Winhall VT Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
1,633
Status:
Active
MLS#:
5110111
Type:
Single Family
Lot size:
0.41 Acres
Year built:
1964
Courtesy: Josiah Allen Real Estate, Inc.
View additional info

ADDITIONAL INFORMATION

This picture perfect energy conscience geo-thermal (saves big on heating or AC) and electric vehicle friendly, well maintained log home is offered fully furnished! The great room has a large brick gas fireplace, vaulted ceiling and warm wood floors - a place to put your feet up after a day on the slopes. There is a spacious dining area off the mudroom/entryway and an updated kitchen with soapstone counters and stainless appliances. The main floor of the home has two bedrooms and 2 full baths and there are two separate staircases to the upstairs bunk room and loft areas. Off the kitchen there is a deck for outdoor grilling. The house has a recent 3 BR septic system (2018) and the basement/crawl space is foam insulated and has a vapor barrier. Cell service, wifi and internet, as well as 200 amp electrical panel is all here. A pleasure to show.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,000
Status:
Active
MLS#:
5108777
Type:
Single Family
Lot size:
3.5 Acres
Year built:
1970
Courtesy: Winhall Real Estate
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ADDITIONAL INFORMATION

Perched high on Pearl Buck Drive, this distinctive Vermont home is all about location—and the scenery is truly exceptional. Sweeping mountain vistas capture both Stratton and Bromley, creating a dramatic backdrop in every season, from autumn color and snow-covered peaks to long summer sunsets. The road also carries a special local connection to Pearl S. Buck, the Pulitzer- and Nobel Prize-winning author, humanitarian, and civil rights advocate who purchased property in Winhall in 1950. Inside, warm wood floors, natural light, brick accents, and a striking fieldstone fireplace give the home classic Vermont character. Generous gathering spaces and expansive windows make the most of the setting and views. The kitchen and baths offer an opportunity for thoughtful updates, allowing the next owner to create a style of their own while investing in a location that would be difficult to duplicate. A spacious unfinished basement provides excellent room for future expansion, recreation, a workshop, or additional storage. Stratton Mountain is just minutes away, putting skiing, snowboarding, golf, dining, and year-round recreation within easy reach. Whether envisioned as a full-time residence, weekend retreat, or four-season base camp, this property offers the combination buyers value most: extraordinary views, convenient access, Vermont character, and exciting potential. The home is being offered unfurnished. Certain listing photographs have been virtually staged using AI to help prospective buyers visualize the scale and potential use of the rooms. Furnishings and décor shown in those images are not included in the sale.

Beds:
4
Baths:
6.00
Sq.Ft.:
3,206
Status:
Active
MLS#:
5108444
Type:
Single Family
Subdivision:
Vermont Ventures
Lot size:
2.1 Acres
Year built:
1977
Courtesy: Berkshire Hathaway HomeServices Stratton Home
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ADDITIONAL INFORMATION

Discover this truly exceptional Vermont Mountain Retreat just seven miles from Stratton Mountain, perfectly located for four-season living! Boasting an inviting open layout great for spending time together, southern exposure and an abundance of natural light this beautifully renovated home has been updated in a sophisticated Vermont rustic style with all the comforts. Enjoy the Luxurious primary suite with its own gas fireplace and sitting area with southern views, 3 additional ensuite bedrooms plus a Bonus room, and a large Family Room. A spacious mudroom entry provides plenty of storage and the private office makes it easy to work while you are here. Eight interior mini splits provide year-round comfort, while a two-car garage with EV charger adds modern convenience. Step outside and experience your own Private Resort. With a stunning in-ground pool, expansive patio areas, and bubbling hot tub, all surrounded by beautifully designed landscaping by Mark Wright. Private and peaceful yet wonderfully close to Stratton, Bromley, and Magic Mountains, this is an extraordinary Vermont escape designed for memorable weekends and truly exceptional mountain living.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,830
Status:
Active
MLS#:
5108248
Type:
Condo
Year built:
1986
Courtesy: Nathan Auction & Real Estate Inc.
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ADDITIONAL INFORMATION

This 3-bedroom,3-bathroom, Tri-level Piper Ridge "Tunbridge" Townhome/Condo has a full facing view of the face of Stratton Mountain. It is basically in original condition. It is completely empty and the interior has just been completely painted. The family is aware that some upgrades will be required to accommodate new owner's taste. The listed price of $679,000-below assessment- {$757,600} - reflects this. The Piper Ridge community is managed by a healthy HOA including: on-site Sports Center, club house, pool, gym, tennis, pickleball, sauna and pick up and drop off Winter shuttle services to the base of Stratton Mountain. It's a great Ski/Snowboard community with 4-season recreational opportunities, High amenities, Stratton Mountain vibes and all that Southern Vermont has to offer!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,040
Status:
Active
MLS#:
5108069
Type:
Single Family
Lot size:
0.32 Acres
Year built:
1968
Courtesy: Berkshire Hathaway HomeServices Stratton Home
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ADDITIONAL INFORMATION

