Woodstock VT Real Estate

Woodstock Vermont

Woodstock, Vermont is a beautiful historic area boasting the only national park in Vermont, three covered bridges, agricultural landscapes, and numerous inns/bed and breakfasts. Woodstock is a great small town with a great sense of community and a delightful historic downtown that's home to fabulous restaurants and charming shops and boutiques. Learn more about Woodstock!

Browse Real Estate in Woodstock

Scroll down to find all current real estate for sale in Woodstock, VT. Contact Martha Diebold Real Estate if you have questions or would like to learn more about a listing. Sign up to save your favorite listings and email updates when similar listings hit the market.

154 Liberty Farm Road Woodstock VT 05091

Woodstock, VT154 Liberty Farm Road

Price$799,000

Est. Mortgage: $/month

MLS Number 4830954

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,602

The Herdsman House presents a carefully renovated classic 1813 New England farmhouse on 5.84 private acres in Woodstock, Vermont. The owners have insulated the house completely, have added a 17 kW ground mounted solar array, and have updated all systems to run 100% on home-generated electricity! There are no utility or heating bills, except for a small monthly cost to be connected to the grid for solar credit storage! From the new mudroom that includes heated Vermont slate floors and a large reclaimed hemlock wooden bench to the kitchen that has been tastefully updated with a Sub Zero refrigerator and a new Wolf Induction range, the house is warm and welcoming! A private guest bedroom and living room with wood burning fireplace round out the first floor. Upstairs you will find a full bath and three comfortable bedrooms. Out the back door is a 400 square foot goshen stone patio outdoor living space nestled into the hillside by a vintage stone wall. Across the rolling three acre field sits the solar array, sighted well away from the home. Privately located above the attached two car garage is a fully insulated office that is perfect for working from home! The property benefits from excellent high speed internet service! While currently being used as a full time residence, this classic New England cape could equally become the beloved vacation retreat that is the foundation to memories of your escape to the safe haven that is Vermont! Truly a most desirable Woodstock property!

Listed by John Wetmore of William Raveis Woodstock

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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57 River Street Woodstock VT 05091

Woodstock, VT57 River Street

Price$995,000

Est. Mortgage: $/month

MLS Number 4830925

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2,075

Nothing says "Woodstock living" like owning a home that fronts both River Street and Mountain Avenue in the Village! This circa 1826 home is an early example of Woodstock's renowned 19th Century architecture. The classic cape has been lovingly updated while retaining many of its original features. Leave your vehicle near the garage at the Mountain Ave. entrance to the property, walk through the large lawn with raised garden beds, and cross the wide veranda into the kitchen, whose central focus is a brick wood-fired oven in the beehive style. Beautiful cabinetry surrounds the well-appointed space; the floor has radiant heat & the stone countertop is also heated if you wish! An adjoining comfortable den leads into the living room, with wood stove, built-in bookshelves and bay window. A formal dining room with fireplace and renovated first-floor powder room complete the ground floor. Upstairs there are four rooms plus a full bath with tiled shower and soaking tub. The current configuration is two bedrooms, an office, and a storage space that could be an upstairs laundry. Outside, enjoy the shade of the wide covered veranda, allowing for al fresco dining or relaxing on the sofa. This is a rare village property with over-sized lot, allowing for an expansive lawn, garden space and views to Faulkner Park and Mt. Tom. There is ample parking, a one-car garage/tool shed, and an outdoor sauna! Walk to all the Village amenities and enjoy "The Prettiest Small Town in America"!

Listed by Susan Hickey of Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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5274 West Woodstock Road Woodstock VT 05091

MLS Number 4830804

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,095

This 1972 Farmhouse is situated on 5 acres of land, just 15 minutes from Killington, VT! Enjoy all that Woodstock has to offer with its delightful boutique shopping, delicious Farm to Table restaurants and numerous indoor/outdoor Recreational opportunities. This lovely home boasts beautiful natural light and woodwork throughout. A gourmet kitchen with breakfast bar and center island, mudroom with built-in storage, a large living area with stone fireplace and access to the back deck plus so much more! The second level includes two bedrooms with a large Master Bedroom en-suite, complete with full bath, dressing area and large walk-in closet. You'll also enjoy the convenience of the half bath and second level laundry area. Outside you'll find plenty of storage between the detached garage and old sugar house, with a well manicured and sun lit lawn that is perfect for animals and gardening.

Listed by Kate Jarvis and Rachel Arsenault of Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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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: 2.9% last updated on Sep 24, 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: 2.9% last updated on Sep 24, 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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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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: 2.9% last updated on Sep 24, 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 27, 2020.