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Windham County VT Real Estate

Find the latest real estate listings for sale in Windham County, VT. Save your favorites to your account and get email notifications when similar properties hit the market. For more information, any questions you make have & to schedule a show, please feel free to contact us.

Search Windham County listings by town:

Athens | Brattleboro | Brookline | Dover | Dummerston | Grafton | Guilford | Halifax | Jamaica | Londonderry | Marlboro | Newfane | Putney | Rockingham | Stratton | Townshend | Vernon | Wardsboro | Westminster | Whitingham | Wilmington | Windham

454 Mountain Road Stratton VT 05155

Stratton, VT454 Mountain Road

Price$6,700,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5005058

  • Residential Single Family
  • Full Bath 5
  • Construction Existing
  • Bedrooms 6
  • Bathroom 8

Luxurious 141 acre mountaintop retreat within Stratton Mountain Resort, stunning views of Stratton, Mt Snow, and Bromley. This architectural masterpiece blends comfort and elegance, with multi level interiors harmonizing living areas and en suite bedrooms. Inspired by the graceful arcs of skiing turns, the design features a dramatic entryway leading to a spacious living room and library. An 18-foot stone fireplace and expansive windows flood the space with natural light and breathtaking views. The entry leads to a gourmet kitchen with a large eat-in dining and a formal dining room, perfect for entertaining. The home boasts 6 en suite bedrooms, an expansive primary suite with an office, two custom walk-in closets and a cedar closet. A custom-built bunk room with locker-style cubbies adds playful sophistication. A light-filled hallway connects the upper and lower levels, linking bedrooms, a home theatre, and living areas, enhancing the open and airy feel. Additional amenities include a golf simulator and a movie theatre. Outdoors enjoy mountain views, perennial gardens, natural stone accents, and a bluestone walkways. In warmer months, luxuriate in the gunite pool and hot tub while soaking in views. A gym in the detached three-car garage is perfect for workouts. Tennis and pickleball courts offer additional outdoor activities. This property is a sanctuary where architectural elegance meets mountain tranquility. Discover the epitome of luxury at this stunning mountain retreat.

Listed by Lisa Sullivan of Four Seasons Sotheby's Int'l Realty

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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.77% last updated on 2024-07-18

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

1324 Middle Road Dummerston VT 05301

Dummerston, VT1324 Middle Road

Price$4,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4990271

  • Residential Single Family
  • Full Bath 6
  • Construction Existing
  • Bedrooms 7
  • Bathroom 6

This charming country estate offers an array of amenities tailored for the discerning buyer. Nestled near the quaint town center amidst picturesque rolling meadows, it provides a captivating backdrop with stunning views of distant hills. Step inside and discover the seamless blend of modern living and rustic charm. The open-concept design welcomes you, with a spacious living area featuring a bank of windows and glass doors that frame the panoramic vistas. Enjoy cozy evenings by the stone fireplace, adjacent to built-in wood bookcases and a stylish chef kitchen with butcher block center island. Entertaining is effortless, whether you're hosting gatherings in the screened-in exterior living space or relaxing in the family room. With seven bedrooms, there's ample space to accommodate guests and family members. Explore the lower level, where you'll find a well-appointed home theater, a comfortable family room, and a private office. A hidden tunnel, with wine storage, leads to a secret music studio discreetly tucked behind a cleverly disguised bookcase. For those seeking solitude, ascend to the highest peak of the house and retreat to the private ensuite, offering unparalleled tranquility and breathtaking vistas. This exceptional property invites you to immerse yourself in its enchanting ambiance and make lasting memories in a truly extraordinary setting. Convenient to Brattleboro, with easy access to shopping, entertainment, a vibrant cultural scene and local outdoor recreation.

