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$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
$619,900
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
$728,000
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
$325,000
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
$579,000
3 Beds ⋅ 2 Baths ⋅ 5076580 MLS
Owners willing to consider offers. Gorgeous updated chalet on a private 2-acre parcel with mountain views and easy access to Mount Snow. Nestled in the desirable Dover Hills, this charming country retreat offers privacy befitting a year-round getaway, yet is just a short drive to the Mount Snow ski resort. Ample parking off a paved road, generous lawn space for play or pets, a garden shed, and excellent sun exposure complete the exterior setting. Inside, the updated interior showcases warm woodsy design with a vaulted living room and natural woodwork throughout. Large updated windows provide abundant natural light, complemented by a cozy wood-burning stove. The upscale kitchen features stainless appliances and flows into a spacious dining area and large deck — ideal for entertaining. The main level includes a bedroom and full bath. Upstairs offers a generous guest bedroom and loft sleeping area sharing a full bath with tiled shower and soaking tub. The fully finished lower level provides a family room perfect for overflow sleeping, games, or media space. Functional mudroom entries on both the main and lower levels make four-season living easy, with the lower level leading to a covered porch and outdoor hot tub — the perfect place to relax and take in the scenery. Beautiful furnishings are included for true turnkey enjoyment. Nearby snowmobile trails, hiking, biking, lakes, shopping, dining, and multiple ski options make this an ideal four-season retreat with tremendous rental potential.

68 Ellis Brook Rd, Dover
$33,900
1 Beds ⋅ 2 Baths ⋅ 5076568 MLS
Own Where You Play! One-of-a-kind sleep eight quartershare, featuring a gas fireplace, updated decor and furnishings, plus gorgeous mountain views, this is a rare find in the Grand Summit Resort Hotel! This comfortable condo has two full baths and a lockout feature, with an adjoining door within the unit, so you can use it, rent it, or trade it for a timeshare vacation simultaneously! Overlooking the Grand Summit pool and the Mount Snow ski resort, this unit features an open-concept kitchen/dining/living room with a queen-size Murphy bed and a queen pull-out sleeper sofa. The adjoining door leads into a hotel room with two queen-size beds, a full bathroom, and a deck to sit and watch the skiers gliding down the mountain! The Grand Summit benefits include year-round access to all amenities, an outdoor heated pool, sauna, owners' private lounge, valet parking, a full-service spa, a gym, and owners' private ski locker. And a favorite perk, Space Available, allows you to stay in the hotel when it's not your ownership time at the discounted housekeeping rate. The Grand Summit Resort Hotel is affiliated with RCI and Interval International for vacation trading around the world!

235/237 89 Grand Summit, Dover
$35,000
2 Beds ⋅ 2 Baths ⋅ 5076520 MLS
Beautiful mountain view from this two-level, two-bedroom loft quartershare in the Grand Summit Resort Hotel! This trailside condo can be used, rented, or traded for stays at other vacation destinations! Does 13 weeks of vacation a year sound nice? Own this deeded quartershare property for 1 week every 28 days, on a rotating basis. This mountain-side unit features an open-concept kitchen/dining room and a large living room with a queen sleeper sofa. There is a private bedroom on the main level, and an additional bedroom on the second level, complete with an ensuite bathroom. The 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, owner's private lounge, library, and deck, full-service gym with sauna, steam room, outdoor hot tubs and heated pool, private owners-only locker rooms for year-round storage of your ski or golf equipment. A favorite owners' perk is "Space A" which gives you the possibility of staying in the hotel even when it's not your ownership time at a discounted rate...just pay housekeeping fees! RCI and Interval International affiliated.

311 Qtr 3 Grand Summit Way, Dover
$235,000
2 Beds ⋅ 1 Baths ⋅ 5076241 MLS
Charming 2-bedroom, 1-bath rustic cottage featuring a versatile 14x9 mudroom and plenty of recent upgrades. The spacious kitchen flows into a generous dining area, while the cozy living room offers a VT Castings woodstove, a side bar with stools, and warm, inviting finishes. Both bedrooms are nicely sized, with one offering sliding doors that open directly to the backyard perfect for easy outdoor access. Recent updates include a new furnace, toilet, updated ceilings and lighting, fresh laminate flooring in the living room and bedrooms, a rebuilt chimney and fireplace, new windows and slider door, exterior paint, and a metal roof. A 8x12 gardening shed provides extra storage for tools and outdoor gear. Unwind in the fenced backyard by the firepit and enjoy the soothing sound of a distant brook. Just 2 miles from downtown Wardsboro, offering a country store with gas station, library, skate park, church, and post office - everything you need within easy reach. House is located 10 minutes from Mount Snow and 20 minutes to Stratton ski areas.

3153 Vt Route 100, Wardsboro
$85,000
5076157 MLS
This 1-acre wooded lot in Jamaica permitted for a 3 bedroom , Vermont offers a unique opportunity for peaceful living in a quiet town with no zoning restrictions. Jamaica maintains its own roads and is home to a State Park that provides excellent camping and summer recreational activities. The property is conveniently located near major ski resorts including Stratton, Bromley, Magic Mountain, and Mount Snow, ideal for winter sports enthusiasts. For shopping and dining, nearby Manchester, Vermont ensures you have access to all necessary amenities while enjoying the charm of a small, tranquil community surrounded by nature. Permit # WW-2-8229 for a 3 bedroom.

