You are viewing All Upper Valley VT Homes with 4 or more Bedrooms between $0 and $30000000 dollars.

$425,000 $141 per sq.ft. Thetford VT Home »

6 Beds | 3 Baths |   Total Sq. Ft. 3024  |  Acres: 0.48
Thursday Mar 26, 2026
Description: Versatile 3-Unit Property in Convenient Thetford Location Located along scenic and accessible Route 5 in Thetford, this well-maintained 3-unit property offers a great opportunity for investors. One unit features direct access to both garages, providing convenience and privacy, while the two additional units--each on separate levels--offer consistent rental income to help offset expenses. Recent updates include a brand-new roof, and the property boasts a history of happy, long-term tenants. With ample off-street parking, a nice level yard for outdoor enjoyment, and just a quick 20-minute commute to the Upper Valley, this is a smart investment in a highly desirable location. Whether you're looking to live in one unit and rent the others, or fully invest, this flexible property checks all the boxes. All units are currently rented See MLS Property & Listing Details & 19 images.

Under Contract Thetford VT Home for sale $$689,000 $298 per sq.ft.

$689,000 $298 per sq.ft. Thetford VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2315  |  Acres: 5.61
Tuesday Mar 24, 2026
Description: Set on 5.6 private acres in East Thetford, this property was simply just "done right." With mountain views, privacy, and proximity to Upper Valley amenities, this is the full package. The home features soaring cathedral ceilings, beautiful hardwood floors, a large kitchen, and an open and inviting layout with handicap accessible doorways and spaces. The main level also offers a primary bedroom/bathroom and laundry for added convenience. With a total of 4 bedrooms, and 3.5 bathrooms, this home provides flexibility for a variety of living needs. Enjoy the balance of peaceful Vermont living with easy access to Hanover and Lebanon, NH, home to Dartmouth College and Dartmouth-Hitchcock Medical Center, along with shopping, dining, and services. Outdoor recreation abounds with nearby hiking, skiing, and river access. A rare opportunity to enjoy space, views, and convenience in a sought-after location. Showings begin Friday 3/27/26. See MLS Property & Listing Details & 47 images.

Under Contract Thetford VT Home for sale $$795,000 $322 per sq.ft.

$795,000 $322 per sq.ft. Thetford VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2472  |  Acres: 4
Wednesday Apr 15, 2026
Description: Located at the end of a quiet dirt road, this beautifully crafted Classic Saltbox Style Colonial Reproduction Home features period millwork, custom cabinetry, wainscot and wide pine plank floors throughout. Oversized 8/8 sash windows fill the rooms with sunlight. Enter the mudroom with tile floor connecting the two-car garage with bonus playroom above, a private screened porch and spacious kitchen with butcher block counters and new stainless steel appliances. A lovely flow of space and light make the common areas comfortable and inviting. One bedroom, laundry and ¾ bath complete the first level. Moving upstairs there is a generous Primary Bedroom with walk in closet, two additional bedrooms, and a full bathroom with a clawfoot tub. The full basement has great potential for playroom, or workshop. Huge, private level yard for play or gardening, and an ideal pond site at the woods edge. New propane boiler. Optional Tarm wood boiler if wood heat is your preference. All systems, roof and septic are new. Easy access to the Interstate. Quick commute to DHMC and Dartmouth College. High speed EC Fiber for remote working. No drive-bys please. See MLS Property & Listing Details & 45 images.

New Listing! Thetford VT Home for sale $$975,000 $305 per sq.ft.

$975,000 $305 per sq.ft. Thetford VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 3198  |  Acres: 70
Friday May 8, 2026
Description: Experience the Vermont dream in this sun-drenched 4-bedroom, 2-bath home set on 70 stunning acres with sweeping views and endless trails to explore. Thoughtfully updated with a beautiful kitchen and renovated bathrooms, the home blends timeless charm with modern comfort. Warm wood floors, an easy and inviting floor plan, and a gorgeous stone fireplace create the perfect atmosphere for both everyday living and cozy Vermont evenings. Outside, the expansive barn offers wonderful space for animals, hobbies, or storage, while the surrounding land provides privacy, adventure, and the very best of country living. Showings begin Monday, May 11th. See MLS Property & Listing Details & 60 images.

$259,900 $150 per sq.ft. Weathersfield VT Home »

4 Beds | 1 Baths |   Total Sq. Ft. 1738  |  Acres: 3.98
Thursday Jan 8, 2026
Description: GREAT LOCATION - Check out this Circa 1840's Farmhouse with attached Garage and Shed on 3.98 acres with open meadows and woods. First floor features an Eat-In Kitchen, Full Bathroom, Laundry Room, Living Room, Bedroom and Den/Dining Room with Pellet Stove. Upstairs you'll find 4 Bedrooms that need some cosmetic work. Just 3/4 mile from Exit 8 for easy commute to Upper Valley and Short drive to Okemo Ski Resort. Make your appointment today!! See MLS Property & Listing Details & 20 images.

