Middlebury Vermont Real Estate

Great views and lots of opportunity await! What was once a barn in the early 1900's is now 2 apartments. This property could be converted back to a singe family or remain as is for multi-generational living. It could also be used as a rental or think big and start over and build your dream home. Inside you will find 2 one bedroom apartments and stairs to the top floor which needs renovation. Wonderful views and sunsets from all 3 floors looking West over Middlebury proper and the Adirondacks, for spectacular sunsets! A short distance to groceries and the Co-op and Chipman Hill Park is a few hundred feet away! Lots of beautiful trees were planted above the house by the current owners including 2 walnut trees, pinyon pines and a willow tree. A deck off the back of the house overlooks the back yard where there is enough room for terraced gardening. Bring your imagination and see what this house has to offer in this amazing location in Middlebury!
Sweet cape with easy access to everything that the wonderful town of Middlebury offers! This house has a good sized living room, first floor bedroom, kitchen and full bath on the main floor. Upstairs are three more rooms PLUS a large landing spot that might be a perfect office or play space. The enclosed porch faces south and is a big enough space for a table and chairs, flower pots or another lounge space! Heating unit (furnace) and hot water tank (on demand) were installed in 2024 by Champlain Valley P&H. If you prefer natural gas, the line is at the house ready for hookup. Basement has a concrete floor and a walkup entry. Small gardens around the house bring a pop of color and are easy maintenance!
Two separate living units! One is a 3 bedroom, 2 story home, and the second is a 1-bedroom home. This property is located on a very nice lot-close to schools, shopping, and walking paths. It has nice trees and a good amount of privacy, as well as the ability to walk to many of the wonderful things Middlebury has to offer. The auxiliary dwelling unit is perfect for a family member that you want close, but not right in your house. It is difficult to find 2 separate living units in Middlebury for this price and in such a great location.
FLEXIBLE ZONING, MIXED USE ALLOWING FOR BOTH RESIDENTIAL OR COMMERCIAL OPPORTUNITY. Welcome to this charming 3-bedroom, 1.5-bathroom split-level home in the heart of Middlebury, VT. Set in a peaceful neighborhood surrounded by trees and well-spaced homes, this property offers both privacy and convenience. Step onto the inviting covered front porch and make your way inside to a cozy living room with beautiful hardwood flooring and a classic brick fireplace. The kitchen features updated appliances, including a stainless steel refrigerator and gas range, plus ample cabinet space. The sunny dining area flows nicely into the spacious back deck—recently painted with brand-new railings—perfect for outdoor meals or relaxing after a long day. Big, airy bedrooms provide plenty of space for rest or work-from-home comfort, all conveniently located near a full bathroom and generous storage. The lower level includes a partially finished room, perfect for a game room, gym, or family hangout, plus a versatile bonus area with direct access to the garage—ideal for snowy Vermont mornings. Outdoor updates include replacement of several fascia boards and newer siding around the chimney. Just steps from the TAM Trail for hiking and dog walks, and within walking distance to popular local restaurants, this home also enjoys easy access to town amenities like grocery stores, shops, and workplaces. A wonderful blend of quiet living with town convenience—this Middlebury gem won’t last long!
This home is currently a 2-family rental, but has been a single-family residence in the past. Converting it back would not be difficult. It could also work well as a home that has an extra unit for extended family. There are 2 kitchens and 2 washer and dryer hook ups, but new owner could take out a kitchen if not needed. The tenants are both planning to be out by July1, 2025. The house has been well maintained. The large yard is fabulous with lots of room for all kinds of outdoor activities, and a beautiful garden area with established rhubarb bed and raspberry bushes. Combine that with lovely Green Mountain views and you have a lovely property!
This circa-1900 farmhouse was lovingly restored by a previous owner. Quality materials & craftsmanship like the restored staircase, fir side-entry door, maple cabinetry & wood floors enhance charming historic details throughout, including low windows, wrap-around porch, and original floors. Quality vinyl siding, energy-efficient windows, newer chimneys and roofs, and well-maintained systems make this small home easy to care for. Located outside the flood plain on the north side of East Main St., this home has remained secure and dry during flooding events.There is a first floor en suite bedroom/bath, allowing one-level living if desired. The kitchen has butcher block counters, a great farmhouse sink, and several new stainless steel appliances. The living room has a wood stove for cozy nights, and plenty of windows to let the light in! Upstairs is a bright, private bedroom with French doors opening into a space perfect for an office/studio, nursery or dressing room.The fenced-in rear yard is a peaceful space filled with established perennial beds bringing year-round color that are easy to maintain.The one-car garage is used as an insulated workshop but could be converted back to vehicle storage if preferred. A garden shed & attached woodshed are available for all your storage and gardening needs. Enjoy the comfort and convenience of Village living just minutes from the Green Mtn National Forest for great hiking, skiing and swimming and 10 min. to downtown Middlebury!
