Real Estate & Homes For Sale in 21620

63 homes

  • Sandpiper Rd, Chestertown, MD 21620
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    NEW - 8 HRS AGOAUCTION0.34 ACRES
    $15,000
    Sandpiper Rd,
    Chestertown, MD 21620
    Ashland Auction Group LLC
  • 214 Richard Dr, Chestertown, MD 21620
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    NEW - 15 HRS AGO0.35 ACRES
    $385,000
    2bd
    3ba
    1,723 sqft (on 0.35 acres)
    214 Richard Dr,
    Chestertown, MD 21620
    Doug Ashley Realtors, LLC
  • BUCK NECK Rd, Chestertown, MD 21620
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    NEW - 1 DAY AGO1 ACRE
    $12,500
    BUCK NECK Rd,
    Chestertown, MD 21620
    Select Land & Homes, LLC
  • 235 Burchard Sawmill Rd, Chestertown, MD 21620
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    NEWCOMING SOON 4/190.5 ACRES
    $289,000
    2bd
    2ba
    864 sqft (on 0.50 acres)
    235 Burchard Sawmill Rd,
    Chestertown, MD 21620
    Village Real Estate Company LLC
  • 113 Pine Cove Ln, Chestertown, MD 21620
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    NEW - 2 DAYS AGO0.45 ACRES
    $68,500
    113 Pine Cove Ln,
    Chestertown, MD 21620
    Select Land & Homes, LLC
  • 21345 Persimmon Dr, Chestertown, MD 21620
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    COMING SOON 5/5
    $158,000
    2bd
    1ba
    1,232 sqft
    21345 Persimmon Dr,
    Chestertown, MD 21620
    Chesapeake Real Estate Associates, LLC
  • 124 Edmore Rd, Chestertown, MD 21620
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    OPEN SAT, 11-2PMCOMING SOON 4/200.34 ACRES
    $242,000
    3bd
    1ba
    1,056 sqft (on 0.34 acres)
    124 Edmore Rd,
    Chestertown, MD 21620
    Coldwell Banker Chesapeake Real Estate Company
  • 104 Conley Dr, Chestertown, MD 21620
    $234,900
    3bd
    2ba
    1,280 sqft
    104 Conley Dr,
    Chestertown, MD 21620
    Berkshire Hathaway HomeServices Homesale Realty
  • 128 N Queen St, Chestertown, MD 21620
    COMING SOON 4/27
    $650,000
    5bd
    3,497 sqft
    128 N Queen St,
    Chestertown, MD 21620
    Coldwell Banker Chesapeake Real Estate Company
  • 117 N Water St #3B, Chestertown, MD 21620
    $385,000
    1bd
    1ba
    652 sqft
    117 N Water St #3B,
    Chestertown, MD 21620
    Gunther-McClary Real Estate
  • 117 N Water St #2A, Chestertown, MD 21620
    $415,000
    2bd
    1ba
    787 sqft
    117 N Water St #2A,
    Chestertown, MD 21620
    Gunther-McClary Real Estate
  • 117 N Water St #2B, Chestertown, MD 21620
    $405,000
    1bd
    1ba
    850 sqft
    117 N Water St #2B,
    Chestertown, MD 21620
    Gunther-McClary Real Estate
  • 117 N Water St #3A, Chestertown, MD 21620
    $395,000
    2bd
    1ba
    729 sqft
    117 N Water St #3A,
    Chestertown, MD 21620
    Gunther-McClary Real Estate
  • 310 Longfellow Dr, Chestertown, MD 21620
    0.34 ACRES
    $335,000
    3bd
    2ba
    1,560 sqft (on 0.34 acres)
    310 Longfellow Dr,
    Chestertown, MD 21620
    Berkshire Hathaway Homeservice Homesale Realty
  • 7755 Waterview Ln, Chestertown, MD 21620
    OPEN SAT, 11-2PMCOMING SOON 4/200.61 ACRES
    $975,000
    4bd
    3ba
    4,730 sqft (on 0.61 acres)
    7755 Waterview Ln,
    Chestertown, MD 21620
    Coldwell Banker Chesapeake Real Estate Company
  • 240 Round Top Landing Rd, Chestertown, MD 21620
    9.58 ACRES
    $3,995,000
    3bd
    4ba
    4,804 sqft (on 9.58 acres)
    240 Round Top Landing Rd,
    Chestertown, MD 21620
    TTR Sotheby's International Realty
  • 349 & 351 High St, Chestertown, MD 21620
    COMING SOON 4/19
    $425,000
    6bd
    3,664 sqft
    349 & 351 High St,
    Chestertown, MD 21620
    Coldwell Banker Chesapeake Real Estate Company
  • 481 Pear Tree Point Rd, Chestertown, MD 21620
    NEW CONSTRUCTION0.39 ACRES
    $419,900
    3bd
    3ba
    1,512 sqft (on 0.39 acres)
    481 Pear Tree Point Rd,
    Chestertown, MD 21620
    Cross Street Realtors LLC
  • 22956 Fairgale Farm Ln, Chestertown, MD 21620
    3.95 ACRES
    $1,460,000
