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Homes for Sale in 21666

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  • /61

    $780,000

    • 4 Beds
    • 2.5 Baths
    • 2,111 Sq Ft

    407 Five Farms Dr, Stevensville, MD 21666

    Welcome to Kent Island luxury living in the sought-after community Queen Anne Colony. This home is where major upgrades, high-end finishes, and effortless coastal lifestyle come together. From the moment you arrive, you’ll notice the peace of mind that comes with big-ticket updates already DONE. With over 2100 sq ft, a new roof (2023), siding (2026), garage door (2025), water heater & softener

    Crystal Smith RE/MAX Executive

    407 Five Farms Dr, Stevensville, MD 21666
  • /64

    $470,000

    • 3 Beds
    • 2.5 Baths
    • 1,698 Sq Ft

    132 Pennick Dr, Stevensville, MD 21666

    Welcome to 132 Pennick Drive in Stevensville, where easy one-level living meets the relaxed charm of a water-oriented community. This lovely rancher offers a thoughtful layout with two spacious bedrooms featuring their own ensuite bathrooms, plus a third bedroom and a full hallway bath, giving everyone their own space and comfort. Inside, you will find beautiful hardwood and luxury vinyl plank

    Ruth Anne Strauss Hyatt & Company Real Estate, LLC

    132 Pennick Dr, Stevensville, MD 21666
  • /20

    $1,139,990 New Construction

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

    102 Boatswain Way Unit 41, Chester, MD 21619

    Stylish gourmet kitchen centered around a large island. Dining space with convenient dry bar keeps hosting within easy reach. Open great room with electric fireplace anchors the main living area. Balcony extends directly from the living space for easy outdoor access. Owner’s suite with two spacious walk-in closets offers room to spread out. Private sitting area in the owner’s suite connects to

    K. Hovnanian Homes Builder
    102 Boatswain Way Unit 41, Chester, MD 21619
  • /45

    $2,375,000 New Construction

    • 4 Beds
    • 4 Baths
    • 3,280 Sq Ft

    107 Petrie Way, Stevensville, MD 21666

    Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along

    Brad Kappel TTR Sotheby's International Realty

    107 Petrie Way, Stevensville, MD 21666
  • /14

    $819,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,791 Sq Ft

    711 Warbler Way, Chester, MD 21619

    Beautiful kitchen with white cabinetry & glass-front uppers. Vast island & countertops for preparing meals. Elegant dining area for hosting special dinners. Incredible great room featuring stunning fireplace. Serene primary suite with gorgeous ceiling moulding. Lavish primary bath featuring freestanding white vanities. Screened patio off the great room extends living space outdoors. Private home

    K. Hovnanian Homes Builder
    711 Warbler Way, Chester, MD 21619
  • /23

    $859,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,807 Sq Ft

    719 Warbler Way, Chester, MD 21619

    Polished kitchen with white cabinets & glass-front uppers. Vast island & quartz countertops for prep & dining. Welcoming great room featuring elegant fireplace. Screened patio with direct access to the great room. Charming dining area for mealtime enjoyment. Lavish primary suite & bath with dual vanities & feature wall. Private home office for leisure activities.

    K. Hovnanian Homes Builder
    719 Warbler Way, Chester, MD 21619
  • /38

    $819,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,791 Sq Ft

    711 Warbler Way, Stevensville, MD 21666

    Welcome to the Simone, a beautifully designed home offering 4 bedrooms, 3 baths, and a 2-car garage. This home combines thoughtful design with comfortable living spaces ideal for both everyday life and entertaining. The main living area features a cozy one-story fireplace, creating a warm and inviting focal point. A dedicated home office provides a private space for work or study, while the

    Mary Anne Kowalewski KOVO Realty

    711 Warbler Way, Stevensville, MD 21666
  • /17

    $110,000

    • Land
    • 16,988 Sq Ft
    • $282,051 per Acre

    0 Ackerman Dr, 4, Kent Island, MD 21666

    Wooded lot on Ackerman Drive! The community of Romancoke on the Bay featuers water access, boat ramp. beach and club house nearby.

