You are viewing Upper Valley NH Homes between $0 and $30000000 dollars.
Under Contract
$545,000 $323 per sq.ft. Thetford VT Home »
Waterfront on River Ompompanoosuc River5 Beds | 2 Baths | Total Sq. Ft. 1686 | Acres: 2.96
Listed on Saturday May 23, 2026
Description: Don't miss this light-filled country retreat. Featuring 5 bedrooms, 2-baths this gambrel home is situated on 2.96 private acres with stunning Ompompanoosuc river frontage, a natural waterfall and swimming hole. This charming property features all new Anderson windows and doors, an updated kitchen, and numerous additional improvements throughout. Two of the bedrooms offer flexible space and could easily be used as home offices, guest rooms, or hobby spaces. Enjoy the peaceful setting from the spacious wraparound deck, all tucked away on a dead-end road. See Listing Details & 34 images. Includes a Virtual Tour
Under Contract
$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.
$399,000 $132 per sq.ft. Thetford VT Home »
Price Change! Reduced by $26,000 down 7% on June 1st 2026
6 Beds | 3 Baths | Total Sq. Ft. 3024 | Acres: 0.48
Listed 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.
$154,000 $68 per sq.ft. Thetford VT Home »
5 Beds | 3 Baths | Total Sq. Ft. 2280 | Acres: 0.47Listed on Saturday Apr 26, 2025
Description: Mixed-use property (two apartments and commercial or studio 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 2-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-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 Listing Details & 4 images.
$535,000 $108 per sq.ft. Windsor VT Home »
6 Beds | 4 Baths | Total Sq. Ft. 4933 | Acres: 0.48Listed on Wednesday May 13, 2026
Description: Come see and appreciate this recently rejuvenated and extraordinary home that includes 6 bedrooms and 4 bathrooms as well as a 2 car garage! Located just off the downtown village area, this unique property features historical charm and character with vintage woodwork, custom wood floors, high ceilings, spacious rooms and the nooks and crannies a classic home has to offer! Relax on the rear porch or enjoy the private yard and great family room that overlook the nearby pond providing a peaceful retreat at the end of a long day! See Listing Details & 36 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.
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.
$229,000 $227 per sq.ft. Windsor VT Home »
2 Beds | 1 Baths | Total Sq. Ft. 1008 | Acres: 0.05Listed on Thursday Apr 23, 2026
Description: Experience the rare opportunity to own a BRAND NEW home, located in the heart of Windsor. This home seamlessly blends efficiency with style, featuring a thoughtfully elevated foundation designed to sit securely out of the flood zone for total peace of mind. The interior offers open living on the first level, and generous sized bedrooms upstairs, maximizing all the available space. The exterior offers a charming covered porch perfect for relaxing. Enjoy the convenience of being just steps away from the Amtrak station, short drive to the local hospital, access to public transportation, and sidewalks that lead you right up into town. Whether you are looking for a low-maintenance primary residence or a high-demand rental asset, this property's brand-new construction and proximity to major employers is a win-win. See Listing Details & 13 images.
$229,000 $227 per sq.ft. Windsor VT Home »
2 Beds | 1 Baths | Total Sq. Ft. 1008 | Acres: 0.08Listed on Thursday Apr 23, 2026
Description: Take a look at this rare chance to own a BRAND NEW home in the heart of Windsor. Built for efficiency, the house features a raised foundation to keep it out of the flood zone for extra peace of mind. The layout is practical and spacious, offering an open-concept first floor and large bedrooms upstairs. You are within walking distance to the Amtrak station and downtown, and our local Moover public transit service is ready to help. The community hospital is just a shore drive as well. Whether you want a low-maintenance home for yourself or a solid rental property near major employers, this new construction is a great choice. See Listing Details & 10 images.
