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$790,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully upgraded Killarney model in Four Seasons at Kent Island, where one of the best features is **true one-level living with no steps**. Everything you need is conveniently located on one floor, including three true bedrooms, a dedicated laundry room, and an additional bump-out perfect for a home office or den. Unlike many Killarney models configured as two bedrooms with a loft, this home offers a true 3-bedroom layout without the need for stairs. The open-concept interior features an Ultra Gourmet Kitchen with quartz countertops, upgraded cabinetry and appliances, double wall ovens, a French-door refrigerator, and a large center island. The spacious primary suite includes an Ultra Luxury Spa Bath with walk-in shower and dual vanities. Tray ceilings, a fireplace, and custom window treatments add to the home's appeal. The oversized garage offers extra space for a golf cart or additional storage. The $55,000 premium homesite is another standout, backing to the fairway with neighboring homes positioned a respectful distance away for added privacy and a wonderful sense of openness. An extensive hardscaped patio creates a beautiful outdoor living space for relaxing, dining, and entertaining. Four Seasons at Kent Island offers resort-style 55+ living with a 24,000-square-foot waterfront clubhouse on the Chester River, indoor and outdoor pools, fitness center, pickleball and tennis, walking trails, dog park, fishing pier, transient boat slips, waterfront Tiki Bar, and an active calendar of social events. **True one-level living with no steps, three bedrooms, a premium fairway setting, and exceptional outdoor space make this Killarney a rare find in Four Seasons.**

117 Harrier Way, Chester

Listing courtesy of RE/MAX Executive. Contact:

$412,000
3 Beds ⋅ 2 Baths
Nestled up to vast farm land, this exquisite ranch-style home offers a perfect blend of comfort and sophistication.This residence boasts a well-maintained exterior with charming vinyl siding, inviting you into a space that feels both warm and welcoming. Step inside to discover an open floor plan that seamlessly integrates the kitchen and living areas, creating an ideal setting for both relaxation and entertaining. The luxury vinyl plank flooring flows gracefully throughout, providing a stylish yet durable foundation for your daily life. Natural light pours in, accentuating the spaciousness and warmth of the home. The heart of this residence is undoubtedly the modern kitchen, equipped with SS Appliances that cater to your culinary aspirations. Featuring an electric oven/range, a sleek microwave, and a dishwasher, this kitchen is designed for both functionality and elegance. The refrigerator offers ample storage for all your gourmet ingredients, making meal preparation a delight. With 3 bedrooms and 2 full bathrooms, this home provides plenty of space for comfort and privacy. Updated Ceiling Fans and Lights throughout the home ensure a refreshing atmosphere year-round. Brand New Roof and Water Heater Installed 2024. Step outside to enjoy the inviting patio, new fence, perfect for morning coffee or evening gatherings under the stars. The expansive 0.26-acre lot offers plenty of room for outdoor activities, gardening, or simply enjoying the tranquility of your surroundings. Parking is a breeze with an attached garage and additional driveway space for guests. The gravel driveway adds a rustic charm while ensuring easy access. This property is not just a house; it's a lifestyle. Experience the joy of living in a well-appointed home that combines modern conveniences with a cozy atmosphere. Whether you're hosting friends or enjoying a quiet evening, this residence is designed to meet your every need. Embrace the opportunity to make this beautiful home your own and enjoy the exclusive lifestyle it offers. Sale of this Home is Contingent upon Sellers finding their home of choice.

117 Wright Rd, Chester

Listing courtesy of Douglas Realty LLC. Contact:

