7,032

Homes in ZIP Code 21620

Section Image
    • 116 Riverside Terrace Unit 7, Chestertown, MD 21620
      116 Riverside Terrace Unit 7, Chestertown, MD 21620
      116 Riverside Terrace Unit 7, Chestertown, MD 21620
      /38

      Est $422,345 Not Listed For Sale

      116 Riverside Terrace Unit 7, Chestertown, MD 21620

      • 2 Beds
      • 1.5 Baths
      • 900 Sq Ft
      • Built 1900
      116 Riverside Terrace Unit 7, Chestertown, MD 21620

      Last Sold Summary

      • 4% Above List Price
      • $450/SF
      • 2 Days On Market

      Last Sold Price $405,000

      Last Listing Agent Sandy Collins Berkshire Hathaway HomeServices Homesale Realty

    • 21320 Persimmon Dr, Chestertown, MD 21620
      21320 Persimmon Dr, Chestertown, MD 21620
      21320 Persimmon Dr, Chestertown, MD 21620
      /27

      Est $177,826 Not Listed For Sale

      21320 Persimmon Dr, Chestertown, MD 21620

      • 2 Beds
      • 1 Bath
      • 1,232 Sq Ft
      • Built 1955
      21320 Persimmon Dr, Chestertown, MD 21620

      Last Sold Summary

      • 8% Above List Price
      • $134/SF
      • 24 Days On Market

      Last Sold Price $165,000

      Last Listing Agent Amy Larrauri Chesapeake Real Estate Associates, LLC

    • 21336 Persimmon Dr Unit 13, Chestertown, MD 21620
      21336 Persimmon Dr Unit 13, Chestertown, MD 21620
      21336 Persimmon Dr Unit 13, Chestertown, MD 21620
      /41

      Est $206,061 Not Listed For Sale

      21336 Persimmon Dr Unit 13, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,269 Sq Ft
      • Built 1955
      21336 Persimmon Dr Unit 13, Chestertown, MD 21620

      Last Sold Summary

      • 9% Above List Price
      • $150/SF
      • 13 Days On Market

      Last Sold Price $189,900

      Last Listing Agent Michele Palmer Doug Ashley Realtors, LLC

    • 21341 Persimmon Dr Unit 17, Chestertown, MD 21620
      21341 Persimmon Dr Unit 17, Chestertown, MD 21620
      21341 Persimmon Dr Unit 17, Chestertown, MD 21620
      /23

      Est $179,655 Not Listed For Sale

      21341 Persimmon Dr Unit 17, Chestertown, MD 21620

      • 2 Beds
      • 1 Bath
      • 1,269 Sq Ft
      • Built 1955
      21341 Persimmon Dr Unit 17, Chestertown, MD 21620

      Last Sold Summary

      • 18% Above List Price
      • $120/SF
      • 206 Days On Market

      Last Sold Price $152,000

      Last Listing Agent Tasia Pappas Coldwell Banker (NRT-Southeast-MidAtlantic)

    • 101 Landing Ln Unit 39, Chestertown, MD 21620
      101 Landing Ln Unit 39, Chestertown, MD 21620
      101 Landing Ln Unit 39, Chestertown, MD 21620
      /35

      Est $688,440 Not Listed For Sale

      101 Landing Ln Unit 39, Chestertown, MD 21620

      • 3 Beds
      • 3.5 Baths
      • 3,300 Sq Ft
      • Built 2013
      101 Landing Ln Unit 39, Chestertown, MD 21620

      Last Sold Summary

      • 15% Above List Price
      • $182/SF
      • 151 Days On Market

      Last Sold Price $600,000

      Last Listing Agent Sarah King Cross Street Realtors LLC

    • 0 Gateway Dr, Chestertown, MD 21620
      0 Gateway Dr, Chestertown, MD 21620
      0 Gateway Dr, Chestertown, MD 21620
      /6

