12,132

Kent County, MD Homes

Section Image
    • /40

      Est $294,350

      Not Listed For Sale

      21216 Rock Hall Ave, Rock Hall, MD 21661

      • 3 Beds
      • 1.5 Baths
      • 1,600 Sq Ft
      • Built 1925
      21216 Rock Hall Ave, Rock Hall, MD 21661

      Last Sold Summary

      • 1 Day On Market

  • /69

    $374,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,712 Sq Ft

    21124 Striper Run, Rock Hall, MD 21661

    Location is EVERYTHING. Upgrades are EVERYTHING. And this stunning Rock Hall home offers BOTH. Perfectly positioned in the heart of Rock Hall, Maryland, this beautifully upgraded home delivers the coastal lifestyle buyers are searching for on Maryland’s Eastern Shore. Imagine hopping on your golf cart or bike and being just minutes from waterfront restaurants, marinas, local shops, live music,

    Crystal Smith RE/MAX Executive

    21124 Striper Run, Rock Hall, MD 21661
  • /3

    $100,000

    Sold Mar 25, 2026

    11150 Old Worton Rd, Worton, MD 21678

    • Land
    • 1 Acre
    • $100,000 per Acre

    Last Sold Summary

    • 159 Days On Market

    Last Listing Agent John Carroll Village Real Estate Company LLC

    11150 Old Worton Rd, Worton, MD 21678
    • /11

      Est $218,547

      Not Listed For Sale

      323 Ericsson Ave, Betterton, MD 21610

      • 3 Beds
      • 2 Baths
      • 1,396 Sq Ft
      • Built 1924
      323 Ericsson Ave, Betterton, MD 21610

      Last Sold Summary

      • 3 Days On Market

  • /30

    $365,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    23264 Clarissa Rd, Chestertown, MD 21620

    Tucked neatly on a corner in Chesapeake Landing, this three-quarter acre parcel is among one of the largest in the neighborhood. The 2020 custom built home exudes simple luxury. Offering three bedrooms and two full baths in a simple and efficient floorplan, is has flow and comfort in mind. It features a modern kitchen with tall quiet close cabinets, granite counter tops and a tile backsplash,

    Liddy Campbell TTR Sotheby's International Realty

    23264 Clarissa Rd, Chestertown, MD 21620
  • /29

    $306,000

    Sold Nov 07, 2025

    26959 Branchtown Rd, Worton, MD 21678

    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft
    • Built 1920

    Last Sold Summary

    • $233/SF
    • 117 Days On Market

    Current Estimated Value $304,499

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    26959 Branchtown Rd, Worton, MD 21678
    • /38

      Est $832,280

      Not Listed For Sale

      13830 Sassafras Rd, Galena, MD 21635

      • 3 Beds
      • 2 Baths
      • 2,728 Sq Ft
      • Built 1989
      13830 Sassafras Rd, Galena, MD 21635

      Last Sold Summary

      • 7 Days On Market

  • /7

    $279,900

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    22481 Goose Hollow Dr, Chestertown, MD 21620

    ****Professional photos will be uploaded shortly***** This beautifully renovated 3-bedroom, 2-bath Fairlee home is a true gem, perfectly situated on a private 2-acre lot that offers both tranquility and privacy located just a few miles from historic Chestertown . Surrounded by mature trees and bordered by a serene cornfield, this property provides a peaceful retreat from the hustle and bustle of

    Tom Atwood Keller Williams Legacy

    22481 Goose Hollow Dr, Chestertown, MD 21620
  • /2

    $4,200,000

    Sold May 08, 2026

    29048 Belchester Rd, Kennedyville, MD 21645

    • 1 Bed
    • 1.5 Baths
    • 3,968 Sq Ft
    • Built 1991

    Last Sold Summary

    • $1,058/SF

    Current Estimated Value $2,913,196

    Last Listing Agent Richard Keaveney Cross Street Realtors LLC

    29048 Belchester Rd, Kennedyville, MD 21645
    • /56

      Est $473,608

      Not Listed For Sale

      306 Mayfair Dr, Chestertown, MD 21620

      • 3 Beds
      • 3 Baths
      • 2,784 Sq Ft
      • Built 1995
      306 Mayfair Dr, Chestertown, MD 21620

