11,962

Kent County, MD Homes

Section Image
    • /48

      Est $425,685

      Not Listed For Sale

      31680 Park Glen Rd, Galena, MD 21635

      • 2 Beds
      • 1.5 Baths
      • 1,806 Sq Ft
      • Built 1956
      31680 Park Glen Rd, Galena, MD 21635

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Jenyne Ward Patterson-Schwartz-Middletown

  • /52

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 2,176 Sq Ft

    216 Birch Run Rd, Chestertown, MD 21620

    Welcome to Mile Tree Village, one of Chestertown’s most desirable neighborhoods, where this beautifully maintained 1994 brick rambler sits proudly at the end of a quiet cul-de-sac on more than a half acre lot. Offering 3 bedrooms, 2.5 baths, and over 2,100 square feet of thoughtfully designed main level living, this home combines timeless Eastern Shore appeal in an absolutely turnkey package. * A

    Liddy Campbell TTR Sotheby's International Realty

    216 Birch Run Rd, Chestertown, MD 21620
  • /39

    $275,000

    Sold Jan 09, 2026

    27741 Lambs Meadow Rd, Kennedyville, MD 21645

    • 3 Beds
    • 2.5 Baths
    • 1,853 Sq Ft
    • Built 1840

    Last Sold Summary

    • $148/SF
    • 59 Days On Market

    Current Estimated Value $305,743

    Last Listing Agent Grace Crockett Doug Ashley Realtors, LLC

    27741 Lambs Meadow Rd, Kennedyville, MD 21645
    • /56

      Est $796,482

      Not Listed For Sale

      7988 Aldan Dr, Chestertown, MD 21620

      • 5 Beds
      • 3 Baths
      • 3,394 Sq Ft
      • Built 2000
      7988 Aldan Dr, Chestertown, MD 21620

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

  • /26

    $340,000

    $10K PRICE DROP Under Contract
    • 4 Beds
    • 2.5 Baths
    • 1,972 Sq Ft

    214 Silver Heel Rd, Chestertown, MD 21620

    Price Reduction! VERY motivated seller—open to all reasonable offers. Welcome to this beautifully maintained 4-bedroom, 2.5-bath home built in 2022, offering the perfect blend of modern comfort and peace of mind. Freshly painted with brand new carpet, this home features a bright, open floor plan ideal for both everyday living and entertaining. Enjoy the benefits of newer construction—major

    Chris Kendall Cross Street Realtors LLC

    214 Silver Heel Rd, Chestertown, MD 21620
  • /2

    $140,000

    Sold Nov 17, 2025

    0 Private Spry ( Lot 50) Ln, Worton, MD 21678

    • Land
    • 2.64 Acres
    • $53,030 per Acre

    Last Sold Summary

    • 120 Days On Market

    Last Listing Agent Samantha Grimes Chesapeake Real Estate Associates, LLC

    0 Private Spry ( Lot 50) Ln, Worton, MD 21678
    • /72

      Est $641,207

      Not Listed For Sale

      10175 John Carvill Rd, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 3,155 Sq Ft
      • Built 1994
      10175 John Carvill Rd, Chestertown, MD 21620

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Hayley Norris Select Land & Homes, LLC

  • /25

    $369,900

    $5K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,476 Sq Ft

    1010 Twin Ct, Chestertown, MD 21620

    Adorable 4 bedroom 2 bathroom Cape Cod in the quiet Crestview neighborhood in Chestertown close to Restaurants, Shopping, the brand new YMCA and the Historic Downtown. Eat in kitchen with back deck overlooking a beautiful yard that backs up to farm land that is preserved forever. Freshly painted with new carpet! Washer & dryer in unit. Extra storage in knee walls upstairs. In Chestertown but

    Jason Dey Kevin Dey Realty

    1010 Twin Ct, Chestertown, MD 21620
  • /9

    $70,000

    Sold Aug 31, 2026

    0 Still Pond Creek Rd Unit MDKE2005888, Worton, MD 21678

    • Land
    • 1.2 Acres
    • $58,333 per Acre

    Last Sold Summary

    • 26% Below List Price
    • 282 Days On Market

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    0 Still Pond Creek Rd Unit MDKE2005888, Worton, MD 21678
    • /21

      Est $375,565

      Not Listed For Sale

      104 Hemlock Ct, Galena, MD 21635

      • 3 Beds
      • 2 Baths
      • 1,306 Sq Ft
      • Built 2003
      104 Hemlock Ct, Galena, MD 21635

