Chestertown Home Values and Market Report

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Address Beds Baths Living ft2 List Price Cost per ft2 DOM
8184 Rock Hall Rd 4 2 2,330 $38,200,000 $16,394 25 days
6324 Quaker Neck Rd 5 4 5,938 $2,895,000 $487 0 days
200 High St N/A N/A N/A $2,300,000 Unknown 69 days
117 Water St N Unit #1A, 1B, 2A, & 2B 7 5 5,400 $1,500,000 $277 204 days
8796 Maryland Pkwy N/A N/A N/A $1,495,000 Unknown 104 days
8796 Maryland Pkwy 9 7 4,776 $1,495,000 $313 105 days
Little Harbor Way Unit #1 3 3 2,231 $1,459,000 $653 316 days
22470 Fairgale Farm Ln 4 5 4,257 $1,375,000 $322 110 days
327 Cannon St N/A N/A N/A $1,300,000 Unknown 169 days
8276 Broad Neck Rd 4 4 3,383 $1,295,000 $382 5 days
Average: 3.4 2.7 2,055 $788,418 $562 240 days
Viewing 1 - 10 of 120
Viewing 1 - 10 of 120
Address Beds Baths Living ft2 List Price Cost per ft2 DOM
Cromwell Clark Rd N/A N/A N/A $3,000,000 Unknown 240 days
22400 Great Oak Landing Rd. 4 3 2,864 $649,000 $226 29 days
218 Camelot Dr 5 4 2,578 $499,999 $193 264 days
25750 Collins Ave 3 2 1,901 $448,000 $235 66 days
214 Silver Heel Rd 4 3 1,972 $340,000 $172 135 days
7464 Shortall St 3 2 1,232 $304,000 $246 22 days
522 High St 2 3 1,518 $289,900 $190 114 days
611 Cannon St 2 2 920 $275,000 $298 268 days
249 Island Lark Way 3 3 1,420 $259,900 $183 3 days
21324 Persimmon Dr 2 1 1,232 $179,900 $146 63 days
Average: 3.1 2.6 1,737 $524,183 $210 121 days
Viewing 1 - 10 of 12
Viewing 1 - 10 of 12
Address Beds Baths Living ft2 List Price Sold Price Cost per ft2 DOM Sold Date
23620 Lands End Road 5 8 9,852 $4,850,000 $4,221,800 $428 128 days 11/24/25
25440 Learman Road 3 4 3,142 $3,000,000 $3,000,000 $954 15 days 8/14/26
10121 Fairlee Road 6 5 4,954 $2,350,000 $2,100,000 $423 60 days 2/2/26
7989 Quaker Neck Road 5 5 4,305 $2,200,000 $1,900,000 $441 312 days 8/14/26
7761 Broad Neck Road 5 3 2,700 $1,500,000 $1,550,000 $574 1 day 6/29/26
7961 Quaker Neck Road 5 4 4,167 $1,550,000 $1,550,000 $371 87 days 11/7/25
10800 Cliff Road 5 4 5,241 $1,495,000 $1,524,900 $290 7 days 2/17/26
21082 Wyoming Avenue 3 4 2,699 $1,550,000 $1,350,000 $500 105 days 9/22/25
860 & 870 High Street N/A N/A N/A $375,000 $1,236,000 Unknown 611 days 1/16/26
119 High Street 5 5 4,409 $1,250,000 $1,165,000 $264 6 days 12/1/25
Average: 3.2 2.5 2,007 $510,245 $497,463 $243 83 days
Viewing 1 - 10 of 158
Viewing 1 - 10 of 158