7,032

Homes in ZIP Code 21620

Section Image
  • 306 Cedar St, Chestertown, MD 21620
    306 Cedar St, Chestertown, MD 21620
    306 Cedar St, Chestertown, MD 21620
    /42

    $312,000 Sold Jun 13, 2025

    306 Cedar St, Chestertown, MD 21620

    • 4 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 1959

    Last Sold Summary

    • $222/SF
    • 55 Days On Market

    Current Estimated Value $326,362

    Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

    306 Cedar St, Chestertown, MD 21620
    • 240 Duke of Kent St, Chestertown, MD 21620
      240 Duke of Kent St, Chestertown, MD 21620
      240 Duke of Kent St, Chestertown, MD 21620
      /33

      Est $428,140 Not Listed For Sale

      240 Duke of Kent St, Chestertown, MD 21620

      • 4 Beds
      • 2 Baths
      • 1,792 Sq Ft
      • Built 1989
      240 Duke of Kent St, Chestertown, MD 21620

      Last Sold Summary

      • 7% Above List Price
      • $223/SF
      • 30 Days On Market

      Last Sold Price $399,900

      Last Listing Agent Jody Baker Cross Street Realtors LLC

  • 7224 Rock Hall Rd, Rock Hall, MD 21661
    7224 Rock Hall Rd, Rock Hall, MD 21661
    7224 Rock Hall Rd, Rock Hall, MD 21661
    /12

    $164,000

    • Land
    • 2.15 Acres
    • $76,279 per Acre

    7224 Rock Hall Rd, Rock Hall, MD 21661

    Discover the charm of Kent County’s rural lifestyle on this fenced, 2.15-acre cleared lot. Perfectly situated along Rock Hall Road, the property features an existing two-car garage, a 6’x8’ storage shed, and mature trees framing vast pastoral views. With electric service and an existing well already in place, it’s ready for your vision—whether that’s building your dream home, creating a weekend

    Cindy Genther Rock Hall Properties Real Estate

    7224 Rock Hall Rd, Rock Hall, MD 21661
  • 107 Malone Ave, Chestertown, MD 21620
    107 Malone Ave, Chestertown, MD 21620
    107 Malone Ave, Chestertown, MD 21620
    /27

    $290,000 Sold Jan 16, 2026

    107 Malone Ave, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Built 1962

    Last Sold Summary

    • $242/SF
    • 69 Days On Market

    Current Estimated Value $282,426

    Last Listing Agent Barbara McPhail Douglas Realty LLC

    107 Malone Ave, Chestertown, MD 21620
    • 415 Fairview Dr, Chestertown, MD 21620
      415 Fairview Dr, Chestertown, MD 21620
      415 Fairview Dr, Chestertown, MD 21620
      /24

      Est $530,108 Not Listed For Sale

      415 Fairview Dr, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,376 Sq Ft
      • Built 1973
      415 Fairview Dr, Chestertown, MD 21620

      Last Sold Summary

      • 26% Below List Price
      • $522/SF
      • 16 Days On Market

      Last Sold Price $718,000

      Last Listing Agent Richard Budden Coldwell Banker Chesapeake Real Estate Company

  • 301 Lincoln Dr, Chestertown, MD 21620
    301 Lincoln Dr, Chestertown, MD 21620
    301 Lincoln Dr, Chestertown, MD 21620
    /40

    $309,900

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    301 Lincoln Dr, Chestertown, MD 21620

    Discover this beautifully renovated ranch-style home (2023), offering 1,152 square feet of thoughtfully updated living space. The open floor plan creates a seamless flow between the living, dining, and kitchen areas — ideal for both everyday living and entertaining.The spacious kitchen features a central island, stainless steel appliances, and ample cabinetry, making it as functional as it is

