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Queen Annes County MD Homes for Sale with Pool

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  • 3 D Queen Victoria Ct, Chester, MD 21619
    3 D Queen Victoria Ct, Chester, MD 21619
    3 D Queen Victoria Ct, Chester, MD 21619
    /8

    $275,000

    • 1 Bed
    • 1 Bath
    • 724 Sq Ft

    3 D Queen Victoria Ct, Chester, MD 21619

    Welcome home to Queens Landing. One bedroom condo with open concept kitchen and living room. The spacious bedroom has plenty of closet space and access to a gated private courtyard with locked storage area. Laundry closet is conveniently situated off the bedroom. Move in ready with fresh paint throughout, new LVP floors in the living areas, and new carpet in the bedroom. Queens Landing is a

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (410) 888-0022

    3 D Queen Victoria Ct, Chester, MD 21619
  • 225 Opera Ct, Centreville, MD 21617
    225 Opera Ct, Centreville, MD 21617
    225 Opera Ct, Centreville, MD 21617
    /43

    $525,000

    • 3 Beds
    • 2 Baths
    • 2,274 Sq Ft

    225 Opera Ct, Centreville, MD 21617

    Enjoy the solar with super low $118 a month electric bills! Come fall in love with this amazing sought after 55+ community of Symphony Village with tons of amenities & activities. Wonderful location yet close to hospitals, doctors, shopping, restaurants, beaches, parks, boat ramps & more. Gorgeous 3BR, 2BA rancher with stunning hardwood floors and lots of upgrades. New roof only 2 years old!

    Agent Photo

    Brenda Fornos

    Taylor Properties

    (410) 734-3652

    225 Opera Ct, Centreville, MD 21617
  • 3207 Bennett Point Rd, Queenstown, MD 21658
    3207 Bennett Point Rd, Queenstown, MD 21658
    3207 Bennett Point Rd, Queenstown, MD 21658
    /69

    $3,495,000

    • 5 Beds
    • 6.5 Baths
    • 7,065 Sq Ft

    3207 Bennett Point Rd, Queenstown, MD 21658

    Welcome to 3207 Bennett Point, a breathtaking Norman Jaffe–designed waterfront estate set on over 5 private acres along the widest stretch of the Wye River. Designed to maximize its setting, the home offers floor-to-ceiling glass, seamless indoor-outdoor living, and panoramic water views from nearly every room.The main residence showcases timeless craftsmanship with Tennessee Quarry

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 936-5560

    3207 Bennett Point Rd, Queenstown, MD 21658
  • 2 Mariners Way Unit 2, Stevensville, MD 21666
    2 Mariners Way Unit 2, Stevensville, MD 21666
    2 Mariners Way Unit 2, Stevensville, MD 21666
    /23

    $255,000 Open Sun 11AM - 1PM

    • 2 Beds
    • 1.5 Baths
    • 968 Sq Ft

    2 Mariners Way Unit 2, Stevensville, MD 21666

    This charming 2-bedroom, 1.5-bathroom townhouse offers a blend of modern comfort and community living. The interior features luxury vinyl plank and carpet and ceramic tile flooring in selected areas, complemented by a traditional floor plan. Enjoy cooking in the well-equipped kitchen with stainless steel appliances, including a dishwasher and microwave, and a convenient pantry. The main floor

    Agent Photo

    Deborah Shiley

    Long & Foster Real Estate, Inc.

    (410) 538-1240

    2 Mariners Way Unit 2, Stevensville, MD 21666
  • 714 Harmony Way, Centreville, MD 21617
    714 Harmony Way, Centreville, MD 21617
    714 Harmony Way, Centreville, MD 21617
    /47

    $559,900 Open Sun 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,804 Sq Ft

    714 Harmony Way, Centreville, MD 21617

    Nestled within the award-winning Symphony Village active adult community, this stunning contemporary residence offers a luxurious lifestyle tailored for those seeking comfort and elegance. Strategically priced and designed with an age requirement in mind, this home is a sanctuary of tranquility and sophistication, perfect for enjoying the finer things in life. Spanning an impressive 2,804 square

    Agent Photo

    Deborah Shiley

    Long & Foster Real Estate, Inc.

