New Listing! Winhall VT Home for sale $$799,000 $217 per sq.ft.

$799,000 $217 per sq.ft. Winhall VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3676  |  Acres: 1.2
Wednesday Mar 26, 2025
Description: Discover the ultimate Vermont ski retreat, just 2 miles from Stratton Mountain. This captivating home offers breathtaking mountain views across three spacious levels. The upper level features a private primary suite with a newly renovated bath and a cozy loft/office space -- your peaceful sanctuary. The heart of the home, the main level, is perfect for gathering, with soaring cathedral ceilings, hardwood floors, and expansive windows framing stunning mountain vistas. Cozy up by the fireplace or unwind with evening cocktails on the newly reinforced deck, where the views are even more spectacular after recent tree and growth clearing. Sold furnished, the gourmet kitchen is a chef's dream, opening seamlessly to the living and dining areas for easy entertaining. It boasts stainless steel appliances, cherry cabinets, granite countertops, and a breakfast bar with views that inspire. After a day of outdoor adventures, relax in the brand-new hot tub or gather around the fire pit for marshmallow roasting. Recent updates include a 2022 hot tub, 2023 structural deck reinforcements, and 2024 upgrades with a new washer, dryer, and fridge. A new oven, stove, and microwave were added in 2025. This home blends comfort, style, and proximity to Stratton's slopes, inviting you to embrace the Vermont lifestyle and create lasting memories. Showings to start Friday, March 28th. See MLS Property & Listing Details & 28 images. Includes a Virtual Tour

$849,000 $415 per sq.ft. Winhall VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2044  |  Acres: 0.62
Thursday Jan 2, 2025
Description: Walking distance to Stratton Mountain! Super LOCATION! This home is located on the shuttle route and being offered furnished! Walk to the slopes or just take a nice walk around the local trails. Spacious home with ample room for everyone. The open concept kitchen, dining, living room offers cathedral ceilings and woodburning fireplace. French doors leading out to the firepit area for entertaining. Lots of room in the lower level with area for games and a woodburning stove to keep you cozy during those cold winter nights. Outdoor shed allows room for extra storage. Ample parking. Nice mudroom entryway to store skis, snowshoes, or any of your outdoor gear after you're done exploring Vermont! Golfing is also nearby at the 27 Hole Championship Stratton Golf Course for your summer fun! See MLS Property & Listing Details & 26 images.

Under Contract Winhall VT Home for sale $$899,000 $288 per sq.ft.

$899,000 $288 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3119  |  Acres: 5.28
Wednesday Jul 31, 2024
Description: This impeccably maintained home sits on 5.28 acres of beautifully landscaped land adjacent to the National Forest. Featuring a spacious interior with a stone wood-burning fireplace and vaulted cathedral ceilings, this home is move-in ready. Recent upgrades include two newly renovated bathrooms. The first floor offers an open living layout, while the lower level boasts a cozy den/family room. Conveniently located just minutes from Stratton, Bromley, Magic Mountains, and Manchester, this home is perfect for both relaxation and adventure. See MLS Property & Listing Details & 40 images.

New Listing! Winhall VT Home for sale $$975,000 $367 per sq.ft.

$975,000 $367 per sq.ft. Winhall VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 2658  |  Acres: 1.27
Wednesday Mar 12, 2025
Description: Nestled at the end of a quiet road in the highly sought-after Strattonwald community, 73 Cranberry Hill Road is the quintessential European-style ski house, offering the perfect Vermont retreat. This impeccably upgraded home has never been rented and is turn-key, ready for immediate enjoyment. It combines timeless charm with modern conveniences, featuring air conditioning for year-round comfort. Just minutes from Stratton Mountain, with winter weekend shuttle service right from your doorstep, this property ensures effortless access to all your outdoor adventures. Inside, you'll be greeted by a spacious living room with a striking fireplace, ideal for cozying up after a day on the slopes. The large primary suite offers a private sanctuary, and the inviting 3-season porch lets you savor the beauty of each season. Strattonwald residents also enjoy exclusive private beach and pond access, as well as tennis and pickelball courts in the summer. With Bromley and Magic Mountains nearby and the shops and restaurants of Manchester just a short drive away, this home is perfectly located for all your mountain and recreational pursuits. Experience the charm, comfort, and convenience of 73 Cranberry Hill Road--where every season offers a new story. See MLS Property & Listing Details & 33 images.

