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!

7 Laber Road Bridgewater VT 05035

Bridgewater, VT7 Laber Road

Price$2,000,000

Est. Mortgage: $/month

MLS Number 4916129

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

Looking for a grand yet refined Vermont home? Look no further than Stonewall Manor! Situated on closed to 30 acres, you'll be pleasantly surprised by the space provided in this home. Arts & Crafts style allows the 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 a 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 its feature! Showings begin 6/22/2022.

Listed by Livian Vermont, KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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932 North Road Barnard VT 05031-0133

Barnard, VT932 North Road

Price$1,850,000

Est. Mortgage: $/month

MLS Number 4877795

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

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: 5.81% last updated on Jun 23, 2022
* 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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379 Seems Road West Windsor VT 05037

West Windsor, VT379 Seems Road

Price$1,800,000

Est. Mortgage: $/month

MLS Number 4899371

  • Residential Single Family
  • Square Feet 2,803
  • Bathroom 3
  • Construction Existing
  • Bedrooms 4

Sunny spacious home provides beautiful southerly views over Mill Brook of Mt. Ascutney. Cathedral ceilings, fireplace, large first floor master suite with jacuzzi tub and walk-in shower, sun room, 3 additional bedrooms, large deck, attached garage. Home and subsequent additions built in '84 and '02 designed by prominent architect William Barnum. 8.76 acre parcel is comprised of two separately deeded lots. Walking distance to the Butcher and Pantry and the four season outdoor recreational opportunities offered by Ascutney Outdoors, both recently featured in the NYT. Fiber internet available.

Listed by Seth Warren, Seth Warren Real Estate

$
$
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$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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1350 Vermont Route 12 Pomfret VT 05053

Pomfret, VT1350 Vermont Route 12

Price$1,799,000

Est. Mortgage: $/month

MLS Number 4859544

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

A kingdom sized 265 acres of highly desirable land straddles the hilltops connecting the towns of Pomfret and Barnard! Easily accessed from the pomfret side of the parcel, a privately sited, south facing, elevated building site has been created, to benefit from pastoral views down a valley! Professionally conducted soil percolation tests have identified a location for a septic system. An energy efficient post and beam residence is in place to provide a guest house or a residence to occupy in the near term while construction of a substantial home is undertaken. Truly a 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 ability to access this large parcel from either desirable town. The opportunity presented for an easily accessed elevated building site benefitting from dramatic long range views has become truly difficult to find within the Woodstock area community. The benefit of a useful guest house is a bonus! The quality acreage and the prime location to compliment the construction of an unparalleled residential compound!

Listed by John Wetmore, William Raveis Woodstock

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$
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$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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5 Pine Street Woodstock VT 05091

Woodstock, VT5 Pine Street

Price$1,775,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4891594

  • Residential Single Family
  • Village Woodstock
  • Bedrooms 5
  • Bathroom 6
  • Construction Existing

Situated on a quiet road in a sought after Village neighborhood, this 5* VT Efficiency home is walking distance to downtown Woodstock. It has 4 ensuite bedrooms, 3 on the 2nd floor and the Primary suite on the 1st floor complete with a steam shower, spa and gas fire place. There is a 5th bedroom and 3/4 bath on the lower level which also plays host to a large open and newly renovated family and game room. An oversized mudroom takes you upstairs and also has access to the two car garage. The 1st floor boasts an open kitchen, dining and living room with stone fire place, cathedral ceiling and beautiful wood floors throughout. Down the hall are a TV room/den with gas fireplace and a 3/4 bath. Off the kitchen, French doors lead to a screened in porch which opens onto a multi level deck perfect for a morning cup of coffee, grilling up dinner, or a glass of wine on a warm summer night. Across the way are the Rec Center playing fields and playground and down the road is the Woodstock Country Club. This turnkey home is ideal as a primary or second home getaway. Don't miss out on this rare in-town property. Showings begin on 11/26/21.

