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$619,990
2 Beds ⋅ 3 Baths
Welcome to the Magothy, a beautifully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home blends modern comfort with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting setting for everyday living and entertaining. The owner’s suite includes a private sitting room and large walk-in closets, offering a spacious and relaxing retreat. The kitchen is designed for both style and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Laminate flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath is thoughtfully designed with a walk-in shower featuring a seat and handheld shower wand, double sinks, and quartz countertops for added comfort and functionality. 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 #2911, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$600,000
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: 4435741600
$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.

532 Warbler Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$819,990
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: 4102083500
$210,000
3 Beds ⋅ 2 Baths
Welcome to 3701 Barclay Rd, a fantastic opportunity to own a 3-bedroom, 2-bath manufactured home on nearly half an acre in the peaceful countryside of Queen Anne's County. Built in 2004, this property offers a spacious open floor plan ready for your vision and personal touch. Inside, you'll find a generously sized living area that flows into the kitchen featuring a center island, making it an ideal layout for everyday living and entertaining. Step outside to enjoy the rear porch overlooking the backyard, complete with an above-ground pool and a shed/outbuilding for additional storage. Whether you're an investor searching for your next value-add project or a homeowner looking to build equity while creating your dream home, this property is packed with potential. With some updates and repairs, this home could truly shine. Enjoy the privacy and charm of country living while remaining within easy reach of nearby towns, shopping, and commuter routes. Located in the desirable Queen Anne's County Public School District. Property is being sold strictly as-is.

3701 Barclay Rd, Marydel

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$375,000
Opportunity meets location at this charming 1891 farmhouse situated on a spacious ¾-acre lot just a few short miles off 301 . Located within the Village Center District, this unique property offers the flexibility and visibility that entrepreneurs, tradespeople, hobbyists, and investors have been searching for. And NO TOWN TAXES. The home features 3 bedrooms and 2 full baths, blending historic character with thoughtful updates including granite countertops and stainless steel appliances. Outside, the standout feature is the impressive 32' x 24' detached garage with two 10' x 10' doors, providing ample space for a workshop, storage, equipment, vehicles, or business operations. Whether you're looking for a place to call home, a property with room to grow your business, or a combination of both, the possibilities here are hard to find. Enjoy the convenience of being just minutes from downtown Centreville, schools, shopping, dining, and major commuter routes while maintaining the space and flexibility that only a property like this can provide. Bring your vision and explore the potential of this rare Village Center opportunity. Buyers to complete their own due diligence for permitted use of the property and fees.

1645 Ruthsburg Rd, Centreville

Listing courtesy of Samson Properties. Contact: 7033788810
$719,990
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 October 2026, this home combines modern comfort with functional living spaces. The heart of the home features a dry bar and an electric fireplace, creating a warm and inviting atmosphere. A dedicated home office with lited French doors provides a stylish and private workspace. The kitchen is designed for both everyday living and entertaining, 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 seat and handheld shower wand, double sinks, and quartz countertops for added convenience and style. 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.

110 Boatswain Way Unit #3042, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$929,990
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.

540 Warbler Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$585,000
4 Beds ⋅ 5 Baths
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: 7033788810
$659,900
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:

$249,000
Rare offering of a surveyed, perced, and cleared commercial lot with high exposure in Queen Anne County! 1.49 acres. See attached documents for survey, perc, and allowable uses. This is an exceptional location to move your existing small business to or to start your new business.

