luxury houses for sale Windsor County, United States (page 2)

Set on 18 private acres, Popple Fields is a very special Vermont property one that feels less like a house that was built and more like a home that was lovingly crafted.Built in 1989 by its owner, a true master craftsman, this Williamsburg saltbox reproduction reflects a lifelong appreciation for traditional architecture, fine woodworking, and the quiet beauty of things made by hand. The builder was a skilled Windsor chair maker whose work was featured in Yankee Magazine, and that same extraordinary attention to detail can be felt throughout the home.Inside, the craftsmanship is warm and beautifully understated. Wide plank wood floors, paneled walls, reclaimed beams, layered moldings, and custom woodwork give the rooms an authentic sense of age and character. The house has the gracious proportions and enduring appeal of an earlier era, while offering the comfort and livability of a thoughtfully designed modern home.Originally created as a bed and breakfast. There are inviting spaces for conversation and entertaining, along with quieter rooms that offer privacy and retreat. The result is a home that feels equally natural filled with family and friends.The land is every bit as evocative. Stone walls, established gardens, wildflowers, fruit trees, and a blueberry patch unfold across the 18 acres. There is a wonderful feeling of discovery here paths to wander, gardens to tend, places to sit, and changing views through every season.A woodworking barn adds another layer of possibility, A genuine space for woodworking, craftsmanship and other creative pursuits. Just outside the charming village of Chester, Popple Fields is ideally situated to enjoy skiing, hiking, and exploring the surrounding countryside.But what makes this property truly distinctive is something that is difficult to replicate: the hand of the maker. The home carries the mark of the craftsman who designed and built it. This is a private VT retreat to be enjoyed for generations.

Discover the possibilities of this spacious Weston retreat, offering over 5,400 square feet of finished living space and a remarkably flexible layout just 8 miles from Okemo Mountain Resort. Designed with two complete living levels, each featuring its own kitchen, primary ensuite, living and dining areas, laundry, screened porch and separate exterior entrances, the home offers exceptional versatility for extended stays, remote work, recreation and gatherings.The main level is highlighted by a dramatic great room with soaring ceilings, exposed timber trusses, warm wood floors and a loft overlooking the living space. The spacious kitchen features granite countertops, a center island, gas range and pantry. The walkout lower level offers its own complete living areas, additional flex rooms and radiant floor heat, providing comfortable, independent spaces within the home.An attached two-car garage includes workshop and storage areas, with finished bonus space above. Outside, enjoy landscaped grounds, stonework, a patio, expansive lawn, 1/2 basketball court and the West River along the property's southern boundary. A whole-house generator adds convenience and peace of mind.Minutes from Weston village, with its renowned theater, shops and restaurants, and within easy reach of Okemo, Bromley, Magic Mountain and Stratton, the location offers year-round access to Vermont's mountain lifestyle. A distinctive property offering the space, flexibility and comfort to enjoy Vermont on your own terms.Per FEMA mapping, the residence is in Zone X (0.2% annual-chance flood hazard), while portions of the land are in higher-risk areas. Improvements include the nearby state-replaced bridge and recent drainage work on the front of the property creating a swale, berm and raised driveway to help redirect runoff. Sellers do not carry flood insurance. Flood history, mitigation details and mapping are available in disclosures.

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.

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

Tucked away on a private drive just off Route 14, this thoughtfully designed three-bedroom, two-bath Ranch offers comfortable single-level living with room to grow. An open floor plan, hardwood floors, and abundant natural light create a warm and inviting atmosphere, while the southwest-facing orientation fills the home with sunshine throughout the day. The spacious primary bedroom suite provides a peaceful retreat, and the kitchen opens to the dining area, where sliding doors lead to a Trex deck overlooking the backyard; an ideal setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. An established vegetable garden offers the opportunity to grow your own seasonal produce, while the generously sized laundry and mudroom adds everyday convenience. Nearby river access provides opportunities for recreation. The full unfinished basement offers exceptional potential for future expansion, whether you envision additional living space, a home gym, workshop, or hobby area. An oversized garage provides ample room for vehicles, outdoor equipment, and storage. Designed with efficiency and convenience in mind, the home features a Lochinvar Knight Series boiler, mini-split air conditioning, central vacuum, a newer water heater (2019), a 9 kW roof-mounted solar array, and wiring for a portable generator to provide peace of mind during outages. Offering privacy, modern mechanical systems, and easy access to South Royalton and all that the Upper Valley has to offer, this well-maintained property is ready to welcome its next owners.

