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

Contact LindeMac Real Estate at 603-643-4900 if you have questions or would like to schedule a tour. Register to save your favorite listings and get email notifications when similar properties become available.

12 Maple Street Woodstock VT 05091

Woodstock, VT12 Maple Street

Price$525,000

Est. Mortgage: $/month

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 of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1 GRASSY LANE Woodstock VT 05091

Woodstock, VT1 GRASSY LANE

Price$175,000

Est. Mortgage: $/month

MLS Number 4816107

  • Land
  • Acreage 5
  • Zoning RD5

A private parcel with an active year-round stream coursing through it providing the soothing sound of rushing water. An excellent location in close proximity to many of the region's most desirable amenities. A 5 minute drive to woodstock village and vermont's only national park, vast snowmobile trails and a network of hiking & mountain biking trails are all within walking distance. This level and gently sloping lot has been tested for a 3 bedroom mound-type septic system. Outstanding building lot in a neighborhood of fine homes sited on large land holdings.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

115 Doe Hill Way Woodstock VT 05091

Woodstock, VT115 Doe Hill Way

Price$299,000

Est. Mortgage: $/month

MLS Number 4815330

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,182

An affordable Woodstock residence with a truly stylish interior! A step larger than a "tiny house" the practical design of this 2 bedroom residence maximizes the volume of the interior to create the fun living space! The interior has been renovated under the direction of a well respected local building contractor. Upstairs are exposed beams, a living room with a vaulted ceiling, the ambience of a well placed wood stove, a bright kitchen with good work space, a loft area to explore, a full bathroom with attractive tile work and a practical mudroom with laundry hook ups. The addition of radiant floor heating and a heat pump are among quality mechanical upgrades! Mini splits provide both effective cooling and heating! On the lower level 2 comfortable bedrooms open off either side of an entry room. Outside is a large 32'x16' deck that opens off the living room sliding doors and then a large level and sun lit yard. Mature trees help create privacy. The location of the property makes this home equally well suited as a weekend getaway or for use as a full time residence. The well known Woodstock Village amenities of shopping, dining and numerous cultural events are just 4 miles away! Access to world class skiing is 15 minutes away at Killington's Skycap Gondola! This is home of a manageable size, with a fun interior awaiting your pleasure!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

34 Watkins Way Woodstock VT 05091

Woodstock, VT34 Watkins Way

Price$899,000

Est. Mortgage: $/month

MLS Number 4815429

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5

The Watkins Farmhouse was built in 1868 on a prominent knoll overlooking the Ottauquechee River Valley, the distant hills of Pomfret and nearby Mt. Tom. As such, this classic center hall colonial also enjoys a wonderful view over Woodstock Village and Billings Farm today. Spacious in size and offering the elegantly proportioned rooms of a classic period in American architecture, the 3,688 square feet that make up the interior of this home were completely renovated in 2018 by an award winning builder with an eye towards easy comfort and sensible function. Those extensive renovations included the addition of a wrap-around porch to capture the view and hillside breezes, a total renovation of the attached working barn and the subsequent conversion of the second floor to a one bedroom studio apartment with kitchen. The house also received the installation of a state of the art kitchen, a hidden magnolia surround sound entertainment system in the living room and one of the most spectacular 3rd floor Master Bedroom/Spa Baths that we have seen. Soak in your tub as you look across the river at the hill of Pomfret and the valley below. The parcel of land is a surprisingly generous .66-acre village parcel with level areas for gardens, a beautiful stone patio. The house is part of a larger multi-unit development that is proceeding in summer 2020. Occupancy and possession of the main house delayed until May 2021.

Listed by Richard Higgerson of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

39 RIVER Street Woodstock VT 05091

Woodstock, VT39 RIVER Street

Price$1,175,000

Est. Mortgage: $/month

MLS Number 4814947

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,188

This striking 1903 Colonial Revival home was commissioned by Edward and Marianne Faulkner to house their farm & mill manager and his family. Massively built with timber framing, lathe and plaster on the stone foundation of an 1805 residence it replaced. The winter light flows through the south facing home overlooking the Ottauquechee River. A 1990 addition included a main level family room and master suite on the second with views north and westerly of Mt. Tom and the National Park lands. Spacious fenced back and side yards are landscaped with flowering shrubs and perennial gardens with an outdoor entertainment area featuring charcoal barbecue and Italian wood fired oven. All mechanical systems, plumbing and wiring have been replaced and upgraded, including the installation of two Tesla Power Walls to provide electrical service during extreme weather events. A short walk over the Covered Middle Bridge to all Village amenities and around the corner from Faulkner Park.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

2 EATON Woodstock VT 05091

Woodstock, VT2 EATON Place

Price$335,000

Est. Mortgage: $/month

MLS Number 4814746

  • Multifamily Multi-Family
  • Square Feet 2,068
  • Units 2
  • Bathroom 2
  • Acreage 0.08

Very desirable Village duplex within walking distance of all amenities and stores. Unit 1 was comprehensively renovated in 2011 with new plumbing, electrical and insulation. There is third floor bedroom used to store the owner's belongings, which is roughed in for another bathroom. The unit is leased as 3 bedroom with 2 on the 2nd floor and 1 on the 3rd. Unit 2 was renovated in 2009 in the same categories. There is an enclosed porch that has been used by the tenants primarily for storage.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

2 Swain Street Woodstock VT 05091

Woodstock, VT2 Swain Street

Price$675,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4814534

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 2,414

Turnkey treasure privately located on a dead-end street in the heart of Woodstock Village! This contemporary colonial offers the right blend of an open concept function and flow interior and exterior space. The main level design is a wonderful composition of lofted ceilings, exposed beams, and hardwood floors that detail the living/dining area and superbly renovated custom kitchen which all access the lovely landscaped stone patio and deck. A master bedroom suite and nifty loft space with en-suite bedroom finish off the intelligent main level design. The lower level with slate tiled entryway includes a third en-suite bedroom, family room/bedroom, and mudroom/laundry room with direct access from the attached garage. Back-up Kohler Generator for peace of mind. Unique and rare opportunity to enjoy both the amenities of the vibrant village life of Woodstock and the quiet and solitude of Vermont living!

