Listings in 06762 - Fairfield County, Connecticut
Displaying 1 – 200 of 179 Real estate listings
North Benson Road 45
Middlebury, CT | Pending
Listed: Apr, 17, 2025
Price: $525,438
Living Area: 1,950 Sq. Ft.
Middlebury, CT | Pending
Listed: Apr, 17, 2025
Price: $525,438
Living Area: 1,950 Sq. Ft.
North Benson Road 62
Middlebury, CT | Pending
Listed: Feb, 05, 2026
Price: $545,400
Living Area: 2,206 Sq. Ft.
Middlebury, CT | Pending
Listed: Feb, 05, 2026
Price: $545,400
Living Area: 2,206 Sq. Ft.
North Benson Road 55
Middlebury, CT | Pending
Listed: Apr, 07, 2025
Price: $548,828
Living Area: 2,462 Sq. Ft.
Middlebury, CT | Pending
Listed: Apr, 07, 2025
Price: $548,828
Living Area: 2,462 Sq. Ft.
36 Highridge Road 36
Middlebury, CT | Pending
Listed: Mar, 30, 2026
Price: $585,000
Living Area: 1,997 Sq. Ft.
Middlebury, CT | Pending
Listed: Mar, 30, 2026
Price: $585,000
Living Area: 1,997 Sq. Ft.
North Benson Road 64
Middlebury, CT | Pending
Listed: Feb, 27, 2025
Price: $545,400
Living Area: 2,206 Sq. Ft.
Middlebury, CT | Pending
Listed: Feb, 27, 2025
Price: $545,400
Living Area: 2,206 Sq. Ft.
18 Deer Run Road
Middlebury, CT | Closed
Listed: May, 27, 2025
Price: $799,900
Living Area: 1,722 Sq. Ft.
Middlebury, CT | Closed
Listed: May, 27, 2025
Price: $799,900
Living Area: 1,722 Sq. Ft.
18 Freedom Road
Middlebury, CT | Closed
Listed: Apr, 06, 2026
Price: $479,000
Living Area: 1,492 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 06, 2026
Price: $479,000
Living Area: 1,492 Sq. Ft.
271 Shadduck Road
Middlebury, CT | Closed
Listed: Apr, 22, 2026
Price: $432,000
Living Area: 1,288 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 22, 2026
Price: $432,000
Living Area: 1,288 Sq. Ft.
1 Independence Circle 1
Middlebury, CT | Active Under Contract
Listed: May, 21, 2026
Price: $609,000
Living Area: 2,553 Sq. Ft.
Middlebury, CT | Active Under Contract
Listed: May, 21, 2026
Price: $609,000
Living Area: 2,553 Sq. Ft.
193 Ridgewood Drive 193
Middlebury, CT | Closed
Listed: Apr, 07, 2026
Price: $649,900
Living Area: 2,658 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 07, 2026
Price: $649,900
Living Area: 2,658 Sq. Ft.
372 Tucker Hill Road
Middlebury, CT | Active
Listed: Jun, 23, 2026
Price: $17,000
Living Area: 6,600 Sq. Ft.
Middlebury, CT | Active
Listed: Jun, 23, 2026
Price: $17,000
Living Area: 6,600 Sq. Ft.
3 Brookside Drive 3
Middlebury, CT | Active Under Contract
Listed: Dec, 27, 2025
Price: $599,900
Living Area: 2,950 Sq. Ft.
Middlebury, CT | Active Under Contract
Listed: Dec, 27, 2025
Price: $599,900
Living Area: 2,950 Sq. Ft.
420 Charcoal Avenue
Middlebury, CT | Active Under Contract
Listed: Apr, 20, 2026
Price: $485,000
Living Area: 1,575 Sq. Ft.
Middlebury, CT | Active Under Contract
Listed: Apr, 20, 2026
Price: $485,000
Living Area: 1,575 Sq. Ft.
North Benson Road 49
Middlebury, CT | Pending
Listed: May, 14, 2025
Price: $533,416
Living Area: 1,950 Sq. Ft.
Middlebury, CT | Pending
Listed: May, 14, 2025
Price: $533,416
Living Area: 1,950 Sq. Ft.
8 Deer Run Road
Middlebury, CT | Pending
Listed: Jun, 08, 2026
Price: $839,900
Living Area: 2,450 Sq. Ft.
Middlebury, CT | Pending
Listed: Jun, 08, 2026
Price: $839,900
Living Area: 2,450 Sq. Ft.
283 Whittemore Road
Middlebury, CT | Closed
Listed: Apr, 27, 2026
Price: $519,000
Living Area: 1,300 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 27, 2026
Price: $519,000
Living Area: 1,300 Sq. Ft.
408 Breakneck Hill Road
Middlebury, CT | Closed
Listed: Apr, 13, 2026
Price: $625,000
Living Area: 1,848 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 13, 2026
Price: $625,000
Living Area: 1,848 Sq. Ft.
397 White Deer Rock Road
Middlebury, CT | Active
Listed: May, 01, 2026
Price: $2,195,000
Living Area: 3,363 Sq. Ft.
Middlebury, CT | Active
Listed: May, 01, 2026
Price: $2,195,000
Living Area: 3,363 Sq. Ft.
North Benson Road 57
Middlebury, CT | Pending
Listed: Dec, 15, 2025
Price: $561,271
Living Area: 2,206 Sq. Ft.
Middlebury, CT | Pending
Listed: Dec, 15, 2025
Price: $561,271
Living Area: 2,206 Sq. Ft.
346 Middlebury Road
Middlebury, CT | Closed
Listed: Jan, 19, 2026
Price: $3,000
Living Area: 1,286 Sq. Ft.
Middlebury, CT | Closed
Listed: Jan, 19, 2026
Price: $3,000
Living Area: 1,286 Sq. Ft.
637 Watertown Road
Middlebury, CT | Closed
Listed: Dec, 19, 2025
Price: $450,000
Living Area: 1,918 Sq. Ft.
Middlebury, CT | Closed
Listed: Dec, 19, 2025
Price: $450,000
Living Area: 1,918 Sq. Ft.
771 Watertown Road
Middlebury, CT | Closed
Listed: Mar, 25, 2026
Price: $3,850
Living Area: 3,079 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 25, 2026
Price: $3,850
Living Area: 3,079 Sq. Ft.
1140 Southford Road
Middlebury, CT | Active
Listed: Mar, 28, 2026
Price: $399,000
Living Area: 0 Sq. Ft.
