Browse All Properties for Sale with Building

Kedron Valley Farm c1850: A classic beauty, perched on a knoll overlooking the idyllic hills and lush meadows of the valley with approx 32 acres. This stunning extended...

8 Beds
8 Baths
5094600 MLS
ACTIVE Status

66 Hollow Farm Rd, Woodstock $2,900,000 ▼

CURTIS HOLLOW FARM, Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Coolidge State Forest. The updated main house features...

5 Beds
4 Baths
5091062 MLS
ACTIVE Status

25 Sargent St, Woodstock $449,900

Well-maintained ranch-style home in the heart of North Woodstock offering easy one-level living with 3 bedrooms, 2 baths, and first-floor laundry. The level yard provides...

3 Beds
2 Baths
5089555 MLS
CLOSED 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

2605 Cox District Rd, Woodstock $785,000 ▼

This lovely four-bedroom, 2.5-bath cape features a two-car attached garage and a separate 700+/- sq. ft. one-bedroom apartment. The property also includes a separate outb...

5 Beds
4 Baths
5088406 MLS
ACTIVE UNDER CONTRACT 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

39 Elm St Unit B, Woodstock $1,600,000

The Richmond House Unit B | Woodstock Village. An enduring Woodstock landmark, the iconic Richmond House (c.1826) is a proud brick Federal distinguished by its softly wea...

3 Beds
4 Baths
5076786 MLS
ACTIVE Status

22 Sharon Hill Dr, Woodstock $300,000

Perched atop Sharon Hill in the heart of North Woodstock, this unique 2-bedroom, 2-bath home offers charm, flexibility, and sweeping mountain views in one of the White Mo...

2 Beds
2 Baths
5076623 MLS
CLOSED Status

249 Sawyer Rd, Woodstock $2,950,000 ▼

Located in Woodstock, Vermont just one mile from the village green, the Alta House offers a rich quality of life filled with poolside sunsets, mountain vistas, proximity ...

3 Beds
5 Baths
5072035 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

1362 Barnard Rd, Woodstock $2,097,500

Gilbert’s Hill, the very best of Vermont living - Iconic, 112-acre estate with a storybook history as the first “modern” ski run in the US. Located two miles from the v...

6 Beds
5 Baths
5066205 MLS
CLOSED Status

339 Gully Rd, Woodstock $740,000

Peaceful Gully Road Retreat. Just minutes from Woodstock Village. Set on 5.1 private acres along quiet and desirable Gully Road, this beautifully updated four-bedroom, tw...

4 Beds
3 Baths
5037463 MLS
CLOSED Status

6963 South Rd, Woodstock $750,000

Enchanting cottage perched on a private knoll with short range views. This property consist of 33 acres with a mixture of open meadow and woods for those looking for an ...

2 Beds
2 Baths
5032545 MLS
CLOSED Status

5851 South Rd, Woodstock $613,000

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
CLOSED Status

5250 W Woodstock Rd, Woodstock $1,700,000

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,...

9 Beds
9 Baths
4918791 MLS
CLOSED 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

2018 Church Hill Rd, Woodstock $1,810,000

Ideally oriented south and westerly this light-filled contemporary home engages you in the outdoors through expansive windows, decks and screened porch overlooking the sp...

4 Beds
4 Baths
4969169 MLS
CLOSED Status

7 Golf Ave, Woodstock $550,000

Super location! Nestled in the historic village of Woodstock- Built in 1832- this 3500+ squ foot home boast tall ceilings with handsome hardwood floors, kitchen with a...

5 Beds
3 Baths
4966983 MLS
CLOSED Status

418 Fletcher Hill Rd, Woodstock $625,000

Located on a lovely country road in South Woodstock this very charming custom built log home enjoys long range mountain views. Enjoy entertaining on the wrap around porch...

3 Beds
3 Baths
4966735 MLS
CLOSED Status

4980 South Rd, Woodstock $1,050,000

This stately home is one of the brick federals built in the early 1800's in the historic village of South Woodstock. Located in what is known as the "Valley of the Kedro...

3 Beds
3 Baths
4997220 MLS
CLOSED Status

5798 South Rd, Woodstock $2,000,000

For nearly two centuries the iconic Kedron Valley Farm has served as the gateway to the village of South Woodstock. Prominently sited on a knoll with lovely valley views ...

5 Beds
6 Baths
4968227 MLS
CLOSED Status

1747 Long Hill Rd, Woodstock $450,000

An idyllic 10 acres of land that is privately situated in the midst of several of the premier estates of South Woodstock! The interior of this acreage is very accessible,...

