Winhall VT Real Estate

The town of Winhall is in Bennington County at the foot of Stratton Mountain. Winhall is home to the unincorporated village of Bondville, in the southeast corner of the town, and the annual Bondville Fair. Popular outdoor activities include skiing, mountain biking, canoeing,  easy access to Bromley Mountain ski resort and forest. Types of real estate in Winhall include cabins, historic homes, condos, homes with acreage, and more.

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25 Mountain Haunts Road Winhall VT 05340

Winhall, VT25 Mountain Haunts Road

Price$3,950,000

Est. Mortgage: $/month

MLS Number 4911369

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 6
  • Bathroom 7
  • Acreage 45

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 35+/- 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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%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 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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90 Snow Valley Road Winhall VT 05340

Winhall, VT90 Snow Valley Road

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4924477

  • 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 nation's 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

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 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
  • Property Type Single Family
  • Bedrooms 9
  • Bathroom 8
  • Acreage 10.1

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

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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 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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9 Stonehouse Road Winhall VT 05340

Winhall, VT9 Stonehouse Road

Price$1,775,000

Est. Mortgage: $/month

MLS Number 4898530

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 5
  • Bathroom 7
  • Acreage 2.3

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 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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19 Windtree Road Winhall VT 05340

Winhall, VT19 Windtree Road

Price$1,200,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4912257

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 5
  • Acreage 1.66

Beautifully well cared for Stratton Mountain Resort home, sitting on 1.66 professionally cared for acres. This home offers plenty of space for a family and their guests, with 4 bedrooms, 5 bathrooms and an extra bonus room which can be turned into another bedroom. Spacious dining room and kitchen that opens up into the high ceiled living room with a great conversation pit and fieldstone fireplace. Primary bedroom is very spacious with a large walk-in closet and well appointed bathroom. Primary bedroom has a/c. There are two bedrooms with built-in bunkbeds on the second floor. On the third floor there is a private EnSite bedroom with a fabulous bathroom. Relax in the hot tub after a long day on the slopes or enjoy the large decks in the summer. Park your car in the attached garage for the weekend and take the community shuttle that stops at the bottom of your driveway. Home has an active Stratton Mountain Homeowners Bond with the buyer just needing to pay the transfer fee. Being offered fully furnished, just bring your bags and make this home your Stratton oasis.

Listed by Jamie Wylie of Stratton Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 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
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 4
  • Acreage 1.45

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 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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110 Old Town Road Winhall VT 05340

Winhall, VT110 Old Town Road

Price$835,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4916614

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 4
  • Bathroom 4
  • Acreage 3

Beautifully maintained move in ready mostly furnished home with view of Stratton Mountain. Conveniently located 2 miles from the Stratton Access Road. This property has everything the active family is looking for, and more. Loads of extra space for company, two fireplaces, family room, sauna, views and sought-after location in Winhall. Choice school town for education. Updated kitchen and floor to ceiling stone fireplace wood, tile and carpet flooring. Perfect for entertaining nice large outside deck ,the lower level Family Room hosts the second stone fireplace with pool table, a large laundry room, sauna, full bath and a private bedroom. Second floor has an En-Suite master while two more bedrooms share a full bath. Yes an attached 2 car garage well Just move in !

Listed by Michael England of Michael England Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 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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A16 Piper Ridge Road Winhall VT 05340

MLS Number 4910908

  • Condo
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,763

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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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 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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E1 Piper Ridge Road Winhall VT 05340

Winhall, VTE1 Piper Ridge Road

Price$739,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4917590

  • Condo
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,945

The view! Head on view of Stratton Mountain defines this special Piper Ridge End Unit. Soaring stone front fireplace in cathedral ceiling living room with floor to ceiling glass windows framing the big view is the first impression upon entering. Rare offering of the Shelburne unit with 3 fireplaces offering unsurpassed ambiance after an epic day on the slopes. The garage has been converted to living space ideally used here as a bunk room. Open concept kitchen/dining/living with upgraded light filled kitchen featuring cherry cabinets and granite counters. Dining area with slider to sunny deck with hot tub. Finished basement offers potential space. Piper Ridge is a well loved community noted for its landscape, views, and Club House with indoor pool, hot tub, racquet ball court, fitness center, sauna, and two tennis courts. Winter shuttle to the nearby slopes and Stratton amenities. This turn key Unit is offered furnished.

Listed by Cynthia Mitrani of Mountain Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 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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10 Little York Road Winhall VT 05340

Winhall, VT10 Little York Road

Price$675,000

Est. Mortgage: $/month

MLS Number 4932275

  • Residential Single Family
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 3
  • Acreage 8.37

Walk into this beautifully maintained home and notice the 8-mile-wide view to the south that includes Stratton Mountain. Come home from a winter's day of skiing--only 10 minutes away--and enjoy the sauna downstairs. You'll appreciate the cook-friendly kitchen, spacious and warm great room with a wood-burning fireplace faced with a stone-like material, and a dining room near the cozy Jotul wood stove. The thoughtful design includes a large en suite owner bedroom on the main floor with walk-in closet and renovated bath with spa-like shower and natural slate flooring. Downstairs, find two bedrooms and a family room with natural light, full bathroom and bonus room that could be used as an office. There is plenty of room for all your storage in a workroom. The two-bay garage can house your cars and toys, and there are outbuildings that accommodate garden tools and your firewood. In spring, summer and fall, the professionally installed gardens delight with their seasonal colors. This property is a pleasure to see! Showings start Thursday October 6, 2022.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 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
  • Property Type Single Family
  • Bedrooms 3
  • Bathroom 2
  • Acreage 2.2

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: 6.66% last updated on Oct 6, 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
  • Units 3
  • Bathroom 3
  • Square Feet 2,898
  • 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: 6.66% last updated on Oct 6, 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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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 7, 2022 12:25 PM EDT.