Real Estate & Homes For Sale in 21620

61 homes

  • 21357 Belair Ave, Chestertown, MD 21620
    Use arrow keys to navigate
    OPEN SAT, 11-2PM0.32 ACRES
    $339,000
    3bd
    3ba
    2,008 sqft (on 0.32 acres)
    21357 Belair Ave,
    Chestertown, MD 21620
    Coldwell Banker Chesapeake Real Estate Company
  • 9062 Fairlee Rd, Chestertown, MD 21620
    Use arrow keys to navigate
    NEWCOMING SOON 3/233.47 ACRES
    $385,500
    3bd
    2ba
    1,344 sqft (on 3.47 acres)
    9062 Fairlee Rd,
    Chestertown, MD 21620
    Taylor Properties
  • 118 Westwood Ln, Chestertown, MD 21620
    Use arrow keys to navigate
    OPEN SAT, 12-2PM15 ACRES
    $649,900
    3bd
    2ba
    2,248 sqft (on 15 acres)
    118 Westwood Ln,
    Chestertown, MD 21620
    Berkshire Hathaway Homeservice Homesale Realty
  • 5772 Johnsontown Rd, Chestertown, MD 21620
    Use arrow keys to navigate
    3.28 ACRES
    $350,000
    3bd
    2ba
    1,344 sqft (on 3.28 acres)
    5772 Johnsontown Rd,
    Chestertown, MD 21620
    Cross Street Realtors LLC
  • 22956 Fairgale Farm Ln, Chestertown, MD 21620
    Use arrow keys to navigate
    COMING SOON 3/243.95 ACRES
    $1,525,000
    5bd
    5ba
    6,459 sqft (on 3.95 acres)
    22956 Fairgale Farm Ln,
    Chestertown, MD 21620
    Doug Ashley Realtors, LLC
  • 24581 Willow Oak Ln, Chestertown, MD 21620
    Use arrow keys to navigate
    2.41 ACRES
    $149,000
    2bd
    2ba
    1,352 sqft (on 2.41 acres)
    24581 Willow Oak Ln,
    Chestertown, MD 21620
    Coldwell Banker Chesapeake Real Estate Company
  • 332 Truslow Rd, Chestertown, MD 21620
    Use arrow keys to navigate
    0.69 ACRES
    $299,900
    2bd
    1ba
    1,408 sqft (on 0.69 acres)
    332 Truslow Rd,
    Chestertown, MD 21620
    Blackwell Real Estate, LLC
  • 105 Sutton Way, Chestertown, MD 21620
    COMING SOON 3/210.28 ACRES
    $415,000
    4bd
    3ba
    2,064 sqft (on 0.28 acres)
    105 Sutton Way,
    Chestertown, MD 21620
    Coldwell Banker Chesapeake Real Estate Company
  • 27370 Morgnec Rd, Chestertown, MD 21620
    0.96 ACRES
    $299,000
    3bd
    2ba
    1,008 sqft (on 0.96 acres)
    27370 Morgnec Rd,
    Chestertown, MD 21620
    Doug Ashley Realtors, LLC
  • 103 Trafford Dr, Chestertown, MD 21620
    FORECLOSURE
    Berkshire Hathaway HomeServices PenFed Realty
  • CLOQUET Rd, Chestertown, MD 21620
    1.51 ACRES
    Berkshire Hathaway HomeServices Homesale Realty
  • 331 Park Ln, Chestertown, MD 21620
    5 ACRES
    $1,200,000
    4bd
    2ba
    2,184 sqft (on 5 acres)
    331 Park Ln,
    Chestertown, MD 21620
    Coldwell Banker Chesapeake Real Estate Company
  • 9816 Fairlee Rd, Chestertown, MD 21620
    OPEN SAT, 12-2PMCOMING SOON 3/216.29 ACRES
    $520,000
    2bd
    2ba
    2,828 sqft (on 6.29 acres)
    9816 Fairlee Rd,
    Chestertown, MD 21620
    RE/MAX Executive
  • 134 Char Nor Manor Blvd, Chestertown, MD 21620
    Taylor Properties
  • 210 Truslow Farm Ln, Chestertown, MD 21620
    3.23 ACRES
    Chesapeake Real Estate Associates, LLC
  • Truslow Farm Ln #2, Chestertown, MD 21620
    2.3 ACRES
    Chesapeake Real Estate Associates, LLC
  • Truslow Farm Ln #4, Chestertown, MD 21620
    3.16 ACRES
    Chesapeake Real Estate Associates, LLC
  • Truslow Farm Ln #3, Chestertown, MD 21620
    3 ACRES
    Chesapeake Real Estate Associates, LLC
  • Map 36 Watertower Rd #80, Chestertown, MD 21620
    0.7 ACRES
    Doug Ashley Realtors, LLC
  • 8757 Orchard Dr, Chestertown, MD 21620
    NEWOPEN SAT, 10-2PM1.89 ACRES
    $540,000
    3bd
    3ba
    2,210 sqft (on 1.89 acres)
