates even more space to relax, entertain or simply enjoy the view. Step outside onto the deck and take in peaceful pond and fountain views—the perfect backdrop for morning coffee, an evening glass of wine or unwinding at the end of the day.The Oxford’s flexible design continues upstairs, where you'll find an additional bedroom and full bath along with a spacious loft and separate den featuring built-in shelving. Whether you need private guest accommodations, a home office, hobby space, reading room or an additional living area, this second level gives you options without sacrificing the convenience of main-level living. Located in the heart of Stevensville on Kent Island, Bay Bridge Cove offers an active, low-maintenance lifestyle with a clubhouse, fitness center, outdoor pool, recreational courts, walking and biking trails, and plenty of opportunities to connect with neighbors—all just minutes from shopping, dining, waterfront recreation and the Chesapeake Bay Bridge. This isn’t just an Oxford—it’s an Oxford with the upgrades, expanded living space and pond setting buyers wait for.

259 Topside Dr Unit 166, Stevensville

Listing courtesy of Samson Properties. Contact:

$645,000

Welcome to Resort-Style Living at Four Seasons at Kent Island! Why wait for new construction when you can move right into this beautifully upgraded Donegal model with the sought-after Great Room extension? Offering exceptional value, this is currently the lowest-priced single-family home in the community, making it an outstanding opportunity to enjoy one of Maryland’s premier 55+ active adult neighborhoods. Designed with both elegance and everyday comfort in mind, this home features a stunning Gourmet Kitchen highlighted by a large Quartz Island, premium Gourmet Appliance Package with Double Oven, and abundant workspace—perfect for everything from casual breakfasts to holiday entertaining. The open-concept Great Room creates an inviting gathering place, centered around a warm Gas Fireplace, while upgraded lighting throughout the home adds a sophisticated touch. The Luxury Spa Bath offers a private retreat after a busy day, and Quartz vanities in every bathroom provide both beauty and durability. The thoughtfully designed floor plan includes first-floor bedrooms, allowing comfortable one-level living. A dedicated home office on the main level provides an ideal workspace, hobby room, or can easily function as a third bedroom for visiting family and friends. Additional premium features include elegant Plantation Shutters, an oversized two-car garage with generous storage space, and an underground irrigation system that helps keep your lawn lush while minimizing maintenance. With approximately $89,000 in builder upgrades and options, this home offers exceptional quality and value that would be costly to duplicate today. Come experience the carefree lifestyle of Four Seasons at Kent Island, where resort-style amenities, beautiful surroundings, and a vibrant social atmosphere make every day feel like a vacation. Life in Four Seasons at Kent Island is about more than the home itself. Residents enjoy resort-style amenities including a stunning clubhouse, indoor and outdoor pools, fitness center, pickleball courts, walking trails, kayak launch, fishing pier, and an active social calendar designed for a vibrant lifestyle.

2 Beds ⋅ 2 Baths

Welcome to Resort-Style Living at Four Seasons at Kent Island! Why wait for new construction when you can move right into this beautifully upgraded Donegal model with the sought-after Great Room extension? Offering exceptional value, this is currently the lowest-priced single-family home in the community, making it an outstanding opportunity to enjoy one of Maryland’s premier 55+ active adult neighborhoods. Designed with both elegance and everyday comfort in mind, this home features a stunning Gourmet Kitchen highlighted by a large Quartz Island, premium Gourmet Appliance Package with Double Oven, and abundant workspace—perfect for everything from casual breakfasts to holiday entertaining. The open-concept Great Room creates an inviting gathering place, centered around a warm Gas Fireplace, while upgraded lighting throughout the home adds a sophisticated touch. The Luxury Spa Bath offers a private retreat after a busy day, and Quartz vanities in every bathroom provide both beauty and durability. The thoughtfully designed floor plan includes first-floor bedrooms, allowing comfortable one-level living. A dedicated home office on the main level provides an ideal workspace, hobby room, or can easily function as a third bedroom for visiting family and friends. Additional premium features include elegant Plantation Shutters, an oversized two-car garage with generous storage space, and an underground irrigation system that helps keep your lawn lush while minimizing maintenance. With approximately $89,000 in builder upgrades and options, this home offers exceptional quality and value that would be costly to duplicate today. Come experience the carefree lifestyle of Four Seasons at Kent Island, where resort-style amenities, beautiful surroundings, and a vibrant social atmosphere make every day feel like a vacation. Life in Four Seasons at Kent Island is about more than the home itself. Residents enjoy resort-style amenities including a stunning clubhouse, indoor and outdoor pools, fitness center, pickleball courts, walking trails, kayak launch, fishing pier, and an active social calendar designed for a vibrant lifestyle.

118 Broadwater Dr, Chester

Listing courtesy of RE/MAX Executive. Contact:

$759,000

One of the BEST VIEWS in Oyster Cove! WATERFRONT VIEWS from almost every room! This beautiful, gated community at the Kent Narrows Bridge greets you with scenic entrance ponds and fountains. You feel like you are on vacation while you are working from your home office in this tranquil setting. Grill on your spacious deck while entertaining friends and watching boats heading to St. Michaels/Annapolis, etc. Freshly painted throughout with 3 bedrooms/3.5 baths. Hardwood floors are featured on the 1st/2nd floors plus a TV, FP w/electric insert and built-ins. The updated, eat-in country kitchen features granite counters, beadboard bar and white cabinetry. Waterfront primary suite has a balcony, barn doors, W-I shower, W-I closet and jacuzzi. Utility room is equipped with newer, front-loading washer/dryer. Enjoy the large deck with remote-controlled awning and gate. HWH and W/D 2022. Roof/siding 2019. HVAC 2018. Boat slips available for rent/sale, along with 5 visitor slips for your boating friends. Enjoy the 1.5 mi. WATERFRONT walking path and the beautiful clubhouse w/state-of-the-art gym, full kitchen, holiday parties and monthly socials, game nights, etc. Saltwater pool opens at 6AM so you can enjoy a swim before the heat of the day. Dock your boat in 1 of the 2 marinas where slips range from 35' - 60'. Use the convenient launch pad for your kayak where there is space for > 100 kayaks or take advantage of the 10 jet ski ports. Enjoy a bike ride on the nearby, paved Cross Island Trail from Oyster Cove to the Chesapeake Bay, Romancoke and Long Point Rd. Convenient for dog walking, biking, jogging, etc. Walk to 5 restaurants. Only 20 minutes to Annapolis by car or a 30-minute boat ride to St. Michael's for lunch and shopping. Enjoy a round of golf at Blue Heron executive course or Queenstown championship course. Your dream house awaits you!

3 Beds ⋅ 4 Baths

One of the BEST VIEWS in Oyster Cove! WATERFRONT VIEWS from almost every room! This beautiful, gated community at the Kent Narrows Bridge greets you with scenic entrance ponds and fountains. You feel like you are on vacation while you are working from your home office in this tranquil setting. Grill on your spacious deck while entertaining friends and watching boats heading to St. Michaels/Annapolis, etc. Freshly painted throughout with 3 bedrooms/3.5 baths. Hardwood floors are featured on the 1st/2nd floors plus a TV, FP w/electric insert and built-ins. The updated, eat-in country kitchen features granite counters, beadboard bar and white cabinetry. Waterfront primary suite has a balcony, barn doors, W-I shower, W-I closet and jacuzzi. Utility room is equipped with newer, front-loading washer/dryer. Enjoy the large deck with remote-controlled awning and gate. HWH and W/D 2022. Roof/siding 2019. HVAC 2018. Boat slips available for rent/sale, along with 5 visitor slips for your boating friends. Enjoy the 1.5 mi. WATERFRONT walking path and the beautiful clubhouse w/state-of-the-art gym, full kitchen, holiday parties and monthly socials, game nights, etc. Saltwater pool opens at 6AM so you can enjoy a swim before the heat of the day. Dock your boat in 1 of the 2 marinas where slips range from 35' - 60'. Use the convenient launch pad for your kayak where there is space for > 100 kayaks or take advantage of the 10 jet ski ports. Enjoy a bike ride on the nearby, paved Cross Island Trail from Oyster Cove to the Chesapeake Bay, Romancoke and Long Point Rd. Convenient for dog walking, biking, jogging, etc. Walk to 5 restaurants. Only 20 minutes to Annapolis by car or a 30-minute boat ride to St. Michael's for lunch and shopping. Enjoy a round of golf at Blue Heron executive course or Queenstown championship course. Your dream house awaits you!