$1,025,000 $384 per sq.ft. Winhall VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2672  |  Acres: 1.35
Monday Feb 17, 2025
Description: OPEN HOUSE SATURDAY , February 22nd-11:00-3:00.Showings begin 2/20 Exceptional Stratton Mountain Resort location on Windtree Road in the desirable North Brookwood neighborhood with Shuttle from your driveway to the Base Lodge! Enjoy this wonderful deck house open floor plan with great winter views, vaulted ceilings, 2 wood burning fireplaces and multiple decks. Well designed for apres ski gatherings and spending time together after hitting the trails during great winter weekends. Attractive gourmet kitchen with upscale appliances, stone countertops and signature overhead fan, opens to dining and living.This contemporary design boasts 2 en suite primary bedrooms on the main floor with 2 additional bedrooms + office with 1.5 baths. A lower family room with 2nd fireplace is great for a second hang out space for kids, watching football games or movies. A convenient ski room has a separate entrance to the outdoors. Laundry, Buderus Furnace, New Roof, Newly Painted Exterior. This is a well maintained resort residence on resort sewer, prime for the next generation of Stratton Mountain Enthusiasts! Stratton Sports Center/Fitness Center Bond. Don't miss this one. It's time to make Stratton Resort your winter getaway! See MLS Property & Listing Details & 54 images.

New Listing! Winhall VT Home for sale $$1,200,000 $296 per sq.ft.

$1,200,000 $296 per sq.ft. Winhall VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 4054  |  Acres: 1.13
Thursday Mar 27, 2025
Description: Your Stratton Mountain retreat awaits! This beautiful turnkey mountain home just off the Stratton Mountain Road is the perfect location for family gatherings, ski trips, hiking and more. This three-bedroom, three-bath home on three levels includes a breathtaking great room with a stone fireplace and vaulted ceilings. Dining room and additional breakfast area next to the kitchen. A large open kitchen with center Island offering loads of storage, granite countertops, gourmet cooks delight. The main floor also includes a private office, half bath and large entry area from the two car garage. Upstairs, you will find three bedrooms, a full bath, including a primary suite with a large en suite bathroom with a jet tub, and tile shower. The walkout lower level has a large game room/TV room, 2 bonus rooms plus a full bathroom, storage and utility room. Walk out the sliding glass doors to the backyard with room for a fire pit and some gardening. The upper deck off the living room includes a grill and room for summer outdoor Entertainment. This stunning property is only moments from the mountain and on the neighborhood shuttle. The HOA for the neighborhood includes landscaping and plowing. Join us for an OPEN HOUSE on Saturday March 29 from 10am-1pm. See MLS Property & Listing Details & 59 images.

$1,350,000 $291 per sq.ft. Winhall VT Home »


Price Change! Reduced by $145,000 down 11% on March 11th 2025
4 Beds | 4 Baths |   Total Sq. Ft. 4640  |  Acres: 20.8
Wednesday Sep 11, 2024
Description: 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. See MLS Property & Listing Details & 46 images. Includes a Virtual Tour

$1,495,000 $405 per sq.ft. Winhall VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 3688  |  Acres: 2.1
Saturday Dec 7, 2024
Description: Brand New Construction- mountain modern home located on the Stratton Mtn access road. This thoughtfully designed 5-bedrooms, 4.5-bathroom home will be ready in 2025. The main floor features an open-concept layout with a spacious living room and kitchen designed for entertaining or quiet evenings by the fire. The kitchen, equipped with top-of-the-line KitchenAid appliances, offers your choice of finishes, including elegant Château Brown countertops or a sleek taupe matte backsplash. Or you work directly with the builder to add your own unique finish details. The primary bedroom, conveniently located on the first level, is a true retreat with an ensuite bath that includes honed porcelain shower walls, a freestanding soaking tub, and matte black fixtures that exude modern sophistication.Upstairs, additional bedrooms provide plenty of space for family and guests. A versatile 2nd floor and basement bonus space awaits your vision, whether you're dreaming of a home theater, gym, or playroom. The home also includes a mudroom, full basement, and a direct-access two-car garage. The exterior is just as impressive, with clapboard and shingle siding accented by heavy timbers, Marvin Elevate ebony windows, and TimberTech composite decking. With every detail thoughtfully curated and the option to add your personal finishing touches, this home offers an unparalleled opportunity to enjoy life at Stratton Mountain. Property currently has the Stratton Bond attached. See MLS Property & Listing Details & 12 images.

