11,962

Kent County, MD Homes

Section Image
  • /39

    $415,000

    Sold Sep 17, 2025

    21311 Lee St, Rock Hall, MD 21661

    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • Built 1979

    Last Sold Summary

    • $240/SF
    • 13 Days On Market

    Current Estimated Value $418,773

    Last Listing Agent Sarah King Cross Street Realtors LLC

    21311 Lee St, Rock Hall, MD 21661
    • /13

      Est $177,262

      Not Listed For Sale

      5860 N Hawthorne Ave, Rock Hall, MD 21661

      5860 N Hawthorne Ave, Rock Hall, MD 21661

      Last Sold Summary

      • 473 Days On Market

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

  • /6

    $2,950,000

    $715K PRICE DROP
    • Land
    • 113 Acres
    • $26,106 per Acre

    22537 Shipyard Ln, Rock Hall, MD 21661

    Located along Shipyard Creek just outside Rock Hall, this 113-acre farm offers a strong combination of productive soils, waterfront access, and long-term investment value. The property includes approximately 100 tillable acres with primarily Mattapex soils-- moderately well-drained and highly rated for grain and forage production. The balance consists of woodland providing natural buffers between

    Sue Hudson National Land Realty

    22537 Shipyard Ln, Rock Hall, MD 21661
  • /20

    $220,000

    Sold Sep 22, 2025

    300 Hilltop Ln, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,200 Sq Ft
    • Built 2005

    Last Sold Summary

    • $183/SF
    • 147 Days On Market

    Current Estimated Value $225,524

    Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company

    300 Hilltop Ln, Chestertown, MD 21620
    • /70

      Est $723,222

      Not Listed For Sale

      147 Carriage Heath, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,148 Sq Ft
      • Built 2015
      147 Carriage Heath, Chester, MD 21619

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Yael Beckman Coldwell Banker Realty

  • /38

    $38,200,000

    • 4 Beds
    • 2 Baths
    • 2,330 Sq Ft

    8184 Rock Hall Rd, Chestertown, MD 21620

    Tulip Forest, a farm defined by scale, stewardship, and long-term value. Recognized as a premier sporting estate, this legacy holding property is the kind of asset that seldom comes to market on Maryland's Upper Eastern Shore. 1,054 +/- acres held intact under one ownership: 680 tillable acres, 272 acres of timber, 5 ponds, 3 impoundments, 26.75-acre wetlands restoration project, 45 acres CRP, a

    Joe Hickman Cross Street Realtors LLC

    8184 Rock Hall Rd, Chestertown, MD 21620
  • /3

    $7,200

    Sold Jun 04, 2026

    LOTS 253-254 Carimon Rd, Chestertown, MD 21620

    • Land
    • 14,810 Sq Ft
    • $21,176 per Acre

    Last Sold Summary

    • 40% Below List Price
    • 457 Days On Market

    Last Listing Agent Debbie Meikle Doug Ashley Realtors, LLC

    LOTS 253-254 Carimon Rd, Chestertown, MD 21620
    • /27

      Est $483,243

      Not Listed For Sale

      106 Church Aly, Chestertown, MD 21620

      • 2 Beds
      • 1.5 Baths
      • 1,416 Sq Ft
      • Built 1880
      106 Church Aly, Chestertown, MD 21620

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Cindy Genther Rock Hall Properties Real Estate

  • /24

    $699,000

    • 4 Beds
    • 3 Baths
    • 2,185 Sq Ft

    21610 Hidden Creek Dr, Rock Hall, MD 21661

    Enjoy a long, secluded driveway to a 2,185 sq ft home sitting on 7.9 acres of mature, heavily-forested woods with waterfront views of Grey’s Inn Creek. The home features vaulted ceilings and has access to a private pier and dock; it’s perfect for boating, fishing, crabbing, or just enjoying the outdoors. Located in Rock Hall, Maryland, known for hunting, fishing, and Chesapeake Bay boating, this

    Mike Arajakis Whitetail Properties Real Estate, LLC

    21610 Hidden Creek Dr, Rock Hall, MD 21661
  • /51

    $640,000

    Sold Jul 29, 2026

    7844 Chester Ct, Chestertown, MD 21620

    • 4 Beds
    • 2.5 Baths
    • 3,248 Sq Ft
    • Built 2005

    Last Sold Summary

    • $197/SF
    • 222 Days On Market

    Current Estimated Value $687,003

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    7844 Chester Ct, Chestertown, MD 21620
    • /56

      Est $403,317

      Not Listed For Sale

      10570 Cogar Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 2,862 Sq Ft
      • Built 2010
      10570 Cogar Rd, Chestertown, MD 21620

      Last Sold Summary

      • 118 Days On Market

      Last Listing Agent Terri Kulp Coldwell Banker Chesapeake Real Estate Company

  • /54

    $1,595,000

    • 4 Beds
    • 2 Baths
    • 2,538 Sq Ft

    14046 Tockwogh Ln, Galena, MD 21635

    Enjoy sweeping water views, a bulkheaded shoreline, and a lawn extending to the water's edge—an exceptional and hard-to-find combination. Boating enthusiasts will appreciate the private dock, complete with a boat lift and Jet Ski lift and the location on the river. This charming four-bedroom home blends timeless character with everyday functionality. The thoughtfully designed floor plan features

