6,886

Chestertown, MD Homes

Section Image
    • 8858 Georgetown Rd, Chestertown, MD 21620
      8858 Georgetown Rd, Chestertown, MD 21620
      8858 Georgetown Rd, Chestertown, MD 21620
      /15

      Est $356,651 Not Listed For Sale

      8858 Georgetown Rd, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 1,300 Sq Ft
      • Built 2024
      8858 Georgetown Rd, Chestertown, MD 21620

      Last Sold Summary

      • 7% Above List Price
      • $256/SF

      Last Sold Price $333,000

      Last Listing Agent Andy Batch Keller Williams Select Realtors of Annapolis

    • 23087 Raleigh Rd, Chestertown, MD 21620
      23087 Raleigh Rd, Chestertown, MD 21620
      23087 Raleigh Rd, Chestertown, MD 21620
      /34

      Est $164,476 Not Listed For Sale

      23087 Raleigh Rd, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 808 Sq Ft
      • Built 1964
      23087 Raleigh Rd, Chestertown, MD 21620

      Last Sold Summary

      • 44% Above List Price
      • $141/SF
      • 22 Days On Market

      Last Sold Price $114,000

      Last Listing Agent Amy Occorso Real Estate Professionals, Inc.

    • 9220 N Bayview Ave, Chestertown, MD 21620
      9220 N Bayview Ave, Chestertown, MD 21620
      9220 N Bayview Ave, Chestertown, MD 21620
      /22

      Est $1,359,335 Not Listed For Sale

      9220 N Bayview Ave, Chestertown, MD 21620

      • 3 Beds
      • 2 Baths
      • 2,028 Sq Ft
      • Built 1993
      9220 N Bayview Ave, Chestertown, MD 21620

      Last Sold Summary

      • 13% Above List Price
      • $592/SF
      • 0 Days On Market

      Last Sold Price $1,200,000

      Last Listing Agent Lynn Hilfiker Gunther-McClary Real Estate

    • 24105 Chestertown Rd, Chestertown, MD 21620
      24105 Chestertown Rd, Chestertown, MD 21620
      24105 Chestertown Rd, Chestertown, MD 21620
      /17

      Est $314,442 Not Listed For Sale

      24105 Chestertown Rd, Chestertown, MD 21620

      • 3 Beds
      • 1 Bath
      • 1,317 Sq Ft
      • Built 1970
      24105 Chestertown Rd, Chestertown, MD 21620

      Last Sold Summary

      • 14% Above List Price
      • $209/SF
      • 9 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Yvonne Andres Keller Williams Select Realtors of Easton

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

      Est $291,585 Not Listed For Sale

      122 Island Lark Way, Chestertown, MD 21620

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

      Last Sold Summary

      • 15% Above List Price
      • $186/SF
      • 6 Days On Market

      Last Sold Price $253,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

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

      Est $292,166 Not Listed For Sale

      120 Island Lark Way, Chestertown, MD 21620

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

      Last Sold Summary

      • 12% Above List Price
      • $190/SF
      • 50 Days On Market

      Last Sold Price $259,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

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

      Est $281,508 Not Listed For Sale

      112 Island Lark Way, Chestertown, MD 21620

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

      Last Sold Summary

      • 19% Above List Price
      • $173/SF
      • 37 Days On Market

      Last Sold Price $236,000

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

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

      Est $281,708 Not Listed For Sale

      110 Island Lark Way, Chestertown, MD 21620

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

      Last Sold Summary

      • 15% Above List Price
      • $180/SF
      • 58 Days On Market

      Last Sold Price $245,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

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

      Est $302,368 Not Listed For Sale

      108 Island Lark Way, Chestertown, MD 21620

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

      Last Sold Summary

      • 12% Above List Price
      • $198/SF
      • 40 Days On Market

      Last Sold Price $269,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 103 Flying Cloud Dr, Chestertown, MD 21620
      103 Flying Cloud Dr, Chestertown, MD 21620
      103 Flying Cloud Dr, Chestertown, MD 21620
      /28

      Est $347,419 Not Listed For Sale

      103 Flying Cloud Dr, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,646 Sq Ft
      • Built 2023
      103 Flying Cloud Dr, Chestertown, MD 21620

