Upper Valley Luxury Homes in Vermont

The Upper Valley of Vermont offers some beautiful luxury homes in Woodstock, Hartland, and beyond. Are you looking for a private country estate, equestrian property, historic hilltop farm, or a family retreat with plenty of recreational opportunities and amazing views? Look no further! Bassette Real Estate Group can help you find your dream home in Vermont. Below you’ll find homes for sale in the Upper Valley priced at $1M and higher.

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Luxury Homes $1M to $2M | Luxury Homes $2M+

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28-32 The Green Street Woodstock VT 05091

Woodstock, VT28-32 The Green Street

Price$1,999,000

Est. Mortgage: $/month

MLS Number 4798172

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bathroom 10
  • Bedrooms 9

3 attached residences, on picturesque Woodstock Village Green! 2 elegantly proportioned brick townhouses, with an attached circa 1830 traditional clapboard home! The gracious interiors, of the brick townhouses, feature attractive antique detailing, high ceilings, multiple fireplaces. The western townhouse, 30 The Green, is fully renovated by quality craftsmen. Ground level is an open floor plan featuring stylish kitchen, dining area, living room with fireplace, and a half bath. A 2nd floor is dedicated to a large primary bedroom, with ensuite bath and walk-in closet! A 3rd floor has 2 comfortable guest bedrooms and full bath. The eastern townhouse, 28 The Green, presents antique detailing, exposed beams, wood flooring, 9 foot ceilings, 3 fireplaces and opportunity to renovate a traditional 3 level home, to suit one's taste. The traditional clapboard #32 The Green has a tastefully renovated contemporary interior with 3 bedrooms, 3 baths, and a finished lower level. Off street parking and a detached 2 car garage are useful amenities. These Woodstock Village landmark properties present a unique opportunity! The 3 bedroom residence at #30 is turn key and luxuriously appointed, for immediate residency. The antique residence at #28 is a very rare opportunity to renovate a traditional Woodstock Village Green residence to indulge new owner's preferences. The clapboard home at #32 is stylishly contemporary and comfortable! All 3 present level walking to Woodstock Village amenities!

Listed by John Wetmore, William Raveis Woodstock

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$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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3 Galaxy Hill Road Hartford VT 05059

Hartford, VT3 Galaxy Hill Road, Unit 3

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4730371

  • Residential Single Family
  • Village Quechee
  • Construction Pre-Construction
  • Bathroom 4
  • Bedrooms 4

Dramatic 180 degree views sweep across 2 states, overlooking lake, river, and 2 championship golf courses. The property is located just 15 minutes from 2 interstates making it easily accessible to the culture of the area. The home is architect designed and being sold pre-construction. This will allow you to fine tune the details to fit your own personal needs. Currently designed with 4 bedrooms, there is an unfinished walk-out lower level that can be finished out to be 2 more bedrooms, bath and family room. Come walk the site and picture the excitement of living here.

Listed by Barbara West, Quechee Associates, Inc

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$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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974 Cemetery Hill Road West Windsor VT 05089

West Windsor, VT974 Cemetery Hill Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4764706

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,884

White Fox Farm's c. 1790 yellow clapboard farmhouse and attached red barn is set just outside the village of Brownsville on a quiet country road where it seems like more horses go by than cars. The 39 acres scale of the farm is manageable with the key Vermont features: a pond, pastures and big views of Mt. Ascutney. The five-bedroom house underwent a major renovation in 2012. The kitchen with its hand hewn beams was enlarged to include a sitting area with views over the field, and outfitted with top-flight appliances for a cook that likes to prepare meals while surrounded by family and friends. Pssst…there is a secret room, believed to be part of the Underground Railway. There are fireplaces in the living room, the two master bedrooms, the birthing room (now used as an office), dining room and paneled family room. The third level is a great place for innovative thoughts (the owner launched a business here) with a two-room study with built in book shelves and a ¾ bath. Throughout the house there is a sense of fine craftsmanship that has stood the test of time in form and function. White Fox Farm is integral to the Green Mountain Horse Association community as the 83-mile marker for the hundred-mile ride.

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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591 High Pastures Road Pomfret VT 05091

Pomfret, VT591 High Pastures Road

Price$1,990,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4665909

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,880

Otis Hill Farm is iconic Vermont! Woods, fields & streams, working barns & fire pond with 3 stall horse barn, pool & pool-house & tennis court. Miles of trails lace woods & fields for walking, riding, cross-country skiing & snowmobiling. Only 2 miles from Woodstock Village, 20 minutes drive from Dartmouth College & 30 minutes from Killington Ski Area. The 200 year-old farmhouse displays the hand-hewed post & beam frame and is sited with expansive windows to view abundant wildlife and an incredible variety of birds The 230+ acres of land has exceptional character with natural meadows, pastures and fields interspersed in forests of northern hardwoods, spruce, hemlock & pine. Active springs supply year round water to brooks running through the property winding down to the Ottauquechee River. Enrolled in Vermont Current Land Use the farm adheres to a Forestry Management Plan to maintain vital, productive & beautiful forests. A two acre apple orchard is sited on plateau above the farmhouse. Abundant gardens with crab apple & cherry trees, raspberries, red & black currents & flowers to enhance your home all summer long. A tranquil close to all area amenities. OFFERED with different land options and prices.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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2352 Curtis Hollow Road Woodstock VT 05091

