luxury houses for sale West Windsor, United States

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

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.

Located in the heart of the charming hamlet of South Woodstock, the iconic John Arnold Cottle House is widely considered one of Woodstock's finest early residences. Built in 1811, and listed on the National Historic Register, this stately home has been thoughtfully restored and lovingly stewarded over the years honoring the period detail while creating the perfect unification of antiquity and modern functionality. The bright, spacious rooms flow seamlessly for daily living or entertaining. The impressive Kitchen-Great Room is anchored by a generous brick fireplace, sweeping 17’ cathedral ceiling, and steps out to a private deck overlooking the brook, fields and trail systems beyond. There is a lovely Primary ensuite bedroom, two additional guest rooms and a cozy loft space on the second level. The Kingsley Barn has been transformed into an impeccably appointed two-bedroom lofted guest house with a heated studio space below, and a strong rental history. Cross the brook to the fields and find another barn for storage or animals. Direct access to the GMHA and VAST trail systems for riding, hiking, cross country skiing, and recreation. A short stroll to South Woodstock Store, Kedron Valley Inn and Ransom Tavern. 5 minutes’ drive to Woodstock Village Green.

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.

This spacious, bright, impeccably maintained hilltop retreat checks all the boxes, with stunning long-range views to both the southeast and northwest. Open concept kitchen with granite counters, maple cabinetry, pantry, excellent quality stainless steel appliances, and mudroom entry. Private deck and porch for outdoor entertainment. The living room is anchored by a brick wood-burning fireplace, and French doors opening to a generous dining room with an expansive view to the east. Oak plank floors run throughout the main level. Primary bedroom ensuite with huge walk-in closet, and a private deck. There are two additional bedrooms on the main level. Heading downstairs, there’s a spacious media/family room with a wood burning stove, a tiled space ideal for home gym, yoga studio, potting room, laundry room, and utility room with a work bench, storage and state of the art mechanicals. The barn-garage has a lovely one-bedroom-in-law, or au-pair suite, parking for two, and plenty of room for hobbies. Mature flowering trees and shrubs established perennial beds, and a greenhouse. Solar array provides electricity at no cost. Owned Tesla storage batteries in the event of a power outage. Conveniently located within close proximity to Woodstock, Upper Valley, DHMC.

A magical Vermont setting, complete with a private pond and visits from a great blue heron. A tree-lined approach welcomes you to this wonderfully open and beautifully proportioned three-bedroom, two-bath log home with desirable southerly exposure.The main level features an expansive open kitchen and a spacious dining room that flows naturally into the family room, where exceptional natural light creates a bright and inviting atmosphere. The cathedral ceiling living room features a lovely bay window. A deck spanning the length of the home provides generous outdoor space from which to enjoy the peaceful surroundings.The lofted upper level includes a bedroom, full bath, and open workspace. The lower level offers a wonderfully private bedroom with direct exterior access. An expansive mudroom entry features a soapstone wood stove and laundry area, along with access to ample storage.Bright, updated baths with tile surrounds, a whole-house dehumidifier, a new roof, excellent stonework, lovely grounds, and an exceptional level of care further distinguish the property. A charming sugarhouse offers flexible space for garden equipment, a workshop, or a childrens playhouse, completing this truly special Vermont retreat.

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.

Historic character, beautifully reimagined for modern Vermont living. Minutes from Woodstock Village, this extensively renovated four-bedroom home pairs the warmth and authenticity of its 150-year-old wide-pine floors and exposed beams with a remarkable collection of recent improvements. At the heart of the home is a brand-new, high-end kitchen with Bosch appliances and newly installed natural bluestone radiant heat flooring, complemented by thoughtfully updated baths, including one with a beautifully executed marble walk-in shower. A dramatic new three-story addition, wrapped in oversized casement windows, introduces abundant natural light and generous new living space while creating a compelling architectural counterpoint to the original home. Nearly every major element has been addressed: new ultra-durable Everlast Advanced Composite siding, interior paint, new roof, all new windows, heat and AC pumps throughout, and a whole-house generator provide the comfort, efficiency, and peace of mind of a thoroughly updated property. Outside, the setting is quintessential Vermont. A new natural bluestone patio and walkway open to an expansive, level lawn bordered by the Kedron Valley Brook, where natural swimming holes invite summer afternoons by the water. Established landscaping, a pond, firepit, and the sound of the brook create an unexpectedly private retreat remarkably close to town. The property also features a historic 2,100-square-foot classic red barn with approved septic plans, offering incredible potential for unique expansion. Just minutes from Woodstock Village, with excellent proximity to the Mt. Peg trail system, Woodstock Inn & Resort amenities, and GMHA, this is a rare opportunity to enjoy the soul and craftsmanship of an historic Vermont home with the ease, light, and livability of a comprehensive modern renovation. Old Vermont soul. Entirely new chapter.