Under Contract
$139,000 $181 per sq.ft. Windsor VT Home »
1 Beds | 1 Baths | Total Sq. Ft. 768 | Acres: 0.1Listed on Thursday Apr 23, 2026
Description: In the heart of Windsor, this charming opportunity was fully rebuilt in 2018. During the renovation, the foundation was raised to sit securely out of the flood zone, giving you peace of mind. Inside, the home features a large, over-sized entryway that leads into a comfortable open living space. The open loft adds a lot of character and extra charm to the layout. Enjoy the covered porch and the strip of opportunity to tend to some raised garden beds or entertain company. Within walking distance to the Amtrak station and downtown, and just a short drive to the hospital. Whether you want a low-maintenance home for yourself or a solid rental property near major employers, this updated home is a great choice. See Listing Details & 18 images.
$115,000 $479 per sq.ft. Windsor VT Home »
Price Change! Reduced by $4,000 down 3% on May 12th 2026
1 Beds | 1 Baths | Total Sq. Ft. 240 | Acres:
Listed on Monday Mar 16, 2026
Description: This beautifully crafted 2024 "Incredible Tiny Home" built by Amish Artisans, is ready for its next owner. Thoughtfully designed for efficiency and comfort, the home features a convenient kitchen, a spacious bathroom, and a loft sleeping area with stairs for easy access. A mini-split system provides both heating and cooling, ensuring year-round comfort. Step outside to enjoy the well-built deck--perfect for converting in to a sunroom--as well as a screened gazebo and a storage shed included in the sale. Located in a small, quiet park just 4 miles from I-19, this property offers both charm and convenience. If you've ever dreamed of owning a Tiny Home, this is your opportunity! See Listing Details & 26 images.
$14,900,000 $1,190 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $3,100,000 down 21% on April 10th 2026
7 Beds | 10 Baths | Total Sq. Ft. 12520 | Acres: 183.7
Listed on Thursday Oct 16, 2025
Description: Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodstock. From the valley floor to the top of Meetinghouse Hill, you will be inspired by its beauty, a mesmerizing 183.7+/- acre oasis over gorgeous terrain with fields, woodlands, trails, and stone walls. The historic 2-bedroom guest house and party barn are fully restored, and located next to the swimming pond. The main residence, completed in 2010, consists of the center core with porch - for cooking, gathering and entertaining; the owner's quarters with a 2nd floor suite and 2 bedrooms below; the guest wing with 3 first-level bedrooms, second-floor game room and adjacent 8-bed bunk room and a 4-story octagon with wine cellar at the base and flexible multi-use spaces above. All 7 bedrooms are ensuite plus 3 powder rooms. The attached gambrel barn is a professional grade gymnasium with 6-car heated garage underneath. The interior is like a grand lodge in the American West while the exterior with shingles and gambrel barn is traditional New England. The systems and mechanicals are all commercial grade. The finishes and craftsmanship are consistently superb. The atmosphere is relaxed and fun. As a complete fully furnished package, each and every attribute at Star Hill Farm - the location, land, exposure, privacy, views, guest house, barn, pond, residence and gymnasium- is exceptional, creating one of the finest properties in Vermont. See Listing Details & 59 images. Includes a Virtual Tour
$6,750,000 $1,327 per sq.ft. Woodstock VT Home »
4 Beds | 5 Baths | Total Sq. Ft. 5087 | Acres: 63.88Listed on Wednesday Jun 4, 2025
Description: Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 63 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and Killington are viewed from nearly every room. Finished in 2024, this timber frame home channels modern farmhouse warmth with a clean, contemporary edge.The wall-to-wall glass in both gables frames the surrounding landscape like living artwork, while inside, 24-foot ceilings, radiant heat, A/C, and a sauna provide everyday indulgence and embrace. At the heart of the home is a chef's kitchen with Marinace granite, Wolf and SubZero appliances, and reclaimed hickory floors. Gently sloping meadows invite sledding in winter and lead to the barns below including a 6-stall stable, indoor riding arena with heated viewing area, and a spacious barn perfect for guest quarters, workshop or a car collection. Set between the twin gables, an elevated courtyard with a heated Soake pool creates a seamless indoor-outdoor connection, ideal for sunset reflections in the summer and stargazing in the winter. A 3-bay garage, and stream complete this offering. GMHA, and premier skiing nearby. See Listing Details & 48 images. Includes a Virtual Tour
