Previous Previous ImageNext Next Image
Slideshow Divider

Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

and narrow your search. If you have fewer than 200 results, you can save your search.

Windsor County VT Real Estate

Find the latest real estate listings for sale in Windsor 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 Windsor County listings by town:

Andover | Baltimore | Barnard | Bethel | Bridgewater | Cavendish | Chester | Hartford | Hartland | Ludlow | Norwich | Plymouth | Pomfret | Reading | Rochester | Royalton | Sharon | Springfield | Stockbridge | Weathersfield | West Windsor | Weston | Windsor | Woodstock

1403 Quechee West Hartford Road Hartford VT 05059

Hartford, VT1403 Quechee West Hartford Road

Price$6,888,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4866057

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 9,535

Halfway between the Village of Woodstock, VT and Hanover, NH - and minutes to every recreational amenity in Quechee - Stonehill Farm offers a private refuge on 218 acres including miles of interior roads and trails, an extensive equestrian and tennis facility, a spring-fed pond and acres of open pastures. The circa 1991 manor house, with its Tudor-inflected stone exterior, elegant interior architectural details and soaring two-story library, was designed by noted New York architect Alan Wanzenberg whose overall approach is informed by his deep appreciation for the Arts & Crafts movement. Set high along the top of a south-facing ridge, the Vermont countryside unfolds at your feet with commanding views across the Ottaquechee Valley to Mount Ascutney. The approximately 9,300 square foot, 15-room residence is an elegant and timeless design in richly textured stone, expansive glass, and mahogany details. The main house offers seven bedrooms, nine baths and a recently remodeled gourmet kitchen. Formal living and dining rooms, a 3,200 bottle wine cellar, and a pond-like, heated swimming pool surrounded by bluestone terraces feature among the many amenities. Just down the winding drive lined by an allée of maples, you'll find one of the most expansive equestrian facilities in New England. A recently acquired gatehouse at the entry to the property and the addition of land on the west side of the Quechee West Hartford Road for viewshed protection are recent additions.

Listed by Richard Higgerson 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 TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.8% last updated on 2021-07-29

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

186 Reading Farms Road Reading VT 05062

Reading, VT186 Reading Farms Road

Price$6,475,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4866260

  • Residential Single Family
  • Construction Existing
  • Bedrooms 17
  • Bathroom 15
  • Square Feet 13,010

Upon the first glance of the massive estate you notice the generations of carefully curated and thoughtful planned landscaping, expansive meadows and lawns, stocked fish ponds which catch the reflection of the main house as you drive by. You might even get a glimpse of the Merganser Hooded Ducks who nest each year. Owned for 100 years, the property has graced the cover of House Beautiful and in Architectural digest. The estate compound includes a main house reminiscent of an country manor with 9 bedrooms, 9 bathrooms, extensive living areas, a Library which is in the original cape built 1776 with original floors. Also a theatre, gym and 2 bedrooms with one bath. A carefully situated gazebo catches the evening sunsets through mature pines. Features a entertainment barn complete with kitchenette, 3 bed, 2 bath and pavilion for large groups or events. Also a cottage offering 3 bed,1.5 bath and kitchen. After a stroll on your private trails relax in the heated pool at the end of a mature maple alley. The estate is listed at 120 acres with an additional 115 acres available for a true kingdom of 235+. Many have tried replicating the setting at great expense to capture the estates decades of devotion to the grounds which cannot duplicated. Close to skiing and heart of horse country with access to GMHA trails. Minutes to Historic Woodstock. Presently being used as a Special Events venue as well as the owner''s primary home. Possibility of Owner financing and/or joint ownership.

Listed by Derek Eisenberg of Continental Real Estate Group, Inc.

