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.

Browse West Windsor Real Estate

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. 

4777 Rush Meadow Road West Windsor VT 05089

West Windsor, VT4777 Rush Meadow Road

Price$3,650,000

Est. Mortgage: $/month

MLS Number 4726033

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 4
  • Square Feet 5,899

Sheep Run Farm in West Windsor, is named for the stone walled lanes where Ira Taylor, a prosperous mid-19th century farmer, herded sheep from the barn to the upper meadows. Today, a newly reimagined 2017 4-bedroom plus loft (6-bedroom septic), 6.5 bath farmhouse fits seamlessly into the classic Vermont scenery, just 3 miles to the South Woodstock store, and 8 miles to Woodstock Village. Classic on the outside, hip on the inside, the farmhouse's 1st floor has an open floor plan, with large windows and high ceilings, abundant light and views from every window. Connected buildings include a 2-bay garage, carriage house party barn, wood room and yoga studio. A huge glass door of the three-season carriage barn opens to the stone terrace, while a massive stone fireplace and soaring ceilings make this a remarkable gathering spot for family and friends, and the second floor boasts a comfortable guest suite. EC fiber provides high speed access for this smart-home to control; lights, climate, video, security, and property access via apps from anywhere in the world. The property encompasses all the right elements; the exceptionally beautiful 21+ acres, including views of rolling meadows, Rush Meadow Valley and Mount Ascutney; endless stone walls; apple trees; a cascading brook and two ponds.

Listed by Christopher Lang and Dia Jenks of LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

197 Stone Meadow Lane West Windsor VT 05089

West Windsor, VT197 Stone Meadow Lane

Price$2,300,000

Est. Mortgage: $/month

MLS Number 4760030

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 7,265

"STONE MEADOW FARM" A Custom built exceptional and remarkable home, perfectly perched on a stunning 24.33 acre parcel to take full advantage of magical and magnificent views of Mount Ascutney. The finest materials and thought provoking layout will surely please your senses.Very private with lush surroundings overlooking a swimming pond, patio and porches that wrap the home. Three stories of living space encompassing four bedrooms, six luxurious bathrooms, (master suite is 28x36 with separate his and her baths ensuite), stunning great room boasting a stone fireplace with an elegant and fully equipped bar, and yes a kitchen that the great chefs of the world would enjoy. Gorgeous dining room to formally entertain and a more casual breakfast room for more intimate gatherings. Separate apartment for caretakers or guests with private entrance. In the lower level you will delight in a comfy media room and state of the art tech center, spacious laundry area with cedar closet and a significant home office. A specially crafted elevator will take you to each floor. Each lightening fixture alone has tremendous value. Its all in the details! Horse enthusiasts will relish the unique barn and open pastures. Park your cars in a heated three bay garage with fourth entrance for a utility vehicle. There is also an incredible unfinished space to further develop. Private Vermont country home with every luxury, yet close to Woodstock, restaurants and shopping. Complete perfection!

Listed by Gail Childs and Kristen Deprizio-Pelletier of Brick & Barn Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

974 Cemetery Hill Road West Windsor VT 05089

West Windsor, VT974 Cemetery Hill Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4764706

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,884

White Fox Farm's c. 1850 yellow clapboard farmhouse and attached red barn is set just outside the village of Brownsville on a quiet country road where it seems like more horses go by than cars. The 39 acres scale of the farm is manageable with the key Vermont features: a pond, pastures and big views of Mt. Ascutney. The five-bedroom house underwent a major renovation in 2012. The kitchen with its hand hewn beams was enlarged to include a sitting area with views over the field, and outfitted with top-flight appliances for a cook that likes to prepare meals while surrounded by family and friends. Pssst…there is a secret room, believed to be part of the Underground Railway. There are fireplaces in the living room, the two master bedrooms, the birthing room (now used as an office), dining room and paneled family room. The third level is a great place for innovative thoughts (the owner launched a business here) with a two-room study with built in book shelves and a ¾ bath. Throughout the house there is a sense of fine craftsmanship that has stood the test of time in form and function. White Fox Farm is integral to the Green Mountain Horse Association community as the 83-mile marker for the hundred-mile ride.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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

1073 Bible Hill Road West Windsor VT 05037

MLS Number 4630300

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,317

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 sun-room into the hot tub and outdoor shower. Excellent potential for a B&B, an income producing home occupation, or a small horse farm in the heart of West Windsor's trail system. 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 Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

117 Bible Hill Road West Windsor VT 05037

West Windsor, VT117 Bible Hill Road

Price$950,000

Est. Mortgage: $/month

MLS Number 4742935

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 6
  • Square Feet 4,385

MILL BROOK FARM- Superbly constructed home on 66+ 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

207 Corliss Farm Road West Windsor VT 05037

MLS Number 4770241

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 6,000

This home delivers the WOW factor when friends and family walk in and immediately see the massive stone fireplace and vaulted ceilings. Breath-taking views of Mount Ascutney finish the picture. With five bedrooms, a generously sized living room and TWO enormous game rooms, your company may never leave. There are two first-floor master bedrooms with full-on mountain views, in addition to two more bedrooms on the fist floor. The fifth bedroom is on the lower level and serves as the perfect man-cave, being right next to the game rooms which you can fill with a pool-table and a ping pong table and still have tons of room for sitting areas. The property has 42 acres of fun! Trails through this magical, wooded forest offer hiking, cross-country skiing, snow shoeing, dirt biking, ATV'ing and hunting. There is also a pond along the trails. Five minutes from the center of town, this property offers the perfect balance of privacy and community.

