Woodstock VT Real Estate & Homes for Sale

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Beds:
5
Baths:
7.00
Sq.Ft.:
4,510
Status:
NEW LISTING
MLS#:
5094600
Type:
Single Family
Lot size:
32 Acres
Year built:
1850
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

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 antique post and beam cape is complete with a large traditional 4 story barn with 6 horse stables and equipment sheds offers everything one could wish for in a country property. The grounds include gracious old maples, beautiful perennial gardens, antique moss covered stonewalls, an apple orchard, large swimming pond and a privately sited tennis court. The Estate is meticulously cared for and combines antique craftsmanship with modern touches. The Main house consists of 5 bedrooms including a first floor primary suite with private bath, vaulted ceilings and new large walk in closet. Kitchen features thermador appliances and quartz counters anchored by a large dining room with stunning wood floors. An expansive cozy living room centered by a handsome brick fireplace to curl up with a book on a snowy day. The rooms are spacious and inviting with an abundance of light, exposed original hand-hewn beams and easy access for outdoor entertaining on the brick patio or the new east terrace. Enjoy a separate 3 bedroom Guest House for friends/family with good rental income history. New Tesla Tower for backup power. Located in the heart of horse country and the village of South Woodstock. Enjoy skiing, championship golf and fly fishing on the Black River. Easy access to shopping, restaurants and Upper Valley. Only 8 minutes to Woodstock, 2.5 hours to Boston and 5 hours to NYC. Kedron Valley Farm is a stunning, quintessential farm in the heart of GMHA.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,950
Status:
NEW LISTING
MLS#:
5094456
Type:
Single Family
Lot size:
0.07 Acres
Year built:
1890
Courtesy: Bassette Real Estate Group
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ADDITIONAL INFORMATION

Beautifully Restored all the way down to the studs, c. 1890 Village Home in the Heart of downtown Woodstock! Extensively renovated while preserving its historic charm, this 3-bedroom, 3-bathroom residence offers the perfect blend of character and modern convenience right in the center of EVERYTHING. Major renovations and improvements include updated spray foam insulation, walls, windows, wiring, flooring, appliances, even structural supports, and dual new heating systems with Central AC. Abundant natural light highlight the homeâ??s timeless appeal and the new deck over the garage insures you won't miss any of the action in town. The main level features a sun-filled living room with fireplace, private study with adjoining 3/4 bath, and an open-concept kitchen and dining area with quartz countertops, stainless appliances, and direct access to a welcoming covered porch overlooking the quaint New England charm of downtown Woodstock. Upstairs are three bedrooms, including a spacious primary suite with private bath and double closets. A second full bath features a tiled shower, soaking tub, and new Washer & Dryer. The finished third floor provides an exceptional bonus space ideal for a family room, office, studio, playroom, or guest accommodations, along with a separate storage room. Additional amenities include a paved driveway, lower-level garage/storage area, town water and sewer, dual Bosch propane boilers, propane 75G hot water, central air conditioning, and low-maintenance village living. Enjoy being just steps from Woodstockâ??s renowned restaurants, shops, galleries, recreation, and community events. A rare opportunity to own a move-in-ready historic home in one of Vermontâ??s most desirable village locations.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,638
Status:
NEW LISTING
MLS#:
5094379
Type:
Single Family
Lot size:
2 Acres
Year built:
2004
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

This beautifully renovated, truly move-in-ready home has been thoughtfully updated throughout â?? including a brand-new kitchen, refreshed flooring, modernized bathrooms, fresh interior paint, a new garage door, an automatic full-house generator, and more. The property is offered FULLY TURNKEY, with nearly all furniture and furnishings conveying with the sale (artwork excluded). Privately sited in desirable South Woodstockâ??just seven minutes to the Woodstock Greenâ??this home blends comfort, style, and convenience. The open-concept main level brings together the kitchen, dining area, and living room, where a vaulted ceiling and sleek propane fireplace create a warm, contemporary feel. The dining area opens onto a spacious deck and a flat backyard abutting conserved land, offering peaceful views and serene outdoor relaxation. A updated 1st-floor den/office provides flexibility and could easily serve as a 4th bedroom. Upstairs, the primary bedroom features a walk-in closet and a newly updated ensuite bath with elegant glass-tile walls. Two additional bedrooms share a renovated hallway bath. The finished lower level includes a dedicated laundry room and two rooms perfect as game/rec/gym/play rooms or offices. The attached two-car garage leads into a practical mudroom with built-in benches, hooks, and cubbiesâ??ideal for Vermont living. With excellent mechanical systems, a full-house automatic generator, and updates already completed, this home offers effortless ownership in a prime location. If youâ??re seeking a turnkey, stylishly updated home just minutes from town, this South Woodstock gem is the one!