      Last Sold Summary

      • 10% Above List Price
      • $191/SF
      • 37 Days On Market

      Last Sold Price $314,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 107 Flying Cloud Dr, Chestertown, MD 21620
      107 Flying Cloud Dr, Chestertown, MD 21620
      107 Flying Cloud Dr, Chestertown, MD 21620
      /40

      Est $398,345 Not Listed For Sale

      107 Flying Cloud Dr, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 2,302 Sq Ft
      • Built 2023
      107 Flying Cloud Dr, Chestertown, MD 21620

      Last Sold Summary

      • 15% Above List Price
      • $150/SF
      • 44 Days On Market

      Last Sold Price $344,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 111 Flying Cloud Dr, Chestertown, MD 21620
      111 Flying Cloud Dr, Chestertown, MD 21620
      111 Flying Cloud Dr, Chestertown, MD 21620
      /40

      Est $398,501 Not Listed For Sale

      111 Flying Cloud Dr, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 2,302 Sq Ft
      • Built 2023
      111 Flying Cloud Dr, Chestertown, MD 21620

      Last Sold Summary

      • 16% Above List Price
      • $150/SF
      • 46 Days On Market

      Last Sold Price $344,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 113 Flying Cloud Dr, Chestertown, MD 21620
      113 Flying Cloud Dr, Chestertown, MD 21620
      113 Flying Cloud Dr, Chestertown, MD 21620
      /28

      Est $346,962 Not Listed For Sale

      113 Flying Cloud Dr, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,646 Sq Ft
      • Built 2023
      113 Flying Cloud Dr, Chestertown, MD 21620

      Last Sold Summary

      • 10% Above List Price
      • $191/SF
      • 26 Days On Market

      Last Sold Price $314,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 112 Flying Cloud Dr, Chestertown, MD 21620
      112 Flying Cloud Dr, Chestertown, MD 21620
      112 Flying Cloud Dr, Chestertown, MD 21620
      /42

      Est $363,480 Not Listed For Sale

      112 Flying Cloud Dr, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 1,849 Sq Ft
      • Built 2023
      112 Flying Cloud Dr, Chestertown, MD 21620

      Last Sold Summary

      • 14% Above List Price
      • $173/SF
      • 36 Days On Market

      Last Sold Price $319,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 106 Flying Cloud Dr, Chestertown, MD 21620
      106 Flying Cloud Dr, Chestertown, MD 21620
      106 Flying Cloud Dr, Chestertown, MD 21620
      /42

      Est $362,038 Not Listed For Sale

      106 Flying Cloud Dr, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 1,849 Sq Ft
      • Built 2023
      106 Flying Cloud Dr, Chestertown, MD 21620

      Last Sold Summary

      • 17% Above List Price
      • $168/SF
      • 62 Days On Market

      Last Sold Price $309,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 104 Flying Cloud Dr, Chestertown, MD 21620
      104 Flying Cloud Dr, Chestertown, MD 21620
      104 Flying Cloud Dr, Chestertown, MD 21620
      /40

      Est $422,453 Not Listed For Sale

      104 Flying Cloud Dr, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 2,302 Sq Ft
      • Built 2023
      104 Flying Cloud Dr, Chestertown, MD 21620

      Last Sold Summary

      • 22% Above List Price
      • $150/SF
      • 31 Days On Market

      Last Sold Price $345,000

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 102 Flying Cloud Dr, Chestertown, MD 21620
      102 Flying Cloud Dr, Chestertown, MD 21620
      102 Flying Cloud Dr, Chestertown, MD 21620
      /28

      Est $354,945 Not Listed For Sale

      102 Flying Cloud Dr, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,646 Sq Ft
      • Built 2023
      102 Flying Cloud Dr, Chestertown, MD 21620

      Last Sold Summary

      • 16% Above List Price
      • $185/SF
      • 92 Days On Market

      Last Sold Price $304,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 100 Flying Cloud Dr, Chestertown, MD 21620
      100 Flying Cloud Dr, Chestertown, MD 21620
      100 Flying Cloud Dr, Chestertown, MD 21620
      /40