000f-320 Bourbon Run, Jamaica
$8,200,000
6 Beds ⋅ 10 Baths ⋅ 5076041 MLS
Premier 416 acre Vermont Mountain Sanctuary -Luxury Estate with sweeping mountain views-a rare expression of outdoor and mountain living where nature inspired artistry, master craftsmanship and the environment converge in quiet harmony.. Set within an expansive private landscape, the 10,000+SF residence unfolds as a sanctuary oasis designed to elevate everyday living, remaining deeply rooted in its surroundings while still just a short drive to Stratton Mountain Resort and the Stratton Helipad. Step into an open-concept haven where elegance meets comfort. Framed by soaring timber beam ceilings, the main living area echoes the grandeur of the mountains while preserving the warmth and intimacy of a true retreat. Natural materials, handcrafted details, and thoughtful design choices create a home that feels warm, timeless and deeply personal. The estate preserves uninterrupted views across the landscape—ensuring that natural beauty remains the focal point from every vantage point.The grand stone fireplace anchors the living area, drawing the eye to soaring ceilings and expansive windows that frame breathtaking mountain ridges. Sunlight floods the space, highlighting the harmonious blend of natural textures and refined finishes.The gourmet kitchen blends beauty and function with custom wood cabinetry, hand-carved artistic accents, a welcoming breakfast bar, and an expansive island designed for conversation, connection, and effortless entertaining. Every space in this residence has been intentionally designed with a keen eye to detail. While every room blends effortlessly with the home’s elevated rustic feel, each one remains extremely unique. Offering six en-suite bedroom in the main residence and 2 bedroom2.5 bath guest quarters. Main Residence with extraordinary gathering rooms and multiple suites, 5 bay barn, guest quarters, pond, miles of maintained trails for mountain biking and winter activities,

557 Trager Rd, Jamaica
$34,500
2 Beds ⋅ 3 Baths ⋅ 5076034 MLS
The best ski-on/ski-off location in Mount Snow! This two-bedroom, three-bathroom loft unit, which sleeps 8, features both valley vista views from the living room and deck, and mountain views from the loft bedroom. Enjoy your own little piece of Vermont with family and friends. You own 13 weeks of vacation to use, rent, or trade! Year-round use of the Grand Summit amenities includes valet parking, owners' lounge, owners' library, sauna, hot tubs, outdoor heated pool, and owners-only ski/golf locker rooms for storage. A favorite owner's 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 housekeeping fees! An affordable way to gain that mountain resort lifestyle. RCI and Interval International Affiliated.

316/318 89 Grand Summit, Dover
$18,000
1 Beds ⋅ 1 Baths ⋅ 5075787 MLS
Trailside! Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Own this deeded quartershare property for 1 week every 28 days, on a rotating basis. This 1-of-a-kind, end-unit, slopeside 1-bedroom, 1 full bath unit has sleeping space for 4, and looks out over the Sundance Base Lodge and the Sundance Express, the new 6-person chairlift. Open-concept kitchen/dining room, and a living room with a queen sleeper sofa. There is a king-sized bed and a deck in the private bedroom. Benefits of Grand Summit ownership include the best ski-in/out mountain location available at Mount Snow. Use of the Grand Summit amenities all year-round, including valet parking, owner's private lounge, library, and deck, full-service gym with sauna, steam room, outdoor hot tubs and heated pool, private owners-only locker rooms for year-round storage of your ski or golf equipment. A favorite owners' perk is "Space A" which gives you the possibility of staying in the hotel even when it's not your ownership time at a discounted rate...just pay housekeeping fees! RCI and Interval International affiliated.

102, Qtr 4 Grand Summit Unit 102, Qtr 4, Dover
$335,000
5 Beds ⋅ 3 Baths ⋅ 5075630 MLS
Charming and character-filled 1835 post-and-beam Craftsman. This inviting five-bedroom, two and-a-half-bath home blends antique appeal with cozy comfort. A covered porch offers the perfect place to enjoy summer breezes, the sound of rainstorms, and peaceful evenings, while the deck is ideal for gathering with friends and family. Inside, wood floors and exposed hand-hewn beams highlight the home's craftsmanship. The open living and dining area features a brick fireplace with woodstove insert, creating a warm and welcoming setting on cold winter nights. The second floor offers five bedrooms, two baths, a cozy den, and a tucked-away upper-level retreat, ideal for reading, writing, or quiet reflection. Set on 12.80 acres, the land offers endless possibilities, ideal for a hobby farm, pastures for horses or cows, or growing your own vegetables. A vintage barn and storage shed, ready for restoration, adds to the property’s timeless rural appeal.

1033 Burrington Hill Rd, Whitingham
$798,000
4 Beds ⋅ 4 Baths ⋅ 5075626 MLS
Tucked onto .50-acre setting with Two Brook gently flowing through the backyard, this beautifully appointed 4 bedroom, 5 bath home captures everything buyers love about Vermont mountain living privacy, warmth, and year-round recreation just minutes from it all. Ideally located near The Hermitage Club and Mount Snow, with direct access to VAST snowmobile trails and a short drive to the shops and restaurants of Wilmington and Lake Whitingham, this property offers year round adventure. Inside, the home is warm and inviting with natural wood trim, stone accents, and thoughtfully designed spaces for gathering. The main living area centers around a handsome stone fireplace, while the kitchen features generous workspace, custom cabinetry, and a layout ideal for entertaining après-ski. Bedrooms are well-proportioned and private, including a spa inspired bath with soaking tub and glass shower that feels like a boutique retreat. Bathroom floors have been updated with radiant heat. The lower-level playroom is a standout feature, perfect for hosting guest with a cozy gas fireplace, ample lounge space, and a wet bar that makes movie nights, game days, and ski weekends effortless. Outdoors, enjoy the sounds of the brook from the yard, relax in the hot tub after a day on the slopes, and take advantage of the additional storage shed for gear and toys. Town Rental Permit in Place with a history of rental income.

41 Two Brook Dr, Wilmington

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