27,854

Queen Anne's County, MD Homes

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  • /52

    $495,000

    $5K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,280 Sq Ft

    226 Liam Thomas Ln Unit D6, Stevensville, MD 21666

    Welcome to this Ellendale Community end unit townhome! Turn-Key 4-Bedroom, 3.5 Bath Home . Eastern Shore Lifestyle & Easy Commuting. This home offers a bright, open layout designed for effortless everyday living and entertaining. With high-end upgrades and fresh paint, you can move right in and start enjoying the relaxed Eastern Shore lifestyle. Interior Features & Upgrades Bedrooms/Baths: 4

    Agent Photo

    Amy Juras

    Long & Foster Real Estate, Inc.

    226 Liam Thomas Ln Unit D6, Stevensville, MD 21666
  • /17

    $1,800 Per Month

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

    7501 Church Hill Rd Unit 5, Chestertown, MD 21620

    If you’ve been searching for an open‐concept apartment with a stunning view, your search ends here. This fully renovated third‐floor residence delivers modern style, thoughtful updates, and an airy layout that feels instantly welcoming. Step into a beautifully redesigned kitchen featuring ample cabinetry, upgraded appliances, and a spacious island perfect for cooking, gathering, or entertaining.

    Amanda Morgan Brenton Realty Group

    7501 Church Hill Rd Unit 5, Chestertown, MD 21620
  • /8

    $849,990

    Sold Dec 10, 2025

    117 Redstart Dr, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 2,010 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $423/SF
    • 7 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island - Single Family

    117 Redstart Dr, Chester, MD 21619
    • /60

      Est $566,559

      Not Listed For Sale

      215 John Gibson Dr, Chester, MD 21619

      • 3 Beds
      • 4 Baths
      • 2,240 Sq Ft
      • Built 2011
      215 John Gibson Dr, Chester, MD 21619

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Catherine Watson - Bye RE/MAX Executive

  • /55

    $624,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,909 Sq Ft

    246 Upland Ln, Centreville, MD 21617

    Perfectly situated on the scenic Eastern Shore of Maryland, just outside the historic town of Centreville, this stunning traditional home in the desirable Hollingsworth community offers an unparalleled lifestyle that combines suburban convenience with small-town charm. Located just 30 minutes from the William Preston Memorial (Chesapeake Bay) Bridge, this property provides an easy commute to

    Agent Photo

    Petra Quinn

    Realty Navigator

    246 Upland Ln, Centreville, MD 21617
  • /40

    $2,900 Per Month

    • 4 Beds
    • 2 Baths
    • 1,325 Sq Ft
    • House for Rent

    9401 Romancoke Rd, Stevensville, MD 21666

    Fully Rebuilt Designer Home on 0.74 Acres — Turn-Key Living on Kent Island Under $430k A rare opportunity on Kent Island — this fully rebuilt 4-bedroom, 2-bath home offers the feel of new construction with custom high end finishes. This attention to detail doesn't happen at this price range very often. Set on a private 0.74-acre lot with a detached garage, this property delivers space, privacy,

    Pedro Paz Coldwell Banker Realty

    9401 Romancoke Rd, Stevensville, MD 21666
  • /64

    $585,000

    Sold May 13, 2026

    209 N Brook Dr, Centreville, MD 21617

    • 5 Beds
    • 3.5 Baths
    • 3,155 Sq Ft
    • Built 2010

    Last Sold Summary

    • 2% Below List Price
    • $185/SF
    • 33 Days On Market

    Current Estimated Value $583,169

    Last Listing Agent Crystal Smith RE/MAX Executive

    209 N Brook Dr, Centreville, MD 21617
    • /22

      Est $349,667

      Not Listed For Sale

      219 Estuary Ln, Church Hill, MD 21623

      219 Estuary Ln, Church Hill, MD 21623

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Jenyffer Lopez Corner House Realty

  • /6

    $349,000

    $50K PRICE DROP
    • Land
    • 3.2 Acres
    • $109,062 per Acre

    0 Chester River Dr, Grasonville, MD 21638

    Hard to find 3+ acres with pond & just steps from the water. Come build your dream home on this beautiful property then relax & watch the eagles, herons and wildlife that frequent the pond. Wonderful location, just minutes away from local parks, marina’s, cross island trail, hospitals, restaurants, shopping, recreational activities & convenient to route 50. For a limited time only, four lots

    Agent Photo

    Brenda Fornos

    Taylor Properties

    0 Chester River Dr, Grasonville, MD 21638
  • /10

    $2,750 Per Month

    • 4 Beds
    • 2 Baths
    • 1,596 Sq Ft
    • House for Rent

    627 Davol Rd, Stevensville, MD 21666

    Roomy Cape Cod with 4 bedrooms and 2 bath rooms in sought after Cloverfields. House features large eat in kitchen, spacious living room, large deck, fenced yard, and paved driveway. Community offers pool, marina, beach and so much more. Please note that while the landlord pays the HOA fee, tenant must also join as an associated member to use community amenities.

