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$499,900
5098583 MLS
WATERFRONT! WATERFRONT! 756' OF WATERFRONT!! Not only will you enjoy stunning lakefront living- you'll own part of the lake itself with this exceptional 8.3-acre parcel on beautiful Lake Sadawga. Nestled at the end of a quiet cul-de-sac, this private property offers water views and the perfect setting to build your dream home, for full-time living or a second home for quiet enjoyment. Much of the groundwork has already been completed, making it easy to bring your vision to life. This property features: drilled well already in place; underground electric service installed; septic plan; expansive 8.3 acre lot with privacy and scenic surroundings. With the essential infrastructure already in place, you can focus on designing the home you've always wanted. Don't miss this rare opportunity to own a spectacular lakefront property with the added ownership of part of the lake itself!

340 Tyanoga Rd, Whitingham
$6,898,000
5 Beds ⋅ 8 Baths ⋅ 5098574 MLS
A truly one-of-a-kind estate. Uncompromising quality, timeless design, and exceptional craftsmanship. Every detail has been thoughtfully curated, showcasing impeccable fit and finish. The spectacular main residence features custom stone flooring, reclaimed vintage barn board accents, and a dramatic great room anchored by a massive smooth stone fireplace and walls of glass with natural light. At the heart of the home is a chef's kitchen complete with marble countertops, an oversized center island, walk-in pantry, dual Sub-Zero wine refrigerators, a built-in pizza oven, and a impressive suite of Wolf and Sub-Zero appliances. Designed for year-round enjoyment, the grounds are simply unmatched. Bluestone patios surround the home and lead to a sunken hot tub, cold plunge, a massive BBQ, pergola, children's playscape, and a spectacular post-and-beam open-air pavilion. Gather around the oversized fire pit while enjoying panoramic western sunsets over Haystack Mountain. Private tennis and pickleball courts, complete with a beautifully appointed cabana featuring a half bath, wet bar, and folding glass walls that open directly to the courts. A custom-built carriage house offers four oversized garage bays below for vehicles and seasonal recreational equipment. Above, guests will appreciate a beautifully finished two-bedroom apartment featuring an open-concept kitchen and living area, a gas fireplace, and a full bath ideal as guest accommodations, an in-law suite, or caretaker's quarters. The professionally landscaped grounds include a paved driveway, beautiful perennial plantings, rolling open field, and stunning views of Haystack Peak. Located just minutes from The Hermitage Club, Mount Snow, golf, skiing, dining, shopping, and all of Southern Vermont's year-round recreational amenities. This is more than a home—it's a legacy estate offering an unparalleled lifestyle where luxury, recreation, and Vermont's natural beauty come together in perfect harmony.

88 Mann Rd, Wilmington
$850,000
3 Beds ⋅ 4 Baths ⋅ 5098549 MLS
Experience true ski-in/ski-out living at Mount Snow in the highly sought-after Seasons on Mount Snow community, perfectly situated on Tin Lizzy Trail just seconds from the lift. This spacious 3-bedroom, 3.5-bath townhouse features a thoughtfully designed floor plan, including two private en suite bedrooms that provide exceptional comfort and flexibility for family and guests. Designed for both entertaining and relaxing, the home offers two separate living areas and three fireplaces, creating a warm, inviting après-ski atmosphere throughout. Owners and guests enjoy access to Seasons' exceptional resort-style amenities, including indoor and outdoor pools, a fitness center, tennis/pickleball courts, and a basketball court. With year-round recreational appeal, outstanding slopeside access, and excellent rental potential, this turnkey property is the ultimate Vermont mountain retreat.

1-C Townhouse Sq, Dover
$675,000
3 Beds ⋅ 2 Baths ⋅ 5098252 MLS
These spectacular 64 acres are located in one of the area's most romantically pastoral settings with open fields offering a mesmerizing view of Mount Monadnock, all of which is protected by a view easement. Set back at the end of a quiet dirt road and lined by stone walls, with boundary points marked by white quartz boulders, this renovated 1825 post-and-beam farmhouse combines classic authenticity with 21st-century convenience and modernization. The kitchen features gorgeous hickory cabinets with a pretty inlay design, Silestone scratch-resistant counters, and a large pantry room that connects to the attached garage through a back door. Oak and pine floors throughout maintain the historic feel, with a wood stove adding to the warmth and coziness. The first floor offers a guest bedroom and full bath, with a newer addition that could be used as an additional bedroom, library, office, or studio. The second floor has 2 oversized rooms, storage closets, and a full bath. In addition to the attached 1-car garage, an impressive 2-story barn has 2 additional large workshop rooms are a woodworkers dream come true. New roofs were put on the house porch, garage, main barn, and south shed in 2024. You have limitless outdoor adventures...snowshoeing, hiking, biking, all on your own land. Here is your opportunity to make the Vermont ideal your own, about 10 miles from Brattleboro and I-91 and 21 miles from Mt.Snow. Showings start Thursday, July 9th by appointment.