Listed by Mary Mayhew of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

236 Blake Hill Woodstock VT 05091

MLS Number 4814119

  • Condo
  • New Contruction Existing
  • Complex Blake Hill
  • Year Built 1985
  • Square Feet 2,552

This coveted, private and quiet Blake Hill end unit townhouse provides sweeping views of the Ottauquechee River valley, and distant orchards and farmland to the north. An ample wrap-around deck overlooks scenic Vermont hills with beautiful sunsets. Several large landholdings, protected from development in perpetuity, surround the property and are open for miles of hiking and snowshoeing. Light-filled and spacious, the open floor-plan consists of a gracious living room - complete with wood-burning fireplace, cathedral ceiling, a dining room, and an updated kitchen with an eat-in peninsula. The large, main floor bedroom with an ensuite bath, provides convenient one-level living. An ample wrap around deck allows for more outdoor living space. On lower level, two, airy, bedrooms open on to a stone patio and share a full bathroom. On the same lower level there is a recreation room which provides for work-outs and family game nights. On the second level, there is a master suite with large jacuzzi tub and a new updated bathroom. The adjoining, open loft makes an ideal office or extra closet space. The large entry mudroom has a seating area and closet storage. This townhouse perfectly accommodates both primary and secondary homeowners. Large gathering spaces and beautiful bedrooms make entertaining and hosting guests a delight. Easy access to the village of Woodstock, Killington, Hanover, and the entire Upper Valley make this townhouse a special place to live.

Listed by John MacGovern of Atlantic Real Estate Network

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

530 BRYANT Road Woodstock VT 05091

Woodstock, VT530 BRYANT Road

Price$397,000

Est. Mortgage: $/month

MLS Number 4814053

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 867

This very appealing 'Geo-barn' open floor plan home is sited privately on a level and rolling 12 acre parcel mid-way between the South Woodstock and Woodstock Village centers. Nearby Green Mt. Association horse trails make the location ideal for equestrian's. The home is energy efficient with expansive windows that bring the outside 'in' aesthetically without compromising comfort. The sweeping westerly views can be enjoyed from a wide covered porch and the meadow setting surrounding the dwelling. A 'right sized' small, but not too tiny house.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

36 HIGH Street Woodstock VT 05091

Woodstock, VT36 HIGH Street

Price$390,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4813731

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2,516

This classic early cape style home blends cozy bedroom spaces with expansive gathering rooms accented by the revealed hand-hewed post & beam frame with mortise and tenon joinery. A back deck off the family room provides views of the abutting town park and access to a level yard sheltered by tiered stone retaining walls and a simple wood picket fence. Enjoy conversations with your neighbors in the close-knit community of high street from the wide front porch oriented to vermont's prevailing southwesterly breezes. Off-street parking for 4+ vehicles. Walking distance to all village amenities.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

27 Slayton Terrace Woodstock VT 05091

Woodstock, VT27 Slayton Terrace

Price$595,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4813796

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,090

Overlooking Woodstock Village, 27 Slayton Terrace offers high ceilings, spacious gathering rooms, updated kitchen and baths, and an extra land parcel for gardening, playing, and enjoying the view. Built in 1890 by Mr. Slayton himself, the detailed moldings, stained glass windows, and period details denote this home's status as one of the finest of its era. Located in a quiet enclave within a quick walk of the village and offering nearby access to hiking and biking trails, this gracious Victorian is ideal for enjoying the Vermont lifestyle. A new roof, a carport, a finished third floor, a first-floor bedroom option, and a capacious basement ensure year-round comfort for family and friends.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

535 Peace Mountain Way Woodstock VT 05091

Woodstock, VT535 Peace Mountain Way

Price$2,585,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4813621

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 10,256

Peace Mountain is sited high on a private hilltop on the Killington side of Woodstock with panoramic views of the Ottauquechee Valley. The 2004 river stone and cedar shake shingle exterior connects the 5 bedroom/6428 sf house to the land. The interior is light, comfortable, and informal. The wide wrap-around porch takes in the astonishing views: catch the summer breezes and gather around the exterior fireplace in cooler weather. The property has been base camp for skiing and hiking, weekends with college friends from nearby Dartmouth, father-daughter outings, and chilling with friends and family… and a wonderful place to launch hot air balloons! The open floor plan of the chef's kitchen is large and light and takes advantage, as do most of the rooms, of the mountain views. There is a first-floor bedroom suite, living room, dining room and office; on the second floor is the master suite and three additional bedrooms and game room. A deck runs off the master suite and shows off the chimney built from river stone, which has been outfitted with climbing gear to scale to the top. The “big” room with its 22' foot ceilings can be a half basketball court, yoga studio or party space for large gatherings. The third floor and lower level offer flexibility to be finished off for additional living space and/or used for storage. The VAST Trail can be accessed at the bottom of the property. A/C, attached 3 bay garage and high speed internet. Located 3.4 miles from Woodstock Town Center.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity

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 July 13, 2020.