Beds:
1
Baths:
1.00
Sq.Ft.:
536
Status:
Active
MLS#:
5093181
Type:
Mobile Home
Lot size:
11.58 Acres
Year built:
2021
Courtesy: Vermont Real Estate Company
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ADDITIONAL INFORMATION

Tucked away on 11.58 private acres in the heart of South Woodstock, this peaceful Vermont retreat offers simplicity, seclusion, and endless potential. Located along scenic Long Hill Road â?? surrounded by rolling countryside, woodland trails, and some of the areaâ??s most distinguished estates â?? the property features a cozy 1-bedroom, 1-bath home with an open, efficient layout designed for quiet country living. Whether envisioned as a weekend escape, hunting camp, minimalist homestead, or future building site, the land is the true centerpiece. Mature woods, natural clearings, and serene surroundings create a setting that feels worlds away while remaining just minutes from the villages of South Woodstock and Woodstock. The area is known for its equestrian estates, scenic drives, hiking, and classic Vermont charm. The existing residence offers approximately 536 square feet of living space and sits privately on a gently sloping parcel with ample room to expand, garden, recreate, or build anew. A rare opportunity to own acreage in one of Vermontâ??s most sought-after rural settings.

Beds:
5
Baths:
6.00
Sq.Ft.:
4,843
Status:
Active
MLS#:
5091062
Type:
Single Family
Lot size:
105.1 Acres
Year built:
1988
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

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 bedrooms and 4 baths, filled with abundant natural light and thoughtfully designed for both large gatherings and quiet retreat spaces. The open-concept main level includes a spacious living room with picture windows overlooking the landscaped grounds, a recently updated chefâ??s kitchen with a stunning Mercury/Aga range, and generous dining space nearby. On the east side of this level, the original historic homesteadâ??with its native timbers and stone fireplaceâ??creates a warm and intimate dining experience. A wraparound deck provides additional space for outdoor dining and entertaining, while bedroom with its own bath completes this floor. Upstairs are 4 additional bedrooms, several featuring charming portal windows with views over the surrounding fields & hills. The primary suite is spacious and inviting, highlighted by exposed historic timbers, a sitting area, direct access to an upper deck, and a spa-inspired bath. On the uppermost level, the cupola offers the perfect yoga studio or quiet reading nook, complete with its own private deck. The grounds are truly magical, with an extensive trail network throughout the property and direct access to a magnificent waterfall and swimming hole just beyond the lot line within the State Forest. Large level lawns, mature landscaping, and a brook flowing along the southern side of the property add to its private tranquility. Nestled beside the brook is the guest house, known as the Brook Houseâ??a well-maintained 3-bedroom, 2-bath home privately sited away from the main residence, with its own lawn and deck overlooking the water below. With a convenient location offering easy access to Woodstock and Bridgewater Villages and a short drive to Killington Mountain Resort, this stunning estate is the consummate blend of privacy, charm, and modern convenience.

Beds:
2
Baths:
3.00
Sq.Ft.:
2,091
Status:
Active
MLS#:
5090924
Type:
Condo
Lot size:
15 Acres
Year built:
1978
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

Enjoy the ease of townhouse living in this beautiful fully furnished end unit filled with natural light throughout. The setting is surrounded by woodlands and lovely landscaped grounds . The bright living room complete with wood burning fireplace steps down to a lovely kitchen with dining area .Walk out through double sliding doors onto a private deck for one of two outdoor living spaces. There is an office/den as well as a powder room on the first floor . Upstairs there are two generous sized bedrooms and a full bath. The lower room is finished into a very large family room with a woodstove, bathroom and laundry. Open the sliding doors to a patio for the second outdoor space perfect for entertaining friends or a quiet space to relax. The location is only a few minutes to the center of Woodstock and a short drive to Killington. Call for a private viewing.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,285
Status:
Active
MLS#:
5089949
Type:
Single Family
Year built:
1920
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

