7,017

Homes in ZIP Code 21620

Section Image
    • 23073 Parsons Rd, Chestertown, MD 21620
      23073 Parsons Rd, Chestertown, MD 21620
      23073 Parsons Rd, Chestertown, MD 21620
      /21

      Est $260,767 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,792 Sq Ft

      23073 Parsons Rd, Chestertown, MD 21620

      23073 Parsons Rd, Chestertown, MD 21620
    • 21199 Iowa Ave, Chestertown, MD 21620
      21199 Iowa Ave, Chestertown, MD 21620
      21199 Iowa Ave, Chestertown, MD 21620
      /29

      Est $272,883 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,566 Sq Ft

      21199 Iowa Ave, Chestertown, MD 21620

      21199 Iowa Ave, Chestertown, MD 21620
    • 8858 Georgetown Rd, Chestertown, MD 21620
      8858 Georgetown Rd, Chestertown, MD 21620
      8858 Georgetown Rd, Chestertown, MD 21620
      /15

      Est $336,780 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,300 Sq Ft

      8858 Georgetown Rd, Chestertown, MD 21620

      8858 Georgetown Rd, Chestertown, MD 21620
    • 23087 Raleigh Rd, Chestertown, MD 21620
      23087 Raleigh Rd, Chestertown, MD 21620
      23087 Raleigh Rd, Chestertown, MD 21620
      /34

      Est $179,279 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 808 Sq Ft

      23087 Raleigh Rd, Chestertown, MD 21620

      23087 Raleigh Rd, Chestertown, MD 21620
    • 9220 N Bayview Ave, Chestertown, MD 21620
      9220 N Bayview Ave, Chestertown, MD 21620
      9220 N Bayview Ave, Chestertown, MD 21620
      /22

      Est $1,216,639 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,028 Sq Ft

      9220 N Bayview Ave, Chestertown, MD 21620

      9220 N Bayview Ave, Chestertown, MD 21620
    • 24105 Chestertown Rd, Chestertown, MD 21620
      24105 Chestertown Rd, Chestertown, MD 21620
      24105 Chestertown Rd, Chestertown, MD 21620
      /17

      Est $315,682 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,317 Sq Ft

      24105 Chestertown Rd, Chestertown, MD 21620

      24105 Chestertown Rd, Chestertown, MD 21620
    • 122 Island Lark Way, Chestertown, MD 21620
      122 Island Lark Way, Chestertown, MD 21620
      122 Island Lark Way, Chestertown, MD 21620
      /27

      Est $283,950 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft

      122 Island Lark Way, Chestertown, MD 21620

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

      Est $285,679 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft

      120 Island Lark Way, Chestertown, MD 21620

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

      Est $281,200 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft

      112 Island Lark Way, Chestertown, MD 21620

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

      Est $283,743 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft

      110 Island Lark Way, Chestertown, MD 21620

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

      Est $288,765 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,365 Sq Ft

      108 Island Lark Way, Chestertown, MD 21620

      108 Island Lark Way, Chestertown, MD 21620
    • 103 Flying Cloud Dr, Chestertown, MD 21620
      103 Flying Cloud Dr, Chestertown, MD 21620
      103 Flying Cloud Dr, Chestertown, MD 21620
      /28

      Est $342,913 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,646 Sq Ft

      103 Flying Cloud Dr, Chestertown, MD 21620

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

      Est $397,845 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,302 Sq Ft

      107 Flying Cloud Dr, Chestertown, MD 21620

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

      Est $398,009 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,302 Sq Ft

      111 Flying Cloud Dr, Chestertown, MD 21620

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

      Est $345,456 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,646 Sq Ft

      113 Flying Cloud Dr, Chestertown, MD 21620

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

      Est $364,157 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,849 Sq Ft

      112 Flying Cloud Dr, Chestertown, MD 21620

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

      Est $361,782 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,849 Sq Ft

      106 Flying Cloud Dr, Chestertown, MD 21620

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

      Est $403,944 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,302 Sq Ft

      104 Flying Cloud Dr, Chestertown, MD 21620

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

      Est $352,487 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,646 Sq Ft

      102 Flying Cloud Dr, Chestertown, MD 21620

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

      Est $410,518 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,302 Sq Ft

      100 Flying Cloud Dr, Chestertown, MD 21620

      100 Flying Cloud Dr, Chestertown, MD 21620
    • 201 Silver Heel Rd, Chestertown, MD 21620
      201 Silver Heel Rd, Chestertown, MD 21620
      201 Silver Heel Rd, Chestertown, MD 21620
      /42

