You are viewing All Upper Valley VT Homes with 4 or more Bedrooms between $0 and $30000000 dollars.
$154,000 $68 per sq.ft. Thetford VT Home »
Price Change! Reduced by $21,000 down 14% on October 13th 2025
5 Beds | 3 Baths | Total Sq. Ft. 2280 | Acres: 0.5
Saturday Apr 26, 2025
Description: Mixed-use property (apartments and commercial space) in the charming village of Post Mills. Originally single-family home, has been converted into a 3-unit building, offering a range of potential uses: fully residential or multi-family investment; single-family home; combination of both commercial and residential spaces. Grants available for exterior and interior improvements. Top Unit > the largest area, with demo already started (kitchen and bath removed) offering an opportunity to complete renovation to your specs. This unit could be transformed into a spacious 3-4 bedroom apartment, with potential for views of the surrounding area. The open layout gives you a blank canvas to create a stunning living space. Downstairs > Long term tenant just moved out of the 2-3 bedroom main level, so the space is ready for renovation and paint. Offering excellent opportunity to modernize and find your own tenant. It's ready to go! Back Unit > This small studio space is in need of work but offers potential to be a cozy, income-generating rental. With the right renovations, it could be a charming unit with its own appeal. Could also be used for small commercial rental space, as well. Basement > interior access, needs attention for storage use. See MLS Property & Listing Details & 4 images.
$339,900 $118 per sq.ft. Thetford VT Home »
Price Change! Reduced by $60,000 down 18% on October 1st 2025
4 Beds | 2 Baths | Total Sq. Ft. 2875 | Acres: 15.5
Monday Mar 10, 2025
Description: Looking for some sweat equity? This home needs someone with vision to bring it back to life! This spacious 4-bedroom, 2-bathroom home offers an incredible opportunity for anyone looking for a fixer-upper with endless potential. Set on a generous 15.50 acres of land, the property provides plenty of room for outdoor activities, gardening, or even future expansions. The home itself, while in need of some TLC, boasts a large layout with multiple fireplaces, adding both charm and warmth to the living spaces. With a bit of love and vision, this home can easily become the dream property you've been looking for. In addition to its size and character, the location is a huge bonus. Situated just a short distance from Interstate I-91, you'll enjoy easy access to travel and nearby amenities, making commuting or running errands a breeze. The large acreage offers privacy and tranquility, while still being conveniently close to major roadways. Whether you're a first-time homebuyer or a seasoned homeowner, this property has all the right ingredients for transformation into a beautiful country retreat or family home. Seller has never lived in the home and has no knowledge of systems. Buyers to do their own due diligence. See MLS Property & Listing Details & 31 images.
$359,000 $147 per sq.ft. Thetford VT Home »
Price Change! Reduced by $30,000 down 8% on October 14th 2025
4 Beds | 2 Baths | Total Sq. Ft. 2440 | Acres: 1.07
Thursday Jun 26, 2025
Description: Four bedroom 1890 Farm house on 1.07 acres over-looking the Connecticut River being sold "as is". This home has a lot of charm and needs some TLC to bring it back to its potential glory. Thetford school system. Close to the CT River boating access. Just 15-18 min. drive to the Dartmouth campus! See MLS Property & Listing Details & 31 images.
$425,000 $141 per sq.ft. Thetford VT Home »
6 Beds | 4 Baths | Total Sq. Ft. 3024 | Acres: 0.48Monday Jul 28, 2025
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 & 20 images.
$552,000 $327 per sq.ft. Thetford VT Home »
5 Beds | 2 Baths | Total Sq. Ft. 1686 | Acres: 2.96Monday Sep 1, 2025
Description: Nestled along the river in scenic Thetford, Vermont, 119 Ilsley Road is a peaceful country retreat offering timeless charm and modern updates. Set on nearly three acres of privacy, this beautifully maintained Gambrel home boasts five spacious bedrooms and two full baths across 1,686 finished square feet. Step into a bright and welcoming open-concept layout where a fully renovated kitchen flows seamlessly into the dining and living spaces. A central fireplace adds warmth and ambiance, while abundant natural light brings the outdoors in. Step through sliding doors onto the deck, perfect for dining, entertaining guests, or soaking in the tranquil surroundings. The real magic? River frontage with your very own swimming hole. Whether enjoying early morning coffee by the water, an afternoon swim, or stargazing at night, this property delivers that idyllic Vermont lifestyle. Peaceful, private, and close to everything you need, 119 Ilsley Road is the riverfront sanctuary you have been dreaming of. See MLS Property & Listing Details & 19 images.
New Listing!