    Kevin Waterman Coldwell Banker Waterman Realty

    627 Davol Rd, Stevensville, MD 21666
  • /81

    $787,500

    Sold Aug 07, 2026

    135 Nauset Ln, Chester, MD 21619

    • 3 Beds
    • 3 Baths
    • 2,795 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $282/SF
    • 230 Days On Market

    Current Estimated Value $811,120

    Last Listing Agent Riley White Real Broker, LLC - Annapolis

    135 Nauset Ln, Chester, MD 21619
    • /70

      Est $723,222

      Not Listed For Sale

      147 Carriage Heath, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,148 Sq Ft
      • Built 2015
      147 Carriage Heath, Chester, MD 21619

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Yael Beckman Coldwell Banker Realty

  • /75

    $789,000

    Open Sat 10AM - 12PM $36K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,425 Sq Ft

    116 Prospect Bay Dr W, Grasonville, MD 21638

    New Price Reduction- Beautifully sited on a fabulous 1.03-acre lot in sought-after Prospect Bay Golf and Country Club, this spacious home offers the best of both water and golf course living. Enjoy lovely water views and stunning sunsets from several rooms or while relaxing on the wraparound front porch. From the rear of the home, take in peaceful golf course views overlooking the newly renovated

    Agent Photo

    Lori Woods-Fortney

    Berkshire Hathaway HomeServices Homesale Realty

    116 Prospect Bay Dr W, Grasonville, MD 21638
  • /35

    $2,400 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,332 Sq Ft
    • Townhouse for Rent

    310 Del Rhodes Ave, Queenstown, MD 21658

    Available Now! Move right into this spacious, clean, and beautifully refreshed rental in the heart of Queenstown! Conveniently located within walking distance to local shops, restaurants, and everyday amenities, this home offers the perfect blend of comfort and convenience.Over 2300 SF, featuring 3 bedrooms, 2.5 baths, generous living spaces, and abundant natural light throughout, there's

    Jennifer Chaney Chaney Homes, LLC

    310 Del Rhodes Ave, Queenstown, MD 21658
  • /18

    $949,990

    Sold Apr 22, 2026

    110 Boatswain Way Unit 41, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 9% Below List Price
    • $365/SF
    • 35 Days On Market

    K. Hovnanian Homes Four Seasons at Kent Island - Luxury Condos

    110 Boatswain Way Unit 41, Chester, MD 21619
    • /27

      Est $400,105

      Not Listed For Sale

      142 Church Meadow Ct, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,426 Sq Ft
      • Built 2014
      142 Church Meadow Ct, Chestertown, MD 21620

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Thomas Boeshore Berkshire Hathaway Homeservice Homesale Realty

  • /70

    $569,900

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,445 Sq Ft

    128 Perrys Retreat Blvd, Grasonville, MD 21638

    PRICE IMPROVEMENT! $10K REDUCTION! Why wait for new construction when this barely lived-in home in the desirable community of Perry’s Retreat is available now? Welcome to 128 Perry’s Retreat Boulevard, offering a bright, open-concept main level with LVP flooring throughout and a layout designed for everyday living and easy entertaining. The spacious kitchen features an oversized island, stainless

    Agent Photo

    Allen Stanton

    RE/MAX Executive

    128 Perrys Retreat Blvd, Grasonville, MD 21638
  • /35

    $2,800 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Townhouse for Rent

    9 Queen Victoria Way, Chester, MD 21619

    Come see this freshly renovated waterview unit in Queens Landing! More photos to come, kitchen and bathrooms are being renovated. Enjoy Chester River views from all angles! The spacious first floor with a half bath has plenty of room for living, dining and whatever else you desire. The upper level features two bedrooms each with their own waterview balcony and full bathroom (one in the hall and

