luxury houses with terrace for sale Woodstock, United States

Hart’s Crossing is a home and a haven featuring a custom 21st-century residence and a comprehensively restored Civil War-era guest house, set on418 acres of private land. The property provides a refuge in nature, with a kingdom-sized backyard to explore and adventures that change with the seasons. Located at the end of a town-maintained road, the property is a 10-minute drive from either Woodstock Village or the Upper Connecticut River Valley to access the conveniences and necessities of life, yet a century away from the inconveniences, in a peaceful sanctuary. The airy and light-filled 5-bedroom main residence sits on a plateau overlooking the Ottauquechee and White River Valleys to the east and north, with sweeping views to the south along the Connecticut River through walls of windows. The historic farmhouse has been reimagined as a comfortable 2-bedroom guest cottage, featuring exposed timber framing accented by a modern kitchen and bath, with a screened porch and wide deck alongside a refreshing, spring-fed swimming pond. Nearby is a multipurpose barn with a caretaker’s apartment for farm and recreational purposes. The property is enrolled in Vermont’s Current Use program, intended to help large landowners preserve the working landscape with a professional land management plan and a reduction in property taxes as consideration. There are miles of trails enabling access to the entire property for hiking, biking, snowmobiling, and simply wandering without a watch. At the end of Sugar House Road, you’ll discover the best of today, thoughtfully combined with the timeless values of yesterday.

The best of Quechee Lakes living, with room to gather, unwind, and enjoy Vermont in every season. This inviting three-bedroom contemporary offers a private wooded settings, generous indoor and outdoor living spaces, and access to the exceptional recreational and social amenities of the Quechee Club. Equally appealing as a year-round residence or Vermont getaway, the home features an open-concept main living area designed for gathering, with a covered porch and extensive decks that invite easy indoor-outdoor living. Ample lawn, surrounding woodland, and protected greenbelt space create a wonderful sense of privacy, while the hot tub is the perfect retreat after a day of skiing, golf, or exploring the trails. Three comfortable bedrooms are complemented by a newly finished lower-level bonus room, offering flexible space for overflow guests, a home office, playroom, or recreation. Recent improvements include a new roof and newly paved driveway, adding to the home's move-in-ready appeal. Ownership provides access to the coveted Quechee Club and QLLA lifestyle, with two championship golf courses, Ski Quechee, Lake Pinneo, tennis, pickleball, swimming, fitness, dining, and miles of trails. From first tracks on a winter morning to a summer tee time or afternoon at the lake, four-season recreation is remarkably close to home. Just six miles from Woodstock Village, with easy access to I-89, Hanover, Dartmouth, DHMC, and the Upper Valley. A strong rental history adds versatility for buyers seeking a personal Vermont retreat with potential income when not in use. Offered fully furnished for your immediate enjoyment. Come for the house. Stay for the Quechee lifestyle.

Stunning Deck House perfectly designed for light, views, and easy Vermont living. Soaring floor-to-ceiling glass in the entryway and stairwell connects all levels and creates a warm, treehouse-like feel, drenched in natural light. Honey-colored hardwood floors warm the main level, while wall-to-wall carpet and tile finish the rest of the spaces. The main level also features a striking stone fireplace, the architectural centerpiece of the expansive living room, complemented by a cozy propane stove and an intimate den with an electric fireplace. Step onto the deck, where new Pella sliders capture a framed summer view and expansive seasonal vistas, with a hot tub for year-round enjoyment.The primary suite includes a shower and peaceful outlook, while the superior guest suite showcases floor-to-ceiling glass, an en suite shower, and sunrise views. The lower level offers two spacious bedrooms sharing a double-vanity bath; ideal for family or guests. Thoughtful upgrades include a tidy laundry area, paved drive, and a large carport with space for two+ vehicles.Set at the top of Willard Road, this home embraces its natural setting with timeless use of wood and stone. With four bedrooms, three and one-half baths, and seamless indoor-outdoor living, it balances architectural beauty with everyday function; a fun, easy home to own and enjoy.

Enjoy one level living in this very well-maintained home. Part of the Quechee Lakes community with all its' amenities, the property is perfect as a second home or a primary residence. The lovely deck with surrounding perennial gardens is the perfect place for enjoying an afternoon drink or a morning coffee. Large windows and multiple access to the outdoors provide lots of light inside. The woodburning fireplace offers a cozy spot to relax on winter evenings. Situated within a short drive to the Upper Valley with everything it has to offer as well as being just minutes from the historic town of Woodstock Vt. 2 1/4 hours to Boston and 5 hours to NYC. Sold mostly furnished.

