Flat Fee Real Estate logo

Woodstock VT Homes for Sale

Homes for sale in Woodstock, VT offer a unique opportunity to experience a rich blend of history, culture, and natural beauty. From charming colonial-style houses that echo the town's historical roots to contemporary homes that boast state-of-the-art amenities, there is a diverse array of properties waiting to be discovered. Imagine waking up to the serene vista of rolling hills, exploring local artisan shops during the day, and winding down with a cozy evening by your fireplace. Purchasing a home in Woodstock, VT, is more than just acquiring property; it's investing in a lifestyle marked by tranquility, community, and the timeless allure of New England living.

Find the latest homes for sale in Woodstock, Vermont.

Houses for Sale in Woodstock

Tip - Create an account (it’s free) to save your favorite Vermont real estate listings and get notified when similar properties are posted.

Questions? Call Flat Fee Real Estate at 802-318-0833 or contact us online!

72 French's Road Woodstock VT 05091

Woodstock, VT72 French's Road

Price$1,599,000

Est. Mortgage: $/month

MLS Number 5014859

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 6
  • Bathroom 4

In 1880, this lovely hilltop Gambrel Colonial, named “Rose Hill” was one of Woodstock's most prominent residences featuring the exquisite workmanship of the region's finest craftsmen. The grand scale and proportion of the rooms and the elegant period detail harken back to days of gracious gatherings with a formal DR complete with custom built-ins, a Library and a Stately Living Room anchored by a central fireplace, with direct access to a brick portico that runs the length of the home- ideal for summer entertaining. The kitchen has custom built-ins, plenty of counter space, a pantry entry, and a secondary staircase to access the second floor. A combination of indigenous hardwood floors run throughout the entire home. The sweeping formal staircase brings you to the second level with a spacious landing, and a wall of built-ins. There are a total of six bedrooms including a roomy primary bedroom with a fireplace, and three bathrooms. To the rear of the home you'll find a separate 2-car garage with a two bedroom rental unit above. Follow the footpath down to a secluded, very sweet two-bedroom guest cottage. All sited on 3.68 AC offering privacy, and plenty of space for gardening, entertaining and recreation. Just a short stroll to the Village Green, The National Park, The Woodstock Rec Center. 30 minutes to Killington, DHMC, Dartmouth College. Two and a quarter-hours to Boston. This very special property awaits your vision to return it to its former splendor.

Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

5851 South Road Woodstock VT 05071

Woodstock, VT5851 South Road

Price$760,000

Est. Mortgage: $/month

MLS Number 5014012

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3

This charming home is an amazing opportunity to own a piece of history in the lovely village of South Woodstock , Vermont. Starting its life as the garage and home of Clyde Wood it has evolved over time with the present owners into a beautiful , meticulous residence. Much attention to detail can be found in every room from wide pine flooring to cathedral ceiling in the great room. The home is light filled with a large deck looking out to the Kedron Brook and the Green Mountain Horse Association fields . The Honey Shop is where the Wood family sold honey from the large Bass trees on the property. It is now a lovely room for entertaining or enjoying a quiet spot to take a nap or read a favorite book. The barn could easily convert to garage space with plenty of room for storage . The very back of the barn is the only part of the buildings that is in the Flood zone. The grounds are beautifully landscaped . Cross over the brook on the little bridge to miles and miles of trails. Country living at its best but only 6 miles from Woodstock Village and short distances to skiing , golf, biking, all season sports and of course fly fishing on the Kedron Brook out your back door !. Call today for an appointment .

