Woodbury, CT Real Estate Market Report: Price Trends and Data Analysis

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Address Beds Baths Living ft2 List Price Cost per ft2 DOM
920 Main St S 4 6 5,316 $2,995,000 $563 45 days
55 Good Hill Rd 4 5 3,324 $1,995,000 $600 271 days
112 W Lake Rd Unit 112 2 2 1,197 $1,795,000 $1,499 38 days
40 Ruffin Rd 4 3 2,732 $1,790,000 $655 39 days
819 Main St N 3 3 2,992 $1,575,000 $526 258 days
30 Hollow 5 5 4,884 $1,495,000 $306 96 days
509 Weekeepeemee Rd 3 3 2,346 $1,395,000 $594 3 days
Flanders Road N/A N/A N/A $1,150,000 Unknown 67 days
16 Gate Post Ln 4 4 4,491 $1,100,000 $244 10 days
245 Hoop Pole Hill Rd N/A N/A N/A $1,000,000 Unknown 10 days
27 Middle Quarter Rd 3 3 2,042 $999,900 $489 206 days
96 Quail Run Rd 4 3 2,400 $895,000 $372 19 days
253 Bacon Pond Rd 4 3 2,283 $895,000 $392 83 days
557 Upper Grassy Hill 4 4 3,784 $895,000 $236 117 days
8 Curtiss Mdws 4 5 3,865 $874,900 $226 84 days
339 Main St S 4 3 3,700 $874,900 $236 109 days
1917 Main St N 4 2 4,819 $865,000 $179 42 days
92 Minortown Rd 3 2 2,448 $849,000 $346 41 days
17 Curtiss Rd 3 3 2,103 $819,900 $389 5 days
62 Heritage Dr 4 3 3,223 $799,900 $248 31 days
28 School St 4 4 2,708 $775,000 $286 73 days
31 Mountain Rd 3 3 1,838 $749,900 $407 13 days
86 Quail Run Rd 3 3 2,060 $745,000 $361 90 days
348 Hoop Pole Hill Rd 4 3 2,972 $675,000 $227 11 days
Cowles Rd N/A N/A N/A $675,000 Unknown 482 days
30 Park Rd 3 4 2,479 $650,000 $262 45 days
16 Cross Brook Rd 3 2 1,750 $649,900 $371 67 days
94 Quail Run Rd 3 3 2,081 $645,000 $309 90 days
20 Stagecoach Rd 4 3 2,157 $629,000 $291 40 days
207 Grassy Hill Rd 3 2 1,844 $599,000 $324 52 days
38 Grey Fox Trl 4 3 2,154 $579,000 $268 15 days
206 Minortown Rd 3 3 1,692 $575,000 $339 23 days
17 Woodbury Hill, Unit 17 2 3 1,673 $545,000 $325 60 days
437 Middle Road Tpke 3 2 1,144 $545,000 $476 82 days
49 Scuppo Rd 3 2 2,292 $540,000 $235 105 days
212 Upper Grassy Hill 3 2 1,241 $525,000 $423 5 days
520 Washington Rd 3 2 1,914 $525,000 $274 8 days
33 Hurds Hill Rd 5 3 4,130 $525,000 $127 46 days
110 Brushy Hill Rd 3 3 2,100 $499,999 $238 121 days
18 South St 4 3 2,880 $495,000 $171 21 days
241 Hoop Pole Hill Rd 3 3 2,032 $449,000 $220 30 days
104 Hard Hill Rd 3 1 1,364 $425,000 $311 64 days
1545 Main St N N/A N/A N/A $400,000 Unknown 153 days
9 Spring St 3 2 1,332 $398,000 $298 7 days
133 Painter Hill Rd N/A N/A N/A $395,000 Unknown 26 days
4 Alder Court, Unit 4 3 3 1,888 $349,500 $185 5 days
2 S Mdws Unit 2 3 3 2,069 $347,500 $167 130 days
8 Tamarack Ln Unit 8 2 2 2,118 $325,000 $153 311 days
11 Lower Commons, Unit 11 2 3 1,432 $310,000 $216 25 days
6 Highpoint Ct Unit 6 2 2 1,182 $299,000 $252 90 days
Average: 3.1 2.8 2,320 $718,701 $318 88 days
Viewing 1 - 50 of 61
Viewing 1 - 50 of 61
Address Beds Baths Living ft2 List Price Cost per ft2 DOM
46 Grassy Hill Rd 4 4 3,480 $1,500,000 $431 24 days
524 Main St S N/A 1 11,227 $1,350,000 $120 121 days
61 Silver Brook Ln 4 4 4,776 $1,069,900 $224 66 days
523 Main St N 3 2 2,300 $990,000 $430 476 days
17 Carriage Ln 5 4 3,607 $774,900 $214 88 days
338 Good Hill Rd 4 2 1,875 $569,900 $303 56 days
106 Sprain Brook Rd 3 2 2,002 $550,000 $274 16 days
63 Woodbury Hill, Unit 63 2 3 1,796 $519,000 $288 55 days
12 Walker Rd 3 3 1,580 $499,989 $316 48 days
38 Mountain Rd 3 3 1,704 $494,000 $289 69 days
89 Lighthouse Rd 3 3 1,210 $450,000 $371 78 days
134 Old Sherman Hill Rd 3 2 1,578 $389,900 $247 56 days
23 Lower Commons, Unit 23 2 3 1,182 $267,500 $226 93 days
4 Woods Way Unit 4 2 2 1,182 $260,000 $219 61 days
Average: 3.2 2.7 2,821 $691,792 $282 94 days
Viewing 1 - 14 of 14