$485,000 $139 per sq.ft. Weathersfield VT Home »

8 Beds | 1 Baths |   Total Sq. Ft. 3500  |  Acres: 39.1
Wednesday Nov 19, 2025
Description: Welcome to the former Danforth Inn! Take a trip back in time to 1780 as you look at this extremely original old building that was built in Weathersfield Bow in 1780 by Gideon Lyman. In 1789 Joseph Danforth moved to the Bow and he leased and then bought the Inn, changing the name to the Danforth Inn. This property will need some love, but it has never been spoiled in its originality, and it's just waiting for someone to bring it back to its former glory days! And the barns? They are beautiful! The really nice full basement under the large barn has very pretty and straight stone foundation and the cow stanchions are still in place! The backyard is private with lots of space for family fun. The 39 acres goes way back up behind the house with an old town road (unmaintained and unused) bordering the property line for easy access. Great for riding horses or for any other outdoor recreation you desire! The "Danforth Inn" would make a beautiful country bed and breakfast, a produce or farm stand, or whatever your dreams might be. Or make it a fabulous home where you can feel like you are reliving the past of 200 plus years ago! This is a rare opportunity for you to own a genuine piece of Vermont history! See MLS Property & Listing Details & 58 images.

Under Contract Weathersfield VT Home for sale $$725,000 $194 per sq.ft.

$725,000 $194 per sq.ft. Weathersfield VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3736  |  Acres: 3.6
Thursday Mar 26, 2026
Description: Set on a beautiful corner lot with over 3 acres in desirable Weathersfield, this expansive and thoughtfully designed home offers the perfect blend of comfort, space, and Vermont charm. With more than 3,700 square feet of living area, this 4 bedroom, 4 bath property is ideal for both everyday living and entertaining. The main level features a stunning open-concept kitchen, dining, and living area perfect for gathering, alongside a formal living room highlighted by a large fireplace and breathtaking eastern views. Natural woodwork throughout adds warmth and character, while a screened in porch and spacious deck provide seamless indoor/outdoor living. The primary suite is a true retreat, complete with a walk-in closet and full bathroom. Upstairs, two additional bedrooms share a well appointed full bath. The lower level expands the home's versatility with a sprawling apartment-style space, featuring a massive living area with its own fireplace, kitchen setup, and bathroom, ideal for guests, or potential rental use. Enjoy peaceful mornings on the inviting front porch sitting area, and take advantage of the detached two car garage topped with solar panels for added efficiency. Conveniently located just a short drive to I-91, the Dartmouth region, and nearby ski areas, this property combines privacy, space, and accessibility in one exceptional offering. Don't miss the opportunity to own this remarkable Vermont property. See MLS Property & Listing Details & 44 images. Includes a Virtual Tour

Under Contract New Listing! Village of Perkinsville in Town of Weathersfield VT Home for sale $$728,500 $243 per sq.ft.

$728,500 $243 per sq.ft. Village of Perkinsville in Town of Weathersfield VT Home »

Waterfront on River Black River
6 Beds | 5 Baths |   Total Sq. Ft. 3000  |  Acres: 49.2
Tuesday Apr 28, 2026
Description: Great new holiday price! Motivated sellers! The VT property that you have been waiting for! 49 acres with mature sugar maples and stone walls, a substantial converted barn and a lovely updated and expanded C. 1790 residence. Former home of the Weathersfield Rod and Gun Club, it has been thoroughly renovated into a grand residence. Five bedrooms and five baths, including a guest space with separate entry. Gracious country kitchen with built in seating for socializing and dining. Formal dining room and two separate living rooms, both with fireplaces. Updated baths. A grand covered porch to take in your spacious from lawn, gardens and local views. A large laundry room and side entry round out the first floor. Spacious BRs and baths are all on the second level. There is a bunk room over the barn space! The detached barn has great potential and is something to behold. Substantial space for parking and equipment below. The main level still has the character of of the former gun club. Separate men's and ladies rooms, a huge space for a gameroom, functions or even converting to a residence? The barn kitchen allows for many uses! The upper level showcases the beautiful post and beam structure and lots of storage. Large cleared lot adjacent to the residence for potential residence or farming, as well as world class fly fishing across the road on the Black River! With a short 7 mile drive to the highway and 12 miles to Okemo, this is the perfect VT escape. See MLS Property & Listing Details & 55 images.

