Middlebury Condos for Sale

Welcome to Middlebury, Connecticut – a hidden gem nestled in New Haven County that perfectly blends small-town charm with modern convenience. Known for its picturesque landscapes, Middlebury is characterized by rolling hills, serene lakes, and a close-knit community that welcomes newcomers with open arms. With a rich history dating back to the 18th century, this quaint town offers a delightful mix of historical architecture and contemporary amenities, making it an ideal place for families, retirees, and everyone in between.

Middlebury is not just about its stunning scenery; it boasts excellent schools, abundant parks, and recreational opportunities that cater to all ages. Whether you enjoy hiking along scenic trails, exploring local shops, or dining at charming eateries, Middlebury has something for everyone. The town's strategic location provides easy access to major highways, making commutes to nearby cities like Waterbury and New Haven a breeze.

For those considering a move to this idyllic town, you’ll be thrilled to discover a variety of condos for sale in Middlebury. These modern living spaces offer the perfect blend of comfort and convenience, often featuring open floor plans, updated kitchens, and community amenities such as swimming pools and fitness centers. Living in a condo in Middlebury allows you to enjoy low-maintenance living while being part of a vibrant community.

Explore the available condos for sale today and take the first step toward making Middlebury your new home. Embrace a lifestyle filled with tranquility, community, and the beauty of New England living!

Newest Middlebury Condos for Sale

$549,900

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

$539,900

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

$569,900

3 Beds ⋅ 3 Baths ⋅ 24179784 MLS ⋅ Ridgewood At Middlebury BLDG.

Immaculate 3 bedroom 2.5 bathroom Portman unit in the Sought-After Ridgewood Community! Built by luxury Toll Brothers, with apprx. 2400 SqFt & a remodeled FINISHED BASEMENT. The main level features an open floor plan with gleaming hardwood floors, tons of natural light & hunter Douglas shades. The eat in kitchen offers stainless steel appliances, granite countertops, a gas cooktop that brings a warm area that's perfect for entertaining or just relaxing. Outside the kitchen, a private deck with a yard to entertain with upgraded steps. The spacious living room highlights a gas fireplace with a shiplap wall and a wood mantle. You also have a formal dining/ sitting area. Upstairs, the primary suite impresses most with vaulted ceilings, a large walk-in closet and a large bathroom w/ a tile shower & double vanity sink. 2nd bedroom includes vaulted ceilings and personal touches that make the room stand out. 3rd bedroom has a beautiful custom accent wall. Laundry room all on 2nd floor! The remodeled finished basement has beautiful New floors, custom built in shelving.. great room for a media/ entertainment play area or office. The garage is immaculate with custom shelving and built ins throughout for functionality and more storage. Resort-style amenities include an outdoor pool, gym, tennis and basketball courts, movie theater, clubhouse with pool table and lounge area. 1.25 hours from NYC. You can't build new construction at this price, take advantage. Book your home tour today

72 Ridgewood Dr Unit 72, 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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