1107 Oyster Cove Dr, Grasonville

Listing courtesy of Star Realty. Contact:

$579,900

PRICE IMPROVEMENT! Welcome to the Country — and Get Ready to Enjoy Your New Home This Fall! This beautifully maintained custom-built 3-bedroom, 2.5-bath home is perfectly situated on 3.34 picturesque acres with mature landscaping, privacy, and an incredible amount of space to live, work, entertain, and enjoy the outdoors. With a price improvement, this is the perfect opportunity to settle in this fall, enjoy backyard fires under the stars, and be home in time to celebrate the holidays in your new country retreat! Start your mornings on the inviting front porch or unwind on the cozy screened rear porch while taking in the peaceful surroundings. The beautifully updated interior features a completely renovated kitchen with white cabinetry, quartz countertops, top-of-the-line stainless-steel appliances, and stunning luxury vinyl plank flooring throughout. Fresh interior paint in Sherwin-Williams Agreeable Gray creates a warm, modern, timeless feel. The spacious primary suite offers an oversized walk-in closet and a luxurious private bath with a spa tub and separate shower. The partially finished basement provides additional heated and air-conditioned living space that can easily be used as a recreation room, home gym, office, hobby area, or additional sleeping space. Recent updates and improvements include: Newer 3.5-ton HVAC system, New luxury vinyl plank flooring throughout, New well pump with continuous pressure system, Tankless water heater professionally serviced, Chimney professionally cleaned and serviced, Additional attic insulation for improved energy efficiency. Outside is where this property truly shines! A detached two-car garage is conveniently connected to the home by a breezeway. But the real showstopper is the impressive 30' x 60' detached building, offering an incredible amount of space and flexibility. With 220-volt electric service, a workshop, storage loft, office, and expansive gathering/party room, this building opens the door to endless possibilities. Create the ultimate workshop, operate a home-based business, set up a hobby or creative studio, store vehicles and equipment, host family and friends, or create the perfect space for celebrations and gatherings. Whether you're a car enthusiast, craftsman, entrepreneur, hobbyist, or simply need room to spread out, this exceptional building provides the versatility that's hard to find. Imagine spending fall evenings around a backyard fire, hosting friends and family in the spacious gathering room, enjoying the privacy of your own acreage, and then welcoming everyone back for the holidays. There is room here to make memories — and room for your passions, hobbies, work, and future plans. Conveniently located just 18 miles from Chestertown, Centreville, Dover, and Middletown, this one-of-a-kind property offers the perfect blend of peaceful country living, privacy, space, and accessibility. If you've been waiting for the opportunity to own a property where you can truly live, work, entertain, and enjoy the country lifestyle — now is the time to take a look. With the price improvement and so much to offer, this exceptional property is one you won't want to miss!

3 Beds ⋅ 3 Baths

PRICE IMPROVEMENT! Welcome to the Country — and Get Ready to Enjoy Your New Home This Fall! This beautifully maintained custom-built 3-bedroom, 2.5-bath home is perfectly situated on 3.34 picturesque acres with mature landscaping, privacy, and an incredible amount of space to live, work, entertain, and enjoy the outdoors. With a price improvement, this is the perfect opportunity to settle in this fall, enjoy backyard fires under the stars, and be home in time to celebrate the holidays in your new country retreat! Start your mornings on the inviting front porch or unwind on the cozy screened rear porch while taking in the peaceful surroundings. The beautifully updated interior features a completely renovated kitchen with white cabinetry, quartz countertops, top-of-the-line stainless-steel appliances, and stunning luxury vinyl plank flooring throughout. Fresh interior paint in Sherwin-Williams Agreeable Gray creates a warm, modern, timeless feel. The spacious primary suite offers an oversized walk-in closet and a luxurious private bath with a spa tub and separate shower. The partially finished basement provides additional heated and air-conditioned living space that can easily be used as a recreation room, home gym, office, hobby area, or additional sleeping space. Recent updates and improvements include: Newer 3.5-ton HVAC system, New luxury vinyl plank flooring throughout, New well pump with continuous pressure system, Tankless water heater professionally serviced, Chimney professionally cleaned and serviced, Additional attic insulation for improved energy efficiency. Outside is where this property truly shines! A detached two-car garage is conveniently connected to the home by a breezeway. But the real showstopper is the impressive 30' x 60' detached building, offering an incredible amount of space and flexibility. With 220-volt electric service, a workshop, storage loft, office, and expansive gathering/party room, this building opens the door to endless possibilities. Create the ultimate workshop, operate a home-based business, set up a hobby or creative studio, store vehicles and equipment, host family and friends, or create the perfect space for celebrations and gatherings. Whether you're a car enthusiast, craftsman, entrepreneur, hobbyist, or simply need room to spread out, this exceptional building provides the versatility that's hard to find. Imagine spending fall evenings around a backyard fire, hosting friends and family in the spacious gathering room, enjoying the privacy of your own acreage, and then welcoming everyone back for the holidays. There is room here to make memories — and room for your passions, hobbies, work, and future plans. Conveniently located just 18 miles from Chestertown, Centreville, Dover, and Middletown, this one-of-a-kind property offers the perfect blend of peaceful country living, privacy, space, and accessibility. If you've been waiting for the opportunity to own a property where you can truly live, work, entertain, and enjoy the country lifestyle — now is the time to take a look. With the price improvement and so much to offer, this exceptional property is one you won't want to miss!

620 Baxter Rd, Sudlersville

Listing courtesy of Taylor Properties. Contact:

$737,900

If you're looking for the ease of primarily one-level living with flexible space for guests and hobbies, 209 Harrier Way offers the best of both worlds.*** Barely lived in and offering over $75,000 in builder upgrades, this home still feels like new, allowing you to move right in without the wait or additional costs of new construction (i.e. transfer tax split, etc). Designed for easy everyday living, the Simone model offers the convenience of having the majority of the home's daily living spaces on the main level. The gourmet kitchen, dining and living areas, screened porch, primary suite, second bedroom, office, full bath, and laundry are all thoughtfully located on the main floor. The stunning gourmet kitchen features crisp white cabinetry, a large center island, stainless steel appliances, wall oven/microwave combination, and propane gas range, flowing seamlessly into the light-filled dining and living areas. The living room is anchored by a cozy stone fireplace, while the screened porch provides a relaxing place to enjoy your morning coffee or unwind. The main-level primary suite features tray ceilings and a spa-inspired bath with dual vanities, a large walk-in shower, and an expansive walk-in closet. Upstairs, you'll find flexible bonus space including a spacious loft, two additional bedrooms, and a full bath, perfect for visiting family, hobbies, entertaining, or simply having extra space when you want it. **It's additional space when you need it, without requiring stairs for your everyday living.** The attached garage adds convenience and storage. Beyond the home, enjoy a resort-style lifestyle with incredible amenities including a 23,000-square-foot clubhouse, fitness center, indoor and outdoor pools, billiards, tennis and pickleball courts, community pier, outdoor bar, fire pit, and a full calendar of social activities. The nearby Cross Island Trail is perfect for walking, running, or biking, and you're just minutes from shopping, dining, and everything Kent Island has to offer.

4 Beds ⋅ 3 Baths

If you're looking for the ease of primarily one-level living with flexible space for guests and hobbies, 209 Harrier Way offers the best of both worlds.*** Barely lived in and offering over $75,000 in builder upgrades, this home still feels like new, allowing you to move right in without the wait or additional costs of new construction (i.e. transfer tax split, etc). Designed for easy everyday living, the Simone model offers the convenience of having the majority of the home's daily living spaces on the main level. The gourmet kitchen, dining and living areas, screened porch, primary suite, second bedroom, office, full bath, and laundry are all thoughtfully located on the main floor. The stunning gourmet kitchen features crisp white cabinetry, a large center island, stainless steel appliances, wall oven/microwave combination, and propane gas range, flowing seamlessly into the light-filled dining and living areas. The living room is anchored by a cozy stone fireplace, while the screened porch provides a relaxing place to enjoy your morning coffee or unwind. The main-level primary suite features tray ceilings and a spa-inspired bath with dual vanities, a large walk-in shower, and an expansive walk-in closet. Upstairs, you'll find flexible bonus space including a spacious loft, two additional bedrooms, and a full bath, perfect for visiting family, hobbies, entertaining, or simply having extra space when you want it. **It's additional space when you need it, without requiring stairs for your everyday living.** The attached garage adds convenience and storage. Beyond the home, enjoy a resort-style lifestyle with incredible amenities including a 23,000-square-foot clubhouse, fitness center, indoor and outdoor pools, billiards, tennis and pickleball courts, community pier, outdoor bar, fire pit, and a full calendar of social activities. The nearby Cross Island Trail is perfect for walking, running, or biking, and you're just minutes from shopping, dining, and everything Kent Island has to offer.

209 Harrier Way, Chester

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

$829,000

A must see home! NEW LIST PRICE Super floor plan! Wonderful hardwood floors! Custom fixtures and finishes throughout! The best Family/Great room ever with floor to ceiling fireplace with vaulted ceilings plus outside access to stone patio w/hot tub. Wonderful kitchen featuring oak cabinetry, upgraded appliances, crown moldings, tile & granite backsplash & countertops and eat in breakfast area. Formal Dining room, main level fourth bedroom or office with half bath and exterior entrance, perfect for occasional client or guest. Large 17x13 1st level Living Rm with hardwoods & display center. Inside entrance to the four car garage with additional built-in storage & shelving! Upper level primary bedroom suite featuring 2 walk in closets, gorgeous primary bath with double vanity, huge walk in shower, quartz counters and trim, jetted soaking tub and wainscoting & chair rail finishes. Bedroom #2 w/walk in closet & double entry full bath. Bedroom #3 w/walk in closet, ceiling fan and upper deck access. Upper level laundry area with washer, dryer, shelving and deep sink. Exterior features include 1 Acre lot, beautiful pool with adjoining deck, screen porch, patio w/hot tub and garden shed. Front porch with covered sitting area. Oversized driveway w/side parking area perfect for boat or RV storage. Exterior audio & video system currently in use but not included in the sale. Your super opportunity for a wonderful home!