    (410) 873-7404

    714 Harmony Way, Centreville, MD 21617
  • 135 Nauset Ln, Chester, MD 21619
    135 Nauset Ln, Chester, MD 21619
    135 Nauset Ln, Chester, MD 21619
    /81

    $814,900

    • 3 Beds
    • 3 Baths
    • 2,399 Sq Ft

    135 Nauset Ln, Chester, MD 21619

    If you’ve ever dreamed of waking up and feeling like you’re on vacation—but with the comforts of home—welcome to 135 Nauset Lane.Tucked into a quiet corner of Kent Island’s Four Seasons community, this home isn’t just beautiful—it’s part of a lifestyle that’s hard to find and even harder to leave. The sellers were first drawn here by the energy of the community and the resort-style

    Agent Photo

    Riley White

    Real Broker, LLC - Annapolis

    (667) 295-8334

    135 Nauset Ln, Chester, MD 21619
  • 222 Dutchess Rd, Chestertown, MD 21620
    222 Dutchess Rd, Chestertown, MD 21620
    222 Dutchess Rd, Chestertown, MD 21620
    /24

    $320,000

    • 3 Beds
    • 1.5 Baths
    • 1,096 Sq Ft

    222 Dutchess Rd, Chestertown, MD 21620

    Three bedroom one-floor living on a spacious lot in Chester Harbor! Over half an acre of nicely shaded yard space, and a short distance to the public beach on Mill Creek. 3 bedrooms and 1.5 bathrooms, open living and dining space, large sunroom/ porch with wood-burning stove, and an additional wood stove in the living room. Outside there's a small storage shed and a larger workshop/shed next to

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 927-1169

    222 Dutchess Rd, Chestertown, MD 21620
  • 4000 Herons Nest Way Unit 22, Chester, MD 21619
    4000 Herons Nest Way Unit 22, Chester, MD 21619
    4000 Herons Nest Way Unit 22, Chester, MD 21619
    /70

    $560,000

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    4000 Herons Nest Way Unit 22, Chester, MD 21619

    ** New Listing! Four Seasons @ Kent Island - 55+ Community - Turnkey & Lovely 2nd Floor Condo in Elevator Building with 1 Car Garage plus 1 Car Outdoor Parking and Private, Secure Indoor Storage Area. This Chester Model offers 1900 sf with pond view and winter water views of Macum Creek. Enter to find an expansive, open floor plan featuring a beautiful white Kitchen with quartz counters, propane

    Agent Photo

    Carol Tinnin

    RE/MAX Leading Edge

    (410) 390-0346

    4000 Herons Nest Way Unit 22, Chester, MD 21619
  • 822 Moorings Cir Unit 17, Stevensville, MD 21666
    822 Moorings Cir Unit 17, Stevensville, MD 21666
    /2

    $574,999 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,617 Sq Ft

    822 Moorings Cir Unit 17, Stevensville, MD 21666

    Welcome to 822 Moorings Circle at Bay Bridge Cove where you will find refined, low maintenance living in this beautifully appointed two bedroom, two bath condominium with a spacious loft and screened in porch, where thoughtful upgrades and timeless finishes create an elevated living experience. From the moment you enter, the home’s architectural details set it apart. A coffered ceiling crowns the

    Agent Photo

    Kristen Quinn

    Realty Navigator

    (443) 222-9750

    822 Moorings Cir Unit 17, Stevensville, MD 21666
  • 131 Flycatcher Way Unit 36477689, Chester, MD 21619
    131 Flycatcher Way Unit 36477689, Chester, MD 21619
    131 Flycatcher Way Unit 36477689, Chester, MD 21619
    /12

