30$529,000
3 bd · 2 ba · — sqft
384 Benson Road, Middlebury, CT
Dawn Damiani · BHGRE Gaetano Marra Homes
3 Bedroom Homes in Middlebury, CT
Hide Map3 Bedroom Homes in Middlebury, CT
14 Listings
30$529,000
3 bd · 2 ba · — sqft
384 Benson Road, Middlebury, CT
Dawn Damiani · BHGRE Gaetano Marra Homes
38$479,900
3 bd · 2 ba · — sqft
961 Middlebury Road, Middlebury, CT
Beth Santos · Showcase Realty, Inc.
7$485,000
3 bd · 2 ba · — sqft
314 Porter Avenue, Middlebury, CT
Derek Greene · Derek Greene
1$849,900
3 bd · 3 ba · — sqft
6 Deer Run Road, Middlebury, CT
Jodi Dawley · Real Estate Two
Price Reduced40$850,000
3 bd · 4 ba · 3,024 sqft
25 Juniper Road, Middlebury, CT
Tina Tanushi · Regency Real Estate, LLC
8$995,000
3 bd · 3 ba · 2,878 sqft
294 Christian Road, Middlebury, CT
Jonna Dibble · BHGRE Gaetano Marra Homes
22$350,000
3 bd · 2 ba · 1,466 sqft
138 Steinmann Avenue, Middlebury, CT
Sarita Conforti · West View Properties, LLC
Price Reduced37$575,000
3 bd · 3 ba · 1,957 sqft
16 Caveson Court Unit 16, Middlebury, CT
Heather Dever · Showcase Realty, Inc.
Price Reduced34$575,000
3 bd · 3 ba · 1,957 sqft
16 Caveson Court Unit 16, Middlebury, CT
Heather Dever · Showcase Realty, Inc.
Price Reduced25$449,900
3 bd · 3 ba · 2,112 sqft
42 White Avenue, Middlebury, CT
Justin Cabral · West View Properties, LLC
30$520,000
3 bd · 2 ba · 1,568 sqft
326 Lake Shore Drive, Middlebury, CT
Lauren Cavallo · Lauren Ashley Homes LLC
Price Reduced38$529,900
3 bd · 3 ba · 2,403 sqft
10 Ridgewood Drive 10, Middlebury, CT
Ken Demirs · Regency Real Estate, LLC
Price Reduced23$649,900
3 bd · 3 ba · 3,174 sqft
70 Pine Hollow Drive, Middlebury, CT
Simonne Corriveau · KW Legacy Partners
29$774,900
3 bd · 2 ba · 1,877 sqft
20 Hunting Ridge Road, Middlebury, CT
Jodi Dawley · Real Estate Two
3 Bedroom Homes in Middlebury, CT: 14 active listings as of .














SmartMLSSource: HJN community data
September 2026 · This period is still settling
Selling at 100.0% of asking price
Sales here are closing essentially at asking. MLS · 13 sales · as of Sep 30, 2026