luxury real estate for sale West Windsor, United States

Tucked away near the sought-after communities of Woodstock, West Windsor, and Ludlow, this untouched parcel invites endless possibilities. From its elevated perch, it offers sweeping views of Mt. Ascutney and the Connecticut River Valley in every direction. The Northern New England forested landscape is crisscrossed with trails, old roads, and natural springs, perfect for exploration. There are plenty of spots for a homesite, a family retreat, or even a simple rustic getaway to relax, recharge, and dream about the future.

Kedron Valley Farm c1850: A classic beauty, perched on a knoll overlooking the idyllic hills and lush meadows of the valley with approx. 32 acres. This stunning extended antique post and beam cape is complete with a large traditional 4 story barn with 6 horse stables and equipment sheds offers everything one could wish for in a country property. The grounds include gracious old maples, beautiful perennial gardens, antique moss covered with stone walls, an apple orchard, large swimming pond and a privately sited tennis court. The Estate is meticulously cared for and combines antique craftsmanship with modern touches. The Main house consists of 5 bedrooms including a first-floor primary suite with private bath, vaulted ceilings and new large walk-in closet. Kitchen features Thermador appliances and quartz counters anchored by a large dining room with stunning wood floors. An expansive cozy living room centered by a handsome brick fireplace to curl up with a book on a snowy day. The rooms are spacious and inviting with an abundance of light, exposed original hand-hewn beams and easy access for outdoor entertainment on the brick patio or the new east terrace. Enjoy a separate 3-bedroom Guest House for friends/family with good rental income history. New Tesla Tower for backup power. Located in the heart of horse country and the village of South Woodstock. Enjoy skiing, championship golf and fly fishing on the Black River. Easy access to shopping, restaurants and Upper Valley. Only 8 minutes to Woodstock, 2.5 hours to Boston and 5 hours to NYC. Kedron Valley Farm is a stunning, quintessential farm in the heart of GMHA.

Nestled in amongst flowering lilacs, ancient apple trees, and terraced English perennial gardens, this lovingly restored classic antique stone cape has all the conveniences of modern living, while honoring and preserving the charming period detail. Built in 1860, the home is an impressive example of snecked ashlar stone construction, which was introduced to this region by Scottish immigrants in the early 1800’s. The rooms are spacious, bright and inviting with exposed hand- hewn beams and pine plank floors running throughout. The updated country kitchen with soapstone counters connects to a cozy reading room with bookshelves and wood stove, and a utility/mudroom with ¾ bath, and laundry. The formal dining room offers plenty of space for gatherings. The front to back Living Room is anchored by a woodburning fireplace, and steps out to a private sunroom, and a guest room/office. Moving upstairs, there are four bedrooms and a bathroom. The 18thcentury hip roofed, post and beam English bank barn has a huge, sweeping loft space ideal for parties and entertaining. The lower level can accommodate animals, hobbies or a home occupation. The barn is surrounded by lush green pastures, and rail fencing which lead you to a network of beautiful trails for hiking. A short stroll to The Kedron Valley Inn, KV Pond, The South Woodstock Store, and Green Mountain Horse Assn. A five-minute drive to the Woodstock Village Green. Easy access to Hanover, DHMC, skiing, golf, dining, shopping and recreation.

Rare opportunity to own 8 +/- acres of land in South Woodstock Village with easy access off Rt. 106. This parcel is being divided off a 10.87acre lot. There is a wonderful, open site ideal for building your dream home offering privacy, trails and a short walk to the South Woodstock Country Store, Kedron Valley Inn, dining at the Ransom Tavern and a swim in the Kedron pond! 5 miles into Woodstock Village, skiing is available at multiple resorts including Okemo and Killington as well as local Saskadena Six. Green Mt. Horse Association is around the corner. The year-round access to outdoor activities is endless. Call today for more information and a viewing. Subject to completion of the subdivision of the parcel.

