Upper Valley Real Estate $2M-$5M

Upper Valley Luxury Homes for SaleScroll down to find current luxury homes for sale throughout the Upper Valley. Find a variety of high-end listings in New Hampshire and Vermont. Contact Martha Diebold Real Estate if you are interested in touring one of the listings below or have questions.

Upper Valley Luxury Homes for Sale from $2M to $5M 

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336 Stone Bridge Way Woodstock VT 05091

Woodstock, VT336 Stone Bridge Way

Price$3,750,000

Est. Mortgage: $/month

MLS Number 4887084

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,824

Room for all, close to town, very private: Stone Bridge is a capacious and thoughtfully-built 2002 5824sf Craftsman Style home set at the end of a private way, with a guest house on a separate lot. The two parcels total 22.65+/- acres. Stone Bridge Way is off of Densmore Hill Road, well-located between Woodstock and South Woodstock Villages in the heart of horse and gravel cycling country. Lovely views to Killington: the western exposure makes for dramatic sunsets from the wide stone patio. Comfortable in all seasons, the spaces flow from open kitchen to living and dining areas warmed by a fireplace (with a conveniently located bar off the living area). Main level primary suite, second-floor primary, plus two bedrooms with shared bath and guest suite. The lower level offers a sports pub, gym and indoor spa. Plenty of space for toys alongside the garage. The guesthouse is privately sited away from the main house, with two bedrooms, two baths, fireplaced living room, dining room, kitchen and study. The site is elevated and largely open around the houses, with woodlands on the other side of the private drive. Site quality, location, and amenities make for a great compound offering.

Listed by T Story Jenks and Ruth Sudduth of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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82 Lords Hill Lane Hanover NH 03750

Hanover, NH82 Lords Hill Lane

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4886442

  • Residential Single Family
  • Village Etna
  • Construction Existing
  • Bedrooms 4
  • Square Feet 5,000

Sophisticated and stunning newer construction home in Hanover with the best of both worlds- ideal location near town and direct trail access to explore the surrounding land and nature. The level of thought and skill invested in this property is unparalleled, with premium, well-crafted and bright interiors, high-end finishes, and world class systems, all perfectly positioned to take in exceptional long-range southerly views toward Mount Ascutney. The single floor layout is versatile and functional for families of all shapes and sizes. A geothermal system supplies radiant heat in the flooring and central air conditioning throughout the whole house, while a discretely located solar array provides a significant offset to energy costs. The swimming pool is magnificent and boasts gorgeous views from a custom 24' bench that runs along one side. Adjacent to the accompanying pool house, which is complete with a bathroom and changing area, is a large covered outdoor patio for dining and entertaining. A fenced in garden and orchard provide plenty of space to grow vegetables, fruit, and flowers. Rounding out the central courtyard is a substantial three-bay partially heated post & beam barn (with additional bathroom) which offers ample room for vehicles, equipment, and other toys. With easy access to downtown Hanover, Dartmouth College, and the best of the Dartmouth Lake Sunapee Region, this property combines superior location with exceptional craftsmanship, making it a true must-see.

Listed by David Donegan of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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66 Hollow Road Woodstock VT 05091

Woodstock, VT66 Hollow Road

Price$3,200,000

Est. Mortgage: $/month

MLS Number 4885504

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 4,350
  • Construction Existing

John Curtis, a veteran of the American Revolution, received a land grant to establish a homestead in the new State of Vermont circa 1780. The fields & pastures carved out of a wilderness sustained his family for 5 generations. Stonewalls & tumbled dams remain as evidence of the industry & effort of early pioneers. The Hollow Farm consists of the striking 6 bedroom/4 bath Homestead House & the 3 Bedroom/2 bath Brook House sited in the middle of the 91-acre property. The new Homestead created in 1988 around the stone fireplace & native timber framed original home. The southwesterly exposure illuminates the spacious gathering rooms & private spaces through the enormous round windows. The interior layout reflects casual country lifestyle with an open floor plan spiraling around the central kitchen complex, which opens out on to a wide, elevated terrace, decks & balcony's on each level. Common rooms & quiet corners are visually connected & access by open stairways. The architectural form expresses the Vermont farmhouse on a grand scale with a cupola & splendid views of the surrounding fields & mountains. The property adjoins Coolidge State Forest at a place where a magical waterfall & sweet swimming hole are formed over exposed bedrock. The maintained road ends a mile or so beyond the old farmstead & continues on with miles of trails leading to South Woodstock, Plymouth & Reading townships. Nearby are Woodstock Village, the ski resorts of Killington & Okemo & public waters.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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217 Echo Ledge Road Woodstock VT 05091