Chester River Heights Road, Millington

Listing courtesy of Select Land & Homes, LLC. Contact: (410) 708-0956
$454,900
3 Beds ⋅ 3 Baths
Welcome to 102 Sophie Lane in the sought-after Ellendale community of Stevensville! This beautiful end-unit townhome offers 3 bedrooms, 2 full baths, 1 half bath, and a lower level flex room, combining comfort, style, and convenience. Inside, you’ll find a functional layout that’s perfect for everyday living and entertaining, with inviting living spaces, a seamless flow throughout, and natural light that enhances the home’s warm and welcoming feel. The living room is highlighted by a stylish shiplap accent wall with an electric fireplace, creating a warm and inviting focal point. The kitchen features granite countertops and an island, while the composite rear deck provides the perfect space to relax, entertain, or enjoy your morning coffee. The bedroom closets are thoughtfully outfitted with custom California Closets® organization systems, offering both style and exceptional storage. Located in the amenity-rich Ellendale community, residents enjoy access to a community pool, piers, walking trails, playgrounds, and beautifully maintained common areas, creating the perfect setting for an active lifestyle and family-friendly living. Conveniently located just minutes from shopping, dining, schools, and with easy access to Route 50, this home offers the ideal balance of neighborhood charm and convenience. Don’t miss your opportunity to own this beautiful home in one of Kent Island’s most desirable communities!

102 Sophie Ln, Stevensville

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690
$414,989
3 Beds ⋅ 3 Baths
NEW PRICE—NEW OPPORTUNITY IN ELLENDALE! Tucked away in the back of the community overlooking the peaceful pastures of Kent Manor Inn and the community pond, this beautifully maintained townhome offers low-maintenance Kent Island living in a premium location. The open floor plan features 9’ ceilings, abundant natural light and a two-car garage. Upstairs are two spacious bedrooms, while the finished lower-level flex space is perfect for a home office, gym, media room or guest space. Fresh paint and a newer roof make this home move-in ready! Enjoy community amenities including an outdoor pool, clubhouse, playground, fishing pier with floating dock, walking trails and boat storage. Less than a mile to Route 50 and the Bay Bridge, with shopping, dining and marinas just minutes away. Vacant and available for a quick settlement—come enjoy the Kent Island lifestyle!

111 Ryan Dorsey Ln, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242
$60,000
Vacant lot ready for your own choice of residence. Walking distance to the Chester River community access by boat or just enjoy the waterfront on the community deck.

233 Merganser Dr, Chestertown

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

$697,900
2 Beds ⋅ 2 Baths
Assumable VA Loan available w/interest rate in 5's to qualified buyers! Experience the ease of elegant one-level living in this exceptional home, located in one of Maryland's premier 55+ active adult communities on the Chesapeake Bay. Designed for both comfort and style, this beautifully appointed residence features a three-car tandem garage with an EV charger, a spacious screened porch, a cozy gas fireplace, upgraded trim and designer feature walls. Thoughtful enhancements include Hunter Douglas plantation shutters, custom California Closets in the owner's suite and second bedroom, modern ceiling fans throughout, reverse osmosis water filtration, and professionally treated energy-efficient windows that reduce UV rays and heat for year-round comfort. Beyond your front door, enjoy a true resort-style lifestyle just 45 miles from both Washington, D.C. and Baltimore. The impressive 24,000-square-foot clubhouse offers indoor and outdoor pools, a state-of-the-art fitness center, tennis and pickleball courts, and an active social calendar led by a full-time lifestyle director. From kayaking, yoga, and walking clubs to mahjong, pickleball, and countless social events, there is something for everyone. Located just steps from the waterfront and minutes from historic Annapolis, this vibrant Kent Island community combines small-town charm with exceptional convenience. Enjoy easy access to Route 50, along with nearby shopping, dining, and everything that makes Chesapeake Bay living so special.

121 Merlin Dr, Chester

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$15,000
Two adjoining unimproved residential lots totaling 0.696 acre, more or less, offered as an entirety in the Chesapeake Estates subdivision of Stevensville, Maryland. Situated on Kent Island in Queen Anne’s County, the property is located within an established residential neighborhood with convenient access to area amenities, waterfront recreation and major commuter routes via U.S. Route 50 and the Chesapeake Bay Bridge. Zoned NC-20 (Neighborhood Conservation), the wooded lots front on Maple Road and Bay Drive, both unimproved paper streets. This provides an opportunity to acquire residential land in one of Maryland’s most desirable Eastern Shore communities.

