Greater Woodstock Area Homes Between $500K and $1 Million

The greater Woodstock, Vermont area (including the towns of Barnard, Bridgewater, Hartland, Pomfret, Reading, West Windsor, and Woodstock) offers diverse real estate opportunities. Whether you’re looking for a historic home, a home in town near shops and galleries and all the amenities you need, a family home, a secluded getaway with lots of land, a vacation home, or investment real estate, the greater Woodstock area has plenty of choices.

Apart from beautiful homes and real estate, the greater Woodstock area of Vermont hosts some great cultural institutions and events like the Hall Art Foundation in Reading, the Woodstock Film Series, and Taste of Woodstock. Summer and winter recreation opportunities abound at Suicide 6 ski area and Mount Ascutney. For horse lovers, the Green Mountain Horse Association (GMHA) in South Woodstock has activities and events all summer long.

The greater Woodstock VT area could be the perfect place for a family home, a vacation retreat, rental property or investment real estate. Explore the homes below, then give Bassette Real Estate Group a call at 802-457-2244. Our agents and buyer brokers would love to help you find your perfect new home.

25 The Lane, Woodstock, VT 05091

Price$999,999

Est. Mortgage: $/month

MLS Number 4663484

  • Residential Single Family
  • Listing Agent Name Keri Cole
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4

EXCEPTIONAL 14 ACRE PROPERTY, MINUTES FROM WOODSTOCK VILLAGE. Beautifully constructed with custom details like gorgeous millwork, Brazilian cherry floors, high ceilings, gracious family rooms, and a massive granite fireplace, this spacious home is perfectly equipped to accommodate your family and friends in comfort and luxury. Two ponds, a contemporary barn, an antique barn on a fieldstone foundation, an open-air cottage, an automatic generator, an oversized two-car garage, and a finished lower-level family room make this home the perfectly equipped Vermont retreat. A screened breakfast room opens off the gourmet kitchen, and a generously proportioned mahogany-floored porch runs the length of the house - the ideal spot for breezy summer days spent admiring the views to Killington. The first-floor master suite offers his and hers walk-in closets, a steam shower, and a claw-foot tub, and each of the three ample guest bedrooms enjoys an en suite bath. This home checks all the boxes!

Listed by Keri Cole, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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

578 Masterson Road, Barnard, VT 05031

Price$999,000

Est. Mortgage: $/month

MLS Number 4659660

  • Residential Single Family
  • Listing Agent Name John Wetmore
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4

A dramatic Adirondack style log home that is designed with entertaining in mind! The well conceived interior features exciting living space with generous room dimensions, exposed post and beam construction, an open floor plan, cathedral ceilings, radiant floor heating and the timeless appeal of beautiful wood surfaces! On the main level, the 22'x22' Great Room features a multi-story cathedral ceiling, with a spectacular antique chandelier high above and also a wood burning fireplace. Opening from the Great Room is a 23'x18' kitchen/dining area that would comfortably accommodate a large gathering of friends or family. Completing the principal rooms, of the main level, is a 22'x16' primary bedroom suite. The second floor has 2 bedrooms, a full bath and a 20'x13' loft that overlooks the Great Room. A third floor 24'x20' yoga/meditation area offers a serene retreat. On the lowest level is a family room, laundry area, 3/4 bath and wine cellar potential. This manageable 5000 square foot main residence is further complimented, with a 900 square foot detached 2 bedroom log cabin guest house! A great vacation destination that is privately located, on 142 acres of diverse land, yet just 20 minutes from world class skiing at Killington or all the well known amenities of historic Woodstock Village! The property would be equally suited, as a comfortable year round residence, in a small Vermont town well recognized for community pride. Truly a benchmark to compare your dreams against!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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

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, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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

1539 Gulf Road, Barnard, VT 05031

Price$995,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4694326

  • Residential Single Family
  • Listing Agent Name John Snyder
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5

This is the perfect Vermont pastoral outdoor playground property: 84.4 acres, beautiful stone walls, and wide open lawns/birch groves which surround two massive swimming/fishing/kayaking ponds, which connect to each other via a stone waterfall right at the house. Direct access to the VAST trail for snowmobiling across Vermont to Canada. Newly built 2,900 sq. ft. fully insulated cement-floor barn-garage with multiple commercial overhead doors offers storage for 10+ motorized toys plus a large vehicle servicing workshop. The residence itself offers 5 bedrooms, 3 full baths, kitchen with wood-burning fireplace and a downstairs rec/game/bunk room. Attached 2 car heated garage and private deck off the kitchen overlooks both ponds. Mechanicals include a newly installed whole house automatic generator. The property is very close to a paved road just 12 minutes to Woodstock, and 2 minutes to provisions and activities at Barnard Silver Lake / The Barnard General Store.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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

1073 Bible Hill Road, West Windsor, VT 05037

MLS Number 4630300

  • Residential Single Family
  • Listing Agent Name Danny Kogut
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4

Located less than 15 miles from Woodstock in the desirable Bible Hill region of West Windsor, this spectacular 1861 historic post and beam cape-style farmhouse is one of the area's finest residences. Sited on an elevated knoll to optimize a panoramic view of Mt Ascutney and down the CT River Valley, this very special period home has been lovingly stewarded and thoughtfully renovated to the highest standard achieving the perfect unification of sophistication, functionality, comfort and convenience. The seamless flow of generous spaces is ideal for entertaining and daily living. The fabulous well-appointed chef's kitchen is complete with top-quality appliances, a pantry, woodstove and casual dining area. The spacious Living Room and Dining Room each have a wood burning fireplace. The main level Grand Master Suite features a luxurious spa/wet room complete with soaking tub, glass shower, sauna, Jack and Jill walk-in closets and powder rooms and a gorgeous view from every window! Step onto the stone terrace from the heated private sun-room into the hot tub and outdoor shower. Excellent potential for a B&B, an income producing home occupation, or a small horse farm in the heart of West Windsor's trail system. Central AC, State-of-the-art mechanicals, Generator, Art Studio, Attached Greenhouse, Barn, Pasture. See attached details list for a complete description of all this very special property has to offer. Easy access to I-91, Hanover, Upper Valley, skiing and recreation.

