$579,000 $398 per sq.ft. Winhall VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1455  |  Acres: 2.01
Listed on Tuesday Apr 7, 2026
Description: Just minutes from the slopes of Stratton Mountain Resort, this three bedroom plus den, two bath home offers an easy four season retreat with stunning views of Stratton Mountain. Set on 2 acres, it gives you convenient access to everything the area is known for, from winter ski days to summer mountain biking, golf, hiking, and village events. The home has been thoughtfully improved over time, offering a comfortable mix of mountain charm and practical updates. A newly built deck creates the perfect place to take in the view, while inside, a Vermont Castings wood stove brings warmth and character to the vaulted living space, it's ideal for cozy apres-ski evenings. The efficient layout makes for easy maintenance, and the attached two-car garage provides excellent storage for skis, boards, bikes, and outdoor gear. Offered furnished for added convenience, this is an easy opportunity to settle in and start enjoying the Stratton lifestyle right away. With important improvements already completed, the home is ready to be enjoyed from day one. See Listing Details & 34 images.

Under Contract Winhall VT Home for sale $735,000 $352 per sq.ft.

$735,000 $352 per sq.ft. Winhall VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2091  |  Acres: 4.94
Listed on Friday Jan 30, 2026
Description: While temperatures outside may be freezing, step inside and take in the incredible views of Stratton while basking in sunlight from the living room of this Vermont home. Located just one mile from the base of the Stratton Access Road and only 20 minutes from Manchester, the setting offers exceptional convenience while remaining peacefully tucked away in the private woods of Winhall. The main living spaces are warmed by a wall of windows, creating a bright and comfortable atmosphere even on the coldest winter days. Vaulted ceilings enhance the light and airy feel, while a large deck provides seamless access to the outdoors and stunning mountain views. The thoughtful layout includes four bedrooms, with two on each level, offering flexibility for family and guests. Two spacious living areas--each with its own fireplace--create inviting spaces for relaxing and entertaining. The lower level features excellent storage with abundant closets and plenty of room for gearing up. Designed for winter living, the wide eaves help keep snow away from the home, and a brand-new standing seam roof offers added peace of mind. While this home is ideal for winter, summer is equally special. Walk up the road to Coleman Hill, one of the area's most picturesque back roads, lined with century-old apple trees and surrounded by hundreds of acres of farmland. Nearby Gale Meadow offers fishing and kayaking, and the Stratton snowmaking pond is just minutes away for swimming and paddleboarding. Enjoy Stratton's 27-hole golf course, local farmers markets, hiking the AT/LT, and all that Vermont living has to offer during the warmer months. For now, while the snow is still here, the property offers quick access to Stratton, Bromley, and Magic Mountain, along with cross-country skiing at Wild Wings. This is an opportunity you won't want to miss. See Listing Details & 39 images.

$750,000 $375 per sq.ft. Winhall VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2000  |  Acres: 3.5
Listed on Friday Jan 16, 2026
Description: WAKE UP TO UNPRECEDENTED MOUNTAIN VIEWS once called Terra Bella with ownership over four decades and now this can be the Winhall/Stratton residence you have been searching for. From the moment you drive in you are captivated with incredible scenery off prestigious Pearl Buck Drive. Offered on 3.5 acres. The main level boasts newly refinished oak floors, two bedrooms, a den or living area with fieldstone wood burning fireplace and dining/living space open to kitchen with built in cabinetry for functionality. Private primary suite on upper level with additional three season sun room to enjoy the vast country side landscape you're lucky enough to witness . The lower level of the residence has three areas ready for your next project turning these rooms into a recreation room, workshop, gym, which conveniently allows you to access the oversized one car garage . Brand new deck completed this past fall just waiting for you to soak in the mountaintop views stretching from Equinox to Magic including visibility of Gale Meadow Pond. You are in the heart of ski country only a few minutes to Stratton's SunBowl or main Base Lodge, yet a short drive to Manchester. This is an opportunity for the new owner to create their own dreams lucky enough to find this rare buy. The setting is the least of your worries. Come see what we are talking about. See Listing Details & 50 images.

