Woodstock VT Historic Homes

View a list of historic homes for sale in Woodstock Vermont below and contact me if you would like more information about individual properties.  You can also create an account for free to save all of your favorite Vermont real estate listings.  

6656 South, Woodstock, VT 05071

Price$749,000

Est. Mortgage: $/month

MLS Number 4668474

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Stories 2
  • Construction Existing

1840 farmstead with Antique post and beam cape, lovingly restored by present owner of 39 years. It includes a post and beam barn with horse stalls and fenced paddocks. A separate 40 x 20 heated building with half bath has potential for a home business, shop or hobby space. An attached, income-producing, one-bedroom apartment with private entrance can also serve as guest quarters. Over 1100 feet of the Kedron Brook runs through the property. The house includes a large country kitchen, a formal living/dining room with wide board floors and working fireplace, and a spacious family room which opens to a private stone terrace with lovely perennial gardens. Fiber optic Internet connection is available with symmetrical speeds of up to 700 Mbps.

Listed by Jason Saphire of www.EntryOnly.com

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Oct 26, 2017
* 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 A VisitAsk A QuestionMore Details

21 Mountain, Woodstock, VT 05091

Price$1,495,000

Est. Mortgage: $/month

MLS Number 4665864

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Stories 2
  • Construction Existing

This gracious, historic 1849 Brick Gothic Revival Cape on 1.14 acres abuts Mount Tom & the Marsh-Billings-Rockefeller National Historic Park. Rare Mountain Avenue location combines the convenience of Village life in a lovely setting within a four-minute walk to vibrant downtown Woodstock. This 3,500+ sq. ft. well-maintained home, surrounded by established gardens, offers 5 bedrooms, 4 baths, hardwood floors, original window & other distinctive historic features. The modern kitchen includes a 6-burner gas range, convection wall oven, built in refrigerator, butcher block counter-tops & plenty of cupboards for storage. Adjacent to the kitchen, the family room provides an inviting eating area and cold winter nights are made more comfortable by the warmth of a Vermont Castings woodstove. The fenced brick courtyard off the kitchen adds additional living space in warm weather months. Larger gatherings are accommodated in the formal dining room with decorative fireplace & charming built-in cabinets. The bright, spacious living room has built-in bookshelves to store your games & family photos, and is a perfect place for entertaining. A private master bedroom suite has its own bath, walk-in closet, & lovely views of the back lawn; and the other bedrooms & bathrooms offer comfortable space for a growing family to host extended family & friends. Large in town lot along a tree lined street gives privacy & solitude from Village events. This is a unique home in the heart of Woodstock!

Listed by John Bassette of Bassette Real Estate Group

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Oct 26, 2017
* 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 A VisitAsk A QuestionMore Details

151 Happy Valley, Woodstock, VT 05091

Price$299,000

Est. Mortgage: $/month

Pending

MLS Number 4662669

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 1
  • Stories 1.5
  • Construction Existing

A historic piece of Woodstock history in the quaint village of Taftsville. Lovingly restored, 1842 cape, w/3 bedrooms and bonus room on 1.48 acres, still has the original windows & wide pine floors throughout. History abounds in the nooks & crannies of this historically registered home. Modern up to date kitchen has a 6 burner Kitchen-Aid gas stove, tin ceiling & back splashes, large French door refrigerator w/produce drawer & freezer compartment, soapstone counters, & enamel sinks. For cozy family dining eat-in the kitchen near the gas fireplace, or for entertaining extended family & friends move into the formal dining area. A tucked away office gives you a private space to escape from life's busy days. On those hot summer days, move out to the fully fenced, heated, saltwater in-ground pool. Nearly maintenance free & no harsh chemicals. A perfect place to barbecue & entertain from May to October. Plenty of space for kids & animals to play in the fully fenced in yard or have a bunch of chickens in the Amish built coop. Updated electrical panel, plumbing & water purification system. New roof. Spray foamed basement. History, character, & charm with all the modern conveniences of 21st century living, & only 5 minutes to Woodstock or 15 minutes to the Upper Valley. Convenient location with quiet, small town living yet close to schools & major shopping areas. Close to trail systems for walking, running, hiking, snowshoeing. A great place to raise a family. Come take a look today!

Listed by John Bassette of Bassette Real Estate Group

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Oct 26, 2017
* 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 A VisitAsk A QuestionMore Details

63-67 Central Street, Woodstock, VT 05091

Price$950,000

Est. Mortgage: $/month

MLS Number 4657213

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 8
  • Stories 3
  • Construction Existing

Live in this well-cared for, immaculate historic building in the center of the quaint village of Woodstock, VT and enjoy walking to many of the interesting establishments and places the town has to offer. This building presently offers five residential apartments and two commercial spaces. The four long term rentals can be short-term again as they were a few months ago if one desires. The studio apartment is part of the business below and can be rented short-term. Owing to its configuration, it is very versatile in its possibilities. The present commercial space can be easily converted to residential living. A location like this one is difficult to find.

