27,772

Queen Annes County, MD Homes

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  • /62

    $864,500 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,286 Sq Ft

    29 Fairway Island, Grasonville, MD 21638

    Seller to pay the $5000 initiation fee for the Buyers! Welcome to your move-in ready retreat in Prospect Bay, the Eastern Shore's premier golf community! This beautifully maintained home offers a wooded setting that backs to the 12th hole. It combines timeless design with extensive updates and thoughtful spaces for everyday living and entertaining. All located in one of the most popular golf

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (410) 936-5753

    29 Fairway Island, Grasonville, MD 21638
  • /30

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,778 Sq Ft
    • House for Rent

    318 Hanna Ct, Chester, MD 21619

    Great location in established neighborhood of Clayborne Woods. New roof. Newer paint and carpet. Kitchen with breakfast nook, newer appliances and granite countertops, including a gas stove. Large room sizes, 9'ceilings, family room and separate living room. First floor primary bedroom with walk in closet, jetted tub, double vanity, and vaulted ceiling with ceiling fan. Powder room on main level.

    Penny Hope Long & Foster Real Estate, Inc.

    318 Hanna Ct, Chester, MD 21619
  • /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

    Last Listing Agent Beth Bearinger Keller Williams Gateway LLC

    203 Barren Ridge Rd, Chester, MD 21619
    • /73

      Est $1,314,058 Not Listed For Sale

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

      334 Narrows Pointe Dr, Grasonville, MD 21638

      334 Narrows Pointe Dr, Grasonville, MD 21638
  • /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
  • /25

    $2,950 per month

    • 4 Beds
    • 2 Baths
    • 2,016 Sq Ft
    • House for Rent

    801 Worcester Dr, Stevensville, MD 21666

    RARE Rental Opportunity in Beautiful Bay City! Don’t miss this spacious two-level corner-lot single-family home in one of Bay City’s most desirable and peaceful neighborhoods. Featuring a brick front, 4 bedrooms, and 2 full baths, this home was fully renovated in 2023 and is move-in ready!Enjoy the outdoors with a huge flat backyard and a large deck, perfect for entertaining or relaxing. The

    Ken Tran EXP Realty, LLC

    801 Worcester Dr, Stevensville, MD 21666
  • /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 $1,499,008

    Last Listing Agent Joseph Wallman Coldwell Banker Realty

    212 Brickhouse Dr, Queenstown, MD 21658
    • /39

      Est $418,745 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,608 Sq Ft

      3100 Duhamel Corner Rd, Sudlersville, MD 21668

      3100 Duhamel Corner Rd, Sudlersville, MD 21668
  • /34

    $585,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 3,196 Sq Ft

    250 Concerto Ave, Centreville, MD 21617

    Set on a premium lot in the sought-after 55+ community of Symphony Village at Centreville, this beautifully updated 4-bedroom, 3-bath Gershwin with Loft model offers spacious living, thoughtful upgrades, and timeless elegance. Step inside to find glea ming hardwood floors that flow throughout the main level, highlighted by a dramatic floor-to-ceiling fireplace that anchors the great room. Flooded

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 705-7621

    250 Concerto Ave, Centreville, MD 21617
  • /2

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,222 Sq Ft
    • House for Rent

    1820 Chester Dr, Chester, MD 21619

    3 bedroom 2 bath ranch style home in Harbor View community. Deck off eat in kitchen, large yard, with a section fenced off. New shed being installed in back corner. Long driveway with room for 4 vehicles. Freshly painted and cleaned. Will be ready for November 1st. Close to all amenities that Kent Island provides. Easy on off of Rt. 50. Just minutes from the Bay Bridge.

    Cindy Jacobs Maryland Residential Management Co

    1820 Chester Dr, Chester, MD 21619
  • /46

    $474,000 Sold Apr 03, 2025

    220 Blakefield Dr, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2024

    Last Sold Summary

    • $249/SF
    • 84 Days On Market

    Current Estimated Value $495,460

    Last Listing Agent Brenda Fornos Taylor Properties

    220 Blakefield Dr, Chestertown, MD 21620
    • /60

      Est $599,800 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,476 Sq Ft

      1316 Ewingtown Rd, Chestertown, MD 21620

      1316 Ewingtown Rd, Chestertown, MD 21620
  • /44

    $699,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,538 Sq Ft

    102 Golf Ct, Stevensville, MD 21666

    Tucked on a private 1-acre corner lot in the desirable Cove Creek community, this home offers 3 bedrooms, 2 baths, and 1,538 square feet of single-level living. Following a complete renovation, every detail has been refreshed—pairing modern updates with a light-filled open floor plan. Expansive windows and vaulted ceilings create a bright, airy feel, while the family room’s wood-burning fireplace

