Under Contract Winhall VT Home for sale $$799,000 $354 per sq.ft.

$799,000 $354 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3078  |  Acres: 1.5
Thursday May 21, 2026
Description: Spacious and light-filled four-bedroom home ideally located in desirable Strattonwald, offering both winter and summer enjoyment in a private, peaceful setting. Enjoy convenient access to the Stratton winter shuttle, as well as summer amenities including a private pond and tennis courts. The home features generous living spaces perfect for gathering and entertaining, including a cozy fireplace and a large lower-level family room. Abundant natural light, ample closet space throughout, and a spacious primary suite with a large walk-in closet add to the home's appeal. Red Brook runs peacefully along the back of the property, enhancing the serene surroundings. An oversized garage includes a large unfinished room above, ready for your personal vision or expansion. The home is equipped with a generator for added peace of mind, and the furnace is just two years old. Sellers have completed a building, chimney, water, septic, and pest inspection, and all reports are available to any interested party. Please note: the indoor hot tub is currently not functioning. See MLS Property & Listing Details & 35 images.

$949,000 $223 per sq.ft. Winhall VT Home »


Price Change! Reduced by $30,000 down 3% on July 14th 2026
4 Beds | 4 Baths |   Total Sq. Ft. 5248  |  Acres: 2
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 MLS Property & Listing Details & 59 images.

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

4 Beds | 4 Baths |   Total Sq. Ft. 3031  |  Acres: 1.37
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 MLS Property & Listing Details & 41 images.

$1,100,000 $342 per sq.ft. Winhall VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 4453  |  Acres: 1
Thursday May 21, 2026
Description: Tucked into Stratton Mountain Resort's sought after High Meadow neighborhood, 6 Old Ridge Road offers the rare combination of substantial square footage, significant recent exterior improvements, and the opportunity to personalize the interior aesthetic to your own taste. Encompassing over 4,600 sq. ft. across three finished levels, this expansive mountain home is designed for gathering, relaxing, and enjoying all four seasons in Vermont. Recent exterior improvements have significantly enhanced the home's appearance and overall exterior presentation. Extensive work included reconstruction and upgrading of major exterior sections, along with new windows, roofing, trim, upgraded siding, exterior refinishing, and fresh paint. Complemented by a standing seam metal roof and updated exterior detailing, the home now offers a refreshed mountain exterior with a warm and inviting presence. Inside, the layout is exceptionally functional and inviting. The main level features an open kitchen, dining area, and vaulted living room with fireplace, along with a sunroom, screened porch, stone patio, and private primary suite. A mudroom with half bath off the attached two-car garage adds convenience for ski season and everyday living. Upstairs offers three additional bedrooms, a full bath with double vanity, and an airy loft overlook. The finished walkout lower level is built for entertaining and flexible living, featuring a spacious family room with wood stove and sliders, custom bar area, guest bedroom and bath, additional half bath, laundry, utility areas, and wide hallways throughout. Located just minutes from the slopes, golf course, village, and shuttle access, this is a rare opportunity to own a substantial Stratton mountain home with significant exterior improvements already completed, while still offering the chance to bring your own vision and style to the interior spaces. See MLS Property & Listing Details & 40 images. Includes a Virtual Tour

$1,225,000 $507 per sq.ft. Winhall VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3357  |  Acres: 1.2
Wednesday May 20, 2026
Description: Located in Stratton Resort's sought-after High Meadow community, this beautifully maintained and turnkey home offers the perfect blend of comfort, convenience, and mountain charm. Filled with natural light, the home features four bedrooms and three recently updated full baths, along with hardwood floors, cathedral ceilings, skylights, and a stunning floor-to-ceiling brick fireplace. Recent renovations include updates to the kitchen and carpeting, creating a move-in ready retreat for all seasons. A spacious wraparound deck with hot tub provides the ideal setting to relax after a day on the slopes. The separate family room, complete with an adjacent full bath, offers excellent flexibility and can easily serve as additional sleeping space for guests. Additional highlights include an attached two-car garage and shuttle service access to Stratton's ski slopes, winter activities, Stratton Village, shopping, and dining. Active Stratton Sport Center Bond. See MLS Property & Listing Details & 47 images.

Under Contract Winhall VT Home for sale $$1,275,000 $453 per sq.ft.