4 Beds ⋅ 3 Baths

A must see home! NEW LIST PRICE Super floor plan! Wonderful hardwood floors! Custom fixtures and finishes throughout! The best Family/Great room ever with floor to ceiling fireplace with vaulted ceilings plus outside access to stone patio w/hot tub. Wonderful kitchen featuring oak cabinetry, upgraded appliances, crown moldings, tile & granite backsplash & countertops and eat in breakfast area. Formal Dining room, main level fourth bedroom or office with half bath and exterior entrance, perfect for occasional client or guest. Large 17x13 1st level Living Rm with hardwoods & display center. Inside entrance to the four car garage with additional built-in storage & shelving! Upper level primary bedroom suite featuring 2 walk in closets, gorgeous primary bath with double vanity, huge walk in shower, quartz counters and trim, jetted soaking tub and wainscoting & chair rail finishes. Bedroom #2 w/walk in closet & double entry full bath. Bedroom #3 w/walk in closet, ceiling fan and upper deck access. Upper level laundry area with washer, dryer, shelving and deep sink. Exterior features include 1 Acre lot, beautiful pool with adjoining deck, screen porch, patio w/hot tub and garden shed. Front porch with covered sitting area. Oversized driveway w/side parking area perfect for boat or RV storage. Exterior audio & video system currently in use but not included in the sale. Your super opportunity for a wonderful home!

113 Bentons Pleasure Rd, Chester

Listing courtesy of Cummings & Co. Realtors. Contact:

$285,000

Discover the charm of Thompson Creek Condos. This beautifully maintained 3-bedroom, 2-bathroom unit offers an inviting open floor plan, perfect for both relaxation and entertaining. Enjoy the warmth of an electric fireplace in the cozy living area, while the spacious eat in kitchen is equipped with essential appliances including a dishwasher and stacked washer/dryer. Step outside to your private balcony, where serene pond views create a tranquil retreat. The community boasts exceptional amenities, including a refreshing outdoor pool, a fitness center, and scenic jogging paths, ensuring an active lifestyle right at your doorstep. With sidewalks and street lights enhancing the neighborhood's charm, evening strolls become a delightful routine. Thompson Creek Condos is ideally situated near top-rated schools, lush parks, and essential public services, making it a prime location for convenience and community engagement. The association fee covers maintenance and insurance, allowing you to enjoy a worry-free lifestyle. Experience the best of both worlds-relaxation and recreation-within this vibrant community. Whether you're lounging by the pool or exploring the nearby river, this property offers a lifestyle that is both enriching and fulfilling. Don't miss your chance to call this stunning condo home!

3 Beds ⋅ 2 Baths

Discover the charm of Thompson Creek Condos. This beautifully maintained 3-bedroom, 2-bathroom unit offers an inviting open floor plan, perfect for both relaxation and entertaining. Enjoy the warmth of an electric fireplace in the cozy living area, while the spacious eat in kitchen is equipped with essential appliances including a dishwasher and stacked washer/dryer. Step outside to your private balcony, where serene pond views create a tranquil retreat. The community boasts exceptional amenities, including a refreshing outdoor pool, a fitness center, and scenic jogging paths, ensuring an active lifestyle right at your doorstep. With sidewalks and street lights enhancing the neighborhood's charm, evening strolls become a delightful routine. Thompson Creek Condos is ideally situated near top-rated schools, lush parks, and essential public services, making it a prime location for convenience and community engagement. The association fee covers maintenance and insurance, allowing you to enjoy a worry-free lifestyle. Experience the best of both worlds-relaxation and recreation-within this vibrant community. Whether you're lounging by the pool or exploring the nearby river, this property offers a lifestyle that is both enriching and fulfilling. Don't miss your chance to call this stunning condo home!

1403 Marion Quimby Dr, Stevensville

Listing courtesy of Benson & Mangold, LLC. Contact:

$599,900

Please remove shoes or use shoe covers provided! Welcome to the rarely-available upgraded Hudson model at Perry's Retreat located at 106 Pixie Court. This beautiful unit offers the perfect blend of space, comfort, and modern design on a PREMIUM LOT. This home presents a rare opportunity to own one of the community's most desirable models in a cud-de-sac. The main level features an open concept design that seamlessly connects the kitchen, dining, and living areas, creating an ideal layout for both everyday living and entertaining. A private office with French doors provides the perfect work from home space, while an additional ensuite bedroom on this level offers endless possibilities as a guest room, or hobby space. The upgraded kitchen serves as the heart of the home, showcasing quartz countertops, stainless steel appliances, upgraded backsplash, additional wall oven, and a large island overlooking the spacious living room. Luxury vinyl plank flooring in most of the main level adds both style and durability. Upstairs, the spacious primary suite offers a relaxing retreat with a tray ceiling, two oversized walk-in closets, and a beautifully appointed en-suite bathroom featuring dual vanities, private water closet, and linen closet. Three additional bedrooms, a full bathroom with double sinks, and a convenient upper-level laundry room complete the second floor. Outside, enjoy a backyard that creates a setting for relaxation and entertaining. Community amenities include a playground, open green space for neighborhood events. Conveniently located just minutes from Route 50, residents enjoy easy access to Kent Island, Annapolis, Easton, St. Michaels, Oxford, Tilghman Island, Baltimore, and Washington, D.C. Directly across from the community, the Chesapeake Bay Environmental Center offers hiking trails, kayaking, wildlife viewing, educational programs, and summer camps, allowing you to fully embrace the Eastern Shore lifestyle. Professional photos coming soon!

5 Beds ⋅ 3 Baths

Please remove shoes or use shoe covers provided! Welcome to the rarely-available upgraded Hudson model at Perry's Retreat located at 106 Pixie Court. This beautiful unit offers the perfect blend of space, comfort, and modern design on a PREMIUM LOT. This home presents a rare opportunity to own one of the community's most desirable models in a cud-de-sac. The main level features an open concept design that seamlessly connects the kitchen, dining, and living areas, creating an ideal layout for both everyday living and entertaining. A private office with French doors provides the perfect work from home space, while an additional ensuite bedroom on this level offers endless possibilities as a guest room, or hobby space. The upgraded kitchen serves as the heart of the home, showcasing quartz countertops, stainless steel appliances, upgraded backsplash, additional wall oven, and a large island overlooking the spacious living room. Luxury vinyl plank flooring in most of the main level adds both style and durability. Upstairs, the spacious primary suite offers a relaxing retreat with a tray ceiling, two oversized walk-in closets, and a beautifully appointed en-suite bathroom featuring dual vanities, private water closet, and linen closet. Three additional bedrooms, a full bathroom with double sinks, and a convenient upper-level laundry room complete the second floor. Outside, enjoy a backyard that creates a setting for relaxation and entertaining. Community amenities include a playground, open green space for neighborhood events. Conveniently located just minutes from Route 50, residents enjoy easy access to Kent Island, Annapolis, Easton, St. Michaels, Oxford, Tilghman Island, Baltimore, and Washington, D.C. Directly across from the community, the Chesapeake Bay Environmental Center offers hiking trails, kayaking, wildlife viewing, educational programs, and summer camps, allowing you to fully embrace the Eastern Shore lifestyle. Professional photos coming soon!

106 Pixie Ct, Grasonville

Listing courtesy of HomeSmart. Contact:

$399,000

Sellers willing to contribute seller help to fund a buyer’s 2-1 interest rate buydown! Buyers get the benefit of a lower mortgage payment the first 2 years! Dependant upon offer amount and or an "as-is" offer. Welcome home to this beautifully maintained Colonial nestled in the desirable Meadows community of Church Hill. Ideally located between historic Chestertown and Centreville and within the sought-after Queen Anne's County School District, this home offers the perfect blend of comfort, convenience, and timeless style. Step inside through the impressive two-story foyer that welcomes you into a bright and inviting floor plan. The spacious primary suite serves as a private retreat, complete with a, separate shower, and relaxing soaking tub. The home has been exceptionally well cared for and features numerous updates, including a newer roof and HVAC system, providing peace of mind for years to come. New HVAC system installed and serviced by Dixieland energy January 2025, operated by Nest technology. New Roof in July 2025 installed by Economy Roofing with GAF Timberline HDX Lifetime Shingles. New 16x12 Trex Deck with a large poured concrete patio installed in 2024-2025. The partially finished full basement offers endless possibilities with plenty of room for a recreation area, home gym, office, or additional storage. Outside, you'll fall in love with the beautifully landscaped backyard oasis—perfect for entertaining, summer barbecues, or simply relaxing after a long day. Square footage including basement is roughly 2700 sq feet. With its outstanding condition, thoughtful updates, attached garage, and prime location just minutes from shopping, restaurants, and easy access to Route 301, this is a home that truly checks all the boxes. Schedule your private showing today and experience everything 116 Reeand Lane has to offer! Some photos have had personal items removed and have been staged with AI.

3 Beds ⋅ 3 Baths

Sellers willing to contribute seller help to fund a buyer’s 2-1 interest rate buydown! Buyers get the benefit of a lower mortgage payment the first 2 years! Dependant upon offer amount and or an "as-is" offer. Welcome home to this beautifully maintained Colonial nestled in the desirable Meadows community of Church Hill. Ideally located between historic Chestertown and Centreville and within the sought-after Queen Anne's County School District, this home offers the perfect blend of comfort, convenience, and timeless style. Step inside through the impressive two-story foyer that welcomes you into a bright and inviting floor plan. The spacious primary suite serves as a private retreat, complete with a, separate shower, and relaxing soaking tub. The home has been exceptionally well cared for and features numerous updates, including a newer roof and HVAC system, providing peace of mind for years to come. New HVAC system installed and serviced by Dixieland energy January 2025, operated by Nest technology. New Roof in July 2025 installed by Economy Roofing with GAF Timberline HDX Lifetime Shingles. New 16x12 Trex Deck with a large poured concrete patio installed in 2024-2025. The partially finished full basement offers endless possibilities with plenty of room for a recreation area, home gym, office, or additional storage. Outside, you'll fall in love with the beautifully landscaped backyard oasis—perfect for entertaining, summer barbecues, or simply relaxing after a long day. Square footage including basement is roughly 2700 sq feet. With its outstanding condition, thoughtful updates, attached garage, and prime location just minutes from shopping, restaurants, and easy access to Route 301, this is a home that truly checks all the boxes. Schedule your private showing today and experience everything 116 Reeand Lane has to offer! Some photos have had personal items removed and have been staged with AI.