{$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 TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.8% last updated on 2021-07-29

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

992 Atwood Lane Bridgewater VT 05091

Bridgewater, VT992 Atwood Lane

Price$5,900,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 4852734

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 10
  • Square Feet 12,421

Heartwood Hill is one of New England's most extraordinary estates This remarkable residence is privately sited with breathtaking views across the Connecticut River Basin. The Great Room with 34' cathedral ceiling is anchored by a two-story fieldstone fireplace. Open concept chef's kitchen with top-of the line appliances, center island, and an enormous pantry with third oven, beverage station, and wine fridge. The home is naturally warmed by superb solar orientation, three interior fireplaces with a fourth on the terrace with a classic wood-fired pizza oven. The Grand Master Suite commands the southeasterly corner of the second floor with a private balcony, an elegant spa bathroom with soaking tub, slate shower and two dressing rooms. There are 4 private master guest suites all with splendid views. On the walk-out lower level there is an incredible bunk room adjoining an expansive family room with fireplace, and a full-sized, terraced theater with down-cushioned seating for 16 served by a commercially sized screen and integrated entertainment system. The pondside cottage warmed in winter by a field stone fireplace is the perfect spot for a dinner party, or to warm up while skating, sledding,, or skiing the interior trail system, or the perfect spot to cool off on a hot summer day. Central AC, radiant heat, backup generator, attached, heated three car garage. Ten minutes to the Woodstock Village Green. Fifteen minutes to skiing. Two hours, fifteen minutes to Boston.

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 TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.8% last updated on 2021-07-29

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

358 Andover Ridge Road Andover VT 05143

Andover, VT358 Andover Ridge Road

Price$3,200,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4864436

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 7,589

Tucked away on Andover Ridge Rd you will find one of the most spectacular properties in Southern VT. This remarkable log home features 7 bedrooms and over 7,000 sq ft of finished living space. The main floor is an open floor plan that features, a large kitchen with granite counters, custom cabinetry, top end appliances and an full length of kitchen island. The kitchen opens up to the dining area and a living room that boasts a custom stone wood burning fireplace, vaulted ceilings and floor to ceiling windows that give you breathtaking westerly views for picturesque sunsets and year round enjoyment of all the changing seasons. The main floor also features a den study and an owners en suite bedroom with gas fireplace. The main floor includes multiple accesses to the large wrap around deck looking down to the pond and property. On the second floor you'll find a game room loft and 3 more bedrooms including another en suite master. Down below the finished basement has a large family/ rec room for gathering, 3 more bedrooms with another en-suite master. The lower floor is a walkout to the stone patio that leads down to the amazing lined pond surrounded by incredible stone work, walls and perennial gardens giving you a truly breathtaking setting. The pond even features a waterfall incorporated into the stone work. 72.8 acres with accessible road frontage on Weston-Andover Rd. Possible future development. Just a short distance to Weston, several ski resorts, and VAST trails.

Listed by Gary Coger of Four Seasons Sotheby's Int'l 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 TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.8% last updated on 2021-07-29

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

1599 Cavendish Gulf Road Cavendish VT 05142

Cavendish, VT1599 Cavendish Gulf Road

Price$2,599,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4856308

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 7,945

GRAHALL ESTATE- A feat of architecture and engineering, this is a spectacular, one-of-a-kind estate on 240+ acres in prime central Vermont. Drawing inspiration from an iconic castle on a loch, Grahall sits atop Hawk's Mountain with breathtaking views in all directions. The home was built with stunning Glimmerstone Granite that is indigenous to the area and quarried directly from the property. An incredible amount of thought and planning went into the creation of the exteriors and interiors. While the structure is commanding, the interiors feel warm and embracing. Many of the gathering rooms are circular with large granite fireplaces, and there is wonderful light throughout the house providing passive solar. There are 7 well-appointed bedrooms and 6 bathrooms. The 270-degree view takes in neighboring ski mountains like Okemo, and the grounds are accented by two stocked ponds that reflect the house like a moat. An existing trail system provides endless options for recreation and enjoying the grounds. Grahall has a successful track record as a rental property. The property is a short drive to Woodstock & Ludlow, Vermont and Hanover, New Hampshire, home to Dartmouth College.

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:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.8% last updated on 2021-07-29

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

Broker Reciprocity

Copyright 2021 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 5, 2021.

 

Five Ponds, 5.5 +/- Acres, Twin RV Hookups

Granville, VT $325,000 Details

267.4 +/- Acres, Farmhouse, Barn, Meadows & Views

Gorgeous Home, Huge Acreage $1,800,000 Details

 

68+/- Acres Abutting State Forest Land

Roxbury abutting 2,303 Ac State Forest  $125,000 Details