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Winhall VT Real Estate

The small quaint town of Bondville, located in Winhall, is the bustling gateway to Stratton Mountain. As you approach Stratton from the south on VT Route 30, you are greeted by the charming buildings and a bridge that crosses the Winhall River running though the town.

Stratton visitors and residents find Winhall to be a great resource for everything from food and wine, banking and even the highly rated Mountain School. A must-see is the Winhall Market – a popular stop for Stratton skiers for early coffee or something for a special dinner in their Stratton Mountain home. The Market has a fabulous selection of Vermont home cooking, a great wine selection, dozens of maple treats and more! Winter, Spring, Summer and Fall – all the seasons are celebrated in Vermont country style in this picturesque location that greets all headed for Stratton Mountain via the Stratton Mountain Access Road.

View Homes in Winhall

Below, browse all real estate in Winhall. Contact Wohler Realty Group today to chat about your real estate needs!

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18 Deeryard Road Winhall VT 05340

Winhall, VT18 Deeryard Road

Price$995,000

Est. Mortgage: $/month

MLS Number 4888411

  • Residential Single Family
  • Bedrooms 5
  • Square Feet 3,915
  • Construction Existing
  • Bathroom 5

Turn key post and beam property is fully furnished with a great rental history and location. Minutes to Stratton and Bromley skiing and beautiful views to Stratton. Area offers endless winter and summer recreational activities. Exceptional mountain home provides three levels of living with five bedrooms and five baths. Offering many top of the line upgrades and boasting an open floor plan designed for convenient living through the Vermont seasons. Living room with vaulted ceiling and a wall of windows provides natural light and is a great gathering place with access to the expansive deck and views of Stratton. One upper level provides a large rec room with seating area, pool table, bedroom, and full bath. Loft area provides 2 bedrooms and a full bath. Amenities include spacious gourmet kitchen, wood floors, main floor master suite, three car heated garage with access to sizable mudroom, back up generator, Wifi thermostats and alarm system with remote control from cellphone app. Finished bsmt with combined family room bunk area, bedroom, completely renovated bath and laundry room with two sets of new stackable front loader washers and dryers and new floors. Added bonus is a two story barn to store all your outdoor equipment with workshop and upper storage level. New water heater, new on demand boiler for baseboard radiant and pump, new oven, new refrigerator and new light fixtures. High speed internet. Enjoy the Vermont Lifestyle at its best. Showings begin Oct. 30, 2021

Listed by Chris DeFelice of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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21 Hollow View Road Winhall VT 05340

Winhall, VT21 Hollow View Road, Unit A

Price$1,595,000

Est. Mortgage: $/month

MLS Number 4888237

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,400

Forever vista views of the Winhall Valley from this custom 5 bedroom mountain home off Upper Taylor Hill Road in Winhall. You will appreciate the multi level living space including a main floor guest suite, entertainer's kitchen with island and even two dishwashers for your large gatherings. Right off the kitchen island is a welcoming dining/living area, and access to an inviting screened in porch. Wide pine flooring compliments the main first floor. Master bedroom boasting wide views and second guest suite reside on the upper level. The lower level offers two additional bedrooms, a shared bath and fun recreation room with polished bar and second fireplace. Walk out to the lower level covered patio from this level. Attached two car garage allows you to enter into a generous size mudroom. Full house generator. Most recent improvements include new furnace, new hot water heater, new carpet on lower level, freshly stained decks and a brand new sunken hot tub. If your home search consists of a well maintained property with attractive furnishings, FABULOUS VIEWS within minutes to Stratton's Base Lodge or Sun Bowl we've got just the place for you. Look no further.

