Stockbridge, VT | 157 Timberhawk Road

Nestled among the woods of Pittsfield's coveted Townsend Brook area, this beautifully maintained and thoughtfully updated chalet captures the essence of the quintessential Vermont mountain getaway. Designed in the tradition of a European alpine chalet, the main living level occupies the second floor, maximizing natural light and creating a warm, inviting space for après-ski gatherings or quiet evenings by the fire. Recent improvements include an upper-level bump-out with a charming reading nook and convenient powder room, beautiful maple hardwood floors, modern lighting and ceiling fans, and beautifully remodeled bathrooms. An enclosed former storage shed has been transformed into a generous mudroom and first-floor laundry, complete with a wall of built-in cabinetry for skis, bikes, boots, and outdoor gear. A spacious wraparound deck extends the living space outdoors, offering both sunny and shaded spots for morning coffee, al fresco dining, or gathering with friends. Surrounded by the Green Mountains, miles of mountain biking and snowmobile trails are practically at your doorstep, while world-class skiing at Killington and Pico is just minutes away. With easy access from Montreal, Boston, and New York City, this turnkey retreat offers an appealing combination of comfort, recreation, and value - equally suited to weekend escapes, investment income, or year-round living.

Welcome to 1876 Blackmer Blvd., a private Vermont property offering the space, setting, and serenity that make country living so special. Set on approximately 89 acres in the beautiful town of Stockbridge, this property provides an exceptional opportunity to enjoy the best of Vermont’s four-season lifestyle. Surrounded by nature, the property offers a peaceful rural setting with abundant land and privacy, while remaining within convenient reach of Killington, Woodstock, and the surrounding Green Mountains. Whether you envision a year-round residence, Vermont getaway, homestead, or recreational retreat, the acreage provides room to explore, relax, and make the property your own. The home offers the opportunity to create a comfortable Vermont retreat in a setting that is increasingly difficult to find substantial acreage, privacy, and the natural beauty of the Green Mountain region. Enjoy hiking, hunting, snowmobiling, gardening, wildlife watching, and countless outdoor activities right outside your door. Located in the heart of central Vermont, this property combines rural tranquility with access to nearby towns, recreation, dining, skiing, and year-round attractions. A rare opportunity to own a significant piece of Vermont countryside and create your own private escape.

Beautifully maintained and thoughtfully updated, this classic Vermont Cape is nestled on five private, sun-drenched acres in the heart of the Green Mountains. Whether you're searching for a centrally located primary residence or a peaceful mountain retreat, this inviting property offers comfort, privacy, and year-round recreation. Surrounded by forest, the open homesite enjoys abundant sunshine, a partially fenced yard, mature perennial gardens, and space to garden or simply enjoy the outdoors. A welcoming wraparound deck leads to a spacious mudroom with built-in cubbies, creating the ideal everyday entry after hiking, skiing, or working in the yard. Inside, the bright, open main level features gleaming hardwood floors and an updated kitchen with stainless steel appliances, striking soapstone countertops, a butcher block center island, and ample workspace for cooking and entertaining. The adjoining living area is anchored by a cozy wood stove for crisp Vermont evenings, while a convenient powder room with laundry completes the first floor. Upstairs, the expansive primary bedroom offers a generous walk-in closet, complemented by two guest bedrooms and a full bath. Skylights fill the second level with natural light, while energy-efficient mini-splits on both floors provide year-round comfort. The full basement offers abundant storage and flexible space for a workshop, hobby studio, recreation room, or play area. Outside, the charming red barn is perfect for lawn equipment, gardening supplies, and all the gear needed to enjoy Vermont's four-season lifestyle, with nearby access to snowmobile and ATV trails. Just across the road, the White River offers renowned fly fishing, kayaking, and summer tubing, while Killington and Pico are just a short drive away. With seasonal winter views, exceptional privacy, and a tranquil setting, this special property captures the very best of Vermont living. Seller motivated!

