Woodstock Luxury Homes Over $1 Million

Woodstock, Vermont boasts exceptional properties valued at over 1 million dollars. Many of these beautiful homes, estates, compounds, and upscale farms have gorgeous views of the Green Mountains and the surrounding area. A private luxury home in Woodstock offers peace, quiet, and tranquility while still being just a short trip to all that Woodstock offers. This includes fine dining, golfing, hiking, fishing, and other outdoor activities, cultural events at Pentangle Arts in Woodstock Town Hall Theater, and a deep sense of community. Other venues and amenities are close by in the Upper Valley. A luxury estate in Woodstock offers you all the culture and conveniences you would expect in and around places like Boston or New York City but in a small town, beautiful setting.

Woodstock VT Luxury Real Estate

Whatever type of property you are looking for in Woodstock, VT—a vacation retreat, a family compound, a country estate, a gentleman’s farm 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!

View all Homes for Sale in Woodstock

217 Echo Ledge Road Woodstock VT 05091

Woodstock, VT217 Echo Ledge Road

Price$3,485,000

Est. Mortgage: $/month

MLS Number 4809703

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,799

Location, style, amenities: Just west of Woodstock Village, a hip renovation of a classic white clapboard farmhouse and big red barn, on 91 acres threaded with lovely trails, meadows, pond, gardens and thoughtful set up for horses. Completely renovated in 2004 and 2007, the 1850 farmhouse has a contemporary style by award winning AIA architect Michael Ertel and the texture and attention to detail of master builder Hank Savelberg. Sensitive to the integrity of the original farmhouse, integrating all modern amenities, there is an open floor plan with walls of windows that bathe the spaces in natural light. The master suite and 2 additional bedrooms are on the second floor, as well as additional expansion space. The 3-stall barn has a wide center aisle and heat throughout, except hay area and loft. The barn includes an office with high-speed internet. The farm, once part of thousands of acres owned by the Robinson family, was eventually split up and passed down through each generation. This house was owned by Jumbo Robinson who could lift and carry 2 heavy dairy cans down the hill to be picked up by the milk truck every day--the cans are still in the little corn crib with the original cider press. The edible landscape of today includes apples, plums and pear trees. Five minutes to Woodstock Farmer's Market, near skiing, golf and other recreational activities. 2.5 hours to Boston and 4.5 hours to New York. Virtual tour of the home and the barn available.

Listed by T Story Jenks and Dia Jenks, LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

2574 Garvin Hill Road Woodstock VT 05091

Woodstock, VT2574 Garvin Hill Road

Price$2,700,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4804667

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 6,545

"GARVIN HILL GETAWAY"- Newer custom built residence (that easily sleeps 15+) on 50 acres of farm pasture fields and woods with a fabulous long-range mountain view - just minutes from Woodstock village. Designed for family gatherings and entertaining friends, the residence also lives beautifully on one level. Wonderful open floor plan with high ceilings and large-proportioned rooms. The 1,200 sf great room / gathering area combines kitchen, dining and living room areas with stone fireplace that opens to an expansive wrap-around deck with its own indoor-outdoor entertaining space - with indoor and outdoor spaces all sharing the long-range mountain view over the pasture fields. A spacious first level master bedroom suite provides for 1-level living. Excellent mechanicals. Subject to current use conservation program. An oversized 3-car garage - for all your motorized toys bikes, skis, kayaks and other outdoor gear - walks into a mud-laundry room and into the house. Minimal gardens and landscaping make for a low-maintenance, super-fun gathering house on 50 acres with big views, just minutes and easy access on public roads from Woodstock village.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

2352 Curtis Hollow Road Woodstock VT 05091

Woodstock, VT2352 Curtis Hollow Road

Price$1,975,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4754974

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 5
  • Square Feet 5,611

Wild Berry Farm artfully expresses the soul of Vermont country living in a very private setting mid-way between Woodstock Village and the recreational activities offered year-round at Killington's ski area. David Beilman AIA designed the home in close cooperation with the owners and supervised the renovation and creation of the Craftsman style residence around the core elements of an 1812 farmhouse. The rooms are spacious and filled with sunlight cascading through windows providing ample opportunity to enjoy views of the changing seasons. A deep water swimming pond, expansive perennial, herb and vegetable gardens surround the home. The various water courses and springs support a remarkable wild berry crop that sustains a variety of wildlife. The old farmstead is now covered in northern hardwoods with a patchwork of fields and natural meadows connected by a vast network of trails for hiking, biking or horseback riding. Fiber optic and a net-metering solar array provide 21st Century cutting-edge IT in a setting intended to preserve the virtues of a quiet rural life. A wonderfully tranquil place to restore yourself.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

