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.

28 Garcia Lane Hartland VT 05048

Hartland, VT28 Garcia Lane

Price$500,000

Est. Mortgage: $/month

MLS Number 4930486

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Square Feet 1,008
  • Bathroom 1

Perfect country setting in Hartland Vermont. This two bedroom home sits on a hill with field, trees, and trails. Views of Mount Ascutney would be amazing with the clearing of a few trees. If you want a year round cozy home, or a vacation home in Vermont, this is it. Two car garage plus a large outbuilding. Heating options are wood stove or electric, full sunshine throughout the day would be perfect for you to install solar energy. Brand new roof on house and garage. Enjoy the peaceful tranquility sitting on the deck taking in the sunrise and sunsets each day.

Listed by Erika Smith, RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

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2305 South Road Woodstock VT 05091

Woodstock, VT2305 South Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4921126

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Square Feet 1,748
  • Bedrooms 3

Gambrel style Cape sited on a corner parcel of 4+- acres of open land bordered by the Kedron Brook. Updated eat-in kitchen and baths, living room with built-ins, dining room, hardwood floors, and spacious mudroom. Upstairs en-suite primary bedroom and two additional bedrooms. Complete with detached carriage barn/garage and spacious deck. Only two miles to the village green and minutes to Mt. Peg for hiking, biking, and cross-country skiing.

Listed by Scott Monahan and Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

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78 Crown Point Drive Reading VT 05062

Reading, VT78 Crown Point Drive

Price$464,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4917484

  • Residential Single Family
  • Bathroom 3
  • Square Feet 2,428
  • Bedrooms 3
  • Construction Existing

Looking for a private country setting? This 3 bedroom, 2.5 bathroom home is placed on just under 10 acres of an open and wooded lot located on a private road. Highlights include: Primary suite with walk-in closet, sizable living spaces to enjoy family & friends, large basement for a workshop, storage and rec room, central vacuum ready, pellet stove & two-car garage. Relax under the covered porch and enjoy the sights and sounds of nature or take a walk/ride on your own trails between the mature maples you've tapped for syrup. Centrally located and near hiking, skiing, riding, VAST Trails, lakes and fishing. Enjoy a multitude of pleasurable activities inside and out. Come see what this wonderful property has to offer!

Listed by Suzanne Garvey and Matthew Bellantoni, Mary W. Davis Realtor & Assoc.,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

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117 Parsonage Road Bridgewater VT 05034

Bridgewater, VT117 Parsonage Road

Price$425,000

Est. Mortgage: $/month

MLS Number 4912656

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 1,386
  • Construction Existing
  • Bathroom 2

Well sited on a gentle knoll this c.1820 classic 3 bedroom Farmhouse is on the market for the first time in more than 50 years! Over looking the Ottauquchee River and conveniently located 10 minutes from both Historic Woodstock Village and the famed Skyeship lift at Killington Resort. Recent updates include energy efficient windows throughout, a new masonry chimney for the cozy pellet stove, standing seam metal roof and furnace.

Listed by Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

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258 Town Farm Road Reading VT 05062

Reading, VT258 Town Farm Road

Price$395,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4927257

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,536

Hillside cape on a quiet, town maintained, dead end, country road in Reading. This 1950s home was completely renovated by the prior owners (photos documenting scope of the renovation are available) R15 insulation in the walls & R42 in ceiling & sill pockets. The house includes 3 BRs and 2 full Baths, kitchen/dining, living room w/woodstove & office. Nice enclosed porch entry on the rear of the house. Entry envelope on the front. Full basement. New over sized garage near the house and a smaller garage across the road. Property is 9.38 a. with direct access to V.A.S.T trail, near the North Branch of the Black River and hiking, mountain biking, skiing & GMHA for your choice of recreation, midway between Ludlow and Woodstock. Move in ready!