***Open House Sunday 9/6/26 11:00-1:00*** Charming, comfortable, and ideally situated, this expanded 3-bedroom, 2-bath A-frame captures the essence of a Vermont retreat. Perfectly located just 6 minutes to Bromley, 8 minutes to Manchester Center, and aprox 15 minutes to Stratton Mountain, endless mountain recreation and dining are right at your doorstep. A spacious enclosed porch doubles as a functional mudroom, the ideal drop zone for ski gear and outdoor attire before you step inside. The light-filled living room invites you to unwind by the cozy gas stove, offering all the ambiance of a wood fire without the hassle. The layout flows into a dining space that accommodates an eight-person table, complemented by counter seating for three. The partially updated kitchen boasts stylish butcher block countertops, fresh cabinetry, a new electric range, and new flooring, with direct sliding door access to the back deck for effortless outdoor dining and grilling. The main-floor primary suite features a refreshed private bath and new Andersen sliding doors opening directly to the deck. Upstairs, two additional bedrooms offer flexible space for guests, served by a full bath just at the foot of the stairs. Recent upgrades include a mini split installed; new windows upstairs; new Andersen sliding glass door in primary bedroom; tankless hot water heater; freshly painted interior and exterior; updated primary bath 2025; updated part of kitchen 2025; clear plastic section of roof over mudroom replaced apx 2 years ago.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,380
Status:
Active
MLS#:
5107687
Type:
Single Family
Lot size:
1.37 Acres
Year built:
1990
Courtesy: Stratton Real Estate
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ADDITIONAL INFORMATION

Escape to the mountains and enjoy everything Stratton, Vermont has to offer in this fabulous 4 bedroom, 4 bath contemporary home, ideally located on a private cul-de-sac in the heart of Stratton Resort. Designed for gathering with family and friends, the home features a spacious open floor plan with a cathedral-ceiling living room, wood-burning fireplace, open kitchen and dining area, and plenty of room to spread out. The main level features a primary en-suite bedroom. Upstairs, you'll find a second en-suite bedroom, an additional bedroom with a nearby full bathroom, and a private loft perfect for reading, relaxing, or watching TV. The lower level offers a bunk room, full bathroom, and cozy family room with a second wood-burning fireplace - ideal for games, puzzles, and movie nights. With four bedrooms, four bathrooms, two en-suite bedrooms and minisplit units, the home offers plenty of space and comfort for family and friends. Outside, enjoy the hot tub, fire pit, deck with grill, stone patio, and flat one-acre lot - perfect for outdoor fun and winter sledding. During the winter season, the home is conveniently located on the Stratton Mountain shuttle route, making trips to and from the slopes easy. A large garage provides plenty of storage for skis, snowboards, bikes, and paddleboards. From ski days and warm fires to summer grilling and evenings in the hot tub, this beautiful Stratton retreat is made for year-round Vermont vacations. This property offers an opportunity to skip the waiting list for the Stratton Mountain Club! Don't miss out!

Beds:
3
Baths:
2.00
Sq.Ft.:
976
Status:
Active
MLS#:
5107482
Type:
Single Family
Lot size:
10.76 Acres
Year built:
1987
Courtesy: Stratton Real Estate
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ADDITIONAL INFORMATION

A rare Stratton ownership opportunity with exceptional amenities and possibilities. The purchase presents an opportunity for the buyer to bypass the Stratton Mountain Club waiting list, subject to Club approval and payment of all associated fees.. Also included with the property is an active Stratton Mountain Homeowner Membership Bond, with the buyer responsible for the applicable transfer fee. Privately set just off the Stratton access road, 7 Wood Rock offers a unique combination of convenience, privacy, and natural beauty. The 10.76-acre property features a private pond, generous outdoor space, and an impressive amount of garage and storage capacity, ideal for the mountain lifestyle. The main living level is highlighted by vaulted ceilings and an inviting open-concept living and kitchen area. A cozy dining nook and sliders open to a spacious deck overlooking the pond, creating a peaceful setting for entertaining or simply enjoying the surrounding landscape. A bedroom and full bath complete this level. The first floor features high ceilings, two additional bedrooms, a bathroom, laundry, mudroom, and a former garage that now provides substantial storage space. A separate four-bay garage offers exceptional room for vehicles, recreational equipment, mountain gear, or a workshop. Significant improvements include new plumbing, mechanical systems, roof, and A/C, providing important updates for comfortable year-round use. The residence is being offered furnished, allowing for a seamless transition to your Stratton retreat. Originally constructed as a guest cottage with the vision of eventually adding a larger residence, the expansive acreage offers intriguing possibilities to explore for the future. Whether enjoyed as it is today or envisioned as the foundation for something more, the combination of a private pond, substantial acreage, privacy, extensive storage, and access opportunities at Stratton makes 7 Wood Rock a truly distinctive mountain property.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,400
Status:
Active
MLS#:
5107395
Type:
Single Family
Lot size:
1.83 Acres
Year built:
1983
Courtesy: Stratton Real Estate
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ADDITIONAL INFORMATION

