30 Houses For Sale in Winhall, VT

Sort by:
$1,975,000Est. Payment
5 Beds | 6 Baths | 5,570 Sqft
97 North Branch Road, Winhall, VT 05155
House For Sale

One of the Stratton resort's iconic homes. Nestled along the shore of Stratton Lake with direct water access on one side and Stratton Mountain Golf Course on the other. Five bedrooms and six full baths, plus common space galore. Family room, den, loft, two car garage. Great for large family or two families. Exceptional property insuring privacy, views and convenience! Stratton ski shuttle comes right to the foot of your driveway. Finnish Fireplace a unique feature, warming the core of the home during the winter months.

$595,000Est. Payment
4 Beds | 4 Baths | 2,868 Sqft
37 Jamie Lane, Winhall, VT 05340
House For Sale

Privately sighted on 14 acres just off the Stratton Mountain Access Road. Privately located on a dead end cul de sac and a short 8 minute ride to the SunBowl base area. This contemporary gives you the opportunity to make this into your perfect Vermont retreat. Four bedroom two and half baths with great family room offers plenty of space for family and friends. The home offers wonderful Bromley views from the spacious living and dining rooms. Explore the many hiking trails on the property. Attached garage offers shelter from the Vermont winters.

$329,000Est. Payment
5 Beds | 3 Baths | 1,928 Sqft
17 Deepwoods Road, Winhall, VT 05255
House For Sale

Recently renovated 5 bedroom, 2 1/2 bath prow house includes new walls, ceilings, flooring and carpeting, remodeled kitchen and first floor full bath, and new appliances. Slate mudroom entry has direct access to bright family room with fireplace, laundry closet and small utilities room with a water treatment system. A hallway foyer serves 3 guest bedrooms and the remodeled shared hallway bath. Stairway up leads to the Vaulted Great Room. Its central cathedral brick fireplace features sunlit sliders to a new front deck. The open kitchen includes a breakfast bar and can be accessed from the Great Room dining area or the upstairs foyer with its half bath two more bedrooms and a shared hallway full bath. The upper level also includes a side screened porch and covered grilling porch. Large utilities room with Bosch wall furnace and extra storage space has an exterior access for extra storage. A detached shed provides storage for garden equipment. Set back from the road and surrounded by trees, the setting is private. Right off Route 30, Deepwoods, with its neighborhood designed as a loop, offers picturesque strolls or walks with the dog and yet is conveniently located between Stratton and Bromley skiing and Manchester shopping and dining. A retreat for now, a vacation getaway or full time home for the future.

$2,950,000Est. Payment
8 Beds | 9 Baths | 7,562 Sqft
69 Upper Taylor Hill Road, Winhall, VT 05155
House For Sale

Stunning country home only minutes to Stratton's base area. Meticulously constructed with careful attention to details and materials it is privately sited on 11 + acres with dramatic views to Bromley, Magic & Okemo. Extensive landscaping. Great room with massive stone fireplace, soaring ceiling and windows to enjoy the expansive view. Kitchen offers all the amenities for the most discerning chef. Large walk-in pantry and large 900+ refrigerated walk in wine room. Quiet space in lovely den with fireplace. 6 ensuite bedrooms and 2 ensuite bunk rooms with custom built-in beds. Master suite has propane fireplace, access to enclosed porch and spa like bath. Large family room with fireplace and access to out door patio with hot tub plus additional game room. Lovely wood floors (Hickory, Pine, walnut) Large partially covered patio with built in grill and out door fireplace. Custom built shed to store wood, tools and toys. Partially furnished list to be provided. An Exceptional property at Stratton - offered for the first time.

$825,000Est. Payment
5 Beds | 4 Baths | 3,998 Sqft
214 Winhall Hollow Road, Winhall, VT 05340
House For Sale

Off a scenic country road with potential Stratton Mountain view is a hidden driveway to a handsome 5 BR, 4 BA contemporary in a sunlit clearing surrounded by majestic pines on 11 private acres. An airy foyer opens into the Great Room. Cathedral ceiling and tall Palladian window with inviting window seat create an impressive space while the fieldstone fireplace beckons with fireside warmth. The generous country kitchen with butcher block island, long breakfast bar, expansive dining area accesses a grilling deck and essential 3-season porch. Sitting room with Jack and Jill bath to the Great Room has multiple uses as a space to work or study from home or bonus room. Up an open staircase, off a viewing loft, is the master bedroom suite with lounging area, 9 foot ceilings, walk in closet, bath with spa tub and shower. A picture window en suite guest bedroom completes the upstairs. Walkout level family room has fieldstone propane fireplace, game area and wet bar. 3 guest bedrooms with peaceful Forest views share a hallway full bath. Large utility/laundry room is hidden back. Plus, a mudroom provides convenient access to the outdoors. In summer lounge on the stone patio bordered by glorious perennial gardens, linger by Red Brook. Year round enjoy abutting Land Trust hiking, snowshoeing, x-country ski trails. Next door is a picturesque horse farm with fenced pastures. 12 minutes to Stratton resort, 5 minutes to Bondville. A haven in all times, this property awaits your memories.