442 Josh Rd, Halifax
$419,000
3 Beds ⋅ 2 Baths ⋅ 5098211 MLS
Three-bedroom, two-bath home on just under a half-acre in Sugar Mill Village offering a functional layout, views of Mount Snow's trails and summit, and a location that puts the area's year-round recreation close at hand. The main level features an open kitchen with breakfast bar, full dining with slider to deck, and living area centered around a wood-burning fireplace, creating a comfortable gathering space after a day outdoors. A first-floor primary bedroom and full bath offer the convenience of single-level living, while a mudroom provides the perfect place to leave skis, snowboards, boots, and outdoor gear, as well as a large utility room with ample additional storage, which makes an excellent "Owner's Closet" space. The second floor includes two generously sized bedrooms and a bathroom, providing comfortable accommodations for family and guests. Outside, enjoy your own yard space, a front porch, and a rear deck with views to the top of Mount Snow, and see the fireworks displays from the comfort of your own yard. Conveniently located with easy access to Mount Snow via Route 100 to the south access or Blue Brook Road to beat the traffic to the resort's north entrance, the home is close to skiing, golf, renowned mountain biking, hiking, snowmobiling, festivals and events at Mount Snow Resort and Wilmington Village, lakes, shopping, and dining throughout the Deerfield Valley. Offered at an attractive price point, this property presents an affordable opportunity to own in the Mount Snow Resort area.

13 Mill Rd, Dover
$565,000
3 Beds ⋅ 2 Baths ⋅ 5098182 MLS
Great Location, New Roof, New Septic, recent exterior painting! This turn key residence is ideally located between three ski areas and near schools and shopping. Gourmet kitchen, wood floors, upscale baths and a huge 3 car garage/ barn with finished office space. Tucked amidst the forest with views of Magic Mountain's ridge line, whether you are looking for a second home in the mountains or looking for a full time residence, this property has what you are looking for. Enjoy a kitchen with Viking and stainless steel appliance, stone countertops that opens to the living and dining area. Near Stratton, Bromley and Magic ski areas and Burr and Burton Academy and Floodbrook Schools. Bathrooms have been beautifully renovated and wood floors are throughout the main level.The welcoming floor plan features three bedrooms/2 baths, a second floor office with mountain views and a lower level den. Situated to capture great light, the main floor opens to a beautiful deck with views of Magic Mountain, prime for enjoying the outdoors from early spring through the fall months. Access to the lower level from outdoors gives advantage to a lower level ski room with plenty of room for storage. But it doesn't stop there.The large oversized barn style garage with high ceilings, finished upstairs office space & additional 3rd bay offers what you need to store your recreational toys, vehicles or a home business if that's what you desire. Outdoors you'll spend time around the fire pit, plant raised garden beds in a yard with room to play. Most importantly, this home is turn key and exceptionally well maintained. With recent improvements, you won't need to invest anything more than enjoying a Vermont Mountain Lifestyle. It's time for you to come home to Vermont!

1886 Winhall Hollow Rd, Londonderry
$129,000
5098154 MLS
TWO LOTS, H-4 & H-13, you choose where to build, septic permits in place for both lots! Two, FOUR BEDROOM WASTEWATER PERMITS on file with the state one for each lot! Cleared lot on Maple with driveway installed, the other has been cut and could be ready to go easily! Don't miss this chance to own two abutting lots! Is being offered together or separate! See also MLS#5090072.

179 Oak Hill Rd, Wardsboro
$219,000
5098094 MLS
Discover the possibilities on this exceptional 16.9-acre Vermont property, where privacy, natural beauty, and year-round recreation come together. With nearly 300 feet of town-maintained road frontage and accessible utilities, this parcel is ready for your vision. Thoughtfully shaped by nature, the land offers three potential building sites, making it ideal for a family compound, multi-generational retreat, or a custom home with guest accommodations. Mature trees, rambling stone walls, a charming pond, a gentle stream, and patches of wild blueberries create a setting rich in character and Vermont tradition. Follow the land to its highest point to enjoy long-range views that provide a spectacular backdrop in every season. Whether you envision morning walks through the woods, listening to the soothing sounds of the stream, evenings around a fire, or creating a legacy property for generations to enjoy, this property offers the space and flexibility to bring your plans to life. Outdoor enthusiasts will appreciate the convenient access to Bromley Mountain, with Stratton, Magic Mountain, Mount Snow, and Okemo all within an easy drive for outstanding skiing, snowboarding, hiking, mountain biking, golf, and endless four-season adventure. The nearby town of Manchester offers excellent shopping, dining, galleries, and everyday conveniences, while the welcoming community of Jamaica provides a classic Vermont village with a local general store, consignment shop, coffee cafe, community events, farmers markets, and a relaxed pace of life. Conveniently located just 2.5 hours from Boston and approximately 3.5 hours from New York City, this is a rare opportunity to enjoy a private Vermont retreat with easy access to world-class recreation and small-town charm.