Listed by Terry Hill of Mountain Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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52 Route 30 Winhall VT 05340

Winhall, VT52 Route 30

Price$1,600,000

Est. Mortgage: $/month

MLS Number 4886950

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 5
  • Square Feet 4,093

Skylight Ski Lodge was built in 1950 and was run as an Inn from 1952-2002. In its heyday, Ski Magazine, February 1977 Issue, said: "most of the serious skiers who frequent the Skylight Lodge wouldn't think of staying anywhere else."It was purchased in 2004 and totally renovated with every amenity you could wish for, done in excellent taste. Two great rooms with massive native stone, wood-burning fireplaces. Maple trees on the property were milled and used for trim and maple floors throughout the home. A large kitchen and dining room capable of entertaining 25. Seven bedrooms, two master suites, and numerous configurations. The property is being sold fully furnished. Located close to Bromley and Stratton. It's on the Vast trail and surrounded by the Green Mountains. Skate on the pond out back. Current owners use the home for personal use and also use is as a VRBO.

Listed by Moira Spivey of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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29 Red Brook Road Winhall VT 05340

Winhall, VT29 Red Brook Road

Price$399,000

Est. Mortgage: $/month

Pending

MLS Number 4886668

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,515

The is the one you've been waiting for! This furnished and updated popular chalet-style home offers an excellent location one mile to the Stratton Access Road, a few steps to the community beach/pond and tennis courts, and a winter weekend and holiday shuttle at the end of the driveway! The home sits just 4 miles to Stratton's lifts, village, restaurants, and shops! Soak in the sun through the many windows in this chalet and enjoy a spacious open main floor with a cozy fireplace, and sliders out to the deck for even more room to entertain. This property offers a sauna and hot tub to help you fully unwind! Strattonwald properties are hard to find and as an added bonus, this property offers natural beauty, peace & quiet with a wooded back yard and the sounds of Red Brook running. This home has three bedrooms and two baths and don't miss the extra large bonus room on the lower level! This turn-key property, with canoe included, has been lovingly maintained inside and out.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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26 Stratton West Road Winhall VT 05340
Active With Contract

MLS Number 4886627

  • Condo
  • New Contruction Existing
  • Complex Stratton West
  • Year Built 1970
  • Construction Wood Frame

This is a must see property that can be a great alternative to renting, used as an investment property for long-term rentals, a vacation home or a second home. Close to all of Stratton's attractions and shopping! This very clean condo with 2 bedrooms and 1 bath.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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9 Stratton West Road Winhall VT 05340
Active With Contract

MLS Number 4886612

  • Condo
  • New Contruction Existing
  • Complex Stratton West
  • Year Built 1970
  • Construction Wood Frame

This beautifully maintained, light and bright 5 bedroom townhouse offers an ideal mountain retreat! Located on the Stratton Mountain Access Road and just minutes from the resorts amenities as well as hiking, biking, and local swimming holes. With Comcast cable you could work from home here snuggled up by the fire! Looking for investment? The lower level with two of the bedrooms, a family room, bath, and kitchenette can be locked off separately. Live up or down and rent the other or both!! Spacious and very well kept, this townhouse is a must see!

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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13B High Meadow Road Winhall VT 05340
Active With Contract

MLS Number 4886241

  • Condo
  • New Contruction Existing
  • Complex Fairway Meadow
  • Year Built 1988
  • Construction Wood Frame

Fairway Meadows townhouses are located along the Stratton Golf course. 13B has a very good view over the golf course and Stratton lake beyond. Current owners bought it as a ski house but now are retired and have been spending summers at their Stratton home. These townhouses are among the largest at Stratton. Just over a mile to the Stratton village and ski lifts, winter shuttle, but a world away! Three bedrooms, family room, sun room (both make nice rooms for guests) living area with wood burning stone fireplace, kitchen and large deck. Available for immediate occupancy!

