12,132

Kent County, MD Homes

Section Image
    • /31

      Est $304,476

      Not Listed For Sale

      10640 Watonga Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,196 Sq Ft
      • Built 1995
      10640 Watonga Rd, Chestertown, MD 21620

      Last Sold Summary

      • 2 Days On Market

  • /24

    $80,000

    $10K PRICE DROP Pending
    • Land
    • 7,405 Sq Ft
    • $470,588 per Acre

    0 1st Ave, Betterton, MD 21610

    PRICE REDUCTION!!Wonderful lot in Betterton, only 2 blocks from the beach, and your chance to make wonderful memories in this community known as the "Jewel of the Chesapeake". Betterton sits right on the upper Chesapeake Bay at the mouth of the Sassafras River, an extremely popular boating area. The beach is beautiful with calm waters and amenities for a perfect day at the beach. This

    Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    0 1st Ave, Betterton, MD 21610
  • /2

    $332,000

    Sold Apr 10, 2026

    23055 Old Fairlee Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,628 Sq Ft
    • Built 1948

    Last Sold Summary

    • 1% Above List Price
    • $204/SF
    • 5 Days On Market

    Current Estimated Value $325,876

    Last Listing Agent Deborah Callahan Benson & Mangold, LLC

    23055 Old Fairlee Rd, Chestertown, MD 21620
    • /7

      Est $481,008

      Not Listed For Sale

      12206 Galena Rd, Massey, MD 21650

      • 3 Beds
      • 2 Baths
      • 1,792 Sq Ft
      • Built 1900
      12206 Galena Rd, Massey, MD 21650

      Last Sold Summary

      • 441 Days On Market

  • /45

    $499,999

    $25K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,932 Sq Ft

    218 Camelot Dr, Chestertown, MD 21620

    Seller is motivated and can move quickly in 30 days! Welcome to 218 Camelot Drive, stunning colonial 3,932 total square feet of maintained living Situated on a beautifully landscaped corner lot in the established Coventry Farms community, this home features a fenced backyard with vinyl fencing—ideal for privacy, pets, and play. A brick paver patio with pergola and a creates multiple outdoor

    Dee Dee McCracken Coldwell Banker Realty

    218 Camelot Dr, Chestertown, MD 21620
  • /2

    $370,000

    Sold Apr 29, 2026

    21235 Rock Hall Ave, Rock Hall, MD 21661

    • 3 Beds
    • 2 Baths
    • 1,364 Sq Ft
    • Built 1921

    Last Sold Summary

    • 1% Below List Price
    • $271/SF
    • 4 Days On Market

    Current Estimated Value $365,898

    Last Listing Agent Courtney Chipouras TTR Sotheby's International Realty

    21235 Rock Hall Ave, Rock Hall, MD 21661
    • /18

      Est $229,657

      Not Listed For Sale

      6166 Dorlon Dr, Rock Hall, MD 21661

      • 3 Beds
      • 1.5 Baths
      • 1,104 Sq Ft
      • Built 1995
      6166 Dorlon Dr, Rock Hall, MD 21661

      Last Sold Summary

      • 23 Days On Market

  • /38

    $427,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,556 Sq Ft

    22300 Frazier Rd, Rock Hall, MD 21661

    Tucked away on a peaceful 0.47-acre lot surrounded by trees, this custom-built contemporary home offers the kind of privacy and natural beauty that’s hard to find. From the moment you arrive, it feels like your own private retreat.Inside, the open floor plan is filled with warmth and character, featuring exposed beams, rich hickory flooring, and beautiful wood accents throughout. Skylights

    Chris Kendall Cross Street Realtors LLC

    22300 Frazier Rd, Rock Hall, MD 21661
  • /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 $318,730

    Last Listing Agent Thomas Huston Real Broker LLC

    23110 Old Fairlee Rd, Chestertown, MD 21620
    • /37

      Est $574,902

      Not Listed For Sale

      217 Radcliffe Dr, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,467 Sq Ft
      • Built 2003
      217 Radcliffe Dr, Chestertown, MD 21620

      Last Sold Summary

      • 6 Days On Market

  • /8

    $12,500

    • Land
    • 36,590 Sq Ft
    • $14,881 per Acre

    25619 W Hill Rd, Worton, MD 21678

    Explore this unique opportunity to own a versatile piece of land in a prime location. This piece of land offers endless possibilities, so don't miss the opportunity to make it your own! Buyer to conduct their own due diligence to verify all listing information.