    Jennifer Holden Compass

    0 Ackerman Dr, 4, Kent Island, MD 21666
  • /45

    $2,375,000 New Construction

    • 4 Beds
    • 4 Baths
    • 3,280 Sq Ft

    119 Petrie Way, Stevensville, MD 21666

    Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along

    Brad Kappel TTR Sotheby's International Realty

    119 Petrie Way, Stevensville, MD 21666
  • /102

    $529,900

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

    111 Marshgrass Way Unit 22, Chester, MD 21619

    Rare resale condo, turnkey! Your dream retreat awaits in this stunning luxury condo, where modern elegance meets breathtaking natural beauty. This exquisite residence features two spacious bedrooms, each with its own en-suite bath, and an additional half bath for guests. The thoughtfully designed office boasts custom built-in cabinets, providing both functionality and style.--Step into the heart

    Sharon Blaszczak Long & Foster Real Estate, Inc.

    111 Marshgrass Way Unit 22, Chester, MD 21619
  • /52

    $849,990 New Construction

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

    102 Boatswain Way Unit 2933, Chester, MD 21619

    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

    Mary Anne Kowalewski KOVO Realty

    102 Boatswain Way Unit 2933, Chester, MD 21619
  • /13

    $649,990 New Construction

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

    102 Boatswain Way Unit 12, Chester, MD 21619

    Open home office for flexible work or study. Gourmet kitchen with central island at the heart of the home. Dining area with dry bar for easy entertaining. Great room with electric fireplace for a cozy focal point. Patio off the great room with direct access to the owner's suite. Owner's suite with dual closets for added storage. Owner's bath with dual sinks & glass shower enclosure. Bedroom 2

    K. Hovnanian Homes Builder
    102 Boatswain Way Unit 12, Chester, MD 21619
  • /49

    $949,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,250 Sq Ft

    307 Columbia Ln, Stevensville, MD 21666

    Luxurious new construction that must be seen to be fully appreciated! This thoughtfully designed home showcases exceptional craftsmanship and high-end finishes throughout. A bluestone walkway and inviting front porch set the tone, complemented by durable Hardiplank siding. Inside, you’ll find soaring 10’ ceilings, impressive 8’ doors, and custom trim work that elevates every space. The gourmet

    DJ Dauses Coldwell Banker Waterman Realty

    307 Columbia Ln, Stevensville, MD 21666
  • /13

    $969,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,656 Sq Ft

    416 5 Farms Dr, Stevensville, MD 21666

    STUNNING NEW CONSTRUCTION – Experience the pinnacle of modern luxury in this exquisite "Farmhouse Chic" masterpiece, perfectly situated in a highly coveted Kent Island community near the shores of the Chesapeake Bay. Offering over 2,600 square feet of meticulously crafted living space, this residence features 4 spacious bedrooms, 2.5 designer baths, and a versatile retreat living space tailored

    Joanna Dalton Coldwell Banker Realty

    416 5 Farms Dr, Stevensville, MD 21666
  • /21

    $989,990 New Construction

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

    102 Boatswain Way Unit 34, Chester, MD 21619

    Stylish gourmet kitchen centered around a large island. Dining space with convenient dry bar for hosting. Open great room featuring an electric fireplace. Balcony extending from the main living area. Owner’s suite with two spacious walk-in closets. Private sitting area in owner’s suite with balcony connection. Owner’s bath with dual sinks & glass shower enclosure.

    K. Hovnanian Homes Builder
    102 Boatswain Way Unit 34, Chester, MD 21619
  • /46

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,072 Sq Ft

    117 Bay Dr, Stevensville, MD 21666

    NEW 50 YEAR WARRANTY ROOF JUST INSTALLED. Welcome to your new home in one of Stevensville’s water-oriented communities. This 3-bedroom, 3-bath home has much to offer. Additional unfinished space to add up to 2 additional bedrooms. The spacious living areas are perfect for entertaining. Lower-level family room with fireplace and wet bar. Also, an indoor hot tub. Oversized attached garage with room

    Jeff Bridegum RE/MAX One

    117 Bay Dr, Stevensville, MD 21666
  • /35

    $849,990 New Construction

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

    102 Boatswain Way Unit 32, Chester, MD 21619

    Elegant gourmet kitchen with designer cabinetry & center island. Spacious great room featuring electric fireplace. Charming dining area with dry bar for efficient serving. Serene owner's suite & spa bath with frameless shower door. Convenient home office for working remotely. Peaceful balcony for outdoor relaxation.

