11,962

Kent County, MD Homes

Section Image
    • /19

      Est $242,869

      Not Listed For Sale

      107 Chester Arms Dr, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,140 Sq Ft
      • Built 2022
      107 Chester Arms Dr, Chestertown, MD 21620

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Casey Scattergood Cross Street Realtors LLC

  • /69

    $1,395,000

    • 4 Beds
    • 2.5 Baths
    • 3,626 Sq Ft

    12555 Coopers Ln, Worton, MD 21678

    Beautiful waterfront on nearly 7 acres. Spacious composite deck overlooking Still Pond Creek. Private dock with 3 ft MLW (buyer to verify). Large living room with gleaming hardwood floors and huge sliders looking onto the deck and Still Pond Creek. 2 woodburning fireplaces. Updated kitchen with high-end stainless steel appliances. Laundry room off the kitchen. Steps down to your private

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    12555 Coopers Ln, Worton, MD 21678
  • /2

    $340,000

    Sold May 22, 2026

    11350 Lynch Rd, Worton, MD 21678

    • 3 Beds
    • 1.5 Baths
    • 1,215 Sq Ft
    • Built 1968

    Last Sold Summary

    • 1% Below List Price
    • $280/SF
    • 20 Days On Market

    Current Estimated Value $338,365

    Last Listing Agent Grace Crockett Doug Ashley Realtors, LLC

    11350 Lynch Rd, Worton, MD 21678
    • /19

      Est $330,843

      Not Listed For Sale

      10578 Tonopah Rd, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,500 Sq Ft
      • Built 2025
      10578 Tonopah Rd, Chestertown, MD 21620

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent David Moore Real Broker, LLC

  • /15

    $289,900

    $160K PRICE DROP Under Contract
    • 2 Beds
    • 3 Baths
    • 1,518 Sq Ft

    522 High St, Chestertown, MD 21620

    Historic Charm in the Heart of Downtown ChestertownStep back in time and discover the character, craftsmanship, and endless potential of this circa-1820 historic home. Nestled in the heart of downtown Chestertown, this property is filled with the original architectural details and timeless charm that historic home lovers dream about.Featuring 2 spacious bedrooms with the potential

    Taylor Leaverton Benson & Mangold, LLC

    522 High St, Chestertown, MD 21620
  • /25

    $325,000

    Sold Jul 16, 2026

    10572 Watonga Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 2007

    Last Sold Summary

    • $231/SF
    • 1 Day On Market

    Current Estimated Value $326,690

    Last Listing Agent Samantha Zarnes Serhant

    10572 Watonga Rd, Chestertown, MD 21620
    • /150

      Est $1,559,302

      Not Listed For Sale

      22076 Napley Green Rd, Rock Hall, MD 21661

      • 6 Beds
      • 4 Baths
      • 6,144 Sq Ft
      • Built 1900
      22076 Napley Green Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent William Norris Select Land & Homes, LLC

  • /37

    $140,000

    • 3 Beds
    • 2 Baths
    • 1,424 Sq Ft

    25028 Heather Ln, Worton, MD 21678

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 9/11/2026, 10:00 AM. Bidding ends 9/15/2026, 11:50 AM. The list price is the suggested opening bid. Deposit: $25,000.This auction takes place on the Ashland Auction Group Website Bidding Platform. 1,184± SF ranch-style single family home located in the Knights Landing area of

    Adam Shpritz Ashland Auction Group LLC

    25028 Heather Ln, Worton, MD 21678
  • /16

    $120,000

    Sold Feb 27, 2026

    141 Prospect St, Chestertown, MD 21620

    • 4 Beds
    • 1.5 Baths
    • 1,156 Sq Ft
    • Built 1900

    Last Sold Summary

    • 27% Below List Price
    • $104/SF
    • 33 Days On Market

    Current Estimated Value $137,042

    Last Listing Agent Jeff Guthrie Taylor Properties

    141 Prospect St, Chestertown, MD 21620
    • /21

      Not Listed For Sale

      21740 Lovers Ln, Rock Hall, MD 21661

      • 3 Beds
      • 2 Baths
      • 1,450 Sq Ft
      • Built 2025
      21740 Lovers Ln, Rock Hall, MD 21661