11 Round Tree Road, Winhall, VT 05340 A landmark on Round Tree Road, this house has inviting curb appeal with its stone façade and archway. With 1.83 acres the house has a very private setting in back for the patio, fire pit and hot tub. Unique U-shaped driveway has plenty of room for friends and family. Appropriately sized mud room for all the gear. Downstairs family room with fireplace and kitchenette. Wonderful staircase leading to the second floor. Great open living space and bedrooms throughout including a useful loft with bathroom. Quality metal roof sheds snow easily. A must-see property at Stratton.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
5107205
Type:
Single Family
Lot size:
1.03 Acres
Year built:
1975
Courtesy: Four Seasons Sotheby's Int'l Realty
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ADDITIONAL INFORMATION

Escape to the mountains in this charming A-frame, ideally located between the bustling town of Manchester and the area's best ski mountains. This home is your perfect base for year-round adventure, putting you just minutes from world-class skiing, hiking, mountain biking, and shopping. Inside, you'll find a comfortable layout featuring 3 bedrooms, 2 bathrooms, and a home office that can easily flex to accommodate extra guests. Cozy up by the wood-burning fireplace after a day on the slopes or soak up the sun on the inviting deck. This isn't just a home; it's a gateway to the best of Vermont. Septic system is being replaced and completion date in early October.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,890
Status:
Active
MLS#:
5106334
Type:
Single Family
Lot size:
1.09 Acres
Year built:
1971
Courtesy: Four Seasons Sotheby's Int'l Realty
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ADDITIONAL INFORMATION

Experience four season Vermont living at 33 Burnt Hill Road in Strattonwald, a recreational community in Winhall just minutes from Stratton Mountain. Set on 1.09 wooded acres, this three bedroom, two bath mountain home combines privacy and Vermont character with access to the Strattonwald swimming pond and beach, tennis courts and winter shuttle service to Stratton. Inside, natural wood, exposed beams and a brick fireplace create the warmth of a classic Vermont retreat. The updated kitchen opens to the dining area, while multiple living spaces provide room for family and friends. The expansive four season sunroom is a highlight, with a vaulted ceiling and walls of glass overlooking the surrounding woods. An additional office or den offers flexibility, and the attached one car garage adds everyday convenience. Late summer means days at the pond and evenings around the firepit. Fall brings hiking, foliage and cool evenings by the fire. When winter arrives, Strattonwald's shuttle makes ski days at Stratton remarkably easy, with Bromley and Magic Mountain also nearby. Manchester is within easy reach for dining, shopping and entertainment. Whether the day is spent swimming, hiking, skiing or simply enjoying the quiet of the woods, 33 Burnt Hill Road offers an inviting home base for experiencing Southern Vermont in every season.

Beds:
2
Baths:
2.00
Sq.Ft.:
960
Status:
Active
MLS#:
5106209
Type:
Condo
Year built:
1978
Courtesy: The Haven Group
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ADDITIONAL INFORMATION

Tucked at the end of a quiet back road less than one mile from the Stratton Access Road, The Winhall Condos offer a peaceful mountain retreat with convenient access to both Stratton and Manchester. This updated 2-bedroom, 2-bath residence features an open-concept kitchen, living, and dining area, two elevated decks, and beautiful views of Stratton Mountain. Offered furnished and ready to enjoy, the unit makes an ideal Vermont home base for skiing, hiking, biking, golf, swimming, and year-round adventures throughout Southern Vermont. The intimate six-unit association is composed of second-home owners who value its quiet, close-knit atmosphere and relaxed vacation-home setting. Limited short-term rentals are permitted, while full-time residency is not allowed. With reasonable HOA fees, a convenient location, mountain views, and a welcoming community, this is an easy and appealing place to enjoy Vermont in every season.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,416
Status:
Active
MLS#:
5105544
Type:
Single Family
Subdivision:
Vermont Ventures
Lot size:
1.78 Acres
Year built:
1978
Courtesy: Four Seasons Sotheby's Int'l Realty
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ADDITIONAL INFORMATION

