6,896

Chestertown, MD Homes

Section Image
    • /36

      Est $743,117

      Not Listed For Sale

      8774 Orchard Dr, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 3,444 Sq Ft
      • Built 2003
      8774 Orchard Dr, Chestertown, MD 21620

      Last Sold Summary

      • 13% Above List Price
      • $192/SF
      • 56 Days On Market
      • Last Sold Price $660,000
      • Dec 16, 2024

      Last Listing Agent Jennifer Thomas RE/MAX

    • /49

      Est $532,595

      Not Listed For Sale

      8757 Orchard Dr, Chestertown, MD 21620

      • 2 Beds
      • 2.5 Baths
      • 2,210 Sq Ft
      • Built 1992
      8757 Orchard Dr, Chestertown, MD 21620

      Last Sold Summary

      • 16% Above List Price
      • $208/SF
      • 128 Days On Market
      • Last Sold Price $460,000
      • Aug 29, 2024

      Last Listing Agent Ken Roderick Chesapeake Real Estate Associates, LLC

    • /29

      Est $316,558

      Not Listed For Sale

      532 High St, Chestertown, MD 21620

      • 2 Beds
      • 1 Bath
      • 1,186 Sq Ft
      • Built 1668
      532 High St, Chestertown, MD 21620

      Last Sold Summary

      • 7% Above List Price
      • $249/SF
      • 8 Days On Market
      • Last Sold Price $295,000
      • Jun 15, 2023

      Last Listing Agent Mary Fielding Coldwell Banker Chesapeake Real Estate Company

    • /32

      Est $288,012

      Not Listed For Sale

      129 Manor Ave, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1991
      129 Manor Ave, Chestertown, MD 21620

      Last Sold Summary

      • 18% Above List Price
      • $255/SF
      • 3 Days On Market
      • Last Sold Price $245,000
      • Jul 09, 2024

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

    • /33

      Est $288,622

      Not Listed For Sale

      305 Lincoln Dr, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 1,632 Sq Ft
      • Built 1965
      305 Lincoln Dr, Chestertown, MD 21620

      Last Sold Summary

      • 15% Above List Price
      • $153/SF
      • 88 Days On Market
      • Last Sold Price $250,000
      • Dec 06, 2024

      Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    • /24

      Est $276,441

      Not Listed For Sale

      214 Calvert St, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,408 Sq Ft
      • Built 1900
      214 Calvert St, Chestertown, MD 21620

      Last Sold Summary

      • 39% Above List Price
      • $141/SF
      • 58 Days On Market
      • Last Sold Price $199,000
      • Aug 01, 2023

      Last Listing Agent Jeff Guthrie Taylor Properties

    • /31

      Est $415,929

      Not Listed For Sale

      211 Byford Dr, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,616 Sq Ft
      • Built 1965
      211 Byford Dr, Chestertown, MD 21620

      Last Sold Summary

      • 6% Above List Price
      • $244/SF
      • 8 Days On Market
      • Last Sold Price $394,000
      • Sep 26, 2024

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    • /76

      Est $1,520,883

      Not Listed For Sale

      201 N Water St, Chestertown, MD 21620

      • 4 Beds
      • 4.5 Baths
      • 5,195 Sq Ft
      • Built 1760
      201 N Water St, Chestertown, MD 21620

      Last Sold Summary

      • 12% Above List Price
      • $262/SF
      • 457 Days On Market
      • Last Sold Price $1,362,500
      • Oct 16, 2024

      Last Listing Agent Nancy McGuire Maryland Heritage Properties

    • /32

      Est $279,280

      Not Listed For Sale

      5 Rolling Rd, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,202 Sq Ft
      • Built 1961
      5 Rolling Rd, Chestertown, MD 21620

      Last Sold Summary

      • 17% Above List Price
      • $199/SF
      • 7 Days On Market
      • Last Sold Price $239,000
      • Nov 25, 2024

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

    • /23

      Est $315,684

      Not Listed For Sale

      410 Cannon St, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,584 Sq Ft
      • Built 1920
      410 Cannon St, Chestertown, MD 21620

      Last Sold Summary

      • 34% Above List Price
      • $148/SF
      • 81 Days On Market
      • Last Sold Price $235,000
      • Jan 12, 2024

