Browse All Properties for Sale with Security

Centrally located on the southwest side of the historic Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town’s finest residences. Loving...

6 Beds
8 Baths
5096089 MLS
ACTIVE UNDER CONTRACT Status

2358 Long Hill Rd, Woodstock $6,673,000

Framed by groves of mature birch trees, a winding drive descends into a private valley surrounded by pastures, apple orchards, a spring-fed pond, and sweeping mountain vi...

5 Beds
4 Baths
5089158 MLS
PENDING Status

114 Oak Ridge Way, Woodstock $2,500,000

See the property specific website with video, 3-D tour and more. Set against the timeless beauty of Woodstock’s rolling countryside, this exceptional estate offers a rare...

4 Beds
4 Baths
5087228 MLS
ACTIVE Status

2394 Fletcher Hill Rd, Woodstock $1,895,000

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
5084536 MLS
ACTIVE Status

355 Greene Rd, Woodstock $14,900,000 ▼

Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodstock. From the valley floor to the top of Meetingho...

7 Beds
10 Baths
5066210 MLS
ACTIVE Status

2115 E Woodstock Rd, Woodstock $470,000

This charming Woodstock home, with river views & versatile floor plan offers two levels of thoughtfully designed living space. This property is a fantastic opportunity fo...

3 Beds
2 Baths
5017382 MLS
CLOSED Status

4411 Church Hill Rd, Woodstock $1,850,000

"The Schoolhouse," is a turn-key village home overflowing with charm and character. Sited on a hill overlooking the picturesque village of South Woodstock, this light-fil...

3 Beds
3 Baths
5001980 MLS
CLOSED 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
CLOSED Status

486 Benedict Rd, Woodstock $3,350,000

"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
CLOSED Status

53 Daniel Webster Hwy, Woodstock $976,000

It's highly improbable to capture the true essence of what the White Mountain's have to offer at a single residence. One either achieves the dream of obtaining property o...

4 Beds
2 Baths
4987734 MLS
CLOSED Status

327 Fletcher Schoolhouse Rd, Woodstock image

327 Fletcher Schoolhouse Rd, Woodstock $4,205,000

ByBrook Farm: Reimagined, turnkey 1790s farmhouse set in one of Vermont's most loved valleys, perennial gardens, stone walls, a spring fed pond, a brook, and rolling mead...

4 Beds
4 Baths
4993127 MLS
CLOSED Status

3 Church St, Woodstock $3,255,000

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 i...

10 Beds
15 Baths
4917788 MLS
CLOSED Status

1862 Long Hill Rd, Woodstock $8,000,000

Living with light and a view. Designed to be a family retreat, the Meadow House in South Woodstock is an Arts and Crafts-inspired Vermont farmhouse on 94 acres. Award win...

4 Beds
4 Baths
4957857 MLS
CLOSED Status

513 Deerbrook Way, Woodstock $1,200,000

This classic New England Colonial home is perched on a hillside to take advantage of the pleasant views of the distant hills and to benefit from its southern exposure. Th...

4 Beds
3 Baths
4972415 MLS
CLOSED Status

41 Pleasant St, Woodstock $2,599,000

This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of his...

9 Beds
11 Baths
5062350 MLS
ACTIVE Status

412 Skyland Ln, Woodstock $5,950,000 ▼

Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 63 acres. Mineral springs, glass architecture, and ex...

4 Beds
5 Baths
5044620 MLS
ACTIVE Status

61 Academy Cir, Woodstock $2,500,000 ▼

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 UNDER CONTRACT Status

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