Woodstock VT Real Estate

Woodstock Vermont

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.

Located in the heart of Vermont, Woodstock is a charming town steeped in history and natural beauty, making it a highly desirable location for home buyers. The town boasts the only national park in Vermont, the Marsh-Billings-Rockefeller National Historical Park, which offers a unique glimpse into America's conservation heritage. Its historic downtown area is teeming with fabulous restaurants, charming boutiques, and stunning architecture. Attractions such as the Sugarbush Farm and Billings Farm & Museum showcase Vermont's rich agricultural history, while the Saskadena Six Ski Area & Bike Park caters to outdoor enthusiasts. After a day of exploration, you can unwind at the tranquil Norman Williams Public Library. Beyond its scenic views and historical sites, Woodstock provides a close-knit community where everyone knows your name, blending rustic charm with modern conveniences. If you're seeking a home that offers a vibrant community, a plethora of activities, and a lifestyle that respects its history and natural surroundings, then Woodstock, Vermont is the perfect place for you.

Want to know more? View our Woodstock, VT Town Guide.

32 Parkview Way Woodstock VT 05091

MLS Number 4984046

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,013

A wonderful opportunity for affordable living in the charming community of Woodstock Vermont. Need help with down payment Champlain Housing Trust may be able to help you, up to $30,000 in deferred loan program for qualified buyers. Home is on site after a long rainy summer ready for the new owner. 2023 Single Wide Mobile home 3 bedrooms 2 bath. Buyers application for Park approval under Documents. Pets are allowed. Home floor plan under doc's also available. Main bedroom with in-suite full bath. Central Livingroom, dining area and Kitchen with lots of cabinets and gas cook stove. Laundry area ready for your washer and dryer. Gas heat, which can be upgraded with air conditioning. Close to shopping and downtown Woodstock. Easy access to the Woodstock High School. Ledyard Bank has a great loan program with 5% down for qualified Buyers

Listed by Deb Roberts and Jenna Luce of RE/MAX Upper Valley

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$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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31 Parkview Way Woodstock VT 05091
Active With Contract

MLS Number 4984043

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 934

A wonderful opportunity for affordable living in the charming community of Woodstock Vermont. Need help with down payment Green Mountain Credit Union has up to $30,000 in deferred loan program for qualified buyers. Home is on site after a long rainy summer ready for the new owner. 2023 Single Wide Mobile home. Buyers application for Park approval under Documents. Pets are allowed. Home floor plan under doc's also available. 2 bedroom one on each end of the home. Main bedroom with in-suite full bath. Central Livingroom, dining area and Kitchen with lots of cabinets and counter tops and gas stove. Laundry area ready for your washer and dryer. Can be fitted for central air for an additional fee. Close to shopping and downtown Woodstock. Easy access to the Woodstock High School.

Listed by Deb Roberts and Jenna Luce of RE/MAX Upper Valley

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$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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

MLS Number 4983673

  • 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

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$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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2709 W Woodstock Road Woodstock VT 05091

Woodstock, VT2709 W Woodstock Road

Price$2,750,000

Est. Mortgage: $/month

MLS Number 4982843

  • Multifamily
  • Units 3
  • Bathroom 11
  • Acreage 5.5
  • Square Feet 7,769

Nestled along the scenic Ottaquechee River on 5.5 acres and located in Woodstock VT with its quaint Main St and just a short drive to the Killington Resort, this exceptional property offers a unique blend of natural beauty and year round recreational opportunities including Snowmobiling out your back door! Whether this is a family compound or a multi family investment opportunity the multiple living spaces provide privacy while fostering a sense of togetherness, making it an ideal setting for gatherings and celebrations. Currently operating as an Inn with a commercial kitchen, several dining rooms a tavern and six ensuite guest rooms. The residence is ideal for Innkeepers/Owners or for a more intimate gathering overlooking the lawn and river beyond. Without a doubt, this riverside retreat is an invitation to create lasting memories with loved ones. The property also includes a motorcoach that can be used to generate income.

Listed by Susan Bishop of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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42 River Street Woodstock VT 05091

Woodstock, VT42 River Street

Price$649,000

Est. Mortgage: $/month

MLS Number 4982767

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,930

Fantastic River Front property within a short walk to downtown Woodstock Village and the Mt. Tom hiking trails in your backyard! A recent testimonial from a guest of the Owner says it all: "When your falling asleep at the house you can hear the Ottaquechee River sing to you...there is nothing like it! One of the main reasons I moved to VT was that river and that house." Gorgeous patio over looking the Ottaquechee River off of the main living level of the home to drink your morning coffee or enjoy a glass of wine during sunset. A rare opportunity to own a river front property in one of the most desirable locations in Woodstock Village.

Listed by Herb Hart of Quechee Lakes Real Estate Center

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$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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39 Elm Street Woodstock VT 05091
Active With Contract

MLS Number 4982328

  • Condo
  • Square Feet 3,023
  • Bedrooms 3
  • New Contruction Existing
  • Village Woodstock

For good reason, the Richmond House is one of Woodstock's most photographed homes. This stately 1826 brick Federal with all the architectural trimmings and distinctly weathered rose-hued patina is a Woodstock Village landmark and is today, thanks to the previous direction of Laurence Rockefeller, divided into three luxurious condominiums. Sited behind a white picket fence on over an acre of land on Elm Street, the property is minute's walking distance of everything Woodstock Village has to offer. Accessed through a gracious front door and foyer, Unit B is one of the finest townhomes in the Village and occupies the top two floor of the building and just over 3000 square feet of finished space, providing the feeling of living in a single family home. Upon entry, the main floor consists of a combined living and dining room with a wood-burning fireplace, a spacious family room an en-suite study/bedroom also with a wood-burning fireplace. The kitchen opens onto the family room and this side of the building is illuminated by southern exposure. The hallway passage to the dining area ascends a few steps to a built-in bar that in turn opens onto a small balcony that overlooks the Village and the landscaped grounds. The second floor opens to a landing with built-in bookcases, a primary bedroom suite, and an en-suite guest room. An exceedingly rare opportunity to own a magical part of history in the heart of Woodstock Village.

