12,106

Kent County, MD Homes

Section Image
  • 118 Little Harbor Way Unit 201, Chestertown, MD 21620
    118 Little Harbor Way Unit 201, Chestertown, MD 21620
    118 Little Harbor Way Unit 201, Chestertown, MD 21620
    /34

    $675,000 Coming Soon

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

    118 Little Harbor Way Unit 201, Chestertown, MD 21620

    An impeccably maintained, perfectly positioned two bedroom, two and one-half bath condo featuring one of the best vistas of Chestertown and the Chester River. Here, body, mind, and spirit naturally align - it's simply impossible not to feel balance. River House, with only five private residences, occupies the best real estate within this prized, friendly and well managed neighborhood called

    Richard Keaveney Cross Street Realtors LLC

    118 Little Harbor Way Unit 201, Chestertown, MD 21620
  • 5814 Clam Cove, Rock Hall, MD 21661
    5814 Clam Cove, Rock Hall, MD 21661
    5814 Clam Cove, Rock Hall, MD 21661
    /15

    $357,000 Sold Jun 13, 2025

    5814 Clam Cove, Rock Hall, MD 21661

    • 3 Beds
    • 2.5 Baths
    • 1,626 Sq Ft
    • Built 2024

    Last Sold Summary

    • $220/SF
    • 0 Days On Market

    Current Estimated Value $372,651

    Last Listing Agent Cindy Genther Rock Hall Properties Real Estate

    5814 Clam Cove, Rock Hall, MD 21661
    • 502 Cannon St, Chestertown, MD 21620
      502 Cannon St, Chestertown, MD 21620
      502 Cannon St, Chestertown, MD 21620
      /45

      Est $427,816 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,464 Sq Ft

      502 Cannon St, Chestertown, MD 21620

      502 Cannon St, Chestertown, MD 21620
  • 0 Caulks Field Rd Unit MDKE2002846, Chestertown, MD 21620
    0 Caulks Field Rd Unit MDKE2002846, Chestertown, MD 21620
    /2

    $28,000 Pending

    • Land
    • 2 Acres
    • $14,000 per Acre

    0 Caulks Field Rd Unit MDKE2002846, Chestertown, MD 21620

    Dee Dee Miller Long & Foster Real Estate, Inc.

    0 Caulks Field Rd Unit MDKE2002846, Chestertown, MD 21620
  • 11119 Old Worton Rd, Worton, MD 21678
    11119 Old Worton Rd, Worton, MD 21678
    11119 Old Worton Rd, Worton, MD 21678
    /19

    $309,000 Sold Apr 18, 2025

    11119 Old Worton Rd, Worton, MD 21678

    • 4 Beds
    • 2 Baths
    • 1,664 Sq Ft
    • Built 1985

    Last Sold Summary

    • $186/SF
    • 113 Days On Market

    Current Estimated Value $315,188

    Last Listing Agent Beth Green Doug Ashley Realtors, LLC

    11119 Old Worton Rd, Worton, MD 21678
    • 111 Manor Ave, Chestertown, MD 21620
      111 Manor Ave, Chestertown, MD 21620
      111 Manor Ave, Chestertown, MD 21620
      /44

      Est $406,797 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft

      111 Manor Ave, Chestertown, MD 21620

      111 Manor Ave, Chestertown, MD 21620
  • 8833 Georgetown Rd, Chestertown, MD 21620
    8833 Georgetown Rd, Chestertown, MD 21620
    8833 Georgetown Rd, Chestertown, MD 21620
    /47

    $364,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,625 Sq Ft

    8833 Georgetown Rd, Chestertown, MD 21620

    Move-in ready and freshly updated in 2025! This 3-bedroom, 2-bath home offers approx. 1,600 sq. ft. of stylish living on an 2.66 acre corner lot with public water and sewer. Every detail has been thoughtfully upgraded—appliances and systems are brand new, complemented by luxury vinyl plank flooring throughout. The spacious layout includes a large mudroom and plenty of modern finishes. Located

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    8833 Georgetown Rd, Chestertown, MD 21620
  • 21015 Haven Rd, Rock Hall, MD 21661
    21015 Haven Rd, Rock Hall, MD 21661
    21015 Haven Rd, Rock Hall, MD 21661
    /30

