11,962

Kent County, MD Homes

Section Image
  • /40

    $550,000

    Sold Jun 25, 2026

    31531 Jim Davis Rd, Galena, MD 21635

    • 3 Beds
    • 2.5 Baths
    • 1,548 Sq Ft
    • Built 1978

    Last Sold Summary

    • $355/SF
    • 6 Days On Market

    Current Estimated Value $550,202

    Last Listing Agent Jenyne Ward Patterson-Schwartz-Middletown

    31531 Jim Davis Rd, Galena, MD 21635
    • /30

      Est $307,373

      Not Listed For Sale

      5966 Boyce Ln, Rock Hall, MD 21661

      • 3 Beds
      • 1 Bath
      • 1,120 Sq Ft
      • Built 1990
      5966 Boyce Ln, Rock Hall, MD 21661

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Timothy Lukk VRA Realty

  • /23

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,326 Sq Ft

    5686 S Main St, Rock Hall, MD 21661

    Sweet corner property in downtown Rock Hall, right on the 4th of July parade route! Just two blocks from the Rock Hall Harbor/ Chesapeake Bay. A welcoming home with a spacious kitchen and formal dining room, or enjoy meals outside in the fenced-in back yard! The large living room has hardwood floors and a wood stove for cozy winter nights. This home features a hard to find first-floor primary

    Julia Hilfiker Gunther-McClary Real Estate

    5686 S Main St, Rock Hall, MD 21661
  • /2

    $12,500

    Sold Apr 27, 2026

    23665 Smithville Rd, Worton, MD 21678

    • Land
    • 2.08 Acres
    • $6,010 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 5 Days On Market

    Current Estimated Value $169,000

    Last Listing Agent Jack Boniface Cross Street Realtors LLC

    23665 Smithville Rd, Worton, MD 21678
    • /8

      Est $434,255

      Not Listed For Sale

      219 Philosophers Terrace, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,872 Sq Ft
      • Built 1932
      219 Philosophers Terrace, Chestertown, MD 21620

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

  • /70

    $499,999

    • 2 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    103 Landing Ln, Chestertown, MD 21620

    MOTIVATED SELLER - BRING OFFERS. Listing will be removed September 30 until Spring 2027. Welcome to 103 Landing Lane: a meticulously maintained 2-bedroom townhome in the desirable waterfront community of Chester River Landing. Just a short walk or bike ride into downtown Chestertown, this elegant, turn-key home offers maintenance-free living, great amenities, and easy water access to the Chester

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    103 Landing Ln, Chestertown, MD 21620
  • /2

    $40,000

    Sold Apr 29, 2026

    0 Olivet Hill Cir, Galena, MD 21635

    • Land
    • 1.4 Acres
    • $28,571 per Acre

    Last Sold Summary

    • 25% Above List Price
    • 265 Days On Market

    Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Olivet Hill Cir, Galena, MD 21635
    • /51

      Est $378,861

      Not Listed For Sale

      8605 Camp Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1968
      8605 Camp Rd, Chestertown, MD 21620

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Crystal Smith RE/MAX Executive

  • /3

    $135,000

    • Land
    • 32,670 Sq Ft
    • $180,000 per Acre

    5 Wilson Point Rd, Galena, MD 21635

    Welcome to Wilson Point Estates – Nestled in a peaceful, secluded setting, this exclusive community offers 14 generously sized lots with No Builder Tie-In but developer must approve the architectural appearance of the home. With each lot carefully placed to preserve the natural beauty and privacy of the landscape, Every residence will reflect quality craftsmanship, offering both comfort and style

    Aaron Clark Patterson-Schwartz-Middletown

    5 Wilson Point Rd, Galena, MD 21635
  • /35

    $438,000

    Sold Sep 30, 2025

    206 Barroll Dr, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • Built 1986

    Last Sold Summary

    • $241/SF
    • 52 Days On Market

    Current Estimated Value $445,934

    Last Listing Agent Joelle Dolch Cross Street Realtors LLC

    206 Barroll Dr, Chestertown, MD 21620
    • /35

      Est $370,674

      Not Listed For Sale

      10724 Foreston Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,872 Sq Ft
      • Built 1995
      10724 Foreston Rd, Chestertown, MD 21620

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Terri Kulp Coldwell Banker Chesapeake Real Estate Company

