27,867

Queen Annes County, MD Homes

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  • /45

    $839,000

    • 4 Beds
    • 3.5 Baths
    • 3,040 Sq Ft

    115 Masters Way, Grasonville, MD 21638

    Welcome to The Enclave at Prospect Bay, where this former model home showcases the sought-after “Pebble Beach” floor plan with thoughtful upgrades and timeless details, backing directly to the 18-hole golf course. Designed for both everyday living and entertaining, the home features three first floor bedrooms, three and a half bathrooms, and a spacious walk-up “sky basement” with a full

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (410) 213-3524

    115 Masters Way, Grasonville, MD 21638
  • /22

    $3,750 per month

    • 3 Beds
    • 2 Baths
    • 1,878 Sq Ft
    • House for Rent

    206 Prospect Bay Dr W, Grasonville, MD 21638

    In person showings will be available as of Monday 3/16. Enjoy everything that the Eastern Shore has to offer just minutes to the Bay Bridge. Great house for entertaining, open space and doors to the outside wrap-around deck. Stunning views of the sunsets and the sunrise. Close to the Marina with beautiful water views. Circular driveway and two car garage. Brand new carpet and paint and new

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (410) 927-1628

    206 Prospect Bay Dr W, Grasonville, MD 21638
  • /23

    $405,000 Sold Jun 16, 2025

    233 Keenan Way, Stevensville, MD 21666

    • 3 Beds
    • 4 Baths
    • 1,884 Sq Ft
    • Built 2012

    Last Sold Summary

    • $215/SF
    • 88 Days On Market

    Current Estimated Value $439,050

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    233 Keenan Way, Stevensville, MD 21666
    • /62

      Est $504,185 Not Listed For Sale

      211 Keenan Way, Stevensville, MD 21666

      • 4 Beds
      • 4 Baths
      • 2,256 Sq Ft
      • Built 2013
      211 Keenan Way, Stevensville, MD 21666

      Last Sold Summary

      • 1% Above List Price
      • $222/SF
      • 42 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Matthew Wyble Next Step Realty

  • /77

    $1,375,000 Open Sat 12PM - 4PM

    • 3 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    522 Narrows Pointe Dr, Grasonville, MD 21638

    INCREDIBLE PANORAMIC WATER FRONT VIEWS of the Chester River and The Narrows Waterway from this beautiful 3000 sq ft End Unit Town Home on the Pointe! Imagine sitting on your huge open deck watching the boats go through the channel on their way to the Chesapeake Bay! It's a laid back lifestyle you can get very used to. This Town Home was built for water front living. The floor to ceiling windows

    Agent Photo

    Lori Woods-Fortney

    Berkshire Hathaway HomeServices Homesale Realty

    (443) 234-8115

    522 Narrows Pointe Dr, Grasonville, MD 21638
  • /44

    $1,850 - $3,500 per month

    Bay Manor Apartments

    Studio - 2 Beds

    214 Pier 1 Rd, Stevensville, MD 21666

    Experience a lifestyle inspired by the water at Bay Manor Apartments, a brand-new residential community in the heart of Stevensville, Maryland — just steps from the Chesapeake Bay. Here, you’ll find coastal elegance paired with modern comfort, where each home has been carefully designed to offer a refined yet relaxed way of living. Every apartment is brand new, meaning you’ll be the very first to

    214 Pier 1 Rd, Stevensville, MD 21666
  • /29

    $440,000 Sold Jun 26, 2025

    123 Somerset Rd, Stevensville, MD 21666

    • 3 Beds
    • 2 Baths
    • 1,275 Sq Ft
    • Built 1967

    Last Sold Summary

    • $345/SF
    • 48 Days On Market

    Current Estimated Value $450,192

    Last Listing Agent Billy Rabbitt The Southside Group Real Estate

    123 Somerset Rd, Stevensville, MD 21666
    • /65

      Est $866,484 Not Listed For Sale

      151 John Gibson Dr, Chester, MD 21619

      • 4 Beds
      • 3.5 Baths
      • 3,156 Sq Ft
      • Built 2010
      151 John Gibson Dr, Chester, MD 21619