$6,673,000 $1,602 per sq.ft. Woodstock VT Home »
5 Beds | 4 Baths | Total Sq. Ft. 4165 | Acres: 465Listed on Friday May 15, 2026
Description: Framed by groves of mature birch trees, a winding drive descends into a private valley surrounded by pastures, apple orchards, a spring-fed pond, and sweeping mountain views, arriving at Birch Tree Farm. Spanning more than 465 acres, this extraordinary Vermont retreat offers an immersive four-season lifestyle -- from pressing fresh cider from the orchard and tapping maple trees for syrup to harvesting honey and gathering fresh eggs for breakfast. Miles of trails traverse varied terrain, including the summit of Old Baldy Mountain (2,409 feet). The retreat includes a lodge-style residence, a modern barn, and several ancillary farm buildings. The wood and stone lodge-style home carries a relaxed mountain vibe. Thoughtfully renovated in 2026, the interiors balance scale and warmth: exposed beams, a cathedral ceiling in the great room, and a substantial wood-burning stone fireplace anchor the space, while floor-to-ceiling windows draw in sweeping views of the mountains. The wrap-around deck takes in an infinity pool, hot tub, and stocked pond. In spring, wild lupine carpet the meadow; in autumn, the apple orchard comes into its own. Landscape design by Shep Butler includes 10' hydrangea bushes, perennials gardens, stone walls and a walled vegetable garden. The three-level bank barn, designed by award winning Boston architect John MacDonald and built by Housewright Construction, offers one of the finest barns in area with 7 box stalls, a farm manager's office/tack room, and a versatile upper level for entertaining, recreation, and movie night as well as accommodating an overflow of guests. Nine fenced pastures, run-in sheds, chicken coop, apiary, and direct access to GMHA's trail network support an exceptional equestrian and recreational lifestyle. 157 acres conserved by VLT. 3.1 miles from GMHA, 3.8 miles from South Woodstock Country Store and Post Office, Less than a half hour from Killington, 2.5 hours from Boston. See Listing Details & 51 images. Includes a Virtual Tour
$3,300,000 $896 per sq.ft. Woodstock VT Home »
3 Beds | 5 Baths | Total Sq. Ft. 3682 | Acres: 2.37Listed on Monday Dec 15, 2025
Description: Located in Woodstock, Vermont just one mile from the village green, the Alta House offers a rich quality of life filled with poolside sunsets, mountain vistas, proximity to town, and access to endless outdoor recreation opportunities. Enjoy the convenience of living close to the shops, cafes, and restaurants of Woodstock, while being tucked away in your own world above. The 3-bedroom primary residence is perfectly sited to overlook Woodstock's iconic Mount Tom and the Marsh-Billings Museum, Vermont's only National Park. The property sits at the end of a quiet road with only one other neighboring residence and is surrounded by over 400 acres of conserved land. There is a bedroom suite on each of the three levels, allowing family members or guests to claim their own space. The open living room on the main level is a natural gathering place, either by the fire in the winter, or out on the deck in the summertime to take in the views. The adjoining 1,040-sqft modern pool house was completed in 2023, providing a luxurious new extension of the home. Inside is an open floor plan, where floor-to-ceiling windows showcase unobstructed mountain views to the North and West. Thoughtfully designed with a custom Viking kitchen, spa-style walk-in shower, and guest bed, the pool house is ideal for entertaining guests, hosting family parties, or relaxing apres-ski. The outdoor heated pool is a centerpiece of the property, providing four-season enjoyment. See Listing Details & 21 images. Includes a Virtual Tour
