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.

16 Balhart Ridge Road Hartland VT 05048

Hartland, VT16 Balhart Ridge Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4811941

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 4,743

UNIQUE ARTIST OPPORTUNITY AT WINTERGREEN! Lovely 4700+ sq. ft. contemporary home with almost 10 ft high ceilings and a spacious 1 bedroom quarters above a lower level art gallery, with an additional 2 bedrooms (in-law suite) on the 3rd floor, the home is a 3,200 sqft 3 bedroom, 2.5 bath house with a 1,500 sq ft galley below. The lower level has a beautiful art studio with a grand public entryway leading to art display areas and workshops with shelving for tools, art supplies and additional art pieces. The house is super insulated and situated on 3.86 acres of rare earth quartz. Big views of Mnt Ascutney. Easy to maintain, this well insulated home is built with 2" X 8" construction has modern appliances, plenty of bright light in each room, and three porches to take in the hillside views and spark your imagination. The lower level could be an Artist haven, Yoga studio, theater room, family room, and just a great home business opportunity. Use your imagination to create a space that suits your family's needs. In a quiet, private location to escape the busyness of life yet close to all the amenities of the Upper Valley. Possibilities abound. Come take a look today and dream of what the future holds for you! Ideal location - 3 minutes to Hartland, 10 minutes to WRJct, 20 minutes to DHMC.

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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218 Mecawee Road Woodstock VT 05091

Woodstock, VT218 Mecawee Road

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4822982

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,331

A safe retreat in desirable Woodstock Vermont! Recently, a well respected local builder has carefully crafted his thoughtful interpretation of the small home concept. His long experience in building Vermont homes is obvious throughout this immaculate cape style home! An open floor plan creates a naturally bright and comfortable first floor living space. On this level, the living room, dining area and kitchen all have visually separate locations and yet all flow together creating the feeling of a being in a larger space. On the second floor, there are two nicely separated bedrooms, on either end of the cape, and a beautiful tiled bathroom. These bedrooms each have the bonus of highly functional built in clothing storage drawers that run the full length of a wall! Radiant floor heating for comfort, wood floors on both levels of the house for classic appeal and natural beauty and extensive windows for wonderful natural lighting are among the appealing interior features of this home. Dramatic stonewalls, a sunny patio and an attractive garage/workshop are among exterior features. This privately sited home is located on 5 acres of land that have appeal for their diversity. Adding to the sense of a safe retreat the location of this home is in a more rural neighborhood of Woodstock. This recently built home would serve equally well as a safe vacation retreat from the busy world or could be a comfortable year round residence, of a manageable size!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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12 Maple Street Woodstock VT 05091

Woodstock, VT12 Maple Street

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4816179

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

Woodstock Village! A bright, spacious and well maintained 1900's colonial home with 5 bedrooms, 2 full baths. Located on a dead end, quiet neighborhood with an easy walk to the center of the Village for all of our amenities, a quick jump onto Mt Peg for a short hike, access to Vail Field for fun and sports. The spacious kitchen has granite counter tops and maple cabinets with an island- open floor plan to a sunlit filled sitting area and informal dining. The floors consist of a mixuture of tile, hardwood and carpet. Large dining that opens into the living room in the front of the house. Second floor has 5 bedrooms or one could be converted to an office. Enjoy the coverage porch overlooking a wonderful row of stunning Annabelle Hydrangeas bushes. Plenty of space for a vegetable garden, perennials and mature landscaping around the house. This home is located in the heart of Woodstock Village- super location. Come take a look.

Listed by Gretchjen Smith, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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8754 Pomfret Road Pomfret VT 05053

Pomfret, VT8754 Pomfret Road

Price$499,000

Est. Mortgage: $/month

MLS Number 4810811

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,142

MILLBROOK FARM - Equestrian property on approximately 6 acres of pasture, close to trail systems and dirt road to ride on. The classic 1805 farmhouse features 5 bedrooms and 4 1/2 Bathrooms, thoroughly renovated and well insulated in 1997; The farmhouse is directly connected to a gorgeous 30x60 1800s hay barn with hand-hewn beams, perfect for a barn party! Or other events, The barn has 10 box stalls in lower level, rubber matting, heated tackroom, grainroom all attached to the main house; The historic barn is connected to a 75x150 INDOOR RIDING RING with dust-free rubber footing. level pasture and hayfields, and a very special stream (the Mill Brook) bisecting the property; Several run-in sheds and pole barns; A newer 20x40 heated pool, pool-house and full patio. . All located on paved road for easy access to for horse trailers. Full basement with game room, this property won't disappoint! 20 Minutes to Hanover, NH or 25 GMHA in South Woodstock, VT.

