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Winhall VT Real Estate

In the crest of the Green Mountains, the town of Winhall is located in Bennington County, Vermont. The rolling hills and open land offer outdoor recreation year-round and parts of Stratton Mountain Ski Resort are located within Winhall, giving residents access to all the activities offered such as skiing, hiking, swimming, and more. Winhall includes the unincorporated village of Bondville located in the southeastern corner of town. 

Search the latest real estate in Winhall, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. ‚ÄčRegister to save your favorite listings and you can get email notifications when similar properties are posted. Have an account? Log in here.

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11 Sunny Hill Road Winhall VT 05340

Winhall, VT11 Sunny Hill Road

Price$650,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4940179

  • Residential Single Family
  • Bathroom 3
  • Construction Existing
  • Bedrooms 4
  • Square Feet 2,428

Located on Sunny Hill in Winhall, this renovated chalet is in the mountains and close to all that Manchester has to offer! Bromley and Stratton Mountains are close by to check out if an outdoor activity is on the agenda, while those wishing to experience the area's shops and restaurants can enjoy the beauty of downtown Manchester. This gem with breathtaking, photogenic views is located 3.7 miles from Bromley and 15 from Stratton Mountain! Nestled right between the ski mountains and Manchester this home is convenient for everyone's wants and needs. Please make an appointment to see this amazing offering! The 23 acre lot contiguous to the lot the home is on is part of this sale. The property will transfer in as-is condition. The home has been winterized and the furnace needs to be replaced.

Listed by Carrie Mathews of William Raveis Winhall

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.6% last updated on 2023-03-23

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

7,9,13 Winhall Hollow Road Winhall VT 05340

Winhall, VT7,9,13 Winhall Hollow Road

Price$589,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4930157

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

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! 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. Tenants occupy the main house, apartment and chalet with a lease agreement until April 30, 2023.

Listed by Sandy Laserte of Berkshire Hathaway HomeServices Stratton Home

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.6% last updated on 2023-03-23

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

7,9,and 13 Winhall Hollow Road Winhall VT 05340

Winhall, VT7,9,and 13 Winhall Hollow Road

Price$589,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4927994

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

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! 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. Tenants occupy the main house, apartment and chalet with a lease agreement until April 30, 2023.

Listed by Sandy Laserte of Berkshire Hathaway HomeServices Stratton Home

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.6% last updated on 2023-03-23

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

11 Ameden Road Winhall VT 05340

Winhall, VT11 Ameden Road

Price$575,000The price has recently decreased

MLS Number 4943102

  • Commercial
  • Year Built 1970
  • Acreage 10.11

10.00 + acres commercial /residential zone at the bottom of Stratton Access Road, just minutes from Stratton Mountain. Do whatever your imagination can dream: bring a great restaurant back to life, reinvent it in your concept or develop a Condo concept. How about a distillery, brew pub, solar fields, or build a private dream house on the river? The building does need some work and is being sold "as is". But the current owner has put a lot into the base structure, added a beautiful 3rd-floor entertaining space, and new heating in main areas. Lots of improvements… now it needs new love from a new visionary. Is it you? Nothing but great potential here.

Listed by Wilkie Bushby of TPW Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.6% last updated on 2023-03-23

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

374 Winhall Hollow Road Winhall VT 05340

Winhall, VT374 Winhall Hollow Road

Price$550,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4934077

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 1,920

Come hideaway in this cozy Vermont home on 14 acres, backed up against Gale Meadows Pond. The well manicured property offers a mixture of fields and forests giving you additional room to grow. Come inside to warm up by the fireplace or head downstairs to the bar with friends, this home will be ready for you after a long day of skiing or snowmobiling. The property has a two car detached garage and a seperate two-bay machine barn perfect for storing your snowmobiles, groomer, or tractor. Sit out on the covered, enclosed deck and enjoy the tranquil yard that has been manicured with stone walls and a small frog pond. There is plenty to explore on these 14 acres including a walk through the woods to do some fishing on Gale Meadows Pond. Come see what this property has to offer.

Listed by Trent Stephens of Wohler Realty Group

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.6% last updated on 2023-03-23

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

53 River Road Winhall VT 05340

Winhall, VT53 River Road

Price$529,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4946019

  • Land
  • Acreage 27
  • Zoning Residential

This is your opportunity to own a spectacular 27+/- acre property, only minutes from Stratton Resort. This parcel is primed for building - house site cleared, driveway in place, 3-bedroom septic installed, and underground power and high speed internet run. With this as your home base, adventure is as simple as stepping into the backyard and exploring the the walking trails, private pond, peaceful woods, tranquil brook, and sculpture gardens. High-efficiency modern cabin on site. Seller willing to remove cabin prior to sale. Seller is a licensed real estate agent.

Listed by Cheyanne Pugliese of Wohler Realty Group

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.6% last updated on 2023-03-23

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

47 Burnt Hill Road Winhall VT 05340

Winhall, VT47 Burnt Hill Road

Price$489,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4946319

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 2,160
  • Bathroom 3
  • Construction Existing

Nestled on 1.5 acres (+/-) of idyllic surroundings, this well-maintained 3-bedroom chalet is a true gem. Located in the exclusive Strattonwald community, it offers a private escape just minutes from the Stratton Mountain ski resort. The Strattonwald community features amenities such as a swimming pond, and access to tennis courts with the purchase of a $5000 bond, you'll also have access to a shuttle service to the resort. This is the perfect opportunity to own a beautiful property in a sought-after location with fantastic amenities. Don't miss out on the chance to make this incredible chalet your new home! Showings are delayed until 3/24/23.

