You are viewing Upper Valley Homes between $1000000 and $99999999 dollars.
$1,699,000 $517 per sq.ft. Hartland VT Home »
4 Beds | 5 Baths | Total Sq. Ft. 3788 | Acres: 40Listed on Saturday Jul 4, 2026
Description: Discover the possibilities at Wise Pines, an extraordinary 40± acre property in the heart of Hartland, Vermont, ideally located between Woodstock and Quechee. Surrounded by rolling hills, mature forests, and tranquil walking trails, this unique property was thoughtfully created as a sustainable wellness retreat and offers an exceptional opportunity for its next owner. Wise Pines began its journey hosting Appalachian Trail hikers but has quickly evolved into a destination for outdoor enthusiasts of all types. Truly unique accommodations for up to 16 guests, including two extraordinary tree houses, a bunk house with two private rooms and an eight bed bunk room in the second story. The new lodge building has a full kitchen, a lounge, laundry and a large 2nd story open yoga/recreation space. Whether your vision includes a retreat center, boutique inn, vacation rental business, educational campus, event venue, or private estate, the infrastructure is already in place to support a wide range of possibilities. The property benefits from an existing Act 250 permit and a septic system designed to accommodate occupancy of the primary residence and up to 16 guests, adding tremendous value for a host of potential uses. Enjoy easy access to skiing, hiking, golf, dining, shopping, and all the outdoor recreation that the Upper Valley is known for. A truly one-of-a-kind Vermont property where natural beauty, privacy, and opportunity come together. Please join us for an open house Saturday, July 11, 2026 from 1 to 5 pm. See Listing Details & 60 images. Includes a Virtual Tour
New Listing!
$5,250,000 $680 per sq.ft. Hartland VT Home »
4 Beds | 7 Baths | Total Sq. Ft. 7715 | Acres: 93.6Listed on Wednesday Jul 22, 2026
Description: Hartland Hill Farm unfolds across rolling meadows in one of the Upper Valley's most picturesque settings. Sited to embrace the surrounding landscape, the property enjoys sweeping pastoral views east to New Hampshire's White Mountains and south over open fields to the iconic silhouette of Mount Ascutney. Mature maples, stone walls, an apple orchard, two ponds, productive farmland, and a classic Vermont barn define a working landscape rooted in stewardship and unmistakably Vermont. The Hamady-designed four-bedroom residence, completed in 2019, draws upon the enduring traditions of American country architecture, pairing classical proportions with exceptional craftsmanship and modern livability. A columned front porch, balanced façade, and well proportioned rooms establish an atmosphere of refined simplicity, while expansive windows frame the changing landscape and fill the home with natural light throughout the day. Designed for both everyday living and gathering with family and friends, the home is warm, inviting, and deeply connected to the outdoors. A guest suite above the garage, separate two-bedroom guest house, and two sleeping cabins provide flexibility for extended family and guests. The land is equally compelling. Open meadows, fenced paddocks, trails, and well-established farm infrastructure support a variety of agricultural and equestrian pursuits. Together, the residence and surrounding landscape create a property that functions as both a productive working farm and a peaceful country retreat. Hartland Hill Farm is 3.6 miles from I-91, 7.5 miles to Woodstock, 19 miles to Dartmouth College and 21 miles to Dartmouth Hitchcock Medical Center, and 2 1/4 hours to Boston. See Listing Details & 49 images. Includes a Virtual Tour
Under Contract
$1,200,000 $500 per sq.ft. Lyme NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 2720 | Acres: 73.67Listed on Tuesday Oct 21, 2025
Description: Wonderful contemporary home with 73+/-ac and majestic views from every window. Privately sited and with three very pretty ponds, there are several useful outbuildings to house animals or outdoor equipment as well as great indoor storage for sports equipment, skis, etc. With 3 bedrooms, 2 baths and a wonderful open floor plan, the property is close to the Green Woodlands ski/mountain biking/hiking trails, the Appalachian Trail, Dartmouth Skiway, boating on Reservoir Pond, and the charming village of Lyme. Just 30 minutes from Hanover, NH, Dartmouth College and Dartmouth Hitchcock Medical Center. A one-of-a-kind spot! See Listing Details & 60 images.
