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.

1231 West Woodstock Road Woodstock VT 05091

MLS Number 4902549

  • Residential Single Family
  • Square Feet 2,846
  • Bathroom 4
  • Bedrooms 6
  • Construction Existing

Seller is a licensed VT real estate agent. This is a 4 unit multiple family dwelling that could be used as an investment property or converted back into a single family home with several apts. The main house has the original floors, great light and spacious rooms, laundry hookups and ample variety of rooms. There is a 2 bay detached garage with plenty of storage... and an extra parking lot in the back if needs or could be converted into a large garden or play area. All units are tenant occupied- leases expire this summer. Please call for a preview-

Listed by Gretchjen Smith, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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101 Westmont Way Woodstock VT 05091

Woodstock, VT101 Westmont Way

Price$485,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4899297

  • Residential Single Family
  • Square Feet 2,346
  • Bathroom 3
  • Construction Existing
  • Bedrooms 4

This contemporary-style home is ideally situated. Enjoy natural light throughout the house with beautiful pastural views from the kitchen and living room. The first floor offers a large open-concept kitchen and dining room with a pellet stove. Cozy up in the living room to the double-sided fireplace while the opposite hearth warms a spacious area for a den, playroom or yoga studio. The second floor hosts four bedrooms and two bathrooms. In the lower level, the garage leads directly into a workshop, storage space and utility room. Enjoy exploring the 5 acres of land. Located a quick drive to downtown Woodstock, many local attractions, and only 25 minutes to Killington Mountain. Showings begin on Saturday 3/5 with an Open House from 2-5:00 and Sunday 3/6 from 11-4

Listed by Holly Hall, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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23 Barber Lane Hartland VT 05048

Hartland, VT23 Barber Lane

Price$450,000

Est. Mortgage: $/month

Pending

MLS Number 4908516

  • Residential Single Family
  • Bedrooms 1
  • Bathroom 2
  • Construction Existing
  • Square Feet 1,507

Have you seen the view? That's the icing on the cake, but the house has many layers. There is the private setting, the beautiful open concept, the tractor garage, the farmers porch, the master suite area, and the ability to add on as this is designed as a 3 bedroom septic.... The craftsmanship will be evident, and you will feel as though this is home.

Listed by Katie Ladue Gilbert, KW Vermont Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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13 & 15 Gilson Road Hartland VT 05048

Hartland, VT13 & 15 Gilson Road

Price$420,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4902443

  • Residential Single Family
  • Construction Existing
  • Square Feet 1,600
  • Bedrooms 3
  • Bathroom 2

A unique opportunity to purchase this log home and multi family duplex, a great investment opportunity! 4+ Acres close to Route 5, with easy access to DHMC, APD, Mt. Ascutney Hospital, and the VA. The log home which is awaiting your decorative touches, is nestled within earshot of a babbling brook, with 3 bedrooms, and 1.5 bathrooms. Enjoy cozy winter mornings with the new wood stove installed in the fall of 2021, and warm summer days on the deck off the main bedroom. The mudroom flows nicely into the kitchen and then into the living room where you can enjoy the wooded area through large picture windows. Both structures have been maintained with extensive improvements over the 30+ years of the current ownership including a major renovation to the duplex in 2019, and major infrastructure upgrades to both structures. With current renters, and a recent interior remodel, the duplex is a good way to produce income and invest in the Upper Valley. You can choose to rent the duplex and live in the log home, or rent both! With Vermont views and a wooded back yard, anyone would feel comfortable here. *Listing agent is related to sellers.

Listed by Marco Day, BHHS Verani Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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179 Mountain View Road Bridgewater VT 05035
Active With Contract

MLS Number 4902867

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 3
  • Construction Existing
  • Square Feet 1,976

Mountainside Contemporary home with an in-law apartment situated on a double lot. The larger living space is on the second level with cathedral ceilings and large windows to enjoy the mountainside views. Walk out onto the deck to enjoy the vista and grill. Inside three bedrooms and a loft plus two bathrooms accommodate your group for living and exploring the greater Killington area. Bonus in-law suite on the lower level with direct access to the main living space. Use it to spread out or accommodate separate living. Minutes to the Skyship and Killington Access road. Or just north of the lakes in Plymouth and the Okemo Valley. Additional land available.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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1570 Green Gates Road Bridgewater VT 05091

MLS Number 4909309

  • Residential Single Family
  • Bathroom 1
  • Bedrooms 3
  • Construction Existing
  • Square Feet 1,192

Looking for a unique cozy Vermont home with hardwood detailing throughout? If so, look no further than this charming three bedroom, one bathroom Bridgewater home located just steps away from multiple hiking trails including the Appalachian national scenic trail and with an abundance of privacy on just over 34 acres of land. A large two car attached garage greets you at the end of the driveway with plenty of room for additional outdoor equipment storage. Stepping inside the home you will find the mudroom with wood paneled walls guiding you into the shared spacious living and dining room. Warm up from the cold Vermont winters next to your brick fireplace with a hardwood mantel. Additional heating is provided by the wood stove located between the living and dining room. Beautiful hardwood floors and dark wood beams highlight this area. In your kitchen you will find an electric stove/oven and the original wood burning stove/oven with brick accents. The bathroom is just off the kitchen as well as an additional storage closet. All three bedrooms are fair in size with additional closet storage. The largest of the three bedrooms connects to the last bedroom and is very generous in size making it a great room for multiple beds/bunk beds for friends and family. The large attic is a great place for any additional storage or expansion. Imagine a master suite! Make this your forever home, or the perfect Vermont getaway- call today to make your appointment!

