Properties Near 598 East Woodstock Road Woodstock, VT

Charming, Unique, and Ideally Located! Welcome to 100 Pomfret Road—a beautifully updated farmhouse set on four level, picturesque acres just a short walk from Mt. Tom, Billings Farm, and the heart of downtown Woodstock. This rare find blends timeless character with everyday convenience in a peaceful, brookside setting. Inside, you’ll find a sun-drenched home featuring four bedrooms, two full baths, a cozy living room with a fireplace, and an open-concept kitchen, dining, and family area—perfect for gathering and entertaining. The grounds are equally inviting, with mature landscaping, fruit trees, and ample space for gardening, play, or simply relaxing outdoors. A classic barn-style two-car garage offers abundant storage, with a spacious second level ready to be finished into a studio, guest suite, or office. Whether you’re hitting nearby hiking trails or skiing at Saskadena Six, this serene retreat is perfectly positioned to enjoy the best of Vermont in every season.

The idyllic Hartland countryside is the setting for this handsome cape. A delightful three season porch is entered by way of the attached two car garage or directly by a lovely landscaped pathway. Once inside you will be greeted by a warm and inviting kitchen detailed with cherry cabinetry, the dining room with a bay window view of the gardens, a living room with fireplace, and a spacious family room with an office nook. Two ensuite bedrooms along with an additional bedroom and bonus room on the second level offer so many options - you decide! The larger, more extensive ensuite bedroom has direct access from both the main level and second level. Here you will find plentiful space that includes a bathroom with a tiled walk-in shower and ample room to add a kitchenette. A media room and laundry are located in the partially finished basement. Enjoy outside dining and relaxing on the deck located just off the three season porch or enjoy the patio space on the front lawn. Gardeners will delight in the exterior landscape detailed with a superb array of perennials. Mini Splits provide efficient cooling and heating and the added solar and Lg battery help keep energy costs low and power outages under control. A convenient yet private location offers easy access to all the amenities and major employment the Upper Valley has to offer and just minutes to Woodstock and Quechee. Perfect as a primary or vacation home. Schedule your private showing today!

This lovely,expanded Cape sits just a half mile from Woodstock Village's East End.Surrounded by rolling green fields and wooded hillsides-this home offers a beautiful country setting less than a mile to village shopping, schools, dining and recreation. Updated with modern finishes to enhance accessibility and one level living-while maintaining the warm, country charm. First floor features a kitchen with granite countertops, island with seating & storage, double pantry and all new appliances; dining room with fireplace, an all season sun room w/gas fireplace and deck access, a wonderful new laundry room with half bath, lovely primary bedroom and bath with soaking tub, tiled zero step shower(roll-in), & double sinks, & living room w/fireplace. Lots of light and warm wood floors throughout. Two bedrooms with sitting areas and lots of storage and full bath upstairs. The connected 2 bedroom apartment lends flexibility-it can be used as additional living space, overflow for guests or for extra income as a rental. Full kitchen,first floor bedroom and bath,second floor bedroom & storage loft and one car garage with second driveway, private entrance, deck and laundry.The back of the property slopes down to a babbling brook and then up to meet direct trail access to Mount Peg.Expansive deck,generator,attached two car garage & partially finished walk out basement with tons of storage, a recreation room or office and powder room too. So many possibilities!Call for showings starting 9/8.

Discover the possibilities with this beautifully crafted three bedroom, three and one half bath home and versatile Post and Beam barn/studio, set between Woodstock and Silver Lake in scenic Barnard. The main residence features an airy great room with vaulted ceilings, warm wood accents, and expansive windows that invite natural light and frame peaceful views. Thoughtful design and quality finishes, including granite highlights, shine throughout. Enjoy outdoor living from the screened porch, covered porch, or open upper deck, ideal for entertaining or quiet moments. Each bedroom offers the privacy of an ensuite bath, including a serene suite located separately above the garage, perfect for guests, remote work, or added flexibility. A convenient powder room and strong rental history add further appeal. The Post and Beam barn/studio offers inspiring space for creative pursuits, a home business, or potential conversion to guest quarters or an accessory dwelling. Mature perennial gardens, open grounds, and ample parking enhance the charm. Steps from the Appalachian Trail and nestled along a scenic route, this unique offering blends Vermont tranquility with exceptional versatility.

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.