$349,000Est. Payment
4 Beds | 2 Baths | 1,954 Sqft
24 Bromley Forest Road, Winhall, VT 05340
House For Sale

If you are looking for a convenient location between Manchester and the ski areas, this hilltop Bromley Forest chalet offers a choice of lifestyles and expansion possibilities. The open landscaped lot abuts National Forest Land and reveals winter panoramic southern and western views. The existing 4 bedroom, 2 bath chalet living area can easily be expanded. A 5-bedroom mound wastewater system was installed so that the 30' x 25' space, plumbed for efficiency kitchen and bathroom, over the two-car garage could be finished as a separate apartment or spacious master suite. The ground level entry has a family room with wood stove, floating engineered wood flooring, a guest bedroom and hallway ?? bath, office, and utility/laundry room. The upper main level has vaulted ceilings throughout. The living room with wood burning fireplace boasts a true wall of windows to capture glowing western sunsets beyond the covered deck, which is a summertime delight. The eat in kitchen has the southern views and a balcony with stairs to the surrounding lawn. 3 more bedrooms and a full bath complete this living level. The 10 feet ceiling attached garage has workshop space. If this is not enough there are 2 additional equipment storage sheds and a separate woodshed. As a full time or second home or a haven from the world, this property is an invitation to life in Vermont.

$998,000Est. Payment
5 Beds | 4 Baths | 4,200 Sqft
22 Old Ridge Road, Winhall, VT 05340
House For Sale

Turn key home just a shuttle ride away from Stratton Mountain Resort and all it has to offer year round. Skiing, mountain biking, hiking, golf or just sitting in front of the wood burning fire while taking in the mountain views. Pull right in to the heated two car garage and in through the mudroom that opens up to the bright living room and kitchen. Gourmet kitchen with 6 burner gas stove, oversized refrigerator set into warm cherry cabinets topped with granite counters. Plenty of room to cook, bake or bring in take out. Need a quiet spot to read a book? Escape to the sun room or out onto the deck on warm summer's day with that great mountain view. Two en suite bedrooms makes it easy for two families to share the home with additional lower level bedrooms, family room and rec room. After a snowshoe hike on the golf course return home to warm up in the spacious sauna. The current owner has invested in many upgrades over the past years with new garage doors, trex decking, washer and dryer, ac units and the list goes on. No Drive-bys, please request an appointment or video showing.

$629,000Est. Payment
5 Beds | 4 Baths | 3,000 Sqft
8 Red Brook Road Extension, Winhall, VT 05340
House For Sale

Tucked away in the Strattonwald Community is this charming well cared for 5 bedroom home on 1 private acre. The dramatic stone fireplace is the focal point of the open living space. The well laid out first floor has a master en suite and a separate area with 2 bunkrooms, 4th bedroom and a full bath with an additional powder room. Stairs lead to a small loft with a cozy sauna and a second master en suite with cathedral exposed wood ceilings and large windows. The lower level walkout is a large open space partially finished which would make a great second family room. Newer windows, standing seam roof and full house generator make this home low maintenance. A bond is sold with this home which covers roads, swimming pond , tennis courts and a shuttle to and from Stratton Mountain during winter months. Call to see this wonderful home.

$339,000Est. Payment
3 Beds | 3 Baths | 1,640 Sqft
76 Pond View Road, Winhall, VT 05340
House For Sale

Pond views from your dining Room and kitchen, this three bedroom plus loft unit is nestled among the pines. This unit offers brand new appliances , hard wood floors on the main level, a walk off deck and a wood burning fireplace for the perfect retreat for any season.

$85,000Est. Payment
1 Bed | 1 Bath | 98 Sqft
40 South Road, Winhall, VT 05340
House For Sale

Have you ever contemplated a tiny house? Here is your chance to experience tiny living located along side the beautiful Winhall Brook. The lot does have an existing septic which is not being used and a well that is the houses water source. The house has a small sitting area, kitchen, bath with compost toilet and shower, and a sleeping loft with cubbies. There is an instant hot water system. The tiny house sits on the spot that once held a small cottage. The current owner was told in order to build here it would have to stay within the old foundation footprint. Best to speak with the Town of Winhall. South Road is a quiet and great for walking, approximately 1 mile up the road is the Catamount Cross Country Trail for x-skiing, snowshoeing or hiking. Wild Wings x-country trails are nearby as well. The property is 5 minutes to Bromley, 15 mutes to Stratton and a nice walk to the village of Peru. The area is wonderful for all of its outdoor adventures and convenience to Manchester. Zone A in flood plane.

$399,000Est. Payment
3 Beds | 2 Baths | 1,792 Sqft
91 Sylvan Ridge Road, Winhall, VT 05340
House For Sale

This will not last....Impeccably decorated 3 bedroom, 2 bath home with winter views of Bromley. This desirable Winhall location is close to Bromley, VAST trails, Stratton Mtn and Manchester. Newly renovated kitchen and decorative reclaimed barn beams compliment the bright open floor plan with main floor master. The lower level great room provides ample entertaining space along with easy access to the outdoor hot tub & fire pit.

