Section Image Section Image

Explore Similar Townhomes Within 2 Miles of Middlebury, CT

  • /46

    $921,000 New Construction

    • 3 Beds
    • 3 Baths
    • 2,715 Sq Ft

    1027 Coldspring Cir, Durham, NC 27705

    Now is the perfect time to make your dream home a reality. We are offering a $20,000 buyer incentive on this townhome when you work with our preferred lender. This offer includes a 2-1 rate buydown, making your new home even more affordable. Take advantage of this limited time offer and enjoy the luxury, quality, and craftsmanship that Homes by Dickerson is known for. Terms and conditions apply.

    Builder Photo

    Homes By Dickerson

    Builder

    1027 Coldspring Cir, Durham, NC 27705
  • /30

    $699,900 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,536 Sq Ft

    Pinehurst Plan at The Bridges at Oxford Greens, Oxford, CT 06478

    Builder Photo

    EG Home

    Builder

    1085 St Andrews Dr Unit 36677909, Oxford, CT 06478
  • /30

    $699,900 New Construction

    • 3 Beds
    • 3.5 Baths
    • 1,955 Sq Ft

    Bethpage Plan at The Bridges at Oxford Greens, Oxford, CT 06478

    Builder Photo

    EG Home

    Builder

    1085 St Andrews Dr Unit 36677805, Oxford, CT 06478
  • /60

    $689,900 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,455 Sq Ft

    Sawgrass Plan at The Bridges at Oxford Greens, Oxford, CT 06478

    Builder Photo

    EG Home

    Builder

    1085 St Andrews Dr Unit 36678002, Oxford, CT 06478

Why Live in Middlebury

Middlebury, a small town in New Haven County, Connecticut, offers a blend of rural charm and urban accessibility. With a population of 7,500, it is known for its scenic beauty, high-ranking Pomperaug Regional School District No. 15, and the prestigious Westover School. The town is surrounded by lush forests, state parks, and lakes, with nearly 2,000 acres of conserved land, making it a haven for outdoor enthusiasts. Middlebury's most popular outdoor spots include Quassapaug Lake, Meadowview Park, and the Middlebury Greenway, a 7-mile paved trail. Nearby state forests such as Naugatuck, Mattatuck, and Paugussett offer extensive opportunities for hiking, fishing, and camping. The town maintains a tight-knit community with locally owned businesses and hosts events like "Celebrate Middlebury" at Shepardson Community Center. Dining options include Willie’s Wood Smoked BBQ, The Local Gourmet, and Vyne Restaurant. Middlebury's largest employers are Timex Group, Quassy Amusement Park, Waterbury Hospital, and Danbury Hospital. The town is safer than the national average, with low violent crime rates. Middlebury is accessible via Interstates 8 and 84, with Tweed New Haven Airport 30 miles away. The housing market features classic New England homes, historic colonials, and lakeside retreats. Middlebury Green, the historic center, is home to antique colonials, churches, and community amenities. Despite its small size, Middlebury offers a rich blend of attractions and a strong sense of community, making it an appealing place for families and retirees alike.

Home Trends in Middlebury, CT

Housing Trends

Median Sale Price
$477,014
Median Single Family Sale Price
$469,900
Median Townhouse Sale Price
$446,895
Median 2 Bedroom Sale Price
$524,950
Median 1 Bedroom Sale Price
$235,000
Average Price Per Sq Ft
$246
Number of Homes for Sale
4
Last 12 months Home Sales
54
Months of Supply
0.90
Median List Price
$469,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
19%
How to Buy a Home How to Finance a Home How to Sell a Home