West Windsor VT Real Estate

Reading and West Windsor are towns with traditions of farming that continue to this day. Today there are many so-called gentleman farms with horses and livestock raised mainly for fun. Viable dairy, goat, and sheep enterprises have adapted to modern consumer demands by producing value-added commodities, including super-premium ice cream, organic foods, mohair fleece and pecorino cheeses. Topography varies from steep hills and valleys to more gentle rolling terrain.

Each has a town center, Brownsville for West Windsor and Felchville for Reading, with quality country stores, schools with low enrollments and tidy, well-kept community buildings serving as they did when the towns were settled in the late 18th and early 19th centuries.

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Scroll down to browse real estate for sale in West Windsor, Vermont. Create an account to save your favorite West Windsor real estate listings and to receive email notifications when similar listings become available. Contact us if you have any questions or if you would like to schedule a showing. 

565 Brownsville Hartland Road, West Windsor, VT 05089

MLS Number 4640928

  • Residential Single Family
  • Listing Agent Name John Snyder
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4

"STONE MEADOW FARM" - Overlooking its own swimming pond, open pastures with barn, and spectacular views to Mt Ascutney Stone Meadow Farm offers beautiful natural surroundings, a home of comfort and great style providing the opportunity for gracious entertaining and generous accommodation for family and friends. Porches wrap the house on two sides to take in the views and open to a wonderful Great Room featuring a stone fireplace and beautifully crafted and fully equipped bar. Formal DR adjoins the gourmet cook's kitchen, three luxurious bedrooms (master suite is 36x28 with two baths ensuite) as well as caretaker's apartment are on the second level, media room, home office and laundry center complete the finished lower level. In addition to front and rear stairs, a beautifully crafted elevator serves all living levels. An exceptionally fine country property!

Listed by John Snyder and Andrew Holson of Snyder Donegan Real Estate Group

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Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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604 Delano Road, West Windsor, VT 05089

Price$2,340,000

Est. Mortgage: $/month

MLS Number 4669762

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Bedrooms 6
  • Bathroom 11
  • Construction Existing

Country retreat outside of Woodstock perfectly designed for gathering family and friends, with exceptional craftsmanship, open floor plan, stunning panoramic views of Mt. Ascutney and complete privacy. Designed by AIA award winning architect Michael Ertel, the custom 2-story connected stone Cape Farmhouse, c. 1990, offers 8,200 ± sq. ft. of living space with 6 bedrooms. Throughout the house are mural paintings, trompe d'oeil and faux finishes - tortoise shell mantels in the living room, tiger maple paneling in the library, and intricate wood inlay floors using southern pine, maple, walnut and cherry as well as an impressive great hall with fireplaces at each end, big windows facing the view and high ceilings. The AGA stove and fireplace add a coziness to the well-appointed kitchen detailed with painted wood floors with access to a brick porch. The spa has a shower/steam room, exercise room with hand painted murals on the walls, and hot tub with grand views of the mountains. There are 4 bedrooms in the main house, and 2 bedrooms with an additional sleeping alcove in the guest wing. Approached by a private drive through the extensively landscaped 53.21 acres, the property offers the best in private, country living in the heart of the beautiful equestrian countryside.

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

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Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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1073 Bible Hill Road, West Windsor, VT 05037

Price$1,350,000

Est. Mortgage: $/month

MLS Number 4630300

  • Residential Single Family
  • Listing Agent Name Danny Kogut
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4

Located less than 15 miles from Woodstock in the desirable Bible Hill region of West Windsor, this spectacular 1861 historic post and beam cape-style farmhouse is one of the area's finest residences. Sited on an elevated knoll to optimize a panoramic view of Mt Ascutney and down the CT River Valley, this very special period home has been lovingly stewarded and thoughtfully renovated to the highest standard achieving the perfect unification of sophistication, functionality, comfort and convenience. The seamless flow of generous spaces is ideal for entertaining and daily living. The fabulous well-appointed chef's kitchen is complete with top-quality appliances, a pantry, woodstove and casual dining area. The spacious Living Room and Dining Room each have a wood burning fireplace. The main level Grand Master Suite features a luxurious spa/wet room complete with soaking tub, glass shower, sauna, Jack and Jill walk-in closets and powder rooms and a gorgeous view from every window! Step onto the stone terrace from the heated private sunroom into the hot tub and outdoor shower. Enjoy the big view and the ever-changing palate of perennial beds, gardens, orchards, pond and stonework from the hilltop screened gazebo. Central AC, State-of-the-art mechanicals, Generator, Art Studio, Attached Greenhouse, Barn, Pasture. See attached details list for a complete description of all this very special property has to offer. Easy access to I-91, Hanover, Upper Valley, skiing and recreation.