Set among sun-dappled woodlands along a peaceful country road, this distinctive post-and-beam home captures the charm of a Vermont sugar shack with the warmth of a classic ski-country retreat. This furnished three bedroom, two bath home offers 1,416 sq ft of inviting living space, thoughtfully designed for both full-time living and memorable getaways. Inside, the vaulted Great Room immediately draws you in with soaring ceilings, warm wood floors, exposed beams, and a dramatic stone fireplace with hearth and wood-storage nook, the ideal gathering place after a day on the slopes or a summer hike. The open kitchen features a breakfast bar and custom stained-glass bar cabinet, creating an inviting space for entertaining. A slider opens to the expansive 400 sq ft deck, where tranquil pond views set the stage for morning coffee, summer dinners, or quiet evenings under the stars. The main level includes a screened porch, welcoming mudroom, bunk room, guest bedroom with deck access, full bath, and laundry closet. Upstairs, a windowed landing leads to a charming loft overlooking the Great Room, offering a cozy reading or relaxation area and generous storage. The vaulted primary suite is a private retreat with his-and-hers closets, sitting area, and en-suite with sauna. Custom wrought-iron fixtures and abundant woodwork enhance the home's warm, authentic character and complement the home's woodland setting. Offered furnished, this turnkey Vermont getaway is equally suited to full-time living, a second home, or a memorable vacation retreat. Enjoy breathtaking views of Stratton Mountain beyond nearby horse-farm paddocks, on your way to Stratton's four-season activities, Manchester's renowned shopping and dining, and Southern Vermont's many outdoor adventures and cultural offerings. Trails toward Gale Meadow Pond are just down Winhall Hollow Road. A unique Southern Vermont retreat ready to create memories for years to come.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,225
Status:
Active
MLS#:
5105387
Type:
Condo
Lot size:
3.2 Acres
Year built:
1965
Courtesy: www.HomeZu.com
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ADDITIONAL INFORMATION

TURN-KEY VERMONT MOUNTAIN RETREAT JUST MINUTES FROM BROMLEY & STRATTON! Beautifully renovated in 2021, this fully furnished 3-bedroom, 2-bath condominium offers the perfect combination of Vermont charm, modern comfort, and year-round recreation. Located just one minute from Bromley Mountain and approximately ten minutes from Stratton, this property is ideally situated for skiing, hiking, mountain biking, golf, shopping, and all that Southern Vermont has to offer. The spacious interior features an updated kitchen with granite countertops and stainless-steel appliances, comfortable living spaces, and a cozy wood stove perfect for relaxing after a day on the slopes. Large windows bring in natural light and showcase seasonal mountain views, while the covered wraparound porch provides the perfect place to enjoy your morning coffee or unwind after a day of adventure. This 1,225-square-foot condo includes three bedrooms, two full bathrooms, ample parking, a newer heating system, and a newer well system. Offered fully furnished and move-in ready, buyers can begin enjoying the property immediately. The property has been successfully operated as both an Airbnb and VRBO rental and includes an established rental history with future reservations in place. Short-term and long-term rentals are permitted, making this an excellent opportunity for personal use, investment, or both. Conveniently located near Bromley Mountain, Stratton Mountain, Magic Mountain, and the shops and restaurants

Beds:
3
Baths:
3.00
Sq.Ft.:
2,322
Status:
Active
MLS#:
5105009
Type:
Single Family
Lot size:
1 Acres
Year built:
2001
Courtesy: The Haven Group
View additional info

ADDITIONAL INFORMATION

Set among the trees just minutes from Stratton Resort, this spacious 3-bedroom, 3-bath mountain home combines beautiful views, flexible living spaces and plenty of room for family and friends. The dramatic main living area features soaring vaulted ceilings, warm wood accents, a floor-to-ceiling stone fireplace and an impressive wall of windows that fills the home with natural light and brings the outdoors in. The open-concept kitchen, dining and living areas create an inviting setting for gathering after a day on the mountain. Glass doors open to an expansive wraparound deck, perfect for outdoor dining, morning coffee or simply relaxing while taking in the surrounding scenery. At the end of the day, unwind in the private hot tub beneath the Vermont sky. Three comfortable bedrooms are complemented by two bonus rooms and two dens, providing exceptional flexibility for additional sleeping space, a game room, home office, exercise area or quiet retreat. The lower-level den offers a comfortable second gathering space, making it easy to host a full house while still giving everyone room to spread out. A convenient entry mudroom provides practical storage for skis, boots and outdoor gear. Whether you are looking for a ski getaway, a year-round Vermont retreat or a home with room to host family and friends, this inviting property offers the space, comfort and mountain atmosphere to enjoy every season near Stratton. Open House Sunday 9/6 from 11am - 1pm Year round Stratton mountain retreat near Stratton with vaulted ceilings, a stone fireplace, wraparound deck views, and a private hot tub. Stop by Sunday, we'd love to show you around!

