Under Contract Woodstock VT Home for sale $2,750,000 $427 per sq.ft.

$2,750,000 $427 per sq.ft. Woodstock VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 6443  |  Acres: 54.83
Listed on Wednesday Aug 23, 2023
Description: 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. See Listing Details & 40 images. Includes a Virtual Tour

New Listing! Woodstock VT Home for sale $2,450,000 $440 per sq.ft.

$2,450,000 $440 per sq.ft. Woodstock VT Home »

48 Ft. of Waterfront on River Ottauquechee River
4 Beds | 4 Baths |   Total Sq. Ft. 5573  |  Acres: 40
Listed on Friday Jan 3, 2025
Description: "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 Listing Details & 60 images. Includes a Virtual Tour

$2,000,000 $400 per sq.ft. Village of Taftsville in Town of Woodstock VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 5000  |  Acres: 0.56
Listed on Friday Oct 25, 2024
Description: 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 Listing Details & 60 images.

$1,999,000 $474 per sq.ft. Woodstock VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 4214  |  Acres: 1.07
Listed on Saturday Feb 24, 2024
Description: 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 Listing Details & 40 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 »


Price Change! Reduced by $275,000 down 15% on November 23rd 2024
10 Beds | 12 Baths |   Total Sq. Ft. 7769  |  Acres: 5.5
Listed on Friday Jun 7, 2024
Description: 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 Listing Details & 40 images. Includes a Virtual Tour

New Listing! Woodstock VT Home for sale $1,800,000 $743 per sq.ft.

$1,800,000 $743 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2423  |  Acres: 18.9
Listed on Monday Jan 6, 2025
Description: 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. Showings begin with an Open House on Saturday 1/11 from 11-1. See Listing Details & 44 images.

Under Contract Woodstock VT Home for sale $1,499,000 $409 per sq.ft.

$1,499,000 $409 per sq.ft. Woodstock VT Home »

6 Beds | 4 Baths |   Total Sq. Ft. 3668  |  Acres: 3.68
Listed on Wednesday Sep 18, 2024
Description: 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 Listing Details & 45 images. Includes a Virtual Tour

$1,395,000 $540 per sq.ft. Woodstock VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 2584  |  Acres: 41.45
Listed on Wednesday Nov 20, 2024
Description: 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 Listing Details & 50 images.

Under Contract Woodstock VT Home for sale $1,340,000 $504 per sq.ft.

$1,340,000 $504 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2660  |  Acres: 20.7
Listed on Wednesday Jul 3, 2024
Description: Round Top Cottage is sited on a knoll just outside the village of South Woodstock on 20 acres, offering complete privacy and views of the rolling hills framing the Kedron Valley. This three-bedroom lodge, fully renovated in 2024, blends modern amenities with rustic elegance. The open floor plan features cathedral ceilings in the main living and dining area, creating an inviting space to gather (or enjoy quiet time). The first floor primary suite has lovely light and a generous soaking tub. The second floor includes a sitting area, two bedrooms, and an office. In the summer, enjoy outdoor living with a fire pit for evening gatherings under the stars. Direct access to trails for all season exploration. Equestrians will appreciate the potential to build a small barn with a paddock, and the short hack over to Green Mountain Horse Association (GMHA). Close to skiing: 23 miles from Killington, 22 miles from Okemo, and 10 miles from Saskadena Six. See Listing Details & 31 images. Includes a Virtual Tour

$1,245,000 $265 per sq.ft. Woodstock VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 4698  |  Acres: 5.1
Listed on Friday Apr 12, 2024
Description: 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 Listing Details & 41 images.

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

$1,125,000 $286 per sq.ft. Woodstock VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3934  |  Acres: 6
Listed on Tuesday Dec 3, 2024
Description: 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 Listing Details & 39 images.