Listed by Danny Kogut of Williamson Group Sotheby's International Realty

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Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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160 Duling Road, West Windsor, VT 05037

Price$1,200,000

Est. Mortgage: $/month

MLS Number 4695465

  • Residential Single Family
  • Listing Agent Name Seth Warren
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing

Just minutes from downtown Woodstock, 53 acres of beautiful land, 13 acres of mown fields and 40 acres of managed woodland laced with 2.5 miles of manicured trails, and a pond. 3 bedroom 3 bath Cape with Ell plus a 1 bedroom / 1 bath attached guest suite with kitchenette and separate entrance. 4200 sq ft in total. Maple floors, updated kitchen with 48” Wolf range, 9' ceilings, spacious living room with fireplace. Full basement and attached 2 car garage. Superb private setting off a dead end dirt road in a neighborhood comprised of some of the Woodstock area's most valuable estates, with direct access to GMHA's renowned horse trail network. Over half a mile of road frontage with subdivision potential. Fiber optic internet through EC Fiber. Owner is a VT real estate broker.

Listed by Seth Warren of Seth Warren Real Estate

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Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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117 Bible Hill Road, West Windsor, VT 05037

Price$1,190,000

Est. Mortgage: $/month

MLS Number 4616328

  • Residential Single Family
  • Listing Agent Name David Donegan
  • Construction Existing
  • Bathroom 5
  • Bedrooms 6

MILL BROOK FARM- Superbly constructed home on 83 mostly open acres with stunning 360 degree views of Mount Ascutney and the surrounding countryside. Mill Brook winds around the perimeter of the property offering over 4,000 feet of frontage and a wonderful spot to cool off in the summer or just enjoy the sound and water. The interiors of the house are bright, spacious and immediately comfortable. It has been meticulously maintained and is the ideal gathering place for family and friends. There are plenty of sleeping quarters and views from most rooms in the house, many looking to the impressive mountainside. The house is surrounded by flat and slopping yards and hay fields. The property is only minutes from Brownsville, and a very short ride to the interstates, Woodstock & Hanover. The best of Vermont skiing and nature is in the backyard or nearby. There are x-country ski trails available on the property. The property is professionally landscaped and has mature trees throughout. There are a total of five garage bays- 3 attached and a 2 bay/ 4 car detached structure perfect for a car collection or toys of any size. VAST access also on property.

Listed by David Donegan of Snyder Donegan Real Estate Group

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Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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4677 Rush Meadow Road, West Windsor, VT 05091

MLS Number 4680098

  • Residential Single Family
  • Listing Agent Name John MacGovern
  • Construction Existing
  • Bathroom 5
  • Bedrooms 3

With striking southerly views of MT Ascutney in the heart of Woodstock's horse country, this masterly built, 11-yr old contemporary cape sits on its own hilltop in a pastoral setting of 20+ acres of fields, pastures, & forest. The eat-in gourmet kitchen has professional grade appliances, soapstone counters, & a pantry. With large, south-facing windows, the light filled living/dining room has cathedral ceilings with antique hewn beams, a gas fireplace & walls of bookshelves. Master bedroom suite, attractive office, large mudroom, and a tack room leading outside to the two stalls, complete the first floor.The basement wine cellar/theater is a fabulous place to entertain or just relax. The separate upstairs wing has two bedrooms with two private baths sharing a common sitting area. Beautiful setting for an artist, horse enthusiast, or a couple/family looking for a private country retreat: a babbling brook, birches & apples trees, stone walls, & 2 fenced pastures w/run-ins for horses. Nearby trails for riding, biking, hiking, snowmobiling, bird watching. A few minutes to Woodstock for shopping and dining. Three miles from Green Mountain Horse Association with its trail system. 25 minutes to Dartmouth Hitchcock and Hanover, NH.

Listed by John MacGovern of Bassette Real Estate Group

{$office->Name}

Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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683 Silver Hill Road, West Windsor, VT 05089

MLS Number 4697764

  • Residential Single Family
  • Listing Agent Name Danny Kogut
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3

Spectacular sun-filled Davis Timber Frame contemporary home located on desirable Silver Hill. Sited on 10 acres with a tree top view of Mt Ascutney. The house flows with ease for daily living and entertaining. The step-out wrap around decks create a seamless integration of interior and exterior spaces with a private screened porch. The updated kitchen with custom cabinetry and top quality stainless steel appliances is a chef's delight. The beautiful new custom master bath has a luxurious soaking tub . Spacious finished lower level with a woodstove, and separate full bath. There's a lovely swimming pond, active stream, established perennial gardens and footpaths. Attached two car garage. Step out and into West Windsor's amazing hiking/ horseback riding trail system. Don't miss this rare opportunity!