      Last Sold Summary

      • 62 Days On Market

      Last Listing Agent Carlos Contreras Caprika Realty

  • /23

    $339,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    5925 Williams St, Rock Hall, MD 21661

    Nestled in the charming Rock Hall community, this delightful ranch-style home offers a perfect blend of comfort and convenience. Built in 2006, this well-maintained residence features spacious living space, thoughtfully designed for modern living. The corner lot provides ample outdoor space for gardening, play, or simply enjoying the serene surroundings. Step inside to discover three inviting

    Gina Gargeu Century 21 Downtown

    5925 Williams St, Rock Hall, MD 21661
  • /15

    $155,000

    Sold Oct 17, 2025

    8992 S Bayview Dr, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,320 Sq Ft
    • Built 1966

    Last Sold Summary

    • $117/SF
    • 3 Days On Market

    Current Estimated Value $206,734

    Last Listing Agent William Norris Select Land & Homes, LLC

    8992 S Bayview Dr, Chestertown, MD 21620
    • /35

      Not Listed For Sale

      11430 Lynch Rd, Worton, MD 21678

      • 2 Beds
      • Built 1979
      11430 Lynch Rd, Worton, MD 21678

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Joe Howerton Taylor Properties

  • /36

    $315,000

    $10K PRICE DROP Pending
    • 3 Beds
    • 1.5 Baths
    • 1,840 Sq Ft

    136 N Main St, Galena, MD 21635

    136 N Main St is Coming Soon in Galena! Your next home may be closer than you think. This inviting Colonial combines classic character with thoughtful updates across nearly 1,900 square feet of living space. Inside, you'll find three comfortable bedrooms, one full bath upstairs, a convenient main-level half bath, a bright kitchen with an easy flow into the main living areas, and a dedicated

    Matt Rhine Keller Williams Legacy

    136 N Main St, Galena, MD 21635
  • /18

    $165,000

    Sold Jul 07, 2026

    144 Prospect St, Chestertown, MD 21620

    • 2 Beds
    • 1.5 Baths
    • 1,082 Sq Ft
    • Built 1900

    Last Sold Summary

    • 8% Below List Price
    • $152/SF
    • 24 Days On Market

    Current Estimated Value $156,981

    Last Listing Agent Michele Palmer Doug Ashley Realtors, LLC

    144 Prospect St, Chestertown, MD 21620
    • /14

      Not Listed For Sale

      Lot 17 Hagy Rd, Rock Hall, MD 21661

      Lot 17 Hagy Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Joelle Dolch Cross Street Realtors LLC

  • /28

    $90,000

    $35K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    10540 Worton Rd, Worton, MD 21678

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 9/15/2026, 10:00 AM. Bidding ends 9/17/2026, 12:45 PM. The list price is the suggested opening bid. Deposit: $15,000.This auction takes place on the Ashland Auction Group Website Bidding Platform. Pre-auction offers may be accepted. Located along Maryland’s Eastern Shore in Kent

    Adam Shpritz Ashland Auction Group LLC

    10540 Worton Rd, Worton, MD 21678
  • /17

    $335,000

    Sold Oct 03, 2025

    110 Flying Cloud Dr, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,856 Sq Ft
    • Built 2023

    Last Sold Summary

    • $180/SF
    • 208 Days On Market

    Current Estimated Value $342,146

    Last Listing Agent Sandy Savani Berkshire Hathaway HomeServices Homesale Realty

    110 Flying Cloud Dr, Chestertown, MD 21620
    • /52

      Est $391,340

      Not Listed For Sale

      5785 Liberty St, Rock Hall, MD 21661

      • 3 Beds
      • 2.5 Baths
      • 1,520 Sq Ft
      • Built 1920
      5785 Liberty St, Rock Hall, MD 21661

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

  • /10

    $315,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    8706 Elm Rd, Chestertown, MD 21620

    * SELLER IS OFFERING A 1 YEAR HOME WARRANTY WITH ACCEPTABLE OFFER * Welcome to Tolchester Estates, a charming community near the Chesapeake Bay. This 3-bedroom, 2-bath rancher features updated HVAC, gas cooking, an upgraded propane hot water heater, and a recently replaced roof system in March 2026. The property is served by public sewer for added ease and reliability. Step outside to a large

