Woodstock Homes Between $500K and $1 Million

Woodstock, Vermont offers buyers myriad choices of beautiful and unique properties. A historic home in quaint Woodstock Village within walking distance to all the amenities you need, a secluded home with lots of land and views of the Green Mountains, a vacation home, or investment property.

It’s also what Woodstock offers beyond beautiful homes that make it special. For lovers of outdoors, there are miles of trails for hiking, biking, and horseback riding, and snowmobiling. Rivers in and around Woodstock offer fishing and kayaking.

For art lovers, there are galleries and theaters in town. For foodies, there are topnotch restaurants, many featuring farm-to-table cuisines.  Woodstock, Vermont is one of the loveliest towns in the Upper Valley. The area offers even more of the great amenities and attractions you'll find in Woodstock.

Woodstock VT Homes for Sale

Woodstock, VT could be the perfect place for a family home, a vacation retreat, rental or investment property. Explore the homes below, then give Bassette Real Estate Group a call at 802-457-2244. Our agents and buyer brokers would love to help you find your perfect new home in Woodstock.

View all Homes for Sale in Woodstock

540 West Woodstock Road Woodstock VT 05091

MLS Number 4872920

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,692

A charming cape style home in a location convenient to access the amenities enjoyed by living in Woodstock! Constructed for use as his own residence a local builder known for high standards and attention to detail created an interior that will please! Truly unexpected quality in a manageably sized 1540 sq. ft. home! Nicely separated from this residence a detached classic New England style building houses a 7 room office complex and 2 privately entered 1 bedroom apartments! Income with excellent tenants in place! Situated at the rear of the .8 acre parcel the cape residence is in an elevated sunlit location. Entering the residence from a large deck leads into an open floor plan which encompasses living room, dining area and attractively appointed kitchen. Located off the kitchen a cozy den offers privacy and the ambience of a wood burning fireplace. A full bath completes the 1st floor. The entire 2nd floor is dedicated to a primary bedroom suite with full bath and walk in closet. On the lower level is a large 2nd bedroom, laundry room and entrance to a 1 car garage. In the front of the parcel the highly visible income property features a 7 room office complex that would satisfy any professional! Components include a private conference room with fireplace, reception/work station room, private executive office, 2 additional offices, break room, filing room and several 1/2 baths! Separately entered the 2 apartments are well finished. A residence with the bonus of income property!

Listed by John Wetmore, William Raveis Woodstock

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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119 English Mills Way Woodstock VT 05091

Woodstock, VT119 English Mills Way

Price$949,000

Est. Mortgage: $/month

MLS Number 4859269

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,824

Exquisitely maintained 5 bedroom, 4.5 bath, 4,824 sqft contemporary Saltbox situated on 5.1 acres just four minutes to Woodstock village. This includes a large and gracious lower level In-Law/Guest suite with a substantial kitchen and a generous bedroom that could double as a home office, rental, or private guest quarters. There is a lovely Great Room with floor to ceiling windows with plenty of light and a substantial center fireplace for easy evening conversation. Additionally, the large modern kitchen has cherry cabinetry, lots of counter space, and a useful kitchen office area. The Family/TV room has an attractive Woodstock soapstone stove that comfortably heats the home. Round out the first floor with a practical mudroom, a sitting den, a formal dining room, & milled cherry flooring throughout. Privately located, the first-floor master bedroom en-suite boasts a Jacuzzi tub, large walk-in closet, and high ceilings with lots of windows that make the room sunny & bright. The second floor offers a second Master Bedroom en-suite, two additional bedrooms w/common bath, and a large storage area. Outside: Large wrap around deck, 2 car attached garage, sunny grounds, perennial gardens framing the brick walkways, and adjacent to Mt Tom's hiking trails & close to Suicide Six ski area. NEW ROOF going on the main section south side in August! Just 2-3 miles to town and the spacious living area make this an ideal family home. Be sure to view the 360 Matterport Virtual Tour!!

