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.

Tour Million Dollar Homes for Sale in Vermont

Contact us with any questions or to schedule a private viewing. Register with our site to save your favorite Upper Valley real estate listings and get email notifications when similar properties become available.

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

1403 Quechee West Hartford Road Hartford VT 05059

MLS Number 4866057

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 9,535

Halfway between the Village of Woodstock, VT and Hanover, NH - and minutes to every recreational amenity in Quechee - Stonehill Farm offers a private refuge on 218 acres including miles of interior roads and trails, an extensive equestrian and tennis facility, a spring-fed pond and acres of open pastures. The circa 1991 manor house, with its Tudor-inflected stone exterior, elegant interior architectural details and soaring two-story library, was designed by noted New York architect Alan Wanzenberg whose overall approach is informed by his deep appreciation for the Arts & Crafts movement. Set high along the top of a south-facing ridge, the Vermont countryside unfolds at your feet with commanding views across the Ottaquechee Valley to Mount Ascutney. The approximately 9,300 square foot, 15-room residence is an elegant and timeless design in richly textured stone, expansive glass, and mahogany details. The main house offers seven bedrooms, nine baths and a recently remodeled gourmet kitchen. Formal living and dining rooms, a 3,200 bottle wine cellar, and a pond-like, heated swimming pool surrounded by bluestone terraces feature among the many amenities. Just down the winding drive lined by an allée of maples, you'll find one of the most expansive equestrian facilities in New England. A recently acquired gatehouse at the entry to the property and the addition of land on the west side of the Quechee West Hartford Road for viewshed protection are recent additions.

Listed by Richard Higgerson, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

992 Atwood Lane Bridgewater VT 05091

Bridgewater, VT992 Atwood Lane

Price$5,900,000

Est. Mortgage: $/month

Pending

MLS Number 4852734

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 10
  • Square Feet 12,421

Heartwood Hill is one of New England's most extraordinary estates This remarkable residence is privately sited with breathtaking views across the Connecticut River Basin. The Great Room with 34' cathedral ceiling is anchored by a two-story fieldstone fireplace. Open concept chef's kitchen with top-of the line appliances, center island, and an enormous pantry with third oven, beverage station, and wine fridge. The home is naturally warmed by superb solar orientation, three interior fireplaces with a fourth on the terrace with a classic wood-fired pizza oven. The Grand Master Suite commands the southeasterly corner of the second floor with a private balcony, an elegant spa bathroom with soaking tub, slate shower and two dressing rooms. There are 4 private master guest suites all with splendid views. On the walk-out lower level there is an incredible bunk room adjoining an expansive family room with fireplace, and a full-sized, terraced theater with down-cushioned seating for 16 served by a commercially sized screen and integrated entertainment system. The pondside cottage warmed in winter by a field stone fireplace is the perfect spot for a dinner party, or to warm up while skating, sledding,, or skiing the interior trail system, or the perfect spot to cool off on a hot summer day. Central AC, radiant heat, backup generator, attached, heated three car garage. Ten minutes to the Woodstock Village Green. Fifteen minutes to skiing. Two hours, fifteen minutes to Boston.

Listed by Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

186 Reading Farms Road Reading VT 05062

Reading, VT186 Reading Farms Road

Price$4,985,000

Est. Mortgage: $/month

MLS Number 4866260

  • Residential Single Family
  • Construction Existing
  • Bedrooms 17
  • Bathroom 15
  • Square Feet 13,010

