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$915,000
3 Beds ⋅ 3 Baths ⋅ 5081420 MLS
A rare opportunity in Long Trail House, this corner residence has been thoughtfully reimagined from two separate units into a spacious, fully renovated retreat designed for flexible living. The expanded layout now includes multiple sleeping areas and a den/office, offering versatility for guests or remote work. Natural light fills the home thanks to its corner position, while open living space flows seamlessly to an extended outdoor footprint with both a full-length deck and covered porches. The oversized primary suite stands out with its private fireplace, walk-in closet, direct deck access, and a beautifully finished bath featuring double vanities and a large shower. The kitchen has been enlarged and upgraded with granite countertops, stainless appliances, and a substantial island that anchors the space for gathering and entertaining. Located across the street from Stratton's snowfront, lifts, Village shops, and restaurants, this residence offers exceptional access without the need to drive. Long Trail House amenities included heated underground parking, private owner storage, a year-round heated pool, sauna, multiple hot tubs, and a welcoming hearth room. Discounted access to the Stratton Training and Fitness Center is also available. Contact us for more information or to schedule a private showing.

761 Stratton Mountain Access Rd Unit 321/323, Stratton
$139,000
1 Beds ⋅ 1 Baths ⋅ 5081405 MLS
Welcome to the effortless existence of condominium life with the rare addition of uniqueness. How nice to own a home while splitting the expenses with two other condo owners. Park in your driveway and follow a pretty stone path to your first-floor sanctuary. This efficient 592 sq ft space offers an open kitchen, dining area with a washer and dryer, living room, one bedroom, and a full bath. Share the lovely gardens and enjoy your spacious covered porch. It is heated and air-conditioned with a highly efficient, state-of-the-art heat pump, ensuring comfort in every season. The location is ideal, offering close proximity to several access points for the retreat trails, including an extensive system of hiking trails, with the closest at the nearby Chestnut Reservoir. Very short walk to downtown. The home owners fee is $170.00/month.

219 High St Unit 3, Brattleboro
$100,000
5081332 MLS
Escape to your own slice of Vermont paradise with this exceptional land offering on Old Haven Lane in highly desirable Putney. This serene, pristine lot offers the perfect canvas for your custom home, tucked away for ultimate privacy yet completely accessible to Putney’s vibrant town center, local schools, and cultural landmarks. Whether you are looking to hold a premium piece of land or break ground on your dream estate, this property offers an unparalleled foundation for your vision. For buyers looking for a seamless, stress-free path to a brand-new home, an incredible turnkey House & Land Package is now available starting at $445,000! Partner with an experienced local builder to construct a stunning, ultra-efficient 1,040-square-foot contemporary ranch tailored beautifully to the lot. The thoughtfully engineered 26’ x 40’ footprint features a bright, airy open-concept kitchen and living area anchored by soaring raised ceilings and premium hardwood flooring. The layout offers a spacious master suite, a versatile second bedroom, two full baths, a massive walk-in pantry, and a seamless sliding door that opens out to a spacious sun-drenched deck perfect for taking in the tranquil surroundings. Why stress over finding an architect and a builder when the perfect modern floor plan is already locked in and ready for your personal cosmetic touches? This build package delivers the pristine, low-maintenance longevity of new construction at an unbeatable price point for the region. Bring your dream to life or purchase the land standalone to build on your own timeline. Envision the possibilities and schedule your walk of the land today!

69 Old Haven Ln, Putney
$135,000
1 Beds ⋅ 1 Baths ⋅ 5081287 MLS
Welcome to this beautifully refurbished one-bedroom, one-bath condominium in desirable West Brattleboro. Freshly updated with new flooring, fresh interior paint, vanity, and a new oven, this move-in-ready home offers comfortable, low-maintenance living in a convenient location. Ideally situated just minutes from I-91, this condominium provides easy access for commuters while placing you close to many of the area's most popular recreational and attractions. Enjoy nearby skiing, scenic walks along Whetstone Brook, outdoor activities at Living Memorial Park, the vibrant Brattleboro Farmers' Market, and the beloved Vermont Country Deli. Whether you're looking for a year-round residence, a weekend getaway, or an investment opportunity, this inviting condominium combines modern updates with an exceptional location close to recreation, dining, and everything the Brattleboro area has to offer.

