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.

540 West Woodstock Road Woodstock VT 05091

MLS Number 4872920

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,692

A charming cape style home in a location convenient to access the amenities enjoyed by living in Woodstock! Constructed for use as his own residence a local builder known for high standards and attention to detail created an interior that will please! Truly unexpected quality in a manageably sized 1540 sq. ft. home! Nicely separated from this residence a detached classic New England style building houses a 7 room office complex and 2 privately entered 1 bedroom apartments! Income with excellent tenants in place! Situated at the rear of the .8 acre parcel the cape residence is in an elevated sunlit location. Entering the residence from a large deck leads into an open floor plan which encompasses living room, dining area and attractively appointed kitchen. Located off the kitchen a cozy den offers privacy and the ambience of a wood burning fireplace. A full bath completes the 1st floor. The entire 2nd floor is dedicated to a primary bedroom suite with full bath and walk in closet. On the lower level is a large 2nd bedroom, laundry room and entrance to a 1 car garage. In the front of the parcel the highly visible income property features a 7 room office complex that would satisfy any professional! Components include a private conference room with fireplace, reception/work station room, private executive office, 2 additional offices, break room, filing room and several 1/2 baths! Separately entered the 2 apartments are well finished. A residence with the bonus of income property!

Listed by John Wetmore, William Raveis Woodstock

$
$
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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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119 English Mills Way Woodstock VT 05091

Woodstock, VT119 English Mills Way

Price$924,000

Est. Mortgage: $/month

MLS Number 4859269

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,824

NEW ROOF IN 2021. Meticulously maintained 5 bedroom, 4.5 bath, 4,824 sqft contemporary Saltbox situated on 5.1 acres just four minutes to Woodstock village. This includes a large and gracious lower level In-Law/Guest suite with a substantial kitchen, dining, and a generous bedroom that could double as a home office, rental, or guest quarters. There is a lovely 2002 Living/Great Room expansion with floor to ceiling windows with plenty of light and a substantial center fireplace for easy evening conversation. Additionally, the large modern kitchen has cherry cabinetry, lots of counter space, and a practical kitchen office area. The Family Room has an attractive Woodstock soapstone stove that comfortably heats the home. We round out the first floor with a practical mudroom, an extra den, a formal dining room, & custom wide-board milled cherry flooring throughout. Privately located, the first-floor master bedroom en-suite boasts a large walk-in closet and high ceilings with lots of windows that make the room sunny & bright. The second floor layout includes a second Master Bedroom suite with private bath and two additional large bedrooms with a common hallway full bath. Outside: Large wrap around deck, 2 car attached garage, sunny grounds, perennial gardens framing brick walkways, and adjacent to Mt Tom's hiking trails. Close to Suicide Six ski area too! There is view potential if you cut a few trees and it's just 2 miles to town! Be sure to see the 360 Matterport Virtual Tour!!

Listed by Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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1214 Gulf Road Barnard VT 05031

Barnard, VT1214 Gulf Road

Price$895,000

Est. Mortgage: $/month

MLS Number 4881078

  • Residential Single Family
  • Square Feet 1,945
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing

1214 Gulf Road, Barnard Vermont - Privately situated on 30.2 lovely acres on a beautiful, quiet gravel road just one minute to VT Route 12, four minutes to the Barnard General Store/Silver Lake and 12 mins to Woodstock, this charming move-in-ready three bedroom two bath cape is the perfect primary or getaway/escape house. The owners designed and built the residence for themselves and have beautifully maintained the house as their primary residence. Features include a wood-shake roof, gourmet kitchen with cherry cabinets and high-end appliances and an historic cook woodstove, family room, den/office, bath/laundry and formal dining room on the first level. Upstairs are three bedrooms and a full bath. The full size lower level is used as storage and mechanicals, but can easily be converted into more finished living space, if desired. The house is privately situated from the road, but tucked in with an easy driveway. A lovely in-ground heated pool has been well-maintained for lounging on hot summer days. A nice open lawn with beautiful stone walls is perfect for outdoor games and activities. Excellent mechanicals including high speed fiber-optic (EC Fiber) internet and automatic whole-house propane backup generator. 1214 Gulf Road is located on the Woodstock side of Barnard - a lovely pastoral drive from Woodstock, I-89/I-91, Hanover/Lebanon and points beyond. This simple, easy-to-maintain house is perfect as either a primary or a second home and is move-in-ready.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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4946 South Road Woodstock VT 05071

Woodstock, VT4946 South Road

Price$895,000

Est. Mortgage: $/month

Pending

MLS Number 4871947

  • Residential Single Family
  • Square Feet 3,440
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5

Lilac Cottage is a most charming Gothic Revival home in South Woodstock Village. Lovingly restored with a new addition that can be used as an in law apt. or used completely by one family. A new 2 car garage with ample overhead storage is a very recent addition . The lawn is beautifully landscaped with stone walls and a lovely back deck . Walk to the Kedron Valley Inn for dinner on the front porch , or gather at the country store for coffee and visits with neighbors. The Kedron Brook is across the road and Green Mountain Horse Association is a short walk away. There are endless miles of country roads and trails for hiking, biking , horseback riding and cross country skiing. This is the best of a country village lifestyle .