Listed by Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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

739 Westerdale Road, Woodstock, VT 05091

Price$995,000

Est. Mortgage: $/month

MLS Number 4728514

  • Residential Single Family
  • Listing Agent Name Richard Higgerson
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4

Constructed in 2003, this custom home on just under 11 acres of beautifully manicured land was designed with the vernacular architectural style of Vermont barns in mind and enjoys a location that is convenient to Woodstock Village and nearby Killington and Okemo ski resorts. The center of the open interior floor plan house is a magnificent Great Room with oversized windows, high ceilings, cherry floors and a granite hearth with gas stove. The Great Room opens onto a mahogany deck that overlooks established perennial gardens, stonewalls, a brook fed pond stocked with trout and mountain views to the south. A chef's kitchen with granite counters, cherry cabinetry, a generous center island work space and stainless appliances opens onto an inviting south facing sunroom with a vaulted ceiling and oversized windows. Three bedrooms and two baths on the second floor long with 1600 sqft of additional space ready for finish in the lower level & heated, attached, direct entry 3 car garage.

Listed by Richard Higgerson, Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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

1040 Dunham Hill Road, Woodstock, VT 05091

Price$990,000

Est. Mortgage: $/month

MLS Number 4705269

  • Residential Single Family
  • Listing Agent Name John Bassette
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

Incredible, breath-taking views of Killington and the Green Mountains from every room in this home. Every detail of this custom built Post and Beam masterpiece was carefully thought through by the owner/builder, a timber frame master craftsman. With an open floor plan, the main level of this magnificent home has a fabulous well equipped chef's kitchen with energy efficient appliances, plenty of cupboards for storage, a lovely dining space, and an expansive Great Room with field stone fireplace and soaring cathedral ceilings. The first floor master bedroom suite has spectacular views from its own private deck, cathedral ceilings, and master bath with walk-in shower, soaking tub, and double sinks. Two large second floor bedrooms provide plenty of space for a growing family, or hosting family and friends. The mostly finished basement is waiting for your finishing touches and pricing includes a generous allowance to wrap up the details and flooring choices. Top quality materials throughout this home with advanced systems and radiant heat. Separated from the main living spaces by a generous mudroom/laundry area, is a finished and over-sized 2 car garage to complete the package. A fantastic opportunity to enjoy the beautiful Vermont scenery only 2-3 minutes to the Fitness Center and 5 minutes to Woodstock Village. A great place to enjoy Vermont as a vacation retreat. Come see what this impressive home has to offer!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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

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, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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

18 Pleasant St, Woodstock, VT 05091

Price$895,000

Est. Mortgage: $/month

Active With Contract

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, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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

125 Hoadley Road, Woodstock, VT 05091

Price$885,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4631074

  • Residential Single Family
  • Listing Agent Name Carol Wood
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3

A handsome timber frame house situated on 78 acres of open and wooded land protected by conservation easement., designed to take advantage of privacy,quiet, an overflowing spring-fed pond and year round brook. Splendid solar exposure for great natural light .Living Room/Dining Room and Kitchen all open to each other and provide wonderful access to 4 decks opening to the pond, brook, and lovely perennial gardens. Kitchen features high quality appliances , custom cherry cabinets, with island/bar to provide a great gathering space while cooking and entertaining. Main level bedroom with bath , spectacular 2nd level master suite with cathedral ceiling, sitting room, balcony, walk-in closets and luxurious bath. Lower level consists of bedroom suite with sitting room and kitchenette. Exceptional grounds include trails for hiking, horseback riding, 24x28 barn could easily accommodate horses for this property which is in the center of the spectacular Green Mt. Horse Assoc. trail system. Just a short stroll to the village of South Woodstock and a 5 minute drive to the Woodstock Green. Convenient to skiing, spa, fitness center and recreation.

Listed by Carol Wood, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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

1377 POMFRET Road, Pomfret, VT 05053

Price$850,000

Est. Mortgage: $/month

MLS Number 4619306

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

This spacious, rambling cape-style home is sited alongside the barnard brook, midway between woodstock village and suicide six ski area. Pomfret is considered one of vermont's most lovely places with rolling hills and meandering valleys. The home has been superbly expanded and renovated with modern mechanical systems, insulation, thermal windows and state-of-the-art hvac for comfortable year-around living. Two master suties offer views down the active brook to a private footbridge providing access to the expansive fields. A detached barn enables enjoyment of the pleasures of rural life with animals, gardens and outdoor recreation. An ideal location and truly 'turn-key'.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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

2769 Cloudland Road Drive, Pomfret, VT 05067

MLS Number 4721075

  • Residential Single Family
  • Listing Agent Name Lynne Bertram
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4

Listed by Lynne Bertram, Lynne Bertram Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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 2019 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. 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 January 22, 2019.