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. 

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19 Prospect Street Woodstock VT 05091

Woodstock, VT19 Prospect Street

Price$279,000

Est. Mortgage: $/month

MLS Number 4784511

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3

Picturesque Woodstock village is where you will find this cozy sun filled home. The property is located on a spacious village lot with local views of Mount Tom. When you enter you will find the cute kitchen and spacious dining/living room. Hardwood floors throughout with tiled bathroom that has a wonderful claw foot tub from days of yore. Two bedrooms complete the upstairs flow. On the walkout lower level is the family room, third bedroom and bath, not to mention the convenient laundry room. Plenty of storage and from the family room in the lower level you will walk out to a covered porch and fenced in yard for entertaining or just listening to nature after a long day. Easy walk to all village amenities and close to town and National Park hiking trails and local ski areas.

Listed by Kate Cassidy and Eric Johnston of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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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8 Ford Woodstock VT 05091

Woodstock, VT8 Ford Street

Price$330,000

Est. Mortgage: $/month

MLS Number 4784115

  • Multifamily Multi-Family
  • Village Woodstock
  • Square Feet 3,001
  • Units 3
  • Bathroom 3

A fully leased 3 unit income property that is located in the heart of Woodstock Village. High quality long term tenants! The demand for housing, within Woodstock Village, is strong. This desirable location, in a quiet residential neighborhood, has perennial appeal. An opportunity to purchase an income property, in a quality location, with excellent tenants in place. (A Vermont licensed Real Estate broker is an owner of the property)

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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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1097 West Woodstock Road Woodstock VT 05091

MLS Number 4783900

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,392

Classic Woodstock home, newly renovated in a great location near the Farmer's Market and schools, complete with a great back yard with a brook! Head inside through the inviting bright and airy living room that opens to the completely redone kitchen- updated with new counter-tops, cabinetry and stainless-steel appliances! First floor is completed with its own bedroom and full bathroom! Two additional spacious bedrooms reside on the second floor with shared bath. Enjoy your morning coffee on the brand-new back deck, perfect for entertaining, barbecuing, and relaxation! This one will not last long- schedule your showing today!

Listed by Hergenrother Realty Group and Daniel Preston of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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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51 River Street Woodstock VT 05091

Woodstock, VT51 River Street

Price$339,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4783670

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4

A rare treasure! The seldom found opportunity to obtain an affordable Woodstock Village residence, with the unexpected benefit that is situated on highly desirable River Street! Truly a great location for level surface walking to all the well loved amenities of village life. The 9 room traditional interior features 3 levels of living space, with 4 comfortable bedrooms! While this well known residence is conveniently placed in the very heart of the village, a fenced in side yard presents a private area, for the owners to garden and entertain. When entering the residence from the covered front porch, an entry hall opens on the left to a living room, with wide board wood floors and built in book cases. The hallway also leads to a dining room. Off the dining room is the useful amenity of a ground floor private office. Completing this first level of the residence is a bright kitchen, with a convenient door that leads to the private side yard and a half bath. The front staircase leads up to a primary bedroom, with views of the Ottauquechee River. A guest bedroom, a full bath and a laundry complete the 2nd floor. The quiet 3rd floor offers 2 additional cozy bedrooms. A well maintained home that clearly demonstrates a pride of ownership! This left side, of an 1853 village duplex, is well suited for use as a full time residence from which the owners can walk to daily activities. Equally appealing is vacation home use from which restaurants, shopping and cultural events are steps away!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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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1880 Curtis Hollow Road Woodstock VT 05091

MLS Number 4783272

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,604

Rustic Vermont hunting lodge with spectacular mountain views on 66.5 acres. This corner lot (Mecawee & Curtis Hollow) boasts a 4 bedroom home that has been a 2nd home getaway and recreational playground for the same family since the 1950's. Inside, the large kitchen with counter seating opens into the dining area which flows directly into the long living room that is accented with a huge stone fireplace at the end of the room. Off the kitchen is the master bedroom with ensuite bath and through the living room are 3 bed and bunk rooms and another full bath. There is an enclosed porch which leads out to a wooden deck that overlooks the rolling fields and takes in the amazing views to the Northeast. Roughly two thirds of the property is wooded with the VAST snowmobile trail cutting through it. There are multiple streams that run through and along the property as well as old stone walls. Across from the driveway is the entrance to the Coolidge State Forest and a few miles up Mecawee Rd. is the Mecawee Fishing Club. It is only 10 minutes to Woodstock Village and just 25 minutes to the Killington Mtn. base lodge. This is a unique property with endless possibilities that can be subdivided. A must see!