Listed by Danny Kogut of Williamson Group Sotheby's International Realty

{$office->Name}

Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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865 Kimball Farm Road, West Windsor, VT 05037

MLS Number 4647498

  • Residential Single Family
  • Listing Agent Name John Bassette
  • Village Brownsville
  • Construction Existing
  • Bathroom 3

Magnificent private horse farm sits on 20+ acres on the side of Mnt. Ascutney at the top of a dead-end road abutting the town forest. Classic style cape has a covered porch, decks, garage, outbuildings, two barns (13 stalls), and a run-in shed. Let's not forget the private in-ground pool facing directly up the mountainside! This farm is on the Mt Ascutney Trail system. Ride directly from the farm, on your horse, or mountain bike, or hike on miles of amazing trails right to the top of the mountain. The spacious country kitchen has plenty of cabinets and a top of the line Hearthstone woodstove. There is a large wide pine floored living room w/cathedral ceiling and a gracious fireplace. The master bedroom has stunning views of the mountain with a private en-suite bathroom. Two other bedrooms are just off a cozy den with a Vermont Castings gas stove. The basement offers a large fitness/family room, and a spacious laundry room. The home is surrounded by cottage gardens, perennial beds, and hundreds of sunflowers which create a perfect mountain garden landscape. The horse barn is beautiful with a heated tack room, wash stall, six spacious matted stalls, 200amp power, & storage for 1,000+ bales of hay. The meadow has extensive split rail fencing, a huge run-in stall, and the additional equipment barn has 7 matted stalls w/power & water. Hop right on the VAST snowmobile trail system at the end of the driveway! 10 miles on the trails to GMHA, 20 miles to Okemo, 28 miles to Killington.

Listed by John Bassette of Bassette Real Estate Group

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Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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West Windsor, VT 05089

Price$575,000

Est. Mortgage: $/month

MLS Number 4665918

  • Land
  • Listing Agent Name Danny Kogut
  • Acreage 29
  • Zoning res

This is the opportunity you've been waiting for! This lovely building parcel has the rare combination of southern exposure, spectacular views, two cleared level fields, a spring fed pond and a varied inventory of hardwoods, hemlocks and apple trees all encompassed by ancient stone walls, and accessed by a gentle approach. There is a system of interior trails and farm roads making it the ideal property for equine enthusiasts, hikers, cross country skiers and snowmobilers. Enjoy total seclusion with close proximity to paved roads. Just a 3-mile jaunt to the hiking, biking and ski trails of beautiful Mt. Ascutney. Easy access to I-91, Okemo Mtn., Historic Woodstock, Hanover, DHMC and all area recreation. 27 ac. enrolled in Current Use program.

Listed by Danny Kogut of Williamson Group Sotheby's International Realty

{$office->Name}

Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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166 Jewett Road, West Windsor, VT 05037

Price$550,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4609919

  • Residential Single Family
  • Listing Agent Name Paula Waters
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4

Lovely old Colonial home with presence on 98 spectacular acres in the heart of West Windsor with pond & views. This home is waiting to be renovated to your liking. The main floor includes a center entry foyer, large living and dining rooms, kitchen and a knotty pine mudroom which exits to a brick patio. Second floor has 2 large bedrooms and 2 smaller bedrooms, bath and laundry. Furnace & hot water heater new in 2008. A detached garage & barn for your Horses or other animals, room for Carriages as well as vehicle and equipment storage. This beautiful property includes hayfields, woods and a network of trails for non motorized recreation which has been carefully maintained and enjoyed as well as, a snow mobile trail. *A conservation easement is in place with the Upper Valley Land Trust to insure that this treasure is protected for future generations. Property is being sold in "as is" condition.

Listed by Paula Waters of Dark Horse Realty

{$office->Name}

Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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West Windsor, VT 05089

Price$549,000

Est. Mortgage: $/month

MLS Number 4603538

  • Land
  • Listing Agent Name Geoff Eckler
  • Acreage 49.9
  • Area Rural
  • Zoning Rural Residential

Situated in the heart of Windsor County's “horse country”, and only 4 miles from GMHA, this 49-acre parcel of mixed open and woodland with 12 stall horse barn is ready for your home-building vision. The rolling hay meadows with wildlife pond and stream occupy about 60% of the acreage, and a mixed hardwood forest comprises the other 40%. Many potential house sites with excellent views of Mt. Ascutney; all slopes are gentle. This is one of the highest quality parcels of this size available in the whole county! The antique bank barn with twelve renovated stalls and spring-fed water has an upper drive-in hay loft, as well as electricity. Two additional outbuildings include a run-in shed and a storage shed. Lots of road frontage (with power) for easy access. Quaint and lovely South Woodstock Village is only minutes away.

Listed by Geoff Eckler of Woodstock Properties

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Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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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4281 Rush Meadow Road, West Windsor, VT 05037

MLS Number 4697503

  • Residential Single Family
  • Listing Agent Name Andrew Holson
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing

Exceptional pastoral equestrian/farm property on +/- 26.02 acres on desirable Rush Meadow Rd. The c. 1800 cape is ~1,700 square feet, has 3 bedrooms, an exceptional living room with wood stove, most of its original features/charm, and is ready for its next owner to renovate and make upgrades. There are two ponds, two large horse barns, one of which has a large tack room, a run-in shed, and all the necessary fencing to accommodate horses or other animals. A lovely brook runs through the property. Property is located on the GMHA trail system, is 19 minutes from the Woodstock Village and less than 10 minutes from GMHA.

Listed by Andrew Holson and John Snyder of Snyder Donegan Real Estate Group

{$office->Name}

Williamson Group Sotheby's International Realty
24 Elm Street
Woodstock VT, 05091
Office: 802-457-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Jul 12, 2018
* 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 A VisitAsk A QuestionMore Details

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