Woodstock, VT217 Echo Ledge Road

Price$2,850,000

Est. Mortgage: $/month

MLS Number 4884402

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,799

Location, style, amenities: Just west of Woodstock Village, a hip renovation of a classic white clapboard farmhouse and big red barn, on 37.8 acres threaded with lovely trails, meadows, pond, gardens and thoughtful set up for horses. Completely renovated in 2004 and 2007, the 1850 farmhouse has a contemporary style by award-winning AIA architect Michael Ertel and the texture and attention to detail of master builder Hank Savelberg. Sensitive to the integrity of the original farmhouse, integrating all modern amenities, there is an open floor plan with walls of windows that bathe the spaces in natural light. The master suite and 2 additional bedrooms are on the second floor, as well as additional expansion space. The 3-level bank barn has a wide center aisle, 3 box stalls and heat throughout on the first level; hayloft and office with high-speed internet on the second level; and storage on the third level. The farm, once part of thousands of acres owned by the Robinson family, was eventually split up and passed down through each generation. This house was owned by Jumbo Robinson who could lift and carry 2 heavy dairy cans down the hill to be picked up by the milk truck every day--the cans are still in the little corn crib with the original cider press. The edible landscape of today includes apples, plums and pear trees. Daily pleasures range from a plum fresh picked eaten at the outdoor table overlooking the perennial garden Virtual tour of the home and the barn available.

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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217 Echo Ledge Road Woodstock VT 05091

Woodstock, VT217 Echo Ledge Road

Price$3,485,000

Est. Mortgage: $/month

MLS Number 4884374

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,799

Location, style, amenities: Just west of Woodstock Village, a hip renovation of a classic white clapboard farmhouse and big red barn, on 91 acres threaded with lovely trails, meadows, pond, gardens and thoughtful set up for horses. Completely renovated in 2004 and 2007, the 1850 farmhouse has a contemporary style by award winning AIA architect Michael Ertel and the texture and attention to detail of master builder Hank Savelberg. Sensitive to the integrity of the original farmhouse, integrating all modern amenities, there is an open floor plan with walls of windows that bathe the spaces in natural light. The master suite and 2 additional bedrooms are on the second floor, as well as additional expansion space. The 3-stall barn has a wide center aisle and heat throughout, except hay area and loft. The barn includes an office with high-speed internet. The farm, once part of thousands of acres owned by the Robinson family, was eventually split up and passed down through each generation. This house was owned by Jumbo Robinson who could lift and carry 2 heavy dairy cans down the hill to be picked up by the milk truck every day--the cans are still in the little corn crib with the original cider press. The edible landscape of today includes apples, plums and pear trees. Five minutes to Woodstock Farmer's Market, near skiing, golf and other recreational activities. 2.5 hours to Boston and 4.5 hours to New York. Virtual tour of the home and the barn available.

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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81 Strawberry Hill Road Orford NH 03777

Orford, NH81 Strawberry Hill Road

Price$4,900,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4883376

  • Residential Single Family
  • Construction Existing
  • Bedrooms 8
  • Bathroom 8
  • Square Feet 11,200

An extraordinary private refuge on 344+/- acres, Bullfinch Farm is a historic estate located on a dead-end road close to Dartmouth College. Encompassing both sides of the road with sweeping views of the CT River Valley, the property has 4 ponds, a large barn with apartment, tennis court, pool and multiple additional outbuildings previously used for livestock as well as a sugar shack. The fully renovated and expanded historic colonial displays an uncommon level of craftsmanship with 6 bedrooms including a large first floor master suite. New and old spaces have been seamlessly integrated to create wonderful open spaces grounded by stone flooring and hand-hewn beams. Huge kitchen with two pantries, a fireplace, and cathedral ceiling. Stone patios run the length of the house connecting indoor and outdoor spaces. 3-car garage addition has a state of the art gym above. The property has a permitted 12-bedroom septic system providing many options for both a single-family residence or expanded uses. Bullfinch Farm is ideally located just two hours from Boston, four hours from NYC and three hours from Montreal. Private jet and helicopter services are available at nearby Lebanon airport (LEB).

Listed by Kristin Claire of LandVest,Inc./New Hampshire

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5518 Vermont Route 12 Barnard VT 05031

Barnard, VT5518 Vermont Route 12

Price$3,200,000

Est. Mortgage: $/month

MLS Number 4882340

  • Residential Single Family
  • Square Feet 7,619
  • Bedrooms 6
  • Bathroom 6
  • Construction Existing