$1,290,000 $309 per sq.ft. Lyme NH Home »
4 Beds | 4 Baths | Total Sq. Ft. 5136 | Acres: 4.3Listed on Monday Feb 2, 2026
Description: Looking for a property that truly has it all? Look no further than 376 Orford Road, in the coveted town of Lyme, NH. With 4,500 square feet of wonderfully comfortable and functional living space, the first floor offers a primary en suite bedroom, 2 additional bedrooms and bathrooms, a large living room, spacious eat-in kitchen, mudroom and laundry. The lower level includes a media room, recreation room, exercise room and office. Attached to the main residence, and with its own entrance as well, is a two story auxiliary dwelling unit equipped with a full eat-in kitchen, living room, laundry, 3/4 bathroom and private deck - ideal for in-laws, a nanny or rental opportunity. The back of the home connects to the level, landscaped, and fenced-in backyard area with a deck, in-ground pool, and pool house - ideal for relaxing or entertaining. The oversized 3 car garage has an upper level that could easily be finished off for additional living space, or is ideal "as is" for a home office or business storage. The abutting conserved land offers lovely pastoral views and westerly sunsets. Rounding out the property is another large outbuilding and separate shed for all your storage needs. Lyme is home to one of the most highly rated K - 8th grade schools in the state and is a short drive to Hanover, Dartmouth College and Dartmouth Health. Don't miss this incredible opportunity for a property that has everything you want, and more. See Listing Details & 59 images.
$1,600,000 $647 per sq.ft. Lyme NH Home »
4 Beds | 2 Baths | Total Sq. Ft. 2472 | Acres: 52Listed on Wednesday Jul 15, 2026
Description: For the first time in nearly 250 years, this remarkable 1780 colonial is being offered for sale. Thoughtfully cared for by the same family for generations, this exceptional 52-acre estate offers a rare opportunity to own a piece of New Hampshire history in the heart of Lyme. As you pull into the driveway, you're welcomed by rolling fields, mature hardwoods, and the peaceful setting that makes this property truly special. Inside, you'll find hand-hewn beams, wide pine floors, abundant natural light, four bedrooms, two bathrooms, a full basement, and timeless craftsmanship that reflects the history and character of this remarkable home. A drilled well, newer septic system, and an automatic-feed pellet furnace with oil baseboard backup provide modern convenience while complementing the home's historic character. Step outside to discover a four-stall horse barn complete with a tack room, fenced riding area, a network of mowed trails, a four-bay pole barn, multiple outbuildings, an oversized garage equipped with a professional-grade lift capable of servicing one ton trucks, and a fenced backyard. Beyond the buildings, the 52 acres offer a beautiful blend of open fields and mature hardwood forest, all enrolled in Current Use, creating plenty of room for horses, recreation, farming, or simply enjoying the surrounding landscape. Despite its private country setting, you're just 10 minutes from Lyme Elementary and Middle School, 15 minutes from Hanover, Dartmouth College, and I-91, and only 20 minutes from Dartmouth Health. See Listing Details & 60 images.
