Middlebury Vermont Real Estate

Affordable living in Middlebury Mobile Home Park with recent updates including fresh interior paint, new flooring, and some upgraded electrical work. This home offers two storage sheds and a private backyard area, along with an open living and dining layout, two bedrooms, and a walk-in shower. A ramp provides convenient accessibility. While the home could benefit from additional updates, it is priced accordingly and presents an excellent opportunity to own your own home for less than the cost of renting most Middlebury apartments. Public transportation is available for easy access to town, park approval is required, and pets are welcome per park rules.

Attention Buyers!! Investors, Multi-generational living, first time home buyers! HUGE Price Reduction! Great Location! This is a great opportunity to build "Sweat Equity" ! Inside you will find 2 one bedroom apartments and a third floor that needs a full rehab. The town only recognizes the lower two floors. Wonderful views and sunsets from all 3 floors looking West over Middlebury proper and the Adirondacks. 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. There is enough room for terraced gardening in the back yard. Bring your imagination and see what this house has to offer in this amazing location in Middlebury!

This 1930’s East Middlebury village home boasts a charming, livable layout, ready for new owners to come in with the vision to make the mostly cosmetic updates that would bring out its full potential. The first floor includes a nice living room with hardwood flooring open to the staircase, a small dining area, kitchen and ½ bath with a family room and small mudroom off the back of the house. Upstairs are the homes three petite bedrooms, and the ¾ bath. Some new flooring and repair of cat damage is needed. Outside, one can enjoy village living from the covered from porch, just a short distance from the Harold Curtiss Rec Park with a play structure, basketball and tennis courts, the Sarah Partridge Library, swimming holes and a local Bakery & Deli. Just a few minutes’ drive east you’ll find Rikert Outdoor Center, the Middlebury College Snow Bowl, and several hiking trails including access to the Long Trail. Be sure to check out the 3-D Virtual Tour of the house online. Property is being sold as is.

Welcome to 12 Stonegate Drive! This charming single-level home offers 2 bedrooms and 1 full bath, ideally located just minutes from downtown Middlebury and under an hour to Burlington International Airport. The inviting interior features an abundance of natural light throughout, well-proportioned bedrooms, and ample storage space to support comfortable everyday living. Enjoy outdoor living on the covered side porch and back deck, overlooking a beautifully maintained backyard—perfect for relaxing or entertaining. A detached one-car garage adds convenience, while the full basement provides generous storage and is ready for potential future expansion. Connected to public utilities and offering a functional layout in a close-to-town location, this home presents a wonderful opportunity for easy, comfortable living.

Nestled into Vermont's spectacular rural-meets-town setting, 44 Lower Plains Road offers a rare blend of tranquility, recreation, and community. This home is a year-round playground for outdoor lovers, ski enthusiasts, and anyone seeking the best of Addison County life. For many years, this home has been the gathering spot for the Madison Ski Club due to the proximity to the Middlebury Snowbowl. It is a place that sleeps many guests and offers lots of space to unwind and relax by the fireplace after a day of outdoor recreation. Bring your vision for thoughtful updates to this home and build equity on an amazing piece of property near endless amenities.

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!

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, garden entrance townhome will be ready for occupancy in February 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 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 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 a full bath. The lower level provides private garage parking, a mudroom entrance, and a laundry room/ bonus space, perfect for storing all of your gear! Future community amenities will include green space, a community garden, access to trails, and more. Inquire for more details!

Nestled in the heart of East Middlebury, this delightful village home offers the perfect blend of comfort, convenience, and classic New England charm. Just steps from the local bakery, village shops, post office, playground, restaurant, and a beautiful park with tennis courts, swimming, and fishing, it’s an ideal setting for everyday living. The home was completely renovated a couple of years ago, and the current owner has continued to update and improve the home and landscaping. This colonial home combines timeless character with modern updates. The main level features an inviting open floor plan highlighted by warm wood beams, creating a natural flow between the living, dining, and kitchen spaces. The kitchen shines with quartz countertops and stainless-steel appliances, offering both style and practicality. Step outside to enjoy a spacious, fully fenced yard—perfect for kids, pets, gardening, or simply relaxing in the fresh Vermont air. Upstairs, the generous primary bedroom includes two closets and a stunning en-suite bathroom with a walk-in tiled shower. Two additional bedrooms, a full bath, and convenient second-floor laundry hookups complete the upper level. Make this your new home!