    5bd
    5ba
    6,459 sqft (on 3.95 acres)
    22956 Fairgale Farm Ln,
    Chestertown, MD 21620
    Doug Ashley Realtors, LLC
  • 9062 Fairlee Rd, Chestertown, MD 21620
    3.47 ACRES
    $365,500
    3bd
    2ba
    1,344 sqft (on 3.47 acres)
    9062 Fairlee Rd,
    Chestertown, MD 21620
    Taylor Properties
  • 118 Westwood Ln, Chestertown, MD 21620
    15 ACRES
    $625,000
    3bd
    2ba
    2,248 sqft (on 15 acres)
    118 Westwood Ln,
    Chestertown, MD 21620
    Berkshire Hathaway Homeservice Homesale Realty
  • 332 Truslow Rd, Chestertown, MD 21620
    0.69 ACRES
    $289,899
    2bd
    1ba
    1,408 sqft (on 0.69 acres)
    332 Truslow Rd,
    Chestertown, MD 21620
    Blackwell Real Estate, LLC
  • CLOQUET Rd, Chestertown, MD 21620
    1.51 ACRES
    $70,000
    CLOQUET Rd,
    Chestertown, MD 21620
    Berkshire Hathaway HomeServices Homesale Realty
  • 134 Char Nor Manor Blvd, Chestertown, MD 21620
    OPEN SAT, 9:45-11:15AM
    $449,000
    3bd
    1ba
    1,128 sqft
    134 Char Nor Manor Blvd,
    Chestertown, MD 21620
    Taylor Properties
  • 210 Truslow Farm Ln, Chestertown, MD 21620
    3.23 ACRES
    $425,000
    210 Truslow Farm Ln,
    Chestertown, MD 21620
    Chesapeake Real Estate Associates, LLC
  • Truslow Farm Ln #2, Chestertown, MD 21620
    2.3 ACRES
    $519,900
    Truslow Farm Ln #2,
    Chestertown, MD 21620
    Chesapeake Real Estate Associates, LLC
  • Truslow Farm Ln #4, Chestertown, MD 21620
    3.16 ACRES
    $519,900
    Truslow Farm Ln #4,
    Chestertown, MD 21620
    Chesapeake Real Estate Associates, LLC
  • Truslow Farm Ln #3, Chestertown, MD 21620
    3 ACRES
    $519,900
    Truslow Farm Ln #3,
    Chestertown, MD 21620
    Chesapeake Real Estate Associates, LLC
  • Map 36 Watertower Rd #80, Chestertown, MD 21620
    0.7 ACRES
    $55,000
    Map 36 Watertower Rd #80,
    Chestertown, MD 21620
    Doug Ashley Realtors, LLC
  • 8757 Orchard Dr, Chestertown, MD 21620
    OPEN SAT, 11-2PM1.89 ACRES
    $529,000
    2bd
    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
  • 24 & 25 Buck Neck Rd, Chestertown, MD 21620
    0.42 ACRES
    $8,000
    24 & 25 Buck Neck Rd,
    Chestertown, MD 21620
    Doug Ashley Realtors, LLC
  • Millbrook Dr, Chestertown, MD 21620
    1.08 ACRES
    $22,000
    Millbrook Dr,
    Chestertown, MD 21620
    Chesapeake Real Estate Associates, LLC
  • 209 Myers Rd, Chestertown, MD 21620
    1.23 ACRES
    $380,000
    3bd
    2ba
    1,846 sqft (on 1.23 acres)
    209 Myers Rd,
    Chestertown, MD 21620
    Cross Street Realtors LLC
  • 23690 L Rd, Chestertown, MD 21620
    0.63 ACRES
    $25,000
    23690 L Rd,
    Chestertown, MD 21620
    Keller Williams Flagship of Maryland
  • 9020 Cumberland St, Chestertown, MD 21620
    0.46 ACRES
    $297,000
    2bd
    2ba
    1,150 sqft (on 0.46 acres)
    9020 Cumberland St,
    Chestertown, MD 21620
    Coldwell Banker Chesapeake Real Estate Company
  • 870 Washington Ave, Chestertown, MD 21620
    $285,000
    3bd
    1ba
    1,454 sqft
    870 Washington Ave,
    Chestertown, MD 21620
    Cross Street Realtors LLC
  • 106 Water 1/2 St N, Chestertown, MD 21620
    $695,000
    4bd
    4ba
    2,866 sqft
    106 Water 1/2 St N,
    Chestertown, MD 21620
    Cross Street Realtors LLC
  • 23628 Canvasback Rd, Chestertown, MD 21620
    0.34 ACRES
    $45,000
    23628 Canvasback Rd,
    Chestertown, MD 21620
    Gunther-McClary Real Estate

21620 Real Estate Trends

Learn about the 21620 housing market through trends and averages.

Affordability of Living in 21620

The median home value is $347,925
MonthMedian home value
March 2023$329k
April 2023$331k
May 2023$333k
June 2023$336k
July 2023$339k
August 2023$340k
September 2023$342k
October 2023$343k
November 2023$344k
December 2023$346k
January 2024$347k
February 2024$348k
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)$266,338
3 bedrooms (See homes)$323,587
4 bedrooms (See homes)$442,868
*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
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