      Est $411,011 Not Listed For Sale

      100 Flying Cloud Dr, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 2,302 Sq Ft
      • Built 2023
      100 Flying Cloud Dr, Chestertown, MD 21620

      Last Sold Summary

      • 7% Above List Price
      • $167/SF
      • 44 Days On Market

      Last Sold Price $383,945

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 201 Silver Heel Rd, Chestertown, MD 21620
      201 Silver Heel Rd, Chestertown, MD 21620
      201 Silver Heel Rd, Chestertown, MD 21620
      /42

      Est $365,825 Not Listed For Sale

      201 Silver Heel Rd, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 1,849 Sq Ft
      • Built 2023
      201 Silver Heel Rd, Chestertown, MD 21620

      Last Sold Summary

      • 9% Above List Price
      • $182/SF
      • 47 Days On Market

      Last Sold Price $336,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 209 Silver Heel Rd, Chestertown, MD 21620
      209 Silver Heel Rd, Chestertown, MD 21620
      209 Silver Heel Rd, Chestertown, MD 21620
      /28

      Est $345,940 Not Listed For Sale

      209 Silver Heel Rd, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,646 Sq Ft
      • Built 2023
      209 Silver Heel Rd, Chestertown, MD 21620

      Last Sold Summary

      • 12% Above List Price
      • $188/SF
      • 14 Days On Market

      Last Sold Price $309,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 211 Silver Heel Rd, Chestertown, MD 21620
      211 Silver Heel Rd, Chestertown, MD 21620
      211 Silver Heel Rd, Chestertown, MD 21620
      /42

      Est $365,578 Not Listed For Sale

      211 Silver Heel Rd, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 1,849 Sq Ft
      • Built 2023
      211 Silver Heel Rd, Chestertown, MD 21620

      Last Sold Summary

      • 16% Above List Price
      • $170/SF
      • 33 Days On Market

      Last Sold Price $314,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 213 Silver Heel Rd, Chestertown, MD 21620
      213 Silver Heel Rd, Chestertown, MD 21620
      213 Silver Heel Rd, Chestertown, MD 21620
      /28

      Est $345,528 Not Listed For Sale

      213 Silver Heel Rd, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,646 Sq Ft
      • Built 2023
      213 Silver Heel Rd, Chestertown, MD 21620

      Last Sold Summary

      • 11% Above List Price
      • $188/SF
      • 15 Days On Market

      Last Sold Price $309,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 214 Silver Heel Rd, Chestertown, MD 21620
      214 Silver Heel Rd, Chestertown, MD 21620
      214 Silver Heel Rd, Chestertown, MD 21620
      /54

      Est $362,093 Not Listed For Sale

      214 Silver Heel Rd, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 1,869 Sq Ft
      • Built 2022
      214 Silver Heel Rd, Chestertown, MD 21620

      Last Sold Summary

      • 7% Above List Price
      • $181/SF
      • 7 Days On Market

      Last Sold Price $338,990

      Last Listing Agent Joelle Dolch Cross Street Realtors LLC

    • 212 Silver Heel Rd, Chestertown, MD 21620
      212 Silver Heel Rd, Chestertown, MD 21620
      212 Silver Heel Rd, Chestertown, MD 21620
      /33

      Est $398,861 Not Listed For Sale

      212 Silver Heel Rd, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 2,302 Sq Ft
      • Built 2023
      212 Silver Heel Rd, Chestertown, MD 21620

      Last Sold Summary

      • 21% Above List Price
      • $143/SF
      • 35 Days On Market

      Last Sold Price $330,000

      Last Listing Agent Joelle Dolch Cross Street Realtors LLC

    • 210 Silver Heel Rd, Chestertown, MD 21620
      210 Silver Heel Rd, Chestertown, MD 21620
      210 Silver Heel Rd, Chestertown, MD 21620
      /28

      Est $344,828 Not Listed For Sale

      210 Silver Heel Rd, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,646 Sq Ft
      • Built 2022
      210 Silver Heel Rd, Chestertown, MD 21620

