You are viewing All Upper Valley NH Homes between $250000 and $500000 dollars.
$339,000 $128 per sq.ft. Sharon VT Home »
Waterfront on River White River2 Beds | 2 Baths | Total Sq. Ft. 2640 | Acres: 1
Listed on Monday May 4, 2026
Description: Nestled along scenic Route 14 in Sharon, VT, this ranch-style home is being offered for the very first time since it was built in 1964. This inviting two-bedroom home offers comfortable living with plenty of space to gather and entertain. The walkout basement features a spacious family room, convenient kitchenette, and dedicated office space, ideal for working from home, creative projects, or accommodating overnight guests. Step outside onto the expansive private deck and enjoy peaceful summer afternoons overlooking the nearby White River, where you can watch locals tubing by. An attached three-car garage provides generous space for vehicles, tools, and additional storage. Combining charm, functionality, and an ideal location, this property is conveniently situated just minutes from the Upper Valley, VA Hospital, I-91/I-89, and Dartmouth Hitchcock Medical Center. This property is being sold "As Is" Open-House 05/09/2026 9am-11am. See Listing Details & 25 images.
$425,000 $141 per sq.ft. Thetford VT Home »
6 Beds | 3 Baths | Total Sq. Ft. 3024 | Acres: 0.48Listed on 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 Listing Details & 19 images.
Under Contract New Listing!
$445,000 $279 per sq.ft. Thetford VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1595 | Acres: 0.51Listed on Wednesday May 20, 2026
Description: With about 1000 finished square feet above grade and another ~600 finished square feet partially below grade, this Ranch is a simple and well laid out home situated in a desired area of East Thetford. During No Mow May, you will find the land adorned with Violets, Indian Paintbrush and Ajuga which bring smiles to all passers by. The ginormous Rhododendron is abundant with buds in mid-spring that explode vibrant fuchsia flowers for a dramatic wow factor. In the Summer, the perennial gardens come alive! Sit on your front deck and take it all in; nature at its best. For those who love to tinker on cars or just have covered parking there is a sizeable detached 2 car garage with ample storage above. The home, with its many rooms allows for diversity in use. Solar panels heat the hot water during the peak sunny seasons saving on utility bills too. The town has the community feel that people covet and there is easy access to all that the Upper Valley has to offer with Hanover and Lebanon a quick 15 to 20 minutes away, 10 if you drive like a realtor. Don't wait to see this sweet home. Open house on Sunday, May 24, from 11 - 2. See you soon! See Listing Details & 31 images.
Under Contract
$489,000 $299 per sq.ft. Village of Post Mills in Town of Thetford VT Home »
Price Change! Reduced by $111,000 down 23% on April 17th 2026
3 Beds | 3 Baths | Total Sq. Ft. 1638 | Acres: 0.86
Listed on Sunday Mar 29, 2026
Description: Discover your dream home in this charming Ranch-style residence! This home has the style of a Cape Cod house on the outside with all the living space on one level. The full basement provides space for a variety of uses and there is an attached two car garage. The whole house generator is ready to go if the lights go out. Situated on a level .86-acre lot, this property features a primary suite with a full bath, two other bedrooms and 1 ½ bathrooms, making it perfect for families or anyone seeking one level living. The inviting country setting offers peace and tranquility. Located near the Post Mills Airport and Lake Fairlee, the area offers recreation options such as swimming, boating, and fishing, as well as being close to cross-country skiing, snowshoeing, hiking and snowmobile trails. Step inside to experience a well-maintained, move-in-ready home that welcomes you with warmth and style. Enjoy the comfort and functionality this layout provides, catering to both relaxation and entertaining. Whether you're sipping coffee on your porch or deck or hosting friends in your cozy living space by the fireplace, this home is designed for both comfort and convenience. Don't miss this incredible opportunity to live the serene country lifestyle while still enjoying modern amenities and recreational activities just outside your door. Schedule your showing today and take the first step toward making this lovely ranch home your own! See Listing Details & 35 images.
Under Contract
$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
Listed on 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 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
Listed on 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 Listing Details & 38 images.
$395,000 $244 per sq.ft. Woodstock VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1617 | Acres: 0.65Listed on 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 Listing Details & 47 images.
Under Contract
$495,000 $200 per sq.ft. Woodstock VT Home »
Waterfront on River Ottauquechee River4 Beds | 3 Baths | Total Sq. Ft. 2470 | Acres: 1.96
Listed on Tuesday Aug 19, 2025
Description: Welcome to this lovingly updated antique Cape, set on two open, level acres across from the sparkling Ottauquechee River. Just five minutes from Woodstock Village and perfectly positioned on the west side for quick trips to Killington and Pico, this home makes the ideal Vermont getaway. Inside, you'll find four comfortable bedrooms and a warm, inviting layout designed for making memories. Gather around the beautiful wood-burning fireplace after a day on the slopes, or enjoy a game in the pool table room with friends and family. Period details and thoughtful updates create a cozy balance of history and comfort, while natural light and open spaces bring the outdoors in. This home is equally suited as a vacation retreat, an investment property, or a welcoming primary residence. Wide lawns offer plenty of room for play and gardening, and river views provide a peaceful backdrop in every season. Here, relaxation and adventure are always close at hand -- whether it's skiing, hiking, or simply soaking in the Vermont lifestyle. See Listing Details & 35 images. Includes a Virtual Tour