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

4945 South Road Woodstock VT 05091

Woodstock, VT4945 South Road

Price$2,865,000

Est. Mortgage: $/month

MLS Number 5013744

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

The melding of the convenience of a premiere Village residence with the privacy and peace of a country estate is a rare balance. The John Arnold Cottle House achieves just such a balance. The three bedroom two story brick Federal home, built in 1811, has a prominent position on the main street in South Woodstock hamlet. It's setting belies the unique qualities the 2.7 acres offers. A drive to the lower level two car garage separates the main house and the renovated Kingley Barn, a two bedroom with loft guest house with a deck overlooking the Kedron Brook. There is a timber bridge crossing the Kedron Brook which accesses the open field and meadow and the two bay barn. The 450 feet of frontage on the Kedron Brook is an ideal tranquil retreat to enjoy the water element, firepit and surrounding environment with complete privacy. The John Arnold Cottle House has been fully renovated/restored with all of the best systems and finishes. The newer addition on the rear of the house has a gourmet kitchen, large brick fireplace, and relaxed living space.

Listed by Wade Treadway of Wade I Treadway Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

187 Dana Road Woodstock VT 05091

Woodstock, VT187 Dana Road

Price$675,000

Est. Mortgage: $/month

MLS Number 5013447

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

This beautifully maintained home is perfectly situated on a quiet street just minutes from the middle/high school and the renowned Woodstock Farmer's Market. Step inside to discover a home that has been thoughtfully updated for modern comfort. Recent improvements include blown-in cellulose insulation and 2" exterior insulation, new windows throughout, a whole-house generator, and a newly added first-floor bathroom, ensuring a cozy and energy-efficient living environment year-round. One of the standout features of this property is the inviting three-season porch. Whether you're enjoying a quiet moment with a good book or hosting friends and family, this versatile space is sure to become your favorite spot in the house. In fact, this home has endless spaces for hosting! The open and welcoming kitchen/dining area is another perfect gathering space, while the living room, centered around a warm and charming gas fireplace, offers a cozy retreat for relaxing evenings. Additionally, the spacious family room provides even more room for entertaining or unwinding. Storage is never a concern here. A clean concrete basement and a one-car garage offer ample space for all of your hobbies. Located just minutes from downtown Woodstock, you'll enjoy the peacefulness of your quiet backyard while being close to shopping, dining, and entertainment. This property beautifully blends comfort, functionality, and convenience, making it the perfect place to call home. Showings delayed until 9/14.

Listed by Melissa Grey of KW Vermont-Stowe

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

378 Fletcher Hill Road Woodstock VT 05071

Woodstock, VT378 Fletcher Hill Road

Price$525,000

Est. Mortgage: $/month

MLS Number 5013286

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 4
  • Bathroom 1

Privately located, in desirable South Woodstock! A comfortable home with the benefit of great outside spaces providing the opportunity for recreation, gardening or entertaining! South Woodstock is well known for the potential of having wonderful access to miles of trails enjoyed by equestrians, hikers and snowmobilers. The numerous amenities of historic Woodstock Village are just minutes away! The entrance to the property is via a level tree sided private driveway. By walking up a few steps from the driveway you enter the home into a bright kitchen. Adjacent to the kitchen is a Living room/dining room that features access to a balcony with views of distant hills. Well located within this space is a hearth with a wood pellet stove. At a further end of the main floor is an attractive room equally well suited to be a family room or a first floor bedroom. Completing the main floor is a full bath with both a shower and a tub. Accessed up stairs from the living room are two second floor bedrooms. One of these bedrooms features a private balcony, with hillside views. The full basement is entered either via an interior stairway or through a ground level door off the driveway. Within the basement is a laundry area, space used as a workshop and storage area. Mechanical systems are contemporary, with a newer furnace and hot water heater. Separated off the basement is a 15'x11' heated room currently used as living space. A comfortable home, in a great location within desirable Woodstock!

