11,962

Kent County, MD Homes

Section Image
  • /29

    $330,000

    Sold Apr 03, 2026

    23110 Old Fairlee Rd, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,805 Sq Ft
    • Built 1938

    Last Sold Summary

    • $183/SF
    • 174 Days On Market

    Current Estimated Value $321,904

    Last Listing Agent Thomas Huston Real Broker LLC

    23110 Old Fairlee Rd, Chestertown, MD 21620
    • /19

      Est $230,340

      Not Listed For Sale

      11051 Brindley Dr, Worton, MD 21678

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1991
      11051 Brindley Dr, Worton, MD 21678

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Lacey Sutton Coldwell Banker Chesapeake Real Estate Company

  • /27

    $385,000

    • 4 Beds
    • 3 Baths
    • 2,630 Sq Ft

    23043 Bay Shore Spur, Chestertown, MD 21620

    Located in the small Eastern Shore town of Fairlee, this spacious Bi-level sits on 1.65 acres of cleared land, just a short 10-minute drive to both Chestertown and Rock Hall. The home offers 3 bedrooms and 2 bathrooms, with a finished lower level for additional living space. A large sunroom with cathedral ceilings and walls of windows is the heart of the home, filling the space with natural

    Robin Fithian Rock Hall Properties Real Estate

    23043 Bay Shore Spur, Chestertown, MD 21620
  • /6

    $5,000

    Sold Jan 08, 2026

    0 Lot 24 & 25 Buck Neck Rd Unit MDKE2004828, Chestertown, MD 21620

    • Land
    • 18,295 Sq Ft
    • $11,905 per Acre

    Last Sold Summary

    • 230 Days On Market

    Last Listing Agent Andrew Meikle Doug Ashley Realtors, LLC

    0 Lot 24 & 25 Buck Neck Rd Unit MDKE2004828, Chestertown, MD 21620
    • /16

      Est $281,206

      Not Listed For Sale

      21114 Striper Run, Rock Hall, MD 21661

      • 3 Beds
      • 2.5 Baths
      • 1,628 Sq Ft
      • Built 1996
      21114 Striper Run, Rock Hall, MD 21661

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Alyson Anderson Allfirst Realty, Inc.

  • /21

    $269,000

    Open Sat 11AM - 1PM $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    10540 Tonopah Rd, Chestertown, MD 21620

    Welcome to Chesapeake Landing! Come see this amazing home offering vaulted ceilings, huge master bath, open concept, plenty of closet space, laminate flooring, and a private secluded fenced lot. Located in a water oriented neighborhood with community boat ramp and pier and nearby restaurants and marina. Move here and enjoy all the Eastern Shore has to offer!

    Michele Palmer Doug Ashley Realtors, LLC

    10540 Tonopah Rd, Chestertown, MD 21620
  • /47

    $355,000

    Sold May 26, 2026

    349 & 351 High St, Chestertown, MD 21620

    • Studio
    • 3,664 Sq Ft
    • Built 1900

    Last Sold Summary

    • $97/SF
    • 496 Days On Market

    Last Listing Agent Cheryl Hurt Coldwell Banker Chesapeake Real Estate Company

    349 & 351 High St, Chestertown, MD 21620
    • /50

      Est $369,462

      Not Listed For Sale

      169 Millington Rd, Millington, MD 21651

      • 4 Beds
      • 2 Baths
      • 2,414 Sq Ft
      • Built 2007
      169 Millington Rd, Millington, MD 21651

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Penny Hollis Samson Properties

  • /2

    $275,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,464 Sq Ft

    21263 Allens Ln, Rock Hall, MD 21661

    Older house that sets on 4.58 acres of land. Very quiet with views of the open acreage behind the house. A few sheds on the property and located near the end of the street. Walking distance to the public water.