Surrounded by the landscapes that inspired generations of artists in the former Cornish Art Colony, where grand old homes from another era keep watch, sits a homestead that has been lovingly and extensively restored by the current owners. The interior is a complete, custom renovation, with all the charm. It feels like the farmhouse you've been picturing for years: wide pine floors underfoot, post-and-beam bones overhead, and vertical nickel-gap shiplap that adds warmth and dimension. At the center of it all is a custom kitchen built around the idea that the best nights happen when everyone crowds in. Source a big farmhouse table for friends and family to gather around and let dinner take its time. One-level living comes easy with a main-floor bedroom and full bath, while upstairs two more bedrooms share a renovated bath with walk-in shower and claw-foot tub for long soaks. When the weather turns, the Jotul woodstove does what a woodstove should - pulls the whole house in close, while you watch the snow fall outside. The storied barn anchors the home's ell and welcomes you to the mudroom. Tucked away at the end of the ell is a simple studio space - a place that invites imagination, whether envisioned as a workshop, a creative haven, or private guest quarters apart from the main home. Outside, the landscape unfolds with a sense of abundance. Mornings begin on the covered deck with coffee in hand and the sound of the Blow-Me-Down Brook winding its way along the property's edge. On warm summer days, a beloved swimming hole offers a refreshing escape, while the historic Blow-Me-Down Covered Bridge stands as a timeless backdrop to daily life. For those drawn to hiking, the Top-of-the-World trails just up the road offer scenic views of Ascutney. A chicken coop, garden space, fruit trees, and acres of tillable field offer the opportunity to cultivate a more connected way of living.

Perched on a private hilltop and surrounded by nature, this stunning recently renovated home offers over 141 acres of open and wooded land enrolled in Vermont’s Current Use Forestry Program. Thoughtfully designed by Beilman Design, the residence features gracious living spaces filled with natural light and an exceptional floor plan ideal for entertaining. The handsome chef’s kitchen is appointed with high-end stainless-steel appliances, beautiful countertops, and an exquisite walk-in pantry dedicated to preparation and storage. A spacious guest suite includes two bedrooms and a comfortable sitting area, while the finished lower level offers an additional recreation room with a fireplace. The luxurious primary suite features oversized walk-in closets and a gas fireplace that adds warmth and ambiance. Enjoy the peaceful surroundings from the lovely, screened porch or the expansive covered porch overlooking the sweeping lawn and natural landscape. Offering three levels of refined living, the property also includes a large, oversized barn for storage, a generator, and a driveway alarm system. Conveniently located with easy access to GMHA, skiing, championship golf, and exceptional fishing, this private retreat presents outstanding potential for a family compound or countryside getaway. Landscaping plans are available.

Discover the perfect blend of privacy and convenience with this exceptional 20.2-acre parcel, combining two lots into one remarkable opportunity. Featuring a 50 foot right-of-way for access, this wooded retreat offers multiple prime building sites. With selective clearing, you can take in breathtaking views in your choice of direction; east, south, north, or west. Located just minutes from South Woodstock, you will enjoy close proximity to the Green Mountain Horse Association, the South Woodstock Country Store, Kedron Valley Inn, and the historic Ransom Tavern. Whether you are looking to build your dream home, a private getaway, or an investment property, this land offers endless potential in a sought-after Vermont setting. Do not miss out on this rare opportunity, schedule your visit today!

Exceptional Views to Killington! Perched high on a private knoll and surrounded by open lush meadows and surrounded by antique stonewalls. This 5-bedroom, 4-bathroom extended cape styled home was renovated approximately 15 years ago with handsome hard wood floors throughout. Large kitchen with Calcutta Marble, Electrolux stainless appliances and ample storage that opens into the dining room- The formal living room also has expansive views beyond the French doors to a covered porch across the back of the house for entertaining family and friends. The living room is anchored by a traditional propane fireplace, custom bookshelves, lovely pocket doors... it's easy to want to curl up with a good book in the wintertime. Generous primary suite with custom built-ins, walk in closet and expansive bathroom located on first floor. There is a second guest bedroom with full bath on the first floor as well as a cozy den surrounded by built-in bookcases. Second floor features 3 very large bedrooms and 2.5 bathrooms including a clawfoot tub. A walk out basement for easy access to store patio furniture. Ample storage or potential for a workshop. There is a generator on site, 2 bay attached garages and barn/stables down below the property. The majority of the property is open and mowed to perfection. This estate has been well maintained and in a superior location. Killington/Pico and Okemo a short distance. Easy access to historic Woodstock, championship golf, tennis, cross country skiing and shopping. Come take a look. Not many properties with this exceptional view!