This is a rare opportunity to own 10.1 acres of land in a coveted area of Woodstock that includes a 1988 Frizzell Builders house and a detached oversized garage with a second floor for storage . The property was part of the King Farm which is now in Vt. Land Trust as conserved land , until it was split off in the late 1980's when the Colby family came into ownership and built the existing house .The dwelling has a wrap around deck overlooking the meadows and pond with views to the south. Antique stone walls are reminiscent of days gone by .If privacy but convenience to Woodstock village is your goal you need not look further. Some of the features include hardwood floors , open floorplan that includes dining and living room , large downstairs game room. Easy access to Killington, Okemo Mountain and of course Woodstock's own Saskadena Six for Skiing . Golf, tennis . biking and fishing are just a few of the many outdoor activities in the area . Pentangle Arts provides music and theater throughout the year. Woodstock was named the prettiest small town in America . Come make it your home in this amazing property. Call today for an appointment.

Built in 2019, this charming Cape-style home is nestled on five sunny, private acres just minutes from Woodstock Village. Thoughtfully designed and beautifully constructed, the home offers efficient, low-maintenance living in a coveted location. With excellent solar exposure, stunning sunset views, and lovely hillside scenery, it’s bright, warm, and welcoming year-round. The interior features a gorgeous open kitchen with quality finishes, two beautiful bathrooms, and two comfortable bedrooms. With a four-bedroom septic system already in place, the home offers easy potential for future expansion. Outside, the property is equally exceptional. A custom bluestone patio invites outdoor dining and relaxation, while professionally designed raised beds and a high-end greenhouse (high tunnel) provide everything needed for productive gardening. Established perennial gardens surround the home with vibrant seasonal color, and private trails (cut in and ready to enjoy) lead to the top of the property for peaceful walks and sweeping views. Whether you’re seeking a full-time residence, a Vermont retreat, or a property to grow into over time, this home offers rare flexibility, natural beauty, and a connection to one of New England’s most picturesque villages. Showings begin 7/7/2025. No showings 7/15/2025 - 7/20/2025.

100 ACRE WOODS!! - Complete turn-key package for vacation rentals and a second home. Tucked away on 96+ protected acres spanning Hartford/Quechee, and a portion of Hartland, this fully furnished 3-bedroom, 2-bath log home offers exceptional privacy, quiet, & year-round recreation....Including a robust (optional) rental program. The land has an existing subdivision in place if you ever decide to sell off a portion (10 acres/86 acres). A network of private walking & hunting trails winds through the woods, perfect for hiking, snowshoeing, or ATV use. We will even throw in the fancy $20K, 4-wheel dump gator & trailer for the right offer! The home’s warm and inviting main level features wide pine floors, cathedral ceilings, and an open layout that blends kitchen, pantry, dining, and living areas around a handsome central chimney with a Vermont Castings woodstove. Upstairs, the spacious primary bedroom enjoys a private sunny bath with a clawfoot soaking tub. Downstairs in the finished lower level, two additional bedrooms share a full bath and are complemented by two laundry/utility rooms offering plenty of storage. Relax on the large wrap-around deck or retreat to the enclosed screened porch to enjoy the quiet & wildlife. Ample parking, including space for a motorhome. Includes all furnishings and built-in recreation! Please view the video for the most accurate furnishings list. The property is a short-term vacation rental and requires scheduled access for showings.

New price! Welcome to this beautifully renovated residence in the vibrant heart of Woodstock Village. Enjoy unparalleled convenience with a short stroll to the Elementary School, Woodstock Inn, the picturesque Green, and an array of charming shops, restaurants, and bakeries that define village living. Nestled directly across from Vail Field, this home offers easy access to playgrounds, ball fields, and pickleball courts. The homeowners have meticulously updated the property, featuring a stunning new kitchen and a refreshed second-floor bath, blending modern comfort with timeless charm. Unwind on the covered porch with a favorite drink while soaking in the serene surroundings. The inviting living room has a cozy gas fireplace, perfect for cool evenings. The spacious dining area opens to the expanded kitchen, boasting elegant cabinetry, sleek quartz countertops, and top-quality appliances. Newly installed pine flooring adds sophistication throughout. With three spacious bedrooms and two updated bathrooms, each room is designed for comfort. A versatile sitting room off the primary bedroom is perfect as a playroom or quiet study. Additional features include a new boiler, new dining room windows, and upgraded wiring with 200 AMP service. The property also offers a two-stall garage with partially finished space above, presenting endless customization possibilities. Whether you're seeking a forever home or a peaceful retreat, this move-in-ready gem is a must-see!

This sun-soaked Quechee Lakes home offers the privacy of single-family living with the added benefits of country club amenities. It sits at the end of a quiet road and offers on-site access to wooded walking trails, perfect for hiking or snowshoeing. Walk in through the front door to a warm foyer, which leads directly to the architecturally dramatic sunken living room featuring a stone fireplace and vaulted ceilings. The open plan includes an updated kitchen with ss appliances, a generous dining area. Off the living room is an en-suite primary bedroom with access to the wrap-around deck. Downstairs, you'll find a family room with access to the backyard, three bedrooms, and two baths.