$1,600,000 $398 per sq.ft. Winhall VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 4017  |  Acres: 0.77
Monday Nov 4, 2024
Description: Amazing 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 oversized 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 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 refridgerator. Easily this room can be closed from the main house and be self sustaining. 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! See MLS Property & Listing Details & 40 images.

Under Contract Winhall VT Home for sale $$1,850,000 $395 per sq.ft.

$1,850,000 $395 per sq.ft. Winhall VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 4686  |  Acres: 3.5
Friday Nov 8, 2024
Description: Experience an iconic Stratton getaway, where sweeping views from Stratton Mountain to the Northern Ranges place you at the heart of Stratton Mountain's outdoor adventures. This mountain retreat offers expansive vistas from every room, enhanced by a bright, open-concept layout flooded w/natural light throughout. The grand living space boasts cathedral ceilings, a stunning stone fireplace, wrap around views w/ an incredibly welcoming ambiance. This home was designed for entertaining in the mountains on a grand scale. The spacious updated gourmet kitchen is ideal for après ski gatherings w/ plenty of space for dining. A roaring wood fireplace, surrounded by long range panoramic mountain views, friends & family gathering after a day on the snow-covered trails.The floorplan boasts 5 bedrooms/5 baths, newly renovated primary suite bath, large ski room, attached 1 car garage & a detached 2 car garage. A multi-level deck is designed for every season of the year. Offering a front row seat to fall foliage, enjoying a winter evening view of the stars from the hot tub and a summer outdoor living area with awning. The location is ideal for those seeking a balance of seclusion and convenience--tucked away for privacy yet close enough to enjoy all Stratton Village has to offer. Just minutes from Stratton's Base Lodge, this property offers unrivaled access to premier winter sports, hiking, mountain biking, golf, seamlessly blending adventure, style, & mountain tranquility.Showings Begin 11/21 See MLS Property & Listing Details & 60 images.

$599,000 $446 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $50,900 down 8% on February 13th 2025
3 Beds | 2 Baths |   Total Sq. Ft. 1344  |  Acres: 0.78
Thursday Nov 21, 2024
Description: WOODSTOCK-TURNKEY AND CONVENIENT! This totally renovated, move-in ready home located a few minutes to Woodstock Village, 20 minutes to Killington, 30 minutes to DHMC. Enjoy loads of recreational trails of all kinds, just minutes away.  Excellent spot with walking distance to the abutting Woodstock Union Middle School/High School. Newly Renovated inside and out. Spacious open concept living on main floor. The large, finished basement has a TV recreation area, workout space and pool table area. Custom built in cabinetry in the upstairs bedrooms. Private and wooded back yard with a covered porch, perennials, berries and gardens.  Huge potential to add-on, start a home business, create a rental unit or leave quaint and cozy as it is.  This property would be ideal for a primary residence or short-term rental investment property. Schedule your tour today of this sweet Woodstock GEM! See MLS Property & Listing Details & 46 images.

Under Contract Village of Woodstock in Town of Woodstock VT Home for sale $$625,000 $457 per sq.ft.

$625,000 $457 per sq.ft. Village of Woodstock in Town of Woodstock VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1368  |  Acres: 1.04
Monday Jul 22, 2024
Description: Location, location location! Situated on a very desirable road within Woodstock Village, this 3 bedroom Ranch sits on just over 1 acre of open lawn surrounded by mature trees. The yard is tastefully landscaped and there is a beautiful patio out back, ideal for a morning cup of coffee, grilling dinner, or a nice glass of wine. As you enter through the front door, the bedrooms and a bath are off to the right. To the left, the long eat-in kitchen flows into to the dining area which connects to the living room. There is patio access, a large bow window and a gas fireplace to keep warm in the wintertime. At the end of the living room is a lovely sunroom that could also be a great office. Rounding out the first floor is a half bath, and access to the attached garage and full basement. Local shops and restaurants are within walking distance and you are just minutes from the Woodstock Country Club and Saskadena 6. See MLS Property & Listing Details & 30 images.

New Listing! Woodstock VT Home for sale $$669,000 $456 per sq.ft.