39 Brookside Dr Unit 7, Brattleboro
$460,000
3 Beds ⋅ 2 Baths ⋅ 5081124 MLS
This charming saltbox home, built in 1980, features three bedrooms and two bathrooms, complemented by a dining room that invites abundant sunlight. The spacious living room and family room, equipped with a wood stove, create a warm and inviting atmosphere. The large kitchen offers ample space for culinary endeavors, while the full unfinished basement presents opportunities for customization. Set on 5.65 acres of bright, sunny land, the property includes a greenhouse and is bordered by a picturesque stone wall along a private road. Nestled in the country village of Jamaica, it is surrounded by wooded areas teeming with wildlife, yet conveniently located just 20 minutes from four major ski resorts and close to Jamaica State Park, which offers excellent hiking and camping options. While the home requires some updating, it provides a perfect blend of rural tranquility and accessibility to Vermont's attractions.

57 Oak Ln, Jamaica
$195,000
5080889 MLS
This 1.2-acre parcel offers what few properties in Southern Vermont can—a front-row seat to one of the region’s most breathtaking natural landscapes. Abutting the renowned Pikes Falls swimming hole and waterfall, this land enjoys immediate proximity to a setting protected by the Conservation Society of Southern Vermont. Glamping has become one of Vermont’s most sought-after experiences, and this land is ideally positioned to meet that growing demand. The current owner has secured an Act 250 permit for a three-unit, four-season glamping campground, creating an exceptional investment opportunity for a nature-based hospitality concept in the Green Mountains. Future guests—or homeowners—can enjoy evenings under star-filled skies, time spent in the surrounding natural beauty, and easy access to hiking, biking, and outdoor recreation in one of Vermont’s most scenic regions.  The property offers both seclusion and convenience, located just minutes from Stratton Mountain Resort with additional access to Magic Mountain and Bromley. The nearby villages of Jamaica, Londonderry, and Manchester provide year-round dining, shopping, and classic Vermont character.  A state wastewater permit is also in place for a four-bedroom home. Buyers wishing to pursue residential development would need to amend the existing Act 250 permit accordingly. Buyer and buyer’s representatives to verify all permitting and regulatory requirements.  A state wastewater permit is also in place for a four-bedroom home. Buyers wishing to pursue residential development or additional options would need to amend the existing Act 250 permit accordingly, subject to state and local approvals. Buyer and buyer’s representatives to conduct their own due diligence and verify all permitting and regulatory requirements.

4769 Pikes Falls Rd, Jamaica
$700,000
6 Beds ⋅ 3 Baths ⋅ 5080865 MLS
Just a short drive from the slopes of Mount Snow, this beautifully renovated 1800s Vermont farmhouse seamlessly blends historic charm with modern comfort. Situated on 7.5 picturesque acres just beyond the Dover town line in South Newfane, the property offers rolling pasture, classic stone walls, established gardens, and multiple outbuildings, all with easy access to nearby villages, lakes, and year-round recreation. Inside, the chef’s kitchen is both stylish and functional, featuring a farmhouse sink, generous walk-in pantry, and a sunlit eat-in area that opens to a screened porch that's perfect for hosting and relaxing. A formal dining room includes a custom Vermont live-edge farm table (conveying with the sale), while three inviting living spaces provide flexibility and comfort, including a spacious main living room with a wood-burning fireplace and a separate TV room. The home offers versatile living options with several bonus rooms ideal for home offices or guest accommodations, along with a well-appointed mudroom designed for all-season gear and a dedicated laundry room accented with rustic barn board finishes. Bathrooms have been tastefully updated with distinctive details such as tiled showers, glass block, marble countertops, stone vessel sinks, and a soaking tub, each space thoughtfully designed with its own character. Outdoors, enjoy multiple areas for gathering and unwinding, including a patio with an above-ground plunge pool. The expansive land invites exploration, whether snowshoeing or cross-country skiing right from your backyard. Additional highlights include a large antique barn, a detached four-car garage, and a charming studio guest cottage complete with a kitchen and full bath, making it ideal for visitors or potential rental income. This is a rare opportunity to own a distinctive Vermont farmhouse offering privacy, space, and four-season enjoyment, all within minutes of premier skiing and outdoor adventure.

