7,041

Homes in ZIP Code 21620

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  • /45

    $705,000

    Sold Sep 26, 2025

    9194 N Bayview Ave, Chestertown, MD 21620

    • 2 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Built 1939

    Last Sold Summary

    • $483/SF
    • 19 Days On Market

    Current Estimated Value $702,216

    Last Listing Agent John Burke Gunther-McClary Real Estate

    9194 N Bayview Ave, Chestertown, MD 21620
    • /26

      Est $395,054

      Not Listed For Sale

      503 N Kent St, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,566 Sq Ft
      • Built 1974
      503 N Kent St, Chestertown, MD 21620

      Last Sold Summary

      • 16% Above List Price
      • $217/SF
      • 79 Days On Market
      • Last Sold Price $340,000
      • Nov 18, 2024

      Last Listing Agent Hugh Wyble Wyble Enterprises

  • /8

    $90,000

    • Land
    • 3.92 Acres
    • $22,959 per Acre

    0 Georgetown Rd SE Unit MDKE2005844, Chestertown, MD 21620

    Nearly 4 Acres of Wooded Privacy!Bring your vision to life on this beautiful, almost 4-acre parcel surrounded by nature. The water and sewer allocation has already been paid—a $16,200 value! The lot is mostly level with a few natural clearings throughout, offering several great options for a home site. The rear portion of the property is designated forested shrub wetlands, though it’s been

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Georgetown Rd SE Unit MDKE2005844, Chestertown, MD 21620
  • /31

    $340,000

    Sold Mar 19, 2026

    204 Rolling Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 2,296 Sq Ft
    • Built 1975

    Last Sold Summary

    • $148/SF
    • 56 Days On Market

    Current Estimated Value $345,929

    Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    204 Rolling Rd, Chestertown, MD 21620
    • /34

      Est $433,956

      Not Listed For Sale

      202 Byford Dr, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,632 Sq Ft
      • Built 1965
      202 Byford Dr, Chestertown, MD 21620

      Last Sold Summary

      • 8% Above List Price
      • $247/SF
      • 1 Day On Market
      • Last Sold Price $402,500
      • Apr 12, 2024

      Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

  • /2

    $29,000

    • Land
    • 1.05 Acres
    • $27,619 per Acre

    206 Burchard Sawmill Rd, Chestertown, MD 21620

    Rare opportunity to own 1.05-Acre Vacant Land in Chestertown, MD! Located at 206 Burchard Sawmill Rd. Surrounded by natural beauty and close to local amenities, this lot provides both privacy and convenience. Don’t miss out on this rare chance to own land in historic Chestertown! The property sell AS IS. Buyer will need to verify zoning and utilities.

    Norman Domingo XRealty.NET LLC

    206 Burchard Sawmill Rd, Chestertown, MD 21620
  • /43

    $262,500

    Sold May 29, 2025

    10705 Millbrook Dr, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 2,106 Sq Ft
    • Built 1988

    Last Sold Summary

    • $125/SF
    • 87 Days On Market

    Current Estimated Value $382,758

    Last Listing Agent Edward Kowalski EXP Realty, LLC

    10705 Millbrook Dr, Chestertown, MD 21620
    • /65

      Est $1,127,992

      Not Listed For Sale

      7755 Waterview Ln, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 4,730 Sq Ft
      • Built 2011
      7755 Waterview Ln, Chestertown, MD 21620

      Last Sold Summary

      • 19% Above List Price
      • $201/SF
      • 110 Days On Market
      • Last Sold Price $950,000
      • Oct 17, 2024

      Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

  • /20

    $200,000

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    117 N Water St Unit 1B, 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 1B, Chestertown, MD 21620
  • /2

    $1,125,000

    Sold Jun 10, 2025

    101 Rivershore Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,968 Sq Ft
    • Built 1950

    Last Sold Summary

    • $572/SF

    Current Estimated Value $985,539

    Last Listing Agent Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    101 Rivershore Rd, Chestertown, MD 21620
    • /22

      Est $496,866

      Not Listed For Sale

      7920 Carriage Ln, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,764 Sq Ft
      • Built 1976
      7920 Carriage Ln, Chestertown, MD 21620

      Last Sold Summary

      • 9% Above List Price
      • $257/SF
      • 21 Days On Market
      • Last Sold Price $454,000
      • Nov 17, 2023

