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Woodstock VT Real Estate & Homes for Sale

34 Properties Found

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$768,500

3 Hathorn Hill Unit 3 Woodstock, VT 05091

MLS: 5047891 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
2,552
Status:
NEW LISTING
MLS#:
5047891
Type:
Condo
Lot size:
2 Acres
Year built:
1984
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

Rare opportunity to own in Hathorn Hill Condos. Private, quiet with lovely fern grove and stonewalls with views to the East. This unit has an de-attached 2 bay garage with easy access to extra parking. Upper level consist of an open floor plan, abundance of natural light with slider doors across the front for nice views off balcony. Living room anchored by a handsome wood burning fireplace with traditional New England architectural lines, gracious size for entertaining or curling up to read a good book on a cold winter day. Lovely kitchen with large island and brand new 'slate looking' appliances that opens to dining/living room Enjoy the warmth of hardwood floors throughout, reconditioned slate floors in the entry and a first floor bedroom with renovated bathroom. The lower level offers a large private family room, spacious guest bedroom with bathroom and there is a very large Primary bedroom ensuite with walk-in closet. Easy walk to the village- to access Woodstock Inn, restaurants and library. Championship golf, skiing and fishing just minutes away. These condos have lovely landscaped grounds. An oasis located in the heart of the village. Wonderful opportunity.

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$1,350,000

513 Deer Brook Way Unit Lot 16 Woodstock, VT 05091

MLS: 5047868 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
2,668
Status:
NEW LISTING
MLS#:
5047868
Type:
Single Family
Subdivision:
Deer Brook Farm Estates
Lot size:
8.32 Acres
Year built:
1997
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Quechee Lakes Real Estate Center
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ADDITIONAL INFORMATION

This traditional New England Colonial home was professionally designed and custom built by the renowned Vermont Vernacular Builders. The home is strategically sited to enjoy the long views of the distant hills and to benefit from its southern exposure. This 4 bedroom is a quintessential classic example of pure Vermont living apparent in this gracious sun-filled home. There are wide board floors throughout and ceramic tile in mudroom, kitchen & baths. The home is adorned with exposed ceiling beams in the den & eat-in chefs kitchen. This spectacular home is privately located on over 8 acres just a few miles from Woodstock Village. World class skiing--no problem! Killington Skyeship Base Lodge is a few miles away. The site also boasts an oversized garage/barn with storage and space above for possible additional sleeping accommodations. There is also a lovely in-ground swimming pool with large deck overlooking the mountains. There will be an Open House Sunday, June 29, 11:00 - 2:00.

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$1,749,000

39 Elm Street Unit B Woodstock, VT 05091

MLS: 5047468 Photos
Beds:
3
Baths:
4.00
Sq.Ft.:
3,294
Status:
NEW LISTING
MLS#:
5047468
Type:
Condo
Lot size:
1.04 Acres
Year built:
1826
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

The Richmond House â?? Unit B Woodstock Village. An enduring Woodstock landmark, the iconic Richmond House (c.1826) is a distinguished brick Federal with a softly weathered, rose-hued patina and elegant architectural details. Set on over an acre behind a classic white picket fence, this historic propertyâ??reimagined under the direction of Laurence Rockefellerâ??comprises three luxurious residences in the heart of the Village. Unit B spans 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 a gracious living and dining room with wood-burning fireplace, a spacious family room, and an en-suite study or guest bedroomâ??also with a fireplace. The kitchen opens to the family room and enjoys abundant southern light. Just beyond the dining area, a built-in bar leads to a private balcony overlooking the Village and landscaped grounds, a perfect setting for your morning coffee or evening entertaining. The second level opens on a charming landing with built-in bookcases and continues to a serene primary suite and an en-suite guest bedroom. The Carriage House at the rear of the property affords covered garage and storage space for the owner of this unit. With timeless character, refined interiors, and the ease of Village living, The Richmond House offers a rare opportunity to own a truly iconic piece of Woodstockâ??s history in an unmatched location.