Bay Dr, Stevensville

Listing courtesy of A.J. Billig & Company. Contact:

$725,000
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: 4103042011
$509,900
4 Beds ⋅ 3 Baths
Priced to Sell! Welcome to 427 Brookfield Drive, a move-in ready home in Centreville's sought-after NorthBrook community, offering the perfect blend of space, comfort, privacy, and energy efficiency. Situated on a premium lot backing to White Marsh Park, this 4-bedroom, 2.5-bath home offers over 2,500 square feet of thoughtfully designed living space with no homes directly behind, providing peaceful views and a private backyard setting. The main level features a bright, open floor plan ideal for both everyday living and entertaining. The spacious family room showcases vaulted ceilings and a cozy propane fireplace and flows seamlessly into the kitchen, complete with granite countertops, stainless steel appliances, a double oven, and center island. A dedicated home office/flex space and convenient half bath add versatility for today's lifestyle. Upstairs, the spacious primary suite offers a private retreat with an en-suite bath and oversized walk-in closet. Three additional bedrooms, a full bath, and an upper-level laundry room provide the functionality buyers are looking for. One of the home's standout features is its energy-efficient solar panel system, helping reduce electricity costs while providing long-term savings and sustainability. Additional recent improvements include a new roof with transferable warranty (2023), luxury vinyl plank flooring (2024), new upper-level carpeting (2026), updated kitchen appliances, a vinyl privacy fence (2022), a new garage door (2024), freshly painted interior and resealed driveway. Enjoy all that NorthBrook has to offer, including walking trails, a playground, soccer field, and pavilion. Conveniently located just minutes from Historic Centreville, the Centreville Wharf & Public Landing, local parks, restaurants, shopping, and only 25 minutes from the Bay Bridge. If you've been searching for a well-maintained, energy-efficient home with modern updates, flexible living space, and a private setting, 427 Brookfield Drive is a must-see.

427 Brookfield Dr, Centreville

Listing courtesy of Compass. Contact: (410) 429-7425
$549,987
4 Beds ⋅ 3 Baths
YOUR PRIVATE COUNTRY RETREAT—4 BEDROOMS, SALTWATER POOL & MORE! This spacious 4-bedroom, 2.5-bath Colonial offers the peaceful setting you’ve been looking for with plenty of room inside and out. Soaring cathedral ceilings, abundant natural light and a cozy fireplace create a warm and inviting interior. Step outside to a large fenced backyard with an in-ground saltwater pool and plenty of space to entertain, relax or play. An attached 2-car garage plus expansive driveway provides ample parking. Solar panels help reduce monthly energy costs. Convenient to shopping, dining, schools and commuter routes while still offering that tucked-away country feel. Pool needs some work, but the seller is offering a credit at settlement—giving you the opportunity to make the pool your own and create the backyard oasis you’ve been dreaming of! Don’t miss this opportunity!

611 Clark Corners Rd, Centreville

Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242
$299,999
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:

$699,000
6 Beds ⋅ 5 Baths
**KENT ISLAND LIVING, THOUGHTFULLY DESIGNED FOR EVERYDAY LIFE!** OPEN DAILY BY APPT - Or stop by one of our OPEN HOUSES! With OVER $50,000 worth of upgrades when built - This beautiful Ellendale home offers the space you need, the flexibility you want, and an unbeatable Kent Island location just minutes from the Chesapeake Bay Bridge. While this is one of the community's larger homes, the thoughtfully designed floor plan keeps the main living areas comfortably centered on the main and upper levels, with the finished English basement providing additional space when you need it. The main level is where everyday life happens, with a beautiful gourmet kitchen featuring granite countertops, stainless steel appliances, an oversized island, and a butler's pantry with cabinetry and a beverage refrigerator. The kitchen opens to the family room and casual dining area, with sliding doors leading to the deck and fenced backyard. A private office and formal dining room add even more functionality without taking away from the open feel of the main living space. Upstairs, you'll find four bedrooms, including an expansive primary suite with dual walk-in closets and a spacious en-suite bath, plus a second primary bedroom/Jr. suite and two additional bedrooms connected by a Jack and Jill bath. The finished English basement adds an entirely separate level of flexibility with two additional bedrooms, both with walk-in closets, a full bath, a second family room, and a recreation/game room. Use it for guests, extended family, hobbies, entertaining, or simply have the extra space available when you need it. With nearly 4,300 square feet, a two-car garage, and six bedrooms total, this home offers plenty of room without requiring every square foot to be part of your everyday routine. And the location is hard to beat. Ellendale is close to Kent Island's schools, shopping, waterfront restaurants, marinas, parks, resorts, and water access, while the Chesapeake Bay Bridge is just minutes away for an easy commute off the island. Community amenities include a pool, tot lot, walking trails, and creek access for kayaking and other water activities. **Come see how this spacious home can give you room to live, room to host, and room to grow, all in the heart of Kent Island.**

