Greater Woodstock Area Homes Between $500K and $1 Million

The greater Woodstock, Vermont area (including the towns of Barnard, Bridgewater, Hartland, Pomfret, Reading, West Windsor, and Woodstock) offers diverse real estate opportunities. Whether you’re looking for a historic home, a home in town near shops and galleries and all the amenities you need, a family home, a secluded getaway with lots of land, a vacation home, or investment real estate, the greater Woodstock area has plenty of choices.

Apart from beautiful homes and real estate, the greater Woodstock area of Vermont hosts some great cultural institutions and events like the Hall Art Foundation in Reading, the Woodstock Film Series, and Taste of Woodstock. Summer and winter recreation opportunities abound at Suicide 6 ski area and Mount Ascutney. For horse lovers, the Green Mountain Horse Association (GMHA) in South Woodstock has activities and events all summer long.

Greater Woodstock VT Homes for Sale

The greater Woodstock VT area could be the perfect place for a family home, a vacation retreat, rental property or investment real estate. Explore the homes below, then give Bassette Real Estate Group a call at 802-457-2244. Our agents and buyer brokers would love to help you find your perfect new home.

801 Twenty Mile Stream Road Reading VT 05062
Active With Contract

MLS Number 4928854

  • Residential Single Family
  • Bedrooms 3
  • Construction Existing
  • Square Feet 1,963
  • Bathroom 2

Simply amazing! Abutting over 500 acres of State land, this 87+ acre property includes a 3 bedroom, 2 bath custom log home and detached 4-bay, two story garage. What strikes you entering the property is the park-like setting. So much thought has gone into the construction of this home. All of the logs were hand-peeled for a lighter and brighter interior. Structurally...no skimping - 50-year roofing on both the house and barn, and if you are a connoisseur of Log Homes, you will note immediately the extra care that was taken in the "biscuit-jointed and scribed" trim work to give that extra finish detail - Wired for a generator - cathedral ceiling living/dining area with stone hearth and woodstove. The Custom lighting throughout enhances a Vermont ambiance. The covered porch and open deck provides outdoor gathering spaces. The full walkout basement is plumbed for a bathroom and would make an ideal guest or in-law suite. The barn is to die for! Beautiful stonework and fortified construction combine to make a 4-bay, versatile barn-style garage with a "ready-to-finish" second floor with cupola. The surrounding grounds are delightful. Walking/ATV trails loop around the land and include a private, Spring-fed, 15' deep pond, open meadow and large forested area which is enrolled in the Current Use Program. The long-range views look to the South & West. Less than 15 minutes to Okemo and the lakes region. Snowmobile on your own property or VAST is nearby.

Listed by Gail Beardmore and Geralyn Donohue, Engel & Volkers Okemo-Woodstock

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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1214 Gulf Road Barnard VT 05031

Barnard, VT1214 Gulf Road

Price$895,000

Est. Mortgage: $/month

MLS Number 4910694

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 1,945
  • Construction Existing
  • Bathroom 2

1214 Gulf Road, Barnard Vermont - Privately situated on 30.2 lovely acres on a beautiful, quiet gravel road just one minute to VT Route 12, four minutes to the Barnard General Store/Silver Lake and 12 mins to Woodstock, this charming move-in-ready three bedroom two bath cape is the perfect primary or getaway/escape house. The owners designed and built the residence for themselves and have beautifully maintained the house as their primary residence. Features include a wood-shake roof, gourmet kitchen with cherry cabinets and high-end appliances and an historic cook woodstove, family room, den/office, bath/laundry and formal dining room on the first level. Upstairs are three bedrooms and a full bath. The full size lower level is used as storage and mechanicals, but can easily be converted into more finished living space, if desired. The house is privately situated from the road, but tucked in with an easy driveway. A lovely in-ground heated pool has been well-maintained for lounging on hot summer days. A nice open lawn with beautiful stone walls is perfect for outdoor games and activities. Excellent mechanicals including high speed fiber-optic (EC Fiber) internet and automatic whole-house propane backup generator. 1214 Gulf Road is located on the Woodstock side of Barnard - a lovely pastoral drive from Woodstock, I-89/I-91, Hanover/Lebanon and points beyond. This simple, easy-to-maintain house is perfect as either a primary or a second home and is move-in-ready.

Listed by John Snyder, Snyder Donegan Real Estate Group

$
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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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49 VT RT 12 Pomfret VT 05053

Pomfret, VT49 VT RT 12

Price$895,000

Est. Mortgage: $/month

MLS Number 4922543

  • Residential Single Family
  • Bedrooms 2
  • Construction Existing
  • Square Feet 1,840
  • Bathroom 4

Charming riverside home with an open great room and spacious bedrooms, delightful enclosed porch, covered porch and an open deck to enjoy the views. Additionally there is an upper family room great for overflow living space, an office with private bath or for guests. The property boasts a large post and beam building and greenhouses currently used as a farm stand. Enjoy the country setting and envision your home business. Steps from the Appalachian Trail and halfway between Woodstock and Silver Lake, Barnard.

