6,886

Chestertown, MD Homes

Section Image
    • 532 High St, Chestertown, MD 21620
      532 High St, Chestertown, MD 21620
      532 High St, Chestertown, MD 21620
      /29

      Est $320,538 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

      • 9% Above List Price
      • $249/SF
      • 8 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Mary Fielding Coldwell Banker Chesapeake Real Estate Company

    • 118 N Queen St, Chestertown, MD 21620
      118 N Queen St, Chestertown, MD 21620
      118 N Queen St, Chestertown, MD 21620
      /57

      Est $689,476 Not Listed For Sale

      118 N Queen St, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 2,202 Sq Ft
      • Built 1885
      118 N Queen St, Chestertown, MD 21620

      Last Sold Summary

      • 8% Above List Price
      • $291/SF
      • 2 Days On Market

      Last Sold Price $640,000

      Last Listing Agent Beth Ostrander Doug Ashley Realtors, LLC

    • 129 Manor Ave, Chestertown, MD 21620
      129 Manor Ave, Chestertown, MD 21620
      129 Manor Ave, Chestertown, MD 21620
      /32

      Est $285,564 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

      • 17% Above List Price
      • $255/SF
      • 3 Days On Market

      Last Sold Price $245,000

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

    • 305 Lincoln Dr, Chestertown, MD 21620
      305 Lincoln Dr, Chestertown, MD 21620
      305 Lincoln Dr, Chestertown, MD 21620
      /33

      Est $282,487 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

      • 13% Above List Price
      • $153/SF
      • 88 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    • 526 N Kent St, Chestertown, MD 21620
      526 N Kent St, Chestertown, MD 21620
      526 N Kent St, Chestertown, MD 21620
      /50

      Est $500,481 Not Listed For Sale

      526 N Kent St, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,120 Sq Ft
      • Built 1967
      526 N Kent St, Chestertown, MD 21620

      Last Sold Summary

      • 16% Above List Price
      • $204/SF
      • 2 Days On Market

      Last Sold Price $432,000

      Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    • 214 Calvert St, Chestertown, MD 21620
      214 Calvert St, Chestertown, MD 21620
      214 Calvert St, Chestertown, MD 21620
      /24

      Est $282,246 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

      • 42% Above List Price
      • $141/SF
      • 58 Days On Market

      Last Sold Price $199,000

      Last Listing Agent Jeff Guthrie Taylor Properties

    • 835 High St, Chestertown, MD 21620
      835 High St, Chestertown, MD 21620
      835 High St, Chestertown, MD 21620
      /17

      Not Listed For Sale

      835 High St, Chestertown, MD 21620

      • Studio
      • 2,848 Sq Ft
      • Built 1900
      835 High St, Chestertown, MD 21620

      Last Sold Summary

      • $127/SF
      • 2 Days On Market

      Last Sold Price $362,500

      Last Listing Agent William Norris Select Land & Homes, LLC

    • 211 Byford Dr, Chestertown, MD 21620
      211 Byford Dr, Chestertown, MD 21620
      211 Byford Dr, Chestertown, MD 21620
      /31

      Est $412,813 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

      • 5% Above List Price
      • $244/SF
      • 8 Days On Market

      Last Sold Price $394,000

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    • 201 N Water St, Chestertown, MD 21620
      201 N Water St, Chestertown, MD 21620
      201 N Water St, Chestertown, MD 21620
      /76

      Est $1,591,662 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

      • 17% Above List Price
      • $262/SF
      • 457 Days On Market

      Last Sold Price $1,362,500

      Last Listing Agent Nancy McGuire Maryland Heritage Properties

    • 5 Rolling Rd, Chestertown, MD 21620
      5 Rolling Rd, Chestertown, MD 21620
      5 Rolling Rd, Chestertown, MD 21620
      /32

      Est $268,456 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

      • 12% Above List Price
      • $199/SF
      • 7 Days On Market

      Last Sold Price $239,000

      Last Listing Agent Doug Ashley Doug Ashley Realtors, LLC

    • 410 Cannon St, Chestertown, MD 21620
      410 Cannon St, Chestertown, MD 21620
      410 Cannon St, Chestertown, MD 21620
      /23

      Est $337,041 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

      • 43% Above List Price
      • $148/SF
      • 81 Days On Market

      Last Sold Price $235,000

      Last Listing Agent Richard Keaveney Cross Street Realtors LLC

    • 106 Pine St, Chestertown, MD 21620
      106 Pine St, Chestertown, MD 21620
      106 Pine St, Chestertown, MD 21620
      /28

      Est $279,281 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

      • 3% Above List Price
      • $196/SF
      • 3 Days On Market

      Last Sold Price $269,975

      Last Listing Agent Beth Ostrander Doug Ashley Realtors, LLC

    • 101 School Rd, Chestertown, MD 21620
      101 School Rd, Chestertown, MD 21620
      101 School Rd, Chestertown, MD 21620
      /39

