62 Homes For Sale in Woodstock, VT

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$459,000Est. Payment
4 Beds | 2 Baths | 2,368 Sqft
173 Peterkin Hill Road, Woodstock, VT 05071
House For Sale

This Woodstock single family home is 4 Bedrooms, 2 Bathrooms and has an additional room for a home office. The newer Custom Cherry Kitchen is the heart of the home and there is a lovely cathedral ceilinged living room addition with a substantial stone fireplace. The house is a great entertaining home and will hold a crowd, so enjoy an open floor plan that spills outside to a gracious and private deck. Gracious hardwood and softwood blends are some of your flooring materials and the lower level has a cozy family room for overflow space. There is a level lawn, mature landscaping, blueberry bushes and garden beds. Enjoy the sounds of year round brook at the lower section of the property, and even subdivision potential on this 10.33 acre parcel with acres of valuable hardwood trees ! If you just want to enjoy the land and character then ancient moss covered stonewalls are throughout the property. Just a short 5 minute drive to downtown but a great private country setting. Enjoy attractive living space, listen to the brook, and unwind. Move in ready with expanding potential!

$499,000Est. Payment
4 Beds | 3 Baths | 2,678 Sqft
20 Gully Road, Woodstock, VT 05091
House For Sale

This warm and welcoming Cape style farmhouse is situated on 2.6 acres with beautifully landscaped gardens and a brook that winds along the back side of the property. The lovingly maintained house offers 4 bedrooms and 3 bathrooms, a cozy family room with a wood burning fireplace and a spacious, centrally located kitchen with a newer wood burning stove. The dining room and formal living room feature exposed beams and wide pine floors. The primary bedroom en-suite is on the main floor, along with another full bathroom, and the 3 additional bedrooms and bathroom are on the upper level. There is an oversized 1 car attached garage with ample storage space above which also offers the opportunity to create even more living space if desired. The owner has completed many essential upgrades including windows, mechanicals, septic system and exterior paint. Enjoy a cup of coffee on the front covered porch or entertain guests on the back deck and garden areas. The Woodstock Green is only a 5 minute drive away as is skiing at Suicide Six, and the lovely town of Barnard is less than a 10 minute drive. This property is a perfect combination of historic charm and everyday convenience. For more information please contact Zoe Washburn at Snyder Donegan Real Estate Group.

$1,900,000Est. Payment
265 Acres
1350 Vermont Route 12, Pomfret, VT 05091
Lots Land For Sale

Unlimited potential! 265 acres of highly desirable land straddling the hilltops connecting the towns of Pomfret and Barnard! On one edge of the property, there is a privately sited south facing and energy efficient post and beam residence. Truly a kingdom size parcel of a size and scope that would typically only be found in the most rural of locations! However, the numerous well known amenities of Woodstock Village are just 5 miles and a few minutes away! The owners who wisely assembled the land parcel components necessary to create this volume of acreage, are dedicated to conserving significant parcels of land within our community. They have indeed succeeded! With Town of Pomfret frontage on Route 12 and Town of Barnard frontage on the Stage Road, there is the opportunity to access the large parcel from either desirable town. The opportunity is presented for elevated building sites benefitting from dramatic long range views. The quality acreage and the prime location to compliment the construction of an unparalleled residential compound!

$409,000Est. Payment
1 Bed | 3 Baths | 1,964 Sqft
53 Pleasant Street, Woodstock, VT 05091
House For Sale

Excellent opportunity for single, two family, or hybrid home/business located directly across from the beautiful, new East End Park. Let your imagination soar. This "blank canvas" is ready to put your ideas to action. The property is currently being used as a one bedroom, single family on first level, consisting of , spacious living room, full kitchen, one bedroom with sliders, two bathrooms (one with with laundry). Plenty of parking! Building will require some TLC. Sold "as is". For additional info, or a showing, please contact Daniel Kogut of Williamson Group Sotheby's in Woodstock.

