Stockbridge Real Estate

Discover the beauty, privacy, and year-round appeal of Vermont mountain living at 2519 Music Mountain Road in Stockbridge. Set on 12 private acres, this distinctive three bedroom two full bathroom property offers a peaceful woodland setting, scenic views of Killington Mountain and an inviting retreat in the heart of Vermont’s renowned ski country. Built in 1988, this three-bedroom, two-full-bath home combines rustic charm, practical amenities, and recreational appeal, making it an attractive opportunity for those seeking a private mountain getaway or a full-time residence. The home's main living areas are designed to capture the comfortable, relaxed atmosphere of a traditional Vermont retreat. An efficient galley-style kitchen offers a practical layout for everyday cooking, while the convenience of first-floor laundry adds to the home's functional space. The living room serves as a welcoming gathering space, highlighted by beautiful vaulted, tongue-and-groove wood ceilings that lend warmth, character, and a sense of openness to the interior. A cozy fireplace creates the perfect focal point for unwinding after a day on the slopes, enjoying a quiet evening at home, or gathering with family and friends during Vermont's colder months. These features create a comfortable setting that embraces the natural beauty and laid-back lifestyle of the surrounding mountains. Located on the upper level, the primary suite offers a full bathroom with a jetted soaking tub, a vanity, and walk-in closets, providing both comfort and convenient storage. One of the property's distinctive features is the suite's direct access to a two-story, south-facing solarium or greenhouse. Designed to take advantage of natural sunlight, this unique space offers an opportunity to enjoy the warmth and brightness of the outdoors all year round. The partially finished walk out basement offers a gaming and billiards space with the potential for a fourth bedroom. A unique property, and a unique opportunity.

2519 Music Mountain Rd, Stockbridge

$34,900

5115380 MLS

Discover the opportunity to own 4.20 wooded acres in the Timber Hawk community of Stockbridge, Vermont. Offering a secluded setting, approximately 690 feet of road frontage and mountain views, this parcel provides an opportunity for land ownership in the coveted Timber Hawk community. Enjoy access to the surrounding area's outdoor recreation, with the Killington region and its year-round activities within reach. The property is subject to Timber Hawk protective covenants. Connection to the Timber Hawk community sewer is unavailable; buyers should independently investigate septic or alternative wastewater solution. A unique opportunity to explore land ownership in Vermont's scenic Green Mountains.

Timbercrest Rd, Stockbridge

$450,000

3 Beds ⋅ 2 Baths ⋅ 5114717 MLS

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.

157 Timberhawk Rd, Stockbridge

$475,000

2 Beds ⋅ 1 Baths ⋅ 5112321 MLS

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.

1876 Blackmer Blvd, Stockbridge

$75,000

5110944 MLS

Located at 664 Ranney Road in Stockbridge, VT, this approximately 3 acre parcel has already been surveyed, cleared, and fitted with a base driveway, giving a buyer a real head start on building. GPS friendly, you will find a mailbox at the bottom and then you can make your way up the driveway to the gentle clearing. The site's grade and orientation make it well suited to a home with a walkout basement, a layout that adds usable living space and natural light without extra excavation. For a buyer ready to build, the groundwork here is already done, the survey is complete, the clearing is finished, and the driveway is in. Potential quotes for a garage may be available upon request. Town tax bill says 3 acres, while survey references property as 2.93 acres. Only 14 miles from Killington if you are looking for a lovely ski retreat!

664 Ranney Rd, Stockbridge

$850,000

3 Beds ⋅ 2 Baths ⋅ 5110662 MLS

## Revised Public Remarks Set on 109.75 acres in the hills of Stockbridge, this well cared for Vermont property offers privacy, mountain views, open land, woods, a private pond, and the kind of setting that is increasingly hard to find. The three bedroom, two bath home blends warmth and character with practical country living. Inside, natural wood finishes, exposed beams, a striking stone fireplace, generous windows, and comfortable gathering spaces create an inviting atmosphere, while the kitchen, dining area, and bedrooms are ready to enjoy from day one. Outside, the property opens to sweeping views across the surrounding mountains, maintained lawn and field areas, mature woods, and a picturesque pond. The wooded acreage may also offer potential for selective timber harvesting, providing an opportunity to improve forest health while realizing possible timber value. A large attached garage offers two overhead doors with room for up to four vehicles, along with extensive workshop space, storage, benches, and room for projects or equipment. A standby gas generator adds another layer of convenience, with oil heat, spring fed water, and private septic serving the property. Even better, this home is being offered fully furnished and ready to move in. The sale is expected to include a John Deere tractor, lawn mower, an extensive collection of tools, workshop equipment, and additional items, subject to the final written agreement between buyer and seller. Whether you are looking for a full time Vermont home, private retreat, or a property where land, views, recreation, and workshop space all come together, 808 Whitcomb Hill Road offers a rare opportunity to simply arrive and begin enjoying it.

