12,132

Kent County, MD Homes

Section Image
  • /39

    $279,900

    Sold Aug 29, 2025

    389 Cypress St, Millington, MD 21651

    • 3 Beds
    • 1.5 Baths
    • 2,296 Sq Ft
    • Built 1900

    Last Sold Summary

    • $122/SF
    • 24 Days On Market

    Current Estimated Value $287,788

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    389 Cypress St, Millington, MD 21651
    • /34

      Est $400,770

      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

  • /39

    $515,000

    • 2 Beds
    • 2.5 Baths
    • 1,476 Sq Ft

    101 S Mill St, Chestertown, MD 21620

    This cute as a button downtown stunner is recently updated and ready for the next owner to fall in love with the lifestyle that comes with living in the Historic District. Located on a quiet side street just a block from Chestertown's dining, shopping, and galleries, this is the perfect blend of social and tranquil. This means that walking down to Evergrain or Modern Stone Age Kitchen for a

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    101 S Mill St, Chestertown, MD 21620
  • /47

    $690,000

    Sold Aug 25, 2025

    7071 Pomona Rd, Chestertown, MD 21620

    • 4 Beds
    • 4 Baths
    • 2,544 Sq Ft
    • Built 1991

    Last Sold Summary

    • $271/SF
    • 3 Days On Market

    Current Estimated Value $700,297

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    7071 Pomona Rd, Chestertown, MD 21620
    • /11

      Est $236,586

      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

  • /29

    $429,999

    • 4 Beds
    • 2 Baths
    • 1,656 Sq Ft

    222 Mount Vernon Ave, Chestertown, MD 21620

    This charming 1916 home in Chestertown's historic district is in a quiet neighborhood next to Washington College, just a short walk from downtown and the waterfront. Three finished levels and high ceilings plus bright, natural light make the home feel airy and spacious. Historic features include original heart-pine hardwood floors and beautiful molding throughout. The first floor includes an

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    222 Mount Vernon Ave, 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 $185,744

    Last Listing Agent Robin Fithian Rock Hall Properties Real Estate

    6124 Tolchester Rd, Rock Hall, MD 21661
    • /38

      Est $467,018

      Not Listed For Sale

      5998 Boyce Ln, Rock Hall, MD 21661

      • 3 Beds
      • 2 Baths
      • 1,936 Sq Ft
      • Built 1999
      5998 Boyce Ln, Rock Hall, MD 21661

      Last Sold Summary

      • 8 Days On Market

  • /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
  • /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 $370,438

    Last Listing Agent Courtney Chipouras TTR Sotheby's International Realty

    5883 Williams St, Rock Hall, MD 21661
    • /65

      Est $1,041,533

      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

  • /20

    $319,900

    New Construction Pending
    • 3 Beds
    • 1.5 Baths

    10584 Klamath Rd, Chestertown, MD 21620

    Welcome to Chesapeake Landing — where new construction meets timeless Cape Cod charm in the heart of Chestertown, MD. This brand-new 3 BR / 2.5 BA home at 10584 Klamath Rd by Roger Reed Builders (MD Lic. #2464) is move-in ready with quality finishes throughout. The open main level features luxury vinyl plank flooring, white shaker cabinets, granite countertops, a full stainless steel appliance

    David Moore Real Broker, LLC

    10584 Klamath Rd, 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 $351,364

    Last Listing Agent Jason Dey Kevin Dey Realty

    26994 Branchtown Rd, Worton, MD 21678
    • /22

      Est $493,865

      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

  • /7

    $225,000

    • Land
    • 37,897 Sq Ft
    • $258,621 per Acre

    3 Haacke Dr, Chestertown, MD 21620

    This prime commercial lot presents an exceptional opportunity for your next business venture. Situated on Haacke Drive, this 0.87± acre parcel is zoned C-1, allowing for a wide range of commercial uses. With limited commercial land available in both the town and county, this is a rare offering in a desirable location with strong potential for visibility and customer traffic.There is also

    Hayley Norris Select Land & Homes, LLC

    3 Haacke Dr, Chestertown, MD 21620
  • /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 $198,009

    Last Listing Agent Lisa Watts Taylor Properties

    31858 River Park Rd, Millington, MD 21651
    • /34

      Est $444,894

      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

  • /15

    $149,999

    $39K PRICE DROP
    • Land
    • 21,780 Sq Ft
    • $299,998 per Acre

    26765 Dutchtown Rd, Still Pond, MD 21667

    Situated at the end of a quiet dead-end street with only a handful of neighboring homes, this private 1/2 acre lot with a 1250 SF Rancher , 3 bedroom, 2 bath offers a serene setting backing to woods, with open farmland across the street. Enjoy the peace of rural living just minutes from the waterfront—only about 3 minutes to Betterton Beach. Location is the ultimate Pet safe environment as you're