$949,000Est. Payment
5 Beds | 5 Baths | 4,488 Sqft
119 English Mills Way, Woodstock, VT 05091
House For Sale

Exquisitely maintained 4-bedroom, 4.5 bath, 4,500 sqft contemporary Saltbox situated on 5.1 acres of lawn and woods just four minutes to Woodstock village. This includes a large and gracious lower level in-law suite/apartment with a substantial kitchen and a large bedroom and full bath, that could double as a home office/business opportunity or private guest quarters. There is a lovely Great Room with floor to ceiling windows with plenty of light and a substantial center fireplace for easy evening conversation. Additionally, there is a large modern kitchen with cherry cabinetry, lots of counter space, and a useful kitchen office area. The Family/TV room has an attractive Woodstock soapstone stove that comfortably heats the house. Round out the first floor with a practical mudroom, a den, a formal dining room, and milled cherry flooring throughout. Privately located, the first-floor master bedroom en-suite boasts a Jacuzzi tub, large walk-in closet, and high ceilings with lots of windows that make the room bright and cheery. The second floor offers a second master bedroom en-suite, two additional bedrooms with a common bath, and a large storage attic. Outside is a large wrap around deck, a 2 car attached garage, sunny grounds, perennial gardens framing the brick walkways & deck, and a home adjacent to Mt Toms hiking trails & close to Suicide Six ski area. It is just 4 minutes to town, and the spacious living area makes this property an ideal family home.

$299,000Est. Payment
2 Beds | 1 Bath | 1,190 Sqft
442 East Woodstock Road 4a, Woodstock, VT 05001
Condominium For Sale

Looking for a hip, contemporary space in a cool mixed use condo? There is only one such space in Woodstock, and it has never been on the market before!! Airy, tranquil, and quiet; this two-bedroom condo is situated on the top floor of Gallery Place, the home of the famous Worthy Kitchen. Bask in sweeping views of the surrounding Vermont landscape through the enormous Palladian window. Large main living area with soaring vaulted ceiling and storage loft. New kitchen with granite counters, and new bath with walk-in shower. Have lots of gear? The spacious entry (separated from the main living area) can amply accommodate bikes, skis, or even kayaks. Previously a gallery, this unit still has public safety features (emergency lighting, fire safety system, etc.) to allow corporate retreat/housing or other commercial uses. Walking distance to all the shops, restaurants, entertainment, and recreation that the beautiful, historic village of Woodstock offers,, including the new East End Park and River Trails! Posh weekend crash pad? Full-time unique home? Business use? This distinctively beautiful condo sparks creativity and is awaiting new dreams.

$349,000Est. Payment
1 Bed | 1 Bath | 645 Sqft
5 Mountain Avenue Unit 1, Woodstock, VT 05091
Condominium For Sale

Ground-floor condo in one of Woodstock's most iconic historic homes! This is a rare opportunity to have your own pied-a-terre in the heart of Woodstock village, just steps from the covered bridge. Light-filled and tastefully renovated - and with a true turret room to boot! - this condo offers the beauty of antique details with the convenience of modern amenities, one-level living, a garage, and ample storage. Walk to shops, restaurants, and Marsh-Billings-Rockefeller National Park trails, or stay home and enjoy the tranquility of landscaped grounds overlooking the Ottauquechee river. This easy-keeping village condo is ideal for a weekend getaway or a well-situated primary residence. SHOWINGS ON MAY 1st and 2nd! Please contact Keri Cole, listing agent, at the Williamson Group Sotheby's International Realty for more information or to schedule a showing.

$725,000Est. Payment
4 Beds | 4 Baths | 3,184 Sqft
154 Deer Brook Way, Woodstock, VT 05091
House For Sale

Beautifully detailed colonial built in 2004 with dramatic views is an excellent value priced under the town assessment. Open , easy flow with lots of natural light . Rolling meadows ,lovely grounds with mature landscaping and views to the south and west. Basement has ample room with high ceilings for workout space , workshop or whatever the buyer chooses. Short distance to Killington for world class skiing. Less than 10 minutes to historic Woodstock Village, named one of the most beautiful small towns in America.

$725,000Est. Payment
3 Beds | 3 Baths | 1,920 Sqft
13 River Street, Woodstock, VT 05091
House For Sale

This historic Woodstock village home is a short stroll over the Elm Street bridge from all amenities. The 1850 structure was conceived originally as a farm cottage. The home was restored and re-imagined in a comprehensive renovation in the early 1980s with Arts & Crafts period design elements. Right-sized for todays small house movement the home is beautifully landscaped with a spacious yard providing ample room for outdoor entertaining and gardens. A detached antique barn offers potential for use as a studio or recreational activities. Rare opportunity to own a Village home offering modern systems with delightfully diverse spaces.