Listed by Patrice Schneider of Four Seasons Sotheby's Int'l Realty

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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: 6.77% last updated on 2024-07-18

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

36 Woffenden Road Wilmington VT 05363

Wilmington, VT36 Woffenden Road

Price$4,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4971898

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 6
  • Bathroom 3

Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds. Boasting a coveted southeast exposure, the home and land are cheerful and whimsical and yes it gets even better-this is waterfront property that offers substantial frontage on the North Branch of the Deerfield River, a haven for fly fishing & serenity. For the farmer in you, two livestock barns provide ample space for your animals or hobbies or envision more-the potential to transform these barns into charming event spaces or the farm into a Bed and Breakfast to blend Vermont's rural allure with modern comfort. This property is an opportunity waiting to be realized. With 5 identified potential new home sites, you may consider creating a family compound or explore development possibilities. Additionally, there's a sugar house and sugar lot, operated with modern efficiency for maple syrup production. Historic Wilmington, is only a stone's throw away and Mount Snow and the prestigious Hermitage Club are just a few miles North. Rarely does an opportunity like this arise. While currently part of Vermont's Current Use program, removal is an option upon sale, making your vision even more attainable. Unlock the limitless posibilities at Wheeler Farm!

Listed by Melissa Ellis of Southern Vermont Realty Group

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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: 6.77% last updated on 2024-07-18

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

20 Haystack Mountain Lane Wilmington VT 05363

Wilmington, VT20 Haystack Mountain Lane

Price$3,750,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4979466

  • Residential Single Family
  • Full Bath 5
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6

Nestled slope-side at The Hermitage Club, this extraordinary five-bedroom custom timber-framed home offers a unique blend of rustic elegance and alpine luxury. Immerse yourself in the warmth of timber craftsmanship with a design that integrates into its natural surroundings. Step inside, and the open-concept living spaces, featuring soaring ceilings with exposed beams that accentuate the home's distinctive character. The gourmet kitchen, complete with top-of-the-line appliances and custom cabinetry, serves as the heart of the home. It flows seamlessly into a spacious dining area and a cozy living room, all bathed in natural light filtering through expansive windows that that frame stunning slope-side views.. Step outside onto the spacious deck, where you can revel in the crisp mountain air while enjoying panoramic views. The five bedrooms are thoughtfully laid out to offer both privacy and togetherness. Luxurious ensuite bathrooms with modern fixtures and well appointed tile. A highlight of this timber-framed haven is the grand stone fireplace in the living area, inviting you to unwind after a day on the slopes. The home also features a dedicated entertainment room, perfect for cozy movie nights or apres-ski gatherings.For the ski enthusiast, the convenience of ski-in, ski-out access is a defining feature. Imagine the thrill of gliding directly from your doorstep.

Listed by Betsy Wadsworth of Four Seasons Sotheby's Int'l Realty

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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: 6.77% last updated on 2024-07-18

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

4 Gold Medal Circle Stratton VT 05360

Stratton, VT4 Gold Medal Circle

Price$2,999,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4987337

  • Residential Single Family
  • Full Bath 2
  • Construction Pre-Construction
  • Bedrooms 6
  • Bathroom 7

4 Gold Medal Circle at Stratton, Vermont's newest and most prestigious address, just a 1 minute drive to Stratton's Sun Bowl, with construction coming soon. The 4,845 square foot home boasts expansive views of Stratton's trails along with 6 luxurious bedrooms, 6+ bathrooms, gourmet kitchen complete with high-end appliances and finishes, suspended high efficiency fireplace, and a thoughtfully designed floor plan for a home that promises to be the epitome of modern mountain living. The 2,816 square foot walkout basement with walls of glass and mountain views can be customized and provides easy access to outdoor entertaining space. Gold Medal Circle is an enclave of custom homes, the perfect location for establishing your own retreat with meticulous attention to comfort, style, and elegance. You'll enjoy the adjacent 73 acres of common land deeded for preservation for hiking, snowshoeing, or just basking in the beautiful natural setting. The developer is a master builder with 37 years of experience, specializing in luxury custom homes with superior quality energy efficiency using the latest modern technology, healthy indoor environments, and state of the art thermal protection. Buyers have the option to select finishes and amenities along with working hand-in-hand with the builder and designer to create a spectacular home in which to enjoy a superior mountain lifestyle.

Listed by Deborah Hanst and Jeffrey Sheehan of Cummings & Co

{$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: 6.77% last updated on 2024-07-18

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

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 July 24, 2024 8:55 AM EDT

 

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