Listed by Dana Waters and Paula Waters, Dark Horse Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

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7 Quechee Road Hartland VT 05048-0349

Hartland, VT7 Quechee Road

Price$395,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4915902

  • Residential Single Family
  • Bedrooms 3
  • Construction Existing
  • Square Feet 1,927
  • Bathroom 1

This charming cape in the heart of Hartland Three Corners is a true delight! The main level interior offers a terrific open concept layout detailed with hardwood floors, high ceilings with exposed antique beams, and all new windows! The spacious (30 x 20) living room is centered upon a woodstove fireplace and the dining room opens out to a lovely side deck. The kitchen is centered between the living and dining rooms and comes nicely equipped - including a sub-zero fridge. The primary bedroom and a gorgeous bath with tiled walk-in shower and radiant heated floors finish off the main level. Upstairs one will find two additional bedrooms with tons of closet and storage space. Mechanical upgrades include a new oil tank, water tank and electric panel. Walk to the diner, library, and recreation. Excellent location in the Upper Valley for an easy commute to DHMC, Dartmouth College and the VA Hospital - and 10 minutes to the village of Woodstock!

Listed by Mary Mayhew, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

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261 Levasseur Road Barnard VT 05031

Barnard, VT261 Levasseur Road

Price$360,000

Est. Mortgage: $/month

Pending

MLS Number 4917687

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 1,666
  • Construction Existing
  • Bathroom 2

Three bedroom two bath Contemporary home with first floor freshly finished and gleaming hardwood floors. Sited on Levasseur Road in magical East Barnard, a lovely rural road with large open pastures and dramatic hillsides with a total of 10 acres and protected by over 95 acres of conserved land across the street. Large kitchen with ample counter space, hardwood floors, and plenty of storage, and space for a country kitchen. Dining and living rooms are open with living room having access to two decks and a propane stove. Lots of natural light throughout the home and picture window in one bedroom that looks up the valley. Sculpt the roadside vegetation to open up your views of the valley, hike your land, garden, and so much more. Spacious detached garage with ample storage and upstairs partially finished with large window. House moved from Hanover NH. Age of original construction unknown. A remarkable and exciting property!

Listed by Derek Cosentino, Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

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48 River Street Woodstock VT 05091

MLS Number 4931913

  • Residential Single Family
  • Bathroom 1
  • Square Feet 900
  • Construction Existing
  • Bedrooms 1

Super location in the heart of Woodstock Village. Nestled on the bank of the Ottaquechee River. Easy walk to all of towns amenities and Mtn Tom for a short hike. This one bedroom condo features hardwood floors, large full bathroom and eat-in kitchen. Lots of natural light especially in the afternoon. New kitchen cabinets with handsome walnut countertops. New tiled shower with fresh paint. There is one assigned parking space. Seller is a licensed real estate agent in VT. Easy to show. Purchaser must claim this condo as their primary residence at closing.

Listed by Gretchjen Smith, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

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172 Birch Tree Circle Woodstock VT 05091

Woodstock, VT172 Birch Tree Circle

Price$225,000

Est. Mortgage: $/month

Pending

MLS Number 4927419

  • Residential Single Family
  • Bathroom 1
  • Construction Existing
  • Bedrooms 1
  • Square Feet 1,120

This charming artist-owned cabin sits on 2.03 acres at a cul-de-sac. It is surrounded by hundreds of protected forest land, which the Appalachian Trail crosses only minutes from the cabin. Its history began as an airstream in 1978. The owners later encased it and added a large living room, bedroom, full bath and a 4-season sunroom. In addition, they attached a two-door garage and two barns as well as a garden shed and a stone patio. Today, the kitchen and office still have parts of the original structure. Size: 1,120 sq.ft. Lot: 2.03 acres Attached 2-door garage with cement floor: 24x23' Woodshed attached to garage: 24x6' Attached woodshed 1 to home: 24x12' Attached woodshed 2 to home: 24x12' Fuel: Miller/kerosine Wood: Dutch West woodstove (included) Kitchen: large Formica countertops, butcher block, dishwasher, fridge, ample cabinets Living room: open to kitchen, wood stove, built in bookshelves and small desk, custom made corner hutch Washing machine (and space for dryer) Water heater: electric Water: artesian well Septic: inground septic system Power: 2 power boxes (see pictures) Insulation: fiberglass and blown in newspaper Foundation: House: crawl space and blocks Garage: cement Floors: carpet (living room, bedroom, and office) oak (kitchen) pine (kitchen and sunroom) tile (bathroom and sunroom) cement (garage) Siding: aluminum siding - white School system: Woodstock, VT The cabin is located at the end of a private road. SOLD AS IS