      Last Sold Summary

      • 2 Days On Market

  • /4

    $1,250,000

    • Land
    • 86 Acres
    • $14,535 per Acre

    Lot 1 Carroll Clark Rd, Galena, MD 21635

    Lot 1 is +/- 86 acres of prime development land in Kent County's Rt. 301 Growth Corridor. With +2,500 ft along Rt. 301 and 1,295 ft along Carroll Clark Rd, this property offers easy access to Middletown, DE and Rt. 1. The property is zoned Employment Center and qualifies for Kent County and Maryland State incentives. Approximately 46 acres are currently in ag use. There is a cell tower on the

    Cindy Genther Rock Hall Properties Real Estate

    Lot 1 Carroll Clark Rd, Galena, MD 21635
  • /21

    $255,000

    Sold Jan 16, 2026

    318 Lincoln Dr, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1966

    Last Sold Summary

    • $266/SF
    • 58 Days On Market

    Current Estimated Value $254,760

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    318 Lincoln Dr, Chestertown, MD 21620
    • /38

      Est $301,790

      Not Listed For Sale

      116 Oak Leaf Dr, Chestertown, MD 21620

      • 2 Beds
      • 4 Baths
      • 1,867 Sq Ft
      • Built 2004
      116 Oak Leaf Dr, Chestertown, MD 21620

      Last Sold Summary

      • 13 Days On Market

  • /48

    $765,000

    • 4 Beds
    • 3.5 Baths
    • 3,006 Sq Ft

    24274 Waterview Dr, Worton, MD 21678

    Country elegance at its finest with this recently updated and spacious Cape Cod in the water oriented community of Clearview, just minutes from historic Chestertown. The amenities here are a major plus with Franklin pond and community access directly to Churn Creek. The home has had a transformation in the last 2 years with updated bathrooms, floors, kitchen, landscaping, and a new HVAC unit. The

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    24274 Waterview Dr, Worton, MD 21678
  • /49

    $329,000

    Sold Nov 17, 2025

    228 Phelps Ave, Galena, MD 21635

    • 4 Beds
    • 1.5 Baths
    • 1,720 Sq Ft
    • Built 1920

    Last Sold Summary

    • $191/SF
    • 23 Days On Market

    Current Estimated Value $325,970

    Last Listing Agent Amy Larrauri Chesapeake Real Estate Associates, LLC

    228 Phelps Ave, Galena, MD 21635
    • /41

      Est $223,752

      Not Listed For Sale

      11500 Lynch Rd, Worton, MD 21678

      • 4 Beds
      • 1 Bath
      • 2,318 Sq Ft
      • Built 1920
      11500 Lynch Rd, Worton, MD 21678

      Last Sold Summary

      • 13 Days On Market

  • /2

    $58,000

    $20K PRICE INCREASE
    • Land
    • 1 Acre
    • $58,000 per Acre

    11729 Saint James Newtown Rd, Worton, MD 21678

    Dee Dee Miller Paul Wesley Real Estate

    11729 Saint James Newtown Rd, Worton, MD 21678
  • /4

    $30,000

    Sold Jun 30, 2025

    20765 Bayside Ave, Rock Hall, MD 21661

    • Land
    • 9,147 Sq Ft
    • $142,857 per Acre

    Last Sold Summary

    • 45% Below List Price
    • 1,174 Days On Market

    Current Estimated Value $67,000

    Last Listing Agent Cindy Genther Rock Hall Properties Real Estate

    20765 Bayside Ave, Rock Hall, MD 21661
    • /25

      Est $299,385

      Not Listed For Sale

      411 Jarman Ave, Galena, MD 21635

      • 3 Beds
      • 1.5 Baths
      • 1,872 Sq Ft
      • Built 1974
      411 Jarman Ave, Galena, MD 21635

      Last Sold Summary

      • 50 Days On Market

  • /34

    $650,000

    • 4 Beds
    • 2 Baths
    • 2,271 Sq Ft

    20694 Mercer Ave, Rock Hall, MD 21661

    Spacious in-town home with coastal charm, just 1 block from the Rock Hall beach on the Chesapeake Bay! This home offers a luxe front porch, as well as a screened-in porch, perfect for meals and entertaining. The large family room boasts a gas fireplace, built-in shelving, wood ceilings, and a sunny balcony featuring a striped awning. The eat-in kitchen has updated appliances and ample room; it