Listed by Holly Hall, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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 4822425

  • 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: 2.87% last updated on Sep 17, 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$495,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4809386

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 3,048

Located in the heart of the Green Mountains, midway between Killington Ski Resort and historic Woodstock, Vermont, this tastefully updated and well-appointed custom mountain contemporary is a perfect vacation getaway, or would make a wonderful primary residence where social distancing is easy and the rural lifestyle a welcome respite from the rest of the world in these extraordinary times. With a sunny southern exposure and luxurious radiant floor heat, this home is both energy-efficient and comfortable year round. The wraparound deck is the perfect place to relax and take in the long-range mountain views or enjoy outdoor cooking and al fresco dining under the shade of a covered porch. This well-designed home offers all the key features today's discerning buyer demands - an open floor plan with expansive vaulted ceilings, handsome maple floors, gourmet kitchen with center island, granite countertops, hardwood cabinets and stainless energy-efficient appliances from Bosch and Fisher Paykel, a generous master bedroom suite, loft, and finished walkout lower level. Thoughtfully sited on an elevated knoll, this impressive home stays “high and dry” all year round, offers pleasant views and is surrounded on three sides by forest for privacy. The grounds feature just the right amount of lawn, accentuated by a variety of established perennial beds, a fully fenced-in back yard, and an attractive gardening barn with storage loft above. Life can be this good, call today.

Listed by Kyle Kershner, Killington Pico Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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91 Densmore Hill Road Hartland VT 05048

Hartland, VT91 Densmore Hill Road

Price$495,000

Est. Mortgage: $/month

MLS Number 4807262

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,704

Berry Brook- a stone cottage covered in blooming hydrangea and ten acres of magical woods where you can experience many joys of country living. Custom wide stone steps lead from the formal lawn and flower beds down to an wide open meadow with apple trees, blueberry bushes, and fragrant flowering bushes. A path winds through the woods down to an enchanting little brook. Indoors is also a pleasure - an abundance of light streams through the large Anderson windows all along the southern face of the cottage, lending a warm glow to the original wide pine country flooring. A recent addition- a the large screen porch which invites nature in.. You can take an afternoon nap listening to the chirping of small birds and the wind playing in the trees, or entertain with friends. Upstairs are two large airy bedrooms with big windows and a smaller middle bedroom. Off the screen porch is a deck ,with clematis climbing the railings, big enough for tables and chairs and a good sized barbecue for family gatherings..in the back garden are three custom built waist-high raised beds for home grown vegetables. There's nothing like picking your salad greens right out of your garden ...another country pleasure. There's a large two car garage , with one side used as a work workshop. The cottage its located on a quiet country road but only 6 miles to historic Woodstock, shopping, restaurants and amenities, Skiing, walking trails, fly fishing, health club and golfing.

Listed by Gretchjen Smith, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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35 Wayside Road Woodstock VT 05091

Woodstock, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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48 School View Drive Pomfret VT 05053

Pomfret, VT48 School View Drive

Price$485,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4822786

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,528

This home has so much to offer--it is charming, meticulously maintained, and in a perfect location, nestled in the hills on the Pomfret/Woodstock town line! So convenient to everything. The property is less than 2 miles to Billings Farm/Elm Street in Woodstock Village in one direction, and Suicide Six/Artistree/Teago in South Pomfret in the other. The approach is a lovely landscaped driveway that takes you up behind some shade trees to be greeted by the patio and terraced plantings. Enter through the farmer's porch to the foyer/mud room and into the recently upgraded kitchen/dining room. The seller re-imagined the kitchen to include granite countertops, higher-end appliances and a walk-in pantry. The living room has a Woodstock soapstone stove in front of the brick hearth, a sunroom doubles as an office, and the powder room contains a double closet with laundry. Upstairs is the Master bedroom with closet and full bath, plus two other bedrooms and a second full bath. A surprise is the basement level with bright family room, another bedroom, and an auxiliary room which has been roughed-in, plumbed and electrified to become a third full bath. The basement level is a walk-out to a small patio and could easily be converted to an in-law space. There is a 2-vehicle detached garage with electric and a wood stove. Other features are 2 mini-splits for heat and A/C, EC Fiber currently in the home, central vacuum, and hardwood maple floors on the main level. Check it out!

