Woodstock Vermont MLS Listings Homes For Sale

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Under Contract WOODSTOCK VT Home for sale $$1,125,000 | $286 per sq.ft.

$1,125,000 | $286 per sq.ft. WOODSTOCK VT HOME FOR SALE

1548 Peterkin Hill Road 4 Beds | 4 Baths |   Total Sq. Ft. 3934  |  Acres: 6

A classic, beautifully maintained residence in an exceptional location in South Woodstock, 8 minutes to the Village Green, in an area of substantial homes and estates, sited on 6 landscaped acres with mowed lawns, raised beds, stone patios and a charming red barn - suitable as a workshop, artist studio, storage for gear and motorized toys or for goats and chickens! The main residence features an open floorplan with modern kitchen, family room and sunny eat-in breakfast area all enjoying one of the homes 3 woodburning fireplaces. Also on the 1st floor is a larger formal dining room open to a living room with fireplace. The charming mud-entry area with slate floor has a private powder bath. Up the main front stairway is the privately situated primary bedroom suite with the 3rd fireplace, a walk-in closet and updated, lovely bathroom with glass/stone shower and separate free-standing tub. 2 other upstairs bedrooms (plus a smaller room with overflow bunk beds) share an updated hall bath that also has full-size laundry. The lower level has a fully finished workout/rec room. Above the attached/heated 2-car garage is a large private guest suite with vaulted ceilings, sitting/office area, kitchenette and an ensuite full bath. Off the kitchen is the outdoor and south-facing stone patio with lovely perennial gardens and stonewall for entertaining/ cookouts. This is a move-in-ready home, in an exceptional area! SEE FULL PROPERTY WEBSITE FOR FULL DETAILS! See MLS Property & Listing Details & 39 images.


WOODSTOCK VT Home for sale $$1,245,000 | $265 per sq.ft.

$1,245,000 | $265 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $205,000 down 16% on August 7th 2024

119 English Mills Way 5 Beds | 5 Baths |   Total Sq. Ft. 4698  |  Acres: 5.1

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! See MLS Property & Listing Details & 41 images.


WOODSTOCK VT Home for sale $$1,390,000 | $379 per sq.ft.

$1,390,000 | $379 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $209,000 down 15% on January 22nd 2025

72 French's Road 6 Beds | 4 Baths |   Total Sq. Ft. 3668  |  Acres: 3.68

In 1880, this lovely hilltop Gambrel Colonial was designed by the prominent Manhattan Architectural Firm, McKim, Mead and White. "Rose Hill" was one of Woodstock's most prominent residences featuring the exquisite workmanship of the region's finest craftsmen. The grand scale and proportion of the rooms and the elegant period detail harken back to days of gracious gatherings with a formal DR complete with custom built-ins, a Library and a Stately Living Room anchored by a central fireplace, with direct access to a brick portico that runs the length of the home- ideal for summer entertaining. The kitchen has custom built-ins, plenty of counter space, a pantry entry, and a secondary staircase to access the second floor. A combination of indigenous hardwood floors run throughout the entire home. The sweeping formal staircase brings you to the second level with a spacious landing, and a wall of built-ins. There are a total of six bedrooms including a roomy primary bedroom with a fireplace, and three bathrooms. To the rear of the home you'll find a separate 2-car garage with a two bedroom rental unit above. Follow the footpath down to a secluded, very sweet two-bedroom guest cottage. All sited on 3.68 AC offering privacy, and plenty of space for gardening, entertaining and recreation. Just a short stroll to the Village Green and the National Park. This very special property awaits your vision to return it to its former splendor. See MLS Property & Listing Details & 45 images. Includes a Virtual Tour


WOODSTOCK VT Home for sale $$1,395,000 | $540 per sq.ft.

$1,395,000 | $540 per sq.ft. WOODSTOCK VT HOME FOR SALE

1075 Westerdale Road 3 Beds | 4 Baths |   Total Sq. Ft. 2584  |  Acres: 41.45

This lovingly maintained property with mountain views has been enjoyed by a single family since its construction in 1985. The open-concept layout is anchored by a stone Rumford fireplace, which along with the southern exposure warms the large easy-to-keep space. The first floor master boasts ample storage with a sliding door for quick access to the grounds. Across from the main house via a covered breezeway is a large 2 car garage, gorgeous horse barn with hay loft and a cozy studio apartment, making this the perfect spot for a variety of uses. Equally comfortable as a part-time or full-time home, this property is conveniently located on the western side of Woodstock, just twenty minutes from Killington's Skyeship gondola and ten minutes from downtown Woodstock. With over forty acres on prestigious Westerdale road, owners enjoy privacy and expansion potential. Offered for the first time since its inception, this property is an exceedingly rare opportunity for rolling acreage in a highly coveted location. See MLS Property & Listing Details & 50 images.