$1,199,900
5 Beds ⋅ 3 Baths
COMING SOON. It's rare to find a designer home on a 1.4 acre lot with an in-ground saltwater pool and direct waterfront access on Kent Island at this price tag. From the moment you arrive, the outdoor setting feels like a private resort. A sparkling saltwater pool is surrounded by a newly hardscaped stone terrace, mature lawn & landscaping, apple tree, fig tree, cypress tree, and even strawberries! The rear backs up to farmland creating a secluded, private feel. Walk out your front door, directly to the left of the house to access your own 90 foot pier extends out offering direct access to Kirwan Creek for small boats, kayaking, paddle boarding, fishing, crabbing, wildlife and sunset watching. Imagine walking outside, breathe in the fresh air with morning coffee in hand, walk across your beautiful flat yard, pick a fresh apple along the way, and step onto your own dock to enjoy the classic Chesapeake Bay lifestyle you've been craving. Moving inside the 3,000 square foot home, the original intent of the owner was to create coastal inspired retreat for anyone who walked through the front doors. Each space has been re-imagined with professional interior designer style throughout with coastal wallpaper, nautical colors, custom curtains, trim work, updated light fixtures and more. The main level heart of the home you'll find an updated kitchen (currently under construction for new light countertops, ceramic tile backsplash, and fresh hardware) with a sweet breakfast table nook. Off the kitchen is a dedicated dining room space with gorgeous wallpaper and updated lighting overlooking the backyard. Step down to the airy main living room centered by electric fireplace and opening to a stunning all window sunroom overlooking your backyard paradise.  The main level front room has been converted to functional main level bedroom and the bathroom was updated to a full main level bathroom. Upstairs, the oversized primary suite is designed as a true private retreat, complete with a dedicated lounge area and dreamy spa inspired bathroom. The stunning bath features a freestanding soaking tub, double vanity, large-format tile, and a beautiful tiled shower with dual shower heads. Three additional bedrooms including a custom-designed bunk room with a beautifully renovated hall full bathroom, while a dedicated laundry space off the upstairs hallway adds everyday convenience. The garage was converted into a recreational space (2026) similar to what could be offered by a "finished basement" with versatility to be additional living room, game room, playroom, gym, or easily converted back to the 2 car garage for covered parking. Notable system updates: insulated and added vapor barrier to crawlspace (2026), installed HVAC in garage (2026), main house HVAC (2020), added mini split in sunroom (2022), hot water heater (2022), full primary bathroom renovation (2026), kitchen updated (2026), main level bathroom (2026), hallway renovation bathroom (2026), refinished/stained hardwood floors (2026), newer pool equipment, painted brick on exterior with special masonry paint (2026), and much more (see full list). Nestled within in close-knit community of Kirwans Landing on Kent Island, you are surrounded by homes on large, manicured lots with a strong sense of pride to the overall appearance of the neighborhood. You are walking distance to the community marina with access to private boat slip in deep water. The neighborhood is an easy 5 min drive to Bay Bridge. This is a WOW property that you must see in person to appreciate how special it would be to call this your home. Living on Kent Island offers a waterfront, relaxed lifestyle with a little more space than other waterfront areas in Maryland.

162 Kirwans Landing Ln, Chester

Listing courtesy of Next Step Realty. Contact:

$769,900
2 Beds ⋅ 3 Baths
NEW LISTING in the Premiere 55+ Community of Four Seasons @ Kent Island * Offering This Lovely Taylor Model w 2/3 Bedrooms + 2.5 Baths and 3rd Car Tandem Garage * Gorgeous Light Colored Laminated Wood Flooring * Impressive Island w Bar Overhang/Counter Seating + Added Optional Bank of Cabinets w Bonus Counter Space * Pantry * Gas Cooking * Tile Backsplash * Under Cabinet Lighting. This Turn-Key Taylor Model Offers a Comfortable 2014 sf of Living Space with Large Volume Ceilings and Flowing Ever Popular Kitchen-to-Dining-to-Family Room Floor Plan at the Center of the Home. The Bedrooms are Flanked with the 2nd Bedroom with En Suite Full Bath + Walk-In Closet at the Front of the Home and a Rear Facing Primary Bedroom with Tray Ceiling, Triple Windows + Walk-In Closet and En Suite Full Bath with Substantial His 'n Her Vanities and Easy Walk-In Shower. Off the Foyer there is a Versatile Flex Room Accented with Sliding Barn Doors Which Serves Nicely as a Den/Office/Additional Sleeping Area for the Grandkids and Serviced by the Foyer Powder Room Across the Hall. Around the Corner is a Built-In Coat Drop Station and Separate Laundry Room with New Full-Sized Front-Loading Washer and Dryer. The Garage is Spectacular Offering Coveted Additional Parking for a 3rd Car/Golf Cart OR Use it as Additional Storage/Workshop Area. This Home is Propane Gas Heat, Central A/C, Rinnai Tankless Gas Water Heater and Public Water, Public Sewer. At a Mere 1 Year Old, This Home Feels Brand New and Has Been Lightly Lived In and Lovingly Maintained. It Offers an Immediate Move-In Scenario for the Lucky Buyer. Don't Wait for the Builder and Be in by the Holidays! AGENTS: We Are Agent Friendly and We Split Transfer Taxes and Recordation Fees with the Buyer and Offer a Re-Issue Rate on the Title Insurance + Survey to Pass On. The Community of Four Seasons Offers Unparalleled Amenities to Include a 24,000 sf Club House Situated on the Chester River and is Home to a Community Space Where Vibrant Activities are Available to its Vibrant Neighbors and Provides Resort Style Gym, Yoga, Billard's Room, Library, Ballroom and Indoor Pool w Hot Tub + Infinity Outdoor Pool, Cabana, Lounge Areas, Amphitheatre, Fishing Pier, Dog Park, Pickle Ball, Tennis, Bocce Ball + Tot Lot. Homeowners Get Included Grass Cutting, Fertilization + Pesticide Spraying and Lawn Irrigation as a Part of the $315 Monthly HOA Fee Allowing You to Spend More Time Enjoying and Less Time Maintaining! Located 20 Minutes to Historic Downtown Annapolis and to the Regional Anne Arundel Medical Center with an Outpatient Pavilion in Kent Island. It is 30 minutes to Baltimore/Washington International Airport and there are numerous local airport shuttle services offering door to door service making travel easy and stress free for you and your visiting guests. Kent Island Offers a Variety of Wonderful Restaurants Featuring Local Seafood Cuisine + Numerous Marinas and a Freedom Boat Club Location. Four Seasons @ Kent Island is a Wonderful Year-Round or 2nd Home Location for Those Envisioning a Nautically Inspired Lifestyle Combined with a Beautiful, Maintenance Free Home. 168 Redstart Dr is Waiting For You! Call Helpful Lister for More Info.

