Winhall Vermont Real Estate

Discover this quintessential Vermont ski chalet, perfectly set on a quiet dead-end road with views of Bromley Mountain from the property. Warm and inviting, the home is filled with natural wood throughout, creating the classic mountain-home atmosphere buyers love. Offering both charm and convenience, the location is ideal—just 2.5 miles to Bromley Mountain, 10 miles to Stratton, and only 8 miles to Manchester’s restaurants, shops, indoor ice rink, and year-round amenities. Whether you’re looking for a cozy retreat after a day on the slopes or a peaceful getaway surrounded by nature, this chalet delivers the perfect blend of privacy, comfort, and Vermont mountain living. Seasonal lease in place through April 19, 2026—buyer may close afterward or assume the lease with rental income prorated at transfer.
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. Property is being sold as is. Septic has failed. State Permit and design and Quote to replace found in documents.
Charming updated 4 bedroom ski chalet. With all fresh paint, new flooring, a totally remodeled bathroom, and less than 5 years on the new roof and high efficiency furnace, the heavy lifting has been done for you. Warm up next to the cozy wood burning fireplace after enjoying your time at anyone of the nearby world class ski resorts like Stratton, Bromley, or Magic Mountain. The open concept kitchen, living, and dining room is a great space for cooking, entertaining, or relaxing. When you don't feel like preparing a meal, the lovely village of Manchester is right down the hill with excellent and plentiful dining options. All the bedrooms are bright and cozy and make the perfect place to retire to as you rejuvenate for your next day of adventure. Don't miss this opportunity to get a great home without breaking the bank. *Previous buyer was unable to obtain financing due to their personal/financial situation.
Escape to a charming two-bedroom adorable chalet where function meets tranquility. The living room is enhanced by exposed beams and skylights that welcome abundant natural light. The traditional fireplace adorned with decorative tile invites cozy conversation on snow filled nights. The This home features 1.75 baths, a dedicated laundry room, and a versatile flex space ready to be your home office or enviable workshop. The outdoor wood burning fireplace enhances apres ski adventures and al fresco dining. All this nestled on two sprawling mountain acres graced by the peace and charm of a natural spring.
Nestled in the woods on a generous private lot, 44 Lake Road is a contemporary Vermont retreat offering peaceful seclusion with big-sky views of Stratton Mountain. Designed to blend with its natural surroundings, this home features warm wood accents, soaring ceilings, and walls of glass that bring the outdoors in. The open main living area is ideal for apres-ski gatherings, with a spacious great room, wood-burning fireplace, and sliders that open to an expansive deck overlooking the forest and mountain vistas. Multiple levels provide excellent separation of space with comfortable bedrooms, a lofted flex area, and bonus rooms perfect for guests, recreation, or work-from-home needs. Outside, enjoy the quiet of the trees, the serenity of your private setting, and easy access to everything that makes this area special. Located just minutes to Stratton Mountain Resort, skiing, snowboarding, golf, dining, and the shops of Manchester and Londonderry, this is an ideal getaway or year-round home base in the heart of southern Vermont. Keep all your toys in the 14 x 17 Barn
Immerse Yourself in Vermont Charm: Contemporary Home in Strattonwald! Live the Stratton dream in this stunning 3-bedroom, 2-bathroom contemporary home nestled within the Strattonwald community at Stratton Resort, VT. This impeccably designed home offers the perfect blend of modern comfort and rustic charm, ideal for your next Vermont getaway. Unwind and reconnect with a spacious living area featuring a warm and inviting wood burning fireplace, perfect for cozy evenings after a day on the slopes. The open concept layout that flows seamlessly from the living area to the fully equipped kitchen is ideal for entertaining family and friends. The lower level den/office space with 2 futons provides a dedicated area for work or relaxation. The mudroom with laundry room completes the lower level. Strattonwald Convenience: This beautiful home is situated within the Strattonwald community, providing winter shuttle bus service to the Stratton Resort, tennis and pickle ball courts, swimming pond, volleyball and picnic grilling area. Strattonwald features easy access to all that Stratton Resort has to offer, including: World-class skiing and snowboarding Picturesque hiking and biking trails Shopping, dining, and entertainment options Don't miss your chance to experience the magic of Vermont!
