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.

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

$
$
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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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638 North Bridgewater Road Bridgewater VT 05034

MLS Number 4866963

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,772

Wonderful setting with sweeping mountain views. This well built ranch style home is low maintenance with new standing seam metal roof and vinyl siding, and clad windows. The mudroom entry has ample storage and one step up into the open kitchen/dining/living area bursting with warm southerly light. You'll spend many enjoyable hours watching the birds and wildlife from the adjacent sunroom or covered deck. This gem includes an In-Law apartment as well! The exceptionally dry and open basement could be an ideal workshop, rec room or home theater space. The landscaping is stunning year round. The small pond attracts a blue heron for your viewing pleasure, regularly. Located 15 minutes from both Woodstock Village and the Killington Skyeship gondola. A wonderful place to call home!

Listed by Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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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: 2.78% last updated on Jul 22, 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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2319 Rousseau Road Barnard VT 05032

Barnard, VT2319 Rousseau Road

Price$425,000

Est. Mortgage: $/month

MLS Number 4865187

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,071

Constructed as a modest cottage in the late 1980's this home was developed in 2004 to include a fabulous light filled great room, studio with cork floors, and a functional mudroom and heated garage below. The great room has a cathedral ceiling and is light filled even on the darkest days. The studio can be entered through French doors from either the great room or the dining room and is a functional space. There is porch accessed from the studio. A bright kitchen with an adjacent dining room, two bedrooms and bath complete the first floor. Upstairs is a generous landing, that could be used as an office or quiet reading area, and a large bedroom with full bathroom. Working from home would not be an issue because the internet is EC Fiber. Another deck is off of the kitchen that looks out to beautiful perennial gardens. The home is located close to Silver Lake in Barnard, about 20 minutes from Woodstock, and a quick drive to I 89 through Bethel.

Listed by Daphne Lowe, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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1697 Sheddsville Road West Windsor VT 05037
Active With Contract

MLS Number 4863734

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,922

This single family home boasts the perfect set up to create a two family property or mother in-law suite. This unique property located in beautiful West Windsor, Vermont, is an authentic log home added on in 1990 with an enormous master suite and loft area featuring 1.5 baths, floor to ceiling fireplace and gorgeous cathedral ceiling. log home was added on to the original 3 bedroom, 1 bath ranch with kitchen and great room. Seasonal Views of Mt. Ascutney from the wrap around porch and just minutes from Woodstock and Quechee Gorge.

Listed by Don Chabot, Town and Country Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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994 Route 44 West Windsor VT 05037

West Windsor, VT994 Route 44

Price$400,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4871132

  • Residential Single Family
  • Village Brownsville
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2

Colonial timber frame “Swallow House” built circa 1810 located in Brownsville Village, Vermont. Systems renovated from roof to foundation, including kitchen, garage, radiant heat throughout, two propane stoves, insulation, and foundation. Main bedroom on first floor with attached office space. Three bedrooms and second bathroom on second floor of generous size. Two attic spaces and renovated basement offer substantial storage space, which is excluded from living space of 2,380 square feet. Located at the base of Mount Ascutney that offers ample access to hiking, biking, and ski trails in walking distance maintained by Ascutney Outdoors Association, a great location for outdoor enthusiasts. Brownsville Butcher and Pantry across the street offers local artisanal food, butcher shop, and a delightful deli. Private sale by motivated seller, reasonable offers will be considered.

Listed by Dave White, OwnerEntry.com

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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354 River Road Bridgewater VT 05035

Bridgewater, VT354 River Road

Price$399,900

Est. Mortgage: $/month

Pending

MLS Number 4868428

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,815

SWEET MOUNTAIN VIEWS! IDEAL SPOT FOR A VACATION RETREAT! SERENITY AWAITS YOU MINUTES TO KILLINGTON AND WOODSTOCK VILLAGE. This private retreat has so much to offer! 3 Bed/ 2 Bath VT LOG HOME is set on 12+ acres with direct access to VAST Snowmobile Trails and endless hiking / mountain biking / cross country trails. Walk to the famous Long Trail Brewery from the house as its 5 minutes away! The open concept floor plan is perfect for entertaining. The home can be used as a single family home or use the upper floor as a 1 bedroom/ 1 bath unit and the lower level as 2 bedroom 1/ bath unit which has its own separate entrance. The property has strong rental potential and there no rental restrictions in Bridgewater! Enjoy the huge detached barn to put all of your toys and the spacious top floor level to make a cool recreation room or artist studio. Prime spot minutes to world class skiing and golf! Check this gem out now it will not last! ALL OFFERS MUST BE IN BY MONDAY JUNE 28TH BY 5PM. SELLER WILL RESPOND TO ALL OFFERS BY TUESDAY JUNE 29TH BY 5PM.