Listed by Bassette Real Estate Group

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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4946 South Road Woodstock VT 05071

Woodstock, VT4946 South Road

Price$895,000

Est. Mortgage: $/month

MLS Number 4871947

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,440

Lilac Cottage is a most charming Gothic Revival home in South Woodstock Village. Lovingly restored with a new addition that can be used as an in law apt. or used completely by one family. A new 2 car garage with ample overhead storage is a very recent addition . The lawn is beautifully landscaped with stone walls and a lovely back deck . Walk to the Kedron Valley Inn for dinner on the front porch , or gather at the country store for coffee and visits with neighbors. The Kedron Brook is across the road and Green Mountain Horse Association is a short walk away. There are endless miles of country roads and trails for hiking, biking , horseback riding and cross country skiing. This is the best of a country village lifestyle .

Listed by Carol Wood, Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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1111 Randall Road Woodstock VT 05091

Woodstock, VT1111 Randall Road

Price$799,000

Est. Mortgage: $/month

MLS Number 4867287

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,686

This 5BR, 3.5BA home is located less than 3 miles from the Village of Woodstock on 25+/- private acres with a pond and a mountain view. Some of the many fine features include: recently renovated kitchen with an open floor plan to the dining/living room, master bedroom suite on the main level, a large private deck overlooking a large backyard and perennial gardens.

Listed by Herb Hart, Quechee Lakes Real Estate Center

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$
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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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339 Gully Road Woodstock VT 05091

Woodstock, VT339 Gully Road

Price$795,000

Est. Mortgage: $/month

MLS Number 4860123

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,688

Price reduced $100,000! Motivated seller! Great location just minutes from Woodstock village on the quiet Gully road, located just a few miles from Woodstock's shops, restaurants, schools. Sited on 5.1 acres is this 4-bedroom, 2 1/2-bath home. The main living level features a foyer with 2 1/2 story vaulted ceiling and windows, an open concept kitchen/dining/living space and a 1/2 bath with an adjacent den room. The large wraparound deck just off the kitchen/great room is perfect for outdoor dining and gatherings. Upstairs is the primary bedroom with a walk-in closet, a full bath with separate tub and shower, and a small deck that leads to the wraparound deck below. 3 additional bedrooms, a full bath, and large laundry space complete the level. Beneath the house is an attached garage and workshop/storage area. Newer, high-efficiency propane heating furnace. The property also features two large outbuildings- one three-bay open garage/shed and a separate heated one-bay enclosed barn- for ample storage of vehicles, equipment, and toys. Super-fun treehouse sleeps 3+ in summer has power, sink and bar fridge - right off the back lawn. The property has a wonderful outdoor firepit area with level lawn, two brooks and walking trails/woods.

Listed by John Snyder, Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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5 Stanton Street Woodstock VT 05091

Woodstock, VT5 Stanton Street

Price$775,000

Est. Mortgage: $/month

Pending

MLS Number 4862204

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,928

Stanton Street Schoolhouse (circa 1840) is an architectural gem nestled in the heart of picturesque Woodstock Village! The captivating interior boasts a spacious main level that includes a farmhouse kitchen, two living rooms, dining room, an office/study, and mudroom laundry that are detailed with striking 10 ½ foot ceilings, 6 over 6 windows, hardwood floors, and exposed antique beams. The second level offers a splendid primary bedroom, 2 full baths, and 4 additional bedrooms! The wrap-around covered porch, backyard patio, and built-in firepit are perfect for entertaining and relaxing. Lovely level yard, stone walls and garden space complete this picture-perfect village property! Looking for walkability this property scores a perfect score. Dining, shops, the arts and recreation are just outside your door. Take a look and fall in love!

Listed by Mary Mayhew, Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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 RIVER Street Woodstock VT 05091

Woodstock, VT13 RIVER Street

Price$725,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4774015

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3

This historic Woodstock Village home is a short stroll over the Elm Street Bridge from all amenities. The 1850 structure was conceived originally as a 'farm cottage'. The home was restored and re-imagined in a comprehensive renovation in the early 1980's with Arts & Crafts period design elements. Right-sized for today's small house movement the home is beautifully landscaped with a spacious yard providing ample room for outdoor entertaining and gardens. A detached antique barn offers potential for use as a studio or recreational activities. Rare opportunity to own a Village home offering modern systems with delightfully diverse spaces.