Viewing 1 - 14 of 14
Address Beds Baths Living ft2 List Price Sold Price Cost per ft2 DOM Sold Date
382 Weekeepeemee Rd 4 4 3,551 $2,195,000 $2,050,000 $577 57 days 5/12/26
509 Main St N 6 8 6,357 $1,790,000 $1,752,500 $275 161 days 1/30/26
225 Old Sherman Hill Rd 4 5 4,517 $1,998,000 $1,700,000 $376 348 days 1/20/26
76 Cowles Rd 3 3 2,072 $1,800,000 $1,500,000 $723 103 days 7/15/26
48 Coach Light Dr 4 5 5,216 $1,599,000 $1,400,000 $268 62 days 7/16/26
68 Whittlesey Rd 4 4 4,682 $1,175,000 $1,225,000 $261 44 days 11/16/25
101 Old Grassy Hill Rd 4 5 4,676 $1,267,500 $1,200,000 $256 69 days 2/9/26
5 Blueberry Ln 3 3 3,874 $995,000 $1,075,000 $277 49 days 8/21/25
220 Church Hill Rd 3 4 4,632 $1,250,000 $1,075,000 $232 94 days 8/29/25
40 Main St N N/A N/A 11,804 $1,300,000 $1,000,000 $84 59 days 4/17/26
364 Hoop Pole Hill Rd 5 3 3,450 $974,000 $975,000 $282 64 days 10/1/25
25 Curtiss Mdws 4 4 3,113 $974,900 $970,000 $311 167 days 12/9/25
35 Coach Light Dr 4 6 5,114 $925,000 $925,000 $180 36 days 4/16/26
52 Steeple View Ln 4 3 3,776 $895,000 $922,000 $244 90 days 4/1/26
99 Plumb Brook Rd 4 3 3,330 $849,900 $850,000 $255 108 days 6/3/26
84 Hurds Hill Rd 4 3 3,736 $875,000 $850,000 $227 195 days 10/29/25
77 Northgate Rd 4 3 2,519 $830,000 $825,000 $327 190 days 9/5/25
670 Main St N N/A 2 5,500 $899,900 $825,000 $150 271 days 3/18/26
148 Flanders Rd 3 4 3,082 $849,000 $810,000 $262 103 days 4/28/26
59 Davids Hill Rd 4 3 2,475 $759,900 $805,000 $325 52 days 8/7/25
6 Strong Field Rd 4 3 2,600 $799,900 $775,000 $298 107 days 11/13/25
3 Inwood Ln 4 4 3,330 $799,900 $765,000 $229 71 days 7/29/25
34 Hollow Rd 3 3 1,675 $765,000 $765,000 $456 109 days 9/29/25
393 Middle Road Tpke 4 4 3,280 $849,000 $765,000 $233 111 days 12/22/25
133 Hoop Pole Hill Rd 4 4 2,994 $779,995 $760,000 $253 73 days 8/15/25
54 Bear Run 4 3 2,849 $699,000 $750,000 $263 73 days 6/15/26
118 Good Hill Rd 4 3 3,196 $769,900 $750,000 $234 62 days 12/10/25
181 Railtree Hill Rd 4 4 3,726 $779,000 $750,000 $201 111 days 9/5/25
101 Railtree Hill Rd 4 3 3,341 $750,000 $740,000 $221 63 days 8/1/25
289 Main St S N/A 6 5,823 $898,000 $732,200 $125 132 days 3/27/26
432 Quassapaug Rd 4 4 2,980 $749,900 $725,000 $243 98 days 2/26/26
29 Lighthouse Rd 3 2 2,202 $575,000 $722,000 $327 64 days 8/22/25
58 Good Hill Rd 3 4 3,210 $699,000 $710,000 $221 111 days 7/7/26
19 Hillview Ln 3 4 3,749 $749,000 $707,000 $188 198 days 7/22/26
43 Mill Rd 3 3 2,073 $675,000 $705,000 $340 54 days 4/7/26
50 Elephant Rock Rd 3 2 1,248 $635,000 $670,000 $536 53 days 8/13/25
74 Middle Quarter Rd 4 3 2,874 $684,000 $665,000 $231 54 days 5/26/26
174 Weekeepeemee Rd 4 3 3,064 $675,000 $665,000 $217 105 days 1/16/26
38 Barnhill Rd 3 3 2,835 $675,000 $660,000 $232 150 days 2/5/26
13 Park Ln 3 3 2,264 $649,900 $650,000 $287 136 days 5/28/26
32 Plumb Brook Rd 3 3 2,252 $645,000 $640,000 $284 111 days 11/20/25
54 School St 3 2 2,148 $589,000 $625,000 $290 38 days 7/9/26
130 Grassy Hill Rd 3 3 2,124 $624,900 $615,000 $289 146 days 10/30/25
329 Weekeepeemee Rd 4 3 2,506 $624,900 $600,000 $239 232 days 12/4/25
36 Heritage Dr 3 3 2,032 $629,900 $600,000 $295 66 days 11/20/25
90 Railtree Hill Rd 3 2 2,772 $559,900 $595,000 $214 33 days 11/3/25
94 Old Town Farm Rd 6 3 4,245 $649,000 $592,750 $139 175 days 2/5/26
123 Cross Brook Rd 1 2 1,564 $585,000 $590,000 $377 87 days 6/17/26
18 Grey Fox Trl 3 3 1,873 $615,000 $585,000 $312 95 days 8/27/25
101 Plumb Brook Rd 3 2 1,922 $595,000 $580,000 $301 105 days 12/3/25
Average: 3.1 2.8 2,415 $595,811 $577,080 $249 100 days
Viewing 1 - 50 of 125
Viewing 1 - 50 of 125

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