Woodstock, VT2352 Curtis Hollow Road

Price$1,975,000

Est. Mortgage: $/month

MLS Number 4754974

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 3
  • Square Feet 5,611

Wild Berry Farm artfully expresses the soul of Vermont country living in a very private setting mid-way between Woodstock Village and the recreational activities offered year-round at Killington's ski area. David Beilman AIA designed the home in close cooperation with the owners and supervised the renovation and creation of the Craftsman style residence around the core elements of an 1812 farmhouse. The rooms are spacious and filled with sunlight cascading through windows providing ample opportunity to enjoy views of the changing seasons. A deep water swimming pond, expansive perennial, herb and vegetable gardens surround the home. The various water courses and springs support a remarkable wild berry crop that sustains a variety of wildlife. The old farmstead is now covered in northern hardwoods with a patchwork of fields and natural meadows connected by a vast network of trails for hiking, biking or horseback riding. Fiber optic and a net-metering solar array provide 21st Century cutting-edge IT in a setting intended to preserve the virtues of a quiet rural life. A wonderfully tranquil place to restore yourself.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

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$
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$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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694 Goodrich Four Corners Road Norwich VT 05055

MLS Number 4793079

  • Residential Single Family
  • Construction Existing
  • Bathroom 8
  • Bedrooms 7
  • Square Feet 6,356

A new house with an old soul: Frog Holler c1800 farmhouse was moved from Enfield, N.H., renovated and expanded. The location is near Hanover and Norwich village, but totally private: 71.5 acres on a hilltop with great views, surrounded by woods and fields at the end of a long driveway. The house is a total surprise: a great mix of period patina, 21st century practicality, and whimsy. Its heart is a large country kitchen and family area opening on to a stone terrace with gardens to the south, and a living room with huge fireplace to the west. A private guest suite, elegant dining room, office and awesome mudroom round out the first floor. Above are four bedrooms including the capacious master suite. Two more whimsical bedrooms are in the attic. It's not obvious from the outside or the inside that there is ample finished space on the lower level: the indestructible, rubber-floored soccer/ping-pong room, gym, workshop, media room and storage area. Attached to the house is a 3-bay garage with more storage space. Surrounding the house are beautiful but unfussy perennial gardens (designed for maximum impact and minimal maintenance), a wildflower meadow, apple, birch, oak and maple trees, and lovely views. The 2+/- miles of trails on the property were designed by John Morton.

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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32 Horton Hill Road Hartland VT 05048

Hartland, VT32 Horton Hill Road

Price$1,800,000

Est. Mortgage: $/month

MLS Number 4806321

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 6,600

The Hartwell House is one of Hartland's finest residences. The home, in a traditional Vermont vernacular style, sits on a secluded hilltop with stunning long-range views across the Connecticut River Valley, and far beyond. The seamless integration of design, ingenuity and craftsmanship, antique elements (including two-200 -year-old hand hewn barn frames), and state of the art functionality make this unique property the perfect primary or part-time home. One of the regions most revered builders, Dana Ennis, impeccably designed and constructed Hartwell House as his family home using the finest materials available. The generous, light filled spaces flow beautifully, and imbue warmth, showcasing the picture-perfect exterior surroundings with oversized windows throughout. The spacious Great Room is anchored by a massive floor to ceiling field stone fireplace backed by a soothing waterfall. The chef's kitchen has top of the line appliances, and a brick fireplace; the perfect place to congregate. The study features mahogany wainscot and lovely built-ins. The house is further completed with a walk out, finished lower level with game room, rec room, exercise space and wine cellar. The 10 kw solar array with battery bank will reduce energy bills. The property includes thirty-two acres, a solar heated in ground pool, two ponds, two barns, spectacular grounds, gardens and trails. Easy access to I-91, Historic Woodstock, Hanover, skiing, recreation.

Listed by Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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477 Thistle Hill Road Pomfret VT 05053

Pomfret, VT477 Thistle Hill Road

Price$1,775,000

Est. Mortgage: $/month

MLS Number 4791217

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 2
  • Square Feet 5,691

Thistle Hill Retreat - tucked into the Pomfret Hills is the best combination Vermont views and setting along with direct access to the Appalachian Trail system. Property is a delight in all seasons - exciting visuals for the horticulturalist throughout the warmer months, follow the seasonal wildlife changes, and plenty for the outdoor enthusiast. Wonderful for entertaining with generous spaces, gorgeous sight lines, and a spiritually grounding environment. This is an experience worth sharing with friends and family. Main house constructed during WWII with onsite concrete work commissioned by John Taylor Arms. He chose concrete to avoid losing his artwork to fire a second time. The home was substantially renovated and reimagined in 1998 by owner/artist to modernize and return to John Taylor Arms' original proportions. Please see the virtual tour for an intimate view of the property. Less than 20 minutes to Woodstock and White River Junction less than 15 minutes to Quechee.