    $886,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,512 Sq Ft

    Mykonos Plan at K. Hovnanian’s® Four Seasons at Kent Island - 60' Island Series, Chester, MD 21619

    Private home office off foyer for working from home. Formal dining room off foyer for entertaining guests. Open and airy floorplan with spacious great room. Striking kitchen with large center island. Luxurious primary suite with oversized walk-in closet. Relaxing primary bath with optional freestanding tub. Convenient 3-car tandem garage for additional storage.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36477689, Chester, MD 21619
  • 131 Flycatcher Way Unit 36474700, Chester, MD 21619
    131 Flycatcher Way Unit 36474700, Chester, MD 21619
    131 Flycatcher Way Unit 36474700, Chester, MD 21619
    /10

    $699,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,010 Sq Ft

    Taylor Plan at K. Hovnanian’s® Four Seasons at Kent Island - 40' Bay Series, Chester, MD 21619

    Secluded bedroom 2 and bath off foyer for overnight guests. Stylish home office off foyer for working from home. Open & airy great room with adjacent dining area. Striking kitchen with island & tons of cabinet space. Luxurious primary suite with oversized walk-in closet. Palatial primary bath with roomy shower. Convenient 3-car tandem garage for additional storage.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36474700, Chester, MD 21619
  • 131 Flycatcher Way Unit 36493007, Chester, MD 21619
    131 Flycatcher Way Unit 36493007, Chester, MD 21619
    131 Flycatcher Way Unit 36493007, Chester, MD 21619
    /12

    $494,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    Magothy Plan at K. Hovnanian’s® Four Seasons at Kent Island - Luxury Condos, Chester, MD 21619

    Open airy floorplan on the first floor with private patio. Large gourmet kitchen and dining area, great for entertaining. Wonderful home office for your telecommuting needs. Sumptuous owner’s suite with spa bath . Fantastic great room with large windows for your viewing pleasure. Large secondary bedroom with opt. door to access patio. Pricing is inclusive of an average location premium.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36493007, Chester, MD 21619
  • 131 Flycatcher Way Unit 36469043, Chester, MD 21619
    131 Flycatcher Way Unit 36469043, Chester, MD 21619
    131 Flycatcher Way Unit 36469043, Chester, MD 21619
    /27

    $818,990 New Construction

    • 3 Beds
    • 3 Baths
    • 2,789 Sq Ft

    Kerr Plan at K. Hovnanian’s® Four Seasons at Kent Island - 40' Bay Series, Chester, MD 21619

    Extra Suite perfect for overnight guests. Private home office off foyer for working from home. Spacious great room with slider to covered patio. Stylish kitchen with island and large pantry. Luxurious primary suite with triple windows. Relaxing primary bath with split vanities and walk-in closet. Convenient 3-car tandem garage for additional storage space.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36469043, Chester, MD 21619
  • 131 Flycatcher Way Unit 36476268, Chester, MD 21619
    131 Flycatcher Way Unit 36476268, Chester, MD 21619
    131 Flycatcher Way Unit 36476268, Chester, MD 21619
    /40

    $847,990 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    Tuscaloosa Plan at K. Hovnanian’s® Four Seasons at Kent Island - 40' Bay Series, Chester, MD 21619

    Extra Suite with full bath for overnight guests. Private home office off foyer for working from home. Spacious great room with adjacent dining area. Beautiful kitchen with large center island. Luxurious primary suite with oversized walk-in closet. Relaxing primary bath with optional freestanding tub. Convenient 3-car tandem garage for additional storage.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36476268, Chester, MD 21619
  • 131 Flycatcher Way Unit 36466218, Chester, MD 21619
    131 Flycatcher Way Unit 36466218, Chester, MD 21619
    131 Flycatcher Way Unit 36466218, Chester, MD 21619
    /24