1 Beds
1 Baths
4972644 MLS
CLOSED Status

113 Prosper Rd, Woodstock $1,500,000

A rare opportunity to advance a premier Woodstock estate to its finest possibilities. This circa 1840 four-bedroom antique Farmhouse is sited on 18+ acres of idyllic roll...

4 Beds
1 Baths
4959862 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

10 Resnick Cir, Woodstock $1,200,000

Presenting 10 Resnick Circle, a newly built (2022) modern gem nestled on the banks of the picturesque Pemigewasset River. Featuring 143 feet +/- of direct river frontage,...

3 Beds
3 Baths
5012218 MLS
CLOSED Status

506 Westerdale Rd, Woodstock $840,000

A great opportunity to acquire a small Woodstock horse farm nestled on 5+ private acres, with an updated 3 bedroom home, oversize detached 3 car garage with large storage...

3 Beds
2 Baths
4976244 MLS
CLOSED Status

3090 South Rd, Woodstock $742,162

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 def...

5 Beds
5 Baths
4935033 MLS
CLOSED Status

2409 South Rd, Woodstock $1,125,000

This splendid 1920 Vermont Farmhouse with Post and Beam Great Room and detached barn with a 1-bedroom guest apartment is sited beautifully on 2.74 acres that are detailed...

4 Beds
3 Baths
4961738 MLS
CLOSED Status

37 Atwood Ave, Woodstock $364,000

It's not just maple syrup that makes VT sweet! This efficient and stress-free home is move-in ready with newer systems including furnace, hot water heater, Tesla power wa...

2 Beds
1 Baths
4975954 MLS
CLOSED Status

944 College Hill Rd, Woodstock $700,000

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
5025613 MLS
CLOSED Status

1133 Atwood Ln, Woodstock $1,499,000

**Price Improvement**Beautiful country contemporary home offers the best of Vermont living.Private yet convenient,just 6 miles from Woodstock Village and within 30 min. d...

3 Beds
3 Baths
4998131 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

294 Barberry Hill Rd, Woodstock $679,000

Discover this delightful 3-bedroom, 2.5-bath home nestled on 1.8 acres at the end of a peaceful dead-end road. Conveniently located near Woodstock Middle/High School, the...

3 Beds
3 Baths
5042200 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

378 Fletcher Hill Rd, Woodstock $475,000

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
CLOSED Status

256 Daniel Webster Hwy, Woodstock $290,000

Get away from it all at your private cabin in the woods of North Woodstock, NH. A rustic, year round refuge with many modern conveniences. This property has had many r...

3 Beds
1 Baths
5009475 MLS
CLOSED Status

39 Pleasant Heights Dr, Woodstock $1,504,500

This stunning property at Grandview offers approximately 3,400 sq. ft. of living space, perched in one of the most desirable locations in the White Mountains. Enjoy breat...

5 Beds
3 Baths
5017089 MLS
CLOSED Status

119 English Mills Way, Woodstock $1,075,000

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
CLOSED Status

33 River St, Woodstock $1,580,000

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
CLOSED Status

4945 South Rd, Woodstock $1,850,000

The John Arnold Cottle House is a landmark residence in the heart of South Woodstock, a rare blend of village convenience and country living. Built in 1811 by one of the ...

5 Beds
4 Baths
5028924 MLS
CLOSED Status

33d Heritage Condo Way Unit 33D, Woodstock image

33d Heritage Condo Way Unit 33D, Woodstock $205,000

This condominium is an end unit in a sought-after condo community, located within walking distance of the high school and the Thompson Center, and a five-minute drive to ...

1 Beds
1 Baths
5063262 MLS
CLOSED Status

4165 Hartland Hill Rd, Woodstock $647,000

A professionally renovated classic cape, in a convenient Woodstock location! The interior appeals as fresh and new! The property presents itself as truly turn-key ready f...

4 Beds
2 Baths
5056857 MLS
CLOSED Status

39 Elm St Unit Unit B, Woodstock $1,600,000

For good reason, the Richmond House is one of Woodstock's most photographed homes. This stately 1826 brick Federal with all the architectural trimmings and distinctly wea...

3 Beds
4 Baths
4982328 MLS
CLOSED 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

1782 Randall Rd, Woodstock $865,000 ▼

This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer Kingsley, one of Woodstock early settlers. A classi...

4 Beds
3 Baths
5052613 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

441 Spruce Way, Woodstock $1,625,000

441 SPRUCE WAY - Easily accessible to the village, yet tucked away on over 24 acres is this unique, modern/contemporary residence designed by Boston architect Ken McKinzi...

4 Beds
3 Baths
5054099 MLS
CLOSED Status

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