Listed by Derek Cosentino, BHG Masiello Group/Quechee

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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1631 Clifford Farm Road Sharon VT 05065

Sharon, VT1631 Clifford Farm Road

Price$1,700,000

Est. Mortgage: $/month

MLS Number 4799725

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 3,628

Enjoy complete privacy in a serene setting with this truly spectacular property, every aspect of which was carefully designed so that each season can be enjoyed to its fullest. The main house offers three sunlit bedrooms, each with a private bathroom featuring soapstone counters and beautifully tiled showers. The master suite is located on the main level with a spacious bathroom and incredible views. The living room, which flows seamlessly from the thoughtfully designed kitchen, was styled with entertaining in mind with a large wood-burning fireplace and beautiful sitting area to take in the long-range mountain views and open hayfields. A separate formal dining room and another comfortable sitting room with a wood-burning fireplace abut the kitchen. A two-bay heated garage offers direct entry into both the house and a large basement providing ample storage. The land is comprised of 500 acres, 20 of which are open hayfield and pasture with two beautiful swimming ponds. There are trails throughout the property for horseback riding, hiking, skiing, or snowmobiling. The three-bedroom, two-bath open concept guest house- which includes a barn and three-car garage- allows you more freedom to entertain. A separate horse barn with water and power, a heated equipment garage, and a gardening shed are also on site. Highland Farms is being offered furnished and with farm equipment!

Listed by Holly Hall, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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249 Densmore Hill Road Hartland VT 05048

Hartland, VT249 Densmore Hill Road

Price$1,600,000

Est. Mortgage: $/month

MLS Number 4767801

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 2,959

This superbly maintained Vermont Cape residence captures stunning sunsets from a vantage point overlooking westerly river valleys to the peaks of Killington and Shrewsbury. The home is offered fully equipped and furnished for gracious country living. A large multipurpose barn, run-in and fenced pasture reflects the traditional use in 'horse country' with GMHA (Green Mountain Horse Association) trails providing access throughout the surrounding area. A mix of open fields, apple trees and northern hardwoods is defined by old stone walls. A spring fed pond is a year round source of water for a variety of wildlife thriving in the sparsely populated community. Ideal situation for those seeking the peace and quiet of rural New England.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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20 Gray Road Hartland VT 05048

Hartland, VT20 Gray Road

Price$1,595,000

Est. Mortgage: $/month

MLS Number 4805827

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,536

The best view of Woodstock and the National Park is in Hartland at a cabin called Sun Hill. Built in 2019 on 122+/- acres with 3 bedrooms and 2 baths, the “have to have it” quality of this special property is exceptional. First, the view is mesmerizing and dynamic as changing sunlight, hues and shadows travel across the hilltops and valleys below to the ridges and peaks beyond. Sunrise and sunsets are extraordinary. Second, the home is charming and comfortable, well-built, easy to maintain and takes full advantage of the view and being outside. The first floor has 9 ½ foot ceilings with 8-foot tall double-hung windows and 2 sliding glass doors, one to the timber-framed porch and 5-person hot tub, the other to the patio made of Vermont slate. All of the kitchen cabinets, bathroom vanities and post & beam frames were custom made by local artisans using cherry, oak and pine sourced from the property. Third, the home is completely private surrounded by nature yet located only 3 miles from the Woodstock village green on the east side of town saving time to get to I89 and I91. It also has high speed Internet and cell reception plus a second 4-bedroom septic permit. The last feature is a wonderful old barn and 20-acre field on the west boundary. Perfect for storing equipment, you can hike down to it using one of several trails or drive. Not in view of the cabin, what was farmed here long ago could be farmed again.

Listed by Christopher Lang, LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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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1285 Union Village Road Norwich VT 05055

Norwich, VT1285 Union Village Road

Price$1,595,000

Est. Mortgage: $/month

MLS Number 4789110

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4,618

Exceptional, elegant, beautifully restored and energy efficient, this 4 bedroom, 4 bathroom home is picture perfect. With privacy ensured (you own land on both sides of the road), the 117+/-ac include trails, 2 ponds, pastures, woods, 2 barns and views to the White Mountains of NH. A super new kitchen adjoins the fireplaced living room, providing a wonderful area for the family to gather and chat. Fabulous wood floors gleam in every room. A separate family room makes a good TV watching space, or quiet retreat, and there is also an office and a more formal dining room. The 2nd floor has 4 bedrooms and 2 bathrooms and the 3rd floor would make a superb home office, but is currently guest space. Just a 15 minute drive from downtown Norwich.

Listed by Jane Darrach, Martha E. Diebold/Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 2020
* 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 2020 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 May 25, 2020.