116 Reeand Ln, Church Hill

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

$589,999

Experience coastal living at its finest in this stunning 2024-built home located in the sought-after Romancoke community, just steps from the Chesapeake Bay. This beautifully appointed 4-bedroom, 2.5-bath home offers the perfect combination of modern design, comfort, and convenience. The spacious open-concept floor plan is ideal for entertaining, featuring seamless flow between the living, dining, and kitchen areas. High-end custom window blinds add a touch of elegance throughout, while the fully fenced backyard creates the perfect private retreat for relaxing, hosting gatherings, or enjoying time with family and pets. Perfectly situated on a quiet private road, this home offers a peaceful setting with easy access to the bay, making it ideal for boating, fishing, kayaking, or simply enjoying breathtaking waterfront sunsets. Connected to public sewer and built in 2024, you'll enjoy the benefits of newer construction with the peace of mind that comes with modern systems and finishes. Don't miss this opportunity to own a like-new coastal retreat in one of Kent Island's most desirable waterfront communities!

4 Beds ⋅ 3 Baths

Experience coastal living at its finest in this stunning 2024-built home located in the sought-after Romancoke community, just steps from the Chesapeake Bay. This beautifully appointed 4-bedroom, 2.5-bath home offers the perfect combination of modern design, comfort, and convenience. The spacious open-concept floor plan is ideal for entertaining, featuring seamless flow between the living, dining, and kitchen areas. High-end custom window blinds add a touch of elegance throughout, while the fully fenced backyard creates the perfect private retreat for relaxing, hosting gatherings, or enjoying time with family and pets. Perfectly situated on a quiet private road, this home offers a peaceful setting with easy access to the bay, making it ideal for boating, fishing, kayaking, or simply enjoying breathtaking waterfront sunsets. Connected to public sewer and built in 2024, you'll enjoy the benefits of newer construction with the peace of mind that comes with modern systems and finishes. Don't miss this opportunity to own a like-new coastal retreat in one of Kent Island's most desirable waterfront communities!

200 Ackerman Dr, Stevensville

Listing courtesy of Rise Real Estate, LLC. Contact:

$630,000

Welcome to this beautifully maintained one-level rancher, perfectly situated on a private 1-acre lot. Offering 2,441 square feet of comfortable living space, this home provides 4 bedrooms, 2 full baths, and has an inviting open floor plan designed for everyday living and entertaining. Thoughtful architectural details, including coffered ceilings and heavy crown molding, add character and elegance throughout the main living areas. The spacious living room is anchored by a fireplace with a wood-burning insert, creating a warm and welcoming atmosphere. The well-appointed kitchen offers abundant cabinet and counter space and opens seamlessly to the main living areas. The dining area is spacious, ideal for hosting family and friends. A large four-season room, complete with heating and cooling, provides additional year-round living space and overlooks the lovely backyard. Step outside to enjoy the expansive deck and pergola-covered seating area, perfect for relaxing or entertaining. The fully fenced backyard offers plenty of room for outdoor activities while maintaining a sense of privacy. A detached two-car garage features a heated and cooled bonus room above, ideal for a home office, gym, hobby room, or additional flex space. Major improvements completed within the past five years include a newer HVAC system, roof, gutters, and kitchen updates, providing added value and peace of mind. This exceptional property combines the convenience of one-level living with modern updates, versatile spaces, and a peaceful setting—ready for you to call it home.

4 Beds ⋅ 2 Baths

Welcome to this beautifully maintained one-level rancher, perfectly situated on a private 1-acre lot. Offering 2,441 square feet of comfortable living space, this home provides 4 bedrooms, 2 full baths, and has an inviting open floor plan designed for everyday living and entertaining. Thoughtful architectural details, including coffered ceilings and heavy crown molding, add character and elegance throughout the main living areas. The spacious living room is anchored by a fireplace with a wood-burning insert, creating a warm and welcoming atmosphere. The well-appointed kitchen offers abundant cabinet and counter space and opens seamlessly to the main living areas. The dining area is spacious, ideal for hosting family and friends. A large four-season room, complete with heating and cooling, provides additional year-round living space and overlooks the lovely backyard. Step outside to enjoy the expansive deck and pergola-covered seating area, perfect for relaxing or entertaining. The fully fenced backyard offers plenty of room for outdoor activities while maintaining a sense of privacy. A detached two-car garage features a heated and cooled bonus room above, ideal for a home office, gym, hobby room, or additional flex space. Major improvements completed within the past five years include a newer HVAC system, roof, gutters, and kitchen updates, providing added value and peace of mind. This exceptional property combines the convenience of one-level living with modern updates, versatile spaces, and a peaceful setting—ready for you to call it home.

2200 Bennett Point Rd, Queenstown

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

$809,990

Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional retreat. 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

Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional retreat. 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.

102 Boatswain Way Unit 2932, Chester

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

$739,000

Experience the best of Kent Island living in this beautifully maintained coastal home, ideally situated in the highly desirable Water's Edge section of Gibson's Grant. Built in 2017, this exceptional residence enjoys unobstructed pond views from the welcoming covered front porch, where you can relax while watching blue herons and other native wildlife. Perfectly positioned just one block from the community's exceptional waterfront amenities, including the Chester River, clubhouse, pool, fitness center, kayak launch, fishing pier, and waterfront pavilion, this home offers the perfect blend of luxury, convenience, and the relaxed lifestyle of Maryland's Eastern Shore. Step inside to discover a bright, thoughtfully designed floor plan where beautiful flooring flows throughout the main level and abundant natural light fills every room. Designed for both everyday living and effortless entertaining, the main level offers exceptional versatility with a spacious flex room that is ideal as a home office, den, sitting room, or additional living space, along with a convenient powder room for guests. The heart of the home is the expansive open-concept living area, where the spacious family room, dining area, and beautifully appointed kitchen come together seamlessly. The kitchen features a large center island with abundant seating and workspace, while the family room is highlighted by a beautiful gas fireplace. Just beyond, the brand-new screened porch opens to your own private backyard oasis featuring a beautifully landscaped paver patio, a tranquil ornamental pond with a cascading waterfall, full privacy fencing perfect for pets, and an irrigation system to keep the grounds looking their best. Designed for the ease of first-floor living, the main level features a spacious primary suite privately situated at the rear of the home. The luxurious ensuite bath includes a relaxing Jacuzzi soaking tub, while a second main-level bedroom offers its own private full bath, making it ideal for guests or multigenerational living. The staircase to the upper level is thoughtfully tucked toward the rear of the home, enhancing the home's functional layout. Upstairs, you'll find two generously sized bedrooms and a beautifully appointed full bath, providing comfortable accommodations for family and guests. Completing the home is a spacious rear-entry two-car garage with plenty of room for parking and storage, plus a custom-built workspace perfect for DIY enthusiasts, hobbyists, or woodworking projects. An approximately four-foot-high conditioned crawl space with interior access provides exceptional additional storage. Recent improvements include a brand-new HVAC system, brand-new screened porch, one-year-old oven, and new washer and dryer, allowing you to move in with confidence. Residents of Gibson's Grant enjoy resort-style amenities, including a clubhouse, outdoor pool, fitness center, waterfront pavilion, kayak launch, fishing pier, water access, and direct access to the Cross Island Trail. Tucked behind a peaceful nature preserve just off Route 50, this sought-after waterfront community offers the perfect balance of tranquility and convenience. Located just moments from the Chesapeake Bay Bridge, the home provides an easy commute while placing you minutes from waterfront dining, marinas, shopping, parks, and local entertainment. Beautifully maintained, thoughtfully updated, and ideally located in one of Kent Island's most desirable neighborhoods, this exceptional home offers the perfect opportunity to embrace luxury coastal living on Maryland's Eastern Shore. Schedule your private showing today! Mortgage savings may be available for buyers of this listing.