      Est $362,941 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,849 Sq Ft

      201 Silver Heel Rd, Chestertown, MD 21620

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

      Est $345,600 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,646 Sq Ft

      209 Silver Heel Rd, Chestertown, MD 21620

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

      Est $364,253 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,849 Sq Ft

      211 Silver Heel Rd, Chestertown, MD 21620

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

      Est $345,596 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,646 Sq Ft

      213 Silver Heel Rd, Chestertown, MD 21620

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

      Est $354,510 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,869 Sq Ft

      214 Silver Heel Rd, Chestertown, MD 21620

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

      Est $392,431 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,302 Sq Ft

      212 Silver Heel Rd, Chestertown, MD 21620

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

      Est $336,705 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,646 Sq Ft

      210 Silver Heel Rd, Chestertown, MD 21620

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

      Est $349,173 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,849 Sq Ft

      208 Silver Heel Rd, Chestertown, MD 21620

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

      Est $375,513 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,302 Sq Ft

      206 Silver Heel Rd, Chestertown, MD 21620

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

      Est $337,054 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,646 Sq Ft

      116 Silver Heel Rd, Chestertown, MD 21620

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

      Est $363,814 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,849 Sq Ft

      114 Silver Heel Rd, Chestertown, MD 21620

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

      Est $391,268 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,302 Sq Ft

      112 Silver Heel Rd, Chestertown, MD 21620

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

      Est $396,204 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,302 Sq Ft

      110 Silver Heel Rd, Chestertown, MD 21620

      110 Silver Heel Rd, Chestertown, MD 21620
    • 108 Silver Heel Rd, Chestertown, MD 21620
      108 Silver Heel Rd, Chestertown, MD 21620
      108 Silver Heel Rd, Chestertown, MD 21620
      /35

      Est $358,121 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,869 Sq Ft

      108 Silver Heel Rd, Chestertown, MD 21620

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

      Est $365,059 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,672 Sq Ft

      106 Silver Heel Rd, Chestertown, MD 21620

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

      Est $391,143 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,540 Sq Ft

      104 Silver Heel Rd, Chestertown, MD 21620

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

      Est $361,376 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,849 Sq Ft

      100 Silver Heel Rd, Chestertown, MD 21620

      100 Silver Heel Rd, Chestertown, MD 21620
    • 407 Calvert St, Chestertown, MD 21620
      407 Calvert St, Chestertown, MD 21620
      407 Calvert St, Chestertown, MD 21620
      /23

      Est $175,014 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,136 Sq Ft

      407 Calvert St, Chestertown, MD 21620

      407 Calvert St, Chestertown, MD 21620
    • 207 Pondview Ct, Chestertown, MD 21620
      207 Pondview Ct, Chestertown, MD 21620
      207 Pondview Ct, Chestertown, MD 21620
      /57

      Est $589,880 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,878 Sq Ft

      207 Pondview Ct, Chestertown, MD 21620

      207 Pondview Ct, Chestertown, MD 21620
    • 807 S Meadowview Dr, Chestertown, MD 21620
      807 S Meadowview Dr, Chestertown, MD 21620
      807 S Meadowview Dr, Chestertown, MD 21620
      /22

      Est $505,960 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,464 Sq Ft

      807 S Meadowview Dr, Chestertown, MD 21620

      807 S Meadowview Dr, Chestertown, MD 21620

Showing Results 561 - 600, Page 15 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

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