$2,480,000 $738 per sq.ft. Lyme NH Home »
3 Beds | 4 Baths | Total Sq. Ft. 3360 | Acres: 22.83Listed on Wednesday Aug 20, 2025
Description: BRECK HILL ROAD- With incredible south facing mountain views, Breck Hill's spectacular location and setting are the ideal backdrop for this stylish and updated contemporary home. Featuring a spacious open concept design with exceptional flow, the interior spaces are well-appointed to welcome abundant natural light and showcase the breathtaking long-range vistas. A sizable eat-in kitchen, living, and dining space open to a breezy screened porch overlooking the grounds, while a cozy library/den sits adjacent to these spaces on the north side of the home. The grand primary bedroom suite has arguably the best views on the property and is perfectly positioned to take in the mature landscaping and gardens that adorn the property. Two additional bedrooms, each with its own bath, round out the main living area. There is a generous unfinished space on the second floor if expansion is desired, while the basement offers ample room for storage. The substantial land component of 22+ conserved acres is comprised of a lovely mix of open meadows and magical forest trails tailor made for dog walks, cross-country skiing, and more. Complete 2009 renovation including new mechanicals, interior finishes- new floors, walls, ceilings and doors, exterior finishes- new insulation, windows, doors & siding. Minutes away from the Village of Lyme and a short hop to Hanover, Dartmouth College, and the best of the Upper Valley region, this turnkey luxury home offers privacy without compromising convenience. See Listing Details & 47 images. Includes a Virtual Tour
$2,995,000 $204 per sq.ft. Lyme NH Home »
22 Beds | 22 Baths | Total Sq. Ft. 14714 | Acres: 5.4Listed on Tuesday Mar 24, 2026
Description: Located on over 5 beautiful acres in the heart of coveted Lyme, NH, just a 15 minute drive from Hanover, NH and Dartmouth College, this large, beautifully restored and maintained property has operated as an inn, restaurant, and event space for decades and is ready for the next stewards to create their own vision. One of the town's iconic buildings, the main structure faces the town's common and wraps around a lovely lawn, while a quaint guest house is tucked back overlooking the private pond and abutting conservation area. Whether it's creating a family compound, working with the town zoning to create a series of smaller residences (effective 2026 zoning now allows for increased housing units per building), or keeping similar businesses going and creating a mixed use of commercial and residential spaces, possibilities abound with this incredible opportunity. Lyme is home to one of the state's top rated K-8th schools, plus the Dartmouth Skiway, Post Pond, and expansive networks of hiking and biking trails offer endless recreational activities. Just bring your vision - this property is ready to make it a reality! This is also listed commercially as MLS# 5080461. See Listing Details & 48 images.
$1,249,000 $383 per sq.ft. Norwich VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 3260 | Acres: 10.3Listed on Friday Jul 17, 2026
Description: The sun came first; everything else followed. Redesigned in 2010 by Smith & Vansant Architects, this south-facing contemporary in the hills of Norwich was shaped around light. Passive solar siting, 37 photovoltaic panels, and near-net-zero performance reflect an approach that values efficiency as much as design. At the center of the open living space, a Finnish Tulikivi soapstone woodstove radiates slow, even warmth, while cold-climate mini-split heat pumps provide cooling and backup heat for year-round comfort. The main level is open, bright, and connected, with a kitchen and living area filled with natural light, a separate study, and a half bath. Upstairs, flexible bedroom arrangements span two levels, anchored by a primary suite with a walk-in closet and private balcony overlooking the gardens. The gardens are the second act. Designed with Ben Falk of Whole Systems Design, the landscape unfolds through winding stone paths, terraces, a small pond, perennial beds, and an edible landscape with apple and pear orchards. French doors open to an oversized deck, a stone patio, and a screened porch overlooking the confluence of two brooks. An outdoor shower feels exactly right here. Three additional buildings expand how the property can be used. A post-and-beam studio includes a kitchen, bath, and an artist's workspace overlooking the orchard. A rustic writer's cabin offers a woodstove, sleeping lofts, a porch, and a Swedish composting toilet. Farther along a woodland trail, a tiny house sits above the beaver pond, offering another quiet place to retreat. The barn adds two parking bays, a workshop, and generous storage. More than ten private acres are bordered on three sides by conserved land, including Norwich Town Forest, Upper Valley Land Trust holdings, and the Appalachian Trail corridor. Walking, hiking, and cross-country skiing begin just beyond the door. This isn't a house that borrows Scandinavian ideas. It lives, them through light, warmth, thoughtful restraint. See Listing Details & 59 images. Includes a Virtual Tour
$1,350,000 $584 per sq.ft. Norwich VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2311 | Acres: 3.4Listed on Wednesday Jun 17, 2026
Description: Where to begin, this property has so many special facets: Antique Cape that has been sensitively updated consistent with the style of the house; a guest house (Cape) built in 2004; an amazing renovated barn ready to host gatherings of all sorts and plenty of storage under the main level; stonewalls, stone patio, raised stone patio, fenced garden space, large open lawn area at the back of the property with access to the brook. Upon stepping onto the front porch you enter the light and bright kitchen with ample cupboards and shelves, an eating area with direct access to the raised stone patio. In addition, the main level has a generous sized living/dining room graced by a fireplace and built-ins; family room, primary bedroom with ensuite bathroom and set off nicely is a study/den. The upstairs has three bedrooms, full bathroom and nice open hallway area. Oh my gosh, the Cottage will bring a smile and an immediate sense of calm with its well thought out open concept plan which allows each space to embrace the other no matter the season; access to a patio for warm weather dining and relax by the fireplace in cooler weather. To complete the picture there is bedroom and bathroom on the first level and a very sweet loft on the second floor!! I'm excited for you to view this must see property!! See Listing Details & 60 images.