$795,000 $318 per sq.ft. Winhall VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2500  |  Acres: 2.33
Listed on Thursday Apr 16, 2026
Description: Stratton Chalet with INCREDIBLE Mountain Views! Recently renovated this VT mountain retreat is the perfect place to enjoy all seasons in Southern VT. Enjoy the majestic views of the summit from your hot tub and firepit all year long. The interior layout is wonderful for larger groups to gather with an expansive open entertainment area on the ground level including the kitchen, dining and living room, and all of the sleeping quarters separated one level up. The main floor includes a rustic brick wood burning fireplace and dramatic scorched wood high ceilings throughout the entire level. The backdrop of the living room is dominated by those summit views of Stratton. This home is set on over 2 private wooded acres and yet conveniently located on the last shuttle pick up before the base lodge on the Blue Shuttle line. In the summer and fall, you can sleep in until just before your tee time and stroll across the street to the 27-hole championship golf course. No detail has been overlooked on the recent renovations which include a 6-person hot tub, all new Anderson casement windows and sliders, all new flooring, exterior and interior doors, trim, all new bathrooms, sauna, and completely updated kitchen with Danby Marble from a local VT quarry. Offered fully furnished and staged with tasteful neutral decor, just bring your overnight bag and enjoy your mountain home from day one! See Listing Details & 37 images.

Under Contract Winhall VT Home for sale $829,000 $296 per sq.ft.

$829,000 $296 per sq.ft. Winhall VT Home »


Price Change! Reduced by $20,000 down 2% on March 30th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2797  |  Acres: 1.1
Listed on Friday Jan 23, 2026
Description: Experience the magic of Vermont in every season with this stunning four-bedroom, three-bathroom home directly on Stratton Mountain. Your ultimate year-round retreat. Nestled in the heart of Vermont, this property boasts two cozy fireplaces, perfect for warming up after a day of winter adventures or enjoying a crisp autumn evening. With two distinct living areas, you'll find the ideal spaces for intimate gatherings during spring blooms or lively celebrations as summer stretches into long, lazy evenings. Step outside onto the deck, where a bubbling hot tub invites you to unwind under the stars, no matter the season. The spacious kitchen is ready for your culinary explorations, from summer barbecues to winter comfort food, making it the heart of your home in every season. Whether you're savoring the vibrant colors of fall, the fresh green of spring, or the serene snowfalls of winter, this Vermont home offers a sanctuary for all seasons. Don't miss your chance to own this four-season gem. Embrace the beauty of Vermont and create memories that will last a lifetime, no matter the time of year! See Listing Details & 37 images.

Under Contract Winhall VT Home for sale $849,000 $293 per sq.ft.

$849,000 $293 per sq.ft. Winhall VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2897  |  Acres: 1.26
Listed on Friday Mar 13, 2026
Description: Nestled in the highly sought-after Forest Farms neighborhood on Stratton Mountain, this beautifully updated 5-bedroom, 3-bath mountain retreat on Sugarbush Drive offers the perfect blend of comfort, style, and breathtaking natural beauty. The home features an open-concept living space designed to showcase the stunning surroundings, highlighted by a dramatic wall of glass that frames gorgeous mountain views and fills the home with natural light. Hardwood floors run throughout the main living areas, complementing the inviting atmosphere. The spacious, updated kitchen is ideal for entertaining, seamlessly flowing into the living and dining areas. Two cozy fireplaces provide warm gathering spaces after a day on the slopes. Upstairs, the private primary suite offers a peaceful retreat set apart from guest rooms, while the home's other four bedrooms and two updated baths provide plenty of space for family and visitors. The lower-level family and game room adds additional living and entertainment space--perfect for movie nights or relaxing après-ski. A generous mudroom entrance makes mountain living easy, providing the ideal drop zone for skis, boots, and outdoor gear. With spectacular views, thoughtful updates, and a prime Stratton Mountain location, this Forest Farms home is an exceptional opportunity for a year-round Vermont getaway or ski-season escape. See Listing Details & 35 images.

