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.

Whatever type of luxury 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 luxury home. Contact us today!

974 Cemetery Hill Road West Windsor VT 05089

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. 1850 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: 3.75% last updated on Jul 11, 2019
* 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 A VisitAsk A QuestionMore Details

32 Horton Hill Road Hartland VT 05048

Price$1,950,000

Est. Mortgage: $/month

MLS Number 4747287

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

The Hartwell House Estate beautifully fuses modern state of the art construction techniques with antique character and charm. The hilltop location on 32 acres assures complete privacy and offers sweeping panoramic views over the Connecticut River valley while being less than 20 minutes from both Woodstock and Hanover. The 7000 square foot residence features 4 bedrooms and 3.5 baths, exposed hand hewn beams of two 200 year old barn frames, a great room with field stone fireplace and waterfall rising to the cathedral ceiling, gourmet kitchen with large fireplace, mahogany paneled library, a wrought iron spiral staircase climbing to the cupola look-out room, mahogany floors with radiant heat, a finished walk-out basement with wine cellar, and an attached heated 4 car garage. A solar heated in-ground pool, stone patio, two ponds, two barns and a putting green complement the mature landscaping. A 10kW grid tied solar array and battery bank reduce utility costs and provide battery back-up. Built by the late highly respected builder Dana Ennis as his personal residence, this property is a showcase of craftsmanship, design, and materials.

Listed by Seth Warren, Seth Warren Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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 A VisitAsk A QuestionMore Details

651 North Road Barnard VT 05031

Price$1,850,000

Est. Mortgage: $/month

MLS Number 4763049

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 4,856

FINCH HILL - A magnificent european-inspired estate with lovely south facing views overlooking the picturesque village of Barnard, VT - just 15 mins to Woodstock. Nestled on 60 +/- gentle acres with spectacular open meadows, fern groves, beautiful perennial gardens, apple trees, stonewalls and a spring fed pond. 2nd home site identified with stunning southwesterly views. Enjoy complete privacy and tranquility on this perfectly manicured estate. Built in 2003, this meticulous residence is comprised of gracious sun-lit rooms, beautiful antique elm flooring, two elegant wood burning fireplaces, kitchen fit for a chef with 2 walk-in pantries. Enjoy entertaining: open floor concept with handsome french doors onto a lovely stone terrace from family room or the bar room that incorporates an antique soapstone sink. Exquisite craftsmanship throughout the dwelling: 11 foot ceilings, custom iron balusters, handsome mahogany doors and cobblestone parking area. Underground fiber optic internet.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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 A VisitAsk A QuestionMore Details

1510 Wayside Road Barnard VT 05031

Price$1,750,000

Est. Mortgage: $/month

MLS Number 4743181

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 4,862

ATWOOD PLACE- This elegant, historic Vermont farm residence is privately situated on 163 acres. It is an ideal location just 7 miles north of Woodstock Village. The main residence has been beautifully updated and maintained with a gourmet kitchen, antique historic period details, 5 fireplaces, formal dining, living room, den/library, workout room, 4 bedrooms, and 2 1/2 baths. There are acres of pastures/fields, mowed lawns, manicured gardens and flower beds bordering the road lined with handsome stone walls. Apple and birch trees abound. The spectacular stone-lined swimming pond has a nearby outdoor entertaining space with stone patio, outdoor fireplace, and a gazebo for dining. The tremendous Atwood Brook courses through the property behind the house. There is a circa 1850 barn-shed across the road. Further down the quiet Wayside Road is a newer, larger barn with 2 separate apartments and a workshop/studio space. Atwood Place is also only minutes to Silver Lake in Barnard, and has easy access to the best of the Upper Valley Region of Vermont & New Hampshire, including Hanover / Dartmouth College.

