27,826

Queen Annes County, MD Homes

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  • 121 Wheelhouse Way Unit 2112, Stevensville, MD 21666
    121 Wheelhouse Way Unit 2112, Stevensville, MD 21666
    121 Wheelhouse Way Unit 2112, Stevensville, MD 21666
    /60

    $541,900 Pending

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

    121 Wheelhouse Way Unit 2112, Stevensville, MD 21666

    Experience stylish, low-maintenance living in this thoughtfully designed 2-bedroom, 2.5-bath Magothy condo, and curated finishes throughout. An open-concept layout, ample natural light, and elevated design features make this home ideal for both everyday life and entertaining. Enjoy standout elements like a dry bar, electric fireplace, and a dedicated home office with French doors, offering the

    Mary Anne Kowalewski KOVO Realty

    121 Wheelhouse Way Unit 2112, Stevensville, MD 21666
  • 7680 Kent Point Rd, Stevensville, MD 21666
    7680 Kent Point Rd, Stevensville, MD 21666
    7680 Kent Point Rd, Stevensville, MD 21666
    /22

    $5,900,000 Sold Nov 14, 2025

    7680 Kent Point Rd, Stevensville, MD 21666

    • 6 Beds
    • 5.5 Baths
    • 8,017 Sq Ft
    • Built 1995

    Last Sold Summary

    • $736/SF
    • 9 Days On Market

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    7680 Kent Point Rd, Stevensville, MD 21666
    • 1 Keel Haul Dr, Grasonville, MD 21638
      1 Keel Haul Dr, Grasonville, MD 21638
      1 Keel Haul Dr, Grasonville, MD 21638
      /49

      Est $1,097,536 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,072 Sq Ft

      1 Keel Haul Dr, Grasonville, MD 21638

      1 Keel Haul Dr, Grasonville, MD 21638
  • 621 Caspian Dr, Grasonville, MD 21638
    621 Caspian Dr, Grasonville, MD 21638
    621 Caspian Dr, Grasonville, MD 21638
    /53

    $725,000

    • 4 Beds
    • 3.5 Baths
    • 3,668 Sq Ft

    621 Caspian Dr, Grasonville, MD 21638

    Think you've seen this house before? Think again!Stunning Colonial in the Heart of Greenwood – this exquisitely maintained, show-stopping colonial boasts over 3,600 square feet of pure luxury. The stately brick front makes this property an absolute standout! The open-concept main level includes a grand two-story foyer, with formal living and dining rooms flanked on either side. Behind the

    Tracey McCallum Chaney Homes, LLC

    621 Caspian Dr, Grasonville, MD 21638
  • 821 Moorings Cir Unit 144, Stevensville, MD 21666
    821 Moorings Cir Unit 144, Stevensville, MD 21666
    821 Moorings Cir Unit 144, Stevensville, MD 21666
    /49

    $535,000 Sold Dec 03, 2025

    821 Moorings Cir Unit 144, Stevensville, MD 21666

    • 2 Beds
    • 3 Baths
    • 1,906 Sq Ft
    • Built 2018

    Last Sold Summary

    • $281/SF
    • 71 Days On Market

    Last Listing Agent Christine Schumaker Douglas Realty LLC

    821 Moorings Cir Unit 144, Stevensville, MD 21666
    • 412 Beachside Dr, Stevensville, MD 21666
      412 Beachside Dr, Stevensville, MD 21666
      412 Beachside Dr, Stevensville, MD 21666
      /62

      Est $1,215,355 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 3,200 Sq Ft

      412 Beachside Dr, Stevensville, MD 21666

      412 Beachside Dr, Stevensville, MD 21666
  • 110 Boatswain Way Unit 31, Chester, MD 21619
    110 Boatswain Way Unit 31, Chester, MD 21619
    110 Boatswain Way Unit 31, Chester, MD 21619
    /18

    $929,990 New Construction

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

    110 Boatswain Way Unit 31, Chester, MD 21619

    Home office with double doors for privacy. Great room with an electric fireplace for warmth & charm. Large central island anchors the gourmet kitchen. Dry bar in dining area creates a perfect hosting space. Owner’s suite with a serene sitting room & balcony access. Dual walk-in closets for organized living. Owner’s bath with sleek dual sinks & spacious layout.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 31, Chester, MD 21619
  • 314 Beachside Dr, Stevensville, MD 21666
    314 Beachside Dr, Stevensville, MD 21666
    314 Beachside Dr, Stevensville, MD 21666
    /26

