Greater Woodstock Area Luxury Homes Between $1 and $2 Million

The greater Woodstock area of Vermont, consisting of the towns Barnard, Bridgewater, Hartland, Pomfret, Reading, West Windsor, and Woodstock, boasts exceptional real estate valued over 1 million dollars. Many of these luxury homes, estates, compounds, and upscale farms have gorgeous views of the Green Mountains and the surrounding area.

A private luxury home in the greater Woodstock, Vermont area offers peace, quiet, and tranquility while still being just a short trip to all the amenities you could want or need.

There are plenty of things to see and do in the greater Woodstock area. For example, Feast & Field, a unique farmers’ market, music jam, and community gathering in Barnard, fine dining at Simon Pearce restaurant in Quechee, summer and winter sports at Suicide 6 in Pomfret or Mount Ascutney in West Windsor.

Greater Woodstock Luxury Real Estate $1M to $2M

Whatever type of real estate you are looking for in the greater Woodstock VT area—a vacation retreat, a family compound, a country estate, or an investment property, Bassette Real Estate Group’s knowledgeable and experienced brokers and buyer brokers can help you find your ideal home. Contact us today!

932 North Road Barnard VT 05031-0133

Barnard, VT932 North Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4877795

  • Residential Single Family
  • Bedrooms 7
  • Construction Existing
  • Square Feet 11,200
  • Bathroom 10

THREE CENTURY FARM- Iconic gentleman's farm with stunning southerly and westerly views in ideal location minutes from Silver Lake and just north of Woodstock, Vermont. The property has been renovated several times over the years in such a way as to maintain the authentic historic charm of the original homestead while adding modern conveniences and amenities. Many features were custom made for the house such as the mantles and bathroom vanities. Brand new windows were installed throughout, accentuating the bright and spacious interiors with beautiful natural light and providing gorgeous views of the landscaped grounds. The main house features 5 bedrooms and is teeming with renovation potential, awaiting your finishing touches and/or additions (such as a formal kitchen on the first floor of the main house). The guest barn is one of the nicer renovations done in the area, and is perfect for entertaining. It features a primary bedroom and tasteful en suite on the third level, an elegant kitchen, additional bedroom, and a great room with 26' ceilings and a cozy wood stove. The farm sits on nearly 50 mostly open acres with beautiful historic stone walls and woodlands for recreating or a sugaring operation. There are 3 stalls in the heated barn, a cute tack room, and plenty of exterior space for horses on the grounds. (Note: Furnished photos are virtually adjusted.)

Listed by David Donegan, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

63 Hartwood Way Hartland VT 05048

Hartland, VT63 Hartwood Way

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4856960

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

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: 3.05% last updated on Oct 14, 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

1350 Vermont Route 12 Pomfret VT 05053

Pomfret, VT1350 Vermont Route 12

Price$1,900,000

Est. Mortgage: $/month

MLS Number 4859544

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,729

Unlimited potential! 265 acres of highly desirable land straddling the hilltops connecting the towns of Pomfret and Barnard! On one edge of the property, there is a privately sited south facing and energy efficient post and beam residence. Truly a kingdom size parcel of a size and scope that would typically only be found in the most rural of locations! However, the numerous well known amenities of Woodstock Village are just 5 miles and a few minutes away! The owners who wisely assembled the land parcel components necessary to create this volume of acreage, are dedicated to conserving significant parcels of land within our community. They have indeed succeeded! With Town of Pomfret frontage on Route 12 and Town of Barnard frontage on the Stage Road, there is the opportunity to access the large parcel from either desirable town. The opportunity is presented for elevated building sites benefitting from dramatic long range views. The quality acreage and the prime location to compliment the construction of an unparalleled residential compound!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

174 Advent Hill Road Hartland VT 05048

Hartland, VT174 Advent Hill Road

Price$1,850,000

Est. Mortgage: $/month

MLS Number 4846107

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

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: 3.05% last updated on Oct 14, 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