High Shelter Farm offers the ultimate Vermont lifestyle on 271 extraordinary acres of fields, forests, and breathtaking views. Once a working farm, this remarkable property features over six miles of professionally designed trails by John Morton of Morton Trails, providing year-round recreation for cross-country skiing, snowmobiling, ATV adventures, hiking, and exploration. Direct access to Vermont's VAST trail network makes this a true outdoor enthusiast's paradise.The meticulously maintained 4,500+ sq. ft. home is perfectly positioned to capture spectacular views of Mount Ascutney and the White Mountains of New Hampshire. Floor-to-ceiling windows fill the living room with natural light and showcase the surrounding landscape. Recent updates include, newly painted interior, beautifully renovated bathrooms and refinished hardwood floors. The home offers four bedrooms, a spacious eat-in kitchen, formal dining room, and inviting gathering spaces throughout. An owned, fully paid-for net-metered solar system transfers with the property, helping power the home while enhancing energy efficiency and long-term value.A permitted one-bedroom accessory apartment with private entrance and patio provides flexibility for guests, extended family, or rental income. Outside, an inground gunite pool and gazebo create the perfect setting for summer entertaining. The recently built barn, now an exceptional event space, has hosted family weddings and gatherings while honoring the property's agricultural heritage.Ideally located near Hanover, Dartmouth, Woodstock, Crown Point Country Club, area ski resorts, Hartness State Airport, and the Upper Valley, High Shelter Farm is a rare opportunity to own a property that truly embodies the best of Vermont livingwhere recreation, sustainability, privacy, and natural beauty come together in one extraordinary setting. Available w/ less acreage see MLS 5096180 OPEN HOUSE. SATURDAY JUNE 27TH 1PM-4-PM AND SUNDAY JUNE 28TH, 11AM TO 2PM.

High Shelter Farm offers the ultimate Vermont lifestyle on 64.64 extraordinary acres of fields, forests, and breathtaking views.. Direct access to Vermont's VAST trail network makes this a true outdoor enthusiast's paradise.The meticulously maintained 4,500+ sq. ft. home is perfectly positioned to capture spectacular views of Mount Ascutney and the White Mountains of New Hampshire. Floor-to-ceiling windows fill the living room with natural light and showcase the surrounding landscape. Recent updates include, newly painted interior, beautifully renovated bathrooms and refinished hardwood floors. The home offers four bedrooms, a spacious eat-in kitchen, formal dining room, and inviting gathering spaces throughout. An owned, fully paid-for net-metered solar system transfers with the property, helping power the home while enhancing energy efficiency and long-term value.A permitted one-bedroom accessory apartment with private entrance and patio provides flexibility for guests, extended family, or rental income. Outside, an inground gunite pool and gazebo create the perfect setting for summer entertaining. The recently built barn, now an exceptional event space, has hosted family weddings and gatherings while honoring the property's agricultural heritage.Ideally located near Hanover, Dartmouth, Woodstock, Crown Point Country Club, area ski resorts, Hartness State Airport, and the Upper Valley, High Shelter Farm is a rare opportunity to own a property that truly embodies the best of Vermont livingwhere recreation, sustainability, privacy, and natural beauty come together in one extraordinary setting.Available with more acreage see MLS 5096178.OPEN HOUSE. SATURDAY JUNE 27TH, 1-4PM AND SUNDAY JIUNE 28TH 11-2PM. ALL ARE WELCOME!

Easy living in this updated condo that is perfect for a primary or secondary residence. Located in a small condo community that is mostly owner occupied the setting offers a private living space. The deck looks out to well-maintained grounds and woodlands. The updated kitchen and bathroom are well appointed. The main level has an open floor plan that includes the kitchen, dining area and living room. Upstairs, in addition to the bedroom, bath and laundry there is a wonderful bonus area that can be used in multiple ways, and the sliding barn door provides privacy to the area. Located across from Woodstock Middle and Senior High School as well as the Woodstock Senior Center and just minutes from the center of the historic town of Woodstock voted one of the prettiest small towns in America! Close to skiing at Killington and Woodstock's own Saskadena Six there is access to sports and activities for every season. Call for a private viewing.

