Section Image Section Image

Explore Similar Townhomes Within 10 Miles of Middlebury, CT

  • /40

    $345,000

    • 2 Beds
    • 2 Baths
    • 1,432 Sq Ft

    246 Heritage Village Unit A, Southbury, CT 06488

    All the big ticket items have been taken care of. New heat pump, hot water heater, Anderson Renewal windows and sliders and propane log fireplace. Renovated kitchen with new appliances and renovated baths. Whether you take the easy walk from your nearby garage or from the shaded parking area behind your condo you'll be struck by the pretty landscaping that makes this home seem more like a cottage

    Agent Photo

    Ruth Zeiss

    William Raveis Real Estate

    (203) 601-6910

    246 Heritage Village Unit A, Southbury, CT 06488
  • /13

    $669,900 Open Sat 12PM - 3PM

    • 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

    $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
  • /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
  • /13

    $674,900 Open Sat 12PM - 3PM

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

    88 Shea Cir Unit 88, 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,

    Michael Helmuth EG Group Realty

    88 Shea Cir Unit 88, Cheshire, CT 06410
  • /13

    $674,900 Open Sat 12PM - 3PM

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

    87 Shea Cir Unit 87, 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,

    Michael Helmuth EG Group Realty

    87 Shea Cir Unit 87, Cheshire, CT 06410
  • /25

    $307,900

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft

    45 Hart St, Southington, CT 06489

    Half-duplex townhouse built in 2001 offering 6 rooms, 3 bedrooms, and 2 full bathrooms across 1,260 square feet. The main level includes a formal dining room and living room with hardwood flooring. The primary bedroom features a walk-in closet. Additional amenities include central air, oil heat, and electric hot water. The one-car garage is located under the unit for added convenience. Vinyl

    Michael Calabro Coldwell Banker Calabro

    45 Hart St, Southington, CT 06489
  • /25

    $424,900

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

    132 Heritage Village Unit B, Southbury, CT 06488

    Start your next chapter in this freshly painted 3 bedroom 2 bath unit with new luxury vinyl plank flooring throughout. New split system heating and central air conditioning installed in 2022. The gorgeous kitchen features stainless steel appliances (the range has double ovens) and granite countertops with sparkling white stone backsplash. The master bedroom suite contains his and hers closets in

    Susan Pelletier Berkshire Hathaway NE Prop.

    132 Heritage Village Unit B, Southbury, CT 06488
  • /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

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
$565,000
Median Single Family Sale Price
$572,000
Median Townhouse Sale Price
$630,000
Median 2 Bedroom Sale Price
$534,900
Average Price Per Sq Ft
$285
Number of Homes for Sale
8
Last 12 months Home Sales
56
Months of Supply
1.70
Median List Price
$575,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-6%
How to Buy a Home How to Finance a Home How to Sell a Home