Houses for Sale in Woodstock VT

Browse the latest houses for sale in Woodstock, Vermont below. 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.

Woodstock VT Houses for Sale

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2034 Long Hill Road Woodstock VT 05071

Woodstock, VT2034 Long Hill Road

Price$8,950,000

Est. Mortgage: $/month

MLS Number 4943673

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 7
  • Square Feet 8,921

High up in the hills above South Woodstock, Little Baldy Hill Farm is set among rolling meadows with sweeping views of the Green and White Mountains. The 295 acre property offers complete privacy, miles of trails through spectacular classic Vermont landscapes, and a compound with every amenity carefully considered. Inspired by travels through Europe, the house was designed with a romantic, and very comfortable, take on country living. Arched windows and hallways, vaulted ceilings, a rounded tower and a great hall with a massive stone fireplace give context to spaces for gathering with friends and family and cozy nooks for reading. The property embraces its setting: taking in the views and light, with French doors inviting a walk in the courtyard gardens and the stone terrace, a splash in the pool, and quiet puttering in the greenhouse. The main house has four bedrooms en suite with a first floor primary and guest suite. The three-level carriage barn has a one bedroom guest apartment on the top floor. A ramp to the second floor allows for the storage of cars and carriages or makes for a great party barn or studio. Also on this level is a 5 stall stable with wash stall. The lower level houses a heated workshop and plenty of room for toys. The grounds include a tennis court, barn and pond and miles to explore. High speed internet. Surrounded by large landowners and yet close to GMHA and the South Woodstock Country Store. 2.5 hours to Boston. Delayed showings until 2.28.23

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

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$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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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486 Benedict Road Woodstock VT 05071

Woodstock, VT486 Benedict Road

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4986511

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 6,040

"BENEDICT HILL" - sited on 38 acres on a quiet gravel road in a premier location in South Woodstock is this truly classic Vermont estate property. Excellent equestrian / horse potential with historic 5-stall barn and fencing for pastures/paddocks already in place. The land component is comprised of split-rail fence lined pastures, meadows, woodlands, giant maple trees, ancient stone walls and gardens. The main “Stone House” c. 1820 - with period details and 10' ceilings has 4 bedrooms, 3 full and 2 half-baths, gourmet kitchen, a library-den, a wonderful living room and 3 fireplaces on the main level. A stone patio/covered porch spans the rear of the house, and a 2-car attached garage. The original barn was renovated into a fully finished barn/guest house comprised of a fabulous great room with 30-foot ceilings and stone fireplace, kitchen and dining areas. Open stairs lead up to a loft primary-bedroom and bath. Downstairs is a rec/family room, 2 bedrooms and full bath. The present owners have just completed many renovations. This is a rare opportunity to acquire one of the most special, pastoral Vermont properties to come on the market in years - yet is just 5 mins to the hamlet of South Woodstock, 12 mins to the Woodstock village green, and 20-30 mins to I-89, Hanover/Dartmouth and points beyond. See property specific website.

Listed by John Snyder of Snyder Donegan Real Estate Group

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$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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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318 Ebbin Lockwood Way Woodstock VT 05071

Woodstock, VT318 Ebbin Lockwood Way

Price$2,850,000

Est. Mortgage: $/month

MLS Number 4966761

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 6,443

Serene, private, contemporary: Sited on a ridge above South Woodstock village, the 54 acre property offers complete seclusion in an elegant setting with an extensive network of trails. The three bedroom main dwelling is sleek and elegant, with an open floor plan crafted to take in the beauty of the site with abundant use of organic material designed to integrate the design with the surrounding Vermont countryside. The two bedroom guest cottage has its own garage and entrance off of Ebbin Lockwood Way. The 6,048 s/f main house and 1,584 s/f guest cottage were designed by architect, Michael Weinberger. The property was recently renovated: main house was upgraded and many new system improvements. From the stone terrace, there are views of a cascading waterfall flowing into a small Koi pond and perennial gardens. On the Northeast side, an outside sitting area takes in views of a long, rolling meadow with a pond and a glimpse of the local hills. The main house includes a detached garage with additional storage space. Less than 1/2 mile from South Woodstock Country Store and Kedron Valley Inn/Ransom Tavern and one mile from Green Mountain Horse Association. 25 min. from Mt. Ascutney mountain biking trails, 38 min. from Killington and 2:23 hrs. from Boston.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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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10 College Hill Road Woodstock VT 05091