Listed by Ralph Harvey, Listwithfreedom.com

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

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42 Heritage Condos Way Woodstock VT 05091
Active With Contract

MLS Number 4930127

  • Residential Single Family
  • Bedrooms 1
  • Square Feet 865
  • Construction Existing
  • Bathroom 1

OPEN HOUSE SATURDAY SEPT 17th 10-2pm. & SUNDAY 11-2pm. BROKERS & BUYERS WELCOME! COME ALONG OR SEND ALONG! Attractive 1 bedroom, 1 bath condo with private overflow loft/office space in Woodstock. There is a private deck with views of the mature landscape and beautiful well-kept hardwood floors throughout. The open concept main level features the original kitchen (new refrigerator, electric range, dishwasher) with painted cabinetry and thick butcher-block counter insert which flows through the island window into the dining/ living room and natural light from the newly installed Anderson large glass slider to the deck. The high-efficiency Rinnai wall unit heats the whole place with electric baseboard being a backup. An attractive chimney wall and woodstove hookup exists for alternative heating approaches. Upstairs the primary bedroom has His & Her closets and a wall mounted AC unit. There is also a full bathroom and full sized stacked washer and dryer on the second floor landing. The loft area has a privacy door with an additional closet for office or other family uses. All units come with a separate exterior and locked storage area in the common barn and this unit has a rare and fully accessible additional storage area. Quarterly Dues are $820/qtr which includes landscaping & mowing, plowing, shoveling sidewalks, and trash removal. This does not include W&S bills, Town taxes, internet, electricity, or heat. Right next to the Thompson Senior Center and Woodstock High School.

Listed by Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

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361 Chateauguay Road Bridgewater VT 05035

Bridgewater, VT361 Chateauguay Road

Price$180,000

Est. Mortgage: $/month

MLS Number 4917889

  • Residential Single Family
  • Bedrooms 6
  • Construction Existing
  • Square Feet 1,680
  • Bathroom 2

Would you like to renovate this affordable Farm House on a quiet and beautiful road with 0.75 private acres of land? Great opportunity in a charming location. This 1890 Farm House offers 6 bedrooms and 2 baths (per town record) with 1680 Square feet of living space. Currently rented and should be vacant in September. Come take a look and see the possibilities. Showings to be scheduled at 5:00 PM and after, week days.

Listed by Daniel Pol, Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

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60 Bowers Road West Windsor VT 05037

West Windsor, VT60 Bowers Road

Price$150,000

Est. Mortgage: $/month

Pending

MLS Number 4930343

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,575

3 Bedroom 2 Bath home in need of complete rehab. Located in wonderful West Windsor on 2.5 open, flat acres with a great view of Mt Ascutney. The only home on a town maintained gravel road. Historically there was a 624 sq ft apartment in the walk out basement. Current deed has this as two parcels. Power is off, flashlights are needed to view. The home has been tied up in an estate for 5 years, please verify all information. Subject to third party approval & VT License to Sell required. This home will require a significant investment in time and money before occupancy, so please don't ask for a showing unless you are a cash buyer or pre approved for a rehab loan. *Will not qualify for most financing.

Listed by Dana Waters and Paula Waters, Dark Horse Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

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Copyright 2022 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 October 5, 2022 12:52 AM EDT.