    Heather Dolan Chesapeake Real Estate Associates, LLC

    301 Lincoln Dr, Chestertown, MD 21620
  • 24339 Chestertown Rd, Chestertown, MD 21620
    24339 Chestertown Rd, Chestertown, MD 21620
    24339 Chestertown Rd, Chestertown, MD 21620
    /36

    $270,000 Sold Feb 19, 2026

    24339 Chestertown Rd, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1964

    Last Sold Summary

    • $281/SF
    • 4 Days On Market

    Current Estimated Value $253,541

    Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    24339 Chestertown Rd, Chestertown, MD 21620
    • 319 Fairview Dr, Chestertown, MD 21620
      319 Fairview Dr, Chestertown, MD 21620
      319 Fairview Dr, Chestertown, MD 21620
      /37

      Est $565,882 Not Listed For Sale

      319 Fairview Dr, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 2,128 Sq Ft
      • Built 1961
      319 Fairview Dr, Chestertown, MD 21620

      Last Sold Summary

      • 16% Below List Price
      • $317/SF
      • 1 Day On Market

      Last Sold Price $675,000

      Last Listing Agent Michelle Schwab Krauss Real Property Brokerage

  • 117 N Water St Unit 2B, Chestertown, MD 21620
    117 N Water St Unit 2B, Chestertown, MD 21620
    117 N Water St Unit 2B, Chestertown, MD 21620
    /23

    $350,000

    • 7 Beds
    • 6 Baths
    • 850 Sq Ft

    117 N Water St Unit 2B, Chestertown, MD 21620

    117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment aspect that this multi-unit building provides. Offering a total of FOUR units for sale as a package, or as individuals. Each unit has been remodeled and upgraded meticulously and thoughtfully with attention to the historical aspects

    Liddy Campbell TTR Sotheby's International Realty

    117 N Water St Unit 2B, Chestertown, MD 21620
  • 0 Lot 24 & 25 Buck Neck Rd Unit MDKE2004828, Chestertown, MD 21620
    0 Lot 24 & 25 Buck Neck Rd Unit MDKE2004828, Chestertown, MD 21620
    0 Lot 24 & 25 Buck Neck Rd Unit MDKE2004828, Chestertown, MD 21620
    /6

    $5,000 Sold Jan 08, 2026

    0 Lot 24 & 25 Buck Neck Rd Unit MDKE2004828, Chestertown, MD 21620

    • Land
    • 0.42 Acre
    • $11,905 per Acre

    Last Sold Summary

    • 230 Days On Market

    Last Listing Agent Andrew Meikle Doug Ashley Realtors, LLC

    0 Lot 24 & 25 Buck Neck Rd Unit MDKE2004828, Chestertown, MD 21620
    • 221 River Rd, Chestertown, MD 21620
      221 River Rd, Chestertown, MD 21620
      221 River Rd, Chestertown, MD 21620
      /80

      Est $398,358 Not Listed For Sale

      221 River Rd, Chestertown, MD 21620

      • 5 Beds
      • 2 Baths
      • 2,240 Sq Ft
      • Built 1969
      221 River Rd, Chestertown, MD 21620

      Last Sold Summary

      • 3% Above List Price
      • $172/SF
      • 35 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

  • 104 Flying Cloud Dr, Chestertown, MD 21620
    104 Flying Cloud Dr, Chestertown, MD 21620
    /2

    $399,900 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 2,535 Sq Ft

    104 Flying Cloud Dr, Chestertown, MD 21620

    Welcome to The Verona, a spacious three-story, move-in ready home offering over 2,300 square feet of thoughtfully designed living space. With five bedrooms and three and a half bathrooms, this home provides the perfect balance of comfort, functionality, and flexibility for modern living.Step inside to an inviting foyer that leads to the bright and open main living area, where the family room

    David Moore Real Broker, LLC

    104 Flying Cloud Dr, Chestertown, MD 21620
  • 226 Blakefield Dr, Chestertown, MD 21620
    226 Blakefield Dr, Chestertown, MD 21620
    /2

