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Winhall VT Real Estate

In the crest of the Green Mountains, the town of Winhall is located in Bennington County, Vermont. The rolling hills and open land offer outdoor recreation year-round and parts of Stratton Mountain Ski Resort are located within Winhall, giving residents access to all the activities offered such as skiing, hiking, swimming, and more. Winhall includes the unincorporated village of Bondville located in the southeastern corner of town. 

Search the latest real estate in Winhall, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. ‚ÄčRegister to save your favorite listings and you can get email notifications when similar properties are posted. Have an account? Log in here.

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90 Snow Valley Road Winhall VT 05340

Winhall, VT90 Snow Valley Road

Price$4,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4826030

  • Land
  • Acreage 447

The slope-side of the storied Snow Valley Ski Resort presents a truly unique development opportunity for a new vision to encompass a family-oriented, four-season community resort. Drawing from the major metropolises of New York City and Boston, this 450+ acre site is poised to draw a number of hospitality, residential and recreational uses to capture increasing demand by urban residents seeking immersion in nature and the great outdoors. A buyer or equity partner will have the ability to create an authentic, architecturally significant, multifaceted venue giving nod to the great historical Adirondack camps, mountain communities and traditional Vermont homesteads. As an eco-minded boutique hotel/glamping resort, sporting club, residential community, or iconic estate property, future patrons and residents will have endless activities to enjoy in this ultimate safe haven.

Listed by Paul William Carroccio and Andy Paluch of TPW Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.25% last updated on 2022-05-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

25 Mountain Haunts Road Winhall VT 05340

Winhall, VT25 Mountain Haunts Road

Price$3,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4911369

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 6,703

Stratton Mountain Estate-Rarely does one have the opportunity to acquire an iconic estate with a newly expanded and renovated grand lodge and guest house with extraordinary views of Stratton Mountain trails. This exceptional renovation of a Frank Lloyd Wright designed Pearl Buck property on 45 acres is just minutes to the Stratton Mountain Base Lodge. With commanding southerly views of Stratton Mountain, and surrounding ridge lines with sunset views to the west, this dramatic 4 bedroom/ 4.5 bath lodge is without comparison and the last rare parcel of this size near the resort with a world of privacy and tranquility. Three stone fireplaces, large beams, walls of glass and VIEWS, VIEWS, VIEWS. Additional 2BR/2BA Guest House, garage, pond and tennis court. Patios, Stonework, outdoor spaces.enhance the stunning location. Additional building sites available. Situated in the heart of everything the region has to offer througout the seasons. World Class professional theater at Weston and Dorset, the Manchester Music Festival, The Dorset Summer Equestrian Festival, Hiking, biking, kayaking, shopping and dining. Fall foliage, first tacks on powder days and the glorious Green Mountain Summers beckon. This one of a kind property has the essence of a true mountain lodge, set into its surroundings with a tranquil and peaceful vantage point. Adventure is at your doorstep.Additional parcels available. Make plans to visit this newly expanded and renovated property. You'll be enthralled!

Listed by Kim Morgan-Wohler of Wohler Realty Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.25% last updated on 2022-05-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

455 VT Route 30 Winhall VT 05340

Winhall, VT455 VT Route 30

Price$1,850,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4893614

  • Residential Single Family
  • Square Feet 2,350
  • Bedrooms 3
  • Construction Existing
  • Bathroom 2

A truly one-of-a-kind property offering 174+ 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 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!

Listed by Joseph Cajzer and Tammy Dillman of Josiah Allen Real Estate,Manchester Branch Office

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.25% last updated on 2022-05-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

455 VT Route 30 Winhall VT 05340

Winhall, VT455 VT Route 30

Price$1,850,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4893660

  • Land
  • Acreage 174.58
  • Utilities Cable - Available
  • Zoning Residential

A truly one-of-a-kind property offering 174+ acres, ideally located in the heart of Ski Country between Bromley and Stratton Ski Resorts. This very unique parcel consists of a Residential site on 7+ acres with Colonial farmhouse, barn and garage already in place that would make an ideal Guest house or income property. There's an additional 50+ adjoining acres and another 117+ elevated acres with two cleared building sites offering great views. The site located at the top of the 117+ acres borders National Forest and showcases amazing "top of the world" views of Stratton Mountain. This parcel would make an exceptional family compound. For those thinking about developing, we can provide preliminary plans & docs for a 6 to 7 lot subdivision and there's potential for further 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 lifestyle Vermont has to offer!