4 Beds ⋅ 4 Baths

Experience the best of Kent Island living in this beautifully maintained coastal home, ideally situated in the highly desirable Water's Edge section of Gibson's Grant. Built in 2017, this exceptional residence enjoys unobstructed pond views from the welcoming covered front porch, where you can relax while watching blue herons and other native wildlife. Perfectly positioned just one block from the community's exceptional waterfront amenities, including the Chester River, clubhouse, pool, fitness center, kayak launch, fishing pier, and waterfront pavilion, this home offers the perfect blend of luxury, convenience, and the relaxed lifestyle of Maryland's Eastern Shore. Step inside to discover a bright, thoughtfully designed floor plan where beautiful flooring flows throughout the main level and abundant natural light fills every room. Designed for both everyday living and effortless entertaining, the main level offers exceptional versatility with a spacious flex room that is ideal as a home office, den, sitting room, or additional living space, along with a convenient powder room for guests. The heart of the home is the expansive open-concept living area, where the spacious family room, dining area, and beautifully appointed kitchen come together seamlessly. The kitchen features a large center island with abundant seating and workspace, while the family room is highlighted by a beautiful gas fireplace. Just beyond, the brand-new screened porch opens to your own private backyard oasis featuring a beautifully landscaped paver patio, a tranquil ornamental pond with a cascading waterfall, full privacy fencing perfect for pets, and an irrigation system to keep the grounds looking their best. Designed for the ease of first-floor living, the main level features a spacious primary suite privately situated at the rear of the home. The luxurious ensuite bath includes a relaxing Jacuzzi soaking tub, while a second main-level bedroom offers its own private full bath, making it ideal for guests or multigenerational living. The staircase to the upper level is thoughtfully tucked toward the rear of the home, enhancing the home's functional layout. Upstairs, you'll find two generously sized bedrooms and a beautifully appointed full bath, providing comfortable accommodations for family and guests. Completing the home is a spacious rear-entry two-car garage with plenty of room for parking and storage, plus a custom-built workspace perfect for DIY enthusiasts, hobbyists, or woodworking projects. An approximately four-foot-high conditioned crawl space with interior access provides exceptional additional storage. Recent improvements include a brand-new HVAC system, brand-new screened porch, one-year-old oven, and new washer and dryer, allowing you to move in with confidence. Residents of Gibson's Grant enjoy resort-style amenities, including a clubhouse, outdoor pool, fitness center, waterfront pavilion, kayak launch, fishing pier, water access, and direct access to the Cross Island Trail. Tucked behind a peaceful nature preserve just off Route 50, this sought-after waterfront community offers the perfect balance of tranquility and convenience. Located just moments from the Chesapeake Bay Bridge, the home provides an easy commute while placing you minutes from waterfront dining, marinas, shopping, parks, and local entertainment. Beautifully maintained, thoughtfully updated, and ideally located in one of Kent Island's most desirable neighborhoods, this exceptional home offers the perfect opportunity to embrace luxury coastal living on Maryland's Eastern Shore. Schedule your private showing today! Mortgage savings may be available for buyers of this listing.

134 Richard Ingle Way, Chester

Listing courtesy of Redfin Corp. Contact:

$625,000

Mallard Run - This Colonial features 4 large-size bedrooms 2.5 bath home featuring 2,708 sq ft of living space. The open floor plan is great for entertaining, The luxury vinyl flooring is throughout the first floor. The kitchen is bright white cabinets with granite countertops also featuring an island and eat up bar area. You will also, enjoy the sunroom and beautiful backyard. The mud room and laundry off the two-car garage is great for storage. Close access to schools and local parks and trail, this is the location you have been looking for.

4 Beds ⋅ 3 Baths

Mallard Run - This Colonial features 4 large-size bedrooms 2.5 bath home featuring 2,708 sq ft of living space. The open floor plan is great for entertaining, The luxury vinyl flooring is throughout the first floor. The kitchen is bright white cabinets with granite countertops also featuring an island and eat up bar area. You will also, enjoy the sunroom and beautiful backyard. The mud room and laundry off the two-car garage is great for storage. Close access to schools and local parks and trail, this is the location you have been looking for.

376 Web Foot Ln, Stevensville

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

$585,000

Welcome to this stunning home in the picturesque 55+ Community of Bay Bridge Cove - the place for Kent Island living at its best, so close to the waters of the Chesapeake Bay. This 3-bedroom, 3-bath home offers so many upgraded features. Conveniently located across from the community center and backing up to quiet, tree-lined space, you are steps away from enjoying all the amenities the neighborhood has to offer. Welcoming you at the front of the home is your own private courtyard, with space to sit and relax or socialize with friends under the strings of cafe lights. Walk inside to the warm-toned luxury wood plank vinyl floors throughout the entire first floor; abundant light spills in to accent the paneled foyer with upper crown molding. The roomy kitchen features soft-close cabinets/drawers with lots of storage, pull-out trash and recycle bins, a corner cabinet with lazy-susan shelving, stainless steel appliances, premium countertops and backsplash, under-the-counter lighting, and updated cabinet knobs and pendant lights. The main level great room has plenty of space for a large dining table and your comfortable living room furniture, and features a cozy gas fireplace (and includes a convenient wall mount for your TV). Step into the bright and airy sunroom at the back of the home - make it your book nook, office, or a spot to enjoy your guests. The primary bedroom features a tray ceiling, 2 walk-in closets (one is huge!), and a private bath with tiled shower and ceramic tiled flooring. The 2nd bedroom on the first floor connects to the hall bath. A sizable laundry room includes upgraded Samsung appliances, shelving, and a storage closet. Upstairs you'll find a relaxing retreat with a large loft area, a bedroom with walk-in closet, and a full bath. A bonus feature of this home is the beautifully enhanced loft wall on each side with added railing, making this space safe for the little ones while maintaining the line of sight to the first floor. With ceiling fans throughout, added storm doors on the front and back with pull-down screens, unique custom blinds on all windows matched perfectly to the function of each room, and an irrigation system for low-maintenance gardening, this home may be the perfect one you've been looking for! This thriving community has it all - a calendar of activities and outings, bocce and pickleball, picnics at the crab shack, a pool, indoor gym, library, game rooms, community garden and fresh herb garden, walking paths around the beautifully landscaped ponds, and quick access to the Cross Island Trail right next to the neighborhood. There's so much to do here!

3 Beds ⋅ 3 Baths

Welcome to this stunning home in the picturesque 55+ Community of Bay Bridge Cove - the place for Kent Island living at its best, so close to the waters of the Chesapeake Bay. This 3-bedroom, 3-bath home offers so many upgraded features. Conveniently located across from the community center and backing up to quiet, tree-lined space, you are steps away from enjoying all the amenities the neighborhood has to offer. Welcoming you at the front of the home is your own private courtyard, with space to sit and relax or socialize with friends under the strings of cafe lights. Walk inside to the warm-toned luxury wood plank vinyl floors throughout the entire first floor; abundant light spills in to accent the paneled foyer with upper crown molding. The roomy kitchen features soft-close cabinets/drawers with lots of storage, pull-out trash and recycle bins, a corner cabinet with lazy-susan shelving, stainless steel appliances, premium countertops and backsplash, under-the-counter lighting, and updated cabinet knobs and pendant lights. The main level great room has plenty of space for a large dining table and your comfortable living room furniture, and features a cozy gas fireplace (and includes a convenient wall mount for your TV). Step into the bright and airy sunroom at the back of the home - make it your book nook, office, or a spot to enjoy your guests. The primary bedroom features a tray ceiling, 2 walk-in closets (one is huge!), and a private bath with tiled shower and ceramic tiled flooring. The 2nd bedroom on the first floor connects to the hall bath. A sizable laundry room includes upgraded Samsung appliances, shelving, and a storage closet. Upstairs you'll find a relaxing retreat with a large loft area, a bedroom with walk-in closet, and a full bath. A bonus feature of this home is the beautifully enhanced loft wall on each side with added railing, making this space safe for the little ones while maintaining the line of sight to the first floor. With ceiling fans throughout, added storm doors on the front and back with pull-down screens, unique custom blinds on all windows matched perfectly to the function of each room, and an irrigation system for low-maintenance gardening, this home may be the perfect one you've been looking for! This thriving community has it all - a calendar of activities and outings, bocce and pickleball, picnics at the crab shack, a pool, indoor gym, library, game rooms, community garden and fresh herb garden, walking paths around the beautifully landscaped ponds, and quick access to the Cross Island Trail right next to the neighborhood. There's so much to do here!

222 Moorings Cir Unit 126, Stevensville

Listing courtesy of The KW Collective. Contact:

$799,990

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.

3 Beds ⋅ 3 Baths

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.

532 Warbler Way, Chester

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

$809,990

Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional retreat. 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

Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional retreat. 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.

102 Boatswain Way Unit 2933, Chester

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

310 Allison Jane Dr Unit H-1, Stevensville

$569,000

Reduced $31k!!! Like new and loaded with upgrades, this stunning end-unit Baldwin townhome is just three years young and offers the perfect blend of style, space, and convenience. Featuring 4 bedrooms, 4 full baths, and 1 half bath, this spacious home was thoughtfully designed for modern living. The heart of the home is the bright white gourmet kitchen complete with quartz countertops, abundant cabinetry, a large center island, and an expanded kitchen/dining bump-out that creates an open and inviting space for entertaining. The adjoining living areas boasts a shiplap focal wall with fireplace and is filled with natural light thanks to the premium end-unit location. Retreat to the luxurious owner's suite with a private bath, while additional bedrooms and baths provide flexibility for family, guests, or a home office. Take outdoor living to the next level on the incredible rooftop deck, perfect for relaxing, entertaining, or enjoying sunset views. Additional features include an attached garage, modern finishes throughout, and the peace of mind that comes with newer construction. Conveniently located in the Ellendale community that offers an outdoor pool, community center, playground, ponds and fishing pier with kayak launch. Close to shopping, dining, commuter routes, and everyday amenities, this turnkey home offers low-maintenance living without sacrificing space or style.

4 Beds ⋅ 5 Baths

Reduced $31k!!! Like new and loaded with upgrades, this stunning end-unit Baldwin townhome is just three years young and offers the perfect blend of style, space, and convenience. Featuring 4 bedrooms, 4 full baths, and 1 half bath, this spacious home was thoughtfully designed for modern living. The heart of the home is the bright white gourmet kitchen complete with quartz countertops, abundant cabinetry, a large center island, and an expanded kitchen/dining bump-out that creates an open and inviting space for entertaining. The adjoining living areas boasts a shiplap focal wall with fireplace and is filled with natural light thanks to the premium end-unit location. Retreat to the luxurious owner's suite with a private bath, while additional bedrooms and baths provide flexibility for family, guests, or a home office. Take outdoor living to the next level on the incredible rooftop deck, perfect for relaxing, entertaining, or enjoying sunset views. Additional features include an attached garage, modern finishes throughout, and the peace of mind that comes with newer construction. Conveniently located in the Ellendale community that offers an outdoor pool, community center, playground, ponds and fishing pier with kayak launch. Close to shopping, dining, commuter routes, and everyday amenities, this turnkey home offers low-maintenance living without sacrificing space or style.

