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.

43 Pleasant Street Woodstock VT 05091

Woodstock, VT43 Pleasant Street

Price$500,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4505862

  • Residential Single Family
  • Construction Existing
  • Bathroom 8
  • Bedrooms 5
  • Square Feet 4,146

This stately Victorian Home is conveniently located in close proximity to all that Woodstock Village life has to offer. Just a short stroll to the fabulous shops, restaurants, theatre and happenings on the Village Green. The gracious foyer entry has a sweeping oak staircase with period detail intact. The beautifully maintained, sun filled rooms are of generous proportion. Commercial grade kitchen for the chef in your house. There is a private, attached 1 bedroom apartment with separate entry that currently generates a handsome income stream. Pleasant, fenced outdoor space with stone footpaths and established gardens. Excellent family home, or ideally located for an in-home-occupation, or a great investment opportunity. Convenient to recreation, skiing, I-91, DHMC, VA, and Dartmouth.

Listed by Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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5070 South Road Woodstock VT 05071

Woodstock, VT5070 South Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4771226

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,936

Charming renovated antique cape in historic village of South Woodstock. There is an attached 20x24 heated workshop/studio that can be used for various purposes. Walk to the country store and the Kedron Valley Inn for dinner. Short drive to skiing as well as trails for hiking , horse back riding and fishing in the Kedron Brook.

Listed by Carol Wood, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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42 River Street Woodstock VT 05091

Woodstock, VT42 River Street

Price$499,000

Est. Mortgage: $/month

MLS Number 4692838

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1,930

A riverfront Woodstock Village home is not often available for sale! The tastefully remodeled interior, of this centrally located residence, benefits from mesmerizing views of the ever changing coloring of the Ottauquechee River. Being located on a level village street enables comfortable walking to all of the amenities of Woodstock Village life. Three finished levels of living space present multiple possibilities for use by family and guests. A private stone terrace and lawn areas oriented towards the river provide unique platforms, for outside relaxation. With 3 bedrooms and 3 baths, this manageable size home is the ideal weekend retreat or equally a comfortable year round village residence!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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1522 Curtis Hollow Road Woodstock VT 05091

MLS Number 4743887

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 2,816

Well maintained custom Colonial being sold for the first time. Situated on a peaceful country road with access to abundant land and forest. Spacious and pleasing floor plan, open kitchen appointed with granite tops, custom cabinetry and slate flooring. The living room has 18-foot ceilings creating a view from the upper loft. The ground floor master bedroom suite is accented with a large full bath with both step in shower and a jetted tub and plenty of closet space. Three bedrooms and two more bathrooms are upstairs and a bonus room for guests, crafts or recreation. The large basement could also be partitioned if needed. For extra storage or recreation/farming there is a 28x38 pole barn. The land has a gradual slope which could be cleared for agricultural use. This property is currently subject to and benefits from a current use plan. Come enjoy the covered porch, hear the stream while relaxing and absorbing the local views.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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5639 Broad Brook Road Pomfret VT 05053

Pomfret, VT5639 Broad Brook Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4789405

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,792

This Classic Vermont Farmhouse bordering East Barnard is situated on 25 acres with two streams, terrific swimming pond, and abuts the Amity Pond Conservation Area. The 4 bedroom house with covered porch and private back deck features wonderful wide hemlock floorboards throughout. Many upgrades including a newer roof, newer windows, and rebuilt and spray foamed concrete foundation. Expansion potential for great room. Large detached workshop / barn / garage offers many possibilities. High speed phone and internet via EC Fiber is already connected. Great access to Amity Pond Conservation Area, Silver Lake, Suicide Six Ski Resort, BarnArts, Artistree, The Grange Theatre, and a short drive to Woodstock Village and Marsh-Billings-Rockefeller National Park!

Listed by Mary Mayhew, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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6182 Tyson Road Reading VT 05062

Reading, VT6182 Tyson Road

Price$498,000

Est. Mortgage: $/month

MLS Number 4730245

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 3
  • Square Feet 4,387

Spectacular views of Okemo from almost every room! This well-built Adirondack home would make a great primary home, outstanding vacation retreat, or maybe a home business. Beautiful kitchen has plenty of counter space, stainless appliances, as well as a fully equipped butler's pantry. The 2 story living room has a soaring stone fireplace and French doors that lead to the expansive front porch. The second level has a wrap-around balcony and 2 large bedrooms that could both be master suites. The third bedroom has a private entry and is part of a family suite with its' own kitchen, living, and laundry. The lower level has a massive game room with billiards, large full bar, exercise area, sauna, and woodstove. The 3 bay plus garage is self-contained with a ¾ bath, heating system, compressed air stations, and workshop. Stone walls border the property and it abuts 9,000 acres of Vermont State forest. Only 5 mins to the lakes region, 10 mins to Okemo, 25 mins to Killington or Woodstock, and the VAST snowmobile trail system is right down the road by Colby Pond. Don't miss out on this property.

Listed by Katherine Burns, William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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194 Gold Coast Road Bridgewater VT 05034

Bridgewater, VT194 Gold Coast Road

Price$497,000

Est. Mortgage: $/month

MLS Number 4746484

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,954

This immaculately maintained home is illuminated through a wall of south-facing windows that frame a view of the pristine Vermont hillsides across the Ottauquechee River valley. A cathedral ceiling over the great room and loft enhances the sense of engaging with nature and invites you to step out on the expansive deck or use a sheltered space for year round grilling. The versatile 3 story contemporary design allows for a variety of lifestyles and needs. A walk-out lower level is configured with a mudroom entry, study-office, bedroom, 3/4 bath and exercise room. The second level includes the great room/living-dining area with eat-in kitchen and 2 guest bedrooms and a full bathroom. The private master suite is access off of the loft and includes an en suite spa bath. Separate entry to the second level via a stone stairway from the parking area would allow conversion of the home into a two-family dwelling. The home is deal for use as an expansive primary home or to enjoy with family and friends as a recreational residence with Killington Ski and Woodstock Village each just a few miles distant. Okemo Mountain and the Lakes country are within about 20+/- minutes drive away. Irreplaceable at this price!

