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42 Blackberry Ln, Jamaica
$799,000
5 Beds ⋅ 5 Baths ⋅ 5093492 MLS
Only 8 miles from Stratton Mountain, this extra-large expanded farmhouse provides ample space, quiet, and tons of classic Vermont charm. Set in a lush garden landscape surrounded by meadows, a stone wall, perennial gardens, an apple orchard, a barn, & multiple outbuildings, the home feels like old Vermont while being close to major amenities. The original home is from the 19th century but contains a new addition from the 21st allowing you & your family to have space. The home has high ceilings, hand-hewn beams, classic woodwork, a wood-burning stove, and walls of windows that bring in warmth & light. The addition includes a grand primary suite with soaring ceilings, views over the land, walk-in closet, large tiled bathroom with a tiled shower, powerful jet tub, and double vanity. With 5 total bedrooms, 4.5 baths, 2 living spaces, and 3 bonus rooms, there is space to host or work from this 3,840SqFt home. The expansive kitchen contains large countertops with space for seating as well as a window covered breakfast nook. The butler’s pantry, complete with a wet bar, makes entertaining easy. Sit by the stove while snow falls across the pasture and enjoy your snow-globe like winter scene, complete with a great sledding hill right outside. On warm days, open the sliders to the brick patio, or to the back deck to grill, pick berries in the garden, walk the orchard trail, or watch the leaves change during the seasons. The home is located near the town of Manchester, ski mountains (Stratton, Bromley, and Mount Snow), excellent golf courses, & local renowned dining at Honeypie, River & Rye and Solo Farm & Table within easy reach. Bradley International Airport is 2 hours away, Boston is 3, and New York City is 4. This is a home you can enjoy now. One whose location, scale, and enchanting views provide the foundation to create your dream oasis. You deserve to enjoy the Vermont life you have been dreaming of, and make this home and timeless setting part of your family’s legacy.

42 Blackberry Ln, Jamaica

1035 Vt Route 121, Windham
$799,000
4 Beds ⋅ 5 Baths ⋅ 5086432 MLS
Set on 17 private acres off Route 121, this Windham property delivers the space, flexibility, and access buyers are looking for in Southern Vermont. The open-concept main level is anchored by a grand living room with cathedral ceilings, hardwood floors, and a gas fireplace, flowing easily into a generous dining area designed to host large gatherings and a well-equipped kitchen with coffee bar. A dedicated entry drop zone keeps gear organized after long days outdoors. The layout offers strong separation of space across three levels, including an en-suite primary, additional bedrooms, and a top-floor loft ideal for overflow sleeping or a recreation zone. The lower level adds a second living area with a wood-burning stove, plus guest accommodations. Outdoor living is equally dialed in, with an upper deck featuring a brand-new hot tub, a newly built firepit, and a natural landscape that includes meadow, stream, and wooded acreage. A three-car garage adds practical year-round convenience. Located within a 20-minute drive to Stratton, Magic, and Bromley, and directly adjacent to the VAST snowmobile trail system, this property offers immediate access to Vermont’s top winter and summer activities.

1035 Vt Route 121, Windham

39d Dover Springs Ln, Dover
$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

32 Old Town Rd, Dover
$799,000
5 Beds ⋅ 3 Baths ⋅ 5075625 MLS
Lovely mountain and sunset views from this absolutely immaculate home just south of the Mount Snow ski resort. Enjoy total privacy yet easy access to skiing, direct access to snowmobile trails, and nearby access to the villages of Wilmington and Dover for shopping and dining. The property consists of a level 2 acres with swimming pond, lawn space for summer fun, stone patio, storage shed, and ample parking. The farmhouse style home is fully updated and features an open concept floor plan with large dining/mudroom area, renovated kitchen with granite counters and stainless appliances, a formal dining room which could also serve as a play room or overflow sleeping, large bright living room with gas fireplace and brick hearth, main floor full bath, 4 spacious bedrooms upstairs as well as a second full updated bath, a large walk up attic that could be finished for even more space, a finished lower level with family room and tv area, a private second apartment space with lower rear entry including kitchenette with dining, and large 5th bedroom, and great income potential rented separate or as part of the whole. Home generator for peace of mind. Ideal for almost any buyer looking for their Vermont retreat.