Excellent opportunity for residential or office/commercial space with easy access and high visibility on Rt 4 coming into town, Currently configured as office space downstairs (which previously has been living spacce), combined with a separate two-bedroom apartment (with its own access) upstairs. The 1,335 sf lower level (Unit C) is currently a chiropractor's office space and was previously used as natural food store and barber shop. The 950 sf upstairs two-bedroom apartment (Unit D) has been leased out by the month for approx $2,000 per month, and has two separate bedrooms, a kitchen, sitting area, balcony and full bath. Or you could re-combine the two units into a larger 2,285 sf in-town residence or office space. There are 4 dedicated parking spaces for the two units, plus other parking in the rear that is shared with the other two units (A & B) of this commercial condo complex. This is a great opporunity to own a highly visible, move-in-ready building right on Route 4.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,648
Status:
Active
MLS#:
5089552
Type:
Single Family
Lot size:
6.2 Acres
Year built:
1850
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

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 expanded and beautifully maintained, the home features a chefâ??s kitchen that opens seamlessly to a spacious gathering room designed for entertaining and everyday living. Multiple fireplacesâ??including a wood-burning and gas-readyâ??add warmth and character throughout the home. The flexible floor plan includes 3â??4 bedrooms, highlighted by an upstairs bedroom with its own fireplace, plus a private guest suite or office above the garageâ??ideal for visitors, remote work, or creative space. Outdoor living is equally exceptional. Enjoy a covered porch, sunny patio, dedicated garden space, apiary, and an in-ground pool with heat hookup for extended seasonal enjoyment. More than 5 acres of invisible fencing allow pets to roam freely across the open landscape. Perfectly positioned for year-round recreation, the property sits adjacent to the site of Americaâ??s first ski tow and offers easy access to Saskadena Six, Killington, and outstanding winter activities throughout the region. A standout feature is the heated and plumbed two-story barn/workshop with its own vehicle bayâ??offering endless possibilities as a media or game room, studio, workshop, fitness space, or future guest quarters. With easy access to I-89 and the Upper Valley, this rare offering combines acreage, versatility, and close proximity to one of New Englandâ??s most iconic villages.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,650
Status:
Active
MLS#:
5089519
Type:
Single Family
Lot size:
5 Acres
Year built:
1884
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

PROPERTY WILL CONTINUE TO BE SHOWN, UNTIL PENDING. Known affectionately as â??Green Gable Farm,â? this beautifully renovated 1884 Vermont farmhouse sits on 5 picturesque acres in Woodstock, complete with a year-round babbling brook, just minutes from South Woodstock, the Woodstock Inn Fitness Center, golf course, cross-country ski trails, mountain biking, and the Woodstock Village Green. The current owners undertook a comprehensive renovation, thoughtfully preserving the homeâ??s historic characterâ??including original barnboard floors and exposed beamsâ??while updating every major system and living space. New mechanicals, upgraded insulation, all new double-pane windows, central HVAC with heating and cooling, high-speed fiber internet, new baths, and a fully redesigned kitchen bring modern comfort to this classic country home. The architecturally reimagined floor plan creates an open, inviting first floor centered around a gourmet eat-in kitchen with Viking appliances, farmhouse sink and abundant workspace. A highly functional mudroom entry, marble tile floors, new laundry room, full bath, and first-floor bedroom add everyday practicality. The kitchen flows into a cozy sitting area with fireplace and additional flexible living spaces ideal for dining, reading, or entertaining. Upstairs are 2 spacious ensuite bedrooms, including a serene primary suite with dressing area, double sinks, smart toilet, glass-enclosed shower, and freestanding soaking tub overlooking stone walls, open fields, and berry patches. Sliding doors off the kitchen open to a large rear deck featuring a heated 12â?? swim spa for year-round enjoyment. A charming historic shed-barn offers space for a workshop, studio, or recreation area, while unfinished space above the attached two-car garage provides expansion potential.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,165
Status:
Active
MLS#:
5089158
Type:
Single Family
Lot size:
465 Acres
Year built:
1981
Courtesy: LandVest, Inc/Woodstock
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ADDITIONAL INFORMATION