    Andrew Meikle Doug Ashley Realtors, LLC

    8706 Elm Rd, Chestertown, MD 21620
  • /30

    $750,000

    Sold May 08, 2026

    29030 Belchester Rd, Kennedyville, MD 21645

    • 5 Beds
    • 3 Baths
    • 3,088 Sq Ft
    • Built 2011

    Last Sold Summary

    • $243/SF

    Current Estimated Value $764,734

    Last Listing Agent Richard Keaveney Cross Street Realtors LLC

    29030 Belchester Rd, Kennedyville, MD 21645
    • /24

      Est $302,531

      Not Listed For Sale

      5788 Liberty St, Rock Hall, MD 21661

      • 2 Beds
      • 1 Bath
      • 1,220 Sq Ft
      • Built 1958
      5788 Liberty St, Rock Hall, MD 21661

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Julia Hilfiker Gunther-McClary Real Estate

  • /3

    $175,000

    • Land
    • 32,670 Sq Ft
    • $233,333 per Acre

    8 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

    8 Wilson Point Rd, Galena, MD 21635
  • /62

    $495,000

    Sold Apr 17, 2026

    201 Greenwood Ave, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 3,984 Sq Ft
    • Built 1960

    Last Sold Summary

    • $124/SF
    • 36 Days On Market

    Current Estimated Value $493,901

    Last Listing Agent Grace Crockett Doug Ashley Realtors, LLC

    201 Greenwood Ave, Chestertown, MD 21620
    • /23

      Est $194,573

      Not Listed For Sale

      14059 Magnolia Ct, Galena, MD 21635

      14059 Magnolia Ct, Galena, MD 21635

      Last Sold Summary

      • 91 Days On Market

      Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

  • /58

    $415,900

    $74K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    201 Ericsson Ave, Betterton, MD 21610

    REDUCED!! Nestled in the charming Betterton community, this delightful farmhouse-style home offers a perfect blend of rustic charm and modern comfort. With 3 spacious bedrooms and 1.5 bathrooms, the interior features warm wood flooring and a cozy brick fireplace, creating an inviting atmosphere for gatherings. The attic provides additional storage or potential for creative use, while the partial

    Jonathan Olsavsky Coldwell Banker Waterman Realty

    201 Ericsson Ave, Betterton, MD 21610
  • /68

    $309,000

    Sold Dec 02, 2025

    12776 Still Pond Rd, Still Pond, MD 21667

    • 3 Beds
    • 1.5 Baths
    • 1,735 Sq Ft
    • Built 1915

    Last Sold Summary

    • $178/SF
    • 171 Days On Market

    Current Estimated Value $308,514

    Last Listing Agent Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    12776 Still Pond Rd, Still Pond, MD 21667
    • /5

      Not Listed For Sale

      0 Sandpiper Rd Unit MDKE2003870, Chestertown, MD 21620

      0 Sandpiper Rd Unit MDKE2003870, Chestertown, MD 21620

      Last Sold Summary

      • 371 Days On Market

      Last Listing Agent Adam Shpritz Ashland Auction Group LLC

  • /49

    $1,095,000

    Under Contract
    • 3 Beds
    • 3.5 Baths
    • 2,525 Sq Ft

    26230 Royal Swan Rd, Still Pond, MD 21667

    Some Day has arrived. Tucked within 38 rolling acres near Betterton Beach and the Chesapeake Bay, this private equestrian retreat offers space to slow down, reconnect with nature, and awaken to birdsong across the fields. The inviting three-bedroom, three-and-a-half-bath home features a first-floor primary suite, private study, and an attached two-car garage with a loft roughed in for a potential

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    26230 Royal Swan Rd, Still Pond, MD 21667
  • /14

    $155,000

    Sold Jul 28, 2026

    314 Race St, Millington, MD 21651

    • 3 Beds
    • 1 Bath
    • 784 Sq Ft
    • Built 1920

    Last Sold Summary

    • 3% Above List Price
    • $198/SF
    • 5 Days On Market

    Current Estimated Value $167,883

    Last Listing Agent Andrew Meikle Doug Ashley Realtors, LLC

    314 Race St, Millington, MD 21651
    • /27

      Est $252,691

      Not Listed For Sale

      117 Chester Arms Dr, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,260 Sq Ft
      • Built 2022
      117 Chester Arms Dr, Chestertown, MD 21620

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent David Moore Real Broker, LLC

  • /16

    $10,000

    • Land
    • 39,204 Sq Ft
    • $11,111 per Acre

    0 Johnsontown Rd, Chestertown, MD 21620

    HUGE PRICE REDUCTION on a 0.9-acre Vacant land along the Johnsontown Rd, Chestertown, MD and is conveniently located at the corner of Johnsontown Rd and Willow Oak Lane.

