11,962

Kent County, MD Homes

Section Image
    • /30

      Est $369,745

      Not Listed For Sale

      215 Devon Dr, Chestertown, MD 21620

      • 4 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 1992
      215 Devon Dr, Chestertown, MD 21620

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Jody Baker Cross Street Realtors LLC

  • /3

    $55,000

    • Land
    • 12,632 Sq Ft
    • $189,655 per Acre

    0 Judefind Ave Unit MDKE2007038, Rock Hall, MD 21661

    Wooded building lot on Judefind Ave in Rock Hall town limits. No flood plain, no critical area, no wetlands. Water & sewer hook ups will be required. Lot is 75 ft wide by 165 ft deep. Nice walkable in-town location on a quiet, private street. Just minutes to the Main Street shopping district and the Mainstay.

    Robin Fithian Rock Hall Properties Real Estate

    0 Judefind Ave Unit MDKE2007038, Rock Hall, MD 21661
  • /43

    $449,000

    Sold May 29, 2026

    1 Idlewhile Ave Unit 4, Betterton, MD 21610

    • 3 Beds
    • 2.5 Baths
    • Built 2000

    Last Sold Summary

    • 25 Days On Market

    Current Estimated Value $451,864

    Last Listing Agent Ashton Kelley Gunther-McClary Real Estate

    1 Idlewhile Ave Unit 4, Betterton, MD 21610
    • /69

      Est $520,788

      Not Listed For Sale

      110 Camelot Dr, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 3,200 Sq Ft
      • Built 2007
      110 Camelot Dr, Chestertown, MD 21620

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Chase Broadhurst RE/MAX Advantage Realty

  • /22

    $299,900

    $10K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft

    21103 Striper Run, Rock Hall, MD 21661

    Sellers are offering $5,000 in closing cost help for an acceptable offer! Easy, low-maintenance living in the heart of Rock Hall. New roof, heat, and central air in Spring 2026. This updated 3-bedroom, 2.5-bath townhome with garage is perfectly positioned just steps from marinas, Main Street shops, favorite restaurants, and the community beach. Recent improvements include luxury vinyl plank

    Courtney Chipouras TTR Sotheby's International Realty

    21103 Striper Run, Rock Hall, MD 21661
  • /46

    $602,500

    Sold Aug 31, 2026

    24204 Drayton Landing Dr, Worton, MD 21678

    • 3 Beds
    • 2 Baths
    • 2,176 Sq Ft
    • Built 1991

    Last Sold Summary

    • $277/SF
    • 249 Days On Market

    Current Estimated Value $640,023

    Last Listing Agent Brian Gearhart Benson & Mangold, LLC

    24204 Drayton Landing Dr, Worton, MD 21678
    • /37

      Est $304,826

      Not Listed For Sale

      23315 Sandpiper Rd, Chestertown, MD 21620

      • 2 Beds
      • 2 Baths
      • 1,272 Sq Ft
      • Built 1973
      23315 Sandpiper Rd, Chestertown, MD 21620

      Last Sold Summary

      • 120 Days On Market

      Last Listing Agent Andrew Meikle Doug Ashley Realtors, LLC

  • /32

    $405,000

    New Construction $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,975 Sq Ft

    21712 Centennial Ln, Rock Hall, MD 21661

    Brand-new construction in the Crosby Woods Subdivision! This thoughtfully designed 3-bedroom, 3-bath home offers convenient one-level living with an open floor plan, recessed lighting, granite countertops, a kitchen island, pantry, and stainless steel appliances. The home features two primary suites with private tiled bathrooms, including one with an additional sitting area for added comfort and

    Sarah Ulrick Rock Hall Properties Real Estate

    21712 Centennial Ln, Rock Hall, MD 21661
  • /2

    $325,000

    Sold Jan 30, 2026

    303 Cedar St, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 2,577 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Below List Price
    • $126/SF
    • 4 Days On Market