310 Allison Jane Dr Unit H-1, Stevensville

Listing courtesy of Samson Properties. Contact:

$659,900

What if home felt a little more like vacation? Welcome to Creek’s End, where life on Kent Island means weekends on the water, evenings on the screened porch, and plenty of room to enjoy the Eastern Shore lifestyle. This 4-bedroom, 2.5-bath home offers more than a great floor plan. It gives you the opportunity to live in a water-oriented community with boat slips available separately, making it easy to spend your days boating, fishing, crabbing, kayaking, or simply enjoying life near the water. The home owner also has a boat slip and boat lift available for purchase. And when the crabs come home? The screened porch might become your favorite room in the house. Spread out the newspaper, gather everyone around the table, and enjoy a Maryland crab feast without worrying about the bugs. Inside, you’ll find two separate first-floor rooms that give you plenty of flexibility, including a dedicated home office and a library or sitting room. Hardwood floors have been refinished, the foyer has been freshly painted, and the home has received numerous updates throughout 2025 and 2026. The kitchen includes a newer refrigerator and dishwasher, while the remodeled powder room features a fresh coastal look with a new vanity, faucet, lighting, and toilet. A new French door replaced the original sliding door, and the gas fireplace has also been replaced with a more efficient unit. Outside, the backyard has been refreshed with new landscaping and a flower garden, along with a double-wide gate for easy access. But one of the best features is the location itself. Kent Island gives you the relaxed feel of the Eastern Shore while keeping Annapolis and the western shore within easy reach. Spend your free time exploring the Cross Island Trail, visiting waterfront restaurants, boating the Chesapeake Bay and surrounding waterways, or simply staying home and enjoying the community. If you’ve been waiting for a home where you can have space, water access, and the Kent Island lifestyle, Creek’s End deserves a look. Come see the house. Stay for the lifestyle.

4 Beds ⋅ 3 Baths

What if home felt a little more like vacation? Welcome to Creek’s End, where life on Kent Island means weekends on the water, evenings on the screened porch, and plenty of room to enjoy the Eastern Shore lifestyle. This 4-bedroom, 2.5-bath home offers more than a great floor plan. It gives you the opportunity to live in a water-oriented community with boat slips available separately, making it easy to spend your days boating, fishing, crabbing, kayaking, or simply enjoying life near the water. The home owner also has a boat slip and boat lift available for purchase. And when the crabs come home? The screened porch might become your favorite room in the house. Spread out the newspaper, gather everyone around the table, and enjoy a Maryland crab feast without worrying about the bugs. Inside, you’ll find two separate first-floor rooms that give you plenty of flexibility, including a dedicated home office and a library or sitting room. Hardwood floors have been refinished, the foyer has been freshly painted, and the home has received numerous updates throughout 2025 and 2026. The kitchen includes a newer refrigerator and dishwasher, while the remodeled powder room features a fresh coastal look with a new vanity, faucet, lighting, and toilet. A new French door replaced the original sliding door, and the gas fireplace has also been replaced with a more efficient unit. Outside, the backyard has been refreshed with new landscaping and a flower garden, along with a double-wide gate for easy access. But one of the best features is the location itself. Kent Island gives you the relaxed feel of the Eastern Shore while keeping Annapolis and the western shore within easy reach. Spend your free time exploring the Cross Island Trail, visiting waterfront restaurants, boating the Chesapeake Bay and surrounding waterways, or simply staying home and enjoying the community. If you’ve been waiting for a home where you can have space, water access, and the Kent Island lifestyle, Creek’s End deserves a look. Come see the house. Stay for the lifestyle.

220 Creeks End Ln, Stevensville

Listing courtesy of Real Estate Depot. Contact:

$429,900

MOTIVATED SELLERS HAVE FOUND THEIR HOME OF CHOICE! Seller is willing to contribute toward a mortgage rate buy-down with an acceptable offer, giving buyers an opportunity to potentially secure a lower interest rate. Priced well below recent neighborhood comparables, 102 Sophie Lane offers an incredible opportunity to own an end-unit townhome in the sought-after Ellendale community! This home offers a bright, functional layout with plenty of natural light and inviting living spaces. The living room features a shiplap accent wall with an electric fireplace, while the kitchen offers granite countertops and a spacious island. Step outside to the composite rear deck, perfect for relaxing or entertaining. Custom California Closets® organization systems add exceptional storage to the bedroom closets. Enjoy the Ellendale lifestyle with access to a community pool, piers and walking trails, all just minutes from shopping, dining and Route 50. With motivated sellers, attractive pricing and a potential mortgage rate buy-down, this is an opportunity you don’t want to miss!

4 Beds ⋅ 3 Baths

MOTIVATED SELLERS HAVE FOUND THEIR HOME OF CHOICE! Seller is willing to contribute toward a mortgage rate buy-down with an acceptable offer, giving buyers an opportunity to potentially secure a lower interest rate. Priced well below recent neighborhood comparables, 102 Sophie Lane offers an incredible opportunity to own an end-unit townhome in the sought-after Ellendale community! This home offers a bright, functional layout with plenty of natural light and inviting living spaces. The living room features a shiplap accent wall with an electric fireplace, while the kitchen offers granite countertops and a spacious island. Step outside to the composite rear deck, perfect for relaxing or entertaining. Custom California Closets® organization systems add exceptional storage to the bedroom closets. Enjoy the Ellendale lifestyle with access to a community pool, piers and walking trails, all just minutes from shopping, dining and Route 50. With motivated sellers, attractive pricing and a potential mortgage rate buy-down, this is an opportunity you don’t want to miss!

102 Sophie Ln, Stevensville

Listing courtesy of Douglas Realty LLC. Contact:

$414,989

THE LOWEST-PRICED HOME CURRENTLY AVAILABLE IN ELLENDALE — AND NOW WITH AN ADDED BUYER INCENTIVE! Offered at $414,989, PLUS THE SELLER WILL PAY 3 MONTHS OF HOA FEES AT SETTLEMENT WITH AN ACCEPTABLE OFFER! This move-in-ready Kent Island home delivers exceptional value with approximately 1,900 sq. ft., 3 bedrooms, 2.5 baths and a 2-car garage. Two spacious bedrooms are located upstairs, while the finished lower level offers a third bedroom plus additional flexibility for a home office, guest space or gym. Vacant, easy to show and ready for a quick settlement! A recently replaced roof adds peace of mind, and the home is located directly across from the community pond. Enjoy Ellendale amenities including a community pool, clubhouse, pier and floating dock, walking trails, playground and boat storage. Convenient to Route 50 and the Bay Bridge. If you’ve been waiting for the right opportunity in Ellendale, this is one you need to see. Schedule your showing today and come see the value for yourself!

3 Beds ⋅ 3 Baths

THE LOWEST-PRICED HOME CURRENTLY AVAILABLE IN ELLENDALE — AND NOW WITH AN ADDED BUYER INCENTIVE! Offered at $414,989, PLUS THE SELLER WILL PAY 3 MONTHS OF HOA FEES AT SETTLEMENT WITH AN ACCEPTABLE OFFER! This move-in-ready Kent Island home delivers exceptional value with approximately 1,900 sq. ft., 3 bedrooms, 2.5 baths and a 2-car garage. Two spacious bedrooms are located upstairs, while the finished lower level offers a third bedroom plus additional flexibility for a home office, guest space or gym. Vacant, easy to show and ready for a quick settlement! A recently replaced roof adds peace of mind, and the home is located directly across from the community pond. Enjoy Ellendale amenities including a community pool, clubhouse, pier and floating dock, walking trails, playground and boat storage. Convenient to Route 50 and the Bay Bridge. If you’ve been waiting for the right opportunity in Ellendale, this is one you need to see. Schedule your showing today and come see the value for yourself!

111 Ryan Dorsey Ln, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact:

$725,000

Nestled on a private peninsula jutting into the tranquil waters of the Wye Mills lake, 132 Denny Lake Road in Wye Mills, MD, is a breathtaking Dutch Colonial gem. Boasting over 3000 square feet of living space, with a fully finished walk-out basement adding a fourth bedroom and two and a half baths in total, this home offers spectacular lake views from every level. Outside, the bulk headed shoreline was completed within the last 30 years, ensuring stability and charm. Perfectly situated for both tranquility and convenience, this home is centrally located—just 15 minutes to Kent Island or Centreville and only a short drive to Easton. Whether commuting to Annapolis (approx. 30 min) or exploring the Eastern Shore, you’ll find every destination within easy reach—making this the ideal blend of serenity and accessibility. A standout feature is the large detached garage with a workshop and a one-bedroom apartment above, complete with a deck overlooking the water—an idyllic retreat. And with its rare Village Commercial zoning, this property is a standout—offering a special mixed-use designation from Queen Anne’s County. It’s ideal for a home-based business, an Airbnb, or other commercial ventures—a truly one-of-a-kind opportunity to live, work, and play in this iconic setting. Cedar roof is about 20 years old w/ a typical life expectance of 40 years. Well and septic were installed in the late 2000's