808 Whitcomb Hill Rd, Stockbridge

$635,000

3 Beds ⋅ 2 Baths ⋅ 5110609 MLS

Handcrafted by a second-generation local log home builder, this impeccably maintained 3-bedroom Stockbridge log home is an authentic Vermont retreat with an unexpectedly sophisticated side. Built in 1993, the beautifully preserved logs and chinking remain like new, while thoughtful updates and distinctive décor create a wonderful balance of traditional cabin character and modern comfort. Inside, vaulted ceilings, warm pine walls and ceilings, and striking hardwood floors with intricate inlay detail set the tone. A handsome red Vermont Castings woodstove anchors the living room, while colorful lighting, fixtures and furnishings add a playful, contemporary counterpoint. The well-designed kitchen is equally at home preparing a family feast or entertaining friends, with custom cherry cabinetry, gleaming granite, stainless appliances, a hammered copper sink and designer fixtures. A convenient mudroom entry, first-floor laundry, luxurious radiant floor heat and minisplit heat pumps add comfort and everyday ease. The attached two-car garage provides another surprise: an expansive unfinished bonus room above, already framed and insulated with vaulted ceilings. A remarkable wall of built-ins surrounds a dramatic arched window sitting area overlooking the woodlands, while a covered deck takes in views of Lilliesville Brook and the neighboring equestrian farm. Envision a family room, studio, guest quarters or luxurious primary suite. Outside, the Vermont lifestyle unfolds naturally, from the covered porch and landscaped lawn to the firepit, hammock and brookside setting. River Road invites leisurely walks and bike rides, while the nearby White River offers fly fishing, swimming and quiet places to simply enjoy the river view. With Killington, Pico, Woodstock, and I-89 all within easy reach, this special property is equally suitable as a year-round home or an exceptional mountain getaway. Offered fully furnished and equipped - move in and experience mountain living today!

7 Lilliesville Rd, Stockbridge

$649,000

3 Beds ⋅ 2 Baths ⋅ 5103851 MLS

Charming timber frame cottage on 15 private acres with nearly 500 feet of frontage along the pristine White River, where world-class fly fishing, crystal-clear swimming holes, and the soothing sounds of flowing water create an unforgettable Vermont retreat. Rich in authentic character, this extraordinary home showcases hand-hewn posts and beams, beautifully refinished wide pine floors, vaulted ceilings, and a welcoming living room anchored by a traditional fieldstone fireplace. Cozy bedrooms and gently uneven floors aren't imperfections - they're reminders of a time when homes were built by hand and meant to last. The spacious country kitchen blends timeless charm with modern convenience, featuring a large breakfast bar, farmhouse sink, six-burner gas range beneath a handcrafted stucco and tile hood, and contemporary skylights. A whimsical loft overlooks the living room, while the primary suite offers vaulted ceilings, woodland views, and a classic clawfoot soaking tub. Outside, enjoy a wraparound porch, perennial gardens, open lawns, a private spring-fed pond, wooded trails, an outdoor stone fireplace, and a small barn for recreational gear. Fish, swim, tube, hike, bike, or snowshoe directly from your own property. Rarely does a home so perfectly capture the spirit of Vermont, where history, privacy, and outdoor adventure come together in one remarkable setting. Offer deadline 8/18/26.

333 Childrens Camp Rd, Stockbridge

$450,000

5101648 MLS

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.

544 Vulture Mountain Rd, Stockbridge

$450,000

4 Beds ⋅ 4 Baths ⋅ 5101647 MLS

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.

544 Vulture Mountain Rd, Stockbridge

$83,000

5090791 MLS

Two parcels offered together: The headliner is a cliffside building lot with a mesmerizing scenic view of the opposing mountains and the White River winding its way through the valley below. The second parcel sits diagonally across the road and is beneficial for utility purposes. Currently it has a well with an electrical junction box to power the pump, and this feeds fresh water to many of the neighboring homes. While the cliffside parcel is technically 3 acres, the actual building envelope is 0.7 acres before it reaches the cliff edge, and this opportunity is priced accordingly. Still this would be the most spectacular location to perch a house looking out over the river valley. The utility parcel is 2.4 acres, mostly wooded except for a small pond, a short driveway, and some clearing, with a utility pole near the roadside. Access is via a private dirt road. Plowing and maintenance costs are divided among the owners of developed lots only, not vacant ones.

Vulture Mountain Road, Stockbridge

$199,500

5084327 MLS

Nestled among natural streams in the rolling hills of Vermont’s Green Mountains, this remarkable 94 acre parcel offers sweeping views overlooking the White River. Rich with potential for residential use or future development, the property includes a private septic system and a drilled well already in place. With 670 feet of frontage along VT Route 107, the land provides convenient access while maintaining a peaceful, private setting. An open, cleared area offers an ideal site for building, while a network of old logging roads leads to more private, elevated locations—perfect for taking in expansive views of the White River and surrounding mountains. Located in Stockbridge, the property is perfectly positioned for year-round recreation. Killington is less than 20 minutes away, and Sugarbush Resort is an easy drive, offering access to some of the region’s premier skiing and outdoor adventure. The area also features abundant hiking, biking, and cross-country skiing trails, along with scenic waterfalls, swimming holes, and nearby Silver Lake for relaxing summer days. Whether you're seeking a peaceful place to build surrounded by nature, or a retreat for four-season adventure in the Green Mountains, this property presents a unique opportunity to create something truly special.

6416 Vt Route 107, Stockbridge

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