Close to town and move-in ready! If you're in the market for a house with charm, character and convenience - you've landed in the right spot! Within walking and biking distance to local schools, healthcare, grocery stores, shopping and recreational opportunities, this home is certainly convenient. It also has some architectural flair, check out the ornate windows and interior trim! Plenty of on-site parking behind the house and room for improving the existing 3 bay garage - maybe a second living space?! Inside the house on the main living level you'll find an updated, clean galley kitchen with stainless steel counters, a generous foyer, a living room and dining room as well as the laundry room and a 3/4 bath (stall shower). Upstairs are all 4 bedrooms and a full bathroom. Bedrooms are all good sized and all have great light filtering in. The basement is accessible from inside and outside through a bulkhead, has shelving and the usual house system components - boiler, oil tank, water heater, electric panel. A covered porch on the front of the house and a porch with a pergola and a small fenced area for your furry friends in the back are both inviting places to hang out. The property has many native plantings strategically places to improve privacy.

Welcome to this inviting 3-bedroom, 3-bathroom single-family Cape located in Middlebury. Ideally situated close to downtown Middlebury, schools, shopping, and dining, this home also offers an excellent location between Rutland and Burlington for easy commuting. Inside features an open-concept layout that creates a seamless flow between living spaces—perfect for both everyday living and entertaining. The large primary bedroom includes a private ensuite bathroom. One of the two additional bedrooms is located on the first floor. A dedicated office space adds valuable functionality for remote work or study. The backyard, complete with an above-ground pool is ideal for summer fun and relaxation. Whether on the back deck or in the back yard, you will have a perfect spot to unwind and take in stunning sunset views, making evenings at home truly special.

This price is for qualified buyers! Inquire with your agent to see if you qualify and are able to purchase at this price. This unit is also available at the market price of $699,500. 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, end-unit townhome will be ready for occupancy in the spring of 2026. 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 which enjoys plenty of natural light from the many windows. The generous kitchen features 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 a primary suite with a spacious walk-in closet and en-suite bath featuring a double vanity, complemented by 2 other bedrooms and a bath. The lower level provides private garage parking, gear-friendly mudroom and laundry room. 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!

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, garden entrance townhome will be ready for occupancy in February 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 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 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 a primary suite with walk in closet and 3/4 bath, and 2 additional bedrooms and a full bath. The lower level provides private garage parking, a mudroom entrance, and a laundry room/ bonus space, perfect for storing all of your gear! Future community amenities will include green space, a community garden, access to trails, and more. Inquire for more details!

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, garden entrance townhome will be ready for occupancy in February 2026. With energy efficiency at the forefront, each unit will be heated and cooled with mini-split technology and a whole-house ventilation system. Step inside the open-concept 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 a primary suite with a walk-in closet and 3/4 bath, 2 additional bedrooms, and a full bath. The lower level provides private garage parking, a mudroom entrance, and a laundry room/bonus space, perfect for storing all of your gear! Future community amenities will include green space, a community garden, access to trails, and more. Inquire for more details!

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, end unit 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 which enjoys plenty of natural light from the many windows. The generous kitchen features an oversized island with seating, energy star appliances, and direct access to a private deck, perfect for morning coffee or evening relalxing. 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 a primary suite with spacious walk-in closet and en-suite bath featuring a double vanity, complemented by 2 other bedrooms and bath. The lower level provides private garage parking, gear- friendly mudroom and laundry room. 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!

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.