Middlebury, CT | Active
Listed: Mar, 28, 2026
Price: $399,000
Living Area: 0 Sq. Ft.
75B Gleneagle Road, Middlebury, CT 06762
Middlebury, CT | Expired
Listed: Jan, 16, 2019
Price: $899,900
Living Area: 3,600 Sq. Ft.
Middlebury, CT | Expired
Listed: Jan, 16, 2019
Price: $899,900
Living Area: 3,600 Sq. Ft.
24 Hunting Ridge (lot 9) Road
Middlebury, CT | Closed
Listed: Jan, 12, 2024
Price: $175,900
Living Area: 0 Sq. Ft.
Middlebury, CT | Closed
Listed: Jan, 12, 2024
Price: $175,900
Living Area: 0 Sq. Ft.
185 Porter Avenue
Middlebury, CT | Closed
Listed: Jul, 26, 2024
Price: $331,900
Living Area: 1,218 Sq. Ft.
Middlebury, CT | Closed
Listed: Jul, 26, 2024
Price: $331,900
Living Area: 1,218 Sq. Ft.
48 Steinmann Avenue
Middlebury, CT | Closed
Listed: Aug, 22, 2024
Price: $469,900
Living Area: 1,730 Sq. Ft.
Middlebury, CT | Closed
Listed: Aug, 22, 2024
Price: $469,900
Living Area: 1,730 Sq. Ft.
185 Curtis Farms Road
Middlebury, CT | Closed
Listed: Jul, 18, 2024
Price: $560,000
Living Area: 2,240 Sq. Ft.
Middlebury, CT | Closed
Listed: Jul, 18, 2024
Price: $560,000
Living Area: 2,240 Sq. Ft.
North Benson Road 41
Middlebury, CT | Closed
Listed: Nov, 22, 2024
Price: $541,566
Living Area: 2,206 Sq. Ft.
Middlebury, CT | Closed
Listed: Nov, 22, 2024
Price: $541,566
Living Area: 2,206 Sq. Ft.
695 Whittemore Road
Middlebury, CT | Closed
Listed: Apr, 19, 2024
Price: $629,000
Living Area: 2,813 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 19, 2024
Price: $629,000
Living Area: 2,813 Sq. Ft.
31 Stony Brook Road
Middlebury, CT | Closed
Listed: Aug, 17, 2024
Price: $459,900
Living Area: 2,002 Sq. Ft.
Middlebury, CT | Closed
Listed: Aug, 17, 2024
Price: $459,900
Living Area: 2,002 Sq. Ft.
340 Burr Hall Road
Middlebury, CT | Closed
Listed: Dec, 01, 2024
Price: $829,900
Living Area: 3,197 Sq. Ft.
Middlebury, CT | Closed
Listed: Dec, 01, 2024
Price: $829,900
Living Area: 3,197 Sq. Ft.
409 Chestnut Circle 79
Middlebury, CT | Closed
Listed: Oct, 14, 2024
Price: $699,900
Living Area: 2,292 Sq. Ft.
Middlebury, CT | Closed
Listed: Oct, 14, 2024
Price: $699,900
Living Area: 2,292 Sq. Ft.
90 Saint Joseph Avenue
Middlebury, CT | Closed
Listed: Jul, 19, 2024
Price: $425,000
Living Area: 1,717 Sq. Ft.
Middlebury, CT | Closed
Listed: Jul, 19, 2024
Price: $425,000
Living Area: 1,717 Sq. Ft.
106 Glenwood Avenue
Middlebury, CT | Closed
Listed: Mar, 07, 2024
Price: $445,000
Living Area: 1,724 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 07, 2024
Price: $445,000
Living Area: 1,724 Sq. Ft.
13 Independence Circle
Middlebury, CT | Closed
Listed: Mar, 31, 2024
Price: $725,000
Living Area: 3,600 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 31, 2024
Price: $725,000
Living Area: 3,600 Sq. Ft.
615 Long Meadow Road
Middlebury, CT | Closed
Listed: Apr, 18, 2024
Price: $425,000
Living Area: 1,132 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 18, 2024
Price: $425,000
Living Area: 1,132 Sq. Ft.
94 Porter Hill Road
Middlebury, CT | Closed
Listed: Jan, 02, 2024
Price: $1,360,000
Living Area: 4,510 Sq. Ft.
Middlebury, CT | Closed
Listed: Jan, 02, 2024
Price: $1,360,000
Living Area: 4,510 Sq. Ft.
1418 Straits Tpke Streets
Middlebury, CT | Closed
Listed: Jan, 16, 2024
Price: $367,000
Living Area: 3,371 Sq. Ft.
Middlebury, CT | Closed
Listed: Jan, 16, 2024
Price: $367,000
Living Area: 3,371 Sq. Ft.
28 Hunting Ridge Road
Middlebury, CT | Active
Listed: Mar, 10, 2025
Price: $759,900
Living Area: 2,704 Sq. Ft.
Middlebury, CT | Active
Listed: Mar, 10, 2025
Price: $759,900
Living Area: 2,704 Sq. Ft.
84 Munson Road
Middlebury, CT | Closed
Listed: Dec, 29, 2025
Price: $689,000
Living Area: 3,254 Sq. Ft.
Middlebury, CT | Closed
Listed: Dec, 29, 2025
Price: $689,000
Living Area: 3,254 Sq. Ft.
245 Upper Whittemore Road
Middlebury, CT | Closed
Listed: Apr, 16, 2026
Price: $815,000
Living Area: 2,990 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 16, 2026
Price: $815,000
Living Area: 2,990 Sq. Ft.
321 Artillery Road
Middlebury, CT | Active Under Contract
Listed: Feb, 25, 2026
Price: $699,990
Living Area: 3,300 Sq. Ft.
Middlebury, CT | Active Under Contract
Listed: Feb, 25, 2026
Price: $699,990
Living Area: 3,300 Sq. Ft.
70 Pine Hollow Drive
Middlebury, CT | Active
Listed: Jun, 19, 2026
Price: $669,000
Living Area: 2,734 Sq. Ft.
Middlebury, CT | Active
Listed: Jun, 19, 2026
Price: $669,000
Living Area: 2,734 Sq. Ft.
24 Ridgewood Drive 24
Middlebury, CT | Closed
Listed: Jan, 05, 2026
Price: $554,000
Living Area: 2,403 Sq. Ft.
