You are viewing All Upper Valley NH Homes between $1000000 and $99999999 dollars.
Under Contract
$1,189,000 $447 per sq.ft. Norwich VT Home »
5 Beds | 3 Baths | Total Sq. Ft. 2662 | Acres: 21.5Listed on Thursday Apr 2, 2026
Description: Tucked away on quiet Shiloh Lane in Norwich, VT, this exceptional 21.5-acre property offers a rare blend of privacy, usable land, and convenience--just minutes from Hanover and Dartmouth. The park-like setting features landscaped grounds, walking trails, garden areas, a greenhouse, a five-stall horse barn, and two potential pond sites--ideal for equestrian use, hobby farming, or enjoying Vermont's four seasons. The home offers warm, well-maintained interiors with a strong connection to the outdoors. A 2023 kitchen renovation includes Mexican Saltillo tile floors, quartz countertops, stainless steel appliances, a walk-in pantry, and a sit-up bar, with expansive windows overlooking both the front grounds and surrounding forest. Open living and dining areas are enhanced by wide oak floors and antique barn wood beams. French doors lead to a large back deck, while a separate living room features a wood-burning fireplace with custom mantel and access to a stone patio--perfect for entertaining or quiet evenings. Established perennial and shade gardens include lavender, tarragon, and heather, along with fruit trees and blueberry, blackberry, and raspberry bushes. Upstairs are five bedrooms, including a primary with balcony and an adjoining room plumbed for a future bath. A remodeled family bath offers heated floors, double marble vanity, and cast iron tub. Walk-up attic provides storage and future expansion potential. There is a brand new heating system and solar power for electricity. The finished walk-out lower level offers flexible space for a home office, media room, gym, or guests. A special opportunity combining privacy, land, and proximity to the Upper Valley. See Listing Details & 50 images.
$1,359,000 $472 per sq.ft. Norwich VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2882 | Acres: 10.3Listed on Thursday Apr 16, 2026
Description: Perched in the hills of Norwich, Vermont, this curated "Scandinavian-esk" property offers exceptional contemporary living surrounded by nature's inspiring beauty. Architecturally redesigned by Smith and Vansant in 2010, this home offers an open floor plan with easy gathering spaces bathed in natural light and warmed by the Finnish Tulikivi soapstone stove. The French doors open to a patio, an airy deck, and three season porch which overlook the property's park-like setting. The second and third floors offer multiple bedroom configurations as well as a lovely Primary bedroom with a walk-in closet and a private deck for morning coffee. Stroll along stone pathways through the extensive perennial gardens designed by Ben Falk of Whole Systems Design. Invite friends and family to stay in the contemporary studio guest cottage which overlooks the apple and pear orchard, or in the rustic Writer's Cabin with a wood stove, sleeping lofts, Swedish composting toilet, and kitchenette, or in the tiny house by the stream. The barn offers two parking bays, extra storage, and a workshop. This idyllic 10-acre property with broad Southern exposure and 37 solar panels (a near-net-zero home) is bordered on three sides by the Norwich Town Forest, Upper Valley Land Trust, and National Forest, offering exceptional privacy and direct access to walking, hiking, and skiing trails. Located less than 20 minutes from Dartmouth College/Hanover, NH and VT Law School, 2+ hrs to Boston, 4+hrs to NYC. See Listing Details & 55 images.
Under Contract
$1,845,000 $359 per sq.ft. Norwich VT Home »
3 Beds | 5 Baths | Total Sq. Ft. 5136 | Acres: 10.2Listed on Thursday Apr 16, 2026
Description: Privately set on 10 acres, this stunning contemporary offers the perfect blend of comfort, style, and natural beauty. The gorgeous gourmet kitchen--complete with wet bar and pantry--anchors the home's open-concept design. The sun-filled living room features western exposure and a striking stone hearth. Three bedroom suites, one on main floor and two upstairs provide flexibility and privacy for everyone. Upstairs primary suite has fabulous newly renovated bathroom. Enjoy western views, fun outdoor living spaces - including hot tub, and access to a network of trails from your property. The inviting screened porch with fireplace is ideal for cozy nights. Walkout lower level adds even more living space with a family room, another potential bedroom option, full bathroom, workout area, and abundant storage. A rare opportunity in a coveted Norwich setting. See Listing Details & 60 images.