32 Old Town Rd, Dover

38d Greenspring Rd, Dover
$798,000
4 Beds ⋅ 5 Baths ⋅ 5110585 MLS
Enjoy the best of Southern Vermont mountain living in this spacious four-bedroom, four-bath townhome at Greensprings, ideally located just minutes from Mount Snow. With beautiful views of the mountain, this townhome offers the perfect combination of comfort, convenience, and year-round recreation. The generous four-bedroom layout provides plenty of room for family and guests, with four full baths offering privacy and convenience after a day on the slopes. Whether you're looking for a Vermont ski retreat, a four-season getaway, or a comfortable home base for entertaining friends and family, this property offers exceptional flexibility. Greensprings is known for its outstanding amenities, including convenient shuttle service to the Mount Snow slopes, an indoor swimming pool, hot tub, tennis courts, and recreational facilities. In winter, enjoy skiing and snowboarding at Mount Snow without the hassle of driving and parking, while the warmer months offer hiking, biking, golf, lakes, and everything the Deerfield Valley has to offer. This is a wonderful opportunity to own a true four-season Vermont mountain retreat with the space, views, amenities, and location to enjoy Mount Snow throughout the year.

38d Greenspring Rd, Dover

41 Two Brook Dr, Wilmington
$798,000
4 Beds ⋅ 5 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

6694 Rte 11, Londonderry
$795,000
4 Beds ⋅ 3 Baths ⋅ 5105598 MLS
Pride of ownership is evident throughout this exceptionally well cared for four-bedroom home, beautifully situated on more than four acres in desirable Londonderry. A long, welcoming driveway and a stately row of mature pines create a wonderful sense of arrival while providing year-round privacy. Offering an ideal blend of comfort, seclusion, and convenience, this inviting property is equally suited for year round living, a Vermont retreat, or a gathering place for family and friends. The spacious acreage provides room to relax, garden, play, and enjoy the natural beauty of every season. During the warmer months, the heated swimming pool creates your own private oasis, perfect for sunny afternoons, entertaining guests, or unwinding after a day of outdoor adventure. An attached garage adds everyday convenience, while the dedicated woodshed provides practical storage and easy access to a generous supply of firewood. The current owners comfortably heat the home entirely with wood, offering an efficient and self-reliant option, while an oil heating system is also available as a convenient alternative. Located in the heart of southern Vermont’s recreational corridor, the property offers easy access to Stratton, Magic Mountain, and Bromley for skiing, snowboarding, dining, and year-round resort activities. Lowell Lake State Park is also nearby, offering paddling, hiking, fishing, picnicking, and peaceful days by the water. Londonderry’s high school choice adds even more appeal for those seeking flexibility in education. For added peace of mind, a protective berm has been thoughtfully created between the stream and the property, and a State of Vermont elevation certificate is in hand. Meticulously maintained and surrounded by the best of Vermont, this special property delivers the space, warmth, privacy, and lifestyle buyers dream about. Come experience a home that has been truly loved and is ready to welcome its next owners.

6694 Rte 11, Londonderry

18 High Point Dr Unit 501, Stratton
$790,000
4 Beds ⋅ 4 Baths ⋅ 5097585 MLS
Located just one mile from Stratton’s Base Lodge and Village, this 4-bedroom, 3-bath end-unit Styles Brook townhome offers the perfect combination of convenience, comfort, and year-round mountain living. Spanning three levels, Unit 501 enjoys the added privacy, extra windows, and abundant natural light that come with end-unit ownership. The main level is designed for gathering, featuring beautiful hickory floors, a wood-burning fireplace, a functional mudroom, powder room, and access to an expanded deck overlooking a peaceful wooded setting. Whether you're returning from a powder day, hosting friends for a golf weekend, or simply enjoying a quiet escape in the mountains, the spaces are designed to be enjoyed in every season. The Styles Brook association allows owners to add hot tubs to the deck, with required reinforcement, offering you the opportunity to create the ultimate après-ski retreat. Upstairs, the spacious primary suite features vaulted ceilings, excellent natural light, a well-appointed bath, and a generous owner's closet. Three additional bedrooms and two full baths provide plenty of room for family and guests, including a private guest suite with direct access to the backyard. Styles Brook is located on Stratton's winter weekend and holiday shuttle route, making access to the slopes and village easy throughout ski season. During the warmer months, owners enjoy a community clubhouse and outdoor pool that is only a short walk from this unit. There is also a paddle court for year-round fun. This property also includes an active Stratton Sports Center bond, transferable to the buyer with payment of the transfer fee. Bond privileges include access to the Sports Center and fitness classes, no green fees at Stratton's 27-hole golf course, and discounts at Stratton-owned shops and restaurants. With low-maintenance ownership, a sought-after location, and great layout and amenities, Styles Brook is an ideal mountain getaway. Make this your Vermont address.