Middlebury, CT | Closed
Listed: Jan, 05, 2026
Price: $554,000
Living Area: 2,403 Sq. Ft.
24 Highridge Road 24
Middlebury, CT | Closed
Listed: Apr, 22, 2026
Price: $560,000
Living Area: 1,802 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 22, 2026
Price: $560,000
Living Area: 1,802 Sq. Ft.
80 Anawan Avenue
Middlebury, CT | Closed
Listed: May, 13, 2026
Price: $529,900
Living Area: 1,962 Sq. Ft.
Middlebury, CT | Closed
Listed: May, 13, 2026
Price: $529,900
Living Area: 1,962 Sq. Ft.
2 Arrowwood Court 2
Middlebury, CT | Pending
Listed: Apr, 13, 2026
Price: $599,900
Living Area: 2,256 Sq. Ft.
Middlebury, CT | Pending
Listed: Apr, 13, 2026
Price: $599,900
Living Area: 2,256 Sq. Ft.
66 Artillery Road
Middlebury, CT | Pending
Listed: Apr, 13, 2026
Price: $585,000
Living Area: 2,691 Sq. Ft.
Middlebury, CT | Pending
Listed: Apr, 13, 2026
Price: $585,000
Living Area: 2,691 Sq. Ft.
301 Steinmann Avenue
Middlebury, CT | Closed
Listed: Apr, 26, 2026
Price: $409,900
Living Area: 1,572 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 26, 2026
Price: $409,900
Living Area: 1,572 Sq. Ft.
213 Acme Drive
Middlebury, CT | Coming Soon
Listed: Jul, 06, 2026
Price: $515,000
Living Area: 1,833 Sq. Ft.
Middlebury, CT | Coming Soon
Listed: Jul, 06, 2026
Price: $515,000
Living Area: 1,833 Sq. Ft.
North Benson Road 60
Middlebury, CT | Pending
Listed: Nov, 04, 2025
Price: $573,584
Living Area: 2,206 Sq. Ft.
Middlebury, CT | Pending
Listed: Nov, 04, 2025
Price: $573,584
Living Area: 2,206 Sq. Ft.
North Benson Road 46
Middlebury, CT | Pending
Listed: May, 19, 2025
Price: $522,128
Living Area: 1,950 Sq. Ft.
Middlebury, CT | Pending
Listed: May, 19, 2025
Price: $522,128
Living Area: 1,950 Sq. Ft.
288 Watertown Road Lot 5
Middlebury, CT | Closed
Listed: Oct, 08, 2024
Price: $200,000
Living Area: 2,376 Sq. Ft.
Middlebury, CT | Closed
Listed: Oct, 08, 2024
Price: $200,000
Living Area: 2,376 Sq. Ft.
15 Hunting Ridge Road
Middlebury, CT | Active
Listed: Mar, 12, 2025
Price: $834,900
Living Area: 1,722 Sq. Ft.
Middlebury, CT | Active
Listed: Mar, 12, 2025
Price: $834,900
Living Area: 1,722 Sq. Ft.
20 Hunting Ridge Road
Middlebury, CT | Active
Listed: Mar, 17, 2026
Price: $774,900
Living Area: 1,877 Sq. Ft.
Middlebury, CT | Active
Listed: Mar, 17, 2026
Price: $774,900
Living Area: 1,877 Sq. Ft.
19 Deer Run Road
Middlebury, CT | Pending
Listed: Mar, 31, 2026
Price: $900,000
Living Area: 3,100 Sq. Ft.
Middlebury, CT | Pending
Listed: Mar, 31, 2026
Price: $900,000
Living Area: 3,100 Sq. Ft.
North Benson Road 52
Middlebury, CT | Pending
Listed: May, 31, 2025
Price: $560,753
Living Area: 2,206 Sq. Ft.
Middlebury, CT | Pending
Listed: May, 31, 2025
Price: $560,753
Living Area: 2,206 Sq. Ft.
North Benson Road 44
Middlebury, CT | Pending
Listed: Jul, 08, 2025
Price: $555,888
Living Area: 2,252 Sq. Ft.
Middlebury, CT | Pending
Listed: Jul, 08, 2025
Price: $555,888
Living Area: 2,252 Sq. Ft.
200 North Farm Road
Middlebury, CT | Closed
Listed: Mar, 30, 2026
Price: $750,000
Living Area: 3,360 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 30, 2026
Price: $750,000
Living Area: 3,360 Sq. Ft.
North Benson Road 65
Middlebury, CT | Pending
Listed: May, 20, 2026
Price: $573,572
Living Area: 2,206 Sq. Ft.
Middlebury, CT | Pending
Listed: May, 20, 2026
Price: $573,572
Living Area: 2,206 Sq. Ft.
75 Gleneagle Road
Middlebury, CT | Active
Listed: Feb, 04, 2026
Price: $249,900
Living Area: 0 Sq. Ft.
Middlebury, CT | Active
Listed: Feb, 04, 2026
Price: $249,900
Living Area: 0 Sq. Ft.
192 Breakneck Hill Road
Middlebury, CT | Closed
Listed: Apr, 12, 2026
Price: $427,000
Living Area: 1,422 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 12, 2026
Price: $427,000
Living Area: 1,422 Sq. Ft.
111 North Street
Middlebury, CT | Active
Listed: Jun, 01, 2026
Price: $3,400
Living Area: 2,245 Sq. Ft.
Middlebury, CT | Active
Listed: Jun, 01, 2026
Price: $3,400
Living Area: 2,245 Sq. Ft.
314 Porter Avenue
Middlebury, CT | Closed
Listed: Mar, 25, 2026
Price: $349,900
Living Area: 1,440 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 25, 2026
Price: $349,900
Living Area: 1,440 Sq. Ft.
27 Winding Trail 27
Middlebury, CT | Closed
Listed: Oct, 17, 2025
Price: $565,000
Living Area: 2,130 Sq. Ft.
Middlebury, CT | Closed
Listed: Oct, 17, 2025
Price: $565,000
Living Area: 2,130 Sq. Ft.
North Benson Road 37
Middlebury, CT | Closed
Listed: Nov, 05, 2024
Price: $509,900
Living Area: 1,950 Sq. Ft.
Middlebury, CT | Closed
Listed: Nov, 05, 2024
Price: $509,900
Living Area: 1,950 Sq. Ft.
129 Periwinkle Drive 129
Middlebury, CT | Closed
Listed: Mar, 15, 2025
Price: $649,500
Living Area: 2,476 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 15, 2025
Price: $649,500
Living Area: 2,476 Sq. Ft.