Listed by Carol Wood, Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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 Road Barnard VT 05031
Active With Contract

MLS Number 4878144

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,650

This 1815 Center Chimney Cape home began life in Nova Scotia serving as shelter for 7 generations of hardy Quebecois before falling into disrepair and then began its second life in the beautiful rural countryside of Vermont. Transported with all components the home was meticulously restored with the patina of time evident on antique original flooring, paneling and mouldings. Thoughtfully placed on the historic Woodstock to Royalton Turnpike the residence is part of a traditional farmstead settlement next to splendid hand-crafted Timber Frame barns sited overlooking fields, pasture and a secluded swimming pond. The splendid country kitchen with its La Cornue dual fuel range is accented with custom cabinets. Re-created with an open floor plan the gathering space is ideal for entertaining and celebrating the seasons. Sunny, bright and cozy the home exudes the charm of a bygone era with all the comforts afforded by modern amenities. An architectural gem!

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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53 Rush Meadow Road West Windsor VT 05037

West Windsor, VT53 Rush Meadow Road

Price$785,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4886129

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Square Feet 1,558
  • Bedrooms 3

Known as Asclepias Farm, this fully renovated log home sits up high on an open hilltop looking out at Ascutney and Little Ascutney Mtns. It's tree lined driveway winds up through purposefully planted wildflowers and milkweed plants to the house and barn above. The pristine 3 bedroom home has been redone top to bottom including a remodeled kitchen (w/Quartz counters), all new windows, new wood floors, and a recently installed solar array. The floor plan is open, creating a nice flow between the kitchen, dining area and living room which boasts a vaulted ceiling and new Yodel wood stove. Through a sliding glass door is a lovely patio taking in the mountain views, perfect for a morning cup of coffee or end of the day refreshment. There is a first floor bedroom and a full bath with two additional bedrooms and a 3/4 bath upstairs. There is an existing flower business complete with a greenhouse, irrigation, and a walk-in cooler. This could easily be converted to other types of farming or just enjoyed for its natural beauty. The 87 acres also plays host to an abundance of hiking and biking trails, a large maple grove, a year-round brook, and gorgeous views. The location is ideal with Mt. Ascutney Resort & Outdoor Center and the Brownsville Butcher & Pantry just down the road. I-91 is close by while Okemo Mtn. and Ludlow are 30 mins away and it's just 20 mins to Woodstock. This property is perfect as a primary residence or second home vacation spot. Showings begin on 10/12/21 @ Noon.

Listed by Dan Noble, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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339 Gully Road Woodstock VT 05091

Woodstock, VT339 Gully Road

Price$750,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4860123

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,688

Price reduced $100,000! Motivated seller! Great location just minutes from Woodstock village on the quiet Gully road, located just a few miles from Woodstock's shops, restaurants, schools. Sited on 5.1 acres is this 4-bedroom, 2 1/2-bath home. The main living level features a foyer with 2 1/2 story vaulted ceiling and windows, an open concept kitchen/dining/living space and a 1/2 bath with an adjacent den room. The large wraparound deck just off the kitchen/great room is perfect for outdoor dining and gatherings. Upstairs is the primary bedroom with a walk-in closet, a full bath with separate tub and shower, and a small deck that leads to the wraparound deck below. 3 additional bedrooms, a full bath, and large laundry space complete the level. Beneath the house is an attached garage and workshop/storage area. Newer, high-efficiency propane heating furnace. The property also features two large outbuildings- one three-bay open garage/shed and a separate heated one-bay enclosed barn- for ample storage of vehicles, equipment, and toys. Super-fun treehouse sleeps 3+ in summer has power, sink and bar fridge - right off the back lawn. The property has a wonderful outdoor firepit area with level lawn, two brooks and walking trails/woods.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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22 Route 12 Hartland VT 05048

Hartland, VT22 Route 12

Price$749,000

Est. Mortgage: $/month

MLS Number 4878564

  • Residential Single Family
  • Square Feet 2,903
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing

This gorgeous Colonial is situated on 1.5 meticulously manicured acres in the heart of lovely Hartland Village. The beautifully functional floor plan is a mix of both private and open-concept spaces throughout. The first floor offers a study, formal living room with a wood stove insert surrounded by an ornate hearth, formal dining room just off the large renovated eat-in chef's kitchen, a converted four season sunroom, a newly renovated modern bathroom, and conveniently located laundry room. The upper level presents four spacious bedrooms with ample closet space and an oversized newly renovated bathroom with access from both the hallway and primary bedroom. There is plenty of space and opportunity to easily create an additional en-suite if desired. This property has equally stunning exterior features with a newly expanded wrap-around covered porch connecting the home with its expansive yard and pool area for endless amounts of entertaining and outdoor activities. The original oxen barn now acts as a cozy pool house, equipped with a rustic stone hearth and fireplace and cherry wood paneled walls. The entire yard is fenced-in for convenience and ease-of-use. The location is IDEAL - in-village living combined with wonderful privacy while conveniently located just 20 minutes from Hanover, NH (Dartmouth College), Lebanon, NH (DHMC) and Woodstock, VT. Hartland has high school choice with Hanover, Lebanon and Hartford to name a few. Showings start Sunday, 8/22/21.

