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Land for sale in Woodstock Vermont

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$6,900,000 468.36 acres 5 Beds | 4 Baths | 1 ½ Bath | 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
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$3,900,000 75.1 acres 5 Beds | 6 Baths | 1 ½ Bath | 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
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$3,900,000 82.5 acres 4 Beds | 8 Baths | 2 ½ 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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$3,750,000 119.6 acres 5 Beds | 8 Baths | 2 ½ 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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$2,475,000 53.2 acres 5 Beds | 6 Baths | 1 ½ Bath | 4887 sqft
460 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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$2,250,000 137.39 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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$1,750,000 38.93 acres 5 Beds | 7 Baths | 2 ½ Baths | 6040 sqft
486 Benedict Road, Woodstock, VT 05071 - Windsor County

38.93 acres Woodstock, VT

Spring Hill Farm located in the heart of Vermonts equestrian region. The renowned Green Mountain Horse Association and all the events are just up the road. This amazing property offers a 3,040 sq. ft. vintage 1820 stone cape, which has been elegantly restored while keeping the authentic charm and architectural beauty. The gourmet kitchen has stainless steal appliances, brick flooring, and pantry, along with a fireplace keeping a true country feeling. The formal dining room walls have hand painted murals, and the large gathering room, perfect for entertaining, has vaulted ceilings with hand- hewn beams and built-ins. The house is set up with 4 bedrooms, 5 bathrooms, along with 5 wood burning fireplaces. The views of the barns and pastures c
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$1,750,000 38.93 acres 5 Beds | 7 Baths | 2 ½ Baths | 6040 sqft
486 Benedict Road, Woodstock, VT 05071 - Windsor County

38.93 acres Woodstock, VT

Spring Hill Farm located in the heart of Vermonts equestrian region. The renowned Green Mountain Horse Association and all the events are just up the road. This amazing property offers a 3,040 sq. ft. vintage 1820 stone cape, which has been elegantly restored while keeping the authentic charm and architectural beauty. The gourmet kitchen has stainless steal appliances, brick flooring, and pantry, along with a fireplace keeping a true country feeling. The formal dining room walls have hand painted murals, and the large gathering room, perfect for entertaining, has vaulted ceilings with hand- hewn beams and built-ins. The house is set up with 4 bedrooms, 5 bathrooms, along with 5 wood burning fireplaces. The views of the barns and pastures c
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$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
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$1,449,000 2.19 acres 4 Beds | 5 Baths | 1 ½ Bath | 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.
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$780,000 10.1 acres 3 Beds | 4 Baths | 1 ½ Bath | 2976 sqft
1957 Prosper Road, Woodstock, VT 05091 - Windsor County

10.1 acres Woodstock, VT

Updated contemporary in pleasant, quiet setting with lovely long-distance views just minutes to the Woodstock Village, yet near the entrance to Marsh Billings Rockefeller park trail system for walking or horse / equestrian potential. Open floor plan with gourmet kitchen, dining and sitting with fireplace and woodstove, opens to stone patio for entertaining.. Private first level master bedroom suite with soaking tub and stone shower. Fabulous office-porch surrounded by windows. Two other bedrooms, both with updated en suite baths. Attached 2 car garage plus second 2-bay garage for all the fun toys. Septic designed for 4 bedrooms. Lovely pond, beautiful landscaping, fields and deep woodlands, 10 acres in total. In an area of other substantial
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$699,000 5.21 acres 4 Beds | 4 Baths | 1 ½ Bath | 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.
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$699,000 3.38 acres 3 Beds | 3 Baths | 1 ½ Bath | 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
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$699,000 3.38 acres 3 Beds | 3 Baths | 1 ½ Bath | 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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$599,000 17.54 acres 3 Beds | 3 Baths | 2329 sqft
282 Fletcher Hill Road, Woodstock, VT 05071 - Windsor County

17.54 acres Woodstock, VT

This timber frame home is perfectly sited on 17.54 spectacular south-facing acres in a superb location in South Woodstock. The open concept Great Room with stone fireplace is framed by glass sliders and a large floor to ceiling cathedral window to take in the stunning views of pristine rolling fields, stone walls, and a pond. Enjoy outdoor entertaining on both a covered porch and sun drenched deck. In addition to the Great Room there are 3 bedrooms and 3 baths, family room, kitchen, and attached 2 car garage. For more information, contact John Snyder at Snyder Donegan Real Estate Group.
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$549,500 6.5 acres 4 Beds | 3 Baths | 1 ½ Bath | 2440 sqft
858 Cabot Road, Woodstock, VT 05091 - Windsor County

6.5 acres Woodstock, VT

Just minutes from the Woodstock Green, yet privately tucked in the hills with a stunning long-range mountain view, is this handsome and well maintained traditional Center Hall New England Cape. Large open living room with beautiful woodburning fireplace and built-ins opens to a pleasant deck to enjoy the wonderful views. First floor also features a formal dining room, eat-in kitchen, den, and mudroom with direct access to two car garage. Four bedrooms on the second floor, including the master bedroom with ensuite bath. Property features a lovely brook, gracious landscaping and abuts 174 conserved acres. Central Air throughout the house. Wonderful Woodstock location for a primary residence or multi-season vacation home!
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$549,500 2.74 acres 5 Beds | 4 Baths | 1 ½ Bath | 3218 sqft
2409 South Road, Woodstock, VT 05091 - Windsor County

2.74 acres Woodstock, VT

This splendid 1920 Vermont Farmhouse with spectacular Post and Beam Great Room and separate two car barn/garage with finished guest apartment is only minutes from Woodstock Village, the Woodstock Country Cub, the Woodstock Health and Fitness Center, and GMHA! The original 4 bedroom 1920 Gambrel farmhouse has wonderful original detail finish work that adorns the windows, staircase, and built-ins. The new addition offers a wonderful blend of modern rustic charm. The open concept kitchen with exposed beams and vaulted ceiling is accented with a cozy breakfast nook and the original walk-in pantry. In addition there is a dining room with a propane fireplace for more intimate dining. All of which are open or accessible to the magnificent Great
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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
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$439,000 3.34 acres 4 Beds | 3 Baths | 1 ½ Bath | 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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$295,000 28 acres
122 Meoki Way, Woodstock, VT 05091 - Windsor County

28 acres Woodstock, VT

This is a rare opportunity to buy a large buildable parcel, ready to go, approx 28 acres, walking distance to Woodstock Village. Level parcel, partially cleared, with seasonal stream through property. Logical house site on a wide knoll has a nice view of Mt. Tom. Property is in Current Use and subject to subdivision prior to closing. Already perked for a septic system, and power is available at the road. To schedule a showing or for more information please contact John Snyder with Snyder Donegan Real Estate Group.
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$250,000 15.6 acres
0 Carlton Hill Rd, Woodstock, VT 05091 - Windsor County

15.6 acres Woodstock, VT

This 15.6 /- acres just 3 miles outside of Woodstock has a spectacular house site high on a bluff looking east towards the Kedron Valley. The level, cleared site is very private with wooded hillside, stone walls and a possible pond site. The ROW is shared with one other property of similar size. Soil tests allow for a 4 bedroom residence. Subdivision required.
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$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.