Listed by Dan Noble of Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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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52 Pleasant Woodstock VT 05091

Woodstock, VT52 Pleasant Street

Price$595,000

Est. Mortgage: $/month

MLS Number 4783082

  • Multifamily Multi-Family
  • Square Feet 1,890
  • Units 2
  • Bathroom 2
  • Acreage 0.4

3 Units -- Rare Investment Opportunity! PRIME Woodstock Village location overlooking the Ottauquechee River with gorgeous protected views of Billings Farm and beyond. Excellent easy spot, walk to everything in town! Zoned Residential and Light Commercial with zoning for 11 parking spaces onsite! Also, conveniently located next door to public parking area. Perfect property to live and work onsite or use the property as a multi-family. The property consists of a totally renovated 2 Unit Main House with separate entries for both units. Exposed beams and beautiful hardwood floors throughout. The lower unit (2 bedroom/ 1 bath) has a mudroom with washer/dryer hook up, large eat-in open kitchen, spacious sunroom/great room with deck to soak in the amazing views from your private backyard, and wood burning fireplace in the den/office which could be used as a bedroom. The upper unit (2 bedroom/ 1 bath) has a really cool open concept kitchen/ living floor plan with gas stove, vaulted ceilings, curved walls, and large loft space ideal for kids. The extra bonus is the detached converted open studio with walls of glass doors on 3 sides, wood beams, and woodstove hook up. You could make this extra living, work or recreation space. This 3 unit property has so much potential for rental income or live/work situation. Must see this today, it will not last!

Listed by Marni Rieger of KW Vermont-Killington

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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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52 Pleasant Street Woodstock VT 05091

Woodstock, VT52 Pleasant Street

Price$595,000

Est. Mortgage: $/month

MLS Number 4783081

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 1,890

Rare Opportunity! PRIME Woodstock Village location overlooking the Ottauquechee River with gorgeous protected views of Billings Farm and beyond. Excellent easy spot, walk to everything in town! Zoned Residential and Light Commercial with zoning for 11 parking spaces onsite! Also, conveniently located next door to public parking area. Perfect property to live and work onsite or use the property as a multi-family. The property consists of a totally renovated 3+ Bedroom/ 2 Bath Cape with loads of space to entertain. Exposed beams and beautiful hardwood floors throughout. Great eat-in open kitchen, spacious sun room/great room with deck to soak in the amazing views from your private backyard, cozy den/office room with wood burning fireplace, cool family room with gas stove, and large loft space ideal for kids. Extra bonus is the detached converted open studio with walls of glass sliding doors on 3 sides, wood beams, and woodstove hook up. You could make this extra living, work or recreation space. The property has so much potential for a live and work situation or an strong rental property. Must see this today, it will not last!

Listed by Marni Rieger of KW Vermont-Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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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1782 Barnard Road Woodstock VT 05091

Woodstock, VT1782 Barnard Road

Price$799,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4782792

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 3,004

EXCEPTIONAL CUSTOM HOME - MINUTES FROM WOODSTOCK! Built in 2015 and expanded in 2017 by Ambrose Custom Builders, this fine family home is ideal for full-time residents or as an easy-keeping vacation property. Perched atop a scenic hillside, the bucolic location belies its easy proximity to Woodstock (1.5 miles), Killington (16 miles), Hanover (20 miles), and the Upper Valley beyond. Gorgeous fits and finishes, an open floor plan, a bunk room, a spacious screened porch, and a media & games room make this home perfect for accommodating and entertaining friends and family with ease. Unique in a marketplace of antique houses, this is a rare opportunity to to purchase a ready-made custom home constructed by one of the area's most reputable and in-demand builders.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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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4662 Cloudland Road Woodstock VT 05091

