Properties Near 227 West Jamaica Road Stratton, VT

Nestled between Stratton and Mount Snow and just minutes from Grout Pond, this timeless Vermont log home offers the perfect balance of rustic charm and modern comfort. Set on 7.90 beautifully landscaped acres with perennial gardens, a small pond, and mature fruit trees, the property captures the essence of mountain living. The main level features an open-concept layout with soaring beamed ceilings, a striking fieldstone fireplace, and expansive windows that bathe the space in natural light. The kitchen is ideal for entertaining, complete with stainless steel appliances and a breakfast bar that opens to the dining and living areas — perfect for après-ski gatherings or cozy evenings by the fire. Three spacious bedrooms offer comfort for family and guests, while the finished lower level adds a recreation room with a pool table and media area for year-round enjoyment. A covered front porch invites you to take in the tranquil setting, and the two-car garage and additional outbuilding provide ample storage or workspace. Surrounded by evergreens and backing up to the national forest this property is a true Vermont retreat a peaceful escape with easy access to world-class skiing, hiking, lakes, and adventure

Private Vermont Log Cabin Retreat Near Stratton Mountain. Nestled at the end of a quiet dead-end road and bordering the Green Mountain National Forest, this exceptional log cabin at 42 Bills Road offers the ultimate Vermont mountain escape. Located just minutes from Stratton Mountain Resort, this fully furnished three-bedroom, three-bathroom home combines rustic charm with modern comfort in a truly private setting. The heart of the home is a stunning open-concept great room featuring soaring cathedral ceilings and a dramatic wall of floor-to-ceiling windows that bathe the space in natural light while showcasing the surrounding woodland scenery. The well-appointed kitchen is designed for entertaining, complete with stainless steel appliances, dual wall ovens, and a propane cooktop with a downdraft vent. Upstairs, the spacious primary suite offers a peaceful retreat, highlighted by an open loft design overlooking the living area below. Throughout the home, multiple propane fireplaces and a cozy wood pellet stove provide warmth and ambiance during Vermont's winter months. The fully finished lower level expands the living space with a large recreation room, perfect for game nights, movie marathons, or unwinding after a day on the slopes. Offered completely furnished, this turnkey property is ready for immediate enjoyment. Step outside to discover your own private pond, direct access to local trail networks, and endless opportunities for year-round outdoor recreation. A large storage shed provides ample space for snowmobiles, skis, mountain bikes, and all your Vermont adventure gear. Whether you're seeking a full-time residence, seasonal getaway, or investment property, this private mountain retreat delivers the perfect blend of seclusion, convenience, and outdoor living in one of Vermont's premier resort destinations.

Bucolic Mountain Retreat. 6 Minutes to Stratton Sun Bowl. Escape to your own private 43.7-acre Vermont paradise, offering a perfect blend of serene country living and resort convenience. Situated just six minutes from the Stratton Mountain Sun Bowl, this impeccably maintained 3-bedroom, 2-bath Cape is enveloped by beautifully landscaped grounds featuring mature lilacs, historic apple trees, and a sun-drenched open yard ideal for gardening. Inside, the open-concept living area boasts a vaulted ceiling and a wall of natural light, anchored by a cozy wood-burning stove. Two large sliding glass doors seamlessly connect the indoor living space to an oversized, composite deck—built to withstand Vermont winters with low maintenance. Beautiful hardwood, ash floors throughout the living space and bedrooms! Need more room? The walk-out lower level and unfinished second story offer incredible potential to expand your square footage. Spend your days meandering through private wooded trails, gardening in the sun, or jumping in the car for a quick drive to Stratton for skiing, mountain biking, dining, and shopping. Bonus: The majority of the wooded acreage is enrolled in the VT Current Use program, providing substantial tax benefits. Your ultimate mountain lifestyle awaits!

Just 10 minutes to Stratton Mountain and 12 minutes to Mount Snow, this thoughtfully updated three-bedroom home offers the perfect balance of mountain charm and modern comfort. Ideally located near Grout Pond, the Stratton Recreation Area, hiking trails, skiing, snowmobiling, and year-round outdoor recreation, this property is perfectly positioned for both full-time living and weekend escapes. Inside, every room has been refreshed and upgraded with a mountain-modern aesthetic that blends clean lines, warm textures, and timeless finishes. So many details were considered including new mini-splits for both heat and air-conditioning. Wide-plank hardwood floors, updated lighting, renovated kitchen and baths, and carefully curated design details create a home with character and style throughout. The stunning stone fireplace anchors the main living space, while oversized windows invite natural light and bring the outdoors in. The inviting sunroom is a standout feature, surrounded by windows and woodland views, creating the perfect space for morning coffee, a home office, reading room, or gathering with friends after a day on the slopes. The updated kitchen offers rich wood countertops, custom cabinetry, and a functional layout designed for everyday living and entertaining. Outside, enjoy seasonal mountain views from the front deck and a private yard surrounded by mature trees. A detached two-car garage provides excellent storage for vehicles, skis, bikes, and outdoor gear, while the upper-level storage space offers endless possibilities for a workshop, studio, or additional storage. Whether you're seeking a primary residence, vacation home, or Vermont retreat, 227 West Jamaica Road delivers an exceptional combination of location, updates, and year-round lifestyle access in the heart of Southern Vermont.