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Tina Brown Benson & Mangold, LLC

  • /25

    $325,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,520 Sq Ft

    21128 Striper Run, Rock Hall, MD 21661

    Welcome to 21128 Striper Run, a charming 3-bedroom, 2.5-bath home nestled in the heart of Rock Hall. Offering an exceptional opportunity to own in one of Maryland's most sought-after waterfront communities, this home combines classic charm, quality features, and outstanding value.Step inside to find beautiful real hardwood flooring throughout the main level, creating warmth and character

    ETHAN HARVEY EXP Realty, LLC

    21128 Striper Run, Rock Hall, MD 21661
  • /65

    $455,000

    Sold Apr 13, 2026

    206 Camelot Dr, Chestertown, MD 21620

    • 4 Beds
    • 4 Baths
    • 2,186 Sq Ft
    • Built 2009

    Last Sold Summary

    • 13% Below List Price
    • $208/SF
    • 30 Days On Market

    Current Estimated Value $464,468

    Last Listing Agent Amy Larrauri Chesapeake Real Estate Associates, LLC

    206 Camelot Dr, Chestertown, MD 21620
    • /20

      Est $268,452

      Not Listed For Sale

      5772 Johnsontown Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 2002
      5772 Johnsontown Rd, Chestertown, MD 21620

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Beth Green Doug Ashley Realtors, LLC

  • /17

    $250,000

    • Land
    • 23,958 Sq Ft
    • $454,545 per Acre

    0 Hynson Rd Unit MDKE2007010, Rock Hall, MD 21661

    Nestled in a serene enclave, this exceptional 0.55-acre lot offers a rare opportunity to create your dream retreat, perfectly positioned just a block away from the tranquil waters of Swan Creek and The Chesapeake Bay. and just across the street from The Haven on Swan Creek. The property boasts a level, cleared landscape, with water-views of The Haven. Perfect for a permanent residence or a

    Lynn Hilfiker Gunther-McClary Real Estate

    0 Hynson Rd Unit MDKE2007010, Rock Hall, MD 21661
  • /43

    $379,900

    Sold Jan 21, 2026

    112 Silver Heel Dr, Chestertown, MD 21620

    • 5 Beds
    • 3.5 Baths
    • 2,615 Sq Ft
    • Built 2023

    Last Sold Summary

    • $145/SF
    • 27 Days On Market

    Current Estimated Value $391,610

    Last Listing Agent Federico Busacca EXP Realty, LLC

    112 Silver Heel Dr, Chestertown, MD 21620
    • /38

      Est $357,493

      Not Listed For Sale

      5658 Boundary Ave, Rock Hall, MD 21661

      • 4 Beds
      • 2.5 Baths
      • 1,595 Sq Ft
      • Built 1922
      5658 Boundary Ave, Rock Hall, MD 21661

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Peggy Sheehan Patterson-Schwartz-Middletown

  • /50

    $448,000

    $20K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 3,262 Sq Ft

    25750 Collins Ave, Chestertown, MD 21620

    Rambling rancher on an established 3/4 acre garden in Country Club Estates with No HOA fees has extensive recent renovations: New architectural shingle Roof, New Heat pump, Stainless Kitchen appliances, New Bathroom fixtures, New Porch screening, New doors, New Ring video doorbell, ceiling lights and switches, Fresh paint and 6 New windows brighten a Basement Family room with 18” porcelain tile.

    Grace Crockett Doug Ashley Realtors, LLC

    25750 Collins Ave, Chestertown, MD 21620
  • /73

    $435,000

    Sold Nov 14, 2025

    1 Bayview Rd, Betterton, MD 21610

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1989

    Last Sold Summary

    • $218/SF
    • 192 Days On Market

    Last Listing Agent Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    1 Bayview Rd, Betterton, MD 21610
    • /87

      Est $1,190,066

      Not Listed For Sale

      12807 Still Pond Rd, Still Pond, MD 21667

      • 3 Beds
      • 2 Baths
      • 3,570 Sq Ft
      • Built 1770
      12807 Still Pond Rd, Still Pond, MD 21667

      Last Sold Summary

      • 124 Days On Market

      Last Listing Agent Lona Todd Taylor Properties

  • /30

    $395,000

    $20K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,947 Sq Ft

    189 Birchwood Ln, Galena, MD 21635

    Beautifully updated and maintained Colonial home in Dogwood Village. This spacious home offers nearly 2000 square feet of living plus a basement area. There is an attached 2 car garage and both a screened porch and open deck at the rear of the home. A fireplace in the living room adds warmth to cool fall and winter days. The rear of the home is accented by both spacious screened porch and an open