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 views, arriving at Birch Tree Farm. Spanning more than 465 acres, this extraordinary Vermont retreat offers an immersive four-season lifestyle -- from pressing fresh cider from the orchard and tapping maple trees for syrup to harvesting honey and gathering fresh eggs for breakfast. Miles of trails traverse varied terrain, including the summit of Old Baldy Mountain (2,409 feet). The retreat includes a lodge-style residence, a modern barn, and several ancillary farm buildings. The wood and stone lodge-style home carries a relaxed mountain vibe. Thoughtfully renovated in 2026, the interiors balance scale and warmth: exposed beams, a cathedral ceiling in the great room, and a substantial wood-burning stone fireplace anchor the space, while floor-to-ceiling windows draw in sweeping views of the mountains. The wrap-around deck takes in an infinity pool, hot tub, and stocked pond. In spring, wild lupine carpet the meadow; in autumn, the apple orchard comes into its own. Landscape design by Shep Butler includes 10â?? hydrangea bushes, perennials gardens, stone walls and a walled vegetable garden. The three-level bank barn, designed by award winning Boston architect John MacDonald and built by Housewright Construction, offers one of the finest barns in area with 7 box stalls, a farm managerâ??s office/tack room, and a versatile upper level for entertaining, recreation, and movie night as well as accommodating an overflow of guests. Nine fenced pastures, run-in sheds, chicken coop, apiary, and direct access to GMHAâ??s trail network support an exceptional equestrian and recreational lifestyle. 157 acres conserved by VLT. 3.1 miles from GMHA, 3.8 miles from South Woodstock Country Store and Post Office, Less than a half hour from Killington, 2.5 hours from Boston.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,284
Status:
Active
MLS#:
5088406
Type:
Single Family
Lot size:
2.84 Acres
Year built:
1975
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

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 outbuilding ideal for a workshop or additional storage. The primary living space boasts a modern kitchen with updated cabinetry, granite countertops, and cherry floors. The open-concept family and dining rooms flow into a bright living room equipped with a Woodstock soapstone woodstove, brick hearth, and built-in bookshelves. A three-season porch offers additional space for entertaining. Showings to start May 18, 2026. Open House on May 23, 2026 from 11am to 1pm. The first-floor master suite includes a private full bathroom, two large closets, and a deck. Upstairs, you will find three additional bedrooms, an office/study, and a full bathroom. The separate one-bedroom apartment provides an excellent opportunity for rental income or private guest accommodations. Additional features include a two-car garage and a dog fence/kennel. Located near Mount Tom trails, the home is just five minutes from Woodstock, two minutes from the high school, and twenty minutes from Killington, making it a perfect primary residence or vacation getaway.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,288
Status:
Active
MLS#:
5088170
Type:
Single Family
Lot size:
0.15 Acres
Year built:
1900
Courtesy: Wetmore Real Estate
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ADDITIONAL INFORMATION

A rare Woodstock Village opportunity! A Victorian style home located in Woodstock's much desired Maple Street neighborhood! Popular Vail Field recreation area is conveniently nearby! For children in Maple Street's Neighborhood, Woodstock Elementary School is just a short walk away. Currently the residence is configured as home to 2 generations of occupants. A ground floor apartment conveniently accessed from 3 sides of the home comfortably provides accommodation for practical single level living. The main entrance is through a spacious 12'x10' mudroom. A great attribute in Vermont winters! On 1 end of a well thought out floor plan is a generously sized bedroom with a nearby bathroom. Midway in the apartment is a nicely appointed kitchen that then leads to an appealing dining area. Through a door off the dining area several steps lead to a laundry room that conveniently has an exit leading out to the rear of the property. A living room off the dining area completes the attractive apartment. Well placed windows throughout this ground floor provide pleasant views and natural light. A spacious 2nd floor apartment, with 2 levels of living space, is accessed through a private doorway on the front exterior of the residence. A flight of stairs leads up to the primary apartment area consisting of a bedroom, a dining room, a living room, a kitchen and a bath. Off the kitchen is a partially finished laundry area and then stairs leading down to a ground level workshop. Above the primary apartment is a useful 2 room attic area and a potential bath. Although this 2nd floor apartment has been a full time residence, a new owner will certainly choose to renovate some components of the apartment. The landscaped lot has much appeal with space for gardens and for relaxing outside. Residents in this neighborhood can enjoy walking to village amenities of shopping, dining and cultural events. A Victorian style home full of enormous potential! Location, location!

