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53 Homes For Sale in Winhall, VT

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$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.

$475,000Est. Payment
4 Beds | 4 Baths | 2,979 Sqft
56 Hilltop Road 56, Winhall, VT 05340
Condominium For Sale

Not your average Intervale, this 2900 three floor residence is large enough to welcome family, friends and guests. The condominiums interior embraces what this place is all about - casual, well thought out living for the busy homeowner. Master suite on entry level, open living and dining areas, wood burning fireplace, bright and sunny kitchen with new stainless steel appliances. Two additional bedrooms on upper level with large loft suitable for your virtual school or work days. Lower floor offers a second family room with another wood burning fireplace , walk out access from this room along with a fourth bedroom and laundry room with extra storage room. Come back home after a long rec day to Intervales ever popular woodsy setting with each owner having carport coverage parking. Winter shuttle service in the 2021-22 season. Stratton Sports Ctr bond available to purchase but not included . Offered mostly furnished . Newly painted interior! Manageable associations fees with excellent caretaking services. Dont miss your opportunity to secure this oversized Stratton residence before its gone!! Sellers reviewing all bids MONDAY April 12th.

$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.

$305,000Est. Payment
4 Beds | 2 Baths | 1,456 Sqft
93 Sylvan Ridge Road, Winhall, VT 05340
House For Sale

Highly desirable location! Close to Stratton! Close to Manchester! Gorgeous View of Bromley! Totally redone for you...nothing left to do! New kitchen with country soap stone sink from Attention to Details Interiors in Manchester, new extremely efficient Vermont Castings wood burning stove, new stainless steel dishwasher, new hardwood Hickory floors, new windows and sliders upstairs, all new exterior and interior paints, all new bathroom fixtures in both bathrooms, new front door and entry way and all new decking out front. Immediate access to VAST Trails network. Incredible signal bandwidth from Xfiniti Comcast! House is also capable as a "primary" residence. New septic 500 gal. tank in 2017. Ready for everything, every season... all 3 ski areas nearby, Cross Country skiing close by and close to Dorset for the Summer Horse Show. This house is move in ready, and ready to be loved and enjoyed. Full list of improvements attached. Contact: Wilkie Bushby 646-831-5647 cell or at [email protected]

$217,000Est. Payment
2 Beds | 2 Baths | 1,110 Sqft
65 East Birch Road 43, Stratton, VT 05340
Condominium For Sale

Great winter views of Strattons trails from this turn key Vantage Point unit. This popular floor plan features open concept living-dining-kitchen area, spacious bedrooms and a wood burning stone fireplace. Updated and well maintained with two bedrooms, two full baths, granite countertops and stainless appliances. The ground level location offers direct access from your private, sunny patio and is walking distance to the Sports Center and Village. Winter shuttle service to the base lodge. Sold furnished.

$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.

$300,000Est. Payment
10 Acres
Old Ridge Road Lot 3, Winhall, VT 05155
Lots Land For Sale

Huge valley views with access off Old Ridge Road in High Meadow. State permit WW-2-1529 for 5 bedroom house. The adjacent lot (Lot 2) is also available for $225,000 MLS # 4850022

$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.

$225,000Est. Payment
10 Acres
Old Ridge Road Lot 2, Winhall, VT 05155
Lots Land For Sale

Huge valley views with access off Old Ridge Road in High Meadow. State permit WW-2-1529 for 5 bedroom house. The adjacent lot (Lot 3) is also available for $300,000 MLS # 4850024

$995,000Est. Payment
77.6 Acres
0 Winhall Hollow Road, Winhall, VT 05340
Lots Land For Sale

One of the few large parcels that remain in Winhall. 77.6 acres along the desirable Winhall Hollow Road with 2,085' of road frontage which provides easy access. The land is level to gently sloping with the Red Brook meandering through. Old woods trails traverse the parcel with mature softwoods throughout. A small old fruit orchard feeds wildlife. This location would be ideal for a large estate or review the initial site engineering and consider a subdivision. Initial investigations show that 8-10 lots may be approved. Stratton, Bromley and Magic Mtn ski areas are all within a 15 minute drive-this location could not be much better.

$400,000Est. Payment
3 Beds | 3 Baths | 1,650 Sqft
4a Ridge Court 4a, Winhall, VT 05360
Condominium For Sale

Piper Ridge - A unique condominium group with its own private Sports/Community Center and Shuttle to Stratton. The Sports center has indoor pool, hot tub, sauna, exercise roon, community room and game room for kids and adults. There is a private shuttle to Stratton's skiing in the winter. This nice Cornwall unit has 3 ensuite bedrooms, an open living/dining/kitchen area and pretty old brick fireplace. Unit has updated kitchen, updated master bath, new windows and other upgrades. Sold furnished, list to be provided. With on site management, this is a well run community.

$995,000Est. Payment
77.6 Acres
Winhall Hollow Road, Winhall, VT 05340
Lots Land For Sale

One of the few large parcels that remain in Winhall. 77.6 acres along the desirable Winhall Hollow Road with 2,085' of road frontage which provides easy access. The land is level to gently sloping with the Red Brook meandering through. Old woods trails traverse the parcel with mature softwoods throughout. A small old fruit orchard feeds wildlife. This location would be ideal for a large estate or review the initial site engineering and consider a subdivision. Initial investigations show that 8-10 lots may be approved. Stratton, Bromley and Magic Mtn ski areas are all within a 15 minute drive-this location could not be much better.

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