    Christopher McClary Gunther-McClary Real Estate

    14046 Tockwogh Ln, Galena, MD 21635
  • /44

    $680,000

    Sold Sep 30, 2025

    8978 Orchard Dr, Chestertown, MD 21620

    • 4 Beds
    • 2.5 Baths
    • 3,820 Sq Ft
    • Built 2005

    Last Sold Summary

    • $178/SF
    • 1 Day On Market

    Current Estimated Value $702,071

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    8978 Orchard Dr, Chestertown, MD 21620
    • /25

      Not Listed For Sale

      10 School House Rd, Millington, MD 21651

      10 School House Rd, Millington, MD 21651

      Last Sold Summary

      • 204 Days On Market

      Last Listing Agent Cat Bond Brokers Realty Group, LLC

  • /41

    $559,500

    • 3 Beds
    • 2 Baths
    • 2,316 Sq Ft

    12613 Walnut Valley Ct, Worton, MD 21678

    There's a joyful feeling here that takes you straight back to childhood summers on the water. The Kinnairds Point community and property itself delivers this on just over two private acres at the end of a quiet cul-de-sac in Worton. Fully remodeled in 2020, the home opens into a vaulted great room with an exposed beam ceiling and a brick fireplace, flowing into a gorgeous, move-in-ready kitchen

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    12613 Walnut Valley Ct, Worton, MD 21678
  • /35

    $210,000

    Sold Oct 03, 2025

    19 1st Ave, Betterton, MD 21610

    • 2 Beds
    • 1 Bath
    • 504 Sq Ft
    • Built 1951

    Last Sold Summary

    • $417/SF
    • 3 Days On Market

    Current Estimated Value $216,142

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    19 1st Ave, Betterton, MD 21610
    • /34

      Est $604,531

      Not Listed For Sale

      7675 Quaker Neck Rd, Chestertown, MD 21620

      • 3 Beds
      • 3 Baths
      • 1,800 Sq Ft
      • Built 2017
      7675 Quaker Neck Rd, Chestertown, MD 21620

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Tracy Stone Coldwell Banker Chesapeake Real Estate Company

  • /11

    $226,000

    $24K PRICE DROP Under Contract
    • 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
  • /2

    $104,000

    Sold Aug 13, 2026

    116 N Cross St, Chestertown, MD 21620

    • Land
    • 7,840 Sq Ft
    • $577,778 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 74 Days On Market

    Current Estimated Value $107,426

    Last Listing Agent Hayley Norris Select Land & Homes, LLC

    116 N Cross St, Chestertown, MD 21620
    • /31

      Est $378,965

      Not Listed For Sale

      11353 Needam Rd, Worton, MD 21678

      • 3 Beds
      • 2 Baths
      • 1,580 Sq Ft
      • Built 1991
      11353 Needam Rd, Worton, MD 21678

      Last Sold Summary

      • 62 Days On Market

      Last Listing Agent Donnis Landaverde Keller Williams Flagship

  • /18

    $295,000

    • 1 Bed
    • 1 Bath

    117 N Water St Unit 3B, Chestertown, MD 21620

    Set within a stately 1800s waterfront home, this beautifully renovated one-bedroom condominium offers an effortless life along the Chester River. Begin your mornings with river views, spend shaded afternoons beneath the trees, or retreat to the floating dock for sunbathing and quiet reflection. With an updated kitchen and bath, kayak storage, off-street parking, and downtown Chestertown’s shops

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    117 N Water St Unit 3B, Chestertown, MD 21620
  • /60

    $1,165,000

    Sold Dec 01, 2025

    119 High St, Chestertown, MD 21620

    • 5 Beds
    • 4.5 Baths
    • 4,409 Sq Ft
    • Built 1876

    Last Sold Summary

    • $264/SF
    • 5 Days On Market

    Current Estimated Value $1,153,904

    Last Listing Agent Richard Keaveney Cross Street Realtors LLC

    119 High St, Chestertown, MD 21620
    • /7

      Est $61,983

      Not Listed For Sale

      5246 Eastern Neck Rd, Rock Hall, MD 21661

      5246 Eastern Neck Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 243 Days On Market

      Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company

  • /17

    $1,125,000

    • Land
    • 22,215 Sq Ft
    • $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
  • /54

    $380,000

    Sold Feb 17, 2026

    12035 Galena Rd, Massey, MD 21650

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1993

    Last Sold Summary

    • $283/SF
    • 142 Days On Market

    Current Estimated Value $372,028

    Last Listing Agent Lona Todd Taylor Properties

    12035 Galena Rd, Massey, MD 21650
    • /31

      Est $870,987

      Not Listed For Sale

      4954 Huntingfield Rd, Rock Hall, MD 21661

      • 3 Beds
      • 2 Baths
      • 2,428 Sq Ft
      • Built 1961
      4954 Huntingfield Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 106 Days On Market