      Last Listing Agent John Burke Gunther-McClary Real Estate

  • /2

    $38,000

    $23K PRICE INCREASE
    • Land
    • 14,810 Sq Ft
    • $111,765 per Acre

    0 Redfield Rd Unit MDKE2002842, Chestertown, MD 21620

    Dee Dee Miller Paul Wesley Real Estate

    0 Redfield Rd Unit MDKE2002842, Chestertown, MD 21620
  • /3

    $13,000

    Sold Mar 24, 2026

    0 Elm St Unit MDKE2003590, Chestertown, MD 21620

    • Land
    • 3,920 Sq Ft
    • $144,444 per Acre

    Last Sold Summary

    • 699 Days On Market

    Last Listing Agent Cheryl Hurt Coldwell Banker Chesapeake Real Estate Company

    0 Elm St Unit MDKE2003590, Chestertown, MD 21620
    • /34

      Est $499,602

      Not Listed For Sale

      209 E Campus Ave, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 2,397 Sq Ft
      • Built 1947
      209 E Campus Ave, Chestertown, MD 21620

      Last Sold Summary

      • 28% Above List Price
      • $163/SF
      • 145 Days On Market
      • Last Sold Price $390,000
      • Mar 01, 2024

      Last Listing Agent Sarah King Cross Street Realtors LLC

  • /37

    $278,500

    Sold May 14, 2026

    107 Longfellow Dr, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • Built 1974

    Last Sold Summary

    • 6% Below List Price
    • 11 Days On Market

    Current Estimated Value $296,318

    Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

    107 Longfellow Dr, Chestertown, MD 21620
    • /64

      Est $1,495,560

      Not Listed For Sale

      9545 Chantilly Farm Ln, Chestertown, MD 21620

      • 3 Beds
      • 3.5 Baths
      • 2,200 Sq Ft
      • Built 1986
      9545 Chantilly Farm Ln, Chestertown, MD 21620

      Last Sold Summary

      • 13% Below List Price
      • $784/SF
      • 1 Day On Market
      • Last Sold Price $1,725,000
      • May 15, 2024

      Last Listing Agent William Norris Select Land & Homes, LLC

  • /18

    $375,000

    Sold Oct 10, 2025

    200 Fey Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,572 Sq Ft
    • Built 1996

    Last Sold Summary

    • $239/SF
    • 19 Days On Market

    Current Estimated Value $385,058

    Last Listing Agent Erik Hoferer Long & Foster Real Estate, Inc.

    200 Fey Rd, Chestertown, MD 21620
    • /44

      Est $652,610

      Not Listed For Sale

      5564 Quaker Neck Landing Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 2,240 Sq Ft
      • Built 1890
      5564 Quaker Neck Landing Rd, Chestertown, MD 21620

      Last Sold Summary

      • 19% Above List Price
      • $245/SF
      • 26 Days On Market
      • Last Sold Price $549,000
      • Jan 24, 2024

      Last Listing Agent Christopher McClary Gunther-McClary Real Estate

  • /23

    $296,337

    Sold Sep 30, 2025

    205 Pine St, Chestertown, MD 21620

    • 3 Beds
    • 1.5 Baths
    • 2,212 Sq Ft
    • Built 1955

    Last Sold Summary

    • $134/SF
    • 32 Days On Market

    Current Estimated Value $319,576

    Last Listing Agent Herschell Claggett Davis Real Estate, Inc.

    205 Pine St, Chestertown, MD 21620
    • /25

      Est $528,836

      Not Listed For Sale

      8500 Broad Neck Rd, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,240 Sq Ft
      • Built 2014
      8500 Broad Neck Rd, Chestertown, MD 21620

      Last Sold Summary

      • 23% Above List Price
      • $192/SF
      • 42 Days On Market
      • Last Sold Price $430,000
      • Sep 11, 2024

      Last Listing Agent Ginny Dauses Coldwell Banker Waterman Realty

  • /35

    $510,184

    Sold May 29, 2025

    716 Aldora Dr, Chestertown, MD 21620

    • 4 Beds
    • 3.5 Baths
    • 2,120 Sq Ft
    • Built 2025

    Last Sold Summary

    • $241/SF
    • 0 Days On Market

    Last Listing Agent Terri Hill Builder Solutions Realty

    716 Aldora Dr, Chestertown, MD 21620
    • /44

      Est $435,738

      Not Listed For Sale

      208 Byford Dr, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 2,045 Sq Ft
      • Built 1976
      208 Byford Dr, Chestertown, MD 21620