  • /54

    $499,000

    $51K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,132 Sq Ft

    14136 Kentmore Park Rd, Kennedyville, MD 21645

    Amazing waterfront community on the Sassafras river. This Kentmore Park home was originally built in 1953. Major renovation in 2006 adding bedrooms, bathroom, basement, large light filled gathering room. The rear deck has space for outdoor dining and privacy. The perfect year round get away or primary residence. Well maintained. Four bedrooms and two baths. Lower level garage and walk out

    Patricia Kern Gunther-McClary Real Estate

    14136 Kentmore Park Rd, Kennedyville, MD 21645
  • /36

    $730,000

    Sold Sep 01, 2026

    210 N Queen St, Chestertown, MD 21620

    • 4 Beds
    • 2.5 Baths
    • 2,730 Sq Ft
    • Built 1910

    Last Sold Summary

    • 1% Below List Price
    • $267/SF
    • 7 Days On Market

    Current Estimated Value $734,046

    Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    210 N Queen St, Chestertown, MD 21620
    • /41

      Est $658,169

      Not Listed For Sale

      5807 Beach Rd, Rock Hall, MD 21661

      • 4 Beds
      • 3 Baths
      • 1,400 Sq Ft
      • Built 1962
      5807 Beach Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Cindy Genther Rock Hall Properties Real Estate

  • /92

    $829,000

    $36K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,472 Sq Ft

    106 S Queen St, Chestertown, MD 21620

    Built Before America: A Pre-Revolutionary Home in the Heart of Chestertown's Historic DistrictThe Bedingfield Hands House, circa 1750, is more than a home—it's a living piece of Chestertown history. Nestled in the heart of the Historic District, this pre-Revolutionary residence has stood witness to generations of change while retaining the charm, craftsmanship, and character that make

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    106 S Queen St, Chestertown, MD 21620
  • /16

    $90,000

    Sold Oct 07, 2025

    5656 Circle Park Dr Unit 5692, Rock Hall, MD 21661

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft
    • Built 2024

    Last Sold Summary

    • $112/SF
    • 43 Days On Market

    Last Listing Agent Sarah Ulrick Rock Hall Properties Real Estate

    5656 Circle Park Dr Unit 5692, Rock Hall, MD 21661
    • /71

      Est $612,759

      Not Listed For Sale

      11310 Urieville Ln, Worton, MD 21678

      • 3 Beds
      • 4 Baths
      • 1,896 Sq Ft
      • Built 1991
      11310 Urieville Ln, Worton, MD 21678

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

  • /27

    $305,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    11037 Bottom Rd, Worton, MD 21678

    The house number is now 11037. Nestled among the farmland and waterways in Kent County is a cul-de-sac of new homes on Bottom Road just outside of Chestertown. The new 3 bedroom/2 bath single family home in a quiet, serene enclave is a perfect spot for your new home! This fresh and modern home offers glossy granite counters, SS appliances and a trendy color palette. The quality of this new

    Andy Batch Keller Williams Select Realtors of Annapolis

    11037 Bottom Rd, Worton, MD 21678
  • /21

    $160,000

    Sold Feb 13, 2026

    21316 Persimmon Dr, Chestertown, MD 21620

    • 2 Beds
    • 1 Bath
    • 1,232 Sq Ft
    • Built 1955

    Last Sold Summary

    • $130/SF
    • 137 Days On Market

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    21316 Persimmon Dr, Chestertown, MD 21620
    • /21

      Est $345,453

      Not Listed For Sale

      106 Boxwood Ln, Galena, MD 21635

      • 3 Beds
      • 2 Baths
      • 1,276 Sq Ft
      • Built 2001
      106 Boxwood Ln, Galena, MD 21635

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Jenyne Ward Patterson-Schwartz-Middletown

  • /6

    $128,000

    • Land
    • 1.64 Acres
    • $78,049 per Acre

    0 Crosby Rd, Rock Hall, MD 21661

    This nice wooded lot on Crosby Rd is 0.2 mile to Long Cove Marina and Long Cove County Landing. Rock Hall Yacht Club is just up the road on McKinleyville Rd. With 142 ft of road frontage and a wooded buffer, there's lots of privacy and room to roam. Included in the price is a 2-hour consult with a licensed architect to design your dream home. The property is near navigable water, but not in the

