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Real Estate For Sale in Winhall, Vermont

Winhall is located at the foot of Stratton mountain. It is a scenic town that is home to several bodies of water and is only 10 minutes from Bromley Mountain Ski Resort, making it an ideal place to call home for those looking to get the most out of the region. Find a wide variety of resort homes, large new construction, cabins, and much more in Winhall. 

Search Real Estate For Sale In Winhall, VT

Enjoy browsing current real estate for sale located in Winhall, VT, including homes and land. Look through a variety of listings to find the right property for you. Register with us to save your favorite listings, and receive email notifications when a new property matches your search criteria. Contact Ski Home Realty online or call (802) 464-2366 with any questions or to schedule a private viewing!

42 Hilltop Road Winhall VT 05340

Winhall, VT42 Hilltop Road

Price$629,000

Est. Mortgage: $/month

MLS Number 4931557

  • Condo
  • Bedrooms 4
  • New Contruction Existing
  • Square Feet 2,957
  • Construction Wood Frame

This large floorplan townhouse is available in the Intervale at Stratton community. A private setting, with four bedrooms and four bathrooms, with a walk out lower level family room. This layout allows for a main floor suite, two bedrooms upstairs with a loft. The fourth bedroom is on the lower level. A large laundry room is on the lower level with new washer and dryer. Thoughtful updates over the years include air conditioning, stainless appliances, some windows replaced, built in cabinets, and more. The back deck has stairs to the yard, for easy dog walking, snowman making, and enjoying of the private wooded setting out back. Live the simple life in this well maintained community, which has a winter Shuttle bus to Stratton's village. Carport for your vehicle.

Listed by Christiane Carroccio of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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C20 High Meadow Road Winhall VT 05340

Winhall, VTC20 High Meadow Road

Price$175,000

Est. Mortgage: $/month

MLS Number 4931097

  • Land
  • Acreage 1
  • Utilities Cable - At Site
  • Zoning Residential

This is one of the last remaining building lots available in the ever desirable High Meadow neighborhood at Stratton. Building and engineering plans available for a spectacular 5BR/4.5BA three-level residence with attached 2-car garage. Enjoy ease of construction with community water/sewer, electric and high speed internet at the road. Located on the winter shuttle route, this property offers convenience and proximity to the ski mountain. Stratton Sport Center eligible. Build your dream home at Stratton.

Listed by Cheyanne Pugliese of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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103 Winhall Hollow Road Winhall VT 05340

Winhall, VT103 Winhall Hollow Road

Price$2,400,000

Est. Mortgage: $/month

MLS Number 4931129

  • Residential Single Family
  • Bedrooms 9
  • Square Feet 3,375
  • Bathroom 8
  • Construction Existing

SOME OPPORTUNITIES ONLY COME ALONG ONCE IN A LIFETIME! THIS IS YOUR CHANCE! COME SEE THE HISTORIC RED FOX INN! A unique, unrivaled Vermont offering located on the famed Winhall Hollow Rd. With 10.1 gorgeous acres boasting beautiful open meadows, spacious grounds and views of Stratton, this property has a 3375 sq. ft, 9 BR 8 bath + living room Guesthouse, a magnificent 6484' Barn with 75 seat restaurant and Irish Pub, always the go to place for great food, great music and a great time! Also, there is a 1600' 3 BR carriage house used for living quarters, a 5 bay garage and a 1.53a. lot permitted for 4 BR home.The best part? State wastewater Permits are in place for all of this! Use your imagination and creativity to make this your own! You can even renovate the guesthouse to become your new dream home all the while experiencing living in a tranquil setting.The current owners have been the steadfast Innkeepers of this precious gem for the last 40 years and have raised their children here in this sought after School Choice Winhall community. This property is 5 min. to Stratton, 15 min to Bromley, 30 min to Mt. Snow, 45 min to Okemo, 60 min to Killington. It is close to golf, tennis, swimming, hiking, paddleboarding, Manchester and is part of a large arts community as well. Only 4.5 hrs to NYC, 1.25 to Albany, 2.5 hrs to Burlington, 3 hrs to Boston. YOUR VISION CAN BE YOUR ANSWER TO HAVING A PEACEFUL ENVIRONMENT, GREAT SCHOOLS AND A LESS HECTIC LIFE! WHAT ARE YOU WAITING FOR?

Listed by Elyn Bischof of Mountain Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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7,9,13 Winhall Hollow Road Winhall VT 05340

MLS Number 4930157

  • Multifamily
  • Square Feet 2,898
  • Bathroom 3
  • Units 3
  • Acreage 2.28

Secure your winter seasonal now! Here's an opportunity to own a unique piece of real estate in Winhall. This property offers abundant possibilities!! This chalet has been in the family since its inception. Now its ready for you to make memories with your family! First time on the market! Get ready for the ski season! Own your ski house with a two car garage as well as a single bedroom apartment above the garage and a small chalet!! The location is ideal!! You can walk to the market, bank and post office! Less than a 1/2 mile from the access road and only minutes to Stratton base lodge! Chalet has its own well and septic. See MLS DOCS for room sizes of the Chalet. Apartment has its own septic! All apartment measurements are included with the listing. Property is being sold "As Is". Tenants occupy the apartment and chalet with a lease agreement until April 30, 2023.