$860,000 $210 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 4104  |  Acres: 1
Listed on Saturday Jun 21, 2025
Description: Mountain paradise awaits in this magnificent 5,000 sq ft Winhall retreat! Perched on a private acre with breathtaking, panoramic mountain views, this 4-bedroom, 3.5-bath home is an entertainer's dream and a serene escape. Step inside to discover a grand living room, a cozy family room, and a luxurious primary ensuite bedroom, each featuring a crackling wood-burning fireplace, perfect for chilly evenings. Cathedral ceilings soar, enhancing the spacious feel. The primary suite is a true sanctuary, boasting a spa-like bathroom with double sinks, a jetted tub, a separate shower, and an expansive walk-in closet. Enjoy private balconies directly from your bedroom, offering stunning vistas and a tranquil spot for morning coffee or evening stargazing. Beyond the living areas, this home offers an array of desirable amenities including a stylish bar, ideal for gatherings, and a dedicated exercise room to maintain your wellness routine. Strategically located, this property offers unparalleled access to outdoor adventures. Just minutes from Stratton Resort, you'll enjoy world-class skiing in winter and championship golf in the warmer months. Experience the best of Vermont living with a perfect blend of luxury, comfort, and convenience. Your Winhall dream home awaits! See Listing Details & 38 images. Includes a Virtual Tour

$950,000 $409 per sq.ft. Winhall VT Home »


Price Change! Reduced by $45,000 down 5% on April 20th 2026
5 Beds | 5 Baths |   Total Sq. Ft. 2321  |  Acres: 0.66
Listed on Tuesday Nov 11, 2025
Description: Location says it all ! Stratton Quarter Mile neighborhood on Shuttle, just a short walk home from the Village. This exceptional renovation offers an expanded floor plan with a third level.Beautiful upscale baths with tile work and craftsmanship of the highest caliber. Wood floors throughout. Open gourmet kitchen makes for premier apres ski gatherings. With 5 bedrooms/4 baths and multiple ensuite- this mountain chalet has been updated with all the comforts you expect in a luxury getaway. Two wood burning fireplaces , tasteful ambiance with warm wood ceiling and accents. A second family room is designed as a T.V. Room/den with kitchenette/bar for movie night snacks and football game halftime spreads.The floor plan offers bedrooms on each of three levels- ideal for inviting friends and multiple families.Equipped with a well designed mudroom entrance Shuttle picks you up at your driveway and an easy walk home for those who want to close down Grizzlies apres ski and bands.Roads and security fees apply. Stratton Sports Center Bond eligible and property is served by community water and sewer. What are you waiting for? This is beautifully redone and turn key. No need for a project. This mountain residence is ready to go and prime for the winter enthusiast! Stratton Mountain is calling you! See Listing Details & 55 images.

$950,000 $313 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3031  |  Acres: 1.37
Listed on Monday Dec 8, 2025
Description: Discover the perfect mountain retreat at 7 Roundtree Road, a contemporary and beautifully designed 4-bedroom home set on 1.37 private acres in one of Stratton's most sought-after neighborhoods. Ideally located just a quick drive to the Base Lodge--or simply hop on the convenient shuttle for effortless access to the slopes--this property offers the best of Stratton living in every season. Step inside to find a spacious, light-filled interior with clean contemporary lines, warm natural materials, and an inviting open layout ideal for gathering with family and friends. Large windows bring the outdoors in, while generous living spaces provide plenty of room to relax after a day on the mountain. With four well-appointed bedrooms, this home comfortably accommodates guests and offers flexible space for work, play, or quiet retreat. Outside, the expansive 1.37-acre lot delivers the privacy and peaceful surroundings you expect from a mountain home, including a covered deck with a hot tub and grill to be able to enjoy year round, all while keeping you close to the heart of the resort. Whether you're seeking a year-round getaway, a winter ski home, or a property with excellent rental potential, 7 Roundtree Road delivers contemporary style, convenience, and Stratton Mountain charm in one exceptional package. See Listing Details & 41 images.

Under Contract Winhall VT Home for sale $975,000 $428 per sq.ft.