    $668,990 New Construction

    • 2 Beds
    • 2 Baths
    • 1,993 Sq Ft

    Jenkins II Plan at K. Hovnanian’s® Four Seasons at Kent Island - 35' River Series, Chester, MD 21619

    Private home office for working from home. Stylish kitchen with large center island and spacious pantry. Spacious great room with slider to covered patio. Luxurious primary suite with oversized walk-in closet. Palatial primary bath with split vanities. Convenient HovHall off garage for keeping home tidy.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36466218, Chester, MD 21619
  • 131 Flycatcher Way Unit 36451844, Chester, MD 21619
    131 Flycatcher Way Unit 36451844, Chester, MD 21619
    131 Flycatcher Way Unit 36451844, Chester, MD 21619
    /27

    $858,990 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,930 Sq Ft

    Franklin Plan at K. Hovnanian’s® Four Seasons at Kent Island - 60' Island Series, Chester, MD 21619

    Formal dining room off foyer for entertaining guests. Stylish kitchen with plenty of cabinet space and large island. Open and airy great room with slider to covered patio. Luxurious primary suite with triple windows. Private primary bath with optional freestanding tub. Convenient 2-car garage with storage space.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36451844, Chester, MD 21619
  • 131 Flycatcher Way Unit 36493320, Chester, MD 21619
    131 Flycatcher Way Unit 36493320, Chester, MD 21619
    131 Flycatcher Way Unit 36493320, Chester, MD 21619
    /33

    $494,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    Chester Plan at K. Hovnanian’s® Four Seasons at Kent Island - Luxury Condos, Chester, MD 21619

    Open floorplan with plenty of room for your family. Wonderful gourmet kitchen and formal dining area. Private home office for your personal space. Large great room off balcony with large windows to capture the day. Luxurious owner’s suite with spa bath and access to balcony. Large secondary bedroom with access to balcony. Pricing is inclusive of an average location premium.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36493320, Chester, MD 21619
  • 132 Wheelhouse Way Unit 43, Chester, MD 21619
    132 Wheelhouse Way Unit 43, Chester, MD 21619
    132 Wheelhouse Way Unit 43, Chester, MD 21619
    /30

    $1,350,000 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    132 Wheelhouse Way Unit 43, Chester, MD 21619

    Stunning kitchen with wall oven & spacious central island. Dry bar in the dining area adds a stylish touch. Great room features an electric fireplace for cozy evenings. Sliding doors open to a private balcony off the great room. Owner’s suite with direct balcony access for fresh air. Dual vanities in the spa-inspired owner’s bath. Elegant double doors lead you to private home

    K. Hovnanian Homes Builder
    132 Wheelhouse Way Unit 43, Chester, MD 21619
  • 241 Jessica Lyn Ave, Stevensville, MD 21666
    241 Jessica Lyn Ave, Stevensville, MD 21666
    241 Jessica Lyn Ave, Stevensville, MD 21666
    /27

    $524,880 Open Sun 11AM - 2PM

    • 4 Beds
    • 3.5 Baths

    241 Jessica Lyn Ave, Stevensville, MD 21666

    FINAL TOWNHOME! Immediate Delivery 4.99 30yr fixed financing See 2nd photo for details!!!Limited Time Incentives! We're covering the extras so you can focus on the lifestyle. These MOVE-IN READY homes are packed with perks! Discover the desirable Ellendale Community of Kent Island & the attractive waterfront views. Located just a mile from the Chesapeake Bay Bridge, Ellendale is a

    George Bailey Keller Williams Flagship

    241 Jessica Lyn Ave, Stevensville, MD 21666
  • 176 Flagstaff Way Unit 2412, Chester, MD 21619
    176 Flagstaff Way Unit 2412, Chester, MD 21619
    176 Flagstaff Way Unit 2412, Chester, MD 21619
    /63

    $679,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    176 Flagstaff Way Unit 2412, Chester, MD 21619