Upon the first glance of the massive estate you notice the generations of carefully curated and thoughtful planned landscaping, expansive meadows and lawns, stocked fish ponds which catch the reflection of the main house as you drive by. You might even get a glimpse of the Merganser Hooded Ducks who nest each year. Owned for 100 years, the property has graced the cover of House Beautiful and in Architectural digest. The estate compound includes a main house reminiscent of an country manor with 9 bedrooms, 9 bathrooms, extensive living areas, a Library which is in the original cape built 1776 with original floors. Also a theatre, gym and 2 bedrooms with one bath. A carefully situated gazebo catches the evening sunsets through mature pines. Features a entertainment barn complete with kitchenette, 3 bed, 2 bath and pavilion for large groups or events. Also a cottage offering 3 bed,1.5 bath and kitchen. After a stroll on your private trails relax in the heated pool at the end of a mature maple alley. The estate is listed at 120 acres with an additional 115 acres available for a true kingdom of 235+. Many have tried replicating the setting at great expense to capture the estates decades of devotion to the grounds which cannot duplicated. Close to skiing and heart of horse country with access to GMHA trails. Minutes to Historic Woodstock. Presently being used as a Special Events venue as well as the owner''s primary home. Possibility of Owner financing and/or joint ownership.

Listed by Derek Eisenberg, Continental Real Estate Group, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

541 & 523 Ely Road Thetford VT 05045

Thetford, VT541 & 523 Ely Road

Price$3,950,000

Est. Mortgage: $/month

MLS Number 4858046

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 7,280

Find your escape at this idyllic Vermont country estate. Privately set at the end of a dirt road lined by sugar maples, surrounded by conserved farmland and perched on the river's edge, this New England oasis is populated with extensive gardens, rolling pastures and meticulously groomed lawns, a clay tennis court, and an outdoor living room with an in-ground fire pit surrounded with perennial gardens, replete with a garden shed that can be used for planting organic veggie gardens, an outdoor chicken coop, or even an outdoor entertainment cabin with built-in bar area. Placed around the 10-acre property are buildings for every need: a 5-bedroom farmhouse residence, a 2-bedroom guest house, barn/studio & unique treehouse. A “come and never leave” multi-generational retreat to be enjoyed by all - morning coffee on the patio taking in the sunrise and long-range views down the river; a mid-morning tennis match, game of croquet, or golf swing practice with chipping, pitching and bunker shots; a dip in the river on a hot summer's day or kayak/paddle board adventure; lunch on the deck perched in the woods by the water; doze off for an afternoon nap in the treehouse; pack the coolers and picnic baskets for a cocktail dinner cruise on the river; and end your evening sharing laughs around the firepit and roasting s'mores. Within 20 minutes of Dartmouth College and an easy destination spot from Boston and New York, this property is primed for its successors coming from near or far.

Listed by Lochrane Gary and Leah McLaughry, Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

529 Kerwin Hill Road Norwich VT 05055

Norwich, VT529 Kerwin Hill Road

Price$2,500,000

Est. Mortgage: $/month

MLS Number 4842921

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 5,985

At the end of a private road just a few miles' drive north of Ivy League Dartmouth College and one of the most picturesque villages in Vermont, you will find the stillness and privacy of Holiday Hill Farm. Controlling both sides of the road, the property's 54.5 acres of Vermont countryside encompass open meadows, fenced pastures, northern hardwood forests, ancient grandfather stonewalls. The Federal-style farmhouse enjoys views across the valley to New Hampshire's White Mountains and was built by Doug Gest and Co's renowned craftsmen. Providing the best of both worlds for those who are attracted to the charm and vernacular of a historic Vermont hill farmstead along with the comfort of ca. 2007 modern amenities, systems, and conveniences, the interior includes cherry floors, period moldings, two fireplaces with lovely hand-built composed mantels and custom built-in cabinetry. With exacting standards and attention to detail, the resulting 11 room home offers a place for everyone and everything - from the inviting four season porch that even in winter becomes the heart of the house to the Great Room with its open hearth and wood-burning fireplace at one end linked by hand-hewn beams to the gourmet kitchen at the other. A private kingdom located two hours from Boston, four hours from NYC, and three hours from Montreal, recreational, educational, and cultural opportunities abound - from skiing at Killington to world-class medical care at nearby Dartmouth Hitchcock.