Lovingly renovated and move-in ready, this 3-bedroom chalet is your ideal mountain escape in the sought-after Strattonwald neighborhood. Take in beautiful views of Stratton Mountain from the comfort of your home while enjoying the warmth and character of this thoughtfully updated retreat. Inside, you'll find a brand-new kitchen and updated bathroom, stone wood burning fireplace, gleaming hardwood floors, and fresh paint throughout -creating a light, inviting space for year-round enjoyment. Strattonwald offers the full Vermont lifestyle with tennis courts, pickleball, a swimming pond with beach, and a winter shuttle to Stratton Mountain just minutes away. Whether you're entertaining apres-ski, relaxing in summer sunshine, or taking in the fall colors, this home combines mountain charm with modern ease. Don't miss the opportunity to own a turn-key home with views, location, and lifestyle all in one. Seller is related to the listing Agent (Mother/Daughter)
Welcome to your ideal Vermont retreat where comfort, style, and location converge! This upgraded 4-bedroom home, complete with a versatile bonus room, has been meticulously maintained and offers an open floor plan perfect for gathering and everyday living. The kitchen shines with stainless steel appliances and a new professional grade dual-fuel convection range. East and south facing windows ensure plenty of light on even the snowiest days, while the deck and living room feature expansive views of the surrounding mountains and provide an inspiring backdrop for relaxing or entertaining. A spacious mudroom and attached garage add everyday convenience after a day at the slopes or in town. Set in a quiet neighborhood on a cul-de-sac, the property offers privacy yet is an easy drive to Manchesters shops, dining, and amenities. Best of all, the home is minutes to three different ski areas, making it a perfect base for winter adventures. Whether you’re carving turns at Bromley, exploring Stratton, or experiencing the joys of Magic Mountain, the slopes are always close.
17 Signal Hill Road offers Vermont charm in a secluded mountain setting. With over 2,400 square feet of living space, this five-bedroom, three-and-a-half-bath home has been thoughtfully maintained and move-in ready. The main level features a spacious living room with a dramatic fieldstone fireplace, vaulted ceilings, and skylights that fill the home with natural light. A loft overlooking the living room provides a versatile space for reading, relaxing, or playing. The kitchen and dining area flow seamlessly into the living room, with sliding glass doors opening onto a sunny deck perfect for outdoor dining or enjoying a morning cup of coffee. The primary suite is on the main floor, with wood floors. Two bedrooms and bathroom are on the second floor, while two more bedrooms are on the lower level, along with a finished walk-out basement for flexible living. A secondary living room is also on the lowest level. A convenient mudroom entry keeps the home organized after a day on the slopes. Set on 1.3 acres with winter mountain views of Bromley Mountain. Minutes to Manchester, Stratton, and Bromley, this home is a year-round Vermont retreat.
This irresistible renovated Forest Farms contemporary with 3 bedrooms and 2 and a half baths has an inviting ambiance as well as appealing floor plan flow. Past the foyer with half bath is the open living concept with white oak hardwood floors. The glow and warmth of the raised hearth stone fireplace in the living area is shared from windowed dining area to bright kitchen with all new appliances, new quartz countertops, new subway tile backsplash. On the east side wing the vaulted primary bedroom en suite with walk in closet offers ease of one level living. On the west side, the den offers a cozy retreat. Sliders throughout bring scenic outdoors in and indoors living out. A wide deck spans the entire south side of the house. Areas for lounging, gathering, dining and grilling, unwinding in the hot tub, overlook a picturesque back yard, woodlands, rambling stone walls. Two spacious guest bedrooms with shared bath on the upper level provide privacy. The basement includes a finished office, workshop, laundry, game areas. Reimagine to suit your own lifestyle. The mudroom off the kitchen, the two-car attached garage with overhead storage, wood shed, and generator complete this well designed property. New carpeting, repainted interior and exterior, stylish furnishings await your personal touches. Throughout Forest Farms enjoy leisurely walks or invigorating runs with stunning mountain views and woodland backdrop. Minutes to Stratton skiing, this captivating property is a must see.
