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Winhall VT Real Estate for Sale

Discover all real estate for sale in Winhall, VT. Let the experts at Wohler Realty Group help guide you in your search for Winhall, VT properties. Contact Wohler Realty Group online to learn more about available listings or to schedule a private tour! Don't forget to create an account today for the ability to save your favorite listings and be notified when similar properties in Winhall, VT become available.

Properties for Sale in Winhall VT

Located in picturesque Bennington County, Winhall is a small and idyllic Vermont town that is often coveted by those seeking an escape from urban chaos. Winhall is best known for being the gateway to the world-renowned Stratton Mountain, which is a complete paradise for outdoor enthusiasts. The Stratton Mountain Access Road runs through the heart of the town, and visitors can experience the breathtaking beauty of Vermont's natural environment at every turn. Hiking, skiing, and snowshoeing are just some of the popular activities visitors can indulge in as they explore the numerous trails located in the national forests surrounding the town.

Winhall is also home to the prestigious Mountain School, an independent school for students from kindergarten through 8th grade. Visitors can soak in the charming atmosphere of the town, which is steeped in history and tradition. Take a stroll through the town center and visit the local shops, restaurants, and art galleries.

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
  • Square Feet 2,832
  • Construction Existing
  • Bathroom 4

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 Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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.

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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
  • Square Feet 5,368
  • Bedrooms 4
  • Bathroom 5
  • Construction Existing

Majestic Mountain Views from this fabulous Vermont home located in the 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. Bedroom and Full bath with bonus rooms for home office and overflow guests. On the upper level there are 2 more bedrooms with a shared bath and an impressive primary bedroom suite with jacuzzi tub,shower, and dressing area. AprĆØs the day on the deck soaking in the hot tub. Community Shuttle to Base Area in Winter, great proximity to Golf Course in the Summer. And views of Stratton all year round. Start making your Mountain memories today. Showings begin Friday, May 26th. Open House- Saturday, May 27th, 2023. 11am-2pm. Agents and Buyers welcome! Come see how this home can be your next chapter.

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: 6.57% last updated on May 25, 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.

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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
  • Construction Existing
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 7,743

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: 6.57% last updated on May 25, 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.

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4A Ridge Court Winhall VT 05340

Winhall, VT4A Ridge Court

Price$535,000

Est. Mortgage: $/month

MLS Number 4953786

  • Condo
  • Square Feet 1,886
  • Bedrooms 3
  • New Contruction Existing
  • Complex Piper Ridge

Immaculate three bedroom three bath condominium in the sought after Piper Ridge Condominium complex. Many fine features including: open floor plan design, end unit location, elevated sun deck. The first floor offers a spacious mudroom with built in storage cubbies and plenty of extra storage area, and a full size laundry. The guest bedroom suite has a tile bathroom, open living/dining room with brick fireplace, vertical knotty pine walls, neutral berber carpet, two panel sliding glass door to sun deck, and a cathedral ceiling. The kitchen remains the heart of the house, and offers granite counter tops, raised panel cabinets, black appliances, and a breakfast bar that opens into the dining area. Perfect for year round family and friend gatherings. The second floor offers a bright primary bedroom suite with recently renovated bathroom featuring a large oversized shower, and beautiful decorative tile work. To complete the second floor there is a large bedroom with bunk beds and another full tile bathroom. The Piper Ridge community offers a generous member clubhouse with indoor pool, gym, shuttle service is also provided to the mountain. This unit is being sold with most furnishings, please see list of items excluded on listing sheet. All room measurements are approximate.

Listed by Katherine Zilkha of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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.

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3 Rice Lane Winhall VT 05340

Winhall, VT3 Rice Lane

Price$1,100,000

Est. Mortgage: $/month

MLS Number 4953456

  • Residential Single Family
  • Village Bondville
  • Bathroom 4
  • Bedrooms 4
  • Construction Existing

Arriving home you are welcomed by a direct view of Stratton Mountain Resort visible from the Great Room, bedroom, deck or hot tub. Within 10 miles to Bromley, Gale Meadows and Stratton snowmaking pond, Londonderry Farmer's Market & Manchester's shopping and restaurants. Other features that simplify and greet you are; the heated attached garage after a blustery day, shower station off the mudroom following a dip in a pond or to refresh a muddy puppy, a second set of laundry units; ski, boot and towel room adjacent to the hot tub and fire pit. An angled stone faced wood fireplace with raised hearth and a propane fireplace in the den to satisfy our desire for radiant heat while the mini splits are in place to cool the home in the summer. A custom wet bar flanks the den area, a kitchen island with raised seating separates the dining from the kitchen, upstairs is a combo bunk room/playroom and then downstairs a large family/media/rec room offering many public spaces to retreat to or entertain! When entering, a feeling of intimacy is created by the clean rustic wood and bright sheetrock, wide pine flooring and large windows to bring the outside in. Creative nooks, open lofts and built-in details punctuate many of the spaces- you can appreciate the level of quality. Outdoors smooth granite-style rocks abound in the form of steps, paths, walls and chimneys. They surround the easy perennial gardens and anchor this Vermont Country home to the land. All measurements approx.

Listed by Lavinia Lee Brown and Nancy Jensen of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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.