Beds:
1
Baths:
1.00
Sq.Ft.:
990
Status:
Active
MLS#:
5088124
Type:
Condo
Lot size:
0.75 Acres
Year built:
1980
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

Bathed in natural light from soaring skylights and perched above the rooftops of one of New England's most beloved villages, this charming one-bedroom condominium puts the very best of Woodstock, Vermont, at your doorstep. Just steps from the Woodstock Inn, the Village Green, and the town's finest restaurants and shops, this bright second-floor retreat offers a rare combination of walkable village living and genuine privacyâ??the kind of place people spend years looking for. Whether you're seeking a full-time residence or the perfect pied-à-terre, this is it. The open-concept living area features multiple skylights, soaring angled ceilings, and large windows framing picturesque views of Woodstock's signature red rooftops. The renovated kitchen is crisp and well-appointed with its own skylight, while the generous bedroom enjoys dramatic natural light throughout the day and striking moonlight at night. The property is surrounded by award-winning gardensâ??a past recipient of the Woodstock Garden Club's prize for "Best Garden in the Village"â??situated beautifully along the river. Beyond the village itself, the location is unmatched for four-season recreation. World-class skiing at Saskadena Six is minutes away, and the Woodstock Country Club's renowned Robert Trent Jones golf course is practically on your doorstep. Hiking, cycling, and the natural beauty of the Upper Connecticut River Valley round out a lifestyle that is hard to replicate anywhere else in New England. Dedicated parking, lower-level storage, and generous knee-wall storage complete the package. Simply arrive, uncork something good, and let the village do the rest.

Beds:
4
Baths:
4.00
Sq.Ft.:
5,127
Status:
Active
MLS#:
5087228
Type:
Single Family
Lot size:
17.65 Acres
Year built:
1993
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

See the property specific website with video, 3-D tour and more. Set against the timeless beauty of Woodstockâ??s rolling countryside, this exceptional estate offers a rare blend of refined luxury and pastoral charm. Thoughtfully designed for both elegant entertaining and everyday comfort, the four-bedroom, four-bath residence centers around a stunning gourmet kitchenâ??complete with a Sub-Zero refrigerator, Wolf range, dual dishwashers, prep sink, and a generous granite island perfect for gathering. Beyond the kitchen, a gracious butlerâ??s pantry, inviting den, game room, and large living room create a home that is as functional as it is inviting. Expansive windows frame unobstructed views, bringing the surrounding landscape into every room, while modern efficienciesâ??including a whole-house generator and rooftop solarâ??offer peace of mind and sustainability. Equestrians and hobby enthusiasts alike will appreciate the impeccably maintained grounds: a four-stall barn with heated tack room, double run-in shed within the six-acre pasture, a greenhouse, and an additional five-bay garage/shop provide endless flexibility for pursuits and storage. The primary three-car garage ensures convenience close to home. With two wells servicing the property and an included separate, buildable lot with a four-bedroom septic design, the estate presents a unique opportunity for expansion or multigenerational living. All of this, just seven minutes from the charm of Woodstock Village and under twenty minutes to world-class skiing, creates a lifestyle defined by privacy, beauty, and effortless access to Vermontâ??s finest amenities.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,824
Status:
Active
MLS#:
5085202
Type:
Single Family
Lot size:
0.42 Acres
Year built:
1846
Courtesy: KW Vermont Woodstock
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ADDITIONAL INFORMATION

Step into a rare offering where timeless New England charm meets contemporary comfort. Originally built in 1846 and thoughtfully reimagined, this exceptional Taftsville, Vermont residence is set along Happy Valley Brook, creating a private sanctuary defined by peace, beauty, and understated elegance. Historic character is beautifully complemented by carefully curated upgrades, including energy-efficient heat pumps, enhanced electrical systems, basement insulation, and newer windowsâ??ensuring comfort and efficiency in every season. Recent capital improvements, such as updated siding, a newer drilled well, and new oil and propane tanks, underscore the homeâ??s turnkey reliability, while generator-ready capability provides an added layer of confidence. Enjoy a kitchen built for making memories anchored by a newly installed and sleek granite island perfect for connection and celebration. Outdoors, the revitalized grounds invite both quiet relaxation and effortless entertaining, all framed by the natural splendor of this picturesque village setting. Positioned on coveted Happy Valley Road, the property offers a lifestyle as desirable as the home itselfâ??where morning strolls and evening bike rides become part of your daily rhythm. Just minutes from the boutiques, dining, and charm of Woodstock, as well as convenient access to Interstate 89, this location perfectly balances a charming, village-like setting with accessibility. Imagine summer evenings spent beside the gently flowing stream, gathered around a glowing fire under the starsâ??an experience that captures the very essence of elevated Vermont living.