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

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.6% last updated on 2023-03-23

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

65 Pond View Road Winhall VT 05340

Winhall, VT65 Pond View Road

Price$459,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4945781

  • Condo
  • Square Feet 1,577
  • Bedrooms 3
  • New Contruction Existing
  • Complex Intervale

Intervale at Stratton is a desirable townhouse community with shuttle access to the mountain. This three bedroom, three bathroom unit is ready to welcome the next batch of mountain loving people. The main living area is an open concept design with a wood burning fireplace. Kitchen counter has stools at the counter. The dining area has door to the deck. There is a main floor primary suite, and two additional bedrooms and bathrooms upstairs. The bathrooms are designed to have more than one person use them at the same time which is perfect for those mornings when you're anxious to get to the slopes. Upstairs has one bedroom with en suite bath, and bunkroom has a hallway bathroom. Full size laundry machines are in the closet by the loft. Enjoy the convenience of parking under your carport, and the shuttle bus service to Stratton Mountain on winter weekends and holidays. Stratton Sports Center membership is transferrable with buyer paying transfer fee at closing.

Listed by Christiane Carroccio of TPW Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.6% last updated on 2023-03-23

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

12 Stratton West Road Winhall VT 05340

Winhall, VT12 Stratton West Road, Unit 12

Price$360,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4942965

  • Condo
  • New Contruction Existing
  • Bedrooms 5
  • Square Feet 1,888
  • Complex Stratton West

Convenience and location!! It won't last long! This Stratton West Townhouse is just what you have been looking for. Enjoy three floors of living. Enter through an inviting enclosed mudroom after your day skiing or snowboarding. Warm up and relax by the cozy wood burning fireplace. The kitchen, open dining area and living room allow for great entertaining!! Upstairs to three bedrooms and a bath. A nice deck to sit out on and enjoy. Two more bedrooms and a full bath on the lower level provide a great deal of space and privacy. Such great convenience! Adjacent to the access road and so close to the mountain! A perfect place to enjoy all four seasons of Stratton!

Listed by Sandy Laserte of Berkshire Hathaway HomeServices Stratton Home

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.6% last updated on 2023-03-23

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Lot 2 Twin Farm Road Winhall VT 05340

Winhall, VTLot 2 Twin Farm Road

Price$349,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4944683

  • Land
  • Acreage 25.56
  • Zoning rural residential

Looking for your Vermont Paradise? This 25.56 acre parcel provides complete privacy and views of Stratton and Bromley Mountain from this country location. Established entrance with underground power in place, two buildable lots with approved septic designs each for four bedroom homes. This offering allows for a stunning home site and utter privacy located within 10 miles of Stratton Mountain. Build your forever home, add a guest house or make this a family compound the choice is yours! Along with the views and privacy, Mill Brook meanders along the boundary line shared by 631 acres of Green mountain National Forest. This is a unique opportunity to own a large parcel of land, make Winhall your home!

Listed by Monique White of Deerfield Valley Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.6% last updated on 2023-03-23

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

18 Ravenwood Road Winhall VT 05340

Winhall, VT18 Ravenwood Road

Price$325,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4913599

  • Land
  • Acreage 2.31
  • Utilities Cable - Available
  • Zoning Residential

Perched on a knoll to capture mountain views, you'll enjoy the solitude of this building site- in a private neighborhood community yet the convenience to everything the area has to offer- Just 5minutes to the Stratton Access Road or 15 minutes to Manchester. Surrounded by outdoor recreational opportunities, the setting boasts views and a mix of open and wooded spaces. Enjoy the lifestyle Southern Vermont is know for- hiking, mountain biking, kayaking, and of course skiing, snowboarding, snowshoeing and snowmobiling.Whatever your favorite season, make this location your mountain escape.Underground power, state septic permit and designs in place. This premier homesite is builder ready. Join the owners who already have construction underway! Make your dream a reality.

Listed by Britt Wohler and Kim Morgan-Wohler of Wohler Realty Group

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.6% last updated on 2023-03-23

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

8 Shagbark Road Winhall VT 05340

Winhall, VT8 Shagbark Road, Unit 8

Price$310,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4940600

  • Condo
  • Square Feet 1,250
  • Bedrooms 3
  • New Contruction Existing
  • Complex Birch Hill

Stunning, renovated end unit townhouse at Birch Hill! Hop on the winter (weekend and holiday) shuttle to the lifts that are just one mile away or jump into the swimming pool in the summer months. Enjoy Vermont year round from this two bedroom three bath townhouse. Birch Hill units are co-ops, taxes are included in the HOA fee, they are cash only sales as no financing is permitted. Owners are stockholders with a stock certificate and proprietary lease. Purchase and Sale is subject to the Board's approval of the Application to Purchase as are any rentals in the complex. The association allows two rentals per year to each owner with association approval. These units make for a wonderful, peaceful getaways!

Listed by Carrie Mathews of William Raveis Winhall

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.6% last updated on 2023-03-23

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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 March 25, 2023 1:23 PM EDT

 

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