$995,000 $312 per sq.ft. Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3190  |  Acres: 2.94
Listed on Friday Oct 4, 2024
Description: This stately, rambling gambrel home offers privacy, convenience, antique charm, and room for everyone. Walking distance to the east end of Woodstock village, on 2.9 lush acres including a fenced backyard, a fenced vegetable garden, and extensive perennial beds. The home is a stunning mixture of antique touches and modern functionality, with beautiful built-ins and closet spaces at every turn. The home has a suite of rooms on the first floor that are perfect for a home-based business or studio area (or 2 extra bedrooms plus bonus room), and a one-bedroom full bath (with office & kitchen) in-law suite upstairs with private ground-level access. The main part of the home includes three additional bedrooms, a library, a music room, living room, dining room, two full baths, dressing room, and three-season enclosed porch. The charming eat-in kitchen includes beautiful display cabinets, hand painted tiles, and built-in pantry and laundry. In the stunning custom cherry wood library with marble fireplace and private deck, bibliophiles will find more than enough shelf space for their entire book collection, and a quiet, peaceful setting in which to read. Two readers in the family? The upstairs music room is similarly equipped, also with stunning cherry wood built-ins and detailing. Two staircases provide ample access to the upstairs and contribute to the ambling nature of the home. Walk to restaurants and a river front park! See Listing Details & 32 images.

$995,000 $487 per sq.ft. Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2044  |  Acres: 4.1
Listed on Monday Dec 16, 2024
Description: As charming as it is uncommon, 100 Pomfret Road is a handsome farmhouse nestled on four level acres, just a short stroll from Mt. Tom, Billings Farm, and downtown Woodstock. Combining convenience and comfort, this serene brookside retreat features a sunny home with four bedrooms, two full bathrooms, a cozy living room with a fireplace, and an open-concept kitchen, family room, and dining area. The spacious property includes mature landscaping with fruit trees, ample room for gardening, and plenty of open space for outdoor activities. The large barn-style two-car garage provides copious storage for seasonal gear, and the second level offers potential for finishing into additional living space. With easy proximity to hiking trails and the Saskadena Six ski area, this home is ideal for enjoying Vermont in every season. See Listing Details & 60 images.

$845,000 $1,408 per sq.ft. Woodstock VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 600  |  Acres: 6.07
Listed on Monday Jun 6, 2022
Description: 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. See Listing Details & 14 images.

New Listing! Woodstock VT Home for sale $729,000 $279 per sq.ft.

$729,000 $279 per sq.ft. Woodstock VT Home »

Waterfront on River Ottauquechee River
4 Beds | 3 Baths |   Total Sq. Ft. 2616  |  Acres: 3.62
Listed on Thursday Jan 2, 2025
Description: PRIVATE- Cape Cod Home less than a mile to Historic Woodstock Village! This generous sized home consisting of 2616 squ ft. sits on 3.62 secluded acres. Built in 1988 and first time on the market- this home has been well maintained with an abundance of light, generous proportioned rooms with handsome hardwood floors. First floor consists of kitchen with quartz counters and soft neutral toned tiled backsplash, small eat-in area for informal dining, a pantry and easy access to the attached garage. Enjoy large family gatherings with use of a formal dining room, family room/study accented with a propane stove to cozy up on a rainy day with a good book and spacious formal living room. A large Primary Bedroom with en suite bathroom and large walk-in closet with extra drawers for storage for buyers seeking a first floor bedroom. Second floor has 3 more spacious bedrooms with a full bathroom. Enjoy a large covered patio off the back of this residence for entertaining friends and family. Plenty of room in the 2 bay attached garage adjacent to the first floor laundry/mudroom. There is ample flat space in the vast yard for those garden enthusiasts to expand the perennial gardens, fruit trees and vegetable gardens or kicking around a soccer ball. This property also conveys a good size shed for storage of bikes, kayaks etc. Central Air Conditioning, generator hook-up, full basement with newer mechanics- this is a low maintenance home. Easy stroll or bike ride into town! See Listing Details & 43 images.

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