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Explore Similar Townhomes Within 10 Miles of Middlebury, CT

  • /13

    $669,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    85 Shea Cir Unit 85, Cheshire, CT 06410

    Build Your Dream Home at The Reserve at Stonebridge Crossing! Design a home that truly reflects your style in Cheshire's premier new home community. At The Reserve, you'll work with our expert team to personalize every detail-from structural options to designer finishes-through our elevated and streamlined design process. Our Zero Energy Ready homes, certified by the Department of Energy,

    Jason Helton EG Group Realty

    85 Shea Cir Unit 85, Cheshire, CT 06410
  • /13

    $669,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    83 Shea Cir Unit 83, Cheshire, CT 06410

    Build Your Dream Home at The Reserve at Stonebridge Crossing! Design a home that truly reflects your style in Cheshire's premier new home community. At The Reserve, you'll work with our expert team to personalize every detail-from structural options to designer finishes-through our elevated and streamlined design process. Our Zero Energy Ready homes, certified by the Department of Energy,

    Jason Helton EG Group Realty

    83 Shea Cir Unit 83, Cheshire, CT 06410
  • /13

    $669,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    84 Shea Cir Unit 84, Cheshire, CT 06410

    Build Your Dream Home at The Reserve at Stonebridge Crossing! Design a home that truly reflects your style in Cheshire's premier new home community. At The Reserve, you'll work with our expert team to personalize every detail-from structural options to designer finishes-through our elevated and streamlined design process. Our Zero Energy Ready homes, certified by the Department of Energy,

    Jason Helton EG Group Realty

    84 Shea Cir Unit 84, Cheshire, CT 06410
  • /13

    $778,572 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,975 Sq Ft

    81 Shea Cir, Cheshire, CT 06410

    Carriage home complete with designer appointed finishes! Available in the Summer of 2025. Carriage Home is stylish and sophisticated, yet every bit as warm, our Carriage homes provide the perfect mix of luxury, function, and comfort. You'll feel its charm upon entering the foyer, which leads to the heart of the home. A bright, open kitchen overlooks the dining area and wow-factor, the 2-story

    Felicity LeClair EG Group Realty

    81 Shea Cir, Cheshire, CT 06410
  • /24

    $439,900

    • 3 Beds
    • 2.5 Baths
    • 1,893 Sq Ft

    82 Summer St Unit B, Southington, CT 06489

    Beautiful Condo Duplex with no HOA costs. Three story dwelling with lots of room and storage. Great location across from the walking trails and in close vicinity to all Downtown restaurants and shopping. You're greeted with hardwood floors and great floor plan as you enter. Nicely placed living room leads to a full eat-in kitchen with stainless steel appliances & granite counters and a half

    Rebecca Davis Putnam Agency Real Estate LLC

    82 Summer St Unit B, Southington, CT 06489
  • /24

    $439,900

    • 3 Beds
    • 2.5 Baths
    • 1,893 Sq Ft

    82 Summer St Unit A, Southington, CT 06489

    Beautiful Condo Duplex with no HOA costs. Three story dwelling with lots of room and storage. Great location across from the walking trails and in close vicinity to all Downtown restaurants and shopping. You're greeted with hardwood floors and great floor plan as you enter. Nicely placed living room leads to a full eat-in kitchen with stainless steel appliances & granite counters and a half

    Rebecca Davis Putnam Agency Real Estate LLC

    82 Summer St Unit A, Southington, CT 06489
  • /38

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    1036 Heritage Village Unit A, Southbury, CT 06488

    This condo, which was completely renovated, down to the studs, offers the craftsmanship you demand. In the great room, a state of the art gourmet kitchen flows into a spacious dining area and open concept living room, each with its own slider that leads to an oversized, private slate patio. Begin and end each day in style and comfort in the sanctuary of your oversized primary bedroom. Completely

    Joanne Cisek William Raveis Real Estate

    1036 Heritage Village Unit A, Southbury, CT 06488
  • /35

    $799,999 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    65 Soderman Way Unit 65, Cheshire, CT 06410

    Carriage home complete with designer appointed finishes! Available in the Summer of 2025. Carriage Home is stylish and sophisticated, yet every bit as warm, our Carriage homes provide the perfect mix of luxury, function, and comfort. You'll feel its charm upon entering the foyer, which leads to the heart of the home. A bright, open kitchen overlooks the dining area and wow-factor, the 2-story

    Jason Helton EG Group Realty

    65 Soderman Way Unit 65, Cheshire, CT 06410

Why Live in Middlebury

Middlebury, a quintessential New England town in New Haven County, Connecticut, is known for its scenic beauty and tight-knit community. With a population of 7,500, this rural town is surrounded by lush forests, state parks, rolling hills, and lakes, offering nearly 2,000 acres of conserved land. Middlebury's education system is highly regarded, with the Pomperaug Regional School District No. 15 and Westover School providing top-notch educational opportunities. The town's largest industries include healthcare, hospitality, and education, with major employers such as Timex Group, Quassy Amusement Park, and Waterbury Hospital. Middlebury boasts a low crime risk compared to the national average, contributing to its appeal for families and outdoor enthusiasts. Outdoor attractions are abundant, with residents enjoying local parks like Meadowview Park and the town green, as well as nearby state forests such as Naugatuck, Mattatuck, and Paugussett. Quassapaug Lake is a popular spot for boating, swimming, and picnicking, while the Middlebury Greenway offers a paved trail for cyclists. The town's business districts are filled with locally owned shops and restaurants, including Willie’s Wood Smoked BBQ and Vyne Restaurant. Quassy Amusement Park, one of the nation's oldest amusement parks, provides year-round entertainment. Middlebury's housing landscape features classic New England homes, historic colonials, and lakeside retreats, with properties often including antique barns and garden areas. The most coveted area, Middlebury Green, is the historic center of town, home to antique colonials and Victorian houses. Middlebury's central location offers easy access to major highways, airports, and nearby cities like New Haven and Hartford.

Home Trends in Middlebury, CT

Housing Trends

Median Sale Price
$565,000
Median Single Family Sale Price
$555,000
Median Townhouse Sale Price
$565,000
Median 2 Bedroom Sale Price
$609,000
Average Price Per Sq Ft
$273
Number of Homes for Sale
39
Last 12 months Home Sales
113
Months of Supply
4.10
Median List Price
$599,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
4%
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