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.

Greater Woodstock VT Homes for Sale

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.

738 Stage Road Pomfret VT 05067

Pomfret, VT738 Stage Road

Price$950,000

Est. Mortgage: $/month

MLS Number 4843827

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,309

Located on the old stagecoach road 4 miles north of the Woodstock Village Green, this 1780's expanded post and beam cape is a wealth of antique charm, character and history. Lovingly stewarded over centuries honoring the period detail, including original hand hewn beams, wide plank floors, solid oak walls and five fireplaces. The spacious country kitchen has an impressive walk-in fireplace with a pellet stove. The spacious, attached, antique carriage barn with cathedral ceiling is the perfect "great room" to entertain large gatherings. Relax on the spectacular "summer porch" connecting the main house to the barn complete with a wood stove and heat lamps overlooking The Barnard Brook, which laces through the grounds providing a tranquil background sound, and a cool escape on a summer day. There is a separate apartment/office over the barn. Comprised of two separate parcels (3AC, 17+AC), the property is an exceptional opportunity for a family compound, with a bucolic mix of level ground, verdant rolling hills, and wooded land with an impressive inventory of hardwoods and trails. Perfectly suited for horses, livestock, extensive gardening, and so much more. There are ancient apple trees, mature lilacs, copious, established perennial beds that run along the brook. The property abuts The Appalachian Trail park to the north and east for hiking and recreation. Walking distance to Suicide Six, Teago Store and PO, The Grange Theater and The Artistree.

Listed by Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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1606 BRIDGEWATER CENTER Road Bridgewater VT 05035

MLS Number 4766474

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 4,794

Maple Lane Farm is one of the areas earliest homesteads with land used as a cornfield by a local farmer fronting on the North Branch of the Ottauquechee River. The historic 1790 Cape farmhouse and approximately 130 acres is located across the road in a cluster of historic barns and stonewalled gardens. The property rises to the height of Southgate Mountain, where a rustic cabin was built as a private retreat with sweeping views over the valley south and westerly. The warm patina of time and character remains throughout the home, which has been updated with modern mechanical systems, wiring and plumbing. The town of Bridgewater is midway between Woodstock Village, Killington and Okemo Ski areas, offering a rural experience within close proximity to popular shopping and recreational amenities.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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9295 Pomfret Road Pomfret VT 05053

Pomfret, VT9295 Pomfret Road

Price$944,000

Est. Mortgage: $/month

MLS Number 4829953

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,584

Own a historic 1809 schoolhouse that has grown into a custom-designed country home. The living room is accented with new hickory floors, plenty of windows, and a brick fireplace with a woodstove. The spacious country kitchen features cathedral ceilings, antique beams, large windows, a grand center butcher block island, and wood cookstove. The ground floor ensuite bedroom boasts a bathroom with a large jetted tile tub, walk-in shower, sauna, and radiant heat. The cozy artistic dining room is wonderfully decored with a life-size chess board mural, and track lighting to set the mood. Relax in the family room with its fireplace, a great place to study, or retreat. The unique upper-level bedrooms are centered around a charming play space and Dutch doors to the individual bedrooms. This home's far side offers two more bedroom spaces and a screened porch to relax and view the heated pool, gardens, and barn. This pool is heated, the yard is fenced, and a barn with storage, room for animals, and an open second-floor recreation space ample for a studio, fitness center, or even indoor basketball. The extensive garden space has an active asparagus patch, raised beds, berry bushes, and plenty of tillable space to grow your choice vegetables. This Home is nestled high above the road on a knoll and is located conveniently within minutes of the Upper Valley and pleasantly accessible to Pomfret/Woodstock. You'll be pleasantly welcomed on your visit of this property and all it has to offer.

Listed by Eric Johnston, Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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326 Hall Circle Woodstock VT 05091

Woodstock, VT326 Hall Circle

Price$929,000

Est. Mortgage: $/month

MLS Number 4837802

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,949

This super timber framed home is privately sited to take advantage of sweep southerly views over hayfields and forest land protected by a development restriction as gift by Laurence & Mary Rockefeller to the National Park. Expansive open spaces provide a casual living environment on three floors. Gathering areas on the primary living level include an eat-in kitchen with gas cook-top & grill, new double ovens & new refrigerator. The inviting, sunny kitchen opens to a dining area warmed by a Vermont Castings wood stove. The great room is configured with a media area & a living room centered on the wood-burning fireplace. The third floor offers a private master bedroom with designer bathroom ensuite & a separate study/bedroom. The walk-out lower level has views over a stone patio & lawn to distant hills and valleys. Another handsome enamel coated Vermont Castings wood-stove warms the family room area on this level with two bedrooms & a spa bathroom that with Finnish dry sauna and a steam shower. A modern synthetic deck spans the length of the primary living level with another deck off the master bedroom. A woodland trail winds uphill through the property to a point just west of the ridgeline boundary of the Suicide Six Ski Area. Priced fully furnished & equipped with quality appointments for ease of occupancy during these challenging times.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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898 Barnard Road Woodstock VT 05091

