Greater Woodstock Area Homes Under $500K

Centrally located in the heart of the Green Mountains, the greater Woodstock, Vermont area encompasses the towns of Barnard, Bridgewater, Hartland, Pomfret, Reading, West Windsor, and Woodstock. The real estate options here are nearly endless, with homes in town, family homes, secluded real estate, and vacation homes.

The area is also rich in family activities. Artistree in Pomfret offers courses in music, theater in the arts for all ages. Silver Lake State Park in Barnard is a great place for swimming, boating, and fishing. Pentangle Arts shows first run movies in Woodstock Town Hall.

It’s not all fun and games, of course. The schools in the greater Woodstock area are some of the best in the state. Amenities and conveniences like grocery stores, hardware stores, and pharmacies, are plentiful.

If you’re looking for a family home, a vacation home, or investment property, it’s worth exploring greater Woodstock VT real estate. Take a look at the listings below and then contact us. The agents and buyer brokers at Bassette Real Estate Group are happy to show you around this special area.

20 Gully Road Woodstock VT 05091

Woodstock, VT20 Gully Road

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4859683

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,678

This warm and welcoming Cape style farmhouse is situated on 2.6 acres with beautifully landscaped gardens and a brook that winds along the back side of the property. The lovingly maintained house offers 4 bedrooms and 3 bathrooms, a cozy family room with a wood burning fireplace and a spacious, centrally located kitchen with a newer wood burning stove. The dining room and formal living room feature exposed beams and wide pine floors. The primary bedroom en-suite is on the main floor, along with another full bathroom, and the 3 additional bedrooms and bathroom are on the upper level. There is an oversized 1 car attached garage with ample storage space above which also offers the opportunity to create even more living space if desired. The owner has completed many essential upgrades including windows, mechanicals, septic system and exterior paint. Enjoy a cup of coffee on the front covered porch or entertain guests on the back deck and garden areas. The Woodstock Green is only a 5 minute drive away as is skiing at Suicide Six, and the lovely town of Barnard is less than a 10 minute drive. This property is a perfect combination of historic charm and everyday convenience.

Listed by Zoe Hathorn Washburn, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

45 Pleasant Street Woodstock VT 05091

Woodstock, VT45 Pleasant Street

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4798290

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,554

Excellent In-Village opportunity. Conveniently located in the East end of Woodstock Village, This well maintained c1900 colonial home, most recently utilized as a suite of law offices can easily be transformed back to a private residence, or a multi family with abiloity to accommodate a home business with excellent street presence, lovely wrap around porch and plenty of parking. Also available for long term commercial lease.

Listed by Danny Kogut and Carol Wood, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

35 Wayside Road Pomfret VT 05091

Pomfret, VT35 Wayside Road

Price$485,000

Est. Mortgage: $/month

MLS Number 4827275

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Square Feet 3,680
  • Acreage 2.19

Bring your imagination to this historic building that has the systems in place to become an outstanding family home! Plenty of room in this mostly open space to create your dream house, with the newer baseboard and radiant heat flooring, 30+ gal/minute drilled water well, septic in place and 1.5 bathrooms. This would be a perfect set-up for a home business with accessory apartment, a single family home, or whatever combination you can dream up! The antique posts are made in the gunstock style (tapered top to bottom) with the lower half reinforced with steel beams. This building is a real gem, and the right owner will appreciate living in such a unique piece of history! Bring your plans and an open mind...Building has a Woodstock mailing address but is located in the Town of Pomfret.

Listed by Susan Hickey, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

4587 South Road Woodstock VT 05071

Woodstock, VT4587 South Road

Price$475,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4854293

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,839

Fully renovated from top to bottom in 2021 this 2 bedroom 2 bath home is turnkey. The first floor has a brand new kitchen with all new appliances, cabinets and counter tops. There are also new wood floors throughout and all new windows and doors (interior & exterior). The living room and dining room both have French Doors opening onto the full length insulated and heated porch. The bathroom is also completely new with a beautifully tiled shower and includes a new washer and dryer. All wiring, lights and switches have been replaced. Upstairs, the two bedrooms and renovated bath have new windows and the floors have all been redone. On the outside, the house has all new siding and a brand new roof. There is an antique barn next to the house with parking and ample storage. The large level yard has mature trees and offers great space for gardening and recreational activities. Located in the quaint Village of South Woodstock, you are a very short distance to the Kedron Valley Inn/Ransom Tavern and the South Woodstock Country Store. GMHA is just down the road and Woodstock is only 5 miles away. Snowmobile trails and the Kedron swimming pond are at your fingertips. Village life at its best. A must see!

Listed by Dan Noble, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Tucker Road Woodstock VT 05091

Woodstock, VTTucker Road

Price$471,405

Est. Mortgage: $/month

Active With Contract

MLS Number 4706368

  • Residential Single Family
  • Construction Pre-Construction
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,760

New home situated at the end of the road with small stream. This Westchester model will be at hill's edge, southeast facing and a daylight basement. Lot could be kept wooded or opened up for more sun. Adjacent to a field and close proximity to the National Park and Town. Main floor master with guest rooms up. Come enjoy this new, efficient home! Photos of home are concepts!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

173 Peterkin Hill Road Woodstock VT 05071

Woodstock, VT173 Peterkin Hill Road

Price$459,000

Est. Mortgage: $/month

MLS Number 4850895

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,368

This Woodstock single family home is 4 Bedrooms, 2 Bathrooms and has an additional room for a home office. The newer Custom Cherry Kitchen is the heart of the home and there is a lovely cathedral ceilinged living room addition with a substantial stone fireplace. The house is a great entertaining home and will hold a crowd, so enjoy an open floor plan that spills outside to a gracious and private deck. Gracious hardwood and softwood blends are some of your flooring materials and the lower level has a cozy family room for overflow space. There is a level lawn, mature landscaping, blueberry bushes and garden beds. Enjoy the sounds of year round brook at the lower section of the property, and even subdivision potential on this 10.33 acre parcel with acres of valuable hardwood trees ! If you just want to enjoy the land and character then ancient moss covered stonewalls are throughout the property. Just a short 5 minute drive to downtown but a great private country setting. Enjoy attractive living space, listen to the brook, and unwind. Move in ready with expanding potential!

Listed by Kris Lippi, Get Listed Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

21 Sugar House Hill Road Barnard VT 05031

Barnard, VT21 Sugar House Hill Road

Price$450,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4860144

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,930

If you're looking for a spectacular view this is your new home. Located in the heart of Barnard and just steps from Twin Farms resort, this 4 bedroom home offers an open floor plan on the main level and space enough for all. Cozy up to the pellet stove on those winter nights and spend summer mornings or those perfect Vermont evenings taking in the expansive view of the Green Mountains on the private deck.

Listed by Kasia Butterfield, Coldwell Banker LIFESTYLES - Quechee

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

Stage Road Barnard VT 05031

Barnard, VTStage Road

Price$440,950

Est. Mortgage: $/month

MLS Number 4848744

  • Residential Single Family
  • Construction Pre-Construction
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,690

New home within walking distance to Silver Lake and Barnard store. Perched south facing, this Westchester model has cathedral ceilings, large windows and great light opportunity. Daylight basement gains options for more living space or easy lower level access. Two bedrooms on main level, one larger one up and a loft. Photos of home are concepts!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

27 Maple Street Woodstock VT 05091

Woodstock, VT27 Maple Street

Price$439,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4825598

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bedrooms 5
  • Bathroom 2

A large home well located in one of Woodstock's favorite neighborhoods! Come enjoy level surface walking as you stroll to the numerous amenities for which Woodstock Village is beloved! For generations, children in this neighborhood have walked to the Elementary School and the Vail Field Playground. A pleasant side yard, with unexpected length and width, is bordered by the picturesque Kedron Brook. Across the brook is the Woodstock Country Club golf course. The floor plan of the residence presents flexible options for enjoying the interior. Passing through the front door you enter into a comfortable living room, with a practical office area at the further end. That office area opens to a dining area with an inviting country kitchen adjoining. These 3 rooms are obviously the heart of a well loved home! This kitchen is truly a delight! Just off the dining room a set of French doors open to a ground floor in-law apartment complete with sitting room, bedroom, full bath and kitchen. This apartment area could function equally well as a private yet convenient in-home office space! The 2nd floor can be accessed by either a front or a rear staircase and contains 4 bedrooms and a full bath. The primary bedroom is just off the front stair case and has a sitting room attached. The other family bedrooms are each unique and equally comfortable. To the rear of the home is a deck with a hot tub. To one side of the home is a fire pit area. Having neighbors provides a sense of well being!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

6871 Vermont Route 12 Barnard VT 05031

Barnard, VT6871 Vermont Route 12

Price$429,000

Est. Mortgage: $/month

MLS Number 4836327

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,464

This spacious four-bedroom home offers plenty of space, traditional rooms, a ground floor bedroom, hardwood floors, decorative trim, a cozy entrance room heated with a gas stove just down from Silver Lake. The layout allows for separate living upstairs with its kitchen. The yard is nice and level with an in-ground swimming pool, a sizeable two-bay garage, and a barn with storage space and a workshop. Convenient location in Barnard Village. Near Silver Lake, the Barnard General Store and easy access to Woodstock, Suicide Six ski area, and excellent launching spot to Killington and other Green Mountain attractions.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

51 Parsonage Road Bridgewater VT 05034

Bridgewater, VT51 Parsonage Road

Price$425,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4852558

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,020

Built circa 1890 and thoroughly and tastefully renovated with modern conveniences in 2003, this classic Vermont Cape is perched on .84 acres overlooking the beautiful Ottauquechee River. The first floor features a classic foyer which opens into a generously-sized living room with wood-burning fireplace, a completely renovated kitchen with high-end appliances, soapstone countertops, breakfast bar and adjoining family room, a half bath, and an en suite primary bedroom. Wide pine floors and exposed hand hewn beams lend to the original historic charm of the house, while large windows provide plenty of warm natural light. Up the classic entry staircase to the second floor are an additional three bedrooms, full bath, and laundry area. Located in Bridgewater Village on the Woodstock/Bridgewater line, this home is perfectly situated just 12 minutes from Woodstock Village's shops, restaurants, and galleries and a mere 30 minutes to Killington Mountain Resort. Whether you're interested in exploring the Marsh-Billings-Rockefeller National Park, hitting the links at the Woodstock Country Club and Green Mountain National Golf Course, taking advantage of the Woodstock Racquet and Fitness Center facilities, or enjoying one of the area's many ski resorts, this property's location couldn't be more ideal.

Listed by David Donegan, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

53 Pleasant Street Woodstock VT 05091

Woodstock, VT53 Pleasant Street

Price$409,000

Est. Mortgage: $/month

MLS Number 4859590

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,964

Excellent opportunity for single, two family, or hybrid home/business located directly across from the beautiful, new East End Park. Let your imagination soar. This "blank canvas" is ready to put your ideas to action. The property is currently being used as a one bedroom, single family on first level, consisting of spacious living room, full kitchen, one bedroom with sliders, two bathrooms (one with with laundry). Plenty of parking! Building will require some TLC. Sold "as is".

Listed by Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity

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 May 18, 2021.