WOODSTOCK VT Home for sale $$1,650,000 | $452 per sq.ft.

$1,650,000 | $452 per sq.ft. WOODSTOCK VT HOME FOR SALE New Listing!

1522 Barnard Road 5 Beds | 4 Baths |   Total Sq. Ft. 3648  |  Acres: 6.2

Just over 2 miles from the heart of Woodstock village, this gracious brick cape sits on six open acres. Designed to accommodate a Vermont lifestyle, this home welcomes you, whatever the season. The chef's kitchen has been expanded with a spacious entertaining room, and the grand dining room is ideal for hosting. A wood-burning fireplace in the main living room, a brick fireplace in the family room, and a gas-ready fireplace in the den make this home cozy during Vermont's cooler seasons. With 3-4 bedrooms on the second floor (one with fireplace), and an additional bedroom/office above the garage, 1522 Barnard Road offers plenty to a growing family and is a perfect retreat for guests. The surrounding grounds present an uncommon opportunity to own usable acreage in quick proximity to Woodstock. A covered porch for grilling, an entertainment patio, an inground pool with heat hookup, a garden space, an apiary, and a fenced chicken coop make summers at this home idyllic. Dogs can run free with over 5 acres of invisible fencing. Adjacent to the site of the country's first ski tow, winter offers fantastic snowshoeing opportunities and easy access to Saskadena 6. With quick access to I-89 and the Upper Valley beyond, this Woodstock home lends itself to both primary and second-home ownership. An increasing rarity in our market, this home is uniquely positioned to enjoy elbowroom and a more rural landscape, all just minutes from New England's quintessential village. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour


WOODSTOCK VT Home for sale $$1,800,000 | $743 per sq.ft.

$1,800,000 | $743 per sq.ft. WOODSTOCK VT HOME FOR SALE

2090 Randall Road 3 Beds | 3 Baths |   Total Sq. Ft. 2423  |  Acres: 18.9

Constructed in 2007 with a nod to the Gothic Style Vermont Farmhouse vernacular, this beautifully composed country home creatively integrates curated period detail with modern conveniences and systems. Conveniently located at the end of a picturesque tree lined dirt road just minutes from the Villages of both Woodstock and South Woodstock offering privacy and tranquility. The interior spaces of the home are creative, and inspiring, connecting seamlessly with the outdoors through classic covered porches and a spacious screened room. Enjoy lovely valley views beyond established perennial beds and mature plantings, with ancient stone walls lacing through. The kitchen is anchored by a AGA propane stove with custom cabinetry and soapstone counters. The dining room has a wall of built-ins, and reclaimed wide plank flooring. The living room is centered with a beautiful wood burning fireplace, and steps out to a screened porch. Three bedrooms, two bathrooms, and an oversized landing/office space on the second level complete the home. Oversized two car garage/barn with huge loft space for expansion. The leased Tesla Powerwall for peace of mind in the event of a power interruption. Perfect as a primary or second home. See MLS Property & Listing Details & 44 images.


Under Contract WOODSTOCK VT Home for sale $$1,875,000 | $241 per sq.ft.

$1,875,000 | $241 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $275,000 down 15% on November 23rd 2024

