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
  • Bathroom 7
  • Construction Existing
  • Square Feet 4,906
  • 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

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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Route 106 Reading VT 05062

Reading, VTRoute 106

Price$1,989,000

Est. Mortgage: $/month

MLS Number 4937260

  • Residential Single Family
  • Construction Existing
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 415

Rarely does an opportunity like this become available.100 acres of fabulous land complete with mature woodlands , plateaus , south to southwest vistas towards Okemo and year round brook running through it with multiple pond sites. Presently a brick antique school house is being renovated to encompass 1 bedroom , bath, and great room with kitchen and living space complete with high speed WiFi. It will provide a wonderful "get away" and a great place to live in if one chooses to build their dream home on one of several sites on the land. Surrounded by large estate properties this is a premier location in Vermont. Less than 15 minutes to historic Woodstock ,voted the most beautiful small town in America . Skiing at Killington and Okemo just minutes away. This property offers complete privacy directly off paved Rt. 106 with no public class 4 road access yet convenience to all of the amenities of the Connecticut River Valley so cherished by people from all over the world .

Listed by Carol Wood, Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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2525 Barnard Road Woodstock VT 05091

Woodstock, VT2525 Barnard Road

Price$1,875,000

Est. Mortgage: $/month

Pending

MLS Number 4935649

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Square Feet 3,552
  • Bedrooms 4

This classic 1850's farmhouse honors the timeless VT vernacular while having been meticulously renovated and updated with a crisp modern aesthetic. The rooms are bright, spacious, and flow seamlessly to comfortably accommodate family and friends. The first level great room is anchored by a beautiful fieldstone fireplace suited with a woodstove. The generous, well-appointed kitchen. Wolf range, Danby marble counters and custom built-ins. TV room with pellet stove, potential guest suite/office and mudroom further complete the first level. The generous primary suite and two bedrooms are located on the second level. A double guest room with spa bathroom is located on the third level. Four stall barn with tack room, power and water to accommodate horses, hobbies or to host parties! The grounds are comprised of 28+ac of rolling fields and woods with an interior trail system for hiking, biking and snowshoeing. There are magnificent, established perennial beds, extensive landscaping and a stone terraced area for outdoor entertaining around the firepit. The scenic valley view will capture dramatic sunsets. There's even a pond for a cool dip on a hot day, and the active N. Bridgewater Brook abounds the north property line. Solar panels, and a leased Tesla storage battery provide peace of mind in the event of a power interruption. Conveniently located just 5 minutes from the Woodstock Village Green. 10 min to skiing at Saskadena Six;10 min to Silver Lake; 20 min to Killington Mtn.

Listed by Danny Kogut, Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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5250 West Woodstock Road Woodstock VT 05091

Woodstock, VT5250 West Woodstock Road

Price$1,800,000

Est. Mortgage: $/month

MLS Number 4918791

  • Residential Single Family
  • Bedrooms 9
  • Construction Existing
  • Bathroom 9
  • Square Feet 4,502

The iconic Farmhouse Inn overlooking the Ottauquechee River is located west of Woodstock Village within 15- and 30-minutes' drive of the Killington and Okemo ski resorts, respectively. Known locally as the Robinson Farm, after the family that build the handsome home and legendary barn shortly after the turn of the 20th Century. The property has been converted by the present owners into a gracious and authentic rural farm environment for vacations, weddings, and other events large and small. The historic 1905 Farmhouse Inn offers accommodation in the 7 Guest Rooms, all with private baths and gracious gathering rooms on the first floor. A 2-bedroom Innkeeper's quarters provides private living space. The Red Barn was constructed in the style of a 'bank barn' with grade level entry points to the different levels of the barn where they served a variety of agricultural purposes. The massive timber frame is exposed on all levels with the upper two having been adapted for the event venue hosting up to 150 guests. The White Barn accommodates 50 guests for smaller ceremonies and other events with a wide deck providing a place of seasonal outdoor dining. 13 acres of open land and convenient location offer the potential to create a farm-to-table restaurant, direct-to-consumer shop selling local and regional goods or an immersive Agri-tourism guest experience. Less hospitality-oriented uses as a gentleman's farm or niche farm producing or marketing local goods are great options as well.

Listed by Rachel Arsenault and Laird Bradley, Williamson Group Sothebys Intl. Realty

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$
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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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
  • Bathroom 3
  • Construction Existing
  • Square Feet 2,729
  • Bedrooms 3

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: 6.49% last updated on Dec 1, 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$1,690,000

Est. Mortgage: $/month

MLS Number 4933751

  • Residential Single Family
  • Square Feet 12,878
  • Bathroom 10
  • Construction Existing
  • 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

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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3482 Hartland-Brownsville Road West Windsor VT 05089

MLS Number 4928183

  • Residential Single Family
  • Village Brownsville
  • Construction Existing
  • Bedrooms 3
  • Square Feet 2,738

Escape to a sustainable sanctuary in the idyllic setting of West Windsor, Vermont. Tucked away for ultimate privacy and relaxation, this spacious and serene solar-powered home has been recently updated and features new interior and exterior paint, Bertazzoni kitchen appliances, LED lighting, a new heat pump with two mini-splits, a high-efficiency electric water heater, and more. As a true modern homestead, it has been designed to be off-grid capable while reducing the impact on the environment with a Tesla battery, EV charging station, solar panels, and two wells. The organic, perennial garden delivers an orchestra of colors throughout the season and also features a host of edibles including blueberries, cherries, and strawberries. The 41 acre property, perfect for practicing silvopasture, is enrolled in current use and features pure water sources, walking trails, old-growth trees, a cool swimming pond and a second large beaver habitat, seasonal springs, mushrooms for foraging, and much more. This stylish home is 5 minutes away from Mt. Ascutney, the mountain biking mecca of Vermont, and is connected to the VAST trail system. Historic Woodstock, VT is a short 15-minute drive away, Dartmouth College is 27 minutes, and if you're craving a dose of the city, Boston is 2.5 hours away and NYC can be easily accessed via train at the nearby Windsor station. Come and relax in the nature that surrounds you.