Listed by Phyllis Morris of Montshire Properties

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Oct 26, 2017
* 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 A VisitAsk A QuestionMore Details

327 Fletcher Schoolhouse Rd., Woodstock, VT 05071

MLS Number 4644250

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Stories 2
  • Construction Existing

Bybrook Farm is a picturesque country estate , built in 1797, and completely restored with historic integrity and deluxe amenities, including custom hand planed cabinetry and finishes , reclaimed wood floors , hand hewn beams and decorative painting by renowned artist Kevin Paulsen. Sited on 26 acres, with an exquisite brook that meanders throughout the property and leads to a picturesque spring fed pond .Gorgeous and varied regional views. A rare combination of brook, pond, rolling hills, forest, mature gardens, and original stone walls, complete with charming farmhouse , classic wooden bridge and quintessential Vermont red barns. A moments stroll to historic hamlet of South Woodstock and nationally acclaimed Green Mt. Horse Association equestrian center . The best of serene country living with easy access to downtown Woodstock and nearby equestrian, golfing , tennis, skiing, restaurants, spa and fitness facilities. 5 bedrooms in the Main House, and Guest House and 2 separate kitchens provide for cozy relaxation or entertaining friends and relatives. Settle in on the stone terraces or open air porches that overlook the rushing brook ; swim , fish or relax by the serene pond; take a nature walk in the forest ; ice skate on the pond ; snow shoe or cross country ski right out your back door. Enjoy the best of spring wildflowers , summer sunshine , fall foliage and winter wonderland in this unique property. Fun for two or twenty , with separate spaces for all to enjoy !

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Oct 26, 2017
* 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 A VisitAsk A QuestionMore Details

1135 West Woodstock Rd, Woodstock, VT 05091

Price$184,900

Est. Mortgage: $/month

MLS Number 4638184

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 2
  • Construction Existing

Absolutely adorable early extended cape featuring beautiful wood floors throughout. Recently renovated with new insulation and windows while retaining the antique features. The extension has been insulated and is ready to finish into more living space. Large deck to the back yard is perfect for entertaining. Large yard offer space for playing and gardening. Property is zoned for residential/light commercial use. Great value !!!

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Oct 26, 2017
* 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 A VisitAsk A QuestionMore Details

24 River, Woodstock, VT 05091

Price$1,250,000

Est. Mortgage: $/month

MLS Number 4624692

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Village Woodstock
  • Stories 2

Exceptional location- nestled on the banks of the Ottaquechee River in the heart of historic Woodstock Village- beautiful sprawling lawn down to the river, handsome landscaped gardens with charming potting shed made of old antique barn boards and cedar shingles. The yard is private and quiet -a perfect area for entertaining or retreats. This residence is comprised of the original section of the cape and a large addition to the back with an open floor plan. Large spacious, sunlit rooms with wood floors throughout the home. First floor features a large living room/dining room and sun room accented by a wood burning fireplace and french doors that lead out to a lovely porch overlooking the river and spacious backyard. There is a quiet den, large office and 4th bedroom with bath also on first floor. Second floor features large master suite and 2 more guest ensuite bedrooms. Large 2 bay detached garage finishes this charming property. Five minute walk to all walking trails on Mt Tom- shopping, theatre and restaurants-

Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Oct 26, 2017
* 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 A VisitAsk A QuestionMore Details

2033 South Road, Woodstock, VT 05091

Price$425,000

Est. Mortgage: $/month

MLS Number 4619630

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Stories 3
  • Construction Existing

Intelligently renovated, well-maintained and move-in ready 4 BR 3 BA historic home with the beauty of 150 year old wide pine floors and exposed beams superbly contrasted with the wonderfully renovated kitchen and updated baths. Surprisingly charming property with pond, large lawn, great landscaping, fire-pit and terrific brook make it the ultimate easy getaway with easy access to everything or a great family home! Convenient access to Woodstock Village, Woodstock Inn & Fitness Center, and GMHA.

Listed by Mary Mayhew of Snyder Donegan Real Estate Group

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Oct 26, 2017
* 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 A VisitAsk A QuestionMore Details

11 The Green, Woodstock, VT 05091

Price$1,495,000

Est. Mortgage: $/month

MLS Number 4615134

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 5
  • Stories 2
  • Construction Existing

"The Fitch House" This handsome brick federal sits next to the Middle Covered Bridge above a bank of the Ottauquechee River looking on to the picture perfect village green of Woodstock! Gorgeous original detail finish work adorns each of the 11 rooms of this magnificent home along with 4 wood burning fireplaces. Enjoy walking the charming village streets, hiking the trails of the national park, attending cultural events, and dining and shopping at the fabulous restaurants and shops!