$975,000 $428 per sq.ft. Winhall VT Home »


Price Change! Reduced by $24,000 down 2% on March 9th 2026
4 Beds | 4 Baths |   Total Sq. Ft. 2280  |  Acres: 1.42
Listed on Monday Aug 25, 2025
Description: Contemporary ski chalet on shuttle route located on a short cul-de-sac in the coveted North Brookwood neighborhood, a stone's throw from the Stratton base lodge. This 4 bedroom, 3 ½ bath home boasts an open plan, walls of windows, and floor-to-ceiling stone fireplace in the Great Room. The pass-through kitchen was fully renovated in 2021 in addition to many other upgrades. Test your skills at pool and foosball in the game room. A 2-room Primary Wing upstairs is your private oasis, with the remaining 3 bedrooms and 2 baths downstairs for family and guests. A large, tiled mudroom and owners' closet will store your gear after a long day on the slopes. Relax in the outdoor hottub tucked into the private rear patio. 1 car garage. Video included in Listing. Exterior Blink surveillance system. Stratton Road maintenance $1472 annually Water/Sewer fees: $257 quarterly. Original Stratton Bond Can Be Reinstated for $5000. Listing Agent is Owner/Seller See Listing Details & 37 images. Includes a Virtual Tour

Under Contract Winhall VT Home for sale $975,000 $233 per sq.ft.

$975,000 $233 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 4184  |  Acres: 0.98
Listed on Friday Apr 3, 2026
Description: This custom-built contemporary home was designed with large gatherings of family and friends in mind, offering a spacious layout and plenty of room to relax and entertain. You can't beat the location - just minutes to Manchester, Bromley, and Stratton, and nestled in the heart of year-round recreation. The private setting has views of Bromley's trails and is bordered by the National Forest. This well maintained 4-bedroom, 4-bath property features a newly expanded entry area designed to accommodate all your gear with ease. The dramatic open living room boasts hardwood floors, vaulted ceilings, wall-to-ceiling windows, and a fireplace, all filled with natural light.The bright chef's kitchen is seamlessly integrated with the living area and showcases thoughtfully designed cabinetry. High-end appliances include an Electrolux refrigerator, Miele dual wall ovens, a Miele stovetop with hood, and a Fisher & Paykel dishwasher.The primary bedroom suite is conviently located on the main level, with views of the National Forest, generous closet space, and an attached tiled bath with both tub and shower. Upstairs, three additional bedrooms and two baths are arranged to provide privacy and seperation. The lower-level family room offers additional living space with access to the backyard patio. Designed for recreation, this level features a ping pong table, arcade game, and wood-burning fireplace. Additionally there is a bonus room and bath. The large laundry room includes two sets of washer and dryer units, a utility sink, and a built-in drying rack.The designated spa room features a tiled floor, indoor hot tub, and sauna, with access to the back patio and an additional outdoor hot tub. Other notable features include an enclosed porch, multiple decks, a one-car garage, and a whole-house generator. This turnkey home includes new furnishings throughout. See Listing Details & 55 images.

$979,000 $187 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 5248  |  Acres: 2
Listed on Friday Mar 13, 2026
Description: This is the ultimate modern Alpine chalet, fully renovated yet boasting the classic flat-sawn balusters characteristic of mountain homes in the Alps. Three expansive floors offer sunny, well-appointed space, beginning with a roomy mudroom, three bedrooms and two bathrooms (one en-suite). Head upstairs to join your friends and family in the open-concept European kitchen/living/dining room with expanded island optimal for entertaining -- grill and wraparound deck just outside the kitchen. The fourth bedroom -- a primary suite with en-suite bathroom -- is on this level. On the walk-out lower level, a game room with pool table and a separate TV room with gas stove offer a getaway before soaking in the hot tub, within earshot of the babbling brook down the hill. Nestled in the coveted community of Strattonwald, this 4-bedroom home offers Stratton shuttle access right from the driveway. Strattonwald's rare swimming pond, sandy beach, tennis/pickleball courts, picnic area, and space to fish and kayak make it one of the area's most preferred communities. Finally -- a renovated 1BR/1BA guest house boasts space for guests, in-laws, your office, or long-term rental income. Just in time to move in, enjoy summer, and get geared up for your first season in your Vermont ski house! Call for your tour soon. See Listing Details & 60 images.

