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.

433 Cowdrey Path Woodstock VT 05071

Woodstock, VT433 Cowdrey Path

Price$995,000

Est. Mortgage: $/month

MLS Number 4932619

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 3,507
  • Construction Existing
  • Bathroom 4

Splendid contemporary cape and separate barn guest apartment idyllically nestled on an open and sunny hillside in the heart of South Woodstock horse country. The light and airy interior boasts an open concept gourmet kitchen with dining/living area that opens to both a wonderful screened porch and deck. In addition, there is a warm and spacious family room to gather for games or a movie. The primary bedroom ensuite is detailed with a stunning vaulted ceiling with exposed beams, a newly updated bath, and a lovely balcony overlooking a quintessential Vermont landscape. The additional two bedrooms share a full bath. An upstairs laundry room is an added convenience. As a bonus there is a wonderful barn with a separate guest apartment complete with kitchen and bath! The lower level of the barn has parking for one car as well as ample storage area which could easily be converted back to the original horse stall. New buderus boiler and standing seam roof are at the top of an extensive list of substantial upgrades and improvements to this property. Enjoy the convenience of being just around the corner from the South Woodstock Country Store, the Kedron Valley Inn, Green Mountain Horse Association (GMHA) and just a short ride to the village of Woodstock. A truly special and versatile property!

Listed by Mary Mayhew, Snyder Donegan Real Estate Group

$
$
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$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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49 VT RT 12 Pomfret VT 05053

Pomfret, VT49 VT RT 12

Price$895,000

Est. Mortgage: $/month

MLS Number 4922543

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Square Feet 1,840
  • Bathroom 4

Charming riverside home with an open great room and spacious bedrooms, delightful enclosed porch, covered porch and an open deck to enjoy the views. Additionally there is an upper family room great for overflow living space, an office with private bath or for guests. The property boasts a large post and beam building and greenhouses currently used as a farm stand. Enjoy the country setting and envision your home business. Steps from the Appalachian Trail and halfway between Woodstock and Silver Lake, Barnard.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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738 Stage Road Pomfret VT 05067

Pomfret, VT738 Stage Road

Price$895,000

Est. Mortgage: $/month

Pending

MLS Number 4922730

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

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 space for an apartment/office over the barn waiting for your vision. 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, 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 S-Six for Skiing, Teago Store and PO, The Grange Theater and The Artistree. Being offered as is.

Listed by Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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234 Randall Road Woodstock VT 05091

Woodstock, VT234 Randall Road

Price$845,000

Est. Mortgage: $/month

MLS Number 4913852

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 600
  • Construction Existing

Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well established farm raising Charolais beef cattle, poultry and hay. The owner has been the farmer/steward of many of the areas farms in the Woodstock and South Woodstock. The property has a single family dwelling, shop building with farm office, hay and dairy barns, multiple storage and ancillary structures. Whether looking to engage in the localvore food movement or looking to build a residential home on arguably the most desirable land parcel a stones throw from Woodstock Village, this property has location, setting and features that would be hard to replicate. The upper pasture with easy access has great views, privacy and a commanding location.

Listed by Wade Treadway, Wade I Treadway Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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200 Garvin Hill Road Hartland VT 05048

Hartland, VT200 Garvin Hill Road

Price$799,000

Est. Mortgage: $/month

MLS Number 4938335

  • Residential Single Family
  • Construction Existing
  • Square Feet 1,263
  • Bathroom 1
  • Bedrooms 1