Listed by Dan Noble, Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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944 South Perry Road Barnard VT 05031

Barnard, VT944 South Perry Road

Price$1,595,000

Est. Mortgage: $/month

MLS Number 4917698

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,531

This property includes a charming, move-in ready and recently renovated cape on 12.5 private acres with a large pond, gardens and wooded walking trails. The property is set back on a quiet, picturesque, dead-end road in beautiful Vermont countryside. The informal mudroom entry opens into a lovely chef's kitchen which connects to the living room. These rooms receive a lot of sunlight, facing southwest. The first level of the home includes a handsome formal dining room, cozy fireplace and TV rooms, powder bath, in addition to a spacious primary bedroom with updated ensuite bath. A wonderfully landscaped, stone walkway leads to a formal front entrance with a staircase that goes up to three large bedrooms with two newly updated, full-sized bathrooms. The spacious bedroom at the top of the stairs has large windows with spectacular sun exposure and views of the gardens. The basement includes a recreation room with games and theatre entertainment. An expansive deck on the back of the house is perfect for entertaining guests and enjoying scenic views of wildlife around the property and pond. There is a detached three-car garage with a large upstairs space which could easily be finished into an office, studio apartment, or fitness/recreation room. Automatic propane backup generator. 944 South Perry road is conveniently located 10 minutes to Woodstock attractions, skiing at Suicide Six, and is 5 minutes to the Barnard state park, Silver lake, and general store.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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370 Catamount Road Woodstock VT 05091

Woodstock, VT370 Catamount Road

Price$1,395,000

Est. Mortgage: $/month

MLS Number 4889125

  • Residential Single Family
  • Bathroom 3
  • Construction Existing
  • Bedrooms 3
  • Square Feet 2,016

Fifty pristine, peaceful, and private acres at the end of a town-maintained road. Magnificent westerly views of the Green Mountains including Killington. This 1989 custom home with three bedrooms and multiple gathering places can accommodate all the family and friends. Conveniently located to all of Woodstock's famous amenities - less than 10 minutes to The Woodstock Inn & Resort's Athletic Center, 18 hole championship golf course, x- c skiing - hiking - biking trail system, fantastic dining, shopping, galleries and more! Or explore your own land which features numerous hiking trails, stone walls, and a stream. Parcels of this size & quality are scarce; this one's location also has a perfect balance of privacy & convenience. The home boasts bright and sunny open concept kitchen/living area; first floor bedroom with private bath, and plenty of spaces for work or leisure. Second floor has two additional bedrooms, bath, and office/ sitting area. In addition to the turn-key home, there is a fully framed and weather-tight wing awaiting finishing touches, as well as a completed oversized 34 x 15 high bay garage; perfect for XXL toys like a boat or camper. There is also an additional 800 sf of covered storage space; simply add garage doors to fully enclose. Truly a one-of-a-kind property in the best part of Vermont!

Listed by Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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15 Pleasant Street Woodstock VT 05091

Woodstock, VT15 Pleasant Street

Price$1,395,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4905121

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

15 PLEASANT STREET - Elegant, tastefully renovated Greek Revival in ideal Woodstock Village location. This spacious home has been thoroughly updated and expanded over the years- most recently by the highly respected Hank Savelberg Construction Co.- and combines modern convenience with the craftsmanship and exquisite detail of the original home. The interior spaces are bright, well-appointed, and well-maintained. The kitchen has a large south facing dining/eat-in area, while the living room/formal dining area is anchored by a warm and inviting stone fireplace. A more intimate wood paneled library with a second fireplace adjoins. The lovely great porch on the front of the house is perfect for entertaining, enjoying a good book, or simply taking in the seasonal staples of Woodstock Village such as the annual Wassail Holiday Parade. With five bedrooms, four baths, and a separate office, there is plenty of room for everyone. Three of the bedrooms and the office are on the second floor, two bedrooms on the third floor. Walk to restaurants in minutes, stroll the Village Green, or take in the groomed beautiful trails of Marsh-Billings-Rockefeller National Historic Park. SHOWINGS START 4/19/22

Listed by David Donegan, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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187 Hartland Hill Road Hartland VT 05091

Hartland, VT187 Hartland Hill Road

Price$1,395,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4911601

  • Residential Single Family
  • Square Feet 3,191
  • Bathroom 3
  • Construction Existing
  • Bedrooms 3