New Listing!
$1,800,000 $403 per sq.ft. Norwich VT Home »
7 Beds | 5 Baths | Total Sq. Ft. 5609 | Acres: 1.01Listed on Monday Jul 27, 2026
Description: This beautiful, well maintained and desirable Norwich Duplex in a quiet suburban setting is 5 minutes to Dartmouth College, 7 minutes to Dartmouth Health, 3 minutes to Exit 13 and a short distance to Hanover and the Connecticut River. The owner's unit includes three bedrooms, two full baths plus a half bath along with a finished basement with an additional bedroom, custom full bath, and laundry. There are mountain views of Dartmouth Skiway from the sunroom with its 8x5ft commercial windows. The wraparound custom deck leads into the unit that also includes a living room with 10-foot ceilings and custom chandelier, mahogany kitchen cabinets, a dedicated exercise space and attached single-car garage plus custom three-car parking structure. The second unit has a flexible layout with approximately 5 bedrooms, multiple bathrooms (several ensuite-style), and small kitchen. Configurable as multi-room rental or expanded residence. It includes a separate driveway and entrance. All includes a new roof, updated kitchens and baths, finished basement spaces. Suitable for long-term rental, house-hack, short-term rental, or multi-generational living. See Listing Details & 35 images.
Under Contract
$1,800,000 $694 per sq.ft. Sharon VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 3718 | Acres: 72.1Listed on Thursday Jun 18, 2026
Description: At the end of a private road, 72 acres of woodland and meadow create a peaceful setting with sweeping views across the Connecticut River Valley to the mountains of New Hampshire. From the summit ridges of the Franconia Range, the panorama unfolds for miles. By day, the landscape shifts with the changing light and seasons; by night, the stars emerge in remarkable clarity. Completed in 2022, the home was thoughtfully designed to capture the views from nearly every room. The main level features 11-foot ceilings, radiant-heated white oak and tile floors, and a vaulted living room anchored by a stone fireplace. Ten-foot glass doors open to a stone patio, creating a seamless connection between indoor and outdoor living. The kitchen, dining area, and deck are positioned to take full advantage of the scenery, while the primary suite offers a quiet retreat with a soaking tub, walk-in shower, and double vanities. A home office, mudroom with dog wash, and powder room complete the level. The upper floor includes two guest bedrooms, a flexible loft space, and elevated views of the surrounding mountains. The walkout lower level adds a guest suite with a kitchenette for family and friends and a recreation room/gym. Private trails wind through the property, offering opportunities for hiking, snowshoeing, and walking dogs off leash. With approximately five acres of open land and the balance enrolled in Vermont's Current Use forestry program, there is ample room for future additions such as a barn, garage, or guest house. Only a few miles from the village of Strafford and the historic Strafford General Store. Interstate 89 is approximately 15 minutes away, placing Hanover and Lebanon within 30 minutes, as well as skiing in Woodstock. Boston is 2.5 hours away. Showings by appt ONLY, driveway gated. No drive-bys. Owner/Agent See Listing Details & 35 images. Includes a Virtual Tour
$1,399,000 $350 per sq.ft. Windsor VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 4000 | Acres: 4.96Listed on Tuesday Jun 16, 2026
Description: "The Plateau", originally part of the Kennedy Biscuit Co. (Nabisco) family estate, is nestled on a plateau at the end of a private road which greets you with open fields, mature trees, beautiful gardens, and a protected front-and-center view of Mt. Ascutney to the West and the Connecticut River to the East. This private peaceful setting includes an inground pool for those hot summer days, and two porches: one open air and one screened-in, with views into the New Hampshire hillsides. Inside, the house is open and bright with a wonderful flow throughout. The large living room features a wood-burning fireplace and plenty of windows streaming in lots of natural light. The formal dining room, with built-in cabinets and a second wood burning fireplace, connects to the kitchen which is open to the family room. A beautiful spindle staircase with oversized steps leads you upstairs to the four bedrooms, including the primary with an ensuite bath and an attached office. The main guest/children's bedroom features a magnificent turret style sunroom taking in views of the Connecticut River, and a second set of stairs leads back down to the mudroom. The full basement offers plenty of storage and all the utilities. The large 2 story garage offers room for 4 vehicles and plenty of storage on the 2nd floor. This unique property presents a rare opportunity to own a special homestead in the Windsor area, just minutes from downtown shopping and restaurants. See Listing Details & 50 images. Includes a Virtual Tour