      Last Listing Agent Richard Keaveney Cross Street Realtors LLC

    • /28

      Est $290,862

      Not Listed For Sale

      106 Pine St, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,376 Sq Ft
      • Built 1956
      106 Pine St, Chestertown, MD 21620

      Last Sold Summary

      • 8% Above List Price
      • $196/SF
      • 3 Days On Market
      • Last Sold Price $269,975
      • Jun 26, 2024

      Last Listing Agent Beth Ostrander Doug Ashley Realtors, LLC

    • /39

      Est $352,770

      Not Listed For Sale

      101 School Rd, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,424 Sq Ft
      • Built 1961
      101 School Rd, Chestertown, MD 21620

      Last Sold Summary

      • 1% Above List Price
      • $245/SF
      • 3 Days On Market
      • Last Sold Price $349,000
      • Oct 31, 2023

      Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    • /23

      Est $370,965

      Not Listed For Sale

      505 N Kent St, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,402 Sq Ft
      • Built 1985
      505 N Kent St, Chestertown, MD 21620

      Last Sold Summary

      • 5% Above List Price
      • $251/SF
      • 9 Days On Market
      • Last Sold Price $352,500
      • Apr 30, 2025

      Last Listing Agent Sarah Ulrick Rock Hall Properties

    • /37

      Est $713,863

      Not Listed For Sale

      208 N Queen St, Chestertown, MD 21620

      • 5 Beds
      • 2.5 Baths
      • 3,240 Sq Ft
      • Built 1900
      208 N Queen St, Chestertown, MD 21620

      Last Sold Summary

      • 19% Above List Price
      • $185/SF
      • 6 Days On Market
      • Last Sold Price $600,000
      • Nov 01, 2024

      Last Listing Agent Jody Baker Cross Street Realtors LLC

    • /69

      Est $952,386

      Not Listed For Sale

      212 N Queen St, Chestertown, MD 21620

      • 5 Beds
      • 5.5 Baths
      • 3,756 Sq Ft
      • Built 1730
      212 N Queen St, Chestertown, MD 21620

      Last Sold Summary

      • 10% Above List Price
      • $230/SF
      • 90 Days On Market
      • Last Sold Price $863,900
      • Aug 31, 2023

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

    • /16

      Est $212,552

      Not Listed For Sale

      208 N Lynchburg St, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,026 Sq Ft
      • Built 1989
      208 N Lynchburg St, Chestertown, MD 21620

      Last Sold Summary

      • 6% Above List Price
      • $195/SF
      • 4 Days On Market
      • Last Sold Price $199,900
      • Mar 20, 2024

      Last Listing Agent Jo Ann Edwards The Hogans Agency

    • /30

      Est $328,473

      Not Listed For Sale

      401 N Kent St, Chestertown, MD 21620

      • 2 Beds
      • 1 Bath
      • 850 Sq Ft
      • Built 1950
      401 N Kent St, Chestertown, MD 21620

      Last Sold Summary

      • 15% Below List Price
      • $453/SF
      • 0 Days On Market
      • Last Sold Price $385,000
      • Jan 31, 2024

      Last Listing Agent Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

    • /32

      Est $1,194,045

      Not Listed For Sale

      205 N Water St, Chestertown, MD 21620

      • 4 Beds
      • 3.5 Baths
      • 5,426 Sq Ft
      • Built 1900
      205 N Water St, Chestertown, MD 21620

      Last Sold Summary

      • 40% Above List Price
      • $157/SF
      • 63 Days On Market
      • Last Sold Price $850,000
      • Feb 26, 2024

      Last Listing Agent Jennifer Gregorski Washington Fine Properties

    • /12

      Est $259,605

      Not Listed For Sale

      111 Elm St, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,275 Sq Ft
      • Built 1959
      111 Elm St, Chestertown, MD 21620

      Last Sold Summary

      • 22% Above List Price
      • $166/SF
      • 16 Days On Market
      • Last Sold Price $212,000
      • Dec 30, 2024

      Last Listing Agent Andy Batch Keller Williams Select Realtors of Annapolis

    • /42

      Est $433,635

      Not Listed For Sale

      207 Glen St, Chestertown, MD 21620

      • 4 Beds
      • 2 Baths
      • 2,236 Sq Ft
      • Built 1967
      207 Glen St, Chestertown, MD 21620