This wonderful Vermont Cape-style home has overlooked the Ottauquechee River and the former Woodstock woolen mill (now the 'new' mill and community pools and recreation center) since 1890. On long summer days, the sounds of children enjoying the swimming holes and tubing in the rapid runs below float up. The floor plan has been adapted to modern lifestyles across three levels. The main level, entered from the garden walkway or garage, connects to an open country kitchen via a mudroom, which flows into the dining area and living room, offering extraordinary upriver views west toward Killington. A spacious main-floor primary bedroom with an en suite bath opens to a riverside deck, and an expanse of lawn and gardens surrounds the residence. Upstairs are two large bedrooms with a shared bath and a reading loft overlooking the living room below. The walkout lower level includes another bedroom, a bath, a recreation room, and a laundry. The soothing music of the water rose to a crescendo in August 2011 as Hurricane Irene swept into Vermont as a tropical storm, resulting in a FEMA-designated 500-year flood event that inundated basements, as it did many homes in Woodstock and other river towns. Subsequently, the owners have replaced the lower-level sheetrock and boiler and have invested in an engineered barrier wall. The home is within walking distance of Village shops, restaurants, and resort amenities. A peaceful hideaway close to everything.

Centrally located on the southwest side of the historic Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town’s finest residences. Lovingly stewarded and thoughtfully restored to the highest standard preserving the historic integrity and honoring the period detail, all while achieving the perfect unification of sophistication and functionality. The first level of the original home features generous spaces for entertaining and cozy, intimate rooms for quiet reflection. Original wide pine plank floors, oversized 6/6 windows, formal parlor and library each with a working fireplace. There is potential for a first-floor primary suite. The main house is further completed by 3 ensuite bedrooms and laundry on the second level, and two guest rooms with a shared bathroom on the third. The magnificent, attached c1750 oak gunstock post and beam barn frame was disassembled, imported from Hampshire, England and added to the home in the 1980’s, providing a great room beyond compare. Anchored by a massive stone fireplace, Palladian windows and a well-appointed chef’s kitchen, all located on the main level. There is an au pair suite, three car garage, and courtyard entrance on the walk out lower level stepping out to lovely, landscaped grounds and award winning gardens.

Handsome condo nestled in a small quiet community just 5 minutes from historic Woodstock. This is an end unit in very good condition- first floor comprised of a den/bedroom with pocket doors for added privacy and an adjacent 3/4 bath for those who needed a first-floor bedroom. Spacious living room anchored by a propane fireplace, nicely crafted mantle and hard wood floors. A couple of steps down takes you into a renovated kitchen with stainless appliances and traditional soapstone counters... a small eating area overlooking the back deck with privacy facing East. Tall ceilings allow this space to feel spacious with extra windows and an abundance of natural light. Second floor consisted of nice hardwood floors. A very large primary bedroom with large closet and two smaller closets in alcove for an abundance of storage and sitting area. Second bedroom is spacious with lots of sunlight. Good size full bathroom with tiled floors. Lower level has a walkout patio, large family room with lots of options for use, another 3/4 bathroom, storage and laundry. Pets are allowed! Easy access to skiing, hiking and shopping. Close to championship golf, Mtn biking trails. Minutes to historic Woodstock Green and 20 minutes to Upper Valley. Come take a look as this END UNIT -its turnkey and has the most privacy of any other unit in this complex.

Enjoy the ease of townhouse living in this beautiful fully furnished end unit filled with natural light throughout. The setting is surrounded by woodlands and lovely landscaped grounds. The bright living room complete with wood-burned fireplace steps down to a lovely kitchen with dining area. Walk out through double sliding doors onto a private deck for one of two outdoor living spaces. There is an office/den as well as a powder room on the first floor. Upstairs there are two generous-sized bedrooms and a full bath. The lower room is finished into a very large family room with a woodstove, bathroom and laundry. Open the sliding doors to a patio for the second outdoor space perfect for entertaining friends or a quiet space to relax. The location is only a few minutes to the center of Woodstock and a short drive to Killington. Call for a private viewing.

