Middlebury

Middlebury is a town of about 18.5 square miles in New Haven County, Connecticut, incorporated in 1807. It is known for Lake Quassapaug, Quassy Amusement & Waterpark and the Middlebury Greenway, a 4.5-mile paved trail along Route 64. The town has interchanges on I-84 and is crossed by Routes 63, 64 and 188.

Middlebury housing market snapshot

• Median sale price: $575K
• Median days on market: 42
• Sale-to-list price: 99.0%
• Homes sold above list price: 31.1%

Source: Redfin, three months ending June 2026, ZIP 06762. Market figures change every month; for a home-specific analysis, contact Matt.

Places to know in Middlebury

• Quassy Amusement & Waterpark, operating since 1908
• Lake Quassapaug, about 300 acres
• Middlebury Greenway, a 4.5-mile paved trail on a former trolley line
• Middlebury Center Historic District and village green
• Meadowview Park
• Josiah Bronson House (1738), on the National Register

Getting around

• I-84, with interchanges in town
• CT Routes 63, 64 and 188
• No passenger rail station in town

Middlebury resources

• Town of Middlebury official website
• Regional School District 15

Buying or selling in Middlebury?

Matt Nuzie of REMAX Right Choice was the #1 REMAX agent in Connecticut every year from 2017 through 2025, with more than 900 homes sold across Fairfield and New Haven Counties. Browse current Middlebury listings below, or call or text Matt at (203) 913-3698 for a free market analysis of your home.