168 Redstart Dr, Chester

Listing courtesy of RE/MAX Leading Edge. Contact:

$515,000
4 Beds ⋅ 3 Baths
Welcome to this lovely 4-bedroom, 2.5-bath home tucked away on a quiet cul-de-sac in the private community of Heritage, right in the heart of Centreville! Inside, you’ll find beautiful hardwood floors throughout much of the main living area, along with carpeting that is only 1 year old. The spacious kitchen offers plenty of room to gather, featuring a large island and gas cooking, while the adjoining living room provides a cozy gas fireplace for relaxing on chilly evenings. A separate family room offers additional living space, as well as a separate dining room for larger gatherings. The convenient upper-level laundry is located right outside the bedrooms, all of which are very spacious. The primary bedroom features an updated shower. Recent improvements include a new water heater approximately 1 year old, a new backyard fence, and an HVAC compressor believed to be approximately 5 years old. Step outside to enjoy the large covered front porch, or relax in the enclosed rear porch with skylights, overlooking a private backyard that backs to protected trees. Seasonal winter views of the stream beyond the backyard add to the peaceful setting and natural backdrop. Ideally located close to Centreville’s schools, dining, shopping, parks and the Wharf, with easy access to major commuting routes, this home offers comfortable living in a convenient Centreville location. *More Photos COMING SOON!*

225 Autumn Ln, Centreville

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

$415,000
3 Beds ⋅ 3 Baths
Welcome to the historic Old Brick School House, a truly unique property nestled on 2.1 acres in the peaceful countryside of Centreville. At the heart of the property is the original brick schoolhouse, which was thoughtfully expanded to create the spacious, functional home you see today. The result is a wonderful blend of local history and comfortable everyday living. The original schoolhouse now lives on as a special part of this 3 bedroom, 2.5 bath home offering over 1,900 square feet of one level living, along with a two car garage providing plenty of space for parking, storage, and more. Several major improvements have already been completed, including a NEW furnace just a few months ago, a new septic system in 2020, a new roof in 2023, and mini-split air conditioning, providing added peace of mind for the next owner. Outside, enjoy just over two acres with plenty of room to enjoy the quiet beauty of Maryland’s Eastern Shore. Convenient access to Route 301 makes getting around easy, while Kent Narrows is approximately 20 minutes away for dining, boating, shopping, and recreation. More than just a home, this property offers the opportunity to become part of a special piece of Queen Anne’s County history while enjoying the space and functionality of a home that has grown well beyond its original schoolhouse beginnings. Schedule your private tour and come see what makes 701 White Marsh Road so unique!

701 White Marsh Rd, Centreville

Listing courtesy of RE/MAX Executive. Contact:

$89,900
Hard to find building lot on the edge of town. This beautiful lot is zoned R-2 with a multitude of potential uses including residential, churches, schools, elderly housing, nursing homes, cemeteries, government office building, day care centers & many more. Public water/sewer allocation through the town of Centreville. Build now or invest for later. Walk to the waterfront park/boat ramp & docks, restaurants, shopping, schools, doctors or check out historic Centreville. Co-owner realtor.

Johnstown Lane, Centreville

Listing courtesy of Taylor Properties. Contact:

$789,000
5 Beds ⋅ 5 Baths
Centreville - Close to everything but yet privacy at its finest! This contemporary home has been completely remodeled and is what you have been looking for. The open floor plan and the large rooms featured in this 5-bedroom 4.5 bath home. Great for entertaining inside and outside with inground swimming pool. This home also has a full basement that you could finish off as well. No HOA and ready to move in.

400 Perlee Rd, Centreville

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

$849,000
4 Beds ⋅ 2 Baths
Love Point Area - Pristine home located on 1.43 acres with no HOA. This home offers you the opportunity to have space inside and outside. The property features an inground pool and screen porch for perfect outdoor entertaining. Privacy and still convenient to shopping and for commuting. The pride of ownership shows throughout this home and offers upgrades and open living space for entertaining. This property is in move in condition and ready for you to call home!