    The Magothy at Lot 2412 delivers a thoughtfully designed layout with modern comforts and refined details, offering a projected settlement of August 2026. This inviting home features 2 bedrooms, 2.5 baths, and a 1-car garage, making it an ideal blend of style and functionality. Standout features include a dedicated home office with lighted French doors, a stylish dry bar perfect for entertaining,

    Mary Anne Kowalewski KOVO Realty

    176 Flagstaff Way Unit 2412, Chester, MD 21619
  • 110 Boatswain Way Unit 32, Chester, MD 21619
    110 Boatswain Way Unit 32, Chester, MD 21619
    110 Boatswain Way Unit 32, Chester, MD 21619
    /31

    $790,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    110 Boatswain Way Unit 32, Chester, MD 21619

    Gourmet kitchen with central island for prep & dining. Home office with double doors adds privacy & style. Dining area enhanced by a convenient dry bar. Great room centered around an electric fireplace. Balcony extends living space off the great room. Owner’s suite with private balcony access for relaxation. Spa-like owner’s bath with dual sinks & sleek finishes.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 32, Chester, MD 21619
  • 176 Flagstaff Way Unit 2433, Chester, MD 21619
    176 Flagstaff Way Unit 2433, Chester, MD 21619
    176 Flagstaff Way Unit 2433, Chester, MD 21619
    /52

    $849,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    176 Flagstaff Way Unit 2433, Chester, MD 21619

    The Chester at Lot 2433 offers a thoughtfully designed open-concept layout with a projected settlement date of August 2026, making it an excellent opportunity for buyers planning ahead. This home features 2 bedrooms, 2.5 baths, and a 1-car garage, delivering comfort, functionality, and efficient use of space. Standout features include a dedicated home office with lighted French doors, a dry bar

    Mary Anne Kowalewski KOVO Realty

    176 Flagstaff Way Unit 2433, Chester, MD 21619
  • 644 Moorings Cir, Stevensville, MD 21666
    644 Moorings Cir, Stevensville, MD 21666
    644 Moorings Cir, Stevensville, MD 21666
    /18

    $575,000 Open House 2/28

    • 2 Beds
    • 2 Baths
    • 1,986 Sq Ft

    644 Moorings Cir, Stevensville, MD 21666

    OPEN SATURDAY FEB 28 & SUN MAR 1, 1:00-3:00! AVAILABLE FOR SHOWINGS STARTING FEB 27! Welcome to Bay Bridge Cove, a premier 55+ community on beautiful Kent Island. This sought-after, light-drenched Laurel model is located on a premier, private lot that backs to a conservation area. The many upgrades include an expanded floor plan, upgraded kitchen with premium cabinetry, countertops, and appliance

    Deborah Laggini Long & Foster Real Estate, Inc.

    644 Moorings Cir, Stevensville, MD 21666
  • 220 Old Steamship Rd, Stevensville, MD 21666
    220 Old Steamship Rd, Stevensville, MD 21666
    220 Old Steamship Rd, Stevensville, MD 21666
    /32

    $2,600,000

    • 4 Beds
    • 4.5 Baths
    • 6,361 Sq Ft

    220 Old Steamship Rd, Stevensville, MD 21666

    WATERFRONT (20 acres) located on the Northern section of Kent Island, in the area of larger acreage estates, the "Pink House" provides a peaceful respite from the rush of the world. As easy 5 minute drive from the Chesapeake Bay Bridge the home offers access to the western shore metro areas. With over a 1000' of protected shoreline fronting along the broad, open waters of the Chester River the

    Sharon Tryon Long & Foster Real Estate, Inc.