    8757 Orchard Dr,
    Chestertown, MD 21620
    Chesapeake Real Estate Associates, LLC
  • 707 Round Top Rd, Chestertown, MD 21620
    0.69 ACRES
    $340,000
    3bd
    2ba
    1,296 sqft (on 0.69 acres)
    707 Round Top Rd,
    Chestertown, MD 21620
    The Hogans Agency Inc.
  • Fox chase Rd, Chestertown, MD 21620
    22.64 ACRES
    Cross Street Realtors LLC
  • 24 & 25 Buck Neck Rd, Chestertown, MD 21620
    0.42 ACRES
    Doug Ashley Realtors, LLC
  • Millbrook Dr, Chestertown, MD 21620
    1.08 ACRES
    Chesapeake Real Estate Associates, LLC
  • 209 Myers Rd, Chestertown, MD 21620
    1.23 ACRES
    $415,000
    3bd
    2ba
    1,846 sqft (on 1.23 acres)
    209 Myers Rd,
    Chestertown, MD 21620
    Cross Street Realtors LLC
  • 2007 Pondtown Rd, Chestertown, MD 21620
    4 ACRES
    $69,900
    1bd
    1ba
    448 sqft (on 4 acres)
    2007 Pondtown Rd,
    Chestertown, MD 21620
    Taylor Properties
  • 148 Grant Ct, Chestertown, MD 21620
    1 ACRE
    $450,000
    3bd
    2ba
    1,664 sqft (on 1 acre)
    148 Grant Ct,
    Chestertown, MD 21620
    Doug Ashley Realtors, LLC
  • 23690 L Rd, Chestertown, MD 21620
    0.63 ACRES
    Keller Williams Flagship of Maryland
  • 9020 Cumberland St, Chestertown, MD 21620
    0.46 ACRES
    $309,900
    2bd
    1ba
    1,150 sqft (on 0.46 acres)
    9020 Cumberland St,
    Chestertown, MD 21620
    Coldwell Banker Chesapeake Real Estate Company
  • Montgomery Ave, Chestertown, MD 21620
    The Hogans Agency Inc.
  • 870 Washington Ave, Chestertown, MD 21620
    Cross Street Realtors LLC
  • 106 Water 1/2 St   N, Chestertown, MD 21620
    Cross Street Realtors LLC
  • 131-133 129 Flatland Rd, Chestertown, MD 21620
    0.51 ACRES
    $1,095,000
    3bd
    2ba
    4,684 sqft (on 0.51 acres)
    131-133 129 Flatland Rd,
    Chestertown, MD 21620
    Doug Ashley Realtors, LLC
  • 22900 Handy Point Rd, Chestertown, MD 21620
    3.13 ACRES
    $1,765,000
    5bd
    5ba
    4,885 sqft (on 3.13 acres)
    22900 Handy Point Rd,
    Chestertown, MD 21620
    Davis Real Estate, Inc.
  • 23628 Canvasback Rd, Chestertown, MD 21620
    0.34 ACRES
    Gunther-McClary Real Estate
  • 147 Char Nor Manor Blvd, Chestertown, MD 21620
    0.52 ACRES
    Keller Williams Real Estate - Media
  • 305 Pine Tree Rd, Chestertown, MD 21620
    0.81 ACRES
    $265,000
    2bd
    1ba
    826 sqft (on 0.81 acres)
    305 Pine Tree Rd,
    Chestertown, MD 21620
    Benson & Mangold, LLC
  • Lots 253 254 Carimon Rd, Chestertown, MD 21620
    0.34 ACRES
    Doug Ashley Realtors, LLC
  • Redfield Rd, Chestertown, MD 21620
    0.34 ACRES
    Long & Foster Real Estate, Inc.
  • Fish hatchery Rd, Chestertown, MD 21620
    0.34 ACRES
    Long & Foster Real Estate, Inc.

21620 Real Estate Trends

Learn about the 21620 housing market through trends and averages.

Affordability of Living in 21620

The median home value is $342,459
MonthMedian home value
February 2023$324k
March 2023$325k
April 2023$327k
May 2023$329k
June 2023$332k
July 2023$335k
August 2023$336k
September 2023$337k
October 2023$339k
November 2023$340k
December 2023$342k
January 2024$342k
View as a graph
Trends and affordability stats are provided by third party data sources.

Average Home Value in 21620, by Home Size

Home SizeHome Value*
2 bedrooms (See homes)$263,139
3 bedrooms (See homes)$319,231
4 bedrooms (See homes)$438,665
*Home value over the past month
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2024 Bright MLS, Inc. Click here for more information
The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.