$1,375,000 $445 per sq.ft. Woodstock VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 3979 | Acres: 0.52Listed on Thursday Jul 16, 2026
Description: This wonderful Vermont Cape-style home has overlooked the Ottauquechee River and the former Woodstock woolen mill (now the 'new' mill and community pools and recreation center) since 1890. On long summer days, the sounds of children enjoying the swimming holes and tubing in the rapid runs below float up. The floor plan has been adapted to modern lifestyles across three levels. The main level, entered from the garden walkway or garage, connects to an open country kitchen via a mudroom, which flows into the dining area and living room, offering extraordinary upriver views west toward Killington. A spacious main-floor primary bedroom with an en suite bath opens to a riverside deck, and an expanse of lawn and gardens surrounds the residence. Upstairs are two large bedrooms with a shared bath and a reading loft overlooking the living room below. The walkout lower level includes another bedroom, a bath, a recreation room, and a laundry. The soothing music of the water rose to a crescendo in August 2011 as Hurricane Irene swept into Vermont as a tropical storm, resulting in a FEMA-designated 500-year flood event that inundated basements, as it did many homes in Woodstock and other river towns. Subsequently, the owners have replaced the lower-level sheetrock and boiler and have invested in an engineered barrier wall. The home is within walking distance of Village shops, restaurants, and resort amenities. A peaceful hideaway close to everything. See Listing Details & 60 images. Includes a Virtual Tour
$1,395,000 $382 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $100,000 down 7% on June 6th 2026
5 Beds | 4 Baths | Total Sq. Ft. 3648 | Acres: 6.2
Listed 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 & 58 images.
$1,695,000 $353 per sq.ft. Village of Taftsville in Town of Woodstock VT Home »
Waterfront on River Ottauquechee River4 Beds | 4 Baths | Total Sq. Ft. 4800 | Acres: 0.56
Listed on Friday Jun 26, 2026
Description: Gracious Single Family home and Investment Opportunity - This 3 bedroom, 2 bath brick colonial is approx. 2,300+/- sq/ft with beautiful old wood flooring, newer kitchen, upgraded systems, and fully furnished. Also included, is an additional 2,500+/- sq/ft (total) of an AirBNB rental/In-Law apartment, along with an active US Postal Service rental space, and generous storefront space in the former Taftsville Country Store. Expand your living space and use the large, open storefront as a home office or as an entertaining TV /Theatre room (we will even throw in two rows of reclining Theater seats)! The current owners use the place as a second home getaway. The rental offsets would be the Post Office lease (can be cancelled if the space is needed for other ventures) and whatever you choose to do with the smaller Airbnb one bedroom rental. Perfect opportunity for a vacation getaway/combo investment to offset living expenses with this small scale multi-unit property. Just five minutes to the quintessential downtown Village of Woodstock! Property consists of a spacious 3Brm/2Bth two story Owners quarters, storefront space with bath (approved for restaurant, café, or retail store), Post Office (with current lease), smaller one bedroom Apartment/In-Law rental (former AIRBNB rental), and additional storage space for second home toys. Current owners have redesigned, paved, and expanded the parking lot to include 21 parking spaces to the south side with four (4) 19Kw Electric Vehicle Charging stations, ADA access to building, and ADA accessible restrooms. Property boasts pretty patio views of the Ottauquechee River and Taftsville Covered Bridge. The historic village of Taftsville is known to be a wonderful community and is a desirable location for home ownership. Must see to appreciate! See Listing Details & 60 images.