    $539,000 Sold Mar 31, 2025

    226 Blakefield Dr, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft
    • Built 2025

    Last Sold Summary

    • $225/SF

    Current Estimated Value $560,869

    Last Listing Agent datacorrect BrightMLS Non Subscribing Office

    226 Blakefield Dr, Chestertown, MD 21620
    • 125 Primrose Rd, Chestertown, MD 21620
      125 Primrose Rd, Chestertown, MD 21620
      125 Primrose Rd, Chestertown, MD 21620
      /48

      Est $357,897 Not Listed For Sale

      125 Primrose Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 2,102 Sq Ft
      • Built 1976
      125 Primrose Rd, Chestertown, MD 21620

      Last Sold Summary

      • 2% Above List Price
      • $167/SF
      • 50 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

  • 11040 Kylie Ln, Chestertown, MD 21620
    11040 Kylie Ln, Chestertown, MD 21620
    11040 Kylie Ln, Chestertown, MD 21620
    /70

    $649,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 3,684 Sq Ft

    11040 Kylie Ln, Chestertown, MD 21620

    Rare lakefront opportunity in Kent County offering exceptional privacy and a peaceful natural setting. Tucked away on 2.62 partially wooded acres along Urieville Lake, this beautifully situated property provides a secluded retreat where you can truly unwind and enjoy the outdoors. This spacious 4-bedroom, 3.5-bath home offers flexible living for families and guests alike. The layout includes the

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    11040 Kylie Ln, Chestertown, MD 21620
  • 473 Pear Tree Point Rd, Chestertown, MD 21620
    473 Pear Tree Point Rd, Chestertown, MD 21620
    473 Pear Tree Point Rd, Chestertown, MD 21620
    /24

    $359,900 Sold Apr 11, 2025

    473 Pear Tree Point Rd, Chestertown, MD 21620

    • 3 Beds
    • 3 Baths
    • 1,512 Sq Ft
    • Built 2024

    Last Sold Summary

    • $238/SF
    • 67 Days On Market

    Current Estimated Value $380,449

    Last Listing Agent David Moore Real Broker, LLC

    473 Pear Tree Point Rd, Chestertown, MD 21620
    • 210 Rosin Dr, Chestertown, MD 21620
      210 Rosin Dr, Chestertown, MD 21620
      210 Rosin Dr, Chestertown, MD 21620
      /42

      Est $405,813 Not Listed For Sale

      210 Rosin Dr, Chestertown, MD 21620

      • 5 Beds
      • 2 Baths
      • 2,352 Sq Ft
      • Built 1987
      210 Rosin Dr, Chestertown, MD 21620

      Last Sold Summary

      • 11% Above List Price
      • $155/SF
      • 39 Days On Market

      Last Sold Price $365,000

      Last Listing Agent Stacey Stracke Douglas Realty, LLC

  • 0 Lenapah Rd, Chestertown, MD 21620
    0 Lenapah Rd, Chestertown, MD 21620
    /2

    $3,000

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

    0 Lenapah Rd, 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 @ 11:30 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 Lenapah Rd, Chestertown, MD 21620
  • 8605 Camp Rd, Chestertown, MD 21620
    8605 Camp Rd, Chestertown, MD 21620
    8605 Camp Rd, Chestertown, MD 21620
    /51

    $370,000 Sold May 08, 2025

    8605 Camp Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1968

    Last Sold Summary

    • $285/SF
    • 10 Days On Market

    Current Estimated Value $383,917

    Last Listing Agent Crystal Smith RE/MAX Executive

    8605 Camp Rd, Chestertown, MD 21620
    • 126 Hilltop Dr, Chestertown, MD 21620
      126 Hilltop Dr, Chestertown, MD 21620
      126 Hilltop Dr, Chestertown, MD 21620
      /57