Listed by Laird Bradley, Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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28 The Green Woodstock VT 05091

Woodstock, VT28 The Green

Price$579,900

Est. Mortgage: $/month

MLS Number 4698305

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,037

An elegantly proportioned brick townhouse, of genteel style and character, situated on the picturesque Woodstock Village Green! A gracious 3 story interior, with attractive antique detailing, 9 foot high ceilings, exposed beams, wood floors and multiple fireplaces. On the ground floor is the kitchen, a dining room with fireplace, a living room with fireplace, a classic entry hall and a half bath. On the second floor is a great room with fireplace, 2 bedrooms and a full bath. On the third floor is the primary bedroom suite, with walk-in closet and full bath. The front exterior of the residence features a formal covered entry. The rear exterior of the residence features an elevated brick patio. An useful amenity is off street parking. There is additional parking and storage in a detached garage. An opportunity to acquire a charming village townhouse residence, ideally located on the Woodstock Village Green! Please note: 48 hour notice is required to show the property.

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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63 South Street Woodstock VT 05091

Woodstock, VT63 South Street

Price$575,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4863825

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,923

Situated in the Historic Village of Woodstock this lovely, custom architecturally designed home features first floor ensuite Master Bedroom, heated garage and laundry/workshop. Upstairs the Living Room, with beautiful wide board wood floors and handmade nails, opens to a spacious back deck that provides privacy for relaxing, meetings, and entertaining. The light filled kitchen and sunny dining area look out to the Woodstock Inn's Golf Course and Mt. Peg with its miles of walking and biking trails. Two other Bedrooms and bath make up this level. The potential for expansion to the third floor attic is a definite advantage should one choose to add more living space. The third floor space has a subfloor and a separate heat zone. The location is ideal for walking to the Country Club, Woodstock Inn Athletic Center and all of the shops and restaurants in Woodstock Village. Woodstock is know for the vast cultural events that take place year round including Wassail Weekend that kicks off the holiday season and the many outdoor concerts throughout the summer on the Green and East End Park. Skiing at Suicide Six and Killington are a short drive away and the Ottaquechee River in town provides great trout fishing. There is something for everyone in every season! The home is being sold furnished in a VT country look. This special property will not last long. Call today for a showing.

Listed by Daphne Lowe and Carol Wood, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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25 Slayton Terrace Woodstock VT 05091

Woodstock, VT25 Slayton Terrace

Price$550,000

Est. Mortgage: $/month

MLS Number 4870215

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,632

Overlooking Woodstock village and the Pomfret hills beyond, 25 Slayton Terrace sits on a quiet neighborhood street, just a quick stroll from downtown shops and restaurants, the Mt. Peg trailhead, and the Marsh Billings Rockefeller National Park. With three sunny bedrooms, ample living spaces, wood floors, a gracious covered porch, charming period details, and an open lawn, this 1920's cape lives beautifully in every season and is comfortable for gatherings, convivial or cozy. A new standing seam roof, Tesla battery backup, recently renovated upstairs bath, and a spray-foam insulated basement make this home ideal as a worry-free primary residence, or as an easy-keeping vacation property. For the buyer who values a tranquil village location and a well-maintained home, this lovely cape is not to be missed. NOTE: Tesla battery backup is leased and available to the purchaser for a nominal monthly fee through the GMP Tesla pilot program. Battery will be removed by GMP should the purchaser elect to discontinue the lease.

Listed by Keri Cole, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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21 Golf Pond Extension Woodstock VT 05091

Woodstock, VT21 Golf Pond Extension

Price$549,000

Est. Mortgage: $/month

MLS Number 4869941

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,899

Fantastic location in the heart of Woodstock village! Nestled on Golf Pond with lovely landscaping and private deck facing South. Very quiet setting with walking distance to both the village, golf course and trails to Mt Peg. Warm toned hardwood floors throughout this residence, propane fireplace in the LR for those looking to curl up with a book, plenty of sunlit filled rooms with open floor concept for easy entertaining with friends and family. Half bath/laundry on first floor along with a mudroom. Second floor presents 3 bedrooms and 2 full baths... Lovely setting with pond- Walk to town to all restaurants, minutes from skiing, golf and fly-fising. Come take a look- very good rental property for a buyer looking to offset expenses.

Listed by Gretchjen Smith, Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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 2021 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 August 2, 2021.