The property is located on Town Farm Hill Rd, one of the most beautiful ridgeline Vermont roads with long range mountain views to the east and south. At certain times of the day the lighting brings out the true meaning of “purple mountain majesty”. Over the years the seller has acquired multiple parcels to create this beautiful sanctuary setting. The house is positioned to take in the mountain views, spring-fed swimming pond, meadows, and apple orchard. Beautiful rolling fields, stonewalls, acres of forest, and outbuildings are many features of the property. It is surrounded by horse, mountain biking, and hiking trails for recreation. This modest 3-bedroom, 2-bathroom, center chimney Cape with cedar clapboards on 74.83 acres has just been refurbished and is move-in ready. The house could be used as a primary home while building your Vermont dream house, then turned into a wonderful guest house or caretaker’s home. The main level has a spacious country kitchen with an easy flow to the dining and living rooms. Enjoy the views along with Mother Nature while having your morning coffee, evening cocktails or dining on the covered porch overlooking the orchard and pond. Upstairs you find the primary bedroom, full bathroom with laundry, along with two additional bedrooms. The walkout basement is outfitted with a family room, game room, and utility room for the mechanics. The 24’x40’ out building has been used as a workshop, although could be transformed into an animal barn if desired. There is an additional 12’x20’ storage building. Minutes to the village of Hartland, Woodstock, I-91 and the Upper Valley.

Sited on a knoll with lovely views in every direction, this spacious, sun filled Contemporary home was built to last! Using the finest materials, commercial grade mechanics, and custom millwork, this home imbues quality throughout. An impressive fireplace with a wood burning insert anchors the Great Room with sweeping walls of windows integrating indoor and outdoor spaces, and French doors stepping out to a massive deck for entertaining. The kitchen is well suited with top quality appliances, granite counters and maple cabinetry. There is a primary bedroom ensuite, and a guest bedroom, and a study on the main level. Moving downstairs, the expansive spaces offer a variety of options as extended family space, or in-law accommodation. There's a family room with fireplace, a large area for home gym, or play space. Two additional rooms for guest accommodation, a cedar closet, full bathroom, potential for a second kitchen. Outdoors, the property is magical with terraced perennial beds, mature trees and shrubs all selected to attract birds and butterflies. The oversized barn has three bays, a heated workshop/studio with bathroom, and ample loft space for hay/storage. Commercial grade generator, solar array. Lovely trail network lacing through the property. Easy access to Interstate, Woodstock, Hanover NH, skiing, golf and recreation.

Lovely views overlooking the Pomfret hillside and lush meadows on a private, dead-end road in North Pomfret. Quiet and peaceful. This ranch style home has many upgrades, with a 2-bay attached garage for easy access to the dwelling. It features all one floor living with 3 bedrooms, spacious living room, dining area with new kitchen - views and an abundance of natural light throughout. The basement could be finished for an additional 800+ square feet or turned into a workshop- ample storage. Generator on site, large deck expanding the back of the house overlooking meadows and view. New systems. Easy access to Upper Valley, Dartmouth or historic Woodstock- skiing, fly fishing and shopping within 15 minutes. Come take a look!

An efficient 2-bedroom chalet located in the foothills of West Windsor. Over the years the sellers have completed a total gut renovation of the interior and exterior of the house. New windows, doors, hardwood flooring, built-ins, remodeled bathrooms and kitchen are just few upgrades to this charming home. A 2-cargarage was added with a large, heated bonus room above, which can be used as a game/exercise room, or converted into extra living space. The main level is an open-floor plan with living, dining, kitchen, primary bedroom and full bathroom. The lower level is outfitted with a walk-out basement along with the main entrance to the home. The finished basement includes a bedroom, full bathroom, laundry room, along with a family room which is heated by a woodstove. Both floors have mini splits for additional heat and air conditioning. The house comes with a full wrap around deck for access to the pool, front sitting deck, and back yard. The barn was originally used as a cider barn which was in disrepair but shored up, insulated and currently being used as a woodworking shop with a wood burning furnace for heat. The new 3-bedroom mound system was installed this year which allows for future growth. The yard around the house and barn are open although most of the 40 acres are wooded with internal trails. Minutes to Brownsville Butcher and Pantry, Ascutney Windsor Trails, 15 mins to Woodstock and I-91 for easy access to the upper valley.