Beds:
7
Baths:
10.00
Sq.Ft.:
9,915
Status:
Active
MLS#:
5104104
Type:
Single Family
Lot size:
42.93 Acres
Year built:
2002
Courtesy: Wohler Realty Group
View additional info

ADDITIONAL INFORMATION

Privately situated in a most beautiful setting, this grand Vermont estate commands a remarkable landscape, with Stratton Mountain rising majestically beyond the tree line. A sweeping private drive sets the tone for an extraordinary arrival; open meadows, a serene pond, and beautifully preserved grounds before revealing the 9915 SF residence itself and massive barn. There's an immediate sense of permanence here.Thoughtfully positioned for complete privacy, the 7 ensuite Bedroom/9.5 bath home possesses the scale, presence, & quiet grandeur reminiscent of New England's great legacy estates. Its architecture feels substantial yet entirely at home within its surroundings, balancing stately proportions and refined craftsmanship with the warmth and authenticity of a distinguished country property. Expansive lawns, pastoral vistas, mature trees, and distant mountain views create a magnificent natural setting on 42.93 acres, while the home stands as its centerpiece: elegant and enduring.The Main Residence features multiple gathering spaces, three fireplaces, beautiful wood floors, impeccable stonework, fine woodworking and upscale details. It's grand in scale, warm in spirit, and created for gathering. Meticulously crafted stone archways, wood beams and oversized timber mantels frame the hearths. A generous chef's kitchen with premier appliances and custom design was conceived for those who appreciate the art of cooking and the pleasure of company. An extraordinary barn enhances the property with it's interior grand lodge room framed with reclaimed barn beams, a 2 story stone hearth, ideal for entertaining and apres ski fun, guest quarters with kitchen and 3 bay garage.This represents Vermont country living at its most distinguished a rare convergence of masterful craftsmanship, remarkable acreage, architectural character, and an incomparable natural setting. It's a home for generations to gather. Just 5 minutes to the Stratton Mountain Access Road,20 min to Manchester

Open House:

Saturday, 10/10 8:00-11:00AM

More Open House Info >

Beds:
6
Baths:
4.00
Sq.Ft.:
4,017
Status:
Active
MLS#:
5103259
Type:
Single Family
Subdivision:
Stratton Mt
Lot size:
0.77 Acres
Year built:
1965
Courtesy: Derek Greene
View additional info

ADDITIONAL INFORMATION

Selling very close to the assessed value of $1,126,100!!! This 2026 town assessment just made this property a REAL DEAL because the Owner wants 1,200,000. This property can be sold furnished or unfurnished with closing before the ski season is here. 6 bedrooms and 3.5 bathrooms to accommodate your family and guests. Enjoy 2 primary suites with attached baths and one is on the main floor. Walk in closets for the primary bedrooms and a mini split on the 3rd floor primary for air conditioning in the hottest months. There's also a sweet porch off the 3rd floor that feels like a tree house. 3 real wood fireplaces to cozy up to. A chef's kitchen at the heart of this home with big open spaces for large groups to gather. There's a gas grill connected to the house line just outside the kitchen slider doors. It's covered too! Porches surround this entire home for you to enjoy nature without leaving the house. The corner lot is a very short distance to the Stratton Gondola. Fireworks at the mountain can be enjoyed from the porch or yard. This real estate investment is worth a look in person. Stratton is also close the shopping outlet town of Manchester, theatre and restaurants in Dorset and Bromley Mtn. Driveway can fit 10 cars and 2 more in the garage.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,878
Status:
Active
MLS#:
5102830
Type:
Single Family
Lot size:
1 Acres
Year built:
1989
Courtesy: Four Seasons Sotheby's Int'l Realty
View additional info

ADDITIONAL INFORMATION

Embrace Vermont living with this fully furnished, 4-bedroom, 3.5-bath contemporary home located just minutes from Stratton Mountain Resort. Situated on a serene 1-acre lot along a quiet road, this move-in-ready sanctuary offers effortless mountain comfort, high-end entertaining space, and practical updates throughout. Quality architectural details welcome you into a bright main level boasting a spacious kitchen, dining area, and expansive living room centered around a cozy fireplace—perfect for unwinding after a day on the slopes. Designed for active outdoor living, the home features a dedicated ski room right inside the entry from the attached two-car garage to keep your gear organized and dry. Upstairs, comfortable bedrooms offer plenty of space for guests and a fun-filled loft complete with pool and foosball tables. The finished lower level functions as a private second primary suite with generous storage. Outside, year-round enjoyment continues with a covered hot tub and a dedicated fire pit for cool mountain evenings. Offered furnished, this property is ready for immediate use as an alpine getaway or turn-key primary residence.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,752
Status:
Active
MLS#:
5101868
Type:
Single Family
Subdivision:
High Meadow
Lot size:
1.12 Acres
Year built:
1994
Courtesy: Wohler Realty Group
View additional info

