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.

132 Shurtleff Lane, Woodstock, VT 05091

Price$499,900

Est. Mortgage: $/month

MLS Number 4661648

  • Residential Single Family
  • Listing Agent Name Gretchjen Smith
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4

Super location! This well maintained home is in move-in condition, newly painted exterior with multi level decks overlooking a private backyard. Open floor concept with an abundance of light, gracious room proportions and perfect flow for entertaining. Located just a quick into historic Woodstock Green for all of towns amenities. Set back off a quiet dirt road with well landscaped lawns and gardens. First floor has handsome birch hardwood floors with a bright kitchen accented with granite counters and large island. Off kitchen is both a formal dining room and Living Room anchored with a gas fireplace. Two bedrooms or office on adjacent end of home with shared bathroom. Second floor has 2 large master suites. Lower level is a massive finished space with capabilities to be used in multiple functions- great light with french doors leading outside. This residence is a must see for buyers looking to be close to the village but home nestled in a quiet setting.

Listed by Gretchjen Smith, Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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19 Pelham North Road, Hartland, VT 05048

Price$499,900

Est. Mortgage: $/month

MLS Number 4718478

  • Residential Single Family
  • Listing Agent Name Jeffery Flynn
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3

Lovely and exciting contemporary Cape style home with views of rolling lawns stone walls and landscaped pond. Amenities include open floor plan, hardwood and tile floors, massive wrap around deck, first floor primary bedroom suite with it's own deck, open cathedral ceiling over the living/dining rooms, garden shed, daylight/walkout basement with in law or guest space complete with kitchen and bath. All only 10 minutes to Woodstock and Quechee!

Listed by Jeffery Flynn, Atlantic Real Estate Network

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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914 Deerbrook Way, Woodstock, VT 05091

Price$499,500

Est. Mortgage: $/month

Active With Contract

MLS Number 4689416

  • Residential Single Family
  • Listing Agent Name Mary Mayhew
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

Beautifully maintained and updated timberframe home in Deerbrook, privately situated on 11.16 acres, 10 mins to the Woodstock Green and 15 mins to the Killington Skyship. Kitchen with Jenn-Air rangetop with downdraft grill/griddle, newer stainless refrigerator and dishwasher appliances, and working island for easy workflow. Cozy and sunny morning eat-in kitchen nook; Open living/dining with exposed timberframe ceiling and large woodburning fireplace; 1st floor bedroom; Large master bedroom with deep closets; Third floor is a large space for extra beds, offices or for recreation/crafting; Large full basement for storage; Two car attached garage; Mudroom access with laundry room (newer front-loading W/D) easy access to garage and kitchen; Recently replaced/upgraded roof, well-pump, fridge, dishwasher, washer-dryer, french doors, skylight windows - it's move in ready! Naturalized landscaping, lovely gardens, and wonderful deck for outdoor entertaining!

Listed by Mary Mayhew, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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8 Prospect Street, Woodstock, VT 05091

Price$499,000

Est. Mortgage: $/month

MLS Number 4722128

  • Residential Single Family
  • Listing Agent Name Keri Cole
  • Village Woodstock
  • Construction Existing
  • Bathroom 3

INCREDIBLE WOODSTOCK VILLAGE OPPORTUNITY! Built in 2012, this gorgeous three-bedroom home enjoys a spacious 1.36 acre lot within walking distance of downtown Woodstock village. With fine fits and finishes, light-filled rooms, a large yard, and an incomparable location, this village property lives wonderfully as a primary home. Efficient systems and a strong rental history also make this property incredibly attractive as a vacation property. Look no further - this is where you want to be.

Listed by Keri Cole, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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581 Tom White Hill, Pomfret, VT 05067

Price$495,900

Est. Mortgage: $/month

MLS Number 4729760

  • Residential Single Family
  • Listing Agent Name Lynne Bertram
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

This is only one of 4 privately sited homes on Tom White Hill in Pomfret. It is a demonstration of what a home may be when everything comes together in an harmonious flow. Each room has it's own example of quality craftsmanship.The master bedroom suite features a unique multi wood species floor that invites one to walk barefoot. The mid- level bedroom not only has a beautiful floor, it is spacious, and filled with a glowing light. The low level walk out bedroom is a demonstration of whimsical fun, inviting one to step out the French doors into the forest. Each space is private. There are two full baths, one half bath. The kitchen is well equipped with cherry cabinetry, and soapstone sink, counter and island top. The living room has a towering fieldstone fireplace, cathedral ceiling, and a very clever access to the fire wood. There is a two stall barn, a chicken house a couple of antique apple trees and all this is framed by majestic maple trees. This very charming house is sited on the edge of a meadow on the plateau of Tom White Hill; totally private with a winter view to the south.

Listed by Lynne Bertram, Lynne Bertram Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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456 Harrington Rd Road, West Windsor, VT 05037

MLS Number 4713644

  • Residential Single Family
  • Listing Agent Name Dana Waters
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

Well built and well maintained custom home is 'turn key'. Thoughtful renovations including new appliances, hardwood floors, solar electric, very nice post and beam outbuilding, stone patio. Well landscaped. Fenced area for pets or garden. 1 floor living. Central a/c and whole house generator. All sited on a quiet gravel road overlooking the Mill Brook. Auto open, over sized 2 car garage opens to mudroom with half bath and laundry. Then to slate floored family room with fireplace. One floor living offers an Eat-in kitchen which flows to dining or living room. Stone patio and fire pit off the living room brings the outdoors in. 3 bedrooms, one a generous master with 3/4 bath & walk in closet. Rec room in basement. Large unfinished basement area could be used for many things including a shop. Endless storage! Located off a flat gravel road leading to the historic "Best" Covered Bridge over the Mill Brook. A pleasant walk to the post office. Ask about the exciting changes at Ascutney Mountain a short distance away with a restaurant, mountain biking, skiing, excellent health club with 2 pools. A wonderful town to live in.

