Woodstock VT Real Estate for Sale

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. You may also be interested in viewing real estate listings in other Vermont towns.

Homes for Sale in Woodstock

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12 Linden Hill Road Woodstock VT 05091

Woodstock, VT12 Linden Hill Road

Price$550,000

Est. Mortgage: $/month

Open House

MLS Number 4996773

  • Residential Single Family
  • Next Open House: Sat 05/25 12:00 pm. to 3:00 pm.
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2

Enjoy the ease of one level living in this charming bungalow cottage located in the heart of Woodstock Village! The main level interior layout offers a lovely living room detailed with built-in cabinets /bookshelves and fireplace, dining room, nicely appointed kitchen, primary bedroom suite, a second bedroom, full bath - and a spacious deck for relaxing and entertaining while taking in views of village life. The lower level is designed with interior access to the one car garage, finished space perfect for a studio/office/hobby room, and ample unfinished storage space. The exterior back yard is a lush landscape with a stone patio - the perfect spot to top with a firepit. This Linden Hill neighborhood is fondly referred to as Li Hi - Chill on the Hill! Walk to village dining, shopping, theatre, and all-season recreation. Open House on Saturday May 25 from 12- 3pm and Sunday May 26 from 12 - 3pm.

Listed by Mary Mayhew of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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4651 Cloudland Road Woodstock VT 05091

Woodstock, VT4651 Cloudland Road

Price$1,685,000

Est. Mortgage: $/month

MLS Number 4995339

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,798

Cloudland Aerie is an exceptionally rare offering of an unprecedented out parcel of Maplewood Farm, Woodstock, Vermonts most iconic farm property. The owner is the son of the previous owner of Maplewood Farm and was gifted this magnificent 5.18 acre parcel on which he built his 3 bedroom home. Accessed by Cloudland Road, the driveway is a scant quarter of a mile from Old River Road. The post and beam home was sited with southern exposure and direct views of Blake Hill and the surrounding farmlands. The elevated homesite is well above Cloudland Road to give complete privacy and yet is only 4 minutes from Woodstock Village.

Listed by Wade Treadway of Wade I Treadway Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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11 Church Street Woodstock VT 05091
Pending

MLS Number 4994811

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,059

This is the perfect In-Village Location!! Absolutely charming two bedroom, 2nd floor condo unit in an historic brick village home, located within steps of all the conveniences of in-town living. Handsome hand-hewed beams accent the ceilings complimenting brand new cherry hardwood flooring. Windows fill the rooms with abundance of sunlight all day long. Newly tiled bathroom, new stainless steel appliances, renovated kitchen with cabinets and stone counters. Spacious living room accented with handsome brick wood burning fireplace perfect for a cold winter day to curl up on the couch with a cup of cocoa. There is an in-unit laundry- Fantastic private deck overlooking the river with views to Mt. Tom. Plenty of storage and deeded garage. The expansive rolling back yard to be used for entertaining guests, perennial gardens with steps down to the banks of the Ottauquechee River to dip your toes. Enjoy listening to concerts next door from the privacy of your personal deck. Easy walk to town theatre, coffee shops and entertainment on the town Green. Skiing, hiking and championship golf close by. This is a stunning, turn-key, fully furnished property in the heart of Woodstock- making it a rare opportunity- not to be missed!

Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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11 Church Street Woodstock VT 05091
Pending

MLS Number 4994810

  • Condo
  • Square Feet 1,059
  • Bedrooms 2
  • New Contruction Existing
  • Complex 11 Church Street

This is the perfect In-Village Location!! Absolutely charming two bedroom, 2nd floor condo unit in an historic brick village home, located within steps of all the conveniences of in-town living. Handsome hand-hewed beams accent the ceilings complimenting brand new cherry hardwood flooring. Windows fill the rooms with abundance of sunlight all day long. Newly tiled bathroom, new stainless steel appliances, renovated kitchen with cabinets and stone counters. Spacious living room accented with handsome brick wood burning fireplace perfect for a cold winter day to curl up on the couch with a cup of cocoa. There is an in-unit laundry- Fantastic private deck overlooking the river with views to Mt. Tom. Plenty of storage and deeded garage. The expansive rolling back yard to be used for entertaining guests, perennial gardens with steps down to the banks of the Ottauquechee River to dip your toes. Enjoy listening to concerts next door from the privacy of your personal deck. Easy walk to town theatre, coffee shops and entertainment on the town Green. Skiing, hiking and championship golf close by. This is a stunning, turn-key, fully furnished property in the heart of Woodstock- making it a rare opportunity- not to be missed!

Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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5014 South Road Woodstock VT 05071

Woodstock, VT5014 South Road

Price$879,000

Est. Mortgage: $/month

MLS Number 4994146

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,470

This charming 1852 Cape has been fully renovated with exquisite finishes. Warm honey-toned antique wide pine floors, soapstone counters with creamy cabinetry in kitchen accented with new stainless appliances. Open floor plan into a sunlit dining room. Enjoy a cup of hot cocoa and a good book curled up in front of the woodstove off the kitchen on a snowy winter day. The first floor also features a cozy den with handsome built (could be used as a small bedroom) with built-in cabinets and adjacent is a luxurious and comfortable living room. Nicely appointed with bookshelves. Fully renovated bathroom with bathtub, 1 bay attached garage with plenty of storage, new Tesla Tower for power outages. Gracious backyard with lovely perennial gardens, stonewalls, hydrangeas bushes and stone patio for entertaining. Walking distance to the General Store, Kedron Valley Inn with it's famous restaurant, The Ransom Tavern. The Green Mountain Horse Association is just around the corner. This charming home is located 2 miles from the Woodstock Country Club and Athletic Club. Minutes from the beautiful and historical Woodstock Green and Village Shops. Enjoy championship golf and fly-fishing. This home is turn-key- come take a look!

Listed by Gretchjen Smith of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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1207 Church Hill Woodstock VT 05091

Woodstock, VT1207 Church Hill

Price$795,000

Est. Mortgage: $/month

MLS Number 4993525

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,527

Historic Vermont cape house with easy access, only a mile to the Woodstock village center. There is a lot of history and character with beautiful old wood floors and beams. A covered walkway from the attached two-car garage comes into a mud-entry room and right into the classic farmhouse kitchen. Off the kitchen is a generous pantry/laundry room and a bath with shower. The spacious family room/den has a propane woodstove and is perfect for hanging out, chilling/reading or watching the ball game. On the first floor is also a classic formal dining room with lots of natural light, a first level bedroom with ensuite bath and a formal living room with wood-burning fireplace. Upstairs is the primary bedroom with a walk-in closet and ensuite bath, plus another bedroom with ensuite bath that opens into a hangout space with the classic "crooked window" like so many historic Vermont farmhouses have. There is a level side yard for hanging out/playing which also has raised bed gardens. Mechanicals have been updated with a newer Buderus furance and newer heat-exchange hot water heater. High speed internet is at the house.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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739 Westerdale Road Woodstock VT 05091

Woodstock, VT739 Westerdale Road

Price$2,695,000

Est. Mortgage: $/month

MLS Number 4993252

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,017

Absolutely stunning, newly renovated residence, privately situated towards the end of a quiet town road in Woodstock, in an area of other substantial homes. Lovely mountain views and 10+ acres of privacy. The present owners have completed over $1 million in documented renovations in the past three years, including a fabulous new gourmet kitchen, powder bath, new bamboo flooring throughout the open floorplan kitchen-dining-living area. They added a wood burning fireplace in the living room behind which was added a new, spacious screened porch that overlooks and listens to the sounds of the babbling brook below. The primary bedroom suite (with ensuite office) on the first floor received a bathroom renovation and a stack laundry washer and dryer. The lower level was renovated into a large recreation hangout room with bar, stone fireplace with a propane wood stove, pool table area, TV area, a full bath, a new full laundry area and a workout room, and added A/C throughout. In addition to the attached 3-car garage, they built a brand-new detached barn-garage with commercial overhead doors and room for ALL your motorized vehicles, toys, outdoor gear, workshop tools (or any other purpose you have in mind). 1st-rate mechanicals: Viesmann propane boiler system, automatic backup generator, radiant/radiator/mini-split heat and A/C on all levels and all bedrooms. Both the attached 3-bay garage and the detached barn-garage are insulated and heated. SEE FULL PROPERTY WEBSITE.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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327 Fletcher Schoolhouse Road Woodstock VT 05071

MLS Number 4993127

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 5,939

ByBrook Farm: Reimagined, turnkey 1790s farmhouse set in one of Vermont's most loved valleys, perennial gardens, stone walls, a spring fed pond, a brook, and rolling meadows. Quiet luxury. Just outside the hamlet of South Woodstock on 25 acres, the 2-bedroom 4,667 sf farmhouse and the 2-bedroom 1,273 sf guest cottage are connected by a stone pathway through the gardens. In the recent renovations of the main house, an additional 825 feet were added on for the kitchen and an extension to the upstairs bedroom suite. Vernacular character: Hand-plastered walls reflect the Vermont light, hand-planed boards, hand-hewed beams and a dining room mural by the Hudson River painter, Kevin Paulsen. Comfortable living, beautifully done. Attached to the farmhouse are two parking bays and a bank barn. On the lower level of the post and beam barn is a large gym or studio space. A picnic area on the top of the knoll has views of the rounded hills and the Kedron Valley-- a landscape that has not changed much over the last 200 years. New geothermal system, solar array and a hook-up for an electric car. The main dwelling has whole house A/C. EC fiber high speed internet. 0.2 miles from Kedron Valley Inn/Ransom Tavern and South Woodstock Country Store and less than a mile from GMHA, the oldest horse club in the country. 26m from Killington and 40m from Okemo. 2h 19m from Boston. Showings begin May 10th.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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257 Riverbend Way Woodstock VT 05059

