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.

4678 South Road Woodstock VT 05071

Woodstock, VT4678 South Road

Price$995,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4896327

  • Residential Single Family
  • Bathroom 3
  • Square Feet 2,276
  • Construction Existing
  • Bedrooms 3

Fully renovated classic cape with barn/garage located in the charming village of South Woodstock. Situated on just under an acre, this property offers an open yard with plenty of green space and gardens. The Kedron Brook, with a cascading waterfall, meanders along the back of the property and can be admired from the back deck or side patio. Inside, the house is filled with natural light and has a warm welcoming feeling. There are beautiful maple floors and wood ceilings throughout. The updated kitchen has a large walk-in pantry and looks out onto the backyard. Connected to the kitchen is newly added living space that was once the garage. It has a lower level family room with gas fireplace and an open loft area above. Through the kitchen leads you to the open dining and living rooms complete with new lighting, ceiling fans and a lovely stone gas fireplace. A full bath rounds out the first floor. Upstairs, the primary bedroom has builtin dressers, a huge walkthrough closet and a newly renovated ensuite full bath. Across and down the hall are two generously sized bedrooms and a full bath. Next door, the fabulous barn hosts a large workshop and two car garage. This property is an ideal location with the Kedron Valley Inn/Ransom Tavern and South Woodstock Country Store just up the road. GMHA and snowmobile trails are close by and Woodstock is only 5 minutes away. Perfect primary residence or second home getaway!

Listed by Dan Noble, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 TourAsk A QuestionMore Details

20 Lincoln Street Woodstock VT 05091

Woodstock, VT20 Lincoln Street

Price$945,000

Est. Mortgage: $/month

MLS Number 4905773

  • Residential Single Family
  • Square Feet 2,784
  • Bathroom 4
  • Bedrooms 4
  • Construction Existing

This splendid modern design Geobarn is sited on a rare level “double lot” with seasonal views of Mt. Tom and Billings Farm all within walking distance to the vibrant village life of Woodstock. The post & beam design evokes a unique architectural composition of rustic and modern style that can also boast 21st century efficiency. The main level offers a warm and open gathering and kitchen space complimented by two private decks to enjoy outdoor dining and entertaining. A primary ensuite bedroom completes the intelligent design option for single level living. The second level offers two sun-filled bedrooms both with terrific walk-in closets and a shared full bath. A generous sized finished walkout lower level with full bath is perfect for either a family/media room or overnight guest space - your choice. A sprawling side yard offers plenty of play-space, and even provides a potential future development opportunity. The attached two car garage completes most everyone's wish list for that perfect Vermont home! Easy access to multi seasonal recreation, theatre/arts, and Marsh-Billings-Rockefeller National Park. Delayed showings to begin Friday April 22

Listed by Mary Mayhew, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 TourAsk A QuestionMore Details

370 Catamount Road Woodstock VT 05091

Woodstock, VT370 Catamount Road

Price$895,000

Est. Mortgage: $/month

MLS Number 4897046

  • Residential Single Family
  • Bathroom 3
  • Construction Existing
  • Bedrooms 3
  • Square Feet 2,016

Pristine, peaceful, with 5 private acres at the end of a town-maintained road. Magnificent westerly views of the Green Mountains including Killington. This 1989 custom home with three bedrooms and multiple gathering places can accommodate all the family and friends. Conveniently located to all of Woodstock's famous amenities - less than 10 minutes to The Woodstock Inn & Resort's Athletic Center, 18 hole championship golf course, x- c skiing - hiking - biking trail system, fantastic dining, shopping, galleries and more! The home boasts bright and sunny open concept kitchen/living area; first floor bedroom with private bath, and plenty of spaces for work or leisure. Second floor has two additional bedrooms, bath, and office/ sitting area. In addition to the turn-key home, there is a fully framed and weather-tight wing awaiting finishing touches, as well as a completed oversized 34 x 15 high bay garage; perfect for XXL toys like a boat or camper. There is also an additional 800 sf of covered storage space; simply add garage doors to fully enclose. Truly a one-of-a-kind property in the best part of Vermont! Additional land available - total of 50 acres.