18 High Point Dr Unit 501, Stratton

15 Sawmill Village Way, Dover
$789,000
5 Beds ⋅ 4 Baths ⋅ 5093214 MLS
Beautiful contemporary farmhouse in the prestigious Village at Sawmill Farms, just a short drive from the Mount Snow ski resort. This bright and airy farmhouse design sits on a private level lot, and has been completely renovated to be turn key for immediate enjoyment. The interior boasts a vaulted living room with large windows, great natural light, and a gas fireplace, there is an updated chefs kitchen off the spacious dining area, with stainless appliances, quartz counters, and breakfast bar, mudroom entry off the attached garage, as well as guest mudroom entry with half bath, and large primary suite complete with private shower commode and walk in closet. The second floor features three large guest rooms with a full bath and separate sink area. The walkout lower level has a family room with gas stove and exposed brick hearth, entertainment area, game area, and bunk room with double bunks, air hockey, and billiard table, allowing for ample room for groups to spread out and have fun. The patio outside this level has a beautiful private hot tub, in addition to the large main floor deck for outdoor enjoyment, as well as fire pit area with adirondack chairs. Tremendous amenities for year round enjoyment and tremendous rental potential. The community has beautiful common land for sledding and summer fun, easy access to the Valley Trail, Horace Hill trails, and Mount Snow Golf Course, and HOA services that include plowing, mowing, and house checks, along with the sewer and community water, for complete peace of mind for your home away from home. The lower level bunk room does not currently have legal egress.

15 Sawmill Village Way, Dover

62 Potter Rd, Wardsboro
$775,000
3 Beds ⋅ 4 Baths ⋅ 5091941 MLS
Brand-new construction in process in Wardsboro, set on a spacious 2-acre parcel. Introducing a brand-new 3-bedroom, 3.5-bath home is slated for completion in late fall 2026. Inside, you’ll find beautiful natural light, wide-plank pine flooring, oversized windows, and an inviting, bright living space. The main level offers an open-concept layout with a well-appointed kitchen, dining area, and living room, along with a convenient half bath for guests. French patio doors open to the 12x24 back deck to relax on and listen to the soothing sound of a nearby river and enjoy the surrounding woods, creating a peaceful, calming atmosphere. The second floor includes a comfortable primary suite featuring a tiled shower and double vanity, along with two additional bedrooms and a shared 3/4 bath. The finished lower level provides even more living space, including an expansive family room, a bonus room that could function as an office or a storage area for your recreational gear, plus a utility room with laundry and an additional 3/4 bathroom. 6 x 24 Front covered porch that is another entrance to the home. This thoughtfully designed home blends modern comforts with natural Vermont charm. Located just minutes from your doorstep are Mount Snow and Stratton Ski Resorts, as well as snowmobiling, golfing, hiking, biking, and the area’s vibrant local culture. This property is perfect for outdoor lovers and anyone who appreciates Vermont’s natural beauty. Some photos are AI-generated so you can see the vision for the room.

62 Potter Rd, Wardsboro

93 Mirror Lake Xing, Wilmington
$774,000
5027030 MLS
Desirable Building Lot at Old Mill at Haystack Mountain. House rendering concept has been designed by The Wadsworth Design Build team who are ready to get started on your mountain home. Come discover an opportunity to own a 1.3 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium cleared lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy the convenience of modern amenities with access to public sewer, water, and underground utilities, ensuring a seamless building process. Beyond its prime location, the property offers unparalleled access to Vermont's outdoor lifestyle. Mill Lane offers a private entry to the VAST snowmobile trails and your own UTV trail connecting to the Hermitage Club, creating year-round adventure at your doorstep. Set within a community known for its exclusivity and natural beauty, and serene sounds of the Haystack brook meandering through the property, this property promises the perfect balance of privacy, luxury, and recreation. Whether you're building your weekend retreat or a year-round haven, this rare lot offers the ultimate Vermont lifestyle. Don’t miss this chance to join an elite neighborhood.