This 1885 antique story and a half cape have been comprehensively updated during the long ownership of the sellers who made the home more energy efficient with all new windows, recent heating system, modern kitchen and bathrooms. The home creatively blends an historic floor plan defined by a traditional Livingroom and dining room with the more casual lifestyle of today. The open concept Vermont country kitchen-dining and family room flow into a south facing sunroom overlooking the Ottauquechee River with a terraced yard providing direct access to the water. The home is midway between the resort communities of Woodstock and Killington 5 and 9 miles away. A public park and the Bridgewater Mill showcasing nationally and internationally recognized handmade furniture and pottery of Charles Shackelton and Miranda Thomas, respectively, in addition to a popular restaurant with live entertainment all within walking distance. Ideally sited offering an array of amenities at an attractive price.

An exceptional 13.1-acre equestrian property with direct access to the GMHA trail system in sought-after West Windsor. This Lindal Cedar home features expansive windows, vaulted ceilings, and wide decks overlooking grassy pastures and distant views of Mt. Ascutney. The newly designed kitchen includes Crownpoint cabinetry, granite countertops, and stainless-steel appliances. Upstairs, the primary bedroom has a wood-burning fireplace, while the ensuite bathroom offers a soaking tub and tiled shower. Two additional bedrooms on the main level, each with a bathroom. First-floor laundry / powder room. Mudroom with custom cabinetry and direct access to a 2-car garage. Automatic generator. The stone patio includes a fire pit, and the property has electric dog fencing. A custom two-story barn offers five stalls with direct access, heated tack room, automatic heated waterers, large, fenced grass paddocks, an oversized riding ring and round pen, All-season recreational opportunities with easy access to VAST snowmobile trails. Hike and cycle on the dirt road system. 15 minutes to GMHA, 20 minutes to Woodstock. 30 minutes to Hanover, NH, 2.25 hours to Boston.

Great opportunity to own a small cape in "The Grove" with the ability to expand. This is a 2 bedroom, 2-bath cottage all on one level with the second floor open and unfinished for the next owner to create their own personal space with endless possibilities. This is a low maintenance home with mini split air conditioning, a generator and perennial gardens. Open floor concept for ideal entertaining with an abundance of light throughout. Primary bedroom has an en-suite bathroom with soaking tub. Another guest bedroom with 3/4 bath also on the first floor. Quick walk to the Barnard General Store for breakfast or to Silver Lake for swimming and canoeing. This property does not have direct access to Silver Lake. Just 12 minutes to historic Woodstock for all amenities, shopping, dining, golf and skiing. This is a turn-key affordable home the premiere village of Barnard. Building inspection available.

If privacy and a magical setting is what you are looking for you need to look no further Auger Hole is what you are searching for. Hidden away at the end of a town-maintained road one will find the historic stone cape that was built for Vermont Senator Delano in 1815 by the well-known Wardner family of Boston. Senator Delano wanted a stone cape built with European style details. The two fireplaces on each end of the large great room with exposed beams are examples of this early style. The site was chosen for the view of Mt. Ascutney and the protection of the surrounding hills. The 36.5 acres are comprised of mature woodlands and open meadows. The large spring fed pond is perfect for swimming on hot summer days and ice skating in the winter. In recent years a modern 2-bedroom house was added to the grounds. Large windows were used to bring the magnificent outside in. The downstairs open-air floor plan and spacious bedrooms upstairs create a comfortable, easy, lifestyle. The lovey perennial gardens, patios and outdoor spaces are perfect for entertaining. Also on the property is a small stone building that with renovation could make a writers or artist studio. The property is located in the heart of horse country with miles of trails around and Mt. Ascutney now offers world-class biking and walking trails. Easy access to the Upper Valley with Dartmouth College and Dartmouth Medical Center. Auger Hole is truly a one-of-a-kind gem! Call for a private viewing.