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$465,000

2 High Street Woodstock, VT 05091

MLS: 5046382 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
1,600
Status:
Active
MLS#:
5046382
Type:
Single Family
Lot size:
0.07 Acres
Year built:
1890
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Bassette Real Estate Group
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ADDITIONAL INFORMATION

FLASH OPPORTUNITY AWAITS â?? Historic c. 1890 1,600 sq/ft. unfinished home in the center of downtown Woodstock. In the heart of everything! LOOKING FOR A FAST SALE - AND A CASH BUYER. The home has been stripped back to framing and is ready for a builder or future investment. It is not currently habitable and will not be able to be sold or shown to someone looking for financing or construction loan financing as a condition of sale. There is a lovely first floor sunlit living room space walking out to a pleasing covered porch that overlooks the bustle of town. Existing home features unique stained glass windows and doors, gorgeous hardwood and pine floors, and an extra unfinished 3rd floor for expansion capability. Current layout includes: first floor with an Open Floorplan kitchen to a gracious dining area, and a separate front living room with private study with adjoining 3/4 bath. Upstairs has 3 bedrooms, the layout for 2 baths, and a walk-up stairway to a large unfinished third floor attic space which could be finished off. There is a paved driveway with lower level garage/storage. Financing must be secured AFTER purchase, post closing. Remodeling estimates will likely be $400,000 or higher (in addition to purchase price).

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$899,500

598 East Woodstock Road Woodstock, VT 05091

MLS: 5046380 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
3,190
Status:
Active
MLS#:
5046380
Type:
Single Family
Lot size:
2.94 Acres
Year built:
1925
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Real Broker LLC
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ADDITIONAL INFORMATION

This stately, rambling gambrel home offers privacy, convenience, antique charm, and room for everyone. Walking distance to the east end of Woodstock village, on 2.9 lush acres including a fenced backyard, a fenced vegetable garden, and extensive perennial beds. The home is a stunning mixture of antique touches and modern functionality, with beautiful built-ins and closet spaces at every turn. The home has a suite of rooms on the first floor that are perfect for a home-based business or studio area (or 2 extra bedrooms plus bonus room), and a one-bedroom full bath (with office & kitchen) in-law suite upstairs with private ground-level access. The main part of the home includes three additional bedrooms, a library, a music room, living room, dining room, two full baths, dressing room, and three-season enclosed porch. The charming eat-in kitchen includes beautiful display cabinets, hand painted tiles, and built-in pantry and laundry. In the stunning custom cherry wood library with marble fireplace and private deck, bibliophiles will find more than enough shelf space for their entire book collection, and a quiet, peaceful setting in which to read. Two readers in the family? The upstairs music room is similarly equipped, also with stunning cherry wood built-ins and detailing. Two staircases provide ample access to the upstairs and contribute to the ambling nature of the home. Walk to restaurants and a river front park!

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$549,000

1613 West Woodstock Road Woodstock, VT 05091

MLS: 5046349 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
2,240
Status:
Active
MLS#:
5046349
Type:
Single Family
Lot size:
0.78 Acres
Year built:
1944
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Hall Collins Real Estate Group
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ADDITIONAL INFORMATION

OPEN HOUSE SUNDAY JUNE 15 FROM 12-3! Welcome to this turn-key, thoughtfully renovated home featuring a fully updated kitchen with granite countertops, stainless steel appliances, a gas stove, and a sliding glass door that opens to a covered porchâ??perfect for overlooking the spacious backyard. The main level offers a comfortable bedroom and a nearby full bath, while upstairs you'll find two charming bedrooms with built-ins and a half bath. The finished basement provides a spacious and dry bonus spaceâ??ideal for recreation, a home gym, or simply relaxing. Situated abutting Woodstock Union Middle and High School, the location is both incredibly convenient and set back enough to enjoy a sense of privacy. W. Woodstock Road is also known as Route 4, but the circular driveway provides easy access and extra distance from the road for peace of mind. Not to mention how incredibly convenient it is to hop on a reliably well maintained road to get to the village that is less than 2 miles away. Killington is only 13 miles away, and Hanover only 21 miles. Behind the home, youâ??ll find a welcoming yard with a cozy fire pit, plenty of room to play, and a mix of sun and shade to enjoy throughout the day. Schedule a private showing today and see how this turn key home would work for you!