Listed by Joseph Cajzer and Tammy Dillman of Josiah Allen Real Estate,Manchester Branch Office

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.25% last updated on 2022-05-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

9 Stonehouse Road Winhall VT 05340

Winhall, VT9 Stonehouse Road

Price$1,775,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4898530

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Square Feet 6,275
  • Bedrooms 5

This Phenomenal Stratton Mountain Ski Home is truly a signature property in the High Meadow neighborhood. Take the Shuttle to the Base Lodge and you'll be on the slopes in no time. Situated along a fairway on the Stratton golf course, you'll enjoy exceptional views of the trails of Stratton Mountain from every vantage point.The Great Room is anchored by a wood-burning fireplace, framed by stunning floor to ceiling windows w/French doors that bring cascading sunlight into the open floor plan.Entertaining areas all open to an outdoor patio &impressive wrap-around covered porch. Soak in your hot tub & sauna after a long day of skiing, then entertain your guest with gourmet meals prepared in the chef's kitchen equipped with stainless appliances, double wall ovens, industrial refrigerator, and a center island range. Easily host 12 guests in the stately adjacent dining room flanked with wood columns and built ins. Whether you enjoy warm weather dining on the screened in porch or waking to spectacular Mountain views in the expansive Master Suite this home will not disappoint. The secluded Master Suite Spa and private dressing room is unmatched. There is additional space for guests with 2 ensuite bedrooms on the spacious second floor and 2 more bedrooms and another full bath on the lower level. An incredible accompaniment to this home is the entertainment and billiard room. Oversized double garage. Exceptional location, an additional building lot, huge views and Resort amenities!

Listed by Kim Morgan-Wohler of Wohler Realty Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.25% last updated on 2022-05-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

46 Road to Millbrook Road Winhall VT 05340

Winhall, VT46 Road to Millbrook Road

Price$1,295,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4898584

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 4,882
  • Bathroom 7
  • Construction Existing

A classic Vermont home with a touch of modern accents awaits. This home sits at the end of the road on approx. 10.7 acres with a pond and spectacular views. The entry room has plenty of space and storage for all your Vermont accessories. A spacious kitchen and dining area open to a Great Room with a stone fireplace. From the Great Room, access the deck or sit and enjoy the views. Large windows and twin glass doors provide warm natural light in this main living room area. The first floor also has a separate den with sliding doors to provide privacy. This room has lots of light and twin glass doors that spill out onto the deck. Two separate upstairs areas provide plenty of bedroom space. The first set of bedrooms are spacious and one has an en-suite full bathroom and the other has a full bathroom right next door. The other upstairs area has a huge master bedroom with gorgeous views, porch, and en-suite bathroom with steam shower, office area, and large walk-in closet. There are two additional finished lower-level areas, each with their own full bathrooms. Walk out the twin glass doors that open to a stone patio and relax outside. This is the perfect weekend retreat or spread out and live in comfort year-round in this home. Please call to arrange a showing.

Listed by William Mariano and Thomas Deck of TPW Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.25% last updated on 2022-05-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

19 Middle Ridge Road Winhall VT 05340

Winhall, VT19 Middle Ridge Road

Price$899,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4895627

  • Residential Single Family
  • Bathroom 4
  • Bedrooms 7
  • Square Feet 3,400
  • Construction Existing

Own a piece of history at Stratton. Walk to the Village and lifts in this convenient location. Plenty of room for extended family and friends. Renovate to suit your needs.

Listed by Timothy Mich Doddridge of Stratton Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.25% last updated on 2022-05-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

A16 Piper Ridge Road Winhall VT 05340

Winhall, VTA16 Piper Ridge Road, Unit A16

Price$799,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4910908

  • Condo
  • New Contruction Existing
  • Complex Piper Ridge
  • Year Built 1983
  • Construction Wood Frame

Designed for making the most of mountain life, Piper Ridge fuses wide open living spaces and embraces Vermont's natural surroundings. You'll enjoy the convenience of condo living with a club house featuring indoor pool, fitness center, game room, and tennis. Winter offers shuttle service to the Stratton base lodge. The main floor features open concept kitchen, dining and living area with cathedral ceiling and wood burning fireplace. Sliders to the deck offer al fresco dining. Downstairs features great room with fireplace and outdoor hot tub. The master suite has en suite bathroom with tub/shower and 2 separate vanities. Three additional bedrooms and 2 bathrooms and a versatile loft for extra sleeping space or home office. Laundry room, mudroom with built ins and detached garage complete this listing.