      Last Sold Summary

      • 13% Above List Price
      • $172/SF
      • 18 Days On Market
      • Last Sold Price $385,000
      • Nov 03, 2023

      Last Listing Agent Debbie Meikle Doug Ashley Realtors, LLC

    • /24

      Est $306,699

      Not Listed For Sale

      102 Lincoln Dr, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,404 Sq Ft
      • Built 1965
      102 Lincoln Dr, Chestertown, MD 21620

      Last Sold Summary

      • 12% Above List Price
      • $196/SF
      • 9 Days On Market
      • Last Sold Price $275,000
      • Aug 04, 2023

      Last Listing Agent Frederick Golding RE/MAX

    • /18

      Est $326,155

      Not Listed For Sale

      10605 Tonopah Rd, Chestertown, MD 21620

      • 4 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1994
      10605 Tonopah Rd, Chestertown, MD 21620

      Last Sold Summary

      • 9% Above List Price
      • $240/SF
      • 25 Days On Market
      • Last Sold Price $299,900
      • May 23, 2024

      Last Listing Agent David Moore Real Broker, LLC

    • /23

      Est $318,767

      Not Listed For Sale

      10609 Klamath Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,144 Sq Ft
      • Built 1993
      10609 Klamath Rd, Chestertown, MD 21620

      Last Sold Summary

      • 12% Above List Price
      • $249/SF
      • 65 Days On Market
      • Last Sold Price $284,900
      • Jul 28, 2023

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

    • /9

      Est $289,121

      Not Listed For Sale

      10674 Kasota Rd, Chestertown, MD 21620

      • 2 Beds
      • 1 Bath
      • 1,350 Sq Ft
      • Built 1977
      10674 Kasota Rd, Chestertown, MD 21620

      Last Sold Summary

      • 114% Above List Price
      • $100/SF
      • 24 Days On Market
      • Last Sold Price $135,000
      • Oct 25, 2024

      Last Listing Agent Richard King Doug Ashley Realtors, LLC

    • /39

      Est $700,842

      Not Listed For Sale

      23575 Canvasback Rd, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 3,527 Sq Ft
      • Built 2003
      23575 Canvasback Rd, Chestertown, MD 21620

      Last Sold Summary

      • 12% Above List Price
      • $177/SF
      • 97 Days On Market
      • Last Sold Price $625,000
      • Jan 15, 2025

      Last Listing Agent John Burke Gunther-McClary Real Estate

    • /6

      Est $175,140

      Not Listed For Sale

      27985 River Rd, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 912 Sq Ft
      • Built 1970
      27985 River Rd, Chestertown, MD 21620

      Last Sold Summary

      • 84% Above List Price
      • $104/SF
      • 7 Days On Market
      • Last Sold Price $95,000
      • Jun 15, 2023

      Last Listing Agent Beth Green Doug Ashley Realtors, LLC

    • /38

      Est $422,002

      Not Listed For Sale

      109 Grant Ct, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 2021
      109 Grant Ct, Chestertown, MD 21620

      Last Sold Summary

      • 8% Above List Price
      • $290/SF
      • 40 Days On Market
      • Last Sold Price $389,900
      • Feb 06, 2025

      Last Listing Agent Chris Haddaway Chesapeake Real Estate Associates, LLC

    • /22

      Not Listed For Sale

      125 High St, Chestertown, MD 21620

      • 2 Beds
      • 2 Baths
      • 1,146 Sq Ft
      • Built 1870
      125 High St, Chestertown, MD 21620

      Last Sold Summary

      • $493/SF
      • 42 Days On Market
      • Last Sold Price $565,000
      • Oct 07, 2024

      Last Listing Agent John Burke Gunther-McClary Real Estate

    • /7

      Not Listed For Sale

      0 Vireo Rd, Chestertown, MD 21620

      0 Vireo Rd, Chestertown, MD 21620

      Last Sold Summary

      • 239 Days On Market
      • Last Sold Price $12,000
      • Jan 24, 2025

      Last Listing Agent Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

    • /22

      Not Listed For Sale

      Lot 4 Muirfield Dr, Chestertown, MD 21620

      Lot 4 Muirfield Dr, Chestertown, MD 21620

      Last Sold Summary

      • 300 Days On Market
      • Last Sold Price $155,200
      • Mar 31, 2025

      Last Listing Agent John Burke Gunther-McClary Real Estate

    • /20

      Est $824,575

      Not Listed For Sale

      7514 Muirfield Dr, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • Built 2024
      7514 Muirfield Dr, Chestertown, MD 21620