    K. Hovnanian Homes Builder
    102 Boatswain Way Unit 32, Chester, MD 21619
  • /62

    $459,900

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft

    109 Birch Rd, Stevensville, MD 21666

    Welcome to this beautifully renovated and remodeled 3-bedroom, 2-bath home offering the perfect blend of modern style, comfort, and location. Designed with today’s lifestyle in mind, this home features a bright open floor plan with spacious living and dining areas that flow seamlessly into the stunning gourmet kitchen. The kitchen is a true showstopper with elegant quartz countertops, a large

    Gregory Bennett Jr. Five Star Real Estate

    109 Birch Rd, Stevensville, MD 21666
  • /24

    $849,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,405 Sq Ft

    120 Placek's Ln, Stevensville, MD 21666

    The Sawgrass is a modern take on the center hall colonial home. Enjoy formal living and dining rooms as well as a huge island kitchen with tons of cabinet space, breakfast area and spacious family room. A main level library or guest room is included. Add a morning room and a three-car garage to increase your space. Upstairs, you’ll enjoy four spacious bedrooms. Your Owner’s suite features a

    George Bailey Keller Williams Flagship

    120 Placek's Ln, Stevensville, MD 21666
  • /2

    $2,850,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 3,900 Sq Ft

    1810 Love Point Rd, Stevensville, MD 21666

    Set on Forty Five picturesque acres of prime agricultural land with extensive tillable acreage, this exceptional Five bedroom, Four and one half bath brick colonial blends timeless design with modern versatility and waterfront charm. Privately situated on a quiet cove just off the mouth of the Chester River, the property offers a rare combination of space, functionality, and lifestyle appeal.

    Adam Light Monument Sotheby's International Realty

    1810 Love Point Rd, Stevensville, MD 21666
  • /27

    $495,000

    • 4 Beds
    • 2 Baths
    • 1,896 Sq Ft

    15 Dixon Ct, Stevensville, MD 21666

    Lovely 4 bedroom rancher with big, fenced backyard on cul de sac in Stevensville neighborhood of Cloverfields on Kent Island. Community pool, beach, clubhouse, playground, and boat marina. Very large primary bedroom addition, big living room, large kitchen-dining combo area, nice outdoor deck off kitchen, two large outbuildings in backyard and plenty of room for garden, fire pit, volleyball etc.

    Alex Hodges Cottage Street Realty LLC

    15 Dixon Ct, Stevensville, MD 21666
  • /13

    $190,000

    • Land
    • 14,810 Sq Ft
    • $558,824 per Acre

    306 Irene Way, Stevensville, MD 21666

    This is an enticing real estate listing and the opportunity to build your own dream home! This lot is in Bay City, and offers a lot of potential, especially with its waterfront views, community amenities like boat launch access, and play areas. The convenience of having the sewer and water connections already installed and paid for is a big plus, and being minutes from the Bay Bridge is perfect

    Dee Dee McCracken Coldwell Banker Realty

    306 Irene Way, Stevensville, MD 21666
  • /18

    $240,000

    • Land
    • 20,037 Sq Ft
    • $521,739 per Acre

    0 Reynolds Ave, Stevensville, MD 21666

    If you’re looking to build your new dream home, then check out this nice cleared flat lot sitting in a Chesapeake Bay waterfront community.Quick walks to the community beach, marina, waterfront bar & grill.Public sewer.Convenient commute to the Bay Bridge and local shopping & dining.Bring your beautiful new home plans and see if this is the perfect lot for you. ATTENTION.... WHEN

    Patricia O'Donnell CENTURY 21 New Millennium

    0 Reynolds Ave, Stevensville, MD 21666
  • /84

    $1,045,000

    • 5 Beds
    • 4.5 Baths
    • 3,353 Sq Ft

    233 Kingfisher Ln, Stevensville, MD 21666

    Welcome to luxury coastal living in the highly desirable Four Seasons at Kent Island 55+ community in Chester. Built in 2025, this practically new home offers the perfect blend of elegance, comfort, and convenience — without the wait for new construction. Ideally situated on coveted Kingfisher Lane, this exceptional Tuscaloosa model offers over 3,200 square feet of beautifully designed living

    Tara Trout Samson Properties

    233 Kingfisher Ln, Stevensville, MD 21666
  • /45

    $2,375,000 New Construction

    • 4 Beds
    • 4 Baths
    • 3,280 Sq Ft

    115 Petrie Way, Stevensville, MD 21666

    Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along

    Brad Kappel TTR Sotheby's International Realty

    115 Petrie Way, Stevensville, MD 21666
  • /61

    $765,000

    • 2 Beds
    • 2.5 Baths

    111 Marshgrass Way Unit 43, Chester, MD 21619

    Rare penthouse unit with year-round water views perfectly positioned to capture stunning sunrises every morning. This home has been owned and meticulously maintained by the original owner who spared no expense and opted for every builder upgrade that was offered, over $60,000.00 in options. The open concept design seamlessly connects the living room, dining area, and kitchen areas, all enhanced