93 Mirror Lake Xing, Wilmington

3715 Rte 11, Londonderry
$755,000
5 Beds ⋅ 3 Baths ⋅ 5061900 MLS
Beautifully expanded and fully renovated 18th-century farmhouse, thoughtfully reimagined by Gray Interiors of Darien, CT. This home blends timeless charm with an elegant yet relaxed New England feel. All systems and mechanicals have been completely updated and modernized. Stylish barnboard accents complement marble countertops, custom cabinetry, high-end finishes like the Shaws sink, and upscale lighting and bath fixtures. Located in the heart of ski country with views of Magic Mountain and just minutes from Magic, Bromley, and Stratton, this is a home for the outdoor enthusiast. A large pond in the backyard invites swimming, canoeing, and paddleboarding, while the expansive back deck overlooks the water--perfect for outdoor dining and entertaining. Upstairs bedrooms feature custom built-ins, and the primary suite --set in its own wing--boasts cathedral ceilings, a beautiful bath, and serene pond views. The well-planned gear room includes ample closets, cubbies, and hooks to keep outdoor essentials organized. Pet-friendly with a fully fenced backyard, custom dog cubbies, and a pet shower. Tesla EV charger included. The vintage barn offers flexible space for storage and an opportunity for another area to entertain. Live your best Vermont life in comfort, style, and natural beauty.

3715 Rte 11, Londonderry

2d Townhouse Sq Unit TH 1, Dover
$750,000
3 Beds ⋅ 4 Baths ⋅ 5107377 MLS
Welcome to Townhouse 1 at Seasons on Mount Snow. LOCATION LOCATION LOCATION! This trailside home offers a prime location at Mount Snow, featuring convenient access to the Sundance Base Lodge and the 6-pack chairlift, as well as the option to ski-to-the-trail on the Seasons trail network. The home is also in close proximity to the Sports Center, a recently renovated amenity center that boasts an indoor pool, a new hot tub in summer 2026, saunas, locker rooms, a gym, a game room, a lounge area, and dedicated owners' areas. This townhouse features three bedrooms and four baths, providing ample space for the whole gang. The main level includes a mudroom entry, dining room, galley-style kitchen, living room with a floor-to-ceiling fieldstone gas fireplace, and a half bath. The upper level is exclusively dedicated to the primary suite, which features a cozy wood-burning fireplace. The lower level offers additional living space with a family room for everyone to relax and unwind, two bedrooms, one of which is ensuite, a hall bath, and a laundry area tucked under the stairs. This unit has been recently painted and is currently used as a rental property, with rental income information available upon request. Close to Mount Snow Golf Club, Haystack Golf Club, the Hermitage Resort, the Village of Wilmington, and Harriman Reservoir. Make this townhome your next 4-season retreat, slopeside ski home, or investment property.

2d Townhouse Sq Unit TH 1, Dover

2435 Stage Rd, Guilford
$750,000
6 Beds ⋅ 7 Baths ⋅ 5093647 MLS
Only a fortunate few have the privilege of calling Green River Village home - a quintessential Vermont hamlet distinguished by its historic covered bridge, the 1811 timber crib dam, and the iconic wood-spired church proudly perched on the hillside above. Sited next to the bridge, the Green River Bridge House, originally a blacksmith shop, enjoys 300 feet of frontage along the Green River. Built in the 1830s and extensively renovated in 2002, the home overlooks a sweeping lawn that stretches to the river’s edge, framed by stone-walled perennial gardens and a private porch perfectly positioned to enjoy the beauty and tranquility of the surrounding landscape. The home is thoughtfully designed for rural family life centered around a welcoming country kitchen featuring a six-burner Garland stove, Moffat turbo oven, cozy wood stove, and an impressive marble-topped island ideal for casual dining and gathering. Friends are welcomed through the front door into a gracious living and dining room that is both elegant and inviting. Beyond, you'll find a bright and charming fireplaced pub for entertaining or quiet evenings, a cozy game room/office, and a sweeping staircase leading to the sleeping accommodations. Each bedroom is uniquely enchanting, featuring remarkable recessed chandeliers, dormer windows, and private en-suite baths, including one with a jetted tub for relaxing after a day of outdoor adventure. A lower-level office and studio apartment offer private exterior access with flexibility for personal or business use. Formerly, a bed and breakfast, this is an exceptional country retreat for family & friends. Skiing, cycling, hiking, swimming, fishing, kayaking, & endless exploration of Vermont’s scenic back roads are all at your door. Picture the gentle Green River lulling you asleep each night! Also listed under commercial MLS #5094262.