$825,000 $375 per sq.ft. Weathersfield VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2200  |  Acres: 118
Monday Oct 20, 2025
Description: COUNTRY LIVING ON 118 ACRES WITH FULLY APPLIANCED, 4 BR's, 1.5 BATH HOME WITH ATTACHED GARAGE WITH 2ND FLOOR, A STATE-OF-THE ART PELLET BOILER, ROOF TOP SOLAR SYSTEM, SMALL POND, BARN AND STORAGE BUILDINGS. THE LAND BOAST ONE OF THE MOST BEAUTIFUL AND PLENTIFUL SUGAR BUSH IN THE STATE THAT EASILY ACCOMADATES OVER 4500 TAPS. SEVERAL WELL-MAINTAINED WOOD-LAND TRAILS TRAVERSE THE ACREAGE AND THE MATURE STATELY MAPLES. SPECTACULAR MT. ASCUTNEY VIEWS WITH CLEARING. JUST 1 MILE WEST OF EXIT 8. 30 MINUTE DRIVE TO OKEMO OR MT. SUNAPEE. See MLS Property & Listing Details & 17 images.

New Listing! Weathersfield VT Home for sale $$849,000 $212 per sq.ft.

$849,000 $212 per sq.ft. Weathersfield VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 4009  |  Acres: 13.78
Thursday Apr 30, 2026
Description: Tucked away on a private road in Weathersfield, this property offers nearly 14 acres of open land, big sky, and clear views of Ascutney Mountain. A good portion of the land has already been cleared and is currently home to farm animals, so there is a head start here if that lifestyle appeals to you. You can keep it going as it is, expand into something more, or simply enjoy the open land for the privacy and flexibility it gives you. There is room to make it your own, whether that means gardens, horses, or just wide open space to enjoy. The home is substantial without feeling overwhelming, with over 4,000 square feet on the main levels and additional partially finished space in the basement. The layout works well for everyday living and for entertaining, with a nice balance of open areas and more private rooms. There are four bedrooms and five bathrooms, which gives you plenty of options for guests, work from home space, or whatever fits your needs. The interior space is comfortable, welcoming, and connected to the land around it. Windows bring in natural light and make the most of the mountain views, and the overall flow of the home makes it easy to settle in. If you have been looking for a property that offers real privacy, usable land, and a home with enough space to grow into, schedule your showing today. See MLS Property & Listing Details & 52 images. Includes a Virtual Tour

$2,495,000 $520 per sq.ft. Weathersfield VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 4800  |  Acres: 52.12
Monday Jun 2, 2025
Description: Perched above the Connecticut River Valley with sweeping views to the New Hampshire mountains, this meticulously maintained five bedroom, four and a half bath home offers a rare opportunity just 30 minutes to Hanover, NH, Dartmouth College, and Dartmouth Hitchcock Medical Center. For medical professionals relocating to the Upper Valley, this property provides privacy, acreage, and panoramic views at a value rarely found closer to Hanover or Lebanon. Easy access to I 91 allows a comfortable commute to Dartmouth Hitchcock Medical Center while enjoying a peaceful Vermont setting. The open concept layout offers a desirable main level living option and is well suited for multigenerational living or extended guest stays. Hardwood floors, tall ceilings, and expansive windows fill the home with natural light. The spacious kitchen is ideal for entertaining with granite countertops, high end cabinetry, built in refrigerator, wine fridge, and a generous island with prep sink. Both the living room and den feature fireplaces and custom built ins. Upstairs bedrooms offer comfort and privacy. The walkout lower level with tall ceilings and natural light provides excellent expansion potential for recreation space, gym, or media room. The three-car attached garage includes a separate bay with private entrance and direct access to unfinished space above, ideal for a future guest suite, studio, or in law apartment. Outside, enjoy a spacious deck, fire pit area, cleared yard, fenced pen, and spring fed pond. Convenient to Okemo Mountain Resort, Lake Sunapee, Crown Point Country Club, and Upper Valley amenities. Approximately 2 hours to Boston, MA and under 3 hours to Fairfield County, CT, offering strong appeal for both primary and second home buyers seeking Vermont lifestyle with New England accessibility. See MLS Property & Listing Details & 52 images. Includes a Virtual Tour

$329,000 $154 per sq.ft. Windsor VT Home »


Price Change! Reduced by $10,000 down 3% on April 29th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 2142  |  Acres: 0.25
Friday Apr 3, 2026
Description: Discover space, flexibility, and everyday convenience in this charming 4-bedroom, 2-bath home in the heart of Windsor. Thoughtfully designed with a spacious floor plan, the main living area features warm hardwood floors and abundant natural light, creating a bright and welcoming atmosphere throughout. The formal dining area flows seamlessly into the living room, perfect for both everyday living and entertaining. A main-level bedroom and full bath, along with convenient first-floor laundry, offer ideal single-level living options or guest accommodations. Upstairs, you'll find three generously sized bedrooms, providing plenty of space for family, guests, or a home office setup. Set on a quarter-acre lot, the property offers ample parking and a detached one-car garage, perfect for storage, hobbies, or a workshop. Centrally located and easy access to town, grab your morning coffee just a short walk away or head to the nearby pond for a relaxing swim. A wonderful opportunity to own a well-located home with space, charm, and versatility in Windsor! See MLS Property & Listing Details & 25 images.

