12,114

Kent County, MD Homes

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  • /51

    $695,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    118 Little Harbor Way Unit 202, Chestertown, MD 21620

    Welcome to 118 Little Harbor Way #202, a beautifully reimagined waterfront condo offering effortless living and sweeping panoramic views of the Chester River. Located in the highly desirable Chester River Landing community, this second-floor, 3-bedroom, 2-bath residence delivers the perfect blend of modern luxury, low maintenance, and classic Eastern Shore charm. Completely taken down to the

    Kaitlyn Collins Benson & Mangold, LLC

    118 Little Harbor Way Unit 202, Chestertown, MD 21620
  • /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 $698,930

    Last Listing Agent John Burke Gunther-McClary Real Estate

    110 S Mill St, Chestertown, MD 21620
    • /27

      Est $321,972 Not Listed For Sale

      27001 Big Woods Rd, Worton, MD 21678

      • 2 Beds
      • 1 Bath
      • 1,104 Sq Ft
      • Built 1996
      27001 Big Woods Rd, Worton, MD 21678

      Last Sold Summary

      • 17% Above List Price
      • $249/SF
      • 1 Day On Market

      Last Sold Price $275,000

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

  • /2

    $10,000

    • Land
    • 0.55 Acre
    • $18,182 per Acre

    0 Buck Neck Landing Rd, Chestertown, MD 21620

    Lot 60, 61, 62. No perc on file at this time. Property was tested years ago and did not perc.Chesapeake Landing offers a voluntary Home Owners Association. At $40 annually, community members have access to both Worton Wharf and Mill Creek Marinas. Ramps provide small craft access to Worton Creek.

    Michelle Abplanalp Rosendale Realty

    0 Buck Neck Landing Rd, Chestertown, MD 21620
  • /19

    $230,000 Sold May 01, 2025

    107 Chester Arms Dr, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • Built 2022

    Last Sold Summary

    • $202/SF
    • 14 Days On Market

    Current Estimated Value $247,093

    Last Listing Agent Casey Scattergood Cross Street Realtors LLC

    107 Chester Arms Dr, Chestertown, MD 21620
    • /37

      Est $230,068 Not Listed For Sale

      21790 Sunnyside Ave, Rock Hall, MD 21661

      • 2 Beds
      • 1 Bath
      • 608 Sq Ft
      • Built 1954
      21790 Sunnyside Ave, Rock Hall, MD 21661

      Last Sold Summary

      • 7% Above List Price
      • $354/SF
      • 21 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Deborah Dawkins Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /5

    $58,000

    • Land
    • 0.46 Acre
    • $126,087 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
  • /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 $559,217

    Last Listing Agent Julia Hilfiker Gunther-McClary Real Estate

    20565 Rock Hall Ave Unit 5, Rock Hall, MD 21661
    • /22

      Est $209,510 Not Listed For Sale

      614 High St, Chestertown, MD 21620

      • 2 Beds
      • 1.5 Baths
      • 1,064 Sq Ft
      • Built 1920
      614 High St, Chestertown, MD 21620

      Last Sold Summary

      • $197/SF
      • 3 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Tracy Stone Coldwell Banker Chesapeake Real Estate Company

  • /9

    $364,900 New Construction

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

    21131 Striper Run, Rock Hall, MD 21661

    New Construction Alert! Last two beautiful 3BR, 2.5 bath duplexes under construction on Striper Run in Watermans Estates. Nice open 1st floor layout with living, dining & kitchen areas, powder room and separate laundry room. Luxury vinyl plank flooring on 1st and 2nd floors, quartz counter tops and stainless appliances are included. Upstairs, there's a primary suite with walk-in closet, full

    Cindy Genther Rock Hall Properties Real Estate

    21131 Striper Run, Rock Hall, MD 21661
  • /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 $446,547

    Last Listing Agent Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    22570 Bay Shore Rd, Chestertown, MD 21620
    • /21

      Est $210,744 Not Listed For Sale

      612 High St, Chestertown, MD 21620

      • 2 Beds
      • 1.5 Baths
      • 1,064 Sq Ft
      • Built 1920
      612 High St, Chestertown, MD 21620

      Last Sold Summary

      • 8% Above List Price
      • $183/SF
      • 3 Days On Market

      Last Sold Price $195,000

      Last Listing Agent Tracy Stone Coldwell Banker Chesapeake Real Estate Company

  • /25

    $275,000

    • 2 Beds
    • 2 Baths
    • 720 Sq Ft

    10971 Bottom Rd, Worton, MD 21678

    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 2 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 construction shows in the engineered

    Andy Batch Keller Williams Select Realtors of Annapolis

    10971 Bottom Rd, Worton, MD 21678
  • /28

    $440,000 Sold Jun 11, 2025

    21958 Harrington Park Rd, Rock Hall, MD 21661

    • 4 Beds
    • 2 Baths
    • 2,190 Sq Ft
    • Built 1973

    Last Sold Summary

    • $201/SF
    • 23 Days On Market

    Current Estimated Value $480,185

    Last Listing Agent Courtney Chipouras TTR Sotheby's International Realty

    21958 Harrington Park Rd, Rock Hall, MD 21661
    • /28

      Est $377,368 Not Listed For Sale

      420 Jarman Ave, Galena, MD 21635

      • 3 Beds
      • 2.5 Baths
      • 2,170 Sq Ft
      • Built 1920
      420 Jarman Ave, Galena, MD 21635

      Last Sold Summary

      • 12% Above List Price
      • $156/SF
      • 6 Days On Market

      Last Sold Price $338,000

      Last Listing Agent Jordan Larigan VYBE Realty

  • /2

    $38,000

    • Land
    • 0.56 Acre
    • $67,857 per Acre

    0 Spinnaker Rd, Chestertown, MD 21620

    Dee Dee Miller Long & Foster Real Estate, Inc.

