Woodstock Real Estate

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Browse All Woodstock VT Properties for Sale

5 Mountain Avenue Unit #Unit 4, Woodstock image

5 Mountain Avenue Unit #Unit 4, Woodstock $875,000

ICONIC. Just a stroll across Woodstock's famed covered bridge, this historic property is home to five unique condominiums - premier among them is this gracious, bright, ...

2 Beds
3 Baths
5014240 MLS
ACTIVE Status

5851 South Road, Woodstock $760,000

This charming home is an amazing opportunity to own a piece of history in the lovely village of South Woodstock , Vermont. Starting its life as the garage and home of Cly...

3 Beds
3 Baths
5014012 MLS
ACTIVE Status

4945 South Road, Woodstock $2,865,000

The melding of the convenience of a premiere Village residence with the privacy and peace of a country estate is a rare balance. The John Arnold Cottle House achieves jus...

5 Beds
4 Baths
5013744 MLS
ACTIVE Status

187 Dana Road, Woodstock $695,000

This beautifully maintained home is perfectly situated on a quiet street just minutes from the middle/high school and the renowned Woodstock Farmer's Market. Step inside ...

3 Beds
2 Baths
5013447 MLS
ACTIVE Status

378 Fletcher Hill Road, Woodstock $525,000

Privately located, in desirable South Woodstock! A comfortable home with the benefit of great outside spaces providing the opportunity for recreation, gardening or entert...

4 Beds
1 Baths
5013286 MLS
ACTIVE Status

2394 Fletcher Hill Road, Woodstock image

2394 Fletcher Hill Road, Woodstock $2,800,000

Newly constructed Modern Vermont Farmhouse residence on 14 acres with absolutely amazing river views, 13-foot ceilings, gourmet kitchen, oversized french doors and window...

2 Beds
3 Baths
5012999 MLS
ACTIVE Status

2358 Long Hill Road, Woodstock $6,750,000

Sited on 465 +/- private acres in South Woodstock, Birch Tree Farm was created as a retreat to bring family and friends together and to enjoy the great outdoors. The farm...

5 Beds
4 Baths
5011268 MLS
ACTIVE Status

33 River Street, Woodstock $1,695,000

BEAUTIFULLY renovated rare antique residence in the heart of historic Woodstock! Located in a premiere neighborhood within walking distance to all of towns amenities, hi...

4 Beds
4 Baths
5009557 MLS
ACTIVE Status

105 Happy Valley Road, Woodstock $695,000

**PUBLIC AND BROKER OPEN HOUSE SATURDAY, AUGUST 31 FROM 2:00PM-4:00PM. ** A Quintessential Historic Village Home, in Woodstock's coveted Taftsville Village, the "Levi D. ...

3 Beds
1 Baths
5008819 MLS
ACTIVE Status

18 The Green, Woodstock $3,995,000

Conveniently located on the southwest side of the picturesque Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town's finest residences. ...

6 Beds
8 Baths
5008434 MLS
ACTIVE Status

1 Border Lane, Woodstock $675,000

Location, location location! Situated on a very desirable road just outside Woodstock Village, this 3 bedroom Ranch sits on just over 1 acre of open lawn surrounded by ma...

3 Beds
2 Baths
5006149 MLS
ACTIVE Status

Rose Hill Road, Woodstock $500,000

Secluded and desirable. This parcel boasts privacy despite its unrivaled distance to the happenings of downtown Woodstock, Vermont and even closer proximity to Woodstock'...

5005872 MLS
ACTIVE Status

944 College Hill Road, Woodstock $759,000 ▼

PRIVATE- Cape Cod Home less than a mile to Historic Woodstock Village! This generous sized home consisting of 2616 squ ft. sits on 3.62 secluded acres. Built in 1988 an...

4 Beds
3 Baths
5004968 MLS
ACTIVE Status

403 Horseshoe Way, Woodstock $1,399,000 ▼

Discover an unparalleled woodland retreat nestled on a picturesque hilltop in South Woodstock, Vermont. This extraordinary timber frame home, a masterpiece of craftsmansh...

2 Beds
2 Baths
5004878 MLS
ACTIVE Status

13 Golf Avenue, Woodstock $795,000 ▼

Charming circa 1880 cape in Woodstock Village! Located on a quiet dead-end street across from Mt Peg trail head... Walk to all of towns amenities, shops, restaurants an...

2 Beds
2 Baths
5004214 MLS
ACTIVE Status

6453 South Road, Woodstock $1,485,000 ▼

Round Top Cottage is sited on a knoll just outside the village of South Woodstock on 20 acres, offering complete privacy and views of the rolling hills framing the Kedron...

3 Beds
3 Baths
5003482 MLS
ACTIVE Status

61 Academy Circle, Woodstock $3,500,000

Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron ...

6 Beds
6 Baths
5002873 MLS
ACTIVE Status

1 Carlton Hill Road, Woodstock $325,000

Sweet Spot - 8 acre building lot located within minutes of the Woodstock Village Green! Driveway is in place and a lovely building site has been cleared and power is at ...