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 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.

Tucked away on a quiet country road, this well-maintained 4-bedroom Cape home offers the peaceful Vermont setting so many buyers are searching for. Set on 12.86 acres, the property has been a place where generations have gathered, and now it's ready for its next chapter. Thoughtfully updated and meticulously cared for, the home features a new roof along with numerous improvements that provide confidence and convenience for years to come. Inside, the practical floor plan includes a desirable first-floor primary bedroom and first-floor laundry, making everyday living comfortable and accessible. The remaining bedrooms offer flexibility for guests, a home office, hobbies, or creative space. Step outside to enjoy beautifully landscaped grounds, a spacious deck built around an above-ground pool, and the quiet surroundings that define rural Vermont living. Multiple barns and sheds provide exceptional versatility, whether you're looking for a workshop, tractor or recreational vehicle storage, equipment space, or even a former horse stall ready for new possibilities. Combining privacy, usable acreage, and a property that has been lovingly maintained over the years, this home offers the opportunity to enjoy country living without sacrificing comfort. Whether you're looking for room to spread out, space for projects, or simply a peaceful place to call home, this property is ready to welcome its next owners.

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.

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.

Conveniently located between Okemo Mountain and Killington Resort, this comfortable home and property offers an appealing combination of location, space, and privacy. Both resorts are just a short drive away, making this a practical home base for enjoying the slopes and all that the area has to offer.The main level features a spacious open floor plan with plenty of room for gathering, dining, and relaxing after a day outdoors. Downstairs, you'll find three bedrooms, two bathrooms, and a bonus room offering flexible space for guests, recreation, or a home office.Set on just over an acre, the property enjoys a private and peaceful setting while remaining conveniently located. Lake Amherst access near Hawk Resort is also a short distance away, adding another option for enjoying the area during the warmer months.With an established rental history, this property offers an opportunity for those looking for a Vermont getaway with the potential for continued rental use. A straightforward, well located home with room to enjoy in every season.

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.

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.

Vermont Mountain Retreat where adventure meets the view.At the top of the mountain, where the air feels a little crisper and the pace of life slows down, this distinctive Vermont log home offers a setting that makes every season feel special. Expansive mountain views stretch beyond the trees and can be enjoyed from the large decks, lawn and nearly every gathering space.The architecture is authentically rustic, with handcrafted log walls, warm wood ceilings, a massive stone fireplace and natural materials throughout. The spacious great room is made for gathering, with soaring ceilings, walls of windows, a dramatic fireplace and direct access to the view-filled deck. A generous kitchen and dining area provide plenty of room for family and friends, while multiple outdoor spaces extend the living well beyond the walls.Outside, the setting feels natural yet cared for, with stonework, mature woods, open lawn and a screened gazebo tucked into the trees. A detached garage/barn adds flexibility and storage. This is a place for adventure without giving up comfort. Ski at Okemo, Stratton, Bromley or Magic Mountain, explore miles of hiking and snowshoeing, ride the VAST trail, or simply step outside and take in the quiet and beauty of the Vermont mountains. At day's end, gather around the fire and watch the sunset over the mountains.Despite the feeling of being away from it all, Weston Village is close by, offering restaurants, shops, theater and quintessential Vermont village life.Rustic, inviting, spacious and unmistakably Vermont, this is mountain living at its best.