$2,195,000 $390 per sq.ft. Norwich VT Home »
Price Change! Reduced by $255,000 down 12% on April 28th 2026
5 Beds | 6 Baths | Total Sq. Ft. 5625 | Acres: 7.5
Listed on Monday Jan 26, 2026
Description: 16 OLCOTT ROAD- Elegant, spacious, and immaculate reproduction colonial constructed by premier builder Douglas Gest in an idyllic location minutes to Norwich Village yet privately set with lovely westerly views. This gorgeous home is well-appointed, bright, and has fine finish work at every turn. The main level flows effortlessly from a spacious kitchen and pantry to open concept dining and family room areas and a grand granite patio with persistent views. Also on this level is a library in the southeast corner and a private office space that could provide the option for a future ground floor primary suite. The main second floor has three well-sized bedrooms while the primary suite features a large ensuite bathroom oriented to the west. Additionally, there is a spacious guest bedroom suite and a gym over the garage. On the third level is a bedroom with a full bath, and a bonus room. The land component consists of 7.5 acres with a large open field, mixed woods, and a perfect spot for an additional barn if desired on the northern side of the grounds. This highly desirable location and well-maintained home provide easy access to Hanover, Dartmouth College, Dartmouth Health, local schools, and abundant local trail access. See Listing Details & 60 images. Includes a Virtual Tour
Under Contract
$1,342,500 $324 per sq.ft. Plainfield NH Home »
4 Beds | 4 Baths | Total Sq. Ft. 4144 | Acres: 16.87Listed on Thursday Mar 12, 2026
Description: A private 16+ acre setting with views of Mt. Ascutney, a pond, barn, and open land to explore make this Plainfield property a special Upper Valley retreat. This home was completedly renovated in 2019. Large windows throughout the home bring in natural light and take full advantage of the surrounding landscape. The main level features a primary suite with walk-in closet and a spacious bath with soaking Jacuzzi tub and separate shower. The kitchen is well equipped for both everyday living and entertaining, with quartz countertops, a Thor Professional gas range, and generous cabinet and storage space. The open kitchen, dining, and living area creates a comfortable central gathering space for family and friends. The finished lower level adds great additional living space with a custom bar, pool table area, office, and exercise room--ideal for entertaining, working from home, or relaxing at the end of the day. Outside, two decks offer inviting spaces for outdoor dining and gathering. Spend summer evenings enjoying the peaceful setting, relax in the hot tub under the stars, or gather around a fire by the pond. In winter, the pond becomes a perfect spot for skating. The property also includes a barn, chicken coop, greenhouse, 2 sheds, treehouse and open acreage to explore. A two-car garage plus additional garage space provides plenty of room for vehicles, equipment, workshop and hobbies. Located just 7 miles from I-89, the property offers an easy commute to all Upper Valley employment while maintaining the privacy and space of a rural setting. Seller is accepting back up offers. See Listing Details & 60 images. Includes a Virtual Tour
Under Contract
$1,195,000 $448 per sq.ft. Woodstock VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2668 | Acres: 8.32Listed on Wednesday Feb 18, 2026
Description: Set on a sun-bathed hillside between Woodstock Village and the renowned slopes of Killington and Pico, this custom-built Colonial captures what buyers seek most in Vermont: privacy, craftsmanship, and striking mountain views that feel close enough to touch. Thoughtfully designed by the respected Vermont Vernacular Builders, the home reflects classic regional architecture with refined proportions, timeless materials, and an effortless sense of place. The interior is bright, welcoming, and designed for both everyday living and memorable gatherings. Wide board floors run throughout, while exposed beams lend texture and authenticity to the inviting den and spacious eat-in kitchen. A butler's pantry provides exceptional storage and service flow to the formal dining room, and multiple living spaces -- including a fireplaced living room with gas insert and a den warmed by a wood stove -- offer comfortable options for relaxing or entertaining in every season. Positioned on more than eight private acres, the setting feels peaceful and secluded, yet remains remarkably convenient: Woodstock's celebrated restaurants, boutiques, and cultural attractions are just minutes away, and premier skiing at Killington's Skyeship Base Lodge is under eight miles from your door. Outdoor living is equally compelling, with a large deck perfectly oriented toward the mountains, an in-ground pool for summer enjoyment, and an oversized garage/barn with storage above presenting exciting potential for a guest suite, studio, or party barn. A rare combination of location, quality, and lifestyle flexibility, this property is ideally suited as a full-time residence, seasonal retreat, or investment in Vermont living at its best. See Listing Details & 57 images.
New Listing!