    Annie Eaton Coldwell Banker Realty

    9 Queen Victoria Way, Chester, MD 21619
  • /40

    $640,000

    Sold Jan 05, 2026

    132 Claiborne St, Chester, MD 21619

    • 3 Beds
    • 3.5 Baths
    • 2,400 Sq Ft
    • Built 2011

    Last Sold Summary

    • $267/SF
    • 20 Days On Market

    Current Estimated Value $679,188

    Last Listing Agent Biana Arentz Coldwell Banker Realty

    132 Claiborne St, Chester, MD 21619
    • /20

      Not Listed For Sale

      2629 Cecil Dr, Chester, MD 21619

      2629 Cecil Dr, Chester, MD 21619

      Last Sold Summary

      • 114 Days On Market

      Last Listing Agent Gretchen Wichlinski Compass

  • /44

    $525,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,014 Sq Ft

    133 Brook Knoll Way, Centreville, MD 21617

    Welcome to this beautifully updated Colonial home in the desirable North Brook community, just outside of downtown Centreville, Maryland, where timeless charm meets modern comfort. A welcoming covered front porch and professionally landscaped front yard create exceptional curb appeal, while a new roof and thoughtful interior updates provide peace of mind for years to come.Inside, luxury vinyl

    Agent Photo

    Dustin Oldfather

    Compass

    133 Brook Knoll Way, Centreville, MD 21617
  • /43

    $453,000

    Sold Jul 14, 2026

    704 Truslow Rd, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 2,060 Sq Ft
    • Built 1992

    Last Sold Summary

    • 3% Above List Price
    • $220/SF
    • 22 Days On Market

    Current Estimated Value $447,484

    Last Listing Agent Crystal Smith RE/MAX Executive

    704 Truslow Rd, Chestertown, MD 21620
    • /65

      Est $673,663

      Not Listed For Sale

      254 Laysan Teal Ct, Church Hill, MD 21623

      • 3 Beds
      • 2.5 Baths
      • 4,240 Sq Ft
      • Built 2015
      254 Laysan Teal Ct, Church Hill, MD 21623

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Crystal Smith RE/MAX Executive

  • /2

    $1,250,000

    Coming Soon
    • 5 Beds
    • 3 Baths
    • 3,757 Sq Ft

    4 Prospect Bay Dr W, Grasonville, MD 21638

    Classic Colonial Overlooking the Golf Course in Prospect Bay. Welcome to this beautifully maintained brick-front Colonial, perfectly positioned with picturesque golf course views in the sought-after Prospect Bay community. Filled with natural light from oversized windows, the open floor plan offers the perfect balance of comfortable everyday living and elegant spaces for entertaining. The home

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    4 Prospect Bay Dr W, Grasonville, MD 21638
  • /40

    $540,656

    Sold Sep 19, 2025

    112 Harbour Sound Dr, Chester, MD 21619

    • 2 Beds
    • 3.5 Baths
    • 2,131 Sq Ft
    • Built 1989

    Last Sold Summary

    • $254/SF
    • 86 Days On Market

    Current Estimated Value $541,200

    Last Listing Agent Carlos Larraz Annapolis Properties LLC

    112 Harbour Sound Dr, Chester, MD 21619
    • /69

      Est $699,120

      Not Listed For Sale

      107 Condor Ct, Church Hill, MD 21623

      • 5 Beds
      • 3.5 Baths
      • 4,032 Sq Ft
      • Built 2015
      107 Condor Ct, Church Hill, MD 21623

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Gretchen Wichlinski Compass

  • /2

    $300,000

    • Land
    • 6 Acres
    • $50,000 per Acre

    0 Damsontown Rd, Queen Anne, MD 21657

    Enjoy the opportunity to own a mostly cleared parcel in the heart of Queen Anne’s County, just minutes from downtown Centreville. This mostly cleared lot offers a great opportunity for buyers looking for privacy, open space, and convenient access to town while still enjoying a peaceful country setting. Located just minutes from historic downtown Centreville, you’ll enjoy easy access to local

    Agent Photo

    BJ Kilby

    Eastern Shore Real Estate, LLC

    0 Damsontown Rd, Queen Anne, MD 21657
  • /32

    $420,000

    Sold Jan 20, 2026

    210 Pennick Dr, Stevensville, MD 21666

    • 4 Beds
    • 2 Baths
    • 1,952 Sq Ft
    • Built 1987

    Last Sold Summary

    • $215/SF
    • 58 Days On Market

    Current Estimated Value $445,943

    Last Listing Agent Katie Neighoff RE/MAX United Real Estate

    210 Pennick Dr, Stevensville, MD 21666
    • /56

      Est $519,519

      Not Listed For Sale

      167 Caspian Dr, Grasonville, MD 21638

      • 3 Beds
      • 2 Baths
      • 1,765 Sq Ft
      • Built 2012
      167 Caspian Dr, Grasonville, MD 21638

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Gina White Coldwell Banker Realty