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55 Hilltop Road Winhall VT 05340

Winhall, VT55 Hilltop Road, Unit 55

Price$645,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4951492

  • Condo
  • Square Feet 3,020
  • Bedrooms 4
  • New Contruction Existing
  • Complex Intervale

Welcome to Intervale! Situated in a mountain setting with ponds and woodlands, you are just minutes to the Stratton Base Lodge for winter recreation or the golf course for summer tee times. If you are looking for the type of living space that rivals a single family home, you will appreciate this three level, 4+ Bedroom townhome in the desirable Intervale community! Located on Hilltop, this wonderful 4 bedroom/4 bath townhome boasts wood floors, granite kitchen, two fireplaces, a lower level family room , a private loft and a bonus bunk room. The great room with wood burning hearth opens to an updated deck that overlooks a small stream and is privately nestled among the trees. The open floor plan is wonderful for entertaining and the lower level walk out with walls of windows and natural light is perfect for additional space for entertaining, recreation and apres ski fun. Intervale is Stratton Sports Center Eligible and operates their own private winter shuttle to the Base Lodge. This well managed and well maintained association is highly desirable. Don't wait on this one! DEADLINE for SIGNED CONTRACT OFFERS is Saturday 5/13 at 10:30

Listed by Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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.

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19 Maple Hill Road Winhall VT 05340

Winhall, VT19 Maple Hill Road

Price$1,075,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4951346

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,814

Extraordinary Renovation ! This exceptional Stratton Mountain Resort residence has been completely reinvented with the most premier of fit and finish to compliment this home's ideal location- Situated on an oversized 1.47 acre lot with winter shuttle service to the Base Lodge. This home will "wow" you. Designed to entertain, the open concept great room features cathedral ceilings, wood floors, stone wood burning hearth, wall of windows, and flows seamlessly to the dining area and incredible kitchen with island and subzero, Wolf and Miele appliances. The space is so beautifully designed and furnished you will never want to leave. A four star Ensuite master on the top floor provides the privacy and incredible bathroom design and fixtures you expect in a premier home. An additional family room with second wood burning fireplace provides the extra space for family and friends to hang out or let it double as the kids bunk room and TV Room.Two additional guest rooms share another incredible bath and a loft over looking the great room is perfect for office, quiet sitting area or an overflow guest room. On top of all of that, this home has the capacity for more and boasts additional unfinished heated space for easy expansion. The house is situated away from the road w/ privacy and plenty of space to create more outdoor amenities should you choose. 2 car heated garage &mudroom. During the summer, you will walk to everything the Base Area Village has to offer. Sport Center Eligible

Listed by Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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.

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32 Benson Fuller Drive Winhall VT 05340

Winhall, VT32 Benson Fuller Drive

Price$649,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4950723

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,878

Incredible opportunity to own a piece of Vermont. Located on a quiet road just a short drive to the Stratton Mountain Resort, this delightful home is not to be missed. This single family residence features 4 bedrooms, 3 full baths and a half bath, new wood floors throughout as well as a new roof and upgraded deck railing. Main floor plan includes a spacious kitchen with all new appliances, dining room, beautiful large living room with fireplace for cozy ambience. Second primary bedroom in the finished downstairs area and plenty of storage. Attached 2 car garage with ski room just inside the house, and another bonus storage room off BR 4. Offered fully furnished.

Listed by Christopher Cummings of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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.

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14 Old Ridge Road Winhall VT 05340

Winhall, VT14 Old Ridge Road

Price$500,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4950401

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,270

Highly desirable location in the High Meadow neighborhood with big Stratton views. Views of Bromley across the valley from this lot. Four bedroom, four bathroom home is on the parcel, and is being sold as-is. The home is ready for a full overhaul, or build a new home sited on this spectacular lot. Located on the municipal water and sewer, and the Stratton skier shuttle bus route.

Listed by Christiane Carroccio of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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.

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14 Middle Ridge Road Winhall VT 05340
Active With Contract

MLS Number 4948960

  • Condo
  • Square Feet 2,160
  • Bedrooms 4
  • New Contruction Existing
  • Complex Fox Chapel

Beautifully updated 4 bedroom Fox Chapel unit within walking distance to the village. Tile floors throughout with radiant heat on main and upper levels. Commanding stone fireplace as its central point. Primary suite on the upper level with a large Carrara marble and touchscreen rain shower. Den, full bath, laundry area and mini suite with full bath complete the lower level of this immaculate condo. Sold furnished. The attention to every detail make this condo your next place to call home here at Stratton!

Listed by Mary Kate Grey and Edwin Kevil of Stratton Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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.

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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
  • Construction Existing
  • Square Feet 4,484
  • Bedrooms 5
  • Bathroom 5

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: 6.57% last updated on May 25, 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.

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157 High Meadow Road Winhall VT 05340

Winhall, VT157 High Meadow Road

Price$899,000

Est. Mortgage: $/month

Pending

MLS Number 4947135

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,541

A true Vermont retreat, the views at this High Meadow property that sits high on a hill will take your breath away and flood your new home with natural light so you can take in all the beauty that Stratton has to offer. The grand entrance with its cathedral ceilings draws you in and invites you to stay awhile in front of the floor-to-ceiling fireplace in the spacious living room where you have the opportunity to both relax with ample seating or play a round of pool if you haven't fully satisfied your competitive side on the slopes. When the weather turns warm, meander out to your patio to see if you can catch a glimpse of Vermont wildlife or to just soak up the sun. A 2-car attached garage and generous mudroom will give you plenty of space to store your gear, and the four bedrooms will provide a needed respite for family and friends from all the outdoor activities that are wonderfully close at hand including a golf course, biking trails, and fabulous dining in the village. During the ski season, a community shuttle is provided to deliver you quickly to the mountain after a hearty breakfast in your updated kitchen. Seize the day and this rare opportunity to purchase a home in prestigious High Meadow. It's time to sit back and enjoy the view. This property has a Stratton Sports Center bond that can transfer at time of property transfer to the new owners with purchasers paying Stratton's transfer fee.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 6.57% last updated on May 25, 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 May 29, 2023 6:24 PM EDT