Listed by Eric Johnston, Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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370 Catamount Road Woodstock VT 05091

Woodstock, VT370 Catamount Road

Price$895,000

Est. Mortgage: $/month

MLS Number 4897046

  • Residential Single Family
  • Construction Existing
  • Square Feet 2,016
  • Bathroom 3
  • Bedrooms 3

Pristine, peaceful, with 5 private acres at the end of a town-maintained road. Magnificent westerly views of the Green Mountains including Killington. This 1989 custom home with three bedrooms and multiple gathering places can accommodate all the family and friends. Conveniently located to all of Woodstock's famous amenities - less than 10 minutes to The Woodstock Inn & Resort's Athletic Center, 18 hole championship golf course, x- c skiing - hiking - biking trail system, fantastic dining, shopping, galleries and more! The home boasts bright and sunny open concept kitchen/living area; first floor bedroom with private bath, and plenty of spaces for work or leisure. Second floor has two additional bedrooms, bath, and office/ sitting area. In addition to the turn-key home, there is a fully framed and weather-tight wing awaiting finishing touches, as well as a completed oversized 34 x 15 high bay garage; perfect for XXL toys like a boat or camper. There is also an additional 800 sf of covered storage space; simply add garage doors to fully enclose. Truly a one-of-a-kind property in the best part of Vermont! Additional land available - total of 50 acres.

Listed by Bassette Real Estate Group

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$
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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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7137 US Route 4 Bridgewater VT 05034

Bridgewater, VT7137 US Route 4

Price$887,000

Est. Mortgage: $/month

MLS Number 4922066

  • Residential Single Family
  • Square Feet 5,000
  • Bathroom 7
  • Bedrooms 7
  • Construction Existing

Beautiful and expansive, this 5,000 sqft Victorian farmhouse in the heart of Bridgewater Village has gorgeous river views with a 2000+/- sq ft barn. Immediately make yourself at home as this house has been lovingly updated inside and out with modern conveniences. The generous kitchen has ample storage and sprawling counter space. Enjoy preparing large family meals and hosting cozy holidays with friends and family. Plenty of room to snuggle up by the fire with a view through the bay windows and watch the snowfall on winter nights. The home consists of 7 large bedrooms all with their own private bath. There is one first floor, two room suite with 3/4 bathroom and exterior access to the porch. Currently used as a Christmas Shop, this room can be easily repurposed as a master suite. This home is conveniently located central to Killington Mountain, Okemo Mountain, and lovely Woodstock. The current owners have enjoyed sharing their home with Airbnb guests. They are happy to leave most furnishings located in the four-bedroom en-suites where they hosted Airbnb guests. If desired, this could serve as income to the new owners or can easily be used as a Single-Family home. The two properties are being offered together are deeded separate for owner flexibility with mature trees, lavish flower gardens, views, and access to the Ottauquechee River. Enjoy the endless possibilities this property has to offer and make it your own in a beautiful Vermont Village with no zoning limits.

Listed by Bassette Real Estate Group

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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1350 Vermont Route 12 Pomfret VT 05053

Pomfret, VT1350 Vermont Route 12

Price$849,000

Est. Mortgage: $/month

MLS Number 4932267

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 2,729
  • Construction Existing
  • Bathroom 3

A well constructed post and beam residence that is privately sited in an elevated south facing position! The property benefits from both Long views towards Mount Ascutney and local pastoral views of nearby hills and farmland. Inviting woodland trails, for year round exploring, lead from the home through mature maple trees. Conveniently, the numerous and well known amenities of Woodstock Village are just 5 miles and a few minutes away! Adding further value to the property is an opportunity for an additional elevated building site benefitting from dramatic long range views. Professionally conducted soil percolation tests have identified a location for a septic system for this future building site. A substantial amount of additional acreage can also be available. A well built home in a great location that is equally well suited for a year round residence or a vacation home retreat! The sale is contingent upon the sellers receiving all necessary State and local permits for a subdivision of their property.

Listed by John Wetmore, William Raveis Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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234 Randall Road Woodstock VT 05091

Woodstock, VT234 Randall Road

Price$845,000

Est. Mortgage: $/month

MLS Number 4913852

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 600

Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well established farm raising Charolais beef cattle, poultry and hay. The owner has been the farmer/steward of many of the areas farms in the Woodstock and South Woodstock. The property has a single family dwelling, shop building with farm office, hay and dairy barns, multiple storage and ancillary structures. Whether looking to engage in the localvore food movement or looking to build a residential home on arguably the most desirable land parcel a stones throw from Woodstock Village, this property has location, setting and features that would be hard to replicate. The upper pasture with easy access has great views, privacy and a commanding location.