$5,900,000Est. Payment
6 Beds | 10 Baths | 12,421 Sqft
992 Atwood Lane, Bridgewater, VT 05091
House For Sale

Heartwood Hill is one of New England's most extraordinary estates. This remarkable residence is privately sited with breathtaking views across the Connecticut River Basin. The Great Room with 34' cathedral ceiling is anchored by a two-story fieldstone fireplace. Open concept chef's kitchen with top-of-the line appliances, center island and an enormous pantry with third oven, beverage station and wine fridge. The home is naturally warmed by superb solar orientation, three interior fireplaces with a fourth on the terrace with a classic wood-fired pizza oven. The Grand Master Suite commands the southeasterly corner of the second floor with a private balcony, an elegant spa bathroom with soaking tub, slate shower and two dressing rooms. There are 4 private master guest suites all with splendid views. On the walk-out lower level there is an incredible bunk room adjoining an expansive family room with fireplace, and a full-sized terraced theater with down-cushioned seating for 16 served by a commercially sized screen and integrated entertainment system. The pondside cottage warmed in winter by a fieldstone fireplace, is the perfect spot for a dinner party, or to warm up while skating, sledding or skiing the interior trail system, or the perfect spot to cool off on a hot summer day. Central AC, radiant heat, backup generator, attached heated three car garage. Ten minutes to Woodstock Village Green. Fifteen minutes to skiing. Two hours fifteen minutes to Boston.

$475,000Est. Payment
2 Beds | 2 Baths | 1,839 Sqft
4587 South Road, Woodstock, VT 05071
House For Sale

Fully renovated from top to bottom in 2021 this 2 bedroom 2 bath home is turnkey. The first floor has a brand new kitchen with all new appliances, cabinets and counter tops. There are also new wood floors throughout and all new windows and doors (interior & exterior). The living room and dining room both have French Doors opening onto the full length insulated and heated porch. The bathroom is also completely new with a beautifully tiled shower and includes a new washer and dryer. All wiring, lights and switches have been replaced. Upstairs, the two bedrooms and renovated bath have new windows and the floors have all been redone. On the outside, the house has all new siding and a brand new roof. There is an antique barn next to the house with parking and ample storage. The large level yard has mature trees and offers great space for gardening and recreational activities. Located in the quaint Village of South Woodstock, you are a very short distance to the Kedron Valley Inn/Ransom Tavern and the South Woodstock Country Store. GMHA is just down the road and Woodstock is only 5 miles away. Snowmobile trails and the Kedron swimming pond are at your fingertips. Village life at its best. A must see! For more information or to schedule a showing, contact Dan Noble at Snyder Donegan Real Estate Group.

$1,900,000Est. Payment
2 Beds | 2 Baths | 2,584 Sqft
23 Cowdrey Path, Woodstock, VT 05071
House For Sale

Douglas Fir post and beam home and fully operational auto mechanics garage with 4 lifts. Property is selling as a home and fully operational business and is commercially zoned. This is a rare opportunity to live and work all in one place, or have space for your hobby on wheels. The house features an open floor plan on the main level. Large windows and two sliders to the deck let light poor into the kitchen and living room. The Master Suite on the main level has two large walk in closets and a full bathroom with a jacuzzi soaking tub. The upstairs loft area would make a lovely office/hobby space or could easily be transformed into a private third bedroom if desired. The lower level is fully finished with a second bedroom, full bathroom, and utility room. There are also several closets for storage! Outside you will find an on demand generator, an above ground pool and a heated shed for storage or a small workspace. The auto mechanics garage has two commercial garage doors that open up to three vehicle lifts inside. A fourth lift is located under the new addition to the right of the building. There are three office rooms in the building as well. All garage equipment/tools will be included in the sale. Email for interior garage photos and more information about the business.

$799,000Est. Payment
9 Beds | 7 Baths | 4,250 Sqft
5 Linden Hill, Woodstock, VT 05091
House For Sale

Well located, in a favorite neighborhood of Woodstock Village, is offered an antique 1850's home that is tastefully converted into 4 high quality residential units! The central largest residence (9 rooms, 4 bedrooms, 3 1/2 baths) occupies 3 levels of the original house. This residence benefits from graceful rooms with generous proportions. Fine interior finishes and high quality detailing include hardwood flooring, custom built cabinetry, central air conditioning and luxury fixtures. On the ground level is a living room with wood burning fireplace and built in book shelving, an entry foyer, a dining room with chandelier and a kitchen with attached laundry. On the second level is a sitting room that is flanked on either side by bedrooms with ensuite baths. A third level presents 2 additional bedrooms and a full bath. Apartments on either side of the main residence (one apartment has 7 rooms, 2 bedrooms, 1 bathroom; the other apartment has 3 rooms, 1 bedroom, 1 bathroom) have interconnected passage with the main residence to allow substantial quarters of three discrete spaces for family or friends, or the passages may be closed off for independent use. A fourth apartment (4 rooms, 2 bedrooms, 1 bathroom) has a separate entry off terraced private lawns in the rear. Each of the 4 apartments has a private entry, a complete kitchen, and each has a wood burning fireplace. A flexible floor plan presenting the opportunity for several generations to comfortably coexist with privacy!

$345,000Est. Payment
2 Beds | 1 Bath | 1,440 Sqft
1079 Fletcher Hill Road, Woodstock, VT 05091
House For Sale

Located on a lovely country road, 4 miles from Woodstock Village and 2 miles from the South Woodstock Country Store, sits this very light and spacious 2-bedroom, 1-bath ranch. The house is on .79 acres surrounded by fields and woods. With fresh interior paint, resurfaced floors and a new 3-bedroom septic system. This spotless home is move-in ready, waiting for your personal touch to make it your home.

$2,496,000Est. Payment
5 Beds | 5 Baths | 6,048 Sqft
318 Ebbin Lockwood Way, Woodstock, VT 05071
House For Sale

AQUENE - This fabulous and newly renovated modern residence (and very hip guest house) were designed by renowned architect, Michael Weinberger, and are privately situated on 54.83 surveyed and conserved acres - including a pond and lovely pastoral views to distant hills. AQUENE (which means "Peace") is in a superb location in desirable South Woodstock, just a short walk to the South Woodstock Country Store and Kedron Valley Inn Bar/Restaurant, 2 mins to the Green Mountain Horse Association (GMHA) event grounds, 5 mins to the Woodstock Country Club, the Racquet and Fitness Center and 10 mins to the Woodstock Village green. The 6,048 sf main residence and 1,584 sf guest house were substantially renovated by the present owners in 2018/2019 by well-respected builder, Ambrose Construction (and JEM Woodworking for cabinetry) in such a manner as to maintain the architectural integrity of the period while creating a contemporary and infinitely more livable set of spaces for todays modern lifestyle. The guest house - with its own garage - is nearby but completely private from the main residence, with its own driveway access on the way to the main residence. See property video. AQUENEs open meadows and lawns, extensive landscaping, wonderful 4-season heated attached screen porch, hot tub, and rock garden with summer waterfall and Koi pond - make for quiet four-season enjoyment in the very best of what Vermont has to offer, in a premier location. For more information or to schedule a showing, contact John Snyder at Snyder Donegan Real Estate Group.

$420,000Est. Payment
3 Beds | 3 Baths | 2,050 Sqft
65g Blake Hill Rd Extension G, Woodstock, VT 05091
Condominium For Sale

Beautiful Blake Hill condo within minutes of downtown Woodstock! This contemporary condo offers three levels of efficient living space all which take in the view of a glorious quintessential Vermont hillside. The main level presents a wonderful updated kitchen with stainless steel appliances, an open concept living/dining space detailed with handsome built-ins framing the fireplace, hardwood floors, vaulted ceiling, and a spectacular wall of windows that open to a spacious deck to showcase and enjoy that splendid view! The upper-level loft/bedroom boasts a terrific updated tiled ensuite bath and the lower-level provides two additional bedrooms and a full bath. Detached one car garage and association outdoor pool. Enjoy easy access to the vibrant village life of Woodstock that offers an array of restaurants, shops, galleries, performing arts, and the Marsh-Billings-Rockefeller National Park. For more information about this listing contact Mary Mayhew @ [email protected]

$2,150,000Est. Payment
5 Beds | 6 Baths | 6,096 Sqft
1239 Peterkin Hill Road, Woodstock, VT 05071
House For Sale

Upper Treehouse Farm is located on Peterkin Hill Road midway between the villages of Woodstock and South Woodstock offering a wonderful sense of seclusion in close proximity to the area's most desirable amenities. Presenting in a vernacular architectural style, the handsome residence consists of the original Timber Peg Post & Beam residence with its spacious gathering rooms and 5 private bedrooms on three levels and a thoughtfully integrated addition providing 4 heated garage spaces an a private 1 bedroom guest quarters with full kitchen. The handsome multi-purpose barn and all-season bunkhouse is a favorite with kids (and kids at heart). Stone patios and terraces surrounding the home are graced with perennials, flowering shrubs and a cozy fire pit. A wide entertaining deck overlooks the swimming pond with white sand beach and rolling fields and pastures. Close to the Green Mountain Horse Association and miles of riding trails. A tranquil retreat from a busy world and ideal for celebrating both special events and everyday life with friends and family.

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