Listed by Richard Higgerson, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

318 Ebbin Lockwood Way Woodstock VT 05071

Woodstock, VT318 Ebbin Lockwood Way

Price$2,496,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4848531

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 6,048

“AQUENE” - This fabulous and newly renovated modern residence (and very hip guest house) were designed by renowned architect, Michael Weinberger, and are privately situated on 54.83 surveyed and conserved acres - including a pond and lovely pastoral views to distant hills. AQUENE (which means "Peace") is in a superb location in desirable South Woodstock, just a short walk to the South Woodstock Country Store and Kedron Valley Inn Bar/Restaurant, 2 mins to the Green Mountain Horse Association (GMHA) event grounds, 5 mins to the Woodstock Country Club, the Racquet and Fitness Center and 10 mins to the Woodstock Village green. The 6,048 sf main residence and 1,584 sf guest house were substantially renovated by the present owners in 2018/2019 by well-respected builder, Ambrose Construction (and JEM Woodworking for cabinetry) in such a manner as to maintain the architectural integrity of the period while creating a contemporary and infinitely more livable set of spaces for today's modern lifestyle. The guest house - with its own garage - is nearby but completely private from the main residence, with its own driveway access on the way to the main residence. See property video. AQUENE's open meadows and lawns, extensive landscaping, wonderful 4-season heated attached screen porch, hot tub, and rock garden with summer waterfall and Koi pond - make for quiet four-season enjoyment in the very best of what Vermont has to offer, in a premier location.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

236 Angell Trail Hartford VT 05059

Hartford, VT236 Angell Trail

Price$2,495,000

Est. Mortgage: $/month

Pending

MLS Number 4833454

  • Residential Single Family
  • Village Quechee
  • Construction Existing
  • Bedrooms 4
  • Bathroom 6

Rarely, a home such as this will appear on the market. From the long private tree canopied drive with mature maples and oaks, this 4 bedroom, 6 bath home is situated on one of the choicest mountain sites in Vermont. Four big View Acres are bounded on one side by the Quechee Ski Hill, and on the other by the 18th fairway of the Highland Golf Course, and a lovely apple orchard. Magnificent in design and scale this 11 room Alpine Log and stone Home is the perfect place to entertain. With more than 8,500. square feet of living space you find large ruggedly elegant rooms. There are 2 impressive soaring fieldstone fireplaces in the living room and the family room with 2 more in bedrooms. 2 home offices, loads of storage space, a wine cellar, a sun room, and decks across the entire view sides of the house, with built in new Hot Tub of course, add to the luxury you will enjoy. 4 bay heated garage. Looking out from the house you see 2 states, 2 golf courses, Lakes & mountains. Featured in HGTV

Listed by Barbara West, Quechee Associates, Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

945 Riverside Park Road Woodstock VT 05091

Woodstock, VT945 Riverside Park Road

Price$2,100,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4864875

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 5,900

“THE AERIE” is the ultimate gathering/getaway house located on the Ottauquechee River just 2.1 miles (5 minutes) from the Woodstock Village Green, via Rt 4 West and the historic Lincoln Covered Bridge. The 5900 sf residence is perched on a knoll with beautiful long-range views and features a wonderful “Vermont Barn” architectural aesthetic. The residence is sited on +/- 40 private acres with an extensive network of single-track biking/hiking/snowshoeing trails and owns frontage on the Ottauquechee River. Acreage includes potential building lot with existing roadway and mountain views. Large commercial style kitchen features Viking appliances, granite counters, 2 refrigerators, pantry and custom island. Two spacious great rooms with large-screen TVs, sofas & room to gather, wet bar on 2nd floor. 4 “official” bedrooms with one other room used as a bedroom, and 3 full baths. Sleeps up to 12 guests. Private 32' heated indoor saltwater pool & Sauna). Gracious custom granite patio with dining for 18, 2 BBQs and chiminea for gatherings and a fire in the evening. The residence is being sold with all furniture and furnishings - - turnkey. This house has been very successfully and nearly continuously rented by the present owners on AirBNB. Because it is nearly continuously rented, no drive-ups please and the availability for showings is very limited. Next showing times available are: July 7, 8 (til noon), 14 (afternoon only), 15, 16, 17, 26.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