Welcome to Camp Treetops, a one-of-a-kind mountaintop retreat perched high above the White River Valley. This incredible property conveys COMPLETELY FURNISHED and turnkey, with panoramic mountain and White River views and total privacy. At its heart is the original Sears Roebuck kit hunting cabin, beautifully renovated with warm wood interiors, an open living and dining area, a cozy wood stove, and expansive windows framing the mountains. The covered deck is built for sunrises, sunsets, and brilliant fall foliage. Two additional cabins, newly built in 2023 and 2024, are themed to the roaring 1920s and the classic 1950s, each furnished with authentic antiques for a true blast from the past. A vintage camper adds a fun spot for overnight guests, and a shared communal space gives everyone a place to gather at the end of the day. Smart, low-impact engineering makes it all work. A dedicated septic design serves the main cabin, while the additional cabins are outfitted with NASA-designed bag-system toilets and outdoor showers. There is also potential room to grow; buyers to do their own due diligence on future plans and any intended use. The entire property offers the same sweeping mountain and White River views. The setting delivers seclusion with easy access. Close to Route 107 with quick connections to Route 100 and I-89, there is plenty to do within a short distance. Surrounded by mature forest and dramatic rock outcroppings, Camp Treetops offers rare privacy without sacrificing those long-range views. Whether you want a private compound for gathering with the people you love, a recreational basecamp, or a peaceful place to unplug, 544 Vulture Mountain Road is a truly unforgettable piece of Vermont.

157 Timberhawk Road is a beautifully maintained classic Hawk home that perfectly captures the timeless Robert Carl Williams aesthetic. Signature design elements abound, including soaring rooflines, vaulted ceilings, warm natural woodwork, wide pine floors, and a dramatic fieldstone fireplace that serves as the focal point of the inviting living room. A covered front porch welcomes you with convenient storage for skis, firewood, and outdoor gear. Inside, the foyer opens to a thoughtfully designed split-level floor plan, with bright living spaces above and private sleeping quarters below. The upper level features an open-concept living/dining area, and tastefully updated kitchen with granite countertops, subway tile backsplash, modern pendant lighting, breakfast bar, and refinished original pine cabinetry that preserves the home's authentic Vermont character. Sliding glass doors lead to a spacious sun-filled deck, creating the perfect setting for morning coffee, outdoor dining, or après-ski relaxation. The lower level provides a comfortable separation of space, with a generous primary bedroom featuring a built-in queen bed with storage drawers, integrated headboard, and matching nightstands. A guest bedroom accommodates a full-size bed and bunks, while the third bedroom offers the classic built-in Hawk bunks that generations of Hawk owners have come to love. Outside, mature perennials and recent landscape improvements enhance the property's appeal. Tree clearing has opened the setting to welcome abundant sunshine, while a reconstructed driveway, improved stone and gravel walkways, and a spacious storage shed add convenience and functionality. Ideal as a vacation retreat or year-round residence, this distinctive home offers easy access to Killington and Pico, placing world-class skiing, mountain biking, golf, hiking, and year-round recreation just minutes away. Experience enduring design, modern updates, and Vermont charm in one irresistible package.

EXTRA ACRE! EXTRA VALUE. PROPERTY NOW INCLUDES one more acre than previously listed. Take a look at this home in central Vermont- close to the premier Killington Mountain Ski Resort. This property is on an open 3 acre lot with plenty of sun and space for pets, gardens, greenhouses or farm animals. This Stockbridge home has an in-law apartment below- accessible by a separate driveway. It provides options for extended family, short or long term renters or vacationers, and allows space to spread out or mom and pop to have privacy. While technically it's a 2 bedroom, the layout could accommodate 6-8 with a little creativity. Or make it your forever home in the heart of Vermont with small towns Stockbridge and Rochester providing quality living: Summer tubing and river activities, hiking the Green Mountains, golf, local food and art scenes, Mad River, Sugarbush and Killington ski resorts- there is a lot to do in Vermont! Tenant occupied, please provide 12 hour notice for showings. Some of the room pictures are virtually staged.