$400,000 $220 per sq.ft. Middlebury VT Home »

Price Change! Reduced by $49,000 down 12% on July 7th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 1815  |  Acres: 0.26
Monday May 4, 2026
Description: 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. See MLS Property & Listing Details & 35 images.

$549,000 $270 per sq.ft. Middlebury VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2037  |  Acres: 0.21
Friday Oct 3, 2025
Description: 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! See MLS Property & Listing Details & 31 images. Includes a Virtual Tour

$549,000 $151 per sq.ft. Middlebury VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 3630  |  Acres: 0.22
Thursday May 28, 2026
Description: Built in 1813 by Timothy C. Strong, a Middlebury printer, 21 Seminary Street is an example of slow days from a different time. The property still boasts unique historical details like 25 inch wide pine flooring as well as the original staircase to the second floor. The home is currently setup as a single family with an apartment in the rear of the first floor, but is zoned to allow multiple possiblities such as a home based occupation or bed and breakfast. With a total of 5 bedrooms, 5 bathrooms and over 3600 finished square feet, there is so much opportunity to personalize a layout that best suits your wants and needs. The rear of the home is part of a newer addition that includes a 1 bedroom apartment with 3/4 bathroom, living room and office. Adjacent to the apartment is a 2 car garage that was also part of this addition. Above both is a large timber frame family or primary bedroom with vaulted ceilings, custom built ins, and a 3/4 bathroom. The property is priced well below recent appraisal at just over $150/square foot to enable the new owner to create their own vision of this historic home with exterior updates. Conveniently walkable to all of Middlebury's downtown offerings. Imagine village living at its best! See MLS Property & Listing Details & 49 images.

$595,000 $191 per sq.ft. Middlebury VT Home »

Waterfront on River Middlebury River
5 Beds | 4 Baths |   Total Sq. Ft. 3116  |  Acres: 0.95
Tuesday Jun 9, 2026
Description: 1840 Village Home. This great multi-generational or multi-family home has four bedrooms in the main house, an eat-in kitchen with pantry/laundry room, formal dining room, large family room with gas burning soapstone stove, office/craft room, music room/den and 3.5 baths. One bedroom apartment has large living room, walk-in closet, and full kitchen and bath. Ideal as a mother-in-law residence or income-producing apartment. Many recent upgrades including new furnace and appliances. Lots of built-ins, hardwood floors, and Vermont charm throughout. Welcoming front porches overlooking the Waybury Inn. Large, exceptional screened porch on rear of house looking out onto gardens, woods, and the Middlebury River. Large 1800s post-and-beam barn with heated workshop, concrete floor, and loft. See MLS Property & Listing Details & 37 images.

$679,000 $187 per sq.ft. Middlebury VT Home »

Price Change! Reduced by $16,000 down 2% on June 2nd 2026
5 Beds | 5 Baths |   Total Sq. Ft. 4840  |  Acres: 1.73
Wednesday May 13, 2026
Description: Perfect for anyone looking for an in-law suite, this home has a first-floor primary suite that is very spacious- giving its occupants a private space separate from the main house, including its own laundry room and office space! The generously sized mudroom entry and walk-in pantry separate this from the open concept kitchen/dining/living rooms. Flooded with natural light, the custom kitchen features granite countertops and cherry cabinetry! Sliding glass doors open up from the dining area to the expansive back deck! The soapstone wood stove in the living room sits on a custom-built stone hearth and can heat up this main level. The family room has pocket doors that can close it off from the rest of the main floor for added privacy. Upstairs are four more bedrooms and two baths! Loads of windows to enjoy the view out the back- a lovely, flat 1.73-acre parcel with stone walls, trees, lots of open space and established gardens, huge deck, pool, and plenty of sun! The partially finished basement has a large recreation room, workout room, workshop, play space, full bath AND plenty of storage. Located in East Middlebury village, down the street from the Waybury Inn, library and playground. Head up the mountain for great skiing, hiking and biking- or walk down the street to the Middlebury River to take a dip or go fishing! Less than 10 minutes into the village of Middlebury, where you'll find great restaurants, shopping, and events at Middlebury College. This house offers all of the space that you have been looking for, at the end of the road for a private setting- what more do you need?! See MLS Property & Listing Details & 51 images. Includes a Virtual Tour

$699,000 $260 per sq.ft. Middlebury VT Home »