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$1,100,000

509 Church Hill Woodstock, VT 05091

MLS: 5044870 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
2,150
Status:
Active
MLS#:
5044870
Type:
Single Family
Lot size:
1.49 Acres
Year built:
1940
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

Enjoy in-town ease of living combined with Vermont country charm. This well maintained , efficient home provides first floor living with an additional lower floor ensuite bedroom /sitting area with direct access to lovely grounds and gardens. The light filled home is in excellent condition and is surrounded by fabulous perennial gardens, mature maple trees, raspberry and blueberry bushes , stone patio and 2 decks offering plenty of spaces for outdoor living and entertaining. The open floor plan provides easy flow and the large windows and glass doors bring the out of doors in. A big bonus is central air conditioning ! The detached 2 car garage provides lots of storage and work space area . Enjoy the charm and various amenities of Woodstock Village that consistently is named one of the prettiest small towns in America . Easy access to sports for every season.. Twenty minutes to the Upper Valley , two and a half hours to Boston and 5 hours to NYC. Call today for an appointment .

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$1,749,000

687 South Perry Road Barnard, VT 05091

MLS: 5044731 Photos
Beds:
5
Baths:
5.00
Sq.Ft.:
4,617
Status:
Active
MLS#:
5044731
Type:
Single Family
Lot size:
14 Acres
Year built:
1970
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

Privately sited on a knoll to capture sweeping North Westerly views, this expanded Classic Cape has been lovingly stewarded and tastefully updated over the years. Enter through the formal foyer with wainscot, or a convenient mudroom with powder room. Superior craftsmanship throughout featuring a beautifully appointed chef's kitchen with Viking range-top, wall ovens and best quality appliances, custom cherry cabinetry, and plenty of slate and quartz counter workspace. The dining room steps out to an oversized deck ideal for entertaining, and capturing sunsets. The living room is centered by a fireplace fitted with a wood burning insert for efficiency. The generous main level Primary Suite with double closets connects to a private deck. Beautiful hardwoods with radiant heat run throughout the main level. The lower level walk out basement offers great opportunity to expand, or play space. The grounds are lovely with rolling lawn, stone walls, mature perennial beds, established fruit trees and berries. The Amish built carriage barn is ideal as a workshop, studio, or equipment storage shed. The property further benefits from a solar array, backup automatic generator, central vac, EC Fiber Internet. Centrally located between Scenic Silver Lake, and Woodstock Village. Easy access to skiing, recreation, DHMC, Upper Valley.

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$7,250,000

412 Skyland Lane Woodstock, VT 05091

MLS: 5044620 Photos
Beds:
4
Baths:
5.00
Sq.Ft.:
5,087
Status:
Active
MLS#:
5044620
Type:
Single Family
Lot size:
65.45 Acres
Year built:
2024
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: LandVest, Inc/Woodstock
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ADDITIONAL INFORMATION

Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 65 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg. Found at the end of a quiet lane, sweeping vistas of the Green Mountains and Killington are viewed from nearly every room. Finished in 2024, this timber frame home channels modern farmhouse warmth with a clean, contemporary edge.The wall-to-wall glass in both gables frames the surrounding landscape like living artwork, while inside, 24-foot ceilings, radiant heat, A/C, and a sauna provide everyday indulgence and embrace. At the heart of the home is a chefâ??s kitchen with Marinace granite, Wolf and SubZero appliances, and reclaimed hickory floors. Gently sloping meadows invite sledding in winter and lead to the barns below including a 6-stall stable, indoor riding arena with heated viewing area, chicken coop, and a spacious barn perfect for guest quarters, workshop or a car collection. Set between the twin gables, an elevated courtyard with a heated Soake pool creates a seamless indoor-outdoor connection, ideal for sunset reflections in the summer and stargazing in the winter. A 3-bay garage, and stream complete this offering. GMHA, and premier skiing nearby. Showings begin June 7th.