      Last Listing Agent Courtney Chipouras TTR Sotheby's International Realty

  • /21

    $359,000

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    5780 Kent Ave, Rock Hall, MD 21661

    Discover the charm of coastal living in the heart of the town of Rock Hall. just three blocks from the public beach! This beautifully maintained ranch-style home offers the perfect combination of comfort, style, and an exceptional location. Situated on a generous 0.34-acre lot, the property features beautifully landscaped grounds, cedar-impression vinyl siding, and a detached garage providing

    Cindy Genther Rock Hall Properties Real Estate

    5780 Kent Ave, Rock Hall, MD 21661
  • /20

    $136,500

    Sold Sep 19, 2025

    0 Hagy Rd Unit MDKE2004986, Rock Hall, MD 21661

    • Land
    • 1 Acre
    • $136,500 per Acre

    Last Sold Summary

    • 137 Days On Market

    Last Listing Agent Tammy Studebaker EXP Realty, LLC

    0 Hagy Rd Unit MDKE2004986, Rock Hall, MD 21661
    • /36

      Not Listed For Sale

      206 Silver Heel Dr, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 2,302 Sq Ft
      • Built 2022
      206 Silver Heel Dr, Chestertown, MD 21620

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent TJ Bennett Samson Properties

  • /3

    $3,000

    • Land
    • 14,810 Sq Ft
    • $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 9/24/2026 @ 10:00 AM. Bidding ends 9/28/2026 @ 9:25 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

    Adam Shpritz Ashland Auction Group LLC

    0 Cogar Rd Unit MDKE2006304, Chestertown, MD 21620
  • /11

    $75,000

    Sold Jul 07, 2026

    11200 Boyer Ln, Worton, MD 21678

    • Land
    • 2 Acres
    • $37,500 per Acre

    Last Sold Summary

    • 24 Days On Market

    Current Estimated Value $82,421

    Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    11200 Boyer Ln, Worton, MD 21678
    • /10

      Not Listed For Sale

      0 Griffith Dr Unit MDKE2005256, Galena, MD 21635

      0 Griffith Dr Unit MDKE2005256, Galena, MD 21635

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Jason Zang RE/MAX Chesapeake

  • /64

    $740,000

    Under Contract
    • 3 Beds
    • 3 Baths
    • 3,388 Sq Ft

    14540 Stirrup Ln, Galena, MD 21635

    Welcome to your Eastern Shore oasis, an impressive nearly 3,700-square-foot home offering river access on almost 2 acres, a boat slip, stunning water views, and beautifully established grounds surrounded by mature trees. Inside, you’ll find a dramatic two-story foyer, hardwood floors, a designer kitchen with granite countertops and an oversized walk-in pantry, multiple living spaces, a

    Luke Schlabach Keller Williams Flagship

    14540 Stirrup Ln, Galena, MD 21635
  • /34

    $384,000

    Sold Jun 29, 2026

    23416 Cloquet Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 2020

    Last Sold Summary

    • $254/SF
    • 6 Days On Market

    Current Estimated Value $385,938

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    23416 Cloquet Rd, Chestertown, MD 21620
    • /3

      Est $202,797

      Not Listed For Sale

      14134 Cornus Ct, Galena, MD 21635

      14134 Cornus Ct, Galena, MD 21635

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Kim Simpson Thyme Real Estate Co LLC

  • /2

    $17,500

    $6K PRICE DROP
    • Land
    • 4,791 Sq Ft
    • $159,091 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
  • /2

    $461,000

    Sold Jul 17, 2026

    121 1st Ave, Betterton, MD 21610

    • 4 Beds
    • 2 Baths
    • 3,360 Sq Ft
    • Built 2000

    Last Sold Summary

    • 2% Above List Price
    • $137/SF
    • 3 Days On Market

    Current Estimated Value $446,985

    Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    121 1st Ave, Betterton, MD 21610
    • /28

      Not Listed For Sale

      1 A Bayview Rd Unit 7A, Betterton, MD 21610

      • 2 Beds
      • 2 Baths
      • 1,600 Sq Ft
      • Built 1989
      1 A Bayview Rd Unit 7A, Betterton, MD 21610

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Ashton Kelley Gunther-McClary Real Estate

  • /3

    $125,000

    • Land
    • 32,670 Sq Ft
    • $166,667 per Acre

    12 Wilson Point Rd, Galena, MD 21635

    Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design.

    Aaron Clark Patterson-Schwartz-Middletown

    12 Wilson Point Rd, Galena, MD 21635
  • /16

    $240,000

    Sold Jan 16, 2026

    100 Metcalf Rd, Chestertown, MD 21620

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

    Last Sold Summary

    • $211/SF
    • 109 Days On Market

    Current Estimated Value $246,216

    Last Listing Agent Dale Hunter Bayside Realty

    100 Metcalf Rd, Chestertown, MD 21620

Showing Results 81 - 120, Page 3 of 18

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