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (443) 282-9244

    102 Golf Ct, Stevensville, MD 21666
  • /2

    $1,800 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Townhouse for Rent

    444 Railroad Ave, Centreville, MD 21617

    Chris Rosendale CR Realty

    444 Railroad Ave, Centreville, MD 21617
  • /89

    $535,000 Sold Oct 08, 2025

    204 Northfield Way, Centreville, MD 21617

    • 4 Beds
    • 2.5 Baths
    • 2,684 Sq Ft
    • Built 2004

    Last Sold Summary

    • $199/SF
    • 46 Days On Market

    Last Listing Agent Gretchen Wichlinski Compass

    204 Northfield Way, Centreville, MD 21617
    • /26

      Est $337,488 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,500 Sq Ft

      228 Concord Rd, Chestertown, MD 21620

      228 Concord Rd, Chestertown, MD 21620
  • /29

    $619,900

    • 4 Beds
    • 2.5 Baths
    • 2,657 Sq Ft

    113 Aslan Ct, Grasonville, MD 21638

    Move-in ready with extensive recent updates, this 4-bedroom, 2.5-bath home in the sought-after Greenwood Subdivision offers modern comfort, peace of mind, and timeless charm. New improvements include a roof installed in summer 2024, new front and back exterior doors with new window shutters, new carpet in all upstairs bedrooms, and refinished hardwood floors throughout the home. The crawl space

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 914-1649

    113 Aslan Ct, Grasonville, MD 21638
  • /61

    $565,000 Sold Aug 01, 2025

    158 Ackerman Dr, Stevensville, MD 21666

    • 4 Beds
    • 2.5 Baths
    • 1,984 Sq Ft
    • Built 2021

    Last Sold Summary

    • $285/SF
    • 3 Days On Market

    Current Estimated Value $564,883

    Last Listing Agent Vincent Principe Keller Williams Flagship

    158 Ackerman Dr, Stevensville, MD 21666
    • /80

      Est $399,586 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,240 Sq Ft

      221 River Rd, Chestertown, MD 21620

      221 River Rd, Chestertown, MD 21620
  • /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
  • /50

    $584,900 Sold Jan 15, 2025

    129 Wheelhouse Way Unit 2012, Stevensville, MD 21666

    • 2 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Built 2024

    Last Sold Summary

    • $292/SF
    • 63 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    129 Wheelhouse Way Unit 2012, Stevensville, MD 21666
    • /22

      Est $267,226 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,268 Sq Ft

      109 Hammond St, Centreville, MD 21617

      109 Hammond St, Centreville, MD 21617
  • /103

    $699,900 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,360 Sq Ft

    312 S Lake Dr, Stevensville, MD 21666

    Charming 3-Story Colonial Home in the Sought-After Tower Gardens CommunityLocated in the desirable Tower Gardens neighborhood, this spacious Colonial home offers three levels of living space and a host of modern upgrades. The full, finished basement features a bathroom, media room, and large family room, all leading to a private backyard oasis complete with an inground pool, fenced yard,