    Robin Fithian Rock Hall Properties Real Estate

    21263 Allens Ln, Rock Hall, MD 21661
  • /26

    $235,000

    Sold Dec 29, 2025

    26109 Lambs Meadow Rd, Worton, MD 21678

    • 4 Beds
    • 2.5 Baths
    • 2,618 Sq Ft
    • Built 1920

    Last Sold Summary

    • $90/SF
    • 38 Days On Market

    Current Estimated Value $293,146

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    26109 Lambs Meadow Rd, Worton, MD 21678
    • /27

      Est $224,694

      Not Listed For Sale

      11580 Lynch Rd, Worton, MD 21678

      • 2 Beds
      • 1.5 Baths
      • 1,320 Sq Ft
      • Built 1880
      11580 Lynch Rd, Worton, MD 21678

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Andrew Meikle Doug Ashley Realtors, LLC

  • /86

    $634,999

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    21191 W Sharp St, Rock Hall, MD 21661

    Welcome to 21191 West Sharp Street - conveniently located just a few steps from downtown Main Street and the Rock Hall Marinas, this 1920s craftsman has recently undergone a remarkable renovation from top to bottom. Taken down to the framing and expanding upon the existing square footage, it was completely rebuilt by a reputable local builder. No surface was left untouched! Several interior walls

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    21191 W Sharp St, Rock Hall, MD 21661
  • /25

    $334,000

    Sold Apr 06, 2026

    8750 Georgetown Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • Built 2014

    Last Sold Summary

    • $176/SF
    • 134 Days On Market

    Current Estimated Value $345,868

    Last Listing Agent Mikeshia Lindsey Chesapeake Real Estate Associates, LLC

    8750 Georgetown Rd, Chestertown, MD 21620
    • /44

      Est $634,100

      Not Listed For Sale

      207 N Queen St, Chestertown, MD 21620

      • 4 Beds
      • 2 Baths
      • 2,244 Sq Ft
      • Built 1900
      207 N Queen St, Chestertown, MD 21620

      Last Sold Summary

      • 372 Days On Market

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

  • /35

    $585,000

    • 4 Beds
    • 2.5 Baths
    • 2,322 Sq Ft

    12118 Still Pond Creek Rd, Worton, MD 21678

    Welcome to your dream home in Worton, MD! This stunning center hall Colonial-style property boasts 4 bedrooms, 2.5 bathrooms, and sits on over 6 acres of picturesque land. As you approach the home, you'll be greeted by a charming circular driveway and an oversized detached 2 car garage, perfect for storing all your vehicles and outdoor equipment. Inside, the home features beautiful hardwood

    Angela Allen Patterson-Schwartz-Hockessin

    12118 Still Pond Creek Rd, Worton, MD 21678
  • /33

    $445,000

    Sold Sep 25, 2025

    11779 Augustine Herman Hwy, Kennedyville, MD 21645

    • 4 Beds
    • 2 Baths
    • 2,128 Sq Ft
    • Built 1992

    Last Sold Summary

    • $209/SF
    • 75 Days On Market

    Current Estimated Value $446,240

    Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company

    11779 Augustine Herman Hwy, Kennedyville, MD 21645
    • /60

      Est $437,309

      Not Listed For Sale

      6153 Tolchester Rd, Rock Hall, MD 21661

      • 4 Beds
      • 2.5 Baths
      • 2,403 Sq Ft
      • Built 2006
      6153 Tolchester Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 102 Days On Market

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

  • /33

    $419,000

    $30K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    21120 Green Ln, Rock Hall, MD 21661

    COMING SOON - NEW ROOF!!! Your Chesapeake Bay getaway just steps from Haven Harbour South Marina. Launch your boat, dine on the waterfront, stroll to the beach, and enjoy resort-style living from this beautifully updated home. This updated 3-bedroom, 2-bath rancher situated on an expansive lot with glimpses of the water and room to relax, entertain, and enjoy the Eastern Shore lifestyle. The

    Laurie Renshaw Coldwell Banker Chesapeake Real Estate Company

    21120 Green Ln, Rock Hall, MD 21661
  • /15

    $555,000

    Sold Jan 12, 2026

    26933 Mallard Rd, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • Built 1956

    Last Sold Summary

    • $347/SF
    • 77 Days On Market

    Current Estimated Value $569,669

    Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

    26933 Mallard Rd, Chestertown, MD 21620
    • /26

      Est $401,161

      Not Listed For Sale

      303 Carville Dr, Millington, MD 21651

      • 4 Beds
      • 2.5 Baths
      • 2,460 Sq Ft
      • Built 2007
      303 Carville Dr, Millington, MD 21651

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent David Landon Patterson-Schwartz-Newark

  • /2

    $15,000

    • Land
    • 22,651 Sq Ft
    • $28,846 per Acre

    22681 Wood Yard Ln, Chestertown, MD 21620

    Half acre+ secluded wooded lot. There used to be a house on the property but county does not have well or septic records so buyer would need to perform perc test to build. There appears to be electric run to lot and there is a 16' right of way to access. Buyer to do any due diligence. Could be a great hunting property surrounded by woods and farmland!