Listed by John Wetmore of Wetmore Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

2394 Fletcher Hill Road Woodstock VT 05091

Woodstock, VT2394 Fletcher Hill Road

Price$2,800,000

Est. Mortgage: $/month

MLS Number 5012999

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 2,944

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.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

2358 Long Hill Road Woodstock VT 05091

Woodstock, VT2358 Long Hill Road

Price$6,750,000

Est. Mortgage: $/month

MLS Number 5011268

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

Sited on 465 +/- private acres in South Woodstock, Birch Tree Farm was created as a retreat to bring family and friends together and to enjoy the great outdoors. The farm offers a variety of experiences, including pressing apples for cider, collecting eggs for breakfast, hiking to the cabin with 360 degree views, fishing or skating on the pond, enjoying miles of trails for walking, riding, or snowshoeing, and tapping trees for maple syrup. The relaxed vibe of the Lodge-style home, made of wood and stone, evokes a sense of mountain living, with design elements like exposed beams, a cathedral ceiling in the great room, a large stone wood burning fireplace, and floor-to-ceiling windows that frame expansive views of the mountains and the Ottauquechee Valley. Step out onto the wrap-around deck to take in an infinity pool, hot tub, stocked pond, and apple orchard. Landscape design by Shep Butler includes 10' hydrangea bushes, perennials gardens, stone walls, wild lupine in the meadow 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 seven stalls, an office/tack room, and a versatile upper level for entertaining & recreation, as well as accommodating an overflow of guests. Nine fenced pastures, two run-in sheds, a two-level storage barn, and a chicken coop enhance the farm with miles of trails connecting to GMHA. Showings begin 8-30-24

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

33 River Street Woodstock VT 05091

Woodstock, VT33 River Street

Price$1,695,000

Est. Mortgage: $/month

MLS Number 5009557

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4

BEAUTIFULLY renovated rare antique residence in the heart of historic Woodstock! Located in a premiere neighborhood within walking distance to all of towns amenities, hiking on Mtn Tom in your backyard. Situated on a very large lot featuring an in-ground pool accented with arbor and pool house. Lovely perennial gardens and large backyard for those seeking a vegetable garden or room for entertaining friends and family. This 4000+ sq. ft residence has generous room proportions, lots of natural sunlight and plenty of nooks for those seeking a quiet place to read a book. Handsome original wide pine floors throughout. This home was fully renovated with updated wiring, plumbing and insulation but still maintains the antique charm of a true Vt farmhouse. Original doors, 2 refurbished sunrooms, 2 covered porches overlooking the river, studio, family room and formal living room accented with a wood burning stove. Large kitchen with soapstone counters with Wolfe Gas range, ample room for cooking. Large dining area for entertaining and a first floor bedroom en suite. 2nd FL offers large primary bedroom suite with cozy sunroom overlooking the pool with views to Mtn Tom. Don't miss the 3rd floor with 2 small offices and lots of storage. The attached barn has capacity for lots of storage and options for multiple use. Walk over beautiful covered bridge to access restaurants, movie theatre and shops. Snow shoeing, championship golf, fly fishing and skiing all minutes away!

Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

105 Happy Valley Road Woodstock VT 05091

Woodstock, VT105 Happy Valley Road

Price$649,500

Est. Mortgage: $/month

MLS Number 5008819

  • Residential Single Family
  • Full Bath 1
  • Village Taftsville
  • Construction Existing
  • Bedrooms 3

MAJOR PRICE ADJUSTMENT! A Quintessential Historic Village Home in Woodstock's coveted Taftsville Village, the "Levi D. Hall House" was built in 1848 by D. Taft & Sons and has been a loved and well maintained family home by the same family for nearly 70 years. The properties provenance is included and traces back to the original owner. Walk along the stone pathway from the driveway to the covered front porch and enter into beautiful, natural light and lovely wide-board pine floors in pristine condition throughout the home. The classic country kitchen has direct access to the garage with nicely separated bonus office space. The kitchen walls are of sturdy, whitewashed pine board and there are painted country cabinets in a cheerful mustard color. The high ceiling has exposed original beams and a gas fireplace adds warmth to your colder Vermont days. In the Dining and Living Rooms you are greeted with clean, white walls, period trim and lighting, high ceilings and an abundance of natural light. The first floor bedroom/full bath suite has a private dressing area with large closet space and built-in cabinetry. Moving upstairs, there are two attractive bedrooms on either side of a quaint landing. Both bedrooms have wide pine floors and nice light. New furnace in 2023 and the grounds boast mature perennial beds, a lovely setting, and there is great storage above the barn/garage. Must see and be sure to view the Unbranded Tour link.

