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.  

2876 Hartland Hill Road, Woodstock, VT 05091

MLS Number 4721296

  • Residential Single Family
  • Listing Agent Name Christopher Lang
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

Classic Vermont farmstead featuring "big house-little house-back house-barn" architecture located on Hartland Hill 1.4 miles from the Village of Woodstock. Ideally suited for equestrian purposes or other types of farm animals. The house, built in 1807 using hand-hewn timber frames, has four bedrooms, three bathrooms, a living room, family room, dining room & kitchen. Features include exposed beams, original wide-pine floors and a field-stone fireplace. The attached 47' x 48' post & beam barn, one of the nicest in Woodstock, includes a half-court basketball court, large hayloft, central parking bay, grain room, two stock yards, five box stalls and exterior paddock. Four-bedroom mound septic system installed Nov, 2009. Multiple upgrades to house in the past 5 years including new windows, new standing seam roof, rebuilt chimneys, new oil tanks, new exterior deck, fencing and new barn lighting. Conveniently located on the east side of Woodstock with quick access via Happy Valley Road to points east including Dartmouth College and Hanover, NH. The current owner is the sister of the listing broker.

Listed by Christopher Lang of LandVest, Inc/Woodstock

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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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.

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151 Happy Valley Road, Woodstock, VT 05091

Price$324,900

Est. Mortgage: $/month

MLS Number 4718358

  • Residential Single Family
  • Listing Agent Name John Bassette
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3

HOUSE and SALT WATER IN-GROUND POOL: This historically registered home sits in the quaint village of Taftsville. It is a lovingly restored 1842 cape with 3 bedrooms on 1.48 acres. The home has wide pine board floors and a modern up to date kitchen with a 6 burner Kitchen-Aid gas stove, tin ceiling & back splashes, large French door refrigerator, soapstone counters, and enamel sinks. For cozy family dining eat-in the kitchen near the gas fireplace, or for entertaining move into the formal dining area or living room. A tucked away office gives you a private space to escape from life's busy days. History, character, and charm abound with all the modern conveniences of 21st century living. Updated electrical panel & wiring, updated heating system, new roof, plumbing and water purification systems, and a spray foamed basement. On those hot summer days, move out to the full privacy fenced, heated, saltwater in-ground pool. This was an expensive investment by the prior owner. Nearly maintenance free and no harsh chemicals. A perfect place to barbecue & entertain from May to October. There is even brook frontage for the purist. There is plenty of space for kids & animals to play in the fully fenced rear yard. Only 5 minutes to downtown Woodstock and 15 minutes to the West Lebanon Shopping Plazas. Convenient location with quiet, small town living yet close to schools and major shopping areas. Close to trail systems for walking, running, hiking, snowshoeing. Come take a look today!

Listed by John Bassette of Bassette Real Estate Group

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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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.

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43 Terrace Street, Woodstock, VT 05091

Price$349,000

Est. Mortgage: $/month

MLS Number 4713682

  • Residential Single Family
  • Listing Agent Name Keri Cole
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2

Walk to everything in Woodstock from this charming village home! Enjoy terraced stone walls with lush perennial landscaping and a lovely stone patio with views across Vail Field. A handsome kitchen boasts exposed beams, a center island, and sliding doors that open onto the patio. The light-filled loft provides terrific space for gathering, and two renovated bathrooms make the charming antique home comfortable and modern. With a possible third bedroom and an attached garage, this home can accommodate family and friends. With an excellent rental history and terrific proximity to all of Woodstock's amenities, this delightful property is not to be missed!

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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.

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20 RIVER STREET, Woodstock, VT 05091

Price$995,000

Est. Mortgage: $/month

MLS Number 4707913

  • Residential Single Family
  • Listing Agent Name Laird Bradley
  • Village Woodstock
  • Construction Existing
  • Bathroom 4

A superbly renovated FEDERAL-STYLE FARMHOUSE sited overlooking a sloping lawn fronting on a tranquil stretch of the Ottauquechee River. Viewed from River Street, the front porch retains the appearance of the long time configueration as a 'twin home', before the two sides were graciously reconnected in a return to the original design and layout. The floor plan features spacious main level rooms with Master Suite, Eat-in-Country kitchen, living-dining room a secluded study and wonderful 'river room'. The second floor offers 4 bedrooms and two mirrored bathrooms. Privately situated and tastefully landscaped with native plants and shrubs. A classic Village home within walking distance of all popular amenities and activities.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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.