A wonderful retreat on 35+/- acres in Chester is ready for new owners to enjoy. The gated, serpentine driveway threads its way through the woods and by the large pond, taking in the lovely, open meadow with stone works and gardens leading to the classic custom 2+ bedroom, 3 bath chalet in an absolutely charming setting. As if transported from the Alps, the architectural features, such as handsome exposed wood beams, cathedral ceiling with a large wrought iron chandelier, a dramatic wooden spiral staircase and ceramic tile, all echo elements of style from the slopes of Northern Italy. The current owners have restored and upgraded each of the three full baths with a spa-like sensibility and added cosmetic upgrades to the kitchen and throughout the home. The cozy living room features a woodburning fireplace and as well as a mini split to warm and cool off as needed. The cheerful kitchen with quartz counters and breakfast bar adjoins the dining area. A three-quarter bath with a luxurious tiled shower completes the first floor. The spiral stairway leads to a spacious light filled living/play area with a wood burning fireplace and a balcony to enjoy the stunning view. A third floor loft/aerie makes a wonderful study or play area. A solar array with two Tesla batteries offsets the electric bill and protects the property in a power outage. The two car garage is neatly tucked under the patio that features an inviting hot tub. Out front, the stone patio will delight with its custom granite picnic table and benches- a remarkable conversation piece! There are trails to hike through the woods, frontage along the Williams River for trout fishing, an old stone foundation, and a delightful pond with a floating dock to swim and relax with friends and family, all in a mesmerizing setting within 5 min. to the Chester village. Close to Okemo and several other ski mountains. This unique property would make an awesome vacation or full time home.

Classic Alpine Chalet with Guest House and Amenities. Embrace the Vermont mountain lifestyle in this four-season retreat, where classic 1970's alpine design meets the beauty of its natural surroundings. More than a private retreat, this property is a gateway to the many pleasures of Southern Vermont, from skiing and snowshoeing in winter to hiking, tennis, gardening, farmers markets, antiquing, galleries, Manchester shopping, the Weston Playhouse and Northshire Bookstore throughout the year. Set on a picturesque property with a private pond, tennis court and delightful gardens, the estate offers peace, privacy and plenty of opportunities to enjoy the outdoors. The main residence was designed to bring the outdoors in, with dramatic cathedral ceilings and expansive walls of glass that fill the rooms with light and frame views of the mountains, gardens and woods. A cozy den with brick fireplace is a comfortable spot to unwind, while a game room offers space for entertaining. There are three spacious bedrooms, including a private en-suite, along with two additional baths, one featuring a jetted tub and private sauna. A massive wraparound deck provides a wonderful place to take in the mountain setting. A split-rail fence creates a courtyard where you will find a curated flower garden, and the tennis court offers hours of play. The separate guest house provides complete privacy and includes a cathedral-ceilinged main room, bedroom and full bath, adding approximately 1,000 square feet of living space not included in the main house square footage or room count. A meandering path winds through the woods to a serene pond. Just 2 miles from Weston Village, 25 minutes to Manchester and within 30 minutes of four ski areas, this is a special Vermont retreat and a wonderful base for enjoying all that the area has to offer in every season.

Perched above Weston's coveted Dale Road in a private woodland setting, this handsome expanded cape was designed by Raymond Austin, architect of the famed Weston Playhouse. The home exudes graciousness and attention to detail in a living space that offers both cozy warmth and a light and open feeling. Surrounded by country gardens and with a south facing deck and mountain views, the property is a slice of Vermont heaven both inside and out. The first floor has a welcoming mud room with laundry and powder room, a relaxed family room/kitchen with wood burning fireplace, walk-in pantry, and deck access, a formal dining room and spacious living room with gas fireplace, and a private bedroom with ensuite bath. The second floor includes 2 guest bedrooms, one currently used as a home office, sharing a full bath, plus a primary suite with a large bedroom, ensuite bath, and walk in closet. The full dry basement offers plenty of storage space, and the attached 2 car garage will be a special comfort in the winter months. Thanks to fiber optic internet and a standby generator, you'll be able to communicate and work from home while enjoying the peace and quiet of your own Green Mountain retreat. Weston is one of Vermont's most picturesque and vibrant villages, graced with the Weston Theater, The Vermont Country Store, dining at The Hub and The Left Bank, concerts at Kinhaven, and four seasons of outdoor recreation within a short drive to Stratton, Bromley, Magic, and Okemo Mountain resorts. Come see this special property for yourself, and you may well become its next lucky owners! Showings begin September 2.