$1,495,000 $564 per sq.ft. Woodstock VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 2650 | Acres: 5Listed on Monday May 18, 2026
Description: Known affectionately as "Green Gable Farm," this beautifully renovated 1884 Vermont farmhouse sits on 5 picturesque acres in Woodstock, complete with a year-round babbling brook, just minutes from South Woodstock, the Woodstock Inn Fitness Center, golf course, cross-country ski trails, mountain biking, and the Woodstock Village Green. The current owners undertook a comprehensive renovation, thoughtfully preserving the home's historic character--including original barnboard floors and exposed beams--while updating every major system and living space. New mechanicals, upgraded insulation, all new double-pane windows, central HVAC with heating and cooling, high-speed fiber internet, new baths, and a fully redesigned kitchen bring modern comfort to this classic country home. The architecturally reimagined floor plan creates an open, inviting first floor centered around a gourmet eat-in kitchen with Viking appliances, farmhouse sink and abundant workspace. A highly functional mudroom entry, marble tile floors, new laundry room, full bath, and first-floor bedroom add everyday practicality. The kitchen flows into a cozy sitting area with fireplace and additional flexible living spaces ideal for dining, reading, or entertaining. Upstairs are 2 spacious ensuite bedrooms, including a serene primary suite with dressing area, double sinks, smart toilet, glass-enclosed shower, and freestanding soaking tub overlooking stone walls, open fields, and berry patches. Sliding doors off the kitchen open to a large rear deck featuring a heated 12' swim spa for year-round enjoyment. A charming historic shed-barn offers space for a workshop, studio, or recreation area, while unfinished space above the attached two-car garage provides expansion potential for future guest or living quarters. Much of the furniture and furnishings are available separately, making Green Gable Farm a rare turnkey opportunity blending historic Vermont charm, modern comfort, and an exceptional Woodstock location. See Listing Details & 52 images. Includes a Virtual Tour
New Listing!
$1,495,000 $410 per sq.ft. Woodstock VT Home »
5 Beds | 4 Baths | Total Sq. Ft. 3648 | Acres: 6.2Listed on Monday May 18, 2026
Description: Just 2 miles from Woodstock Village, this gracious brick Cape on 6 open acres offers the perfect blend of privacy, comfort, and classic Vermont charm. Thoughtfully expanded and beautifully maintained, the home features a chef's kitchen that opens seamlessly to a spacious gathering room designed for entertaining and everyday living. Multiple fireplaces--including a wood-burning and gas-ready--add warmth and character throughout the home. The flexible floor plan includes 3-4 bedrooms, highlighted by an upstairs bedroom with its own fireplace, plus a private guest suite or office above the garage--ideal for visitors, remote work, or creative space. Outdoor living is equally exceptional. Enjoy a covered porch, sunny patio, dedicated garden space, apiary, and an in-ground pool with heat hookup for extended seasonal enjoyment. More than 5 acres of invisible fencing allow pets to roam freely across the open landscape. Perfectly positioned for year-round recreation, the property sits adjacent to the site of America's first ski tow and offers easy access to Saskadena Six, Killington, and outstanding winter activities throughout the region. A standout feature is the heated and plumbed two-story barn/workshop with its own vehicle bay--offering endless possibilities as a media or game room, studio, workshop, fitness space, or future guest quarters. With easy access to I-89 and the Upper Valley, this rare offering combines acreage, versatility, and close proximity to one of New England's most iconic villages. See Listing Details & 52 images.
$1,895,000 $644 per sq.ft. Woodstock VT Home »
1000 Ft. of Waterfront on River Ottauquechee River2 Beds | 3 Baths | Total Sq. Ft. 2944 | Acres: 14.9
Listed on Tuesday Apr 21, 2026
Description: Newly constructed Modern Vermont Farmhouse residence on 14 acres with absolutely amazing river views, 13-foot ceilings, gourmet kitchen, oversized french doors and windows throughout, radiant-heated concrete floors, first rate finishes, appliances and mechanicals located just 6 minutes to the Woodstock village green and 17 minutes to the Killington Skyeship base lodge. The first level is comprised of a large, open-format living space with gourmet kitchen, dining and living spaces, plus a first level bedroom with modern ensuite bath. Upstairs is another large open floor plan living space with a half-bath, and a full bedroom with ensuite bath. Each side of the upstairs living space has loft sleeping bunk-areas for kids (of all ages!). SEE DEDICATED PROPERTY WEBSITE FOR VIDEOS, VIRTUAL WALKTHROUGH, FLOORPLANS AND MORE. See Listing Details & 33 images. Includes a Virtual Tour
$2,500,000 $488 per sq.ft. Woodstock VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 5127 | Acres: 17.65Listed on Wednesday May 6, 2026
