Woodstock VT Real Estate

Woodstock, Vermont real estate offers residents the opportunity to live in a beautiful community surrounded by natural beauty. The area boasts excellent schools and a less hectic lifestyle. From antique farmhouses to updated homes to wooded acreage, discover a variety of properties in Woodstock. Browse the latest Woodstock, Vermont real estate listings below. 

Homes for Sale in Woodstock

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119 English Mills Way Woodstock VT 05091

Woodstock, VT119 English Mills Way

Price$949,000

Est. Mortgage: $/month

MLS Number 4829245

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,488

Exquisitely maintained contemporary Saltbox with large wrap around deck, 2 car attached garage, and in-law/guest suite situated on 5.1 acres of lawn and woods just minutes to Woodstock village. Fabulous large modern kitchen with newer appliances, cherry cabinets, loads of counter space for prep work, and a quaint kitchen office to store your cookbooks and plan your menus for the week. The formal dining room is the perfect space for hosting family and friends. Magnificent great room with splendid floor to ceiling windows to let plenty of light in has easy access through the energy efficient french doors to the expansive deck. Cozy up around the woodstove in the charming living room and there is extensive milled cherry flooring throughout. Privately located away from the other bedrooms, the first floor master bedroom suite boasts a Jacuzzi tub, energy efficient windows that make the room bright and cheery, and plenty of closet space. The second floor offers a second master bedroom suite and two additional bedrooms for family and guests. Income earning and AirBnB potential with the 1 bedroom/1 bath in-law apartment in the basement, and with a permit could be a completely separate rental unit. The space can obviously be additional living space for home office/business opportunities. Lovely English gardens frame the brick walkways and deck giving this home the look and feel of old England.

Listed by John Bassette of Bassette Real Estate Group

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$/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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585 Brown Hill Road Woodstock VT 05071

Woodstock, VT585 Brown Hill Road

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4828151

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,614

Fieldstone is the quintessential Vermont country property: a stone cape built c.1810 and renovated to fine condition, privately sited at the end of a gravel road, with views to distant hills over meadows and three cascading spring-fed ponds on 137+/- acres. The 3,600 square foot, 4-bedroom main residence combines period details with updated finishes such as exposed hand-hewed beams and handsome pine and cherry floors, deep inset 12/12 windows, and two brick fireplaces. The kitchen offers beautiful birch cabinets, high quality stainless appliances and granite counters. The family room overlooks the meadows and ponds and opens to a stone terrace surrounded by perennial gardens and a tranquil orchard. The bedrooms are generous, including a main level bedroom with a fireplace. The farmstead is complete with a 3-bedroom guesthouse connected to a well-appointed 6-stall stable and adjacent 3-bay garage. This excellent location is within 5 miles of Woodstock, and walking distance to the South Woodstock village, the Kedron Valley Inn, Post Office and Country Store, with connections to miles of trails surrounding Green Mountain Horse Association.

Listed by T Story Jenks and Dia Jenks of LandVest, Inc/Woodstock

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$
%
$/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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21 PLEASANT Street Woodstock VT 05091

Woodstock, VT21 PLEASANT Street

Price$1,100,000

Est. Mortgage: $/month

MLS Number 4828208

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bathroom 10
  • Bedrooms 10

The Charleston House has been successfully operated as B&B Inn since 1984, when it was restored under the auspices of National Historic Registry standards. The elegant circa 1832 Federal Greek Revival architectural style residence occupies a site at the gateway to Woodstock Village across from the Civil War Memorial park enjoying the financial benefit of the high profile location. Superbly furnished with a blend of quality reproduction & antique furniture & furnishings the owners provide guests with the ambiance of yesterday in 21st Century comfort. Offered fully furnished & equipped to continue as a hospitality enterprise.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

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$
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$/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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21 A Pleasant Street Woodstock VT 05091

MLS Number 4828254

  • Condo
  • New Contruction Existing
  • Year Built 1832
  • Square Feet 6,357
  • Bedrooms 6

Woodstock is fortunate to have a Village filled with grand historic homes that benefit from the protection of its designation as a National Registry Historic Place and have retained the character and charm of a bygone time. Many of these homes reflect family sizes and patterns of use that are no longer common and are often large enough to be repurposed as condominiums. The Charleston House was constructed in 1832 and renovated in 1984 with a later addition. The sellers have decided to pursue a less strenuous life after many years of successfully operating the home as a Bed & Breakfast Inn. They've offered to subdivide the home into two units with the historic Brick & Cape portion available to purchase separately and used either as a B&B or private residence. A wonderful opportunity in the central Village to carry on a splendid tradition.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

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$
%
$/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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23K Woodstock Road Woodstock VT 05091

MLS Number 4827938

  • Condo
  • New Contruction Existing
  • Year Built 1985
  • Square Feet 2,050
  • Bedrooms 3

Spectacular, unobstructed views of the Pomfret Hills from this well-kept Blake Hill Townhouse...3 floors with a lower level walkout, a large deck on the main level -- Two good-sized bedrooms (a third could be had in the loft), 2.5 baths (one new with walk-in shower), new carpeting and flooring, new windows, oil heat and a detached garage..gorgeous POOL..the unit is very light and open with sliding glass doors, opening up the deck for entertaining. Buyer's fee of .005 of the sales price..Monthly Assoc. Fee of $600..A one-of-a-kind townhouse...Furnishings negotiable..