![Thetford VT Home for sale $$1,100,000 $410 per sq.ft.]()
$1,100,000 $410 per sq.ft. Thetford VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 2683 | Acres: 6.4Tuesday Oct 21, 2025
Description: An architect's personal home in Theford, VT, built for his family 38 years ago, is strategically perched on a very private, 6.4-acre parcel, surrounded by stone walls. The Cape is harmoniously augmented by Greek Revival details, most especially the colonnaded three-sided porch. This open land is complemented by neighboring large, conserved parcels. Quinibeck Road is generally lightly traveled. In addition to the perimeter walls, there is an extraordinary interior wall and sunken terrace built by a noted stone mason. A highlight of the home's interior is the stunning view from the front door directly through the rear door out to Tug Mountain. That dramatic view is amplified by the unexpected central hallway atrium with internal windows on the second floor. The interior of the house features light-filled rooms with an emphasis on intimate, social gatherings. Another fetching feature of the entire house is the use of unexpected niche spaces to accommodate personal flourishes such as small sculptures. The home is replete with other custom features such as built-in bureaus, bookcases, and the recessed porch linked to the primary bedroom. New roof in 2023; three working fireplaces; ample storage throughout; a spacious dry basement; and mature plantings. If desired, opportunities for creative repurposing of rooms abound. Don't miss an opportunity to acquire an elegant yet comfortable country home, close to Lake Fairlee and only 21 minutes from the Green in Hanover. See MLS Property & Listing Details & 44 images.
$515,000 $230 per sq.ft. Weathersfield VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2238 | Acres: 3Wednesday Apr 30, 2025
Description: Welcome to this beautifully maintained expanded Cape, perfectly positioned to capture stunning views of the Hartness runway--an aviation enthusiast's dream! Tucked away on a quiet dead-end road, the property offers just the right balance of privacy and convenience, located only 15 minutes from everyday essentials. The main level features a spacious open-concept living and dining area, a lovely primary suite with a walk-in closet and a bath complete with a walk-in shower, a fully equipped kitchen, laundry room, formal entryway, and a large office with a private entrance--ideal for working from home or welcoming guests. Upstairs, you'll find three additional bedrooms and a finished bonus room ready for your creative touch. The oversized heated two-car garage is attached for year-round comfort, and a stone patio off the expansive rear deck is perfect for outdoor entertaining. The level lot is beautifully landscaped and includes a charming woodshed and a peaceful stream, creating a truly delightful country setting. See MLS Property & Listing Details & 30 images.
$549,000 $157 per sq.ft. Weathersfield VT Home »
8 Beds | 1 Baths | Total Sq. Ft. 3500 | Acres: 39.1Saturday Apr 5, 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.
$747,000 $249 per sq.ft. Village of Perkinsville in Town of Weathersfield VT Home »
Price Change! Reduced by $52,000 down 7% on September 28th 2025
Waterfront on River Black River
6 Beds | 5 Baths | Total Sq. Ft. 3000 | Acres: 49.2
Thursday Aug 28, 2025
Description: Price reduced! 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. Open House Saturday Aug 30 from 11 am to 2 pm. See MLS Property & Listing Details & 55 images.
New Listing!
![Weathersfield VT Home for sale $$825,000 $375 per sq.ft.]()
$825,000 $375 per sq.ft. Weathersfield VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 2200 | Acres: 118Monday 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.
$997,000 $249 per sq.ft. Weathersfield VT Home »
Price Change! Reduced by $302,000 down 30% on September 18th 2025
4 Beds | 5 Baths | Total Sq. Ft. 4009 | Acres: 13.78
Sunday Jun 29, 2025
Description: Spacious Country Retreat with Stunning Views! Experience the perfect blend of space, privacy, and scenic beauty in this impressive country home. Set on 13.78 acres, this property offers expansive outdoor and indoor living, with amazing panoramic views. Inside, you'll find large sunlit rooms including oversized bedrooms, a mudroom, and second floor laundry for convenience. The open concept living area flows seamlessly to a beautiful deck where you can relax and take in the peaceful setting. A 2-car garage and additional outbuildings provide plenty of storage, while the open land has been set up to receive chickens or other small livestock. Designed for comfort and self-sufficiency, the property includes a whole house generator, ensuring year-round security and peace of mind - no matter the weather. Located in a school choice area and just a short drive to town this home offers seclusion without sacrificing a great location while offering tranquility or space to grow! See MLS Property & Listing Details & 57 images.
