12,114

Kent County, MD Homes

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  • /36

    $319,900

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

    24775 Langford Rd, Chestertown, MD 21620

    Welcome to 24775 Langford Rd, a quiet countryside retreat just minutes from downtown Chestertown. This well-maintained three-bedroom, one-bath home sits on 1.27 acres and offers a peaceful setting with ample outdoor space. The property features a generously sized three-car detached garage/workshop and a large Trex deck with hot tub, ideal for relaxing or entertaining. In 2018, the home underwent

    Agent Photo

    Ryan Fitzwater

    RE/MAX Advantage Realty

    (410) 835-4609

    24775 Langford Rd, Chestertown, MD 21620
  • /54

    $400,000 Sold Mar 28, 2025

    14111 Turners Point Rd, Kennedyville, MD 21645

    • 4 Beds
    • 2.5 Baths
    • 3,187 Sq Ft
    • Built 1936

    Last Sold Summary

    • $126/SF
    • 256 Days On Market

    Current Estimated Value $480,780

    Last Listing Agent Kerry D'Azevedo Integrity Real Estate

    14111 Turners Point Rd, Kennedyville, MD 21645
    • /8

      Est $203,077 Not Listed For Sale

      11074 Brindley Dr, Worton, MD 21678

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1992
      11074 Brindley Dr, Worton, MD 21678

      Last Sold Summary

      • 15% Above List Price
      • $175/SF
      • 63 Days On Market

      Last Sold Price $176,000

      Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

  • /25

    $1,459,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,231 Sq Ft

    0 Little Harbor Way Unit 1, Chestertown, MD 21620

    **To be built! Welcome to this beautifully designed 2,231 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 ,to the gourmet kitchen and dining area—perfect for entertaining. Upstairs, the primary suite features a

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 835-9021

    0 Little Harbor Way Unit 1, Chestertown, MD 21620
  • /94

    $1,524,900 Sold Feb 17, 2026

    10800 Cliff Rd, Chestertown, MD 21620

    • 5 Beds
    • 3.5 Baths
    • 5,241 Sq Ft
    • Built 1997

    Last Sold Summary

    • 2% Above List Price
    • $291/SF
    • 5 Days On Market

    Current Estimated Value $1,301,499

    Last Listing Agent Lona Todd Taylor Properties

    10800 Cliff Rd, Chestertown, MD 21620
    • /21

      Est $342,867 Not Listed For Sale

      10061 Flatland Rd, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 2,376 Sq Ft
      • Built 1969
      10061 Flatland Rd, Chestertown, MD 21620

      Last Sold Summary

      • 5% Above List Price
      • $137/SF
      • 18 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Jo Ann Edwards The Hogans Agency

  • /24

    $813,900 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,192 Sq Ft

    104 Landing Ln, Chestertown, MD 21620

    **To be built! Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 3.5 baths. Inside, an open-concept main level connects the great room, gourmet kitchen, and dining area—perfect for entertaining. There's also a private study, which could be used as additional space

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 609-5588

    104 Landing Ln, Chestertown, MD 21620
  • /2

    $1,100,000 Sold Jun 30, 2025

    209 N Water St, Chestertown, MD 21620

    • 5 Beds
    • 3.5 Baths
    • 2,909 Sq Ft
    • Built 1900

    Last Sold Summary

    • $378/SF
    • 0 Days On Market

    Current Estimated Value $1,158,433

    Last Listing Agent Richard Keaveney Cross Street Realtors LLC

    209 N Water St, Chestertown, MD 21620
    • /20

      Est $136,137 Not Listed For Sale

      22568 Police Ave, Rock Hall, MD 21661

      • 3 Beds
      • 1 Bath
      • 1,032 Sq Ft
      • Built 1900
      22568 Police Ave, Rock Hall, MD 21661