1413 Love Point Rd, Stevensville

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

$549,000
3 Beds ⋅ 2 Baths
Enjoy easy one-level living in the highly desirable Prospect Bay community at 12 Greenwood Shoals. Set on just over an acre, this inviting three-bedroom, two-bath home offers the convenience of having all of your main living spaces on one level, paired with a peaceful setting in one of Grasonville’s most sought after golf and waterfront communities. Inside, a functional floor plan creates comfortable spaces for everyday living and entertaining with an open concept living room and kitchen that opens up to a large deck overlooking the backyard. The primary suite has a large closet and the two additional bedrooms offer plenty of space for guests or a home office. An oversized two-car garage offers exceptional additional space with room for storage, a golf cart, kayaks, canoes, or other outdoor gear - perfectly suited for the Prospect Bay lifestyle. A newer gutter system adds another thoughtful update to the home. Outside, the spacious fenced backyard is surrounded by mature trees, providing wonderful shade and creating a private, peaceful setting for relaxing, entertaining, pets, or play. Updated landscaping enhances the home’s curb appeal, while shallow water access from the property provides an ideal spot to launch a kayak or canoe and explore the surrounding waterways. Living in Prospect Bay means enjoying a lifestyle centered around recreation and community, with amenities including an 18-hole golf course, swimming pool, tennis and pickleball courts, clubhouse with restaurant and bar, marina, boat ramp, social activities, and more. Owner/Agent.

12 Greenwood Shls, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

$464,900
3 Beds ⋅ 3 Baths
Welcome home to this beautifully maintained and fully updated 3-bedroom home, just 8 years young! Featuring like-new systems and roof, this home offers modern comfort and peace of mind. A 4-foot bump-out provides additional living space, while the upgraded kitchen boasts stainless steel appliances and sliding glass doors leading to a spacious 12x20 composite deck—perfect for entertaining. Enjoy outdoor living with an above-ground pool, fully fenced backyard with white vinyl privacy fencing, and a crushed stone patio that leads to a cozy fire pit area. The long gravel driveway and oversized two-car garage offer ample parking and storage. Inside, you’ll find a spacious primary bedroom with a private full bath, plus an additional family room on the lower level with a convenient half bath—ideal for extra living space, guests, or a home office. Perfectly maintained from the front door throughout, this hidden gem is conveniently located near Route 50, making it an excellent choice for commuters. No HOA!

206 Melvin Ave, Grasonville

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

$699,000
4 Beds ⋅ 3 Baths
KENT ISLAND LIVING, UPGRADED. Welcome to Queen Anne Colony, where coastal lifestyle meets a home that has already had the big-ticket work DONE. Offering over 2,100 sq ft, a private pool, beautifully renovated interior, and access to a community marina, this is the kind of home that lets you move in and immediately start enjoying everything Kent Island has to offer. Inside, the showstopper is the fully renovated kitchen featuring gorgeous quartz countertops, abundant cabinetry, and a layout made for entertaining. Hardwood floors bring warmth and character throughout, while updated bathrooms and TWO fireplaces create a home that feels both elevated and inviting. And the upgrades go far beyond what you can see. A new roof (2023), siding (2026), garage door (2025), water heater and water softener (2024), HVAC (2018), brand-new washer and dryer (2026), pool liner (2021), and an encapsulated crawlspace mean many of the expensive projects buyers worry about have already been handled. Outside, your own private backyard retreat is waiting. Spend summer days by the pool, entertain friends, or simply unwind after a day on the water. Then there’s Queen Anne Colony itself. With a community marina offering convenient boating access and a community park, you’re not simply buying a home—you’re buying into the Kent Island lifestyle. Renovated. Upgraded. Pool. Marina access. Kent Island. This one checks the boxes buyers are looking for, and it’s ready for its next owner.

407 Five Farms Dr, Stevensville

Listing courtesy of RE/MAX Executive. Contact:

$549,000
4 Beds ⋅ 4 Baths
Get ready. One of the largest lots in the community. Corner lot. Updated hardwood floors. Updated kitchen. Custom trim. Fully finished basement. Storage room. Stay tuned.

105 E Brook Dr, Centreville

Listing courtesy of RE/MAX Executive. Contact:

$599,000
Unique opportunity to own a versatile three-unit property situated on approximately one-half acre in Chester. The property features a main residence with 2 bedrooms, 1 full bathroom, and a full basement, offering comfortable living space for an owner-occupant or tenant. A separate building on the property includes two additional rental units: a ground-level 1-bedroom efficiency apartment and an upper-level unit with 2 bedrooms and 1 full bathroom. This setup provides excellent income-producing potential while maintaining privacy between residences. Conveniently located near shopping, dining, and everyday amenities, this property is ideal for investors or buyers seeking a live-in rental opportunity with multiple income streams.