00 Howe Farm Rd, Jamaica
$399,000
2 Beds ⋅ 1 Baths ⋅ 5098092 MLS
Light-filled and full of cottage charm, this beautifully updated 2-bedroom, 1-bath home sits on 3.4 level acres with a shared pond, offering a peaceful country setting just minutes from the heart of Wilmington. Originally designed as a 3-bedroom home, the upper level has been roughed in and plumbed, providing an incredible opportunity to create a spacious primary ensuite, additional bedrooms, or expanded living space. The walkout basement features high ceilings and excellent potential for future finishing, while also offering convenient storage for tools, outdoor gear, and recreational toys. Outside, mature gardens add color and character throughout the seasons, while a quaint sugarhouse adds a touch of classic Vermont charm and offers endless possibilities as a hobby space, garden shed, or rustic retreat. Although close to Wilmington's shops, restaurants, and year-round activities, the property offers a wonderful sense of privacy. Just a short drive to Mount Snow, The Hermitage Club, hiking trails, lakes, golf, and the many attractions that make southern Vermont such a sought-after destination, this home is ideal as a full-time residence, a perfect starter home, or a charming country retreat with room to grow and make it your own. Private road no drive-bys. OPEN HOUSE AUGUST 9, 2026 11AM -1PM

456 Rte 100, Wilmington
$419,000
3 Beds ⋅ 2 Baths ⋅ 5098074 MLS
This lovely New England cape is situated on 11 acres, surrounded by beautiful, level land and abundant wildlife. A charming wildlife pond is tucked behind the home, accompanied by a clearing for breathtaking nature scenes. The home has been lovingly cared for by the same family since it was built. Boasting granite countertops and spacious cabinets, the kitchen is well equipped. Two eating areas are nearby as well as the pantry/mudroom. Gleaming morning light streams in through a slider to the backyard, with a front deck for summer cookouts that overlooks mature blueberry bushes. A stunning soapstone wood stove is the crown jewel of the living room, providing the perfect place to sit around the fire after a day on the slopes of nearby Mount Snow. Natural wood siding on the walls adds a warmth to the space, showcasing an elevated country flair. There is a first floor bedroom plus a den which can be used as an additional bedroom. Two larger bedrooms comprise the upstairs level, along with a bonus room that would make the quintessential home office space. The septic permit on file is for a three-bedroom system, and the property totals 11 acres in the deed. A trail in back of the house can be used as your private oasis for cross country skiing and snowshoeing. Gorgeous perennials adorn the property, making this your very own Vermont sanctuary. Newly graveled driveway plus the potential of another building lot with this much frontage.

1408 Hatch School Rd, Halifax
$289,000
3 Beds ⋅ 2 Baths ⋅ 5098068 MLS
Enjoy the perfect blend of convenience, privacy, and value with this 3-bedroom, 2-bath manufactured home offering approximately 2,000 square feet of comfortable living space. Tucked away on a nicely landscaped 0.43-acre lot, this home is perched above town, offering a peaceful setting while keeping you within walking distance of restaurants, shopping, local events, and the Moover shuttle for easy trips to Mount Snow. The property features public water and sewer, a garage, paved driveway, two storage sheds, and plenty of lawn and garden space for outdoor enjoyment. Located just off a paved town road, you'll appreciate the quiet surroundings without sacrificing accessibility. Inside, you'll find generous living space with room to spread out, making it an ideal year-round residence or weekend retreat. Whether you're buying your first home, downsizing, or simply looking for an affordable way to enjoy all that Southern Vermont has to offer, this property is worth a look. With a motivated seller and a location that's hard to beat, this is an opportunity you won't want to miss.