      Last Sold Summary

      • 13% Above List Price
      • $116/SF
      • 101 Days On Market

      Last Sold Price $120,000

      Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company

  • /29

    $1,800,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,540 Sq Ft

    0 Little Harbor Way Unit 1 MDKE2004992, Chestertown, MD 21620

    **Price increase due to the home’s expanded footprint—over 1,200 additional square feet!** **To be built! Welcome to this beautifully designed 3,540 sq. ft. home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The standard floor plan includes 4 bedrooms and 3.5 baths, with the option to expand to 5 bedrooms and 4.5 baths by adding a first-floor

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 249-2840

    0 Little Harbor Way Unit 1 MDKE2004992, Chestertown, MD 21620
  • /26

    $287,500 Sold Dec 05, 2025

    7483 Shortall St, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 2003

    Last Sold Summary

    • $233/SF
    • 35 Days On Market

    Current Estimated Value $284,344

    Last Listing Agent Christine Johnson RE/MAX Executive

    7483 Shortall St, Chestertown, MD 21620
    • /16

      Est $377,076 Not Listed For Sale

      21751 Centennial Ln, Rock Hall, MD 21661

      • 3 Beds
      • 2 Baths
      • 1,415 Sq Ft
      • Built 2024
      21751 Centennial Ln, Rock Hall, MD 21661

      Last Sold Summary

      • 8% Above List Price
      • $246/SF
      • 181 Days On Market

      Last Sold Price $348,000

      Last Listing Agent Pamela Geib Long & Foster

  • /32

    $878,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,310 Sq Ft

    228 S Water St, Chestertown, MD 21620

    Newly constructed three-bedroom townhome with fantastic water views from the living level and bedrooms! Spacious open living space featuring a gourmet kitchen; 5-burner induction range, ample cabinet space, and a large island for entertaining. The home is filled with natural light and boasts multiple balconies and a front porch for relaxing. You'll love the warm hardwood floors throughout the

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 647-9404

    228 S Water St, Chestertown, MD 21620
  • /5

    $25,000 Sold Nov 14, 2025

    23628 Canvasback Rd, Chestertown, MD 21620

    • Land
    • 0.34 Acre
    • $73,529 per Acre

    Last Sold Summary

    • 29 Days On Market

    Current Estimated Value $178,667

    Last Listing Agent Christopher McClary Gunther-McClary Real Estate

    23628 Canvasback Rd, Chestertown, MD 21620
    • /24

      Not Listed For Sale

      1 Bayview Rd Unit 3, Betterton, MD 21610

      • 2 Beds
      • 2 Baths
      • 1,600 Sq Ft
      • Built 1989
      1 Bayview Rd Unit 3, Betterton, MD 21610

      Last Sold Summary

      • $169/SF
      • 1 Day On Market

      Last Sold Price $270,000

      Last Listing Agent Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

  • /23

    $839,500 New Construction

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

    102 Little Harbor Way, Chestertown, MD 21620

    **To be built! Welcome to this beautifully designed 1,980 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 983-3178

    102 Little Harbor Way, Chestertown, MD 21620
  • /2

    $9,500 Sold Aug 19, 2025

    0 Millbrook Dr, Chestertown, MD 21620

    • Land
    • 0.5 Acre
    • $19,000 per Acre

    Last Sold Summary

    • 347 Days On Market

    Last Listing Agent Dee Dee Miller Long & Foster Real Estate, Inc.

    0 Millbrook Dr, Chestertown, MD 21620
    • /17

      Est $253,190 Not Listed For Sale

      104 Metcalf Rd, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • Built 2023
      104 Metcalf Rd, Chestertown, MD 21620

      Last Sold Summary

      • 8% Above List Price
      • 25 Days On Market

      Last Sold Price $234,900

      Last Listing Agent David Moore Real Broker, LLC

  • /26

    $753,500 New Construction

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

    36 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

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 819-1523

    36 Landing Ln, Chestertown, MD 21620
  • /2

    $90,000 Sold May 30, 2025

    0 None Unit MDKE2005014, Chestertown, MD 21620

    • Land
    • 13.46 Acres
    • $6,686 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent William Norris Select Land & Homes, LLC