    220 Old Steamship Rd, Stevensville, MD 21666
  • 5H Piney Narrows Rd, Chester, MD 21619
    5H Piney Narrows Rd, Chester, MD 21619
    5H Piney Narrows Rd, Chester, MD 21619
    /32

    $49,000

    • 960 Sq Ft

    5H Piney Narrows Rd, Chester, MD 21619

    Don't miss this opportunity to own this boat slip at Piney Narrows Yacht Haven! One of the most desirable locations at this marina. Slip H-5 is a covered 60' with a 16' beam. It has a finger pier access and 2-50 amps service. The Narrows is just minutes to Eastern Bay south or north to the Chesapeake Bay. Fishing these waters is like no other. Numerous species of fish, crabs and marine life exist

    Lisa Lynch Keller Williams Realty

    5H Piney Narrows Rd, Chester, MD 21619
  • 110 Boatswain Way Unit 34, Chester, MD 21619
    110 Boatswain Way Unit 34, Chester, MD 21619
    110 Boatswain Way Unit 34, Chester, MD 21619
    /19

    $979,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    110 Boatswain Way Unit 34, Chester, MD 21619

    Gourmet kitchen with spacious central island. Convenient dry bar in dining area makes hosting easy. Great room features an electric fireplace. Balcony extends off of the great room. Owner’s suite with dual walk-in closets. Private sitting room with balcony access. Luxurious owner’s bath with dual sinks.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 34, Chester, MD 21619
  • 311 Kingfisher Ln, Chester, MD 21619
    311 Kingfisher Ln, Chester, MD 21619
    311 Kingfisher Ln, Chester, MD 21619
    /37

    $949,990 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    311 Kingfisher Ln, Chester, MD 21619

    Beautiful kitchen with white cabinetry & pendant lighting. Open concept living spaces with vaulted ceiling & elegant fireplace. Private primary suite & bath with generous walk-in closet. Productive home office for working remotely. Secluded Extra Suite, ideal for overnight guests. Lovely screened patio for outdoor meals or activities. Attached 3-car tandem garage for vehicles & storage.

    K. Hovnanian Homes Builder
    311 Kingfisher Ln, Chester, MD 21619
  • 176 Flagstaff Way Unit 33, Chester, MD 21619
    176 Flagstaff Way Unit 33, Chester, MD 21619
    176 Flagstaff Way Unit 33, Chester, MD 21619
    /30

    $849,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    176 Flagstaff Way Unit 33, Chester, MD 21619

    Gourmet kitchen with central island for prep & gathering. Home office with French doors for focused work. Dining area with built-in dry bar for easy entertaining. Great room with fireplace as a cozy focal point. Balcony off the great room extends living space outdoors. Owner’s suite with spacious walk-in closet. Owner’s spa bath with dual sinks & glass shower enclosure.

    K. Hovnanian Homes Builder
    176 Flagstaff Way Unit 33, Chester, MD 21619
  • 119 Keenan Way, Stevensville, MD 21666
    119 Keenan Way, Stevensville, MD 21666
    119 Keenan Way, Stevensville, MD 21666
    /51

    $499,900

    • 4 Beds
    • 3.5 Baths
    • 2,304 Sq Ft

    119 Keenan Way, Stevensville, MD 21666

    Ellendale - This home shows like a model home, in pristine condition and ready for you to move in. This 4 Bedroom 3 1/2 baths townhouse features 2,304 square feet with open floor plan. The townhouse is set up for entertaining with open floor plan and wonderful deck. It is close to the community pool. The neighborhood has so many features as well as the community pool, boat storage, kayak launch,

    Linda Austin Long & Foster Real Estate, Inc.

    119 Keenan Way, Stevensville, MD 21666
  • 200 Mallard Cove Ln, Stevensville, MD 21666
    200 Mallard Cove Ln, Stevensville, MD 21666
    200 Mallard Cove Ln, Stevensville, MD 21666
    /42

    $3,495,000

    • 4 Beds
    • 5 Baths
    • 5,900 Sq Ft

    200 Mallard Cove Ln, Stevensville, MD 21666

    Welcome to 200 Mallard Cove, a rare 15-acre waterfront estate on Maryland’s Eastern Shore, just 23 miles from Annapolis and moments from the Bay Bridge. This private coastal retreat offers an extraordinary blend of refined living, panoramic Chesapeake Bay views, and the wide-open feeling that defines life on the Shore. A long, tree-lined, 1/4-mile paved driveway leads you through acres of