231 Dominion Rd, Chester

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

$599,000
5 Beds ⋅ 3 Baths
A rare opportunity to own a property that combines comfortable living with income-producing potential. The primary residence features 2 bedrooms, 1 full bathroom, and a full basement, offering ample storage and living space. Behind the main home is a separate building with two additional rental units. The lower-level unit is a cozy 1-bedroom efficiency apartment, while the upper-level unit offers 2 bedrooms and 1 full bathroom, providing excellent options for rental income or multi-generational living. Situated on approximately one-half acre in Chester, this property offers a convenient location close to shopping, dining, and everyday amenities. Whether you're looking to offset your mortgage with rental income or invest in a versatile property, this unique opportunity is not to be missed.

231 Dominion Rd, Chester

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

$1,439,999
3 Beds ⋅ 3 Baths
Experience exceptional waterfront living in this stunning 3-bedroom, 2.5-bath condominium offering what are arguably the best views in the community. Positioned to capture breathtaking panoramic views of the Chester River, this home provides a front-row seat to beautiful sunrises, and the peaceful beauty of the Chesapeake Bay lifestyle. The spacious primary suite is a true retreat featuring a private sitting room, walk-in closet, and a luxurious en-suite bath. The open-concept design showcases the incredible water views throughout the main living spaces, creating the perfect backdrop for everyday living and entertaining. One of the most desirable locations in the community, this home offers protected water views with no expected future obstruction, allowing you to enjoy the scenery for years to come. Enjoy the convenience of being able to walk to the community pool and amenities without having to drive to the clubhouse. Additional features include a one-car garage with an additional storage room, plus private driveway parking, providing both convenience and storage. Enjoy the ease of maintenance-free waterfront living in one of Kent Island's premier communities, with easy access to marinas, waterfront dining, shopping, and the Bay Bridge.

129 Wheelhouse Way Unit 21, Chester

Listing courtesy of Rise Real Estate, LLC. Contact:

$585,000
2 Beds ⋅ 3 Baths
Priced well below market value! The builder can not compete with this price. Welcome to one of the most desirable locations in Four Seasons at Kent Island, where luxury, convenience, and resort-style living come together in a way that few homes in the community can offer. This beautifully upgraded first-floor Magothy model is not only one of the closest residences to the Chester River, but also enjoys a premium location just one building away from the community clubhouse and only steps from the outdoor and indoor pools. One of the most unique advantages of this first-floor residence is its size. Unlike the second, third, and fourth-floor Magothy models, first-floor units offer approximately 100 additional square feet of living space, creating a more spacious and comfortable layout. Combined with more than $30,000 in post-purchase upgrades, this condo stands apart from the moment you walk through the door. By far the most impressive feature, however, is the extraordinary access to the waterfront. Step through your sliding glass doors and find yourself just moments from the Chester River. The peaceful setting allows you to enjoy water views, wildlife, and gentle river breezes from your private patio while offering one of the most coveted locations within the community. Whether you're taking a morning stroll along the shoreline or relaxing outdoors with a cup of coffee, the river feels like an extension of your backyard. Inside, luxury vinyl plank flooring flows throughout the home, complementing the bright, open floor plan filled with natural light from oversized windows and soaring ceilings. The gourmet kitchen is designed for both everyday living and entertaining, featuring a large center island, under-cabinet lighting, abundant cabinetry, and a custom dry bar area. The adjoining dining and living spaces create a seamless gathering area, highlighted by recessed lighting and a cozy electric fireplace. The spacious primary suite serves as a private retreat with dual closets and a beautifully upgraded bath featuring double vanities, custom tile work, a walk-in shower, and dual shower heads. A generous guest bedroom and adjacent full bath provide comfortable accommodations for family and visitors alike. Additional features include a private locked storage room, garage, custom finishes throughout, and a covered patio accented with stacked stone columns—an ideal place to unwind and enjoy the tranquil surroundings. With the clubhouse and pool just steps away, you'll enjoy unmatched convenience while still maintaining a peaceful and private setting. Residents of Four Seasons enjoy an exceptional resort-style lifestyle with a stunning clubhouse, indoor and outdoor pools, tennis and pickleball courts, fitness facilities, walking and biking trails, a community pier, and a full calendar of social activities coordinated by the community lifestyle director. Conveniently located near waterfront dining, marinas, golf courses, Annapolis, Baltimore, Washington, D.C., and BWI Airport, this is Eastern Shore living at its finest. Opportunities to own a first-floor waterfront-proximity unit in this location are exceptionally rare. With extra square footage, extensive upgrades, steps-to-the-pool convenience, and one of the closest locations in the community to the Chester River, this home offers a lifestyle that simply cannot be replicated.