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$945,000

100 Pomfret Road Woodstock, VT 05091

MLS: 5044013 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
2,044
Status:
Active
MLS#:
5044013
Type:
Single Family
Lot size:
4.1 Acres
Year built:
1930
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

Charming, Unique, and Ideally Located! Welcome to 100 Pomfret Roadâ??a beautifully updated farmhouse set on four level, picturesque acres just a short walk from Mt. Tom, Billings Farm, and the heart of downtown Woodstock. This rare find blends timeless character with everyday convenience in a peaceful, brookside setting. Inside, youâ??ll find a sun-drenched home featuring four bedrooms, two full baths, a cozy living room with a fireplace, and an open-concept kitchen, dining, and family areaâ??perfect for gathering and entertaining. The grounds are equally inviting, with mature landscaping, fruit trees, and ample space for gardening, play, or simply relaxing outdoors. A classic barn-style two-car garage offers abundant storage, with a spacious second level ready to be finished into a studio, guest suite, or office. Whether youâ??re hitting nearby hiking trails or skiing at Saskadena Six, this serene retreat is perfectly positioned to enjoy the best of Vermont in every season.

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$2,199,000

15 Hathorn Hill Extension Woodstock, VT 05091

MLS: 5043750 Photos
Beds:
4
Baths:
4.00
Sq.Ft.:
3,564
Status:
Active
MLS#:
5043750
Type:
Single Family
Lot size:
4.15 Acres
Year built:
2009
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

An incredibly rare combination of in-Village and country living. 4+ acres and privacy with a pond and heated in-ground pool, yet walk-to-the Green. The residence, designed and built by the well-respected design-build firm Ambrose Construction, offers modern amenities, appliances and construction with a â??Vermont Farmhouseâ? aesthetic. The vaulted ceiling timber frame great-gathering room has reclaimed barn board floors, fireplace, dining area and a gourmet kitchen, with farm sink, soapstone countertops, and Subzero/Kitchen-Aid/Bosch appliances. It opens to a screened-in porch outdoor lounge-area with propane fireplace, and looks down onto the stone patio and dock on the wonderful private pond with walking trail around it, and has a door to the in-ground stone patio and heated swimming pool with automatic cover and a nearby outdoor shower. Upstairs in the house is the primary bedroom with ensuite bathroom, a separate laundry room, an office/bedroom, and two other bedrooms with a large hall bath. Downstairs is a rec room with stacked stone propane fireplace, reclaimed wood cabinets, and a bar. Also downstairs is a full bath with stone/glass shower that opens to a room with a built-in pull-down murphy bed. How fun! OFFERED TURN-KEY, nearly everything now in the house stays/conveys, including all furniture, furnishings, lamps, rugs, kitchen appliances, dinnerware, cookware and utensils - nearly everything in the house stays/conveys.

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$1,850,000

7 North Street Woodstock, VT 05091

MLS: 5043657 Photos
Beds:
2
Baths:
3.00
Sq.Ft.:
2,106
Status:
Active
MLS#:
5043657
Type:
Single Family
Lot size:
1.13 Acres
Year built:
1880
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

Stunning Renovated Antique Cape in the Heart of Woodstock Village! Tucked away on over an acre of beautifully landscaped land directly abutting the Marsh-Billings-Rockefeller National Park, this fully renovated antique Cape offers the rare combination of historic charm, modern efficiency, and unbeatable walkability. Located in the heart of Woodstock Village, you can stroll to the village green, shops, restaurants, schools, and trailheadsâ??leave the car behind and enjoy the best of village living. Every system in the home has been thoughtfully updated: all new wiring, plumbing, windows, roof, and high-performance heating and cooling. Geothermal and solar systems power the home efficiently and sustainably, while central air conditioning and radiant floor heating ensure year-round comfort. The floor plan is both flexible and inviting, with two spacious bedroomsâ??including a primary suiteâ??located on the first floor and easily adaptable to accommodate a third bedroom. Upstairs, a bright, open-concept kitchen and living/dining area lead directly to a glass-covered deck that offers a birds-eye view of the surrounding gardens, village homes, and the conserved forest of Mt. Tom. Outside, extensive perennial beds, raised gardens, and mature plantings create a lush, private oasis. This is a home that lives lightly on the land while offering the walkable, in-town lifestyle so many seekâ??an exceptional opportunity in one of Vermontâ??s most desirable villages.