41 Pleasant Street Woodstock VT 05091

Woodstock, VT41 Pleasant Street

Price$1,700,000

Est. Mortgage: $/month

Pending

MLS Number 4809479

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bedrooms 9
  • Bathroom 11

"Why not the best?" An exquisite home built with magnificent taste. The wallpaper (Bradbury & Bradbury) in one bedroom, was $10,000.00. When one walks through this amazing property, one stands in awe. Every bedroom has a full bathroom. A perfect place for family and friends, complete with your own bar. Original woodwork, including pocket doors. Custom carpeting. Original stain glass windows. All current and previous owners maintained and improved property. Private living quarters on right side of house.This is a Rockefeller town, once voted "Most beautiful small town." 20 minutes to Killington and Dartmouth. Sidewalks to small stores and restaurants. Mt Peg and Mt Tom trails bordering village. Theater and Health Club including golf course in town.Beautiful historical property priced to sell. Most furnishings included. Move in ready!!! Can be permitted as private residential property with zoning permit. Being sold to use as residential but currently commercial.

Listed by Michael Mongulla, High End Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

675 College Hill Road Woodstock VT 05091

Woodstock, VT675 College Hill Road

Price$1,385,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4833519

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

This newly constructed, Ambrose design/build home is privately situated on 20+ acres just a short walk to the Woodstock Village Green and includes a separate 3.5-bedroom, 1.5-bath, 1,500-square foot farmhouse/guest house (currently rented for $1,700/mo) plus an historic barn, 4-bay shed-garage and swimming pond. The beautifully crafted main residence, built in 2016, features an open floor plan main living level with high ceilings and large windows which flood the kitchen/living/dining area with natural light. The main level also enjoys a generous pantry, mudroom with adjoining laundry, bedroom and 1/2 bath (to which a shower could easily be added). Upstairs is the master bedroom featuring a walk-in closet and full bath with a clawfoot tub, shower and double vanity, and two additional bedrooms and full bath. The finished lower level offers a wonderful rec/hangout room and another full bath. The house also features rooftop solar panels and is certified for excellence in energy-efficient design and construction through Efficiency Vermont. Well-maintained and beautifully landscaped grounds with a mix of lawn, gardens, a swimming pond, and woods, all of which can be enjoyed from the comfort of the covered wraparound porch. Newer, state-approved 5-bedroom septic, and a total of 4,200 sf between both homes. This is a prime opportunity for a private spot within walking distance of all of the many amenities Woodstock Village life has to offer.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

28 Pleasant Street Woodstock VT 05091

Woodstock, VT28 Pleasant Street

Price$1,299,500

Est. Mortgage: $/month

MLS Number 4754916

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

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

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

27 Lincoln Street Woodstock VT 05091

Woodstock, VT27 Lincoln Street

Price$1,295,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4839787

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,950

The best of Woodstock living! Beautifully situated on over three acres with a spring-fed pond and stunning Vermont views, this sunny and spacious home is the perfect way to appreciate the conveniences of village life - with a little more elbow room. This property enjoys the additional benefit of abutting the protected Mt. Peg parklands, providing direct access to miles of hiking, biking, and nordic trails. The architect-designed comprehensive renovation of this classic New England farmhouse provides modern amenities that express quality, beauty, convenience, and energy efficiency. An in-law apartment offers opportunities as a rental, as an overflow space for guests, or as a comfortable home office. With plenty of room to work and play, this home is ideal for gracefully accommodating you and yours in every season.

Listed by Keri Cole, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

39 RIVER Street Woodstock VT 05091

Woodstock, VT39 RIVER Street

Price$1,175,000

Est. Mortgage: $/month

MLS Number 4814947

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,188

This striking 1903 Colonial Revival home was commissioned by Edward and Marianne Faulkner to house their farm & mill manager and his family. Massively built with timber framing, lathe and plaster on the stone foundation of an 1805 residence it replaced. The winter light flows through the south facing home overlooking the Ottauquechee River. A 1990 addition included a main level family room and master suite on the second with views north and westerly of Mt. Tom and the National Park lands. Spacious fenced back and side yards are landscaped with flowering shrubs and perennial gardens with an outdoor entertainment area featuring charcoal barbecue and Italian wood fired oven. All mechanical systems, plumbing and wiring have been replaced and upgraded, including the installation of two Tesla Power Walls to provide electrical service during extreme weather events. A short walk over the Covered Middle Bridge to all Village amenities and around the corner from Faulkner Park.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

21 PLEASANT Street Woodstock VT 05091

Woodstock, VT21 PLEASANT Street

Price$1,100,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4828208

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bedrooms 10
  • Bathroom 10

The Charleston House has been successfully operated as B&B Inn since 1984, when it was restored under the auspices of National Historic Registry standards. The elegant circa 1832 Federal Greek Revival architectural style residence occupies a site at the gateway to Woodstock Village across from the Civil War Memorial park enjoying the financial benefit of the high profile location. Superbly furnished with a blend of quality reproduction & antique furniture & furnishings the owners provide guests with the ambiance of yesterday in 21st Century comfort. Offered fully furnished & equipped to continue as a hospitality enterprise.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity

Copyright 2021 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated January 27, 2021.