    $785,000 Sold Sep 12, 2025

    314 Beachside Dr, Stevensville, MD 21666

    • 3 Beds
    • 2 Baths
    • 1,402 Sq Ft
    • Built 1960

    Last Sold Summary

    • $560/SF
    • 10 Days On Market

    Current Estimated Value $797,183

    Last Listing Agent Karen Clark Clark & Co Realty, LLC

    314 Beachside Dr, Stevensville, MD 21666
    • 108 E Main St, Sudlersville, MD 21668
      108 E Main St, Sudlersville, MD 21668
      108 E Main St, Sudlersville, MD 21668
      /22

      Est $176,579 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 600 Sq Ft

      108 E Main St, Sudlersville, MD 21668

      108 E Main St, Sudlersville, MD 21668
  • 100 Eareckson Ln, Stevensville, MD 21666
    100 Eareckson Ln, Stevensville, MD 21666
    100 Eareckson Ln, Stevensville, MD 21666
    /73

    $1,275,000 Under Contract

    • 4 Beds
    • 4 Baths
    • 3,345 Sq Ft

    100 Eareckson Ln, Stevensville, MD 21666

    Waterfront Living at Its Finest! This beautifully renovated home offers stunning water views from most rooms, creating a serene retreat filled with natural light. The gourmet kitchen with breakfast area flows seamlessly into the dining room and spacious living areas, perfect for both entertaining and everyday living. Inside, you’ll find four bedrooms, two full baths, and two half baths, along

    Dee Dee McCracken Coldwell Banker Realty

    100 Eareckson Ln, Stevensville, MD 21666
  • 234 Blakefield Dr, Chestertown, MD 21620
    234 Blakefield Dr, Chestertown, MD 21620
    234 Blakefield Dr, Chestertown, MD 21620
    /3

    $553,500 Sold Apr 07, 2025

    234 Blakefield Dr, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Built 2024

    Last Sold Summary

    • $231/SF
    • 0 Days On Market

    Current Estimated Value $572,064

    Last Listing Agent Chris Haddaway Chesapeake Real Estate Associates, LLC

    234 Blakefield Dr, Chestertown, MD 21620
    • 650 Chester River Beach Rd, Grasonville, MD 21638
      650 Chester River Beach Rd, Grasonville, MD 21638
      650 Chester River Beach Rd, Grasonville, MD 21638
      /57

      Est $1,000,756 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,950 Sq Ft

      650 Chester River Beach Rd, Grasonville, MD 21638

      650 Chester River Beach Rd, Grasonville, MD 21638
  • 704 Church Hill Rd, Centreville, MD 21617
    704 Church Hill Rd, Centreville, MD 21617
    704 Church Hill Rd, Centreville, MD 21617
    /29

    $410,000

    • 3 Beds
    • 1 Bath
    • 1,476 Sq Ft

    704 Church Hill Rd, Centreville, MD 21617

    ** LISTED BELOW APPRAISED VALUE, REDUCED FOR QUICKER SALE ** Step into the charm of yesteryear with this delightful 1926 Craftsman home, where timeless character meets thoughtful updates. From the moment you walk through the door, you’ll be greeted by rich original hardwood floors, classic built-ins, elegant crown molding, and all the little details that speak to the craftsmanship of a bygone

    Steven Parsons Coldwell Banker Realty

    704 Church Hill Rd, Centreville, MD 21617
  • 239 Northfield Way, Centreville, MD 21617
    239 Northfield Way, Centreville, MD 21617
    239 Northfield Way, Centreville, MD 21617
    /52

    $530,000 Sold Aug 14, 2025

    239 Northfield Way, Centreville, MD 21617

    • 4 Beds
    • 2.5 Baths
    • 3,246 Sq Ft
    • Built 2006

    Last Sold Summary

    • $163/SF
    • 47 Days On Market

    Last Listing Agent Joyce Melbourne Husman Berkshire Hathaway HomeServices PenFed Realty - OP

    239 Northfield Way, Centreville, MD 21617
    • 100 Gloucester Rd, Queenstown, MD 21658
      100 Gloucester Rd, Queenstown, MD 21658
      100 Gloucester Rd, Queenstown, MD 21658
      /47

      Est $576,421 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,046 Sq Ft

      100 Gloucester Rd, Queenstown, MD 21658

      100 Gloucester Rd, Queenstown, MD 21658
  • 216 N Liberty St, Centreville, MD 21617
    216 N Liberty St, Centreville, MD 21617
    216 N Liberty St, Centreville, MD 21617
    /3

    $55,000

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

    216 N Liberty St, Centreville, MD 21617

    Allocation for sewer and water available. This seller does not have an allocation.Call town office to confirm cost; Buyer Agent to confirm all zoning uses.