    0 None Unit MDKE2005014, Chestertown, MD 21620
    • /22

      Not Listed For Sale

      11335 Needam Rd, Worton, MD 21678

      • 3 Beds
      • 1.5 Baths
      • 1,288 Sq Ft
      • Built 1970
      11335 Needam Rd, Worton, MD 21678

      Last Sold Summary

      • $116/SF
      • 2 Days On Market

      Last Sold Price $150,000

      Last Listing Agent Mrs. Brittany Fox RE/MAX

  • /90

    $2,400,000

    • 5 Beds
    • 4.5 Baths
    • 4,305 Sq Ft

    7989 Quaker Neck Rd, Chestertown, MD 21620

    Price Improvement! Spectacular waterfront on the Chester River!! Words can't describe the uniqueness of this property. With the historic charm of an older home but high end modern upgrades, you will be living the life of luxury. Spacious rooms, magnificent views of the Chester River and your private dock with new boat lift, sandy beach, and stunning new saltwater pool. Exposed beams, scalamandre

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    7989 Quaker Neck Rd, Chestertown, MD 21620
  • /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 $421,727

    Last Listing Agent Sarah King Cross Street Realtors LLC

    21311 Lee St, Rock Hall, MD 21661
    • /59

      Est $287,596 Not Listed For Sale

      128 N Main St, Galena, MD 21635

      • 3 Beds
      • 1.5 Baths
      • 1,560 Sq Ft
      • Built 1920
      128 N Main St, Galena, MD 21635

      Last Sold Summary

      • 7% Above List Price
      • $173/SF
      • 6 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Amber Durand Patterson-Schwartz Real Estate

  • /9

    $1,150,000

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft

    12400 Woods Rd, Worton, MD 21678

    Tucked away along the quiet shores of Still Pond Creek, this cedar cabin offers a rare blend of privacy, comfort, and natural beauty. Surrounded by mature woods and set on a peaceful stretch of waterfront, this 1,944 square foot home features 3 bedrooms, 2 bathrooms, a spacious screened-in porch perfect for crab feasts, a private beach and pier with 2'+ MLW improved with bilk head installed by

    Stacy Kendall Cross Street Realtors LLC

    12400 Woods Rd, Worton, MD 21678
  • /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 $225,318

    Last Listing Agent William Sutton Coldwell Banker Chesapeake Real Estate Company

    300 Hilltop Ln, Chestertown, MD 21620
    • /27

      Est $410,637 Not Listed For Sale

      21357 Belair Ave, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 2,008 Sq Ft
      • Built 2010
      21357 Belair Ave, Chestertown, MD 21620

      Last Sold Summary

      • 14% Above List Price
      • $179/SF
      • 1 Day On Market

      Last Sold Price $360,000

      Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

  • /22

    $749,900

    • Land
    • 7.9 Acres
    • $94,924 per Acre

    21610 Hidden Creek Dr, Rock Hall, MD 21661

    Enjoy a long, secluded driveway to 2,185 sq ft home sitting on 7.9 acres of mature, heavily-forested woods with waterfront views of Greys Inn Creek. The home features vaulted ceilings and has access to a private pier and dock; its 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

    21610 Hidden Creek Dr, Rock Hall, MD 21661
  • /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 $687,160

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    8978 Orchard Dr, Chestertown, MD 21620
    • /34

      Est $288,147 Not Listed For Sale

      7499 Poplar Ave, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,232 Sq Ft
      • Built 2018
      7499 Poplar Ave, Chestertown, MD 21620

      Last Sold Summary

      • 23% Above List Price
      • $191/SF
      • 14 Days On Market

      Last Sold Price $235,000

      Last Listing Agent Petra Quinn Realty Navigator

  • /6

    $3,665,000

    • Land
    • 113 Acres
    • $32,434 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
  • /73