    Agent Photo

    Linda Moran

    Berkshire Hathaway HomeServices PenFed Realty-WOC

    (410) 618-0782

    312 S Lake Dr, Stevensville, MD 21666
  • /43

    $1,025,000 Sold Nov 26, 2025

    318 Old Point Rd, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 1,656 Sq Ft
    • Built 2024

    Last Sold Summary

    • $619/SF
    • 6 Days On Market

    Last Listing Agent Annie Eaton Coldwell Banker Realty

    318 Old Point Rd, Chester, MD 21619
    • /65

      Est $410,169 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,920 Sq Ft

      701 White Marsh Rd, Centreville, MD 21617

      701 White Marsh Rd, Centreville, MD 21617
  • /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
  • /44

    $553,000 Sold Mar 06, 2025

    219 Autumn Ln, Centreville, MD 21617

    • 5 Beds
    • 3.5 Baths
    • 2,450 Sq Ft
    • Built 2002

    Last Sold Summary

    • $226/SF
    • 6 Days On Market

    Current Estimated Value $555,631

    Last Listing Agent Michelle Hybner Hyatt & Company Real Estate, LLC

    219 Autumn Ln, Centreville, MD 21617
    • /38

      Est $413,971 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,480 Sq Ft

      1435 Hope Rd, Centreville, MD 21617

      1435 Hope Rd, Centreville, MD 21617
  • /51

    $599,900 Pending

    • 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

    Agent Photo

    Petra Quinn

    Realty Navigator

    (410) 505-7792

    224 Bayberry Dr, Chester, MD 21619
  • /47

    $569,000 Sold Jun 13, 2025

    151 Beacon Place Unit 60, Stevensville, MD 21666

    • 2 Beds
    • 2 Baths
    • 1,788 Sq Ft
    • Built 2019

    Last Sold Summary

    • $318/SF
    • 23 Days On Market

    Current Estimated Value $565,317

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

    151 Beacon Place Unit 60, Stevensville, MD 21666
    • /20

      Est $415,376 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,176 Sq Ft

      1830 Sherman Dr, Chester, MD 21619

      1830 Sherman Dr, Chester, MD 21619
  • /4

    $125,000 Under Contract

    • Land
    • 0.25 Acre
    • $500,000 per Acre

    101 Oak St, Stevensville, MD 21666

    Great corner lot with potential for a nice smaller residence. For information on SKI cost call Matt Lucas at Queen Anne's County Public Works. Additional road assessment possibility. Lot is not staked

    Agent Photo

    Deborah Shiley

    Long & Foster Real Estate, Inc.

    (410) 881-6599

    101 Oak St, Stevensville, MD 21666
  • /2

    $120,000 Sold Jul 15, 2025

    lots 28& 29 Baltimore Dr, Stevensville, MD 21666

    • Land
    • 0.51 Acre
    • $235,294 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Barry Waterman Coldwell Banker Waterman Realty

    lots 28& 29 Baltimore Dr, Stevensville, MD 21666
    • /75

      Est $845,517 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 4,783 Sq Ft

      133 Browning Ln, Centreville, MD 21617

      133 Browning Ln, Centreville, MD 21617
  • /49

    $425,000

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    213 Clevenger Rd, Grasonville, MD 21638

    Welcome to 213 Clevenger Road, a well-maintained brick rancher located in a quiet waterfront community in Grasonville, Maryland. This 3-bedroom, 1 full bath, 1 half bath home offers comfortable one-level living on a spacious, wooded lot with a peaceful and private setting.Inside, you’ll find hardwood floors, a bright and inviting living room, and a cozy brick fireplace that anchors the main

    Agent Photo

    Jim Davidson

    Coldwell Banker Waterman Realty

    (410) 701-2264

    213 Clevenger Rd, Grasonville, MD 21638
  • /42

    $410,000 Sold Apr 23, 2025

    619 Poplar School Rd, Centreville, MD 21617

    • 3 Beds
    • 2 Baths
    • 1,527 Sq Ft
    • Built 1992

    Last Sold Summary

    • $269/SF
    • 4 Days On Market

    Current Estimated Value $421,654

    Last Listing Agent Chris Rosendale CR Realty

    619 Poplar School Rd, Centreville, MD 21617
    • /55

      Est $599,629 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,658 Sq Ft

      116 Solitude Ln, Centreville, MD 21617

      116 Solitude Ln, Centreville, MD 21617
  • /30

    $1,198,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,640 Sq Ft

    300 Hickory Ln, Chestertown, MD 21620

    Welcome to Pheasantfield Farm, a 21- acre equestrian estate beautifully nestled on the Chester River. Fantastic location, ample privacy, and yet only a short drive, or boat ride, to historic Chestertown. The main home boasts 4 bedrooms and two and a half baths. The primary bedroom has a lovely view of the river, two walk-in closets and a large attached full bath. The spacious ranch-style home

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 936-6289

    300 Hickory Ln, Chestertown, MD 21620
  • /46

    $350,000 Sold Apr 04, 2025

    1833 Harbor Dr, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 1,024 Sq Ft
    • Built 1986

    Last Sold Summary

    • $342/SF
    • 106 Days On Market

    Current Estimated Value $352,787

    Last Listing Agent Janice O'Donnell Chaney Homes, LLC

    1833 Harbor Dr, Chester, MD 21619
    • /40

      Est $520,170 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,240 Sq Ft

      315 Little Eagle Rd, Centreville, MD 21617

      315 Little Eagle Rd, Centreville, MD 21617

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