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

Homes for Sale in Woodstock

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49 River Street Woodstock VT 05091

Woodstock, VT49 River Street

Price$462,500

Est. Mortgage: $/month

MLS Number 4866601

  • Condo
  • Square Feet 2,022
  • Bedrooms 3
  • New Contruction Existing
  • Year Built 1844

One of Woodstock's historic two-family dwellings this Federal Style residence is located across from the Ottauquechee River and within an easy walk of all Village amenities, including Faulkner Park, Public Recreation Center and the Woodstock Inn. The rooms are cozy and enjoy the abundant light provided by a southerly orientation. This well-kept home benefits from a re-design opening the dining room and creating a 'country kitchen' with eat-in island seating and a sitting area adjacent to the fenced patio. Ample parking and a private patio are highly desirable features for an 'in town' house. A rare classic appealing to full or part time homeowners.

Listed by Laird Bradley of Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 2021
* 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 Street Woodstock VT 05091

Woodstock, VT8 Ford Street

Price$450,000

Est. Mortgage: $/month

MLS Number 4864874

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

A fully rented 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. The floor plan presents multiple options for owner occupancy combined with rental income. Owner's require all prospective purchasers have a letter of pre-approval for financing prior to being shown the property. (A Vermont licensed Real Estate broker is an owner of the property)

Listed by John Wetmore of William Raveis Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 2021
* 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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945 Riverside Park Road Woodstock VT 05091

Woodstock, VT945 Riverside Park Road

Price$2,100,000

Est. Mortgage: $/month

MLS Number 4864875

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 5,900
  • Construction Existing
  • Bathroom 4

“THE AERIE” is the ultimate gathering/getaway house located on the Ottauquechee River just 2.1 miles (5 minutes) from the Woodstock Village Green, via Rt 4 West and the historic Lincoln Covered Bridge. The 5900 sf residence is perched on a knoll with beautiful long-range views and features a wonderful “Vermont Barn” architectural aesthetic. The residence is sited on +/- 40 private acres with an extensive network of single-track biking/hiking/snowshoeing trails and owns frontage on the Ottauquechee River. Acreage includes potential building lot with existing roadway and mountain views. Large commercial style kitchen features Viking appliances, granite counters, 2 refrigerators, pantry and custom island. Two spacious great rooms with large-screen TVs, sofas & room to gather, wet bar on 2nd floor. 4 “official” bedrooms with one other room used as a bedroom, and 3 full baths. Sleeps up to 12 guests. Private 32' heated indoor saltwater pool & Sauna). Gracious custom granite patio with dining for 18, 2 BBQs and chiminea for gatherings and a fire in the evening. The residence is being sold with all furniture and furnishings - - turnkey. This house has been very successfully and nearly continuously rented by the present owners on AirBNB. Because it is nearly continuously rented, no drive-ups please and the availability for showings is very limited. Next showing times available are: June 16, 17, 18 (until noon), 25, and June 26 (until noon).

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 2021
* 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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1390 East Woodstock Road Woodstock VT 05091
Pending

MLS Number 4864554

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 2,488
  • Construction Existing
  • Bathroom 3

This charming Country Cottage Style home is conveniently located just minutes East of Woodstock Village. The spacious, updated chef's kitchen is bright and well appointed with top of the line commercial grade appliances, custom cherry cabinetry, Corian counters, and a pastry station. The efficient, open concept floor plan is ideal for relaxed entertaining. The living room has a lovely brick fireplace, and attractive architectural elements. There are beautiful hardwood floors throughout. There's one spacious bedroom on the main level, three on the second, and a TV/game room in the basement. Updated systems include a Buderus oil fired radiant floor system and an integrated wood burning furnace, backup generator, and hardwired smoke alarm system. The free standing one bedroom guest cottage has a demonstrated history of short term rentals providing a steady stream of income. Sited away from the main house with independent driveway access for convenience and privacy. The unrestricted, short term rental permit is grandfathered in. Footpaths and trails meander through lovely grounds, and plantings to a hilltop gazebo, and private pond. All of this on your very own seven acre oasis. Direct access to paved state road (Rt 4), and close to skiing, recreation, Interstate, DHMC (25 min), VA, Dartmouth College, and The Upper Valley. From Woodstock Village: Drive East on 4 for 1 mile. Property is on the right just past Blake Hill. See sign. No showings M-F 1-3:30.

Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 2021
* 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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65 South Street Woodstock VT 05091

Woodstock, VT65 South Street

Price$375,000

Est. Mortgage: $/month

MLS Number 4864662

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 1,356
  • Construction Existing
  • Bathroom 2

Charming antique cape in the heart of Woodstock village! This sunny three bedroom, two bath darling is within easy walking distance of restaurants, the golf club, the elementary school, the Mt. Peg trails, and Marsh Billings Rockefeller National Park. Lovely as a year-round property or as a Vermont retreat, this home overlooks the impeccable Woodstock Inn golf course and is a two minute stroll from Vail Field and the village tennis and pickle ball courts. Well-situated on a large lot and convenient to the picturesque hamlet of South Woodstock, this historic home was once configured as two apartments and maintains some of the conveniences of that layout - ideal for an in-law suite or a home business. With a bedroom and bathroom on the first floor, two covered porches, and mature perennials, this is the perfect spot from which to enjoy the amenities of Woodstock village and the Upper Valley beyond.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 2021
* 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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63 South Street Woodstock VT 05091

Woodstock, VT63 South Street

Price$575,000

Est. Mortgage: $/month

MLS Number 4863825

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 1,923
  • Construction Existing
  • Bathroom 2

Situated in the Historic Village of Woodstock this lovely, custom architecturally designed home features first floor ensuite Master Bedroom, heated garage and laundry/workshop. Upstairs the Living Room, with beautiful wide board wood floors and handmade nails, opens to a spacious back deck that provides privacy for relaxing, meetings, and entertaining. The light filled kitchen and sunny dining area look out to the Woodstock Inn's Golf Course and Mt. Peg with its miles of walking and biking trails. Two other Bedrooms and bath make up this level. The potential for expansion to the third floor attic is a definite advantage should one choose to add more living space. The third floor space has a subfloor and a separate heat zone. The location is ideal for walking to the Country Club, Woodstock Inn Athletic Center and all of the shops and restaurants in Woodstock Village. Woodstock is know for the vast cultural events that take place year round including Wassail Weekend that kicks off the holiday season and the many outdoor concerts throughout the summer on the Green and East End Park. Skiing at Suicide Six and Killington are a short drive away and the Ottaquechee River in town provides great trout fishing. There is something for everyone in every season! The home is being sold furnished in a VT country look. This special property will not last long. Call today for a showing.

Listed by Daphne Lowe and Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 2021
* 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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6711 South Road Woodstock VT 05071

Woodstock, VT6711 South Road

Price$225,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4863608

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 1,124
  • Construction Existing
  • Bathroom 1

Lovely Kedron Brook abuts this level one acre lot upon which sits a simple three bedroom one bath Ranch home for simple country living. The brook is year round with rushing water in the springtime and gentle flow in the summer allowing for leisurely dipping on those hot summer days. An ELOMA was performed on the property elevating the home out of the flood zone. There is an outdoor expansive deck great for barbecues or sun worshipping. A firepit brookside gives you the feeling of camping while still at home. The home flow combines open kitchen, dining and living so while entertaining, everyone can still chat. A pantry is great for storing goods for baking, canning, or cleaning. A short hallway brings you to three modest bedrooms with shared bathroom. Don't need three bedrooms? One or two can act as office space. The basement contains your mechanicals as well as your washer and dryer. Good storage or workout space is within its use. Easy access to north and south via route 106 makes traveling to Springfield and picturesque Woodstock Village or via Route 4 to Rutland or White River Junction, an easy commute. Showings start June 3, 2021

Listed by Leila Tarantelli of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 2021
* 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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2626 E Woodstock Road Woodstock VT 05091

Woodstock, VT2626 E Woodstock Road

Price$299,000

Est. Mortgage: $/month

MLS Number 4863510

  • Residential Single Family
  • Bedrooms 3
  • Square Feet 1,520
  • Village Taftsville
  • Construction Existing