Beds:
2
Baths:
3.00
Sq.Ft.:
2,944
Status:
Active
MLS#:
5084536
Type:
Single Family
Lot size:
14.9 Acres
Year built:
2021
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

Newly constructed Modern Vermont Farmhouse residence on 14 acres with absolutely amazing river views, 13-foot ceilings, gourmet kitchen, oversized french doors and windows throughout, radiant-heated concrete floors, first rate finishes, appliances and mechanicals located just 6 minutes to the Woodstock village green and 17 minutes to the Killington Skyeship base lodge. The first level is comprised of a large, open-format living space with gourmet kitchen, dining and living spaces, plus a first level bedroom with modern ensuite bath. Upstairs is another large open floor plan living space with a half-bath, and a full bedroom with ensuite bath. Each side of the upstairs living space has loft sleeping bunk-areas for kids (of all ages!). SEE DEDICATED PROPERTY WEBSITE FOR VIDEOS, VIRTUAL WALKTHROUGH, FLOORPLANS AND MORE.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,580
Status:
Active
MLS#:
5084320
Type:
Single Family
Lot size:
0.08 Acres
Year built:
1853
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

Beautiful residence with newer renovations...located in the heart of historic Woodstock. Sunlit rooms, open floor concept with handsome refinished original pine floors. Stunning kitchen with stainless appliances, oversized island and soapstone counters accent the new cabinetry. Large dining room for entertaining with lovely screened in porch with double doors that lead out to a privately enclosed courtyard. First floor also features a mudroom, new 1/2 bath, family room and gracious formal living room accented with bookshelves. Second floor consists of a large primary bedroom, a guest bedroom and newly renovated full bathroom and laundry room. Third level has another 2 bedrooms or could be used as offices. This residence is the south side (left side) of the building and includes new mini split a/c units, a storage shed and perennials gardens. Walk to all of towns amenities, shops and restaurants. Mt. Tom National park and hiking behind the house for those nature enthusiasts, championship golf, skiing and fly fishing near by. 20 minutes to the Upper Valley and Dartmouth. Wonderful opportunity to own this charming home in one of Vermonts prettiest towns.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,660
Status:
Active
MLS#:
5081166
Type:
Single Family
Lot size:
0.19 Acres
Year built:
1900
Courtesy: KW Coastal and Lakes & Mountains Realty/Hanover
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ADDITIONAL INFORMATION

Great new price! Nestled in the vibrant heart of Woodstock Village, this beautifully renovated residence offers the ultimate "walk-to-all" lifestyle. Stepping inside, newly installed pine flooring guides you through an inviting main level designed for both daily living and effortless entertaining. The cozy living room anchors the home with its warm gas fireplace, while the spacious dining area flows seamlessly into a stunning, expanded kitchen equipped with sleek quartz countertops, and elegant cabinetry. Upstairs, three comfortable bedrooms provide peaceful retreats, highlighted by a versatile sitting room off the primary bedroom that easily transforms into a private study or playroom. Modern peace of mind is built right in, thanks to a new second-floor bath, new energy efficient propane furnace, upgraded 200 AMP electrical wiring, and many more upgrades. Outside, the classic covered porch serves as your front-row seat to the serene village surroundings. Directly across the street, the open green spaces of Vail Field invite you to enjoy playgrounds, ball fields, pickleball/tennis courts or simply walk the dog. Just a short, picturesque stroll away, the very best of Woodstock awaitsâ??from the historic Woodstock Inn and the iconic Village Green to the local elementary school and an array of charming artisan shops, bakeries, and restaurants. For the athlete, this home puts you in the heart of the premier Vermont cycling communities and world class skiing. Complete with a two-car garage with plenty of room to store your outdoor gear, featuring a customizable, partially finished space above, this move-in-ready gem perfectly blends timeless New England charm with modern sophistication.

Beds:
2
Baths:
3.00
Sq.Ft.:
2,091
Status:
Active
MLS#:
5077683
Type:
Condo
Lot size:
15 Acres
Year built:
1978
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

Fully furnished condo nestled in a small quiet community just 5 minutes from "Historic Woodstock". Super location! This unit is in very good condition- first floor comprised of a den//bedroom with pocket doors for added privacy and an adjacent 3/4 bath. Spacious living room anchored by a newer propane fireplace to curl up with a book on a cold winter day. A couple of steps down takes you into a renovated kitchen with small eating area overlooking the back deck. Tall ceilings allow this space to feel spacious with an abundance of natural light. Second floor consisted of a very large primary bedroom with ample closets and sitting area. A full bathroom and the second bedroom is a perfect size for guests. Lower level has a walk out patio with new slider doors, large family room with a small kitchen and eat-in area, spacious laundry and 3/4 bathroom. Newer Buderus boiler. Pets are allowed- Offered furnished with all new custom curtains. Come take a look at this turn key property!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,190
Status:
Active
MLS#:
5077210
Type:
Single Family
Lot size:
2.94 Acres
Year built:
1925
Courtesy: Coldwell Banker LIFESTYLES - Hanover
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ADDITIONAL INFORMATION