    Brad Kappel TTR Sotheby's International Realty

    200 Mallard Cove Ln, Stevensville, MD 21666
  • 141 Redstart Dr, Chester, MD 21619
    141 Redstart Dr, Chester, MD 21619
    141 Redstart Dr, Chester, MD 21619
    /25

    $949,990 New Construction

    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft

    141 Redstart Dr, Chester, MD 21619

    First-floor Extra Suite offers flexible guest accommodations. Home office with sliding barn doors adds charm. Kitchen with white stacked cabinetry & glass-front uppers. Fireplace anchors the great room as a warm focal point. Screened patio off the great room for relaxed outdoor living. Primary suite with decorative feature wall & ceiling treatment. Primary bath with dual freestanding vanities.

    K. Hovnanian Homes Builder
    141 Redstart Dr, Chester, MD 21619
  • 111 Flycatcher Way, Chester, MD 21619
    111 Flycatcher Way, Chester, MD 21619
    111 Flycatcher Way, Chester, MD 21619
    /37

    $1,456,462 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    111 Flycatcher Way, Chester, MD 21619

    Beautiful kitchen with wood-stained cabinetry & pendant lighting. Open concept living spaces with vaulted ceiling & elegant fireplace. Private primary suite & bath with generous walk-in closet. Productive home office for working remotely. Secluded Extra Suite, ideal for overnight guests. Stunning screened patio for outdoor entertaining. Attached 3-car tandem garage for vehicles & storage.

    K. Hovnanian Homes Builder
    111 Flycatcher Way, Chester, MD 21619
  • 111 Saddler Way Unit 46F, Grasonville, MD 21638
    111 Saddler Way Unit 46F, Grasonville, MD 21638
    111 Saddler Way Unit 46F, Grasonville, MD 21638
    /22

    $60,000

    • Land
    • 0 Acre

    111 Saddler Way Unit 46F, Grasonville, MD 21638

    Wonderful LOT now available at Beach Harbor Camper's Co Op which is a Private, Gated Membership on the Chester River! Unique camping in the woods and on the shore. 6 Miles East of the Chesapeake Bay Bridge. 3 Season Campground Open Mid March to Mid November 263 Lots, water and sewer hook-up. This lot has a great paver patio, shed with full size refrig, patio furniture included

    Deborah Iversen Century 21 Don Gurney

    111 Saddler Way Unit 46F, Grasonville, MD 21638
  • 0 Sunset Wharf Lot D-1 Unit MDQA2010276, Stevensville, MD 21666
    0 Sunset Wharf Lot D-1 Unit MDQA2010276, Stevensville, MD 21666
    0 Sunset Wharf Lot D-1 Unit MDQA2010276, Stevensville, MD 21666
    /16

    $2,350,000 New Construction

    • 2 Beds
    • 3.5 Baths
    • 3,280 Sq Ft

    0 Sunset Wharf Lot D-1 Unit MDQA2010276, Stevensville, MD 21666

    Welcome to Sunset Wharf, an exclusive 28 unit duplex development nestled in the serene Bay Bridge Marina. Embrace waterside living at its finest with stunning views, modern amenities, and the charm of a close-knit community. Each duplex is meticulously designed to offer spacious, open-concept layouts that blend modern elegance with everyday comfort. Enjoy breathtaking views of the Chesapeake Bay

    Brad Kappel TTR Sotheby's International Realty

    0 Sunset Wharf Lot D-1 Unit MDQA2010276, Stevensville, MD 21666
  • 120 S Church St, Sudlersville, MD 21668
    120 S Church St, Sudlersville, MD 21668
    120 S Church St, Sudlersville, MD 21668
    /72

