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Woodstock Vermont Real Estate

Woodstock has always been the quintessential Vermont Town and Village. With its central town green, the Shiretown of Windsor County is notable for its varied historic architecture, its many shops and some of the finest dining in Vermont. Golfers, equestrians, hikers, fly fishing enthusiasts, skiers and Vermont fans will all find an abundance of activities and destinations to satisfy their needs. From its museums to its remarkably well equipped Recreation Center, which includes a climbing wall facility, it’s easy to see why Woodstock is at the top of everyone’s list of favorite places in Vermont. Woodstock is home to the only National Park in Vermont, the Marsh, Billings, Rockefeller National Park is dedicated to the interpretation of the history of conservation in the United States.

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Listing Price: $9,600,000

Completely private country estate optimally sited on 305 acres of open and wooded land with breathtaking near and long distance views through Vermont to New Hampshire. Main house offers four bedrooms with ensuite baths including spectacular, yet restful master suite. High ceilinged elegance combines with cozy nooks for family fun or privacy.

MLS #: 2738263 [View Property]


Listing Price: $5,250,000

One of the most historically important properties in South Woodstock, Lottery Hill Farm was built by Salmon Hoisington in 1817 supposedly from winnings in the Louisiana Lottery & once belonging to the actor Michael J. Fox. Property consists of 16 room, 6 bedroom brick Federal colonial main house & faithfully reproduced 1990 Cape guest home.

MLS #: 2707576 [View Property]


4005 BENEDICT ROAD Woodstock VT    [ Photos: 12 ]
Listing Price: $4,700,000

SPRING HILL FARM. A GLORIOUS SOUTH WOODSTOCK COUNTRY ESTATE. 39 ACRES OF QUALITY EQUESTRIAN LAND! THE RESIDENCE IS AN OUTSTANDING EXAMPLE OF STONE CRAFTSMANSHIP CIRCA 1840, WITH 10' HIGH CEILINGS, EXPOSED HAND HEWN BEAMS, HANDSOME WIDE BOARD FLOORS AND HAND PAINTED WALL MURALS. COMPLETING THE PROPERTY IS EXTRAORDINARY BARN CONVERTED TO GUEST HOUSE!

MLS #: 2744149 [View Property]


4005 BENEDICT ROAD Woodstock VT    [ Photos: 12 ]
Listing Price: $4,700,000

SPRING HILL FARM. A GLORIOUS SOUTH WOODSTOCK COUNTRY ESTATE. 39 ACRES OF QUALITY EQUESTRIAN LAND! THE RESIDENCE IS AN OUTSTANDING EXAMPLE OF STONE CRAFTSMANSHIP CIRCA 1840, WITH 10' HIGH CEILINGS, EXPOSED HAND HEWN BEAMS, HANDSOME WIDE BOARD FLOORS AND HAND PAINTED WALL MURALS. COMPLETING THE PROPERTY IS EXTRAORDINARY BARN CONVERTED TO GUEST HOUSE!

MLS #: 2745060 [View Property]


3715 Noah Wood Rd Woodstock VT    [ Photos: 12 ]
Listing Price: $4,300,000

A carefully crafted stone home designed to provide elegant comfort for family and friends, sited on 163.96 varied acres to overlook its spring-fed pond and then over a quiet private valley. Located at town road terminus and then at the end of a long private drive, Gracemere offers a haven of tranquility and gracious lifestyle. More land available.

MLS #: 2623294 [View Property]


1628 Westerdale Woodstock VT    [ Photos: 12 ]
Listing Price: $2,795,000

-Rainbow Ridge sits atop 45 acres with spectacular 360-degree views of 5 ski areas.This Colonial Farmhouse enjoys an open floor plan with several fireplaces,master suite and 4 additional bdrms. Guest apt and indoor gym/studio. Owner is a licensed real estate agent.

MLS #: 2700447 [View Property]


Listing Price: $2,325,000

The most intact two story Federal in Woodstock. Extensive original architectural features. Located in one of the most desirable of South Woodstock locations with exceptional 90 acres of land.

MLS #: 2721148 [View Property]


1 BENSON PLACE Woodstock VT    [ Photos: 12 ]
Listing Price: $2,250,000

THE UNEXPECTED OPPORTUNITY TO ACQUIRE A PRIME PARCEL OF LAND, ALONG THE BANKS OF THE OTTAUQUECHEE RIVER, WITHIN THE VERY HEART OF WOODSTOCK VILLAGE! THE 4+/- ACRES BENEFIT FROM AN EXTENSIVE, LEVEL, AND QUIET LOCATION ALONG AN ACCESSIBLE, WIDE AND BEAUTIFUL EXPANSE OF THE RIVER. THE ADDITIONAL FRONTAGE AT 45 ELM STREET PRESENTS A PRESTIGIOUS ADDRESS

MLS #: 2745610 [View Property]


45 ELM STREET Woodstock VT    [ Photos: 8 ]
Listing Price: $2,250,000

AN UNEXPECTED OPPORTUNITY TO ACQUIRE THE PRIME UNDEVELOPED PARCEL OF LAND, ALONG THE BANKS OF THE OTTAUQUECHEE RIVER, WITHIN THE HEART OF WOODSTOCK VILLAGE! THE 4+/- ACRES BENEFIT FROM AN EXTENSIVE, LEVEL, AND QUIET LOCATION ALONG AN ACCESSIBLE, WIDE AND BEAUTIFUL EXPANSE OF THE RIVER. THE FRONTAGE AT 45 ELM STREET PRESENTS A PRESTIGIOUS ADDRESS.

MLS #: 2744193 [View Property]


00 SAWYER ROAD Woodstock VT    [ Photos: 12 ]
Listing Price: $1,995,000

AN INCOMPARABLE 282.81 ACRES OF CONSERVED WOODSTOCK LAND. THE QUALITY ACREAGE TO COMPLIMENT THE CONSTRUCTION OF AN UNPARALLEL RESIDENTIAL COMPOUND. THIS DESIRABLE LOCATION IS WITHIN ONE HALF MILE OF HISTORIC WOODSTOCK VILLAGE. THE PROPERTY BENEFITS FROM LONG RANGE VIEWS AND MANAGED WOODLANDS.

MLS #: 2611620 [View Property]

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November 23 | 6:49 AM