129 Wheelhouse Way Unit 11, Chester

Listing courtesy of RE/MAX Executive. Contact:

$499,000
2 Beds ⋅ 3 Baths
Welcome to 7B Queen Victoria Way at Queen’s Landing, a beautifully renovated waterfront residence with spectacular views of the marina basin, marina fairway, and Chester River. The largest residence in Building 7, this spacious 2-bedroom, 2½-bath home with loft offers three levels of living and combines the ease of condominium ownership with the space and feel of a townhome. The extensive renovation creates a fresh, modern, move-in-ready interior featuring an open main level, wide-plank luxury vinyl flooring, refreshed baths, and an updated kitchen with white cabinetry, quartz countertops, stainless-steel appliances, pantry storage, and an eating bar. The waterfront primary bedroom enjoys beautiful views, while the versatile loft is ideal for a home office, guest area, reading retreat, or second sitting room. Step directly from the kitchen onto the gated walk-out waterfront patio and enjoy exceptional water and marina views, outdoor dining, entertaining, or simply watching the boats come and go. Multiple outdoor living areas provide even more opportunities to enjoy the waterfront setting. Queen’s Landing amenities include a waterfront pool and clubhouse, tennis and pickleball courts, fitness and racquetball facilities, scenic walking paths, kayak storage and launch areas, and a full-service marina with slips for sail and power boats. Major renovation, generous living space, outstanding views, and the Queen’s Landing waterfront lifestyle come together at 7B Queen Victoria Way. Offering the best of both worlds---condominium ownership with space, privacy, and multi-level layout of a townhome.

7 Queen Victoria Way Unit B, Chester

Listing courtesy of RE/MAX Allegiance. Contact:

$398,000
3 Beds ⋅ 2 Baths
Bring the boat. Leave the projects behind. Unbeatable value!!- this fully updated home sits on a double lot in a water-oriented community where waterfront parks and water access are just a short walk away. Inside, easy one-level living meets move-in-ready comfort: hardwood floors, a updated kitchen and two full baths, new windows and siding, an updated roof and HVAC, plus an encapsulated crawlspace. Spend your weekends on the water, come home to a yard with room to spread out, with HUGE deck begging to entertain with large fenced backyard. Unpack your bags and make it yours. The generous double lot leaves room to dream about a spacious outbuilding or future expansion. Matapeake school district. HURRY to claim!

624 Romancoke Rd, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact:

$539,990
4 Beds ⋅ 3 Baths
NEW CONSTRUCTION IN KENT ISLAND ESTATES – FOUNDATION IS IN! Welcome to 101 Oakwood, a brand-new Schaefer Homes Eastport model featuring 4 bedrooms, 2.5 baths and an attached garage, with expected completion in early 2027. Best of all—there’s still time to pick your finishes and make it yours! Enjoy an open, functional floor plan with gorgeous cabinetry and quartz countertops included as standard features. Upstairs you'll find four spacious bedrooms, all with great closet space, including a beautiful primary suite with walk-in closet, double vanity and tiled shower with frameless glass enclosure. Located in Kent Island Estates, enjoy a voluntary community association with community beaches and social events, plus nearby access to the South Island Trail, Blue Heron Golf Course, pickleball courts and Romancoke Fishing Pier. Get the custom-home feel without the custom-home price! The foundation is in, so now is the time to choose your finishes. Ask about the opportunity for a 3.99% interest rate!* *Special financing subject to lender terms, eligibility and availability.

101 Oak St, Stevensville

Listing courtesy of Samson Properties. Contact:

$549,950
2 Beds ⋅ 3 Baths
Experience everything Four Seasons at Kent Island has to offer without the wait! Less than one year old, this beautifully maintained home shows like new and offers one of the most desirable locations in the community, with exceptional water views, ground-level living, and an easy walk to the clubhouse and resort-style amenities. Plus, the home is still under warranty with the builder. Inside, you'll find an open-concept floor plan filled with natural light and beautiful water views. The gourmet kitchen features quartz countertops, upgraded cabinetry, GE Café appliances including double wall ovens, stainless steel appliances, tile backsplash, and plenty of space for entertaining. Luxury vinyl plank flooring flows through the main living areas, and an electric fireplace adds a cozy touch to the living room. The primary suite offers water views, private patio access, a large walk-in closet, and a spacious ensuite bath. A second bedroom suite provides a comfortable space for guests, while the private office offers flexibility for working from home or additional living space. Other upgrades include approximately $8,000 in remote-controlled window treatments, a private walk-out patio, climate-controlled storage, and an attached one-car garage. Step outside and enjoy the convenience of ground-level access and the waterfront lifestyle that makes Four Seasons so special. The 24,000-square-foot Chester House clubhouse is just a short walk away and features indoor and outdoor pools, a fitness center, yoga studio, game rooms, library, gathering spaces, and more. Residents also enjoy pickleball, tennis, bocce, walking and biking trails, a kayak and paddleboard launch, fishing and boat pier, dog park, waterfront beach area, fire pits, tiki bar, and a full calendar of clubs, fitness classes, and social events. Located on Kent Island just minutes from the Bay Bridge, Four Seasons offers easy access to Annapolis, Baltimore, DC, and Maryland's Eastern Shore. Waterfront dining, boating, golf, shopping, and the Chesapeake Bay lifestyle are all close by. Why wait for new construction when you can move right into a nearly new home with upgrades already completed?