Listed by Stephen Coombs of Stratton Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15 Nearing Road Winhall VT 05340

Winhall, VT15 Nearing Road

Price$539,000

Est. Mortgage: $/month

Pending

MLS Number 4885985

  • Residential Single Family
  • Square Feet 2,300
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4

Settled upon a 1.63-acre knoll, with breathtaking views of Stratton Mountain's trails, you will find this classic contemporary ski home located in the desirable Forest Farms neighborhood. The property abuts the Winhall Forest and is just a short drive to the Stratton lifts, the golf course, and the resort restaurants. This spacious, sun filled, walls-of-windows home offers cathedral ceilings, two wood burning fireplaces and a wood stove. The property boasts three bedrooms and three and a half baths, along with a spacious top floor en-suite master that has cathedral ceilings and a balcony. There are also two main level en-suite guest rooms, a main level living room and kitchen that's open to the second floor. A bonus loft space is ideal for working from home, gaming nook for kids, or just sitting and reading a book. Complete with a spacious deck to enjoy the peaceful nature Vermont offers and the calm you have been looking for! Showing to start Monday, October 11th.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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10 Nearing Road Winhall VT 05340

Winhall, VT10 Nearing Road

Price$475,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4885273

  • Residential Single Family
  • Square Feet 2,736
  • Bedrooms 4
  • Construction Existing
  • Bathroom 4

This tri-level home is located in Forest Farms only 4 miles from the Stratton Base lodge. Enter on the main floor through a mudroom into the open living/dining room with wood burning fireplace. Also located on the main floor is a powder room and master suite. The second floor boasts a second master suite with its own balcony and jacuzzi tub with stunning views of the mountain. The bottom floor has a family room with wood stove and walk-out sliders to the backyard. The lower level also features two large bedrooms with a shared full bathroom. A large deck, perfect for entertaining, sits off the main floor and there is a pull-through driveway for easy parking. This home is being offered fully furnished 30 minutes to Mt. Snow, 22 minutes to Magic Mountain, and 40 minutes to Okemo. Listing agent is related to the Seller.

Listed by Jessica Flannery of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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10 Middle Ridge Road Winhall VT 05340
Active With Contract

MLS Number 4885337

  • Condo
  • New Contruction Existing
  • Complex Fox Chapel
  • Square Feet 2,400
  • Construction Wood Frame

Fox Chapel is located in the heart of the Stratton Resort! A short walk to the gondola and Stratton's shops and restaurants. You'll feel right at home in this three story townhome with open concept floor plan featuring floor to ceiling stone fireplace and cathedral ceiling! 4 bedrooms and 3.5 bathrooms with 2 en suite masters ensure that everyone can enjoy Vermont living!

Listed by Timothy Apps of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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28 Burnt Hill Road Winhall VT 05340

Winhall, VT28 Burnt Hill Road

Price$449,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4885054

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Square Feet 1,876
  • Bedrooms 4

STRATTONWALD - This beautifully maintained Strattonwald home is being offered for the first time. The accommodating floor plan combines both contemporary and traditional design with spacious rooms and 10' high wood ceilings. The entry level has a covered porch, mudroom, and open kitchen/dining area leading to a private back porch. A wood burning fireplace centers the living room which opens into the cozy den. Upstairs four good sized bedrooms and two full baths. The master bedroom is en-suite. Tons of closet space plus more with a full basement complete with work bench, kayak storage and shelving. Relax by the pond or light up the fire pit by the inviting backyard woods. Plenty of parking with a convenient circular driveway and just a short walk to tennis and swimming. Strattonwald amenities are enjoyed by owners and include winter shuttle service to the Stratton Resort, tennis and pickle ball courts, swimming pond with beach and dock, volley ball, large lawns and picnic tables. This highly sought after location is just minutes to Stratton Mountain with Manchester, Bromley and Magic all close by. Don't miss out! Call to schedule a showing today.

Listed by Karin Hardy of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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75 Sylvan Ridge Road Winhall VT 05340

Winhall, VT75 Sylvan Ridge Road

Price$65,000

Est. Mortgage: $/month

MLS Number 4884780

  • Land
  • Acreage 1.01
  • Utilities Cable - Available
  • Zoning Res

State permit for 3 bedrooms. Potential views of Bromley with clearing. Minutes to Stratton, Bromley, Magic and Manchester.

Listed by Timothy Apps of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2021 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 October 27, 2021.