Historic Woodstock, Vermont â?? Spacious Home on Nearly 3 Acres. Welcome to a rare opportunity in the heart of Woodstock, one of Vermontâ??s most picturesque and sought-after villages. This expansive home offers generous living space with many rooms, providing flexibility for a large household, home offices, guest quarters, or the potential to create multiple apartments (buyer to verify local regulations).Inside, youâ??ll find two charming fireplaces that add warmth and character, perfect for cozy Vermont evenings. The homeâ??s classic architecture blends timeless appeal with endless possibilities for customization. Set on over 2 acres, the property features a fenced yard ideal for pets, gardening, or outdoor entertaining. A one-car garage adds convenience, while the separate potting shedâ??complete with electricity and a heaterâ??offers wonderful space for gardening enthusiasts, creative projects, or additional storage. Located just minutes from Woodstock Village, youâ??ll enjoy easy access to boutique shopping, dining, and the renowned Woodstock Inn & Resort and its spa amenities. Vermontâ??s natural beauty surrounds youâ??world-class skiing, hiking, biking, and year-round recreation make this an exceptional place to unwind, recharge, and truly enjoy life. A unique property with space, charm, and opportunity in historic Woodstock.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,294
Status:
Active
MLS#:
5076786
Type:
Condo
Lot size:
1.04 Acres
Year built:
1826
Courtesy: Four Seasons Sotheby's Int'l Realty
View additional info

ADDITIONAL INFORMATION

The Richmond House â?? Unit B Woodstock Village. An enduring Woodstock landmark, the iconic Richmond House (c.1826) is a proud brick Federal distinguished by its softly weathered rose-hued patina and refined architectural detail. Set on more than an acre behind a classic white picket fence and thoughtfully reimagined under the direction of Laurence Rockefeller, the property comprises three luxurious residences in the heart of the Village. Unit B occupies the top two floors and offers over 3,200 square feet of beautifully appointed living space with the feel of a private home. The main level features gracious living and dining rooms with a wood-burning fireplace, a spacious family room, and an en-suite study or guest bedroom with its own fireplace. The kitchen opens to the family room and is filled with southern light. A built-in bar near the dining area leads to a private balcony overlooking the Village and landscaped groundsâ??perfect for morning coffee or evening entertaining. The upper level opens to a charming landing with built-in bookcases, a serene primary suite, and an ensuite guest bedroom. A rear Carriage House provides covered garage and storage. With timeless character, refined interiors, and walk-to-everything convenience, this is a rare opportunity to own one of Woodstockâ??s most photographed and cherished historic homes.

Beds:
2
Baths:
1.00
Sq.Ft.:
720
Status:
Active
MLS#:
5075527
Type:
Mobile Home
Lot size:
1.95 Acres
Year built:
1973
Courtesy: Vermont Real Estate Company
View additional info

ADDITIONAL INFORMATION

Great location minutes from Woodstock Village, South Woodstock, and Green Mountain Horse Association. Kidder Brook runs along the North property boundary, and a sunny lawn area has multiple small gardens. The home is a well-cared for 1973 mobile home on a concrete slab, and there is a two-car detached garage which can be used for vehicles or a shop space. This approximately 1.95 acre lot has tremendous potential. House is being sold As-is.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
5075472
Type:
Condo
Year built:
2025
Courtesy: Martha E. Diebold/Hanover
View additional info

ADDITIONAL INFORMATION

These 1200 sq. ft., 2-bedroom, 1.5-bathroom condos are being sold for less than half of their fair market value! Available for immediate move-in, each condo has an open-concept kitchen, dining room, and living room, which are on the airy and light-filled second floor. There is a small deck off the living room. The two cozy bedrooms are on the first floor. Electricity bills will be offset by solar panels installed on the roof. Location is convenient to area amenities. Buyer's must apply to Twin Pines Housing Trust Homeownership Program and be determined to be eligible to purchase (income and asset based.) The sale price of the condo is $395,000, the appraised fair market value. TPH and other funding agencies will provide eligible buyers $205,000 in downpayment assistance (which will be recorded as 0% interest mortgage deeds), thus making the price of the home to the Buyer $190,000.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
5075468
Type:
Condo
Year built:
2025
Courtesy: Martha E. Diebold/Hanover
View additional info