Listed by John Snyder of Snyder Donegan Real Estate Group

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Oct 26, 2017
* 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 A VisitAsk A QuestionMore Details

61 River, Woodstock, VT 05091

Price$1,295,000

Est. Mortgage: $/month

MLS Number 4612073

  • Residential Single Family
  • Bedrooms 10
  • Bathroom 12
  • Stories 2
  • Construction Existing

This is your opportunity to live the life you've imagined. Own a multi-award-winning and internationally renowned bed and breakfast in America's most beautiful village. Conveniently situated within walking distance of downtown Woodstock, Vermont, this nine-room bed and breakfast is the only Woodstock lodging property to abut the Marsh-Billings-Rockefeller national park - the only national park in Vermont! Renovated and refurbished to a high standard with a keen eye for comfort and creativity, the Woodstocker boasts hand-built custom kitchens, fabulous and inimitable baths, and vibrant guest spaces, making this property the ideal place to live and work. With 16 awards in 11 years, the Woodstocker Inn offers a robust active business and continues to benefit from the current owners' investment in and commitment to organic growth; a magnificent owners' carriage house - complete with private garden! - was finished in 2016, and a new website is set to launch in 2017. With only three owners in more than 30 years, this is a rare opportunity and not to be missed!

Listed by Keri Cole and Danny Kogut of Williamson Group Sothebys Intl. Realty

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Oct 26, 2017
* 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 A VisitAsk A QuestionMore Details

17 Mountain Ave, Woodstock, VT 05091

Price$1,449,000

Est. Mortgage: $/month

Pending

MLS Number 4503929

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Stories 1.5
  • Construction Existing

It has been written that Woodstock, Vermont is prettiest small town in America. In keeping with its charm, history and appeal is this classic village cape located on the north side of bucolic Mountain Ave. With a white picket fence, extensive gardens, substantial yard and timeless taste both inside and out, this 4-bedroom 5-bathroom home is a rare and exceptional Woodstock offering. Bordered by town forest with views to the top of Mt. Tom, 17 Mountain Avenue is walking distance to all that the village has to offer yet is private and peaceful on 2.19 acres. For those who seek comfort and class surrounded by beauty and community with direct access to nature and village amenities, this property is a perfect fit. Broker related to seller.

Listed by Christopher Lang of LandVest, Inc/Woodstock

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Oct 26, 2017
* 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 A VisitAsk A QuestionMore Details

31 Elm St, Woodstock, VT 05091

Price$1,249,999

Est. Mortgage: $/month

MLS Number 4487463

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 6
  • Village Woodstock
  • Area Village

Lovely in-town classic, historical colonial, just steps from the center of Woodstock. Excellent condition. Entire house completely renovated in 2002. Large gourmet kitchen, with island, DCS range stove and Bosch dishwasher. Beautiful master bedroom suite with sitting room and must-see marble master bath. Traditional study/den and dining room with custom built ins. Original hand-hewn exposed beams can be seen in many of the rooms. Third floor dorm sleeps 8, and seconds as playroom with ensuite bath and double showers. Absolute must see. Broker owned.

Listed by Jennifer Falvey of Snyder Donegan Real Estate Group

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Oct 26, 2017
* 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 A VisitAsk A QuestionMore Details

4 Mountain Avenue, Woodstock, VT 05091

Price$1,950,000

Est. Mortgage: $/month

MLS Number 4466642

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 4
  • Area Village
  • Stories 2

Sited on a prime half acre parcel which fronts the Ottauquechee River and adjoins Woodstock's scenic covered bridge, Governor Washburn House is named for Peter Thacher Washburn, Vermont's 31st governor. Described in the National Historic Register as "a superb example of an austere Greek Revival block," this home enjoys substantial 1993 addition and subsequent comprehensive renovations combining beautiful antique detailing and marvelous modern function. Front entry opens to cathedral ceilings, finely crafted stairs and multi level windows providing wonderful light. LR with marble fireplace features high ceilings and crown moldings with French doors opening to the private rear porch. DR offers a fireplace, coffered ceilings, and generous proportions. Kitchen with fireplace includes dining area, generous work island and high-end appliances. Upstairs are luxurious master suite with fireplace, 3 family bedrooms sharing 2 baths. Lower level has a family room/BR, utilities and storage.

Listed by John Snyder of Snyder Donegan Real Estate Group

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Oct 26, 2017
* 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 A VisitAsk A QuestionMore Details

21 PLEASANT STREET, Woodstock, VT 05091

Price$995,000

Est. Mortgage: $/month

MLS Number 4353446

  • Residential Single Family
  • Bedrooms 10
  • Bathroom 10
  • Village Woodstock
  • Stories 3

The Charleston House has been successfully operated as B&B Inn since 1984, when it was restored under the auspices of National Historic Registry standards. The elegant circa 1832 Federal Greek Revival architectural style residence occupies a site at the gateway to Woodstock Village across from the Civil War Memorial park enjoying the financial benefit of the high profile location. Superbly furnished with a blend of quality reproduction & antique furniture & furnishings the owners provide guests with the ambiance of yesterday in 21st Century comfort. Offered fully furnished & equipped to continue as a hospitality enterprise.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Oct 26, 2017
* 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 A VisitAsk A QuestionMore Details

Broker Reciprocity

Copyright 2017 Northern New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. Subject to errors, omissions, prior sale, change or withdrawal without notice. This web site is updated daily.