    Sharon Tryon Long & Foster Real Estate, Inc.

    216 N Liberty St, Centreville, MD 21617
  • 155 Edenderry Ave, Centreville, MD 21617
    155 Edenderry Ave, Centreville, MD 21617
    155 Edenderry Ave, Centreville, MD 21617
    /67

    $518,000 Sold Jul 07, 2025

    155 Edenderry Ave, Centreville, MD 21617

    • 4 Beds
    • 2 Baths
    • 1,984 Sq Ft
    • Built 2001

    Last Sold Summary

    • $261/SF
    • 17 Days On Market

    Current Estimated Value $524,868

    Last Listing Agent Megan Rosendale Rosendale Realty

    155 Edenderry Ave, Centreville, MD 21617
    • 42A Queen Catherine Ct, Chester, MD 21619
      42A Queen Catherine Ct, Chester, MD 21619
      42A Queen Catherine Ct, Chester, MD 21619
      /49

      Est $438,473 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,008 Sq Ft

      42A Queen Catherine Ct, Chester, MD 21619

      42A Queen Catherine Ct, Chester, MD 21619
  • 209 3rd St, Crumpton, MD 21628
    209 3rd St, Crumpton, MD 21628
    209 3rd St, Crumpton, MD 21628
    /53

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    209 3rd St, Crumpton, MD 21628

    Don’t let this one pass you by! Great opportunity to live near the water. Two blocks to the boat ramp (Chester River). Built in 2021 it compares nicely to new construction. Meticulously kept and maintained. A beautiful rancher in the town of Crumpton on 0.46 acres. The front porch welcomes you to a well -designed open concept 3 BR, 2 full bathrooms home. Natural light illuminates the living

    Antoinette Brooks EXP Realty, LLC

    209 3rd St, Crumpton, MD 21628
  • 642 Brookfield Dr, Centreville, MD 21617
    642 Brookfield Dr, Centreville, MD 21617
    642 Brookfield Dr, Centreville, MD 21617
    /50

    $475,000 Sold Feb 28, 2025

    642 Brookfield Dr, Centreville, MD 21617

    • 5 Beds
    • 2.5 Baths
    • 2,584 Sq Ft
    • Built 2006

    Last Sold Summary

    • $184/SF
    • 124 Days On Market

    Current Estimated Value $492,701

    Last Listing Agent Ashley Earle Compass

    642 Brookfield Dr, Centreville, MD 21617
    • 244 Bentons Pleasure Rd, Chester, MD 21619
      244 Bentons Pleasure Rd, Chester, MD 21619
      244 Bentons Pleasure Rd, Chester, MD 21619
      /61

      Est $734,944 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft

      244 Bentons Pleasure Rd, Chester, MD 21619

      244 Bentons Pleasure Rd, Chester, MD 21619
  • 155 Sawmill Ln, Grasonville, MD 21638
    155 Sawmill Ln, Grasonville, MD 21638
    155 Sawmill Ln, Grasonville, MD 21638
    /25

    $149,000

    • Land
    • 0.53 Acre
    • $281,132 per Acre

    155 Sawmill Ln, Grasonville, MD 21638

    Major Price Reduction! 0.5 +/- acres of building lot ready to go! Sewer is installed! Recorded lots and site improvements are complete, making it ready for your house plans to submit to the County. This lot is part of a three-lot minor subdivision for sale in Grasonville, MD. You can also purchase the entire set. No builder tie-in, use yours or one of ours.

    Vincent Payne Realty Navigator

    155 Sawmill Ln, Grasonville, MD 21638
  • 216 Belvedere Ave, Centreville, MD 21617
    216 Belvedere Ave, Centreville, MD 21617
    216 Belvedere Ave, Centreville, MD 21617
    /76

    $410,000 Sold Mar 19, 2025

    216 Belvedere Ave, Centreville, MD 21617

    • 3 Beds
    • 2.5 Baths
    • 1,704 Sq Ft
    • Built 1941

    Last Sold Summary

    • $241/SF
    • 4 Days On Market

    Current Estimated Value $412,763

    Last Listing Agent Tammy Rosendale Rosendale Realty

    216 Belvedere Ave, Centreville, MD 21617
    • 915 Auckland Way, Chester, MD 21619
      915 Auckland Way, Chester, MD 21619
      915 Auckland Way, Chester, MD 21619
      /46

      Est $471,124 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,100 Sq Ft

      915 Auckland Way, Chester, MD 21619

      915 Auckland Way, Chester, MD 21619
  • 515 Love Point Rd, Stevensville, MD 21666
    515 Love Point Rd, Stevensville, MD 21666
    515 Love Point Rd, Stevensville, MD 21666
    /43