      Last Sold Summary

      • 12% Above List Price
      • $187/SF
      • 88 Days On Market

      Last Sold Price $307,490

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 208 Silver Heel Rd, Chestertown, MD 21620
      208 Silver Heel Rd, Chestertown, MD 21620
      208 Silver Heel Rd, Chestertown, MD 21620
      /35

      Est $350,850 Not Listed For Sale

      208 Silver Heel Rd, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 1,849 Sq Ft
      • Built 2022
      208 Silver Heel Rd, Chestertown, MD 21620

      Last Sold Summary

      • 16% Above List Price
      • $164/SF
      • 61 Days On Market

      Last Sold Price $302,425

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 206 Silver Heel Rd, Chestertown, MD 21620
      206 Silver Heel Rd, Chestertown, MD 21620
      206 Silver Heel Rd, Chestertown, MD 21620
      /40

      Est $387,359 Not Listed For Sale

      206 Silver Heel Rd, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 2,302 Sq Ft
      • Built 2022
      206 Silver Heel Rd, Chestertown, MD 21620

      Last Sold Summary

      • 16% Above List Price
      • $146/SF
      • 47 Days On Market

      Last Sold Price $334,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 116 Silver Heel Rd, Chestertown, MD 21620
      116 Silver Heel Rd, Chestertown, MD 21620
      116 Silver Heel Rd, Chestertown, MD 21620
      /28

      Est $344,814 Not Listed For Sale

      116 Silver Heel Rd, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,646 Sq Ft
      • Built 2022
      116 Silver Heel Rd, Chestertown, MD 21620

      Last Sold Summary

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

      Last Sold Price $299,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 114 Silver Heel Rd, Chestertown, MD 21620
      114 Silver Heel Rd, Chestertown, MD 21620
      114 Silver Heel Rd, Chestertown, MD 21620
      /42

      Est $362,670 Not Listed For Sale

      114 Silver Heel Rd, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 1,849 Sq Ft
      • Built 2022
      114 Silver Heel Rd, Chestertown, MD 21620

      Last Sold Summary

      • 21% Above List Price
      • $162/SF
      • 65 Days On Market

      Last Sold Price $299,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 112 Silver Heel Rd, Chestertown, MD 21620
      112 Silver Heel Rd, Chestertown, MD 21620
      112 Silver Heel Rd, Chestertown, MD 21620
      /40

      Est $397,238 Not Listed For Sale

      112 Silver Heel Rd, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 2,302 Sq Ft
      • Built 2022
      112 Silver Heel Rd, Chestertown, MD 21620

      Last Sold Summary

      • 24% Above List Price
      • $139/SF
      • 43 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 110 Silver Heel Rd, Chestertown, MD 21620
      110 Silver Heel Rd, Chestertown, MD 21620
      110 Silver Heel Rd, Chestertown, MD 21620
      /40

      Est $409,124 Not Listed For Sale

      110 Silver Heel Rd, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 2,302 Sq Ft
      • Built 2022
      110 Silver Heel Rd, Chestertown, MD 21620

      Last Sold Summary

      • 24% Above List Price
      • $143/SF
      • 106 Days On Market

      Last Sold Price $329,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 106 Silver Heel Rd, Chestertown, MD 21620
      106 Silver Heel Rd, Chestertown, MD 21620
      106 Silver Heel Rd, Chestertown, MD 21620
      /43

      Est $361,904 Not Listed For Sale

      106 Silver Heel Rd, Chestertown, MD 21620

      • 3 Beds
      • 2.5 Baths
      • 1,672 Sq Ft
      • Built 2023
      106 Silver Heel Rd, Chestertown, MD 21620

      Last Sold Summary

      • 2% Above List Price
      • $212/SF
      • 0 Days On Market

      Last Sold Price $355,000

      Last Listing Agent Chuck Zepp EXP Realty, LLC

    • 104 Silver Heel Rd, Chestertown, MD 21620
      104 Silver Heel Rd, Chestertown, MD 21620
      104 Silver Heel Rd, Chestertown, MD 21620
      /33