ADDITIONAL INFORMATION

Set within the exclusive High Meadow community, one of Stratton's most prestigious mountain enclaves, 6 Sunset Ridge is an extraordinary resort residence of post and beam architecture & impeccable craftsmanship. Positioned to capture sweeping views of Stratton Mountain, this exceptional residence offers an unparalleled lifestyle in one of Stratton's most sought-after luxury neighborhoods. From the moment you arrive, the home's commanding presence is unmistakable. A classic cedar shake roof and classic architectural design create an atmosphere of refined mountain elegance while framing spectacular views from nearly every angle. A magnificent floor-to-ceiling fireplace anchors the grand living room, creating a dramatic yet inviting space for entertaining & cozy après-ski evenings. An additional family room offers a comfortable game and gathering space, while the thoughtfully designed floor plan provides exceptional comfort & privacy. The chef's kitchen is beautifully appointed with rustic mountain character and timeless craftsmanship. Rich custom wood cabinetry, exposed timber beams, premium appliances, abundant storage, & a generous center island create the perfect setting for everyday living & effortless entertaining. The dining area is filled with natural light & picturesque mountain views. Designed with comfort in mind, the home features 5 generously sized bedrooms. The primary suite is a private sanctuary with an expansive layout, spacious walk-in closet, & oversized spa-inspired ensuite bath. Four additional bedrooms provide inviting accommodations for family & guests. Oversized covered porches & an impressive stone patio extend the living spaces outdoors. Perfectly located to take advantage of year round recreation, the winter shuttle picks you up at the driveway and delivers you to the Base Lodge, while summer biking trails and golf are just 5 minutes away. Residence is Sports Center eligible, is served by the resorts water and sewer. Extraordinary Residence!

Beds:
6
Baths:
6.00
Sq.Ft.:
5,568
Status:
Active
MLS#:
5098800
Type:
Single Family
Subdivision:
High Meadow
Lot size:
1 Acres
Year built:
1988
Courtesy: Wohler Realty Group
View additional info

ADDITIONAL INFORMATION

Expansive Stratton Mountain Resort Residence with exceptional floor plan and renovation! Featuring an upscale redesign of two top floor primary suite bathrooms, updated kitchen and expanded finished lower level, this home is ready for mountain living and endless entertaining! Designed with multiple gathering rooms and fireplaces, you'll enjoy apres ski with and an incredible open floor plan. Game rooms, bar, 2 fireplaces and outdoor patio. Interesting architectural features with curved staircase, high ceilings, and light filled spaces. The gourmet kitchen opens to a grand dining room where you can host large dinners on winter weekends and holidays and during those summer golf and hiking excursions. Well designed for large groups, multiple or extended families with 6 bedrooms, 5.5 baths. Custom ski room, attached garage, and Stratton Resort winter shuttle that picks you up at your driveway and delivers you to the Base and Village. Enjoy the use of the Stratton Sports Center and Stratton's 36 hole golf course. This is one of High Meadow's iconic Resort residences with the updated features you look for in your Vermont Mountain Escape. This is a home for all seasons and the Vermont lifestyle you are looking for! Showings Begin Friday, July10th.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,104
Status:
Active
MLS#:
5098019
Type:
Single Family
Lot size:
1 Acres
Year built:
1987
Courtesy: Four Seasons Sotheby's Int'l Realty
View additional info

ADDITIONAL INFORMATION

Where Mountains Meet Modern Living: Perched just moments from the energy of Stratton Mountain Resort, this contemporary mountain home reimagines what a Vermont getaway feels like. From the moment you step inside, the design does exactly what a great contemporary home should: it steps back and lets nature take center stage. Massive, soaring windows act as living art pieces, framing sweeping, panoramic mountain views from every single room. Whether you are prepping a meal, lounging by the fire, or waking up in the primary suite, the connection to the landscape is seamless. This home was built for an active, balanced lifestyle, emphasizing connection, wellness, and effortless entertaining. Rise and Align: Start your morning in the dedicated home workout space. Roll out a yoga mat, find your flow with a view of the peaks, or power through a session on the erg and free weights while watching the morning fog lift from the valley. Gather Around: The heart of the home is a dramatic, light-filled great room anchored by a magnificent stone fireplace—the ultimate anchor point for swapping stories after a day on the slopes. Unwind and Reconnect: Pour a drink at the built-in bar, head downstairs to the game area, or step out onto the expansive deck to breathe in the crisp, silent Vermont air. Four Seasons of Adventure: While winter brings world-class skiing just minutes away, the warmer months unlock championship golf, hiking, and the vibrant local culture of Winhall.When the day winds down, the primary suite offers a private retreat, complete with its own crackling fireplace and a balcony made for stargazing through the clear mountain night. It's a space designed to let you recharge deeply before doing it all over again tomorrow. If you've been looking for a home that captures the true essence of Vermont—where modern design meets rugged, natural beauty—25 Benson Fuller Road is waiting. Reach out today to schedule your private tour and experience these views in person!