Farmhouse-style home being sold with the opportunity of designing the finishing touches as a like-new home. This home has a great vision and a foundation of work already completed. This home features cherry cabinets, fir shaker style doors, new windows and new exterior doors, new finished slab floor with radiant heat with an insulated base and hard pine flooring. The structure is completely foam insulated, new on-demand Viessmann boiler, modern structural laminated beams in place and framed with fir beams to be exposed. The yard is open with established blueberry bushes, an asparagus bed with plenty of room for recreation and a garden. Located in Taftsville, with the lot abutting both Butternut Lane and East Woodstock Road. Easy walking access to the Taftsville covered bridge and the walking /biking of River Road. Five a minute drive to Woodstock Green and 20 minutes to most points in the Upper Valley.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 2021
* 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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85 Townhouse Way Woodstock VT 05091

MLS Number 4863435

  • Condo
  • Square Feet 2,268
  • Bedrooms 2
  • New Contruction Existing
  • Year Built 1978

Beautiful three-level townhouse in a quiet setting with landscaped grounds. This Townhome features a gas fireplace, open living space, upper balcony and a lower deck, extra family room and craft room, two comfortably sized bedrooms with a main floor den for guests or quiet space. The lower living has a full bathroom and a walk-out to the garden patio area. Townhouse Way boasts privacy, pleasant views and a walking trail along a brook. Nestled on the west end of town near the Thompson Center, Woodstock Arena and schools, the Woodstock Farmers Market and access to Route 4. Head west to ski or just a few miles to the Village Green and National Park.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 2021
* 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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5 Stanton Street Woodstock VT 05091

Woodstock, VT5 Stanton Street

Price$775,000

Est. Mortgage: $/month

Pending

MLS Number 4862204

  • Residential Single Family
  • Bedrooms 5
  • Square Feet 2,928
  • Construction Existing
  • Bathroom 3

Stanton Street Schoolhouse (circa 1840) is an architectural gem nestled in the heart of picturesque Woodstock Village! The captivating interior boasts a spacious main level that includes a farmhouse kitchen, two living rooms, dining room, an office/study, and mudroom laundry that are detailed with striking 10 ½ foot ceilings, 6 over 6 windows, hardwood floors, and exposed antique beams. The second level offers a splendid primary bedroom, 2 full baths, and 4 additional bedrooms! The wrap-around covered porch, backyard patio, and built-in firepit are perfect for entertaining and relaxing. Lovely level yard, stone walls and garden space complete this picture-perfect village property! Looking for walkability this property scores a perfect score. Dining, shops, the arts and recreation are just outside your door. Take a look and fall in love!

Listed by Mary Mayhew of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 2021
* 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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Lincoln Street Woodstock VT 05091

Woodstock, VTLincoln Street

Price$299,000

Est. Mortgage: $/month

MLS Number 4861351

  • Land
  • Acreage 2.61

This 2.6 acre lot is located on Lincoln Street in the heart of Woodstock Village and is adjacent to the trails on Mt Peg with views out towards Billings Farm. A building site has been identified.

Listed by Daphne Lowe and Carol Wood of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 2021
* 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

339 Gully Road Woodstock VT 05091

Woodstock, VT339 Gully Road

Price$849,000

Est. Mortgage: $/month

MLS Number 4860123

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 2,688
  • Construction Existing
  • Bathroom 3

Great location just minutes from Woodstock village on the quiet Gully road, located just a few miles from Woodstock's shops, restaurants, schools. Sited on 5.1 acres is this 4-bedroom, 2 1/2-bath home. The main living level features a foyer with 2 1/2 story vaulted ceiling and windows, an open concept kitchen/dining/living space and a 1/2 bath with an adjacent den room. The large wraparound deck just off the kitchen/great room is perfect for outdoor dining and gatherings. Upstairs is the primary bedroom with a walk-in closet, a full bath with separate tub and shower, and a small deck that leads to the wraparound deck below. 3 additional bedrooms, a full bath, and large laundry space complete the level. Beneath the house is an attached garage and workshop/storage area. A new propane furnace system is supplemented by a wood boiler. The property also features two large outbuildings- one three-bay open garage/shed and a separate heated one-bay enclosed barn- for ample storage of vehicles, equipment, and toys. Perhaps the coolest feature of 339 Gully Rd is the finished treehouse (literally built originally on tree stumps) that hangs out over the brook in the back - yet walks right off the back lawn. It has two sleeping lofts, a bed/hangout area, electricity, a bar fridge and (in summer) a summer sink. The property has a wonderful outdoor firepit area with level lawn, two brooks and walking trails/woods.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 2021
* 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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Copyright 2021 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 June 17, 2021.