2435 Stage Rd, Guilford

1 Lower Highlands Rd, Dover
$749,900
4 Beds ⋅ 3 Baths ⋅ 5111304 MLS
Custom-built 4-bedroom, 2.5-bath home ideally located less than a mile from Mount Snow. The main level welcomes you with an inviting foyer off the covered front porch and offers a well-designed layout featuring a spacious living room, formal dining room, comfortable family room, versatile den, and a well-appointed kitchen. Additional conveniences include a half bath, dedicated laundry area, and a functional mudroom for easy everyday living. Upstairs, the primary suite provides a relaxing retreat with a walk-in closet and a private ensuite bath complete with a jetted soaking tub, tiled shower with dual shower heads, and quality finishes. Three additional bedrooms and a full bath complete the upper level, offering ample space for guests or family. The full unfinished 1,300 sq ft basement provides excellent storage or future expansion potential, with utilities neatly positioned along the back wall and hookups for plumbing for a ¾ bath. 22x20 attached 2-car garage. The home is tastefully furnished and showcases numerous upgrades, including granite countertops in the kitchen and baths, an efficient River Rock fireplace with a heatilator insert, and radiant heat throughout the first floor, basement, and attached garage. Outdoor living is highlighted by a large mahogany rear deck, perfect for entertaining or relaxing while enjoying seasonal winter mountain views. An alarm system adds peace of mind, making this well-maintained property a comfortable year-round retreat or primary residence.

1 Lower Highlands Rd, Dover

4 Signal Pine Rd, Putney
$749,900
4 Beds ⋅ 3 Baths ⋅ 5103550 MLS
Discover one of Putney Village's most distinctive properties. A beautifully converted 1909 brick schoolhouse that was transformed into a remarkable residence. Rich in architectural character, this 4-Bedroom, 2.5-Bath home showcases soaring 12-foot ceilings, oversized historic windows, exposed brick, hardwood floors, and expansive open spaces filled with natural light. The upper two floors offer a spacious and flexible 4-Bedroom, 2-Bath residence featuring a farmhouse-inspired contemporary kitchen with stainless steel appliances, two generous living areas, abundant storage, and individual mini-splits in every bedroom. An operational wood-burning fireplace with a brick alcove adds warmth and charm. The 1,800-square-foot first floor includes four oversized rooms, a half bath, and separate access, providing exceptional flexibility for a home office, art studio, gallery, workshop, wellness practice, or other uses permitted through the Village District approval process. A history of creative and professional uses highlights the property's versatility. Set on 1.09 acres, the grounds include raised garden beds, unique naturally intertwined trees, a spacious deck, two-car open carport, and parking for approximately six vehicles with room to expand. Additional features include a standing-seam metal roof, steam radiator heat, 200-amp electrical, updated plumbing, broadband internet, public sewer, and private water. Enjoy the convenience of sidewalks to the library, general store, restaurants, and Putney's vibrant arts community. Putney Town Forest is just 5 minutes away, Brattleboro is 10 minutes, Amtrak's Brattleboro Station is approx. 15 minutes, Interstate 91 is just minutes away, Mount Snow is about 50 minutes, and Bradley International Airport is approx. 90 minutes away. A truly rare opportunity to own a landmark Vermont property offering architectural beauty, modern comfort, and exceptional flexibility in one of southern VT most charming village settings.