Listed by Livian Vermont, KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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1992 Stone Chimney Extension Reading VT 05062
Active With Contract

MLS Number 4872488

  • Residential Single Family
  • Square Feet 1,552
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2

Off the grid living with all you would expect, privacy, quiet, long distant views, self-sufficiency, gravity fed water, pond and abundant woodlands. The present owners have cultivated fruit trees, berry bushes and vegetable gardens. Conveniently located 15 minutes from South Woodstock, this property is located in an area that was once populated by ancient hill farms as evidenced by the old cellar holes and stone walls. The ancient roadways still offer miles of hiking, snowshoeing, cross country skiing and mountain biking. The residence was originally built in 1984 and has been expanded and added onto creating a very nicely flowing floor plan. The living room with it's soaring stone chimney and elevated ceiling creates a very rustic warm feel. This is a property for the buyer who wants to experience Vermont at it's very best.

Listed by Wade Treadway, Wade I Treadway Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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578 East Barnard Road Barnard VT 05068

Barnard, VT578 East Barnard Road

Price$350,000

Est. Mortgage: $/month

Pending

MLS Number 4906846

  • Residential Single Family
  • Bathroom 2
  • Construction Existing
  • Square Feet 1,405
  • Bedrooms 1

Live the simple life in this tidy, compact, virtually maintenance free "Butler Industrial Metal Home". Sited privately on 10.1 AC of open and wooded land just beyond East Barnard Village, and minutes to I-89. Enjoy the lovely local hillside view, and the tranquil sound of the brook. The main level is cleverly comprised of a well-appointed kitchen totally fitted with commercial grade stainless steel appliances; a spacious living/dining area with propane stove and a dramatic, south facing wall of windows; a combination laundry/ utility/bathroom. The second floor has bedroom, loft and office space. Perfect primary home for minimalists, or an easy keep as a weekend getaway. EC Fiber.

Listed by Danny Kogut, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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3818 US Route 4 Bridgewater VT 05035

Bridgewater, VT3818 US Route 4

Price$350,000

Est. Mortgage: $/month

MLS Number 4910038

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 976

This high-visibility location with ample parking, workshop, and storage has shown itself to be suitable for successful home-based businesses, yet has private, peaceful living quarters. Charming two-bedroom, one bath riverside bungalow has been thoroughly updated including all systems and finishes throughout. Situated on the peaceful banks of the Ottauquechee River, take in the sights and sounds of flowing water from most of the living spaces. The studio, located steps about the river with glass in three walls, is especially suited for yoga, meditation, or writing. The home itself has been completely re-insulated, re-wired, new floors, new countertops. Outbuildings include a large garage with studio and ¾ bath, a 40 x 15 barn with concrete floor, two sheds, and a greenhouse. Level lawn for play or organic gardens galore. Five minutes to the Killington Skye Ship, two minutes to Long Trail Brewing Co., 15 minutes to Woodstock. Showings begin on May 22.

Listed by Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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817 Skyhawk Lane West Windsor VT 05037

West Windsor, VT817 Skyhawk Lane

Price$319,000

Est. Mortgage: $/month

MLS Number 4901314

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 1,344

5 bedroom home located walking distance from Ascutney Outdoors, the rope tow and T-bar, and the village of Brownsville. One of the recreation trails runs right behind the house. Home is comprised of 5 bedrooms, 4 on the lower level with mudroom and 3/4 bath, and 1 on the upper level with full bath, kitchen, and large open living / dining area with wood stove which opens onto the deck. Fiber internet available, easily accessible from I-91.

Listed by Seth Warren, Seth Warren Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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59 Mill Street Hartland VT 05052

Hartland, VT59 Mill Street

Price$315,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4904523

  • Residential Single Family
  • Square Feet 1,642
  • Bedrooms 3
  • Construction Existing
  • Bathroom 1

MOVE-IN READY!!!! This home offers 3 bedrooms, 1 bath open concept on a nice flat lot in the desirable town of Hartland, Vermont! Offering a Large heated garage space with a 3/4 bath and laundry. The pole barn offers extra covered parking for equipment or toys. Close proximity to I91, Dartmouth College, DHMC and the VA Hospital makes this an excellent location. Come take a look and make this home your new address!

Listed by Heather Ashline, BH&G - The Masiello Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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1906 South Road Woodstock VT 05091

Woodstock, VT1906 South Road

Price$299,900

Est. Mortgage: $/month

Pending

MLS Number 4905721

  • Residential Single Family
  • Square Feet 2,400
  • Bedrooms 3
  • Construction Existing
  • Bathroom 2

Located 2 miles from the village is a well maintained 3-bedroom, 2-bathroom split level home with a comfortable floor plan. The main level has single floor living with direct access to the back deck for privacy and enjoying the wildlife. A partially finished basement outfitted with a large family room along with an office/study, which can be converted into an additional bedroom if needed. Find the mechanicals, laundry room and plenty of extra storage space in the unfinished section. The parcel is mostly wooded with wild flowers throughout and a small open yard for low maintenance. Situated on the knoll overlooking the Kedron Brook with nice local mountain views. Walking distance to the Woodstock Sports Center, and the Mount Peg trails system for hiking, mountain biking or skiing. South Woodstock and the Green Mountain Horse Association are only 3.5 miles away. Showings begin on Saturday 4/23.

Listed by Terry Davis, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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 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 17, 2022.