      Est $398,475 Not Listed For Sale

      104 Silver Heel Rd, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 2,540 Sq Ft
      • Built 2023
      104 Silver Heel Rd, Chestertown, MD 21620

      Last Sold Summary

      • 11% Above List Price
      • $142/SF
      • 3 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Andrea Harrington Compass

    • 100 Silver Heel Rd, Chestertown, MD 21620
      100 Silver Heel Rd, Chestertown, MD 21620
      100 Silver Heel Rd, Chestertown, MD 21620
      /42

      Est $358,571 Not Listed For Sale

      100 Silver Heel Rd, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 1,849 Sq Ft
      • Built 2023
      100 Silver Heel Rd, Chestertown, MD 21620

      Last Sold Summary

      • 7% Above List Price
      • $181/SF
      • 5 Days On Market

      Last Sold Price $334,990

      Last Listing Agent Kathleen Cassidy DRH Realty Capital, LLC.

    • 407 Calvert St, Chestertown, MD 21620
      407 Calvert St, Chestertown, MD 21620
      407 Calvert St, Chestertown, MD 21620
      /23

      Est $159,085 Not Listed For Sale

      407 Calvert St, Chestertown, MD 21620

      • 3 Beds
      • 1.5 Baths
      • 1,136 Sq Ft
      • Built 1992
      407 Calvert St, Chestertown, MD 21620

      Last Sold Summary

      • 67% Above List Price
      • $84/SF
      • 13 Days On Market

      Last Sold Price $95,000

      Last Listing Agent Brenda Sarver Maryland Realty Connection

    • 207 Pondview Ct, Chestertown, MD 21620
      207 Pondview Ct, Chestertown, MD 21620
      207 Pondview Ct, Chestertown, MD 21620
      /57

      Est $577,841 Not Listed For Sale

      207 Pondview Ct, Chestertown, MD 21620

      • 5 Beds
      • 3.5 Baths
      • 2,878 Sq Ft
      • Built 1993
      207 Pondview Ct, Chestertown, MD 21620

      Last Sold Summary

      • 10% Above List Price
      • $182/SF
      • 4 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Ken Roderick Chesapeake Real Estate Associates, LLC

    • 807 S Meadowview Dr, Chestertown, MD 21620
      807 S Meadowview Dr, Chestertown, MD 21620
      807 S Meadowview Dr, Chestertown, MD 21620
      /22

      Est $504,173 Not Listed For Sale

      807 S Meadowview Dr, Chestertown, MD 21620

      • 4 Beds
      • 2.5 Baths
      • 2,464 Sq Ft
      • Built 1991
      807 S Meadowview Dr, Chestertown, MD 21620

      Last Sold Summary

      • 16% Above List Price
      • $177/SF
      • 0 Days On Market

      Last Sold Price $435,000

      Last Listing Agent Liddy Campbell TTR Sotheby's International Realty

    • 8774 Orchard Dr, Chestertown, MD 21620
      8774 Orchard Dr, Chestertown, MD 21620
      8774 Orchard Dr, Chestertown, MD 21620
      /36

      Est $729,579 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

      • 11% Above List Price
      • $192/SF
      • 56 Days On Market

      Last Sold Price $660,000

      Last Listing Agent Jennifer Thomas RE/MAX

    • 8757 Orchard Dr, Chestertown, MD 21620
      8757 Orchard Dr, Chestertown, MD 21620
      8757 Orchard Dr, Chestertown, MD 21620
      /49

      Est $534,163 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

      Last Listing Agent Ken Roderick Chesapeake Real Estate Associates, LLC

    • 511 High St, Chestertown, MD 21620
      511 High St, Chestertown, MD 21620
      511 High St, Chestertown, MD 21620
      /25

      Est $405,054 Not Listed For Sale

      511 High St, Chestertown, MD 21620

      • 2 Beds
      • 1.5 Baths
      • 1,286 Sq Ft
      • Built 1900
      511 High St, Chestertown, MD 21620

      Last Sold Summary

      • 5% Above List Price
      • $299/SF
      • 15 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Julie Santoboni Taylor Properties

Showing Results 561 - 600, Page 15 of 18

Maryland Kent County Chestertown

Real Estate & Homes

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

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

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