Listed by Zoe Hathorn Washburn, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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297 Town Farm Hill Road Hartland VT 05048

Hartland, VT297 Town Farm Hill Road

Price$725,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4873285

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,554

The Skyfarm Homestead was built in 1850 using hand-cut timber frame construction. It is one of the last remaining and best examples of a traditional Vermont farmhouse that remains in Hartland. The property sits on 3.72 acres of pasture land with a wooded periphery on top of Town Farm Hill Road. A detached, 2 story weathered barn of the same 1850 era with a paddock enclosed by a split rail fence sits beside the house. A 3 bay covered shed and an enclosed garage are attached to the barn's back and were added by the current owners. Among the ferns lies handsome antique stonewalls with elegant sugar maples lining the property boundaries. Lovely perennial gardens with many options to expand garden beds. Both of the original structures have well-maintained Vermont slate roofs. Stunning antique pine floors, original windows with old pane glass- lots of natural sunlight beaming into gracious size rooms. Enjoy evenings overlooking the grassy meadow from the screened porch off the back of the house. Multiple options for bedrooms on both levels including another large family room on second floor. The property is easily accessible to both villages of Woodstock and Hartland: shopping and great restaurants. Ski Killington, Pico or Okemo. Enjoy championship golf, fly fishing on the Black River and Mtn Biking trails at Mt Ascutney. Easy access to Dartmouth. . Bring your architect or your summer dreams to view this quintessential Vermont gem.

Listed by Gretchjen Smith, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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81 Happy Valley Road Woodstock VT 05091

Woodstock, VT81 Happy Valley Road

Price$725,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4877228

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 4,679

This gorgeous, historic Greek Revival Farmhouse located in the heart of the charming Taftsville community has been lovingly stewarded for over two centuries, while honoring and preserving the beautiful, period detail. The sun filled, spacious rooms flow perfectly for daily living and entertaining. The private, en suite bedrooms are ideal for accommodating a house full. The charming country kitchen is of generous proportion, and commercially suited to cook for the masses. Step out to a lovely, secluded terrace garden, and lawn. The antique barn is perfect for storage and workshop. Neighborhood access to a wonderful trail system. Stroll down to the covered bridge and walk or bike along the banks of the Ottauquechee River. This impeccable property is turn key! The property is currently being operated as The Apple Butter Inn (and available as a going concern, fully suited at $740,000). The property can be easily transitioned back to a grand single family home, or single family with a rental unit, guest, or in law accommodation. Limited availability for showings.

Listed by Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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199 Wemple Knoll Road Bridgewater VT 05035
Active With Contract

MLS Number 4855263

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 3,426
  • Construction Existing
  • Bathroom 3

Perched high on a hilltop this bright , light-filled custom designed home enjoys dramatic mountain views . The open spaces create an easy flow for entertaining and comfortable lifestyle. Enjoy gathering around the stone fireplace on cool winter evenings and entertaining on the wrap around deck on warm summer days. There is a 6 person hot tub in a lovely wood paneled room off of the kitchen. The grounds are generous with plenty of spaces for gardens and play areas. There is a year round stream running along the property. The solar panel system provides a hot water system to supplement the domestic hot water . 10Kw, grid-tied solar electric array (split between roof mount and pole mount panels ) ensures low electric bills. There are 3 Mitsubishi heat pumps that provide air conditioning through out the house. Also the house has a gas fired full house generator for the infrequent times of power outage . There is high speed fiber optic network for internet, cable television , landline and cell phone service . Only minutes away from world class skiing at Killington and Okemo. Less than 20 minutes from the historic village of Woodstock and all of its amenities. 50 additional acres is available for $75,000. Please no drive byes

Listed by Daphne Lowe and Carol Wood, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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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31 South Street Woodstock VT 05091

Woodstock, VT31 South Street

Price$649,000

Est. Mortgage: $/month

MLS Number 4886759

  • Residential Single Family
  • Square Feet 2,359
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5

Just a stroll from the heart of Woodstock village, this spacious antique home is the perfect haven for you and yours. High ceilings, exposed beams, gorgeous light, and cozy gathering spaces lend a European aesthetic to this historic cape, while new systems (roof, boiler, windows) make this a worry-free home in every season. With separate suites of rooms at each end of the house, this four to five-bedroom property comfortably accommodates multiple families and guests. Two doors down from Woodstock's acclaimed elementary school, and right across the street from new tennis and pickle ball courts, there simply isn't a better village location. Sold fully and beautifully furnished, this turnkey home is ready to welcome you to Woodstock.

Listed by Keri Cole, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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 October 27, 2021.