5 Beds ⋅ 4 Baths

Nestled on a private peninsula jutting into the tranquil waters of the Wye Mills lake, 132 Denny Lake Road in Wye Mills, MD, is a breathtaking Dutch Colonial gem. Boasting over 3000 square feet of living space, with a fully finished walk-out basement adding a fourth bedroom and two and a half baths in total, this home offers spectacular lake views from every level. Outside, the bulk headed shoreline was completed within the last 30 years, ensuring stability and charm. Perfectly situated for both tranquility and convenience, this home is centrally located—just 15 minutes to Kent Island or Centreville and only a short drive to Easton. Whether commuting to Annapolis (approx. 30 min) or exploring the Eastern Shore, you’ll find every destination within easy reach—making this the ideal blend of serenity and accessibility. A standout feature is the large detached garage with a workshop and a one-bedroom apartment above, complete with a deck overlooking the water—an idyllic retreat. And with its rare Village Commercial zoning, this property is a standout—offering a special mixed-use designation from Queen Anne’s County. It’s ideal for a home-based business, an Airbnb, or other commercial ventures—a truly one-of-a-kind opportunity to live, work, and play in this iconic setting. Cedar roof is about 20 years old w/ a typical life expectance of 40 years. Well and septic were installed in the late 2000's

132 Denny Lake Rd, Wye Mills

Listing courtesy of Eastern Shore Real Estate, LLC. Contact:

$509,900

**Priced below neighborhood market value in NorthBrook, this 4-bed, 2.5-bath home sits on a premium lot with zero rear neighbors.** Enjoy private views backing to White Marsh Park, solar-powered energy savings, and a newly built 2026 fire pit and seating area built for fall outdoor living. Spanning over 2,500 sq ft, the main level pairs a dedicated home office with an open-concept kitchen featuring double ovens and granite counters that open directly into a vaulted family room. Big-ticket capital expenses are already covered with a 2023 roof (transferable warranty), 2026 carpets, 2024 LVP floors, and updated kitchen appliances. Located minutes from Historic Centreville and the Wharf, plus just 25 minutes to the Bay Bridge—delivering immediate value and space in a sought after neighborhood.

4 Beds ⋅ 3 Baths

**Priced below neighborhood market value in NorthBrook, this 4-bed, 2.5-bath home sits on a premium lot with zero rear neighbors.** Enjoy private views backing to White Marsh Park, solar-powered energy savings, and a newly built 2026 fire pit and seating area built for fall outdoor living. Spanning over 2,500 sq ft, the main level pairs a dedicated home office with an open-concept kitchen featuring double ovens and granite counters that open directly into a vaulted family room. Big-ticket capital expenses are already covered with a 2023 roof (transferable warranty), 2026 carpets, 2024 LVP floors, and updated kitchen appliances. Located minutes from Historic Centreville and the Wharf, plus just 25 minutes to the Bay Bridge—delivering immediate value and space in a sought after neighborhood.

427 Brookfield Dr, Centreville

Listing courtesy of Compass. Contact:

$299,999

Back to ACTIVE! Rare opportunity in the highly coveted Love Point community of Stevensville! Nestled on 1.67 acres and bordered by the State of Maryland Department of Natural Resources, this unique property offers a private, peaceful setting surrounded by nature. The existing home is a true blank canvas and presents an incredible opportunity for investors, builders, or buyers with a vision to bring this property back to life. A full renovation is needed, but the possibilities are endless for creating a custom retreat in one of Queen Anne’s County’s most desirable locations. Enjoy the serenity of the natural surroundings while being conveniently located near waterfront destinations, marinas, shopping, dining, and commuter routes. Properties with this combination of acreage, privacy, and location are rarely available. Bring your plans, your imagination, and your vision—this is the perfect project for those looking to create something truly special in Love Point. This is an estate sale being sold strictly as-is.

6 Beds ⋅ 2 Baths

Back to ACTIVE! Rare opportunity in the highly coveted Love Point community of Stevensville! Nestled on 1.67 acres and bordered by the State of Maryland Department of Natural Resources, this unique property offers a private, peaceful setting surrounded by nature. The existing home is a true blank canvas and presents an incredible opportunity for investors, builders, or buyers with a vision to bring this property back to life. A full renovation is needed, but the possibilities are endless for creating a custom retreat in one of Queen Anne’s County’s most desirable locations. Enjoy the serenity of the natural surroundings while being conveniently located near waterfront destinations, marinas, shopping, dining, and commuter routes. Properties with this combination of acreage, privacy, and location are rarely available. Bring your plans, your imagination, and your vision—this is the perfect project for those looking to create something truly special in Love Point. This is an estate sale being sold strictly as-is.

116 Homestead Ln, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

$169,000

This property consists of two parcels totaling approximately 1 acre (Map 0001, Parcel 10 and Map 0001, Parcel 19). Nestled along the water’s edge, this unique waterfront opportunity offers the perfect canvas to create your own Eastern Shore retreat. With a beautiful waterfront setting and plenty of possibilities, this property is ready for your vision. Buyer to verify all building and renovation restrictions with the county. This property features a new deep well, new well pump, and new septic holding tanks in 2026. The existing interior of the home has been taken down to the framing and includes 100-amp electrical service, providing a solid starting point for your vision. Outdoor enthusiasts will enjoy everything this property has to offer. Fish for perch, bass, catfish, and snakeheads, or spend the day crabbing from your shoreline. Waterfowl hunters will enjoy the existing duck blind, while everyone will appreciate the stunning sunsets overlooking the water. Whether you're looking for a peaceful weekend escape, a hunting and fishing camp, or the site of your future waterfront cottage, this property offers an opportunity that's becoming increasingly difficult to find.

3 Beds ⋅ 2 Baths

This property consists of two parcels totaling approximately 1 acre (Map 0001, Parcel 10 and Map 0001, Parcel 19). Nestled along the water’s edge, this unique waterfront opportunity offers the perfect canvas to create your own Eastern Shore retreat. With a beautiful waterfront setting and plenty of possibilities, this property is ready for your vision. Buyer to verify all building and renovation restrictions with the county. This property features a new deep well, new well pump, and new septic holding tanks in 2026. The existing interior of the home has been taken down to the framing and includes 100-amp electrical service, providing a solid starting point for your vision. Outdoor enthusiasts will enjoy everything this property has to offer. Fish for perch, bass, catfish, and snakeheads, or spend the day crabbing from your shoreline. Waterfowl hunters will enjoy the existing duck blind, while everyone will appreciate the stunning sunsets overlooking the water. Whether you're looking for a peaceful weekend escape, a hunting and fishing camp, or the site of your future waterfront cottage, this property offers an opportunity that's becoming increasingly difficult to find.

220 Kirbys Landing Rd, Millington

Listing courtesy of Select Land & Homes, LLC. Contact:

$519,000

TWO LOTS FOR SALE with two different tax Ids/addresses. The home sits on 1.16 arces and the additional adjacent lot sits on 1.10 acres which was graded as a Par 3 golf course. The second lots tax ID:1805020174, address is 165 Greenwood Creek Rd, Queenstown, MD 21658. This house is ready for your own personal touches and repairs, with four bedrooms and 2.5 baths sitting on 2.16 lush acres of privacy. This homes offers a mature landscaped yard with WATERVIEWS! Hardwood floors throughout just waiting to be brought back to their original beauty. This home also features a full In-law suite / guest house. Located in Queenstown, with easy commutes to Annapolis, Washington, Baltimore, Delaware and the beaches. Come see this home and make it your own today! Don’t forget this home would qualify for a 203 (k) renovation loan, ask you loan agent today!!

4 Beds ⋅ 3 Baths

TWO LOTS FOR SALE with two different tax Ids/addresses. The home sits on 1.16 arces and the additional adjacent lot sits on 1.10 acres which was graded as a Par 3 golf course. The second lots tax ID:1805020174, address is 165 Greenwood Creek Rd, Queenstown, MD 21658. This house is ready for your own personal touches and repairs, with four bedrooms and 2.5 baths sitting on 2.16 lush acres of privacy. This homes offers a mature landscaped yard with WATERVIEWS! Hardwood floors throughout just waiting to be brought back to their original beauty. This home also features a full In-law suite / guest house. Located in Queenstown, with easy commutes to Annapolis, Washington, Baltimore, Delaware and the beaches. Come see this home and make it your own today! Don’t forget this home would qualify for a 203 (k) renovation loan, ask you loan agent today!!

161 Greenwood Creek Rd, Queenstown

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$499,000

NEW PRICE —PRICED TO SELL! Motivated Sellers, move-in ready, and available for a quick settlement on your timeline. Move-in ready condo with zero wait! This meticulously maintained, first-floor Magothy shows like new, offering over 2,000 square feet of single-level living in the highly sought-after Four Seasons at Kent Island 55+ active-adult community. Enjoy the rare convenience of direct outdoor patio access and beautiful views from every window. The thoughtfully designed open-concept features two spacious bedrooms, each boasting a full bath and walk-in closet, plus direct patio access from the primary suite. The gourmet kitchen centers around a massive seating island with pendant lighting and a stylish dry bar. French doors open to a dedicated home office, while double sliding doors in the living room provide the entire space with natural light. Quartz countertops and seamless luxury vinyl plank flooring are found throughout the home. Complete with a private guest powder room, laundry room, climate-controlled storage, a one-car garage, and a beautifully appointed community room on the second floor, this condo delivers the low-maintenance lifestyle the community is known for. The award-winning 24,000 square foot Chester House clubhouse is the heart of the community, with indoor and outdoor pools, a fully equipped fitness center, yoga studio, demonstration kitchen, library, billiards and game room, and a grand ballroom. Outside, enjoy lighted tennis, pickleball, and bocce courts, a dog park, gas and wood-burning fire pits, a waterside tiki bar, and miles of walking and biking trails connecting to the Cross Island Trail. The 450-foot community pier on the Chester River, with boat slips plus canoe and kayak launch and storage, is a favorite for anyone who loves the water. Year-round clubs, classes, live entertainment and events can be found at the community clubhouse, and you’ll be minutes from Kent Island, shops, waterfront dining, and Queenstown Premium Outlets, with easy access to the Bay Bridge for Annapolis, Baltimore, and Washington D.C. Schedule your private showing today.