$1,275,000 $453 per sq.ft. Winhall VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2814  |  Acres: 1.47
Saturday May 9, 2026
Description: Beautifully renovated in 2023, this 4-bedroom, 2-1/2 bathroom contemporary sits on 1.47 wooded acres with a sweeping circular driveway and genuine privacy -- while still being on the Stratton shuttle route and just minutes from the base lodge on foot. The interior renovation was done right. Radiant heat floors run through the living room and kitchen, with two wood-burning fireplaces anchoring the main living spaces. The kitchen is built for serious use: Top of the line Wolf and Miele appliances, marble countertops and a layout that opens directly to the dining area and forest views. Vaulted wood-plank ceilings and oversized windows keep the spaces light and connected to the setting without trying too hard. The bedroom layout works well for groups or families -- three bedrooms across the main levels plus a top-floor primary suite with loft, two full baths with heated floors and a half bath on the entry level. The two-car heated garage with an electric car charger handles gear and vehicles whether you're coming off the mountain or heading into the fall foliage season. Mechanicals include mini-split cooling, baseboard and radiant heat, community water and septic. Electric roof electric cables were installed for ice protection while security cameras cover the exterior. Walk to the shuttle. Drive to the village in minutes. Own it year-round or use it as the mountain house it was built to be. Your Vermont chapter starts here. Reach out for a private tour. See MLS Property & Listing Details & 32 images. Includes a Virtual Tour

$1,399,999 $424 per sq.ft. Winhall VT Home »

6 Beds | 4 Baths |   Total Sq. Ft. 3800  |  Acres: 1
Monday Mar 23, 2026
Description: Bring the whole household to this great place with lots of room for fun. A 6-bedroom, 4-bathroom Adirondack-style Ski Chalet located in a neighborhood just minutes from the Stratton Mountain Ski Resort, with free door-to-mountain shuttle service on select days. Amenities include four (4) fireplaces, best hot-tub on the market, an in home gym, electric sauna, pool table, SuperChexx Bubble Hockey table, foosball table and corn hole, Sonos entertainment system, and high-speed Wi-Fi and digital cable service. Top of the line WOLF Stove and appliances. 4 years of STRONG rental value. This House checks every box. This is the premier house in the area. Huge owners closet. You have so many options here. See MLS Property & Listing Details & 33 images.

New Listing! Winhall VT Home for sale $$1,599,000 $393 per sq.ft.

$1,599,000 $393 per sq.ft. Winhall VT Home »

6 Beds | 6 Baths |   Total Sq. Ft. 5568  |  Acres: 1
Wednesday Jul 8, 2026
Description: 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. See MLS Property & Listing Details & 46 images.

$1,990,000 $429 per sq.ft. Winhall VT Home »

6 Beds | 7 Baths |   Total Sq. Ft. 5896  |  Acres: 1.49
Thursday Jun 4, 2026
Description: 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. See MLS Property & Listing Details & 54 images.

$2,525,000 $557 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 4536  |  Acres: 2.5
Sunday Feb 8, 2026
Description: SHOWINGS BEGIN at Thursday February 12. Premier New Construction, offering 4500+ SF of luxury living on three levels, perched on 2.5 acres to maximize panoramic mountain and Bromley views. Just minutes to the Stratton Resort Base Lodge, this exceptional 4 bedroom/3.5 bath floor plan combines contemporary design, craftsmanship of the highest caliber and energy efficiency.Thoughtfully designed for comfort and performance, each detail reflects quality craftsmanship-from the sleek finishes to the high performance systems. The handcrafted timber frame great room showcases the natural beauty of the Green Mountains. Defined by soaring cathedral ceilings and exposed natural wood beams, the dramatic wall of stone with wood hearth anchors the space while expansive windows frame breathtaking views, flooding the room with natural light. The designer c hef's kitchen with dedicated scullery is as elegant as it is functional with top tier appliances and and oversized island.A main level en suite primary features views, a walk in closet, and a spa inspired bath, double vanities and glass enclosed tiled shower.A second en-suite primary , occupies its own level with soaring ceilings, upscale tiled bath and peaceful separation from the rest of the residence. The finished lower level walkout provides flexible living with media/game room, and a 4th mega bunk or guest room and bath.The spacious entry welcomes guests, a mudroom and attached 2 car garage provide the spaces needed for Active Mountain Living with a second level expansion room already prepped for future heating, plumbing and electricity.Stone Lodge offers the balance between mountain serenity and the convenience of the Stratton Mountain Resort. Enjoy the comforts of a premier mountain retreat with easy access to year round recreation, dining and everything the area has to offer. Experience adventure , relaxation and the luxury of Stone Lodge! See MLS Property & Listing Details & 13 images. Includes a Virtual Tour

$2,800,000 $711 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3938  |  Acres: 27.99
Monday Jul 28, 2025
Description: 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. See MLS Property & Listing Details & 59 images.