Privately situated on a knoll overlooking verdant lawns, gardens and pasture with a long-range westerly view, just minutes to the Woodstock Village Green, this bright, open concept contemporary cape home features a floor plan ideal for entertaining, and daily living. The spacious kitchen with custom maple and cherry built-ins opens to the Dining Room and steps out to a 3-season screened porch. Living room is anchored by a sweeping stone fireplace, oversized windows and doors to maximize the lovely view. First floor primary BR and laundry. Lots of potential for a home office. Plenty of room for expansion with a spacious bonus room, and spotless basement. The efficient, 3-stall 36'x24' barn with heated tack room and auto-waterer is surrounded by established, fenced pasture and a round pen. Ride out onto dirt roads and beautiful trails. Central AC, full power generator. Close to skiing and GMHA. Ideal as primary residence, or vacation home. Property available for showings beginning Tuesday, May 31.

Listed by Danny Kogut and Carol Wood, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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1157 Blackmer Road Pomfret VT 05067

Pomfret, VT1157 Blackmer Road

Price$1,385,000

Est. Mortgage: $/month

MLS Number 4917642

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 3
  • Square Feet 3,302

“MISTY VALE” - One of the most charming country RETREAT properties that our company has ever listed. Located in desirable Pomfret Vermont, just 20 mins to Woodstock and 30 mins to Hanover/Dartmouth, Misty Vale enjoys complete end of road privacy, sited on +/- 57 acres with TWO wonderful swimming ponds, gardens and landscaping, open meadows, woods and trails, a fantastic screen porch overlooking the 2nd pond, and one of the most charming great room/gathering room (c. 1810) with old beams, ceilings and floors, and a fabulous stone-faced wood-burning fireplace. This family compound property sleeps 14 people in two separate houses (the "main house" and the "barn house"), each with their own kitchen, living/dining/great room spaces, bedrooms and baths. A detached shed-garage and a charming gardening/studio shed (with glass doors) are nearby. Misty Vale has also been successfully rented. It is not enrolled in a current use conservation plan. The owners are working with a neighbor to do a minor lot line adjustment, and who has a right of first refusal. Each building has a full automatic propane backup generator, drilled well and modern septic system. A pre-listing inspection report was completed by Dave Desimone/River Valley Home Inspections. MISTY VALE is a picturesque photographic haven for all seasons. A property like this rarely becomes available.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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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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
  • Square Feet 3,488
  • Bedrooms 5
  • Construction Existing

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: 5.81% last updated on Jun 23, 2022
* 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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13 The Green Woodstock VT 05091

Woodstock, VT13 The Green

Price$1,250,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4911613

  • Residential Single Family
  • Bathroom 4
  • Bedrooms 4
  • Construction Existing
  • Square Feet 2,831

Beautiful historic home overlooking the Ottaquechee River- Built in 1812 and originated and functioned as a schoolhouse. Considered to many one of the prettiest homes in Woodstock. Nestled next to the cover bridge just off the Green with perennial gardens and new stone patio. The detailed craftsmanship both inside and outside of this home are stunning. Large spacious rooms with handsome crown moldings boast these elegant spaces. Enjoy the propane fireplace in the cozy nook off the kitchen overlooking the river. First floor consists of a den, large dining area and a grand living room anchored by a handsome wood burning fireplace- honey colored hardwood floors throughout. Second floor has 2 large bedrooms with tall ceilings, an office and master suite. 3rd floor incorporates a large room that has been used as the 'bunkroom' or could be a playroom. Additionally, a large 18x16 unfinished space to be used for storage or built- out for another purpose. Two large porches both anchored in the front of the home with ample space for entertaining and another porch in the back of the house overlooking the river. Easy stroll to restaurants, library, shops and Mtn Tom trails for walking or snowshoeing. Quick drive to Suicide Six, championship golf, fly-fishing or mountain biking. Stunning home with lots of history!

Listed by Gretchjen Smith, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.81% last updated on Jun 23, 2022
* 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 2022 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 June 28, 2022.