5 William Mundell Rd, Newfane
$369,000
3 Beds ⋅ 3 Baths ⋅ 5080321 MLS
Spacious Snow Mountain Village townhome adjacent to the upper parking lots at Mount Snow ski resort. This unique large unit is one of only a handful of units with this size for the development. Inside you are greeted by a tiled mudroom area with laundry, and an adjacent large guest room with en suite full bath. The main level has a large open concept living room with wood burning fireplace and brick hearth, deck with lovely trail views and sunset exposure, a kitchen with stainless stove, updated main floor full bath and guest bedroom, as well as rear access to the level common lawn space. The upper level has a large oversized primary suite with full bath, stunning mountain views, and ample owner storage. Ample parking and nice privacy make this incredibly unique. The entry level has a mudroom area with ski closet and laundry, as well as a lower level bedroom and bath. The HOA fee includes direct shuttle service to and from the base area, an indoor pool, hot tub, sauna, tennis court, landscaping, snow removal, building maintenance, and more. Special assessment going until end of 2027.

36c N Access Rd Unit 703, Dover
$189,000
5080077 MLS
Rare opportunity to own the “Spring Lot,” a beautiful 3.6-acre building site overlooking private Laurel Lake in Southern Vermont. This peaceful 17-acre lake is reserved exclusively for landowners—no motorboats allowed—perfect for kayaking, canoeing, fishing, and swimming, with the ability to add your own private dock. With preliminary soil testing & septic design showing positive results, utilities at the road, and a quiet public gravel road for access, the groundwork is in place for your future retreat. In the same family for over 100 years, this land is rich with history and offers the chance to create your own legacy. Enjoy the sounds of nature, brilliant skies, and stunning sunrises and sunsets over the water. The VAST snowmobile trail is about 1,500 feet down beautiful Lake Hill Road, providing direct access to endless winter adventures. A small private association ensures peace and privacy while allowing year-round recreation. Conveniently located just 20 minutes from Mount Snow, close to Wilmington, I-91, and Bradley Airport. For bigger adventures, nearby Harriman Reservoir offers motorboating and water skiing. Build your dream lake estate in the heart of Southern Vermont.

00 Lake Hill Rd, Whitingham
$329,000
2 Beds ⋅ 1 Baths ⋅ 5079827 MLS
This storybook log cabin is the kind of place you picture when you think "perfect Vermont getaway." Tucked in the middle of town, everything you want is right here, and Mount Snow resort is just over a mile away. Whether you’re chasing powder days, snowmobile/summer trails, or just a cozy escape, this spot makes it easy to do it ALL. On the MOOver public transportation route to get you around town, a stroll from your doorstep to local restaurants and shops, or hit the Valley Trails and snowmobile trails just around the corner. Convenience meets charm in the best way. Step inside and you’re instantly wrapped in warmth. A wood burning stove sets the Vermont vibe, while the open living and dining space, with vaulted ceilings, natural light, and rich wood floors, keeps things airy and inviting. The cabin features two generously sized bedrooms, an updated bath, a perfect sized kitchen, featuring a new dishwasher. Additional improvements include a new deck, newer water heater and newer full size washer/dryer. This turnkey, easy to maintain home in a premier location is ready for you to start enjoying from day one. It’s the perfect mix of rustic character and modern comfort. Cozy, efficient, and effortlessly charming, this is your basecamp for four season fun, whether you’re here for weekends, the full season, or forever.

274 Vt Route 100, Dover
$429,000
2 Beds ⋅ 2 Baths ⋅ 5079725 MLS
Embrace the ultimate Stratton lifestyle in this turnkey, one-level 2BR/2BA condo designed for effortless mountain access. Located just moments from the Village and the Stratton training center, this home eliminates the logistics and maximizes the fun with a dedicated gear-ready mudroom and a complimentary shuttle that whisks you straight to the lifts. The interior features a bright, open-concept floor plan anchored by a classic wood-burning fireplace, while the kitchen’s breakfast bar serves as the perfect hub for morning coffee or apres-ski snacks. Whether you’re relaxing in the spacious primary ensuite, hosting on the private deck, or enjoying the community pool and BBQ area in the summer, this residence is the perfect four-season basecamp. Your Vermont story starts here.

49 High Point Dr Unit A-14, Stratton
$250,000
5079687 MLS
A rare opportunity to own one of the last remaining lots in the prestigious Peaks/Greenspring community! This home development site offers 7.8 acres of land with a home site featuring full panoramic mountain and woodland views to the north and east, including mountain views to undeveloped national forest land. This property is the largest and most private lot in The Peaks community, providing a full immersion in the woods without compromising the convenience of Greenspring's community amenities, which include an indoor pool, hot tub, gym, outdoor tennis courts, on-demand shuttle to and from Mount Snow, turnkey property management, and close proximity to Mount Snow and the Hermitage Club. There is a 29.9-acre recreational easement of private trails for hiking, ATV, snowmobiling, and an indirect connection to the VAST trails via Bluebrook Rd. that can be purchased at an additional price. Come build your dream Vermont estate on this exceptional property!