630 Warbler Way, Chester

Listing courtesy of RE/MAX Executive. Contact:

$619,990
4 Beds ⋅ 3 Baths
**NEW CONSTRUCTION IN KENT ISLAND ESTATES – BEING FRAMED NOW!** Welcome to 103 Worcester, a brand-new **Schaefer Homes Monroe model** featuring **4 bedrooms, 2.5 baths and a 2-car garage**, with expected completion in **early 2027**. Construction is underway, so now is the time to **come pick your finishes!** With so many upgrades already included, enjoy the look and feel of a custom home without the custom-home price. The Monroe offers an open main level with a spacious kitchen, dining area and great room—perfect for everyday living and entertaining—with all four bedrooms upstairs, including a private owner's suite with walk in tiled shower and double vanity. Located in **Kent Island Estates**, where the community association is voluntary, you'll enjoy access to community beaches and plenty of neighborhood social events. The **South Island Trail, Blue Heron Golf Course, pickleball courts and Romancoke Fishing Pier** are all nearby, putting some of the best of Kent Island recreation right outside your door. **Brand-new home. Your finishes. Island lifestyle.** Get in early and make 103 Worcester your own!

103 Worcester Rd, Stevensville

Listing courtesy of Samson Properties. Contact:

$699,999
4 Beds ⋅ 3 Baths
Rare opportunity to own an exceptional 8± acre residential farmette in Church Hill in Queen Anne's County! This versatile property features a 3-story, 4 bedroom, and 1 full bathroom and 2-half bathrooms farmhouse with 2,256 sq ft of living space, including a spacious living room, formal dining room, updated kitchen, sunroom, front porch, and patio surrounded by mature trees and established gardens. Perfect for an equestrian or hobby farm, the land includes 5± acres of pastures and a 2,600± sq ft barn equipped with 5 horse stalls, a large storage loft, an enclosed workshop, electric, and water. A separate 870± sq ft climate-controlled recreational outbuilding with a half bath offers the perfect footprint for a private home office, gym, or guest suite. Enjoy a private, secluded country setting without sacrificing convenience—located less than 0.5 miles from Rt 213 and 3.5 miles from Rt 301 for an easy commute. By Appointment Only - the road becomes the private driveway onto the property so viewing the property by driving by cannot be done.

300 Cemetery Ln, Church Hill

Listing courtesy of National Land Realty, LLC. Contact:

$410,000
3 Beds ⋅ 3 Baths
Welcome home to this beautifully updated end-unit townhome in the desirable Bayside community, facing a peaceful row of trees. This spacious three-level home offers an open, inviting layout, beautiful hardwood floors, and numerous recent updates. Enter from the main-level foyer into a spacious bonus room—perfect for a family room, home office, gym, or additional entertaining space. Step directly outside to the back deck, where you can enjoy grilling and entertaining while overlooking the large grassy common area. Upstairs, the open-concept main living level features a spacious living room with a gas fireplace and access to a second deck, a dining area, and an updated kitchen, all complemented by beautiful hardwood flooring. A convenient updated half bath completes this level. The top floor offers three generously sized bedrooms. The primary suite features a beautiful custom accent wall and an updated primary bath, creating a comfortable and stylish retreat. The updated hall bathroom serves the additional bedrooms. Recent major updates include a new HVAC system (2025) and a new hot water heater (2026). Condo replaced roof and skylight (2025) & power-washed exterior (9/2026). All providing added peace of mind for the next owner. Enjoy all that the Bayside community has to offer, including an outdoor pool, hot tub, tennis/pickleball courts, clubhouse with meeting/party room, and exercise room. The location is ideal for an active lifestyle, with a short walk to the Chester River, a local pub, the Cross Island Trail, and a marina. You'll also enjoy easy access to the Bay Bridge, restaurants, shopping, and all that Kent Island and Maryland's Eastern Shore have to offer. Move-in ready, beautifully updated, and perfectly situated—this Bayside townhome is ready to welcome you home!

510 Auckland Way, Chester

Listing courtesy of Engel & Volkers Annapolis. Contact:

$969,990
2 Beds ⋅ 3 Baths
Welcome to the Taylor, a beautifully designed home offering 2 bedrooms, 2 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.

118 Kinglet Ct, Chester

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

$999,990
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.

114 Kinglet Ct, Chester

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

$899,990
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.