Listed by John Bassette of Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

18 The Green Woodstock VT 05091

Woodstock, VT18 The Green

Price$3,995,000

Est. Mortgage: $/month

MLS Number 5008434

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 6
  • Bathroom 8

Conveniently located on the southwest side of the picturesque Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town's finest residences. Lovingly stewarded and thoughtfully restored to the highest standard preserving the historic integrity and honoring the period detail, all while achieving the perfect unification of sophistication, functionality, modern comfort and convenience. The first level of the original home features generous spaces for entertaining and cozy, intimate rooms for quiet reflection. Original wide pine plank floors, oversized 6/6 windows, formal parlor and library each with a working fireplace. There is potential for a first-floor primary suite. The main house is further completed by 3 ensuite bedrooms and laundry on the second level, and two guest rooms with a shared bathroom on the third. The magnificent, attached c1750 oak gunstock post and beam barn frame was disassembled, imported from Hampshire, England and added to the home in the 1980's, providing a Great Room beyond compare. Anchored by a massive stone fireplace, Palladian windows and a well-appointed chef's kitchen, all located on the main level. There is a guest suite, three car garage, and courtyard entrance on the walk out lower level stepping out to lovely, landscaped grounds and gardens.

Listed by Danny Kogut and Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

13 High Street Woodstock VT 05091

Woodstock, VT13 High Street

Price$950,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5007926

  • Residential Single Family
  • Full Bath 2
  • Village Woodstock
  • Construction Existing
  • Bedrooms 3

Prime Woodstock Village Location. Fabulous spot. Walk to everything in town from this absolutely adorable, renovated 3 bedroom/ 2 full bath home. Formally the town Blacksmith shop. This charming property has an open concept floor plan ideal for entertaining. Beautiful wood floors and loads of light throughout. Spacious smooth fenced in yard with frontage on the Kedron Brook. Sit on the deck and listen to the babbling brook. Schedule your tour of this gem to appreciate all it offers!

Listed by Marni Rieger of KW Vermont-Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

93 Blackbriar Road Woodstock VT 05091

Woodstock, VT93 Blackbriar Road

Price$595,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5007589

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1

Privately sited on 1.90 landscaped and wooded acres in downtown Woodstock, this newly renovated mid-century Bungalow offers the perfect combination of original charm, modern amenities, and locational convenience. Renovations were extensive and include new kitchen cabinets, countertops, appliances, and fixtures, bathroom tile shower enclosure, hearthstone for the wood-burning fireplace, and beautiful wood flooring. A sizable wrap-around deck overlooking the landscaped grounds was added, providing the perfect place to lounge or entertain friends and family. The house was also 100% rewired and is Nest and Lutron operable for smart house applications and lighting control. This is a rare opportunity to enjoy the convenience of in-town living without compromising privacy. Note: Furnished photos are virtually staged. Showings begin Saturday, August 3rd.

Listed by David Donegan and Bess Watson of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

1 Border Lane Woodstock VT 05091

Woodstock, VT1 Border Lane

Price$675,000

Est. Mortgage: $/month

MLS Number 5006149

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Location, location location! Situated on a very desirable road within Woodstock Village, this 3 bedroom Ranch sits on just over 1 acre of open lawn surrounded by mature trees. The yard is tastefully landscaped and there is a beautiful patio out back, ideal for a morning cup of coffee, grilling dinner, or a nice glass of wine. As you enter through the front door, the bedrooms and a bath are off to the right. To the left, the long eat-in kitchen flows into to the dining area which connects to the living room. There is patio access, a large bow window and a gas fireplace to keep warm in the wintertime. At the end of the living room is a lovely sunroom that could also be a great office. Rounding out the first floor is a half bath, and access to the attached garage and full basement. Local shops and restaurants are within walking distance and you are just minutes from the Woodstock Country Club and Saskadena 6.