A fantastic, in town location- across from Otter View Park, and down the street from Middlebury College and everything town has to offer! A 2017 addition included a first floor primary suite, making one level living easy. The well laid out floor plan includes a living room with hardwood floors that is open to the updated kitchen and dining areas. A powder room and laundry area round out this floor. Upstairs you will find two additional bedrooms and an office, along with two 3/4 baths! There are laundry hook ups on this floor as well, if that is what you prefer. Windows and heating system were replaced in 2017, and heat pumps were installed for A/C in the last few years. Outside you have a welcoming front porch, as well as a spacious back deck overlooking the backyard. The one car garage will keep your car dry, and allow for storage of gardening supplies! if you have been waiting to experience in town living, this might just be the place!

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!

This classic village home is in a great location! Situated on South St., with sidewalks on both sides of the historical street as you head into town. You have no doubt driven by this home and admired its handsome Colonial facade many times. A brand new natural gas boiler has been installed! From the front door you enter into the living room space, with wood floors that continue throughout the home. A pellet stove makes things extra cozy, and built in bookcases line one wall of this space. A den allows for an additional living area, perfect for tv watching. A formal dining room is adjacent to the kitchen which is at the rear of the home, leading to the back yard. An office, 3/4 bathroom and laundry room/pantry round out this floor. Upstairs you will find three bedrooms and an additional 3/4 bath. The large, level lot provides space for your gardens, and is fenced in for privacy and keeping pets safe. Walk to downtown Middlebury for shopping, restaurants, library or the many events that take place all year long! Middlebury College is also within walking distance, so you can enjoy sporting events, walk the trails around the campus or check out the museum, theater or musical performances. Porter Hospital is just down the road as well. In town living at its best!

Opportunity Knocks in the conveniently located 5 bedroom home in Middlebury! The property is set back off the road on 2.4 acres with a partially fenced in yard and a deck that faces west. Have you ever wanted to have your own business at home and raise your family too, all in the same space? This home presents a multitude of opportunity; Multi-generational living, Home business or rent out the walk-out basement to one or multiple vendors. The home is very spacious and bright. Upstairs you will find 3 very roomy bedrooms including the primary suite with walk-in closet. There is also a walk-thru closet from the main bathroom so if you don't want to disturb your partner in the morning, you can get ready for the day here! If stairs aren't for you there are two bedrooms on the first floor! Above the two car garage is a large storage area that is unfinished. One of the best things about this home is its convenience to everything - Schools, Shopping, Local Airport, Skiing, Middlebury College, Porter Hospital and Downtown. Don't miss your chance to have everything you want all in one place! Schedule a showing today!

Located on over 10 acres with beautiful views of the Adirondacks, this well cared for, post and beam cape enjoys privacy and peaceful surroundings. Enjoy the views from the large deck, screened in porch, hot tub, or the in ground pool during warmer months! This home has many features you are looking for- including a large mudroom that connects the two car garage with a large storage area above. The renovated kitchen features soapstone countertops, stainless steel appliances and a walk in pantry with prep sink. An office nook nearby is perfect for sorting through mail, sitting to plan the week or researching good recipes! The kitchen is open to the living room, with large sliding doors that lead out to the expansive deck and porch with those great views! The dining area is connected, and a wood stove adds a cozy vibe to this living/dining space. Wood floors and natural light follow you through the home. A powder room and laundry are also on this main floor. Upstairs you will find the primary bedroom- with a cathedral ceiling, plenty of closet space, and connected to the bath with large, walk in, tiled shower. The second bedroom has a large closet and connects to the bath. The lower level of the home is finished with two bedrooms and a full bath. Two utility spaces offer storage and updated systems. This level walks out of the home to the backyard- great access to the pool and hot tub! A stand by generator is installed, so you can have peace of mind should you ever lose power. Some recent updates include exterior painting, and new garage doors! You can enjoy all of this, and be less than 4 miles to downtown Middlebury to enjoy restaurants, shopping and events. Come take a look at your possible new home!

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! (Acreage is approx, boundary line being adjusted) Offer Deadline of 12pm on 2/6/26.