    $445,000

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    515 Love Point Rd, Stevensville, MD 21666

    Open House canceled. Welcome to 515 Love Point Road — a beautifully renovated traditional-style home just steps from charming downtown Stevensville. This property seamlessly blends historic character with the confidence of modern construction and upgraded systems.The home features a brand-new kitchen with granite countertops and stainless-steel appliances, 3 spacious bedrooms, and 2 elegantly

    Alex Hodges Cottage Street Realty LLC

    515 Love Point Rd, Stevensville, MD 21666
  • 957 Cloverfields Dr, Stevensville, MD 21666
    957 Cloverfields Dr, Stevensville, MD 21666
    957 Cloverfields Dr, Stevensville, MD 21666
    /31

    $285,000 Sold Dec 12, 2025

    957 Cloverfields Dr, Stevensville, MD 21666

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Built 1975

    Last Sold Summary

    • $219/SF
    • 9 Days On Market

    Last Listing Agent Rebecca Gray Keller Williams Legacy

    957 Cloverfields Dr, Stevensville, MD 21666
    • 152 Spencers Ln, Church Hill, MD 21623
      152 Spencers Ln, Church Hill, MD 21623
      152 Spencers Ln, Church Hill, MD 21623
      /51

      Est $395,152 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,432 Sq Ft

      152 Spencers Ln, Church Hill, MD 21623

      152 Spencers Ln, Church Hill, MD 21623
  • 141 Switchgrass Way Unit 34, Chester, MD 21619
    141 Switchgrass Way Unit 34, Chester, MD 21619
    141 Switchgrass Way Unit 34, Chester, MD 21619
    /61

    $684,950 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    141 Switchgrass Way Unit 34, Chester, MD 21619

    **** NICE VIEWS OF THE CHESTER RIVER**** ***** LOWEST PRICED SEVERN MODEL**** K Hovnanian's Four Seasons at Kent Island is an active 55+ community on Maryland's Chesapeake Bay, offering island resort-style and maintenance-free living at its finest! Shows Like a Model!!! The Severn design is a spacious and airy 3 bedroom, 2.5 bath end-unit boasting an expansive open floor plan with over 2600

    Ralph Kennedy RE/MAX Executive

    141 Switchgrass Way Unit 34, Chester, MD 21619
  • 242 Peregrine Dr, Chester, MD 21619
    242 Peregrine Dr, Chester, MD 21619
    242 Peregrine Dr, Chester, MD 21619
    /36

    $705,000 Sold Sep 23, 2025

    242 Peregrine Dr, Chester, MD 21619

    • 4 Beds
    • 3 Baths
    • 3,151 Sq Ft
    • Built 2024

    Last Sold Summary

    • $224/SF
    • 111 Days On Market

    Last Listing Agent Pamela Owens Anchor Group Realty, LLC

    242 Peregrine Dr, Chester, MD 21619
    • 116 Jean Rd, Stevensville, MD 21666
      116 Jean Rd, Stevensville, MD 21666
      116 Jean Rd, Stevensville, MD 21666
      /54

      Est $824,295 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,010 Sq Ft

      116 Jean Rd, Stevensville, MD 21666

      116 Jean Rd, Stevensville, MD 21666
  • 100 Wall St, Queenstown, MD 21658
    100 Wall St, Queenstown, MD 21658
    100 Wall St, Queenstown, MD 21658
    /46

    $450,000

    • 6 Beds
    • 2 Baths
    • 2,486 Sq Ft

    100 Wall St, Queenstown, MD 21658

    OPEN HOUSE, Saturday, Nov. 15, 2-3pm...Step back in time—without sacrificing a single modern comfort—in this stunning 1856 Victorian masterpiece, where historic elegance and thoughtful renovations come together in perfect harmony. Nestled in the picturesque and walkable heart of Queenstown, this 6-bedroom, 2-bath showstopper is more than just a home—it's an opportunity. Zoned Town Center, this

    Darlene Winegardner RE/MAX Executive

    100 Wall St, Queenstown, MD 21658
  • 2921 Cox Neck Rd E, Chester, MD 21619
    2921 Cox Neck Rd E, Chester, MD 21619
    2921 Cox Neck Rd E, Chester, MD 21619
    /66