    Dustin Parker The Parker Group

    25619 W Hill Rd, Worton, MD 21678
  • /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
    • /45

      Est $442,724

      Not Listed For Sale

      502 Cannon St, Chestertown, MD 21620

      • 2 Beds
      • 2.5 Baths
      • 1,464 Sq Ft
      • Built 1922
      502 Cannon St, Chestertown, MD 21620

      Last Sold Summary

      • 7 Days On Market

  • /19

    $280,000

    $45K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 952 Sq Ft

    423 Cypress St, Millington, MD 21651

    Turn-key, one-level living in the heart of charming downtown Millington! Welcome to 423 Cypress Street, a beautifully maintained and thoughtfully updated home that is truly move-in ready!! Take advantage of the seller’s option to convey the home fully furnished as they relocate out of state. This stress-free property has been lovingly cared for, and it shows in every detail. Major updates include

    Jenyne Ward Patterson-Schwartz Real Estate

    423 Cypress St, Millington, MD 21651
  • /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
    • /44

      Est $424,501

      Not Listed For Sale

      111 Manor Ave, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 2007
      111 Manor Ave, Chestertown, MD 21620

      Last Sold Summary

      • 3 Days On Market

  • /3

    $1,250,000

    • Land
    • 49.83 Acres
    • $25,085 per Acre

    0 Rock Hall Rd, Rock Hall, MD 21661

    50 acres of mixed use development property within Rock Hall town limits. Great location with access via state highway/MD Rt. 20, and 3 town roads; almost 1000 ft of road frontage. The property is partially cleared and includes a small area of wetlands that would make a nice pocket park within the development. Public water and sewer service hook ups are available. Fiber optic cables are buried

    Robin Fithian Rock Hall Properties Real Estate

    0 Rock Hall Rd, 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 $274,194

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    26109 Lambs Meadow Rd, Worton, MD 21678
    • /31

      Est $431,296

      Not Listed For Sale

      5017 Hillmont Dr, Rock Hall, MD 21661

      • 2 Beds
      • 2 Baths
      • 1,287 Sq Ft
      • Built 1954
      5017 Hillmont Dr, Rock Hall, MD 21661

      Last Sold Summary

      • 2 Days On Market

  • /6

    $5,000

    • Land
    • 14,810 Sq Ft
    • $14,706 per Acre

    0 Beltram Rd, Chestertown, MD 21620

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 6/30/2026 @ 10:00 AM. Bidding ends 7/2/2026 @ 12:25 PM. The list price is the suggested opening bid. Deposit: $5,000. This lot of land is located in Chestertown, Maryland within Kent County. Property is in close proximity to all the attractions in Chestertown, Maryland. Property is

    Adam Shpritz Ashland Auction Group LLC

    0 Beltram Rd, Chestertown, MD 21620
  • /48

    $335,500

    Sold Jul 15, 2025

    5824 Clam Cove, Rock Hall, MD 21661

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Built 2005

    Last Sold Summary

    • $200/SF
    • 6 Days On Market

    Current Estimated Value $346,502

    Last Listing Agent Johnice Comer Compass

    5824 Clam Cove, Rock Hall, MD 21661
    • /9

      Est $238,000

      Not Listed For Sale

      631 High St, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,234 Sq Ft
      • Built 1917
      631 High St, Chestertown, MD 21620

