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

$675,000
3 Beds ⋅ 4 Baths ⋅ 170619210 MLS ⋅ Ridgewood At Middlebury BLDG.
No expense was spared on this beautiful Denton Elite resale at sought after Ridgewood of Middlebury. Beautifully appointed and tastefully decorated, you will think you are in a model home. Main floor open floor plan with a private library or office, perfect to work from home or enjoy a good book. Plenty of room for entertaining in the formal dining room that is open to the living room with gas fireplace. Kitchen offers updated cabinets with granite counter tops, built in ovens and a farm sink. An expansive granite center island is perfect for baking or food prep. Breakfast room opens to private deck overlooking wooded back yard. Second floor primary bedroom suite with spa like bath featuring oversized shower and soaking tub all in soothing quiet colors. Two additional bedrooms, a guest bath and loft or study nook complete the second floor. The finished walk out basement is the pride and joy of the owner, an accomplished woodworker. Soundproof walls, ceiling and floors, a separate 100-amp service, this space is perfect for woodworking, crafts or a music studio. Custom cabinets, countertops, sink and half bath add to the possibilities for this walk out space. Lower-level private patio to enjoy the wooded view. Enjoy all the wonderful amenities available, outdoor pool, club house, basketball court, gym and outdoor play area. Local area attractions include Lake Quassapaug, wonderful restaurants, walking & bridle trails. 90 miles from NYC Middlebury 2.5 hours from Boston.

16 Highridge Road Unit 16, Middlebury
$675,000
3 Beds ⋅ 3 Baths ⋅ 170437126 MLS
Opportunity to have your custom dream home built in a beautiful section of town with gorgeous surrounding homes. Meet the builder and design exactly what you want.

lot 22 Washington, Middlebury
$675,000
4 Beds ⋅ 3 Baths ⋅ 24088622 MLS
Highest and Best By Saturday, April 26th at midnight. Offers will be reviewed Sunday the 27th. Beautifully maintained by its original owners, this stunning home offers a peaceful retreat with thoughtful design throughout. The bright, open-concept floor plan is perfect for entertaining, spending time with loved ones, or enjoying quiet moments at home. Expansive windows and the back deck offer serene views of lush, wooded surroundings. Outdoor living includes a patio, screened-in gazebo, stairs leading to a gentle brook, and an array of seasonal plantings. Inside, hardwood floors flow throughout the main level, featuring a gas fireplace, birch kitchen cabinetry, and exposed beams. Upstairs, the spacious primary suite includes a beautifully renovated full bath, walk-in closet, and a private office-ideal for remote work. The second floor also offers a large laundry room, a second renovated full bathroom, and three additional bedrooms. The walk-out basement provides excellent potential for finishing-perfect for an additional living space, guest area, or in-law suite. Peace of mind with city sewer, city water, natural gas hook up, and a brand new furnace!

400 Long Meadow Rd, Middlebury
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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.