If you are looking for a property with spectacular long range mountain views look no further! This well maintained, L-shaped ranch style home has a lot to offer. It was recently updated with new siding and sliding door that opens onto your deck. It has an open floor plan that is filled with natural light The kitchen/dining/ living area is great for entertaining. Your guests can sit up to the peninsula and see what is cooking while still being able to have a conversation with everyone in the dining and living areas. In the summer months you can open the updated patio door and spill outside onto the deck to BBQ and enjoy the view. The fenced yard is ideal for keeping your pets safe while not having to be with them. The attached garage adds convenience and storage, and brings you into the mudroom with laundry and 1/2 bath. The neighborhood is conveniently located- just minutes to downtown Middlebury, but close to the mountains for great hiking, skiing and biking. You need to see how cozy this home is.
Take advantage of this beautifully updated 4-bedroom ranch that perfectly blends modern finishes with classic charm! Located on a spacious 1-acre lot in the lovely town of Middlebury, this move-in ready, one-level home was thoughtfully renovated throughout. Just inside, the bright & inviting living room includes a gas fireplace with a full white stone surround creating a striking focal point. Large front windows bathe the space in natural light, making it ideal for cozy evenings or welcoming guests. The brand-new kitchen is a showstopper, featuring crisp white cabinetry, sleek black countertops and hardware, stainless steel appliances including a gas range, and a peninsula with counter seating. The adjoining eat-in dining area makes mealtimes a breeze. Modern bathrooms, fresh flooring throughout, and a list of major upgrades—including a new roof, windows, plumbing, on-demand water heater and garage doors—ensure peace of mind and lasting value. The spacious primary suite includes a private ¾ bath and a sliding door leading to a large sunroom, which flows seamlessly onto a brand-new deck. From here, enjoy views of your private backyard oasis complete with an inground pool—perfect for relaxing or hosting summer gatherings. A professionally waterproofed, unfinished basement offers generous storage. With its thoughtful updates, stylish finishes, and wonderful outdoor space, this home combines comfort, functionality, and timeless appeal!
Highly desirable Middlebury location, which backs up to the Middlebury College campus property, is an easy stroll into downtown for dinner, events or to see a movie! Sitting on a bit of a knoll off the road, the house is nicely sited with a lovely back yard with a stone patio, room for gardens and flowers and a perfect place to enjoy the outdoors. On the main living level, the eat-in kitchen is quite generous with ample counter and cabinet space and a closet housing the laundry machines and overlooking the back yard. The designated dining room (with a bay window) and living room (with a fireplace) enjoy the sunshine pouring in. A smaller office/den and 1/2 bath round out the main living level features. Upstairs, in addition to a full bath are three bedrooms, built in shelving and access to a walk-up attic space which is great for storage. Years ago the owner refinished the hardwood floors and then covered them with carpet. They've been protected for years and are in impeccable condition now that some of the carpet has been removed! In a former life, the basement was quite the hang-out space and certainly could be again!
Situated in the heart of East Middlebury, this farmhouse built in 1800 offers nearly 3,000 square feet of living space and features five bedrooms on a spacious 0.53-acre corner lot. The sizeable kitchen, with woodstove and attached breakfast nook, provides ample space for entertaining or simply whipping up meals. Adjacent to the kitchen, a newly remodeled utility room and bath with a tiled walk-in steam shower add both functionality and modern convenience. The first floor also includes a formal dining room, a substantial living area, and a family room with a wood burning fireplace, perfect for hosting those milestone events. The traditional large front door leads to an expansive wrap-around covered porch that overlooks East Main Street and the vibrant happenings of town. Upstairs, you will find five carpeted bedrooms, a full bath, and easy access to the walk-up attic. Should additional space be required for an office or exercise room, one or more of these bedrooms can easily be repurposed. Across the driveway, there is a detached two-car garage and a heated workshop, offering ample storage and counter space for both tools and toys. Next door is the Recreational Park, with playgrounds, basketball and tennis courts. Also, a stones throw away is the well known Sarah Partridge Public Library and the renowned Waybury Inn. This property has been lovingly maintained by its current owners for over 45 years. As they embark on new adventures, this home is ready for its next chapter.
Welcome to this beautifully maintained home, with open concept living, flooded with natural light! This home is designed for comfort flexibilty and modern living. A recently remodeled kitchen features newer appliances,granite countertops, and ample cabinetry. The laundry room is conveniently located right off the kitchen.The first level has 2 bedrooms and a full bath. The finished lower level offers a fully equipped second kitchen , cozy livingroom, private full bath,bedroom and a bonus room-providing the perfect space for extended family, long term guest, or even an in-law suite. With its own private entrance visitors can come and go independentently. The exterior has vinyl siding for ease of maintenance. A large partially covered deck, great for outdoor entertaining. Located in a quite neighborhood where pride of ownership is evident.