Woodstock, VT898 Barnard Road

Price$899,000

Est. Mortgage: $/month

MLS Number 4843539

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,608

Prime location in Woodstock. Located a minute to Woodstock Village and Marsh-Billings-Rockefeller National Park. First time offered since 1975. Circa 1771 "Hillside" is a special property on over 31+ acres with beautiful views everywhere you look. The sprawling 5 bedroom/ 4 bath Farmhouse is the perfect place to entertain family and friends. The home has a mudroom/pantry that leads you into a large eat in kitchen. Walk out to the screened porch to sit back and enjoy your morning coffee and soak in the sweet views. The main level of the home has the original hand hewn wood beams and consists of a formal dining room, living room with wood burning fireplace, cozy library with hearth and fireplace, first floor guest room, and full bath with clawfoot tub. Take the main staircase to the second level where you will find a spacious primary bedroom suite, and two more bedrooms one which is being used as an office currently. The third level has a guest bedroom, hangout room and bathroom. The home has a spacious floor plan with the option to turn one area back to an in law suite. As you head outside you will enjoy the very private backyard with stone patio and gazebo. Stroll down to the 3 level barn and let your imagination fly. The barn is 3 barns that were merged together. This could be a great place to have a home business, artist studio or renovate it as extra recreation or sleeping space. Close to Suicide Six. Schedule a tour of this Woodstock property today. It will not last.

Listed by Marni Rieger, KW Vermont-Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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3759 Royalton Turnpike Barnard VT 05031

Barnard, VT3759 Royalton Turnpike

Price$895,000

Est. Mortgage: $/month

MLS Number 4833387

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,350

Featured in Early American Life, an unbelievably beautiful modernized home and estate with extensive period details on 25.5 acres with magnificent mountain views. This circa 1815 Center Chimney Cape was moved from Nova Scotia with original flooring, wall paneling, and detailing - meticulously rebuilt in a quintessential Vermont setting with timber frame barns, rolling meadows, ponds, mountain views, & mature landscaping. The home is anchored by a classic center chimney with four working fireplaces and rare & stunning white washed wood ceilings. With extensive cabinetry, soapstone sinks, and granite counter-tops, the kitchen is gorgeous and boasts a La Cornue dual fuel range and french door refrigerator. The gourmet in you will appreciate the extensive walk-in butler's pantry with over-sized side by side refrigerator/freezer, prep sink, built-in dishwasher and plenty of cabinets for storage. An open floor-plan family/entertaining space allows you to show off your culinary talents to friends and family. The overall look and feel of this sunny home is just beautiful with all the modern up-to-date conveniences and radiant floor heat. Enjoy a leisurely lunch on the deck or stone patio taking in the gorgeous views and rolling meadow valleys. Sturdy rebuilt timber frame barns (one a circa 1790 English scribe rule hay barn) are available for animal use, farming, an artist studio, or just storage. Close to the Twin Farms Resort. Don't miss out on this fantastic opportunity.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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25 Lincoln Street Woodstock VT 05091

Woodstock, VT25 Lincoln Street

Price$895,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4841644

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4

The Watkins Farmhouse was built in 1868 on a prominent knoll overlooking the Ottaquechee River Valley, the distant hills of Pomfret and nearby Mt. Tom. As such, this classic center hall colonial also enjoys a wonderful view over Woodstock Village and Billings Farm today. Spacious in size and offering the elegantly proportioned rooms of a classic period in American architecture, the 3,688 square feet that make up the interior of this home were completely renovated in 2018 by an award winning builder with an eye towards easy comfort and sensible function. Those extensive renovations included the addition of a wrap-around porch to capture the view and hillside breezes, a total renovation of the attached working barn. The house also received the installation of a state of the art kitchen, a hidden magnolia surround sound entertainment system in the living room and one of the most spectacular 3rd floor Master Bedroom/Spa Baths that we have seen. Soak in your tub as you look across the river at the hill of Pomfret and the valley below. The parcel of land is a surprisingly generous .66-acre village parcel with level areas for gardens, a beautiful stone patio. The house is part of a larger multi-unit development that will be completed in 2021. Virtual showings ONLY using our online assets prior to physical entry into the property.