Listed by Samantha Ecke and Marni Rieger, KW Vermont-Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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3647 Royalton Turnpike Road Barnard VT 05031
Active With Contract

MLS Number 4862201

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 810

Adventure and tranquility await in this authentic log cabin. The best of Windsor County is yours in this natural reservoir for Vermont wildlife, with spectacular views throughout all seasons on this 50.4 acre land parcel sited between a picturesque farm, beaver ponds, and a forest backdrop of maple, spruce, and birch trees. Bask in the outdoors, the Vermont foliage, the panoramic views, and your own private fruit orchard, waterfall, and scenic pond. The cabin is located near the White River, where ski resorts, rafting, hiking opportunities and roadway access to Woodstock and Lebanon are just minutes away. A new septic and private shed were installed in 2020, and a new water heater in 2021. The sale of the property comes with a new John Deere sit down mower to manage the property.

Listed by Jane Darrach, Martha E. Diebold/Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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40 Deer Ridge Way Woodstock VT 05091

Woodstock, VT40 Deer Ridge Way

Price$399,000

Est. Mortgage: $/month

MLS Number 4870524

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,671

A surprisingly spacious Woodstock home, in a highly desirable location! The quiet sunlit yard benefits from wonderful privacy, with useful open space for gardens or recreation. With the Woodstock Middle School/High School and shopping at the beloved Farmer's Market just a short drive away, homes in this area of Woodstock are highly sought after! On the main level of this comfortable home are 3 bedrooms, a large living room with an attractive soap stone wood burning stove, a bright dining area, a kitchen, a laundry room and a full bath. The finished lower level of the home presents endless opportunities! Obvious possibilities are office work spaces, workshop/hobby areas, media rooms or just plain recreation fun! A 3/4 bath is conveniently centered among these 5 lower level rooms. The property benefits from high speed internet. A well sited detached 2 car garage, with cement floor, presents extra storage room for bikes, kayaks or garden tools. A home well suited for convenient year round living, in an often sought area of Woodstock! A location equally well suited for use a private vacation home retreat!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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72 Adam Road Barnard VT 05031

Barnard, VT72 Adam Road

Price$399,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4870508

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,731

The perfect get away or a very comfortable primary residence. Four bedrooms, two great gathering areas, large fully equipped kitchen with two open format dining areas, wrap around porch with lake views, and large level lawn area for games or just throwing the frisbee for the dog. A few steps (aka. a chip shot) to Silver Lake and the Barnard General Store. If that isn't enough the property includes a quaint little guest cottage with potential for guests, Air B&B or just a great play house. It really just does not get any better!!! Oversized one car attached heated shop area with wood stove. This property can truly not be appreciated without a personal tour. Ten minutes to the Woodstock Green and all the great amenities of Teago.

Listed by Stan Butler, Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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1104 West Woodstock Road Woodstock VT 05091

MLS Number 4841891

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,630

Freshly cleaned and ready to show!! Well maintained West Woodstock Village home with a spacious dining room featuring hardwood floors and built ins, large living room with nice light, eat-in kitchen with adjacent pantry and large mudroom. Three bedrooms up with an additional rear staircase. This property also features a addition connected to the house featuring a separate entrance, two large office/work spaces, finished basement, large barn and a great level yard for gardens or play. Near the Woodstock Farmers Market, the Middle and High School plus the Union Arena.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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21 Sugar House Hill Road Barnard VT 05031

Barnard, VT21 Sugar House Hill Road

Price$395,000

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: 2.78% last updated on Jul 22, 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 July 27, 2021.