      Last Sold Summary

      • 36 Days On Market

  • /24

    $799,900

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,092 Sq Ft

    106 Landing Ln, Chestertown, MD 21620

    **To be built! Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 3.5 baths. Inside, an open-concept main level connects the great room, gourmet kitchen, and dining area—perfect for entertaining. There's also a private study, which could be used as additional space

    Julia Hilfiker Gunther-McClary Real Estate

    106 Landing Ln, Chestertown, MD 21620
  • /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 $343,453

    Last Listing Agent Mikeshia Lindsey Chesapeake Real Estate Associates, LLC

    8750 Georgetown Rd, Chestertown, MD 21620
    • /19

      Est $218,780

      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

  • /3

    $80,000

    $5K PRICE DROP
    • Land
    • 4.03 Acres
    • $19,851 per Acre

    8886 Georgetown Rd, Georgetown, MD 21620

    Discover the possibilities on this beautiful 4+ acre parcel. Recently surveyed, with water and sewer allocations paid, a value exceeding $16,000! This property offers a rare combination of privacy, recreation, and convenience. Whether you're seeking a peaceful retreat, hunting property, or camping getaway, this versatile parcel offers endless opportunities. Enjoy the tranquility of nature,

    TAMMY GREEN Samson Properties

    8886 Georgetown Rd, Georgetown, MD 21620
  • /2

    $50,000

    Sold Aug 13, 2025

    26743 Medders Rd, Still Pond, MD 21667

    • 3 Beds
    • 1 Bath
    • 1,272 Sq Ft
    • Built 1900

    Last Sold Summary

    • $39/SF
    • 42 Days On Market

    Current Estimated Value $187,049

    Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

    26743 Medders Rd, Still Pond, MD 21667
    • /27

      Est $217,672

      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

  • /7

    $649,000

    $26K PRICE DROP
    • Land
    • 14.11 Acres
    • $45,996 per Acre

    14200 Metasequoia Ct, Galena, MD 21635

    It is a rare opportunity for a private waterfront lot off the Sassafras River to come available. This 14 acre parcel of land is located above the bridge in a well established small community of Gentle Winds. Scenic and tranquil area for birding watching, kayaking or taking a short boat ride to restaurants located down the river. With this 14 acre lot, there are open areas and woods to play with.

    Ashton Kelley Gunther-McClary Real Estate

    14200 Metasequoia Ct, Galena, MD 21635
  • /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 $457,026

    Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company

    11779 Augustine Herman Hwy, Kennedyville, MD 21645
    • /44

      Est $622,396

      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

  • /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
  • /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 $576,592

    Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

    26933 Mallard Rd, Chestertown, MD 21620
    • /60

      Est $438,957

      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

  • /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
  • /32

    $100,000

    Sold Aug 28, 2025

    12442 Clark Rd, Worton, MD 21646

    • Land
    • 7.97 Acres
    • $12,547 per Acre

    Last Sold Summary

    • 34 Days On Market

    Last Listing Agent BRIAN MORRIS The Land Group

    12442 Clark Rd, Worton, MD 21646
    • /26

      Est $400,169

      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

  • /70

    $3,000,000

    Under Contract
    • 3 Beds
    • 4 Baths
    • 3,142 Sq Ft

    25440 Learman Rd, Chestertown, MD 21620

    Welcome to the epitome of Eastern Shore waterfront luxury, offered for the first time in almost 60 years. This stunning 11-acre estate offers an unparalleled lifestyle, featuring 560 feet of prime water frontage on the Chester River and a private 140-foot dock with 7 feet of mean low water, perfect for all your adventures. ** The heart of this property is the beautifully renovated 3-bedroom, 2

    Liddy Campbell TTR Sotheby's International Realty

    25440 Learman Rd, 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 $366,357

    Last Listing Agent Cindy Genther Rock Hall Properties Real Estate

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

      Est $421,833

      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

Showing Results 281 - 320, Page 8 of 18

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