    Julia Hilfiker Gunther-McClary Real Estate

    20694 Mercer Ave, Rock Hall, MD 21661
  • /31

    $435,000

    Sold Nov 03, 2025

    25800 Collins Ave, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 2,162 Sq Ft
    • Built 1960

    Last Sold Summary

    • $201/SF
    • 22 Days On Market

    Current Estimated Value $469,151

    Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

    25800 Collins Ave, Chestertown, MD 21620
    • /17

      Est $305,833

      Not Listed For Sale

      104 Oak Leaf Dr, Chestertown, MD 21620

      • 3 Beds
      • 3.5 Baths
      • 1,840 Sq Ft
      • Built 2003
      104 Oak Leaf Dr, Chestertown, MD 21620

      Last Sold Summary

      • 38 Days On Market

  • /49

    $419,900

    • 4 Beds
    • 2.5 Baths
    • 1,684 Sq Ft

    122 S Main St, Galena, MD 21635

    WOW! What a transformation of this sturdy Four Square Colonial nestled in a peaceful small-town setting. Enjoy the convenience of being within walking distance to parks, schools, the post office, and local markets while still having the space and privacy of an oversized nearly half-acre lot. The exterior features a detached oversized two-car garage with pull-through access to the HUGE backyard —

    John Carroll Village Real Estate Company LLC

    122 S Main St, Galena, MD 21635
  • /10

    $145,000

    Sold Oct 14, 2025

    23065 Old Fairlee Rd, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,176 Sq Ft
    • Built 1957

    Last Sold Summary

    • $123/SF
    • 5 Days On Market

    Current Estimated Value $168,898

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    23065 Old Fairlee Rd, Chestertown, MD 21620
    • /24

      Est $303,128

      Not Listed For Sale

      307 Cedar St, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,472 Sq Ft
      • Built 1962
      307 Cedar St, Chestertown, MD 21620

      Last Sold Summary

      • 1 Day On Market

  • /30

    $380,000

    $49K PRICE DROP Under Contract
    • 4 Beds
    • 2 Baths
    • 1,794 Sq Ft

    32287 Quinn Rd, Massey, MD 21650

    Just off Route 301 for commuters, but located in the country with privacy, space for animals, hobbies, and entertaining. Large detached garage with storage space above, full unfinished basement, fenced pasture area, and inground pool. So much potential here, come with vision and make it your own!

    John Carroll Village Real Estate Company LLC

    32287 Quinn Rd, Massey, MD 21650
  • /63

    $390,500

    Sold Aug 08, 2025

    137 N Main St, Galena, MD 21635

    • 3 Beds
    • 1 Bath
    • 1,457 Sq Ft
    • Built 1874

    Last Sold Summary

    • $268/SF
    • 6 Days On Market

    Current Estimated Value $387,369

    Last Listing Agent John Carroll Village Real Estate Company LLC

    137 N Main St, Galena, MD 21635
    • /23

      Est $256,822

      Not Listed For Sale

      21893 Lovers Ln, Rock Hall, MD 21661

      • 3 Beds
      • 1 Bath
      • 1,152 Sq Ft
      • Built 1976
      21893 Lovers Ln, Rock Hall, MD 21661

      Last Sold Summary

      • 34 Days On Market

  • /65

    $399,900

    $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,944 Sq Ft

    103 Trafford Dr, Chestertown, MD 21620

    PRICE IMPROVEMENT: Priced below 2025 Appraisal!! Instant equity! NOTE: Zillow's property taxes are incorrect: correct annual property taxes are $4,338. Welcome to 103 Trafford Drive; an exceptionally maintained 3 bedroom home just minutes from downtown Chestertown. Nestled in family-friendly Coventry Farms Community, this Colonial-style residence has been recently updated in all the right places

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    103 Trafford Dr, Chestertown, MD 21620
  • /32