Listed by Robin Apps and Margaret McMahon of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.25% last updated on 2022-05-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

46 Beaver Street Winhall VT 05340

Winhall, VT46 Beaver Street

Price$789,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4908335

  • Residential Single Family
  • Square Feet 2,256
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5

The ultimate Vermont getaway nestled right between Stratton Mountain, Bromley Mountain, and Magic Mountain! A rare opportunity to own one of the most private and secluded properties within the Golden Triangle. This is a 5 bedroom home that sleeps 15 with 3 baths, one on each level. The homes center piece is the cathedral ceiling in the great room with a soaring stone fireplace. An updated kitchen with new marble tops and sink outside a recently updated entryway with cubbies for the whole family. The private master suite is upstairs away from the action. Two large bedrooms on the main level with fresh new carpets. Lower level is the entertainment room with pool table and shuffleboard just off the bunk room that sleeps four and a large guest room with king bed and a queen futon for any overflow guests. Large wraparound porch overlooks the expansive front yard while a 7 person hot tub is just off the deck overlooking the forever wild grounds that surrounds this beautiful home. This home is now available after 22 years off the market. Turn key piece of paradise with a fabulous rental history that has generated high income when not being used by the owners.

Listed by Carrie Mathews of William Raveis Winhall

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.25% last updated on 2022-05-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

29 Nearing Road Winhall VT 05340

Winhall, VT29 Nearing Road

Price$729,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4904526

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Square Feet 2,916
  • Bathroom 4

Located in the Forest Farms neighborhood with a view of the Stratton Mountain trails, it is 2 miles to the base lodge. This home has been carefully looked after, upgraded and thoughtfully renovated. Whether you want to live here full time or are a weekend warrior, this well-designed home has over 2900 square feet of living space on three levels. The main level has a new top of the line kitchen with new cabinets, granite counters, stainless steel appliances with a dacor gas stove, light filled living room with wood burning fireplace and cathedral ceiling, guest bedroom with a full bathroom, spacious entry-mudroom and laundry room. Upstairs are two bedrooms, the primary bedroom with large walk in shower and soaking tub, another bedroom with private bathroom, and large loft area that serves as an office and sitting area. The walk out basement has a beautifully finished family room with ping pong and dry bar, bonus room, half bath and mud room. Outside, 2 car detached garage with storage on second floor, landscaped lawn with pond and a wrap around deck for outdoor entertaining all summer!

Listed by Robin Apps and Margaret McMahon of Four Seasons Sotheby's Int'l Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.25% last updated on 2022-05-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

72 Benson Fuller Road Winhall VT 05340

Winhall, VT72 Benson Fuller Road

Price$690,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4903402

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Square Feet 2,784

Well maintained single family home with spectacular views out over the Valley towards Bromley! Beautiful home--cathedral ceiling, big deck with hot tub, two fireplaces, family room, game room area, ski room, updated kitchen with granite countertops! In outstanding, move in condition! Furnished nicely---close to skiing!

Listed by Edwin Kevil of Stratton Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.25% last updated on 2022-05-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

94 Vermont Route 30 Winhall VT 05340

Winhall, VT94 Vermont Route 30

Price$450,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4910257

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,145

Conveniently located in Bondville Village, across from Winhall River, this attractive 4 Bedroom, 4 bathroom shed roof contemporary has a surprisingly spacious interior. Upon entering the vaulted Foyer you are immediately struck by the seamless flow from the L shaped Living Room around the double sided fireplace to TV viewing area to open Dining/Kitchen. The Kitchen has ample cabinet storage and countertop space and access onto the deck grilling area. Off a hallway is a ¾ bathroom and Bonus Game Room with another access onto the other end of the expansive deck. Upstairs, at one end of a hallway open to the Foyer below, is the roomy corner Primary en suite bedroom with two large walk in closets. At the other end is a corner Guest Bedroom en suite. In between are 2 more Guest Bedrooms with a Jack and Jill bathroom. The high ceiling finished two-car attached garage is accessed from the Bonus Room. The basement with laundry has both an exterior access from the garage and the interior Foyer Hallway. Features include ceiling fans throughout, central vac, Jacuzzi tub, piping in kitchen for propane stove update, buried oil tank removed, new tank in basement, , seasonal stream, short drive up Mountain Road to Stratton Resort, 20 minutes to Manchester shopping and dining. Built by a Connecticut contractor for his family, the property has been lovingly maintained and enjoyed over the years. Furnishings included to move right in and take time to make it your own.

Listed by Diana Stugger and Bob Maisey of Four Seasons Sotheby's Int'l Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 5.25% last updated on 2022-05-19

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2022 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated May 24, 2022.

 

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