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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541 Sugarhouse Hill Road Barnard VT 05031

Barnard, VT541 Sugarhouse Hill Road

Price$475,000

Est. Mortgage: $/month

MLS Number 4763537

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,136

First time to the market, a well-maintained Colonial on 2.26 acres. Located at the top of a private road that abuts Twin Farms Resort. Situated between Twin Farms ski trails and hiking trails for plenty of outdoor activities. The main floor consists of a family room, formal dining room, eat-in kitchen, and living room with a wood burning fireplace, along with an enclosed porch, and open deck. Upstairs you'll find the master suite with a wood burning fireplace, full bath, and two additional bedrooms. There's a large unfinished room above the attached garage if more space is needed. The grounds have mature plantings and established perennial gardens. A beautiful parcel in a nice private neighborhood. Close to skiing, golfing, the Barnard General Store, and Silver Lake.

Listed by Terry Davis, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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 A VisitAsk A QuestionMore Details

1880 Curtis Hollow Road Woodstock VT 05091

MLS Number 4783272

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,604

Rustic Vermont hunting lodge with spectacular mountain views on 66.5 acres. This corner lot (Mecawee & Curtis Hollow) boasts a 4 bedroom home that has been a 2nd home getaway and recreational playground for the same family since the 1950's. Inside, the large kitchen with counter seating opens into the dining area which flows directly into the long living room that is accented with a huge stone fireplace at the end of the room. Off the kitchen is the master bedroom with ensuite bath and through the living room are 3 bed and bunk rooms and another full bath. There is an enclosed porch which leads out to a wooden deck that overlooks the rolling fields and takes in the amazing views to the Northeast. Roughly two thirds of the property is wooded with the VAST snowmobile trail cutting through it. There are multiple streams that run through and along the property as well as old stone walls. Across from the driveway is the entrance to the Coolidge State Forest and a few miles up Mecawee Rd. is the Mecawee Fishing Club. It is only 10 minutes to Woodstock Village and just 25 minutes to the Killington Mtn. base lodge. This is a unique property with endless possibilities that can be subdivided. A must see!

Listed by Dan Noble, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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1911 Webster Hill Road Pomfret VT 05053

Pomfret, VT1911 Webster Hill Road

Price$474,500

Est. Mortgage: $/month

MLS Number 4757097

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 3,351

Your dream home has arrived! New construction that feels and looks like a classic New England colonial, but with all the contemporary amenities! Located on 8 acres of rolling cleared land that is perfect for horses along with the oversized barn. Pocket doors, built-ins, a formal dining room and parlor room along with an en-suite master and large bedrooms. Radiant floor heating, a walk-out finished basement entertainment center and formal dining room and formal parlor room. En-suite Master Bedroom neatly designed to have all the space you need. Truly move-in ready for the next person to love it as much as its current owners who designed, built and have maintained its exquisiteness for the last 28 years. Tesla House Battery! Home Warranty Included! Don't forget to check out the Virtual Tour!

Listed by Kate Barry, BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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2114 VT Route 12 Highway Barnard VT 05031

Barnard, VT2114 VT Route 12 Highway

Price$465,000

Est. Mortgage: $/month

MLS Number 4509990

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,446

NEAT AS A PIN! Custom built ranch with hand made butternut cabinets and wall panels and maple hardwood floors. Original builder/owner drove every nail with love and care. 1446 sq. ft. of living on one floor features eat-in kitchen, spacious dining area and living room with fieldstone fireplace, 3 bedrooms and full bath. Full basement has a partially finished 30x14 game room with brick fireplace, laundry, 3/4 bath and separate stairway to the outside. 24x36 garage with wood working shop above, 14x18 storage shed and an old 12x52 trailer that has water and septic but is used for storage [could be replaced for Mom]. 43.56 acres with gorgeous lawns and stone walls plus a lily pond. Several potential home sites on this parcel if you want to bring the relatives.

Listed by Jim Watson, Watson Realty & Associates, PLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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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629 North Bridgewater Road Bridgewater VT 05034

MLS Number 4758493

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1,943

This is a must see! Impeccable Cape style three BR, three BA home with spectacular mountain views across the valley. Located on the desirable North Bridgewater Road among several of the finest estate properties in the region. Step into the sizable mudroom with laundry to the updated eat-in kitchen. The living room features a beautiful brick fireplace with a reclaimed antique beam surround. Formal foyer, dining room and family room (all with hardwood) complete the first floor . Master suite and two guest bedrooms are located on the second level. The dry, full basement has high ceilings and radiant heated floors- ready for your vision! You'll fall in love with the copious woodland gardens, established perennial beds and the lovely four season stream that laces through. Relax in a rocker, and take in the views from the covered front porch, or follow the sun to the generous private step out deck surrounded by lush plantings. Beautifully maintained, top of the line systems. Just minutes to Woodstock village, and Killington's sky ship. Direct access to protected land, and trails for hiking snowmobiling, horseback riding. Excellent full time residence, or an easy keep as a vacation ski house.

Listed by Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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 A VisitAsk A QuestionMore Details

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Copyright 2020 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 January 22, 2020.