5001993 MLS
ACTIVE Status

16 Church Street, Woodstock $1,095,000 ▼

16 Church has the most stunning view of the river from any house in the village that we have seen, perched up above a series of river rapids so the sounds of the river du...

4 Beds
3 Baths
4999706 MLS
ACTIVE Status

2709 W Woodstock Road, Woodstock $1,999,000 ▼

Vermont is calling you! Experience the charm of Woodstock, VT with its quaint Main Street and enjoy the proximity to Killington Resort, just a short drive away. This exce...

10 Beds
12 Baths
4999581 MLS
ACTIVE Status

1133 Atwood Lane, Woodstock $1,699,000 ▼

Beautiful country contemporary home offers the best of Vermont living.Private yet convenient,just 6 miles from Woodstock Village and within 30 min. drive to DHMC,Dartmout...

3 Beds
3 Baths
4998131 MLS
ACTIVE Status

2055 Church Hill Road, Woodstock $3,425,000

Nestled among verdant rolling hills, High Birch is located in one of the area's most desirable regions at the midpoint between Woodstock and South Woodstock Villages. Des...

5 Beds
5 Baths
4997626 MLS
ACTIVE Status

24 High Street, Woodstock $595,000 ▼

Constructed in 1840, this post & beam home is situated in the heart of Woodstock Village. A short stroll across the Kedron Brook footbridge to shopping and restaurants, t...

5 Beds
2 Baths
4997618 MLS
ACTIVE Status

5014 South Road, Woodstock $765,000 ▼

This charming 1852 Cape has been fully renovated with exquisite finishes. Warm honey-toned antique wide pine floors, soapstone counters with creamy cabinetry in kitchen ...

3 Beds
2 Baths
4994146 MLS
ACTIVE Status

1207 Church Hill, Woodstock $730,000 ▼

Historic Vermont cape house with easy access, only a mile to the Woodstock village center. There is a lot of history and character with beautiful old wood floors and bea...

3 Beds
4 Baths
4993525 MLS
ACTIVE Status

739 Westerdale Road, Woodstock $2,495,000 ▼

Absolutely stunning, newly renovated residence, privately situated towards the end of a quiet town road in Woodstock, in an area of other substantial homes. Lovely mount...

4 Beds
5 Baths
4993252 MLS
ACTIVE Status

119 English Mills Way, Woodstock $1,245,000 ▼

An expansive 5 bedroom home, in a private location, conveniently just a few minutes drive from Woodstock Village! Among often sought amenities are a ground floor primary ...

5 Beds
5 Baths
4991097 MLS
ACTIVE Status

27 Slayton Unit #3, Woodstock $1,585,000 ▼

A chance awaits to acquire a brand-new, Vernacular Elevator Duplex Townhome with breathtaking views of Woodstock village rooftops and scenic Billings Museum Farm. This ra...

3 Beds
3 Baths
4986623 MLS
ACTIVE Status

486 Benedict Road, Woodstock $3,500,000

"BENEDICT HILL" - sited on 38 acres on a quiet gravel road in a premier location in South Woodstock is this truly classic Vermont estate property. Excellent equestrian /...

6 Beds
7 Baths
4986511 MLS
ACTIVE Status

10 College Hill Road, Woodstock $1,999,000 ▼

10 College Hill is the perfect in-village residence, off the main road yet walk-to-everything. The original, historic residence was designed in 1916 by renowned architec...

5 Beds
5 Baths
4985985 MLS
ACTIVE Status

2709 W Woodstock Road, Woodstock $1,999,000 ▼

Live the Vermont Dream in Woodstock, VT! Experience the charm of Woodstock with its quaint Main Street and enjoy the proximity to Killington Resort, just a short drive aw...

4982843 MLS
ACTIVE Status

318 Ebbin Lockwood Way, Woodstock $2,750,000 ▼

Serene, private, contemporary: Sited on a ridge above South Woodstock village, the 54 acre property offers complete seclusion in an elegant setting with an extensive netw...

3 Beds
4 Baths
4966761 MLS
ACTIVE Status

458 Woodstock Road, Woodstock $1,499,000

It has been said that the highest and best use of this landmark Woodstock property would be a combination of constructing multiple residential units, in the private rear ...

4945772 MLS
ACTIVE Status

Barnard Road, Woodstock $579,000

A truly unique 6 acre parcel of land conveniently located in the heart of Woodstock! Tremendous development potential! Zoning allows both COMMERCIAL and RESIDENTIAL use! ...

4945272 MLS
ACTIVE Status

2034 Long Hill Road, Woodstock $8,950,000 ▼

High up in the hills above South Woodstock, Little Baldy Hill Farm is set among rolling meadows with sweeping views of the Green and White Mountains. The 295 acre propert...

4 Beds
7 Baths
4943673 MLS
ACTIVE Status

234 Randall Road, Woodstock $845,000

Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well establi...

2 Beds
1 Baths
4913852 MLS
ACTIVE Status

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