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    22681 Wood Yard Ln, Chestertown, MD 21620
  • /13

    $366,000

    Sold Mar 12, 2026

    21139 Striper Run, Rock Hall, MD 21661

    • 3 Beds
    • 2.5 Baths
    • 1,626 Sq Ft
    • Built 2025

    Last Sold Summary

    • $225/SF

    Current Estimated Value $364,711

    Last Listing Agent Cindy Genther Rock Hall Properties Real Estate

    21139 Striper Run, Rock Hall, MD 21661
    • /30

      Est $413,859

      Not Listed For Sale

      5535 Boundary Ave, Rock Hall, MD 21661

      • 4 Beds
      • 2.5 Baths
      • 1,769 Sq Ft
      • Built 1923
      5535 Boundary Ave, Rock Hall, MD 21661

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Jeff Guthrie Taylor Properties

  • /45

    $424,900

    $20K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 1,936 Sq Ft

    8630 Elm Rd, Chestertown, MD 21620

    Located in a beautiful waterfront community, this refreshed 5-bedroom, 2.5-bath home offers approximately 1,936 square feet of comfortable living space on approximately 0.38 acres. The property combines updated interiors, flexible living spaces, and the relaxed lifestyle of Maryland’s Eastern Shore.The home offers five generously sized bedrooms, providing comfortable space for family,

    Lawrence Lessin Save 6, Incorporated

    8630 Elm Rd, Chestertown, MD 21620
  • /4

    $40,000

    Sold Jan 16, 2026

    0 Chesterville Forest Rd Unit PARCEL 84A, 1, Massey, MD 21651

    • Land
    • 17,859 Sq Ft
    • $97,561 per Acre

    Last Sold Summary

    • 146 Days On Market

    Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Chesterville Forest Rd Unit PARCEL 84A, 1, Massey, MD 21651
    • /25

      Est $240,453

      Not Listed For Sale

      5951 Rock Hall Rd, Rock Hall, MD 21661

      • 2 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1952
      5951 Rock Hall Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company

  • /40

    $379,900

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    31673 W Edge Rd, Millington, MD 21651

    Cute cottage located on the upper Chester River! Entertain on the spacious rear deck. Watch the Chester River slowly meander to more wide open waters. Follow the gently sloped backyard to the updated bulkhead at the water's edge. Launch your kayak and explore the river and allow the tide to take you as you explore the river. When done relax indoors to an updated home that offers an open floor

    Doug Ashley Doug Ashley Realtors, LLC

    31673 W Edge Rd, Millington, MD 21651
  • /31

    $310,000

    Sold Sep 30, 2025

    23370 Lovely Ln, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 2009

    Last Sold Summary

    • $185/SF
    • 12 Days On Market

    Current Estimated Value $314,902

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    23370 Lovely Ln, Chestertown, MD 21620
    • /13

      Est $778,134

      Not Listed For Sale

      7694 Waterview Ln, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 3,322 Sq Ft
      • Built 1966
      7694 Waterview Ln, Chestertown, MD 21620

      Last Sold Summary

      Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

  • /2

    $263,000

    • 3 Beds
    • 2 Baths
    • 1,140 Sq Ft

    115 Chester Arms Dr, Chestertown, MD 21620

    Welcome to 115 Chester Arms in Chestertown, MD! This 3-bedroom, 2-bath home offers a comfortable and functional layout with plenty of potential to make it your own.The home provides a nice combination of living space, comfortable bedrooms, and the convenience of two full bathrooms. Whether you're a first-time buyer, looking to downsize, or simply searching for a home in the Chestertown