    0 Spinnaker Rd, Chestertown, MD 21620
  • /31

    $305,000 Sold Apr 01, 2025

    10640 Watonga Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • Built 1995

    Last Sold Summary

    • $255/SF
    • 2 Days On Market

    Current Estimated Value $319,073

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    10640 Watonga Rd, Chestertown, MD 21620
    • /72

      Est $916,882 Not Listed For Sale

      7996 Aldan Dr, Chestertown, MD 21620

      • 4 Beds
      • 3.5 Baths
      • 3,743 Sq Ft
      • Built 2001
      7996 Aldan Dr, Chestertown, MD 21620

      Last Sold Summary

      • 23% Above List Price
      • $199/SF
      • 10 Days On Market

      Last Sold Price $745,000

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

  • /4

    $10,000

    • Land
    • 0.34 Acre
    • $29,412 per Acre

    0 Bunting Rd, 6, Fairlee, MD 21620

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 3/16/2026 @ 10:00 AM. Bidding ends 3/18/2026 @ 12:30 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 all the attractions in Chestertown, Maryland. It offers easy

    Adam Shpritz Ashland Auction Group LLC

    0 Bunting Rd, 6, Fairlee, MD 21620
  • /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 $415,693

    Last Listing Agent Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

    411 Greenwood Ave, Chestertown, MD 21620
    • /22

      Est $294,401 Not Listed For Sale

      211 Manor Ave, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,388 Sq Ft
      • Built 1967
      211 Manor Ave, Chestertown, MD 21620

      Last Sold Summary

      • 17% Above List Price
      • $181/SF
      • 2 Days On Market

      Last Sold Price $251,000

      Last Listing Agent Karen Clark Clark & Co Realty, LLC

  • /31

    $345,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,296 Sq Ft

    204 Rolling Rd, Chestertown, MD 21620

    Live with ease in this beautifully updated and maintained one floor home in downtown Chestertown. The current owners put a large addition on the house that includes a family room with wood burning stove, sunroom, and primary suite with en suite bathroom and walk in closet. A large laundry room on the main floor and updated kitchen with tons of counter space were other valuable design updates. The

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    204 Rolling Rd, Chestertown, MD 21620
  • /45

    $925,000 Sold May 09, 2025

    4985 Huntingfield Rd, Rock Hall, MD 21661

    • 4 Beds
    • 2.5 Baths
    • 1,848 Sq Ft
    • Built 1999

    Last Sold Summary

    • $501/SF
    • 5 Days On Market

    Current Estimated Value $1,012,817

    Last Listing Agent Robin Fithian Rock Hall Properties Real Estate

    4985 Huntingfield Rd, Rock Hall, MD 21661
    • /21

      Est $392,138 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

      • 9% Above List Price
      • $276/SF
      • 11 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Tina Brown Benson & Mangold, LLC

  • /26

    $786,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,964 Sq Ft

    35 Landing Ln, Chestertown, MD 21620

    **To be built! Welcome to this beautifully designed 1,964 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room with gas fireplace, gourmet kitchen, and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like

    Julia Hilfiker Gunther-McClary Real Estate

    35 Landing Ln, Chestertown, MD 21620
  • /36

    $750,000 Sold Dec 01, 2025

    212 Landing Ln, Chestertown, MD 21620

    • 3 Beds
    • 3.5 Baths
    • Built 2024

    Last Sold Summary

    • 238 Days On Market

    Last Listing Agent John Burke Gunther-McClary Real Estate

    212 Landing Ln, Chestertown, MD 21620
    • /12

      Est $762,651 Not Listed For Sale

      8042 Brices Mill Rd, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,430 Sq Ft
      • Built 1990
      8042 Brices Mill Rd, Chestertown, MD 21620

      Last Sold Summary

      • 12% Below List Price
      • $358/SF
      • 23 Days On Market

      Last Sold Price $870,000

      Last Listing Agent William Norris Select Land & Homes, LLC

  • /18

    $275,000

    • 2 Beds
    • 1.5 Baths
    • 920 Sq Ft

    611 Cannon St, Chestertown, MD 21620

    This 2-bedroom, 1.5-bath bungalow offers a bright, open layout with updates throughout. The home features a sun-filled front room, an eat-in kitchen with new butcher block seating and updated appliances, and a fully renovated bathroom with new tile and a modern vanity. A rear utility room with laundry provides extra storage and access to a small backyard—perfect for gardening or relaxing