$413,900 $143 per sq.ft. Windsor VT Home »


Price Change! Reduced by $10,100 down 2% on April 28th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2888  |  Acres: 1.22
Tuesday Mar 24, 2026
Description: Motivated seller! Price drop! A rare piece of Vermont history, thoughtfully preserved for modern living. Dating to 1790, this distinguished brick and frame Colonial stands as a testament to early New England craftsmanship -- and it's ready for its next chapter. Meticulously maintained over the centuries and updated where it counts, this two-story home offers the warmth of wide-plank hardwood and softwood floors, the peace of mind of updated electrical and heating systems, and the curb appeal of a classic standing seam roof and fresh paint throughout. Recent windows flood the interior with natural light while preserving the home's timeless character. Whether you're drawn by the historic details or the practical updates, this property is move-in ready from day one. The kitchen is showstopping with a seamless blend repurposed materials. It exudes character and charm. The attached 1 car garage -- complete with a dedicated storage room/workshop area and a massive open attic accessible from both levels -- offers flexible space for a workshop, studio, or expansion. A property of this age rarely offers this much functional square footage. Positioned conveniently off Exit 9, commuting to the Upper Valley and beyond is effortless. The commercial zoning potential makes this an exceptional opportunity for buyers seeking a live-work arrangement, professional office space, or a savvy investment in one of Vermont's most storied small towns. Historic character. Modern comfort. Extraordinary potential. See MLS Property & Listing Details & 38 images.

$395,000 $244 per sq.ft. Woodstock VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1617  |  Acres: 0.65
Wednesday Oct 1, 2025
Description: Classic Vermont farmhouse just minutes from the heart of Woodstock. This charming 4 bedroom , 2 bath home offers the character of a traditional New England property with comfortable , move in ready living spaces. The home features a bright eat-in kitchen, spacious dining room, and a welcoming living room with a wood-burning fireplace--perfect for cozy Vermont evenings. Freshly painted interiors and updated flooring provide a clean , inviting feel while preserving the home's classic farmhouse charm. An attached barn/ garage offers excellent storage and flexible space for outdoor gear , a workshop, or hobby area--ideal for those who enjoy Vermont's year-round outdoor lifestyle. Located just a short drive to the Village Green in Woodstock, the property also provides convenient access to hiking, biking, and skiing at nearby Killington Resort. Whether you are seeking a full time residence or a Vermont getaway , this property offers an excellent opportunity to enjoy one of Vermont's most desirable areas at an attractive price point. Call today for a private viewing. See MLS Property & Listing Details & 47 images.

New Listing! Village of Taftsville in Town of Woodstock VT Home for sale $$527,000 $289 per sq.ft.

$527,000 $289 per sq.ft. Village of Taftsville in Town of Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 1824  |  Acres: 0.42
Friday Apr 24, 2026
Description: Step into a rare offering where timeless New England charm meets contemporary comfort. Originally built in 1846 and thoughtfully reimagined, this exceptional Taftsville, Vermont residence is set along Happy Valley Brook, creating a private sanctuary defined by peace, beauty, and understated elegance. Historic character is beautifully complemented by carefully curated upgrades, including energy-efficient heat pumps, enhanced electrical systems, basement insulation, and newer windows--ensuring comfort and efficiency in every season. Recent capital improvements, such as updated siding, a newer drilled well, and new oil and propane tanks, underscore the home's turnkey reliability, while generator-ready capability provides an added layer of confidence. Enjoy a kitchen built for making memories anchored by a newly installed and sleek granite island perfect for connection and celebration. Outdoors, the revitalized grounds invite both quiet relaxation and effortless entertaining, all framed by the natural splendor of this picturesque village setting. Positioned on coveted Happy Valley Road, the property offers a lifestyle as desirable as the home itself--where morning strolls and evening bike rides become part of your daily rhythm. Just minutes from the boutiques, dining, and charm of Woodstock, as well as convenient access to Interstate 89, this location perfectly balances a charming, village-like setting with accessibility. Imagine summer evenings spent beside the gently flowing stream, gathered around a glowing fire under the stars--an experience that captures the very essence of elevated Vermont living. Showings begin at the open house on Sunday, April 26th, from 1-3pm. See MLS Property & Listing Details & 49 images. Includes a Virtual Tour

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