    $185,000 Sold Apr 17, 2025

    21015 Haven Rd, Rock Hall, MD 21661

    • 3 Beds
    • 1 Bath
    • 1,554 Sq Ft
    • Built 1920

    Last Sold Summary

    • $119/SF
    • 364 Days On Market

    Current Estimated Value $194,178

    Last Listing Agent Michelle Anderson Coldwell Banker Premier - Rehoboth

    21015 Haven Rd, Rock Hall, MD 21661
    • 5017 Hillmont Dr, Rock Hall, MD 21661
      5017 Hillmont Dr, Rock Hall, MD 21661
      5017 Hillmont Dr, Rock Hall, MD 21661
      /31

      Est $448,567 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,287 Sq Ft

      5017 Hillmont Dr, Rock Hall, MD 21661

      5017 Hillmont Dr, Rock Hall, MD 21661
  • 0 Buck Neck Landing Rd, Chestertown, MD 21620
    0 Buck Neck Landing Rd, Chestertown, MD 21620
    /2

    $9,500

    • Land
    • 0.34 Acre
    • $27,941 per Acre

    0 Buck Neck Landing Rd, Chestertown, MD 21620

    Dee Dee Miller Long & Foster Real Estate, Inc.

    0 Buck Neck Landing Rd, Chestertown, MD 21620
  • 11074 Brindley Dr, Worton, MD 21678
    11074 Brindley Dr, Worton, MD 21678
    11074 Brindley Dr, Worton, MD 21678
    /8

    $176,000 Sold Feb 14, 2025

    11074 Brindley Dr, Worton, MD 21678

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1992

    Last Sold Summary

    • $175/SF
    • 63 Days On Market

    Current Estimated Value $198,845

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    11074 Brindley Dr, Worton, MD 21678
    • 631 High St, Chestertown, MD 21620
      631 High St, Chestertown, MD 21620
      631 High St, Chestertown, MD 21620
      /9

      Est $257,391 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,234 Sq Ft

      631 High St, Chestertown, MD 21620

      631 High St, Chestertown, MD 21620
  • 311 Devon Dr, Chestertown, MD 21620
    311 Devon Dr, Chestertown, MD 21620
    311 Devon Dr, Chestertown, MD 21620
    /40

    $598,000

    • 5 Beds
    • 3.5 Baths
    • 3,504 Sq Ft

    311 Devon Dr, Chestertown, MD 21620

    311 Devon Drive is located in Coventry Farms; and being located within the Chestertown town limits offers town utilities. The front entrance welcomes you with an open two-story foyer to the second-floor balcony. To the left of the front foyer is a den and to the right is a formal dining room. The foyer hall leads into a large open area that includes a large eat-in kitchen, sunroom and family room

    Debbie Meikle Doug Ashley Realtors, LLC

    311 Devon Dr, Chestertown, MD 21620
  • Lot 3 - 2.062 AC Private Ln SW, Worton, MD 21678
    Lot 3 - 2.062 AC Private Ln SW, Worton, MD 21678
    Lot 3 - 2.062 AC Private Ln SW, Worton, MD 21678
    /3

    $30,000 Sold Jun 20, 2025

    Lot 3 - 2.062 AC Private Ln SW, Worton, MD 21678

    • Land
    • 2.06 Acres
    • $14,563 per Acre

    Last Sold Summary

    • 369 Days On Market

    Last Listing Agent Okima Rahim Keller Williams Select Realtors of Annapolis

    Lot 3 - 2.062 AC Private Ln SW, Worton, MD 21678
    • 11051 Brindley Dr, Worton, MD 21678
      11051 Brindley Dr, Worton, MD 21678
      11051 Brindley Dr, Worton, MD 21678
      /19

      Est $216,520 Not Listed For Sale

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

      11051 Brindley Dr, Worton, MD 21678

      11051 Brindley Dr, Worton, MD 21678
  • 0 Caulks Field Rd Unit MDKE2005120, Chestertown, MD 21620
    0 Caulks Field Rd Unit MDKE2005120, Chestertown, MD 21620
    0 Caulks Field Rd Unit MDKE2005120, Chestertown, MD 21620
    /8

    $150,000

    • Land
    • 2 Acres
    • $75,000 per Acre

    0 Caulks Field Rd Unit MDKE2005120, Chestertown, MD 21620

    Sebrin Adem RE/MAX Allegiance

    0 Caulks Field Rd Unit MDKE2005120, Chestertown, MD 21620
  • 14134 Cornus Ct, Galena, MD 21635
    14134 Cornus Ct, Galena, MD 21635
    14134 Cornus Ct, Galena, MD 21635
    /3