    Steve Parker L. C. Parker Real Estate

    189 Birchwood Ln, Galena, MD 21635
  • /23

    $317,000

    Sold Nov 06, 2025

    4921 Piney Neck Rd, Rock Hall, MD 21661

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Built 2025

    Last Sold Summary

    • $244/SF
    • 214 Days On Market

    Last Listing Agent Andy Batch Keller Williams Select Realtors of Annapolis

    4921 Piney Neck Rd, Rock Hall, MD 21661
    • /36

      Est $414,018

      Not Listed For Sale

      21130 Striper Run, Rock Hall, MD 21661

      • 4 Beds
      • 3.5 Baths
      • 2,000 Sq Ft
      • Built 2005
      21130 Striper Run, Rock Hall, MD 21661

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Cindy Genther Rock Hall Properties Real Estate

  • /3

    $300,000

    • Land
    • 4,356 Sq Ft
    • $3,000,000 per Acre

    201 N Lynchburg St, Chestertown, MD 21620

    4 Vacant Lots with many possiblilites. The project has the potential for a density change for 10 or more units. Buyer should do all necessary due diligency. Can also be sold with mls MDKE2006844

    John Ford RE/MAX Associates-Hockessin

    201 N Lynchburg St, Chestertown, MD 21620
  • /2

    $318,000

    Sold Aug 14, 2026

    109 Cedar St, Chestertown, MD 21620

    • 3 Beds
    • 3 Baths
    • 1,397 Sq Ft
    • Built 1962

    Last Sold Summary

    • 2% Below List Price
    • $228/SF
    • 4 Days On Market

    Current Estimated Value $326,807

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    109 Cedar St, Chestertown, MD 21620
    • /17

      Est $276,680

      Not Listed For Sale

      10755 Glenola Rd, Chestertown, MD 21620

      • 4 Beds
      • 2 Baths
      • 1,237 Sq Ft
      • Built 1997
      10755 Glenola Rd, Chestertown, MD 21620

      Last Sold Summary

      • 88 Days On Market

      Last Listing Agent Matthew Altizer ANR Realty, LLC

  • /10

    $264,900

    New Construction
    • 3 Beds
    • 1.5 Baths

    121 Metcalf Rd, Chestertown, MD 21620

    Brand new home in Historic Chestertown available for move-in now. This home features luxury vinyl plank flooring throughout, a spacious living room, eat-in kitchen with white shaker cabinets, granite countertops, and stainless steel appliances, plus a covered patio off the kitchen for outdoor enjoyment. Upstairs you’ll find generously sized bedrooms including a large primary suite with walk-in

    David Moore Real Broker, LLC

    121 Metcalf Rd, Chestertown, MD 21620
  • /2

    $18,000

    Sold Aug 14, 2026

    0 Anglewood Rd, Kennedyville, MD 21645

    • Land
    • 4,791 Sq Ft
    • $163,636 per Acre

    Last Sold Summary

    • 206 Days On Market

    Last Listing Agent Patricia Kern Gunther-McClary Real Estate

    0 Anglewood Rd, Kennedyville, MD 21645
    • /70

      Est $430,427

      Not Listed For Sale

      11 Wheeler Ave, Betterton, MD 21610

      • 4 Beds
      • 2 Baths
      • 2,456 Sq Ft
      • Built 1920
      11 Wheeler Ave, Betterton, MD 21610

      Last Sold Summary

      • 107 Days On Market

      Last Listing Agent Justin Tasker Rosendale Realty

  • /35

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    33741 Galena Sassafras Rd, Galena, MD 21635

    Nestled in the serene SASSAFRAS subdivision, this ranch-style residence offers a harmonious blend of comfort and elegance. Built in 2007, this home showcases a thoughtful design that emphasizes an open floor plan, perfect for both relaxation and entertaining. Step inside to discover a warm and inviting atmosphere, highlighted by luxury vinyl plank flooring that flows seamlessly throughout the

    Tina Marie Biggs EXP Realty, LLC

    33741 Galena Sassafras Rd, Galena, MD 21635
  • /45

    $545,000

    Sold Apr 30, 2026

    206 S Water St, Chestertown, MD 21620

    • 4 Beds
    • 2.5 Baths
    • 2,008 Sq Ft
    • Built 1900

    Last Sold Summary

    • 7% Below List Price
    • $271/SF
    • 40 Days On Market

    Current Estimated Value $546,490

    Last Listing Agent Tom Williams TTR Sotheby's International Realty

    206 S Water St, Chestertown, MD 21620
    • /13

      Est $239,116

      Not Listed For Sale

      5250 Eastern Neck Rd, Rock Hall, MD 21661

      • 2 Beds
      • 1.5 Baths
      • 1,316 Sq Ft
      • Built 1900
      5250 Eastern Neck Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 118 Days On Market