$995,000Est. Payment
4 Beds | 6 Baths | 4,644 Sqft
7 Stratton Ridge Road, Winhall, VT 05340
House For Sale

Designed for entertaining and year round enjoyment, this gorgeous home is located just two miles from Stratton Mountain village. Beautiful hard wood floors on the main level with cathedral ceilings and expansive windows. Offering four large bedrooms each with its own en suite bath. Master Suite occupies its own wing. All baths luxuriously appointed, with granite vanity tops and tiled showers. Large gourmet kitchen opens to the dining room, living room area. Large deck has views of Bromley Mountain to the Northwest. Large two car attached garage offers plenty of storage. Sit and relax in the hot tub on the patio after along day of skiing! Stratton Mountain Club membership available to transfer, so buyer can skip the waiting line!!

$725,000Est. Payment
4 Beds | 4 Baths | 3,400 Sqft
31 Sugarbush Road Lot F, Winhall, VT 05343
House For Sale

This is the the mountain residence you have been waiting for! Big booming views of the Stratton Mountain trails, commanding two story stone fireplace, open living -dining and kitchen all with views,views, views. Perched on the upper plateau of the 2.10 acre parcel, you'll enjoy the privacy, yet convenience to both the Stratton Base Lodge or the Sunbowl in 5 minutes. Turn-key, this property exudes ambiance with wood floors, dramatic beams and wood finished catherdal ceilings. Perfect floorplan for apres ski & apres golf gatherings. The four bedroom design features two en-suite masters and 2 mega bunkrooms that share a bath. The spacious loft is ideal for watching movies and sports. Perfect for the mountain enthusiast with mudroom, ski room, shop for ski tuning and storage on the lower level. Plenty of room for fulltime or part time living with space for working remotely and off campus schooling.Two fireplaces, 4Bed/3.5 baths, shed and wonderful location.

$1,995,000Est. Payment
3 Beds | 2 Baths | 2,350 Sqft
455 Vt Route 30, Winhall, VT 05753
House For Sale

A truly one-of-a-kind property offering 175(+/-) acres, ideally located in the heart of Ski Country between Bromley and Stratton Ski Resorts. This very unique property consists of a Colonial with barn and garage on 7+ acres with 50+ acres next door and an additional 117+ acres in the back, bordering National Forest and showcasing top of the world views of Stratton Mountain. The residence has true Vermont charm and allows plenty of room for kids to play in the large meadow located behind the barn. It provides a unique opportunity to stay in residence while building your Vermont Dream home(s) on one or both of the adjoining lots. This would make a great Guest House for family and friends or a nice Ski Rental for additional income. For those thinking of developing this large parcel, we can provide the preliminary plans and documentation for a 6 to 7 acre lot subdivision. A property like this doesn't come around often so don't miss out on this extraordinary opportunity to enjoy the peaceful beauty and the lifestyle Vermont has to offer!

$629,000Est. Payment
4 Beds | 7 Baths | 5,148 Sqft
10 Tollgate Road, Winhall, VT 05255
House For Sale

Charming 4 bedroom home above the the beloved Mistral's restaurant less than 10 minutes from Manchester Center and just 5 minutes from Bromley Mountain! Restaurant is also included with the sale, with tremendous potential to renovate the restaurant dining room into additional living space. The 4 acre property is conveniently located just off of VT Rt 30 and currently has approximately 3,400 square feet in the restaurant and 1,700 square feet of residential space. Beautiful views of Bromley Brook and the waterfall from the house and restaurant. TPW Real Estate 802-366-1430 TPWrealestate.com

$895,000Est. Payment
4 Beds | 5 Baths | 3,200 Sqft
18 Stone Lodge Road Lot 3, Winhall, VT 05340
House For Sale

Exceptional construction-Five star energy rated with upscale finishes and unobstructed views of Bromley Mountain and the ridge lines. Just minutes to the Stratton Base Lodge, this beautiful residence boasts a gourmet kitchen with Wolf gas range, wood floors throughout, a commanding 2 story stone fireplace and VIEWS, VIEWS, VIEWS! No detail has been overlooked. Looking for the mountain residence well equipped for full time living- working remotely with outdoor recreation at your doorstep? This property offers the space and high speed internet you want. Featuring four en-suite master bedrooms. Exceptional tile finishes and oversized showers with the main en-suite masters. The welcoming entrance includes a well designed mudroom with direct access to the oversized 2 car garage. The deck is perfectly situated to take in the views and enjoy the beautiful surroundings. Even more exceptional is the lower level which is completely insulated with electric and plumbing prep for a fifth bedroom, bath and spacious walkout recreation room with slider that opens to an ideal place for your hot tub. Don't overlook this turnkey gem, quiet setting, just minutes to the Stratton trails with everything you look for in mountain residence. Conveniently located to enjoy winter resort activities and everything the area has to offer. Vermont is calling you. VISITORS ARE PROHIBITED FROM DRIVING DOWN DRIVEWAY WITHOUT A WRG AGENT. PRIVATE OCCUPIED PROPERTY

version="1.1" xmlns="http://www.w3.org/2000/svg" xmlns:xlink="http://www.w3.org/1999/xlink" width="30px" height="24px" >