Set at the end of a quiet country road and surrounded by 45 private acres, this quintessential Vermont farmhouse offers a rare combination of history, space, and natural beauty. Built in 1750 and lovingly held by the same family for the past 40 years, this charming four-bedroom, one and a half bath residence encompasses 2,620 square feet with inviting living spaces, natural light, wood floors, and the timeless character only a historic home can provide. The thoughtfully arranged main level features a primary suite, along with a second bedroom that offers excellent flexibility as a nursery, home office, or guest space. A formal living room with hearth and fireplace provides a warm gathering place, while the inviting dining area features a picture window framing views of the Green Mountains and peaceful surrounding landscape. The second level offers two additional bedrooms and a versatile den, providing comfortable space for family, guests, work, or hobbies. A separate studio with beautiful views adds even more flexibility and can be accessed from the main house or through the attached shed and mudroom area. An unfinished attic offers excellent storage space and future potential. Outside, open fields, mature trees, walking trails, gardens, and a peaceful pond create an idyllic setting for enjoying the Vermont landscape, while the classic red barn adds both charm and versatility. Whether envisioned as a private country retreat, working farm, recreational getaway, or full-time residence, this remarkable property offers endless opportunities to embrace the beauty and tranquility of Vermont living. This is an estate property and is being offered in As-Is condition. Buyers are encouraged to conduct their own due diligence and inspections.

SERENA LODGE is a one-of-a-kind private mountain estate where timeless architecture, natural beauty, and the Vermont lifestyle come together to create an extraordinary legacy retreat. Inspired by Rockefeller's famed Adirondack Great Camp, The Point, this nearly 9,000-square-foot residence is nestled on over two acres overlooking a crystal-clear brook, with the gentle sound of cascading waterfalls flowing year-round. Serena Lodge combines the privacy and scale of a standalone mountain estate with the convenience of being part of the established Hawk Mountain Resort community. Through the association, owners benefit from road maintenance, snow removal, emergency services, and property management, making ownership easier and more turnkey, particularly for those enjoying Serena Lodge as a second home.Perfectly positioned for four-season recreation, Serena Lodge is approximately 20 minutes from both Killington and Okemo Resorts, about 30 minutes from the quintessential New England village of Woodstock, and just minutes from championship golf, pristine lakes for swimming, kayaking, scenic trails and fishing.Designed by Daniel Pratt of Robert Carl Williams Architects as a multigenerational retreat, Serena Lodge offers six en-suite bedrooms, including a private primary wing with fireplace, sitting room, and balcony. The spectacular Great Hall forms the heart of the home, with soaring timber beams, a monumental stone fireplace, walls of windows that fill the home with natural light and an open kitchen created for effortless entertaining. Beyond the Great Hall, a loft studio, expansive Adirondack room, family room, workshop, and multiple living spaces provide abundant room for family and friends to relax, connect and enjoy the home in comfort and privacy.

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!

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.

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.

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

With sweeping views of Mount Ascutney, this exceptional home offers the Vermont lifestyle so many buyers dream of. A place where family and friends gather, traditions begin, and every season brings new adventures. Thoughtfully expanded over time, it blends two living spaces into one inviting home, offering generous room to be together while providing comfort and privacy for everyone.The newer addition features an open concept kitchen, dining, and living area anchored by a custom stone fireplace and dramatic floor to ceiling windows framing the mountain views. A sun-filled deck invites morning coffee, summer entertaining, or cozy apr?s ski evenings. The primary suite is a private retreat with its own deck, ensuite bath, walk in closet, and dedicated office.The original wing offers four additional bedrooms, a kitchen, living area, and its own deck, creating an ideal space for guests or extended family. Whether enjoyed as one expansive residence, configured for private guest accommodations, or explored for its income-producing rental potential, the flexible layout adapts to a variety of lifestyles.Located in the heart of Brownsville. Just minutes from Mount Ascutney's trails and outdoor recreation, and within easy reach of Woodstock, Okemo, Killington, and the Upper Valley, this is a rare opportunity to own a true Vermont retreat where unforgettable memories are made all year long, with the added flexibility of potential rental income when you're away.

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.