12,109

Kent County, MD Homes

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  • /70

    $519,999 Open House 4/25

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

    103 Landing Ln, Chestertown, MD 21620

    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 River. The welcoming foyer seamlessly flows into the rear den or office which could be

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    103 Landing Ln, Chestertown, MD 21620
  • /68

    $309,000 Sold Dec 02, 2025

    12776 Still Pond Rd, Still Pond, MD 21667

    • 3 Beds
    • 1.5 Baths
    • 1,735 Sq Ft
    • Built 1915

    Last Sold Summary

    • $178/SF
    • 171 Days On Market

    Current Estimated Value $305,711

    Last Listing Agent Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    12776 Still Pond Rd, Still Pond, MD 21667
    • /7

      Not Listed For Sale

      128 N Queen St, Chestertown, MD 21620

      • 4 Beds
      • 5 Baths
      • 3,497 Sq Ft
      • Built 1900
      128 N Queen St, Chestertown, MD 21620

      Last Sold Summary

      • $152/SF
      • 6 Days On Market

      Last Sold Price $530,000

      Last Listing Agent Amanda Morgan Brenton Realty Group

  • /36

    $495,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,220 Sq Ft

    515 N Kent St, Chestertown, MD 21620

    Nestled in the charming Byford Development, this beautifully renovated home exudes warmth and comfort, making it the perfect retreat. With a thoughtful renovation completed in 2020, this residence boasts a blend of traditional and farmhouse styles, featuring a stunning brick and vinyl exterior that invites you in. Step inside to discover a spacious 2,220 sq. ft. layout, where modern amenities

    Jody Baker Cross Street Realtors LLC

    515 N Kent St, Chestertown, MD 21620
  • /18

    $205,000 Sold Jul 18, 2025

    310 Hilltop Ln, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,216 Sq Ft
    • Built 2005

    Last Sold Summary

    • $169/SF
    • 24 Days On Market

    Current Estimated Value $219,859

    Last Listing Agent Clint Evans Cross Street Realtors LLC

    310 Hilltop Ln, Chestertown, MD 21620
    • /23

      Est $445,876 Not Listed For Sale

      101 S Kent St, Chestertown, MD 21620

      • 2 Beds
      • 2.5 Baths
      • 1,356 Sq Ft
      • Built 1880
      101 S Kent St, Chestertown, MD 21620

      Last Sold Summary

      • 19% Above List Price
      • $276/SF
      • 58 Days On Market

      Last Sold Price $374,000

      Last Listing Agent Jennifer Gregorski Washington Fine Properties

  • /24

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft

    201 Birch Run Rd, Chestertown, MD 21620

    *****PRICED $30,000 UNDER THE RECENT APPRAISED VALUE***** One floor living, a wood burning fireplace, and hardwood floors help this represent the cozy but elevated Eastern Shore lifestyle. The Mile Tree Village community is tucked on a quiet cul-de-sac with views of the Chester River. The home has been thoughtfully improved with major 2021 updates including joist replacement, flooring, crawl

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    201 Birch Run Rd, Chestertown, MD 21620
  • /43

    $765,000 Sold Feb 25, 2026

    25999 Lambs Meadow Rd, Worton, MD 21678

    • 3 Beds
    • 2.5 Baths
    • 3,046 Sq Ft
    • Built 1782

    Last Sold Summary

    • $251/SF
    • 58 Days On Market

    Current Estimated Value $753,557

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    25999 Lambs Meadow Rd, Worton, MD 21678
    • /54

      Est $654,451 Not Listed For Sale

      116 N Queen St, Chestertown, MD 21620

      • 3 Beds
      • 3 Baths
      • 2,110 Sq Ft
      • Built 1920
      116 N Queen St, Chestertown, MD 21620

      Last Sold Summary

      • 7% Above List Price
      • $289/SF
      • 1 Day On Market

      Last Sold Price $610,000

      Last Listing Agent Beth Ostrander Doug Ashley Realtors, LLC

  • /28

    $469,000

    • 2 Beds
    • 2 Baths
    • 1,129 Sq Ft

    21090 W Sharp St Unit 112, Rock Hall, MD 21661

    Back on the market. Spectacular Chesapeake Bay waterview condo located in the heart of Rock Hall. Beautiful upgrades include LVP flooring, tile bathrooms, kitchen cabinets, backsplash, granite countertops and appliances, plus new electric fireplace. Relax on the recently refinished Bayview deck or cuddle up next to the fireplace. The convenience of condo living lets you enjoy all the festivals