    Hayley Norris Select Land & Homes, LLC

    611 Cannon St, Chestertown, MD 21620
  • /63

    $1,350,000 Sold Sep 22, 2025

    21082 Wyoming Ave, Chestertown, MD 21620

    • 3 Beds
    • 3.5 Baths
    • 2,699 Sq Ft
    • Built 1965

    Last Sold Summary

    • $500/SF
    • 104 Days On Market

    Current Estimated Value $1,382,576

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    21082 Wyoming Ave, Chestertown, MD 21620
    • /20

      Est $346,160 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

      • 2% Above List Price
      • $253/SF
      • 3 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Beth Green Doug Ashley Realtors, LLC

  • /2

    $40,000 Under Contract

    • Land
    • 0.34 Acre
    • $117,647 per Acre

    0 Tonopah Rd Unit MDKE2005564, Chestertown, MD 21620

    Lots 287 and 288 on Tonopah Rd. in Chestertown. 15,000 sq/ft, .344 acres. Approved perc site on file. The HO Association is voluntary. For an annual fee of $40 water access is offered to the boat ramp and Worton Creek. Marina and Boat slips are available through application for an extra fee. Check with Listing Agent for more information about the community.

    Jo Ann Edwards The Hogans Agency

    0 Tonopah Rd Unit MDKE2005564, Chestertown, MD 21620
  • 5092 Edwards Ln, Rock Hall, MD 21661

    $950,000 Sold May 30, 2025

    5092 Edwards Ln, Rock Hall, MD 21661

    • 1 Bed
    • 2.5 Baths
    • 838 Sq Ft
    • Built 1981

    Last Sold Summary

    • $1,134/SF
    • 141 Days On Market

    Current Estimated Value $969,301

    Last Listing Agent Julia Hilfiker Gunther-McClary Real Estate

    5092 Edwards Ln, Rock Hall, MD 21661
    • /38

      Est $340,513 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

      • 20% Above List Price
      • $179/SF
      • 48 Days On Market

      Last Sold Price $284,900

      Last Listing Agent Peggy Sheehan Patterson Schwartz

  • /39

    $1,250,000

    • 5 Beds
    • 4.5 Baths
    • 3,527 Sq Ft

    5979 Lawton Ave, Rock Hall, MD 21661

    This spectacular waterfront retreat offers over 3,500 square feet of living space on 0.76 acres, ideally located within the town limits of Rock Hall. With an elevator, five bedrooms an office and four and a half baths, there is abundant space for family, guests, and effortless entertaining.The ground level welcomes you with a spacious game room, sitting area, exercise space, and an oversized

    Cindy Genther Rock Hall Properties Real Estate

    5979 Lawton Ave, Rock Hall, MD 21661
  • /24

    $455,000 Sold Oct 21, 2025

    224 Valley Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,886 Sq Ft
    • Built 1978

    Last Sold Summary

    • $241/SF
    • 13 Days On Market

    Current Estimated Value $465,284

    Last Listing Agent Casey Scattergood Cross Street Realtors LLC

    224 Valley Rd, Chestertown, MD 21620
    • /87

      Est $1,197,421 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

      • 4% Below List Price
      • $350/SF
      • 124 Days On Market

      Last Sold Price $1,250,000

      Last Listing Agent Lona Todd Taylor Properties

  • /14

    $270,000

    • 3 Beds
    • 1.5 Baths
    • 1,508 Sq Ft

    356 Cypress St, Millington, MD 21651

    Looking for a 3 bed farmhouse in Millington with classic charm and modern updates? This warm and friendly 1920 single family home offers 1508 square feet on a 0.17 acre lot with a 2021 roof, vinyl siding, three second floor bedrooms, one full bath, and a half bath off the kitchen. A wrapped front and side porch sets the tone, while a rear wooden deck opens to the yard for easy outdoor living. The

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    356 Cypress St, Millington, MD 21651
  • /23

    $165,000 Sold Mar 25, 2025

    14059 Magnolia Ct, Galena, MD 21635

    • Land
    • 3.81 Acres
    • $43,307 per Acre

    Last Sold Summary

    • 91 Days On Market

    Current Estimated Value $170,851

    Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

    14059 Magnolia Ct, Galena, MD 21635
    • /36

      Est $404,166 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

      • 11% Above List Price
      • $182/SF
      • 1 Day On Market

      Last Sold Price $365,000

      Last Listing Agent Cindy Genther Rock Hall Properties

  • /3

    $20,000 Under Contract

    • Land
    • 0.09 Acre
    • $222,222 per Acre

    0 Elm St Unit MDKE2003590, Chestertown, MD 21620

    One parcel comprised of 2 cleared lots in Tolchester Estates. The community is on the Chesapeake Bay and the residents have access to the beach and there is a marina close by.County states water/sewer allocation is available. Buyer to confirm with due diligence.

    Cheryl Hurt Coldwell Banker Chesapeake Real Estate Company

    0 Elm St Unit MDKE2003590, Chestertown, MD 21620

Showing Results 401 - 440, Page 11 of 18

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