$689,900
- 3 Beds
- 4 Baths
- 3,432 Sq Ft
33 Ridgewood Dr Unit 33, Middlebury, CT 06762

Rebecca Doh
W. Raveis Lifestyles Realty
(203) 871-0910
$689,900
33 Ridgewood Dr Unit 33, Middlebury, CT 06762
Rebecca Doh
W. Raveis Lifestyles Realty
(203) 871-0910
$590,000
2 Dogwood Ct, Middlebury, CT 06762
Jay Irvine Serhant Connecticut, LLC
$630,000 Open Sun 12:30PM - 2PM
1 Dogwood Ct Unit 1, Middlebury, CT 06762
Joyce Drakeley Drakeley Real Estate, Inc.
$534,900
112 Periwinkle Dr Unit 112, Middlebury, CT 06762
Mary Ann Hebert BHGRE Gaetano Marra Homes
$659,000
1 Winding Trail Unit 1, Middlebury, CT 06762
Scott Hellriegel Berkshire Hathaway NE Prop.
Middlebury, Connecticut, is a picturesque New England town located in New Haven County, known for its scenic beauty and tight-knit community. With a population of 7,500, Middlebury offers a blend of rural charm and urban accessibility, being a short drive from New Haven. The town is surrounded by lush forests, state parks, rolling hills, and lakes, with nearly 2,000 acres of conserved land, making it a haven for outdoor activities. Residents enjoy local attractions such as Meadowview Park, Quassapaug Lake, and the Middlebury Greenway, as well as nearby state forests like Naugatuck, Mattatuck, and Paugussett, which offer extensive trails and recreational opportunities. Middlebury's educational system is highly regarded, with Pomperaug Regional School District No. 15 and Westover School providing top-notch education. The town's largest employers include Timex Group, Quassy Amusement Park, Waterbury Hospital, and Danbury Hospital. Middlebury maintains a low crime rate compared to the national average, contributing to its appeal for families and retirees. The housing market features classic New England homes, historic colonials, Cape Cods, and lakeside retreats, with properties often including antique barns and garden areas. Local businesses thrive in Middlebury, with popular spots like Willie’s Wood Smoked BBQ, The Local Gourmet, Vyne Restaurant, and Pies & Pub. The town's biggest entertainment draw is Quassy Amusement Park, one of the nation's oldest amusement parks. Middlebury is well-connected via Interstates 8 and 84, State Routes 63 and 64, and is close to Tweed New Haven Airport and Windsor Locks International Airport. Despite recent development proposals, the community remains committed to preserving its small-town charm.
On average, homes in Middlebury, CT sell after 103 days on the market compared to the national average of 70 days. The median sale price for homes in Middlebury, CT over the last 12 months is $565,000, down 6% from the median home sale price over the previous 12 months.
In Middlebury, there are currently 5 condos for sale, providing a variety of options for potential buyers. With condos priced between $534,900 to $689,900, there's a range to accomodate every budget. As of August, 2025 the median home price in Middlebury is $575,000, while the average sale price is $589,567, offering insights into the local housing market. On average, condos spend 103 days listed before being sold. Whether you're considering condominiums, apartments for sale, or modern condos, there are options to cater to different lifestyles. Browse the range of condos for sale in Middlebury, CT, and discover your ideal residence.