Fully furnished condo nestled in a small quiet community just 5 minutes from Historic Woodstock. Super location! This unit is in very good condition- first floor is comprised of a den/bedroom with pocket doors for added privacy and an adjacent 3/4 bath. Spacious living room anchored by a newer propane fireplace to curl up with a book on a cold winter day. A couple of steps down takes you into a renovated kitchen with small eating area overlooking the back deck. Tall ceilings allow this space to feel spacious with an abundance of natural light. Second floor consisted of a very large primary bedroom with ample closets and sitting area. A full bathroom and the second bedroom are perfect size for guests. Lower level has a walk out patio with new slider doors, large family room with a small kitchen and eat-in area, spacious laundry and 3/4 bathroom. Newer Buderus boiler. Pets are allowed- Offered furnished with all new custom curtains. Come take a look at this turnkey property

The Richmond House Unit B , Woodstock Village. An enduring Woodstock landmark, the iconic Richmond House (c.1826) is a proud brick Federal distinguished by its softly weathered rose-hued patina and refined architectural detail. Set on more than an acre behind a classic white picket fence and thoughtfully reimagined under the direction of Laurence Rockefeller, the property comprises three luxurious residences in the heart of the Village.Unit B occupies the top two floors and offers over 3,200 square feet of beautifully appointed living space with the feel of a private home. The main level features gracious living and dining rooms with a wood-burning fireplace, a spacious family room, and an en-suite study or guest bedroom with its own fireplace. The kitchen opens to the family room and is filled with southern light. A built-in bar near the dining area leads to a private balcony overlooking the Village and landscaped grounds, perfect for morning coffee or evening entertaining.The upper level opens to a charming landing with built-in bookcases, a serene primary suite, and an ensuite guest bedroom. A rear Carriage House provides covered garage and storage. With timeless character, refined interiors, and walk-to-everything convenience, this is a rare opportunity to own one of Woodstocks most photographed and cherished historic homes.

Classic Vermont farmhouse just minutes from the heart of Woodstock. This charming 4 bedroom, 2-bath home offers the character of a traditional New England property with comfortable, move-in-living spaces. The home features a bright eat-in kitchen, spacious dining room, and a welcoming living room with a wood-burning fireplace--perfect for cozy Vermont evenings. Freshly painted interiors and updated flooring provide a clean, inviting feel while preserving the home’s classic farmhouse charm. An attached barn/garage offers excellent storage and flexible space for outdoor gear, a workshop, or hobby area--ideal for those who enjoy Vermont's year-round outdoor lifestyle. Located just a short drive to the Village Green in Woodstock, the property also provides convenient access to hiking, biking, and skiing at nearby Killington Resort. Whether you are seeking a full-time residence or a Vermont getaway, this property offers an excellent opportunity to enjoy one of Vermont’s most desirable areas at an attractive price point. Call today for a private viewing.

THE SUGAR HOUSE — Beautifully renovated in 2007, this light-filled Vermont home is ideally located in the heart of historic Bridgewater, just 10minutes from the charm, dining, and culture of the village of Woodstock. Offering the perfect balance of four-season recreation and classic New England character, the property is equally suited as a primary residence, weekend retreat, or investment opportunity. The home features three bedrooms, two updated bathrooms, an open-concept kitchen and living area, and fully modernized systems for easy ownership. Outside, enjoy a true Vermont lifestyle with nearby swimming holes, hiking and biking trails, horseback riding, the Bridgewater Mill, and local favorite Ramunto’s Pizza all within easy reach. The VAST trail is located just behind the property, providing direct access to winter adventures and peaceful summer walks through the Green Mountains. A spacious two-car garage includes a large second-floor workshop or studio space, while the charming chicken coop offers flexibility for hobby farming, storage, or relaxed evenings outdoors. Perfectly positioned for ski enthusiasts, the home is just a short drive to Killington Resort, Pico, Okemo, and Saskadena Six, making it an exceptional base for enjoying some of Vermont’s best skiing and year-round recreation. The property also benefits from a strong and established short-term rental history, offering excellent income potential in one of the region’s most desirable tourism corridors. Move-in ready and conveniently located near outstanding schools, outdoor recreation, and the timeless appeal of Woodstock, The Sugar House is a rare Upper Valley opportunity.