2709 W Woodstock Road 10 Beds | 12 Baths |   Total Sq. Ft. 7769  |  Acres: 5.5

INVESTMENT, MULTI-GENERATIONAL, MULTI FAMILY AND COMMERCIAL OPPORTUNITY .. priced below appraised value on land and buildings providing instant equity. Experience the charm of Woodstock, VT with its quaint Main Street and enjoy the proximity to Killington Resort, just a short drive away. This exceptional property offers a unique blend of natural beauty and year-round recreational opportunities, perfect for creating lasting memories. Whether you're looking for a family compound or a multi-family investment opportunity, this property offers versatility like no other providing privacy while fostering a sense of togetherness. An ideal setting for gatherings and celebrations of all sizes. The Inn building includes a commercial kitchen, dining rooms, a tavern and six ensuite guest rooms- perfect for short term rentals. The residence is perfect for a more intimate gathering or apartment conversion with an open concept main level kitchen/living/dining experience with 3 ensuite bedrooms upstairs plus a separate ground level, king bed suite with kitchenette while the motorcoach can be used to generate income and/or offers a special glamping experience with stunning mountain and water views of its own. Snowmobile right from your backyard! All this along the Ottauquechee River on 5.5 acres in Woodstock VT! Unbelievable opportunity and location See MLS Property & Listing Details & 40 images. Includes a Virtual Tour


WOODSTOCK VT Home for sale $$1,999,000 | $474 per sq.ft.

$1,999,000 | $474 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $396,000 down 20% on September 11th 2024

10 College Hill Road 5 Beds | 5 Baths |   Total Sq. Ft. 4214  |  Acres: 1.07

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 FULL PROPERTY WEBSITE. See MLS Property & Listing Details & 35 images.


VILLAGE OF TAFTSVILLE IN TOWN OF WOODSTOCK VT Home for sale $$2,000,000 | $400 per sq.ft.

$2,000,000 | $400 per sq.ft. VILLAGE OF TAFTSVILLE IN TOWN OF WOODSTOCK VT HOME FOR SALE

2706 East Woodstock Road 4 Beds | 4 Baths |   Total Sq. Ft. 5000  |  Acres: 0.56

INVESTMENT & RESIDENTIAL OPPORTUNITY - Rare historic building (The Taftsville Country Store) available for owner occupancy with multiple additional income units in the village of Taftsville just five minutes to the quintessential New England Village of Woodstock! Property includes store with bath (approved for restaurant, café, or retail store), Post Office (with current lease), Apartment 1 (with excellent AIRBNB rental history), Apartment 2 (The owners unit- 3 bedroom, 2 bath), and plans/space for an additional studio unit. Perfect opportunity for an investor to offset living expenses with this multi-unit property, or just have a super fancy home office downstairs. Potential diversified income streams with hospitality, residential rental, and retail/ food service all in one property. Current owners have redesigned and graded the parking lot to include 27 parking spaces and EV Conduit for 2 charging stations that can accommodate 4 vehicles, ADA access to building, and ADA accessible restrooms. Property boasts gorgeous patio views of the Ottauquechee River and Taftsville Covered Bridge. See MLS Property & Listing Details & 60 images.


WOODSTOCK VT Lake House for sale $$2,450,000 | $440 per sq.ft.

$2,450,000 | $440 per sq.ft. WOODSTOCK VT LAKE HOUSE FOR SALE ON RIVER OTTAUQUECHEE RIVER

851 Riverside Park Road Waterfront Owned 48 Ft. of shoreline | 4 Beds | 4 Baths |   Total Sq. Ft. 5573  |  Acres: 40

"All Seasons" is the ultimate Vermont retreat, designed for gatherings and getaways while seamlessly blending rustic charm with modern luxury. This 5,900-sq-ft barn-style home, just over five minutes from Woodstock Village via Route 4 and the Lincoln Covered Bridge, sits high on a knoll above the Ottauquechee River with views to Killington. A veritable mini-resort, the property offers unparalleled access to recreational pursuits. Its 40-acre grounds feature single-track biking, hiking, and snowshoeing trails, a firepit, patio, grills, and owned riverfront access. A 32-foot indoor pool, and hot tub under the stars make this a year-round haven. The acreage also includes a potential building lot with mountain views and an existing roadway, adding versatility. Nearby, enjoy world-class skiing, golf, and other outdoor activities, with Woodstock Village offering charming shops and restaurants. Inside, the chef's kitchen boasts Viking appliances, granite counters, dual refrigerators, a pantry, and a custom island. Two expansive great rooms provide gathering spaces with large-screen TVs and plush seating, including a wet bar in the second-floor game room. Accommodations include four bedrooms, three full baths, and space for up to 12 guests. A highly successful Airbnb rental, "All Sessons" is an extraordinary opportunity to own a Vermont escape combining privacy, beauty, and income potential in one of the region's most picturesque towns. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour