Woodstock Homes Between $500K and $1 Million

Woodstock, Vermont offers buyers myriad choices of beautiful and unique properties. A historic home in quaint Woodstock Village within walking distance to all the amenities you need, a secluded home with lots of land and views of the Green Mountains, a vacation home, or investment property.

It’s also what Woodstock offers beyond beautiful homes that make it special. For lovers of outdoors, there are miles of trails for hiking, biking, and horseback riding, and snowmobiling. Rivers in and around Woodstock offer fishing and kayaking.

For art lovers, there are galleries and theaters in town. For foodies, there are topnotch restaurants, many featuring farm-to-table cuisines.  Woodstock, Vermont is one of the loveliest towns in the Upper Valley. The area offers even more of the great amenities and attractions you'll find in Woodstock.

Woodstock VT Homes for Sale

Woodstock, VT could be the perfect place for a family home, a vacation retreat, rental or investment property. 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 in Woodstock.

View all Homes for Sale in Woodstock

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

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

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

2 High Street Woodstock VT 05091

Woodstock, VT2 High Street

Price$575,000

Est. Mortgage: $/month

Pending

MLS Number 4906833

  • Residential Single Family
  • Bathroom 3
  • Construction Existing
  • Square Feet 1,590
  • Bedrooms 4

Discover this superb property located in the heart of historic Woodstock Village. The lovely home has four bedrooms, three bathrooms and antique characteristics throughout. Details include hardwood floors, high ceilings, many upgrades, and a one-bay attached garage. Enjoy easy living with the low maintenance yard accented by a handsome stone step entry onto a delightful front porch. Walking distance to shopping and restaurants, this property is just steps away from all the amenities this renowned Vermont town has to offer. Hiking trails right out the back door lead you to Mt. Peg or on a short walk to Mt. Tom and the Billings National Forest. Showings start Friday April 29th.

Listed by Holly Hall, 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

2632 Church Hill Road Woodstock VT 05091

Woodstock, VT2632 Church Hill Road

Price$549,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4902490

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,860

Beautifully remodeled cape in bucolic setting now available to make your country living dreams come true. This classic New England cape boasts many capital improvements spanning the course of the last year. Enjoy all new appliances in the spacious kitchen. The newly erected attached barn has room for your car under its 3-season hobby loft. Direct entry to the spacious mud room, with its brand new washer/dryer, and sweet half bath help make life easy. This home offers two spacious 2nd level bedrooms, complete with shared full bathroom, ample closet and storage spaces, and zoned heating for the upper level. Or, take advantage of the third bedroom on the first floor, with a full bathroom just outside the door, for comfortable and easy one-level living and save the upstairs for guests.The brand new automatic generator covers about 95% of this home's functions, so you can rest easy knowing you'll enjoy all the creature comforts of home no matter the weather. Church Hill Road conveniently connects the quaint village of South Woodstock to historic Woodstock Village. Head south for five minutes to enjoy breakfast or lunch at the South Woodstock Country Store, summers swimming in the Kedron Pond, and gourmet pizzas and micro-brews at the Kedron Valley Inn. Drive north for five minutes and enjoy all the amenities that Woodstock Village has to offer. Skiing, championship golf, fly-fishing and cross country skiing all within close driving distance. Super 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

5 Mountain Avenue Woodstock VT 05091
Pending

MLS Number 4908790

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,590

Woodstock Village amenities are all within a short walk from this classic 2 bedroom/2.5 bath Brick Greek Revival condominium next to the Middle-Covered Bridge. Original Post & Beam timbers are revealed in the 9' ceilings and the space is gracious and elegant. This property has direct riverfront access to the Ottauquechee River and you are in the heart of the town with the Woodstock Inn, Marsh-Billings-Rockefeller National Park, and Faulkner Park all within a 2-5 minute walk. There is a country kitchen with plenty of cupboards for storage that spills out to a gracious and large open floor plan Dining & Sitting/Living area. The "Turret" sunroom space is warm and inviting. There is a large sun-filled library with built-in bookshelves and a gas fireplace to keep the space warm and cozy on cold winter nights and could be overflow sleeping. On the upper floor there is a Master bedroom suite with a private full bath, walk-in closet, and an equally gracious second bedroom and common hallway bathroom and separate laundry room. This two-story townhouse located on the second and third floor of this wonderful historic estate has a shared covered porch for entertaining family & friends. Assigned storage space is available in the common basement as well as one designated garage parking space. Additional off-street guest parking is available. This home is in move-in condition. Fabulous location just one minute to the Green and the Woodstock downtown amenities. Offers due May 16th@11am.

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

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 18, 2022.