Properties Near 4 Overbrook Drive Middlebury, VT

Spacious East Middlebury Ranch on 1.20 Acres with Mountain Views Set on a generous 1.20-acre lot with a beautiful Green Mountain backdrop, this inviting ranch-style home offers comfort, flexibility, and room to grow. The property includes an attached two-car garage plus a separate detached building—perfect for hobbies, a workshop, or a small business—complete with its own power supply. Home has many new upgrades, new windows, new roof, new siding (concrete James hardy), new heating system VT GAS, new electrical and new deck! Inside, the bright and open living space features a sunny three-season sunroom that flows into the dining area and kitchen. The main level includes a full bathroom, while a convenient half bath is located on the finished lower level. The lower level provides excellent versatility for additional living space, whether you need room for guests, extended family, or recreation. Enjoy the ease of being close to East Middlebury amenities, including a bakery, convenience stores, the post office, and more. Outdoor enthusiasts will appreciate quick access to skiing, hiking, and snowmobiling trails. The expansive yard offers ample space for gardening, play areas, and pets. This spacious lot also offers the potential for subdivision to create an additional building lot, giving buyers even more opportunity. A wonderful chance to enjoy space, comfort, and flexibility in a desirable location.

This updated mid-century home features new flooring and fresh interior paint. Step outside onto the new back deck, the perfect place to entertain, relax, and take in views of your own private slice of Vermont. Set on 1.1 acres, the property offers plenty of space for a vegetable garden and complements the existing perennial plantings. The spacious home is conveniently located just minutes from Middlebury College, Porter Medical Center, and the Middlebury Natural Foods Co-op, while Burlington International Airport is only 52 minutes away. The oversized two-car garage provides ample room for vehicles, hobbies, and storage, with an additional separate workshop or storage area located at the rear. Outdoor enthusiasts will also appreciate the home's close proximity to several walking trails and recreation opportunities.

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"

Welcome to your next home,10 Case Street, a charming 3-bedroom, 2-bath home dating back to 1840. Filled with character and warmth, this home features beautiful wood floors and the timeless appeal of an older Vermont property. Outside, there is plenty of garden space to create your own outdoor retreat, whether you envision flower gardens, vegetables, entertaining areas, or simply a peaceful place to enjoy the seasons. Conveniently located in East Middlebury, this home is just a short distance from the post office, gas station, and the historic Waybury Inn, making everyday errands and local amenities easily accessible. Enjoy the close-knit feel of East Middlebury while being just minutes from everything Middlebury has to offer. A wonderful opportunity to own a historic Vermont home with character, usable outdoor space, and a convenient location!

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 two-bedroom townhome will be ready for occupancy in May 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. Step inside the open concept first-floor living area, with a generous kitchen featuring an island with seating, Energy Star appliances, and direct access to a private deck, perfect for morning coffee or evening relaxation. The kitchen transitions seamlessly into spacious dining and living areas, making entertaining a breeze. A powder room on this level is great for guests. Upstairs, you will find 2 spacious bedrooms and a full bath. The lower level provides private garage parking, laundry room with utility space, and a handy bonus room- perfect as a mudroom, storage, or exercise room. Future community amenities will include green space, a community garden, access to trails, and more. Special pricing for qualified buyers! Inquire with your agent to see if you qualify. Inquire for more details! Photos are "Likeness Only"

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!

Set on a picturesque 1.1-acre corner lot with a country feel, this beautifully maintained 1800s home offers the perfect blend of historic character, thoughtful updates, and exceptional versatility. The spacious, renovated eat-in kitchen serves as the heart of the home, featuring custom cabinetry, stainless-steel appliances, and plenty of room for gathering. The first floor also offers a generous living room with a wood stove and direct access to the backyard. A full bathroom with laundry hookups and a den with a fireplace complete the main level. Recently remodeled, the den could easily serve as a home office, formal sitting room, or playroom. Upstairs, you’ll find three bedrooms, including a spacious primary bedroom with an adjoining bonus room already equipped with plumbing beneath the floor. This flexible space offers the opportunity to create a dream walk-in closet, private nursery, home office, or future en suite bathroom. A second laundry area and three-quarter bathroom complete the upper level. Major improvements completed within the past eight years include a new roof, water heater, front deck, and extensive landscaping that has transformed the yard into a more functional outdoor space. The possibilities continue with an impressive collection of outbuildings. The attached garage offers space for three or more vehicles while still leaving room for storage or a workshop. A detached one-car garage and an additional barn with room for two more vehicles, multiple storage areas, hobby space, or potential home-business use provide incredible flexibility. Enjoy a country setting while remaining only 10 minutes from Middlebury College, Porter Medical Center, downtown Middlebury, local restaurants, shops, schools, and everyday amenities. Whether you’re looking for room to grow, space to work from home, extensive garage and workshop space, or a historic Middlebury property with endless potential, this one-of-a-kind home is ready to welcome its next owners.

Welcome to this well-maintained home offering comfortable one-level living on 1.4 wooded acres in a peaceful country setting. With over 1,800 square feet of living space, this 3-bedroom, 2-bath home features a spacious layout with generously sized rooms and plenty of opportunity to make it your own. The primary suite offers a private bath and ample closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Surrounded by mature trees, the property offers a peaceful setting with space to enjoy the outdoors, whether gardening, relaxing, or simply appreciating the privacy of the wooded landscape. Whether you're a first-time homebuyer, looking to downsize, or searching for an affordable property with room to personalize over time, this home presents an excellent opportunity with all that Middlebury has to offer. Conveniently located just minutes from downtown Middlebury, shopping, dining, Middlebury College, and outdoor recreation. Don't miss your chance to make this property your own. Schedule your showing today!

This vintage farmhouse-style home is full of character and classic architectural details. Original woodwork, solid wood doors, hardwood floors, and a seasonal sleeping porch showcase the home's timeless appeal. The main level features a centrally located propane stove in the living room, a spacious kitchen, and a first-floor bedroom with ¾ bathroom. Upstairs, you'll find three additional bedrooms, along with a bonus room that was previously used as a laundry room and still retains its hookups. The electrical system has been updated, and a new hot water tank was installed in 2024. Perched above the road on the edge of Buttolph Acres, this corner-lot property features a welcoming front porch and a spacious fenced side yard. Sidewalks right outside the front door lead all the way to Middlebury's public schools and provide convenient access to downtown shops, restaurants, and amenities. This is a rare chance to own a classic Middlebury home at a price point that leaves room to make it your own. Comfortable to live in while you make improvements, the home offers tremendous potential for buyers with vision. Whether you're searching for your next home, your next project, or an investment opportunity, this property invites you to breathe new life into a classic home in one of Middlebury's most convenient areas. The zoning may provide added flexibility for certain residential, office, service, or lodging uses, creating even more possibilities for future owners - buyers are encouraged to explore this further.