247 Breeding Blvd, Stevensville

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

$169,000
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. Renovate the existing 3-bedroom cottage or explore the potential to rebuild using the existing foundation. 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: (410) 708-0956
$519,000
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:

$70,000
Finally, an affordable building lot! Come check out this mostly wooded .67 acres on the edge of the historic town of Church Hill. The lot backs to a creek. The owner has a letter from the town saying it should be able to hook into the public sewer. So many fun things to do nearby including theater, marina's, beaches, parks, restaurants and more. Won't last long.

New St, Church Hill

Listing courtesy of Taylor Properties. Contact:

$524,999
2 Beds ⋅ 3 Baths
NEW INCENTIVE — THE OWNERS WILL COVER YOUR $8,000 COMMUNITY BUY-IN WITH ACCEPTABLE OFFER! 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: 8554500442
$525,000
5 Beds ⋅ 3 Baths
Welcome to 205 Anchor Lane, a spacious and versatile home in the desirable Castle Marina community of Chester! Situated on a generous half-acre lot with no HOA, this oversized split foyer offers the flexibility, space, and location that today's buyers are looking for. With 5 bedrooms and 3 full bathrooms, this home provides room for everyone. The lower level offers excellent potential for multigenerational living, guest accommodations, or a future in-law suite. Fresh carpet, luxury vinyl plank flooring, and updated bathrooms create a move-in ready feel while still leaving opportunities to add your own personal touches and build equity. The functional floor plan offers multiple living spaces, a two-car garage, and abundant storage throughout. Outside, the expansive yard provides plenty of room for entertaining, gardening, pets, or simply enjoying the outdoors. Ideally located within walking distance to local dining, Castle Marina, and the Cross Island Trail, you'll love the convenience of enjoying the Kent Island lifestyle right from your doorstep. Public sewer service and well water add to the property's appeal. Whether you're searching for extra space, a home that can accommodate extended family, or simply a great value in a sought-after location, 205 Anchor Lane delivers endless possibilities.

205 Anchor Ln, Chester

Listing courtesy of Samson Properties. Contact: 7033788810
$749,000
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: 8003833535
$599,900
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: (866) 987-3937
$825,000
They aren’t making any more land so come grab this hard-to-find 14+ acres before its gone. Tucked away from the nearby waterfront communities with its rolling landscape & a private serene pond you will fall in love with this gorgeous property. So much room to play, relax, watch the wildlife and build your dream home. There is future subdivision potential for added value and public sewer is on Chester River Rd. This amazing property fronts on Loblolly Rd and Chester River Rd. Wonderful location, just minutes away from local parks, marina’s, cross island trail, hospitals, restaurants, shopping & recreational activities. For a limited time only, four lots including the cottage, totaling 18 acres (which may have further subdivision potential), is being offered at a discount. Potential investment opportunity.

Chester River Dr, Grasonville

Listing courtesy of Taylor Properties. Contact:

$329,500
Hard to find 3+ acres with pond & just steps from the water. Price to sell in the market. Come build your dream home on this beautiful property then relax & watch the eagles, herons and wildlife that frequent the pond. Wonderful location, just minutes away from local parks, marina’s, cross island trail, hospitals, restaurants, shopping, recreational activities & convenient to route 50.

Chester River Dr, Grasonville

Listing courtesy of Taylor Properties. Contact: