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Land for sale in Woodstock Vermont

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$6,900,000 468.36 acres 5 Beds | 4 Baths | 4165 sqft
2358 Long Hill Road, Woodstock, VT 05071 - Windsor County

468.36 acres Woodstock, VT

The 468-acre Birch Tree Farm is an unparalleled family recreational retreat offering privacy and a vast array of activities within eight miles of Woodstock. The five-bedroom main lodge offers a generous open floor plan with a well-appointed kitchen and a great room featuring an impressive floor-to-ceiling fieldstone fireplace and tall windows framing the Ottauquechee River Valley. An expansive deck faces the view overlooking the infinity pool, stocked pond, apple orchard and meadow. The three-level bank barn is finely finished in fir, oak and pine with 7 box stalls on the first level, and an extraordinary recreation and media room on the 2nd level. Miles of carriage-width trails connect to the GMHA trail networks, and to the top of 2,409 fo
$4,500,000 82.5 acres 4 Beds | 8 Baths | 6980 sqft
387 Benedict Road, Woodstock, VT 05071 - Windsor County

82.5 acres Woodstock, VT

"SUNNYSIDE" is one of the most perfectly designed and constructed brick Georgian Revival residences in New England - located on a prestigious South Woodstock hilltop on 82.5 acres, with beautiful panoramic views of the surrounding hills and offering absolute privacy. Construction was completed in 2002, with unparalleled attention to detail. And the property has been meticulously manicured and maintained. The 7,000 square foot main residence combines a formal elegance with a beautiful Vermont hilltop setting. The residence features four fireplaces, expansive living and dining rooms, a butternut paneled library, den, continuous flow swimming pool, three-story elevator and a large, beautifully appointed gourmet kitchen with adjoining pantry. T
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$3,900,000 75.1 acres 5 Beds | 6 Baths | 4936 sqft
630 Morgan Hill Rd, Woodstock, VT 05191 - Windsor County

75.1 acres Woodstock, VT

Glenmorgan is an iconic early 19th century turn-key estate with a 5-bedroom 1835 Brick Federal residence, 2-bedroom carriage house, antique bank barn, 3 car garage, cottage and 1 acre swimming pond on 75 acres located in a premier area in South Woodstock surrounded by major estates. The elegant residence is warm and inviting in a distinguished Vermont vernacular, with great light and flow. The carriage house is set up beautifully for guests or party space: the great room is centered on a stone fireplace next to a country kitchen, with a 2nd floor bunk room. The classic bank barn 1st level opens to a pastoral view of the pond and gardens, perfect for larger gatherings, studio or working barn. MacKenzie Hall, a tiny charming pondside cottage
$3,750,000 119.6 acres 5 Beds | 8 Baths | 6866 sqft
164 Hewitt Lane, Woodstock, VT 05091 - Windsor County

119.6 acres Woodstock, VT

A sophisticated country family retreat, Havenwood combines close-tothe-village location with end of the road privacy on 119.6+/- acres. Impeccably renovated and intelligently planned, the main house feels intimate yet expands to fit a crowd. The central open kitchen/family area is centered around a big fireplace with ample separation for a quiet study. Other gathering spaces include a beautiful screen porch and multiple outdoor terraces to enjoy the gorgeous landscape. The lower level has a fun game room as perfect recreation space that opens on to a stone terrace, and a sophisticated temperature controlled wine room. The gracious master suite is on the ground level, with 4 additional bedrooms on the second floor. The guest house-barn
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$2,750,000 53.2 acres 5 Beds | 6 Baths | 4887 sqft
113 Pomfret Rd, Woodstock, VT 05091 - Windsor County

53.2 acres Woodstock, VT

Elegant modern design, evocative of Vermont vernacular, serene, private setting, close to Woodstock village: This AIA award winning design by Ertel Associates is centered around the repurposed hand hewn post & beam barn enhanced by modernist elements of the kitchen. The interior design of the 4,800 sf, five-bedroom home features clean lines and high end finishes. The first floor master wing has windows on all sides with a barrel vaulted ceiling. The ivy covered stone garage with walled roof garden grounds the design in the hillside. Sited on 53 acres high on a west-facing hillside the property includes exceptional views and a series of stone walls and grass terraces that anchor the residence into the landscape in a simple, elegant style.
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$2,450,000 137.39 acres 4 Beds | 3 Baths | 3614 sqft
585 Brown Hill Rd, Woodstock, VT 05071 - Windsor County

137.39 acres Woodstock, VT

Fieldstone is the quintessential Vermont country property: a stone cape built c.1810 and renovated to fine condition, privately sited at the end of a gravel road, with views to distant hills over meadows and three cascading spring-fed ponds on 137+/- acres. The 3,600 square foot, 4-bedroom main residence combines period details with updated finishes: exposed hand-hewed beams and handsome pine and cherry floors, deep inset 12/12 windows, and two brick fireplaces. Kitchen offers beautiful birch cabinets, high quality stainless appliances and granite counters. Family room opens to a stone terrace surrounded by perennial gardens and a tranquil orchard. Bedrooms are generous, including a main level bedroom with fireplace. A 3-bedroom guesthouse
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$1,549,000 2.19 acres 4 Beds | 5 Baths | 3123 sqft
17 Mountain Ave, Woodstock, VT 05091 - Windsor County

2.19 acres Woodstock, VT

It has been written that Woodstock, Vermont is prettiest small town in America. In keeping with its charm, history and appeal is this classic village cape located on the north side of bucolic Mountain Ave. With a white picket fence, extensive gardens, substantial yard and timeless taste both inside and out, this 4-bedroom 5-bathroom home is a rare and exceptional Woodstock offering. Bordered by town forest with views to the top of Mt. Tom, 17 Mountain Avenue is walking distance to all that the village has to offer yet is private and peaceful on 2.19 acres. For those who seek comfort and class surrounded by beauty and community with direct access to nature and village amenities, this property is a perfect fit. Broker related to seller.
$1,485,000 23.5 acres 4 Beds | 5 Baths | 3600 sqft
2091 Randall Road, Woodstock, VT 05091 - Windsor County

23.5 acres Woodstock, VT

Totally privately situated at the end of a quiet gravel road, yet minutes from the Woodstock Green, set on 23.5 acres of pasture, gardens and woods - with a dramatic mountain view is this newer construction, architecturally designed four bedroom, five bath residence. The exterior style is white-on-white Vermont vernacular farmhouse with two-over-none oversized farmhouse windows, quarter-sawn oak floors, a gourmet kitchen with AGA range and soapstone countertops, and eat-in breakfast area. The kitchen also opens to a wonderful, vaulted-ceiling three-season porch with lovely pastoral views of birch trees, gardens and stone walls. The open floor-plan connects kitchen and dining with the living room with fireplace that is sited to take in
$1,395,000 7.66 acres 4 Beds | 5 Baths | 4750 sqft
484 Carlton Hill Road, Woodstock, VT 05091 - Windsor County

7.66 acres Woodstock, VT

This house can feature first floor living or accommodate large families using the entire upstairs. It has many custom built cabinets throughout the house including the living room, master Bedroom, MBR Closets, and the tavern room. There are many closets throughout the house for storage. On the first level there are exceptional views from every room in the house of the nearby Ottauquechee River and distant mountains. The second level features a second master bedroom suite, a large office or bedroom, a family suite and 3 well designed bathrooms. There are also large storage closets on the second level. There is a large laundry room on the first level and laundry on the 2nd level. The large kitchen pantry also features custom built in drawers
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$1,125,000 21 acres 4 Beds | 4 Baths | 3582 sqft
340 Spruce Way, Woodstock, VT 05091 - Windsor County

21 acres Woodstock, VT

Set on a peaceful hilltop three miles west of Woodstock Village with 21+/- acres and long-range easterly views to NH, this custom built 3,582-square-foot 4-bedroom home is perfectly suited for the Vermont lifestyle. Built in 2003, this impeccably maintained home offers a flexible floor-plan with separate master suites on the first and second floor plus a third suite and bonus room on the second floor for guests or children. The architects design takes full advantage of the progression of light from mornings in the east-facing kitchen and screen porch to afternoons in the cozy family room and western deck. Underneath is a full walkout lower level offering ample space for expansion. The choice of materials and attention to detail is tastefull
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$699,000 5.21 acres 4 Beds | 4 Baths | 3349 sqft
492 Westerdale Road, Woodstock, VT 05091 - Windsor County

5.21 acres Woodstock, VT

This exciting property offers 4 bedrooms, 3.5 baths, and is a scant 3 miles to Woodstock village and minutes to skiing. There is a two stall horse barn with fenced pasture on this 5.2 acre level lot with power, water, and insulated tack room abutting riding/walking trails. This home features easy transitions between indoor and outdoor spaces and is perfect for entertaining: a screened lounge, country porch, patios and decks surround an in-ground pool. Professional landscaping has maintained the mature perennial beds. The spacious master bedroom takes full advantage of the beautiful pastoral view and has a Jacuzzi tub and walk-in closet. The generous, yet cozy, family room has a fireplace, pine floors and natural light from the many windows.
$699,000 3.38 acres 3 Beds | 3 Baths | 2196 sqft
229 Blankey Cottage Lane, Woodstock, VT 05091 - Windsor County

3.38 acres Woodstock, VT

What a View! Enjoy the amazing long distance views of Killington and the Green Mountains. The house is one level and handicap accessible. Direct entry from the attached heated two-car garage for easy access and convenience. A gourmet kitchen with plenty of storage and counter space, Center Island, and eat-in dining. Wonderful views of the Koi Pond from the living room, a beautiful stone fireplace, which is equipped with a gas insert for keeping you warm on those chilly nights; the fireplace can be converted back to wood. From the master suite you have direct access to the deck, two walk-in closets, and a walk-in shower with radiant heat. Two additional bedrooms, a full bathroom with radiant heat and Jacuzzi tub, 1/2 bath, mud room, sunroom
$699,000 3.38 acres 3 Beds | 3 Baths | 2196 sqft
229 Blankey Cottage Lane, Woodstock, VT 05091 - Windsor County

3.38 acres Woodstock, VT

Bungalow with a view! Enjoy the amazing long distance views of the Killington mountain range. The house is one level for easy access and convenience. Direct entry from the attached heated two-car garage will keep you dry. The gourmet kitchen has plenty of storage and counter space, Center Island, and eat-in dining. The living room fireplace is equipped with a gas insert for keeping you warm on those chilly nights. From the master suite you have direct access to the deck, two walk-in closets, and a walk-in shower. Two additional bedrooms, a full bathroom, 1/2 bath, and laundry room complete the main floor. On the lower walkout level youll find it partially finished with a plumbed bathroom and a large storage room for all the extras. To com
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$495,000 11.16 acres 3 Beds | 2 Baths | 2724 sqft
914 Deerbrook Way, Woodstock, VT 05091 - Windsor County

11.16 acres Woodstock, VT

Beautifully maintained and updated timberframe home in Deerbrook, privately situated on 11.16 acres, 10 mins to the Woodstock Green and 15 mins to the Killington Skyship. Kitchen with Jenn-Air rangetop with downdraft grill/griddle, newer stainless refrigerator and dishwasher appliances, and working island for easy workflow. Cozy and sunny morning eat-in kitchen nook; Open living/dining with exposed timberframe ceiling and large woodburning fireplace; 1st floor bedroom; Large master bedroom with deep closets; Third floor is a large space for extra beds, offices or for recreation/crafting; Large full basement for storage; Two car attached garage; Mudroom access with laundry room (newer front-loading W/D) easy access to garage and kitchen; Rec
$439,000 3.34 acres 4 Beds | 3 Baths | 1806 sqft
2033 South Road, Woodstock, VT 05091 - Windsor County

3.34 acres Woodstock, VT

Intelligently renovated, well-maintained and move-in ready 4 BR 3 BA historic home with the beauty of 150 year old wide pine floors and exposed beams superbly contrasted with the wonderfully renovated kitchen and updated baths. Surprisingly charming property with pond, large lawn, great landscaping, fire-pit and terrific brook make it the ultimate easy getaway with easy access to everything or a great family home! Convenient access to Woodstock Village, Woodstock Inn & Fitness Center, and GMHA. For more information, please contact Mary Mayhew of Snyder Donegan Real Estate Group.
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$428,500 6.33 acres 4 Beds | 2 Baths | 2188 sqft
60 Juniper Way, Woodstock, VT 05091 - Windsor County

6.33 acres Woodstock, VT

This four-bedroom, two-bathroom, well-maintained home sits on a beautifully landscaped property with six acres of land. A spacious main living area provides lots of family and entertaining space and includes a large center brick fireplace and cathedral ceilings with exposed wooden beams. A modern well-functioning kitchen includes granite countertops and high-end cabinets. The house has lots of storage space and includes an oversized two-car garage as well as a carport for RV-storage. The property lies in a quiet neighborhood within walking distance of the high school and a two-minute drive to the village.
$249,900 2.41 acres 5 Beds | 2 Baths | 2874 sqft
588 Kendall Road Road, Woodstock, VT 05071 - Windsor County

2.41 acres Woodstock, VT

Lovely South Woodstock antique Cape/farmhouse home with vintage post and beam 3 story barn all nicely sited on 2.41 acres of rolling landscape. The Walton's never lived here but would have if given the chance! Amenities include Covered front porch, large formal dining room with built ins, butler's pantry with original bead board , front parlor, large living room with fireplace .While there has been some updating the property is largely unspoiled and a comfortable functioning home. The barn offers 2 free stalls, stairs to the massive second floor suitable for storage, work shop space. The barn is built so it is a walk out/drive out on the first two floors. Why not take a look at this property? You will leave with a smile on your face wh
$159,900 17.2 acres
0 Folding Hills Road, Woodstock, VT 05091 - Windsor County

17.2 acres Woodstock, VT

Great views in South Woodstock! Privacy on the trail system. Two miles to Green Mountain Horse Association. 30 minutes to skiing at Killington. 3 miles to the Woodstock Country Club. Four bedroom septic design approved. Also septic designs for a second house that is out of sight of the primary house site. The property has state approval for a two lot subdivision.
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$159,000 6.69 acres 2 Beds | 1 Bath | 1042 sqft
3918 Densmore Hill Road, Woodstock, VT 05091 - Windsor County

6.69 acres Woodstock, VT

An affordable 2-bedroom chalet on 6.69 acres located in Woodstock. The property is private and yet close to the village of Woodstock. This would be a good opportunity for a starter home of a vacation/ski home. The septic system was repaired last fall and is in good working order. The house needs some maintenance and updating but has great potential, and is livable in its current state.
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$159,000 6.69 acres 2 Beds | 1042 sqft
3918 Densmore Hill Road, Woodstock, VT 05091 - Windsor County

6.69 acres Woodstock, VT

An affordable 2-bedroom chalet on 6.69 acres located in Woodstock. The property is private and yet close to the village of Woodstock. This would be a good opportunity for a starter home of a vacation/ski home. The septic system was repaired last fall and is in good working order. The house needs some maintenance and updating but has great potential, and is livable in its current state.
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$130,000 6.69 acres
2111 Austin Road, Woodstock, VT 05091 - Windsor County

6.69 acres Woodstock, VT

Exciting 6.69 acre building lot located on on the backside of Suicide Six Ski Area and accessible to VAST trails. other amenities include cleared building envelope, installed driveway, power on site and approved 4 bedroom septic design. Quality lots like this are few and far between!
$56,000 2 acres 3 Beds | 2 Baths | 1200 sqft
132 Riverbend Way, Woodstock, VT 05091-0488 - Windsor County

2 acres Woodstock, VT

SUPER clean, well maintained home that has many extras! Corner lot with large open yard. Cathedral ceilings, new appliances, large deck with automatic awning, storage shed, ice guards, central AC, efficient windows, super affordable starter home or low maintenance retirement and vacations home. Convent location to downtown Woodstock, farmers market, theater and many more. Come take a look
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$25,000 4.6 acres
0 Carlton Hill Road, Woodstock, VT 05091 - Windsor County

4.6 acres Woodstock, VT

4.6 acre site just 2 miles from Woodstock Village. Priced to sell this property has been surveyed and has a septic sesign. Located o a town road.