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Beds
Baths
Sq.Ft.
28 Hunting Ridge Road
Middlebury, CT
64 Watertown Road
20 Hunting Ridge Road
18 Deer Run Road
245 Upper Whittemore Road
122 Crest Road
15 Hunting Ridge Road
6 Deer Run Road
19 Deer Run Road
Lot 41 Somerset Drive
851 South Street
397 White Deer Rock Road
775 South Street
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 5/4/2026)
Information deemed reliable but not guaranteed.
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