Properties Near 53 High Street Middlebury, VT

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 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!

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!

With sweeping southeastern views and ample open acreage, this nearly 11 acre corner property is a must see. Move right into the 3 Bedroom, 2.5 Bath one level mobile home or use the footprint, designed septic, and drilled well to build your dream house. Just minutes from Middlebury, New Haven and Bristol, this property has both the convenience of near-to-town access with the feel and privacy of country living. Set back from the dead-end Halpin Covered Bridge Road, the property features multiple acres of pasture, a row of blooming fruit trees, mulched flower beds, and ample garden space. Long distance views make for bright morning sunrises over the Green Mountains and tranquil evenings as you end your day. The current owner is looking for less to maintain and is ready to pass this special piece on to the next owners. Selling As-Is.