This gracious 1796 Brick Federal homestead was transformed into a popular gathering spot more than 60 years ago. The Barnard Inn has long been considered among the finest dining and hospitality venues in Vermont. It is currently operated as an event destination by the chef-owner and his family. Now, with children grown and off on their own paths, it is time to pass stewardship of the historic property to others, who can return it to private use or continue serving the community as a center of hospitality, helping to cover the costs of ownership. The Inn features original fireside dining rooms, complemented by a rustic tavern serving both classic and inventive 'pub' cuisine. The professional kitchen has undergone a thorough renovation, increased efficiency and enabling flexibility of culinary styles. Marketing opportunities are limited only by imagination, including the use of expansive lawns for weddings and events in both indoor and outdoor settings among flowering shrubs, mature shade trees, and natural landscaping. The main floor of the Inn features the professional kitchen, tavern, and dining areas. The second and third floors offer private residential accommodation, including 5 bedrooms, 2 bathrooms, and a beautifully designed open-concept country kitchen that leads to a spacious deck with views of the surrounding hills and fields. The post-and-beam barn has been repurposed as an event venue and short-term rental, with a yoga studio. The main level of the former working barn is open to a height of 36’, overlooked by the expansive hay loft. The barn is large enough to host up to 60 guests for dinner and 100 for casual events. A 2-bedroom building site beside the spring-fed pond has been approved, with additional sites potentially available by reallocating the existing septic system. The location is ideal for ‘glamping’ with nearby Silver Lake, miles of trails, and outdoor recreational activities drawing tourists throughout the year.

Rare opportunity to own one of the most unique compound properties in West Windsor. "The Dome" and The "Silo House" share a lovely 13.9 AC secluded and tranquil parcel fronting the Willow Brook in the desirable Rush Meadow region of West Windsor with rear access to the extensive local trail system. Beautiful established gardens, and mature plantings. Excellent rental investment potential. Both homes have been extensively renovated. Proximity to Woodstock, Hanover NH, Interstate, skiing and all recreation. "Silo House" is being offered for sale independently with two acres. See MLS #5109223

This unique one-of-a-kind property will inspire your creativity. "The Silo House" is located on a tranquil, private lot in the desirable Rush Meadow region of West Windsor with frontage on the Willow Brook and rear access to the local trail system. There are two bedrooms, a LR/DR combination and a large, shaded deck overlooking the brook. Perfect for full-time living, or a great second home opportunity. Shared ROW access to be re-routed upon sale.

Charming 1930's Cape in a prime Hanover location! Brimming with period character, hardwood floors, and natural light, this spacious home offers a wonderful opportunity to make it your own. The flexible floor plan features a primary bedroom with ensuite bath, two additional bedrooms, and a full bath upstairs, plus a bedroom room/office and another full bath on the main level. A welcoming living room with wood-burning fireplace and French doors overlooking the backyard, formal dining room, and library/office provide inviting spaces for everyday living and entertaining. The bright and cozy den, complete with a wood stove, opens to a deck overlooking the private backyard, perfect for relaxing or gathering with friends and family. Newer windows throughout bring in abundant natural light, while an attached two-car drive-under garage with basement access adds convenience. With its timeless charm and generous living spaces, this home is ready for its next chapter, offering buyers the opportunity to update and personalize it to their own taste. Enjoy a fantastic location with sidewalk access leading toward the heart of Hanover, just a short distance away, along with nearby outdoor recreation on the River Trail, Mink Brook Trail, South Esker Trail, and Boston Lot trails. Attractively priced, this is a rare opportunity to enjoy the space, character, and convenience of Hanover living. The property is being sold as-is. A small portion of the property extends into West Lebanon, resulting in two separate tax bills. The primary address and school district are Hanover.Open House Oct 31, 2026 10 am- 12pm.

This spectacular Yankee Barn Post and Beam Home has stunning views from every angle! Custom built in 2006 of the finest materials, this warm and inviting home is in pristine condition. Spacious, sun-filled rooms with soaring cathedral ceilings are perfectly configured for a seamless flow, and plenty of room to sprawl. The great room is anchored by a fieldstone fireplace with a raised hearth of hand-picked local stone. Open concept kitchen with gleaming granite, top of the line Kenmore SS appliances, and a walk-in pantry. Step out of the sunny breakfast room to the Trex deck complete with a propane hookup for outdoor grilling, and a picture-perfect back drop of Ascutney Mountain. Huge 1st Floor Master bedroom with gas fireplace, ensuite bathroom complete with whirlpool tub and custom cherry cabinetry. Finished, walk -out lower level with plenty of room for expansion. Multi-zoned radiant heat and structural insulating panels provide efficient, even comfort. Three Mini splits to provide comfort in the warmer months. Backup generator. Located in the desirable Bible Hill region of West Windsor with easy access to Interstate, Woodstock, VT, Hanover NH, and endless recreation opportunities.