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Windham County

Browse all available real estate in Windham County, Vermont. 

Find Homes for Sale in Windham County VT

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1699-1743 Spring Hill Road Londonderry VT 05155

MLS Number 4896058

  • Residential Single Family
  • Construction Existing
  • Bedrooms 9
  • Bathroom 12
  • Square Feet 9,400

Just minutes to Stratton and Bromley, this exquisite property on 115 acres places you in the center of ski country, but that is just the start of your Vermont adventure. For those seeking excitement and proximity to nature this home offers the lifestyle you have been looking for. Snowmobile out of your barn and across the fields, swim in the natural stone pool, make tracks on the motocross course, fish from your own spring-fed pond, golf on the 2-hole course, practice your aim from the skeet shooting barn and camp in the cabin. Back at the main house, revel in luxury and host with ease. Crafted from reclaimed barnwood, the lodge style great room features a magnificent stone fireplace and handsome bar. The adjacent all season room with fireplace and walls of glass offer stunning views. Prime for entertaining, the dining room with wood burning hearth opens to a cozy gathering room for after dinner liquors and dessert around a roaring fire. Kitchen designed with stations for breakfast/coffee, food prep, apr├Ęs ski cocktails and hors d'oeuvres is equipped with upscale state of the art appliances; Thermador range, double oven, Sub-Zero refrigerator & dual wine coolers. When the day comes to a close, unwind in the serene master ensuite with its stone fireplace, balcony, and copper soaking tub. Featuring 8 additional bedrooms, 11 beautifully tiled baths, a game room with bunks, stone pool and hot tub & multiple barns. Experience a lifestyle that matches the caliber of this property.

Listed by Cheyanne Pugliese and Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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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168 Sun Bowl Ridge Road Stratton VT 05155

MLS Number 4901662

  • Condo
  • New Contruction Existing
  • Complex Solstice
  • Year Built 2001
  • Construction Wood Frame

168 Sun Bowl Ridge Road, #168, Stratton, VT 05155 This home has six beautifully decorated bedrooms each with its own bathroom. The living room is large, has a pool table that converts to ping pong, and gets wonderful afternoon sunlight. From the living room access is easy to the oversize patio which includes a fireplace and pizza oven. The kitchen is open to the dining room and includes a family sitting area. This room offers convenient access to a grilling station and the large hot tub. There are two wood burning fireplaces and two gas fireplaces. This home is being offered fully furnished. Solstice has a private shuttlebus.

Listed by Andrew King of Stratton Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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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72 Cooper Hill Road Dover VT 05341

Dover, VT72 Cooper Hill Road

Price$3,900,000

Est. Mortgage: $/month

MLS Number 4870113

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 3,602
  • Construction Existing
  • Bathroom 7

A modernist house with extraordinary views on 40 acres in Southern Vermont. It is a livable work of art, an elegant blend of precision and playfulness, influenced by the work of Hugh Newell Jacobsen. The simple barn-like forms are suggestive of the Vermont vernacular and feel at home in the rolling meadows bounded by stone walls and ancient maples and a deep swimming pond fed from the mountain. The 4 bedroom house and 2 bedroom guest house are ready for you and all your guests. The sleek kitchen design (main house) by Arclinea uses high performance materials and cutting edge technologies for the ultimate experience in cooking and conviviality and another vantage point to take in the view. An abundance of light dances through the interconnected spaces as the day unfolds, highlighting the clean-lined modern architecture and generating emotion, atmosphere and delight. Inviting and comfortable, the rooms orient to the view including the primary bedroom on the first floor. The interior is a calming white, and the ceilings in each space are uniquely different, an expression of pure geometries. All bedrooms en suite, sun room, radiant heat, energy efficient and two gas fireplaces. Major ski resorts nearby: 15 minutes from Mount Snow and 35 minutes to Stratton. 2:39 hours from Boston and 4:25 minutes from New York.

Listed by Dia Jenks and T Story Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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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441 Cold Brook Road Wilmington VT 05363

Wilmington, VT441 Cold Brook Road

Price$3,499,900

Est. Mortgage: $/month

MLS Number 4903260

  • Multifamily
  • Square Feet 6,862
  • Units 3
  • Bathroom 8
  • Acreage 30

The Brook Bound Inn is located 1,000 yards across the street from The Hermitage Club entrance and has operated as an annex to The Hermitage Inn for many years. In 2014 all of the three buildings were taken down to the studs and completely rebuilt into four-star lodging with fine furnishings, an outdoor pool with waterslide, tennis court, barbecue area, and DIRECT VAST access. This property has served for several years as an important summer- fall amenity to members of the Hermitage Club & local community. There are eight luxury rooms in the main building which include three 2-bedroom suites with an executive kitchen available for the entire house to use ,as well as 8.5 bathrooms and a formal Dining Room, 5 fireplaces & an inviting living area. The chalet building is a 4 bedroom 2 bath decorated with antique barn board and the cabin is a vintage three-bedroom log cabin interior with all the charm of a Vermont get away. The property has been subdivided into five parcels with the intention to have the three Brook Bound buildings along with pool and tennis court to remain one parcel while the four building lots with expansive views of Haystack Mountain allow for executive homes to be built. Each of the 3 Buildings has exterior Tesla and EV chargers for guests convenience and each have separate electric meters so seasonal rentals are done with ease. The charm and character as well as the condition and Location of this offering cannot be beat! See also MLS 4902848