974 Cemetery Hill Road West Windsor VT 05089

West Windsor, VT974 Cemetery Hill Road

Price$1,800,000

Est. Mortgage: $/month

Pending

MLS Number 4764706

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

17 Mountain Avenue Woodstock VT 05091

Woodstock, VT17 Mountain Avenue

Price$1,750,000

Est. Mortgage: $/month

MLS Number 4856827

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,123

This circa 1825 story and a half Cape is sited on one of the most lovely and largest parcels of land in Woodstock Village landscaped with shrubs and perennials providing a succession of colorful flowers throughout the summer. The floor plan provides a gracious combination of gathering rooms with privacy afforded for quiet pursuits. A short stroll from the Village Green and Faulkner Park this superbly located home offers views of Mt. Tom and abuts the Marsh-Billings-Rockefeller National Park. A historic gem.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 Laber Road Bridgewater VT 05035

Bridgewater, VT7 Laber Road

Price$1,699,000

Est. Mortgage: $/month

MLS Number 4839222

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 7
  • Square Feet 4,906

Looking for a grand yet refined Vermont home? Look no further than Stonewall Manor! Situated on close to 30 acres in Bridgewater, you'll be pleasantly surprised by the space provided in this home. Arts & Crafts style allows home to grow as you enter, looking quaint & not massive, from the front elevation. 2 elevator shafts & stair chair offers wheelchair accessibility & can accommodate all needs. 2-car garage comfortably fits 3 cars & features man cave, complete with a living area, wood stove, bath & laundry room! Stonewall Manor features 5 living rooms, 7 bathrooms, 3 full kitchens (all complete w/ granite counter tops & Bosch appliances), 3 laundry centers, & secret passages between rooms. Additional option to rent out the two private 2-bedroom apartments! Stonewall Manor was designed to fully integrate w/ surrounding land & take advantage of all the property has to offer. Front of home is stunning in the morning light, while the back is beautiful in the afternoon with the way the sun hits & reflects off the house. 4th story cupola features historic 225 yr old bar end from the original Bridgewater Boarding house, & oversees glorious surrounding views of mountains, w/ peaks over 4,000 ft- including trail map view of Killington! Stunning great room features three story windows that allow for sunlight to pour in & heat the whole house during the colder VT winter months. Exceptional property w/ so much to offer- you need to see it to truly believe all of its features!

Listed by Hergenrother Realty Group and Daniel Preston, KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

79 Cream Pot Road Hartland VT 05048

Hartland, VT79 Cream Pot Road

Price$1,649,900

Est. Mortgage: $/month

MLS Number 4863887

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,448

"SPRUCE MOOSE LODGE" - Custom built log home on 65.27 totally private acres with beautiful westerly long-range mountain views, yet only 12 mins to the Woodstock Village green. The custom home features a wonderful vaulted-ceiling great room with rugged stone-faced fireplace and stunning cathedral arched window showcasing that magnificent view. A gourmet, cherry kitchen opens to the great room on one side, a formal dining room, and french doors to the wrap-around deck on the view side of the house. A first floor primary bedroom also shares the view, with en suite, rustic bathroom with stone stone floor and walls in the glass shower. Upstairs is a sitting room that shares the view out the cathedral window, a large bedroom with ensuite and two other bedrooms plus full hall bath. The front entrance has a carport that enters to a stone-floor foyer with private 1/2 bath. The lower level features 3 attached garage bays for all your motorized toys, laundry and mechanicals. Radiant heated floors on all 3 levels of the residence. 20kw whole-house propane generator. Power lines are below ground. In the field below the house is a fully operational tiny-house-cottage with woodstove, bathroom and fully functional kitchen (all of which run on 12V RV mechanicals) - super fun getaway for kids of all ages! The land is conserved in a Current Use/Land Use program which reduces property taxes, and features a network of trails.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

121 Frenchs Road Woodstock VT 05091

Woodstock, VT121 Frenchs Road

Price$1,350,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4873332

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 5,072

Just a short stroll from village center, located on a quiet dead end road, this tranquil oasis is sure to check all your boxes. The home features spacious, bright rooms with a seamless flow for daily living and entertaining. The open concept kitchen is well appointed with a center island, ample work space, and a generous pantry (complete with laundry), connecting to a dining room which can accommodate a crowd. Enjoy far southerly views from the spacious living room with step out balcony overlooking the gardens and grounds, and an open hearth ready for your woodstove. The main level is further completed by an en-suite guest bedroom, 2nd bedroom, and bath . The second level is comprised of a library/study with custom cherry built-ins, a Grand Master Suite, two additional bedrooms, a full bath and laundry. The lower level features a family room with fireplace, a spa room with bathroom, a mud room entry with herringbone brick floors. Entertain on the private outside deck surrounded by gardens and mature plantings. The home is sited on 12 magical acres of wooded and open land with shady trails lacing through, connecting open and fenced pasture and paddocks, and a secluded swimming pond. Equestrians will fall in love with the beautifully conceived barn (complete with heated tack room, bathroom, 5 stalls, wash stall, hydrant and storage), Indoor Riding Arena, outdoor dressage arena, and access to the National Park trail system. Showings to begin 7/24/2021

