Middlebury Real Estate

Middlebury, CT Homes for Sale

Middlebury, CT is a Litchfield County town of roughly 7,500 residents where single-family homes typically list between $350,000 and $750,000. Dave Jones Realty tracks the local market closely, from colonial homes near Middlebury Center to larger properties around Lake Quassapaug. Middlebury sits about 12 minutes from downtown Waterbury and offers Interstate 84 access for commuters heading toward Danbury or Hartford. Buyers here favor established neighborhoods, wooded lots, and access to Region 15 schools serving Middlebury and Southbury.

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Home Styles and Price Context

Middlebury's housing stock centers on colonial and cape cod homes built between 1950 and 1990, with prices generally ranging from $350,000 to $550,000. Larger colonials and custom homes on wooded acre-plus lots list between $600,000 and $900,000. Lot sizes across Middlebury commonly run from half an acre to two acres, reflecting the town's low-density zoning. Newer construction and updated homes near Lake Quassapaug frequently exceed $750,000.

Neighborhoods

Middlebury Center

Middlebury Center anchors the town along Route 64, near the Middlebury Public Library and Town Hall. Colonial and cape homes in Middlebury Center typically list between $375,000 and $525,000 and sit close to Memorial Middle School and Long Meadow Elementary.

Lake Quassapaug Area

Homes around Lake Quassapaug in Middlebury include both year-round residences and updated lake-access properties. Prices in the Lake Quassapaug area commonly range from $500,000 to $900,000, with the largest lots exceeding two acres.

Daily Life

Middlebury residents reach Interstate 84 in under ten minutes, connecting to Waterbury in roughly 12 minutes and Danbury in about 35 minutes. Quassy Amusement Park sits on the shore of Lake Quassapaug and operates seasonally through the summer. Region 15 serves Middlebury students through Pomperaug High School in neighboring Southbury. Larkin State Park Trail runs through Middlebury for hiking and horseback riding.

Working With a Local Agent

Dave Jones Realty has represented buyers and sellers throughout Middlebury Center and the Lake Quassapaug area, offering direct market comparisons between established colonials and larger custom properties.

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Newest Homes for Sale in Middlebury, CT

$499,000
3 Beds ⋅ 2 Baths ⋅ 24193863 MLS
Completely renovated and thoughtfully designed, this stunning 3-bedroom Cape offers modern style, quality craftsmanship, and a glimpse of lake views. The open floor plan is perfect for today's lifestyle, featuring newly refinished hardwood floors, detailed custom woodwork, wood ceilings, and a spacious living area that flows seamlessly into the beautifully updated kitchen. The kitchen is a cook's dream, showcasing a large center island, stylish finishes, and two sliding doors that open to an expansive wraparound slate patio, creating the ideal indoor/outdoor entertaining space. The flexible floor plan includes a bonus room that can serve as a formal dining room, home office, or cozy den. The spacious primary suite overlooks the professionally landscaped backyard and features a large walk-in closet with a custom California Closet organization system. Renovated bathrooms, propane heat, central air, a tankless hot water heater, and a high efficiency furnace provide comfort and efficiency. The home is also whole house generator ready for added peace of mind. The finished lower level offers additional living space with a fireplace, perfect for a family room, game room, or home gym. Outside, enjoy a beautifully landscaped yard, a one car garage, a large storage shed, and the added value of an included extra lot, providing exceptional outdoor space and privacy.

251 Lake Shore Dr, Middlebury
$499,000
4 Beds ⋅ 3 Baths ⋅ 24188724 MLS
Welcome to this meticulously maintained and exceptional 4-bedroom, 2.5-bathroom Colonial that perfectly blends classic comfort with wonderful living space. ADDED BONUS - Solar panels that have no monthly fee and very low usage expense! Winter months around $60 month, Summer bill typically no more than $180. Annual average $1530!! Step inside to find a warm, welcoming interior defined by beautiful hardwood flooring. The main floor features a cozy living room anchored by a traditional wood-burning fireplace, creating the perfect focal point for quiet evenings, as well as two comfortable bedrooms and a full bathroom. Upstairs, you will find two more generously sized bedrooms and a second full bathroom, offering a highly functional layout for family or guests. The lower level expands your options significantly, boasting a spacious family room equipped with a wood-burning stove to keep the space warm and inviting. Step outside to find a fantastic, large backyard featuring a level lawn and a handy storage shed to keep tools organized. Tucked away in a peaceful Middlebury neighborhood, this home offers an exceptional location where you are just minutes away from local outdoor recreation at the Middlebury Greenway and Meadowview Park, as well as convenient neighborhood dining, shopping, and everyday amenities right down the road. This beautiful, turnkey property is ready for you to move right in and make it your own!

213 Acme Dr, Middlebury
$474,900
3 Beds ⋅ 3 Baths ⋅ 24200565 MLS
Move-in ready and thoughtfully renovated this 7-room, 3-bedroom, 2.5-bath home offers 1,357 sq ft of stylish living space plus an additional 480 sq ft finished walkout lower level, set on a quiet cul-de-sac. The open-concept main level features a spacious Living Room and Dining Room flowing into an expansive Eat-In Kitchen, with direct access to a large deck overlooking a private backyard-ideal for outdoor dining, entertaining, or relaxing. Three bedrooms and two fully renovated full baths complete the main level. The finished walkout lower level adds valuable flexibility with a large Family/Recreation Room, laundry room with half bath, and abundant storage. Additional highlights include Central Air Conditioning, attached 2-car garage, maintenance-free vinyl siding, and convenient access to shopping, dining, recreation, and major commuter routes. Beautifully updated and ready to enjoy, this home offers the perfect blend of comfort, functionality, and lifestyle convenience. A wonderful opportunity to make this inviting property your own and enjoy a place to call home.

133 Algin Dr, Middlebury
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