Welcome to Watson Realty & Associates PLC

Sign Up Today!

Get fresh listings via email, save your favorite listings, match with similar properties, and unlock additional property info.

Create Your Account

Do not fill in this field:

Already have an account? Log in

Winhall Vermont Real Estate

Bennington County
Chartered: September 15, 1761
Area: 28,495 Acres = 44.52 Square Miles
Population (US Census, 2000): 702
Population Density (persons per square mile): 15.8

Winhall Vermont is east of Manchester Vermont, along RT 30. The village of Bondville, technically a part of the town of Winhall, is located at the junction of RT 30 and RT 100, and is often referred to by its own name as it holds the only post office in the town of Winhall. Winhall is in the heart of the Stratton Area, with access to Stratton Mountain Ski Resort. Some Winhall Vermont real estate includes trailside condos and townhouses, and ski resort houses and rentals. Winhall Vermont real estate enjoys close proximity to Vermont’s other fine ski resorts as well. Access to Bromley Mountain Ski Resort, Magic Mountain Ski Resort, and Okemo Mountain Resort is just an hour or less away.

25 Mountain Haunts Road Winhall VT 05340

Winhall, VT25 Mountain Haunts Road

Price$3,499,000

Est. Mortgage: $/month

MLS Number 4945895

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 6,500

Your 40 acre Mountain Playground and Stratton Mountain Estate is nothing short of EXTRAORDINARY! Recently expanded and renovated this grand lodge now boasts 4 en suite bedrooms, three stone fireplaces, huge lodge room with large beams, walls of glass and VIEWS, VIEWS, VIEWS. Gourmet kitchen, plus a 2 BR/2BA Guest House - each with unrivaled views of Stratton Mountain's trails.You'll be captivated by commanding southerly views of Stratton Mountain, surrounding ridge lines and sunset views to the west. This property is without comparison and the last rare parcel of this size near the resort. Enjoy a world of privacy and tranquility. Just minutes to the Base Lodge, you'll come home to endless outdoor fun. Bring your ATVs, snowmobiles and in summer there's a pond and tennis court. Patios, Stonework, outdoor spaces enhance the stunning location. Situated in the heart of everything the region has to offer throughout the seasons. World Class professional theater, 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 land parcels available. Make plans to visit this newly expanded and renovated property. 8 Bedroom septic. You'll be enthralled!

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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

41 Stark Farm Road Winhall VT 05340

Winhall, VT41 Stark Farm Road, Unit 13

Price$2,700,000

Est. Mortgage: $/month

MLS Number 4979189

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,082
  • Construction Existing

Welcome to Stark Farm. Imagine a sleek modern farmhouse nestled in the serene rural landscape of Vermont where contemporary design seamlessly blends with the natural beauty of southern Vermont ski country. As you approach this distinctive property, a paved driveway bordered by summer lush greenery leads you to the entrance of the farmhouse. Upon crossing the threshold, you're met with an open and airy atmosphere. Throughout this residence, the interior design reflects a thoughtful blend of rustic warmth and refined elegance. The expansive kitchen is perfect for entertaining. The upper level offers four comfortable bedrooms including two impressive en suites. The lower level of this exceptional home includes a media/family room as well as a considerable amount of additional storage space. Now, let's party....From the main floor, the interior glass garage door opens and reveals a well-planned and massive gathering barn adorned with post and beam accents and a full service bar. The commanding barn includes a loft where your recreation continues. Double glass doors open up to the outdoor patio and fire pit. Another standout features of this property is the huge swimming pond that graces the 7.8 acre landscape, where the pond is 30' deep in areas. Bring your paddle board, bring your skis and boards, jump in the hot tub or just bring a book to enjoy on the screened-in or covered porches. Whatever you decide, you will not be disappointed. This is what Vermont living is all about.

Listed by Terry Hill of Berkshire Hathaway HomeServices Stratton Home

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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

71 Todd Hill Road Winhall VT 05340

Winhall, VT71 Todd Hill Road

Price$2,400,000

Est. Mortgage: $/month

MLS Number 4985950

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,500

Showings begin Monday, February 26th. Indulge in breathtaking vistas of Stratton and Bromley Mountain from this expansive Adirondack-style residence. Designed for hosting and entertaining, this home boasts five en suite bedrooms and 5500 sq. ft. of open living space. A cathedral living room with a floor-to-ceiling stone fireplace sets the stage, while the chef's kitchen features marble countertops and high-end appliances. Enjoy the opulence of a custom home theater and a spacious rec room with another fireplace. With an attached two-car garage and a sizable mudroom entryway, convenience meets luxury. Unwind in the hot tub or on the stone patio, soaking in some of the finest views offered by this Stratton Mountain property.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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$2,250,000

Est. Mortgage: $/month

MLS Number 4953931

  • Residential Single Family
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 7,743
  • Construction Existing

Welcome to your mountain refuge in Winhall, Vermont! This extraordinary home offers an idyllic haven surrounded by nature. The 7,743 sq ft home is situated on 5 acres of picturesque land and 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. 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. Winhall school choice, proximity to Manchester and minutes from Stratton Resort, the location is convenient. 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!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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$2,000,000

Est. Mortgage: $/month

MLS Number 4939595

  • Land
  • Acreage 387
  • Utilities None
  • PricePerSqFt 5167.96
  • 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: 6.9% last updated on Feb 22, 2024
* 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

