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.

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"

Set on just under half an acre in one of Vermont's most beloved college towns, this thoughtfully updated 4-bedroom, 2-bathroom home strikes a balance that's hard to find: turnkey condition with the character and care that only comes from owners who genuinely invested in where they lived. Updates include a newer roof, added attic insulation, fresh interior paint throughout, a redone entryway, a generator hookup, and landscaping graded to protect the foundation. The primary bedroom has been enhanced with a dedicated office nook and additional closet space. A new side deck, updated front steps and storm door, and a storage shed complete the picture. The backyard is set up for outdoor living and play, with a playset, tree fort, and sandbox already in place. There is also a dedicated garden space. The full basement offers substantial room for storage, a workshop, or future finished space. Nestled between the charming towns of Vergennes and Brandon, Middlebury offers the best of Vermont's Champlain Valley. Downtown and Middlebury College are just minutes away, and the Wright Park Trailhead is right down the road for those who want trails close to home. Lake Dunmore is also nearby for warm-weather recreation. Burlington is 40 minutes north when you need the city, or utilize Middlebury's Amtrak station that offers daily direct service to New York City.

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 two bedroom townhome will be ready for occupancy in the summer of 2025. 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 oversized island with seating, energy star appliances, and direct access to a private deck, perfect for morning coffee or evening relaxing. 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 full bath. The lower level provides private garage parking, gear- friendly mudroom and washer and dryer. A partially finished bonus room and utility space round out that level. Future community amenities will include green space, community garden, access to trails and more. Inquire for more details! Photos are "Likeness Only"

This inviting home offers a bright, comfortable layout designed for easy everyday living. The main level flows naturally between the kitchen, dining and living spaces, creating a welcoming environment for gatherings or quiet evenings at home. The updated kitchen blends the convenience of modern living with the charm and character of an older home. Upstairs, a large full bath serves the bedroom level, providing both space and functionality. Outside, the fenced-in backyard is ideal for pets, play or gardening. The garage adds valuable storage and parking. Set on a small, manageable lot the property offers quick access to town amenities and is just a short drive to the Middlebury Snow Bowl. The location is ideal for commuting to Rutland or Burlington as well. The sidewalks in front of the house make it easy to enjoy a morning walk or an evening stroll. This home delivers comfort, practicality, and a great location.

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 two-bedroom townhome will be ready for occupancy in May of 2026. 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. Inquire for more details! Photos are "Likeness Only"

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!

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!

This thoughtfully designed one-level home is tucked away in East Middlebury, offering tranquility and privacy while keeping you close to the convenience and amenities of downtown living. Located at the end of Kings Row, the property feels like a private retreat, an oasis removed from the bustle of Middlebury, yet still benefits from public utilities and local access. Hardwood floors run throughout much of the home, and the easy flow of the layout adds to its welcoming feel. It is ready for its next owner to make the most of village living. A detached barn, currently used as a studio and featuring finished space upstairs, adds flexibility and opens the door to a variety of possible uses. To further maximize the property’s investment potential, be sure to ask about the adjacent land parcel, which is also available for purchase. Showings begin Saturday, June 13th.