      Est $498,864 Not Listed For Sale

      126 Hilltop Dr, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 2,733 Sq Ft
      • Built 2001
      126 Hilltop Dr, Chestertown, MD 21620

      Last Sold Summary

      • 7% Above List Price
      • $170/SF
      • 41 Days On Market

      Last Sold Price $465,000

      Last Listing Agent Chardae Eduruke Taylor Properties

  • 234 N College Ave, Chestertown, MD 21620
    234 N College Ave, Chestertown, MD 21620
    234 N College Ave, Chestertown, MD 21620
    /3

    $130,000

    • 2 Beds
    • 1 Bath
    • 1,296 Sq Ft

    234 N College Ave, Chestertown, MD 21620

    Investor Special – Charming Colonial in Prime Chestertown Location! Welcome to 234 N College Ave, an adorable colonial full of character and potential, nestled in the heart of historic Chestertown. This short sale opportunity is a rare find for savvy investors or buyers ready to bring their vision to life. With classic colonial charm, this property offers the perfect canvas for renovation or

    Anastasia Zivkovic Cummings & Co. Realtors

    234 N College Ave, Chestertown, MD 21620
  • 26933 Mallard Rd, Chestertown, MD 21620
    26933 Mallard Rd, Chestertown, MD 21620
    26933 Mallard Rd, Chestertown, MD 21620
    /15

    $555,000 Sold Jan 12, 2026

    26933 Mallard Rd, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • Built 1956

    Last Sold Summary

    • $347/SF
    • 77 Days On Market

    Current Estimated Value $565,000

    Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

    26933 Mallard Rd, Chestertown, MD 21620
    • 216 Princess Anne Dr, Chestertown, MD 21620
      216 Princess Anne Dr, Chestertown, MD 21620
      216 Princess Anne Dr, Chestertown, MD 21620
      /62

      Est $418,106 Not Listed For Sale

      216 Princess Anne Dr, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 1986
      216 Princess Anne Dr, Chestertown, MD 21620

      Last Sold Summary

      • 5% Above List Price
      • $255/SF
      • 36 Days On Market

      Last Sold Price $399,999

      Last Listing Agent Brett Schrader Taylor Properties

  • 0 East St, Chestertown, MD 21620
    0 East St, Chestertown, MD 21620
    0 East St, Chestertown, MD 21620
    /8

    $88,900 Under Contract

    • Land
    • 0.48 Acre
    • $185,208 per Acre

    0 East St, Chestertown, MD 21620

    This corner lot offers a rare opportunity to build just minutes from Downtown Chestertown. Located on a quiet street and close to the Chester River, this property combines a peaceful setting with everyday convenience.The lot is perc approved and has site plans—see documents for details. With close proximity to Chestertown’s shops, galleries, and restaurants, it’s the perfect setting for those

    William Norris Select Land & Homes, LLC

    0 East St, Chestertown, MD 21620
  • 1814 Pondtown Rd, Chestertown, MD 21620
    1814 Pondtown Rd, Chestertown, MD 21620
    1814 Pondtown Rd, Chestertown, MD 21620
    /8

    $86,000 Sold Jun 09, 2025

    1814 Pondtown Rd, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 973 Sq Ft
    • Built 1974

    Last Sold Summary

    • $88/SF
    • 18 Days On Market

    Current Estimated Value $175,446

    Last Listing Agent Joelle Dolch Cross Street Realtors LLC

    1814 Pondtown Rd, Chestertown, MD 21620
    • 306 Rosin Dr, Chestertown, MD 21620
      306 Rosin Dr, Chestertown, MD 21620
      306 Rosin Dr, Chestertown, MD 21620
      /25

      Est $434,767 Not Listed For Sale

      306 Rosin Dr, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,871 Sq Ft
      • Built 1984
      306 Rosin Dr, Chestertown, MD 21620

      Last Sold Summary

      • 28% Above List Price
      • $182/SF
      • 101 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Phil Gerdes Real Broker, LLC - Annapolis

