Properties Near 385 East Main Street Middlebury, VT

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!

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!

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.

This well-maintained ranch was built as a retirement home with everything you need on one floor. There are wide doorways, and an open living, dining/kitchen area. And there is even a ramp in the garage for easy access to the home. It is a short distance to everything in Middlebury, as well as East Middlebury, and to Rt 7 for commuting North or South. The very spacious basement has room for storage as well as many different hobbies. There is even a brand-new roof on this home.

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!

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!

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!

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.

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!