Listed by Dan Noble of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

944 College Hill Road Woodstock VT 05091

Woodstock, VT944 College Hill Road

Price$759,000

Est. Mortgage: $/month

MLS Number 5004968

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3

PRIVATE- Cape Cod Home less than a mile to Historic Woodstock Village! This generous sized home consisting of 2616 squ ft. sits on 3.62 secluded acres. Built in 1988 and first time on the market- this home has been well maintained with an abundance of light, generous proportioned rooms with handsome hardwood floors. First floor consists of kitchen with quartz counters and soft neutral toned tiled backsplash, small eat-in area for informal dining, a pantry and easy access to the attached garage. Enjoy large family gatherings with use of a formal dining room, family room/study accented with a propane stove to cozy up on a rainy day with a good book and spacious formal living room. A large Primary Bedroom with en suite bathroom and large walk-in closet with extra drawers for storage for buyers seeking a first floor bedroom. Second floor has 3 more spacious bedrooms with a full bathroom. Enjoy a large covered patio off the back of this residence for entertaining friends and family. Plenty of room in the 2 bay attached garage adjacent to the first floor laundry/mudroom. There is ample flat space in the vast yard for those garden enthusiasts to expand the perennial gardens, fruit trees and vegetable gardens or kicking around a soccer ball. This property also conveys a good size shed for storage of bikes, kayaks etc. Central Air Conditioning, generator hook-up, full basement with newer mechanics- this is a low maintenance home. Easy stroll or bike ride into town!

Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

403 Horseshoe Way Woodstock VT 05071

Woodstock, VT403 Horseshoe Way

Price$1,399,000

Est. Mortgage: $/month

MLS Number 5004878

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2

Discover an unparalleled woodland retreat nestled on a picturesque hilltop in South Woodstock, Vermont. This extraordinary timber frame home, a masterpiece of craftsmanship, offers breathtaking views of the pristine Green Mountain Horses Association show arenas and cross-country course. Each stone, beam, and timber has been meticulously and artfully placed by the current owner, reflecting a labor of love and dedication. This unique property has been cherished by the same family since 1965, imbuing it with a rich history and a profound connection to the land. The 2-bedroom, open-concept hillside retreat is enveloped by a serene hardwood forest, accessed via a private driveway aptly named Horseshoe Way. This path honors the farrier who envisioned and created this sanctuary as a tribute to a family of farmers who devoted their lives to their community. The home itself is a testament to Vermont's heritage, constructed from materials carefully curated from some of the state's most iconic early barns and sawmills. Every element of this residence tells a story, blending the past's rustic charm with modern comforts. Whether you seek a peaceful haven or a base for outdoor adventures, this South Woodstock retreat offers a unique opportunity to embrace a lifestyle of tranquility and natural beauty. Don't miss your chance to live on a parcel steeped in Vermont's history and create your own cherished memories in this remarkable woodland sanctuary.

Listed by Sandy Reavill of Real Broker LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

13 Golf Avenue Woodstock VT 05091

Woodstock, VT13 Golf Avenue

Price$795,000

Est. Mortgage: $/month

MLS Number 5004214

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2

Charming circa 1880 cape in Woodstock Village! Located on a quiet dead-end street across from Mt Peg trail head... Walk to all of towns amenities, shops, restaurants and events on Historic Woodstock Green. Championship golf, fly fishing and skiing near by. This lovely antique cottage has hardwood floors through out, open kitchen with first floor laundry. Adjacent is sitting area and dining. First floor bedroom with adjoining bathroom with soothing green accents. Second floor boasts a generous size bedroom with an abundance of natural light, small library for those reading enthusiasts who would like to curl up with a good book on a rainy day, another bathroom and charming bedroom at the end of the hallway. Enjoy the private covered porch on the back of the house overlooking the lovely perennial gardens. An antique barn awaits to be used for a garage or possible renovations into something more. Low maintenance home, well cared for with lots of character- This property has good rental history for a buyer looking for extra income. Come take a look!

Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

6453 South Road Woodstock VT 05071

Woodstock, VT6453 South Road

Price$1,485,000

Est. Mortgage: $/month

MLS Number 5003482

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3

Round Top Cottage is sited on a knoll just outside the village of South Woodstock on 20 acres, offering complete privacy and views of the rolling hills framing the Kedron Valley. This three-bedroom lodge, fully renovated in 2024, blends modern amenities with rustic elegance. The open floor plan features cathedral ceilings in the main living and dining area, creating an inviting space to gather (or enjoy quiet time). The first floor primary suite has lovely light and a generous soaking tub. The second floor includes a sitting area, two bedrooms, and an office. In the summer, enjoy outdoor living with a fire pit for evening gatherings under the stars. Direct access to trails for all season exploration. Equestrians will appreciate the potential to build a small barn with a paddock, and the short hack over to Green Mountain Horse Association (GMHA). Close to skiing: 23 miles from Killington, 22 miles from Okemo, and 10 miles from Saskadena Six.

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

157 Deer Ridge Way Woodstock VT 05091

Woodstock, VT157 Deer Ridge Way

Price$695,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5003109

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3

Welcome to this beautifully renovated 3-bedroom, 2.5 bathroom home situated on a private road just minutes from the Woodstock Village. This property has undergone extensive remodeling to provide modern comfort and style. The primary suite is featured with a heat pump for heating and cooling, a tastefully tiled bathroom with a heated floor, a walk-in closet, as well as a laundry room. The living area features an open concept kitchen & living room with exposed beams, a cozy woodstove, and a vaulted ceiling. A two-car garage and large mudroom round out this wonderful Vermont home. Recent updates include but are not limited to a new boiler, updated siding, a chimney liner for the woodstove, spray foam insulation, heat pump, major tree work, fixtures, new kitchen appliances, landscaping and much more. The property abuts Woodstock Aqueducts 350 plus acres which is open to the public for recreation and built out with tons of mountain biking trails. Quietly situated on a gravel road with easy access to everything this house is incredibly tranquil and conveniently located. Call to schedule your showing today. Owner is a licensed real estate agent.

Listed by Andrew Kimbell of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

61 Academy Circle Woodstock VT 05071

Woodstock, VT61 Academy Circle

Price$3,500,000

Est. Mortgage: $/month

MLS Number 5002873

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 6
  • Bathroom 6

Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron Brook this grand residence has been carefully restored by talented craftsmen. Taking care to keep the beautiful original details the owners have brought the systems into the 21st century with the highest quality of materials. The back ell seamlessly ties into the original brick Federal and offers additional spaces for entertaining guests including the Pine Room with its' large fireplace for snowy winter nights. The brick Federal consists of formal living room, dining room, library and gourmet kitchen with walk in pantry. On the second floor there are 2 ensuite bedrooms,4 more bedrooms, 2 baths and large laundry room. The third floor offers the surprise of a family room that was originally a ballroom with curved ceiling. There is also a bright studio and half bath on that level. The new attached oversize 2 car garage is accessed from the Pine Room and the fully renovated basement. The 10 acres comprises of lovely landscaping around the home and plenty of land for gardens and animals. The 18th century barn and corn crib lend much charm to the setting. Walk to the charming village store and enjoy dinner on the porch of the Ransom Tavern. Only 5 miles to Woodstock and a short drive to multiple ski areas. South Woodstock is truly a bucolic place to call home! Call today for a private viewing.