      Last Sold Summary

      • 1% Above List Price
      • $272/SF
      • 12 Days On Market

      Last Sold Price $860,000

      Last Listing Agent Michele Naish BHHS PenFed (actual)

  • /40

    $419,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,380 Sq Ft

    27 Queen Mary Ct Unit F, Chester, MD 21619

    Fabulous Adriatic Grande unit ( largest end unit and 1 of 4) in the desirable Queens Landing community. With 1,380 sq. ft. of meticulously maintained space, this home features an open floor plan that seamlessly connects the living, dining, and kitchen areas, perfect for entertaining. FIRST FLOOR BEDROOM suite features a private patio while second floor owner suite has an adjoining loft with a

    Agent Photo

    Deborah Shiley

    Long & Foster Real Estate, Inc.

    (667) 249-7796

    27 Queen Mary Ct Unit F, Chester, MD 21619
  • /45

    $6,000 per month

    • 5 Beds
    • 5 Baths
    • 3,260 Sq Ft
    • House for Rent

    102 Sea Eagle Dr, Grasonville, MD 21638

    Your waterfront oasis awaits just in time to experience all the Eastern Shore has to offer! Five bedrooms, Five Full bathrooms on three levels. The first floor features an attached garage or foyer entry, a spare bedroom or office or workout room with a full bathroom, living room, dining room and gorgeous kitchen with breakfast nook all overlooking the beautiful water view. You will love

    Jason Dey Kevin Dey Realty

    102 Sea Eagle Dr, Grasonville, MD 21638
  • /33

    $390,000 Sold Mar 02, 2026

    116 Talbot Rd, Stevensville, MD 21666

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1961

    Last Sold Summary

    • $339/SF
    • 150 Days On Market

    Current Estimated Value $395,177

    Last Listing Agent Austin Johnson Real Broker, LLC - Annapolis

    116 Talbot Rd, Stevensville, MD 21666
    • /31

      Est $476,915 Not Listed For Sale

      118 Virginia Rd, Stevensville, MD 21666

      • 3 Beds
      • 2.5 Baths
      • 1,592 Sq Ft
      • Built 1988
      118 Virginia Rd, Stevensville, MD 21666

      Last Sold Summary

      • 2% Below List Price
      • $305/SF
      • 30 Days On Market

      Last Sold Price $485,000

      Last Listing Agent Brian Sutton Samson Properties

  • /43

    $879,000

    • 4 Beds
    • 3.5 Baths
    • 3,024 Sq Ft

    167 Masters Way, Grasonville, MD 21638

    Welcome to this beautifully upgraded home at the Enclave in Prospect Bay, the Eastern Shore’s premier golf course community, offering main-level living, thoughtful design, and premium finishes throughout. Perfectly situated on a premium lot, this home blends comfort, style, and functionality both inside and out.Located on a private lot next to the golf cart path with access to Prospect Bay’s

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (443) 598-8133

    167 Masters Way, Grasonville, MD 21638
  • /16

    $3,500 per month

    • 4 Beds
    • 3.5 Baths
    • 2,611 Sq Ft
    • Townhouse for Rent

    235 Jessica Lyn Ave, Stevensville, MD 21666

    Property Id: 1783966Discover the desirable Ellendale Community on Kent Island & the attractions this place holds with its collection of natural splendor & attractive waterfront views. Located just a mile from the Chesapeake Bay Bridge, Ellendale is a well-established community that offers access to affordable, luxury townhomes. With a new clubhouse, swimming pool & unique floor plans,