    $1,700,000 Sold Jul 11, 2025

    2921 Cox Neck Rd E, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,824 Sq Ft
    • Built 1992

    Last Sold Summary

    • $602/SF
    • 2 Days On Market

    Current Estimated Value $1,685,763

    Last Listing Agent Lynn Tuozzo Berkshire Hathaway HomeServices PenFed Realty

    2921 Cox Neck Rd E, Chester, MD 21619
    • 306 Drake Tail Place, Chester, MD 21619
      306 Drake Tail Place, Chester, MD 21619
      306 Drake Tail Place, Chester, MD 21619
      /27

      Est $335,194 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,440 Sq Ft

      306 Drake Tail Place, Chester, MD 21619

      306 Drake Tail Place, Chester, MD 21619
  • 203 Riverside Dr, Chester, MD 21619
    203 Riverside Dr, Chester, MD 21619
    203 Riverside Dr, Chester, MD 21619
    /68

    $1,099,900 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,036 Sq Ft

    203 Riverside Dr, Chester, MD 21619

    To-be-built 5BR, 3.5BA waterfront home by Laine Street Homes — now under construction and perfectly positioned to capture breathtaking sunrises over the waterfront of Crab Alley Creek. Thoughtfully designed for modern coastal living, this home will offer panoramic water views from the main level and the primary suite, filling the interior with natural light and scenic beauty. The bright layout

    Chrissy Schultz Long & Foster Real Estate, Inc.

    203 Riverside Dr, Chester, MD 21619
  • 300 Oak St, Centreville, MD 21617
    300 Oak St, Centreville, MD 21617
    /2

    $275,000 Sold Sep 16, 2025

    300 Oak St, Centreville, MD 21617

    • 2 Beds
    • 1 Bath
    • 1,064 Sq Ft
    • Built 1964

    Last Sold Summary

    • $258/SF
    • 0 Days On Market

    Current Estimated Value $281,798

    Last Listing Agent Chris Rosendale CR Realty

    300 Oak St, Centreville, MD 21617
    • 112 Maryland Rd, Stevensville, MD 21666
      112 Maryland Rd, Stevensville, MD 21666
      112 Maryland Rd, Stevensville, MD 21666
      /26

      Est $448,488 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,692 Sq Ft

      112 Maryland Rd, Stevensville, MD 21666

      112 Maryland Rd, Stevensville, MD 21666
  • LOT 4 Finley Creek Dr, Centreville, MD 21617
    LOT 4 Finley Creek Dr, Centreville, MD 21617
    /2

    $1,053,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,575 Sq Ft

    LOT 4 Finley Creek Dr, Centreville, MD 21617

    Finley Creek Estates, an exclusive new community nestled in between Centreville and historic Chestertown situated on 1 plus acre lots. This luxurious estate like home is to be built by Red oak Properties, LLC, one of the Eastern Shore Premier builders. One lot remains with this builder. Call for additional details.

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    LOT 4 Finley Creek Dr, Centreville, MD 21617
  • 908 Monroe Manor Rd, Stevensville, MD 21666
    908 Monroe Manor Rd, Stevensville, MD 21666
    908 Monroe Manor Rd, Stevensville, MD 21666
    /43

    $1,010,000 Sold Mar 27, 2025

    908 Monroe Manor Rd, Stevensville, MD 21666

    • 4 Beds
    • 2 Baths
    • 2,372 Sq Ft
    • Built 1965

    Last Sold Summary

    • $426/SF
    • 37 Days On Market

    Current Estimated Value $1,027,286

    Last Listing Agent Lynn Collins Long & Foster Real Estate, Inc.

    908 Monroe Manor Rd, Stevensville, MD 21666
    • 605 Bayside Dr, Stevensville, MD 21666
      605 Bayside Dr, Stevensville, MD 21666
      605 Bayside Dr, Stevensville, MD 21666
      /96

      Est $606,750 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,104 Sq Ft

      605 Bayside Dr, Stevensville, MD 21666

      605 Bayside Dr, Stevensville, MD 21666
  • 154 Harrier Way, Chester, MD 21619
    154 Harrier Way, Chester, MD 21619
    154 Harrier Way, Chester, MD 21619
    /45

    $639,450 Under Contract

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

    154 Harrier Way, Chester, MD 21619

    *** WELCOME to 154 HARRIER WAY and FOUR SEASONS at KENT ISLAND***Price Reduced! Lowest priced single family home in Four Seasons! Better than New! Custom Window Treatments! Oversized Garage w/Broadcast Floor!Why Wait Months-and Spend Thousands More-You Can Move into This Home in 30 Days. ****** Owner is also offering a Home Warranty with acceptable offer******The Donegal model is a

    Ralph Kennedy RE/MAX Executive

    154 Harrier Way, Chester, MD 21619

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