Windsor County VT Homes for Sale with In-Law Suite

Tucked at the edge of a stunning park-like lawn, this spacious home offers both privacy and convenience—just minutes from the Barnard General Store, Silver Lake, Woodstock, and Bethel. Surrounded by landscaped grounds with ponds, rock walls, and gardens, it's a true Vermont retreat. Enjoy the peaceful setting from the deck or the covered porch.The sun-filled main level features a bright

Lucas deSousa Vermont Real Estate Company

An historic brick residence prominently located in an affluent and growing community! Conveniently situated within walking distance to the Elementary School, to year round recreation on beloved Silver Lake and to the classic Barnard General Store. All the amenities of Woodstock Village are just minutes away! World class medical care at Dartmouth Hitchcock Hospital and year round cultural events

John Wetmore Wetmore Real Estate

Experience elevated Vermont living with this exceptional mountaintop estate, thoughtfully designed for both comfort and flexibility. Set on nearly 30 private acres, the residence combines timeless architectural style with expansive interiors and truly breathtaking panoramic views—including sightlines to 4,000-foot peaks and Killington’s ski trails.Inside, you’ll find a rare level of

Keri Cole Williamson Group Sothebys Intl. Realty

A rare in-village offering, 7 Slayton Terrace combines walkability, views, and beautifully renovated interiors—just steps from the heart of Woodstock. Sited on an oversized .79-acre lot overlooking Billings Farm, this 4-bedroom home offers the space and flexibility rarely found so close to the village center. The main house features a stunning new kitchen with high-end finishes and beautifully

Keri Cole Williamson Group Sothebys Intl. Realty

With only 50 stone homes in all of Vermont, this one stands out as possibly the most beautiful; uniquely situated on 20 acres of gorgeous greenlawn, fields, forest, rolling hills, extensive stone walls. A mere 2 miles to Chester. Since 2020 the house has been transformed & restored w/improvements such as interior & exterior paint, new windows & French Doors, stone steps & walkways, 50 panel

Gary Coger Four Seasons Sotheby's Int'l Realty

South facing end of the road retreat, with long views! Equally appealing are expansive western views, for dynamic sunsets! Equestrian amenities of small horse barn, fenced paddocks and direct access to trails! This welcoming residence is certainly unique! A cape style home, with contemporary open floor plan, dramatic windows and a wide deck is seamlessly married to a rustic log cabin, with true

John Wetmore Wetmore Real Estate

Location, Views, and Room for Everyone – It’s All Here and Waiting for You! Offering maximum warmth, comfort, and charm, this beautifully-built and well-maintained home features traditional New England architecture on 7+ picturesque and tranquil acres just outside the delightful village of Weston. The inviting layout features classic design and rich architectural details with formal and informal

Claudia Harris Mary Mitchell Miller Real Estate

The idyllic Hartland countryside is the setting for this handsome cape. A delightful three season porch is entered by way of the attached two car garage or directly by a lovely landscaped pathway. Once inside you will be greeted by a warm and inviting kitchen detailed with cherry cabinetry, the dining room with a bay window view of the gardens,a living room with fireplace, and a spacious

Mary Mayhew Snyder Donegan Real Estate Group

Set on a spacious and level lot in the scenic countryside of Reading, Vermont, this raised ranch offers room to spread out both inside and out. With 4 bedrooms and 4 bathrooms, the home provides flexible living options across two levels—perfect for larger households, multi-generational living, or hosting guests. The bright main floor features an open layout with a comfortable living area, an

Katie Ladue Gilbert KW Vermont Woodstock

A gently sloping drive leads to this handsome architect designed contemporary, framed by mountain woods and surrounded by lush gardens, with soul lifting views from every room. Each element of the home and grounds was carefully selected by its owner/creators, from the decorative tiles, dentil molding, and deep window sills of the interior to the cozy gazebo, vine covered arbor, and flagstone

Steve Stettler Four Seasons Sotheby's Int'l Realty

Sprawling and spacious with timeless charm, this antique farmhouse offers lots of character and comfort. Wide pine flooring, warm wood accents, and inviting living spaces create a cozy atmosphere throughout. Enter through the mudroom and settle in by the wood stove after a day on the slopes. The renovated barn provides slate flooring, a comfortable sitting room, private guest quarters, complete

Teresa DiNapoli Four Seasons Sotheby's Int'l Realty

Perched on 60 acres with views of Okemo Mountain from its second floor, this custom designed contemporary is hitting the market for the first time. Built by an international journalist and his writer wife as a retreat for their family and high profile friends, it now awaits its next lucky stewards. Filled with natural light, the rambling home was inspired by a friend's classic Vermont

Steve Stettler Four Seasons Sotheby's Int'l Realty

**Incredible Opportunity Awaits!** Escape to your dream getaway in this charming classic A-frame home, perfectly located in one of Vermont's most desirable areas. Ideal for both summer and winter enthusiasts, this property offers easy access to skiing, snowmobiling, golfing, and the vibrant life surrounding the lake, all right at your fingertips! Nestled on a tranquil wooded lot along a peaceful

Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

Nestled on a private 17-acre retreat, The Pond at Willey Hill is a quintessentially picturesque estate just a stone’s throw away from Norwich, Hanover, and the best of the Upper Valley. Featuring a wildlife-rich pond as its center, the beautifully landscaped grounds offer seasonal long-range views, a pool, woodland trail, and a park-like fenced area. Expertly renovated by renowned builders O’Hara

David Donegan Snyder Donegan Real Estate Group

"LONG WAY HILL" - An elegant and beautifully constructed residence of the highest quality, privately situated on 54 acres with long-range views, lawns, gardens, fields and trails. Beautiful perennial and wildflower gardens offer charming, private views of woods and hills over a half-acre pond. Architect-designed in the style of a traditional New England country home, the main residence has 5

John Snyder Snyder Donegan Real Estate Group

Escape to this enchanting circa 1830 Colonial, a quintessential Vermont country retreat perfectly positioned at the edge of Weston Village with breathtaking Green Mountain views. Embrace the beauty of nature with nearby XC ski trails, snowmobiling, and snowshoeing, plus five renowned ski mountains just a short drive away. In summer, Weston comes alive with concerts on the village green, summer

Lee Brown Four Seasons Sotheby's Int'l Realty

This beautiful and very spacious newly constructed home, with energy efficient upgrades, has over 6,000 square feet of living space on three levels. Within walking distance to the slopes, located close to the Base Lodge area, this home has everything a ski home needs. Enter through the carefully crafted front door into one of the two mudrooms, or through the two car garage or by the side mudroom

Elissa Scully Mary W. Davis Realtor & Assoc., Inc.