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3 Church
10 Bedrooms   
15 Baths   
10,206 FT2   
$4,250,000
MLS #: 4917788
3 Church - Woodstock, Vermont.   A handsome Federal Greek Revival built in 1831 by Joel Eaton, Three Church Street is at the heart of the picturesque village of Woodstock, voted the most beautiful town in America by Conde Nast (...)
311 Densmore Hill
2 Bedrooms   
2 Baths   
1,456 FT2   
$3,300,000
MLS #: 4932341
311 Densmore Hill - Woodstock, Vermont.   This extraordinary 115 acre property, located in the towns of Woodstock & Hartland, offers the perfect mosaic of qualities that buyers are looking for. The acreage is unencumbered and presents the (...)
4 Bond
7 Bedrooms   
5 Baths   
5,306 FT2   
$3,250,000
MLS #: 4877059
4 Bond - Woodstock, Vermont.   4 Bond Street stands in a prominent but discrete location in the center of the village of Woodstock, VT. Distinguished on many levels, the property represents an incredible opportunity for the next (...)
144 & 232 Town Farm
2 Bedrooms   
2 Baths   
3,748 FT2   
$2,800,000
MLS #: 4937127
144 & 232 Town Farm - Woodstock, Vermont.   Sense of place - the Lewis Farm: The classic Vermont farmstead with an iconic big red barn above Green Mountain Horse Association, the Lewis Farm's 130 acres of hayfields and woodlands span the (...)
89 Academy
6 Bedrooms   
4 Baths   
4,139 FT2   
$2,500,000
MLS #: 4936765
89 Academy - Woodstock, Vermont.   This property is one of the premier landmark homes in the historic village of South Woodstock , Vt. Sitting up on a hill looking out over the village and bordered by the lovely Kedron Brook it is (...)
2 Border
4 Bedrooms   
6 Baths   
5,897 FT2   
$2,250,000
MLS #: 4939125
2 Border - Woodstock, Vermont.   This sun-soaked estate offers everything you could dream of in a Vermont property. Privacy without isolation, plenty of acreage for outdoor activities, and a short walk to the “Currier & (...)
19 the Green
Pending
6 Bedrooms   
7 Baths   
4,454 FT2   
$2,250,000
MLS #: 4928047
19 the Green - Woodstock, Vermont.   THE OTIS SKINNER HOUSE - Once owned by famed stage actor Otis Skinner, this historic Woodstock village home has been lovingly and comprehensively updated by its current owners. The spacious gourmet (...)
2525 Barnard
Pending
4 Bedrooms   
4 Baths   
3,552 FT2   
$1,875,000
MLS #: 4935649
2525 Barnard - Woodstock, Vermont.   This classic 1850's farmhouse honors the timeless VT vernacular while having been meticulously renovated and updated with a crisp modern aesthetic. The rooms are bright, spacious, and flow seamlessly (...)
5250 West Woodstock
9 Bedrooms   
9 Baths   
4,502 FT2   
$1,800,000
MLS #: 4918791
5250 West Woodstock - Woodstock, Vermont.   The iconic Farmhouse Inn overlooking the Ottauquechee River is located west of Woodstock Village within 15- and 30-minutes’ drive of the Killington and Okemo ski resorts, respectively. Known (...)
28 Pleasant
Pending
5 Bedrooms   
4 Baths   
3,488 FT2   
$1,395,000
MLS #: 4754916
28 Pleasant - Woodstock, Vermont.   One of a kind, in Woodstock Village! A professional designer's well conceived compound. A stylish main residence is complimented with both a delightful detached 2 bedroom guest house and a large (...)
3 BOND
7 Bedrooms   
6 Baths   
6,472 FT2   
$1,395,000
MLS #: 4924310
3 BOND - Woodstock, Vermont.   #3 BOND STREET is a classical example of the Greek and Colonial Revival architectural movement in the United States. Built in 1836 by Henry Lawrence, a piano manufacturer, the property transferred (...)
433 Cowdrey
4 Bedrooms   
4 Baths   
3,507 FT2   
$995,000
MLS #: 4932619
433 Cowdrey - Woodstock, Vermont.   Splendid contemporary cape and separate barn guest apartment idyllically nestled on an open and sunny hillside in the heart of South Woodstock horse country. The light and airy interior boasts an (...)
10 Linden
Pending
4 Bedrooms   
4 Baths   
2,970 FT2   
$980,000
MLS #: 4932889
10 Linden - Woodstock, Vermont.   A light-filled Village Victorian-era home located in an established neighborhood with great character and charm is located within an easy walk to Woodstock Village. The windowed front porch, (...)
370 Catamount
Pending
3 Bedrooms   
3 Baths   
2,016 FT2   
$895,000
MLS #: 4897046
370 Catamount - Woodstock, Vermont.   Pristine, peaceful, with 5 private acres at the end of a town-maintained road. Magnificent westerly views of the Green Mountains including Killington. This 1989 custom home with three bedrooms and (...)
234 Randall
2 Bedrooms   
1 Baths   
600 FT2   
$845,000
MLS #: 4913852
234 Randall - Woodstock, Vermont.   Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well established farm raising Charolais (...)
21 Maple
Pending
4 Bedrooms   
3 Baths   
2,596 FT2   
$799,000
MLS #: 4943406
21 Maple - Woodstock, Vermont.   This sweet Village home is a very rare offering in Woodstock! Located on an oversized, level lot adjacent to Vail Field and Woodstock Country Club/Ski Touring Center, with frontage on the Kedron (...)
3090 South
5 Bedrooms   
5 Baths   
2,555 FT2   
$799,000
MLS #: 4935033
3090 South - Woodstock, Vermont.   Exposed beams and wide board wood floors accentuate the classic interior of this 5 bedroom Woodstock home! Pastoral views, large terraced lawns and massive stonewalls define the striking exterior (...)
871 Church Hill
2 Bedrooms   
1 Baths   
1,398 FT2   
$599,000
MLS #: 4939372
871 Church Hill - Woodstock, Vermont.   Rare opportunity to own 11+/- acres in a desired neighborhood just over the Woodstock Village line. Set back off the road, this charming two bedroom Ranch offers a little bit of everything. The front (...)
588 Kendall
5 Bedrooms   
2 Baths   
2,904 FT2   
$539,000
MLS #: 4929954
588 Kendall - Woodstock, Vermont.   While relaxing on the gracious front porch of this classic New England home the mesmerizing sound of the nearby cascading brook can transport your cares away! Located in equestrian oriented South (...)
1782 South
Pending
4 Bedrooms   
2 Baths   
2,300 FT2   
$499,000
MLS #: 4936894
1782 South - Woodstock, Vermont.   Here it is! Conveniently located just south of Woodstock Village, walking distance to Woodstock Inn's Athletic Club and the Mt Peg biking/hiking trails. This well maintained classic ranch style home (...)
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