Woodstock, VT4662 Cloudland Road

Price$985,000

Est. Mortgage: $/month

MLS Number 4781136

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,452

Premier location, location, location - on Cloudland Road just up from River Road and a pleasant walk to Billings Farm and downtown Woodstock for amazing bike riding, walking, and running right out the door. Privately situated in a well-landscaped setting is this immaculately maintained newer construction 3,154 sf 3 bedroom cape with vaulted ceiling mini-great room open to lovely gourmet kitchen with custom-made cherry cabinets. A charming dining area is next to kitchen. Half bath and mudroom at entrance. 1st level MBR with ensuite bath, two bedrooms a sitting room and full bath upstairs. Partially finished basement has a workout/TV area and office. Just across the driveway from the cape is a barn-garage with two bays of garage with overhead doors, a third covered bay for vehicles and equipment, and upstairs is a 1,298 sf fully finished in-law apartment with vaulted ceiling, kitchen, bath, dining, sitting area and bedroom with ensuite bath - all with its own entrance and two-level private deck area. Property has a brook flowing through it and is well landscaped with stonewalls, a charming patio, flower gardens and a garden shed with chicken coop. Excellent mechanicals in both buildings. Beautifully maintained, privately and peacefully sited on approximately 5 acres - exceptionally located less than three mins from the Village of Woodstock. This one is all about move-in-ready, and location location location.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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$925,000

Est. Mortgage: $/month

MLS Number 4781034

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

119 English Mills Way is a property you will love to call home. Privately situated on 5.1 acres yet only a short drive to the Village of Woodstock. Well maintained 4 bedroom home with guest or in-law suite in the full walk-out basement. Enjoy the bright and sunny great room with cathedral ceilings, magnificent fireplace and loads of windows. A first floor master suite with Jacuzzi tub is privately located away from the other bedrooms. There are plenty of spaces for all your family gatherings, a lovely kitchen with cherry cabinets opens to a cozy dinning area. The 2nd. floor boast another master bedroom/bath and two additional bedrooms. The exterior is loaded with perennial gardens, walkways and a large wrap around deck. The In-law suite has a full kitchen, 3/4 bath, bedroom, dining room and large walk-out family room along with plenty of storage and much more.

Listed by Gerry Stark and Richard Atherley of RE/MAX Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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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2394 Fletcher Hill Woodstock VT 05091

MLS Number 4780735

  • Land
  • Acreage 14.9
  • Zoning residential

Incredible amount of River frontage along the Ottquechee... a rare find. Stunning views of the river in both directions. Site is flat and open and could be created into a park-like property with both views of the Ottaquechee and the mountain views adjacent to house site. This property is very calming. Currently there is a mobile home on site- with septic, power and a drilled well, along with a small garage. This land is in a flood plain and we are in the process of retrieving a LOMA certificate to exempt the house site from the floodway. The Lincoln Covered Bridge is under construction so please use Riversidepark Road for access. Great opportunity!

Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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 Lincoln Woodstock VT 05091

MLS Number 4780541

  • Condo
  • New Contruction New Construction
  • Village Woodstock
  • Year Built 2020
  • Square Feet 2,280

51 Watkins Way Barn Home Unit 2 is under Purchase and Sales agreement 51 Watkins Barn Home Unit 1 is a proposed 2280 square foot New Construction Elevator Barn duplex reproduction located on Watkins Way providing views of Woodstock Village rooftops and Pomfret mountains. Efficiency Vermont Certified Base Level 2.0 will be specified, estimated STC rating of 55 to 63 which is luxury level. This duplex will be built by award winning builder which will be their primary residence, so this project will be developed to the highest quality level. Great opportunity and value, pick your wood floors, paint colors, all with a high walkability scale rating in the village. Quite close to Mt. Peg Park access for hiking trails, and only slightly further to the amazing trail system of Mt. Tom/Marsh Billings Rockefeller Historical Park, additional recreational opportunities abound with Woodstock Country Club for golf, mountain biking, cross country skiing; Woodstock Health and Fitness Center for swimming, exercise facilities, Killington, Okemo, and historical Suicide ski and Mountain bike park, are all within an easy drive away. Seller/Owner/builder is a Licensed Sales Agent in VT. Seller Owner will be living in Unit 2, so builder owned. The property will be provided with a 1-year warranty from a highly rated Insurance company. All available product warranties will be extended to new owner.

Listed by John King of eXp Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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 A VisitAsk A QuestionMore Details

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Copyright 2019 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 November 13, 2019.