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 27 days
6324 Quaker Neck Rd 5 4 5,938 $2,895,000 $487 41 days
200 High St N/A N/A N/A $2,300,000 Unknown 17 days
Little Harbor Way Unit 1 4 4 3,540 $1,800,000 $508 17 days
117 Water St N Unit 1A, 1B, 2A, & 2B 7 5 5,400 $1,500,000 $277 215 days
8796 Maryland Pkwy N/A N/A N/A $1,495,000 Unknown 82 days
8796 Maryland Pkwy 9 7 4,776 $1,495,000 $313 96 days
327 Cannon St N/A N/A N/A $1,300,000 Unknown 18 days
300 And 302 S Mill St N/A N/A N/A $1,195,000 Unknown 33 days
300 And 302 S Mill St 2 1 806 $1,195,000 $1,482 36 days
Average: 3.4 2.6 2,062 $767,752 $543 206 days
Viewing 1 - 10 of 119
Viewing 1 - 10 of 119
Address Beds Baths Living ft2 List Price Cost per ft2 DOM
Cromwell Clark Rd N/A N/A N/A $3,000,000 Unknown 375 days
8999 Orchard Dr 5 4 4,353 $824,900 $189 80 days
7828 Country Club Ln 3 3 2,857 $799,000 $279 85 days
8620 Park Dr 4 3 2,524 $489,900 $194 329 days
105 N Water St Unit 3 2 2 1,098 $459,000 $418 32 days
7982 Radcliffe Rd 2 2 1,904 $399,000 $209 70 days
214 Silver Heel Rd 4 3 1,972 $340,000 $172 82 days
200 Manor Ave 4 2 2,198 $325,000 $147 107 days
23208 Buck Neck Rd 3 3 1,650 $319,900 $193 73 days
203 Manor Ave 3 2 1,248 $296,000 $237 19 days
Average: 3.2 2.2 1,886 $518,168 $228 130 days
Viewing 1 - 10 of 16
Viewing 1 - 10 of 16
Address Beds Baths Living ft2 List Price Sold Price Cost per ft2 DOM Sold Date
23620 Lands End Rd 5 8 9,852 $4,850,000 $4,221,800 $428 128 days 11/24/25
25440 Learman Rd 3 4 3,142 $3,000,000 $3,000,000 $954 15 days 8/14/26
10121 Fairlee Rd 6 5 4,954 $2,350,000 $2,100,000 $423 60 days 2/2/26
7989 Quaker Neck Rd 5 5 4,305 $2,200,000 $1,900,000 $441 312 days 8/14/26
114 Chester Vw 3 2 2,064 $1,650,000 $1,650,000 $799 1 day 6/30/26
7761 Broad Neck Rd 5 3 2,700 $1,500,000 $1,550,000 $574 1 day 6/29/26
7961 Quaker Neck Rd 5 4 4,167 $1,550,000 $1,550,000 $371 87 days 11/7/25
10800 Cliff Rd 5 4 5,241 $1,495,000 $1,524,900 $290 7 days 2/17/26
860 & 870 High St N/A N/A N/A $375,000 $1,236,000 Unknown 611 days 1/16/26
202 Royston Shores Rd 4 3 2,292 $1,200,000 $1,200,000 $523 17 days 8/14/26
Average: 3.2 2.4 2,040 $479,464 $469,319 $239 72 days
Viewing 1 - 10 of 207
Viewing 1 - 10 of 207

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