    Current Estimated Value $357,407

    Last Listing Agent Hayley Norris Select Land & Homes, LLC

    303 Cedar St, Chestertown, MD 21620
    • /14

      Est $135,501

      Not Listed For Sale

      21903 Yerkey Rd, Rock Hall, MD 21661

      • 1 Bed
      • 1 Bath
      • 572 Sq Ft
      • Built 1910
      21903 Yerkey Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 368 Days On Market

      Last Listing Agent Christine Burgess Keller Williams Select Realtors of Annapolis

  • /43

    $499,900

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,076 Sq Ft

    1003 Twin Ct, Chestertown, MD 21620

    Welcome home to this beautifully maintained and thoughtfully updated residence nestled at the end of a peaceful cul-de-sac! Originally built in 2002 and extensively renovated in 2020, this home offers the perfect combination of timeless design, modern updates, and comfortable living. Hickory flooring flows throughout the main living areas and bedrooms, while LVP flooring provides durability and

    Jody Baker Cross Street Realtors LLC

    1003 Twin Ct, Chestertown, MD 21620
  • /2

    $58,000

    Sold Mar 24, 2026

    0 Bottom Rd, 3, Worton (Betterton), MD 21678

    • Land
    • 30,927 Sq Ft
    • $81,690 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 7 Days On Market

    Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Bottom Rd, 3, Worton (Betterton), MD 21678
    • /26

      Est $438,502

      Not Listed For Sale

      21089 Haven Rd, Rock Hall, MD 21661

      • 3 Beds
      • 2 Baths
      • 1,797 Sq Ft
      • Built 2009
      21089 Haven Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Robin Fithian Rock Hall Properties Real Estate

  • /62

    $549,000

    • Studio
    • 4,305 Sq Ft

    12714 Still Pond Rd, Still Pond, MD 21667

    Invest with confidence in this amazing duplex opportunity just minutes from Historic Chestertown and the pristine Betterton Beach. Get your entrepreneurial juices flowing because the income opportunity with this property makes it irresistible. You can live in one side and largely get your mortgage paid for you by renting out the other side. You can rent both and enter an easy cash flow situation

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    12714 Still Pond Rd, Still Pond, MD 21667
  • /40

    $293,000

    Sold Jun 08, 2026

    301 Lincoln Dr, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1966

    Last Sold Summary

    • 5% Below List Price
    • $254/SF
    • 54 Days On Market

    Current Estimated Value $293,876

    Last Listing Agent Heather Dolan Chesapeake Real Estate Associates, LLC

    301 Lincoln Dr, Chestertown, MD 21620
    • /31

      Est $401,161

      Not Listed For Sale

      103 Trafford Dr, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,944 Sq Ft
      • Built 2007
      103 Trafford Dr, Chestertown, MD 21620

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Deric Beckett Berkshire Hathaway HomeServices PenFed Realty

  • /28

    $435,000

    • 3 Beds
    • 1.5 Baths
    • 1,160 Sq Ft

    31923 River Park Rd, Millington, MD 21651

    Charming waterfront rancher on the Chester River! This move-in ready home features 3 bedrooms, 1.5 baths, and luxury viny plank flooring throughout. Recent upgrades include all-new appliances (2021), a 12' x 20' shed/workshop (2023), and new HVAC and viny siding (2024).Step outside to a spacious deck overlooking the river and your private dock--perfect for fishing, launching kayaks, or

    Wendy Wilson RE/MAX Chesapeake

    31923 River Park Rd, Millington, MD 21651
  • /2

    $339,900

    Sold Apr 21, 2026

    103 Flying Cloud Dr, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,724 Sq Ft
    • Built 2023

    Last Sold Summary

    • $197/SF
    • 0 Days On Market

    Current Estimated Value $339,854

    Last Listing Agent Laura Snyder American Premier Realty, LLC

    103 Flying Cloud Dr, Chestertown, MD 21620
    • /26

      Est $371,453

      Not Listed For Sale

      503 N Kent St, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,566 Sq Ft
      • Built 1974
      503 N Kent St, Chestertown, MD 21620