      Last Sold Summary

      • 19% Above List Price
      • $178/SF
      • 16 Days On Market
      • Last Sold Price $365,000
      • Jul 01, 2024

      Last Listing Agent Mary Fielding Coldwell Banker Chesapeake Real Estate Company

  • /49

    $960,000

    Sold Aug 27, 2025

    10715 Kasota Rd, Chestertown, MD 21620

    • 4 Beds
    • 3 Baths
    • 3,401 Sq Ft
    • Built 2005

    Last Sold Summary

    • $282/SF
    • 5 Days On Market

    Current Estimated Value $1,012,749

    Last Listing Agent Sarah King Cross Street Realtors LLC

    10715 Kasota Rd, Chestertown, MD 21620
    • /24

      Est $540,787

      Not Listed For Sale

      247 Devon Dr, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 4,316 Sq Ft
      • Built 2006
      247 Devon Dr, Chestertown, MD 21620

      Last Sold Summary

      • 34% Above List Price
      • $94/SF
      • 36 Days On Market
      • Last Sold Price $405,000
      • Aug 23, 2023

      Last Listing Agent John Carroll Village Real Estate Company LLC

  • /8

    $360,000

    Sold Jun 27, 2025

    200 Hoffman Ln, Chestertown, MD 21620

    • 3 Beds
    • 1 Bath
    • 1,128 Sq Ft
    • Built 1957

    Last Sold Summary

    • $319/SF
    • 15 Days On Market

    Current Estimated Value $423,556

    Last Listing Agent Joelle Dolch Cross Street Realtors LLC

    200 Hoffman Ln, Chestertown, MD 21620
    • /24

      Est $427,022

      Not Listed For Sale

      213 Devon Dr, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,472 Sq Ft
      • Built 2005
      213 Devon Dr, Chestertown, MD 21620

      Last Sold Summary

      • 22% Above List Price
      • $142/SF
      • 85 Days On Market
      • Last Sold Price $350,000
      • Sep 27, 2024

      Last Listing Agent Christopher Buss Weichert Corporate

  • /32

    $645,000

    Sold Jul 31, 2025

    7682 Waterview Ln, Chestertown, MD 21620

    • 3 Beds
    • 3 Baths
    • 2,240 Sq Ft
    • Built 1989

    Last Sold Summary

    • $288/SF
    • 2 Days On Market

    Current Estimated Value $664,528

    Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

    7682 Waterview Ln, Chestertown, MD 21620
    • /22

      Est $225,388

      Not Listed For Sale

      614 High St, Chestertown, MD 21620

      • 2 Beds
      • 1.5 Baths
      • 1,064 Sq Ft
      • Built 1920
      614 High St, Chestertown, MD 21620

      Last Sold Summary

      • 7% Above List Price
      • $197/SF
      • 3 Days On Market
      • Last Sold Price $210,000
      • Apr 19, 2024

      Last Listing Agent Tracy Stone Coldwell Banker Chesapeake Real Estate Company

  • /10

    $65,000

    Sold Aug 11, 2025

    9020 Georgetown Rd, Chestertown, MD 21620

    • Land
    • 2.36 Acres
    • $27,542 per Acre

    Last Sold Summary

    • 54 Days On Market

    Current Estimated Value $65,609

    Last Listing Agent Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

    9020 Georgetown Rd, Chestertown, MD 21620
    • /21

      Est $219,204

      Not Listed For Sale

      612 High St, Chestertown, MD 21620

      • 2 Beds
      • 1.5 Baths
      • 1,064 Sq Ft
      • Built 1920
      612 High St, Chestertown, MD 21620

      Last Sold Summary

      • 12% Above List Price
      • $183/SF
      • 3 Days On Market
      • Last Sold Price $195,000
      • Apr 19, 2024