    $910,000 Sold Jul 31, 2025

    12083 Blacks Station Rd, Kennedyville, MD 21645

    • 5 Beds
    • 4.5 Baths
    • 2,542 Sq Ft
    • Built 1990

    Last Sold Summary

    • $358/SF
    • 11 Days On Market

    Current Estimated Value $906,215

    Last Listing Agent Joe Hickman Cross Street Realtors LLC

    12083 Blacks Station Rd, Kennedyville, MD 21645
    • /35

      Est $402,801 Not Listed For Sale

      21424 Catholic Ave, Rock Hall, MD 21661

      • 4 Beds
      • 1.5 Baths
      • 1,247 Sq Ft
      • Built 1966
      21424 Catholic Ave, Rock Hall, MD 21661

      Last Sold Summary

      • 79% Above List Price
      • $180/SF
      • 32 Days On Market

      Last Sold Price $225,000

      Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

  • /62

    $625,000

    • 2 Beds
    • 2.5 Baths
    • 4,054 Sq Ft

    13983 Turners Point Rd, Kennedyville, MD 21645

    Impeccably kept Kentmore Park home with a white picket fence. Over two acres with private rear yard for relaxation. Adorable brick outbuilding for storage, home office, man cave or she shed. Gazebo for al fresco dining, afternoon card games or just enjoying nature. Two additional sheds for storing just about anything. Habitat for many bird species in season. Owl, Heron and Eagle territory year

    Patricia Kern Gunther-McClary Real Estate

    13983 Turners Point Rd, Kennedyville, MD 21645
  • /52

    $795,000 Sold Jul 14, 2025

    211 David Dr, Chestertown, MD 21620

    • 4 Beds
    • 4 Baths
    • 4,401 Sq Ft
    • Built 1963

    Last Sold Summary

    • $181/SF
    • 2 Days On Market

    Current Estimated Value $835,725

    Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    211 David Dr, Chestertown, MD 21620
    • /12

      Est $505,330 Not Listed For Sale

      102 N Main St, Galena, MD 21635

      • 3 Beds
      • 1.5 Baths
      • 1,416 Sq Ft
      • Built 1900
      102 N Main St, Galena, MD 21635

      Last Sold Summary

      • 289% Above List Price
      • $92/SF
      • 260 Days On Market

      Last Sold Price $130,000

      Last Listing Agent William Norris Select Land & Homes, LLC

  • /14

    $749,989 Under Contract

    • 4 Beds
    • 3 Baths
    • 1,912 Sq Ft

    20992 Rock Hall Ave, Rock Hall, MD 21661

    In-town waterfront living in the heart of Rock Hall — the Pearl of the Chesapeake.This beautifully updated home offers plenty of space for family and friends with 4 bedrooms and 3 full baths, all wrapped in natural landscaping that provides privacy inside and out. Enjoy peaceful water views of Swan Creek / Haven Creek Cove from the deck or sunroom, or launch your boat or kayak directly from

    Michael Roenigk Chaney Homes, LLC

    20992 Rock Hall Ave, Rock Hall, MD 21661
  • /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 $219,380

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

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

      Not Listed For Sale

      10967 Bottom Rd, Worton, MD 21678

      • 3 Beds
      • 1 Bath
      • 904 Sq Ft
      • Built 1983
      10967 Bottom Rd, Worton, MD 21678

      Last Sold Summary

      • $314/SF
      • 38 Days On Market

      Last Sold Price $284,000

      Last Listing Agent Mikeshia Lindsey Chesapeake Real Estate Associates, LLC

  • /45

    $489,900

    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    201 Ericsson Ave, Betterton, MD 21610

    Phenomenal 3.75 acres+- in sought after Betterton. The hidden bay front town retreat from the past.Rolling pasture like setting with specimen trees. Farmhouse style home with pinewood floors perched up high overlooking the property. Detached garage and 2 other large sheds on the property. Craftsman's dream. Deer and all other creatures abound. Short walk to town beach, gazebo and boat ramp.

    Jonathan Olsavsky Coldwell Banker Waterman Realty

    201 Ericsson Ave, Betterton, MD 21610

Showing Results 41 - 80, Page 2 of 18

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