  • 0 Montgomery Unit MDKE2003418, Chestertown, MD 21620
    0 Montgomery Unit MDKE2003418, Chestertown, MD 21620
    /2

    $40,000

    • Land
    • 0.11 Acre
    • $363,636 per Acre

    0 Montgomery Unit MDKE2003418, Chestertown, MD 21620

    Vaughn Hogans The Hogans Agency

    0 Montgomery Unit MDKE2003418, Chestertown, MD 21620
  • 23370 Lovely Ln, Chestertown, MD 21620
    23370 Lovely Ln, Chestertown, MD 21620
    23370 Lovely Ln, Chestertown, MD 21620
    /31

    $310,000 Sold Sep 30, 2025

    23370 Lovely Ln, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 2009

    Last Sold Summary

    • $185/SF
    • 12 Days On Market

    Current Estimated Value $316,762

    Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    23370 Lovely Ln, Chestertown, MD 21620
    • 224 Spring Rd, Millington, MD 21651
      224 Spring Rd, Millington, MD 21651
      224 Spring Rd, Millington, MD 21651
      /26

      Est $386,056 Not Listed For Sale

      224 Spring Rd, Millington, MD 21651

      224 Spring Rd, Millington, MD 21651

      Last Sold Summary

      • 3% Above List Price
      • 171 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Rob Freyer Charis Realty Group

  • 0 Sheldrake Dr, Chestertown, MD 21620
    0 Sheldrake Dr, Chestertown, MD 21620
    /2

    $15,000

    • Land
    • 0.34 Acre
    • $44,118 per Acre

    0 Sheldrake Dr, Chestertown, MD 21620

    Great opportunity to own a lot in Chesapeake Landing! Currently does not have a valid perc. Water access to Worton Creek if you join the voluntary civic association! Close to Worton Marina and Chestertown.

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    0 Sheldrake Dr, Chestertown, MD 21620
  • 325 Devon Dr, Chestertown, MD 21620
    325 Devon Dr, Chestertown, MD 21620
    325 Devon Dr, Chestertown, MD 21620
    /61

    $525,000 Sold Jun 13, 2025

    325 Devon Dr, Chestertown, MD 21620

    • 4 Beds
    • 2.5 Baths
    • 4,086 Sq Ft
    • Built 2011

    Last Sold Summary

    • $128/SF
    • 7 Days On Market

    Current Estimated Value $546,523

    Last Listing Agent Lisa Gambino Berkshire Hathaway HomeServices PenFed Realty

    325 Devon Dr, Chestertown, MD 21620
    • 545 Fey Rd, Chestertown, MD 21620
      545 Fey Rd, Chestertown, MD 21620
      545 Fey Rd, Chestertown, MD 21620
      /8

      Est $1,094,782 Not Listed For Sale

      545 Fey Rd, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 2,420 Sq Ft
      • Built 1948
      545 Fey Rd, Chestertown, MD 21620

      Last Sold Summary

      • 14% Below List Price
      • $527/SF

      Last Sold Price $1,275,000

      Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

  • 0 Towhee Rd 21620
    0 Towhee Rd 21620
    0 Towhee Rd 21620
    /4

    $5,000

    • Land
    • 0.34 Acre
    • $14,706 per Acre

    0 Towhee Rd 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 @ 12:35 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 Towhee Rd 21620
  • 7729 Country Club Ln, Chestertown, MD 21620
    7729 Country Club Ln, Chestertown, MD 21620
    7729 Country Club Ln, Chestertown, MD 21620
    /18

    $620,000 Sold Oct 27, 2025

    7729 Country Club Ln, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 2,280 Sq Ft
    • Built 1989

    Last Sold Summary

    • $272/SF
    • 32 Days On Market

    Current Estimated Value $622,613

    Last Listing Agent Stacy Kendall Cross Street Realtors LLC

    7729 Country Club Ln, Chestertown, MD 21620
    • 120 Edmore Rd, Chestertown, MD 21620
      120 Edmore Rd, Chestertown, MD 21620
      120 Edmore Rd, Chestertown, MD 21620
      /18