    Cindy Genther Rock Hall Properties Real Estate

    21090 W Sharp St Unit 112, Rock Hall, MD 21661
  • /32

    $337,000 Sold Feb 17, 2026

    21122 Striper Run, Rock Hall, MD 21661

    • 3 Beds
    • 2.5 Baths
    • 1,712 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Below List Price
    • $197/SF
    • 15 Days On Market

    Current Estimated Value $334,772

    Last Listing Agent Julia Hilfiker Gunther-McClary Real Estate

    21122 Striper Run, Rock Hall, MD 21661
    • /31

      Est $515,999 Not Listed For Sale

      107 Adela Way, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 3,406 Sq Ft
      • Built 2010
      107 Adela Way, Chestertown, MD 21620

      Last Sold Summary

      • 17% Above List Price
      • $129/SF
      • 35 Days On Market

      Last Sold Price $440,000

      Last Listing Agent Mike Herndon Engel & Völkers Annapolis

  • /53

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 2,524 Sq Ft

    8620 Park Dr, Chestertown, MD 21620

    Two Story Colonial on 1.37+/- acre lot, rectangular 200 x 300 ft. Approximately 2,700 sq ft. of living area in house (estimate). 4 bedrooms, 2.5 Bathrooms. 1⁄2 basement with laundry room and fix-it shop/work bench with 2 crawl spaces. Attached two-car garage with abundant built-in shelving and free-standing cabinets for lots of storage space with garage door opener on each of 2

    Doug Ashley Doug Ashley Realtors, LLC

    8620 Park Dr, Chestertown, MD 21620
  • /40

    $295,000 Sold Apr 17, 2025

    12664 Still Pond Rd, Still Pond, MD 21667

    • 2 Beds
    • 1.5 Baths
    • 1,352 Sq Ft
    • Built 1920

    Last Sold Summary

    • $218/SF
    • 1 Day On Market

    Current Estimated Value $299,446

    Last Listing Agent Mary Fielding Coldwell Banker Chesapeake Real Estate Company

    12664 Still Pond Rd, Still Pond, MD 21667
    • /43

      Est $442,143 Not Listed For Sale

      105 Sutton Way, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,064 Sq Ft
      • Built 2010
      105 Sutton Way, Chestertown, MD 21620

      Last Sold Summary

      • 9% Above List Price
      • $196/SF
      • 1 Day On Market

      Last Sold Price $405,000

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

  • /41

    $415,000

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    20812 Mercer Ave, Rock Hall, MD 21661

    Welcome to this beautifully updated 3-bedroom, 1.5-bath rancher offering 1,344 sq ft of comfortable, energy-efficient living. Thoughtfully improved since 2018, this home blends modern upgrades with inviting indoor and outdoor spaces. Step inside to find newer laminate flooring, updated baseboards, and a fully remodeled kitchen featuring soft-close cabinetry, butcher block countertops, and

    Cindy Genther Rock Hall Properties Real Estate

    20812 Mercer Ave, Rock Hall, MD 21661
  • /27

    $250,000 Sold Sep 19, 2025

    146 N Main St, Galena, MD 21635

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft
    • Built 1900

    Last Sold Summary

    • $156/SF
    • 55 Days On Market

    Current Estimated Value $267,442

    Last Listing Agent John Carroll Village Real Estate Company LLC

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

      Est $395,720 Not Listed For Sale

      163 Millington Rd, Millington, MD 21651

      • 3 Beds
      • 2.5 Baths
      • 2,416 Sq Ft
      • Built 2010
      163 Millington Rd, Millington, MD 21651

      Last Sold Summary

      • 18% Above List Price
      • $139/SF
      • 114 Days On Market

      Last Sold Price $335,000

      Last Listing Agent Shandell Green Real Broker, LLC - Annapolis

  • /21

    $480,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 2,156 Sq Ft

    11944 Augustine Herman Hwy, Kennedyville, MD 21645

    Step into timeless charm with modern updates in this beautifully renovated early 1900s home located in the heart of Kennedyville. Offering 4 bedrooms, 2 full baths, and a versatile third-floor loft, this home seamlessly blends classic character with today’s conveniences. From the moment you arrive, you’ll be drawn to the inviting wraparound front porch—perfect for relaxing and enjoying small-town

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    11944 Augustine Herman Hwy, Kennedyville, MD 21645
  • /34

    $237,000 Sold Jun 30, 2025

    898 Washington Ave, Chestertown, MD 21620

    • 2 Beds
    • 2 Baths
    • 1,384 Sq Ft
    • Built 1967

    Last Sold Summary

    • $171/SF
    • 5 Days On Market

    Current Estimated Value $258,380

    Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

    898 Washington Ave, Chestertown, MD 21620
    • /4

      Est $526,791 Not Listed For Sale

      20565 Rock Hall Ave Unit 4, Rock Hall, MD 21661

      • 3 Beds
      • 2.5 Baths
      • 2,400 Sq Ft
      • Built 1990
      20565 Rock Hall Ave Unit 4, Rock Hall, MD 21661