Price Change! Reduced by $26,000 down 4% on July 8th 2026
182 Ft. of Waterfront on River Middlebury River
4 Beds | 2 Baths |   Total Sq. Ft. 2684  |  Acres: 0.6
Saturday Jun 13, 2026
Description: Picture yourself in a stunning retreat, where the gentle sound of a babbling river fills the air as you relax on your porch or savor a warm summer evening by the firepit. This classic Vermont farmhouse has been beautifully updated inside with a gorgeous custom kitchen complete with high end appliances that are a work of art. A 48" Italian gas range, Big Chill fridge and a handmade Moroccan brass faucet are just a few of the details! Custom cabinetry includes a bespoke island that is the center of the chef's domain. Throughout the home thoughtful design choices are around every corner. With an acceptable offer, the house can be sold mostly furnished! Wood floors throughout, and natural light is in abundance. A first floor bedroom and fully remodeled bath make one level living possible. The living and dining rooms feature built in cabinetry, and a wood burning fireplace is a focal point in the living room for cozy nights. Three additional bedrooms and another fully remodeled bath are upstairs, along with an office and large laundry room with hand stenciled floors. An attached sunporch is on the back of the home, with a cool bar for an amazing entertaining space. Walk outside and the magic begins there. Mature plantings, fruit trees, berry bushes, and open lawn space lead you back to the river. Nicely protected with a stone retaining wall, there are steps up and over to a cool riverside sitting area. From here you can cool off, sit and enjoy a cold drink, or just enjoy the soothing sounds of the river. Walking distance to the Waybury Inn for a delicious meal, or walk to the East Middlebury gorge, a beautiful and popular swimming hole. Tennis courts, library and a playground are nearby too! 8 miles (12 minutes) to the Snow Bowl for skiing in the winter. 5 miles (10 minutes) to Lake Dunmore for swimming in the summer. Enjoy the abundant hiking trails in the area as well! ALTHOUGH THIRD PARTY SITES SUCH AS ZILLOW SHOW OTHERWISE, THIS HOUSE IS NOT IN A FLOOD ZONE. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$699,000 $239 per sq.ft. Middlebury VT Home »

Waterfront on River Middlebury River
4 Beds | 4 Baths |   Total Sq. Ft. 2922  |  Acres: 1.82
Tuesday Jun 16, 2026
Description: Nestled along the scenic banks of the Middlebury River, this beautifully updated vintage home offers a rare combination of historic character, modern comfort, and versatile living space. The main residence features three bedrooms plus a dedicated office, providing flexibility for remote work, guests, or hobbies. Enjoy peaceful mornings and relaxing evenings in the screened porch overlooking the property's lush gardens and natural surroundings. Thoughtful updates throughout preserve the home's timeless charm while enhancing everyday convenience. Upstairs there is a claw foot tub overlooking the beautiful yard, soak and listen to the river! A spacious barn adds exceptional storage, workshop, or hobby space, while the separate one-bedroom apartment presents opportunities for rental income, multigenerational living, or private guest accommodations. Surrounded by established gardens and the soothing sounds of the river, this special property offers a quintessential Vermont lifestyle with room to live, work, and entertain. As an added bonus, this property owns the land across the street ensuring a permanent buffer! Whether you're seeking a full-time residence, country retreat, or property with income potential, this riverside gem is a unique opportunity not to be missed. See MLS Property & Listing Details & 45 images. Includes a Virtual Tour