Description: See the property specific website with video, 3-D tour and more. Set against the timeless beauty of Woodstock's rolling countryside, this exceptional estate offers a rare blend of refined luxury and pastoral charm. Thoughtfully designed for both elegant entertaining and everyday comfort, the four-bedroom, four-bath residence centers around a stunning gourmet kitchen--complete with a Sub-Zero refrigerator, Wolf range, dual dishwashers, prep sink, and a generous granite island perfect for gathering. Beyond the kitchen, a gracious butler's pantry, inviting den, game room, and large living room create a home that is as functional as it is inviting. Expansive windows frame unobstructed views, bringing the surrounding landscape into every room, while modern efficiencies--including a whole-house generator and rooftop solar--offer peace of mind and sustainability. Equestrians and hobby enthusiasts alike will appreciate the impeccably maintained grounds: a four-stall barn with heated tack room, double run-in shed within the six-acre pasture, a greenhouse, and an additional five-bay garage/shop provide endless flexibility for pursuits and storage. The primary three-car garage ensures convenience close to home. With two wells servicing the property and an included separate, buildable lot with a four-bedroom septic design, the estate presents a unique opportunity for expansion or multigenerational living. All of this, just seven minutes from the charm of Woodstock Village and under twenty minutes to world-class skiing, creates a lifestyle defined by privacy, beauty, and effortless access to Vermont's finest amenities. See Listing Details & 60 images. Includes a Virtual Tour
$2,599,000 $434 per sq.ft. Woodstock VT Home »
9 Beds | 11 Baths | Total Sq. Ft. 5993 | Acres: 0.46Listed on Sunday Sep 21, 2025
Description: This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of historic charm and modern convenience, all within one of Vermont's most beloved communities. Woodstock is often hailed as "the prettiest small town in America," and for good reason. The village is a vibrant resort town with maple-lined streets, stately homes, artisanal boutiques, and a warm and welcoming spirit. The town and assorted local organizations offer cultural and family fun activities offered throughout the year. Currently being used as a 7-room Inn boasting an additional 2-bedroom owner's quarters, this property could be returned to operating as a private residential property with zoning permit. Please contact for more information on making this beautiful place your dream home! See Listing Details & 54 images.
$2,950,000 $543 per sq.ft. Woodstock VT Home »
6 Beds | 6 Baths | Total Sq. Ft. 5433 | Acres: 2Listed on Friday Jun 28, 2024
Description: Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron Brook this grand residence has been carefully restored by talented craftsmen. Taking care to keep the beautiful original details the owners have brought the systems into the 21st century with the highest quality of materials. The back ell seamlessly ties into the original brick Federal and offers additional spaces for entertaining guests including the Pine Room with its' large fireplace for snowy winter nights. The brick Federal consists of formal living room, dining room, library and gourmet kitchen with walk in pantry. On the second floor there are 2 ensuite bedrooms,4 more bedrooms, 2 baths and large laundry room. The third floor offers the surprise of a family room that was originally a ballroom with curved ceiling. There is also a bright studio and half bath on that level. The new attached oversize 2 car garage is accessed from the Pine Room and the fully renovated basement. The 2+/- acres comprises of lovely landscaping around the home and plenty of land for gardens . The 18th century barn and corn crib lend much charm to the setting. There are 8 additional acres for sale if one would like to expand the property. Walk to the charming village store and enjoy dinner on the porch of the Ransom Tavern. Only 5 miles to Woodstock and a short drive to multiple ski areas. South Woodstock is truly a bucolic place to call home! Call today for a private viewing. See Listing Details & 40 images. Includes a Virtual Tour
New Listing!
$3,100,000 $640 per sq.ft. Woodstock VT Home »
5 Beds | 6 Baths | Total Sq. Ft. 4843 | Acres: 105.1Listed on Wednesday May 27, 2026
Description: CURTIS HOLLOW FARM- Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Coolidge State Forest. The updated main house features 5 bedrooms and 4 baths, filled with abundant natural light and thoughtfully designed for both large gatherings and quiet retreat spaces. The open-concept main level includes a spacious living room with picture windows overlooking the landscaped grounds, a recently updated chef's kitchen with a stunning Mercury/Aga range, and generous dining space nearby. On the east side of this level, the original historic homestead--with its native timbers and stone fireplace--creates a warm and intimate dining experience. A wraparound deck provides additional space for outdoor dining and entertaining, while bedroom with its own bath completes this floor. Upstairs are 4 additional bedrooms, several featuring charming portal windows with views over the surrounding fields & hills. The primary suite is spacious and inviting, highlighted by exposed historic timbers, a sitting area, direct access to an upper deck, and a spa-inspired bath. On the uppermost level, the cupola offers the perfect yoga studio or quiet reading nook, complete with its own private deck. The grounds are truly magical, with an extensive trail network throughout the property and direct access to a magnificent waterfall and swimming hole just beyond the lot line within the State Forest. Large level lawns, mature landscaping, and a brook flowing along the southern side of the property add to its private tranquility. Nestled beside the brook is the guest house, known as the Brook House--a well-maintained 3-bedroom, 2-bath home privately sited away from the main residence, with its own lawn and deck overlooking the water below. With a convenient location offering easy access to Woodstock and Bridgewater Villages and a short drive to Killington Mountain Resort, this stunning estate is the consummate blend of privacy, charm, and modern convenience. See Listing Details & 58 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 & 18 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