Listed by Wade Treadway, Wade I Treadway Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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410 Upper Road Bridgewater VT 05035

Bridgewater, VT410 Upper Road

Price$655,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4915476

  • Residential Single Family
  • Bathroom 2
  • Square Feet 2,262
  • Bedrooms 3
  • Construction Existing

Nestled in the hills of Bridgewater Corners, a well-appointed (3) Bedroom / (2) Bath home is near all the Upper Valley hot spots, and some of the best Vermont has to offer! This is a skier's paradise property; without the extra HOA fees and private road maintenance costs! Live between 2 world-class ski resorts at your doorstep! Just 6 minutes to Killington's Base Lodge Skyship Gondola, and only 20 minutes to Okemo Mountain. Bring All Your Toys! This home has an abundance of flat lawn space to enjoy, a detached garage, basement, and sits on a 11.3-acre wooded lot overlooking the mountains. Built in 1892, this charming New England farmhouse has hardwood floors and is a spacious 2,262sf of finished livable area, with an additional unfinished 1,216sf basement. Constructed with quality materials, this home has been well-maintained for residents' maximum comfort and enjoyment during all-seasons. Along with being perfect for a primary residence, this home and location are a great choice for a getaway retreat property without excessive year-round upkeep / maintenance. Investors will also find this a perfect candidate for an AIRBNB rental property. The 2nd floor has a kitchen already in-place, and is currently used as an in-law guest suite which can be accessed by a separate entrance. The garage could also be an ideal conversion to an extra unit. Frequent the restaurants and nightlife of both Killington & Woodstock. Amazing Fall foliage! Please view the 3D tour attached.

Listed by Jeremy Smollar, KW Vermont Woodstock

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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26 Hickey Lane Barnard VT 05031

Barnard, VT26 Hickey Lane

Price$649,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4905426

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Square Feet 1,156
  • Bedrooms 3

This cottage has been in the same family for more than 80 years until last year. It sits on Silver Lake with open westerly views over the lake. It features 4 plus acres of land in the Grove with 100' of lake frontage and the land extends up to Stage Rd. It is a log cabin with 2 bedrooms on the main level and a large summer porch and deck over looking the lake. 1 bedroom and other room with bath in the basement. It has a 3 Bedroom state approved septic, well and new foundation with a dry large walkout basement. Also it has several sheds and a 2 car garage. The seller has begun demolition and decided to sell after tearing out the ceiling.

Listed by Dail Frates, Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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124 Village Lane West Windsor VT 05037

West Windsor, VT124 Village Lane

Price$599,000

Est. Mortgage: $/month

MLS Number 4928251

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 1,442
  • Construction Existing
  • Bathroom 2

Beautifully landscaped, views, quiet dead-end road, 1/4 mi from the Ascutney Outdoors mtn biking, skiing, and trail running facilities recently highlighted by the New York Times. Large deck, covered porch, open floor plan, living room with cathedral ceiling and pellet stove which provides supplemental heat, 3 bedrooms and 2 baths including a master suite with balcony. 2 car garage, patio, shed, and perennial gardens.

Listed by Seth Warren, Seth Warren Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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295 Route 106 Reading VT 05062

Reading, VT295 Route 106

Price$599,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4857620

  • Residential Single Family
  • Bedrooms 8
  • Square Feet 4,114
  • Construction Existing
  • Bathroom 6

A classic Vermont style home, with a detached fully heated 3 level, 3 bedroom barn! The well conceived multi-bedroom floor plan comfortably accommodates numerous visiting friends and family members or alternatively can provide an easily managed living space for a small family of several people! The principal rooms are gracious in size and beautifully detailed. The 13.49 acres of useful land present opportunities for recreation, keeping animals or growing crops. A wide and beautiful section of the North Branch of the Black River borders an edge of the property! For many years, the current owners ran the highly visible property as a bed and breakfast. On the ground floor of the residence is a sun room with vaulted ceiling, a large living room with propane fired cast iron stove, a bright kitchen with great appliances, a formal dining room, a primary bedroom with ensuite bath, and a large family room with dramatic windows and a wood burning stove. On the second floor are 4 generously sized bedrooms and 2 baths! The detached fully heated and insulated 40' by 24' barn is a wonderful compliment to the residence! On the ground floor, 3 garage doors open to provide parking or extraordinary workshop space. On the second floor are 3 bedrooms with each having its own bath! On the 3rd floor is a 23' long office/studio with endless possibilities! A property well located for skiing, access to equestrian South Woodstock, or the well known shopping and dining amenities of Woodstock Village!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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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1 Border Lane Woodstock VT 05091

Woodstock, VT1 Border Lane

Price$599,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4912025

  • Residential Single Family
  • Square Feet 1,368
  • Bedrooms 3
  • Construction Existing
  • Bathroom 2

A highly desirable Woodstock location! Conveniently situated only a few minutes from the Woodstock Village Green, in a lush pastoral setting, is a bright 3 bedroom home. The land component of the property is truly high quality, with ample lawn area for entertaining or recreation, pleasant meadow views and a sunny exposure. All the convenience of single level living is provided in this home of a manageable size! A well conceived floor plan features a large living room/dining area with a fireplace and a dramatic bow window, a kitchen with an area for breakfast dining, a well designed sunroom, 3 bedrooms with wood flooring and 1.5 baths. The sunny back patio presents a private sitting area with tranquil views of a large meadow. The interior of the home feels comfortable and well built. The land is idyllic! Neighboring homes are substantial. All of these attributes combine to offer a property that is equally appealing as a manageable vacation home or a comfortable year round residence!

Listed by John Wetmore, William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 2022
* 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 2022 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 October 5, 2022 2:39 AM EDT.