    Cindy Genther Rock Hall Properties Real Estate

    0 Crosby Rd, Rock Hall, MD 21661
  • /2

    $1,050,000

    Sold Jun 26, 2026

    231 Richard Dr, Chestertown, MD 21620

    • 5 Beds
    • 3 Baths
    • 2,956 Sq Ft
    • Built 1981

    Last Sold Summary

    • 18% Below List Price
    • $355/SF
    • 86 Days On Market

    Current Estimated Value $1,118,242

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    231 Richard Dr, Chestertown, MD 21620
    • /73

      Est $375,864

      Not Listed For Sale

      10705 Millbrook Dr, Chestertown, MD 21620

      • 4 Beds
      • 3 Baths
      • 2,106 Sq Ft
      • Built 1988
      10705 Millbrook Dr, Chestertown, MD 21620

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Adam Murphy RE/MAX Realty Centre, Inc.

  • /74

    $824,900

    • 5 Beds
    • 3.5 Baths
    • 4,353 Sq Ft

    8999 Orchard Dr, Chestertown, MD 21620

    Welcome to a breathtaking country estate where modern elegance, architectural grandeur, and total sanctuary converge across 2.23 serene acres. Spanning over 4,000 square feet of meticulously refined living space, this extraordinary five-bedroom residence has been thoughtfully crafted to offer both lavish entertaining possibilities and effortless multi-generational comfort.Upon arrival, the

    Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    8999 Orchard Dr, Chestertown, MD 21620
  • /26

    $360,000

    Sold Jan 20, 2026

    186 Birchwood Ln, Galena, MD 21635

    • 3 Beds
    • 2.5 Baths
    • 1,780 Sq Ft
    • Built 1994

    Last Sold Summary

    • $202/SF
    • 27 Days On Market

    Current Estimated Value $372,432

    Last Listing Agent Heather Carrow Crown Homes Real Estate

    186 Birchwood Ln, Galena, MD 21635
    • /27

      Est $201,108

      Not Listed For Sale

      28020 Creamery St, Kennedyville, MD 21645

      • 2 Beds
      • 1 Bath
      • 704 Sq Ft
      • Built 1920
      28020 Creamery St, Kennedyville, MD 21645

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Michele Palmer Doug Ashley Realtors, LLC

  • /39

    $372,000

    $8K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,277 Sq Ft

    213 Byford Dr, Chestertown, MD 21620

    Desirable in-town living in a peaceful neighborhood. This solid brick front rancher was totally renovated in 2022 and is still like New. The pictures tell the story. Easy one-level living with an open concept for the Living Room, Dining, and Kitchen. A really open feel. This home offers 4 bedrooms and 2 full bathrooms. If this many bedrooms are not needed, the fourth bedroom could have many other

    Grace Crockett Doug Ashley Realtors, LLC

    213 Byford Dr, Chestertown, MD 21620
  • /38

    $475,000

    Sold Dec 11, 2025

    101 Birch Run Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,961 Sq Ft
    • Built 1979

    Last Sold Summary

    • $242/SF
    • 38 Days On Market

    Current Estimated Value $485,708

    Last Listing Agent Julie Strickler Remax Vision

    101 Birch Run Rd, Chestertown, MD 21620
    • /34

      Est $727,522

      Not Listed For Sale

      112 S Mill St, Chestertown, MD 21620

      • 4 Beds
      • 3.5 Baths
      • 2,683 Sq Ft
      • Built 1840
      112 S Mill St, Chestertown, MD 21620

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Lynn Hilfiker Gunther-McClary Real Estate

  • /7

    $5,000

    • Land
    • 16,117 Sq Ft
    • $13,514 per Acre

    0 Fish Hatchery Rd Unit MDKE2004754, Chestertown, MD 21620

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 9/24/2026 @ 10:00 AM. Bidding ends 9/28/2026 @ 9:10 AM. The list price is the suggested opening bid. Deposit: $5,000.This lot of land is located in the Chestertown area of Kent County. The property is in close proximity to all the attractions in Chestertown, Maryland. It offers