    David Amenyah Berkshire Hathaway HomeServices PenFed Realty

    0 Johnsontown Rd, Chestertown, MD 21620
  • /43

    $765,000

    Sold Feb 25, 2026

    25999 Lambs Meadow Rd, Worton, MD 21678

    • 3 Beds
    • 2.5 Baths
    • 3,046 Sq Ft
    • Built 1782

    Last Sold Summary

    • $251/SF
    • 58 Days On Market

    Current Estimated Value $754,877

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    25999 Lambs Meadow Rd, Worton, MD 21678
    • /33

      Est $653,110

      Not Listed For Sale

      209 Landing Ln, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 2,400 Sq Ft
      • Built 2009
      209 Landing Ln, Chestertown, MD 21620

      Last Sold Summary

      • 209 Days On Market

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

  • /4

    $89,000

    • Land
    • 5.17 Acres
    • $17,215 per Acre

    27942 Old Morgnec Rd, Chestertown, MD 21620

    Very private 5+ acre parcel with well and perc approved septic. Just minutes from Chestertown and very easy access to points north and south via route 301

    Brett Davis Gunther-McClary Real Estate

    27942 Old Morgnec Rd, Chestertown, MD 21620
  • /32

    $337,000

    Sold Feb 17, 2026

    21122 Striper Run, Rock Hall, MD 21661

    • 3 Beds
    • 2.5 Baths
    • 1,712 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Below List Price
    • $197/SF
    • 15 Days On Market

    Current Estimated Value $338,027

    Last Listing Agent Julia Hilfiker Gunther-McClary Real Estate

    21122 Striper Run, Rock Hall, MD 21661
    • /34

      Est $563,806

      Not Listed For Sale

      21026 Rock Hall Ave, Rock Hall, MD 21661

      • 3 Beds
      • 2 Baths
      • 1,649 Sq Ft
      • Built 2014
      21026 Rock Hall Ave, Rock Hall, MD 21661

      Last Sold Summary

      • 127 Days On Market

      Last Listing Agent Cindy Genther Rock Hall Properties Real Estate

  • /7

    $160,000

    • Land
    • 1.24 Acres
    • $129,032 per Acre

    0 Hagy Rd Unit MDKE2007072, Rock Hall, MD 21661

    Escape to Little Neck Farm, an exceptional 350-acre waterfront community on Maryland’s Eastern Shore, where natural beauty, privacy, and access to the Chesapeake Bay come together. This 1.24-acre building lot offers the opportunity to create your own Eastern Shore retreat within a thoughtfully designed community surrounded by abundant wildlife and peaceful natural scenery.Little Neck Farm

    Jimmy White Long & Foster Real Estate, Inc.

    0 Hagy Rd Unit MDKE2007072, Rock Hall, MD 21661
  • /65

    $525,000

    Sold May 29, 2026

    22360 Great Oak Landing Rd, Chestertown, MD 21620

    • 5 Beds
    • 3.5 Baths
    • 2,688 Sq Ft
    • Built 1989

    Last Sold Summary

    • $195/SF
    • 0 Days On Market

    Current Estimated Value $575,137

    Last Listing Agent Michele Palmer Doug Ashley Realtors, LLC

    22360 Great Oak Landing Rd, Chestertown, MD 21620
    • /18

      Est $418,019

      Not Listed For Sale

      21991 Lovers Ln, Rock Hall, MD 21661

      • 3 Beds
      • 2 Baths
      • 1,428 Sq Ft
      • Built 2009
      21991 Lovers Ln, Rock Hall, MD 21661

      Last Sold Summary

      • 63 Days On Market

      Last Listing Agent Robin Fithian Rock Hall Properties Real Estate

Showing Results 121 - 160, Page 4 of 18

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