25$250,000
2 bd · 1 ba · — sqft
35 Nutmeg Road B5, Middlebury, CT
Heather Dever · Showcase Realty, Inc.
Homes for Sale in Middlebury, CT
Hide MapHomes for Sale in Middlebury, CT
24 of 30 Listings
25$250,000
2 bd · 1 ba · — sqft
35 Nutmeg Road B5, Middlebury, CT
Heather Dever · Showcase Realty, Inc.
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
25$550,000
4 bd · 3 ba · — sqft
802 Charcoal Avenue, Middlebury, CT
Donna Bannon · BHGRE Gaetano Marra Homes
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
Price Reduced39$699,900
4 bd · 3 ba · 3,038 sqft
182 Green Hill Road, Middlebury, CT
Chris Jahn · Showcase Realty, Inc.
40$979,900
4 bd · 5 ba · 4,261 sqft
9 Whitehall Court, Middlebury, CT
Tracy Wilson · Lamacchia Realty
Price Reduced25$280,000
2 bd · 1 ba · 676 sqft
327 Steinmann Avenue, Middlebury, CT
Harold Zinno · Regency Real Estate, LLC
22$350,000
3 bd · 2 ba · 1,466 sqft
138 Steinmann Avenue, Middlebury, CT
Sarita Conforti · West View Properties, LLC
Price Reduced40$799,900
4 bd · 3 ba · 2,700 sqft
18 Hunting Ridge Road, Middlebury, CT
Robert Disapio · Dave Jones Realty, LLC
4$999,000
4 bd · 4 ba · 3,485 sqft
135 Washington Drive, Middlebury, CT
Arben Demiraj · West View Properties, LLC
Price Reduced37$575,000
3 bd · 3 ba · 1,957 sqft
16 Caveson Court 16, Middlebury, CT
Heather Dever · Showcase Realty, Inc.
Price Reduced34$575,000
3 bd · 3 ba · 1,957 sqft
16 Caveson Court 16, Middlebury, CT
Heather Dever · Showcase Realty, Inc.
Price Reduced15$219,900
1 bd · 1 ba · 889 sqft
35 Nutmeg Road Unit B2, Middlebury, CT
Maria Pinheiro · RE/MAX RISE
40$1,399,900
4 bd · 4 ba · 5,237 sqft
67 Abbott Farms Road, Middlebury, CT
Mary Ann Hebert · BHGRE Gaetano Marra Homes
Price Reduced29$439,900
4 bd · 2 ba · 1,630 sqft
106 Steinmann Avenue, Middlebury, CT
Tammi Ligouri · Independent Realty Group
39$950,000
5 bd · 4 ba · 4,114 sqft
552 Breakneck Hill Road, Middlebury, CT
Rebecca Doh · W. Raveis Lifestyles Realty
38$749,900
4 bd · 4 ba · 2,674 sqft
77 Crest Road, Middlebury, CT
Michael Vartolone · William Raveis Real Estate
Price Reduced40$474,500
2 bd · 2 ba · 1,953 sqft
47 Middlebury Terrace, Middlebury, CT
Ruthanne Salvatore · Coldwell Banker Realty
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
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