$650,000 $311 per sq.ft. Woodbury VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2088  |  Acres: 48.6
Listed on Monday Apr 20, 2026
Description: Forty-eight and a half acres of Woodbury homestead has been waiting for you. Hill pasture rolls into mixed softwood forest as you climb the old farm road into the mature maple stand, where the ghost of an old sugarhouse still lingers among the trees. Apple trees, blueberries, organic gardens, trails that invite you to lose track of time. Views of the local hills remind you exactly where you are. This land has been lived on, loved, tended well and it shows. The home sits quietly tucked away from the road, conscientiously sited to let the sun do some of the work. Passive solar design fills the interior with natural light and warmth. The kind that feels authentic rather than forced. Built with intention, the craftsmanship inside rewards a slow look. Sawn tamarack boards, hand hewn timbers, Rutland slate, salvaged Vermont hardwood floors, and custom woodwork sourced from the land itself. Architectural salvage chosen with a discerning eye complements the hand-crafted natural interior elements. Three bedrooms, two full baths, a dedicated office and plenty of common area make the interior spacious and comfortable. There is a stillness about the place that the road noise can't reach. Inside and outside space negotiate here, equally, by design. Two porches, an elevated deck, and a gazebo invite you to linger in the spaces between nature and home. Here the practical and the purposeful coexist in easy harmony. A new high-efficiency LP wall-hung boiler with individual room zones, 4.4kw of roof-mounted solar panels net metering against your electric bill, two EV charging plugs and wiring for a generator. An attached workshop and garage for the projects that never quite finish, plus sheds for wood, and equipment. A second building site was designed for the property about a decade ago adding versatility with an eye toward the future. Woodbury's many lakes and ponds are just a stone's skip away and 'city' amenities in Hardwick, Montpelier, and Morrisville are all within easy reach. See Listing Details & 60 images.

New Listing! Village of Taftsville in Town of Woodstock VT Home for sale $527,000 $289 per sq.ft.

$527,000 $289 per sq.ft. Village of Taftsville in Town of Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 1824  |  Acres: 0.42
Listed on Friday Apr 24, 2026
Description: Step into a rare offering where timeless New England charm meets contemporary comfort. Originally built in 1846 and thoughtfully reimagined, this exceptional Taftsville, Vermont residence is set along Happy Valley Brook, creating a private sanctuary defined by peace, beauty, and understated elegance. Historic character is beautifully complemented by carefully curated upgrades, including energy-efficient heat pumps, enhanced electrical systems, basement insulation, and newer windows--ensuring comfort and efficiency in every season. Recent capital improvements, such as updated siding, a newer drilled well, and new oil and propane tanks, underscore the home's turnkey reliability, while generator-ready capability provides an added layer of confidence. Enjoy a kitchen built for making memories anchored by a newly installed and sleek granite island perfect for connection and celebration. Outdoors, the revitalized grounds invite both quiet relaxation and effortless entertaining, all framed by the natural splendor of this picturesque village setting. Positioned on coveted Happy Valley Road, the property offers a lifestyle as desirable as the home itself--where morning strolls and evening bike rides become part of your daily rhythm. Just minutes from the boutiques, dining, and charm of Woodstock, as well as convenient access to Interstate 89, this location perfectly balances a charming, village-like setting with accessibility. Imagine summer evenings spent beside the gently flowing stream, gathered around a glowing fire under the stars--an experience that captures the very essence of elevated Vermont living. Showings begin at the open house on Sunday, April 26th, from 1-3pm. See Listing Details & 49 images. Includes a Virtual Tour

Under Contract Woodstock VT Home for sale $530,000 $276 per sq.ft.

$530,000 $276 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $165,000 down 31% on April 17th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1920  |  Acres: 6.88
Listed on Friday Sep 12, 2025
Description: This tidy, well maintained Mid-Century Ranch home is conveniently located just 1.5 miles from the Village Green. Perched on a sunny knoll with a southern valley view, this well maintained home features open concept kitchen/dining, a large, bright living room, three bedrooms all with oak floors, a walk out basement providing opportunity for guest accommodation, or a hobby/play room. The 2 car garage with ample storage above is connected by a breezeway. 3 mini splits for efficiency and comfort. Backup generator, pellet stove, wood stove. Newer heat pump water heater, new windows. Huge shed barn for storage or workshop. See Listing Details & 43 images.

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