    235 Jessica Lyn Ave, Stevensville, MD 21666
  • /24

    $325,000 Sold Jan 23, 2026

    676 Deep Landing Rd, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,468 Sq Ft
    • Built 2014

    Last Sold Summary

    • $221/SF
    • 2 Days On Market

    Current Estimated Value $319,565

    Last Listing Agent Katie Stecklair Cross Street Realtors LLC

    676 Deep Landing Rd, Chestertown, MD 21620
    • /29

      Est $397,665 Not Listed For Sale

      409 Riverview Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 1998
      409 Riverview Rd, Chestertown, MD 21620

      Last Sold Summary

      • 5% Above List Price
      • $211/SF
      • 118 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Norma Coursey Benson & Mangold, LLC

  • /57

    $2,737,000

    • 4,897 Sq Ft

    137 Tanners Point Dr, Stevensville, MD 21666

    Welcome home to this stunning waterfront property in Cove Creek Club on Kent Island. This remarkable five bedroom, four bathroom home offers an unparalleled blend of privacy, elegance, and panoramic coastal beauty all located on your very own private peninsula. With an impressive 566 feet of protected shoreline where Tanner’s Creek converges with Cove Creek, opening directly to the Eastern Bay,

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (410) 824-5374

    137 Tanners Point Dr, Stevensville, MD 21666
  • /42

    $2,995 per month

    • 3 Beds
    • 4 Baths
    • 1,899 Sq Ft
    • Townhouse for Rent

    106 Blenny Ln, Chester, MD 21619

    Welcome to this beautifully updated 3-level interior townhome located in the highly sought-after Bayside community on Kent Island. This move-in ready home features 3 spacious bedrooms, 2 full bathrooms, and 2 half baths, offering both comfort and functionality across every level. The main living area showcases gleaming hardwood floors, a gas fireplace, and an open layout perfect for everyday

    Jose Matos Chaney Homes, LLC

    106 Blenny Ln, Chester, MD 21619
  • /52

    $553,000 Sold Apr 30, 2025

    1106 Cox Neck Rd, Chester, MD 21619

    • 3 Beds
    • 3 Baths
    • 2,646 Sq Ft
    • Built 1975

    Last Sold Summary

    • $209/SF
    • 53 Days On Market

    Current Estimated Value $564,011

    Last Listing Agent April Heim Rosendale Realty

    1106 Cox Neck Rd, Chester, MD 21619
    • /40

      Est $539,940 Not Listed For Sale

      362 Brooke Run Ln, Centreville, MD 21617

      • 5 Beds
      • 2.5 Baths
      • 2,918 Sq Ft
      • Built 2008
      362 Brooke Run Ln, Centreville, MD 21617

      Last Sold Summary

      • 6% Above List Price
      • $175/SF
      • 123 Days On Market

      Last Sold Price $510,000

      Last Listing Agent Deborah Willis Weichert Corporate

  • /75

    $675,000

    • 2,874 Sq Ft

    252 Granny Branch Rd, Church Hill, MD 21623

    Coming soon - a rare offering nestled immediately outside of Church Hill. This distinctive property combines history, privacy, and complete freedom of use on over three picturesque acres in Queen Anne’s County. With no HOA, or covenants and restrictions, you have the flexibility to create the lifestyle you’ve envisioned—whether that includes animals, expansive gardens, hobby spaces, or simply

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (667) 255-1761

    252 Granny Branch Rd, Church Hill, MD 21623
  • /19

    $2,600 per month

    • 4 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • House for Rent

    3008 Church Hill Rd, Centreville, MD 21617

    Property Id: 2436018Nestled in the town of Centreville on Maryland’s scenic Eastern Shore, this spacious 4-bedroom, 3-bath home offers both comfort and convenience. Inside, you’ll find thoughtful updates throughout, including brand-new countertops, windows, and plush carpeting that give the home a fresh, modern feel. The generous layout provides plenty of room for living and entertaining,