    $200,000 Sold May 23, 2025

    14134 Cornus Ct, Galena, MD 21635

    • Land
    • 3.96 Acres
    • $50,505 per Acre

    Last Sold Summary

    • 18 Days On Market

    Current Estimated Value $201,256

    Last Listing Agent Kim Simpson Thyme Real Estate Co LLC

    14134 Cornus Ct, Galena, MD 21635
    • 22021 Kelleys Park Rd, Rock Hall, MD 21661
      22021 Kelleys Park Rd, Rock Hall, MD 21661
      22021 Kelleys Park Rd, Rock Hall, MD 21661
      /42

      Est $726,847 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,468 Sq Ft

      22021 Kelleys Park Rd, Rock Hall, MD 21661

      22021 Kelleys Park Rd, Rock Hall, MD 21661
  • 6179 Dorlon Dr, Rock Hall, MD 21661
    6179 Dorlon Dr, Rock Hall, MD 21661
    6179 Dorlon Dr, Rock Hall, MD 21661
    /15

    $145,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    6179 Dorlon Dr, Rock Hall, MD 21661

    OFFERS DUE BY MONDAY, 12/22 AT 6PM. Don't miss this sweat-equity opportunity! Welcome to 6179 E Dorlon Drive in Rock Hall, MD—a 3-bedroom, 1-bath home full of potential for the right buyer! This property is ideal for investors, renovators, or buyers looking to build equity through updates and improvements. With some TLC, this home offers the chance to customize, renovate, or reposition as a

    Mikeshia Lindsey Chesapeake Real Estate Associates, LLC

    6179 Dorlon Dr, Rock Hall, MD 21661
  • 7653 Broad Neck Rd, Chestertown, MD 21620
    7653 Broad Neck Rd, Chestertown, MD 21620
    7653 Broad Neck Rd, Chestertown, MD 21620
    /39

    $375,000 Sold Jan 08, 2026

    7653 Broad Neck Rd, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 1,790 Sq Ft
    • Built 1987

    Last Sold Summary

    • $209/SF
    • 41 Days On Market

    Last Listing Agent Brian Petzold Benson & Mangold, LLC

    7653 Broad Neck Rd, Chestertown, MD 21620
    • 11580 Lynch Rd, Worton, MD 21678
      11580 Lynch Rd, Worton, MD 21678
      11580 Lynch Rd, Worton, MD 21678
      /27

      Est $194,832 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,320 Sq Ft

      11580 Lynch Rd, Worton, MD 21678

      11580 Lynch Rd, Worton, MD 21678
  • 32135 River Rd, Millington, MD 21651
    32135 River Rd, Millington, MD 21651
    32135 River Rd, Millington, MD 21651
    /33

    $510,000 Pending

    • 2 Beds
    • 1,176 Sq Ft

    32135 River Rd, Millington, MD 21651

    Exceptional waterfront living on the Chester River in Millington, just 15 minutes from Middletown, DE. Set on 0.53 acres, this inviting riverfront carriage house offers breathtaking panoramic water views and an expansive lighted deck—perfect for morning coffee, outdoor dining, and unforgettable sunsets. A private dock with a floating dock and multiple slips provides direct access to the Chester

    Christine Catalano Coldwell Banker Realty

    32135 River Rd, Millington, MD 21651
  • 11052 Austin Ct, Worton, MD 21678
    11052 Austin Ct, Worton, MD 21678
    11052 Austin Ct, Worton, MD 21678
    /42

    $280,000 Sold Apr 15, 2025

    11052 Austin Ct, Worton, MD 21678

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Built 2005

    Last Sold Summary

    • $259/SF
    • 24 Days On Market

    Current Estimated Value $283,456

    Last Listing Agent Peter Fettig Keller Williams Flagship

    11052 Austin Ct, Worton, MD 21678
    • 207 N Queen St, Chestertown, MD 21620
      207 N Queen St, Chestertown, MD 21620
      207 N Queen St, Chestertown, MD 21620
      /44

      Est $610,051 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,244 Sq Ft

      207 N Queen St, Chestertown, MD 21620

      207 N Queen St, Chestertown, MD 21620
  • 0 Elm Rd, Chestertown, MD 21620
    0 Elm Rd, Chestertown, MD 21620
    /2

    $40,000 Under Contract

    • Land
    • 0.33 Acre
    • $121,212 per Acre

    0 Elm Rd, Chestertown, MD 21620

    Water oriented community of Tolchester Estates. Public record says Montgomery but the correct address is Elm Road. Approved for sewer allocation. Please see recent survey in documents.