Charming Log Cabin Compound Near Stratton and Mount Snow Escape to this quintessential Vermont retreat nestled on 1.2 private acres just minutes from Grout Pond, the Green Mountain National Forest, and a short drive to both Stratton and Mount Snow Resorts. The main log home offers three bedrooms and two baths with a warm, inviting open-concept living space. A stone fireplace anchors the great room, complemented by natural wood tones, exposed beams, and cathedral ceilings that evoke classic mountain living. The kitchen and dining area flow seamlessly together, ideal for après-ski gatherings or cozy family meals. A finished lower level provides additional living and game space—perfect for entertaining or relaxing after a day on the slopes. Step outside to enjoy the covered front porch, fenced-in backyard, and raised garden beds, offering peaceful woodland views and space for outdoor enjoyment year-round. The auxiliary building adds incredible flexibility with a spacious great room, kitchen, and wood stove, ideal as a studio, or entertaining space. Below, a one-car garage and ample storage provide room for skis, snowmobiles, and all your Vermont adventure gear. This property offers the perfect blend of privacy, comfort, and proximity to some of southern Vermont’s most sought-after recreation an ideal mountain getaway or full-time home.

This spacious four-bedroom, three-bath Cape-style home offers a wonderful Vermont retreat, ideally located just minutes from the Stratton Mountain Resort Sun Bowl and the scenic Grout Pond Recreation Area, and only about 10 minutes from Mount Snow Resort. With immediate access to nearby snowmobile trails, it’s perfectly suited for year-round outdoor enthusiasts. Nicely landscaped yard with perennial gardens, 25x16 barn with electric, gardening shed, wood shed, playground structure, and a circular driveway. The main level features a thoughtfully updated layout, including a remodeled full bathroom, a comfortable bedroom, and an updated kitchen with stainless steel appliances that flow seamlessly into the dining area. A cozy den with a wood stove provides the perfect spot to relax after a day on the slopes, while the spacious living room offers additional gathering space for family and friends and sliders out to the back deck. Upstairs, you’ll find the primary bedroom, a second guest bedroom, and another beautifully remodeled full bathroom, creating a comfortable and private upper-level retreat. The finished lower level adds exceptional versatility and potential for guest accommodations. It includes a family room with a Jotul wood stove, an additional bedroom, a ¾ bathroom, and a storage room that could easily serve as a sleeping space or office. A convenient kitchenette, utility and laundry room, and a mudroom with a separate entrance. With its prime location near skiing, hiking, snowmobiling, and year-round recreation, this home offers the perfect balance of comfort, convenience, and Vermont mountain lifestyle.

Tucked between Mount Snow and Stratton, this charming mountain retreat offers the perfect blend of adventure, comfort, and classic Vermont living. Set in the heart of Wardsboro, this property provides easy access to both year-round recreation and peaceful natural surroundings. After a day on the slopes or exploring the nearby Green Mountain National Forest, cozy up beside the inviting wood burning fireplace or unwind on the private balcony surrounded by the beauty of the Green Mountains before rejuvenating with a soak in the hot tub. A lovely screened-in porch creates the perfect space for morning coffee, summer evenings, or taking in the crisp mountain air. With an open kitchen/dining/living space and a large family/game room, this home has plenty of space to make new memories. Outdoor enthusiasts will appreciate access to nearby snowmobile trails, endless hiking opportunities, and all the recreation Southern Vermont is known for. Whether you’re seeking a full-time residence, weekend getaway, or investment property, this home captures the warmth, charm, and lifestyle that make Vermont living so special.