    $335,000

    • 3 Beds
    • 2 Baths
    • 2,260 Sq Ft

    120 S Church St, Sudlersville, MD 21668

    Welcome to this beautifully updated historic gem in the heart of Sudlersville! Offering 3 bedrooms and 2 bathrooms, this home perfectly blends timeless character with modern upgrades.The majority of the home has been renovated, including the entire main level with a renovated full bath, new drywall, plumbing, electrical, and windows. Comfort is key with efficient mini-splits providing heating

    Erin Anderson Chesapeake Real Estate Associates, LLC

    120 S Church St, Sudlersville, MD 21668
  • 110 Warbler Way Unit 3032, Chester, MD 21619
    110 Warbler Way Unit 3032, Chester, MD 21619
    110 Warbler Way Unit 3032, Chester, MD 21619
    /52

    $790,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    110 Warbler Way Unit 3032, Chester, MD 21619

    The Chester offers a thoughtfully designed open floorplan with a projected settlement date of October 2026. Ideal for modern living, this home features 2 bedrooms, 2.5 baths, and a 1-car garage. The main living area is anchored by an electric fireplace, while a dry bar adds both function and style for entertaining. A dedicated home office with lighted French doors provides a flexible space

    Mary Anne Kowalewski KOVO Realty

    110 Warbler Way Unit 3032, Chester, MD 21619
  • 190 Harrier Way Unit 11, Chester, MD 21619
    190 Harrier Way Unit 11, Chester, MD 21619
    190 Harrier Way Unit 11, Chester, MD 21619
    /32

    $540,000

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    190 Harrier Way Unit 11, Chester, MD 21619

    Luxury 55+ Living at Four Seasons on Kent Island – Move-In Ready & Priced to Sell!Welcome to the resort-style lifestyle of Four Seasons on Kent Island, an amenity-rich 55+ waterfront community where luxury, comfort, and convenience meet. Inside, you'll find open-concept layouts filled with natural light, gourmet kitchens with quartz countertops, GE Profile stainless steel

    Jennifer Thomas RE/MAX Executive

    190 Harrier Way Unit 11, Chester, MD 21619
  • 170 Harrier Way Unit 22, Chester, MD 21619
    170 Harrier Way Unit 22, Chester, MD 21619
    170 Harrier Way Unit 22, Chester, MD 21619
    /79

    $499,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    170 Harrier Way Unit 22, Chester, MD 21619

    For a limited time, the seller is offering $4,000 toward the capital contribution fee—an incredible opportunity to move into the sought-after Four Seasons at Kent Island lifestyle just in time for warmer days on the Chesapeake Bay. This beautifully maintained, turnkey condo offers the perfect blend of comfort and sophistication. The thoughtfully designed floor plan features two spacious bedrooms,

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    170 Harrier Way Unit 22, Chester, MD 21619
  • 206 Melvin Ave, Grasonville, MD 21638
    206 Melvin Ave, Grasonville, MD 21638
    206 Melvin Ave, Grasonville, MD 21638
    /50

    $499,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,607 Sq Ft

    206 Melvin Ave, Grasonville, MD 21638

    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

    Jerilynn Montgomery Long & Foster Real Estate, Inc.

    206 Melvin Ave, Grasonville, MD 21638
  • 119 Liam Thomas Ln, Stevensville, MD 21666
    119 Liam Thomas Ln, Stevensville, MD 21666
    119 Liam Thomas Ln, Stevensville, MD 21666
    /49

    $449,000

    • 3 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    119 Liam Thomas Ln, Stevensville, MD 21666

    This meticulously maintained Ellendale townhome with pond views offers modern living with premium location. The entry level features vinyl flooring and a flexible open space—perfect as an office, den, gym or playroom and internal access to the two-car garage. The main level impresses with 9-foot ceilings and an open-concept layout. A gourmet eat-in kitchen boasts granite countertops, a breakfast

    Max Singer Gans Realty

    119 Liam Thomas Ln, Stevensville, MD 21666

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