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6656 South Road, Woodstock, VT 05071

Price$699,000

Est. Mortgage: $/month

MLS Number 4704059

  • Residential Single Family
  • Listing Agent Name Gretchjen Smith
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

This pre-Civil War farmstead is located on the southerly side of South Woodstock across from the Green Mt. Horse Association and with access to miles of horse riding trails. This property offers very good potential for economic or home business use in a separate Vermont-style building with heat, electrical service and 1/2 bath. A handsome timber frame is revealed with 9' ceilings above the spacious living-dining room. The country kitchen is an ideal place for friends and family to gather and enjoy a morning meal. The combination family room and library opens onto a broad patio, gardens and playground. Fiber optic cable access expands the possibilities to include IT endeavors and other enterprises requiring the ultimate in high-speed internet connectivity. The historic horse barn with paddocks is 'right sized' for recreational horse activity. Verdant, level fields and forested land enrolled in Current Use invite traditional Vermont pursuits. The homestead includes a guest apartment periodically rented and additional 'possibility' spaces for income and creative uses.

Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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.

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4 The Green, Woodstock, VT 05091

Price$1,650,000

Est. Mortgage: $/month

MLS Number 4702840

  • Residential Single Family
  • Listing Agent Name T Story Jenks
  • Construction Existing
  • Bathroom 7
  • Bedrooms 10

This elegant 1827 stone federal-style former residence is located on a quiet corner of the Woodstock Green and is one of village's historic properties. A complete renovation of the 6,800 square feet in 2010 brought back the impressive period finishes, and provided space for 5-6 office suites (3 kitchenettes) and a 4-bedroom 3rd floor apartment. The zoning, overall floor plan, large rooms, and high ceilings open the possibility for a single or multi-family property. Ten private parking spaces are located at the back of the building accessed from Mechanics Street. The building is zoned Central Commercial and has town water & sewer. 94% occupancy.

Listed by T Story Jenks of LandVest, Inc/Woodstock

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%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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.

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18 Pleasant St, Woodstock, VT 05091

Price$895,000

Est. Mortgage: $/month

MLS Number 4700852

  • Residential Single Family
  • Listing Agent Name Danny Kogut
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5

The Historic Eaton House is surrounded by a wealth of beautiful period homes in the heart of Woodstock's Historic District. This c1840 Greek Revival inspired home is on a .55 acre village parcel with a long, level manicured lawn fronting the Kedron Brook. The spacious bright rooms flow seamlessly for entertaining and daily living. The home has been thoughtfully stewarded over the years maintaining the period detail with quality updates and custom built-ins to accommodate modern living. Front and rear staircases access the five+ spacious bedrooms on the second level. The well proportioned living room features a wood burning fireplace. The formal dining room has lovely built- in china cabinets flanking french doors. The private outdoor deck is perfect for summer entertaining and relaxation. Attached 2 car garage. Top quality updated systems. Just a short stroll to the Outtauquechee River, and within blocks of shops, restaurants and all village amenities.

Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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.

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3364 West Woodstock Road, Woodstock, VT 05091

MLS Number 4700888

  • Residential Single Family
  • Listing Agent Name Mary Mayhew
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

This wonderfully updated 4 BR/ 3BA 1840's Cape on two acres is just 5 minutes from the village of Woodstock and 15 minutes from Killington Ski Resort. The wide pine floors and light filled rooms have that nice blend of rustic charm. An open and spacious kitchen/ dining area opens to a lovely and private deck that offers a nice flow for outdoor entertaining. Enjoy the winter months relaxing apres ski by the beautiful wood-burning fireplace in the living room or gather with friends and family for a game of billiards in the game room. The master bedroom has an ensuite bath and there are two additional baths for family and guests.The large, level, and sunny yard is ideal for gardening and recreating. Perfect location for either a primary residence or vacation home!

Listed by Mary Mayhew of Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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.

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5 Church Street, Woodstock, VT 05091

Price$945,000

Est. Mortgage: $/month

MLS Number 4698660

  • Residential Single Family
  • Listing Agent Name Keri Cole
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

EXTRAORDINARY RIVERFRONT HOME IN WOODSTOCK VILLAGE! Incomparably situated on nearly an acre of gorgeous lawns with direct river access and views of Mt. Tom, this historic village home has been impeccably updated and maintained. An open and airy kitchen boasts a gorgeous La Cornue range and a new Sub-Zero refrigerator - ideal for entertaining. Central air conditioning, a generator, and a new standing-seam roof make the antique home comfortable in every season. Large upstairs room provides flexible space for guest accommodation, a home office, or a play room. Walk to everything in New England's most beautiful village from this matchless Woodstock home.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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.

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28 The Green, Woodstock, VT 05091

Price$699,000

Est. Mortgage: $/month

MLS Number 4698305

  • Residential Single Family
  • Listing Agent Name John Wetmore
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

An elegantly proportioned brick townhouse, of genteel style and character, situated on the picturesque Woodstock Village Green! A gracious 3 story interior, with attractive antique detailing, 9 foot high ceilings, exposed beams, wood floors and multiple fireplaces. On the ground floor is the kitchen, a dining room with fireplace, a living room with fireplace, a classic entry hall and a half bath. On the second floor is a great room with fireplace, 2 bedrooms and a full bath. On the third floor is the primary bedroom suite, with walk-in closet and full bath. The front exterior of the residence features a formal covered entry. The rear exterior of the residence features an elevated brick patio. An useful amenity is off street parking. There is additional parking and storage in a detached garage. An opportunity to acquire a charming village townhouse residence, ideally located on the Woodstock Village Green!