Listed by Daphne Lowe and Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

28 Pleasant Street Woodstock VT 05091

Woodstock, VT28 Pleasant Street

Price$1,299,500

Est. Mortgage: $/month

Active With Contract

MLS Number 4754916

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

One of a kind! Woodstock Village! A professional designer's well conceived compound. The stylish main residence is complimented with both a delightful detached 2 bedroom guest house and a large 36x24 studio/workshop. The length of the tranquil landscaped rear grounds, lush with spectacular gardens and leading to accessible Ottauquechee River frontage, is an unexpected surprise! In the main residence, the principal rooms feature generous dimensions and careful attention to detail. On the main level, a spacious kitchen, with full size informal dining area, opens in 3 directions, to either a fire-placed living room, a dramatic formal dining room or a large 16'x10.5' screened porch. On the second floor are 2 guest bedrooms, full bath, and a primary bedroom, with ensuite bath. On the 3rd level, a large unfinished attic presents endless potential! The detached guest house is perfect! On the ground level is a living room, with vaulted ceiling, a kitchen with a panty, a mud room and a bedroom with 3/4 bath. A second floor loft bedroom is 21' long! Separately, the free standing 36'x24' studio/workshop has potential only limited by your imagination! Truly an ideal property for combining residential use with a home occupation! The front view of the property has the expected classic New England appeal that typifies the residences of Woodstock Village. While the long private rear lawn, with professionally designed gardens, and accessible river frontage is an unexpected surprise!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

89 Silver Hill Road West Windsor VT 05089

West Windsor, VT89 Silver Hill Road

Price$1,198,000

Est. Mortgage: $/month

MLS Number 4877320

  • Residential Single Family
  • Construction New Construction
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,200

Impeccably orchestrated, this new construction home is the perfect fusion of comfort and elegance. Sited on a secluded knoll in the Silver Hill region of West Windsor's horse country with access to the recreational trail system (perfect for hikers, cyclists, or horse enthusiasts) on 8.88 AC (with abutting 17.3 AC available). Superb materials, top quality craftsmanship, and a crisp, farmhouse aesthetic flow throughout bright, spacious, well appointed rooms. The Grand Living Room is anchored by an 18 foot VT stone fireplace, sweeping cathedral ceiling and French doors stepping out to a private back yard, awaiting your terrace or deck. The well equipped chef's kitchen with top of the line appliances, custom built walnut cabinetry, and VT soapstone counters is well suited to entertain a crowd. A private, first floor primary bedroom suite with spa like wet room is a tranquil escape. There are 2-3 additional guest rooms, and a loft space-family room on the second level. Come and see all that West Windsor has to offer with miles and miles of scenic dirt roads, The fabulous Brownsville Butcher Pantry and Ascutney Mountain. Easy access to 1-91, Woodstock, Hanover NH and Upper Valley.

Listed by Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

131 Bernard Road Pomfret VT 05053

Pomfret, VT131 Bernard Road

Price$1,150,000

Est. Mortgage: $/month

Pending

MLS Number 4876408

  • Residential Single Family
  • Square Feet 1,462
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

Sugar Bowl Farm is one of the earliest homes in Pomfret. The property consists of 150 acres of amazing land complete with open meadows , mature woodlands , year round stream and outstanding views. Surrounded by trails for hiking , cross country skiing and horse back riding it offers something for every season. There is a 3 story barn and lovely country gardens . The stone fireplace is a dramatic focal point in the spacious living room and the screened porch provides plenty of space for outdoor dining and summer gatherings . This is indeed a very special country property with end of the road privacy.

Listed by Carol Wood, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

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 October 16, 2021.