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!
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.
Exceptional Renovation of a Stratton Resort Residence in the Stratton Quarter Mile neighborhood on Shuttle, just a short walk home from the Village. 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!
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. NO SHOW Dec 25 2025-Jan 2 2026 Stratton Road maintenance $1472 annually Water/Sewer fees: $257 quarterly. Original Stratton Bond Can Be Reinstated for $5000. Listing Agent is Owner/Seller
This rare offering, located in the North Brookwood neighborhood at the Stratton Mountain Resort, presents an opportunity to secure your legacy winter home and enjoy the revenue of a $38,000 seasonal tenant and also benefit from a tax adjustment at closing. Don't overlook the benefits this property offers. Located on Stratton Mountain Resort with shuttle and near the ski trails, this four-bedroom, two-and-a-half-bath residence features vaulted ceilings, wood accents, hardwood floors and a striking wood-burning fireplace with an inviting ambiance for après-ski gatherings. The custom kitchen has been designed for effortless entertaining with stone countertops, modern appliances and open breakfast bar. The spacious primary with renovated bath occupies its own level, An expansive deck extends the living experience outdoors in every season for dining al fresco & enjoying the fresh mountain air, while the indoor hot tub provides the ultimate year-round indulgence. Premier location, Resort Shuttle, and Stratton Sports Center bond available. Your Stratton Mountain Home is Calling! Roads and Security Fees apply.
Tucked away at the end of a private cul-de-sac and just minutes from Stratton's slopes, this beautifully designed mountain home offers the perfect blend of comfort and luxury. The open-concept floor plan features a chef’s kitchen with granite countertops, a 6-burner professional gas stove, double ovens, a farm sink, and a wet bar with ice maker—ideal for entertaining. Wide pine floors and a stunning fieldstone wood-burning fireplace create a warm, inviting atmosphere. Sliding glass doors lead to a spacious deck and hot tub for year-round relaxation. The home also features a cozy family room and a separate game room —offering fun for all ages. With a thoughtful layout and upscale finishes throughout, this home is a perfect mountain getaway or year-round residence. Available to close April 15, 2026.
Stratton Mountain location for full time or vacation style living! Spacious home that you can walk to Village, gondola, golf and Sports center. Corner lot just down the street from the Stratton Mountain Club and the Base Lodge. Home has five bedrooms with a chefs kitchen that has Viking Stove, ice-maker and three dishwashers for entertaining guests. Living room and dining room are graced with a beautiful stone fireplace that rises 25 feet in the cathedral ceiling with similar fireplace in den. Reading sitting area also has a round fireplace, freezer just off kitchen. Decks to grill outside and sit with the ones you love. Attached is a heated two car garage and an outside storage shed. Beautifully landscaped grounds to take a stroll through. The large room over the garage has morphed through the years from a media room to a mother-in-law's apartment, to it's present use as a yoga studio. It has it's own entrance/exit. It also has a sink, dishwasher and refrigerator. Easily this room can be closed from the main house and be self sustaining. New Architectural roof! Come and see this treasure of a home and see if it feels like home to you! Sports Club Bond available with buyer paying transfer fee!
Come home to your own Vermont playground! Situated on 8.75 private acres at the base of Stratton Mountain Resort access road, this recently renovated single family residence has all the amenities that your family needs. Explore the grounds, play in the Winhall river, hike the surrounding trails, and enjoy the mountain views. Property has easy access to the VAST snowmobile trails directly from the home and an easy car drive to the Stratton Mountain Village. The home boasts four sizable bedrooms, three and half bathrooms, beautiful stone wood burning fireplace, downstairs family room for games and entertaining, ample storage space as well as finished space above the garage. Wake up to the sunrise through the many windows in the primary suite or with your morning coffee from the hot tub. Finish off your day with sunset views of the valley from the outdoor firepit. Several potential sites for an accessory dwelling or toy barn to make the most of this mountain haven. Additional acreage is available for those looking for a true Vermont mountain compound! Home is being offered fully furnished. Bring your personal belongings and enjoy the winter of 2025-26!