    3008 Church Hill Rd, Centreville, MD 21617
  • /99

    $1,650,000 Sold Feb 19, 2026

    1017 Long Point Rd, Grasonville, MD 21638

    • 6 Beds
    • 5 Baths
    • 3,512 Sq Ft
    • Built 1983

    Last Sold Summary

    • $470/SF
    • 3 Days On Market

    Current Estimated Value $1,603,605

    Last Listing Agent Karla Pinato Northrop Realty

    1017 Long Point Rd, Grasonville, MD 21638
    • /76

      Est $423,544 Not Listed For Sale

      216 Belvedere Ave, Centreville, MD 21617

      • 3 Beds
      • 2.5 Baths
      • 1,704 Sq Ft
      • Built 1941
      216 Belvedere Ave, Centreville, MD 21617

      Last Sold Summary

      • 3% Above List Price
      • $241/SF
      • 4 Days On Market

      Last Sold Price $410,000

      Last Listing Agent Tammy Rosendale Rosendale Realty

  • /25

    $574,999 Pending

    • 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
  • /19

    $3,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,844 Sq Ft
    • House for Rent

    113 Henry Stoupe Way, Chester, MD 21619

    The "Gibson's Grant" Waterfront Community has a new Rental Home available! They don't come on the market that often in this desired neighborhood... so don't delay! This Stunning 3 BR, 2.5BA, single family home is ready for you to move right in! Full of upgrades to include a Custom Stone Fireplace Surround and Mantel, Hardwood floors, Granite Countertops, SS Appliances, Beautiful Tiled Backsplash,

    Pamela Ackermann-Doll RE/MAX Executive

    113 Henry Stoupe Way, Chester, MD 21619
  • /45

    $449,000 Sold May 09, 2025

    116 Orchestra Place, Centreville, MD 21617

    • 2 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 2014

    Last Sold Summary

    • $320/SF
    • 13 Days On Market

    Current Estimated Value $461,699

    Last Listing Agent Deborah Shiley Long & Foster Real Estate, Inc.

    116 Orchestra Place, Centreville, MD 21617
    • /18

      Est $345,213 Not Listed For Sale

      215 Creekside Commons Ct, Stevensville, MD 21666

      • 2 Beds
      • 2.5 Baths
      • 1,240 Sq Ft
      • Built 1997
      215 Creekside Commons Ct, Stevensville, MD 21666

      Last Sold Summary

      • 1% Below List Price
      • $282/SF
      • 2 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Ginny Dauses Coldwell Banker Waterman Realty

  • /41

    $499,900

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

    225 Opera Ct, Centreville, MD 21617

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

    Agent Photo

    Brenda Fornos

    Taylor Properties

    (410) 734-3652

    225 Opera Ct, Centreville, MD 21617
  • /13

    $1,650 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    160 Twin Oaks Farm Ln Unit Main level unit, Chestertown, MD 21620

    This property features 1200 square feet of living space, including one bathroom and 2 designated bedrooms. The unit comes fully furnished and is smoke-free, providing a clean and comfortable environment. Key amenities include air conditioning for climate control, a dishwasher for convenient meal cleanup, and an in-unit washer and dryer for laundry needs. The living area is spacious, allowing for

    160 Twin Oaks Farm Ln Unit Main level unit, Chestertown, MD 21620
  • /39

    $395,000 Sold Apr 18, 2025

    100 Clark Ct, Millington, MD 21651

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 2020

    Last Sold Summary

    • $261/SF
    • 3 Days On Market

    Current Estimated Value $400,010

    Last Listing Agent Crystal Smith RE/MAX Executive

    100 Clark Ct, Millington, MD 21651
    • /48

      Est $519,121 Not Listed For Sale

      1004 Auckland Way, Chester, MD 21619

      • 3 Beds
      • 3.5 Baths
      • 2,076 Sq Ft
      • Built 2001
      1004 Auckland Way, Chester, MD 21619