$1,100,000 $392 per sq.ft. Middlebury VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 2804  |  Acres: 12
Friday May 29, 2026
Description: The classic Vermont farmhouse is on the market! This iconic property also enjoys classic Vermont mountain views- both of the Adirondacks and the Green mountains- that will complete the package. Nestled onto the landscape, the residence is perched up off the road looking west over conserved land to the Adirondacks. This property calls to you with its wrap around porch and handsome details, to come take a look inside! The adjacent barn is part garage, part barn, with a large finished room at the end that is a fully insulated, heated studio space- complete with bathroom! Used for years by the current owners who are artists, but could also be a wonderful music space, home office or even potential guest quarters. The main house has a true Vermont mudroom- big enough for all of your gear- and the way most will enter your home. Once inside you will enjoy the large, eat in kitchen with wood fireplace and built in cabinetry, that enjoys those western views. Butternut from the property was used for most of the trim in the home! The living room is adjacent, and features wood floors and a wood stove that can heat the downstairs. A front parlour serves as another living room, and currently hosts the piano for musical gatherings. An office, powder room and laundry are also on this floor. The living spaces open up to the fabulous wrap around porch where you can lounge day or night to your heart's content. The gracious stairs bring you up to four bedrooms and 2 1/2 baths- enough room for you and your guests! Located just minutes to downtown Middlebury, but your own private oasis and land for gardening or animals. Come check out this beautiful home and make it yours! See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$569,000 $387 per sq.ft. Middlesex VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1472  |  Acres: 104.79
Tuesday Jul 14, 2026
Description: This custom-built New England style Cape home has been lovingly cared for and in the same family since it was built in 1986. The home sits on an amazing 104+ acres of beautiful wooded land protecting wildlife and natural habitats. Enjoy hiking trails, hunting and exploring. The house is surrounded by gardens and peaceful landscape. Enter the open kitchen with a large dining area, surrounded by windows overlooking the perennial gardens. A cozy living room with a woodstove and one bedroom, and a full bath on the main level. Upstairs, you'll find three bedrooms, including the primary bedroom with wood floors, large closets, and another bathroom. Outside, above the stone walls, enjoy the perennial gardens, including several blueberry bushes, apple trees, and a special rose garden. Included with the home is a full-house generator, high speed internet with CV Fiber, a large wood shed, and a space for reviving the vegetable garden, which includes rhubarb and asparagus. An amazing location in Middlesex, only 15 minutes from Montpelier, where you can be surrounded by nature and stewardship for this special land. Your new home awaits! Open House Saturday 7/18 from 1-3pm. See MLS Property & Listing Details & 49 images.

$319,900 $172 per sq.ft. Middletown Springs VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1855  |  Acres: 9.91
Wednesday Apr 1, 2026
Description: Circa 1850 farmhouse with detached 2-car garage on 9.9 acre lot on scenic country road. Offering a large mud room before entering the spacious kitchen and walk-in pantry. The well proportioned dining room, living room and porch complete the 1st level of this home. Upstairs you will find three bedrooms and a bath. Upgrades include windows, insulation and heating system. Less than a 30 minute drive to Manchester and most of Rutland county this is the perfect centralized location. Make an appointment today to see this lovely property. Motivated Sellers - Bring your offer!! See MLS Property & Listing Details & 28 images.

$350,000 $203 per sq.ft. Middletown Springs VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2226  |  Acres: 1
Wednesday Jul 8, 2026
Description: Tucked away near the end of historic Montvert Road in the charming town of Middletown Springs, and within walking distance of the famous Mineral Springs Park, this peaceful property offers the perfect storybook setting. Nestled on a picturesque one-acre lot, this spacious ranch has been lovingly owned by the same family for many years and is ready for its next chapter. Designed for comfortable one-level living, the home offers plenty of space for family and friends, with additional partially finished living space in the basement complete with a half bath, bar and a cozy fireplace. A second fireplace on the main level creates a warm and inviting atmosphere, while both a wood furnace and an oil furnace provide flexible heating options for Vermont's changing seasons. Step outside onto the side deck to enjoy your morning coffee or unwind with evening cocktails while watching deer, birds, and other wildlife wander through the neighboring meadow. The attached two-car garage provides plenty of room for vehicles and outdoor equipment, while the well-maintained two-story barn, dating back to the 1850s, offers endless possibilities for storage, hobbies, a workshop, or additional recreational space. Whether you're looking to enjoy its original charm or update it with your own personal style, this home provides a wonderful opportunity to create something truly special in an idyllic country setting. Conveniently located less than a mile from Middletown Springs Elementary School, with school choice available beginning in seventh grade, and less than 30 minutes from Rutland, you'll enjoy the perfect balance of peaceful country living with easy access to everyday conveniences. If you've been dreaming of a quiet Vermont retreat where you can slow down, enjoy nature, and make a home your own, this is the opportunity you've been waiting for. See MLS Property & Listing Details & 40 images.

$175,000 $98 per sq.ft. Monkton VT Home »

4 Beds | 1 Baths |   Total Sq. Ft. 2503  |  Acres: 2.3
Friday Jun 26, 2026
Description: Opportunity awaits on this 2.3± acre corner lot in the desirable town of Monkton, Vermont. Whether you're looking for your next renovation project or envisioning a fresh start with a new home, this property offers endless possibilities. The existing home may be suitable for rehabilitation or could make way for new construction, allowing you to create the property you've always wanted. The spacious lot provides room to expand, garden, or simply enjoy the peaceful Vermont setting. Conveniently located just 30 minutes from both Burlington and Middlebury, you'll appreciate the easy commute while enjoying the privacy and charm of rural living. Bring your vision and unlock the potential of this well-located property. A rare chance to invest in a sought-after location with plenty of room to make it your own. See MLS Property & Listing Details & 5 images.