      Last Sold Summary

      • 79 Days On Market

      Last Listing Agent Hugh Wyble Wyble Enterprises

  • /17

    $1,195,000

    • 2 Beds
    • 1 Bath
    • 806 Sq Ft

    302 S Mill St, Chestertown, MD 21620

    Remarkable downtown Chestertown development opportunity outside the Historic District. Incredible potential for a builder or a unique property for a private homesite. Directly adjacent to the Chestertown walking rail trail and just steps from downtown Chestertown while overlooking the Lawrence Wetland Preserve, rolling meadows and Radcliffe Creek behind. Sale includes two parcels - 302 S Mill

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    302 S Mill St, Chestertown, MD 21620
  • /60

    $470,000

    Sold Jul 13, 2026

    31729 W Edge Rd, Millington, MD 21651

    • 3 Beds
    • 2.5 Baths
    • 1,821 Sq Ft
    • Built 2012

    Last Sold Summary

    • 12% Below List Price
    • $258/SF
    • 63 Days On Market

    Current Estimated Value $470,903

    Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    31729 W Edge Rd, Millington, MD 21651
    • /14

      Est $265,791

      Not Listed For Sale

      6053 N Main St, Rock Hall, MD 21661

      • 3 Beds
      • 2 Baths
      • 1,530 Sq Ft
      • Built 1920
      6053 N Main St, Rock Hall, MD 21661

      Last Sold Summary

      • 473 Days On Market

      Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company

  • /23

    $350,000

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    117 N Water St Unit 2B, Chestertown, MD 21620

    117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment aspect that this multi-unit building provides. Offering a total of FOUR units for sale as a package, or as individuals. Each unit has been remodeled and upgraded meticulously and thoughtfully with attention to the historical aspects

    Liddy Campbell TTR Sotheby's International Realty

    117 N Water St Unit 2B, Chestertown, MD 21620
  • /2

    $150,000

    Sold May 08, 2026

    6124 Tolchester Rd, Rock Hall, MD 21661

    • 2 Beds
    • 1 Bath
    • 1,260 Sq Ft
    • Built 1953

    Last Sold Summary

    • $119/SF
    • 1 Day On Market

    Current Estimated Value $197,866

    Last Listing Agent Robin Fithian Rock Hall Properties Real Estate

    6124 Tolchester Rd, Rock Hall, MD 21661
    • /28

      Est $361,063

      Not Listed For Sale

      180 Birchwood Ln, Galena, MD 21635

      • 3 Beds
      • 2 Baths
      • 1,290 Sq Ft
      • Built 1997
      180 Birchwood Ln, Galena, MD 21635

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Kathleen Pigliacampi Patterson-Schwartz-Hockessin

  • /3

    $110,000

    • Land
    • 32,670 Sq Ft
    • $146,667 per Acre

    14 Wilson Point Rd, Galena, MD 21635

    Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design.

    Aaron Clark Patterson-Schwartz-Middletown

    14 Wilson Point Rd, Galena, MD 21635
  • /42

    $316,000

    Sold Sep 01, 2026

    10720 Foreston Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,412 Sq Ft
    • Built 1963

    Last Sold Summary

    • 6% Below List Price
    • $224/SF
    • 31 Days On Market

    Current Estimated Value $324,514

    Last Listing Agent Kathleen Eder Compass

    10720 Foreston Rd, Chestertown, MD 21620
    • /34

      Est $408,139

      Not Listed For Sale

      202 Byford Dr, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,632 Sq Ft
      • Built 1965
      202 Byford Dr, Chestertown, MD 21620

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

  • /2

    $200,000

    Coming Soon Sep 21
    • 4 Beds
    • 1 Bath
    • 1,816 Sq Ft

    223 Mount Vernon Ave, Chestertown, MD 21620

    Investors, contractors & handy buyers—this is the fixer-upper opportunity you’ve been waiting for! This downtown Chestertown diamond in the rough offers strong ARV potential and an opportunity for a fix & flip, long-term rental, or short-term rental. Located just steps from Washington College and an easy walk to historic downtown shops, restaurants, and the waterfront.Currently occupied,

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    223 Mount Vernon Ave, Chestertown, MD 21620
  • /2