    Michael Kelczewski DMV Prime Properties

    26765 Dutchtown Rd, Still Pond, MD 21667
  • /22

    $359,000

    Sold Jul 31, 2025

    10575 Hyala Ct, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,978 Sq Ft
    • Built 2003

    Last Sold Summary

    • $181/SF
    • 5 Days On Market

    Current Estimated Value $364,130

    Last Listing Agent Laura Anthony Benson & Mangold, LLC

    10575 Hyala Ct, Chestertown, MD 21620
    • /64

      Est $1,551,287

      Not Listed For Sale

      9545 Chantilly Farm Ln, Chestertown, MD 21620

      • 3 Beds
      • 3.5 Baths
      • 2,200 Sq Ft
      • Built 1986
      9545 Chantilly Farm Ln, Chestertown, MD 21620

      Last Sold Summary

      • 1 Day On Market

  • /4

    $67,000

    • Land
    • 11,325 Sq Ft
    • $257,692 per Acre

    0 Walnut St, Rock Hall, MD 21661

    Nice lot near Rock Hall Harbor. The property is 75 ft x 150 ft. This lot (Parcel 502) is in the 100 year flood plain and in the Intense Development Area of the Chesapeake Bay Critical Area. It is partially cleared. Public water and sewer hook ups are available. Buyer to confirm buildability. There are a total of 3 adjacent vacant land parcels available for sale in this offering, either separately

    Cindy Genther Rock Hall Properties Real Estate

    0 Walnut St, Rock Hall, MD 21661
  • /31

    $215,000

    Sold Sep 26, 2025

    304 Hilltop Ln, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,199 Sq Ft
    • Built 2005

    Last Sold Summary

    • $179/SF
    • 34 Days On Market

    Current Estimated Value $225,784

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    304 Hilltop Ln, Chestertown, MD 21620
    • /29

      Est $250,401

      Not Listed For Sale

      11778 Augustine Herman Hwy, Kennedyville, MD 21645

      • 2 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1967
      11778 Augustine Herman Hwy, Kennedyville, MD 21645

      Last Sold Summary

      • 91 Days On Market

  • /3

    $3,000

    • Land
    • 14,810 Sq Ft
    • $8,824 per Acre

    0 Lenapah 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, 12:55 PM. 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 the Chester River. The area provides easy access to the major

    Adam Shpritz Ashland Auction Group LLC

    0 Lenapah Rd, Chestertown, MD 21620
  • /38

    $285,000

    Sold Sep 05, 2025

    9190 N Bayview Ave, Chestertown, MD 21620

    • 2 Beds
    • 1 Bath
    • 1,160 Sq Ft
    • Built 1969

    Last Sold Summary

    • $246/SF
    • 12 Days On Market

    Current Estimated Value $304,865

    Last Listing Agent Hayley Norris Select Land & Homes, LLC

    9190 N Bayview Ave, Chestertown, MD 21620
    • /31

      Est $326,204

      Not Listed For Sale

      31691 Well Bottom Rd, Galena, MD 21635

      • 2 Beds
      • 1 Bath
      • 660 Sq Ft
      • Built 1984
      31691 Well Bottom Rd, Galena, MD 21635

      Last Sold Summary

      • 29 Days On Market

  • /37

    $310,000

    New Construction $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    0 will be 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

    0 will be 11037 Bottom Rd, Worton, MD 21678
  • /39

    $695,000

    Sold Nov 05, 2025

    110 S Mill St, Chestertown, MD 21620

    • 3 Beds
    • 3.5 Baths
    • 2,492 Sq Ft
    • Built 1900

    Last Sold Summary

    • $279/SF
    • 7 Days On Market

    Current Estimated Value $676,463

    Last Listing Agent John Burke Gunther-McClary Real Estate

    110 S Mill St, Chestertown, MD 21620
    • /44

      Est $595,476

      Not Listed For Sale

      5564 Quaker Neck Landing Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 2,240 Sq Ft
      • Built 1890
      5564 Quaker Neck Landing Rd, Chestertown, MD 21620

      Last Sold Summary

      • 26 Days On Market

  • /36

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    21123 Striper Run, Rock Hall, MD 21661