      Last Sold Summary

      • 37% Above List Price
      • $160/SF
      • 0 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Kerry Adams Compass

  • /16

    $170,000

    • 3 Beds
    • 1 Bath
    • 1,140 Sq Ft

    107 Conley Dr, Chestertown, MD 21620

    Purchase of opportunity thru rehab financing for completion of a new kitchen, painting and flooring . Call for details and will assist you with your dream of owning your own home.

    Debbie Meikle Doug Ashley Realtors, LLC

    107 Conley Dr, Chestertown, MD 21620
  • /36

    $252,500 Sold Jul 11, 2025

    6174 Dorlon Dr, Rock Hall, MD 21661

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1994

    Last Sold Summary

    • $250/SF
    • 29 Days On Market

    Current Estimated Value $241,087

    Last Listing Agent Amy Larrauri Chesapeake Real Estate Associates, LLC

    6174 Dorlon Dr, Rock Hall, MD 21661
    • /8

      Est $653,390 Not Listed For Sale

      118 Little Harbor Way Unit 102, Chestertown, MD 21620

      • 2 Beds
      • 2.5 Baths
      • 1,512 Sq Ft
      • Built 2009
      118 Little Harbor Way Unit 102, Chestertown, MD 21620

      Last Sold Summary

      • 22% Above List Price
      • $354/SF

      Last Sold Price $535,000

      Last Listing Agent Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

  • /22

    $235,000

    • 3 Beds
    • 1.5 Baths
    • 1,278 Sq Ft

    25044 Travis Trail, Worton, MD 21678

    Welcome to this sweet ranch-style home in Worton, Maryland, tucked into a quiet little neighborhood of Knight’s Landing surrounded by beautiful farmland. It’s the perfect spot if you’re looking for peaceful living without feeling far from everything—just under five minutes to the local high school, community center, and park. Cozy, convenient, and easy on the budget, this home offers small-town

    Jay McCall Coldwell Banker Chesapeake Real Estate Company

    25044 Travis Trail, Worton, MD 21678
  • /60

    $1,070,000 Sold Jan 13, 2026

    33487 Galena Sassafras Rd, Galena, MD 21635

    • 3 Beds
    • 2.5 Baths
    • 3,076 Sq Ft
    • Built 2013

    Last Sold Summary

    • $348/SF
    • 45 Days On Market

    Current Estimated Value $1,099,941

    Last Listing Agent Stephanie Coho Compass RE

    33487 Galena Sassafras Rd, Galena, MD 21635
    • /33

      Est $491,387 Not Listed For Sale

      118 Harlan Loop, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 2,900 Sq Ft
      • Built 2009
      118 Harlan Loop, Chestertown, MD 21620

      Last Sold Summary

      • 14% Above List Price
      • $149/SF
      • 8 Days On Market

      Last Sold Price $432,000

      Last Listing Agent Cindy Genther Rock Hall Properties

  • /17

    $1,125,000

    • Land
    • 0.51 Acre
    • $2,205,882 per Acre

    #2 Lawton Ave, Rock Hall, MD 21661

    Over half an acre of prime bayfront property! Build a beautiful home on popular Lawton Avenue, the Gratitude neighborhood in Rock Hall. Enjoy sunsets, spectacular views of the bay, and additional views of Swan Creek in back. Spend idyllic afternoons watching the boats sail by! Lawton Ave offers privacy, but is only a short stroll to multiple restaurants, the town beach, and many marinas; there is

    Lynn Hilfiker Gunther-McClary Real Estate

    #2 Lawton Ave, Rock Hall, MD 21661
  • /2

    $360,000 Sold Oct 17, 2025

    5810 Clam Cove, Rock Hall, MD 21661

    • 3 Beds
    • 2.5 Baths
    • 1,626 Sq Ft

    Last Sold Summary

    • $221/SF
    • 1 Day On Market

    Current Estimated Value $354,565

    Last Listing Agent Cindy Genther Rock Hall Properties Real Estate

    5810 Clam Cove, Rock Hall, MD 21661
    • /26

      Est $294,994 Not Listed For Sale

      25563 Pines Rd, Worton, MD 21678

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1983
      25563 Pines Rd, Worton, MD 21678

      Last Sold Summary

      • $279/SF
      • 64 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Joelle Dolch Cross Street Realtors LLC

