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

$565,000
3 Beds ⋅ 3 Baths ⋅ 24135107 MLS ⋅ Steeplechase Of Middlebury BLDG.
Come discover this beautifully maintained 3-bedroom, 2.5-bathroom detached condo, ideally situated on a quiet cul-de-sac in the highly sought-after Steeplechase complex in Middlebury! This rare standalone unit offers the privacy of a single-family home with the convenience of condo living-no shared walls and minimal exterior maintenance. Inside, you'll find a spacious and open floor plan with abundant natural light, a modern kitchen, and a comfortable living area perfect for entertaining. Living room features beautiful fireplace with a gorgeous mantle. The primary bedroom features an en-suite bathroom and walk-in closet with additional space perfect for home office. Enjoy outdoor living with a private patio or backyard area, ideal for relaxing evenings or weekend gatherings. Located close to parks, schools, shopping, and major commuting routes, this home combines comfort, privacy, and convenience. Additional 500+ sq feet of living space in basement with wet bar and beautiful gas fireplace. New HVAC system was just installed last month! Not Age Restricted! This gorgeous home is a must see!

23 Caveson Court, Unit 23, Middlebury
$565,000
3 Beds ⋅ 3 Baths ⋅ 24133988 MLS ⋅ Ridgewood At Middlebury BLDG.
Beautiful Luxury Portman Condo in the Sought-After Ridgewood Community! This stunning 3-bed, 2.5-bath home by Toll Brothers is perfectly situated on a private cul-de-sac in one of Ridgewood's most desirable and unique locations. Offering over 2,680 SqFt of beautifully designed living space, this residence includes a rare 4-ft bump-out for added size plus a finished walk-out basement. The main level features an open floor plan with gleaming hardwood floors, custom cabinetry, stainless steel appliances, and marble countertops-perfect for modern entertaining. An upgraded skylight fills the kitchen with natural light, while sliding doors lead to a private deck with tranquil wooded views. The spacious living room highlights a gas fireplace with a stone veneer surround and rich wood mantle. Upstairs, entire 2nd level has upgraded designer hardwood flrs. Primary suite impresses with a walk-in closet and a spa-like bath w/ a double vanity, soaking tub, and separate shower. Two additional bedrooms include generous closets & soaring ceilings. The remodeled finished walk out basement is great for a media/ entertainment room. Enjoy the rare privacy of a wooded backdrop and direct access to the expansive "Great Meadow Lawn" next door-ideal for gatherings, games, or a peaceful stroll. Resort-style amenities include an outdoor pool, gym, tennis and basketball courts, movie theater, and clubhouse-all within walking distance. You can't build this home for the price, an absolute must-see!

27 Winding Trail, Unit 27, Middlebury
$565,000
3 Beds ⋅ 3 Baths ⋅ 24104929 MLS ⋅ Ridgewood At Middlebury BLDG.
Welcome to 181 Ridgewood Drive, Middlebury - a premier Hickory Elite end-unit in the award-winning, resort-style community of Ridgewood at Middlebury. Set amidst beautifully landscaped, wooded grounds, this nearly new townhome blends modern luxury with timeless New England charm, offering a turnkey living experience in one of the region's most desirable neighborhoods. This thoughtfully upgraded residence features a gourmet kitchen package, including a built-in Jenn-Air microwave and wall oven, quartz countertops, stylish cabinetry, and stainless steel appliances. The kitchen flows seamlessly into an expanded, light-filled living room, creating a welcoming, open-concept layout that's perfect for gatherings. Throughout the main level, you'll find engineered hardwood floors, nine-foot ceilings, and elegant details such as crown molding and chair rail accents in the foyer and dining area. The first-floor primary suite offers a private, tranquil retreat with dual granite-topped vanities and spa-inspired finishes in the en-suite bath. Downstairs, a finished and expanded lower level provides exceptional flexibility for a home office, gym, media room, or guest space - all while maintaining the high level of fit and finish found throughout the home. Additional highlights include a Level 2 electric vehicle charger (NACS/Tesla compatible) already installed in the garage, roughed in plumbing for bath in lower level, energy-efficient systems, and the benefits of low-maintenance living.

181 Ridgewood Dr Unit 181, Middlebury
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