Luxury Homes for Sale in Winhall VT

Scroll down to browse luxury homes for sale in Winhall, Vermont. Contact Josiah Allen Real Estate to schedule a showing or if you have any questions.

Winhall, VT Luxury Homes For Sale

Create an account to save your favorite Winhall homes listed for more than $1,000,000 and to receive email notifications when similar properties become available. 

Browse Luxury Real Estate By Location:
Southern Vermont | Dorset | Manchester | Stratton

25 Mountain Haunts Road Winhall VT 05340

Winhall, VT25 Mountain Haunts Road

Price$3,950,000

Est. Mortgage: $/month

MLS Number 4945895

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 7
  • Construction Existing
  • Zip 05340

This private setting on 40 acres is nothing short of EXTRAORDINARY! An iconic Stratton Mountain estate with a newly expanded and renovated grand lodge, a guest house - each with unrivaled views of the Stratton Mountain trails. The upscale addition & renovation of this Pearl Buck property is just minutes to the StrattonMountain 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 throughout 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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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

30 Stark Farm Road Winhall VT 05340

Winhall, VT30 Stark Farm Road

Price$2,795,000

Est. Mortgage: $/month

MLS Number 4953931

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 6
  • Construction Existing
  • Zip 05340

Welcome to your mountain oasis in Winhall, Vermont! This extraordinary home offers an idyllic retreat nestled amidst nature's embrace. Sprawling across 7,743 sq ft and situated on 5 acres of picturesque land, this exquisite property presents the epitome of luxury living. With 6 bedrooms, 5.5 baths, and a myriad of incredible features, this home is a true masterpiece. As you step inside, you'll be captivated by the attention to detail and exquisite craftsmanship throughout. A stunning fireplace invites you to cozy up during the colder months, creating a warm and inviting ambiance. The spacious layout boasts an art studio, perfect for nurturing your creative spirit, while the garage comes equipped with an electric charging station. Embrace the spirit of competition on the basketball court or indulge in the serenity of the outdoors with an invigorating outdoor shower, and gather around the outdoor patio, complete with a cozy fire pit, where you can relax and unwind while sharing stories beneath the starlit sky. This home also offers an in-law suite, providing privacy and comfort for guests or extended family. With its unrivaled features, including the art studio, garage with charging station, amazing mudroom, wine cellar, basketball court, outdoor shower, and patio with a fire pit, this home is a true haven for those seeking both luxury and tranquility. Start your new chapter amidst the beauty of Vermont's mountains.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

90 Snow Valley Road Winhall VT 05340

Winhall, VT90 Snow Valley Road

Price$2,500,000

Est. Mortgage: $/month

MLS Number 4939595

  • Land
  • Acreage 387
  • Utilities None
  • Zoning Rec

Discover the potential of an alpine escape beyond compare in Snow Valley. Once a beloved winter destination in gorgeous Southern Vermont, Snow Valley operated largely under the radar from 1939 to approximately 1982, with a proud reputation as one of the nations very first ski areas and the very first snowboard area. The stunning 390+ acre property forms an ideal blank canvas for potential future home or family compound with all of the benefits of a resort experience. The region boasts over 120 inches of snowfall per year, truly perfect for the downhill and cross-country skiing Snow Valley was once renowned for, with its north-facing configuration of mountains that funnel snow well into the spring season. Picture-perfect vistas of Vermont countryside stretch in every direction, Snow Valley is ready to exceed every expectation. Additional 60 acre lot available - PID 00489 - Span 771-245-1019 owned by Prospect Rock LLC.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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

36 Stratton Gardens Road Winhall VT 05340

Winhall, VT36 Stratton Gardens Road

Price$1,375,000

Est. Mortgage: $/month

MLS Number 4947108

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 5
  • Construction Existing
  • Zip 05340

Discover the perfect mountain retreat at Stratton Gardens! Located just minutes away from Stratton Mountain Resort via private shuttle, this stunning property offers the ultimate blend of luxury and convenience. Association Dues, cover private shuttle to the slopes during ski season, caretaking, snow plowing of roads & driveways, trash removal & lawn mowing. As you step inside, you'll be greeted by the warm and inviting ambiance of a stone cascading wood-burning fireplace, accentuated by the soaring cathedral ceiling. The open floor plan creates an ideal space for entertaining guests or simply relaxing with family. The main floor primary bedroom offers relaxing retreat after a long day on the slopes. The family room provides additional space for relaxation, movie nights or game nights with the family. The recently renovated kitchen features brand new cabinets and stone countertops. Stainless steel appliances provide everything for the aspiring home chef. Additionally new carpet, flooring and interior paint throughout. Other features of this stunning property include shuttle service to the mountain and a spacious 2 car garage, providing ample storage for all your outdoor equipment. Furniture included. Association dues cover private shuttle, caretaker, trash removal, lawn mowing, plowing of your driveway, shoveling of your walkway & plowing/maintenance of Loop Road.

Listed by Kevin Moran of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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

10 Indian Brush Road Winhall VT 05340

Winhall, VT10 Indian Brush Road

Price$1,249,000

Est. Mortgage: $/month

MLS Number 4954222

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 5
  • Construction Existing
  • Zip 05340

Majestic Mountain Views from this fabulous Vermont home located in the exclusive High Meadow Community. Boasting 3 floors of living space, basking in natural light, this home is made for larger gatherings and enjoying the Stratton Mountain area life. Fabulous floor plan with lower level den area and tricked out game room, half bath and laundry. Main floor features living room with wood burning fireplace, dining room, spacious eat-in kitchen. Two bedrooms and full bath with lounge area. Additional bedroom with bunk bed off of the hallway. On the upper level there are two more bedrooms with a shared bath and an impressive primary bedroom suite with jacuzzi tub, shower, and dressing area. Après the day on the deck soaking in the hot tub. Community shuttle to base area on weekends and holidays in the winter, great proximity to Golf Course in the summer with views of Stratton all year round! Come see how this home can be your next chapter and start making your Mountain memories today.

Listed by Andie Fusco and Tara van de Velde of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

17 Hunters Ridge Road Winhall VT 05340

Winhall, VT17 Hunters Ridge Road

Price$1,125,000

Est. Mortgage: $/month

MLS Number 4954068

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing
  • Zip 05340

Incredible Mountain residence situated on 2.31 private acres with direct pond frontage on the Strattonwald Pond! Rare opportunity to own a beautiful home with upscale finishes, served by shuttle service and just minutes to the Stratton Mountain Access Road. Inviting and open, the great room features wood floors, stone fireplace, high ceilings and a sizable gourmet kitchen with stainless steel, granite countertops, farm sink and designer lighting. A formal dining area opens to everything and is perfect for entertaining. Each Primary suite boast 4 star bathroom stone and tile detail w/4 bedroom/3.5 bath , each with lovely views of the outdoors. The thoughtful layout includes a den, foyer entrance directly from the covered porch and a separate mudroom and attached one car garage. But wait, this is not just a winter retreat! This property is designed to enjoy the outdoors in every season with screened in porch, fire pit, and your private trail leads you through the woods to the pond for kayaking and swimming. Kayak or canoe directly across to the Strattonwald private tennis courts. Wow, what a location at the end of a private cul-de-sac, served by a private winter weekend & holiday shuttle service and transferring with a Strattonwald Recreation Bond in good standing. Roads are town maintained. All of this combines to make this an exceptional property.

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.71% last updated on Jun 8, 2023
* 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

Broker Reciprocity 

Copyright 2023 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 June 9, 2023 1:38 AM EDT