4 Signal Pine Rd, Putney

81 Mirror Lake Xing, Wilmington
$749,000
5027028 MLS
Bring your own builder and discover an exceptional opportunity to own a 1.22-acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy the convenience of modern amenities with access to public sewer, water, and underground utilities, ensuring a seamless building process. Beyond its prime location, the property offers unparalleled access to Vermont's outdoor lifestyle. Revel in private entry to the VAST snowmobile trails and your own UTV trail connecting to the Hermitage Club, creating year-round adventure at your doorstep. Set within a community known for its exclusivity and natural beauty, this property promises the perfect balance of privacy, luxury, and recreation. Whether you're building your weekend retreat or a year-round haven, this rare lot offers the ultimate Vermont lifestyle. Don’t miss this chance to join an elite neighborhood surrounded.

81 Mirror Lake Xing, Wilmington

87 Mirror Lake Xing, Wilmington
$749,000
5027029 MLS
Bring your own builder and discover an exceptional opportunity to own a 2.57 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy the convenience of modern amenities with access to public sewer, water, and underground utilities, ensuring a seamless building process. Beyond its prime location, the property offers unparalleled access to Vermont's outdoor lifestyle. Revel in private entry to the VAST snowmobile trails and your own UTV trail connecting to the Hermitage Club, creating year-round adventure at your doorstep. Set within a community known for its exclusivity and natural beauty, this property promises the perfect balance of privacy, luxury, and recreation. Whether you're building your weekend retreat or a year-round haven, this rare lot offers the ultimate Vermont lifestyle. Don’t miss this chance to join an elite neighborhood.

87 Mirror Lake Xing, Wilmington

258 Chester Rd, Grafton
$734,000
3 Beds ⋅ 5 Baths ⋅ 5097081 MLS
Set on a beautifully landscaped parcel just minutes from the heart of historic Grafton, this meticulously maintained residence offers timeless New England charm, exceptional craftsmanship, and inviting spaces. Surrounded by mature trees, perennial gardens, and lush lawns, the property provides a peaceful setting with the perfect balance of privacy and convenience. Inside, warm hardwood floors, abundant natural light, and classic architectural details create a welcoming atmosphere. The spacious living room is anchored by a wood-burning fireplace, creating a warm and inviting gathering space for family and friends. Just beyond, the library/den offers a quiet retreat to unwind with a favorite book in front of the home's second wood-burning fireplace, making it one of the home's most inviting spaces. The kitchen blends timeless character with everyday functionality. Rich cabinetry, generous workspace and a spacious walk-in pantry that provides abundant storage along with additional prep space ideal for entertaining. The screened porch offers a peaceful place to enjoy morning coffee, summer dinners, or a quiet afternoon while overlooking the beautifully landscaped grounds. Protected from the elements yet open to the fresh Vermont air, it becomes a favorite gathering place throughout the warmer months. Each bedroom features its own private en-suite bath, providing exceptional comfort and privacy for family and guests. The primary suite serves as a relaxing retreat with hardwood floors, abundant natural light, and a well-appointed bath. Outside, perennial gardens frame the home with colorful blooms throughout the growing season, complementing the stone walkways and classic Vermont landscaping. An attached two-car garage provides convenience and additional storage. Located just minutes from the charming village of Grafton, you'll enjoy one of Vermont's most treasured communities.

258 Chester Rd, Grafton

15 Bears Den Rd, Dover
$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

858 Sheldon Hill Rd, Wardsboro
$725,000
3 Beds ⋅ 3 Baths ⋅ 5105705 MLS
A perfect example of the ideal Vermont home. Beautiful natural woodwork abounds in this post and beam/log home hybrid built in 2005. Conveniently located on a corner lot with tremendous privacy and a spacious cul-de-sac driveway, is this perfect home with perennial gardens, a natural wood facade, stone chimney, stone walkway, large entertaining deck, patio with hot tub, and an exterior elevator for easy access to both levels of the home. Never worry about moving your cars for the plow thanks to the 2 car garage. Inside you are treated to a majestic great room with beautiful open concept living space, high ceilings, a large kitchen and dining area, fireplace with stone hearth, and amazing exposed woodwork, all looking out over the private landscaped lot. The main floor also has a large mudroom entry for gear storage, 2 large bedrooms, and a full bathroom. The upper floor has a woodsy primary suite with upscale full bathroom and an overflow sleeping loft or office nook. The finished walkout lower level has a tremendous family room for entertaining with media area and pool table, half bath, second gear mudroom leading out to the hot tub, laundry/storage, and the spacious garage. Additionally outside is a garden shed and wood shed. This home is not currently a part of the Snow Mountain Farms association, but has the ability to join if you are interested in the indoor pool and tennis courts.