Tucked into the hills of South Woodstock, this charming Cape-style home offers privacy, mountain views, and a wonderful setting on 4.6 acres of lawn and woodland. Built in 1988 and thoughtfully remodeled in 2014, the home combines classic Vermont character with inviting, updated living spaces across three levels.The heart of the house is an open kitchen, dining, and gathering area with wide-plank wood floors, exposed timber accents, natural wood cabinetry, granite countertops, a professional-style gas range, and a breakfast bar. A woodstove set against a striking stone surround adds warmth to the gathering room, while generous windows bring the outdoors in. A separate living room provides a comfortable place to unwind.Upstairs, two bedrooms feature charming rooflines and wood floors, while a beautifully appointed bath offers a clawfoot soaking tub, separate tiled shower, and beadboard detailing. The walkout lower level features a spacious third bedroom, a three-quarter bath, and attractive cork flooring, providing comfortable accommodations for guests and additional living flexibility.Outside, an expansive deck overlooks the lawn, woodland, and surrounding hills, ideal for relaxing or entertaining. A covered entry, standing-seam metal roof, and attached two-car garage add practical appeal.Conveniently located near South Woodstock, Woodstock Village, and Route 4 toward Killington, the property offers year-round access to skiing at Killington and Saskadena Six, hiking, recreation, restaurants, and shopping throughout the Ottauquechee Valley. An inviting primary residence or Vermont getaway.

Nestled in the heart of historic Woodstock. This 1875 colonial abuts Mt. Peg with direct access to the trail system. A large shed in the backyard could be used as a workshop and/or storage, ample space for gardening and very private backyard for entertaining. The house had some upgrades to the kitchen and bathrooms and still boasts some of the original features including hardwood floors in the bedrooms upstairs. First floor has a mudroom, large, oversized kitchen with cherry cabinets, stainless steel appliances and stone countertops anchored with an island and opens to the dining area. There is a handsome set of French doors that walk out onto a stone patio. The living room is spacious with a wood-burning fireplace and a small room that could be used as an office. The second floor has 3bedrooms and a full bath. The primary bedroom has ample space to add a separate bathroom. This home has a newer heating system. It's a great project for a buyer wanting to put in some sweat equity and refurbish this lovely old home. Walk to town with easy access to all amenities including restaurants and stores. Easy access to mountain biking, hiking and cross-country skiing. There is an inspection report available. Come take a look- this house is located in a wonderful neighborhood and waiting for the perfect buyer to embrace a fun project.

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.

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.

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 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.

Classic Vermont farmhouse just minutes from the heart of Woodstock. This charming 4-bedroom, 2-bathroom home offers the character of a traditional New England property with comfortable, move in ready 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.

Historic Rowen Farm is an extraordinary Vermont country property, where 87.92 private acres across 2 separately deeded parcels of reclaimed meadow, woodland, brooks and mountain views surround an exceptionally restored circa-1812 Federal farmhouse. Restored stone walls trace the land, woodland trails invite exploration, and open meadows extend toward the ridgeline, creating a setting that feels both expansive and intimate.Inside, exceptional historic preservation meets refined modern comfort. Original wide-plank floors, exposed beams, doors, period details and 4 wood-burning fireplaces are complemented by updated kitchen, baths and lighting by Teaselwood Designs. The home unfolds with a welcoming flow as the renovated kitchen opens to breakfast, dining and living spaces filled with natural light and views. Porches and decks extend living outdoors, while a mudroom, ski/gear room, laundry and outdoor shower make returning from mountain or trail effortless.The 4-bedroom, 5-bath layout is equally suited to quiet weekends or a full house. A first-floor ensuite guest room offers privacy, while a library/office leads to a separate wing with bonus room, 3/4 bath and exterior entrance, creating flexibility with potential for a private first-floor suite.Outside, the property becomes its own four-season retreat, with room to hike, bike, explore or simply enjoy the quiet. A farmer maintains the meadows, preserving the pastoral setting, while the relocated town road enhances setback and privacy. A barn/garage with loft and lean-to adds storage and character.A comprehensive 2003 restoration by skilled craftsmen included major system upgrades and a full basement excavated beneath the original house. A 4-bedroom wastewater system was permitted in 2022 and a new shingle roof completed in 2026. High-speed fiber internet keeps you connected. Offered largely furnished with limited personal exclusions. Just 8 miles from Okemo, with easy access to Woodstock and Killington.

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.

There is something timeless about classic New England character, and this beautifully situated Cape captures that feeling while offering the privacy and space to truly escape. Built in 1990 and set on 42 acres, the property unfolds through expansive fields, peaceful woods, and beautiful views, creating a private sanctuary just minutes from town.The winding driveway through the trees is the first hint of what awaits a sense of arrival and separation from the everyday hustle. Once home, the combination of open land, mature trees, and long-range views creates a setting that feels wonderfully removed, yet remains remarkably convenient.Inside, classic Cape style meets comfortable living, with a warm, elegant atmosphere that feels equally suited to quiet mornings and gatherings with friends. Outdoors, the possibilities are just as appealing. The fields provide room to roam, garden, play, or simply enjoy the changing seasons. A pond on the property was once used for winter skating and adds another layer of New England charm to this special setting.For those who need room for projects, hobbies, equipment, or simply more storage, the detached three bay garage includes a workshop, while an additional barn with traditional sliding doors offers even more covered space. Whether you're looking for a peaceful country retreat, room to pursue your passions, or simply a place where coming home feels like an escape, this property offers an uncommon combination of privacy, beauty, character, and convenience.Open house Saturday 9/5/2026. 1:00-3:00pm