Listed by Dana Waters, Dark Horse Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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4281 Rush Meadow Road, West Windsor, VT 05037

MLS Number 4697503

  • Residential Single Family
  • Listing Agent Name Andrew Holson
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

Exceptional pastoral equestrian/farm property on +/- 26.02 acres on desirable Rush Meadow Rd. The c. 1800 cape is ~1,700 square feet, has 3 bedrooms, an exceptional living room with wood stove, most of its original features/charm, and is ready for its next owner to renovate and make upgrades. There are two ponds, two large horse barns, one of which has a large tack room, a run-in shed, and all the necessary fencing to accommodate horses or other animals. A lovely brook runs through the property. Property is located on the GMHA trail system, is 19 minutes from the Woodstock Village and less than 10 minutes from GMHA.

Listed by Andrew Holson, Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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 4690864

  • Residential Single Family
  • Listing Agent Name John Snyder
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

Breathtaking mountain views from this well-constructed 3 BR house built in 2004, and surrounded by properties of substantial, protected acreage. This home has updated kitchen, crown mouldings, oak floors, brick fireplace with reclaimed old mantle, arched doorways, underground power from the paved town road. Radiant heat on first floor and also radiant heated 1,241 s.f. dry, full basement. Extensive landscaping, perennial and rock gardens, a meandering brook - and covered front porch to take in that View! 10 mins to Woodstock and 10 mins to the skyship at Killington, this house is conveniently located on the desirable North Bridgewater Road. Move-in-ready!

Listed by John Snyder, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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2124 Mount Hunger Road, Barnard, VT 05031

Price$485,000

Est. Mortgage: $/month

MLS Number 4690699

  • Residential Single Family
  • Listing Agent Name Jennifer Falvey
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

Great location, stunning views and turn-key condition, this house wins the Real Estate trifecta. The generously-sized deck off of this lovely three bedroom looks out over expansive field, pond and mountain views. Watch the seasons change on the mountain or lay back and cloud-gaze while enjoying the wide-open sky on this 7 acre property. The first floor master bedroom and the two bedrooms on the third floor which are separated by a TV room make this the perfect house for family or friends to come visit. The kids will be in the walk-out basement/TV room. This quintessential Vermont home has a back up generator and is 18 minutes from Woodstock. The home was originally built in 1970 and completely rebuilt in 1999.

Listed by Jennifer Falvey, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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195 Roberts Road, Woodstock, VT 05091

Price$479,000

Est. Mortgage: $/month

MLS Number 4691800

  • Residential Single Family
  • Listing Agent Name John Wetmore
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

With 6.8 acres of mostly open pasture land, a well designed barn, desirable South and West exposure and close proximity to Mount Tom and the riding trails there is potential for this Woodstock property to be a small horse farm, or perhaps even the site for an organic farming operation! The well built home features a cathedral ceiling, wood burning fireplaces, pastoral views and the option for providing separate in-law accommodation! Conveniently located, in a quiet neighborhood, all the amenities of Woodstock Village are just short drive away!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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730 Route 12, Hartland, VT 05048

Price$475,000

Est. Mortgage: $/month

MLS Number 4726786

  • Residential Single Family
  • Listing Agent Name John Bassette
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3

Beautiful Executive Home! Tastefully remodeled open floor plan home with central air conditioning and security system situated on 31 acres of woods and open land with a babbling brook. Fabulous, modern, chef's kitchen has an electric 5 burner cook top, double ovens, extensive cabinets and pantry for storage, and an expansive island for additional counter-space and cupboard storage. The spacious, light filled living/dining area has wide pine floors throughout with lovely built in cabinets for storing your favorite china, a wonderful fireplace to cozy up around on those cold winter nights, and a brick hearth with wood mantle to display your favorite family photos. A first-floor master bedroom suite provides the perfect opportunity for one floor living, and it has wide pine floors, large double closets, and private bathroom with sit-in shower and grab bars. Plenty of space to host family and friends with 2 additional main level bedrooms, rec room, and expansive family room with VT Castings Gas Fireplace. A great opportunity to start a home business with workshop and studio area with utility sink, work bench, and large storage closet that has easy access to the attached two-car garage. Large, well landscaped lawn with fire pit near brook for roasting marshmallows on those warm summer nights or just enjoy nature and wildlife. Five minutes to Woodstock or 15 minutes to the West Lebanon. Perfect Location! Come take a look at what this unique space has to offer!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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5763 West Woodstock Road, Woodstock, VT 05091

MLS Number 4727726

  • Residential Single Family
  • Listing Agent Name Wendy Beach
  • Construction Existing
  • Bathroom 8
  • Bedrooms 6

This is an operating Bed and Breakfast that could revert to residential use as a second home, a ski home, or a rental property. The property enjoys proximity to downhill skiing, cross country skiing, golf, spa facilities, and a wonderful, historic Village. Perfect for gatherings for groups for celebrations and reunions.

Listed by Wendy Beach, Hearthside Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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