Middlebury Real Estate

Recently Sold Listings in Middlebury, CT

Welcome to your dedicated resource for viewing Sold listings in Middlebury, CT. As local Middlebury, CT agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights home values, selling strategies, and options like cash offers. Start exploring the most recent sold properties in Middlebury, CT below, or if you are looking to sell a home in Middlebury, CT contact a local agent to discuss the possibilities.

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All Recently Sold in Middlebury, CT

$875,000
3 Beds ⋅ 3 Baths ⋅ 24167463 MLS
Enjoy magnificent sunsets from this exceptional home, privately set on just over three acres in one of the area's most desirable locations. The beautifully landscaped grounds offer both open space and a wooded backdrop for added privacy, along with views of a neighboring stone wall. An in-ground heated saltwater pool is surrounded by an expansive patio and charming pergola-perfect for outdoor entertaining. Three garages are conveniently accessible from both the upper and lower driveways. Inside, the home features 2,990 square feet of thoughtfully designed living space with custom touches throughout. The spacious kitchen includes a dining area, breakfast bar, and a 36" GE Monogram dual-fuel range, offering ample space for cooking and gathering. The adjoining 23' x 20' family room provides a welcoming setting, a propane fired custom fireplace and overlooks the scenic rear property. The primary suite features a walk-in closet, an additional closet, and an updated full bath. The main level is completed by a formal dining room, private office/library, powder room, and laundry area. Upstairs, you'll find two additional bedrooms, a full bath, and a flexible guest area and lots of room for expansion. Additional highlights include the lush grounds, patio, heated saltwater pool, pergola, and more.

245 Upper Whittemore, Middlebury
$852,250
6 Beds ⋅ 4 Baths ⋅ 170619078 MLS
HIGHEST & BEST BY MONDAY, 1/29 AT NOON. Discover timeless elegance in this historic home built in 1815, nestled in a prime location w/a 4.3-acre approved building lot. Experience the charm of yesteryear w/a captivating wrap-around porch adorned w/stone pillars, inviting you to indulge in the surrounding scenery. Boasting 14 rms, including 6 bdrms & 3 and 1/2 baths, this residence exudes a classic charm enhanced by wood floors thru-out. Step into a grand entry w/a majestic staircase, setting the tone for the home's historic significance. The spacious living room features a welcoming fireplace, creating a cozy ambiance perfect for gatherings.The kitchen, complete with breakfast nook & its own fireplace, adds a touch of warmth & functionality. Imagine enjoying your morning coffee bathed in the natural light pouring through large windows that grace every room, offering a picturesque view of the expansive 5.65-acre property. Curb appeal is at its finest, w/a recently refreshed exterior that enhances the home's timeless allure. Immerse yourself in the character of this gem, where history meets modern comfort. Seize the opportunity to own a piece of the past while embracing the possibilities of the future on the approved building lot. Don't miss the chance to make this historic residence your forever home. Embrace a lifestyle that seamlessly blends the elegance of the past with the conveniences of the present. Your dream home await.

249 South St, Middlebury
$850,000
3 Beds ⋅ 3 Baths ⋅ 24168079 MLS
Welcome to your own private retreat at 122 Crest Road-where timeless charm meets thoughtful modern updates. This beautifully maintained 3-bedroom, 2.5-bath Cape Cod-style home is just moments from town, the library, green, and local dining. Designed with both everyday living and entertaining in mind, the home features a custom sunken great room with a dramatic wall of windows that floods the space with natural light and showcases the surrounding landscape. Sliding doors lead seamlessly to a bluestone patio, creating indoor-outdoor flow. The kitchen has new appliances and opens nicely to the great room, enhancing the home's open feel. For more formal gatherings, enjoy the elegant dining room with French doors leading to a charming screened porch, as well as a separate formal living room featuring a fireplace and custom built-ins. Wide plank hardwood flooring adds warmth and character throughout much of the home. A dedicated study offers a cozy fireplace and built-ins-perfect for a home office or quiet retreat. The main-level primary suite is a very nice convenience. Extensive recent upgrades include a new roof, new Hardie board siding, new gutters, new central air system (including air handler), new boiler, new windows, and a security system. Professionally landscaped grounds, mature trees, stone walls and bluestone create a serene setting, yet remains close to everything. Includes a whole house generator. A full list of improvements is available. 90 miles to NYC.

122 Crest Rd, Middlebury
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