Stockbridge Homes under $500,000

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

$299,000

4 Beds ⋅ 2 Baths ⋅ 5109334 MLS

Follow the trail from your backyard to the beautiful White River, where a tucked-away swimming hole might quickly become your favorite part of Vermont summers and fall days at your new property. This thoroughly updated 4-bedroom, 1.5-bath farmhouse in Stockbridge blends classic Vermont character with thoughtful improvements and a location that puts four-season recreation within easy reach. Inside, warm wood floors add character throughout, while the updated kitchen offers a fresh, functional space for everyday living and gathering. Numerous improvements, including updated siding, windows, roof, a woodstove, mini split, new and refinished flooring, and a newer hot water tank, add modern comfort while preserving the personality of the farmhouse. Find a spacious bedroom and full bathroom on the first level for easy access as well, along with three additional bedrooms upstairs with exceptional storage. Outside, two decks create plenty of space to relax and enjoy the setting, while a fully fenced yard, raised garden beds, and chicken coop offer a taste of the Vermont homestead lifestyle without an overwhelming amount of yard maintenance. When you’re ready to explore, Pico is 20 minutes away, Killington 25 minutes, and Woodstock under 30 minutes, while I-89 is just 10 minutes away for easy access throughout Vermont. Fiber internet keeps you connected at home, and nearby trails provide even more opportunities to get outside. Whether you’re looking for a full-time home, seasonal Vermont getaway, rental opportunity, or a home base for skiing, rivers, trails, and everything in between, this Stockbridge farmhouse makes it easy to enjoy Vermont in every season.

4149 Vermont Route 107, Stockbridge

$105,000

2 Beds ⋅ 5107947 MLS

For those who believe the best weekends begin where the pavement ends, this charming off-grid seasonal camp offers a genuine back-to-basics escape on 23.7 acres of remote Vermont wilderness. Comprised of two adjacent parcels - 11.4 acres with the camp plus an additional 12.3-acre lot - the property provides plenty of room to roam, explore and simply get away from it all. The rustic cabin is all about simplicity and character, with a bright, open living space beneath vaulted rustic pine ceilings, no-frills plywood walls and warm hardwood floors. A compact kitchenette with gas range and sink provides the essentials, while a cozy woodstove and gas lights create an inviting atmosphere when the sun goes down. There is no running water, so you'll bring your own or pump it from the outdoor storage tank. An outhouse completes the setup. Step outside and the adventure begins. Off-roading, hunting, hiking and mountain biking are all part of the experience, with trails leading directly into the surrounding woods. A deer stand sits up the trail, offering an added bonus for the outdoor enthusiast. Or simply leave the gear behind, settle in by the woodstove and listen to the sounds of nature. This is not a property for those seeking polished amenities or turnkey luxury. It is something far more elemental: a private place to unplug, reconnect with the outdoors and enjoy Vermont on its most authentic terms. Bring your 4WD, your sense of adventure and your appreciation for the simple life.

243 Thompson Rd, Stockbridge

$500,000

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

$500,000

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

$385,000

3 Beds ⋅ 1 Baths ⋅ 5099792 MLS

A rare chance to own a substantial slice of Vermont's countryside, with commercial upside built in. This 62-acre property spans both sides of VT Route 107, offering a diverse landscape along with the flexibility of a commercial zoning designation, opening the door to a range of business and development possibilities. On the south side, mature forested acreage includes a former sugarbush offering privacy, recreational potential, and timber value. On the north side, you'll find stunning riverfront acreage where the property abuts both the White River and Stony Brook, offering exceptional access to fishing, swimming, and peaceful water views that are hard to come by. The property includes an existing house in need of rehab, a blank canvas ready for your vision, and made all the more appealing by a drilled well and up-to-date septic system already in place. Plenty of locations on the property to build away from the road. A large 4-bay equipment garage adds valuable storage and workspace,ideal for tractors, toys, vehicles, or a commercial operation. Whether you're envisioning a commercial venture, a working sugarbush, a renovation project with income potential, or a long-term investment in Vermont land, this property offers the space, natural beauty, water frontage, and zoning flexibility to make it happen. With Route 107 frontage for easy access and two distinct landscapes to explore, the possibilities here are as varied as the terrain itself. This property has been in the same family for generations, and the heirs have retained a section of the riverfront for family get-togethers and summertime camping. Don't miss your chance to own this exceptional piece of the Green Mountains, zoned for opportunity, ready for your ideas. Also being marketed as MLS #5099811 and #5099827.

3051 Vt Rt 107, Stockbridge

$459,000

3 Beds ⋅ 2 Baths ⋅ 5097518 MLS

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!

38 Stony Brook Rd, Stockbridge

$424,500

2 Beds ⋅ 3 Baths ⋅ 5072031 MLS

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.

339 Ranney Rd, Stockbridge

Stockbridge Homes under $500,000

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