Discover Your Vermont Retreat Nestled amidst 20.8 private acres of tranquil woods, this French country manor offers an exceptional opportunity to own a piece of Vermont paradise. Situated near the serene North Branch Ball Mountain Brook, enjoy the soothing sounds of cascading water and the breathtaking beauty of nature. Property Highlights: Prime Location: Just minutes from Stratton Resort for skiing, golfing, and other outdoor adventures. Natural Beauty: Stone walls, gardens, a pond, and a slate patio create a peaceful ambiance. Luxurious Interior: A welcoming entrance sets the stage for elegant living. The living room features river views, a wood-burning fireplace, and access to a slate patio. The gourmet kitchen boasts Pierre Cardosa French limestone countertops, a spacious island, stainless steel appliances, and a pantry. The primary bedroom offers a gas fireplace, an en-suite bathroom, and built-in closets. Three additional guest suites provide unique touches and amenities. Modern Conveniences: A sauna, alarm system, central vacuum system, water filtration system, cedar shake roof, copper gutters, and a 2-bay garage complete this exceptional property. Experience the Vermont Lifestyle: This stunning manor combines the natural beauty of Vermont with the comforts of modern living. Don't miss this opportunity to own your dream home in one of the region's most sought-after locations. Contact us today to schedule a private tour.Stratton Sports Center available.
Just Completed by DG Builders in Stratton, Vermont 143 Stratton Mountain Access Road, a newly completed 5-bedroom, 5-bath residence, located just minutes from Stratton Mountain Resort and all the year-round activities it has to offer. Blending modern mountain style with timeless Vermont charm, this home is move-in ready and waiting for its first owners.The light-filled open floor plan showcases wide-plank oak floors, soaring ceilings, and walls of windows framing the surrounding forest. The living room is anchored by a striking stone fireplace and flows seamlessly to the dining area and chef’s kitchen. Outfitted with professional-grade appliances, a large center island, quartz counters, custom cabinetry, and designer lighting, the kitchen is a perfect gathering space after a day on the slopes.The first-floor primary suite offers a private retreat featuring an oversized walk-in shower and a spa-inspired soaking tub overlooking the wooded landscape the perfect place to unwind after a day on the mountain. Upstairs, additional spacious bedroom suites provide comfort for family and guests, with each bath thoughtfully designed with modern tile, quartz counters, and quality fixtures. Additional highlights include a covered porch for year-round enjoyment, an attached two-car garage, energy-efficient systems, and a layout designed for both comfort and function, just minutes to the slopes of Stratton Mountain.
This mountain home is beautifully furnished with a refined design that perfectly balances comfort and style, offering a seamless move-in ready experience. Located in the sought-after High Meadow neighborhood, this four bedroom, four bathroom property sits high on a perch, with clear views of Stratton’s trails, and a view of Bromley from the front of the house. Rebuilt in 2023/2024, the home is all new, inside and out, including new furniture. The lighted driveway is a welcome entry on a snowy night. The entry foyer opens to the expansive living room with stone fireplace and kitchen/dining area. Massive kitchen island is the heart of this home. Bosch appliances in kitchen, including gas range with pot filler. The ample pantry storage and bar create dedicated spaces for an organized kitchen. Ride the shuttle bus home from the mountain and apres ski on the sunny deck. The game room is also on the main floor, a second living room, and cozy space for movie night. Bedrooms are oversized in this home. The primary suite has views of the mountain, and a luxury bathroom with heated floor. The mini-suite is a second en suite bedroom with double vanity and curbless walk-in shower. Two additional bedrooms access the hallway bathroom. A loft space with ladder adds intrigue. The two-car attached garage has direct entry to the mudroom and laundry room. This newly renovated home is ready for you with all new furniture. Watch the Stratton fire works display from your living room this season!