  • /11

    $209,000

    • Land
    • 11,325 Sq Ft
    • $803,846 per Acre

    903 Chester River Dr, Grasonville, MD 21638

    Welcome to the water privileged community of Chester River Beach where you will find this water view lot just waiting to have a new home built on it. Enjoy the added bonus of having a large existing garage or stroll down to the beautiful waterfront park and boat ramp. This lot has public sewer access. Embrace the lifestyle you've always wanted on MDs beautiful eastern shore. Wonderful location,

    Agent Photo

    Brenda Fornos

    Taylor Properties

    903 Chester River Dr, Grasonville, MD 21638
  • /51

    $499,000

    Sold Sep 22, 2025

    117 Church St, Stevensville, MD 21666

    • 3 Beds
    • 2.5 Baths
    • 2,208 Sq Ft
    • Built 1901

    Last Sold Summary

    • $226/SF
    • 47 Days On Market

    Current Estimated Value $511,830

    Last Listing Agent Tricia Wilson Wilson Realty & Staging LLC

    117 Church St, Stevensville, MD 21666
    • /50

      Est $4,009,411

      Not Listed For Sale

      380 Wye Narrows Dr, Queenstown, MD 21658

      • 7 Beds
      • 6 Baths
      • 7,040 Sq Ft
      • Built 2019
      380 Wye Narrows Dr, Queenstown, MD 21658

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Brad Kappel TTR Sotheby's International Realty

  • /19

    $375,000

    • Land
    • 4.14 Acres
    • $90,580 per Acre

    715 Winchester Creek Rd, Grasonville, MD 21638

    **Seller is motivated and ready to move on to the next project—**all offers will be considered! Currently priced significantly below assessed value. This west-facing waterfront lot on Winchester Creek offers over 4 acres of private, NO-HOA living directly off the Chester River. A fully engineered site plan is complete and ready for final submissions—over a year of professional engineering has

    Agent Photo

    BJ Kilby

    Eastern Shore Real Estate, LLC

    715 Winchester Creek Rd, Grasonville, MD 21638
  • /77

    $488,000

    Sold Apr 17, 2026

    1337 Queen Anne Dr, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,128 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Above List Price
    • $229/SF
    • 15 Days On Market

    Current Estimated Value $486,594

    Last Listing Agent Caitlin Prossner Long & Foster Real Estate, Inc.

    1337 Queen Anne Dr, Chester, MD 21619
    • /9

      Est $441,237

      Not Listed For Sale

      209 Blakefield Dr, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • Built 2022
      209 Blakefield Dr, Chestertown, MD 21620

      Last Sold Summary

      • 130 Days On Market

      Last Listing Agent Chris Haddaway Chesapeake Real Estate Associates, LLC

  • /44

    $425,000

    $24K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    121 Marshy Creek Rd, Grasonville, MD 21638

    Immaculately maintained and tucked away on a quiet street, this charming home offers the perfect blend of privacy and convenience with easy access to Route 50—ideal for commuters. Thoughtfully designed as an elevated residence, the home is built above grade to help reduce flood risk while providing a versatile lower level complete with a hobby room and attached garage.The main living level

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    121 Marshy Creek Rd, Grasonville, MD 21638
  • /48

    $475,900

    Sold Apr 17, 2026

    108 Springbrook Ln, Millington, MD 21651

    • 3 Beds
    • 2 Baths
    • 1,677 Sq Ft
    • Built 2026

    Last Sold Summary

    • $284/SF

    Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

    108 Springbrook Ln, Millington, MD 21651
    • /37

      Est $483,837

      Not Listed For Sale

      1039 Price Station Rd, Church Hill, MD 21623

      • 3 Beds
      • 2 Baths
      • 1,635 Sq Ft
      • Built 2024
      1039 Price Station Rd, Church Hill, MD 21623

      Last Sold Summary

      • 147 Days On Market

      Last Listing Agent Jim Davidson Coldwell Banker Waterman Realty

  • /16

    $549,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    0 Tennessee Rd, Kent Island, MD 21666

    Coming soon — brand new construction opportunity! This thoughtfully designed ranch-style home will be breaking ground soon and offers the chance to secure a brand-new home before construction begins. Featuring convenient one-level living, this home will include an open floor plan with vaulted ceilings and quality finishes throughout.The kitchen is planned to feature quartz countertops,

    Agent Photo

    Jim Davidson

    Coldwell Banker Waterman Realty

    0 Tennessee Rd, Kent Island, MD 21666
  • /60

    $339,900

    Sold Jan 14, 2026

    30 C Queen Mary Ct, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • Built 1999

    Last Sold Summary

    • $236/SF
    • 81 Days On Market

    Last Listing Agent Dori Savani Douglas Realty, LLC

    30 C Queen Mary Ct, Chester, MD 21619

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