16 Overlook Dr, Dover
$250,000
5079558 MLS
A rare opportunity to own one of the last remaining lots in the prestigious Peaks/Greenspring community! This home development site offers 5.08 acres of land and features full panoramic mountain and woodland views to the south, including mountain views to undeveloped national forest land. This property is one of the most private lots in The Peaks community, providing a full immersion in the woods without compromising the convenience of Greenspring's community amenities, which include an indoor pool, hot tub, gym, outdoor tennis courts, on-demand shuttle to and from Mount Snow, turnkey property management, and close proximity to Mount Snow and the Hermitage Club. Come build your dream Vermont estate on this exceptional property!

10 Overlook Dr, Dover
$729,000
2 Beds ⋅ 2 Baths ⋅ 5079479 MLS
Ski-In/Ski-Out Perfection: Your Premier Stratton Mountain Retreat! Experience the ultimate Vermont lifestyle in this rare 2-bedroom, 2-bathroom condo, perfectly positioned for true ski-in/ski-out convenience. Located just steps from the Villager Chairlift and the bustling heart of Stratton Village, this residence offers a seamless transition from the slopes to your front door. Designed with the mountain enthusiast in mind, the interior blends rustic warmth with modern functionality. Cozy up to the wood-burning fireplace after a day on the mountain. The open-concept living and dining area is framed by large windows, flooding the space with natural light. The fully equipped kitchen with a breakfast bar is perfect for quick pre-ski meals or evening entertaining. Two spacious bedrooms, including a primary en-suite and a secondary guest room with a dedicated full bath. Enjoy the luxury of a washer and dryer and a mudroom entrance to keep your gear organized and your living space pristine. Leave the car parked for the weekend. This condo is engineered for maximum "time-on-trail" Ski Locker Room offers private, secure storage for all your skis, boards, and poles. A short, scenic walk leads you to Stratton’s iconic village. Enjoy apres-ski at Mulligans, fine dining at Fire Tower, or morning coffee at Benedict’s. While the winter offers world-class skiing, summer brings you closer to the resort’s golf course, tennis courts, hiking trails, and mountain biking. This property represents a prime opportunity for a getaway in one of the East Coast’s most desirable resort communities.

778 Stratton Mountain Access Rd Unit 2103, Stratton
$399,000
4 Beds ⋅ 2 Baths ⋅ 5079328 MLS
Open House on Sunday is CANCELED! Lovingly shaped over generations of ownership, this is one of those special properties where the setting, charm, and character come together in a way that simply cannot be replicated. Set on 1.10 acres along a woodland creek, this property shines with natural beauty and Vermont charm. A stream-fed pond adds to the tranquil setting, while old stone walls, mature trees, butterfly gardens, and timeless perennial plantings create a landscape that feels both thoughtful and historic. A true old Vermont barn stands proudly on the grounds, while a heated, inground pool offers the perfect place to float and unwind in complete serenity. The home itself is cozy yet spacious. The eat-in kitchen features a granite countertop, built-in cabinetry, and a walk-in pantry with a laundry area. The large living room is anchored by a wood-burning fireplace with an intricate hearth, built-in shelving, a bay window, and rustic wooden floors. The main level also includes a bedroom, a full bath, a private rear office ideal for remote work or creative pursuits, and a den with its own wood stove and access to the back deck. Upstairs, the primary bedroom looks out toward the mountains, offering a peaceful start and end to each day. Two additional cozy bedrooms with wood floors and a ¾ bath complete the upper level. Outside, the barn provides ample storage for wood, tools, hobbies, animals, or whatever your rural vision may hold. Additional features include a large, flat yard, a one-bay garage, a pool shed, and solar panels for energy efficiency. This property is truly unique—set on a gentle hillside with the sounds of birds and the creek as your backdrop, while still offering wonderful convenience with an easy walk to the village country store, park, and library. Mount Snow and Stratton Resorts are just a short drive away. The current owner has completed an extensive list of improvements and thoughtful updates, ensuring the home is ready for its next chapter.