11 Hunting Ridge Road
Middlebury, CT | Closed
Listed: Oct, 21, 2024
Price: $799,900
Living Area: 2,700 Sq. Ft.
Middlebury, CT | Closed
Listed: Oct, 21, 2024
Price: $799,900
Living Area: 2,700 Sq. Ft.
26 Hunting Ridge (lot 8) Road
Middlebury, CT | Closed
Listed: Jan, 12, 2024
Price: $175,900
Living Area: 0 Sq. Ft.
Middlebury, CT | Closed
Listed: Jan, 12, 2024
Price: $175,900
Living Area: 0 Sq. Ft.
19 (lot 5) Hunting Ridge Road
Middlebury, CT | Closed
Listed: Mar, 20, 2024
Price: $199,900
Living Area: 0 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 20, 2024
Price: $199,900
Living Area: 0 Sq. Ft.
23 Hunting Ridge Road
Middlebury, CT | Closed
Listed: Mar, 14, 2024
Price: $799,900
Living Area: 2,704 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 14, 2024
Price: $799,900
Living Area: 2,704 Sq. Ft.
7 Foster Street
Middlebury, CT | Closed
Listed: Feb, 01, 2024
Price: $328,900
Living Area: 724 Sq. Ft.
Middlebury, CT | Closed
Listed: Feb, 01, 2024
Price: $328,900
Living Area: 724 Sq. Ft.
15 Brookside Drive 72
Middlebury, CT | Closed
Listed: Apr, 01, 2024
Price: $595,000
Living Area: 2,328 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 01, 2024
Price: $595,000
Living Area: 2,328 Sq. Ft.
326 Lake Shore Drive
Middlebury, CT | Closed
Listed: Oct, 31, 2024
Price: $300,000
Living Area: 1,568 Sq. Ft.
Middlebury, CT | Closed
Listed: Oct, 31, 2024
Price: $300,000
Living Area: 1,568 Sq. Ft.
North Benson Road 36
Middlebury, CT | Closed
Listed: Nov, 05, 2024
Price: $499,900
Living Area: 1,950 Sq. Ft.
Middlebury, CT | Closed
Listed: Nov, 05, 2024
Price: $499,900
Living Area: 1,950 Sq. Ft.
North Benson Road 38
Middlebury, CT | Closed
Listed: Dec, 13, 2024
Price: $511,000
Living Area: 1,950 Sq. Ft.
Middlebury, CT | Closed
Listed: Dec, 13, 2024
Price: $511,000
Living Area: 1,950 Sq. Ft.
44 Middlebury Terrace
Middlebury, CT | Closed
Listed: Apr, 12, 2024
Price: $430,000
Living Area: 1,229 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 12, 2024
Price: $430,000
Living Area: 1,229 Sq. Ft.
294 Porter Avenue
Middlebury, CT | Closed
Listed: May, 29, 2024
Price: $340,000
Living Area: 1,109 Sq. Ft.
Middlebury, CT | Closed
Listed: May, 29, 2024
Price: $340,000
Living Area: 1,109 Sq. Ft.
40 Winthrop Drive
Middlebury, CT | Closed
Listed: May, 24, 2024
Price: $1,799,900
Living Area: 4,954 Sq. Ft.
Middlebury, CT | Closed
Listed: May, 24, 2024
Price: $1,799,900
Living Area: 4,954 Sq. Ft.
28 Maple Drive
Middlebury, CT | Closed
Listed: Jan, 28, 2025
Price: $449,000
Living Area: 1,596 Sq. Ft.
Middlebury, CT | Closed
Listed: Jan, 28, 2025
Price: $449,000
Living Area: 1,596 Sq. Ft.
6 Colonial Court 6
Middlebury, CT | Closed
Listed: Sep, 13, 2024
Price: $689,000
Living Area: 2,950 Sq. Ft.
Middlebury, CT | Closed
Listed: Sep, 13, 2024
Price: $689,000
Living Area: 2,950 Sq. Ft.
11 Upper Whittemore Road
Middlebury, CT | Closed
Listed: Oct, 27, 2025
Price: $459,000
Living Area: 1,120 Sq. Ft.
Middlebury, CT | Closed
Listed: Oct, 27, 2025
Price: $459,000
Living Area: 1,120 Sq. Ft.
135 Washington Drive
Middlebury, CT | Closed
Listed: Oct, 01, 2024
Price: $72,000
Living Area: 0 Sq. Ft.
Middlebury, CT | Closed
Listed: Oct, 01, 2024
Price: $72,000
Living Area: 0 Sq. Ft.
107 Periwinkle Drive 107
Middlebury, CT | Closed
Listed: Nov, 12, 2024
Price: $599,900
Living Area: 2,476 Sq. Ft.
Middlebury, CT | Closed
Listed: Nov, 12, 2024
Price: $599,900
Living Area: 2,476 Sq. Ft.
17 Deer Run Road
Middlebury, CT | Closed
Listed: Mar, 10, 2025
Price: $759,900
Living Area: 2,704 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 10, 2025
Price: $759,900
Living Area: 2,704 Sq. Ft.
North Benson Road 51
Middlebury, CT | Pending
Listed: Aug, 06, 2025
Price: $523,920
Living Area: 1,950 Sq. Ft.
Middlebury, CT | Pending
Listed: Aug, 06, 2025
Price: $523,920
Living Area: 1,950 Sq. Ft.
North Benson Road 50
Middlebury, CT | Pending
Listed: Aug, 12, 2025
Price: $509,900
Living Area: 1,950 Sq. Ft.
Middlebury, CT | Pending
Listed: Aug, 12, 2025
Price: $509,900
Living Area: 1,950 Sq. Ft.
North Benson Road 47
Middlebury, CT | Active Under Contract
Listed: May, 29, 2025
Price: $509,900
Living Area: 2,206 Sq. Ft.
Middlebury, CT | Active Under Contract
Listed: May, 29, 2025
Price: $509,900
Living Area: 2,206 Sq. Ft.
566 Benson Road
Middlebury, CT | Active Under Contract
Listed: Jun, 20, 2026
Price: $480,000
Living Area: 2,020 Sq. Ft.
Middlebury, CT | Active Under Contract
Listed: Jun, 20, 2026
Price: $480,000
Living Area: 2,020 Sq. Ft.
25 Avalon Drive
Middlebury, CT | Active
Listed: Jun, 17, 2026
Price: $879,900
Living Area: 3,494 Sq. Ft.