174 Advent Hill Road Hartland VT 05048

Hartland, VT174 Advent Hill Road

Price$2,000,000

Est. Mortgage: $/month

MLS Number 4846107

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,628

A spectacular landscape of mountain views, meadows bounded by stone walls and ancient maples, a pond, trails, apple trees, full equestrian amenities, and an abundance of choice for places to build a spectacular home and compound. Hamilton Farm is on a quiet country road 15 minutes outside the village of Woodstock. The land parcel of 157 acres is on some of the prettiest land in Vermont with big views that face East toward the White Mountains. A vast network of carriage trails offers miles of opportunity for extensive walking, cross-country skiing or mountain biking. Fulling Brook runs through the property and the pond attracts blue heron and other wildfowl. An additional 127 acres is available. For many years it has been the home of the Hamilton Rare Breeds Foundation, whose goal was to preserve rare breeds including the Poitou donkey, Dale ponies and Chocktaw mustangs. It was also a state-of-the-art training center for combined driving with its “hazards” and two large rings. Pat Hastings, the farm manager, trained here to qualify for the FEI Driving World Championships. The equestrian facilities include a ten stall indoor arena complex, a foaling barn and a 4 bedroom apartment and office, an outdoor sand dressage arena, a larger driving arena and numerous fenced paddocks with run-in sheds. 15 miles from Lebanon Airport; 15 miles from Suicide Six; 19 miles from Dartmouth College and 27 miles from Killington.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

7 Galaxy Hill Road Hartford VT 05059

Hartford, VT7 Galaxy Hill Road, Unit 7

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4730371

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

63 Hartwood Way Hartland VT 05048

Hartland, VT63 Hartwood Way

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4856960

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,078

This truly special property starts at the end of a private road with a driveway that winds up through split rail lined paddocks to a cape style farmhouse situated perfectly to take in the stunning long range mountain views. Comprised of 45+ acres, the property includes a 5 stall horse barn with tack room and wash stall as well as 2 additional outbuildings. There are open fields, a riding arena and a nice swimming pond. Inside there is an open eat-in country kitchen that connects to the dining room and an office/bedroom. Through the front hall is the living room with wood burning fireplace which opens into the beautiful great room with cathedral ceilings, wood beams and a stone fireplace. A set of french doors open to the mountain views out front and another set leads to the deck and pond out back. Through the great room lies the Primary bedroom suite with jacuzzi tub, walk-in closet and private laundry. Upstairs are 2 good sized bedrooms, a full bath, and a 2nd laundry room. Located above Taftsville and less than a mile from Rte 4, this prime location is just minutes from Woodstock Village and 20 minutes to the Hanover/Lebanon area. Showings begin on 4/30/21.

Listed by Dan Noble, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

23 Cowdrey Path Woodstock VT 05071

Woodstock, VT23 Cowdrey Path

Price$1,900,000

Est. Mortgage: $/month

MLS Number 4850633

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 2,584

Douglas Fir post and beam home and fully operational auto mechanics garage with 4 lifts. Property is selling as a home and fully operational business and is commercially zoned. This is a rare opportunity to live and work all in one place, or have space for your hobby on wheels. The house features an open floor plan on the main level. Large windows and two sliders to the deck let light poor into the kitchen and living room. The Master Suite on the main level has two large walk in closets and a full bathroom with a jacuzzi soaking tub. The upstairs loft area would make a lovely office/hobby space or could easily be transformed into a private third bedroom if desired. The lower level is fully finished with a second bedroom, full bathroom, and utility room. There are also several closets for storage! Outside you will find an on demand generator, an above ground pool and a heated shed for storage or a small workspace. The auto mechanics garage has two commercial garage doors that open up to three vehicle lifts inside. A fourth lift is located under the new addition to the right of the building. There are three office rooms in the building as well. All garage equipment/tools will be included in the sale. Email for interior garage photos and more information about the business.

Listed by Shenia Covey, C.G. Shepherd Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity

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 August 2, 2021.