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 92 days
112 W Lake Rd Unit 112 2 2 1,197 $1,795,000 $1,499 85 days
55 Good Hill Rd 4 5 3,324 $1,790,000 $538 318 days
138 Minortown Rd 4 3 3,122 $1,600,000 $512 28 days
40 Ruffin Rd 4 3 2,732 $1,590,000 $581 86 days
819 Main St N 3 3 2,992 $1,450,000 $484 305 days
509 Weekeepeemee Rd 3 3 2,346 $1,395,000 $594 50 days
30 Hollow Rd 5 5 4,884 $1,395,000 $285 143 days
90 Sage Rd 4 5 3,968 $1,200,000 $302 18 days
Flanders Road N/A N/A N/A $1,150,000 Unknown 114 days
16 Gate Post Ln 4 4 4,491 $1,100,000 $244 57 days
245 Hoop Pole Hill Rd N/A N/A N/A $1,000,000 Unknown 57 days
27 Middle Quarter Rd 3 3 2,042 $999,900 $489 253 days
11 Pleasant St 4 3 2,926 $959,000 $327 40 days
96 Quail Run Rd 4 3 2,400 $895,000 $372 66 days
253 Bacon Pond Rd 4 3 2,283 $895,000 $392 130 days
385 Middle Road Tpke 4 3 2,394 $875,000 $365 15 days
132 Good Hill Rd 5 4 4,180 $875,000 $209 22 days
1917 Main St N 4 2 4,819 $850,000 $176 89 days
92 Minortown Rd 3 2 2,448 $819,000 $334 88 days
28 School St 4 4 2,708 $775,000 $286 120 days
62 Heritage Dr 4 3 3,223 $769,900 $238 78 days
31 Bethwood Ln 2 2 1,814 $765,000 $421 4 days
86 Quail Run Rd 3 3 2,060 $765,000 $371 137 days
201 Transylvania Rd 3 3 2,451 $699,900 $285 8 days
339 Main St S 4 3 3,700 $699,900 $189 156 days
61 Minortown Rd 3 3 2,081 $699,000 $335 10 days
126 Main St N 4 2 1,872 $699,000 $373 29 days
Cowles Rd N/A N/A N/A $675,000 Unknown 529 days
94 Quail Run Rd 3 3 2,081 $645,000 $309 137 days
13 Hillview Ln 2 3 2,773 $620,000 $223 32 days
137 & 141 Main St S 9 8 4,492 $600,000 $133 45 days
153 Old Sherman Hill Rd 3 2 1,658 $599,900 $361 33 days
348 Hoop Pole Hill Rd 4 3 2,972 $599,900 $201 58 days
323 Upper Grassy Hill 3 3 3,282 $589,000 $179 19 days
33 Hurds Hill Rd 5 3 4,130 $555,000 $134 2 days
25 Woodbury Hill, Unit 25 2 3 1,796 $549,900 $306 18 days
17 Woodbury Hill, Unit 17 2 3 1,673 $529,900 $316 107 days
50 Washington Rd 3 2 1,550 $519,000 $334 4 days
35 Woodbury Hill, Unit 35 2 3 1,796 $510,000 $283 39 days
110 Brushy Hill Rd 3 3 2,100 $499,999 $238 168 days
34 Pilgrim Trl 4 2 1,590 $420,000 $264 10 days
241 Hoop Pole Hill Rd 3 3 2,032 $415,000 $204 77 days
1545 Main St N N/A N/A N/A $400,000 Unknown 200 days
133 Painter Hill Rd N/A N/A N/A $395,000 Unknown 73 days
4 Alder Court, Unit 4 3 3 2,464 $349,500 $141 52 days
22 Woodbury Pl Unit 22 3 2 1,210 $329,900 $272 46 days
8 Woods Way Unit 8 3 3 1,467 $309,000 $210 23 days
47 Woods Way Unit 47 2 2 1,182 $299,900 $253 30 days
2 Shagbark Ln Unit 2 2 3 1,249 $294,500 $235 29 days
Average: 3.3 3.0 2,505 $764,305 $320 99 days
Viewing 1 - 50 of 58
Viewing 1 - 50 of 58
Address Beds Baths Living ft2 List Price Cost per ft2 DOM
524 Main St S N/A 1 11,227 $1,350,000 $120 168 days
523 Main St N 3 2 2,300 $990,000 $430 523 days
8 Curtiss Mdws 4 5 3,865 $874,900 $226 131 days
39 Hard Hill Rd 3 3 2,970 $695,000 $234 37 days
31 Mountain Rd 3 3 1,838 $679,900 $369 60 days
206 Minortown Rd 3 3 1,692 $575,000 $339 70 days
212 Upper Grassy Hill 3 2 1,241 $525,000 $423 52 days
9 Spring St 3 2 1,332 $398,000 $298 54 days
11 Lower Commons, Unit 11 2 3 1,432 $310,000 $216 72 days
10 Summit Court Unit 10 2 2 1,182 $258,000 $218 64 days
Average: 2.9 2.6 2,907 $665,580 $287 123 days
Viewing 1 - 10 of 10
Viewing 1 - 10 of 10
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
46 Grassy Hill Rd 4 4 3,480 $1,500,000 $1,275,000 $366 28 days 7/31/26
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
61 Silver Brook Ln 4 4 4,776 $1,069,900 $1,069,900 $224 70 days 7/31/26
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
557 Upper Grassy Hill 4 4 3,784 $895,000 $885,000 $233 120 days 7/30/26
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
17 Curtiss Rd 3 3 2,103 $819,900 $825,000 $392 40 days 8/31/26
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
6 Strong Field Rd 4 3 2,600 $799,900 $775,000 $298 107 days 11/13/25
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
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
17 Carriage Ln 5 4 3,607 $774,900 $740,000 $205 106 days 8/14/26
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
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
674 Middle Road Tpke 3 3 2,360 $675,000 $699,000 $296 39 days 7/28/26
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
207 Grassy Hill Rd 3 2 1,844 $599,000 $650,000 $352 59 days 8/3/26
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
20 Stagecoach Rd 4 3 2,157 $629,000 $635,000 $294 47 days 8/3/26
18 South St 4 3 2,880 $495,000 $629,000 $218 46 days 8/21/26
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
16 Cross Brook Rd 3 2 1,750 $649,900 $612,500 $350 91 days 8/20/26
30 Park Rd 3 4 2,479 $650,000 $605,000 $244 76 days 8/27/26
38 Grey Fox Trl 4 3 2,154 $579,000 $600,000 $278 50 days 8/31/26
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
Average: 3.1 2.8 2,331 $586,093 $568,331 $254 99 days
Viewing 1 - 50 of 133
Viewing 1 - 50 of 133

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