    Jarnell Foster Samson Properties

    115 Chester Arms Dr, Chestertown, MD 21620
  • /18

    $620,000

    Sold Oct 27, 2025

    7729 Country Club Ln, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 2,280 Sq Ft
    • Built 1989

    Last Sold Summary

    • $272/SF
    • 32 Days On Market

    Current Estimated Value $636,337

    Last Listing Agent Stacy Kendall Cross Street Realtors LLC

    7729 Country Club Ln, Chestertown, MD 21620
    • /43

      Est $385,129

      Not Listed For Sale

      12198 Coopers Ln, Worton, MD 21678

      • 4 Beds
      • 2.5 Baths
      • 1,568 Sq Ft
      • Built 1982
      12198 Coopers Ln, Worton, MD 21678

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Alex Murphy CENTURY 21 New Millennium

  • /2

    $5,000

    $7K PRICE DROP
    • Land
    • 14,810 Sq Ft
    • $14,706 per Acre

    0 Kinglet Rd, Chestertown, MD 21620

    Investors- this lot could possibly have public utilities available in the future! Currently a recreational lot that can be used to garden or an extension of neighboring property. Perc test failed and not currently buildable.

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Kinglet Rd, Chestertown, MD 21620
  • /12

    $146,000

    Sold Sep 08, 2026

    7224 Rock Hall Rd, Rock Hall, MD 21661

    • Land
    • 2.15 Acres
    • $67,907 per Acre

    Last Sold Summary

    • 320 Days On Market

    Current Estimated Value $156,729

    Last Listing Agent Cindy Genther Rock Hall Properties Real Estate

    7224 Rock Hall Rd, Rock Hall, MD 21661
    • /53

      Est $796,506

      Not Listed For Sale

      32483 Galena Sassafras Rd, Galena, MD 21635

      • 3 Beds
      • 2.5 Baths
      • 2,050 Sq Ft
      • Built 2002
      32483 Galena Sassafras Rd, Galena, MD 21635

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

  • /74

    $1,495,000

    • 3 Beds
    • 2 Baths
    • 1,893 Sq Ft

    13235 Knotts Ln, Galena, MD 21635

    DEER DAYS OF FALL ALMOST HERE 106 Acre Recreational Farm surrounded by woods offers a unique lifestyle for Hunting, Fishing, Horses. 26 ac grain farm plus acres of ponds, impoundments & woods. Hidden away at the end of a small country lane always a special lifestyle for the outdoor lover. Regulations prohibit surrounding farms from growing communities. BIG BUCKS,, GAGGLE OF TURKEYS, WOOD DUCKS &

    Phil Riordan Meredith Fine Properties

    13235 Knotts Ln, Galena, MD 21635
  • /41

    $740,000

    Sold Jan 15, 2026

    10230 John Carvill Rd, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 2,350 Sq Ft
    • Built 1775

    Last Sold Summary

    • $315/SF
    • 30 Days On Market

    Current Estimated Value $759,066

    Last Listing Agent Robert G. Shannahan Shoreline Realty

    10230 John Carvill Rd, Chestertown, MD 21620
    • /50

      Est $1,342,796

      Not Listed For Sale

      10705 Tilden Ln, Chestertown, MD 21620

      • 5 Beds
      • 3 Baths
      • 3,345 Sq Ft
      • Built 1943
      10705 Tilden Ln, Chestertown, MD 21620

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Glenn Sutton TTR Sotheby's International Realty

  • /24

    $765,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,964 Sq Ft

    37 Landing Ln, Chestertown, MD 21620

    **To be built! Welcome to this beautifully designed 1,964 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room with gas fireplace, gourmet kitchen, and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath

    Julia Hilfiker Gunther-McClary Real Estate

    37 Landing Ln, Chestertown, MD 21620
  • /78

    $186,000

    Sold Sep 30, 2025

    1 Kent Dr, Betterton, MD 21610

    • 2 Beds
    • 1 Bath
    • 658 Sq Ft
    • Built 1976

    Last Sold Summary

    • $283/SF
    • 0 Days On Market

    Current Estimated Value $194,456

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    1 Kent Dr, Betterton, MD 21610

Showing Results 321 - 360, Page 9 of 18

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