405 Main St, Wardsboro
$319,000
2 Beds ⋅ 2 Baths ⋅ 5078951 MLS
Vermont A-Frame Retreat in Marlboro! Escape to this charming 2-bedroom, 2-bath A-frame set on 2.18 wooded acres in scenic Marlboro, Vermont. With a stream, deck, and peaceful natural setting, this property offers the perfect blend of privacy and character. Inside, you’ll find 1,164 square feet of furnished living space featuring natural light, a wood fireplace, first-floor laundry, and a comfortable layout designed for easy living. High-speed Fidium Fiber internet adds modern convenience, making this home ideal as a full-time residence, weekend getaway, or investment opportunity.

3185 Higley Hill Rd, Marlboro
$275,000
2 Beds ⋅ 1 Baths ⋅ 5078580 MLS
Bright, airy, and full of personality, this charming two-bedroom, one-bathroom condo in the Village of Putney offers comfort, style, and convenience. Ideally located just minutes from I-91 and close to Putney’s vibrant downtown shops, cafés, and everyday amenities, this condo offers easy access to village life. Inside, natural light fills the thoughtfully designed space, highlighting dreamy wallpaper and artistic touches throughout. The customized modern kitchen is both stylish and functional, complemented by a beautifully updated bathroom. Built-in bookshelves create a warm, character filled living area, perfect for curling up with a book beside the cozy Jotul gas stove. Both bedrooms offer comfortable retreats, complemented by generous closet space and additional storage within the building. A covered carport provides convenient protected parking year-round. Best of all, step outside onto your private deck perched above the town- an ideal spot for morning coffee, sunset unwinding, or simply enjoying the peaceful village setting. A rare blend of creativity, comfort, and location, this Putney condo is ready to welcome you home. Open House Sunday March 15 10am-1pm

106 Main St Unit 5, Putney
$649,900
3 Beds ⋅ 2 Baths ⋅ 5078071 MLS
Nestled in a postcard perfect riverfront setting in the picturesque village of Grafton, this exceptional 2002 contemporary home offers the rare blend of privacy, natural beauty, and convenience. Property is being offered furnished and turn key! Set on over two park like acres with frontage along the peaceful Saxtons River, the property delivers a true Vermont dream lifestyle. Inside, you’ll find a spacious eat in kitchen with abundant counter space and cabinetry perfect for gatherings and everyday living. Flexible living areas include multiple options for relaxing and entertaining, plus a second floor space ideal for TV viewing or a home office. A finished bonus room above the attached two-car garage provides excellent guest overflow or creative studio space. The partially finished basement features a comfortable family room for additional versatility. The home offers three bedrooms, including a convenient first-floor en suite primary. Step out onto the back deck and take in breathtaking views of the river as it gently flows below. A private walking trail winds along the riverbank to the far end of the property, enhancing the serene, retreat like feel. Additional highlights include a charming carriage house with many potential uses and the peace of mind of a whole house generator. Home is also being offered mostly furnished and ready for its new owners. Located just a short distance to town amenities, this remarkable property captures the very best of Vermont living. OPEN HOUSE SATURDAY AUGUST 15th 11-1pm

300 Rte 121, Grafton
$625,000
4 Beds ⋅ 2 Baths ⋅ 5078011 MLS
This contemporary 3-bedroom plus loft, 2-bath home in Dover Hills offers both comfort and convenience. The property features a detached 2-car garage with overhead storage, an additional carport, and a wood shed. The recently remodeled kitchen boasts new cabinets, countertops, and appliances, complemented by wood floors throughout and new skylights that fill the space with natural light. A gas brick fireplace adds warmth to the living room, while the mudroom includes a built-in bench for added functionality. The lower level, with direct outdoor access, includes a family room, laundry area, and open space ready for your finishing touches. Located near VAST trails, this move-in-ready home is perfect for year-round living or a weekend ski retreat, offering easy access to Vermont’s outdoor adventures in every season.

