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


Price Change! Reduced by $146,000 down 27% on May 11th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 2037  |  Acres: 0.21
Listed on 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 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
Listed on 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 Listing Details & 49 images.

Under Contract Middlebury VT Home for sale $570,000 $180 per sq.ft.

$570,000 $180 per sq.ft. Middlebury VT Home »


Price Change! Reduced by $105,000 down 18% on April 28th 2026
5 Beds | 4 Baths |   Total Sq. Ft. 3160  |  Acres: 2.4
Listed on Tuesday Jul 22, 2025
Description: 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! See Listing Details & 42 images.

New Listing! Middlebury VT Home for sale $595,000 $191 per sq.ft.

$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
Listed on 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 Listing Details & 37 images.

Under Contract Middlebury VT Home for sale $679,000 $187 per sq.ft.

$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
Listed on 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 Listing Details & 51 images. Includes a Virtual Tour

New Listing! Middlebury VT Home for sale $725,000 $270 per sq.ft.

$725,000 $270 per sq.ft. Middlebury VT Home »

182 Ft. of Waterfront on River Middlebury River
4 Beds | 2 Baths |   Total Sq. Ft. 2684  |  Acres: 0.6
Listed on 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. 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! There is no shortage of ways to enjoy the outdoors. See Listing Details & 60 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
Listed on Friday May 29, 2026
Description: The classic Vermont farmhouse is on the market! This iconic property also enjoys classic Vermont mountain views 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 Listing Details & 60 images. Includes a Virtual Tour

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


Price Change! Reduced by $10,000 down 3% on May 7th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 1855  |  Acres: 9.91
Listed on 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. See Listing Details & 28 images.

Under Contract Montpelier VT Home for sale $395,000 $260 per sq.ft.

$395,000 $260 per sq.ft. Montpelier VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1522  |  Acres: 0.07
Listed on Thursday May 21, 2026
Description: Four bedrooms, 1.5 baths, 1,500 square feet -- half a mile to downtown and 2 blocks from VCFA, on one of Montpelier's most established residential streets. The interior earns attention. White oak floors throughout, clean white walls, and natural light in every room create a house that feels calm, warm, and unusually well-finished for this price point. The layout works for real life. The kitchen, dining room, and living room connect naturally without collapsing into one oversized space. The enclosed porch off the kitchen fills with tree canopy light yearround -- morning coffee, reading, work overflow. Main-level laundry adds everyday practicality. The dining room, lined with built-in shelving, works beautifully as a home office or library if needed. Upstairs, the bedrooms are bright and comfortably sized. The primary includes a cedar-lined closet; another retains original wood shutter doors that add character without feeling dated. The kitchen and full bath have been updated, and white oak flooring was fully replaced throughout. Trim, banisters, and surfaces refinished with care. Major infrastructure: full electrical replacement, chimney rebuild and liner, new porch roof. No carpet anywhere. A few original details remain and are fully disclosed. What's been invested here is visible the moment you go through the door. See Listing Details & 38 images.

$420,000 $173 per sq.ft. Montpelier VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 2432  |  Acres: 0.13
Listed on Friday May 29, 2026
Description: This house was built on a strong foundation, and with it, you can set roots and build your financial future. Well-maintained and thoughtfully cared for, this two-unit property offers both stability and flexibility in an ideal location just moments from the College Green, Hunger Mountain Food Co-op, and the Bike Path. Enjoy the ease of a convenient and connected neighborhood while staying close to the growing energy and activity of downtown. Live comfortably in one unit while generating income from the other, or create a welcoming multi-generational living arrangement that balances privacy with togetherness. The layout naturally supports a variety of living styles, making it as practical as it is inviting. Daily life here is defined by convenience and community - morning visits to the Co-op, bike rides along scenic paths, and evenings spent exploring local shops, dining, and events. A great neighborhood and vibrant yet relaxed setting make this more than just a place to live. With its solid construction, careful maintenance, and enduring appeal, this property is ready to serve its next owner well for years to come - offering not just a home, but a smart investment in lifestyle and long-term value. See Listing Details & 43 images.

$475,000 $197 per sq.ft. Montpelier VT Home »


Price Change! Reduced by $24,000 down 5% on June 8th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2409  |  Acres: 0.28
Listed on 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 Listing Details & 41 images.

$529,000 $501 per sq.ft. Montpelier VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1440  |  Acres: 0.41
Listed on Wednesday May 13, 2026
Description: This simply wonderful Montpelier home is ready for its new owners! With gorgeous long range mountain views from inside and the outside, you'll always have something to enjoy. This 4 bedroom home features 3 bedrooms on the main living area, and a large bedroom, which could also be used as a second living room on the walkout lower level. The main level includes an eat-in kitchen opening onto a delightful enclosed porch, giving you fun dining and entertaining options. There's a large living room that, along with the kitchen, has mountain views. Hardwood floors throughout the main floor. The lower level includes the 4th bedroom, as well as a three quarter bathroom. This space has been used for guest accommodations, a nanny, a home office, and more. Outside, you'll love the back deck, level, newly fenced back yard, fire pit, raised beds, and hundreds of perennials. The backyard is pleasantly private, with mature trees and shrubs that let you feel like you're in a private park. Bonus-Your new home will be THE hangout place for Montpelier's fireworks displays! Just relax on your deck, or your living room and enjoy! Very convenient one car attached garage, and a paved driveway. Stay comfy all year round with the heat pump and mini splits for summertime AC and wintertime heat. Convenient location to downtown Montpelier, schools, and restaurants. Note that the City recently updated the records to indicate that this is a 4 bedroom home. **Open House this Saturday, 05/30 10-12pm** See Listing Details & 51 images.