Listed by Wynne Washburn, Coldwell Banker LIFESTYLES - Hanover

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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61 Putnam Road Bridgewater VT 05035

Bridgewater, VT61 Putnam Road

Price$1,450,000

Est. Mortgage: $/month

MLS Number 4933090

  • Residential Single Family
  • Bathroom 1
  • Square Feet 2,330
  • Bedrooms 3
  • Construction Existing

FIRST TIME OFFERED ON MARKET. RARE OPPORTUNITY. Minutes to Killington or Woodstock. Walk to the famous Long Trail Brewery which is seconds away. Iconic Antique Farmhouse with 3 bedrooms is ideally situated on 19 beautiful acres with sweet mountain views, a large pond, tranquil year round stream, and a gorgeous smooth flat lawn to enjoy. The property affords direct access to VAST Snowmobiling Trails and minutes to world class skiing and golf. Endless hiking/biking trails nearby as well as pristine lakes for kayaking, swimming or fishing. The sprawling farmhouse has a spacious barn attached that one could be turned into an awesome recreation room or extra guest sleeping. There is a detached 2 car garage, and large pole barn. The home has been lovingly maintained. Updated mechanicals. New automatic whole house generator. Strong investment opportunity for short term rental. Wonderful prime location. Bridgewater has no zoning, possible development potential here. Come tour this truly special property it has so much to offer for primary home or a vacation retreat.

Listed by Marni Rieger, KW Vermont-Killington

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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28-30 The Green Woodstock VT 05091

Woodstock, VT28-30 The Green

Price$1,400,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4937336

  • Residential Single Family
  • Village Woodstock
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 3,892

Prominently situated, on the picturesque Woodstock Village Green! This elegantly proportioned brick townhouse is comprised of 2 distinct residences! Complimenting the stately brick exterior are gracious interiors, with attractive antique detailing, high ceilings and multiple fireplaces. Located in the western portion of the townhouse, #30 The Green has been totally renovated by quality local craftsmen. The ground level has an open floor plan featuring a stylish kitchen, a dining area, a living room with wood burning fireplace, and a half bath. The 2nd floor is entirely dedicated to a large primary bedroom, with ensuite bath and walk-in closet! On the 3rd floor are 2 comfortable guest bedrooms and a full bath. Located in the eastern portion of the townhouse, #28 The Green presents antique detailing, exposed beams, wood flooring, 9 foot high ceilings, 3 fireplaces and the opportunity to renovate a traditional 3 level home, to suit one's taste. Off street parking, with a detached 2 car garage, is a useful amenity of the townhouse. This Woodstock Village landmark property presents a unique opportunity! The 3 bedroom residence located at #30 is turn key and luxuriously comfortable, for immediate residency. The antique residence at #28 is a very rare opportunity to renovate a traditional Woodstock Village Green residence to indulge a new owner's preferences. The location is excellent! Level surface walking to all of the numerous amenities of Woodstock Village awaits the new owner!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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$1,395,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4754916

  • Residential Single Family
  • Village Woodstock
  • Bedrooms 5
  • Square Feet 3,488
  • Bathroom 4

One of a kind, in Woodstock Village! 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. An unexpected surprise is the length of the landscaped rear grounds which lead to accessible Ottauquechee River frontage! In the main residence, the principal rooms feature generous dimensions and careful attention to detail. On the ground 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 2nd floor are 2 guest bedrooms, a 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 2nd floor loft bedroom is 21' long! A detached 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. A long private rear lawn, with accessible river frontage is an unexpected surprise! A property equally suited to be a wonderful year round residence, with a quality guest house, or a vacation retreat!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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3 BOND Street Woodstock VT 05091

Woodstock, VT3 BOND Street

Price$1,395,000

Est. Mortgage: $/month

MLS Number 4924310

  • Residential Single Family
  • Village Woodstock
  • Bedrooms 7
  • Square Feet 6,472
  • Construction Existing

#3 BOND STREET is a classical example of the Greek and Colonial Revival architectural movement in the United States. Built in 1836 by Henry Lawrence, a piano manufacturer, the property transferred a year later to Oel and Sophia Billings who resided in the home they called 'The Maples' with their nine children. Their daughter Elizabeth lived in the home after her parents moved to #16 the Green and she later shared it with her brother Frederick, until he could acquire and renovate the George Perkins Marsh Mansion. The home was later the long time residence of Frank and Lucy MacKenzie. Her kindness and support of animals in service to people is remembered by naming the regional animal shelter in her honor. The residence is currently configured as three apartments, but retains the original floor plan. Evident throughout the home are elegant moldings, trim and architectural elements of the bygone era, including a greenhouse used on the north side for orchids and spacious interior porch leading to the private back yard on the northeasterly side where it provided cool shelter on summer days. A remarkable property with a special heritage as home to many who made Woodstock what it is today.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,016
  • Construction Existing

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: 6.49% last updated on Dec 1, 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 display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 December 5, 2022 5:11 PM EST.