Listed by Heidi Zizza of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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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441 Cold Brook Road Wilmington VT 05363

MLS Number 4902808

  • Commercial
  • Year Built 444
  • Acreage 30

The Brook Bound Inn is located 1,000 yards across the street from The Hermitage Club entrance and has operated as an annex to The Hermitage Inn for many years. In 2014 all of the three buildings were taken down to the studs and completely rebuilt them into four-star lodging with fine furnishings, an outdoor pool with waterslide, tennis court, barbecue area, and DIRECT VAST access. This property has served for several years as an important summer- fall amenity to members of the Hermitage Club & local community. There are eight luxury rooms in the main building which include three 2-bedroom suites with an executive kitchen available for the entire house to use ,as well as 8.5 bathrooms and a formal Dining Room, 5 fireplaces & an inviting living area. The chalet building is a 4 bedroom 2 bath decorated with antique barn board and the cabin is a vintage three-bedroom log cabin interior with all the charm of a Vermont get away. The property has been subdivided into five parcels with the intention to have the three Brook Bound buildings along with pool and tennis court to remain one parcel while the four building lots with expansive views of Haystack Mountain allow for executive homes to be built. Each of the 3 Buildings has exterior Tesla and EV chargers for guests convenience and each have separate electric meters so seasonal rentals are done with ease. The charm and character as well as the condition and Location of this offering cannot be beat! See also MLS 4903260

Listed by Heidi Zizza of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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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442 Whites Road Wilmington VT 05363

Wilmington, VT442 Whites Road

Price$3,250,000

Est. Mortgage: $/month

MLS Number 4901528

  • Residential Single Family
  • Square Feet 4,000
  • Bedrooms 4
  • Bathroom 4
  • Construction New Construction

Sunset Ridge, situated on 20+ acres with one of the most picturesque settings in our valley, with spectacular sunsets and mountain views. A custom Farmhouse built by The Wadsworth Company in 2017 with attached heated three car garage and detached two level timber framed barn with under ground tunnel connecting to the lower level of the home. Step directly from the garage into the spacious mudroom with antique brick floors and cubbies for everyone to keep their gear organized. Gourmet kitchen with Wolf stove and oversized island provides a great space for making warm waffles on a snowy weekend in Vermont. Wide plank, brushed oak floors and hand hewn beams in the ceilings give the home a mountain rustic feel but retaining the charm of the classic farmhouse. Warm up in front of the stone fireplace or retreat to the office/study for a great work - from- home space. Master bedroom and bath captures the magnificent mountain views. Two additional bedrooms are located on the second level. The finished lower level is a great space to escape and features the custom bunk room. Laundry is located on both the second level and full service laundry room on the basement level. Take your entertaining outside to the screened in porch with built in pizza oven and grilling station. The stone patio with fire-pit is enhanced with outdoor speakers and the best spot to capture the setting sun and the fireflies once the dark skies set in.

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

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$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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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6802 Popple Dungeon Road Windham VT 05359

MLS Number 4889528

  • Commercial
  • Acreage 639.3

Turn onto Popple Dungeon Road once you hit the property line you'll be welcomed with stone walls and mature maples. What was once a thriving golf course can now be transformed into whatever your your heart desires. (within the law) This 639+ acre parcel would be ideal as an equestrian farm, hunting preserve, farm, wellness retreat etc. With acres of woods, meadows, ponds and vista views, the setting is idyllic. The current Club House needs total restoration but could be a beautiful residence, gather place for members or guests. All you need is a vision the blank canvas is there!

Listed by Frank Provance of Diamond Realty

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$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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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1950 Collins Road Halifax VT 05358

Halifax, VT1950 Collins Road

Price$2,900,000

Est. Mortgage: $/month

MLS Number 4911710

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 7,149

Here is your chance to own a stunning log home situated on a gorgeous knoll with 170 plus acres boasting the most beautiful views in every season right here in Southern Vt. This 5000sf plus log home is one of a kind. No details were spared by the current owner who had this high-end property built to suit the highest of tastes. From mahogany doors with intricate design to a spacious wet bar in the oversized living room for all the fine dining and entertaining you desire. A soaring fieldstone fireplace crowns the beautiful living area. Large oversize windows take in the commanding views of the surrounding mountains and fields. The murals in the master bath are hand painted, evoking a truly artisanal experience. As if all of this was not enough, the lower level includes a wine cellar with gorgeous stained glass throughout. The property has an event venue that also has a soaring center fireplace and a commercial kitchen. Truly, this is a must see property. Too many special features to name. This property is home to Honora Winery and Vineyard.

