27,756

Queen Annes County, MD Homes

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  • /11

    $400,101 Sold Aug 28, 2025

    • Land
    • 5.17 Acres
    • $77,389 per Acre
    • 74 Days On Market

    3001 Bennett Point Rd, Queenstown, MD 21658

    *We have received multiple offers for the property. Please submit your best and final offers by 8pm EST, Monday July 28th. Discover a rare opportunity to own a stunning 5.172-acre parcel in the prominent Bennett Point community of Queenstown, Maryland. This expansive, perc-approved lot is ideal for building a luxurious estate or a private retreat amidst serene natural surroundings. This

    Shane Hall Compass

    3001 Bennett Point Rd, Queenstown, MD 21658
    • /3

      Est $658,996 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,778 Sq Ft

      337 N Brook Dr, Centreville, MD 21617

      337 N Brook Dr, Centreville, MD 21617
  • /76

    $724,900 Open Sat 12PM - 2PM

    • 5 Beds
    • 3 Baths
    • 2,488 Sq Ft

    100 Marlborough Rd, Queenstown, MD 21658

    100 Marlborough Rd, Queenstown MDWelcome to this spacious 5-bedroom, 3-bath home nestled on 1.15 serene acres in the sought-after Queen Anne Woods community. Offering 2,488 sq. ft. of comfortable living, this property blends modern updates with timeless charm.Inside you’ll find Silestone countertops, stainless KitchenAid appliances, and gleaming gold teak hardwood floors throughout the

    Mary Jameson Long & Foster Real Estate, Inc.

    100 Marlborough Rd, Queenstown, MD 21658
  • /115

    $1,220,000 Sold Aug 28, 2025

    • 3,114 Sq Ft
    • $392/SF
    • 64 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1926

    257 Bulle Rock Dr, Centreville, MD 21617

    Welcome to 257 Bulle Rock Drive, a marvelous waterfront respite on Grove Creek, just off of the expansive Chester River. Situated on 1.73+/- acres this cozy traditional Raskob brick Cape Cod home, detached 4 car garage/shop with living quarters above, and dock with 8' water depth is a rare find! This is the perfect situation for full time or second home living. This special property offers

    William Norris Select Land & Homes, LLC

    257 Bulle Rock Dr, Centreville, MD 21617
    • /68

      Est $680,538 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,368 Sq Ft

      213 Ashland Dr, Centreville, MD 21617

      213 Ashland Dr, Centreville, MD 21617
  • /50

    $925,000

    • 3 Beds
    • 5 Baths
    • 2,818 Sq Ft

    635 Dominion Rd, Chester, MD 21619

    Beautiful waterfront property in Chester that is so unique in every way offering five levels that starts off with the first level two car garage, spacious carport outside and huge laundry room , half bath and storage area inside* Second level has front door entrance to foyer as well as the connecting stairs from first level, beautiful family room with a gallery of windows offering expansive views

    Constance Golihew Coldwell Banker Realty

    635 Dominion Rd, Chester, MD 21619
  • /49

    $542,900 Sold Aug 28, 2025

    • 2,858 Sq Ft
    • $190/SF
    • 138 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2021

    232 Jessica Lyn Ave Unit 6, Stevensville, MD 21666

    Stunning end-unit get all the upgrades included better than building new. Four-story townhouse boasting 2,855 square feet, 3 bedrooms, 3 full baths, 1 half bath, rooftop deck and a spacious 2-car garage in desirable Ellendale. A charming front porch and beautifully maintained landscaping welcome you inside the foyer. Ascend to the open-concept main level, where upgraded flooring and elegant trim

    Heidi Thomas Atlantic Shores Sotheby's International Realty

    232 Jessica Lyn Ave Unit 6, Stevensville, MD 21666
    • /48

      Est $676,424 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,864 Sq Ft

      228 John Patrick Dr, Stevensville, MD 21666

      228 John Patrick Dr, Stevensville, MD 21666
  • /74

    $745,900 Open Sun 1PM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft

    201 Beachside Dr, Stevensville, MD 21666

    Superbly updated home in family orientated and water orientated community. This home has been completely updated using the finest materials and workmanship! The main home consists of 4 bedrooms and three spectacular full baths! Main level with 2 bedrooms and 2 full baths. Hardwood floors, plantation shutters, ceiling fans and 2 exits to a striking deck with composite decking and cable deck

