Middlebury Condos for Sale

Welcome to Middlebury, a charming town nestled in the heart of Addison County, Vermont. Known for its picturesque landscapes, rich history, and vibrant community, Middlebury offers a unique blend of small-town charm and modern amenities.

If you are considering making Middlebury your home, you'll be delighted to explore the range of condos for sale in the area. Whether you're a first-time homebuyer, downsizing, or looking for a vacation property, Middlebury has something to offer for everyone.

From cozy one-bedroom units to spacious penthouses with stunning views, the condos for sale in Middlebury cater to various preferences and lifestyles. Enjoy the convenience of low-maintenance living while being just a stone's throw away from the town's shops, restaurants, and cultural attractions.

Living in Middlebury means immersing yourself in a vibrant community with a strong sense of pride and connection. Explore the local farmers' market, attend events at Middlebury College, or take a leisurely stroll along the Otter Creek Falls - there's always something to see and do in this picturesque town.

Whether you're drawn to Middlebury for its natural beauty, cultural scene, or tight-knit community, finding your dream condo in this charming town is a decision you won't regret. Start your search today and discover the perfect place to call home in Middlebury, Vermont.

Newest Middlebury Condos for Sale

$237,500

3 Beds ⋅ 1 Baths ⋅ 5101704 MLS

Welcome to this well-maintained 3-bedroom, 1-bath condominium in beautiful Middlebury, Vermont. This location is ideal for easy access to local shops, restaurants and parks and offers low-maintenance living. Inside, you'll find a bright, functional layout featuring newer carpeting, new kitchen appliances, and a new washer & dryer creating a fresh and inviting space to call home. The three spacious bedrooms provide flexibility for guests or a home office, while the full bath is designed for everyday ease. Step outside to enjoy the newly built back deck, perfect for relaxing with your morning coffee, entertaining friends, or enjoying Vermont's changing seasons. A full basement offers abundant storage space, giving you plenty of room for seasonal gear, hobbies, or extra belongings. Conveniently located just minutes from downtown Middlebury, you'll have easy access to local shops, restaurants, parks, schools, and all the charm this vibrant Vermont community has to offer. With its recent updates, generous storage, and excellent location, this condo is a wonderful opportunity to enjoy comfortable living in the heart of Addison County.

11 Ledgewood Ct, Middlebury

$379,000

2 Beds ⋅ 1 Baths ⋅ 5097100 MLS

One level living is easy in this renovated condo! You will appreciate the updated wood floors throughout the entire unit. Natural light abounds in the open concept kitchen/living/dining area, and a new mini split is handy for both heat and air conditioning! The roomy kitchen has beautiful new quartz countertops, and newer appliances. A large pantry closet could house a stackable washer/dryer unit if you wanted that on the main floor. The living room leads out to a lovely deck, with beautiful plantings on a nearby ledge outcropping. It is a peaceful spot to enjoy a quiet moment at sunrise. Sunset can be enjoyed from the front of the unit. Two bedrooms and a full bath are conveniently on the main floor of the unit- with the same wood floors leading you through. A full basement is convenient for storage, and allows extra space for crafts, exercise or more finished space potential. A wood stove is on this level for an added heat source. A one car garage is in a detached structure nearby, which is handy- especially when the weather gets messy! Enjoy living a stone's throw from town and all it has to offer. The Middlebury Natural Foods Coop is minutes away, Town Hall Theater, Middlebury College and so many more fun places to see and take advantage of. It's time to simplify and enjoy the condo life!

