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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
  • /10

    $179,900

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    925 Oronoke Rd Unit 34G, Waterbury, CT 06708

    Welcome to single-level living in the desirable Town Plot neighborhood. This 2-bedroom, 1-bath ranch-style condominium offers a practical open floor plan with the added privacy and natural light. The living room flows into the dining area and kitchen, complemented by a neutral color palette ready for personalization. Both bedrooms provide generous space and ample closet storage, paired with a

    Charles Cosgriff Drakeley Real Estate, Inc.

    925 Oronoke Rd Unit 34G, Waterbury, CT 06708
  • /15

    $185,000

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    925 Oronoke Rd Unit 34A, Waterbury, CT 06708

    Welcome to this bright 2-bedroom, 1-bath condo nestled in the desirable Oak Ridge complex in Waterbury. This end unit offers an open floor plan filled with natural light, thanks to large windows and its prime location. Step into this cozy living space with a seamless flow between the living, dining, and kitchen area. The primary bedroom features generous closet space, while the second bedroom

    Nicole Elliott Berkshire Hathaway NE Prop.

    925 Oronoke Rd Unit 34A, Waterbury, CT 06708

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
$540,783
Median Single Family Sale Price
$515,000
Median Townhouse Sale Price
$540,783
Median 2 Bedroom Sale Price
$702,500
Average Price Per Sq Ft
$269
Number of Homes for Sale
25
Last 12 months Home Sales
124
Months of Supply
2.40
Median List Price
$579,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-4%
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