Listed by David Donegan, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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 A VisitAsk A QuestionMore Details

236 Old Farm Road Pomfret VT 05053

Price$1,599,000

Est. Mortgage: $/month

MLS Number 4755026

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 6,000

SEAVER HILL FARM - Quietly and discreetly, Seaver Hill Farm is located in one of the most desirable and spectacular settings in central Vermont. There are commanding views to the east into New Hampshire from the 1,200 ft altitude. The property has 10.5 mostly open acres, some of which are in the land trust and also surrounded by over 100 acres of conservation lands which are in perpetuity for generations to come. The house is newer construction and has been meticulously updated in recent years. The spaces are comfortable and bright, most well sited to take in the persistent views. The gathering spaces both inside and out are numerous and perfect for entertaining or large gatherings. The main section of the house has 4 bedrooms on the upper level including a large master suite with large picture windows to the view. There is an amazing guest suite on the north side of the house with its own living space, new bath and loft. The basement is finished and houses a theater room, incredible bar and indoor games area. Notwithstanding the secluded and remote feeling at the property, Seaver Hill Farm is only 5 miles from Interstates 89 & 91. It is also minutes from Quechee, and includes a membership to the renowned Quechee Club. Woodstock, Vermont and Hanover, New Hampshire (home to Dartmouth College) are only a short ride away.

Listed by David Donegan, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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 A VisitAsk A QuestionMore Details

1702 North Puckerbrush Road Reading VT 05062

Price$1,500,000

Est. Mortgage: $/month

MLS Number 4759535

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 7,374

A magical property located in the hills of Reading surrounded by large country properties in the heart of horse country. State Forest land abuts this property for even more protection. This home is a perfect retreat for those seeking solitude. The sweeping drive carries you through the woods to the home-site which is centered in an open area totally hidden from the town gravel road. Pleasant view are here now, with dramatic views if you chose to thin the woodland below. Walking the grounds you will find a natural landscape with added fruit trees, a new barn with storage for 2 or 4 cars and a loft, a hidden back field and even an ancient "lime kiln'. Inside there are so many quality features that you may have only dreamed about...the top of the line kitchen with Sub-Zero freezer and fridge, Wolf range, refrigerator drawers, cookbook library, and a separate prep room known as the 'gadget room'. There is an office, den, living, dining room on the first floor along with screen porch to the rear. There are two wings to the second floor..giant master suite with abundant storage and a stunning bath along with two guest rooms and a laundry room that will make you want to do your laundry. The other wing would be a perfect in-law suite or nanny's quarters with two sleeping rooms, sitting room, full bath and washer/dryer. The lower level has a large family room, gallery, exercise room and 2 storage areas. This property is second to none with Okemo and Woodstock just miles away.

Listed by Betty McEnaney, TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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 A VisitAsk A QuestionMore Details

779 PETERKIN HILL Road Woodstock VT 05091

Price$1,475,000

Est. Mortgage: $/month

MLS Number 4655908

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,370

Superbly sited overlooking the Ottauquechee River Valley this outstanding reproduction of the region's classic Colonial style offers sweeping views over Woodstock to the National Park and beyond. A broad, covered porch wraps around the westerly and north exposures of the home providing a gracious place to enjoy the old-time pleasure of simple relaxation. Versatile living spaces feature 4 bedrooms in the main residence, including a private 1-bedroom Guest Suite and separate 1 bedroom Guest Apartment over the barn. Master bedroom suite is warmed by a fireplace. Entertaining revolves around a spacious, open concept kitchen-dining and living room that provide direct access to a stone patio and covered porch. A lower, walk-out level is configured for a recreational activities and potential media room. Completely private within minutes of the Village Green.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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 A VisitAsk A QuestionMore Details

296 South Perry Road Barnard VT 05031

Price$1,395,000

Est. Mortgage: $/month

MLS Number 4715778

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 6,000

Well appointed home on a quiet country road within 5 minutes of Woodstock, situated perfectly to take in amazing long range valley views. This home features a large eat-in kitchen, bright open floor plan which includes living room w/fireplace, dining room w/fireplace and a library with beautiful built-ins. There are 5 en-suite bedrooms including a Master with exceptional closet and laundry. Relax on the over-sized deck looking down on the pond and manicured/landscaped yard with views in the background. Finished walkout basement with newly renovated bar/kitchen area and family room - perfect for entertaining.