239 Valley View Rd, Dover
$69,000
5077813 MLS
Located just 7 minutes from downtown Wilmington, 8 minutes from the village of Marlboro, 24 minutes from Brattleboro, and less than 20 minutes from Mount Snow and The Hermitage Club, this one-acre parcel blends rural Vermont living with convenient access to year-round recreation, dining, and shopping. In the charming Vermont village of downtown Wilmington, enjoy fresh pastries from the local bakery, small-batch roasted coffee, boutiques, an independent bookstore, and cozy spots to gather for great food and drink. Outdoor recreation surrounds you. Within 15 minutes, you'll have access to Lake Raponda, Harriman Reservoir, and Lake Sadawga for swimming, boating, kayaking, paddleboarding, and fishing. Harriman Reservoir is also home to High Country Marine, where you can launch your own boat or rent a motorized boat for the day. Less than a mile away, Hogback Mountain offers breathtaking 100-mile panoramic views, a classic Vermont country store, seasonal maple creemees, a local brewery, and a distillery. While you're there, hike to the Mt. Olga Fire Tower through the former Hogback Ski Area for another spectacular overlook. Spend weekends exploring the flea market, teeing off at nearby golf courses, or riding the area's extensive network of mountain biking trails. With several significant steps in the preparation process already done, this one-acre lot is truly ready for your vision. A three-bedroom septic design by a Vermont engineer has been completed, with permits filed and approved by the state of Vermont. Plus, the land has already been partially cleared for a driveway and building site and an address has been established. In addition to the lot prep and approved septic design permitting, a town zoning permit has already been approved for a one-bedroom tiny home if that's of interest.

169 Sun And Ski Rd, Wilmington
$339,000
4 Beds ⋅ 3 Baths ⋅ 5077737 MLS
Motivated sellers! Charming Property with Endless Possibilities in Southern Vermont Nestled on 5 acres in the heart of Southern Vermont, this unique property offers the perfect blend of history, versatility, and potential. Currently operating as a successful business with fabrics, sewing machines, notions and more. This property presents an exceptional opportunity for a variety of uses –whether you’re looking to return it to a spacious home with 4-bedrooms, or start your own thriving business venture. The building's furnace keeps the winters warm and the summers with central air conditioning ensure year-round comfort. This property features plenty of parking, making it ideal for commercial use or family gatherings. A true highlight is the large, historic waterwheel barn, providing a space with endless potential for creative projects or storage. If you’re a handy person, the barn is a perfect opportunity for a workshop. Whether you're looking to settle into a quiet country home or embark on your next business adventure, this property is a rare find in picturesque Southern Vermont. Don’t miss your chance to own a slice of Vermont. Schedule a showing today and explore the possibilities! There are 4 pictures that are virtual renovations of rooms in the house.

6795 Vt Route 100, Londonderry
$799,000
4 Beds ⋅ 4 Baths ⋅ 5077685 MLS
Located in the highly sought-after Greensprings community at Mount Snow, this spacious 4 bedroom, 4 bath townhouse offers the perfect blend of comfort, convenience, and year-round recreation. The bright, open-concept main living area features vaulted ceilings, abundant natural light, and a cozy fireplace ideal for gathering after a day on the slopes. Large windows and sliding doors invite the outdoors in, while the generous dining area and well-appointed kitchen with granite countertops provide excellent space for entertaining family and guests. With four bedrooms and four baths, there is room for everyone to spread out comfortably, making this an exceptional ski home or investment property. A brand new on demand boiler provides efficient heat and hot water, offering modern reliability and peace of mind. Enjoy the convenience of the Greensprings shuttle to Mount Snow, plus a short drive to The Hermitage Club for private skiing. HOA amenities include an indoor pool, hot tub, game room, outdoor tennis courts, pickleball, and fire pit, creating a true four-season lifestyle experience. Whether you're looking for a winter retreat or a year-round Vermont getaway, this Greensprings townhouse delivers location, amenities, and low-maintenance mountain living.

39d Dover Springs Ln, Dover
$1,498,500
7 Beds ⋅ 5 Baths ⋅ 5077331 MLS
Encompassing over 200 acres of pasture and forest, Timberland Farm is anchored by an early 1800s farmhouse that feels at once timeless and lived-in, a place shaped by centuries of stories, music, and shared meals. The living spaces feel both intimate and generous, framed by hand-hewn beams and original wide pine floors. From the dining room to the music room, wood-burning fireplaces crowned with antique mantels add warmth and character, while the expansive kitchen hearth draws one in for easy conversation and board games. Built-in bookcases, plaster walls, wood paneling, and windows overlooking the land lend the house a quiet, grounded grace. The farmhouse also includes a lower-level guest apartment with a private entrance. Nearby, a charming guest cabin, once the town’s blacksmith shop, provides a private haven for visitors. The barn has been thoughtfully reimagined and now houses a commercial kitchen, gym, and offices, offering flexibility for creative enterprise and agricultural ventures. A separate barn includes a woodworking shop. In recent years, pastureland surrounding the home and pond was reclaimed for grazing goats, restoring the agrarian rhythm of the property. Wildflowers and apple trees scatter the fields. A three-quarter-mile hike through the wood reveals a cool swimming hole. Additional woodland trails invite walking, snowshoeing, and foraging for berries, mushrooms and fiddleheads. Timberland Farm is a legacy holding, and very private, yet within easy reach of Stratton, Bromley, Magic Mtn. and Okemo. 17 miles from Manchester and 26 miles from Rutland Airport. 3 h from Boston and 4 h from New York. No showings through May 16th, 2026. Showings are by APPOINTMENT ONLY. Do not drive up the driveway to view the property. Home is owner-occupied and surveillance is in effect.