ADDITIONAL INFORMATION

These 1200 sq. ft., 2-bedroom, 1.5-bathroom condos are being sold for less than half of their fair market value! Available for immediate move-in, each condo has an open-concept kitchen, dining room, and living room, which are on the airy and light-filled second floor. There is a small deck off the living room. The two cozy bedrooms are on the first floor. Electricity bills will be offset by solar panels installed on the roof. Location is convenient to area amenities. Buyer's must apply to Twin Pines Housing Trust Homeownership Program and be determined to be eligible to purchase (income and asset based.) The sale price of the condo is $395,000, the appraised fair market value. TPH and other funding agencies will provide eligible buyers $205,000 in downpayment assistance (which will be recorded as 0% interest mortgage deeds), thus making the price of the home to the Buyer $190,000.

Beds:
3
Baths:
5.00
Sq.Ft.:
3,682
Status:
Active
MLS#:
5072035
Type:
Single Family
Lot size:
2.37 Acres
Year built:
2009
Courtesy: LandVest, Inc/Woodstock
View additional info

ADDITIONAL INFORMATION

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 to town, and access to endless outdoor recreation opportunities. Enjoy the convenience of living close to the shops, cafes, and restaurants of Woodstock, while being tucked away in your own world above. The 3-bedroom primary residence is perfectly sited to overlook Woodstockâ??s iconic Mount Tom and the Marsh-Billings Museum, Vermontâ??s only National Park. The property sits at the end of a quiet road with only one other neighboring residence and is surrounded by over 400 acres of conserved land. There is a bedroom suite on each of the three levels, allowing family members or guests to claim their own space. The open living room on the main level is a natural gathering place, either by the fire in the winter, or out on the deck in the summertime to take in the views. The adjoining 1,040-sqft modern pool house was completed in 2023, providing a luxurious new extension of the home. Inside is an open floor plan, where floor-to-ceiling windows showcase unobstructed mountain views to the North and West. Thoughtfully designed with a custom Viking kitchen, spa-style walk-in shower, and guest bed, the pool house is ideal for entertaining guests, hosting family parties, or relaxing apres-ski. The outdoor heated pool is a centerpiece of the property, providing four-season enjoyment.

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Andrea D. Conner, License 71221, Xome Inc., License 68390, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Ste 100, Lewisville, TX 75067


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Woodstock Real Estate

Woodstock is located in Vermont. Woodstock, Vermont has a population of 3,011. Woodstock is more family-centric than the surrounding county with 33.72% of the households containing married families with children. The county average for households married with children is 26.01%.

The median household income in Woodstock, Vermont is $104,716. The median household income for the surrounding county is $63,787 compared to the national median of $69,021. The median age of people living in Woodstock is 53.8 years.

Woodstock Weather

The average high temperature in July is 81.4 degrees, with an average low temperature in January of 6.3 degrees. The average rainfall is approximately 46.1 inches per year, with 82.3 inches of snow per year.

Woodstock Map

Woodstock Real Estate Market Conditions

  • Median sales price

    $660,000
    19.1%
    change since last quarter
  • # Active listings

    55
    30-day change

Woodstock Schools and Demographics

Education near Woodstock, VT

City County
High School Graduates 98.07 94.16
College Degree - 2 year 8.78 8.49
College Degree - 4 year 58.54 40.21
Graduate Degree 21.92 12.49
Expenditures per Student 26,463 26,463
Students per Teacher 12.3 12.3

Elementary Schools near Woodstock, VT

Grades Students P/T Ratio ZIP
Barnard Academy PK - 06 70 10.3 05031
Bridgewater Village School PK - 06 37 6.2 05034
Ottauquechee School PK - 05 244 12.1 05059
Pomfret School PK - 06 53 8.5 05067
Woodstock Elementary School PK - 06 176 9.5 05091

Middle Schools near Woodstock, VT

Grades Students P/T Ratio ZIP
Woodstock Union Middle School 07 - 08 145 10.1 05091

High Schools near Woodstock, VT

Grades Students P/T Ratio ZIP
Woodstock Senior UHSD #4 09 - 12 347 8.9 05091

Demographics near Woodstock, VT

City County
Neighborhood Type Small town
Population 3,011 57,593
Population Density 68 59
Median Age 53.8 47.8
People per Household 2.3 2.3
Median Household Income 104,716 63,787
Average Income per Capita 56,639 39,377

Real estate near Woodstock