      Not Listed For Sale

      0 Gateway Dr, Chestertown, MD 21620

      0 Gateway Dr, Chestertown, MD 21620

      Last Sold Summary

      • 5 Days On Market

      Last Sold Price $100,000

      Last Listing Agent Alex Hodges Cottage Street Realty LLC

    • 119 Wood Duck Ln, Chestertown, MD 21620
      119 Wood Duck Ln, Chestertown, MD 21620
      119 Wood Duck Ln, Chestertown, MD 21620
      /32

      Est $376,909 Not Listed For Sale

      119 Wood Duck Ln, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,328 Sq Ft
      • Built 2022
      119 Wood Duck Ln, Chestertown, MD 21620

      Last Sold Summary

      • 13% Above List Price
      • $251/SF
      • 30 Days On Market

      Last Sold Price $333,000

      Last Listing Agent Crystal Smith RE/MAX

    • 210 Truslow Farm Ln, Chestertown, MD 21620
      210 Truslow Farm Ln, Chestertown, MD 21620
      210 Truslow Farm Ln, Chestertown, MD 21620
      /7

      Est $489,500 Not Listed For Sale

      210 Truslow Farm Ln, Chestertown, MD 21620

      210 Truslow Farm Ln, Chestertown, MD 21620

      Last Sold Summary

      • 2% Below List Price
      • 77 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    • 114 Truslow Farm Ln, Chestertown, MD 21620
      114 Truslow Farm Ln, Chestertown, MD 21620
      114 Truslow Farm Ln, Chestertown, MD 21620
      /7

      Est $262,952 Not Listed For Sale

      114 Truslow Farm Ln, Chestertown, MD 21620

      114 Truslow Farm Ln, Chestertown, MD 21620

      Last Sold Summary

      • 4% Above List Price
      • 2 Days On Market

      Last Sold Price $252,000

      Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    • 510 Truslow Rd, Chestertown, MD 21620
      510 Truslow Rd, Chestertown, MD 21620
      510 Truslow Rd, Chestertown, MD 21620
      /7

      Est $274,174 Not Listed For Sale

      510 Truslow Rd, Chestertown, MD 21620

      510 Truslow Rd, Chestertown, MD 21620

      Last Sold Summary

      • 3% Above List Price
      • 4 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    • 500 Truslow Rd, Chestertown, MD 21620
      500 Truslow Rd, Chestertown, MD 21620
      500 Truslow Rd, Chestertown, MD 21620
      /6

      Est $202,998 Not Listed For Sale

      500 Truslow Rd, Chestertown, MD 21620

      500 Truslow Rd, Chestertown, MD 21620

      Last Sold Summary

      • 45% Above List Price
      • 2 Days On Market

      Last Sold Price $140,000

      Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    • 109 Snyder Ln, Chestertown, MD 21620
      109 Snyder Ln, Chestertown, MD 21620
      109 Snyder Ln, Chestertown, MD 21620
      /22

      Not Listed For Sale

      109 Snyder Ln, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 924 Sq Ft
      • Built 1991
      109 Snyder Ln, Chestertown, MD 21620

      Last Sold Summary

      • $86/SF
      • 3 Days On Market

      Last Sold Price $79,900

      Last Listing Agent Christopher Carr HomeZu

    • 405 Oriole Rd, Chestertown, MD 21620
      405 Oriole Rd, Chestertown, MD 21620
      405 Oriole Rd, Chestertown, MD 21620
      /9

      Est $144,333 Not Listed For Sale

      405 Oriole Rd, Chestertown, MD 21620

      405 Oriole Rd, Chestertown, MD 21620

      Last Sold Summary

      • 381% Above List Price
      • 263 Days On Market

      Last Sold Price $30,000

      Last Listing Agent BILLY ANDERSON Douglas Realty LLC

    • 105 Hickory Ln, Chestertown, MD 21620
      105 Hickory Ln, Chestertown, MD 21620
      105 Hickory Ln, Chestertown, MD 21620
      /7