      Last Sold Summary

      • 6% Above List Price
      • 31 Days On Market
      • Last Sold Price $780,000
      • Jul 15, 2024

      Last Listing Agent John Burke Gunther-McClary Real Estate

    • /6

      Est $178,090

      Not Listed For Sale

      21345 Persimmon Dr, Chestertown, MD 21620

      • 2 Beds
      • 1 Bath
      • 1,232 Sq Ft
      • Built 1955
      21345 Persimmon Dr, Chestertown, MD 21620

      Last Sold Summary

      • 16% Above List Price
      • $124/SF
      • 14 Days On Market
      • Last Sold Price $152,881
      • Nov 25, 2024

      Last Listing Agent Vince Raimond Doug Ashley Realtors, LLC

    • /23

      Est $1,140,290

      Not Listed For Sale

      117 N Water St Unit 3A, Chestertown, MD 21620

      • 2 Beds
      • 1 Bath
      • 729 Sq Ft
      • Built 1886
      117 N Water St Unit 3A, Chestertown, MD 21620

      Last Sold Summary

      • 208% Above List Price
      • $508/SF
      • 77 Days On Market
      • Last Sold Price $370,000
      • Jul 25, 2024

      Last Listing Agent John Burke Gunther-McClary Real Estate

    • /10

      Not Listed For Sale

      0 Truslow Farm Ln, Chestertown, MD 21620

      0 Truslow Farm Ln, Chestertown, MD 21620

      Last Sold Summary

      • 322 Days On Market
      • Last Sold Price $390,000
      • Feb 06, 2025

      Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    • /29

      Not Listed For Sale

      0 Foxchase Dr, Chestertown, MD 21620

      0 Foxchase Dr, Chestertown, MD 21620

      Last Sold Summary

      • 34 Days On Market
      • Last Sold Price $375,000
      • Apr 22, 2024

      Last Listing Agent Joelle Dolch Cross Street Realtors LLC

    • /22

      Est $311,106

      Not Listed For Sale

      235 Island Lark Way, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,420 Sq Ft
      • Built 2023
      235 Island Lark Way, Chestertown, MD 21620

      Last Sold Summary

      • 8% Above List Price
      • $202/SF
      • 8 Days On Market
      • Last Sold Price $287,000
      • Oct 18, 2024

      Last Listing Agent Derek Eisenberg Continental Real Estate Group

    • /13

      Not Listed For Sale

      0 Royston Shores Rd Unit MDQA2008544, Chestertown, MD 21620

      0 Royston Shores Rd Unit MDQA2008544, Chestertown, MD 21620

      Last Sold Summary

      • 3 Days On Market
      • Last Sold Price $218,000
      • Mar 15, 2024

      Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

    • /36

      Est $406,828

      Not Listed For Sale

      104 W Campus Ave, Chestertown, MD 21620

      • 3 Beds
      • 5 Baths
      • 2,884 Sq Ft
      • Built 1949
      104 W Campus Ave, Chestertown, MD 21620

      Last Sold Summary

      • 52% Below List Price
      • $295/SF
      • 3 Days On Market
      • Last Sold Price $850,000
      • Apr 02, 2024

      Last Listing Agent Richard Budden Coldwell Banker Chesapeake Real Estate Company

    • /27

      Est $302,630

      Not Listed For Sale

      245 Island Lark Way, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft
      • Built 2023
      245 Island Lark Way, Chestertown, MD 21620

      Last Sold Summary

      • 11% Above List Price
      • $200/SF
      • 30 Days On Market
      • Last Sold Price $272,490
      • Mar 28, 2024

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • /27

      Est $288,982

      Not Listed For Sale

      247 Island Lark Way, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft
      • Built 2023
      247 Island Lark Way, Chestertown, MD 21620

      Last Sold Summary

      • 14% Above List Price
      • $185/SF
      • 11 Days On Market
      • Last Sold Price $252,476
      • Mar 08, 2024

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

Showing Results 601 - 640, Page 16 of 18

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