Top 10 Escape Properties

Top 10 Most Desirable Escape Properties in Woodstock, VT and Surrounding Area

Updated frequently, these properties stand out as perfect escape properties for anyone looking to get away. Some are nestled in the mountains, the woods or in a vibrant New England village. Take a look!

Don't see what you're looking for? Fill out the form on the right and receive updates, notifications, price changes and area real estate news from Bassette Real Estate or contact us today at (802) 457-2244 or email

 The Quintessential Vermont Escape

1532 Happy Valley Road
Woodstock, VT 05091
List Price: $2,895,000

Beautiful post & beam interior space, guest quarters, four fireplaces and 55.76 acres of playground. This 6,500 sq ft, 5 bedroom, 4 bathroom Vermont escape was built in 1997 with quality, design and details.

View Details | Photo Gallery


 A Dramatic Statement in Wood, Glass and Stone

3114 Church Hill Road
Woodstock, VT 05091
Price: $2,740,000

Between the storied Village of Woodstock, Vermont and the country cosmopolitan hamlet of equestrian-oriented South Woodstock a remarkable retreat can be found. The spectacular post and beam residence and barn/guest house are the result of a collaboration between two partners uniquely qualified and united in the passion to create something extraordinary.

View Details | Photo Gallery


 Wonderful for Entertaining, Gorgeous Sight Lines, a Spiritually Grounding Environment

477 Thistle Hill Road
Pomfret, VT 05053
Price: $1,775,000

This is an experience worth sharing with friends and family. Main house constructed during WWII with onsite concrete work commissioned by John Taylor Arms. He chose concrete to avoid losing his artwork to fire a second time. The home was substantially renovated and reimagined in 1998 by owner/artist to modernize and return to John Taylor Arms' original proportions. Please see the virtual tour for an intimate view of the property.

View Details | Photo Gallery


 An Historic Home in one of Woodstock Villages Most Desired Locations

21 Mountain Avenue
Woodstock, VT 05091
Price: $1,175,000

Graciously proportioned in traditional Gothic Revival style, this 1849 brick eyebrow Cape sits on just over an acre of land and presents a new owner with just over 3600 square feet of conditioned space. Sun filled interior spaces with gleaming maple floors, original windows and many other preserved architectural features and details. Five bedrooms and four baths include an expansive and private master bedroom suite.

View Details | Photo Gallery


 The Perfect Unification of Sophistication, Functionality, Comfort and Convenience

1073 Bible Hill Road
West Windsor, VT 05037
Price: $895,000

The seamless flow of generous spaces is ideal for entertaining and daily living. The fabulous well-appointed chef's kitchen is complete with top-quality appliances, a pantry, woodstove and casual dining area. The spacious Living Room and Dining Room each have a wood burning fireplace. The main level Grand Master Suite features a luxurious spa/wet room complete with soaking tub, glass shower, sauna, Jack and Jill walk-in closets and powder rooms and a gorgeous view from every window!

View Details | Photo Gallery


 Equestrian Paradise on Just Over 42 Acres

255 Delano Road
West Windsor, VT 05037
Price: $825,000

Sited on just over 42 acres one has the ability to ride for hours from the property. There is access from the home to numerous trails maintained by the Green Mountain Horse Association (GMHA). The barn has six stalls, a tack room, water, and electric. It is located just below the mid-century modern Main House. Architecturally designed by Charles Hood Helmer, the main house is divided into entertaining and sleeping spaces. Numerous windows allow the outdoor light to stream in. The front entry way leads to a beautiful living room that has built-in bookcases, exposed beams, and a wood burning fireplace.

View Details | Photo Gallery


 Big Views of the CT River Valley on 18.8 acres

181 Clay Hill Road
Hartland, VT 05048
Price: $559,000

This 4,400 sqft home in Hartland, VT is feature rich with 18.8 acres facing fabulous views of the Connecticut River Valley. The 30x18 kitchen was designed to entertain, fireplaces, a grand dining and living room and so much more. Oh, and did I mention the 3 stall garage? Click the link below to see the full photo gallery and home details.

View Details | Photo Gallery


 Ten Very Private Acres Bordered by the Woodstock Town Forest

700 John Darling Road
Woodstock, VT 05071
Price: $450,000

No traffic noise, only the sounds of the birds and the stream that meanders through the woods behind the house. The house is powered by state-of-the-art solar so power failures are never an issue and you never get an electric bill. The open format layout of the first floor creates bright unobstructed living space perfect for everyday living and warm friendly space for entertaining.

View Details | Photo Gallery


 Quietly and Discreetly, Seaver Hill Farm is Located in One of the Most Desirable and Spectacular Settings in Central Vermont.

236 Old Farm Road
Pomfret, VT 05053
Price: $1,499,000

Commanding views from the 1,200 ft altitude, on 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 spaces are comfortable and bright, most well sited to take in the persistent views and perfect for entertaining or large gatherings.

View Details | Photo Gallery


 Antique Vermont Farmhouse on 5.3 Acres

4767 VT 44 Route
West Windsor, VT 05037
Price: $319,000

Country kitchen with mud room and pantry, first floor master suite with attached bath and walk-in closet, 3 bedrooms and 3 baths, wide pine floors, enclosed farmer's porch, fenced back yard. Large barn provides ample storage or room for animals. A photo of this property was once the backdrop for Good Morning America!

View Details | Photo Gallery


Want more?

Fill out the form on the right and receive updates, notifications, price changes and area real estate news from Bassette Real Estate or contact us today at (802) 457-2244 or email