Section Image Section Image

Explore Similar Condos Within 2 Miles of Middlebury, CT

  • /38

    $615,000

    • 2 Beds
    • 2 Baths
    • 1,546 Sq Ft

    712 Championship Dr Unit 712, Oxford, CT 06478

    Welcome to Fairview at Oxford Greens. This premier active adult community is complete with a beautiful golf course, indoor/outdoor pools, clubhouse, fitness center, tennis, pickleball, bocce and many more activities coordinated by a lifestyle administrator. 712 Championship Drive is situated nicely with great, far-reaching views. This is main floor living at its finest with two bedrooms, two full

    Agent Photo

    Chris LaCava

    Coldwell Banker Realty

    (203) 872-9873

    712 Championship Dr Unit 712, Oxford, CT 06478
  • /11

    $225,000

    • 1 Bed
    • 1 Bath
    • 610 Sq Ft

    81 Chipman St Unit 13, Waterbury, CT 06708

    Renovated Condo with garage in the heart of town plot. New kitchen features gleaming high end granite countertops, stainless steel appliances, new cabinets, and tile backsplash. Remodeled bathroom with granite. All flooring is hardwood or tile. Move right into this gorgeous condo.

    John Donato Jr Showcase Realty, Inc.

    81 Chipman St Unit 13, Waterbury, CT 06708
  • /27

    $225,000

    • 2 Beds
    • 1 Bath
    • 1,150 Sq Ft

    126 Sherman Hill Rd Unit B12, Woodbury, CT 06798

    This second level unit offers a living and dining combo, kitchen, two bedrooms and one full bath. Upstairs units have vaulted ceilings & additional windows that allow for even more daylight and sense of space. A floor to ceiling brick fireplace will draw you in the winter and a modern curved wall, as you enter the door, adds so much character. The complex offers an in-ground pool. HOA fee's

    Tiffany Clark RE/MAX Right Choice

    126 Sherman Hill Rd Unit B12, Woodbury, CT 06798

Why Live in Middlebury

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.

Home Trends in Middlebury, CT

Housing Trends

Median Sale Price
$547,460
Median Single Family Sale Price
$522,450
Median Townhouse Sale Price
$541,566
Median 2 Bedroom Sale Price
$704,850
Average Price Per Sq Ft
$270
Number of Homes for Sale
20
Last 12 months Home Sales
121
Months of Supply
2.00
Median List Price
$579,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-4%
How to Buy a Home How to Finance a Home How to Sell a Home