858 Sheldon Hill Rd, Wardsboro

771 Stratton Mountain Access Rd Unit 472, Stratton
$725,000
2 Beds ⋅ 2 Baths ⋅ 5104751 MLS
Hang up your keys for the weekend and enjoy one of Stratton’s most convenient locations. Walk to the slopes and Stratton Village for skiing, dining, shopping, and year-round activities. This quiet, top-floor end unit at Long Trail House is filled with natural light and offers wide mountain views, including the front face of Stratton. The desirable two-bedroom, two-bath layout is an ideal choice for an easy, low-maintenance ski condo in a well-run association. Long Trail House offers heated underground parking, a ski locker, private owner storage cage, a year-round heated outdoor pool, three hot tubs, sauna, outdoor grill, and three common rooms. Central air conditioning and screened porch doors add comfort in every season. An active Stratton Sports Center bond is transferable, with the buyer responsible for the transfer fee. Membership benefits include access to the fitness center, fitness classes, tennis, golf, and additional discounts. With the mountain and Village just steps away, everything you need for perfect Vermont getaways is close at hand. Make this your Stratton Mountain address.

771 Stratton Mountain Access Rd Unit 472, Stratton

6036 Jacksonville Stage Rd, Halifax
$725,000
5099261 MLS
Imagine 216 acres of rolling fields, peaceful woodlands, and a productive sugarbush tucked along a quiet country dirt road near the Massachusetts border in Halifax, just a short drive to Brattleboro and Wilmington. Held by the same family for generations, this remarkable Southern Vermont property offers an exceptional opportunity for those seeking a private estate, working farm, equestrian property, recreational retreat, or investment in Vermont land. The property's greatest asset is the land itself, featuring expansive open fields, a productive sugarbush, marketable timber, historic stone walls, and a tranquil wetland that provides excellent wildlife habitat. Existing structures include a farmhouse, barns, a sugarhouse in great condition, and several additional outbuildings that present an opportunity for thoughtful renovation or could serve as the foundation for your future plans. Infrastructure is already in place with electricity, a drilled well (2011), an existing septic system, and a newer roof on the farmhouse, providing a valuable head start for your vision. Whether you're looking to farm, establish an equestrian estate, tap the maple trees, build your dream homestead, enjoy outdoor recreation, or conserve a truly special piece of Vermont, this extraordinary 216-acre property presents endless possibilities.

6036 Jacksonville Stage Rd, Halifax

95 Hemlock Dr, Londonderry
$725,000
5 Beds ⋅ 3 Baths ⋅ 5098008 MLS
The smell of woodsmoke on a crisp alpine afternoon, the quiet crunch of fresh powder underfoot, and the sense that the rest of the world has dropped away, this is the reality waiting at the top of Powder Mill Ridge. Tucked into three acres of private Vermont forest, this contemporary retreat is designed less like a standard house and more like a basecamp for a life well lived. Winters mean stepping right out your door and onto local trails, spending the afternoon carving through fresh snow, and returning home with frozen cheeks to sink into the bubbling hot tub. In the summer, those same paths transform into a network of shaded hiking trails, where the only soundtrack is the wind through the hemlocks. Inside, the home strikes a balance between clean, contemporary lines and classic mountain warmth. The open-concept main floor encourages everyone to gather around the kitchen and dining spaces, sharing stories from the day's adventures while looking out at the mountain views. Downstairs, a fully finished walk out game room,complete with a pool table, rich pine ceilings, and a built in Sonos sound system offers the perfect space for rainy day tournaments or late-night movies. When the weather cooperates, the living space naturally flows outdoors. A newly constructed upper deck keeps you level with the treetops, while a clever dry-ceiling system protects the custom bluestone patio below. Walk to It is a place built for quiet mornings with a mug of coffee, lively weekend gatherings with friends, and immediate access to the best of Vermont’s outdoors. Ready to Experience Powder Mill? Properties that offer this degree of privacy alongside direct trail access rarely stay quiet for long. Reach out today to schedule a private tour and see the views for yourself.