Beds:
3
Baths:
4.00
Sq.Ft.:
5,072
Status:
Active
MLS#:
5097749
Type:
Single Family
Lot size:
1 Acres
Year built:
1989
Courtesy: Stratton Real Estate
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ADDITIONAL INFORMATION

Your Ultimate Vermont Mountain Retreat Awaits! Luxury log home plus a 2,250 sqft guest house! Just 4 miles from Stratton & minutes to Bromley, this inviting log home is the perfect year-round escape - crafted for adventure, relaxation, and making lasting memories in every season. Whether you're hitting the slopes in winter, hiking through summer trails, or soaking in the stunning fall foliage, this property delivers! Plus, it's only a 10-minute drive to Manchester, where you'll find excellent dining and local shops. Step inside the main house to a soaring great room with exposed beams, a dramatic stone fireplace, and lodge vibes that scream cozy comfort. At the heart is a chef's kitchen that opens to a bright sunroom and dining area, ideal for gathering with family and friends. Fireplaces throughout, plus a game-packed entertainment zone with pool table, shuffleboard, arcade games, TVs, and a wet bar bring endless fun indoors. With 3 bedrooms, 2 bonus rooms and 4 bathrooms, there's room for everyone to relax in comfort. But that's not all - this expansive property also includes a 2,250 sqft guest house with an open kitchen, 1.5 baths, covered porch, and an epic downstairs arcade/bar. Outside is a private playground for all ages: fire pit, hot tub, full outdoor kitchen with fireplace, TV, and grills. Enjoy the pond, playground, horseshoes, and a court for basketball, pickleball, or badminton. Whether you're carving fresh powder, basking in summer nights or soaking in Fall colors - this is Vermont living on a whole new level!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,520
Status:
Active
MLS#:
5097091
Type:
Single Family
Lot size:
2.39 Acres
Year built:
1980
Courtesy: Winhall Real Estate
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ADDITIONAL INFORMATION

First time on the market, this spacious mountain home has been lovingly maintained by one family since it was built in 1980. Tucked away on a generous double lot at the dead end of a private road, the setting offers privacy along with a true Vermont feel—quiet and peaceful. Inside, the home features a bright, open layout with abundant natural light and warm woodwork throughout, creating an inviting and comfortable atmosphere. Recent improvements, including a new roof and new decks, add value and provide great spaces to relax or entertain outdoors. With four large bedrooms and two additional bonus rooms, there's plenty of flexibility. Located just approximately 3 miles from Stratton Mountain, you'll have easy access to year-round activities. In the winter, enjoy some of southern Vermont's best skiing and snowboarding, while the warmer months offer golf, hiking, mountain biking, and a vibrant village with dining, shopping, and events. This property offers space, privacy, and proximity to everything Stratton has to offer.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,598
Status:
Active
MLS#:
5094616
Type:
Condo
Year built:
1986
Courtesy: Four Seasons Sotheby's Int'l Realty
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ADDITIONAL INFORMATION

Experience four-season Vermont living in this beautifully appointed end-unit townhome in the highly sought-after Highgate neighborhood at Piper Ridge, one of Stratton Mountain's premier resort communities. Located in Winhall, Vermont, just minutes from Stratton Mountain Resort, this spacious 3-bedroom, 3-bath residence offers exceptional privacy, abundant natural light, and flexible living spaces. A detached garage—a unique feature at Piper Ridge—provides protected parking from Vermont's winter weather and substantial additional storage for skis, golf clubs, and outdoor gear. The thoughtfully designed floor plan features expansive living and entertaining spaces highlighted by a dramatic floor-to-ceiling stone fireplace, vaulted ceilings, and multiple outdoor decks that connect indoor and outdoor living. A den/family room offers additional gathering space, while a loft with a full-size bed and privacy screen provides an additional sleeping area. Enjoy your own indoor hot tub and sauna room, with the flexibility to convert it into an additional bedroom. Piper Ridge residents enjoy one of the area's most comprehensive amenity packages, including a year-round sports and fitness center with an indoor pool, hot tub, fitness room, racquetball, tennis and pickleball courts, locker rooms, and owners' lounge. During the winter season, a private shuttle provides convenient transportation to Stratton Village, the ski slopes, dining, shopping, and resort activities. This exceptional Stratton-area townhome combines comfort, privacy, convenience, and resort-style living in the heart of Southern Vermont.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,288
Status:
Active
MLS#:
5094344
Type:
Single Family
Lot size:
1.05 Acres
Year built:
1974
Courtesy: Winhall Real Estate
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ADDITIONAL INFORMATION