Listed by Richard Higgerson, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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362 UPPER Road Bridgewater VT 05035

Bridgewater, VT362 UPPER Road

Price$835,000

Est. Mortgage: $/month

MLS Number 4741360

  • Residential Single Family
  • Construction Existing
  • Bedrooms 13
  • Bathroom 11
  • Square Feet 6,246

Perfectly suited for either residential or commercial use, this unique property is anchored around an antique cape farmhouse built when the township was founded. In an exceptional location, close to both the historic village of Woodstock and Killington Mountain Ski Resort, and within walking distance of the Long Trail Brewpub and the Bridgewater Corners Country Store; the beautifully landscaped four acre grounds feature an in-ground swimming pool with sheltered deck overlooking the Ottaquechee River Valley. The spacious, sunny, 6,200 square feet of living space is arranged into two sections connected by an enormous commercial grade kitchen. The larger section, continuously and profitably operated as October Country Inn since 1975, has 10 bedrooms, 11 baths, two large dining/meeting /game rooms, and a spacious living room. The other section, used as the innkeepers residence, has 3 bedrooms, 1 bath, office and private living area. A large semi-finished basement houses a commercial sized pantry, laundry area, large workshop and general storage. This property could easily be used as a private home for extended family, with room to grow into a special and affordable multi-generational family compound, or continued as a turn-key opportunity to step in and take over October Country Inn's long standing, excellent four decades long reputation for outstanding hospitality to the traveling public in the tradition of New England's country inns dating back over 200 years.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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492 Westerdale Road Woodstock VT 05091

Woodstock, VT492 Westerdale Road

Price$775,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4838691

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,214

THE COMPLETE PACKAGE! This gorgeous country compound is beautifully sited on 5.2 acres which includes a spacious 3 bedroom / 4 bath Country Gambrel style home, two-stall horse barn with insulated tack room and fenced pasture abutting riding/walking trails, in-ground pool, a two-car garage which includes a separate entrance heated office space, and a private but convenient location within minutes of the village of Woodstock. The Country Gambrel offers a functional and fun layout to enjoy all the seasons. The spacious and open living/dining room is ideal for entertaining family and friends. The Great Room with cathedral ceiling and fireplace is the perfect place to gather on a cold winter's night. Enjoy relaxing, taking in the view, and star gazing on the farmers porch. The eat-in kitchen opens to the screened porch and deck that overlook the pool area. Tiled entryway, mudroom, half-bath and laundry complete the main level.. The second level offers a master bedroom suite as well as two additional bedrooms and bath. The exterior grounds are a beautiful composition of lush and level lawn space, stonewalls, perennials, pastures, and a fabulous in-ground pool with patio. Truly an exceptional property to experience all that Vermont living has to offer!

Listed by Mary Mayhew, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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 42nd Street Hartland VT 05048

Hartland, VT5 42nd Street

Price$765,000

Est. Mortgage: $/month

MLS Number 4812140

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,632

Well maintained and impressive antique colonial with accessory income earning dwellings situated on 41+ acres. The home is grand and gracious and has been well kept over the past 100 years. The main house has a large country kitchen with plenty of cupboards for storage and counter-tops for prep work, there is a quaint breakfast nook, a formal dining room, and spacious living room to host family and friends. Two large enclosed porches add to the available space for hosting as well as a lovely stone porch and a pergola covered deck. The location would be great for a home occupation and is directly off the Windsor Hartland Exit 9 off of Interstate 91. Live in the 5 bedroom/2.5 bath main house and offset your mortgage by receiving approximately $4,100/mnth rent from the accompanying 3 apartments and 2 mobile homes. The majority of the 41 acres is behind a hill, down a town road, and would support additional development. There is a very large barn on the property that can support a large trailer or heavy equipment, additional rental space, or workshop space, and excellent road frontage on RT 5 will support a thriving business if desired.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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160 Hammond Hill Road West Windsor VT 05037

MLS Number 4838789

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,200

Beautiful southerly views of Mt Ascutney. Private but accessible. 20X40 heated in-ground pool. 36x36 horse barn, fencing, and outdoor ring. Photovotaic and hot water solar panels. Mini-split A/C, radiant floor heat, cherry floors, open floor plan, large wrap-around deck, full walk-out basement, separate guest suite with private entrance above garage. Cable internet.

Listed by Seth Warren, Seth Warren Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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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12 High Street Woodstock VT 05091

Woodstock, VT12 High Street

Price$699,500

Est. Mortgage: $/month

Active With Contract

MLS Number 4835346

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,423

EXCEPTIONAL VILLAGE PROPERTY! Wonderful opportunity to own a terrific turn-key home in the heart of Woodstock Village. This 3 bedroom home, each with ensuite baths, was designed to enjoy easy access to the vibrant village life of Woodstock with it's wonderful restaurants, shops, arts/theatre, and abundant recreational activities. The open concept main living area is beautifully accented with a gorgeous updated and newly applianced kitchen, hardwood cherry floors, cathedral ceiling, and a picturesque view of Mount Tom and village life! The two additional bedroom suites for family/guests are both ample and private. The backyard and deck are perfect for relaxing, entertaining, and space to garden or take in the village street scape from the front deck. Intelligently designed mechanical systems that include radiant heat, central air, and state of the art Tesla Battery System will keep you comfortable and will give you peace of mind throughout all the seasons. The added bonus of the attached and heated 2 car garage with 4 additional off street village parking spaces makes this truly a unique village property!

Listed by Mary Mayhew, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 2021
* 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 2021 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 17, 2021.