4 Overbrook Dr, Middlebury

$359,900

2 Beds ⋅ 2 Baths ⋅ 5087754 MLS

Discover this stunning end-unit condominium nestled in one of Middlebury's most charming neighborhoods — where thoughtful updates, effortless living, and a peaceful natural setting come together beautifully. The main level is designed for ease and comfort, featuring an open-concept living and dining area bathed in natural light from expansive windows and sliding doors. Step outside onto your private deck to enjoy the fresh Vermont air, whether basking in the sun or relaxing in the shade beneath a retractable awning. A cozy gas stove anchors the living space, creating a warm and inviting atmosphere year-round. The bright, well-appointed kitchen offers stainless steel appliances, a gas range, and generous counter space — perfect for both everyday meals and entertaining guests. Two spacious bedrooms and a full bathroom complete the main floor, all with no stairs, making for truly convenient single-level living. Downstairs, a finished bonus room provides endless possibilities complemented by an additional ¾ bathroom, in-unit laundry, and abundant storage and workspace. Recent updates include beautiful hardwood floors, fresh paint, and more. Outside, enjoy serene views overlooking a lush lawn framed by mature trees, a detached garage for added convenience, and wonderful outdoor space to call your own. Ideally situated close to downtown Middlebury, top-rated schools, shopping, and world-class outdoor recreation — this one truly has it all. Schedule your showing today!

31 Evergreen Ln, Middlebury

$275,000

2 Beds ⋅ 2 Baths ⋅ 5084987 MLS

Easy condo living can be just the right fit for someone that doesn't want to shovel, mow the lawn or navigate home repairs like a roof replacements! All you need to do is turn the inside into the space you want to be in! Whether you are looking to downsize, purchase your first home or your forever home this two bedroom condo could be the perfect fit. On the main floor, just inside the mudroom, you'll find a den/dining room, kitchen, living room (with a propane stove), a 1/2 bath and sliding doors to the deck. Both bedrooms, the 3/4 bath (walk-in shower) and the laundry are on the 2nd floor. Middlebury East is a community of mostly full-time residents adjacent to the Battell Woods and an incredible trail system. You can walk into town quite easily and if you prefer to drive the grocery stores, restaurants, theaters, and shopping are just a few minutes away!

7 Evergreen Ln, Middlebury

$455,000

3 Beds ⋅ 2 Baths ⋅ 5060117 MLS

Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater, and more will be at your fingertips. This three-bedroom, single-level unit is on the second floor and will be ready for occupancy in April of 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini split technology, with a whole-house ventilation system. Pull into your private garage, and then into your entry hall with a wrap-around porch that provides a covered entry as well as outdoor space to enjoy morning coffee! Up the stairs, you will find an open concept living area with a generous kitchen featuring an island with seating, a pantry, and Energy Star appliances. The kitchen transitions seamlessly into spacious dining and living areas, making entertaining a breeze. Down the hall, you will find the primary suite with a walk-in closet and 3/4 bath. Two additional bedrooms and a full bath provide room for guests or office space. A laundry room is conveniently located in the hall to complete the living space. Don't forget the basement below that will provide ample storage as needed! Future community amenities will include green space, a community garden, access to trails, and more. Inquire for more details! Photos are "Likeness Only"

54 Brush Ln Unit 8.4B, Middlebury

$455,000

3 Beds ⋅ 2 Baths ⋅ 5058429 MLS

Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Welcome to Stonecrop Meadows, Middlebury's newest neighborhood! Located just 1/2 mile from downtown Middlebury, where restaurants, shopping, theater, and more will be at your fingertips. This three-bedroom, single-level unit is on the second floor and will be ready for occupancy in March of 2026. To be built with energy efficiency at the forefront, each unit will be heated and cooled with mini-split technology, with a whole-house ventilation system. Pull into your private garage, and then into your entry hall with a wrap-around porch that provides a covered entry as well as outdoor space to enjoy morning coffee! Up the stairs, you will find an open concept living area with a generous kitchen featuring an island with seating, a pantry, and Energy Star appliances. The kitchen transitions seamlessly into spacious dining and living areas, making entertaining a breeze. Down the hall, you will find the primary suite with a walk-in closet and 3/4 bath. Two additional bedrooms and a full bath provide room for guests or office space. A laundry room is conveniently located in the hall to complete the living space. Don't forget the basement below that will provide ample storage as needed! Future community amenities will include green space, community garden, access to trails, and more. Inquire for more details! Photos are "Likeness Only"

40 Brush Ln Unit 8.3B, Middlebury

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