Situated on 12 private acres, this log cabin, known as KAB-IN on Airbnb, is magical from the moment you drive in the driveway. It is perched up on a ridge with spectacular long range views that can be enjoyed from the front deck or most rooms inside. The yard is open, with new stonework around the cabin entrance and there is a large stone fire pit encircled with Adirondack chairs off to the side. Inside, the charm is intoxicating as you are greeted by a mix of wood floors, log beams and railings, and a lovely wood spiral staircase to the 2nd floor. The living room has a floor to ceiling stone fireplace currently outfitted with a propane stove and there's a wall of windows taking in the amazing views. The kitchen was completely updated with all new appliances, a new sink and a new soapstone countertop. Connected to the kitchen is a cozy seating area with a built-in stone bench. Beyond that is the dining room also with long range views and a door to the large deck outside. A full bath and mudroom round out the 1st floor. Upstairs is the main bedroom and a delightful loft overlooking the living room. Both rooms look out to the mountain views. The basement houses the main utilities and there is a walkout to the outside. The KAB-IN has a very strong rental history and is ideal as a second home getaway or primary residence. Located less than 10 minutes from Woodstock Village, this is a must see property! Showings begin at Noon on 12/7/22. NO DRIVE-BYS.

Listed by Dan Noble, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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1350 Vermont Route 12 Pomfret VT 05053

Pomfret, VT1350 Vermont Route 12

Price$799,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4932267

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Square Feet 2,729
  • Bathroom 3

A well constructed post and beam residence that is privately sited in an elevated south facing position! The property benefits from both Long views towards Mount Ascutney and local pastoral views of nearby hills and farmland. Inviting woodland trails, for year round exploring, lead from the home through mature maple trees. Conveniently, the numerous and well known amenities of Woodstock Village are just 5 miles and a few minutes away! Adding further value to the property is an opportunity for an additional elevated building site benefitting from dramatic long range views. Professionally conducted soil percolation tests have identified a location for a septic system for this future building site. A substantial amount of additional acreage can also be available. A well built home in a great location that is equally well suited for a year round residence or a vacation home retreat! The sale is contingent upon the sellers receiving all necessary State and local permits for a subdivision of their property.

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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3090 South Road Woodstock VT 05091

Woodstock, VT3090 South Road

Price$799,000

Est. Mortgage: $/month

MLS Number 4935033

  • Residential Single Family
  • Square Feet 2,555
  • Bedrooms 5
  • Construction Existing
  • Bathroom 5

Exposed beams and wide board wood floors accentuate the classic interior of this 5 bedroom Woodstock home! Pastoral views, large terraced lawns and massive stonewalls define the striking exterior landscape! When you enter through the classic front entrance a memorable first impression is created with the wood floors and exposed beams that are found throughout the main level. To the left is a living room with wood stove and attractive book case. To the right is a ground floor primary bedroom with ensuite bath. The rear of the main level is dedicated to a bright kitchen with classic wood cabinetry and a well complementing dining room area. Up a traditional front stairway are 2 bedrooms on the left side and a bath. On the right is a large bedroom with ensuite bath. When exiting the home from the kitchen a large covered porch leads to an attached oversized 2 car garage with plenty of space for a workbench and sports equipment storage! Separately entered from this covered porch, in a wing connecting the main house to the garage, is a bedroom with bath. The location of this detached 5th bedroom could easily become an office area conveniently nearby to but yet separated from the home. Additionally, a detached barn, with a full cement foundation, provides practical storage underneath and large 30x19 workshop/studio space above. For many years, this archetypical Vermont property was a bed and breakfast. By updating the baths and adding appliances it will become truly a memorable home!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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608 Hammond Hill Road West Windsor VT 05089
Pending

MLS Number 4942105

  • Residential Single Family
  • Bathroom 3
  • Construction Existing
  • Square Feet 3,098
  • Bedrooms 3

This spacious contemporary home is located on a quiet dirt road in desirable West Windsor with big views sweeping across open meadows to Mt Ascutney. The generous living room and dining areas offer ample space for entertaining, each with a propane stove and sliders to a deck facing the view. The kitchen is well appointed, offering plenty of workspace for the home chef. The main level is further completed by a handy laundry room with 3/4 bath. On the second level you'll find the generous primary bedroom ensuite with enormous closets. There are two additional bedrooms with a shared 3/4 bath. Newly refinished oak plank floors run throughout. The adjacent eight stall barn is set up for efficiency, complete with a heated tack room, and hay storage for 1500 bales, with attached 2 car garage and equipment sheds. Automatic Generator. Property is being divided from a larger parcel.