Woodstock, VT257 Riverbend Way

Price$92,500

Est. Mortgage: $/month

MLS Number 4992699

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,124

A wonderful opportunity in the amazing community of Woodstock, Vermont. Only 10 minutes to the charming Woodstock village is this Spacious 2-Bedroom Mobile Home. This home offers an abundance of space and desirable features, making it an ideal retreat for those seeking comfort, convenience, and outdoor adventure. Two Bedrooms, Two Full Bathrooms With bedrooms located at either end of the home, enjoy privacy and convenience. Large Living Room & Spacious Kitchen provides ample room for relaxation and entertainment. Warm up on chilly nights by the woodstove, creating a cozy ambiance. The home boasts an array of Anderson windows, allowing natural sunlight to pour in, creating a bright and inviting atmosphere. Ideal Outdoor Space for garden lovers and outdoor enthusiasts. The ample outdoor space provides room for gardening, outdoor dining, and recreational activities, allowing residents to fully embrace the beauty of nature. Enjoy the convenience of the extra large storage shed, perfect for storing outdoor equipment, tools, and seasonal items. Just minutes away, Killington Mountain beckons with opportunities for skiing, hiking, kayaking, snowshoeing, and more, providing endless adventures for outdoor enthusiasts. Schedule a viewing today and experience the charm and convenience this property has to offer.

Listed by Heather Ashline of BHHS Verani Upper Valley

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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34 High Street Woodstock VT 05091

Woodstock, VT34 High Street

Price$960,000

Est. Mortgage: $/month

Pending

MLS Number 4992596

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,300

Come by and fall in love with this impeccably and totally renovated 1840's Village Colonial, located on the upper side of High Street abutting Mt Peg, and just a short stroll to shops, restaurants, schools and recreation. The rooms are open, bright and flow beautifully. Every detail is spot on. Every inch of space has been maximized. Rich hickory plank floors run throughout. A massive fieldstone central chimney anchors the main level. The living room is cozy and comfortable with custom built-ins and a wood burning fireplace. The dining room has walls of windows stepping directly out to a secluded deck perfectly situated for your grill. The spacious, beautifully appointed chef's kitchen has a propane open log fireplace, an oversized soapstone island, neolith counters, and excellent quality appliances. The main level is further completed by a mudroom entry, 3/4 BA. On the second level you'll find the primary ensuite with walk in closet, an additional bedroom and a second full bathroom w laundry. There are two bedrooms and 1/2 BA on third level. All new systems, all new Anderson windows throughout. All new everything! The lovely outdoor spaces are defined by masterful stonework lacing through glorious, established perennial beds providing an ever-changing palette. Ideal primary or secondary village home. Convenient to skiing, recreation, Hanover NH.

Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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35A Pleasant Street Woodstock VT 05091

Woodstock, VT35A Pleasant Street

Price$439,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4991534

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bathroom 1
  • Square Feet 2,150

Great opportunity to acquire this 2,150 square foot property located in the heart of Woodstock Village. Recently used as office space, this property is located in the village of Woodstock right next to the Woodstock Village Market. Zoned as Light Commercial, there are lots of options for this property including household dwelling or having a combination of living space upstairs and business downstairs with town approval. The main floor is currently open with a half bath, two potential offices in the back, waiting area and stairs leading up to the second floor. While upstairs is currently being used as storage, the possibilities are endless with the amount of space upstairs and windows overlooking the street below. In addition to its ideal location, property does have on-site parking as well as sidewalk running along the front of the property. Should one want to be creative and modify into living space or partial living space, property currently has a half bath only and no kitchen.

Listed by Lisa Baldwin of Coldwell Banker LIFESTYLES - Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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$1,450,000

Est. Mortgage: $/month

MLS Number 4991097

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,698

An expansive 5 bedroom home, in a private location, conveniently just a few minutes drive from Woodstock Village! Among often sought amenities are a ground floor primary bedroom suite with private bath, a dramatic great room with cathedral ceiling and wood burning fireplace, a generously sized lower level in-law/guest suite with kitchen, dining, living room and bedroom with bath, 3 additional upper level bedrooms with 2 full baths, a family room with an attractive soap stone wood burning stove, a bright kitchen with cherry cabinets and an attached 2 car garage. The well conceived design presents the practical opportunity for single level living utilizing the gracious ground floor bedroom suite. Alternatively, the 5 bedrooms, on 3 levels, can satisfy a whole gang! The lower level private suite could present comfortable accommodations for an in-residence caregiver. Outside, a large wrap around deck transitions to pleasant sunny lawn areas with perennial gardens. Within walking distance are Mt. Tom's hiking trails! The property benefits from owner's who have taken pride in maintaining their beloved home! An attractive home that benefits from a thoughtful interior design! Equally suited for use as a well located year round residence or to be the vacation home that can accommodate friends and family alike! Skiing at Suicide Six as well as all the well known Woodstock Village amenities of shopping, dining and cultural events are just minutes away! Truly a great Woodstock property!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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Broker Reciprocity 

Copyright 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 May 23, 2024 11:26 AM EDT