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Beds
Baths
Sq.Ft.
775 South Street
Middlebury, CT
851 South Street
Lot 41 Somerset Drive
19 Deer Run Road
245 Upper Whittemore Road
6 Deer Run Road
18 Deer Run Road
15 Hunting Ridge Road
64 Watertown Road
117 Crest Road
366 Charcoal Avenue
200 North Farm Road
80 Pine Hollow Drive
28 Hunting Ridge Road
20 Hunting Ridge Road
321 Artillery Road
3 Pine Ridge 23
70 Pine Hollow Drive
Lots 12,13, 14 Mirey Dam Road
223 Carriage Drive
Middlebury claims a rural character that is largely based on a history of livestock breeding. Many residents were able to raise saddle horses as a sideline in this bedroom community surrounded by Waterbury, Southbury, and Woodbury. The town is also home to an impressive and thriving corporate sector that includes household names like Timex and Uniroyal. For over 90 years, the family owned Quassy Amusement Park has been a popular destination along the shoreline of sparkling Lake Quassapaug.
Weichert Realtors is one of the nation's leading providers of Middlebury, Connecticut real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Middlebury, CT.
(Data as of 4/18/2026)
Information deemed reliable but not guaranteed.
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