    Judith Brown Samson Properties

    201 Beachside Dr, Stevensville, MD 21666
  • /62

    $789,000 Sold Aug 27, 2025

    • 2,602 Sq Ft
    • $303/SF
    • 120 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2012

    103 John Gibson Dr, Chester, MD 21619

    PRICE REDUCED!!!! Freshly painted and ready to go! Take a tour of this beautiful home in the sought after community of Gibsons Grant on Kent Island. This home rests just minutes from the Chesapeake Bay Bridge, Annapolis, Baltimore or DC. Everything in this home has been meticulously cared for. You will find ceramic tile flooring as you enter transitioning to beautiful plank flooring

    Edward Beres RE/MAX Executive

    103 John Gibson Dr, Chester, MD 21619
    • /45

      Est $508,314 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,832 Sq Ft

      202 Brooke Run Ln, Centreville, MD 21617

      202 Brooke Run Ln, Centreville, MD 21617
  • /61

    $775,000 Open Sat 2PM - 4PM

    • 5 Beds
    • 2.5 Baths
    • 3,864 Sq Ft

    1000 Chesapeake Dr, Stevensville, MD 21666

    Spacious Custom-Built Home – Room to Grow!This beautifully updated custom-built residence offers nearly 4,000 sq. ft. of living space with large, light-filled rooms designed for both comfort and entertaining. Featuring five bedrooms and 2.5 baths, the home has been freshly painted and updated with new carpet. Another game changer is not just the space this home offers but a new kitchen

    Dee Dee McCracken Coldwell Banker Realty

    1000 Chesapeake Dr, Stevensville, MD 21666
  • /67

    $549,000 Sold Aug 26, 2025

    • 2,580 Sq Ft
    • $213/SF
    • 2 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2022

    341 Allison Jane Dr Unit G-15, Stevensville, MD 21666

    ***PLEASE CLICK ON VIDEO ICON FOR INTERACTIVE FLOOR PLAN! ***Stunning 4 Level Town Home w/Extra Bump Out on All Levels**Open Coastal Feeling Through Out All Levels**Entire Home has Been Professional Painted on All Levels**Main Level has Living Room w/Gourmet Kitchen, Island, Upgraded Appliances, Upgraded Counters, Crown Molding**Lower Level has Great Room w/Full Bath and Large Windows for

    Deborah Savoie Long & Foster Real Estate, Inc.

    341 Allison Jane Dr Unit G-15, Stevensville, MD 21666
    • /66

      Est $929,666 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,475 Sq Ft

      221 John Gibson Dr, Chester, MD 21619

      221 John Gibson Dr, Chester, MD 21619
  • /54

    $689,900 Open Sat 12PM - 2PM

    • 6 Beds
    • 2.5 Baths
    • 3,292 Sq Ft

    111 Pleasant Springs Dr, Centreville, MD 21617

    ***OPEN HOUSE: Sat, Sep 6th 12:00 PM - 2:00 PM, and Sun, Sep 7th 2:00 PM - 4:00 PM!!!*** Set on 1.2 acres in the sought-after Claiborne Fields community, this custom-built SIX bedroom home offers the perfect blend of space + Eastern Shore lifestyle! With nearly 3,300 sq ft of beautifully updated living space, you’ll find both room to roam and the kind of thoughtful design that makes everyday

    Nancy Gowan Real Broker, LLC - Annapolis

    111 Pleasant Springs Dr, Centreville, MD 21617
  • /75

    $1,065,000 Sold Aug 26, 2025

    • 2,240 Sq Ft
    • $475/SF
    • 4 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1985

    407 Craney Creek Rd, Stevensville, MD 21666

    Nestled along the shores of the Chesapeake Bay, this charming Cape Cod offers the ultimate waterfront lifestyle with its own private pier and dock, set against panoramic bay views and a rip-rapped shoreline with approximately 5 feet of mean low water. With direct access to the Bay, you can fish, boat, paddleboard, or simply relax and take in breathtaking sunsets and the abundant wildlife that