Custom built Wadsworth Design Build timber-frame mountain retreat blends luxury, craftsmanship, and convenience just minutes from Stratton Mountain Resort. Set on 2.66 acres and spanning 5,000± square feet, this 4-bedroom, 5-bath home includes two additional sleeping space ideal for hosting friends and family. A grand entry framed by oversized Douglas fir posts welcomes you into a lodge style interior featuring exposed beams, wide plank wood flooring, and a soaring great room anchored by a dramatic stone fireplace with custom copper hood and forged metal. The gourmet kitchen is equipped with a red Wolf range, farmhouse sink, walk in pantry, and expansive windows overlooking the treetops. Retreat to the lower level gym, relax in the spa-inspired steam room, or soak in the outdoor hot tub surrounded by Vermont forest with heated patio. With radiant heat throughout, every detail speaks to year-round comfort and craftsmanship. The home is part of a sought-after community offering a private swimming pond, tennis and pickleball courts, and a shuttle to Stratton Mountain Resort. Whether you’re coming back from skiing, hiking, or enjoying summer lake days, this is Vermont mountain living at its finest.
Set at the end of a long, private driveway, this remarkable property unveils dramatic panoramic vistas that stretch nearly 40 miles. Offering a rare sense of seclusion & grandeur, the home is an ideal retreat where nature, privacy, and beauty converge.Designed w/a modern aesthetic,an expansive open-concept layout, the main floor features a stunning stone fireplace , enhanced by soaring ceilings and grand French doors that flood the interior w/ natural light. At the heart lies a chef’s kitchen, equipped with premier appliances, spacious center island, custom cabinetry—ideal for both daily living and entertaining. Perfectly tailored for hosting, the home includes a dedicated cocktail and coffee bar—rich with wood accents.Step outside to enjoy the convenience of a full outdoor kitchen. Whether you're entertaining or unwinding solo, this porch is a year-round sanctuary.The luxurious primary suite is a private retreat, thoughtfully curated w/ high-end finishes and indulgent amenities.A spa-inspired ensuite bath,w/ an oversized hammered copper soaking tub invites relaxation, a sleek glass fireplace adds ambiance.From the breathtaking views, modern design, & refined blend of indoor-outdoor living this home offers a rare opportunity to experience mountain living at its finest. An entertainer’s dream & a serene space to call home. this extraordinary residence invites you to slow down, settle in & savor every moment. Barn & Extraordinary Upgrades. SHOWINGS BEGIN SATURDAY AUGUST 2.
Attend the PUBLIC OPEN HOUSE Monday February 17 from 10:00-2:00. Exceptional 40.8 acre newly expanded and renovated Stratton Mountain estate with unrivaled views of Stratton just minutes from the Base Lodge or Sun Bowl. This is your own personal winter playground where you can hit the slopes or snowmobile and hike on your own land with additional acreage available.This Grand Lodge NOW BOASTS 4 ensuite bedroom, 3 stone fireplaces, huge lodge room w/ large beams and walls of glass and VIEWS VIEWS, VIEWS which is nothing short of EXTRAORDINARY. New gourmet kitchen and baths.PLUS a 2 bedroom/2bath guest house.You'll be captivated by commanding southerly views of Stratton Mountain, surrounding ridge lines and sunset views to the west. This property is without comparison and the last rare parcel of this size near the resort.This will also be your summer retreat with a world of privacy and tranquility. Just minutes to the Base Lodge, you'll come home to endless outdoor fun. Bring your ATVs, snowmobiles and in summer there's a pond and tennis court. Patios, Stonework, outdoor spaces enhance the stunning location. Situated in the heart of everything the region has to offer throughout the seasons. World Class professional theater, theManchester Music Festival, The Dorset Summer Equestrian Festival. Hiking, biking, kayaking, shopping and dining. Fall foliage, first tracks on powder days and the Green Mountain Summers beckon.This one of a kind property is the essence of a true Escape

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