Listed by Jennifer Falvey of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

414 Brownsville Hartland Road West Windsor VT 05089

MLS Number 4765659

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

Lovely log contemporary home located in a totally private setting, yet convenient to area amenities, and all seasons of outdoor activities. The tranquil setting encompasses a wonderful view of Mt. Ascutney across rolling lawns from a wrap around deck, and a very large screened porch . Great spaces for outdoor entertaining! The floor to ceiling stone fireplace in the great room is the perfect winter gathering place to watch the snowfall from the large windows looking out to a perfect postcard view. Gourmet chef's kitchen complete with fireplace. All bedrooms are on the main level with a spacious loft perfect for an office looking out to the great room. Lower, walk out level has 21x25 family room. Radiant heat keeps the house nice and cozy! Easy access to Historic Woodstock, Hanover, I-91. 1 mile from the trails of Mt Ascutney.

Listed by Carol Wood and Danny Kogut of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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

683 Silver Hill Road West Windsor VT 05089

MLS Number 4738524

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 3,147

Spectacular sun-filled Davis Timber Frame contemporary home located in desirable Silver Hill neighborhood. 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, extensive stonework, established perennial gardens, fruit trees 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 Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

3482 Hartland-Brownsville Road West Windsor VT 05089

MLS Number 4779714

  • Residential Single Family
  • Village Brownsville
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

Lovely, private, 40+ acre property is located just 3 miles from historical Brownsville, VT. This south-facing, newer home, with 1st floor Master suite, overlooks rolling perennial beds to a cool, spring-fed swimming pond. Beyond, lies a woodland trail network perfect for walking and skiing. In the summer, open the french doors to a deck and patio rimmed with established gardens that weave down to the pond. In the winter, curl up with a book from your private library while warming yourself with radiant floor heat or by the Tulikivi Soap Stone Wood Stove. Both solar (with Tesla battery pack) and conventional electricity serve the main house and the two-story detached artist studio. This property is airy and light, forward-thinking and traditional. A unique find in Vermont! Minutes to GMHA, I-91, Skiing and Recreation. 30 mins to Hanover, NH; DHMC, Dartmouth.

Listed by Wynne Washburn of Coldwell Banker LIFESTYLES - Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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

968 Bible Hill Road West Windsor VT 05037

West Windsor, VT968 Bible Hill Road

Price$579,000

Est. Mortgage: $/month

MLS Number 4783422

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 3,096

Located on desirable Bible Hill Road in the heart of West Windsor's recreational trail system, this lovely farmhouse contemporary is situated ideally to optimize the panoramic views of Mt Ascutney, and down the CT River Valley. Sited in the midst of beautiful rolling green fields, offering an expansive feel, yet buffered for privacy. The open flow of the bright, main level common rooms is perfect for entertaining a crowd, and for daily living. The kitchen is spacious, and features a six-burner commercial grade range complete with griddle and broiler. The living room is airy and bright, anchored by a stone fireplace, cathedral ceiling, and glass doors to the spacious deck offering a front row seat to the stunning view! First level ensuite master bedroom leads to a bright four-season sunroom with direct access to the deck. There are two guest bedrooms on the second level with a spacious loft-study (an easy transition to create additional sleep space). The wrap around covered porch is a great place to spend long summer afternoons. The full basement has ample heated room for expansion, and a woodstove. The detached two car garage offers additional guest/rental space above, complete with ¾ bath. This is a wonderful opportunity to realize your dream of the perfect country home! Excellent equine potential. In town skiing, tubing, hiking, biking, horseback riding. Close proximity to Interstate, Woodstock, Hanover, GMHA, and two major ski resorts.

Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

515 Shattuck Hill Road West Windsor VT 05037

MLS Number 4770062

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,112

First time ever offered! Nice, private, country property, consists of the Main house offering 4 bedrooms, 3 baths, lots of natural light & attention to detail throughout. Master bedroom has attached sunroom with radiant heat. Living room has stunning wall of windows and a woodburning fireplace. The house is set back approx 1200' from the road for total privacy, enjoy stone walls and patios with no neighbors in sight. A total of 4 garages, 2 with heat, which would be ideal for a home business or woodworking/hobby area. Current owner collected antique cars. Two rentals- 1. A detached 2 bedroom apartment that rents easily for $900 per month. 2. A cute sugar house style 1 bedroom cottage that rents for $750. Neither has a negative impact on the main house due to careful placement. (The combined rental income is about $20,000 per year and can offset a $300,000 mortgage.) Either would make a nice 'home' office. Fiber optic internet is on site. EZ to show.

Listed by Dana Waters and Paula Waters of Dark Horse Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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

571 Strawberry Hill Road West Windsor VT 05037

MLS Number 4760728

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,710

Timber frame construction with stunning view of Mt Ascutney, complete privacy, single level living from the attached garage through the mud room into the main living level with kitchen, living, dining, and master suite. 2 additional bedrooms and a bath as well as a family room in the walk-out lower level with similar views. A large deck off the kitchen overlooks the views. In addition, a 2 bedroom in-law apartment with separate carport and private entry provides space for guests or rental income. Walking distance to the village of Brownsville.

Listed by Seth Warren of Seth Warren Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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

Broker Reciprocity

Copyright 2019 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 November 12, 2019.