Middlebury, CT | Active
Listed: Jun, 17, 2026
Price: $879,900
Living Area: 3,494 Sq. Ft.
15 Central Road
Middlebury, CT | Closed
Listed: Apr, 28, 2026
Price: $694,900
Living Area: 2,870 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 28, 2026
Price: $694,900
Living Area: 2,870 Sq. Ft.
Lot 41 Somerset Drive
Middlebury, CT | Pending
Listed: Mar, 13, 2026
Price: $939,000
Living Area: 2,878 Sq. Ft.
Middlebury, CT | Pending
Listed: Mar, 13, 2026
Price: $939,000
Living Area: 2,878 Sq. Ft.
52A Gleneagle Road, Middlebury, CT 06762
Middlebury, CT | Expired
Listed: Jan, 16, 2019
Price: $759,900
Living Area: 3,100 Sq. Ft.
Middlebury, CT | Expired
Listed: Jan, 16, 2019
Price: $759,900
Living Area: 3,100 Sq. Ft.
75A Gleneagle Road, Middlebury, CT 06762
Middlebury, CT | Expired
Listed: Jan, 16, 2019
Price: $849,900
Living Area: 3,216 Sq. Ft.
Middlebury, CT | Expired
Listed: Jan, 16, 2019
Price: $849,900
Living Area: 3,216 Sq. Ft.
72 E Farms Road, Middlebury, CT 06762
Middlebury, CT | Expired
Listed: Jul, 09, 2019
Price: $995,000
Living Area: 9,080 Sq. Ft.
Middlebury, CT | Expired
Listed: Jul, 09, 2019
Price: $995,000
Living Area: 9,080 Sq. Ft.
54 Falcon Crest Road, Middlebury, CT 06762
Middlebury, CT | Canceled
Listed: Apr, 14, 2005
Price: $1,479,000
Living Area: 6,000 Sq. Ft.
Middlebury, CT | Canceled
Listed: Apr, 14, 2005
Price: $1,479,000
Living Area: 6,000 Sq. Ft.
59 E Farm Road, Middlebury, CT 06762
Middlebury, CT | Canceled
Listed: Oct, 31, 2005
Price: $1,995,000
Living Area: 6,048 Sq. Ft.
Middlebury, CT | Canceled
Listed: Oct, 31, 2005
Price: $1,995,000
Living Area: 6,048 Sq. Ft.
54 Falcon Crest Road, Middlebury, CT 06762
Middlebury, CT | Expired
Listed: Apr, 20, 2006
Price: $1,479,000
Living Area: 6,000 Sq. Ft.
Middlebury, CT | Expired
Listed: Apr, 20, 2006
Price: $1,479,000
Living Area: 6,000 Sq. Ft.
59 E Farm Road, Middlebury, CT 06762
Middlebury, CT | Expired
Listed: Apr, 20, 2006
Price: $1,995,000
Living Area: 6,049 Sq. Ft.
Middlebury, CT | Expired
Listed: Apr, 20, 2006
Price: $1,995,000
Living Area: 6,049 Sq. Ft.
863 Whittemore Road
Middlebury, CT | Closed
Listed: May, 03, 2026
Price: $399,900
Living Area: 1,176 Sq. Ft.
Middlebury, CT | Closed
Listed: May, 03, 2026
Price: $399,900
Living Area: 1,176 Sq. Ft.
10 Old Waterbury Road 3
Middlebury, CT | Closed
Listed: May, 14, 2026
Price: $1,050
Living Area: 450 Sq. Ft.
Middlebury, CT | Closed
Listed: May, 14, 2026
Price: $1,050
Living Area: 450 Sq. Ft.
10 Old Waterbury Road 1
Middlebury, CT | Active
Listed: Jul, 01, 2026
Price: $1,300
Living Area: 500 Sq. Ft.
Middlebury, CT | Active
Listed: Jul, 01, 2026
Price: $1,300
Living Area: 500 Sq. Ft.
700 Watertown Road
Middlebury, CT | Active
Listed: Jun, 16, 2026
Price: $615,000
Living Area: 2,528 Sq. Ft.
Middlebury, CT | Active
Listed: Jun, 16, 2026
Price: $615,000
Living Area: 2,528 Sq. Ft.
North Benson Road 66
Middlebury, CT | Pending
Listed: Jul, 01, 2026
Price: $562,350
Living Area: 1,950 Sq. Ft.
Middlebury, CT | Pending
Listed: Jul, 01, 2026
Price: $562,350
Living Area: 1,950 Sq. Ft.
168 North Farm Road
Middlebury, CT | Active Under Contract
Listed: Jun, 06, 2026
Price: $729,900
Living Area: 3,302 Sq. Ft.
Middlebury, CT | Active Under Contract
Listed: Jun, 06, 2026
Price: $729,900
Living Area: 3,302 Sq. Ft.
1404 West Street
Middlebury, CT | Active
Listed: Jul, 01, 2026
Price: $2,300
Living Area: 845 Sq. Ft.
Middlebury, CT | Active
Listed: Jul, 01, 2026
Price: $2,300
Living Area: 845 Sq. Ft.
443 Benson Road
Middlebury, CT | Active
Listed: May, 28, 2026
Price: $3,000
Living Area: 1,766 Sq. Ft.
Middlebury, CT | Active
Listed: May, 28, 2026
Price: $3,000
Living Area: 1,766 Sq. Ft.
64 Watertown Road
Middlebury, CT | Closed
Listed: Apr, 13, 2026
Price: $759,900
Living Area: 2,834 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 13, 2026
Price: $759,900
Living Area: 2,834 Sq. Ft.
36 Independence Circle
Middlebury, CT | Pending
Listed: Jun, 18, 2026
Price: $650,000
Living Area: 3,512 Sq. Ft.
Middlebury, CT | Pending
Listed: Jun, 18, 2026
Price: $650,000
Living Area: 3,512 Sq. Ft.
555 Whittemore Road
Middlebury, CT | Active
Listed: Jun, 04, 2026
Price: $449,000
Living Area: 1,855 Sq. Ft.
Middlebury, CT | Active
Listed: Jun, 04, 2026
Price: $449,000
Living Area: 1,855 Sq. Ft.
122 Crest Road
Middlebury, CT | Closed
Listed: Apr, 19, 2026
Price: $825,000
Living Area: 3,253 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 19, 2026
Price: $825,000
Living Area: 3,253 Sq. Ft.