    Vaughn Hogans The Hogans Agency

    0 Elm Rd, Chestertown, MD 21620
  • 21026 Rock Hall Ave, Rock Hall, MD 21661
    21026 Rock Hall Ave, Rock Hall, MD 21661
    21026 Rock Hall Ave, Rock Hall, MD 21661
    /34

    $550,000 Sold Jul 31, 2025

    21026 Rock Hall Ave, Rock Hall, MD 21661

    • 3 Beds
    • 2 Baths
    • 1,649 Sq Ft
    • Built 2014

    Last Sold Summary

    • $334/SF
    • 127 Days On Market

    Current Estimated Value $554,571

    Last Listing Agent Cindy Genther Rock Hall Properties Real Estate

    21026 Rock Hall Ave, Rock Hall, MD 21661
    • 6153 Tolchester Rd, Rock Hall, MD 21661
      6153 Tolchester Rd, Rock Hall, MD 21661
      6153 Tolchester Rd, Rock Hall, MD 21661
      /60

      Est $446,146 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,403 Sq Ft

      6153 Tolchester Rd, Rock Hall, MD 21661

      6153 Tolchester Rd, Rock Hall, MD 21661
  • Parcel Buck Neck Ldg Rd, Chestertown, MD 21620
    Parcel Buck Neck Ldg Rd, Chestertown, MD 21620
    Parcel Buck Neck Ldg Rd, Chestertown, MD 21620
    /6

    $10,000

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

    Parcel Buck Neck Ldg Rd, Chestertown, MD 21620

    POST AUCTION: MAKE AN OFFER! Lot of Land located outside of Chestertown, Maryland within Kent County. Nearby attractions include Warton Creek Marina, Warton Creek, Attractions along Chesapeake Bay, & +/- 7 Miles to downtown Chestertown, Maryland. Easy Access to Major Traffic Artery Fairlee Road. Deposit: $5,000.

    Adam Shpritz Ashland Auction Group LLC

    Parcel Buck Neck Ldg Rd, Chestertown, MD 21620
  • 163 Millington Rd, Millington, MD 21651
    163 Millington Rd, Millington, MD 21651
    163 Millington Rd, Millington, MD 21651
    /23

    $335,000 Sold Feb 07, 2025

    163 Millington Rd, Millington, MD 21651

    • 3 Beds
    • 2.5 Baths
    • 2,416 Sq Ft
    • Built 2010

    Last Sold Summary

    • $139/SF
    • 114 Days On Market

    Current Estimated Value $370,282

    Last Listing Agent Shandell Green Real Broker, LLC - Annapolis

    163 Millington Rd, Millington, MD 21651
    • 5951 Rock Hall Rd, Rock Hall, MD 21661
      5951 Rock Hall Rd, Rock Hall, MD 21661
      5951 Rock Hall Rd, Rock Hall, MD 21661
      /25

      Est $238,769 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,056 Sq Ft

      5951 Rock Hall Rd, Rock Hall, MD 21661

      5951 Rock Hall Rd, Rock Hall, MD 21661
  • 21250 Green Ln, Rock Hall, MD 21661
    21250 Green Ln, Rock Hall, MD 21661
    21250 Green Ln, Rock Hall, MD 21661
    /12

    $150,000

    • 2 Beds
    • 1 Bath
    • 1,226 Sq Ft

    21250 Green Ln, Rock Hall, MD 21661

    Coming Soon! Home is sited on .75 acres but included in the sale is a separately deeded lot (.50 acres) located to the right if facing the home with your back to Green Lane.

    Missy Miller Aldave Northrop Realty

    21250 Green Ln, Rock Hall, MD 21661
  • 11478 Lynch Rd, Worton, MD 21678
    11478 Lynch Rd, Worton, MD 21678
    11478 Lynch Rd, Worton, MD 21678
    /32

    $190,000 Sold Apr 30, 2025

    11478 Lynch Rd, Worton, MD 21678

    • 3 Beds
    • 1 Bath
    • 1,178 Sq Ft
    • Built 1940

    Last Sold Summary

    • $161/SF
    • 5 Days On Market

    Current Estimated Value $206,644

    Last Listing Agent Jamie Taraila Keller Williams Realty Central-Delaware

    11478 Lynch Rd, Worton, MD 21678
    • 7694 Waterview Ln, Chestertown, MD 21620
      7694 Waterview Ln, Chestertown, MD 21620
      7694 Waterview Ln, Chestertown, MD 21620
      /13