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$2,200,000

2334 South Road Woodstock, VT 05091

MLS: 5043416 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
5,422
Status:
Active
MLS#:
5043416
Type:
Single Family
Lot size:
31.43 Acres
Year built:
1972
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

Offered for the first time, the exclusive private residence of one of Woodstock's most notable and prolific builders, Hank Savelberg. Located just five minutes from the Woodstock Village Green, this whimsical, private, contemporary hillside estate was lovingly constructed featuring well thought, connected open spaces with expansive glass walls and dramatic sweeping wooden ceilings. The entire home is a unique showplace of clever spaces, built-ins, with custom detail throughout; featuring mahogany, cherry, and locally sourced stone. The ten room- three bedroom, three bath main residence was carefully sited to optimize a stunning northeasterly view, and to communicate directly with exterior terraces, and established gardens overlooking a pond, rolling hills and fields. There is a detached one bedroom guest house (or caretaker's cottage), garage, horse barn, equipment shed and two garden sheds. Easy access to hiking trails. Three minutes to Fitness Ctr., 15 minutes to Saskadena Six skiing. 2.25 hours to Boston, 4.5 to NYC. Property enrolled in Current Use.

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$775,000

17 Golf Avenue Woodstock, VT 05091

MLS: 5043286 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
1,850
Status:
Active
MLS#:
5043286
Type:
Single Family
Lot size:
0.62 Acres
Year built:
1987
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Coldwell Banker LIFESTYLES - Quechee
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ADDITIONAL INFORMATION

Nestled in the heart of the picturesque Village of Woodstock, this beautiful 3-bedroom, 2.5-bath home offers a perfect blend of classic Vermont charm and modern comfort. Overlooking a serene pond, the home boasts an open floor plan on the main level.. Step inside to find warm wood floors throughout, a welcoming fireplace that anchors the spacious living area, a thoughtfully laid out kitchen with a dining nook, and a formal dining room as well. Large windows invite natural light and frame peaceful views of the pond and surrounding greenery. Outside, enjoy your morning coffee or evening relaxation on the generous deck â?? a perfect spot to take in the tranquil setting and watch the seasons change. (note that part of the living room was set up as a sleeping area for the previous owner) Whether you're looking for a full-time residence or a weekend retreat, this inviting home offers a rare opportunity to enjoy the beauty and charm of Woodstock living. Just a short stroll to the village center, shops, restaurants, and all that this quintessential Vermont town has to offer.

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$995,000

4 River Street Woodstock, VT 05091

MLS: 5042622 Photos
Beds:
2
Baths:
3.00
Sq.Ft.:
2,176
Status:
Active
MLS#:
5042622
Type:
Single Family
Lot size:
0.37 Acres
Year built:
1847
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

This impeccably restored 1847 Woodstock village cape set upon a captivating river front landscape is truly magical! The complete and meticulous efficiency upgrades and renovations combined with the perfect village location offers an incomparable opportunity for those buyers coveting a village location. All new windows and red birch floors set the stage for the interior design. The sun-filled living/dining room with handsome custom built-ins, wood-burning fireplace, and an east facing wall framed beautifully with windows to capture the stunning river view is the focal point of the main level. A warm and delightful kitchen with a custom built-in island detailed with a slate countertop is located just off the living/dining room. An office/study with attached half bath and laundry complete the main level. The upper level offers a primary ensuite bedroom with tiled bath and walk-in shower, walk-in closet, built-ins, and a gorgeous view of the river. A second bedroom and bath complete the upper level. The finished walkout basement is an open and ready canvas for the next owner to transform. Mini-splits and new mechanicals offer comfort and peace of mind for every season in Vermont. A spacious deck and a lush and level lawn are perfect for outdoor dining, recreation, and gardening. Marsh-Billings-Rockefeller National Park is just steps out your door and dining, theatre, and shopping are a lovely stroll away! Schedule your private showing today!

