Current Chestertown Market Report

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Active Properties
Address Beds Baths Living ft2 List Price Cost per ft2 DOM
8312 Broad Neck Rd 3 2 1,888 $380,000 $201 0 days
201 N Lynchburg St Unit #LOTS 4, 5, 6 & 7 N/A N/A N/A $300,000 Unknown 3 days
201 N Lynchburg St N/A N/A N/A $500,000 Unknown 3 days
8999 Orchard Dr 5 4 2,653 $824,900 $310 3 days
115 Metcalf Rd 3 2 1,280 $259,900 $203 5 days
107 Conley Dr 3 1 1,140 $240,000 $210 6 days
7828 Country Club Ln 3 3 2,857 $799,000 $279 8 days
123 Heath Rd 3 2 1,792 $349,000 $194 0 days
200 Manor Ave 4 2 1,242 $325,000 $261 10 days
305 Roosevelt Dr N/A N/A N/A $60,000 Unknown 13 days
121 Metcalf Rd 3 2 N/A $264,900 Unknown 12 days
200 High St N/A N/A N/A $2,300,000 Unknown 12 days
233 Merganser Dr N/A N/A N/A $60,000 Unknown 12 days
21324 Persimmon Dr 2 1 1,232 $199,000 $161 7 days
10720 Foreston Rd 3 2 1,412 $335,000 $237 18 days
409 Calvert St 3 2 1,192 $155,000 $130 20 days
7680 Country Club Ln 5 4 2,639 $885,000 $335 22 days
9126 Fairlee Rd 3 2 1,216 $344,000 $282 23 days
896 Washington Ave 3 1 1,000 $325,000 $325 26 days
517 Round Top Rd 3 1 1,248 $299,900 $240 38 days
Average: 3.4 2.7 2,065 $442,785 $287 234 days
Viewing 1 - 20 of 107
Viewing 1 - 20 of 107
Properties Under Contract
Address Beds Baths Living ft2 List Price Cost per ft2 DOM
Preston Lane 3 3 1,949 $525,000 $269 9 days
109 Cedar St 3 3 1,397 $325,000 $232 10 days
210 N Queen St 4 3 2,730 $735,000 $269 10 days
105 N Water St Unit #2 2 2 1,011 $475,000 $469 32 days
22481 Goose Hollow Dr 3 2 1,296 $279,900 $215 23 days
201 River Rd 3 2 2,430 $629,900 $259 38 days
103 Maple Ave 4 3 4,536 $615,000 $135 30 days
101 S Mill St 2 3 1,476 $515,000 $348 38 days
202 Royston Shores Rd 4 3 2,292 $1,200,000 $523 17 days
25440 Learman Rd 3 4 3,142 $3,000,000 $954 53 days
102 Flying Cloud Dr 3 3 1,896 $329,900 $173 69 days
304 Hadaway Dr 4 2 1,325 $309,900 $233 49 days
228 Merganser Dr N/A N/A N/A $59,999 Unknown 68 days
107 Flying Cloud Dr 5 4 2,534 $375,000 $147 72 days
214 Silver Heel Rd 4 3 1,972 $340,000 $172 79 days
407 High St 3 5 3,047 $798,000 $261 81 days
116 Cross St N/A N/A N/A $109,999 Unknown 75 days
24581 Willow Oak Ln 3 2 1,352 $229,990 $170 94 days
103 Metcalf Rd 3 2 1,280 $259,900 $203 90 days
21217 Texas Ave 2 1 912 $244,500 $268 109 days
Average: 3.4 2.8 2,213 $602,090 $280 104 days
Viewing 1 - 20 of 32
Viewing 1 - 20 of 32
Sold Properties
Address Beds Baths Living ft2 List Price Sold Price Cost per ft2 DOM Sold Date
21217 Texas Avenue 2 1 912 $244,500 $244,000 $267 84 days 7/27/26
521 N Kent Street 3 2 1,934 $385,000 $365,000 $188 1 day 7/22/26
100 Prospect Street 3 1 1,373 $215,000 $215,000 $156 6 days 7/21/26
10572 Watonga Road 3 2 1,404 $325,000 $325,000 $231 2 days 7/16/26
215 Fairview Drive 3 3 1,784 $425,000 $435,000 $243 5 days 7/16/26
704 Truslow Road 3 3 2,060 $440,000 $453,000 $219 23 days 7/14/26
23264 Clarissa Road 3 2 1,248 $365,000 $365,000 $292 5 days 7/13/26
221 Dutchess Road 3 2 1,130 $228,000 $228,000 $201 1 day 7/13/26
110 S Queen Street N/A N/A N/A $525,000 $541,500 Unknown 19 days 7/10/26
9816 Fairlee Road 3 3 1,624 $535,000 $535,000 $329 14 days 7/10/26
206 Burchard Sawmill Road N/A N/A N/A $29,000 $9,000 Unknown 98 days 7/8/26
10584 Klamath Road 3 2 N/A $319,900 $320,000 Unknown 5 days 7/8/26
144 Prospect Street 2 2 1,082 $159,000 $165,000 $152 25 days 7/7/26
21363 Lynn Lane 3 1 1,314 $205,000 $205,000 $156 6 days 7/2/26
114 Chester Vw 3 2 2,064 $1,650,000 $1,650,000 $799 1 day 6/30/26
108 Pine Street 3 1 910 $115,000 $85,000 $93 44 days 6/30/26
118 Grant Court 3 2 1,664 $457,500 $460,000 $276 4 days 6/29/26
7761 Broad Neck Road 5 3 2,700 $1,500,000 $1,550,000 $574 1 day 6/29/26
23416 Cloquet Road 3 2 1,512 $384,000 $384,000 $253 7 days 6/29/26
109 S College Avenue 3 3 1,216 $419,900 $410,000 $337 72 days 6/26/26
Average: 3.1 2.1 1,618 $398,511 $393,282 $255 44 days
Viewing 1 - 20 of 58
Viewing 1 - 20 of 58