      Est $358,990 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

      • 3% Above List Price
      • $245/SF
      • 3 Days On Market

      Last Sold Price $349,000

      Last Listing Agent Retha Arrabal Doug Ashley Realtors, LLC

    • 109 S College Ave, Chestertown, MD 21620
      109 S College Ave, Chestertown, MD 21620
      109 S College Ave, Chestertown, MD 21620
      /24

      Est $399,395 Not Listed For Sale

      109 S College Ave, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,216 Sq Ft
      • Built 1900
      109 S College Ave, Chestertown, MD 21620

      Last Sold Summary

      • 343% Above List Price
      • $74/SF
      • 60 Days On Market

      Last Sold Price $90,250

      Last Listing Agent Brenda Sarver Maryland Realty Connection

    • 208 N Queen St, Chestertown, MD 21620
      208 N Queen St, Chestertown, MD 21620
      208 N Queen St, Chestertown, MD 21620
      /37

      Est $722,245 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

      • 20% Above List Price
      • $185/SF
      • 6 Days On Market

      Last Sold Price $600,000

      Last Listing Agent Jody Baker Cross Street Realtors LLC

    • 212 N Queen St, Chestertown, MD 21620
      212 N Queen St, Chestertown, MD 21620
      212 N Queen St, Chestertown, MD 21620
      /69

      Est $972,195 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

      • 13% Above List Price
      • $230/SF
      • 90 Days On Market

      Last Sold Price $863,900

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

    • 208 N Lynchburg St, Chestertown, MD 21620
      208 N Lynchburg St, Chestertown, MD 21620
      208 N Lynchburg St, Chestertown, MD 21620
      /16

      Est $214,220 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

      • 7% Above List Price
      • $195/SF
      • 4 Days On Market

      Last Sold Price $199,900

      Last Listing Agent Jo Ann Edwards The Hogans Agency

    • 401 N Kent St, Chestertown, MD 21620
      401 N Kent St, Chestertown, MD 21620
      401 N Kent St, Chestertown, MD 21620
      /30

      Est $337,146 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

      • 12% Below List Price
      • $453/SF
      • 0 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

    • 205 N Water St, Chestertown, MD 21620
      205 N Water St, Chestertown, MD 21620
      205 N Water St, Chestertown, MD 21620
      /32

      Est $1,103,875 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

      • 30% Above List Price
      • $157/SF
      • 63 Days On Market

      Last Sold Price $850,000

      Last Listing Agent Jennifer Gregorski Washington Fine Properties

    • 355 Calvert St, Chestertown, MD 21620
      355 Calvert St, Chestertown, MD 21620
      355 Calvert St, Chestertown, MD 21620
      /13

      Est $216,613 Not Listed For Sale

      355 Calvert St, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,140 Sq Ft
      • Built 1969
      355 Calvert St, Chestertown, MD 21620

      Last Sold Summary

      • 65% Above List Price
      • $115/SF
      • 5 Days On Market

      Last Sold Price $131,000

      Last Listing Agent Mikeshia Lindsey Chesapeake Real Estate Associates, LLC

    • 111 Elm St, Chestertown, MD 21620
      111 Elm St, Chestertown, MD 21620
      111 Elm St, Chestertown, MD 21620
      /12

      Est $256,793 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

      • 21% Above List Price
      • $166/SF
      • 16 Days On Market

      Last Sold Price $212,000

      Last Listing Agent Andy Batch Keller Williams Select Realtors of Annapolis

    • 207 Glen St, Chestertown, MD 21620
      207 Glen St, Chestertown, MD 21620
      207 Glen St, Chestertown, MD 21620
      /42

      Est $431,330 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

      • 12% Above List Price
      • $172/SF
      • 18 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Debbie Meikle Doug Ashley Realtors, LLC

    • 102 Lincoln Dr, Chestertown, MD 21620
      102 Lincoln Dr, Chestertown, MD 21620
      102 Lincoln Dr, Chestertown, MD 21620
      /24

      Est $294,621 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

      • 7% Above List Price
      • $196/SF
      • 9 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Frederick Golding RE/MAX

    • 10605 Tonopah Rd, Chestertown, MD 21620
      10605 Tonopah Rd, Chestertown, MD 21620
      10605 Tonopah Rd, Chestertown, MD 21620
      /18

      Est $325,237 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

      • 8% Above List Price
      • $240/SF
      • 25 Days On Market

      Last Sold Price $299,900

      Last Listing Agent David Moore Real Broker, LLC

    • 10609 Klamath Rd, Chestertown, MD 21620
      10609 Klamath Rd, Chestertown, MD 21620
      10609 Klamath Rd, Chestertown, MD 21620
      /23

      Est $316,179 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

      • 11% Above List Price
      • $249/SF
      • 65 Days On Market

      Last Sold Price $284,900

      Last Listing Agent Peter Heller Coldwell Banker Chesapeake Real Estate Company

    • 10674 Kasota Rd, Chestertown, MD 21620
      10674 Kasota Rd, Chestertown, MD 21620
      10674 Kasota Rd, Chestertown, MD 21620
      /9