Listed by Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 TourAsk A QuestionMore Details

3369 Hartland Hill Road Woodstock VT 05091
Active With Contract

MLS Number 4903816

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,956

Classic vintage log cabin that was fully renovated in 2019. Updates include new windows, doors, floors, roof, lighting, electrical, appliances, and more. The cabin is well appointed and the owners have put their magical touch on the decor throughout the home. From the minute you walk in, this restful retreat welcomes you with open arms and offers a warm cozy atmosphere. The main level is open and consists of the kitchen with a separate eating area, the living room with wood-burning fireplace, and a window filled dining room that looks out over the pond. There is also a three-quarter bath and entryway mudroom to round out the first floor. A set of stairs lead up to two nice size bedrooms and another set takes you down to the primary bedroom with ensuite bath. This lower level is also home to a nice reading area, laundry, utilities and has a walkout door to the backyard. Outside, the yard is private, has a custom built stone fire pit and the lawn leads down to the lovely pond. Across the pond is an old tiny cabin that has lots of potential and up by the house is a large storage shed. The property is in a prime location less than 2 miles from Woodstock Village. It has been used primarily as a rental property with a strong rental income, but would be an ideal 2nd home or primary residence. Come see this spectacular log cabin. Furnishings included with a few exceptions. Showings start on Friday 4/8/22.

Listed by Dan Noble, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 TourAsk A QuestionMore Details

974 East Barnard Road Barnard VT 05031

Barnard, VT974 East Barnard Road

Price$848,000

Est. Mortgage: $/month

Open House

MLS Number 4910306

  • Residential Single Family
  • Next Open House: Sun 05/22 9:30 am. to 11:30 am.
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Once home to Baroness Hilda Rothschild, this quintessential antique Vermont homestead is being offered for the first time in over three decades. Anchored by a century-old maple tree, the farmhouse is sited amid verdant rolling fields on a tranquil knoll above the East Barnard Road. The home is thoughtfully oriented to take full advantage of the natural passive solar, optimize a lovely local hillside view, and ensure privacy. An active waterfall introduces you to the property, which is rich with natural springs and streams and an ideal site for a swimming pond, all bordered by restored ancient stone walls and two beautiful stone barn foundations adding interest and definition to the land. The lovingly stewarded farmhouse has a newly incorporated, period-correct-covered front porch with custom milled columns, moldings, and trim. The interior has meticulous wide pine plank floors flowing through the foyer into a spacious living room (with wood stove), a bright eat-in kitchen, and a formal dining room. There is a laundry room with a ¾ bath. An unfinished space off the foyer for your home office, family room, or first-floor bedroom completes the main level. The second level offers two spacious bedrooms, a full bath, and an enormous, heated, unfinished space awaiting your vision for a Grand Primary Suite. The detached barn is spacious, offering the opportunity to bring livestock back to the property. Trail access. Proximity to Interstate, Woodstock, Hanover. Showings begin 5/20

Listed by Daphne Lowe and Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 TourAsk A QuestionMore Details

4896 South Road Woodstock VT 05071

Woodstock, VT4896 South Road

Price$815,000

Est. Mortgage: $/month

Pending

MLS Number 4908306

  • Residential Single Family
  • Bathroom 3
  • Bedrooms 4
  • Construction Existing
  • Square Feet 1,956

Absolutely adorable antique home that has been carefully restored with modern updates. Situated in the historic village of South Woodstock .

Listed by Carol Wood, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 TourAsk A QuestionMore Details

35 Stimets Road Woodstock VT 05091

Woodstock, VT35 Stimets Road

Price$700,000

Est. Mortgage: $/month

MLS Number 4907062

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,076

PERFECT LOCATION! Just a three minute drive to downtown Woodstock. This 1.42 acre property has been owned and thoroughly maintained over the past 40 years. Gorgeous Landscaping and a beautiful artists studio behind. Attached 2 car garage/barn with multiple areas for a workshop. Stained glass embellishments throughout. Original hardwood flooring and ample amounts of natural sunlight. With a screened in porch for those beautiful evenings. First floor has two bedrooms and a full bathroom. Second floor has additional 2 bedrooms with a full bath while, the 3rd floor is a fully finished attic with a Jack and Jill on-suite. Currently used as a two family home but could be easily converted back into a single family. This home is a once in a lifetime opportunity!" Only 5 minutes to Suicide Six ski area. Property Survey (2012) and Septic Inspection (2022) available. Delayed showings starting Sunday, May 1 at the open house from 11am-2pm.

Listed by Morriah Adams and Kate Barry, EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 TourAsk A QuestionMore Details

65 County Road Hartland VT 05048

Hartland, VT65 County Road

Price$699,000

Est. Mortgage: $/month

Pending

MLS Number 4904891

  • Residential Single Family
  • Bedrooms 4
  • Construction Existing
  • Square Feet 3,755
  • Bathroom 4

Spacious Colonial built in 2001, private but convenient location with views. 4 bedrooms, 4 baths, partially finished basement, attached and detached garages, high speed internet. Open concept kitchen / living area with fireplace, screened and unscreened porches, central AC. Master suite with bath and large walk-in closet.

Listed by Seth Warren, Seth Warren Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 TourAsk A QuestionMore Details

1193 Prosper Road Woodstock VT 05091

Woodstock, VT1193 Prosper Road

Price$689,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4888940

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 2,142
  • Construction Existing
  • Bathroom 2

Nestled on a knoll surrounded by apple trees, moss covered stonewalls and open meadows... Located on Prosper Road, one of the premier locations in historic Woodstock. Mtn Tom, the National Forest is just across the street with an incredible trail system for hiking and cross country skiing with friends/family. Just minutes to downtown Woodstock for all amenities, shopping and restaurants. Suicide Six, Okemo and Killington close by. Championship golf, fly-fishing and bike trails. This property consists of 4 bedrooms and 2 baths. Handsome hardwood floors, immense amount of sunlight with large oversized windows facing south. This home has an open floor plan with a large sunroom, beautiful stone wood-burning fireplace accent in the living room and first floor bedroom or den. Second floor consists of 3 more gracious size bedrooms with another full bathroom. Perennial gardens are hidden and overgrown but can easily be brought back to life. There are a total of 4 garage spaces: one attached and the other 3 in a separate building. Lots of storage in the basement or create a workshop. First time this property has been introduced to the real estate market. Superior location- come take a look!

Listed by Gretchjen Smith, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 TourAsk A QuestionMore Details

28 Crystal Path Hartland VT 05048

Hartland, VT28 Crystal Path

Price$685,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4904839

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,453

A spacious, sunlit country home at the end of a private road, nestled on 7 wooded acres just minutes from historic Woodstock Village. Bright and open rooms with handsome slate and wood floors throughout. Very large sunroom with vaulted ceilings, master bedroom suite on first floor, large wood-burning fireplace in living room. Two spacious guest bedrooms on lower level, one with a cozy propane fireplace, and both with walls of windows with views of the lawn and surrounding woods. Open floor plan for entertaining and group gatherings, with vaulted ceilings and banks of windows in the dining/living room and direct exit to the raised deck. Bordered by moss covered stonewalls and lovely perennial gardens filled with hydrangeas bushes, this very special property offers direct access to trails for hiking, cross country skiing, and biking. Possible pond site. Land has option to build a one-bedroom septic second dwelling. New generator and roof.

Listed by Gretchjen Smith and Daphne Lowe, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 TourAsk A QuestionMore Details

295 Route 106 Reading VT 05062

Reading, VT295 Route 106

Price$649,000

Est. Mortgage: $/month

MLS Number 4857620

  • Residential Single Family
  • Bedrooms 8
  • Construction Existing
  • Square Feet 2,690
  • Bathroom 6

A classic Vermont style home, with a detached fully heated 3 level, 3 bedroom barn! The well conceived multi-bedroom floor plan comfortably accommodates numerous visiting friends and family members or alternatively can provide an easily managed living space for a small family of several people! The principal rooms are gracious in size and beautifully detailed. The 13.49 acres of useful land present opportunities for recreation, keeping animals or growing crops. A wide and beautiful section of the North Branch of the Black River borders an edge of the property! For many years, the current owners ran the highly visible property as a bed and breakfast. On the ground floor of the residence is a sun room with vaulted ceiling, a large living room with propane fired cast iron stove, a bright kitchen with great appliances, a formal dining room, a primary bedroom with ensuite bath, and a large family room with dramatic windows and a wood burning stove. On the second floor are 4 generously sized bedrooms and 2 baths! The detached fully heated and insulated 40' by 24' barn is a wonderful compliment to the residence! On the ground floor, 3 garage doors open to provide parking or extraordinary workshop space. On the second floor are 3 bedrooms with each having its own bath! On the 3rd floor is a 23' long office/studio with endless possibilities! A property well located for skiing, access to equestrian South Woodstock, or the well known shopping and dining amenities of Woodstock Village!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 TourAsk A QuestionMore Details

26 Hickey Lane Barnard VT 05031

Barnard, VT26 Hickey Lane

Price$649,000

Est. Mortgage: $/month

MLS Number 4905426

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,156

This cottage has been in the same family for more than 80 years until last year. It sits on Silver Lake with open westerly views over the lake. It features 4 plus acres of land in the Grove with 100' of lake frontage and the land extends up to Stage Rd. It is a log cabin with 2 bedrooms on the main level and a large summer porch and deck over looking the lake. 1 bedroom and other room with bath in the basement. It has a 3 Bedroom state approved septic, well and new foundation with a dry large walkout basement. Also it has several sheds and a 2 car garage. The seller has begun demolition and decided to sell after tearing out the ceiling.

Listed by Dail Frates, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 2022
* 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 TourAsk A QuestionMore Details

Broker Reciprocity

Copyright 2022 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 May 17, 2022.