      Last Sold Summary

      • 3% Below List Price
      • $258/SF
      • 167 Days On Market

      Last Sold Price $535,000

      Last Listing Agent Pamela Ackermann-Doll RE/MAX

  • /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
  • /43

    $3,590 per month

    • 5 Beds
    • 2.5 Baths
    • 2,367 Sq Ft
    • House for Rent

    308 Queens Ct, Stevensville, MD 21666

    Queen Anne Colony – Beautiful Cape Cod with Water Views Enjoy scenic views of the Chesapeake Bay in this bright and inviting Cape Cod home located in the desirable Queen Anne Colony. The main level features luxury vinyl flooring, a spacious primary bedroom with a walk-in closet, and a well-appointed bathroom with a double vanity. The dramatic two-story glass foyer fills the home with abundant

    Mary Givens HomeRiver Group

    308 Queens Ct, Stevensville, MD 21666
  • /53

    $475,000 Sold Sep 29, 2025

    203 Barren Ridge Rd, Chester, MD 21619

    • 3 Beds
    • 1.5 Baths
    • 2,072 Sq Ft
    • Built 1988

    Last Sold Summary

    • $229/SF
    • 38 Days On Market

    Current Estimated Value $494,781

    Last Listing Agent Beth Bearinger Keller Williams Gateway LLC

    203 Barren Ridge Rd, Chester, MD 21619
    • /39

      Est $482,930 Not Listed For Sale

      202 Autumn Ln, Centreville, MD 21617

      • 4 Beds
      • 2.5 Baths
      • 1,832 Sq Ft
      • Built 2002
      202 Autumn Ln, Centreville, MD 21617

      Last Sold Summary

      • 4% Above List Price
      • $254/SF
      • 5 Days On Market

      Last Sold Price $465,000

      Last Listing Agent Arian Lucas Lofgren-Sargent Real Estate

  • /48

    $1,475,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 3,426 Sq Ft

    40 Greenwood Shoals, Grasonville, MD 21638

    Welcome home to this waterfront property in the Eastern Shore’s premier golf course community of Prospect Bay. Set on just over an acre overlooking Little Greenwood Creek, this home offers peaceful views, spacious living areas, and direct water access. From the moment you enter, the welcoming foyer with coat closet opens to a bright living room with large windows plus a stone fireplace, and a

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (443) 380-4318

    40 Greenwood Shoals, Grasonville, MD 21638
  • /49

    $4,500 per month

    • 4 Beds
    • 3 Baths
    • 2,876 Sq Ft
    • House for Rent

    226 Bentons Pleasure Rd, Chester, MD 21619

    Awesome water front living on Cox Creek! This wonderful, spacious Home is a must see on Kent Islands in popular Bentons Pleasure Neighborhood! HUGE GREAT ROOM AND PRIMARY BEDROOM/BATH ADDITION! Wonderful open concept kitchen/ dining room & great room combo w/stone fireplace, handsome built-in book cases, Brazilian cherry hardwood floors, recessed lighting, custom wet bar, wine cooler and water

    Michael Roenigk Chaney Homes, LLC

    226 Bentons Pleasure Rd, Chester, MD 21619
  • /36

    $1,500,000 Sold Sep 04, 2025

    212 Brickhouse Dr, Queenstown, MD 21658

    • 4 Beds
    • 3 Baths
    • 2,800 Sq Ft
    • Built 1988

    Last Sold Summary

    • $536/SF
    • 10 Days On Market

    Current Estimated Value $1,503,486

    Last Listing Agent Joseph Wallman Coldwell Banker Realty

    212 Brickhouse Dr, Queenstown, MD 21658
    • /60

      Est $889,585 Not Listed For Sale

      328 Prospect Bay Dr W, Grasonville, MD 21638

      • 3 Beds
      • 2 Baths
      • 3,015 Sq Ft
      • Built 1987
      328 Prospect Bay Dr W, Grasonville, MD 21638

      Last Sold Summary

      • 15% Above List Price
      • $257/SF
      • 65 Days On Market

      Last Sold Price $775,000

      Last Listing Agent Coley Reed Long & Foster

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