A nationally known restaurant well located within the extended Woodstock community! This circa 1796 brick showplace has long been a favorite elegant dining destination, for Vermonters and visitors alike! A presence created by historic buildings complimented by extensive landscaped grounds continually provides a sense of romance and a memorable ambience sought by the most discriminating brides. A property that will satisfy the highest expectations and professional standards! Current chef and family have been on site for over 21 years with acclaim as "Best Vermont Restaurant!" Infrastructure of fine buildings, superior restaurant equipment in place, and an established excellent reputation are awaiting the next entrepreneur! Many well conceived components are thoughtfully combined to create both a practical and a truly stately property. The owners have created an extensive and appealing private residence within the main brick building, with designer kitchen, 5 bedrooms, family rooms and private spaces. Within the brick, the main restaurant includes 3 elegant formal dining rooms. Separately entered is a tavern with 2 dining areas and a classic tavern bar. A detached barn presents a dramatic event space. Within this barn is a highly popular short term guest rental unit. The land component is spectacular! The 10 acres present gardens, long walking paths and private pond! Fine dining and event hosting is established! Transformation into a private estate residence is a potential use!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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935 Dana Road Pomfret VT 05053

Pomfret, VT935 Dana Road

Price$2,350,000

Est. Mortgage: $/month

Pending

MLS Number 4879160

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 4,316
  • Construction Existing
  • Bathroom 3

Picture “Vermont Farm” and this is that farm. Clapboard farmhouse, huge old timber frame barn, assemblage of other farm buildings amid rolling fields threaded with brooks, stone walls, and giant sugar maples. The 4 bedroom farmhouse is elegant in its simplicity, with high ceilings and big windows, facing south overlooking the late 1700s barn, outbuildings, orchard, gardens, and animals grazing in the pastures. For 240 years, only two families have owned O.L. St. John Farm, a 276 acre parcel that spans a half-mile valley. In 1761, the year the town of Pomfret was chartered, Isaac Dana was granted land and journeyed north from Connecticut to clear the forest and build a farm. Isaac's farm remained in the family until 1966 when it was purchased by another family from Connecticut. They raised beefalo, horses, sheep, pigs, chickens, guinea hens, bees, dogs, barn cats and three children. They practiced organic farming before organic was a thing. The farm's edible landscape includes apples, gooseberries, currants, rhubarb, blueberries, raspberries, asparagus and blackberries. Old logging roads crisscrossing the property are great for mountain biking and hiking. The Appalachian Trail borders the southern boundary of the property. There are multiple springs and brooks throughout the farm that could support the construction of a pond. The property is conserved with an easement with the Upper Valley Land Trust. High-speed internet. No showings on September 7th.

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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797 North Road Barnard VT 05031

Barnard, VT797 North Road

Price$2,495,000

Est. Mortgage: $/month

MLS Number 4877325

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 5,806

Designed and built by the current owners in 2008, the house is in the middle of a 27-acre parcel. The land includes open meadows, a spring-fed pond, fenced paddocks and pastures, and a riding arena. Trails wind through two wooded areas on either side the property. Combining historically inspired details with modern construction techniques and state-of-the-art systems, the owners created a sense of space and volume with a functional and organized floor plan. A dramatic center staircase is the focal point of the entry. Throughout the first floor are 12-foot ceilings. Large windows and elegant room proportions create interiors that are grand yet livable. An open concept kitchen and a formal dining room provide options for entertaining. Off the front hall is a large mudroom, a washer/dryer, sink, open shower for dogs or muddy boots and an automatic dog door. The first-floor bedroom suite includes 2 separate bathrooms. A private screened porch off the bedroom is wired for a hot tub. Thoughtful attention to detail can be found in every room from the custom woodwork, stone and tile choices down to the cabinet knobs in the kitchen. There are 10-foot ceilings throughout the second floor with 3 generously sized bedrooms with large closets (one bedroom is being used as a exercise studio) and a full bathroom. In the center of the second floor is a large room with limitless potential. A mahogany, L-shaped farmers porch runs on the north and east sides of the house.

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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10 Meadow Lane Hanover NH 03755

Hanover, NH10 Meadow Lane

Price$2,289,000

Est. Mortgage: $/month

MLS Number 4877175

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,074

Located on an ideal and truly one-of-a-kind parcel of land with a setting and location to rival any in Hanover, 10 Meadow Lane offers total privacy and sweeping views. Optimally sited to take full advantage of the southern exposure, the extended Cape is perched at the height of the landscape and looks down to the Girl Brook and the expansive trail system that connects this portion of Hanover to Garipay Field and the Balch Hill and Storrs Pond recreation areas. Originally constructed in 1963, the residence offers a traditional but open and generously proportioned floor plan with a formal dining room, eat-in kitchen and spacious living room. Additionally, there is a first-floor master suite, den and a second bedroom. A third and fourth bedroom and full bath can be found on the second floor. A covered breezeway attaches the main house to the two-car garage that also features direct second access to the basement. The property is walking distance to downtown Hanover and the local public schools, and every imaginable recreational opportunity that Hanover has to offer are steps from your back door. In an enviable location, and minutes to all that Dartmouth and downtown have to offer, 10 Meadow Lane presents a tremendous opportunity to enjoy the benefits of privacy in a country location while situated in the middle of Hanover.

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2021 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated October 21, 2021.