Listed by Sandy Laserte of Mountain Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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86 Turkey Run Road Winhall VT 05340

Winhall, VT86 Turkey Run Road

Price$485,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4929044

  • Condo
  • Bedrooms 3
  • Square Feet 1,640
  • New Contruction Existing
  • Construction Wood Frame

Beautifully renovated Intervale at Stratton condo. The main floor is refreshed with barn-board tile floor in mudroom, kitchen, and master bathroom. The main floor master suite has an all new bathroom with barn door, reclaimed wood shelving, and marble counter. Updated kitchen is move in ready. The living room fireplace was modified to be current, and the design enhanced with reclaimed timber mantle. High quality window shades installed throughout main floor. Deck off the living room is a peaceful retreat amongst the trees. Two bedrooms plus a sleeping loft on the upper floor. One bedroom has an en suite bathroom, and a hallway full bathroom serves the other sleeping spaces. The sleeping loft could be an office, studio, or game room. Shuttle bus to Stratton base area. The best of Stratton living, move in ready!

Listed by Christiane Carroccio of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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7,9,and 13 Winhall Hollow Road Winhall VT 05340

MLS Number 4927994

  • Residential Single Family
  • Square Feet 2,898
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing

Secure your winter seasonal now! Here's an opportunity to own a unique piece of real estate in Winhall. This property offers abundant possibilities!! This chalet has been in the family since its inception. Now its ready for you to make memories with your family! First time on the market! Get ready for the ski season! Own your ski house with a two car garage as well as a single bedroom apartment above the garage and a small chalet!! The location is ideal!! You can walk to the market, bank and post office! Less than a 1/2 mile from the access road and only minutes to Stratton base lodge! Chalet has its own well and septic. See MLS DOCS for room sizes of the Chalet. Apartment has its own septic! All apartment measurements are included with the listing. Property is being sold "As Is". Tenants occupy the apartment and chalet with a lease agreement until April 30, 2023. All showings begin at the Open House Saturday Sept 3 from 11:00 - 2:00

Listed by Sandy Laserte of Mountain Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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386 Winhall Hollow Road Winhall VT 05340

Winhall, VT386 Winhall Hollow Road

Price$645,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4927384

  • Residential Single Family
  • Bedrooms 5
  • Square Feet 4,000
  • Bathroom 3
  • Construction Existing

Come make this 5 bedroom Winhall Hollow Road your new home or your home away from home. Set back from the road this beautiful 4000 sq ft home has enough room for a growing family or a gathered family for skiing adventures. Just minutes from Stratton Mountain and down the street from public access to Gale Meadow Pond, there are year round adventures ready to be explored from this well maintained home on 6 acres. The Pond is only a short stroll through the woods, along a beautiful mountain stream. Come park your car in the heated two car garage, kick off your ski gear and sit by the cozy fireplace. There's so much that this property and location have to offer, just in time for the winter season.

Listed by Trent Stephens of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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37 Jamie Lane Winhall VT 05340

Winhall, VT37 Jamie Lane

Price$645,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4927321

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 2,868
  • Bathroom 4
  • Construction Existing

Live the mountain life on this private 14 acre property with views to Bromley mountain. The road ends at the house, but you are just four miles to the Stratton village. Rare opportunity to own a large parcel so close to Stratton. Four bedroom, four bathroom home with cathedral ceilings, and an open layout. The main floor has a master retreat, spacious kitchen with breakfast bar, and dining room for the big meals after skiing. Mud room, two car garage, laundry, and powder room finish the main floor. Second floor is three good sized bedrooms and full bathroom. The walk out lower level is a family room, office, full bathroom, and plenty of storage space. Full time or vacation home, this one has the space to accommodate all. Located in Winhall, with school choice for K-12, and just 15 miles to Manchester.

Listed by Christiane Carroccio of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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Lot #18 Deep Woods Road Winhall VT 05340
Active With Contract

MLS Number 4926309

  • Land
  • Acreage 1.1
  • Utilities None
  • Zoning Residential

One of the few remaining lots on Deepwoods. Close to ski areas and just minutes from Manchester. School Choice.

Listed by Sean Dillon of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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6 West Branch Road Winhall VT 05340

Winhall, VT6 West Branch Road

Price$849,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4926033

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 2,928
  • Construction Existing
  • Bathroom 4

Location takes center stage for this home located in the North Brookwood neighborhood on Stratton Resort. A beautifully renovated 4 Bedroom 3½ bath contemporary chalet set back off the road for ultimate privacy. Both sleek & elegant in design and showcasing an open concept living/kitchen/dining floor plan with seasonal views of Stratton Mountain. The extra large deck overlooking the wooded landscape creates an inviting retreat. Wood beams and the stone faced wood burning fireplace adorn the great room which flows seamlessly into the heart of the home's gourmet kitchen. Enjoy the convenience of a spacious main level en-suite primary while the walk out lower level easily accommodates family & friends with an additional 3 bedrooms, 2 full baths, laundry and the sought after all purpose bonus room. A short walk to the resort is effortless and the neighborhood winter shuttle that picks up and drops off at the driveway makes this the premier location not to be missed.

Listed by Helen Nault of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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Broker Reciprocity

Copyright 2022 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 2, 2022 1:39 AM EDT.

 
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