2 Beds ⋅ 3 Baths

NEW PRICE —PRICED TO SELL! Motivated Sellers, move-in ready, and available for a quick settlement on your timeline. Move-in ready condo with zero wait! This meticulously maintained, first-floor Magothy shows like new, offering over 2,000 square feet of single-level living in the highly sought-after Four Seasons at Kent Island 55+ active-adult community. Enjoy the rare convenience of direct outdoor patio access and beautiful views from every window. The thoughtfully designed open-concept features two spacious bedrooms, each boasting a full bath and walk-in closet, plus direct patio access from the primary suite. The gourmet kitchen centers around a massive seating island with pendant lighting and a stylish dry bar. French doors open to a dedicated home office, while double sliding doors in the living room provide the entire space with natural light. Quartz countertops and seamless luxury vinyl plank flooring are found throughout the home. Complete with a private guest powder room, laundry room, climate-controlled storage, a one-car garage, and a beautifully appointed community room on the second floor, this condo delivers the low-maintenance lifestyle the community is known for. The award-winning 24,000 square foot Chester House clubhouse is the heart of the community, with indoor and outdoor pools, a fully equipped fitness center, yoga studio, demonstration kitchen, library, billiards and game room, and a grand ballroom. Outside, enjoy lighted tennis, pickleball, and bocce courts, a dog park, gas and wood-burning fire pits, a waterside tiki bar, and miles of walking and biking trails connecting to the Cross Island Trail. The 450-foot community pier on the Chester River, with boat slips plus canoe and kayak launch and storage, is a favorite for anyone who loves the water. Year-round clubs, classes, live entertainment and events can be found at the community clubhouse, and you’ll be minutes from Kent Island, shops, waterfront dining, and Queenstown Premium Outlets, with easy access to the Bay Bridge for Annapolis, Baltimore, and Washington D.C. Schedule your private showing today.

230 Switchgrass Way Unit 12, Chester

Listing courtesy of Real Broker, LLC - Chester. Contact:

$749,000

PRICED TO SELL - RARE OPPORTUNITY - Beautifully sited on a fabulous 1.03-acre lot in sought-after Prospect Bay Golf and Country Club, this spacious home offers the best of both water and golf course living. Enjoy lovely water views and stunning sunsets from several rooms or while relaxing on the wraparound front porch. From the rear of the home, take in peaceful Golf Course Views overlooking the newly renovated par-five 5th hole. Enjoy these views from the heated and cooled Florida room or from your adjoining deck with a remote controlled awning. Inside, gorgeous hardwood floors flow from the entry through the living and dining rooms. The bright kitchen features Brookhaven cabinets, Profile appliances and opens to the comfortable family room with a gas fireplace and sliders leading to the Florida ( or four seasons) room, creating an ideal layout for everyday living and entertaining. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite with tray ceiling, a huge walk-in closet, and a large jetted tub, walk-in shower, and double vanities. The convenient second-level laundry room, two-car garage, storage shed, and oversized parking pad add to the home’s practicality. Select spaces have been refreshed with new interior paint and elegant crown molding (2025), adding a touch of sophistication and style. Recent improvements include Dual-Zone Hybrid HVAC (2024/2026): Customized upstairs/downstairs comfort with two brand-new 2026 Lennox HVAC units with heat pumps and smart thermostats, backed by a Navien tankless combi-boiler Installed in 2024 for ultra-efficient, multi-zone hydronic heating. The crawlspace has been newly encapsulated with an April Aire dehumidifier (2026). Although not a problem in Prospect Bay, you'll never have to worry about losing power as you have a Generac Generator just outside to take care of a power loss! As a Resident of Prospect Bay enjoy exceptional community amenities, including an 18 hole golf course, driving range, a members only restaurant & bar, clubhouse, swimming pool, boat ramp, tennis courts, basketball, pickleball, kayak racks, and a marina. The monthly HOA Fees INCLUDE Golf Membership and Greens Fees. So many activities for all including Book Club, Dine & Cruise, Movie Night for Kids, Garden Club, Line Dancing, etc . This home is just across the street from the boat ramp, marina and open water leading to the Bay! The perfect place to live and play!

4 Beds ⋅ 3 Baths

PRICED TO SELL - RARE OPPORTUNITY - Beautifully sited on a fabulous 1.03-acre lot in sought-after Prospect Bay Golf and Country Club, this spacious home offers the best of both water and golf course living. Enjoy lovely water views and stunning sunsets from several rooms or while relaxing on the wraparound front porch. From the rear of the home, take in peaceful Golf Course Views overlooking the newly renovated par-five 5th hole. Enjoy these views from the heated and cooled Florida room or from your adjoining deck with a remote controlled awning. Inside, gorgeous hardwood floors flow from the entry through the living and dining rooms. The bright kitchen features Brookhaven cabinets, Profile appliances and opens to the comfortable family room with a gas fireplace and sliders leading to the Florida ( or four seasons) room, creating an ideal layout for everyday living and entertaining. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite with tray ceiling, a huge walk-in closet, and a large jetted tub, walk-in shower, and double vanities. The convenient second-level laundry room, two-car garage, storage shed, and oversized parking pad add to the home’s practicality. Select spaces have been refreshed with new interior paint and elegant crown molding (2025), adding a touch of sophistication and style. Recent improvements include Dual-Zone Hybrid HVAC (2024/2026): Customized upstairs/downstairs comfort with two brand-new 2026 Lennox HVAC units with heat pumps and smart thermostats, backed by a Navien tankless combi-boiler Installed in 2024 for ultra-efficient, multi-zone hydronic heating. The crawlspace has been newly encapsulated with an April Aire dehumidifier (2026). Although not a problem in Prospect Bay, you'll never have to worry about losing power as you have a Generac Generator just outside to take care of a power loss! As a Resident of Prospect Bay enjoy exceptional community amenities, including an 18 hole golf course, driving range, a members only restaurant & bar, clubhouse, swimming pool, boat ramp, tennis courts, basketball, pickleball, kayak racks, and a marina. The monthly HOA Fees INCLUDE Golf Membership and Greens Fees. So many activities for all including Book Club, Dine & Cruise, Movie Night for Kids, Garden Club, Line Dancing, etc . This home is just across the street from the boat ramp, marina and open water leading to the Bay! The perfect place to live and play!

116 Prospect Bay Dr W, Grasonville

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

$599,900

REDUCED!!! This 3 bedroom 2 full bath brick rancher is located 1.88 for plenty of privacy and plenty of room to expand. Not many large lots left in this community, check with county for very possible sub dividing for 2 additional lots. Home is in need of updating with lots of potential to add your own touch and design. More pictures coming soon. Currently on septic but sewer is available.

3 Beds ⋅ 2 Baths

REDUCED!!! This 3 bedroom 2 full bath brick rancher is located 1.88 for plenty of privacy and plenty of room to expand. Not many large lots left in this community, check with county for very possible sub dividing for 2 additional lots. Home is in need of updating with lots of potential to add your own touch and design. More pictures coming soon. Currently on septic but sewer is available.

315 Bentons Pleasure Rd, Chester

Listing courtesy of Douglas Realty LLC. Contact:

$449,000

Privacy & serenity you've been searching for on coveted Kent Island in this beautifully maintained ONE-LEVEL rancher, offering over 1,700 square feet of comfortable living on a secluded 0.65-acre homesite. Featuring 3 spacious bedrooms, 2½ baths, an updated kitchen (2025), renovated full bath (2023), Roof (2015), NEW 100' well (2022), this move-in-ready home combines modern updates with everyday convenience. Step outside to your own private retreat with a fenced backyard, sparkling in-ground pool, shady gazebo, and ample room to entertain or simply unwind. A wide concrete driveway provides generous parking, while the rear wheelchair ramp adds accessibility and flexibility. Perfectly positioned just blocks from the Cross Island Trail and Romancoke Pier, with multiple public boat ramps nearby, you'll enjoy the very best of the Kent Island lifestyle. Local shopping, restaurants, waterfront recreation, and an easy commute to both work and play are all just minutes away. Sunporch off kitchen -new windows convey for future install/finishing. Private, updated, and ready for its next lucky owner—this Kent Island gem is one you won't want to miss.

3 Beds ⋅ 3 Baths

Privacy & serenity you've been searching for on coveted Kent Island in this beautifully maintained ONE-LEVEL rancher, offering over 1,700 square feet of comfortable living on a secluded 0.65-acre homesite. Featuring 3 spacious bedrooms, 2½ baths, an updated kitchen (2025), renovated full bath (2023), Roof (2015), NEW 100' well (2022), this move-in-ready home combines modern updates with everyday convenience. Step outside to your own private retreat with a fenced backyard, sparkling in-ground pool, shady gazebo, and ample room to entertain or simply unwind. A wide concrete driveway provides generous parking, while the rear wheelchair ramp adds accessibility and flexibility. Perfectly positioned just blocks from the Cross Island Trail and Romancoke Pier, with multiple public boat ramps nearby, you'll enjoy the very best of the Kent Island lifestyle. Local shopping, restaurants, waterfront recreation, and an easy commute to both work and play are all just minutes away. Sunporch off kitchen -new windows convey for future install/finishing. Private, updated, and ready for its next lucky owner—this Kent Island gem is one you won't want to miss.

132 Pennick Dr, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact:

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