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

182 Rose Hill Woodstock VT 05091

Woodstock, VT182 Rose Hill

Price$2,200,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5002465

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5

This historic home was built in 1904 by John Cotton Dana for his family around 1904. The Danas were a prominent family in Woodstock . The Dana House , home of the Woodstock Historical Society, is a major landmark in Woodstock. The house has recently undergone a comprehensive renovation. The large open rooms ,enveloped with light and lovely views , create a sophisticated yet cozy setting. The floor plan offers spaces for every age to enjoy. The first floor has a charming, spacious living room with fireplace , gracious dining room, gourmet kitchen , office and sunroom.The second floor offers 3 ensuite bedrooms and a large laundry room. The third floor offering two bedrooms , living room kitchen combination ,bath and laundry with a separate entrance is perfect for guests, or could be an independent rental apartment. The outside grounds are beautifully landscaped with extensive decks and patios for outdoor entertaining . It is an easy walk into Woodstock Village while providing a quiet , serene setting . Present property taxes are based on 2.2 acres . The new taxes will reflect the new size of 1.1 acres. One of the grandest properties in Woodstock . Call for an appointment for a viewing .

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

16 Church Street Woodstock VT 05091

Woodstock, VT16 Church Street

Price$1,095,000

Est. Mortgage: $/month

MLS Number 4999706

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3

16 Church has the most stunning view of the river from any house in the village that we have seen, perched up above a series of river rapids so the sounds of the river during the day or in the evening are incredibly peaceful and relaxing. Plus, 16 Church is privately nestled in, like a secret hideaway, yet steps to the village green (and a level walk to/from). And more unusual for the village, it has a two-car garage with a covered walkway into the mudroom entryway (plus more outside parking). The spacious kitchen/dining area opens to the vaulted-ceiling living room, which has an INCREDIBLE view up-river. A side door leads to the side-deck that has the same view and sound of the river for outdoor dining above the river. There is a propane woodstove in the living room and woodstove in the kitchen/dining. A 1st floor bedroom has an ensuite bath and small stack washer-dryer. Upstairs is a large bedroom looking out through the great room to the river, a smaller bedroom, a bath and lovely loft area above the living room. Downstairs is a large den/rec/office, a bedroom, a bathroom, the main laundry room and mechanical room, all renovated 11 years, post the Irene storm, when the river waters came up into the lower level. There are beautiful gardens in the front and rear of the house. SEE PROPERTY WEBSITE FOR 16 CHURCH ST WOODSTOCK FOR MORE DETAILS, FLOORPLANS HI REZ PHOTOS AND MORE.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

2709 W Woodstock Road Woodstock VT 05091

Woodstock, VT2709 W Woodstock Road

Price$1,999,000

Est. Mortgage: $/month

MLS Number 4999581

  • Residential Single Family
  • Full Bath 10
  • Construction Existing
  • Bedrooms 10
  • Bathroom 12

Vermont is calling you! Experience the charm of Woodstock, VT with its quaint Main Street and enjoy the proximity to Killington Resort, just a short drive away. This exceptional property offers a unique blend of natural beauty and year-round recreational opportunities, perfect for creating lasting memories. Whether you're looking for a family compound or a multi-family investment opportunity, this property offers versatility like no other providing privacy while fostering a sense of togetherness. An ideal setting for gatherings and celebrations of all sizes. The Inn building includes a commercial kitchen, several dining rooms, a tavern,and six ensuite guest rooms. The residence is perfect for a more intimate gathering with an open concept main level kitchen/living/dining experience with 3 ensuite bedrooms upstairs plus a main level, king bed suite with kitchenette while the motorcoach can be used to generate income and/or offers a special glamping experience with stunning mountain and water views of its own. Snowmobile right from your backyard! All this along the Otterquechee River on 5.5 acres in Woodstock VT! Unbelievable opportunity and location

Listed by Susan Bishop of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1106 Church Hill Road Woodstock VT 05091