Listed by Richard Higgerson of Higgerson Team Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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60 Pleasant Street Woodstock VT 05091

Woodstock, VT60 Pleasant Street

Price$950,000

Est. Mortgage: $/month

MLS Number 4969539

  • Residential Single Family
  • Village Woodstock
  • Square Feet 2,050
  • Bedrooms 2
  • Construction Existing

Incredible opportunity to own a piece of Woodstock History that has not been up for sale in over 50 years. The Woodstock Train Station, which first welcomed passengers in the late 1800s, is a main stay in the community and is one of the first buildings to greet people as they arrive in town. It has great visibility on Rte 4 and is just across the way from the recently developed East End Park and Riverfront. The building has seen several transformations over the years but currently sits empty. Buildout is underway to have a 2 bedroom apartment on the 2nd floor and commercial space on the main level. It is basically a clean slate for someone to come in and create their own vision and next chapter for the property. Recent upgrades include all new electric, plumbing, windows, and a new roof, and both the town sewer and water lines have been replaced. This historic building has endless potential in a premier location and comes with plenty of parking out back. Sale of the property is contingent on approved subdivision.

Listed by Dan Noble of Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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144 & 232 Town Farm Road Woodstock VT 05071

Woodstock, VT144 & 232 Town Farm Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4969259

  • Land
  • Acreage 130.39
  • PricePerSqFt 15300.25
  • Zoning Residential

Sense of place - the Lewis Farm: The classic Vermont farmstead with an iconic big red barn above Green Mountain Horse Association, the Lewis Farm's 130 acres of hayfields and woodlands span the Kedron Valley hillside just outside the village of South Woodstock. The legacy of stewardship by the Lewis family started in 1940: tending the land, restoring the spectacular barn and converting its lower level to well-planned stabling, conserving the most visible 30 acres along the road, and epitomizing the sense of community and engagement that characterizes South Woodstock and GMHA. Along with the 3-bedroom brick farmhouse, riding ring, and hilltop cabin, a light-filled 2-bedroom contemporary takes in the views, and a south-facing studio is set into the hillside. The houses and studio invite renovation or new construction to meet the quality of the site: the woodlands, hayfields, and farm pond, threaded by trails and farm roads to high meadows with valley views. The beauty of the land, authenticity, and character distinguish this generational offering. EC Fiber available.

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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2018 Church Hill Road Woodstock VT 05091

Woodstock, VT2018 Church Hill Road

Price$1,900,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4969169

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,610

Ideally oriented south and westerly this light-filled contemporary home engages you in the outdoors through expansive windows, decks and screened porch overlooking the spring-fed swimming pond. Designed for gracious country living the eat-in kitchen and generous great room are accented by a fieldstone fireplace and vaulted ceilings. The primary bedroom suite and two guest bedrooms are located on the main living level with a walk-out level offering an additional bedroom with media and exercise areas. A 'bonus room' used as a studio is available for many alternative pursuits. Fifty acres of private woodland and open meadows is laced with trails enabling access to nature year round. A small stable is a resource to take advantage of South Woodstock's network of horse trials and miles of gravel roads. A private retreat within minutes of Woodstock's Village Green or the South Woodstock and the Green Mountain Horse Association. The best of all possible worlds.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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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72 Frenchs Road Woodstock VT 05091

Woodstock, VT72 Frenchs Road

Price$1,895,000

Est. Mortgage: $/month

MLS Number 4968402

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bedrooms 6
  • Bathroom 4

Amazing opportunity to own a very special property on the market for the first time in over 50 years. Built in 1880, "Rose Hill" was one of the premier homes in the Woodstock Village area. The 6 bedroom 4 bath house sits on just under 4 private acres and is conveniently located less than a mile from the Village Green and the Woodstock Inn and only 1/4 of a mile from the Rec Center. Stone walkways, mature trees and old gardens dot the landscape. The over sized covered brick porch is waiting to reclaim the lovely views to the South. Inside, you are greeted by a large foyer that leads to the stately living room with a magnificent fireplace centering the room. To the left is the dining room which leads to the kitchen, and a window filled den is off to the right. There is a dutch door out to the porch and an eye catching staircase with a wood banister and ornate spindles that takes you upstairs. The 2nd floor is home to 6 bedrooms including a large center room with an elegant fireplace. In addition to the main house, there is a detached garage with a 2 bedroom apartment and a 2 bedroom cottage which includes a living room with fireplace, dining room, kitchen and bath. In need of updates and some renovations, this property is looking for the next steward to return the house to its former glory. Ideal as a primary residence, 2nd home getaway, or redevelopment investment. Short drive to the Woodstock CC and Saskadena 6, while Killington and Dartmouth are less than 30 minutes away.

Listed by Dan Noble of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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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 February 23, 2024 9:11 AM EST