      Last Listing Agent Matthew Altizer ANR Realty, LLC

  • /5

    $48,000

    • Land
    • 20,037 Sq Ft
    • $104,348 per Acre

    0 Sharp St Unit MDKE2005760, Rock Hall, MD 21661

    Come build your dream home. Located right off E Sharp Street on Chesapeake Villa is your .46 acre lot. Location is perfect to everything Rock Hall has to offer, from shops to restaurants to the water. Come check it out today. Lot has water/sewer hookup available, contact town of rock hall to confirm fees.

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    0 Sharp St Unit MDKE2005760, Rock Hall, MD 21661
  • /4

    $60,000

    Sold Oct 31, 2025

    0 Station Rd, 2, Kennedyville, MD 21678

    • Land
    • 1 Acre
    • $60,000 per Acre

    Last Sold Summary

    • 96 Days On Market

    Last Listing Agent Michele Palmer Doug Ashley Realtors, LLC

    0 Station Rd, 2, Kennedyville, MD 21678
    • /30

      Est $286,799

      Not Listed For Sale

      11719 Saint James Rd, Worton, MD 21678

      • 3 Beds
      • 1 Bath
      • 1,570 Sq Ft
      • Built 1956
      11719 Saint James Rd, Worton, MD 21678

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Hayley Norris Select Land & Homes, LLC

  • /13

    $364,900

    New Construction Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,626 Sq Ft

    21131 Striper Run, Rock Hall, MD 21661

    New construction duplex in desirable Waterman’s Estates! Move-in ready 3BR, 2.5BA home with quality finishes throughout including luxury vinyl plank flooring on both levels, quartz countertops, and stainless steel appliances. Open-concept first floor offers spacious living, dining, and kitchen areas, plus powder room and separate laundry room. Upstairs features a primary suite with walk-in closet

    Cindy Genther Rock Hall Properties Real Estate

    21131 Striper Run, Rock Hall, MD 21661
  • /29

    $264,900

    Sold Oct 30, 2025

    24415 Chestertown Rd, Chestertown, MD 21620

    • 2 Beds
    • 1 Bath
    • 1,110 Sq Ft
    • Built 1962

    Last Sold Summary

    • $239/SF
    • 23 Days On Market

    Current Estimated Value $268,838

    Last Listing Agent Courtney Chipouras TTR Sotheby's International Realty

    24415 Chestertown Rd, Chestertown, MD 21620
    • /28

      Est $834,699

      Not Listed For Sale

      8049 Quaker Neck Rd, Chestertown, MD 21620

      • 4 Beds
      • 2 Baths
      • 1,660 Sq Ft
      • Built 1945
      8049 Quaker Neck Rd, Chestertown, MD 21620

      Last Sold Summary

      • 98 Days On Market

      Last Listing Agent John Burke Gunther-McClary Real Estate

  • /2

    $38,000

    $17K PRICE INCREASE
    • Land
    • 24,393 Sq Ft
    • $67,857 per Acre

    0 Spinnaker Rd, Chestertown, MD 21620

    Dee Dee Miller Paul Wesley Real Estate

    0 Spinnaker Rd, Chestertown, MD 21620
  • /48

    $535,000

    Sold Nov 05, 2025

    5179 Quaker Neck Rd, Chestertown, MD 21620

    • 1 Bed
    • 1 Bath
    • 1,148 Sq Ft
    • Built 1890

    Last Sold Summary

    • $466/SF
    • 168 Days On Market

    Current Estimated Value $533,048

    Last Listing Agent Jonathan Taylor Hyatt & Company Real Estate, LLC

    5179 Quaker Neck Rd, Chestertown, MD 21620
    • /39

      Est $1,028,102

      Not Listed For Sale

      14234 Gregg Neck Rd, Galena, MD 21635

      • 2 Beds
      • 3.5 Baths
      • 2,530 Sq Ft
      • Built 2020
      14234 Gregg Neck Rd, Galena, MD 21635

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent John Burke Gunther-McClary Real Estate

Showing Results 481 - 520, Page 13 of 18

How to Buy a Home How to Finance a Home How to Sell a Home