247 Redstart Dr, Chester

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

$849,990
3 Beds ⋅ 3 Baths
Come pick your finishes + $5,000 in closing offered with settlement on or before 12/15/2026! NEW CONSTRUCTION IN QUEEN ANNE COLONY – READY THIS NOVEMBER! Enjoy easy one-level living in this beautifully upgraded Schaefer Homes Raleigh model featuring 3 bedrooms, 3 full baths and an open floor plan designed for comfortable everyday living. Upgrades include LVP flooring throughout, walk-in tiled showers, upgraded kitchen with backsplash, stone-accented exterior and a screened porch perfect for relaxing or entertaining. Located in sought-after Queen Anne Colony, you'll enjoy the privacy of island living with public sewer, private well and unbeatable convenience just off the first Kent Island exit. Walk or bike the South Island Trail to nearby pickleball courts and the fishing pier, or enjoy a round at Blue Heron Golf Course just a short walk away. Brand-new, one-level living with recreation right outside your door and no older-home renovation list!

313 Columbia Ln, Stevensville

Listing courtesy of Samson Properties. Contact:

$635,000
5 Beds ⋅ 3 Baths
This charming traditional home, offers a perfect blend of comfort and functionality. With 2,818 square feet of thoughtfully designed living space, this residence features five spacious bedrooms and two and a half bathrooms, ensuring ample room for relaxation and privacy. Step inside to discover a cozy family room with wood burning fireplace that seamlessly connects to the kitchen, creating an inviting space for gatherings and everyday living. The kitchen boasts a gorgeous quartz island, perfect for casual meals or entertaining guests as well as a tastefully designed formal dining room. As you move upstairs, you'll find four spacious bedrooms and 2 full bathrooms including a primary suite. Enjoy the luxury of a soaking tub in the primary bathroom, providing a serene escape after a long day. The 3rd floor features an oversized bedroom or recreation room. The possibilities are endless, create a home gym, theatre or gaming room or office space. Outside, the property features a side-entry garage with additional storage space, ensuring convenience and organization. The 0.27-acre lot provides a lovely fenced in outdoor area for gardening or simply enjoying the fresh air. This home is not just a place to live; it's a place to create lasting memories. Experience the perfect blend of style, comfort, and functionality in this delightful residence. Multi-use zoning allows your home business dreams to come true. Zoned residential and commercial.

1616 Postal Rd, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

$3,495,000
8 Beds ⋅ 9 Baths
An extraordinary opportunity to reimagine one of Kent Island's most substantial waterfront estates. Set on approximately 20 private acres with 883 feet of shoreline along Cox Creek and views extending toward Eastern Bay, 450 Seascape offers the scale, privacy and waterfront setting to create something truly exceptional. The property is significant in every sense. The main residence encompasses over 12,000 square feet with seven bedrooms, multiple living and entertaining spaces, two offices and a private theater. A separate approximately 3,200 sq. ft. resort building features an indoor pool and expansive entertaining space, while more than 2,200 square feet of garage space provides exceptional room for vehicles, boats, equipment and storage. For the next owner, however, the real opportunity is the chance to take this remarkable collection of land, waterfront and improvements and make it entirely their own. The main residence was designed on a grand scale, with generous rooms, extensive glass and numerous spaces oriented toward the water. Multiple bedroom suites provide flexibility for family and guests. A large private office above the garage has its own entrance, abundant built-in storage and peaceful views across the property. Created for entertaining, the home also features a dedicated private theater with tiered seating, a 172 inch screen, surround sound, custom millwork and its own HVAC system. Throughout the residence, the sheer size and variety of spaces provide an exceptional canvas for a new owner to update, redesign and create a waterfront home tailored to the way they want to live. Separate from the main house, the resort building offers another dimension entirely. At its center is an indoor Gunite saltwater pool designed for year-round enjoyment, complemented by a large entertainment area with an extensive Viking equipped bar and kitchen, fireplace, full bath and laundry. A mezzanine overlooks the pool and opens to elevated outdoor entertaining areas with panoramic views across the property and water. Beyond the improvements, the setting is what makes 450 Seascape difficult to replicate. Approximately 20 acres provide remarkable privacy and room to create a waterfront compound, while 883 feet of shoreline establishes an extraordinary connection to the Chesapeake Bay landscape. A private pier puts Eastern Bay and some of the Chesapeake's most desirable destinations within easy reach. Cruise from your own backyard toward St. Michaels, Tilghman Island, Oxford and the Kent Narrows, or continue out onto the open waters of the Chesapeake Bay. 450 Seascape is not simply an opportunity to purchase a large waterfront home. It is an opportunity to take an estate of unusual scale; 20 acres, extensive shoreline, substantial existing improvements and exceptional boating access; and reinvent it for its next chapter. For the buyer with vision, the foundation is already here.

450 Seascape Ln, Stevensville

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