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!

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: 6.42% last updated on Mar 23, 2023
* 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
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,552

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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$
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$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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
  • Construction Existing
  • Bedrooms 9
  • 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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$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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

Active With Contract

MLS Number 4933751

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 10
  • Square Feet 12,878

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: 6.42% last updated on Mar 23, 2023
* 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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3637 VT Route 106 Reading VT 05062

Reading, VT3637 VT Route 106

Price$1,300,000

Est. Mortgage: $/month

MLS Number 4934906

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 3,826

The Greystone, a very tastefully renovated 1830s stone home with an abutting restaurant incl. nice apartment over. Located just 5 minutes South of the Green Mountain Horse Association in a great recreation area between Okemo and Ascutney. The Greystone is only offered in conjunction with the restaurant next door. Greystone has been lovingly restored by the current owners from the basement through the second floor with room for further expansion into the unfinished attic. Greystone features a tidy basement with poured floor, wall mounted boiler and hot water heater, Tesla Power wall & multi zone heating equipment. Upstairs the thick stone walls provide 'window seats' at the new 12 over 2 custom windows. There are 7 mini splits to provide year round comfort and a massive soapstone woodstove in the living room area. Outside a beautiful stone terrace overlooks neighboring hay fields and Mill brook. Assessed value does not include most recent renovation or the restaurant which is held in a separate LLC. Stated acreage is for both properties. The turn key restaurant with 2 bedroom apt. up, seats 50 with ample parking and a great porch for Summer dining. The restaurant is offered separately at $450,000 see MLS #4934376

Listed by Dana Waters and Paula Waters, Dark Horse Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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3436 Church Hill Road Woodstock VT 05071

Woodstock, VT3436 Church Hill Road

Price$1,300,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4944268

  • Residential Single Family
  • Bedrooms 3
  • Construction Existing
  • Square Feet 2,894
  • Bathroom 4

Set back off a quiet country road with stone walls sits this Cape Cod home on thirteen acres. A peaceful setting for those seeking privacy in South Woodstock. The fenced-in backyard is perfect for summer barbecues and long swims in the pool. Enjoy a cocktail on the covered porch while the sun sets. A mix of rolling pasture allows for gardening and equine friends. The main level of the home features hardwood oak flooring, a large living room with fireplace, an eat-in kitchen overlooking the backyard, dining room, laundry room, half bath and a bedroom suite. The upper level provides pine flooring, an additional bedroom, bonus room and bath. There is a separate guest apartment with its own entrance over the garage. The attached and detached garages offer a workshop and plenty of space for toys, vehicles and storage. Solar panels cover most of the electric overhead. Lovely landscape surrounds the yard with lilacs, roses and shrubs. Less than five minutes to Green Mountain Horse Association with easy proximity to golf, skiing and Woodstock center.

Listed by Teresa DiNapoli, Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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707 Bowman Road Barnard VT 05031
Active With Contract

MLS Number 4944494

  • Residential Single Family
  • Square Feet 3,584
  • Bathroom 4
  • Bedrooms 3
  • Construction Existing

A beautiful Barnard property with features almost too numerous to list. Designed and built in 2005 by contractor/craftsmen owners known for their exceptional quality, craftsmanship and creativity. The property is unusually friendly and functional for the area with 25.9 private acres of level to rolling lawn, pasture and woods. Close to Silver Lake, the Barnard General Store, the Barnard Inn and a short drive to Woodstock and all the amenities of Teago. Numerous outbuildings on the property include a three stall horse barn with water and power and a large workshop/studio building also with water and power. A jewel of the property, along with the primary residence, is a private very large, deep, spring fed swimming/fishing/skating pond with a guest cottage at the waters edge. Features of the house include three bedrooms, an office, three and one half bathrooms, with a fourth bathroom ready to be completed to the buyers preferences. Fiber optic high speed broad band. Exquisite wood and stone work throughout. There is a light filled family room on the ground level with a wood stove, walk out access and a bank of windows overlooking the lawn and beyond. An exceptional property that can truly only be appreciated by an onsite tour.

Listed by Stan Butler, Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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$1,299,000

Est. Mortgage: $/month

MLS Number 4933090

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

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: 6.42% last updated on Mar 23, 2023
* 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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731 South Perry Road Barnard VT 05031

Barnard, VT731 South Perry Road

Price$1,150,000

Est. Mortgage: $/month

MLS Number 4924974

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,270

A traditional styled home peacefully located in an area known for substantial and privately sited properties! This 4 bedroom home presents comfortable and practical living space, in a well designed floor plan. The 9 acres feature extensive open lawns surrounding the home and the beauty of a mature maple woodland. An oversize 3 car garage opens to a classic covered front porch entry. On the main level a generous 22 ft. eat-in kitchen adjoins a spacious 19 ft. dining room. In turn, the dining room opens to a large outside deck, ideal for informal meals while viewing lawn activities. This combination of a large kitchen, a bright dining room, and a spacious outside deck are easily the center of home life. Completing the ground floor are a cozy living room with fireplace, a quiet den, a practical laundry room with 3/4 bath, and large entry foyers by each front entry door. On the 2nd floor are 4 well separated bedrooms, 2 quiet office spaces and 2 full baths. The full basement contains a useful 15x13 storage room, a 17x17 workshop with walk out entrance and a large mechanical room. On pastoral land surrounding the home is a game field/family event size level area, great gardening space and stonewalls. An attractive detached 2 car garage provides excellent storage for lawn/sports equipment. The attractive residence is comfortable, with a classic New England appeal. The land is true pastoral Vermont! Equally suited as a beloved vacation retreat or a well located year round residence!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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 2023 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 March 28, 2023 7:54 AM EDT