Ideally located between Manchester and the mountains, this home offers the perfect blend of convenience, comfort, and Vermont charm. Just 10 minutes to Stratton, 5 minutes to Bromley, and 12 minutes to Manchester, you'll enjoy easy access to skiing, dining, shopping, and year-round recreation. Inside, the home features a spacious living room filled with natural light, creating a warm and inviting atmosphere for gathering and entertaining. Numerous bonus spaces throughout the home provide flexibility for additional sleeping areas, a home office, workout room, or play space. The finished walk-out lower level adds even more living space and functionality, while the corner lot offers a nice yard and deck perfect for relaxing, outdoor dining, or enjoying the fresh mountain air. From ski season to summer adventures, this inviting home offers the perfect setting to enjoy Vermont year-round.

Beds:
6
Baths:
7.00
Sq.Ft.:
5,896
Status:
Active
MLS#:
5092802
Type:
Single Family
Lot size:
1.49 Acres
Year built:
2001
Courtesy: Stratton Real Estate
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ADDITIONAL INFORMATION

Direct views of Stratton Mountain set the stage for this exceptional post-and-beam residence, offering a rare combination of luxury living, entertaining space, and rental flexibility. Handcrafted timber framing creates warmth and character throughout, while four fireplaces including a gas fireplace in the primary suite enhance the home's mountain atmosphere. Designed for gathering, the lower level features a full bar, game room, family room, and wood-burning fireplace, creating an ideal setting for après-ski entertaining. The primary suite serves as a private retreat with a spa-like bath, indoor sauna, hot tub, and oversized shower. Outdoor living is equally impressive. The expansive deck functions as a four-season outdoor kitchen and lounge complete with a covered porch, wood-fired pizza oven, gas grill, and gas fire pit. A landscaped level yard provides additional usable outdoor space, while a second outdoor hot tub extends the home's resort-style amenities. Recent improvements include updated Thermador appliances and a new roof. Additional features include a heated two-car garage and direct access to the Stratton shuttle route. A standout feature is the home's ability to operate as two fully independent residences, each with its own kitchen and laundry. This flexible configuration creates opportunities for personal use, hosting guests, or maximizing rental income throughout the year.

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Andrea D. Conner, License 71221, Xome Inc., License 68390, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Ste 100, Lewisville, TX 75067


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Winhall Real Estate

Winhall is located in Vermont. Winhall, Vermont has a population of 648. Winhall is more family-centric than the surrounding county with 43.9% of the households containing married families with children. The county average for households married with children is 22.94%.

The median household income in Winhall, Vermont is $69,375. The median household income for the surrounding county is $63,448 compared to the national median of $69,021. The median age of people living in Winhall is 41.6 years.

Winhall Weather

The average high temperature in July is 79 degrees, with an average low temperature in January of 8.8 degrees. The average rainfall is approximately 53.3 inches per year, with 106.7 inches of snow per year.

Winhall Map

Winhall Real Estate Market Conditions

  • Median sales price

    $742,500
    19.1%
    change since last quarter
  • # Active listings

    50
    30-day change

Winhall Schools and Demographics

Education near Winhall, VT

City County
High School Graduates 95.81 94.01
College Degree - 2 year 11.26 8.62
College Degree - 4 year 43.05 38.5
Graduate Degree 12.14 12.4
Expenditures per Student 20,852 20,852
Students per Teacher 17 17

Elementary Schools near Winhall, VT

Grades Students P/T Ratio ZIP
Dorset Elementary School PK - 08 213 11.2 05251
Flood Brook USD #301 PK - 08 322 11.1 05148
Jamaica Village School PK - 06 65 10.5 05343
Manchester Elementary/Middle School PK - 08 385 9.2 05255

Demographics near Winhall, VT

City County
Neighborhood Type
Population 648 37,235
Population Density 15 55
Median Age 41.6 46.4
People per Household 2.4 2.5
Median Household Income 69,375 63,448
Average Income per Capita 37,359 35,475

Real estate near Winhall