3 Pine Ridge 23
Middlebury, CT | Pending
Listed: Mar, 24, 2025
Price: $721,000
Living Area: 2,290 Sq. Ft.
Middlebury, CT | Pending
Listed: Mar, 24, 2025
Price: $721,000
Living Area: 2,290 Sq. Ft.
6 Deer Run Road
Middlebury, CT | Active
Listed: Sep, 23, 2025
Price: $849,900
Living Area: 1,722 Sq. Ft.
Middlebury, CT | Active
Listed: Sep, 23, 2025
Price: $849,900
Living Area: 1,722 Sq. Ft.
35 Nutmeg Road Apt D1
Middlebury, CT | Closed
Listed: Jan, 26, 2026
Price: $229,000
Living Area: 889 Sq. Ft.
Middlebury, CT | Closed
Listed: Jan, 26, 2026
Price: $229,000
Living Area: 889 Sq. Ft.
292 Park Rd Extension
Middlebury, CT | Closed
Listed: Dec, 13, 2025
Price: $574,900
Living Area: 1,924 Sq. Ft.
Middlebury, CT | Closed
Listed: Dec, 13, 2025
Price: $574,900
Living Area: 1,924 Sq. Ft.
366 Charcoal Avenue
Middlebury, CT | Closed
Listed: Mar, 15, 2026
Price: $750,000
Living Area: 3,198 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 15, 2026
Price: $750,000
Living Area: 3,198 Sq. Ft.
38 East Ridge Drive
Middlebury, CT | Closed
Listed: Mar, 21, 2026
Price: $509,900
Living Area: 1,340 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 21, 2026
Price: $509,900
Living Area: 1,340 Sq. Ft.
428 Breakneck Hill Road
Middlebury, CT | Closed
Listed: Feb, 22, 2026
Price: $599,900
Living Area: 1,749 Sq. Ft.
Middlebury, CT | Closed
Listed: Feb, 22, 2026
Price: $599,900
Living Area: 1,749 Sq. Ft.
390 Middlebury Road 3
Middlebury, CT | Active
Listed: Mar, 30, 2026
Price: $119,900
Living Area: 850 Sq. Ft.
Middlebury, CT | Active
Listed: Mar, 30, 2026
Price: $119,900
Living Area: 850 Sq. Ft.
818 Middlebury Road
Middlebury, CT | Active Under Contract
Listed: May, 22, 2026
Price: $385,000
Living Area: 1,489 Sq. Ft.
Middlebury, CT | Active Under Contract
Listed: May, 22, 2026
Price: $385,000
Living Area: 1,489 Sq. Ft.
103 Periwinkle Drive 103
Middlebury, CT | Closed
Listed: Jan, 24, 2024
Price: $599,900
Living Area: 2,982 Sq. Ft.
Middlebury, CT | Closed
Listed: Jan, 24, 2024
Price: $599,900
Living Area: 2,982 Sq. Ft.
46 Sandy Beach Road 6
Middlebury, CT | Closed
Listed: Jan, 07, 2024
Price: $339,900
Living Area: 784 Sq. Ft.
Middlebury, CT | Closed
Listed: Jan, 07, 2024
Price: $339,900
Living Area: 784 Sq. Ft.
43 Christian Road
Middlebury, CT | Closed
Listed: Jan, 22, 2024
Price: $419,000
Living Area: 1,532 Sq. Ft.
Middlebury, CT | Closed
Listed: Jan, 22, 2024
Price: $419,000
Living Area: 1,532 Sq. Ft.
73 Yale Avenue
Middlebury, CT | Closed
Listed: Oct, 28, 2025
Price: $334,900
Living Area: 1,099 Sq. Ft.
Middlebury, CT | Closed
Listed: Oct, 28, 2025
Price: $334,900
Living Area: 1,099 Sq. Ft.
192 Porter Avenue
Middlebury, CT | Closed
Listed: Apr, 01, 2024
Price: $425,000
Living Area: 1,288 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 01, 2024
Price: $425,000
Living Area: 1,288 Sq. Ft.
15 Chatham Court 15
Middlebury, CT | Closed
Listed: Mar, 20, 2024
Price: $669,900
Living Area: 2,950 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 20, 2024
Price: $669,900
Living Area: 2,950 Sq. Ft.
213 Steinmann Avenue
Middlebury, CT | Closed
Listed: Jul, 30, 2024
Price: $479,000
Living Area: 2,492 Sq. Ft.
Middlebury, CT | Closed
Listed: Jul, 30, 2024
Price: $479,000
Living Area: 2,492 Sq. Ft.
25 Avalon Drive
Middlebury, CT | Closed
Listed: May, 13, 2024
Price: $800,000
Living Area: 3,494 Sq. Ft.
Middlebury, CT | Closed
Listed: May, 13, 2024
Price: $800,000
Living Area: 3,494 Sq. Ft.
115 Periwinkle Drive 115
Middlebury, CT | Closed
Listed: Oct, 07, 2024
Price: $625,000
Living Area: 2,476 Sq. Ft.
Middlebury, CT | Closed
Listed: Oct, 07, 2024
Price: $625,000
Living Area: 2,476 Sq. Ft.
7 Highridge Road 7
Middlebury, CT | Closed
Listed: Mar, 03, 2025
Price: $589,500
Living Area: 1,600 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 03, 2025
Price: $589,500
Living Area: 1,600 Sq. Ft.
203 Lake Shore Drive
Middlebury, CT | Closed
Listed: Apr, 23, 2025
Price: $375,000
Living Area: 864 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 23, 2025
Price: $375,000
Living Area: 864 Sq. Ft.
460 Lake Shore Drive
Middlebury, CT | Closed
Listed: Feb, 04, 2025
Price: $418,900
Living Area: 1,088 Sq. Ft.
Middlebury, CT | Closed
Listed: Feb, 04, 2025
Price: $418,900
Living Area: 1,088 Sq. Ft.
405 Chestnut Circle 77
Middlebury, CT | Closed
Listed: Jan, 28, 2025
Price: $649,500
Living Area: 2,292 Sq. Ft.
Middlebury, CT | Closed
Listed: Jan, 28, 2025
Price: $649,500
Living Area: 2,292 Sq. Ft.
89 Tyler Crossing
Middlebury, CT | Closed
Listed: Sep, 13, 2024
Price: $599,900
Living Area: 2,704 Sq. Ft.