Set on a private one-acre lot in Wardsboro, this well-designed 4-bedroom, 4-bathroom home with a dedicated office space and attached garage offers over 3,000 square feet of living space. Ideally located just 12 minutes from Mount Snow and 20 minutes from Stratton Mountain Resort, the property is perfectly positioned for year-round enjoyment — from winter skiing and riding to relaxing summer evenings on the deck. Inside, the home features a bright open floor plan with 10-foot ceilings on every level and wood flooring throughout. The main living area flows effortlessly from the kitchen to the dining space and into a warm, inviting sitting area anchored by a wood stove — ideal for relaxed gatherings or an energetic game night with friends. The second floor offers a spacious primary suite with an ensuite bath, two additional bedrooms, a full bathroom, and a dedicated office space. A fully finished lower level adds versatility, complete with a beautiful fireplace, generous space for entertaining, and large sliders that open directly to the backyard. Outdoor living is equally impressive. An oversized front porch with an attached gazebo creates a welcoming first impression, while the expansive back deck off the dining room is perfectly sized for outdoor dining, cookouts, and comfortable patio furniture. The private yard offers space to unwind, entertain, and enjoy the peaceful surroundings in every season. Outdoor recreation is right nearby, including hiking, swimming, paddleboarding, and fishing at Grout Pond, along with the extensive backcountry mountain biking at the Stratton town forest or Stratton Recreation Center. You can also enjoy tennis, pickleball, or a swim at the neighborhood recreation center.

This four-bedroom, three-bathroom home with additional office or bonus room space can be yours! Offering a spacious family room with fireplace, a cozy den off the garage entry. A formal dining room in addition to kitchen that allows for another sitting area with plenty of wall space to decorate. The location is set back off Route 100, so very minimal road noise yet the highway is always maintained well by the state. Private pond with a sprawling yard. The two-car attached garage with access to both the basement and storage space above is very convenient for the colder months! Cedar exterior siding with a Brazilian rosewood oil finish, lovely hardwood flooring throughout most of the home with a walnut finish. Only two smaller rooms have carpeting. Wonderful mudroom entryway to hang your coats and boots. A surround sound system both inside and out for your enjoyment during our warmer months here in southern Vermont. This home has been lovingly cared for and enjoyed for many years! Nice concrete patio at the front of the home with custom Coolaroo shades and an additional rear deck off the back of the home with easy access through the French doors located just off the kitchen overlooking the pond. This home is a solid, well-built home with a nice layout. Very short driving distances to both Stratton and Mount Snow. Truly a hidden gem!

Warm and Inviting Home in Snow Mountain Farms. Nestled in the peaceful far side of Snow Mountain Farms, this warm and inviting home offers access to an indoor swimming pool, outdoor tennis courts, and a recreation center all for just $450 annually. Featuring beautiful cathedral ceilings and a wood-burning fireplace, the open-concept living area seamlessly connects the kitchen and dining spaces, creating the perfect setting for gatherings with family and friends. This home is ideally located near many of southern Vermont’s best seasonal attractions, with Mount Snow and Stratton just a short drive away. In winter, enjoy easy access to nearby snowmobile trails; in the warmer months, explore the area by mountain bike or on scenic hikes. The main floor includes three bedrooms and two full baths, while the primary suite occupies the second floor, offering extra privacy. The large recreation room downstairs provides space for games, movies, or simply relaxing with loved ones. Recent updates include a newer propane furnace, hot water heater, and a fully renovated kitchen featuring granite countertops and stainless-steel appliances. Enjoy panoramic views through floor-to-ceiling windows or unwind on the wrap-around deck, perfect for soaking in Vermont’s natural beauty.

This spacious 5 bedroom home is located on a private lot in the popular Snow Mountain Farms community. The Property has a brand new roof!!! The three levels offer privacy and quiet with an outdoor fire pit, garden shed, and access to the VAST snowmobile trails across the street. Its open floor plan with vaulted ceilings and stone hearth gas fireplace is perfect for aprés ski gatherings, and the large open kitchen is ready to accommodate cooking for a large group. Just off the kitchen is a dining room with views over the wooded lot with convenient access to the screened porch for summer entertaining.The property includes all furnishings, A Tesla Battery Back up system as well as an electric car charger.The property has a new roof installed 4/12/26 The Snow Mountain Farms clubhouse features an indoor pool, plus outdoor tennis and pickle ball courts. Make an appointment today to tour this special property located 15 minutes to Mount Snow and 20 minutes to Stratton Mountain.

Nestled among the trees in the sought-after Snow Mountain Farms community, this beautifully maintained four-bedroom home is just 7.6 miles to Mount Snow and 13 miles to Stratton Mountain Resort. The welcoming front porch leads to a spacious wrap around deck, creating an ideal setting for entertaining or simply enjoying the peaceful natural surroundings. The main living area features pine floors and a cozy wood-burning fireplace, delivering that classic Vermont feel. The primary suite with its own bath, along with two additional bedrooms, are located on the main level for easy living. The lower level expands the living space with a workshop, a recreation room complete with an indoor hot tub, and direct walkout access to the backyard. A fourth bedroom and a versatile bonus room provide additional flexibility for guests, a home office, or hobbies. The community offers an indoor pool for year-round enjoyment and a outdoor tennis court. Whether you're seeking a full-time residence or vacation getaway, this home is ready to deliver a mountain lifestyle at its best.