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Beds
Baths
Sq.Ft.
178 Ridgewood Drive 178
Middlebury, CT
3 Winding Trail 3
818 Middlebury Road
1 Independence Circle 1
North Benson Road # 65
80 Anawan Avenue
863 Whittemore Road
10 Pelham Way 10
397 White Deer Rock Road
700 Watertown Road
15 Central Road
283 Whittemore Road
301 Steinmann Avenue
90 Fenn Road
24 Highridge Road 24
420 Charcoal Avenue
122 Crest Road
245 Upper Whittemore Road
851 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 5/27/2026)
Information deemed reliable but not guaranteed.
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