Woodstock, VT10 College Hill Road

Price$2,395,000

Est. Mortgage: $/month

MLS Number 4985985

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,214

10 College Hill is the perfect in-village residence, off the main road yet walk-to-everything. The original, historic residence was designed in 1916 by renowned architect John Russell Pope whose accomplishments include the Jefferson Memorial, and master plans for Dartmouth and Yale. It also enjoys modern additions and updates including a stunning first-level primary bedroom suite designed in 2012 by the respected local architect David Bielman. The front door welcomes guests with a pair of dutch-doors in a center entrance foyer, flanked by a classic dining room and elegant living room (both with fireplaces). The classic butlers pantry leads to the gourmet kitchen and a wonderful, sunny eat-in breakfast area. There are 4 additional BRs upstairs, 2 have ensuite baths plus a 3rd hall bath. There are also powder baths on the first floor and in the lower (basement) area. All BRs have central air. Mechanicals have been updated and well-maintained. 2 other offices on 1st and 2nd floor, and the basement has living space, a workout room, safe room, and ample storage. Beyond the kitchen is a mud-laundry room that leads to the covered (heated) brick walkway from the garage. The 1.05 acre parcel has professionally designed and executed gardens, patios and stone walls including new stone steps that lead up to a second new stone patio that enjoys sweeping vistas across to Mt Tom and the Marsh-Billings-Rockefeller National park. See property website for more.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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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13B River Street Woodstock VT 05091

Woodstock, VT13B River Street

Price$1,929,000

Est. Mortgage: $/month

Pending

MLS Number 4972497

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,894

This is a rare opportunity to purchase a newer construction residence (2021) built to the highest quality standards by renowned local architectural design/build firm ACS Design. Located right in the village, yet set back from the road and abutting the National Park - you can walk to everything. The house interior offers an open floor plan, vaulted ceiling great room with handsome stone fireplace, built-ins and lovely views, and opens to a private dining room and the gourmet kitchen. A laundry room and mud-entry connects the garage/covered porch with the kitchen for easy access. The residence lives on one level with a 1st level primary bedroom with en suite bath and walk-in closet. Upstairs is a sitting room office with natural light from large windows and skylights, as well as two spacious bedrooms, both with ensuite baths. The garage upstairs is finished and heated - which could be used as an office, a rec/game room, or workout room. Excellent HVAC systems include both radiant heated floors and discretely placed heat-pumps, which offer a second source of heating in the "shoulder seasons", and whole-house air conditioning. The property is beautifully landscaped with extensive outdoor living spaces: a large stone patio out front, a grilling/dining patio on the side with an outdoor shower and space for hot tub and grill, and a 3-sided wrap-around porch that welcomes you home and greets visitors in all seasons. SEE PROPERTY WEBSITE. ** DELAYED OCCUPANCY - Please inquire

Listed by John Snyder of Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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

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$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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

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$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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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25 Slayton Terrace Woodstock VT 05091

Woodstock, VT25 Slayton Terrace

Price$945,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4987319

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,632

Beautifully and thoroughly renovated, this historic home offers the charm of an antique cape with the comforts of modern construction. From the new kitchen to the solar panels, from the character-grade hickory flooring to the hand-laid rock walls, from the rebuilt porches to the mini-splits, every component has been thoughtfully updated or replaced. Overlooking Woodstock village and the Pomfret hills beyond, 25 Slayton Terrace is just a quick stroll from downtown shops and restaurants, the Mt. Peg trailhead, and the Marsh Billings Rockefeller National Park. Three sunny bedrooms, generous common spaces, and a wide covered porch make this home comfortable for gatherings, convivial or cozy. The standing seam roof, the leased Tesla powerwall, and the dry, insulated basement make this home ideal as a worry-free primary residence or as an easy-keeping vacation property. For the buyer who values an outstanding village location and an impeccably updated home, this charming cape is not to be missed.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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

Pending

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: 7.1% last updated on Apr 18, 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

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: 7.1% last updated on Apr 18, 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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139 Doe Hill Way Woodstock VT 05091

Woodstock, VT139 Doe Hill Way

Price$262,900

Est. Mortgage: $/month

Pending

MLS Number 4986207

  • Residential Single Family
  • Construction Existing
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 1,264

What a prime location being just off the main road with great privacy and room to roam! This home features open, airy living space and potential for more with a family room and laundry in the lower level. The two sided deck is great for nature watching and provides great relaxation space at the end of the day. There's a lot of upside potential at this property and the location is very convenient being just a few miles outside the village.

Listed by Susan Bellville of Bellville Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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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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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 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 April 22, 2024 9:09 AM EDT