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$679,000

294 Barberry Hill Road Woodstock, VT 05091

MLS: 5042200 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
2,128
Status:
Active
MLS#:
5042200
Type:
Single Family
Lot size:
1.85 Acres
Year built:
1968
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

Discover this delightful 3-bedroom, 2.5-bath home nestled on 1.8 acres at the end of a peaceful dead-end road. Conveniently located near Woodstock Middle/High School, the Thompson Senior Center, and the popular Woodstock Farmersâ?? Market. This home offers a spacious and functional layout, the welcoming mudroom features generous storage space and a laundry area cleverly tucked behind sliding doors, along with a recently updated half bath. The low-maintenance slate flooring in the entryway transitions into oak hardwood, that flows seamlessly through the kitchen, living/family room, and dining area. Vaulted ceilings and skylights bring natural light into these expansive spaces, perfect for entertaining. Two wood stoves provide warmth during chilly days and nights. The kitchen is a chefâ??s dream with a central island, ample counter space, and modern appliances. The cozy den is equipped with beautiful built-ins for books and media storage, while a bay window offers a lovely view of the serene patio. The sunken living and dining area is bright and inviting, ideal for hosting intimate dinners or holiday gatherings. The primary suite features a large, renovated bath and a spacious walk-in closet. A full bath serves the additional two bedrooms. Imagine unwinding on the front porch, listening to the tranquil sounds of the nearby brook. Enjoy outdoor activities like hiking the AT or skiing at Saskadena Six or Killington. The property also includes a large shed for firewood or tools.

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$1,200,000

19 Church Street Woodstock, VT 05091

MLS: 5045415 Photos
Beds:
5
Baths:
5.00
Sq.Ft.:
3,486
Status:
Active
MLS#:
5045415
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1940
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

Bright and spacious five bedroom, five bath in-village residence with Ottauquechee River frontage and less than 1-minute walk to the Woodstock Green. 2-car attached garage enters into the kitchen via a mud-laundry room. Eat-in kitchen with stainless appliances, granite countertops and a large sunny bay window leads to the formal dining room, and also opens to the patio, perfect for entertaining and relaxing in the sun. A corner hang-out room has propane fireplace, and connects to the family room. Upstairs on the 2nd floor is the primary bedroom with vaulted ceiling and ensuite bath, plus two other bedrooms and a hall bath. The third floor has two bedrooms and a shared hall bath. The lower level features a finished studio that is bright and open with it's own exterior door and a path up to the two additional parking spaces next to the garage, so the lower level is perfect as an in-law suite or a single/couple tenant. Nicely updated and move-in-ready.

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$495,000

85 Townhouse Way Unit 14 Woodstock, VT 05091

MLS: 5039259 Photos
Beds:
2
Baths:
3.00
Sq.Ft.:
2,091
Status:
Active
MLS#:
5039259
Type:
Condo
Lot size:
15 Acres
Year built:
1978
Contact:
Inquire About This Property, [email protected], 877-559-9633
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!

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$120,000

133 Willow Circle Hartford, VT 05091

MLS: 5039184 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,144
Status:
Active
MLS#:
5039184
Type:
Mobile Home
Year built:
1991
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: RE/MAX Upper Valley
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ADDITIONAL INFORMATION

An affordable 3-bedroom 2-bath double-wide home in one of the Upper Valleyâ??s most sought-after parks, Tall Timbers. One Car garage, lots of storage and more. This home offers laminate flooring, spacious kitchen and laundry area. One of the best lots available with plenty of space, youâ??ll feel like you live on your own land. The surrounding homes are in great condition and with a little TLC this place could be your pride and joy.