    Jackie Ball Daley Northrop Realty

    407 Craney Creek Rd, Stevensville, MD 21666
    • /59

      Est $894,884 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,076 Sq Ft

      134 Henry Stoupe Way, Chester, MD 21619

      134 Henry Stoupe Way, Chester, MD 21619
  • /80

    $949,900

    • 3 Beds
    • 4 Baths
    • 3,494 Sq Ft

    130 Sunrise Ct, Chester, MD 21619

    Welcome to Four Seasons at Kent Island, where luxury and comfort meet coastal living. This stunning Santorini model at the end of a cul-de-sac with loft offers 3 bedrooms, 4 full baths, and thoughtfully curated designer upgrades throughout. From the moment you step inside, you’ll feel the ease of open-concept living — soaring 10’ ceilings, cozy gas fireplace, abundant natural light, neutral color

    Meg Richardson Engel & Völkers Annapolis

    130 Sunrise Ct, Chester, MD 21619
  • /41

    $549,000 Sold Aug 26, 2025

    • 2,337 Sq Ft
    • $235/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1913

    618 Love Point Rd, Stevensville, MD 21666

    Welcome to 618 Love Point Road—a beautifully restored farmhouse-style home offering over 2,300 square feet of thoughtfully updated living space, just steps from Old Love Point Park and Kent Island High School. Enjoy the convenience of walking or biking to the restaurants, coffee shops, and boutiques of historic downtown Stevensville, all while savoring the charm of this timeless coastal

    Brad Kappel TTR Sotheby's International Realty

    618 Love Point Rd, Stevensville, MD 21666
    • /42

      Est $584,757 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,730 Sq Ft

      311 N Brook Dr, Centreville, MD 21617

      311 N Brook Dr, Centreville, MD 21617
  • /49

    $545,000

    • 2 Beds
    • 3 Baths
    • 1,906 Sq Ft

    821 Moorings Cir Unit 144, Stevensville, MD 21666

    Experience the best of luxury living at Bay Bridge Cove – Kent Island’s Premier 55+ Community! This is your opportunity to own a model-perfect duplex in one of the area’s most desirable active adult communities Step into sophistication with: •a beautiful private couryard, 2 spacious bedrooms, including a private loft with full bath • Elegant bathrooms with upscale finishes • Fresh paint

    Christine Schumaker Douglas Realty LLC

    821 Moorings Cir Unit 144, Stevensville, MD 21666
  • /66

    $585,000 Sold Aug 26, 2025

    • 2,044 Sq Ft
    • $286/SF
    • 100 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1988

    121 Bayview, Grasonville, MD 21638

    Welcome to 121 Bayview Drive—Where Waterfront Living Meets Everyday LuxuryPerfectly positioned with panoramic views of the Chester River and Chesapeake Bay, this 3-bedroom, 3.5-bath coastal townhome offers the ideal blend of comfort, charm, and convenience. Whether you're sipping coffee from one of your three private outdoor spaces or toasting the 4th of July fireworks with friends on the

    Matthew Wyble Next Step Realty

    121 Bayview, Grasonville, MD 21638
    • /75

      Est $564,240 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,573 Sq Ft

      157 E Meadow Dr, Centreville, MD 21617

      157 E Meadow Dr, Centreville, MD 21617
  • /28

    $560,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,784 Sq Ft

    298 Moorings Cir, Stevensville, MD 21666

    OPEN SATURDAY, SEPTEMBER 20, 1:00-3:00! Welcome to Bay Bridge Cove, a premier 55+ community on beautiful Kent Island! This better-than-new end-unit Laurel model is filled with natural light from a wall of windows and offers an expanded floor plan with a screened porch with fan and sun shades, a beautifully landscaped and fenced paver patio, and a sitting room off the primary bedroom. The many

    Deborah Laggini Long & Foster Real Estate, Inc.