    Beautiful 2,040 sq ft Richland Builders end-unit situated on a premium oversized lot in the heart of Rock Hall. This spacious coastal home offers a flexible and highly desirable floor plan featuring 4 bedrooms, including an expansive rear sunroom/4th bedroom that is larger than the primary suite. With private exterior access and direct kitchen entry, the space is ideal for a guest suite, home

    susan taylor Chaney Homes, LLC

    21123 Striper Run, Rock Hall, MD 21661
  • /70

    $620,000

    Sold Apr 20, 2026

    11040 Kylie Ln, Chestertown, MD 21620

    • 4 Beds
    • 3.5 Baths
    • 3,684 Sq Ft
    • Built 2000

    Last Sold Summary

    • $168/SF
    • 497 Days On Market

    Current Estimated Value $624,363

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    11040 Kylie Ln, Chestertown, MD 21620
    • /52

      Est $1,160,818

      Not Listed For Sale

      12445 Coopers Ln, Worton, MD 21678

      • 4 Beds
      • 5.5 Baths
      • 3,243 Sq Ft
      • Built 1995
      12445 Coopers Ln, Worton, MD 21678

      Last Sold Summary

      • 117 Days On Market

  • /53

    $550,000

    • 5 Beds
    • 3.5 Baths
    • 3,816 Sq Ft

    103 Sutton Way, Chestertown, MD 21620

    103 Sutton is perfectly situated just a stone’s throw from the vibrant heart of Downtown Chestertown. This exquisite 4+ bedroom residence is designed to cater to the diverse needs of today’s Buyers, offering a harmonious blend of comfort, style, and functionality. This home is ideal for those upsizing or seeking multi-generational living. * Originally built as the community model home – and

    Liddy Campbell TTR Sotheby's International Realty

    103 Sutton Way, Chestertown, MD 21620
  • /33

    $535,000

    Sold Jul 31, 2025

    20565 Rock Hall Ave Unit 5, Rock Hall, MD 21661

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Built 1990

    Last Sold Summary

    • $223/SF
    • 25 Days On Market

    Current Estimated Value $556,599

    Last Listing Agent Julia Hilfiker Gunther-McClary Real Estate

    20565 Rock Hall Ave Unit 5, Rock Hall, MD 21661
    • /25

      Est $494,980

      Not Listed For Sale

      8500 Broad Neck Rd, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,240 Sq Ft
      • Built 2014
      8500 Broad Neck Rd, Chestertown, MD 21620

      Last Sold Summary

      • 42 Days On Market

  • /50

    $384,000

    $61K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,371 Sq Ft

    6746 Quaker Neck Rd, Chestertown, MD 21620

    Michele Palmer Doug Ashley Realtors, LLC

    6746 Quaker Neck Rd, Chestertown, MD 21620
  • /73

    $435,000

    Sold Sep 30, 2025

    22570 Bay Shore Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,788 Sq Ft
    • Built 2003

    Last Sold Summary

    • $243/SF
    • 42 Days On Market

    Current Estimated Value $448,395

    Last Listing Agent Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    22570 Bay Shore Rd, Chestertown, MD 21620
    • /16

      Est $305,163

      Not Listed For Sale

      11811 Augustine Herman Hwy, Kennedyville, MD 21645

      • 3 Beds
      • 1.5 Baths
      • 2,217 Sq Ft
      • Built 1967
      11811 Augustine Herman Hwy, Kennedyville, MD 21645

      Last Sold Summary

      • 54 Days On Market

  • /28

    $320,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,376 Sq Ft

    11054 Austin Ln, Worton, MD 21678

    The one you’ve been waiting for! This extensively updated 3 bedroom, 2 full bath ranch boasts 1,376 square feet of open living space and a roomy 2 car garage. The property sits at the end of a quiet street and lies adjacent to farm land and a pond with a seasonal view. Enjoy serene privacy from your spacious 20 x 16 deck! The home is beautifully remodeled and updated with a new stone driveway and

    Donnie Horton RE/MAX Chesapeake

    11054 Austin Ln, Worton, MD 21678
  • /32

    $415,000

    Sold Jan 07, 2026

    411 Greenwood Ave, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,676 Sq Ft
    • Built 2003

    Last Sold Summary

    • $248/SF
    • 1 Day On Market

    Current Estimated Value $418,671

    Last Listing Agent Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

    411 Greenwood Ave, Chestertown, MD 21620

Showing Results 361 - 400, Page 10 of 18

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