Browse All Woodstock VT 5 Bedroom Properties for Sale

5 & 7 Mountainside Rd, Woodstock $899,900 ▼

Mountainside Road really leans into the Mountain get-away theme of New Hampshire. This property is currently being used as an Air B & B, featuring a main house with 4 bed...

5 Beds
4 Baths
5104119 MLS
ACTIVE Status

915 Peterkin Hill Rd, Woodstock $2,300,000

Exceptional Views to Killington! Perched high on a private knoll and surrounded by open lush meadows and surrounded by antique stonewalls. This 5 bedroom, 4 bathroom ex...

5 Beds
6 Baths
5098424 MLS
ACTIVE Status

81 Meadow Ln, Woodstock $1,050,000

Perched high above the valley on 5 private acres, 81 Meadow Lane offers one of the most spectacular panoramic mountain view settings in the White Mountains. With over 90 ...

5 Beds
4 Baths
5097556 MLS
ACTIVE Status

1294 Daniel Webster Hwy, Woodstock image

1294 Daniel Webster Hwy, Woodstock $459,000

Believed to be the oldest home in town, this remarkable c.1790 property offers a rare opportunity to own a piece of local heritage. Located in the town of Woodstock, and ...

5 Beds
3 Baths
5093544 MLS
CLOSED Status

66 Hollow Farm Rd, Woodstock $2,650,000 ▼

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

1522 Barnard Rd, Woodstock $1,395,000 ▼

Just 2 miles from Woodstock Village, this gracious brick Cape on 6 open acres offers the perfect blend of privacy, comfort, and classic Vermont charm. Thoughtfully expand...

5 Beds
4 Baths
5089552 MLS
ACTIVE 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 $737,500

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
CLOSED Status

137 Laughlin Rd, Woodstock $712,000

Charming property located just minutes from historic Woodstock Green. The main house first floor features 3 bedrooms/ 1bath with formal dining room, living room and kitc...

5 Beds
3 Baths
5074725 MLS
CLOSED Status

182 Rose Hl, Woodstock $2,350,000

This historic home was built in 1904 by John Cotton Dana for his family around 1904. The Danas were a prominent family in Woodstock . The Dana House , home of the Woodst...

5 Beds
5 Baths
5002465 MLS
CLOSED Status

24 High St, Woodstock $460,000

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
CLOSED Status

587 Old River Rd, Woodstock $7,775,000

Old Fitch Farm is one of New England’s most extraordinary estates. This remarkable residence is sited graciously on a plateau with 1200' of frontage on the Ottauquechee R...

5 Beds
6 Baths
4923048 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

50 Upper Grandview, Woodstock $1,495,000

WELCOME TO THE WHITE MTNS – Beautiful and sustainable custom-built, single family home located in N. Woodstock with unobstructed views through Franconia Notch. Proximal t...

5 Beds
4 Baths
4967381 MLS
CLOSED Status

16 Depot St, Woodstock $1,395,000

Embrace the epitome of luxury living with this exquisite five bedroom, three bath RIVERFRONT property. Nestled in the heart of the White Mountains, this home offers a uni...

5 Beds
3 Baths
4981043 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

588 Kendall Rd, Woodstock $495,000

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 ...

5 Beds
2 Baths
4956721 MLS
CLOSED Status

193 Main St Unit 9, Woodstock $289,500

This condo has served as employee housing for the past several years. It is uniquely designed to have 5 bedrooms and two full baths, with a fire suppression sprinkler sy...

5 Beds
2 Baths
5030646 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

4662 W Woodstock Rd, Woodstock $462,500

Sited 4 miles west of Woodstock Village this split-level ranch enjoys a sunny southerly orientation providing light, warmth and energy from the roof-mounted solar array. ...

5 Beds
3 Baths
4979214 MLS
CLOSED Status

2055 Church Hill Rd, Woodstock $2,850,000

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
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

11 College Hill Rd, Woodstock $1,320,000

Welcome to 11 College Hill Road - Situated in the heart of Woodstock Village, this classic 1919 Gambrel offers space, charm, and incredible views of both the Ottauquechee...

5 Beds
4 Baths
5038647 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

938 South Rd, Woodstock $1,600,000

None

5 Beds
5 Baths
5005984 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

19 Church St, Woodstock $900,000

Bright and spacious five bedroom, five bath in-village residence with Ottauquechee River frontage and less than 1-minute walk to the Woodstock Green. 2-car attached garag...

5 Beds
5 Baths
5045415 MLS
CLOSED Status

3961 Hartland Hill Rd, Woodstock $775,000

NEW PRICE! This lovely,expanded Cape sits just a half mile from Woodstock Village's East End.Surrounded by rolling green fields and wooded hillsides-this home offers a be...

5 Beds
5 Baths
5060111 MLS
CLOSED Status

1059 Carlton Hill Rd, Woodstock $2,220,000

Set on over two picturesque acres along one of the most beautiful country roads in the area, this spacious and impeccably renovated contemporary farmhouse offers the perf...

5 Beds
5 Baths
5059827 MLS
CLOSED Status

10 College Hill Rd, Woodstock $1,650,000

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
5031704 MLS
CLOSED Status

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