Middlebury, CT | Closed
Listed: Sep, 13, 2024
Price: $599,900
Living Area: 2,704 Sq. Ft.
North Benson Road 35
Middlebury, CT | Closed
Listed: Jan, 23, 2025
Price: $591,251
Living Area: 2,923 Sq. Ft.
Middlebury, CT | Closed
Listed: Jan, 23, 2025
Price: $591,251
Living Area: 2,923 Sq. Ft.
183 Three Mile Hill Road
Middlebury, CT | Closed
Listed: Jun, 22, 2024
Price: $550,000
Living Area: 2,114 Sq. Ft.
Middlebury, CT | Closed
Listed: Jun, 22, 2024
Price: $550,000
Living Area: 2,114 Sq. Ft.
71 Acme Drive
Middlebury, CT | Closed
Listed: Mar, 08, 2024
Price: $479,000
Living Area: 1,630 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 08, 2024
Price: $479,000
Living Area: 1,630 Sq. Ft.
18 Hunting Ridge Road
Middlebury, CT | Closed
Listed: Jul, 18, 2024
Price: $799,900
Living Area: 2,700 Sq. Ft.
Middlebury, CT | Closed
Listed: Jul, 18, 2024
Price: $799,900
Living Area: 2,700 Sq. Ft.
117 Bronson Drive
Middlebury, CT | Closed
Listed: Jul, 24, 2024
Price: $599,900
Living Area: 2,522 Sq. Ft.
Middlebury, CT | Closed
Listed: Jul, 24, 2024
Price: $599,900
Living Area: 2,522 Sq. Ft.
150 Carriage Drive
Middlebury, CT | Closed
Listed: Jul, 26, 2024
Price: $589,000
Living Area: 2,492 Sq. Ft.
Middlebury, CT | Closed
Listed: Jul, 26, 2024
Price: $589,000
Living Area: 2,492 Sq. Ft.
828 Breakneck Hill Road
Middlebury, CT | Closed
Listed: Nov, 16, 2024
Price: $275,000
Living Area: 2,220 Sq. Ft.
Middlebury, CT | Closed
Listed: Nov, 16, 2024
Price: $275,000
Living Area: 2,220 Sq. Ft.
North Benson Road 40
Middlebury, CT | Closed
Listed: Jan, 05, 2025
Price: $509,300
Living Area: 1,950 Sq. Ft.
Middlebury, CT | Closed
Listed: Jan, 05, 2025
Price: $509,300
Living Area: 1,950 Sq. Ft.
138 Regan Road
Middlebury, CT | Closed
Listed: Jun, 01, 2024
Price: $379,025
Living Area: 1,713 Sq. Ft.
Middlebury, CT | Closed
Listed: Jun, 01, 2024
Price: $379,025
Living Area: 1,713 Sq. Ft.
23 Caveson Court 23
Middlebury, CT | Closed
Listed: Oct, 21, 2025
Price: $565,000
Living Area: 1,979 Sq. Ft.
Middlebury, CT | Closed
Listed: Oct, 21, 2025
Price: $565,000
Living Area: 1,979 Sq. Ft.
1252 Straits Turnpike
Middlebury, CT | Active
Listed: Jun, 10, 2026
Price: $299,900
Living Area: 1,848 Sq. Ft.
Middlebury, CT | Active
Listed: Jun, 10, 2026
Price: $299,900
Living Area: 1,848 Sq. Ft.
61 Sandy Hill Road
Middlebury, CT | Active
Listed: Jun, 14, 2026
Price: $529,900
Living Area: 1,811 Sq. Ft.
Middlebury, CT | Active
Listed: Jun, 14, 2026
Price: $529,900
Living Area: 1,811 Sq. Ft.
38 Avalon Drive
Middlebury, CT | Pending
Listed: Jun, 08, 2026
Price: $779,000
Living Area: 2,905 Sq. Ft.
Middlebury, CT | Pending
Listed: Jun, 08, 2026
Price: $779,000
Living Area: 2,905 Sq. Ft.
72 Ridgewood Drive 72
Middlebury, CT | Active Under Contract
Listed: May, 31, 2026
Price: $569,900
Living Area: 1,808 Sq. Ft.
Middlebury, CT | Active Under Contract
Listed: May, 31, 2026
Price: $569,900
Living Area: 1,808 Sq. Ft.
413 Watertown Road
Middlebury, CT | Active Under Contract
Listed: Jun, 24, 2026
Price: $485,000
Living Area: 2,251 Sq. Ft.
Middlebury, CT | Active Under Contract
Listed: Jun, 24, 2026
Price: $485,000
Living Area: 2,251 Sq. Ft.
Lots 12,13, 14 Mirey Dam Road
Middlebury, CT | Active
Listed: Feb, 08, 2026
Price: $699,900
Living Area: 0 Sq. Ft.
Middlebury, CT | Active
Listed: Feb, 08, 2026
Price: $699,900
Living Area: 0 Sq. Ft.
North Benson Road 53
Middlebury, CT | Pending
Listed: Apr, 07, 2025
Price: $519,900
Living Area: 1,950 Sq. Ft.
Middlebury, CT | Pending
Listed: Apr, 07, 2025
Price: $519,900
Living Area: 1,950 Sq. Ft.
10 Old Waterbury Road 3
Middlebury, CT | Closed
Listed: Mar, 10, 2026
Price: $1,050
Living Area: 550 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 10, 2026
Price: $1,050
Living Area: 550 Sq. Ft.
1 Independence Circle 1
Middlebury, CT | Active Under Contract
Listed: May, 21, 2026
Price: $609,000
Living Area: 2,553 Sq. Ft.
Middlebury, CT | Active Under Contract
Listed: May, 21, 2026
Price: $609,000
Living Area: 2,553 Sq. Ft.
40A Gleneagle Road, Middlebury, CT 06762
Middlebury, CT | Expired
Listed: Jan, 16, 2019
Price: $889,900
Living Area: 3,627 Sq. Ft.
Middlebury, CT | Expired
Listed: Jan, 16, 2019
Price: $889,900
Living Area: 3,627 Sq. Ft.
155 Sandy Hill Road, Middlebury, CT 06762
Middlebury, CT | Expired
Listed: Oct, 13, 2004
Price: $749,000
Living Area: 4,992 Sq. Ft.
Middlebury, CT | Expired
Listed: Oct, 13, 2004
Price: $749,000
Living Area: 4,992 Sq. Ft.
