Middlebury Condos for Sale

Welcome to Middlebury, Connecticut, a charming town nestled in the heart of New Haven County. Known for its picturesque landscapes and tight-knit community, Middlebury offers a perfect blend of suburban tranquility and easy access to urban amenities. With its rich history, beautiful parks, and vibrant local culture, this delightful town is an ideal place to call home.

Middlebury is renowned for its stunning natural beauty, featuring rolling hills, lush greenery, and scenic walking trails. The town is home to several parks, including the popular Flanders Nature Center, where residents can enjoy outdoor activities like hiking, birdwatching, and seasonal events. Families will appreciate the highly-rated schools and community-oriented atmosphere that make Middlebury a welcoming place for all ages.

For those considering a move to this idyllic town, there are a variety of condos for sale that cater to diverse lifestyles. Whether you're a first-time homebuyer, looking to downsize, or seeking a low-maintenance lifestyle, Middlebury's condos offer a range of options that combine comfort and convenience. Many of these properties feature modern amenities, spacious layouts, and beautiful views, allowing residents to enjoy the best of both indoor and outdoor living.

With its ideal location just a short drive from the bustling cities of Waterbury and New Haven, Middlebury provides easy access to shopping, dining, and entertainment. Embrace the charm of this wonderful town and discover your perfect condo in Middlebury, where community spirit and natural beauty come together to create a truly special place to live.

Newest Middlebury Condos for Sale

$600,000

3 Beds ⋅ 3 Baths ⋅ 24191400 MLS ⋅ Steeplechase BLDG.

Welcome to this beautifully updated three-bedroom Cape in the desirable Steeplechase community. Hardwood flooring flows throughout the home, complemented by custom plantation shutters and window treatments in most rooms. The flexible floor plan includes an additional room off the eat-in kitchen. Upstairs, you'll find three spacious bedrooms, two updated baths, and conveniently located laundry. The primary suite features two walk-in closets, while the additional bedrooms offer built-in closet systems. Enjoy the private deck and backyard, plus a full unfinished walkout basement with plenty of potential. Additional highlights include an automatic whole-house Generac generator, natural gas heat, central air, public water and sewer, and a total of 2.5 updated baths. Ideally located on a quiet cul-de-sac, this lovely home is ready for its next owner. Schedule your appointment today!

16 Caveson Court, Unit 16, Middlebury

$224,900

1 Beds ⋅ 1 Baths ⋅ 24202228 MLS ⋅ Middlebury Commons BLDG.

Perfect Unit For active 55+ Individual close to the walking trails and a short drive to private recreation beach for swimming, kayaking or canoeing. Nestled in secluded area cul de sac this Middlebury, 55+ community is in Excellent Condition. All appliances included. Small complex. Bright and Well kept Second floor Unit. Living room dining room combo. New deck. central air. heat pump furnace. Clubhouse on property. Conveniently located close to town center.

35 Nutmeg Rd Unit B2, Middlebury

$534,900

3 Beds ⋅ 3 Baths ⋅ 24188488 MLS ⋅ Steeplechase BLDG.

Rare Stand-Alone Home in Desirable Steeplechase Complex. Experience the perfect combination of elegance, privacy and convenience in this exceptional stand alone residence in one of Middlebury's most sought after communities. Boasting nearly 2,200 square feet, this spacious home features 3 generously sized bedrooms upstairs, 2.5 baths, and an inviting open concept floor plan designed for both everyday living and entertaining. The bright living and dining area showcase soaring ceilings, beautiful hardwood floors, and an abundance of natural light. The comfortable family room is centered around a cozy gas fireplace and opens directly to a relaxing screened in porch-perfect for enjoying your morning coffee or unwinding at the end of the day. The spacious eat-in kitchen is all white and offers ample cabinet storage, newer countertops & backsplash and tile flooring. It's nice! Additional features include a 2 car garage, a full unfinished basement with lots of space , natural gas heat, city water & sewer. Also, enjoy peace of mind with a newer roof & furnace. Conveniently located near I84 and Rte 8 for easy access and commuting. Enjoy everything this turnkey home has to offer located in a quiet, walkable community.

4 Kimberwick Ct Unit 4, Middlebury

$529,900

3 Beds ⋅ 3 Baths ⋅ 24186753 MLS ⋅ Ridgewood At Middlebury BLDG.

Welcome to 10 Ridgewood Drive in Middlebury, located in the highly sought-after Ridgewood community, offering exceptional amenities including a clubhouse, swimming pool & tennis courts. This beautifully maintained townhouse is being offered for sale by its original owner and has been extensively remodeled throughout. The main level features an open-concept floor plan designed for today's lifestyle, with gleaming hardwood floors and a convenient first-floor half bath. The updated eat-in kitchen boasts granite countertops, stainless steel appliances and direct access to a private deck perfect for relaxing or entertaining. The second floor offers 3 generously sized bedrooms and 2 full baths. The spacious primary suite features a walk-in closet, double vanity, soaking tub, and separate shower. A conveniently located second-floor laundry area with washer and dryer adds to the home's functionality. Need even more living space? The finished third-floor loft provides endless possibilities as a home office, fitness area, or guest suite. Additional features includes a 1-car garage, full basement offering abundant storage, and an efficient three-zone heating and cooling system, allowing you to maximizing energy efficiency. Ideally situated near the community clubhouse and pool, and just minutes from shopping, restaurants, walking trails and major highways, this exceptional home offers the perfect combination of comfort, style, and convenience in one of Middlebury's premier communities.

10 Ridgewood Dr Unit 10, Middlebury

$599,900

4 Beds ⋅ 4 Baths ⋅ 24145711 MLS ⋅ Brookside Of Middlebury BLDG.

Discover refined comfort and timeless elegance in this beautifully appointed Cheshire model, nestled within the highly sought-after Brookside of Middlebury community. This exceptional 4-bedroom, 2 full and 2 half bath home is truly move-in ready. Open-concept floor plan that instantly impresses. The stylish kitchen features granite countertops, new modern LG appliances, and seamless flow into the main living areas-perfect for hosting family and friends. First-floor primary suite, complete with a luxurious jacuzzi tub and two spacious walk-in closets. Through elegant glass French doors, you'll find a dream dressing room or home office, outfitted with a PAX wardrobe system, dressing table, and desk. The dramatic two-story foyer leads to the upper level, offering three additional bedrooms and a full bath, all overlooking the stunning two-story living room with a cozy fireplace. The finished walk-out basement expands your living space with endless possibilities-ideal for a home office, gym, media room, or game area. An additional 600+ sq ft of storage with a tool bench provides ample space for hobbies and organization. Enjoy peaceful mornings or relaxing evenings on the expansive deck, taking in tranquil views of the lush, protected preserve. This is more than just a house-it's a place to be a truly home. AS IS SALE (INSPECTIONS ARE INFOMATIONAL PURPOSES ONLY )

3 Brookside Dr Unit 3, Middlebury

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