    John Freeman Coldwell Banker Realty

    111 Marshgrass Way Unit 43, Chester, MD 21619
  • /45

    $2,375,000 New Construction

    • 4 Beds
    • 4 Baths
    • 3,280 Sq Ft

    123 Petrie Way, Stevensville, MD 21666

    Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along

    Brad Kappel TTR Sotheby's International Realty

    123 Petrie Way, Stevensville, MD 21666
  • /36

    $400,000 Open Sat 10AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 1,161 Sq Ft

    1205 Marion Quimby Dr, Stevensville, MD 21666

    *100% Renovated*Welcome to this *BEAUTIFUL RENOVATED* 2-bedroom, 2.5-bath townhome nestled in a desirable condo community on Kent Island.This fully updated home shines with thoughtful upgrades and modern touches throughout — including new storm doors, 2025 heat pump, new water heater, upgraded electrical system, new blinds, a new Samsung washer and dryer, double-pane windows, and

    Rita Cordova Taylor Properties

    1205 Marion Quimby Dr, Stevensville, MD 21666
  • /41

    $500,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,598 Sq Ft

    230 Long Point Rd, Stevensville, MD 21666

    Brand new FOUR BEDROOM home with GARAGE and peek-a-boo WATERVIEWS for UNDER $500,000!!! Fully fenced backyard! One block from the community boat ramp, pier, clubhouse, playgroud, waterfront property. LVP flooring throughout the entire first floor. Quartz countertops in kitchen. Stainless steel appliances, LED lights, and hardwood staircase. Custom railings at interior steps. Laundry room upstairs

    DJ Dauses Coldwell Banker Waterman Realty

    230 Long Point Rd, Stevensville, MD 21666
  • /28

    $259,900

    • 2 Beds
    • 1.5 Baths
    • 968 Sq Ft

    2 Mariners Way Unit 17-2, Stevensville, MD 21666

    This charming two-bedroom, one-and-a-half-bath townhouse is designed for comfortable everyday living within a friendly, family-oriented community setting. A thoughtfully designed traditional floor plan showcases engineered flooring, carpeting, and ceramic tile in select areas, creating a warm interior. The well-appointed kitchen features coordinating appliances, including a dishwasher and

    Kenny Smith Up-County Realty, Inc.

    2 Mariners Way Unit 17-2, Stevensville, MD 21666
  • /9

    $110,000

    • Land
    • 20,473 Sq Ft
    • $234,043 per Acre

    Lot 8 Ackerman Dr, Stevensville, MD 21666

    This spacious lot offers a unique opportunity to build your perfect home, backing up to peaceful open space for added privacy and natural beauty. With public sewer hook-up already set up, it’s ready for construction! Choose your own builder, or let us assist you in finding the right builder to bring your vision to life. The community is growing, with many new homes being built in the area, making

    Dee Dee McCracken Coldwell Banker Realty

    Lot 8 Ackerman Dr, Stevensville, MD 21666
  • /2

    $3,858,000 Coming Soon

    • 9 Beds
    • 8 Baths
    • 10,152 Sq Ft

    319 Blue Bay Rd, Stevensville, MD 21666

    Nestled within the prestigious Wolf Farm community, this exquisite residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. This property is one of few on Kent Island that has unobstructed views of Annapolis, Baltimore and the Chesapeake Bay Bridge. Guests are welcomed with a gated circular drive adorn with stone pillars, lush flower beds and a

    Lawrence Doyle Long & Foster Real Estate, Inc.