    Adam Shpritz Ashland Auction Group LLC

    0 Fish Hatchery Rd Unit MDKE2004754, Chestertown, MD 21620
  • /21

    $39,000

    Sold May 28, 2026

    0 Allens Ln Unit MDKE2005580, Rock Hall, MD 21661

    • Land
    • 1 Acre
    • $39,000 per Acre

    Last Sold Summary

    • 218 Days On Market

    Last Listing Agent Micheal Vakas EXP Realty, LLC

    0 Allens Ln Unit MDKE2005580, Rock Hall, MD 21661
    • /54

      Est $566,312

      Not Listed For Sale

      14182 N 1st Ave, Kennedyville, MD 21645

      • 4 Beds
      • 3 Baths
      • 2,784 Sq Ft
      • Built 1950
      14182 N 1st Ave, Kennedyville, MD 21645

      Last Sold Summary

      • 110 Days On Market

      Last Listing Agent Patricia Kern Gunther-McClary Real Estate

  • /32

    $304,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    7464 Shortall St, Chestertown, MD 21620

    Affordable, adorable, and move-in ready! This charming home offers everything you need with a great open floor plan designed for comfortable living. The private primary suite features its own bathroom and is thoughtfully separated from the two additional bedrooms for added privacy.The laundry room is conveniently located just off the kitchen and includes a separate exterior entrance. Step

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    7464 Shortall St, Chestertown, MD 21620
  • /3

    $34,000

    Sold Jun 30, 2026

    0 Chesterville Forest Rd Unit PARCEL 60, 1, Massey, MD 21651

    • Land
    • 17,859 Sq Ft
    • $82,927 per Acre

    Last Sold Summary

    • 294 Days On Market

    Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Chesterville Forest Rd Unit PARCEL 60, 1, Massey, MD 21651
    • /76

      Est $643,938

      Not Listed For Sale

      31621 W Edge Rd, Millington, MD 21651

      • 4 Beds
      • 3.5 Baths
      • 2,848 Sq Ft
      • Built 2008
      31621 W Edge Rd, Millington, MD 21651

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Erin Anderson Chesapeake Real Estate Associates, LLC

  • /39

    $249,000

    $11K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    6179 Dorlon Dr, Rock Hall, MD 21661

    Freshly renovated and ready to welcome you home. This property offers a bright new feel from the moment you step inside. Thoughtful updates and beautiful finishes create an inviting interior, while the spacious yard and mature trees provide plenty of room to enjoy the outdoors. Whether you’re searching for your first home, looking to downsize or low maintenance living, this home is one you’ll

    Crystal Smith RE/MAX Executive

    6179 Dorlon Dr, Rock Hall, MD 21661
  • /56

    $649,000

    Sold Oct 17, 2025

    6134 Rock Hall Rd, Rock Hall, MD 21661

    • 4 Beds
    • 5 Baths
    • 3,549 Sq Ft
    • Built 1910

    Last Sold Summary

    • $183/SF
    • 5 Days On Market

    Current Estimated Value $647,409

    Last Listing Agent Lynn Hilfiker Gunther-McClary Real Estate

    6134 Rock Hall Rd, Rock Hall, MD 21661
    • /25

      Est $579,625

      Not Listed For Sale

      209 Birch Run Rd, Chestertown, MD 21620

      • 4 Beds
      • 3 Baths
      • 2,488 Sq Ft
      • Built 1980
      209 Birch Run Rd, Chestertown, MD 21620

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

  • /3

    $85,000

    $35K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,296 Sq Ft

    234 N College Ave, Chestertown, MD 21620

    Investor Special – Charming Colonial in Prime Chestertown Location! Welcome to 234 N College Ave, an adorable colonial full of character and potential, nestled in the heart of historic Chestertown. This short sale opportunity is a rare find for savvy investors or buyers ready to bring their vision to life. With classic colonial charm, this property offers the perfect canvas for renovation or

    Anastasia Zivkovic Palmer Cummings & Co. Realtors

    234 N College Ave, Chestertown, MD 21620
  • /56

    $660,000

    Sold Jun 05, 2026

    118 Little Harbor Way Unit 202, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 2009

    Last Sold Summary

    • 5% Below List Price
    • $412/SF
    • 83 Days On Market

    Current Estimated Value $661,490

    Last Listing Agent Kaitlyn Collins Benson & Mangold, LLC

    118 Little Harbor Way Unit 202, Chestertown, MD 21620

Showing Results 561 - 600, Page 15 of 18

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