Delightful and cheery, this cape style home in "The Woodlands" has an ideal layout with wonderful flow. With all the spaces you need on the main living level including a home office, mudroom entryway, family room, living room, dining room, renovated kitchen, laundry and the primary bedroom suite (with a private full bath and a walk in closet) PLUS the screened porch allowing you to enjoy the outdoors comfortably! Bonus space in the basement has been converted to a sweet home gym (equipment could be included with the right offer!) and there's still plenty of storage space in the unfinished section of the basement. The second floor hosts 3 bedrooms, storage closets, linen closet and another bathroom for the rest of the family or visiting friends. An attached garage gives you direct access to the house and a large yard is great for watching the birds, kicking around a ball or just enjoying the yard and privacy. The house is elevated from the road which allows for peaceful enjoyment! SHOWINGS START on Saturday, June 28th at 10am.
THIS HOME WILL BE FRESHLY PAINTED ON THE EXTERIOR PRIOR TO CLOSING! This historical home is located on three lovely acres of land, just over a mile from downtown Middlebury! A circular drive greets you as you drive to the home, and the three bay detached garage offers room for vehicles and equipment! Enter in and find a renovated kitchen, with quartz countertops and stainless steel appliances. A casual dining area off the kitchen leads to a back deck- a perfect spot for the grill! A walk in pantry comes in handy as well. There is a formal dining room, living room, and great study with built in bookcases and French doors for privacy. Hardwood floors follow you throughout the home, as well as abundant natural light. There is a large porch on both sides of the home. One is glassed in- making it a wonderful sun room. The other porch is screened in- so there is good spot no matter the time of day or the weather! Upstairs you will find a primary suite with updated 3/4 bath, featuring a custom tile shower. There are 3 additional bedrooms and a second renovated bath as well! There is space for everyone in this home, and space outside for gardens and play. There is additional land available if a buyer is interested. Come take a look and see for yourself!
Discover the BEST home office in VT perfect spot to run a business and raise a family! With opportunity in this spacious five-bedroom, three-bathroom home situated on a sprawling 2.4-acre lot. In walking distance to all 3 public schools. Two bedrooms grace the main floor, offering convenience and flexibility, while the second floor hosts an impressive trio of bedrooms, including a luxurious primary bedroom suite. Step into the primary suite and indulge in the expansive bathroom, featuring a jacuzzi tub and a separate shower. The suite is complete with a generously sized walk-in closet, offering both style and functionality. The fully walk-out basement presents a myriad of possibilities within its mixed-use zoning. Whether you envision a chiropractic office, daycare, apartments, attorney's office, architect's studio, or even a chic hair salon, this versatile space is ready to transform according to your vision. Previously utilized as a chiropractic office, the potential for this space is boundless. The property is strategically located right off Court Street, the main road, ensuring easy access for clients and customers. Ample parking further enhances the property's appeal, making it a versatile canvas for various ventures. This property is not just a home; it's an opportunity waiting to be seized. Explore the potential of this unique residence and its versatile spaces that cater to a myriad of possibilities. Large living space and large office space! Come see today!
Just a short stroll from the center of Middlebury, this spacious home is close to the hospital, Middlebury College, golf course, shopping, restaurants, and more. It offers three floors of living space, including five bedrooms, an office, eat-in kitchen, formal dining room, large living room with fireplace, and a bright, south-facing sunroom. Step out onto the spacious back deck with views of the Green Mountains and a landscaped backyard, ideal for gardening and outdoor enjoyment. The basement provides ample storage and direct access to a one-bay garage. With three full floors of living space plus a full basement there is plenty of room for everyone. Explore the Trail Around Middlebury, watch the fireworks at Middlebury College, cheer on the runners for the Middlebury Maple Run from your front yard!
Take some time and really reflect on how you want to live in Middlebury, Vermont! This property and the house that sits here can offer you an answer. The main house has a layout conducive to all kinds of options including a first floor primary suite, several rooms that could be used for home offices and creative spaces, gathering spaces in the eat-in kitchen, generous dining room and comfortable living room with a beautiful woodstove and hearth. Nuzzle up by the windows and watch the eagles, ducks and other wildlife or enjoy a good book! Gorgeous hardwood and softwood floors give a warmth to living here. A large deck off the east is perfect for entertaining, grilling and telling stories. Each bedroom in the house has a private bathroom and/or adjoining sitting room. An apartment (820 additional square feet) on the second floor includes a bedroom, an office, a living room, kitchen, bath and access to the walkup attic for storage. Detached from the house, a storage barn for extra vehicles, lawn mowers, equipment giving you access to an organized life! In less than 10 minutes you can leave your oasis on Old Pasture Lane and enjoy the conveniences of living in a vibrant college town with plenty of great places to eat and shop and recreate! The house is now empty has been professionally cleaned and is ready to be lived in again!

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