Listed by Fran Capossela of Monte Verde Properties

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$
%
$/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

Active With Contract

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 of Snyder Donegan Real Estate Group

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$
%
$/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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74 South Brook Way Woodstock VT 05091

Woodstock, VT74 South Brook Way

Price$359,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4826798

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,232

Sunny, one-level living! Just two miles from the village green, this bright three-bedroom home is the perfect spot for anyone looking to enjoy the benefits of village living with a bit more elbow room. Well-situated on an open, level acre, this easy-keeping property has been well cared for and updated, with a whole-house generator, a sun porch, and a newer kitchen. An attached, oversized two-car garage, central air conditioning, and a huge open basement make this home incredibly comfortable in every season. Enjoy listening to the babbling brook from the new screened porch or take an quick bike ride into town. In the Woodstock school district, this low-maintenance home is ideal for a variety of buyers.

Listed by Keri Cole of 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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608 East Woodstock Road Woodstock VT 05091
Active With Contract

MLS Number 4827090

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,296

Charming, 3 bedroom/1 bath antique cape with newer double-pane windows through-out. Enjoy an expansive deck and enclosed three season porch situated on 1.94 acres just outside the Woodstock village limits. Bright, cheery, sun-filled rooms with a lovely old brick hearth and fireplace that graces the living room. There are built-in book shelves providing plenty of space to exhibit your favorite photos or art artwork. Mostly hardwood flooring on the first floor and just a charming and warm home. There is good privacy from the road and quiet inside. Two large upstairs bedrooms have built-in shelves and hide away storage cubbies. The second floor landing is a great spot for a play space or reading nook. There is even a one car garage for winter parking. Enjoy the views of the Billings Farm and Ottauquechee River Valley from the enclosed three season porch. The private deck in the back is solid and a perfect place to host a summer barbecue. Stroll around the grounds to enjoy the wildlife that often frequents this property and there are extensive gardens and stonework for a lovely and pleasant surrounding. Ideal location and opportunity to be 2 minutes to Woodstock Village yet have the privacy of a country lot. Affordable! Won't last long. Come take a look today!

Listed by John Bassette of 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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2632 Church Hill Road Woodstock VT 05091

Woodstock, VT2632 Church Hill Road

Price$279,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4826722

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,548

This home is located in a pleasant rural setting midway between Woodstock village and South Woodstock. Its a very reasonably priced home that is ready to move in. Handsome hardwood floors throughout the home. Sun filled rooms with ample space. This home had major renovations done by the prior owner... with nice updates including tiled bathroom floors, new cedar shakes on exterior with lovely landscaping. Come take a look!

Listed by Gretchjen Smith of 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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3332 South Road Woodstock VT 05091

Woodstock, VT3332 South Road

Price$625,000

Est. Mortgage: $/month

MLS Number 4826681

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,508

FOLDING HILLS is a well maintained vintage 1960 ranch style mini farm waiting for a face lift. There are presently 2 bedrooms, however the new septic system is for 3 bedrooms. There is a 2 car attached garage, a garage door access and space for one car in the spacious basement / workshop. There are multiple out buildings for storage, animals, more cars, trucks and tractors and a heated office. There are fenced paddocks and pastures, apple trees and a field bordering the Kedron Brook. There is a fabulous HOUSE SITE to develop up on the hill behind the house. Sunny exposure, with view possibilities to the north east and the south. The road is roughed in and the septic site has perc'd. This is a unique building site halfway between South Woodstock and Woodstock Village.

Listed by Lynne Bertram of Lynne Bertram Real Estate

$
$
%
$/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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3332 South Road Woodstock VT 05091

Woodstock, VT3332 South Road

Price$625,000

Est. Mortgage: $/month

MLS Number 4828713

  • Land
  • Acreage 14.61
  • Zoning 5 Acre

Listed by Lynne Bertram of Lynne Bertram Real Estate

$
$
%
$/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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78 River Street Woodstock VT 05091

Woodstock, VT78 River Street

Price$259,000

Est. Mortgage: $/month

MLS Number 4826581

  • Condo
  • New Contruction Existing
  • Year Built 1910
  • Square Feet 1,344
  • Bedrooms 3

Great opportunity for Woodstock Village living. Townhouse style condo within walking distance to all village amenities. Overlooking the scenic Ottauquechee River this three-bedroom property features updated kitchen cabinetry, separate light dining room and a living room with a gas fireplace framed with a mantle and finished tile hearth. Upstairs find three comfortable bedroom spaces with a center hall bath and access to attic storage. Sit on the back porch or you own grassy lawn and enjoy the sound of the river and the scenic beauty.

Listed by Eric Johnston of Four Seasons Sotheby's Int'l 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 22, 2020.