$2,950,000 $784 per sq.ft. Winhall VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 3762  |  Acres: 3.43
Monday Apr 27, 2026
Description: ****OPEN HOUSE - SATURDAY JULY 4TH 2 - 4 PM ****Move into this brand new stunning custom contemporary set on over 3 acres in coveted Stratton ski country. This exceptional modern design offers elevated living with superior craftsmanship and sweeping endless views. Featuring four well appointed ensuites with polished baths boasting radiant heated floors, half bath, family room and dual laundry areas. The well designed kitchen with Italian custom cabinetry offers an impressive honed granite island, Thor oven and 6 burner cooktop, Bosch dishwasher, Zline frig/freezer. Beautiful French oak floors throughout. Brizo hardware. Sonos sound system. Air conditioning. HVAC system is variable refrigerant flow (VRF). Weather Shield windows and doors. Heated two car garage. HOA fees include road and driveway maintenance, caretaking, lawn care and private winter shuttle service to Stratton's base lodge. We are nearing completion of Luna Thermowood exterior siding work with landscaping including blue stone patio next. (added digital image of lawn) Stylishly furnished. Experience captivating sunsets from most rooms, your deck and covered porch. We welcome your interest and enthusiasm, come take a look. This is not just a home but a mountain statement. See MLS Property & Listing Details & 55 images.

Under Contract Woodbury VT Home for sale $$389,000 $254 per sq.ft.

$389,000 $254 per sq.ft. Woodbury VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1530  |  Acres: 11.74
Monday Jan 12, 2026
Description: Country contemporary home features 4 beds,1-1/2 baths. A main level bedroom,half bath and laundry area walks up to livingroom,dining area and kitchen. Three beds and full bath on second level. Attached one car garage. Attached shed for wood storage. The barn houses small animals, once home to goats and chickens. Located on surveyed 11.7 acres with a path into the woods for walks anytime of the year. Town maintained road drops onto paved Route 14 for an easy commute to the Hardwick,Stowe,and Morrisville areas as well as Montpelier and Barre hubs. All kinds of recreation abound in this location.The home been under good stewardship with added solar roof array,insulation upgrades and heat pump additions. See additional details and Seller improvements attached to listing for full disclosures. The home is ready for the next owner to take to the next level or just come enjoy the country life. See MLS Property & Listing Details & 48 images.

$395,000 $244 per sq.ft. Woodstock VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1617  |  Acres: 0.65
Wednesday Oct 1, 2025
Description: Classic Vermont farmhouse just minutes from the heart of Woodstock. This charming 4 bedroom , 2 bath home offers the character of a traditional New England property with comfortable , move in ready living spaces. The home features a bright eat-in kitchen, spacious dining room, and a welcoming living room with a wood-burning fireplace--perfect for cozy Vermont evenings. Freshly painted interiors and updated flooring provide a clean , inviting feel while preserving the home's classic farmhouse charm. An attached barn/ garage offers excellent storage and flexible space for outdoor gear , a workshop, or hobby area--ideal for those who enjoy Vermont's year-round outdoor lifestyle. Located just a short drive to the Village Green in Woodstock, the property also provides convenient access to hiking, biking, and skiing at nearby Killington Resort. Whether you are seeking a full time residence or a Vermont getaway , this property offers an excellent opportunity to enjoy one of Vermont's most desirable areas at an attractive price point. Call today for a private viewing. See MLS Property & Listing Details & 47 images.

Under Contract Village of Taftsville in Town of Woodstock VT Home for sale $$502,000 $275 per sq.ft.

$502,000 $275 per sq.ft. Village of Taftsville in Town of Woodstock VT Home »


Price Change! Reduced by $25,000 down 5% on June 12th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 1824  |  Acres: 0.42
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. See MLS Property & Listing Details & 48 images. Includes a Virtual Tour

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