      Est $266,935 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

      • 98% Above List Price
      • $100/SF
      • 24 Days On Market

      Last Sold Price $135,000

      Last Listing Agent Richard King Doug Ashley Realtors, LLC

    • 23575 Canvasback Rd, Chestertown, MD 21620
      23575 Canvasback Rd, Chestertown, MD 21620
      23575 Canvasback Rd, Chestertown, MD 21620
      /39

      Est $688,909 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

      • 10% Above List Price
      • $177/SF
      • 97 Days On Market

      Last Sold Price $625,000

      Last Listing Agent John Burke Gunther-McClary Real Estate

    • 27985 River Rd, Chestertown, MD 21620
      27985 River Rd, Chestertown, MD 21620
      27985 River Rd, Chestertown, MD 21620
      /6

      Est $175,348 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

      • 85% Above List Price
      • $104/SF
      • 7 Days On Market

      Last Sold Price $95,000

      Last Listing Agent Beth Green Doug Ashley Realtors, LLC

    • 109 Grant Ct, Chestertown, MD 21620
      109 Grant Ct, Chestertown, MD 21620
      109 Grant Ct, Chestertown, MD 21620
      /38

      Est $414,114 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

      • 6% Above List Price
      • $290/SF
      • 40 Days On Market

      Last Sold Price $389,900

      Last Listing Agent Chris Haddaway Chesapeake Real Estate Associates, LLC

    • 125 High St, Chestertown, MD 21620
      125 High St, Chestertown, MD 21620
      125 High St, Chestertown, MD 21620
      /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

      Last Listing Agent John Burke Gunther-McClary Real Estate

    • 0 Vireo Rd, Chestertown, MD 21620
      0 Vireo Rd, Chestertown, MD 21620
      0 Vireo Rd, Chestertown, MD 21620
      /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

      Last Listing Agent Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

    • 7514 Muirfield Dr, Chestertown, MD 21620
      7514 Muirfield Dr, Chestertown, MD 21620
      7514 Muirfield Dr, Chestertown, MD 21620
      /20

      Est $817,265 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

      • 5% Above List Price
      • 31 Days On Market

      Last Sold Price $780,000

      Last Listing Agent John Burke Gunther-McClary Real Estate

    • 21345 Persimmon Dr, Chestertown, MD 21620
      21345 Persimmon Dr, Chestertown, MD 21620
      21345 Persimmon Dr, Chestertown, MD 21620
      /6

      Est $173,953 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

      • 14% Above List Price
      • $124/SF
      • 14 Days On Market

      Last Sold Price $152,881

      Last Listing Agent Vince Raimond Doug Ashley Realtors, LLC

    • 117 N Water St Unit 3A, Chestertown, MD 21620
      117 N Water St Unit 3A, Chestertown, MD 21620
      117 N Water St Unit 3A, Chestertown, MD 21620
      /23

      Est $782,891 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

      • 112% Above List Price
      • $508/SF
      • 77 Days On Market

      Last Sold Price $370,000

      Last Listing Agent John Burke Gunther-McClary Real Estate

    • 0 Truslow Farm Ln, Chestertown, MD 21620
      0 Truslow Farm Ln, Chestertown, MD 21620
      0 Truslow Farm Ln, Chestertown, MD 21620
      /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

      Last Listing Agent Maryn LeClair Chesapeake Real Estate Associates, LLC

    • 0 Foxchase Dr, Chestertown, MD 21620
      0 Foxchase Dr, Chestertown, MD 21620
      0 Foxchase Dr, Chestertown, MD 21620
      /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

      Last Listing Agent Joelle Dolch Cross Street Realtors LLC

    • 235 Island Lark Way, Chestertown, MD 21620
      235 Island Lark Way, Chestertown, MD 21620
      235 Island Lark Way, Chestertown, MD 21620
      /22

      Est $297,291 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

      • 4% Above List Price
      • $202/SF
      • 8 Days On Market

      Last Sold Price $287,000

      Last Listing Agent Derek Eisenberg Continental Real Estate Group

    • 0 Royston Shores Rd Unit MDQA2008544, Chestertown, MD 21620
      0 Royston Shores Rd Unit MDQA2008544, Chestertown, MD 21620
      0 Royston Shores Rd Unit MDQA2008544, Chestertown, MD 21620
      /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

      Last Listing Agent Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

    • 104 W Campus Ave, Chestertown, MD 21620
      104 W Campus Ave, Chestertown, MD 21620
      104 W Campus Ave, Chestertown, MD 21620
      /36

      Est $393,188 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

      • 54% Below List Price
      • $295/SF
      • 3 Days On Market

      Last Sold Price $850,000

      Last Listing Agent Richard Budden Coldwell Banker Chesapeake Real Estate Company

    • 245 Island Lark Way, Chestertown, MD 21620
      245 Island Lark Way, Chestertown, MD 21620
      245 Island Lark Way, Chestertown, MD 21620
      /27

      Est $297,955 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

      • 9% Above List Price
      • $200/SF
      • 30 Days On Market

      Last Sold Price $272,490

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

Showing Results 601 - 640, Page 16 of 18

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