PreviousNext
Slideshow Divider

Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

West Windsor VT Real Estate

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

For more information, any questions you may have & to schedule a show, please feel free to give us a call or contact us online.

4777 Rush Meadow Road West Windsor VT 05089

Price$3,650,000The price has recently decreased

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

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.82% last updated on 2019-06-13

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

604 Delano Road West Windsor VT 05089

Price$2,340,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4669762

  • Residential Single Family
  • Construction Existing
  • Bathroom 11
  • Bedrooms 6
  • Square Feet 7,352

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 7,352 ± 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 of LandVest, Inc/Woodstock

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.82% last updated on 2019-06-13

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

117 Bible Hill Road West Windsor VT 05037

Price$1,190,000The price has recently decreased

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 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

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.82% last updated on 2019-06-13

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

1073 Bible Hill Road West Windsor VT 05037

Price$995,000The price has recently decreased

Est. Mortgage: $/month

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

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.82% last updated on 2019-06-13

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

865 Kimball Farm Road West Windsor VT 05037

Price$678,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4647498

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

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.82% last updated on 2019-06-13

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

683 Silver Hill Road West Windsor VT 05089

Price$675,000The price has recently decreased

Est. Mortgage: $/month

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

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.82% last updated on 2019-06-13

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

Cross West Windsor VT 05089

Price$575,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4665918

  • Land
  • 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 Sothebys Intl. 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:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.82% last updated on 2019-06-13

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

788 Bible Hill Road West Windsor VT 05037

Price$549,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 4736597

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,750

Built in 1996, this stunning, Center Hall Colonial captures the true spirit of Brownsville, with sweeping views, dirt road locale, and small farm capability. Take advantage of the new 5 stall horse barn with feed room and stable comfort flooring, and use the other barn for tractor and equipment storage. Spring and Summer will arrive, and you can entertain friends on the patio which opens from the family room and capture the gorgeous countryside. The new riding arena with excellent drainage. Inside you will be taken back by the exquisite renovations including new bathrooms, refinished flooring, hickory hardwood added to the 2nd level, new state of the art heating system, mostly new windows and many other touches you just have to see. Spend quality time in the living room and enjoy the fireplace. The gourmet kitchen offers an abundance of honed Granite counter space, pantry storage and a place to gather while the chef prepares your meal. At night, retreat to the Master bedroom, with dressing area and new 3/4 bath. The 3rd level has countless possibilities including bedroom space should you need it, or a great studio or at home office. This Bible Hill Road location is situated in horse country, and you shouldn't miss this modern home, where functionality meets upscale living. Brownsville is striving forward with wonderful additions for tourists and town folk alike; new store in the heart of the village and mountain biking, rope tow skiing and tubing on the Mountain.

Listed by Katie Ladue Gilbert of RE/MAX Upper Valley

{$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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.82% last updated on 2019-06-13

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

Delano West Windsor VT 05089

Price$549,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4723649

  • Land
  • 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 Bassette Real Estate 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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.82% last updated on 2019-06-13

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

891 Banister Road West Windsor VT 05037

Price$499,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4741262

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,200

3 bedroom 2 bath 2400 sq ft Colonial on 6.6 acres of open land with a 3 stall barn. Hardwood floors, fireplaces in the spacious living room and master bedroom, bright sunny rooms, full basement, attached 2 car garage. Directly connected to W. Windsor's recreational trail network. Privately sited with southern exposure and westerly views. The open land, barn, some existing fencing, and riding ring make the property well suited for animals.

Listed by Seth Warren of Seth Warren 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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.82% last updated on 2019-06-13

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

456 Harrington Road West Windsor VT 05037

Price$439,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4758396

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 3,078

Views, single level living, recent construction, central AC, attached 2 car garage. Beautiful views of Mt. Ascutney over the Mill Brook valley. Built in 2005 and nicely maintained and updated inside and out, fire place, wood floors, master suite with walk-in closet and bath, partially finished basement. Stone patio overlooking the view. Solar array on the garage roof offsets electrical bills. Mature landscaping and timber frame outbuilding complement the large yard.

Listed by Seth Warren of Seth Warren 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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.82% last updated on 2019-06-13

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

1610 Blood Hill Road West Windsor VT 05037

Price$429,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4757837

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,470

This fully updated home is right out of a Fairytale! 3 Beds - 2.5 Baths - 2470 SF - 1.86 Private Acres Located in an idyllic park-like setting, with views of Mt. Ascutney, in the heart of West Windsor's horse country, at mile 99 of the Vermont 100 Trail Race, directly connected to miles of trails and just 5 miles from GMHA, this home has every horse lover's and outdoor enthusiast's advantageWhile the cottage exterior is true to the Vermont heritage, the serene and light-filled interior has been updated to fill you with joy and inspiration.Cozy up to the warmth of two wood-burning fireplaces and an outdoor fire pit surrounded by flagstone and well-established gardens. Open the sliding glass doors and walk out to lounge on the sunny and spacious deck. From the mechanical systems to the aesthetics, every aspect of this home has been upgraded - new kitchen, new appliances, new paint, new heating and hot water systems, new and refinished floors, new lighting, etc. etc. The studio/office will satisfy your creative side, the living room and bedrooms have mountain views and the kitchen is open, airy and clean with new Kitchen Aid appliances, quartz countertops, recessed lighting and open shelving. The bonus space above the over-sized garage adds even more space for a gym, workspace or playroom. The custom made shelving in the storage area will blow your mind! Oh and, the newly refinished wide-plank pine flooring is gorgeous! Come experience all of what Vermont has to offer i

Listed by Seth Warren of Seth Warren 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 A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.82% last updated on 2019-06-13

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

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 June 20, 2019.

 

 

18 Room Sunderland Lodge

15.2 +/- Acres, 6,100 SQ FT, $375,000 Details

 

Exquisite Interior Design

18 +/- Ac, Mad River Valley Marvel, $995,000 Details

 

2,200' Stream, Ski Area Views

3BR, 10+/- Ac, Two Bay Garage, $598,500 Details