4669 Vermont Rte 100, Londonderry
$649,000
2 Beds ⋅ 2 Baths ⋅ 5077320 MLS
Imagine Friday evening: you pull through the private gate, the tires of your car crunching over the paved lot, and you find that perfect spot right near the entrance. As you turn off the engine, a quiet stillness settles in. You won’t be reaching for those keys again until Monday. Welcome to your retreat at Village Watch. The Arrival Step inside the dedicated mudroom, where there’s a place for everything. Shake off the snow, toss the damp base layers straight into the washer and dryer, and leave the world behind. The transition from "travel mode" to "mountain mode" is instant here. Alpine Comfort The heart of this home is designed for the "apres" life. On a snowy Vermont evening, the crackle of the wood-burning fireplace is the soundtrack to your weekend. The layout flows naturally between two comfortable bedrooms and two full baths, offering enough space for a slow morning with coffee or a lively dinner after a day on the slopes. The True Ski-In/Ski-Out Experience Forget the logistics of shuttles or the struggle of crowded parking lots. • The Morning Ritual: Grab your gear from your private locker in the secure ski storage room and step directly onto the trail. • The Afternoon Wander: When the lifts close, the Stratton Mountain Resort Village is just a short, scenic stroll away. Whether you're looking for a farm-to-table dinner, a fresh pastry, or a new pair of goggles, everything is within reach of your front door. This isn't just a condo; it’s a way to reclaim your time. It’s about more runs on the Upper Slalom Glade and more moments spent by the fire, rather than sitting in traffic. Ready to park the car and stay awhile? Reach out today today!

792 Stratton Mtn Access Rd Unit 4310, Stratton
$500,000
5077252 MLS
Escape to your own private 71-acre Vermont retreat, offering exceptional privacy and possibility plus access to nearby ski mountain villages. Tucked at the end of a town-maintained dead-end road and bordered on two sides by over 1,000 acres of conservation land, this property promises unmatched peace and lasting protection. Only 20 minutes to either Mt. Snow or Stratton, with over 3,300 feet of road frontage and electricity conveniently available at a pad near the beginning, the land provides both accessibility and potential. A ring road winds around the perimeter, complemented by an internal trail through the center, allowing you to explore the entire property by foot or ATV. The diverse topography—a blend of level plateaus, gentle slopes, hills, and steeper elevations—offers multiple potential build sites. Create your dream home with spectacular views of Stratton Mountain or build closer to the road and enjoy private hiking access to scenic overlooks. One of the property’s unique features is a large woodland pond hidden away at the far end—an ideal backdrop for seeing Vermont’s wildlife. The land is not currently enrolled in the Land Use Program, offering flexibility for future development or conservation choices. Located in the town of Jamaica, which has no zoning restrictions, this parcel invites your imagination, with state development laws guiding your vision. Come discover the potential of your personal Vermont sanctuary within reach of the recreational benefits that the state offers.

00 Turkey Mountain Rd, Jamaica
$775,000
3 Beds ⋅ 3 Baths ⋅ 5077225 MLS
A rare opportunity to enjoy the best of both worlds — the privacy of a single-family home with the convenience and access of condo-style living. This unique vacation home offers direct ski-home access in the sought-after Bears Crossing community on the slopes of Mount Snow. Ski back from the Carinthia trails and step out of your gear just across the street from your front door. Designed with both comfort and accessibility in mind, this contemporary chalet features direct shuttle service from your driveway, ample parking for guests, and a private backyard bordering forest. Enjoy easy access to nearby hiking and biking trails, along with strong curb appeal in a peaceful setting. Inside, the main level offers a spacious open floor plan with natural woodwork and abundant light throughout. The upscale kitchen includes custom hickory cabinetry, stainless appliances, natural wood island, walk-in pantry, and laundry. A wood-burning fireplace with stone hearth anchors the living space, while the dining area opens to a rear deck with hot tub. A large screened-in porch provides ideal year-round entertaining space, complemented by an updated half bath and a newly designed mudroom entry with cubbies and hidden storage for gear. Upstairs, the primary suite features a second fireplace and full bath, along with two additional guest bedrooms and a third bath. Additional improvements include energy-efficient direct-vent heating. Enjoy all the benefits of Bears Crossing amenities — including outdoor pool, clubhouse with fitness area, ping pong, pool table, tennis courts, and shuttle service — at a fraction of typical ownership costs. A rare blend of privacy, convenience, and true ski-home access.