Listed by Monica Sumner of Skihome Realty

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$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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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1950 Collins Road Halifax VT 05358

MLS Number 4916844

  • Commercial
  • Year Built 2002
  • Acreage 177

This is your golden opportunity to tap into the Vermont Experience. This exquisite property is the home of Honora Winery and Vineyard. The complete package is available with a massive log home which boasts incredible views from practically all directions. The soaring fieldstone fireplace is a site to behold. A chef's kitchen was spared no expense, making it ideal for entertaining. There is an oversized great room complete with its own built-in bar and pool table. The main house has an extensive wine cellar with impressive stained-glass formerly from an old church in Ct. A sprawling deck is abundant with breathtaking scenery, right out of Vt Life magazine. The 180-person rated Venue which hosted many a wedding in its prime, is truly state of the art. This building is equipped with a commercial kitchen and full bathroom facilities. Additionally, there is a wine making building, detached garage, sheds and so much more. This property is truly one of a kind. Attention to detail is evident in this magical hilltop estate. Listed as residential MLS 4911710

Listed by Monica Sumner of Skihome Realty

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$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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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4 N. Main Street Wilmington VT 05363

MLS Number 4911230

  • Commercial
  • Year Built 1934
  • Acreage 0.11

At the Junction of Route 9 and Route 100 sits The original Parmalee & Howe building established in the early 1900s. This deeply historic Wilmington Village property is the crown jewel of the vibrant downtown and has been painstakingly restored to Respect the past while bringing the building and all its functions into the current times. Most recently this building has been home to the wildly popular restaurant The Cask & Kiln with a seating capacity of 100 and 2 levels of dining and cocktail service. The main entry greets you like an old friend with the entry and its grand staircase servicing as a beautiful tribute to the buildings past and its previous occupants. On the left you have the main dining area with white table cloth service and the classiest bar in town with every service amenity you can think of. The kitchen itself is a work of art with the stunning copper wood fired oven being a premier piece for any chef. The kitchen is also thoughtfully laid out for ease of service . Upstairs you will find another beautifully appointed dining and bar area with custom built in Wine coolers complete with a historic Library ladder purchased from the Brattleboro Library. All equipment, furnishings, accoutrements, the name and of course the building itself are included in this once in a lifetime opportunity.

Listed by Heidi Zizza of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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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793 Upper Dover Road Marlboro VT 05344

Marlboro, VT793 Upper Dover Road

Price$2,250,000

Est. Mortgage: $/month

MLS Number 4910772

  • Residential Single Family
  • Bedrooms 9
  • Square Feet 11,935
  • Bathroom 8
  • Construction Existing

It's hard to put into words a property like this... Atop 200 acres of conserved land, in the verdant hills of Vermont, near skiing and lakes, sits this truly remarkable estate. This idyllic property consists of 3 residences, 2 ponds, stables, trails, pasture, a studio/event barn, horse barn, equipment building, in-ground pool, stone walls and patios, tennis court site, and perennial landscaping, which all take a back seat to an absolutely stunning long range easterly sunrise view, visible from nearly every corner of the property. Each building has been meticulously renovated to the highest quality. The 5500 sqft vintage farmhouse features exposed original beams, 5 bedrooms, 3.5 baths, dual master suites, 4 fireplaces, a spacious kitchen with walk-in pantry, and 3 car garage. The adjacent 5000 sqft stone lodge features a large open concept great room with stunning architectural elements to fully immerse oneself in the views, upscale kitchen, 2 stone fireplaces, 2 bedrooms, 2 full and 2 half baths, cupola like office, a gym and sauna, 2 car garage, and spacious deck. The 1450 sqft summer cottage has 2 bedrooms, 1 bath, a large keeping room with fireplace, country kitchen, wraparound porch, and endless country charm. The horse barn has a large hayloft and great storage or paddocks all maintained, and there is a large equipment building for tractors and machines to work the land. Every residence is served by high speed cable internet and wifi cameras for year round peace of mind.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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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871 Stratton Arlington Road Stratton VT 05155
Active With Contract

MLS Number 4911891

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 8,800

Stratton Forest Estates - Exquisitely designed home built with only the finest materials where no detail or amenity has been overlooked. Located on 18 private acres and bordered by thousands of acres of the Somerset Wilderness area this magnificent home boasts views of the North face of Mt Snow to distant ridgelines and the forest below. The interior of this home entails a large mudroom and another grand foyer with custom stone floors, open concept vaulted great room with soaring ceilings, natural woodwork, floor to ceiling stone fireplace, expansive chef's kitchen with large breakfast island, Wolf stove, custom cabinetry, cozy den with fireplace, dining room, and open upstairs balcony/cat walk overlooking the great room. The master suite has a fireplace and sitting room, private deck with gorgeous views and an incredible bathroom. Laundry rooms are located on the main level as well as the lower level. There is a caretakers 1 bedroom 1 bath suite with fully equipped kitchen. The lower level features an entertaining wet bar, family room, game room, hot tub room, sauna, home theater, climate controlled wine cellar, lower level laundry, and bunk suite with sitting room and fireplace. Completing this home is a massive garage that can accommodate up to 3 cars and a couple toys whether its four-wheeler, snowmobiles or both! All of this is only a short distance to Stratton or Mt Snow. Outside there is a large pond and paved driveway.

Listed by Richard Caplan of Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 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 information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. 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 August 14, 2022 11:39 AM EDT.

 
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