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$1,390,000

11 College Hill Road Woodstock, VT 05091

MLS: 5038647 Photos
Beds:
5
Baths:
4.00
Sq.Ft.:
3,953
Status:
Active
MLS#:
5038647
Type:
Single Family
Lot size:
0.6 Acres
Year built:
1919
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

Welcome to 11 College Hill Road - Situated in the heart of Woodstock Village, this classic 1919 Gambrel offers space, charm, and incredible views of both the Ottauquechee River and the town's beloved Mount Tom. This beautifully maintained home is perched perfectly above the river with over a half an acre of landscaped outdoor space, including 50 feet of river frontage, mature fruit trees, and stunning perennial gardens. Inside, youâ??ll find hardwood floors throughout, a wonderful cookâ??s kitchen, and sun-filled rooms with views from nearly every window. The flexible layout in the main house features 4 bedrooms and 2 baths, including a spacious primary en-suite, large media/office/recreation room, and two additional above-grade bonus rooms. A separate well-appointed accessory dwelling, built in 2007, offers ideal guest accommodations or income potential, and the soaring ceilings are perfect for a gym or studio. From both structures, enjoy direct access to outdoor living with a huge deck, screened-in porch, and peaceful sounds of the nearby river rapids. Additional features include a heated garage, whole-house generator, lightning-fast internet, and town water/sewer. Walk to restaurants, shops, schools, and hiking trails. Minutes to year-round recreation and a short drive to world-class skiing. This is a must-see property. Book your private tour starting Saturday May 3, 2025.

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$489,500

11A Prospect Street Woodstock, VT 05091

MLS: 5037971 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
930
Status:
Active
MLS#:
5037971
Type:
Condo
Lot size:
0.12 Acres
Year built:
1860
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Williamson Group Sothebys Intl. Realty
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ADDITIONAL INFORMATION

Walk to everything Woodstock village has to offer from this sunny condo! Within an easy stroll of the Woodstock Inn, downtown restaurants, farmer's markets, and the Marsh Billings Rockefeller National Park, 11A Prospect is ideal for enjoying the charms of village living. Elevated above the Route 4 on a bucolic neighborhood side street, this well-kept home offers historic details with modern amenities - including updated wiring, roofing, systems, and a modern poured foundation. The kitchen communicates comfortably with the bright dining and living rooms, and a private deck takes advantage of Vermont's extraordinary summers. Two airy bedrooms with a shared bath occupy the second floor, and a third-floor attic space presents expansion opportunities. With a full, walk-out basement for storage, this easy-keeping condo is ideal both as a pied-à-terre or as a full-time village home.

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$775,000

339 Gully Road Woodstock, VT 05091

MLS: 5037463 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
2,688
Status:
Active
MLS#:
5037463
Type:
Single Family
Lot size:
5.1 Acres
Year built:
1975
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Four Seasons Sotheby's Int'l Realty
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ADDITIONAL INFORMATION

Peaceful Gully Road Retreat. Just minutes from Woodstock Village. Set on 5.1 private acres along quiet and desirable Gully Road, this beautifully updated four-bedroom, two and one-half bath home offers the perfect blend of peaceful country living and convenient proximity to Woodstock shops, restaurants, and schools. The main level features a light-filled, open-concept layout with a dramatic vaulted foyer, spacious kitchen/living/dining area, a half bath, and a versatile den. Step out onto the expansive wraparound deck, perfect for outdoor dining, entertaining, or simply enjoying the surroundings. Upstairs, the primary suite includes a walk-in closet, private balcony access, and a newly renovated three-quarter bath. Three additional bedrooms, an updated full bath, and a large laundry area complete the second level. Additional features include: Attached garage with workshop/storage space on the lower level, high-efficiency propane furnace and numerous recent updates including kitchen, bathrooms, and flooring. Two outbuildings: a one-bay barn and a three-bay open garage/shed for ample storage. Outdoor highlights: treehouse; level lawn; two brooks; firepit area; and walking trails A rare opportunity to own a private, move-in-ready property in a sought-after location, just minutes from the heart of Woodstock Village.