$669,000 $456 per sq.ft. Woodstock VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1468  |  Acres: 1.71
Thursday Mar 27, 2025
Description: This delightful gambrel cape offers a wonderful combination of thoughtful and charming updates, energy efficient upgrades, and a coveted and convenient location! An intelligent interior design offers an all-season functional flow for everyday living as well as entertaining. Step inside by way of a spacious entryway/mudroom that also has direct entry from the attached garage. One will find the main level design to be a seamless flow from the lovely sunlit living room detailed with handsome woodwork framing a gas fireplace to the cozy kitchen/dining area that opens to an inviting three-season porch. A newly added half bath and a bonus room - perfect for an office/study/media room complete the main level. The upper-level offers three bedrooms - all with lovely views - and a full bath. Recent improvements include blown-in cellulose insulation and 2" exterior insulation, new windows throughout, and a whole-house generator. The exterior landscape consists of 1.71 acres of plentiful open and level lawn area detailed with your quintessential stone wall. Private but convenient makes this location the perfect fit for a primary or vacation home. Enjoy easy access to a multitude of multi seasonal recreating including Killington, Saskadena 6, Marsh Billings Rockefeller National Park, and a terrific neighborhood trail system for hiking and mountain biking. Fabulous dining/shopping/ and the arts are just minutes away in the vibrant village of Woodstock. Schedule your private tour today! See MLS Property & Listing Details & 19 images. Includes a Virtual Tour

Under Contract New Listing! Woodstock VT Home for sale $$679,000 $319 per sq.ft.

$679,000 $319 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2128  |  Acres: 1.85
Friday Mar 21, 2025
Description: Discover this delightful 3-bedroom, 2.5-bath home nestled on 1.8 acres at the end of a peaceful dead-end road. Conveniently located near Woodstock Middle/High School, the Thompson Senior Center, and the popular Woodstock Farmers' Market. This home offers a spacious and functional layout, the welcoming mudroom features generous storage space and a laundry area cleverly tucked behind sliding doors, along with a recently updated half bath. The low-maintenance slate flooring in the entryway transitions into oak hardwood, that flows seamlessly through the kitchen, living/family room, and dining area. Vaulted ceilings and skylights bring natural light into these expansive spaces, perfect for entertaining. Two wood stoves provide warmth during chilly days and nights. The kitchen is a chef's dream with a central island, ample counter space, and modern appliances. The cozy den is equipped with beautiful built-ins for books and media storage, while a bay window offers a lovely view of the serene patio. The sunken living and dining area is bright and inviting, ideal for hosting intimate dinners or holiday gatherings. The primary suite features a large, renovated bath and a spacious walk-in closet. A full bath serves the additional two bedrooms. Imagine unwinding on the front porch, listening to the tranquil sounds of the nearby brook. Enjoy outdoor activities like hiking the AT or skiing at Saskadena Six or Killington. The property also includes a large shed for firewood or tools. See MLS Property & Listing Details & 34 images.

$899,500 $282 per sq.ft. Woodstock VT Home »


Price Change! Reduced by $95,500 down 11% on March 18th 2025
4 Beds | 3 Baths |   Total Sq. Ft. 3190  |  Acres: 2.94
Friday Oct 4, 2024
Description: This stately, rambling gambrel home offers privacy, convenience, antique charm, and room for everyone. Walking distance to the east end of Woodstock village, on 2.9 lush acres including a fenced backyard, a fenced vegetable garden, and extensive perennial beds. The home is a stunning mixture of antique touches and modern functionality, with beautiful built-ins and closet spaces at every turn. The home has a suite of rooms on the first floor that are perfect for a home-based business or studio area (or 2 extra bedrooms plus bonus room), and a one-bedroom full bath (with office & kitchen) in-law suite upstairs with private ground-level access. The main part of the home includes three additional bedrooms, a library, a music room, living room, dining room, two full baths, dressing room, and three-season enclosed porch. The charming eat-in kitchen includes beautiful display cabinets, hand painted tiles, and built-in pantry and laundry. In the stunning custom cherry wood library with marble fireplace and private deck, bibliophiles will find more than enough shelf space for their entire book collection, and a quiet, peaceful setting in which to read. Two readers in the family? The upstairs music room is similarly equipped, also with stunning cherry wood built-ins and detailing. Two staircases provide ample access to the upstairs and contribute to the ambling nature of the home. Walk to restaurants and a river front park! See MLS Property & Listing Details & 32 images.

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