Listed by Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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3752 Densmore Hill Road Woodstock VT 05091

MLS Number 4946242

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Acreage 23.46

Beautiful 23.46 acre property including: House, 2 story Barn, Horse sheds, Cabin, Root cellar, sugar house, potting shed/chicken coop and fenced in pastures. Babbling brook. Fabulous wood floors throughout house. Walk in closet. Large enclosed back deck. Barn- top floor was converted into a Yoga studio. This is a fabulous property that gives you a true Vermont life. Green Mt Horse association up the street and Woodstock Village down the street as well as a golf course and Health Club with pool and tennis courts. Killington skiing and Dartmouth Hospital 25 minutes away. Delayed showings until April 6.

Listed by Dorothea Mongulla, High End Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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124 Village Lane West Windsor VT 05037

West Windsor, VT124 Village Lane

Price$564,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4928251

  • Residential Single Family
  • Bathroom 2
  • Construction Existing
  • Bedrooms 3
  • Square Feet 1,442

Beautifully landscaped, views, quiet dead-end road, 1/4 mi from the Ascutney Outdoors mtn biking, skiing, and trail running facilities recently highlighted by the New York Times. Large deck, covered porch, open floor plan, living room with cathedral ceiling and pellet stove which provides supplemental heat, 3 bedrooms and 2 baths including a master suite with balcony. 2 car garage, patio, shed, and perennial gardens.

Listed by Seth Warren, Seth Warren Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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37 South Street Woodstock VT 05091

Woodstock, VT37 South Street

Price$550,000

Est. Mortgage: $/month

Pending

MLS Number 4946384

  • Residential Single Family
  • Square Feet 1,660
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing

Broker Open House Saturday, March 25th 10am-noon. Fabulous Woodstock Village location. This charming colonial puts you steps from everything the Village of Woodstock has to offer: The Woodstock Inn, hiking Mount Tom and Mount Peg, golf, skating, shopping, restaurants and more. Spend sunny days sitting on the front porch overlooking Vail Field with its playground, tennis, pickle ball and ball fields. Inside you'll find the Dining Room to the left and the Living Room to the right of the front hall foyer. The generous sized living room with its cozy wood stove, is the perfect place to gather and watch the games on TV. The kitchen opens to a roomy dining room which is perfect for dinner parties. Both bathrooms are on the first floor. Upstairs you'll find two bedrooms to the left, a walk-through studio/office and then the third bedroom just beyond. In addition to the main house, there is a two-car garage, part of which is currently set up as a workroom, and upstairs there is a bonus room ready to become whatever you choose.

Listed by Jennifer Falvey, KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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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853 Rose Hill Road Woodstock VT 05091

Woodstock, VT853 Rose Hill Road

Price$549,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4932868

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,604

The opportunity presented by this unique Woodstock property provides much to consider! The entire 1.3 acre parcel is zoned Light Commercial Light Industrial enabling commercial venture use. There is a highly visible level lawn area directly on Route 4 that is diagonally opposite the beloved Woodstock Farmer's Market. The 2 detached residences which are accessed off desirable Rose Hill each benefit from connection to the municipal sewer system. The demand for Woodstock rental housing is steady and rental rates are at historically high levels. The barn style residence has a multipurpose garage/workshop space on the ground level. A convenient adjacent office area makes this space ideal for use by a contractor, tradesman or hobbyist requiring a workshop. A 2nd floor apartment can either be separately entered through a graceful covered porch or from within the garage. The 1 bedroom apartment features a kitchen, living room, bedroom and full bath with laundry. The 2nd residence is a classic New England 3 bedroom home. The ground floor features a simple kitchen with a pantry, dining area and a large living room with spacious built in book case. Attractive wood floors, well placed windows and a covered front porch add appeal. On the 2nd floor are 3 bedrooms and a bath. A simple comfortable home, with attractive features. Great components create a great location, with great zoning, with great infrastructure and with great rental income potential! The value of the components is real!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 2023
* 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 2023 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 April 1, 2023 3:53 AM EDT