  • /2

    $115,000

    • 3 Beds
    • 1 Bath
    • 910 Sq Ft

    108 Pine St, Chestertown, MD 21620

    FULL RENOVATION PROJECT - Prime Chestertown Location Priced for Immediate Equity Creation. This 3-bedroom, 1-bath single-family home at $115,000 represents a clear value-add opportunity in one of Chestertown’s most “walkable” corridors. With estimated renovation investment of $60K-$80K+, comparable renovated properties in this location are selling for $275K-$300K, creating potential equity of

    David Moore Real Broker, LLC

    108 Pine St, Chestertown, MD 21620
  • /10

    $85,000 Sold Jul 18, 2025

    0 Griffith Dr Unit MDKE2005256, Galena, MD 21635

    • Land
    • 0.8 Acre
    • $106,250 per Acre

    Last Sold Summary

    • 2 Days On Market

    Last Listing Agent Jason Zang RE/MAX Chesapeake

    0 Griffith Dr Unit MDKE2005256, Galena, MD 21635
    • /58

      Est $867,725 Not Listed For Sale

      105 S Water St, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,565 Sq Ft
      • Built 1900
      105 S Water St, Chestertown, MD 21620

      Last Sold Summary

      • 20% Above List Price
      • $283/SF
      • 64 Days On Market

      Last Sold Price $725,000

      Last Listing Agent Richard Keaveney Cross Street Realtors LLC

  • /44

    $339,000

    • 4 Beds
    • 2 Baths
    • 1,325 Sq Ft

    304 Hadaway Dr, Chestertown, MD 21620

    Welcome to 304 Hadaway Dr. This classic home has been completely reimagined and is ready for it's next chapter. Entering the home you will immediately notice the beautifully refinished original hardwood floors. As you make your way down the hallway past the newly renovated hall bath with custom tile and designer fixtures, you will find 3 spacious bedrooms. The large family room transitions into a

    Gregory Morris Cummings & Co. Realtors

    304 Hadaway Dr, Chestertown, MD 21620
  • /32

    $85,000 Sold Sep 23, 2025

    12191 Galena Rd, Massey, MD 21650

    • 4 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 1935

    Last Sold Summary

    • $56/SF
    • 7 Days On Market

    Current Estimated Value $86,117

    Last Listing Agent Mikeshia Lindsey Chesapeake Real Estate Associates, LLC

    12191 Galena Rd, Massey, MD 21650
    • /39

      Est $269,886 Not Listed For Sale

      114 School Rd, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,102 Sq Ft
      • Built 1966
      114 School Rd, Chestertown, MD 21620

      Last Sold Summary

      • 8% Above List Price
      • $227/SF
      • 71 Days On Market

      Last Sold Price $249,900

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

  • /3

    $3,000

    • Land
    • 0.34 Acre
    • $8,824 per Acre

    0 Cogar Rd Unit MDKE2006304, Chestertown, MD 21620

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 4/15/2026 @ 10:00 AM. Bidding ends 4/17/2026 @ 11:40 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 the Chester River. The area provides easy access to the major

    Adam Shpritz Ashland Auction Group LLC

    0 Cogar Rd Unit MDKE2006304, Chestertown, MD 21620
  • /26

    $285,000 Sold Aug 22, 2025

    11636 Lynch Rd, Worton, MD 21678

    • 3 Beds
    • 1.5 Baths
    • 1,482 Sq Ft
    • Built 1930

    Last Sold Summary

    • $192/SF
    • 13 Days On Market

    Current Estimated Value $276,776

    Last Listing Agent John Burke Gunther-McClary Real Estate

    11636 Lynch Rd, Worton, MD 21678
    • /42

      Est $309,196 Not Listed For Sale

      5292 Skinners Neck Rd, Rock Hall, MD 21661

      • 3 Beds
      • 1 Bath
      • 1,698 Sq Ft
      • Built 1918
      5292 Skinners Neck Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 15% Above List Price
      • $159/SF
      • 20 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

  • /2

    $19,900

    • Land
    • 0.11 Acre
    • $180,909 per Acre

    25034 Lambs Meadow Rd, Worton, MD 21678

    This property, situated on a 0.11-acre lot, offers a blank canvas for your vision. Located in Kent County, the existing structure presents endless possibilities for the right buyer. Take advantage of the spacious lot size, perfect for outdoor activities or future expansion plans. Buyers are encouraged to perform their own due diligence to verify property details.

    Dustin Parker The Parker Group

    25034 Lambs Meadow Rd, Worton, MD 21678

Showing Results 121 - 160, Page 4 of 18

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