Woodstock, VT1106 Church Hill Road

Price$1,895,000

Est. Mortgage: $/month

Pending

MLS Number 4999471

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Travel a mile south of Woodstock Village on Church Hill Road and you'll discover a rural refuge that combines seclusion with proximity to village life. Two dwellings, a modern home and a separate cottage sheltered by woodland are discreetly sited overlooking a sparkling two-acre spring-fed pond. Each residence offers three bedrooms and two baths with open floor plans and single level living. The 2400 square-foot main house was designed to integrate indoors with the outdoors with light-filled rooms stepping out to lovely established gardens and a terrace paved with massive stones above the pond. The great room with cathedral ceiling and a bright, spacious kitchen both provide welcoming gathering spaces. A screened porch with built-in grill cove can be enjoyed during three seasons. The 1500 square-foot cozy cottage is centered on a relaxed family room with a fireplace adapted for more efficient woodstove use. From its hilltop position, the cottage's expansive deck offers views over an open meadow and down the valley to Mt. Tom. A detached workshop studio and a light-filled writer's cabin further complete the property's serene setting.

Listed by Laird Bradley and Danny Kogut of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1133 Atwood Lane Woodstock VT 05091

Woodstock, VT1133 Atwood Lane

Price$1,699,000

Est. Mortgage: $/month

MLS Number 4998131

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3

Beautiful country contemporary home offers the best of Vermont living.Private yet convenient,just 6 miles from Woodstock Village and within 30 min. drive to DHMC,Dartmouth College,& Upper Valley shopping, dining, arts and amenities.Set on 28.6 acres,the property feels like a private sanctuary w/ stunning views and southern exposure.Inside,warm wood floors & finishes flow through the open 1st floor.The updated kitchen and dining room feature floor-to-ceiling windows,while the expansive living room w/wood stove opens to a deck w/ firepit and mountain views.An office,mudroom w/ direct garage access,& foyer complete the main level. Upstairs, you'll find bedrooms,bonus rooms,& updated bath w/soaking tub. The 3rd fl. primary suite offers ample storage,a cedar closet,whirlpool tub, & sitting area.Outside,the property is a gardener's paradise with fruit trees, perennials, a greenhouse, garden shed, and trails.A finished,heated studio barn includes a 1-bedroom apartment,outdoor shower, & deck.This exceptional home is perfectly located for outdoor enthusiasts-just a short drive to Killington,Okemo,& Saskadena Six ski resorts,Woodstock Country Club,Silver Lake State Park & more.The Appalachian Trail,Marsh-Billings-Rockefeller National Park,Billings Farm and Museum & miles of hiking and mountain biking trails in Woodstock and surrounding towns are also close by.With owned solar power,a generator, & a home filled with light and views,this property is a must-see in Woodstock VT!

Listed by Tambrey Vutech of KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

2055 Church Hill Road Woodstock VT 05091

Woodstock, VT2055 Church Hill Road

Price$3,425,000

Est. Mortgage: $/month

MLS Number 4997626

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5

Nestled among verdant rolling hills, High Birch is located in one of the area's most desirable regions at the midpoint between Woodstock and South Woodstock Villages. Designed in 1976 by prominent New York architect Lewis Davis, of Davis, Brody and Bond renowned for his modernist skyscrapers that impacted the skyline of New York City, the home contrasts sleek interior spaces to the surrounding natural landscape. Private and tranquil with pristine views in every direction through walls of tall windows and sweeping ceilings, the rooms are spacious, bright and inspiring- ideal for entertaining and daily living, and communicate directly with exterior spaces, terraces and decks. The kitchen and bathrooms have all been entirely renovated by Studio Nexus honoring and accentuating the original Davis design. The multi-level Great Room is anchored by a raised, polished gray marble fireplace. The Primary Suite is located on the 2nd level featuring a curved wall of windows offering a panoramic view of the neighboring valley farms, complete with a spectacular spa like wet-room, dressing room and laundry. The 2nd level is further completed by three additional bedrooms and 2 bathrooms. The lower level has direct access to the 2-car garage, an office, and spacious bunkroom. The surrounding terraces and grounds are lovely with established perennial beds. There is a swimming/skating pond and a barn for animals, storage, or to house your own sugaring operation. Offered fully furnished.

Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.2% last updated on Sep 12, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity 

Copyright 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated September 19, 2024 1:28 PM EDT