Listed by Dan Noble, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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 A VisitAsk A QuestionMore Details

1306 Lakota Road Barnard VT 05031

Price$1,395,000

Est. Mortgage: $/month

MLS Number 4719593

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 3,413

Enjoy pristine long range south easterly views from this splendid, well appointed, light filled post and beam contemporary. The 55 acre parcel is comprised of gently rolling lawn, fields, an orchard, a manicured trail system and a four season brook wandering through an impressive inventory of native hardwoods with restored antique stone walls that lace throughout. The magnificent stone terraced perennial gardens offer an ever-changing palate throughout the seasons. Plenty of room to entertain family and guests in the finished walk out lower level. The spacious well-built barn is situated perfectly to accommodate horses, toys or hobbies. Enrolled in VT Current Use Program.This extraordinary property offers tranquility and total privacy, but only 14 minutes to the Woodstock Green, and 5 minutes to Silver Lake. Close proximity to several ski mountains, Upper Valley, Hanover, NH and I-91.

Listed by Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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 A VisitAsk A QuestionMore Details

10 College Hill Road Woodstock VT 05091

Price$1,385,000

Est. Mortgage: $/month

MLS Number 4759904

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,214

10 College Hill is a welcoming house perfect for entertaining friends and family, including 5 bedrooms, in-village, beautifully maintained, move-in condition with lovely gardens, patios, a screen porch and a first level master suite. Just a two-minute walk to the village green, 10 College Hill is set back from the traffic of Rt 4, on a quiet 1.05 acre parcel with lovely gardens in a private back yard. The original residence was designed in 1916 by renowned architect John Russell Pope whose accomplishments include the National Archives, Jefferson Memorial, master plans for Dartmouth, Yale and Johns Hopkins. Under the guidance of Duo Dickinson, AIA, the traditional “servants kitchen” was renovated into a wonderful gourmet kitchen, with a breakfast area that looks out to the private patio and gardens. In 2012, under the direction of David Beilman, AIA, a fabulous first level master bedroom suite with separate full bath and walk-in closet areas were added as well as a 2-car garage with a covered, radiant-heated brick walkway. The formal dining and living rooms each have wood-burning fireplaces. A powder bath is off the spacious foyer-entry. Upstairs are four other bedrooms: two bedrooms with en-suite baths and two other bedrooms that share a hall bath, plus a small but elegant office. Air conditioning in all five bedrooms. Beautiful landscaping, gardens and a fieldstone back patio offer indoor outdoor space for both quietude and gatherings.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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 A VisitAsk A QuestionMore Details

28 Pleasant Street Woodstock VT 05091

Price$1,299,500

Est. Mortgage: $/month

MLS Number 4754916

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

In the heart of Woodstock Village, is offered a professional designer's well conceived compound! A 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: 3.75% last updated on Jul 11, 2019
* 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 A VisitAsk A QuestionMore Details

343 Spruce Way Woodstock VT 05091

Price$1,250,000

Est. Mortgage: $/month

MLS Number 4710997

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,216

This is one that you absolutely have to see! Pictures simply cannot capture the warmth, functionality and tranquility of this very special property. Located on a private dead-end road in the Cox District region of Woodstock just 8 minutes from the Village Green. The pristine long-range views can be appreciated from every room. Every inch of this lovely post and beam cape has been tastefully renovated to the highest standard with new chef's kitchen, bathrooms, systems, solar and generator. Each of the four bedrooms has it's own private bathroom. Lovely screened porch and deck overlooking stone walls, perennial beds and the view beyond. Brand new barn with separate farm road entrance, open pasture and a magnificent interior trail system. Walk out lower level with family room, office and guest accommodation. Spacious, private heated room above the attached three car garage for studio, recreation room or for home occupation. Excellent equine potential.

Listed by Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 2019
* 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 A VisitAsk A QuestionMore Details

Broker Reciprocity

Copyright 2019 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 July 17, 2019.