33 Forest Haunts Road Winhall VT 05340

Winhall, VT33 Forest Haunts Road

Price$1,795,000

Est. Mortgage: $/month

MLS Number 4969325

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,640

Nestled in the woods on 20 private acres, you'll find a unique opportunity to purchase a French country manor at the heart of the Stratton Resort. It's located by the North Branch Ball Mountain Brook, offering the peaceful sounds of cascading water from the mountain. The property features stone walls, gardens, a pond, and a slate patio, all just a short 5-minute drive from Stratton Resorts for skiing and golf. Inside, a welcoming entrance sets the tone for a Vermont lifestyle. The living room offers river views, a wood-burning fireplace, and doors to a slate patio. The kitchen boasts Pierre Cardosa French limestone countertops, a spacious island, stainless appliances, a pantry, and a breakfast nook. The primary bedroom provides a retreat with a gas fireplace, an en-suite bathroom, built-in closets, window seats, and tasteful tile work. Three additional guest suites include unique touches like a copper sink and countertop, Margot fixtures, custom built-ins, and a third fireplace. Additional features include a sauna, alarm system, central vacuum system, water filtration system, cedar shake roof, copper gutters, and a 2-bay garage. This property captures the essence of Vermont living, blending natural beauty with comfortable living. Stratton Sports Center available, purchaser to pay transfer fee.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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

174-176 Kendall Farm Road Winhall VT 05340

Winhall, VT174-176 Kendall Farm Road

Price$1,350,000

Est. Mortgage: $/month

MLS Number 4981957

  • Residential Single Family
  • Construction Existing
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 3,112

This is the property all of you have admired driving along one of the most picturesque roads in Winhall. Long coveted for its bucolic setting and beautifully situated on 59 acres along the much coveted Kendal Farm Road, this country residence, previously an equestrian property, offers many possibilities for the next generation to make it their own legacy property.Ready for updating, the main residence, 3 bedroom guest house, 1 bedroom in-law apartment, pastures, barns and outbuildings, make this offering prime for creating the mountain lifestyle you desire. Breathtaking views are enjoyed from every vantage point and the 4 bedroom/3 bath main house has a cozy and warm ambiance with 3 fireplaces, gourmet kitchen and walls of windows. Stratton Mountain Resort is just 6 miles away and there is direct access to the Vast snowmobiling trails in the National Forest. You'll find the outbuildings perfect for your ATVs and snowmobiles too! A quintessential Vermont setting, pastures, gardens, pool pavilion and much to enjoy. Situated in the heart of everything the Stratton and Manchester and Mountains has to offer throughout the seasons. SF for the main house and Bedroom/Bath count includes all buildings.

Listed by Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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$1,199,000

Est. Mortgage: $/month

MLS Number 4954222

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 5,368

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. Apr├Ęs 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: 6.9% last updated on Feb 22, 2024
* 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

5 Stratton Ridge Road Winhall VT 05340

Winhall, VT5 Stratton Ridge Road

Price$999,000

Est. Mortgage: $/month

MLS Number 4972664

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,676

Experience the ultimate Vermont ski house just 2 miles from Stratton Mountain's slopes, boasting breathtaking views of the iconic Stratton Mountain. This charming property offers 3 levels of living. The upper level is a private retreat with a primary suite featuring an updated bath and a loft/office area. Your own oasis to unwind! The heart of this home is the main level, designed for gatherings and relaxation. The inviting great room features a soaring cathedral ceiling, hardwood floors, and a wall of windows that frame the spectacular mountain views. Cozy up to a roaring fire in the dramatic fireplace or sip evening cocktails on the deck, soaking in the beauty of all seasons. Property being sold furnished. The gourmet kitchen is open to the main living areas, making it perfect for entertaining. It boasts stainless steel appliances, cherry cabinets, granite countertops, and a breakfast bar with a view that will make every meal a delight. After a day of outdoor activities, indulge in the new hot tub or gather around the fire pit to roast marshmallows. This home offers the perfect blend of comfort, style, and proximity to Stratton Mountain's ski slopes. Embrace the Vermont lifestyle and make this ski house your own.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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

15 Benson Fuller Road Winhall VT 05340

Winhall, VT15 Benson Fuller Road

Price$899,000

Est. Mortgage: $/month

MLS Number 4985558

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,062

Showings begin with an open house Saturday February 24th 11am-2pm. Indulge in the serenity of the Stratton Mountain Retreat, meticulously designed for your peace and pleasure. Step into this contemporary haven, meticulously planned to reveal breathtaking mountain panoramas from every angle, initiating your immersive experience. Create cherished memories with loved ones in the expansive open-concept living and dining area, where the well-appointed kitchen, featuring granite countertops paying homage to Vermont's natural allure, awaits your culinary pursuits. The primary bedroom on the main floor provides a luxurious retreat, complete with a sumptuous bath featuring granite countertops and a walk-in shower. Below, the generously-sized family room beckons for bonding moments with family and friends. Accommodating two guest bedrooms on both upper and lower levels ensures your esteemed guests enjoy privacy and comfort throughout their stay.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.9% last updated on Feb 22, 2024
* 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 2024 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 February 26, 2024 5:08 AM EST