95 Hemlock Dr, Londonderry

6036 Jacksonville Stage Rd, Halifax
$725,000
5 Beds ⋅ 1 Baths ⋅ 5088768 MLS
Imagine 216 acres of rolling fields, serene woodlands, and a glowing sugarbush tucked along a quiet country dirt road near the Massachusetts border in Halifax, just a short drive to Brattleboro and Wilmington. Held by the same family for generations, this timeless Southern Vermont property includes a farmhouse, barns, and several outbuildings ,many ready for restoration, reimagining, or replacement. Historic stone walls trace through the landscape, while a peaceful wetland area creates a natural haven for wildlife. Blending character with practicality, the property also offers solid infrastructure already in place, including power, a newer well, a newer roof, and the essential groundwork to move your vision forward. The land is truly the centerpiece, featuring sweeping open fields, a productive sugarbush, and marketable timber.

6036 Jacksonville Stage Rd, Halifax

587 Vt Route 121 E, Grafton
$715,000
4 Beds ⋅ 3 Baths ⋅ 5081734 MLS
Built in 1818 for early woolen mill owner John Woolley, the Woolley House is a rare and beautifully preserved Federal-style brick residence that blends historic character with the demands of contemporary life. Listed on the National Register of Historic Places within the Mechanicsville Historic District, this exceptional property offers unique architectural significance. Classic period details are evident throughout: antique brick walkway, a side-hall layout, blind-arch entryway, fanlight transom, wide pine floors, 12-over-12 windows, and an original central cooking hearth complete with an iron crane and concealed baking ovens. What truly distinguishes the Woolley House is its remarkable versatility for today's professional lifestyle. A converted carriage barn offers three separate private office suites with garden views and exterior access, creating an ideal environment for remote professionals, entrepreneurs, consultants, creatives, or anyone operating a home-based business. Whether you need dedicated workspace for multiple household members, private client meeting areas, or room to grow, the flexibility is exceptional. Paired with fiber-optic internet service, the property delivers the connectivity modern professionals demand while offering comfort and character impossible to find in any conventional office setting. The main residence is equally impressive. The lower level features a custom marble kitchen, formal dining room, three-quarter bath, laundry, and two gracious sitting rooms. Upstairs, four bedrooms, two updated bathrooms, a lounge, a finished loft, and a library retreat offer generous, well-appointed living space. Porches at the back of the house offer three-season enjoyment. A large attic provides significant storage space or potential additional use. Outside, mature perennial gardens, a bank of beautiful rhododendrons, and one of Windham County's most admired hosta collections create a peaceful and private setting.

587 Vt Route 121 E, Grafton

165 Stone Hollow Rd, Londonderry
$699,000
4 Beds ⋅ 3 Baths ⋅ 5111772 MLS
Welcome to an extraordinary property where Vermont living meets year-round recreation and relaxation. Located a mile from the center of Londonderry and within 20 minutes of three ski resorts. This spacious 4-bedroom, 3-bath home offers a truly uncommon amenity: your very own private indoor pool. Imagine having a private wellness retreat with recreation spaces, and gathering spots under the stars without leaving home. There's room for family, overnight guests, entertaining, and creating flexible spaces for work or relaxation. This house has easy access to skiing at Magic, Bromley, Stratton and Okemo. In the warmer months enjoy hiking, biking, area lakes and rivers. Slow down, gather, and enjoy every season. This home is worth seeing!

165 Stone Hollow Rd, Londonderry

633 635 Rte 100th Hwy, Stratton
$699,000
7 Beds ⋅ 5 Baths ⋅ 5103523 MLS
A rare Mount Snow opportunity for a family retreat or investment property! This unique offering includes two beautifully fully furnished and updated homes with direct snowmobile trail access and just 1.6 miles from the north entrance to Mount Snow. Both homes were extensively remodeled, including new roofs, windows, doors, kitchen cabinets, and each includes a new private hot tub. With an excellent rental history, this property is ideal as a family compound, vacation getaway, or income-producing investment. The expanded A-Frame features 4 bedrooms, a loft, 3 bathrooms, and 2,142 square feet of living space. The charming Chalet offers 3 bedrooms, a loft, 2 bathrooms, and 1,267 square feet of living space. Whether you choose to enjoy both homes yourself or keep one for your use and rent the other, this is an exceptional opportunity in one of Vermont's premier four-season destinations.

633 635 Rte 100th Hwy, Stratton

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