Listed by John Wetmore of William Raveis Woodstock

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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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.

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202 Happy Valley Road, Woodstock, VT 05073

Price$697,500

Est. Mortgage: $/month

MLS Number 4683699

  • Residential Single Family
  • Listing Agent Name Keri Cole
  • Village Taftsville
  • Construction Existing
  • Bathroom 4

Enjoy the charm of an antique home with the convenience and efficiency of new construction! This gorgeous, fully and thoughtfully renovated 1840's cape with 2013 greek revival addition is nestled in the picturesque village of Taftsville, Vermont. A gourmet kitchen, first- and second-floor master suites, a four-season sunroom, a capacious mudroom, and a well-appointed pantry & laundry room accommodate living and entertaining with ease. With lovely westerly views, quick access to the Taftsville trail network, mature flowering and fruit-bearing perennials, and frontage along the Happy Valley Brook, this home is ideal for enjoying Vermont in all seasons. Walk to the charming Taftsville Country Store for mail and provisions or hop on Route 4 to take advantage of the close proximity to Woodstock Village and the rest of the Upper Valley. Two Tesla powerwall batteries will be installed this fall, capable of powering the whole house for over twelve hours!

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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.

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486 Benedict Road, Woodstock, VT 05071

Price$1,645,000

Est. Mortgage: $/month

MLS Number 4675093

  • Residential Single Family
  • Listing Agent Name Terry Davis
  • Construction Existing
  • Bathroom 7
  • Bedrooms 6

“Spring Hill Farm” located in the heart of Vermont's equestrian region. The renowned Green Mountain Horse Association and all the events are just up the road. This amazing property offers a 3,040 sq. ft. vintage 1820 stone cape, which has been elegantly restored while keeping the authentic charm and architectural beauty. The gourmet kitchen has stainless steal appliances, brick flooring, and pantry, along with a fireplace keeping a true country feeling. The formal dining room walls have hand painted murals, and the large gathering room, perfect for entertaining, has vaulted ceilings with hand- hewn beams and built-ins. The house is set up with 4 bedrooms, 5 bathrooms, along with 5 wood burning fireplaces. The views of the barns and pastures can be had from most every room. Included is a 3,000 sq. ft. reclaimed barn of the same era that has been beautifully restored serving as a 3-bedroom guesthouse. The guest barn has a 2 story stone fireplace, wide pine floors, full kitchen, and a generous loft with a ¾ bathroom. On the lower lever are 2 additional bedrooms, a full bathroom, and a recreational room. To complete the package is a 5-stall barn with multiple fenced pastures. With over 6,000 sq. ft. of living space there is plenty of privacy for everyone. A truly idyllic piece of Vermont! The town office has the house listed as a 3 bedroom and the guest barn as a 2 bedroom; currently the house is set up with 4 sleeping areas and 3 in the guest barn.

Listed by Terry Davis of Engel & Volkers Okemo-Woodstock

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$
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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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.

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52 Pleasant Street, Woodstock, VT 05091

Price$595,000

Est. Mortgage: $/month

MLS Number 4669030

  • Residential Single Family
  • Listing Agent Name Dan Noble
  • Village Woodstock
  • Construction Existing
  • Bathroom 2

Charming Cape located in the Village of Woodstock over looking the Ottauquechee River with spectacular views rarely found in town. Walking distance to shops and restaurants. Zoned residential and light commercial, this versatile home can be both living and work space concurrently or easily converted into multiple family. Zoned for 11 off-street parking spaces, unheard of in the Village, and located close to public parking. Main house has 3+ bedrooms and ample living space including a large loft area great for kids. Exposed beams and hard wood floors throughout, there is a wood burning fire place as well as gas stove in the family room. Lovely sun room with deck and private backyard look out across Billing's Farm and beyond. There is a newly converted studio with wood burning stove, wood beams and 3 sets of sliding glass doors also with views of Billing's Farm. A must see in the Village!

Listed by Dan Noble of Snyder Donegan Real Estate Group

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$
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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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.

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327 Fletcher Schoolhouse Road, Woodstock, VT 05071

MLS Number 4644250

  • Residential Single Family
  • Listing Agent Name Carol Wood
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5

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

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$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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.

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24 River Street, Woodstock, VT 05091

Price$1,250,000

Est. Mortgage: $/month

MLS Number 4624692

  • Residential Single Family
  • Listing Agent Name Gretchjen Smith
  • Village Woodstock
  • Bedrooms 5
  • Bathroom 4

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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.

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Copyright 2018 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.