      Est $809,434 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,322 Sq Ft

      7694 Waterview Ln, Chestertown, MD 21620

      7694 Waterview Ln, Chestertown, MD 21620
  • 0 1st Ave, Betterton, MD 21610
    0 1st Ave, Betterton, MD 21610
    0 1st Ave, Betterton, MD 21610
    /24

    $90,000

    • Land
    • 0.17 Acre
    • $529,412 per Acre

    0 1st Ave, Betterton, MD 21610

    Wonderful lot in Betterton, only 2 blocks from the beach, and your chance to make wonderful memories in this community known as the "Jewel of the Chesapeake". Betterton sits right on the upper Chesapeake Bay at the mouth of the Sassafras River, an extremely popular boating area. The beach is beautiful with calm waters and amenities for a perfect day at the beach. This community is certainly a

    Terri Kulp Coldwell Banker Chesapeake Real Estate Company

    0 1st Ave, Betterton, MD 21610
  • 100 N Main St, Galena, MD 21635
    100 N Main St, Galena, MD 21635
    100 N Main St, Galena, MD 21635
    /40

    $252,500 Sold Jun 25, 2025

    100 N Main St, Galena, MD 21635

    • 2 Beds
    • 1 Bath
    • 2,230 Sq Ft
    • Built 1900

    Last Sold Summary

    • $113/SF
    • 465 Days On Market

    Current Estimated Value $352,860

    Last Listing Agent Jenyne Ward Patterson-Schwartz Real Estate

    100 N Main St, Galena, MD 21635
    • 12198 Coopers Ln, Worton, MD 21678
      12198 Coopers Ln, Worton, MD 21678
      12198 Coopers Ln, Worton, MD 21678
      /43

      Est $390,253 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,568 Sq Ft

      12198 Coopers Ln, Worton, MD 21678

      12198 Coopers Ln, Worton, MD 21678
  • 11981 Dewees Ln, Kennedyville, MD 21645
    11981 Dewees Ln, Kennedyville, MD 21645
    11981 Dewees Ln, Kennedyville, MD 21645
    /38

    $385,000

    • 3 Beds
    • 2.5 Baths
    • 1,270 Sq Ft

    11981 Dewees Ln, Kennedyville, MD 21645

    Just Listed in the sought after community of Village at Kennedyville. This beautiful, updated 3 bedroom 2 and 1/2 bath home is awaiting it's next owner. As you enter this home you immediately feel the pride in ownership and notice the updates. From the bright open feel of the home and gourmet kitchen featuring stainless appliances with the refrigerator replaced in 2023, the dishwasher replaced in

    Edward Beres RE/MAX Executive

    11981 Dewees Ln, Kennedyville, MD 21645
  • 5535 Boundary Ave, Rock Hall, MD 21661
    5535 Boundary Ave, Rock Hall, MD 21661
    5535 Boundary Ave, Rock Hall, MD 21661
    /30

    $400,000 Sold May 02, 2025

    5535 Boundary Ave, Rock Hall, MD 21661

    • 4 Beds
    • 2.5 Baths
    • 1,769 Sq Ft
    • Built 1923

    Last Sold Summary

    • $226/SF
    • 11 Days On Market

    Current Estimated Value $415,664

    Last Listing Agent Jeff Guthrie Taylor Properties

    5535 Boundary Ave, Rock Hall, MD 21661
    • 32483 Galena Sassafras Rd, Galena, MD 21635
      32483 Galena Sassafras Rd, Galena, MD 21635
      32483 Galena Sassafras Rd, Galena, MD 21635
      /53

      Est $926,095 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,050 Sq Ft

      32483 Galena Sassafras Rd, Galena, MD 21635

      32483 Galena Sassafras Rd, Galena, MD 21635
  • 21141 Striper Run, Rock Hall, MD 21661
    21141 Striper Run, Rock Hall, MD 21661
    21141 Striper Run, Rock Hall, MD 21661
    /13

    $364,900 Under Contract

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

    21141 Striper Run, Rock Hall, MD 21661

    New Construction Alert! Four 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 in the living areas, granite counter tops and stainless appliances are included. Upstairs, there's a primary suite with walk-in closet, full bath, two

    Cindy Genther Rock Hall Properties Real Estate

    21141 Striper Run, Rock Hall, MD 21661

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