      Last Listing Agent Tracy Stone Coldwell Banker Chesapeake Real Estate Company

  • /5

    $15,000

    Sold May 15, 2026

    23698 L Rd, Chestertown, MD 21620

    • Land
    • 2.6 Acres
    • $5,769 per Acre

    Last Sold Summary

    • 48% Below List Price
    • 127 Days On Market

    Current Estimated Value $102,242

    Last Listing Agent Joe Howerton Taylor Properties

    23698 L Rd, Chestertown, MD 21620
    • /72

      Est $894,895

      Not Listed For Sale

      7996 Aldan Dr, Chestertown, MD 21620

      • 4 Beds
      • 3.5 Baths
      • 3,743 Sq Ft
      • Built 2001
      7996 Aldan Dr, Chestertown, MD 21620

      Last Sold Summary

      • 20% Above List Price
      • $199/SF
      • 10 Days On Market
      • Last Sold Price $745,000
      • Dec 29, 2023

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

  • /37

    $525,000

    Sold Jun 30, 2025

    201 Pondview Ct, Chestertown, MD 21620

    • 4 Beds
    • 2.5 Baths
    • 3,016 Sq Ft
    • Built 2001

    Last Sold Summary

    • $174/SF
    • 2 Days On Market

    Current Estimated Value $571,832

    Last Listing Agent Jody Baker Cross Street Realtors LLC

    201 Pondview Ct, Chestertown, MD 21620
    • /12

      Est $794,782

      Not Listed For Sale

      8042 Brices Mill Rd, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,430 Sq Ft
      • Built 1990
      8042 Brices Mill Rd, Chestertown, MD 21620

      Last Sold Summary

      • 9% Below List Price
      • $358/SF
      • 23 Days On Market
      • Last Sold Price $870,000
      • May 24, 2023

      Last Listing Agent William Norris Select Land & Homes, LLC

  • /40

    $750,000

    Sold May 22, 2025

    5594 Langford Bay Rd, Chestertown, MD 21620

    • 3 Beds
    • 2 Baths
    • 1,682 Sq Ft
    • Built 1956

    Last Sold Summary

    • $446/SF
    • 0 Days On Market

    Current Estimated Value $821,984

    Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    5594 Langford Bay Rd, Chestertown, MD 21620
    • /20

      Est $339,372

      Not Listed For Sale

      5772 Johnsontown Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 2002
      5772 Johnsontown Rd, Chestertown, MD 21620

      Last Sold Summary

      • $253/SF
      • 3 Days On Market
      • Last Sold Price $340,000
      • May 03, 2024

      Last Listing Agent Beth Green Doug Ashley Realtors, LLC

  • /46

    $425,000

    Sold Nov 17, 2025

    201 Boundary Ave, Chestertown, MD 21620

    • 3 Beds
    • 3 Baths
    • 3,096 Sq Ft
    • Built 1968

    Last Sold Summary

    • $137/SF
    • 59 Days On Market

    Current Estimated Value $441,978

    Last Listing Agent Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

    201 Boundary Ave, Chestertown, MD 21620
    • /17

      Est $298,055

      Not Listed For Sale

      10755 Glenola Rd, Chestertown, MD 21620

      • 4 Beds
      • 2 Baths
      • 1,237 Sq Ft
      • Built 1997
      10755 Glenola Rd, Chestertown, MD 21620

      Last Sold Summary

      • 30% Above List Price
      • $186/SF
      • 88 Days On Market
      • Last Sold Price $229,900
      • Jan 04, 2024

      Last Listing Agent Matthew Altizer ANR Realty, LLC

  • /32

    $360,000

    Sold Jun 12, 2025

    216 Silver Heel Rd, Chestertown, MD 21620

    • 3 Beds
    • 2.5 Baths
    • 1,724 Sq Ft
    • Built 2022

    Last Sold Summary

    • $209/SF
    • 16 Days On Market

    Current Estimated Value $368,718

    Last Listing Agent Cynthia Gardner CENTURY 21 New Millennium

    216 Silver Heel Rd, Chestertown, MD 21620
    • /25

      Est $371,938

      Not Listed For Sale

      8550 Caulks Field Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 2006
      8550 Caulks Field Rd, Chestertown, MD 21620

      Last Sold Summary

      • 18% Above List Price
      • $201/SF
      • 7 Days On Market
      • Last Sold Price $315,000
      • Aug 16, 2023

      Last Listing Agent Andrew Meikle Doug Ashley Realtors, LLC

Showing Results 401 - 440, Page 11 of 18

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