15 Bears Den Rd, Dover
$239,000
1 Beds ⋅ 1 Baths ⋅ 5077121 MLS
Price Improvement! Welcome to Esteyville! Here, history, location, and distinctiveness excel. This rare, NYC loft-style condo on the 3rd and 4th floors was formerly home to Estey Organ, the world's largest pipe organ manufacturer, circa 1870. Listed in the National Registry of Historic Places, you will find original pine wide-plank floors, exposed post-and-beam construction, soaring ceilings, cool factory-style windows, slate siding, and 2,000 square feet of sunny living space. The second level has a bedroom and a full bath, and the third level has two spacious private rooms that have been used in the past as bedrooms or office space with a large common/recreation area in between. Beautiful double patio doors open to a private sun-filled deck for outdoor dining. Zoning allows for a multitude of uses. Whether it's a primary residence, an artist studio, or a second home, this is a must-see for those who appreciate in-town offerings with a vibe and the only condo-ized loft on the market. Centrally located you are a stones throw to our lively downtown, Co-op, Kikitta Ahki park, hospital and I91. Look for the building with the Estey clock and prepare to be enraptured.

116 Birge St Unit 3, Brattleboro
$349,000
3 Beds ⋅ 3 Baths ⋅ 5076783 MLS
Lovely late 1800s farmhouse conveniently located in the village of Wardsboro, Vermont, just a short drive to both Mount Snow and Stratton ski resorts. Meticulously maintained, the home sits on a well-positioned parcel with ample parking, private lawn space, and direct snowmobile trail access, plus easy walking access to the nearby convenience store for everyday necessities. Inside, the home showcases exposed original beams, wide pine floors, and extensive natural woodwork — the timeless charm you would expect from a property of this vintage. The layout features a vaulted great room with wood-burning fireplace, vaulted dining area off the updated kitchen with stainless appliances, main-floor bunk room, second-floor primary suite, an additional guest bedroom with overflow sleeping loft, and three full bathrooms. A spacious mudroom with cubbies and closets provides excellent storage for winter gear. Additional improvements include an insulated crawlspace with vapor barrier, durable metal roof, efficient direct-vent propane Rinnai heaters, and tasteful upscale country furnishings — offered for turnkey enjoyment. An attractive price point for those seeking Vermont character, year-round recreation access, and small-town convenience without breaking the bank.

34 Main St, Wardsboro
$120,000
5076767 MLS
Double the Lots, Half the Drama. Why buy one lot when you can have two for the price of... well, this one? Here are 4.68 acres of "ready-to-go" land. Permits are secured for a 3 bedroom house on each lot, and the septic is already there, so you don't have to spend your weekends at town hall meetings. Build on both, or build on one and sell the other to that friend who always "forgets" their wallet at après-ski. It’s private enough to forget neighbors exist, but close enough to the mountain that your coffee will still be hot when you hit the parking lot. Minutes from Stratton and Manchester, this is the ultimate Vermont shortcut.

8559 Vt Route 30, Jamaica
$36,500
2 Beds ⋅ 2 Baths ⋅ 5076702 MLS
Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Mountainside two bedroom sleep 6 unit with a covered balcony. Kitchen, living room and queen sleeper sofa as well as a king bed in private bedroom on the first floor. Full bath with double sink vanity on the first floor. Lofted bedroom also has a king bed and a 3/4 bath . Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa with saunas hot tubs and outdoor heated pool, private owners only ski/golf locker rooms for year round storage. Discounts on food and retail. A favorite owners perk is "Space A" which gives you the possibility of staying in the hotel even when it is not your ownership time at a discounted rate...just pay house keeping fees! RCI and Interval International affiliated. A great way to enjoy the mountain resort lifestyle at an affordable price.

313 Qtr.1, Dover

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