    298 Moorings Cir, Stevensville, MD 21666
  • /3

    $124,000 Sold Aug 25, 2025

    • Land
    • 1.01 Acres
    • $122,772 per Acre
    • 8 Days On Market

    209 River Rd, Chestertown, MD 21620

    A perc approved one acre open lot in a an established neighborhood ready for your dream home. No trees to clear and no restrictions except Critical Area guidelines. Perfectly located within a couple of minutes to downtown Historic Chestertown.

    Hayley Norris Select Land & Homes, LLC

    209 River Rd, Chestertown, MD 21620
    • /45

      Est $488,967 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,852 Sq Ft

      178 Meadow Brook Way, Centreville, MD 21617

      178 Meadow Brook Way, Centreville, MD 21617
  • /42

    $689,000

    • 5 Beds
    • 3.5 Baths
    • 2,853 Sq Ft

    113 Paulowina Rd, Queen Anne, MD 21657

    Welcome to this stunning 5-bedroom, 3.5-bath home boasting over 3,300 sq. ft. of living space, ideally located in a quiet 12-home subdivision on the Queen Anne/Centreville line. Tucked away on a premium cul-de-sac lot, this property sits high in the back of the community, offering both privacy and beautiful curb appeal. Inside, you’ll find a thoughtful layout designed for comfort and

    BJ Kilby Eastern Shore Real Estate, LLC

    113 Paulowina Rd, Queen Anne, MD 21657
  • /33

    $270,000 Sold Aug 25, 2025

    • 1,056 Sq Ft
    • $256/SF
    • 72 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1978

    114 Darden Rd, Chestertown, MD 21620

    All one floor living on quiet street with large fenced yard and mature trees close to the bay! Lovely renovations and brand new kitchen with solid white shaker cabinetry including soft close dovetailed drawers and new stainless steel appliances PLUS BRAND NEW ROOF! Brand New septic system to be installed by settlement! ABSOLUTE MUST SEE HOME!

    Lee Wolff FSBO Broker

    114 Darden Rd, Chestertown, MD 21620
    • /35

      Est $489,487 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,426 Sq Ft

      116 Whitehouse Dr, Grasonville, MD 21638

      116 Whitehouse Dr, Grasonville, MD 21638
  • /25

    $590,000

    • 3 Beds
    • 2 Baths
    • 1,836 Sq Ft

    205 Piney Point Landing, Grasonville, MD 21638

    Nestled on a private cul-de-sac peninsula in the highly desirable Prospect Bay community, this 3-bedroom, 2-bath rancher offers water views from both the front and back. From the front, enjoy tranquil vistas of Little Greenwood Creek, while the backyard looks out to scenic Prospect Bay. Set on a full acre, this home features a single-level layout ready for your personal touch. The primary suite

    Courtney Chipouras TTR Sotheby's International Realty

    205 Piney Point Landing, Grasonville, MD 21638
  • /34

    $226,000 Sold Aug 25, 2025

    • 1,800 Sq Ft
    • $126/SF
    • 49 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1900

    602 Dominion Rd, Chester, MD 21619

    BUYERS FINANCING FELL THROUGH. THEIR LOSS YOUR GAIN!! **INVESTOR ALERT!!** Multi-unit home. First floor features a mud room, full kitchen with laundry connections, living space, full bathroom, and room for a bedroom- Could be used as an efficiency apartment. Second floor, with separate entrance, features a kitchen, living area, full bathroom, bedroom and finished attic/additional living space.

    Janice O'Donnell Chaney Homes, LLC

    602 Dominion Rd, Chester, MD 21619
    • /60

      Est $563,846 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 2,048 Sq Ft

      107 Gibson Cir, Chester, MD 21619

      107 Gibson Cir, Chester, MD 21619
  • /38

    $795,000 Open Sun 11AM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 3,065 Sq Ft