    $370,000

    Sold Jul 11, 2025

    31879 Mark Dr, Galena, MD 21635

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 1992

    Last Sold Summary

    • $254/SF
    • 6 Days On Market

    Current Estimated Value $387,054

    Last Listing Agent Grace Crockett Doug Ashley Realtors, LLC

    31879 Mark Dr, Galena, MD 21635
    • /33

      Est $384,494

      Not Listed For Sale

      12800 Still Pond Rd, Still Pond, MD 21667

      • 3 Beds
      • 1.5 Baths
      • 1,696 Sq Ft
      • Built 1920
      12800 Still Pond Rd, Still Pond, MD 21667

      Last Sold Summary

      • 163 Days On Market

  • /4

    $50,000

    • Land
    • 37,026 Sq Ft
    • $58,824 per Acre

    0 Walnut St, Rock Hall, MD 21661

    This listing is for the sale of parcel 504, a 0.85 ac property off Walnut St in the town of Rock Hall. A buyer should confirm buildability and availability of public water and sewer.

    Cindy Genther Rock Hall Properties Real Estate

    0 Walnut St, Rock Hall, MD 21661
  • /25

    $230,000

    Sold Nov 20, 2025

    126 Metcalf Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • Built 2023

    Last Sold Summary

    • $202/SF
    • 21 Days On Market

    Current Estimated Value $235,553

    Last Listing Agent Brenda Fornos Taylor Properties

    126 Metcalf Rd, Chestertown, MD 21620
    • /38

      Est $360,205

      Not Listed For Sale

      111 Cedarwood Dr, Galena, MD 21635

      • 3 Beds
      • 2 Baths
      • 1,276 Sq Ft
      • Built 2001
      111 Cedarwood Dr, Galena, MD 21635

      Last Sold Summary

      • 15 Days On Market

  • /43

    $389,000

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,200 Sq Ft

    6416 Edesville Rd, Rock Hall, MD 21661

    REICE REDUCED!! Completely renovated from the studs up, this beautifully updated 3-story home offers 2,200 square feet of thoughtfully designed living space just outside of Rock Hall. Featuring 3 spacious bedrooms and 3 full bathrooms — one on each level — this home provides flexibility and comfort for everyday living or guests. The open-concept main floor showcases luxury flooring, brand-new

    Sarah Ulrick Rock Hall Properties Real Estate

    6416 Edesville Rd, Rock Hall, MD 21661
  • /8

    $215,000

    Sold Aug 25, 2025

    21244 Loller Ln, Rock Hall, MD 21661

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft
    • Built 1976

    Last Sold Summary

    • $192/SF
    • 27 Days On Market

    Current Estimated Value $237,863

    Last Listing Agent Robin Fithian Rock Hall Properties Real Estate

    21244 Loller Ln, Rock Hall, MD 21661
    • /16

      Est $294,434

      Not Listed For Sale

      31945 River Rd, Millington, MD 21651

      • 3 Beds
      • 1 Bath
      • 1,120 Sq Ft
      • Built 1981
      31945 River Rd, Millington, MD 21651

      Last Sold Summary

      • 35 Days On Market

  • /29

    $499,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,817 Sq Ft

    1014 Twin Ct, Chestertown, MD 21620

    Nestled in the desirable Crestview neighborhood, this beautifully maintained rancher built by respected local builder KRM Construction offers the perfect blend of quality craftsmanship, comfort, and modern convenience. Built in 2017, this 3 bedroom, 2 bathroom home features an inviting open layout with luxury plank hardwood flooring throughout the main living areas, granite countertops, abundant

    Jody Baker Cross Street Realtors LLC

    1014 Twin Ct, Chestertown, MD 21620
  • /20

    $525,000

    Sold Oct 17, 2025

    10165 John Carvill Rd, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 2,774 Sq Ft
    • Built 1987

    Last Sold Summary

    • $189/SF
    • 28 Days On Market

    Current Estimated Value $598,241

    Last Listing Agent Daniel Hercher Chesapeake Real Estate Associates, LLC

    10165 John Carvill Rd, Chestertown, MD 21620
    • /36

      Est $303,341

      Not Listed For Sale

      12615 Still Pond Rd, Still Pond, MD 21667

      • 3 Beds
      • 2 Baths
      • 1,152 Sq Ft
      • Built 2004
      12615 Still Pond Rd, Still Pond, MD 21667

      Last Sold Summary

      • 4 Days On Market

Showing Results 641 - 680, Page 17 of 18

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