      Est $139,567 Not Listed For Sale

      105 Hickory Ln, Chestertown, MD 21620

      105 Hickory Ln, Chestertown, MD 21620

      Last Sold Summary

      • 99% Above List Price
      • 30 Days On Market

      Last Sold Price $70,000

      Last Listing Agent Yuliana Goldin-Dunn Patterson Schwartz

    • 1414 Ewingtown Rd, Chestertown, MD 21620
      1414 Ewingtown Rd, Chestertown, MD 21620
      1414 Ewingtown Rd, Chestertown, MD 21620
      /4

      Est $166,536 Not Listed For Sale

      1414 Ewingtown Rd, Chestertown, MD 21620

      1414 Ewingtown Rd, Chestertown, MD 21620

      Last Sold Summary

      • 1,750% Above List Price
      • 30 Days On Market

      Last Sold Price $9,000

      Last Listing Agent Shawn Moore Meredith Fine Properties

    • 716 Deep Landing Rd, Chestertown, MD 21620
      716 Deep Landing Rd, Chestertown, MD 21620
      716 Deep Landing Rd, Chestertown, MD 21620
      /18

      Est $388,470 Not Listed For Sale

      716 Deep Landing Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,311 Sq Ft
      • Built 2018
      716 Deep Landing Rd, Chestertown, MD 21620

      Last Sold Summary

      • 13% Above List Price
      • $261/SF
      • 51 Days On Market

      Last Sold Price $342,500

      Last Listing Agent Evan Phoenix Clark & Co Realty, LLC

    • 702 Deep Landing Rd, Chestertown, MD 21620
      702 Deep Landing Rd, Chestertown, MD 21620
      702 Deep Landing Rd, Chestertown, MD 21620
      /32

      Est $379,461 Not Listed For Sale

      702 Deep Landing Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,364 Sq Ft
      • Built 2020
      702 Deep Landing Rd, Chestertown, MD 21620

      Last Sold Summary

      • 9% Above List Price
      • $255/SF
      • 61 Days On Market

      Last Sold Price $347,450

      Last Listing Agent Douglas Kayhoe Douglas Realty LLC

    • 201 Deep Landing Rd, Chestertown, MD 21620
      201 Deep Landing Rd, Chestertown, MD 21620
      201 Deep Landing Rd, Chestertown, MD 21620
      /18

      Est $143,947 Not Listed For Sale

      201 Deep Landing Rd, Chestertown, MD 21620

      201 Deep Landing Rd, Chestertown, MD 21620

      Last Sold Summary

      • 15% Above List Price
      • 6 Days On Market

      Last Sold Price $125,000

      Last Listing Agent Christopher Nolte Coldwell Banker Realty

    • 231 Blakefield Dr, Chestertown, MD 21620
      231 Blakefield Dr, Chestertown, MD 21620
      231 Blakefield Dr, Chestertown, MD 21620
      /4

      Est $444,777 Not Listed For Sale

      231 Blakefield Dr, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft
      • Built 2024
      231 Blakefield Dr, Chestertown, MD 21620

      Last Sold Summary

      • 5% Above List Price
      • $264/SF
      • 0 Days On Market

      Last Sold Price $422,000

      Last Listing Agent Chris Haddaway Chesapeake Real Estate Associates, LLC

    • 22116 Reeses Corner Rd, Rock Hall, MD 21661
      22116 Reeses Corner Rd, Rock Hall, MD 21661
      22116 Reeses Corner Rd, Rock Hall, MD 21661
      /52

      Est $673,096 Not Listed For Sale

      22116 Reeses Corner Rd, Rock Hall, MD 21661

      • 4 Beds
      • 3.5 Baths
      • 2,942 Sq Ft
      • Built 1800
      22116 Reeses Corner Rd, Rock Hall, MD 21661

      Last Sold Summary

      • 22% Above List Price
      • $187/SF
      • 3 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Richard Keaveney Cross Street Realtors LLC

Showing Results 681 - 720, Page 18 of 18

Maryland Kent County Chestertown 21620

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group