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$226,000

67-1 Safford Commons Way Unit 1 Woodstock, VT 05091

MLS: 5035785 Photos
Beds:
2
Baths:
1.00
Sq.Ft.:
1,025
Status:
Active
MLS#:
5035785
Type:
Condo
Year built:
2022
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Martha E. Diebold/Hanover
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ADDITIONAL INFORMATION

This affordable 1,025 square foot condominium was built in 2022 and is conveniently located near amenities, shopping, and schools. 2 bedrooms, 2 baths. This unit is part of the Twin Pines Housing Trust's affordable housing program. Full price is $360,000. Twin Pines will pay the downpayment, so price to buyer is $226,000. An application to Twin Pines Housing Trust Homeownership program is required to purchase this condo. Household income limits are based on 120% AMI for Vermont Nonmetro.

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$239,000

442 E Woodstock Road Unit 4A Woodstock, VT 05091

MLS: 5035698 Photos
Beds:
2
Baths:
1.00
Sq.Ft.:
1,190
Status:
Active
MLS#:
5035698
Type:
Condo
Year built:
1980
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Martha E. Diebold/Hanover
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ADDITIONAL INFORMATION

Airy, tranquil and quiet, this former yoga studio space has been converted into a two bedroom condo. Sweeping views through the Palladian window, large living area with soaring vaulted ceiling, newer kitchen with granite counters and newer bath with walk in shower. Spacious entry can accommodate bikes, skis and more. Walking distance to shops, restaurants, entertainment and recreation in the beautiful historic village of Woodstock. This unit is part of Twin Pines Housing Trust's affordable housing program. Full price is $399,000. Twin Pines will pay the downpayment, so price to buyer is $239,000. An application to Twin Pines Housing Trust Homeownership Program is required to purchase this condo. Household income limits are based on 120% AMI for Vermont Nonmetro.

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$645,000

187 Dana Road Woodstock, VT 05091

MLS: 5033694 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,468
Status:
Active
MLS#:
5033694
Type:
Single Family
Lot size:
1.71 Acres
Year built:
1955
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Snyder Donegan Real Estate Group
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ADDITIONAL INFORMATION

This delightful gambrel cape offers a wonderful combination of thoughtful and charming updates, energy efficient upgrades, and a coveted and convenient location! An intelligent interior design offers an all-season functional flow for everyday living as well as entertaining. Step inside by way of a spacious entryway/mudroom that also has direct entry from the attached garage. One will find the main level design to be a seamless flow from the lovely sunlit living room detailed with handsome woodwork framing a gas fireplace to the cozy kitchen/dining area that opens to an inviting three-season porch. A newly added half bath and a bonus room â?? perfect for an office/study/media room complete the main level. The upper-level offers three bedrooms â?? all with lovely views - and a full bath. Recent improvements include blown-in cellulose insulation and 2â? exterior insulation, new windows throughout, and a whole-house generator. The exterior landscape consists of 1.71 acres of plentiful open and level lawn area detailed with your quintessential stone wall. Private but convenient makes this location the perfect fit for a primary or vacation home. Enjoy easy access to a multitude of multi seasonal recreating including Killington, Saskadena 6, Marsh Billings Rockefeller National Park, and a terrific neighborhood trail system for hiking and mountain biking. Fabulous dining/shopping/ and the arts are just minutes away in the vibrant village of Woodstock. OPEN HOUSE June 8 from 11am - 2pm

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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 05091 Real Estate

Woodstock is located in Vermont. Woodstock, Vermont 05091has a population of 3,011. Woodstock 05091 is more family-centric than the surrounding county with 37.05% 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 05091 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 05091 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

    $575,000
    19.1%
    change since last quarter

  • # Active listings

    45
    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 05091

Zip Code City
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

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