Listed by Susan Hickey, Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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448 Dana Road Pomfret VT 05053

Pomfret, VT448 Dana Road

Price$482,000

Est. Mortgage: $/month

MLS Number 4828318

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,183

Lovely antique cape nestled on an old country road - quiet location among the hilltops of North Pomfret. Enjoy your morning coffee under your covered porch watching the sunrise. Multiple large barns for storage, horses with multiple stalls, workshop or in-home occupation. Good size sugar house for those sugaring enthusiasts. Large open space for large gardens and outdoor entertaining. This home is quite large with several additions done over the years. Spacious family room with vaulted ceilings with outdoor patio off the back. Country kitchen with island adjacent to a formal dining room that leads into living room anchored by a handsome wood burning fireplace. The master bedroom is quite roomy ensuite with its own bathroom. Upstairs consists of 3 more bedrooms, bonus room to be used as an office or tv room or finish off another bonus space for an extra office/craft room. There is an open loft area above Family room currently being used as an exercise area. Almost of the floors in this cape are wood with soft tones... lots of original moldings and characteristics throughout. Close proximity to Hanover and Upper Valley. Suicide Six just 10 minutes as well as championship golf, fly-fishing and trails for hiking. Wonderful home nestled in a quaint setting just outside historic Woodstock.

Listed by Gretchjen Smith, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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151 Happy Valley Road Woodstock VT 05091

Woodstock, VT151 Happy Valley Road

Price$479,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4819111

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,746

HOUSE and SALT WATER IN-GROUND POOL: This historically registered 3 bedroom, 2 bath, 1842 Cape sits on 1.48 acres in the quaint village of Taftsville. It is beautiful! Many new upgrades over the last five years including the addition of a 2nd full bathroom, central air conditioning, and new paved driveway - see the attached document for a complete list. The modern up to date kitchen with a 6 burner Kitchen-Aid gas stove, tin ceiling & back splashes, large French door refrigerator, soapstone counters, and enamel sinks. For cozy family dining eat-in the kitchen near the gas fireplace, or for entertaining move into the formal dining area or living room. The space is versatile to have the main level bedroom be a family/living room. A tucked away office gives you a private space to escape from life's busy days. History, character, and charm abound with all the modern conveniences of 21st century living. On those hot summer days, move out to the full privacy fenced, heated, saltwater in-ground pool. Nearly maintenance free and no harsh chemicals. A perfect place to barbecue & entertain from May to October. There is even brook frontage for the purist and space for kids & animals to play in the fully fenced rear yard. Only 5 minutes to downtown Woodstock and 15 minutes to the West Lebanon Shopping Plazas. Convenient location with quiet, small town living yet close to schools and great recreational areas. Come take a look today!

Listed by John Bassette, Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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321 Deerbrook Way Woodstock VT 05091

Woodstock, VT321 Deerbrook Way

Price$475,000

Est. Mortgage: $/month

MLS Number 4819539

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1,856

Off a private gravel road is 321 Deerbrook. A superb location on the western side of Woodstock making skiing at Killington close by and shopping or recreation in Woodstock Village very convenient! The VAST trail crosses the property which is great for snowshoeing and hiking in the Spring. Have your morning coffee while watching the sunrise over the Valley and admiring the peaceful views over the Ottaquechee River. Built in 1987 with an open floor plan. The kitchen is centrally located with a cozy den to the left complete with a wood burning fireplace and a spacious living room to the right. Off the back of the house is a large deck. Upstairs are three bedrooms and two full baths. The southernly exposure and open land make gardening a breeze! A wonderful family home!

Listed by Daphne Lowe, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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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 September 19, 2020.