$888,000 $391 per sq.ft. Monkton VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3383  |  Acres: 2.47
Tuesday Jun 30, 2026
Description: Perched atop a picturesque hill with commanding views of both Camel's Hump & Mt. Mansfield, this exceptional 4-bedroom, 3.5-bathroom home offers a lifestyle that feels both elevated & effortlessly welcoming. Situated on just under 2.5 acres, the home is further enhanced by 17 +/- acres of protected common land; an opportunity to enjoy rural serenity without sacrificing convenience. A gracious foyer invites you into the heart of the home. Rich hardwood floors extend throughout the 1st level, while soaring cathedral ceilings create a sense of grandeur. The bright living room is anchored by a stunning stone-surround gas fireplace & framed by oversized picture windows, showcasing panoramic views. Transitioning seamlessly into the kitchen, you'll find a generous hosting island, granite countertops, updated lighting, & refined finishes that lend an upscale, polished feel throughout - while a wet bar further elevates the experience. The dining area is perfectly positioned, with direct access to the expansive wrap-around porch. Soak in the Hot Spring spa, entertain under a painted sunset sky, or enjoy the iconic peaks, this outdoor space is inspiring. An oversized mudroom located just off the heated garage provides abundant storage with built-in hooks, drawers, & utility sink. Additionally, the 1st floor offers a tasteful office & guest powder room. Upstairs, the primary suite features an en suite bathroom with tiled walk-in shower & soaking tub. Two additional bedrooms & a full bathroom provide comfort & plenty of room. The finished walkout basement truly expands the living space, with a large lounge area, flex room, 4th bedroom, & additional full bathroom; the basement effortlessly meets your needs while providing direct access to the backyard. Rarely does a home combine such impressive views, abundant living space, & protected natural surroundings. More than a house, it's a place to truly settle in, recharge, & savor every season at home. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$445,000 $209 per sq.ft. Montpelier VT Home »

6 Beds | 3 Baths |   Total Sq. Ft. 2126  |  Acres: 0.13
Thursday Jul 2, 2026
Description: One of a kind 5 bedroom home with a one bedroom efficiency apartment. This classic Montpelier home has been renovated from the studs out. You name it, it's been updated-and in the right way. Insulation, windows, electric, plumbing. Bathrooms, kitchens, floors, roof, paint, furnace, and more! A large kitchen and a formal dining room (you don't have to be formal) are on the first floor, along with a living room and a pellet stove. Four bedrooms upstairs, plus a full bathroom. Then, and you're going to like this-the third floor is an entire primary bedroom floor. Spacious bedroom with its own bathroom. Give yourself a little space for when you want to be alone. For watching movies and writing poetry, that is. The apartment is a real gem. It's not big, but it's in good shape and it ALWAYS rents. Most recently it was getting $1100 a month. Or, if you want a first floor bedroom, it could easily be incorporated back into the main house. Driveway parking is behind the house, and works for 2-3 cars. Super convenient to downtown Montpelier's stores, restaurants, and the schools. Lots of space means lots of options! One real estate website implies that this is in a flood hazard area. It is NOT in the 1% flood hazard zone. *****Might be ideal for housing where occupants don't have or need cars. It's close to town, a bus stop, and there are sidewalks.***** See MLS Property & Listing Details & 42 images.

$449,900 $187 per sq.ft. Montpelier VT Home »

Price Change! Reduced by $49,100 down 11% on July 1st 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2409  |  Acres: 0.28
Wednesday May 6, 2026
Description: Move-in ready and renovated, this Montpelier home is located up out of the flood plain and just a short walk from local Montpelier shops and dining. 15 River Street brings so much to the table! Ample parking access from both River st and Berlin St this home has a flat backyard with some garden or play space. Take the custom granite staircase from the upper parking area down to the stone patio where you can store your firewood and grill. Enter on the covered porch into a mudroom with built in storage. Upon entering the home you will notice that most of the interior has been updated, notably; rooms have been gutted, insulated, sheetrocked, and painted giving the home a newer feel. Replacement windows provide warmth, peace, and quiet as well. The first floor has plenty of space with a huge living room, dining room, and kitchen, including a full bath, bedroom, office, and laundry. Move on up to the second floor where there are 3 more bedrooms and a bathroom. The third floor has lots of possibilities as either a guest suite or maybe even short term rental? Updated appliances and systems will be a huge benefit to the new owner. See MLS Property & Listing Details & 51 images.