67 Abbott Farm Road, Middlebury, CT 06762
Middlebury, CT | Expired
Listed: Jul, 08, 2010
Price: $1,195,000
Living Area: 4,887 Sq. Ft.
Middlebury, CT | Expired
Listed: Jul, 08, 2010
Price: $1,195,000
Living Area: 4,887 Sq. Ft.
90 Fenn Road
Middlebury, CT | Active
Listed: Apr, 23, 2026
Price: $679,900
Living Area: 3,162 Sq. Ft.
Middlebury, CT | Active
Listed: Apr, 23, 2026
Price: $679,900
Living Area: 3,162 Sq. Ft.
775 South Street
Middlebury, CT | Active
Listed: Feb, 18, 2026
Price: $2,850,000
Living Area: 9,619 Sq. Ft.
Middlebury, CT | Active
Listed: Feb, 18, 2026
Price: $2,850,000
Living Area: 9,619 Sq. Ft.
3 Brookside Drive 3
Middlebury, CT | Active Under Contract
Listed: Dec, 27, 2025
Price: $599,900
Living Area: 2,950 Sq. Ft.
Middlebury, CT | Active Under Contract
Listed: Dec, 27, 2025
Price: $599,900
Living Area: 2,950 Sq. Ft.
80 Pine Hollow Drive
Middlebury, CT | Pending
Listed: Mar, 25, 2026
Price: $749,900
Living Area: 2,806 Sq. Ft.
Middlebury, CT | Pending
Listed: Mar, 25, 2026
Price: $749,900
Living Area: 2,806 Sq. Ft.
72 Carriage Drive
Middlebury, CT | Closed
Listed: Oct, 06, 2025
Price: $649,900
Living Area: 2,878 Sq. Ft.
Middlebury, CT | Closed
Listed: Oct, 06, 2025
Price: $649,900
Living Area: 2,878 Sq. Ft.
16 Winding Trail 16
Middlebury, CT | Closed
Listed: Mar, 04, 2026
Price: $625,000
Living Area: 2,646 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 04, 2026
Price: $625,000
Living Area: 2,646 Sq. Ft.
North Benson Road 56
Middlebury, CT | Pending
Listed: Jun, 22, 2026
Price: $572,000
Living Area: 2,206 Sq. Ft.
Middlebury, CT | Pending
Listed: Jun, 22, 2026
Price: $572,000
Living Area: 2,206 Sq. Ft.
1 Arrowwood Court 1
Middlebury, CT | Closed
Listed: Feb, 27, 2026
Price: $569,500
Living Area: 1,814 Sq. Ft.
Middlebury, CT | Closed
Listed: Feb, 27, 2026
Price: $569,500
Living Area: 1,814 Sq. Ft.
541 Benson Road
Middlebury, CT | Closed
Listed: Mar, 23, 2026
Price: $525,000
Living Area: 1,600 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 23, 2026
Price: $525,000
Living Area: 1,600 Sq. Ft.
24 Steinmann Avenue
Middlebury, CT | Closed
Listed: Feb, 21, 2024
Price: $425,000
Living Area: 1,110 Sq. Ft.
Middlebury, CT | Closed
Listed: Feb, 21, 2024
Price: $425,000
Living Area: 1,110 Sq. Ft.
North Benson Road 59
Middlebury, CT | Pending
Listed: Aug, 04, 2025
Price: $568,564
Living Area: 2,206 Sq. Ft.
Middlebury, CT | Pending
Listed: Aug, 04, 2025
Price: $568,564
Living Area: 2,206 Sq. Ft.
117 Crest Road
Middlebury, CT | Active
Listed: Jan, 05, 2026
Price: $750,000
Living Area: 2,543 Sq. Ft.
Middlebury, CT | Active
Listed: Jan, 05, 2026
Price: $750,000
Living Area: 2,543 Sq. Ft.
North Benson Road 48
Middlebury, CT | Pending
Listed: Sep, 24, 2025
Price: $603,780
Living Area: 2,706 Sq. Ft.
Middlebury, CT | Pending
Listed: Sep, 24, 2025
Price: $603,780
Living Area: 2,706 Sq. Ft.
10 Ridgewood Drive 10
Middlebury, CT | Active
Listed: Jun, 29, 2026
Price: $539,900
Living Area: 2,403 Sq. Ft.
Middlebury, CT | Active
Listed: Jun, 29, 2026
Price: $539,900
Living Area: 2,403 Sq. Ft.
851 South Street
Middlebury, CT | Closed
Listed: Apr, 15, 2026
Price: $950,000
Living Area: 3,301 Sq. Ft.
Middlebury, CT | Closed
Listed: Apr, 15, 2026
Price: $950,000
Living Area: 3,301 Sq. Ft.
286 Mirey Dam Road
Middlebury, CT | Pending
Listed: May, 29, 2026
Price: $975,000
Living Area: 4,451 Sq. Ft.
Middlebury, CT | Pending
Listed: May, 29, 2026
Price: $975,000
Living Area: 4,451 Sq. Ft.
152 Glenwood Avenue
Middlebury, CT | Closed
Listed: Dec, 26, 2025
Price: $224,900
Living Area: 1,085 Sq. Ft.
Middlebury, CT | Closed
Listed: Dec, 26, 2025
Price: $224,900
Living Area: 1,085 Sq. Ft.
10 Pelham Way 10
Middlebury, CT | Closed
Listed: May, 01, 2026
Price: $650,000
Living Area: 2,251 Sq. Ft.
Middlebury, CT | Closed
Listed: May, 01, 2026
Price: $650,000
Living Area: 2,251 Sq. Ft.
3 Winding Trail 3
Middlebury, CT | Active Under Contract
Listed: May, 23, 2026
Price: $559,900
Living Area: 2,403 Sq. Ft.
Middlebury, CT | Active Under Contract
Listed: May, 23, 2026
Price: $559,900
Living Area: 2,403 Sq. Ft.
223 Carriage Drive
Middlebury, CT | Closed
Listed: Mar, 19, 2026
Price: $674,900
Living Area: 2,176 Sq. Ft.
Middlebury, CT | Closed
Listed: Mar, 19, 2026
Price: $674,900
Living Area: 2,176 Sq. Ft.
178 Ridgewood Drive 178
Middlebury, CT | Closed
Listed: May, 23, 2026
Price: $639,900
Living Area: 1,814 Sq. Ft.
Middlebury, CT | Closed
Listed: May, 23, 2026
Price: $639,900
Living Area: 1,814 Sq. Ft.