$2,495,000 $520 per sq.ft. Weathersfield VT Home »
5 Beds | 5 Baths | Total Sq. Ft. 4800 | Acres: 52.12Monday Jun 2, 2025
Description: This meticulously maintained five-bedroom, four-and-a-half-bath home offers sweeping views of the Connecticut River Valley and New Hampshire mountains. Thoughtfully designed for comfort and flexibility, the open-concept layout includes a main-level living option, hardwood floors, and tall ceilings with abundant and expansive windows that flood the home with natural light. The spacious kitchen is ideal for entertaining, with granite countertops, high-end cabinetry, a built-in refrigerator, wine fridge, and a generous island with prep sink. The living room and den each feature a fireplace and built-in bookcases. Upstairs bedrooms are carpeted for comfort, and freshly painted interiors enhance the bright, airy feel. A spacious deck and fire pit area provide perfect spots to enjoy the stunning landscape. The three-car attached garage includes a separated bay with its own entrance and access to the large unfinished space above, ready to convert into a guest suite or studio. Additional features include a whole-house generator, fiber-optic internet, and central air on the main level. The walkout basement offers expansion potential with natural light and tall ceilings. Set on a private lot with a cleared yard, fenced-in pen area, and spring-fed pond, this serene retreat is just 30 minutes to Upper Valley amenities, Okemo skiing, and Lake Sunapee. Easy I-91 access and a short drive to Boston or the Maine coast. 11 minutes to Crown Point Golf course. Could be sold fully furnished! See MLS Property & Listing Details & 60 images. Includes a Virtual Tour
$195,000 $49 per sq.ft. Windsor VT Home »
5 Beds | 4 Baths | Total Sq. Ft. 4011 | Acres: 0.34Tuesday May 23, 2023
Description: The Stephen Jacob House is an extremely important historic residence in a town known for its historic architecture. Built in 1784 in the Georgian/Federal style, the residence was sited on the rise of State Street from the Village of Windsor. It's commanding presence was embellished with cornice dentil detailing and possibly a Palladian window. Having been used for many purposes over the years, the house was purchased by Historic Windsor, Inc. in 2008. Recognizing its historic significance along with much original fabric intact, Historic Windsor, Inc. engaged in a massive cleanup, extensive documentation and a complete paint job with some sections reroofed with standing seam. The residence is now ready for the next phase of its life as a single family residence, up to 4 residential apartments, owner occupied business or a cultural center. All of the necessary as built architectural plans, documentation of existing materials and fabric and proposed Feasibility Plans are available. The project will require all new systems and rehab working with the extensive original fabric including interior shutters, period flooring and window and door detailing. Many original doors. The residences rich history with Stephen Jacob and its architectural significance will regain its prominence in Historic Windsor upon completion. See MLS Property & Listing Details & 4 images.
$325,000 $133 per sq.ft. Windsor VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 2452 | Acres: 0.75Thursday Jun 5, 2025
Description: Charming Duplex in the Heart of Windsor - Ideal for Owner-Occupants or Investors! Discover a fantastic opportunity to own a versatile, income-producing duplex in the vibrant and historic town of Windsor. Perfectly suited for an owner-occupant looking to offset their mortgage with rental income--or a savvy investor seeking solid returns--this well-maintained property offers both comfort and cash flow. Each unit features 2 spacious bedrooms, 1 full bathroom, a bright living area, and a spacious kitchen, making it ideal for tenants or personal use. Separate utilities ensure ease of management and straightforward billing, while continued thoughtful maintenance enhances long-term value and efficiency. Just minutes from local shops, dining, and schools, this property offers small-town charm with big investment potential. Enjoy easy access to I-91 and nearby recreational opportunities including hiking, skiing, and kayaking/fishing. Whether you choose to live in one unit and let the other help pay your mortgage, or fully rent both for reliable income, this duplex is a rare find in a desirable location. Don't miss your chance to own this flexible and financially smart property in one of Vermont's most charming towns. Schedule your showing today! See MLS Property & Listing Details & 36 images.
$409,000 $180 per sq.ft. Windsor VT Home »
Price Change! Reduced by $50,000 down 12% on October 11th 2025
4 Beds | 3 Baths | Total Sq. Ft. 2272 | Acres: 1.34
Thursday Jul 31, 2025
Description: OWNERS SAY SELL before Winter. Check out the new PRICE! Nestled on 1.34 picturesque acres in historic Windsor, this classic 4-bedroom Colonial blends timeless charm with comfortable living. Set back from the road, the home offers privacy and space to enjoy Vermont's natural beauty while being just minutes from town amenities, schools, and I-91. Inside, you'll find a traditional floor plan with spacious living and dining areas, a well-appointed kitchen, and plenty of natural light throughout. With this flexible layout, you can configure bedrooms on 1 or both levels. The basement is dry, and has ample finished space for an extra playroom or family room, including 1/2 bathroom. The expansive yard is ideal for gardening, play, or simply taking in the peaceful surroundings. With room to grow, work from home, or create the lifestyle you've been dreaming of, this Windsor gem is ready to welcome its next chapter. See MLS Property & Listing Details & 38 images.