    $362,000

    Sold May 04, 2026

    5883 Williams St, Rock Hall, MD 21661

    • 3 Beds
    • 2 Baths
    • 1,358 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Below List Price
    • $267/SF
    • 12 Days On Market

    Current Estimated Value $367,814

    Last Listing Agent Courtney Chipouras TTR Sotheby's International Realty

    5883 Williams St, Rock Hall, MD 21661
    • /11

      Est $249,750

      Not Listed For Sale

      26755 Dutchtown Rd, Still Pond, MD 21667

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 2006
      26755 Dutchtown Rd, Still Pond, MD 21667

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent John Carroll Village Real Estate Company LLC

  • /30

    $300,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    104 Lincoln Dr, Chestertown, MD 21620

    This adorable rancher combines a fresh, updated interior with plenty of outdoor space to enjoy. Come step inside to a bright and welcoming home filled with natural light, LVP flooring and a modern, neutral color palette that flows throughout. The crisp white kitchen keeps things light and timeless, while the spacious living room offers plenty of room to relax, gather and make the space your own.

    Crystal Smith RE/MAX Executive

    104 Lincoln Dr, Chestertown, MD 21620
  • /24

    $349,900

    Sold Dec 05, 2025

    26994 Branchtown Rd, Worton, MD 21678

    • 4 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 2025

    Last Sold Summary

    • $243/SF
    • 4 Days On Market

    Current Estimated Value $349,205

    Last Listing Agent Jason Dey Kevin Dey Realty

    26994 Branchtown Rd, Worton, MD 21678
    • /65

      Est $1,044,613

      Not Listed For Sale

      7755 Waterview Ln, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 4,730 Sq Ft
      • Built 2011
      7755 Waterview Ln, Chestertown, MD 21620

      Last Sold Summary

      • 110 Days On Market

      Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

  • /2

    $22,000

    $2K PRICE INCREASE
    • Land
    • 21,780 Sq Ft
    • $44,000 per Acre

    0 Dutchtown Rd, Still Pond, MD 21667

    Dee Dee Miller Paul Wesley Real Estate

    0 Dutchtown Rd, Still Pond, MD 21667
  • /14

    $207,000

    Sold May 22, 2026

    31858 River Park Rd, Millington, MD 21651

    • 2 Beds
    • 1 Bath
    • 560 Sq Ft
    • Built 1979

    Last Sold Summary

    • 4% Above List Price
    • $370/SF
    • 3 Days On Market

    Current Estimated Value $208,042

    Last Listing Agent Lisa Watts Taylor Properties

    31858 River Park Rd, Millington, MD 21651
    • /22

      Est $490,278

      Not Listed For Sale

      7920 Carriage Ln, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,764 Sq Ft
      • Built 1976
      7920 Carriage Ln, Chestertown, MD 21620

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent John Burke Gunther-McClary Real Estate

  • /35

    $565,000

    • 3 Beds
    • 2.5 Baths
    • 2,187 Sq Ft

    25124 E Kentfield Rd, Worton, MD 21678

    Light-filled home with glowing wood floors, exposed beams, skylights, and open living space. This one-level home is nestled on just under two acres! The expansive yard offers room for many activities and provides scenic views from the home. Inside, the open living space is bright and airy, with skylights, bay windows, and vaulted ceilings with exposed beams. The large kitchen has beautiful

    Julia Hilfiker Gunther-McClary Real Estate

    25124 E Kentfield Rd, Worton, MD 21678
  • /28

    $205,000

    Sold Jul 02, 2026

    21363 Lynn Ln, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,314 Sq Ft
    • Built 1955

    Last Sold Summary

    • $156/SF
    • 5 Days On Market

    Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    21363 Lynn Ln, Chestertown, MD 21620
    • /34

      Est $429,515

      Not Listed For Sale

      209 E Campus Ave, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 2,397 Sq Ft
      • Built 1947
      209 E Campus Ave, Chestertown, MD 21620

      Last Sold Summary

      • 145 Days On Market

      Last Listing Agent Sarah King Cross Street Realtors LLC

Showing Results 361 - 400, Page 10 of 18

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