PreviousNext
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

1959 Cox District Road Woodstock VT 05091

Woodstock, VT1959 Cox District Road

Price$10,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4820913

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 9
  • Square Feet 9,515

Woodstock Farm is a modern architectural masterpiece and landmark work by award winning and internationally recognized architect Rick Joy. Based on a conceptual framework that draws from the simplest archetypical forms, this dramatic stone and shingle house and counterposed barn is set on over 200 acres of Vermont countryside minutes from the picturesque village of Woodstock and in close to ivy league Dartmouth College in Hanover, New Hampshire. Melding effortlessly into the Green Mountains, the property is sensationally experiential in nature and the design is executed with the sharpest attention to craft and detail. Drawing directly from the architectural vernacular of the rural northeast, the tension between the historical and contemporary is conveyed, to paraphrase the architect, through the massive character of the walls, through the qualities of light and dark, through spatial movement and through atmosphere. The four-bedroom main residence offers a 152-foot elongated gable house with massive end walls of quarried Lake Champlain bedrock and cedar cladding on the roof and side walls. Extraordinary, unique and exceptional in every way, Woodstock Farm presents the opportunity for a new owner to acquire an important piece of the history of modern architecture, an incomparable lifestyle, and a work of art.

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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.87% last updated on 2020-09-17

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

1224 Route 5 Route Norwich VT 05055

Norwich, VT1224 Route 5 Route

Price$4,700,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4820088

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 9,000

A dramatic architectural landmark combining a unique and spectacular site, modern aesthetic design principles and innovative technical execution, the 6390 square foot River House in Norwich, Vermont presents a unique opportunity for the next owner to experience life at a singular level. Minutes from the cultural hub of Hanover, New Hampshire, home to the renowned Ivy League Dartmouth College, and two hours to Boston's Back Bay, River House is within an hour's drive of an array of world class recreational, cultural and entertainment attractions. Sited on a peninsula exactly eighty feet above the Connecticut River and boasting a 180-degree vantage point with long range water views both north and south, the house and its outbuilding are constructed entirely of concrete. This raw, versatile material makes up both the exterior and interior surfaces of the home and the dramatic views from the main living spaces are achieved through a flip of the traditional floor plan with the main living quarters on the second floor. Soaring 14 foot high interior spaces in the main living room open directly to the exterior and the stackable glass doors that run both the entire north and south walls blurring the visual boundary between indoors and out.

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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.87% last updated on 2020-09-17

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

5000 Route 106 Route Reading VT 05062

Reading, VT5000 Route 106 Route

Price$3,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4809895

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 7,982

The right dose of Vermont living: high meadows, mountain views, in the heart of horse country near Woodstock, end of the road, and complete privacy. Warner Hill Farm's beginnings as a late 1700's sheep farm have been transformed into a comfortable, but distinguished property that has been on the cover of House Beautiful and featured in Architectural Digest. Today, this well-stewarded property, with its own helipad, is sited on 120 acres and is one of the most exceptional properties in Vermont taking inspiration from Old World elements including a gracious courtyard, Dutch gables, and formal gardens. A gated one-mile drive wends up through the trees to open on to a verdant landscape of rolling meadows and ponds. To the west there are expansive views of the mountains and lavish sunsets. The home has a gourmet kitchen, five bedrooms, 6.5 bathrooms and spacious living spaces. Connected by a breezeway is a guest room ensuite. Behind the house is a stone patio next to a deep, clear pond fed by a cascading waterfall. A gym, office and home theater can be found across the courtyard. A 4-stall horse barn, is attached to a party barn with a massive stone fire place and cathedral ceilings. Down an allée of maple trees is the pool. Also, on premise is a caretaker's house/guest house with 3 bedrooms and stunning views. There is an extensive network of trails for walking, cross-country skiing or riding, and connects to GMHA trails. Close to Killington and Okemo for skiing.

Listed by T Story Jenks 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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.87% last updated on 2020-09-17

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

585 Brown Hill Road Woodstock VT 05071

Woodstock, VT585 Brown Hill Road

Price$3,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4828151

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,614

Fieldstone is the quintessential Vermont country property: a stone cape built c.1810 and renovated to fine condition, privately sited at the end of a gravel road, with views to distant hills over meadows and three cascading spring-fed ponds on 137+/- acres. The 3,600 square foot, 4-bedroom main residence combines period details with updated finishes such as exposed hand-hewed beams and handsome pine and cherry floors, deep inset 12/12 windows, and two brick fireplaces. The kitchen offers beautiful birch cabinets, high quality stainless appliances and granite counters. The family room overlooks the meadows and ponds and opens to a stone terrace surrounded by perennial gardens and a tranquil orchard. The bedrooms are generous, including a main level bedroom with a fireplace. The farmstead is complete with a 3-bedroom guesthouse connected to a well-appointed 6-stall stable and adjacent 3-bay garage. This excellent location is within 5 miles of Woodstock, and walking distance to the South Woodstock village, the Kedron Valley Inn, Post Office and Country Store, with connections to miles of trails surrounding Green Mountain Horse Association.

Listed by T Story Jenks 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:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.87% last updated on 2020-09-17

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

217 Echo Ledge Road Woodstock VT 05091

Woodstock, VT217 Echo Ledge Road

Price$3,485,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4809703

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,799

Location, style, amenities: Just west of Woodstock Village, a hip renovation of a classic white clapboard farmhouse and big red barn, on 91 acres threaded with lovely trails, meadows, pond, gardens and thoughtful set up for horses. Completely renovated in 2004 and 2007, the 1850 farmhouse has a contemporary style by award winning AIA architect Michael Ertel and the texture and attention to detail of master builder Hank Savelberg. Sensitive to the integrity of the original farmhouse, integrating all modern amenities, there is an open floor plan with walls of windows that bathe the spaces in natural light. The master suite and 2 additional bedrooms are on the second floor, as well as additional expansion space. The 3-stall barn has a wide center aisle and heat throughout, except hay area and loft. The barn includes an office with high-speed internet. The farm, once part of thousands of acres owned by the Robinson family, was eventually split up and passed down through each generation. This house was owned by Jumbo Robinson who could lift and carry 2 heavy dairy cans down the hill to be picked up by the milk truck every day--the cans are still in the little corn crib with the original cider press. The edible landscape of today includes apples, plums and pear trees. Five minutes to Woodstock Farmer's Market, near skiing, golf and other recreational activities. 2.5 hours to Boston and 4.5 hours to New York. Virtual tour of the home and the barn available.

Listed by T Story Jenks 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 TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 2.87% last updated on 2020-09-17

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

Broker Reciprocity

Copyright 2020 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 September 18, 2020.

 

5BR Farmhouse, Apt, 54.65 Acres

So much land, southern exposure $355,000 Details

Mad River Valley Farmhouse

Historic Beauty, Views to Die For $345,000 Details

 

Nearly 50 Breathtaking Acres

4 Buildable Lots or One Treasure $1,295,900 Details