$559,000 $320 per sq.ft. Montpelier VT Home »


Price Change! Reduced by $16,000 down 3% on May 21st 2026
4 Beds | 2 Baths |   Total Sq. Ft. 1745  |  Acres: 0.2
Listed on Wednesday Apr 15, 2026
Description: It won't be easy to beat the location of this beautiful 4 bedroom Montpelier home. Minutes from the library, Three Penny Taproom, Union Elementary and all of downtown. That's if you drive. And if you hit traffic. And if you have to look for a parking spot. Which you might not have to, because it's THAT close to everything. Gorgeous hardwood floors throughout. The kitchen, while not huge, has recently been renovated with stone countertops, new cabinetry, and updated flooring. It's ok that it's not huge- the adjoining dining room, with what purports to be the original chandelier, is where you'll want to share meals anyway. Spread out in the spacious living room featuring built-in shelving, and a charming wood stove for cozy evenings. First floor also offers a smaller bedroom, which could be one of the best home offices in town .A cleverly located ½ bath rounds out the first floor. Upstairs, you'll find three bedrooms and the fully renovated full bathroom. Each bedroom has hardwood floors. One is quite large with built-ins, and then two more good-sized. Cute, landscaped corner lot with off street parking for 2 cars behind the house. Recent updates include: architectural shingle roof, insulation in walls and attic, spray foam in basement, new furnace, oil tank, chimney, and more. NOT in the 1% flood hazard zone. Ground water (not river water) did enter the basement in 2023. See Listing Details & 42 images.

$715,000 $345 per sq.ft. Montpelier VT Home »


Price Change! Reduced by $84,000 down 12% on May 4th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 2075  |  Acres: 0.52
Listed on Sunday Sep 7, 2025
Description: Discover a truly one-of-a-kind home with one of the best yards in Montpelier! Set high above the river this property has privacy and seasonal views of the city. The expansive yard surrounded by mature trees is a private oasis, with plenty of room to garden, play, and relax in nature, while still being a quick walk from downtown. Every inch of this home has been thoughtfully renovated with high-end finishes, designer fixtures and beautiful craftsmanship. Enter through one of two beautifully crafted solid wood Dutch doors, inviting in natural light and fresh air. Step into a recently added mudroom boasting custom cabinetry and an oversized window displaying perfect fall views of the golden dome. The heart of the home is a custom-designed kitchen featuring a 6-burner gas range, farmhouse sink, cherry countertops, and tailored cabinetry that blends style and function. The main floor has abundant space and flows with ease. Cozy up by the efficient and stylish Thelin Gnome pellet stove, a perfect complement to the home's warm and welcoming vibe. The second floor offers three spacious bedrooms, including a primary bedroom featuring his & hers closets as well as a joined office/nursery which was formerly a fourth bedroom and could be once again. Third floor offers a newly finished attic providing large bonus space. This home feels like a hidden sanctuary. Just a quick walk into downtown and just steps away at the top of the road, you can access trails in the vast city forest that backs this hidden gem of a neighborhood. See Listing Details & 52 images.

$749,000 $282 per sq.ft. Montpelier VT Home »

6 Beds | 3 Baths |   Total Sq. Ft. 2656  |  Acres: 0.15
Listed on Friday May 1, 2026
Description: In the heart of the beautiful and dynamic Capital City, this grand old home melds the best of yester year and historic home charm while providing the best of modern-day convenience and style. From the gracious entry hall with original woodwork to gorgeous kitchen with its own cozy hearth and wood stove, this home offers easy living and all within a stone's throw of schools, Kellogg Hubbard Library, and downtown shopping and restaurants. Current owner renovated the kitchen and opened it to the dining area which leads to the private back deck. Entering the side door brings you into a spacious mudroom with laundry. The other first level rooms are the living room, an office/den, a 1/2 bath, as well as the entry hall with impressive staircase. High ceilings, original solid doors, and woodwork throughout, not to mention the gleaming hardwood flooring in every room. Upstairs are 4 more bedrooms and a very large full bathroom with iconic penny tile flooring. Also on this level is a door to a full stairwell to the 3rd floor apartment with two bedrooms and one full bath - add apartment back into main house for more living space or keep the rental unit for helpful income. Entire house has been thoughtfully maintained and upgraded with added insulation, a hybrid hot water heater, newer asphalt shingle roofing, and a dramatic outdoor spiral staircase for entry to 3rd floor apartment. The old barn was moved onto a brand-new foundation and now the yard is right out the back door. The barn makes a great garage with tons of dry storage above. Sit out on the private back deck or the big covered front porch when you feel like people watching. Do you dream of being in a lovely vintage home in the thick of downtown life? This is your chance! See Listing Details & 60 images.

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