      Est $325,189 Not Listed For Sale

      120 Edmore Rd, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,144 Sq Ft
      • Built 1986
      120 Edmore Rd, Chestertown, MD 21620

      Last Sold Summary

      • 4% Below List Price
      • $295/SF
      • 2 Days On Market

      Last Sold Price $337,600

      Last Listing Agent Beth Green Doug Ashley Realtors, LLC

  • 206 S Water St, Chestertown, MD 21620
    206 S Water St, Chestertown, MD 21620
    206 S Water St, Chestertown, MD 21620
    /45

    $549,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,008 Sq Ft

    206 S Water St, Chestertown, MD 21620

    Seller says sell! Massive price reduction ! Below market for this pristine home well situated in chestertown historic district! A rare Water Street opportunity—see your boat from the front porch and enjoy walkable waterfront living in Chestertown. This thoughtfully rebuilt historic home offers 4 bedrooms, 3.5 baths, flexible guest spaces, and a water-view deck built to support a hot tub. Perfect

    Tom Williams TTR Sotheby's International Realty

    206 S Water St, Chestertown, MD 21620
  • 25285 Foxchase Dr, Chestertown, MD 21620
    25285 Foxchase Dr, Chestertown, MD 21620
    25285 Foxchase Dr, Chestertown, MD 21620
    /39

    $550,000 Sold Jul 01, 2025

    25285 Foxchase Dr, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 2,010 Sq Ft
    • Built 1992

    Last Sold Summary

    • $274/SF
    • 3 Days On Market

    Current Estimated Value $565,076

    Last Listing Agent Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

    25285 Foxchase Dr, Chestertown, MD 21620
    • 102 Concord Rd, Chestertown, MD 21620
      102 Concord Rd, Chestertown, MD 21620
      102 Concord Rd, Chestertown, MD 21620
      /16

      Est $344,976 Not Listed For Sale

      102 Concord Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,232 Sq Ft
      • Built 2023
      102 Concord Rd, Chestertown, MD 21620

      Last Sold Summary

      • 3% Above List Price
      • $271/SF
      • 11 Days On Market

      Last Sold Price $334,000

      Last Listing Agent Thomas Boeshore Berkshire Hathaway Homeservice Homesale Realty

  • 107 Oak Leaf Dr, Chestertown, MD 21620
    107 Oak Leaf Dr, Chestertown, MD 21620
    107 Oak Leaf Dr, Chestertown, MD 21620
    /39

    $295,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,947 Sq Ft

    107 Oak Leaf Dr, Chestertown, MD 21620

    Desirable end-unit, 3-story townhome located in the heart of Chestertown, just moments from downtown and adjacent to the new YMCA. This well-maintained home features newer carpet and paint, a one-year-old stove (purchased new for $4,000), and a hot water heater just two years old. A newer full-size stackable washer and dryer adds convenience. Enjoy both sunrise and sunset views with an

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    107 Oak Leaf Dr, Chestertown, MD 21620
  • 10230 John Carvill Rd, Chestertown, MD 21620
    10230 John Carvill Rd, Chestertown, MD 21620
    10230 John Carvill Rd, Chestertown, MD 21620
    /41

    $740,000 Sold Jan 15, 2026

    10230 John Carvill Rd, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 2,350 Sq Ft
    • Built 1775

    Last Sold Summary

    • $315/SF
    • 30 Days On Market

    Current Estimated Value $740,034

    Last Listing Agent Robert G. Shannahan Shoreline Realty

    10230 John Carvill Rd, Chestertown, MD 21620

Showing Results 201 - 240, Page 6 of 18

Maryland Kent County Chestertown 21620

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