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 16 days
200 High St N/A N/A N/A $2,300,000 Unknown 60 days
117 Water St N Unit #1A, 1B, 2A, & 2B 7 5 5,400 $1,500,000 $277 196 days
8796 Maryland Pkwy N/A N/A N/A $1,495,000 Unknown 96 days
8796 Maryland Pkwy 9 7 4,776 $1,495,000 $313 96 days
Little Harbor Way Unit #1 3 3 2,231 $1,459,000 $653 307 days
22470 Fairgale Farm Ln 4 5 4,257 $1,375,000 $322 102 days
327 Cannon St N/A N/A N/A $1,300,000 Unknown 160 days
105 High St 5 5 3,243 $1,245,500 $384 310 days
302 S Mill St N/A N/A N/A $1,195,000 Unknown 13 days
Average: 3.4 2.6 1,986 $734,287 $555 234 days
Viewing 1 - 10 of 124
Viewing 1 - 10 of 124
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
201 River Rd 3 2 2,430 $629,900 $259 5 days
218 Camelot Dr 5 4 2,578 $499,999 $193 256 days
105 N Water St Unit #2 2 2 1,011 $475,000 $469 80 days
25750 Collins Ave 3 2 1,901 $448,000 $235 81 days
104 Church Aly 2 2 1,058 $440,000 $415 24 days
8312 Broad Neck Rd 3 2 1,888 $380,000 $201 36 days
240 Merganser Dr 3 2 1,120 $365,000 $325 118 days
123 Heath Rd 3 2 1,792 $349,000 $194 46 days
214 Silver Heel Rd 4 3 1,972 $340,000 $172 127 days
Average: 2.9 2.2 1,566 $463,742 $244 64 days
Viewing 1 - 10 of 19
Viewing 1 - 10 of 19
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
114 Chester Vw 3 2 2,064 $1,650,000 $1,650,000 $799 1 day 6/30/26
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
Average: 3.2 2.4 1,944 $480,691 $470,112 $246 71 days
Viewing 1 - 10 of 216
Viewing 1 - 10 of 216