    319 Blue Bay Rd, Stevensville, MD 21666
  • /40

    $1,749,000

    • 5 Beds
    • 3 Baths
    • 3,098 Sq Ft

    132 Tanners Point Dr, Stevensville, MD 21666

    Positioned along the serene waters of Tanners Creek within the enclave of Cove Creek Club, this exceptional waterfront residence offers a rare opportunity to secure a premier setting while tailoring the interiors to your own vision. Major capital improvements have already been completed—including a new roof, upgraded HVAC system, and the addition of a private pool; providing a strong foundation

    Brad Kappel TTR Sotheby's International Realty

    132 Tanners Point Dr, Stevensville, MD 21666
  • /34

    $997,000

    • 5 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    101 Beachside Dr, Stevensville, MD 21666

    Please Note, List price is for home without garage. There are numerous garage options available. 2 story option listed at 1, 129,000.00, 1 story garage option listed at 1, 0065.000.00. Garage option is TO BE BUILT. this construction will start after settlement. charming, nantucket style home offers unique privacy with the advantage of being in a wonderful water privilege community. Rare 1.5 acre

    Candice Friday Coastal Realty Maryland

    101 Beachside Dr, Stevensville, MD 21666
  • /19

    $405,000

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft

    920 Cloverfields Dr, Stevensville, MD 21666

    Three bedroom rancher in quiet community, 6 minutes from the Chesapeake Bay Bridge. Shopping, restaurants, dock bars, public trails all nearby. The yard is ready for your vision to unfold with room for a garden and recreation. HOA includes Boat ramp, pool, beach, playground and clubhouse access. We cannot post links in this Multi-List so Google Cloverfields HOA in Stevensville and get pictures

    Michael Shipley Benson & Mangold, LLC.

    920 Cloverfields Dr, Stevensville, MD 21666
  • /9

    $375,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,161 Sq Ft

    101 Queen Anne Rd, Stevensville, MD 21666

    Experience effortless one-level living in this charming home, perfectly situated on a desirable corner lot with a private driveway. Freshly painted throughout, the home features beautiful hardwood floors that add warmth and character to every room. Enjoy additional living space in the huge sunroom addition—perfect for relaxing, entertaining, or soaking in natural light year-round. A shed provides

    Cindy Jacobs Maryland Residential Management Co

    101 Queen Anne Rd, Stevensville, MD 21666
  • /63

    $784,900 New Construction

    • 4 Beds
    • 2.5 Baths

    303 Queen Anne Club Dr, Stevensville, MD 21666

    New Construction to be built in Queen Anne Colony.Doral Model. The newly designed Water Privileged plus a community park and kayak launch. A serene lifestyle awaits you for full-time living or vacation home,. Make this your home with your personal selections, and you can move in this summer. Similar Doral home available to tour. The best of Eastern Shore living just 5 minutes from the Bay Bridge.

    George Bailey Keller Williams Flagship

    303 Queen Anne Club Dr, Stevensville, MD 21666
  • /12

    $235,000

    • Land
    • 29,620 Sq Ft
    • $345,588 per Acre

    138 Olive Branch Rd, Stevensville, MD 21666

    Build your ideal home on this 0.6+ acre parcel with county sewer allocation in place. Both Lot 7 and the adjacent Lot 8 are offered at $235,000 each, an exceptional opportunity to create a private family compound. Olive Branch Road is scheduled to be paved by 9/2026 by Queen Anne's County. 136 Olive Branch is an existing one year old home and is also available for those seeking additional

    Brad Kappel TTR Sotheby's International Realty

    138 Olive Branch Rd, Stevensville, MD 21666
  • /33

    $655,900

    • 3 Beds
    • 3 Baths
    • 2,074 Sq Ft

    802 Moorings Cir Unit 21, Stevensville, MD 21666

    Welcome to refined coastal living in the highly sought-after 55+ community of Bay Bridge Cove. Built in 2019, this beautifully designed 3-bedroom, 3-bath end-unit home offers the perfect blend of modern comfort, privacy, and low-maintenance living. The open-concept layout is filled with natural light and thoughtfully designed for everyday ease, featuring a desirable first-floor primary suite with

    Marti McGinty Chesapeake Real Estate Associates, LLC

    802 Moorings Cir Unit 21, Stevensville, MD 21666
  • /47

    $680,000 Open Sun 1PM - 3PM

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

    111 Marshgrass Way Unit 21, Chester, MD 21619

    A rare blend of coastal proximity and refined living unfolds approximately 500 feet from a tranquil creek that leads to the Chesapeake Bay, offering a lifestyle deeply connected to the water without the demands of direct waterfront ownership. Set within Four Seasons at Kent Island, a 55+ community known for its resort-style amenities, this 2024-built residence is where ease and elegance meet

    Marisol Cardona Samson Properties

    111 Marshgrass Way Unit 21, Chester, MD 21619

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