    104 Woods Rd, Chester, MD 21619

    OPEN SUNDAY 9/21/25 11;00AM -1:00PM PERFECT MULTI GENERATIONAL HOME!!!! LIST PRICE ADJUSTED !!FANTASTIC HOME! THE COMPLETE PACKAGE AND THEN MORE! INGROUND POOL! TWO PRIMARY BEDROOM/BATH SUITES! BOTH WITH GIANT WALK IN CLOSETS! EACH PRIMARY BATH HAS A STEP IN SHOWER, DOUBLE STONE VANITY PLUS SOAKING TUB! THIS HOME HAS A TOTAL OF 5 BEDROOMS PLUS 3 AND ONE HALF BATHS! PLENTY OF SPACE FOR THE

    Temple Peirce Cummings & Co. Realtors

    104 Woods Rd, Chester, MD 21619
  • /59

    $603,000 Sold Aug 22, 2025

    • 1,776 Sq Ft
    • $340/SF
    • 5 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1955

    306 Queen Anne Rd, Stevensville, MD 21666

    Waterfront Opportunity – Rehab or Reimagine!Located in a family-oriented community with access to a community park and clubhouse, this waterfront property offers beautiful views and endless potential. The home is in need of full rehabilitation and is being sold strictly AS-IS. Buyer to perform all due diligence—seller will make no repairs .Enjoy the coastal lifestyle with

    Mary Jameson Long & Foster Real Estate, Inc.

    306 Queen Anne Rd, Stevensville, MD 21666
    • /69

      Est $653,635 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,650 Sq Ft

      201 Gibson Cir, Chester, MD 21619

      201 Gibson Cir, Chester, MD 21619
  • /51

    $610,000

    • 2 Beds
    • 2 Baths
    • 1,913 Sq Ft

    224 Bayberry Dr, Chester, MD 21619

    Welcome to Easy Living on the Eastern Shore! ***Discover the perfect blend of comfort, style, and resort-style living in this impeccably maintained, one-owner home — tucked into the highly sought-after, water-privileged 55+ community of Four Seasons at Kent Island.From the moment you walk in, you’ll notice the difference. The open-concept floor plan is thoughtfully designed and

    Petra Quinn Realty Navigator

    224 Bayberry Dr, Chester, MD 21619
  • /62

    $755,000 Sold Aug 22, 2025

    • 1,554 Sq Ft
    • $486/SF
    • 4 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1958

    802 Kentmorr Rd, Stevensville, MD 21666

    Welcome to this one-level Waterfront Retreat in The Kentmorr Airpark Subdivision on the Chesapeake Bay! Watch the boats go by as you bask in the sun on your patio or sit in your family room and look out the picture windows! Store or Dock your boat at The Kentmorr Marina and stop in to the infamous Kentmorr Beach Bar and Grill for fresh crabs or fantastic seafood selections, a wonderful list of

    Jean Bourne-Pirovic Long & Foster Real Estate, Inc.

    802 Kentmorr Rd, Stevensville, MD 21666
    • /31

      Est $421,758 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,472 Sq Ft

      128 Scottown Rd, Queenstown, MD 21658

      128 Scottown Rd, Queenstown, MD 21658
  • /42

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,696 Sq Ft

    618 Pigpen Point Rd, Queenstown, MD 21658

    NEW HUGE PRICE ADJUSTMENT 9/17/25. We've heard your feedback and lowered the price $100,000 to accommodate major renovations! Whether for a weekend getaway or full-time residence, this well elevated waterfront property offers deep water and wide views at an affordable price. Sited at the end of a peninsula on Maryland’s pristine Wye River in Queen Annes County, 618 Pigpen Point is located just

    Janet Larson Benson & Mangold, LLC

    618 Pigpen Point Rd, Queenstown, MD 21658
  • /66

    $465,000 Sold Aug 22, 2025

    • 2,162 Sq Ft
    • $215/SF
    • 76 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2011

    139 Opera Ct, Centreville, MD 21617

    Bright open living space featuring Bamboo flooring, double sided fireplace, granite counters in the kitchen . Owner's suite has connected full bath and multi closets. Guest room has a full hall bath while third bdrm is currently used as an office.. New roof (1 yr.), young HVAC, built in generator, newer appliances, gorgeous patio with handicap accessibility and sky basement too!. One Year Home

    Deborah Shiley Long & Foster Real Estate, Inc.

    139 Opera Ct, Centreville, MD 21617

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