5 Camelot Dr, Wilmington
$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
$749,000
5 Beds ⋅ 3 Baths ⋅ 5098007 MLS
Mount Snow Retreat – Walk to the Slopes! Experience the ultimate Vermont mountain getaway in this spacious, fully furnished home, ideally located within walking distance to the Mount Snow slopes. Perfect for large families, groups, or as a vacation retreat, this inviting property features 5 bedrooms and 3 bathrooms, offering plenty of space for everyone. The open concept living and dining area is the heart of the home, highlighted by beamed ceilings, abundant natural light, and a stunning floor-to-ceiling stone gas fireplace creating the perfect setting for relaxing after a day on the mountain. A separate, spacious family room provides additional space for entertaining, games, or movie nights. Step outside onto the expansive wraparound deck and take in beautiful winter mountain views while enjoying the peaceful Vermont setting. Being offered fully furnished, this turnkey home is ready for your next mountain adventure or vacation rental opportunity. Whether you're skiing, hiking, golfing, boating, or simply escaping to the mountains, this property offers comfort, convenience, and the perfect place to create lasting memories with family and friends. Don't miss this exceptional Mount Snow home!

24 Snow Vidda Loop, Dover
$325,000
2 Beds ⋅ 2 Baths ⋅ 5098004 MLS
Welcome to this one-of-a-kind hexagonal home nestled in the heart of the West River Valley, where thoughtful updates meet Vermont character and a truly special setting. This 2-bedroom, 2-bath residence offers a unique architectural design with vaulted ceilings, abundant natural light, and a layout that feels both open and inviting. The property is very private and also boasts seasonal mountain views. Recent improvements include a custom built sauna, fresh exterior paint, updated bathrooms, new flooring throughout, new skylights, some new windows and new insulation as well as plumbing and electrical work, new appliances, and a new wood stove insert, providing modern comfort while preserving the home’s distinctive charm. The dramatic interior spaces, bright wood details, and unconventional design create a home with personality that stands apart from the ordinary. Located in beloved Townshend, this property places you at the center of all that makes southern Vermont living so special. Spend summer days exploring nearby swimming holes, hiking scenic trails, and enjoying the beauty of the surrounding Green Mountains. In winter, nearby ski areas offer easy access to downhill and Nordic adventures, while local farmer’s markets, farm stands, and community gatherings bring the best of Vermont’s small-town lifestyle right to your doorstep. Whether you’re looking for a full-time residence, a weekend retreat, or a place to slow down and reconnect with nature, this unique Vermont home offers a rare opportunity to own a piece of the West River Valley’s charm. Property also abuts a right-of-way to the VAST trails.

239 Harwood Pl, Townshend
$2,290,000
5 Beds ⋅ 9 Baths ⋅ 5097953 MLS
Discover a once-in-a-generation opportunity to own an extraordinary 745± acre estate in the heart of Southern Vermont. Steeped in centuries of history yet thoughtfully updated for modern living, this remarkable property combines unmatched natural beauty, recreational opportunities, and agricultural potential. The diverse landscape features expansive open fields, mature woodlands, pristine streams, scenic mountains. Miles of historic carriage roads have been transformed into an extensive trail network ideal for mountain biking, hiking, trail running, horseback riding, cross-country skiing, and snowshoeing. Abundant wildlife, a productive sugarbush, and managed timber resources make this an exceptional property for conservation, recreation, or income-producing land management. The 4,400+/1 square foot main residence offers five bedrooms and comfortable, updated living spaces that blend timeless Vermont character with today's conveniences. A charming carriage house includes a private two-bedroom apartment, providing ideal accommodations for guests, family, caretakers, or rental opportunities. An extensive collection of outbuildings offers outstanding flexibility for equestrian pursuits, livestock, woodworking, equipment storage, workshops, or a variety of agricultural and recreational uses. Modern infrastructure includes drilled wells, updated septic systems, a whole-house generator, and high-speed internet, allowing for year-round comfort without sacrificing the property's peaceful rural setting. Conveniently located near renowned ski resorts, shopping, dining, and four-season recreation. Metropolitan areas are easily accessible making this an ideal full-time residence, sporting estate, family compound, working farm, or legacy investment. Properties of this size, quality, and versatility rarely become available. This is a truly exceptional Southern Vermont offering.

634 Lower Dover Rd, Marlboro
$409,000
1 Beds ⋅ 1 Baths ⋅ 5097932 MLS
Perfectly positioned in the heart of Stratton Mountain Resort, this well-maintained fourth-floor Long Trail condominium offers the mountain lifestyle you are looking for. Enjoy partial views of the mountain from your retreat while being just a short walk to Stratton's ski slopes, Village shops, restaurants, year-round events, and outdoor activities. Whether you're heading out for first tracks, dinner with friends, or an evening concert, everything is just steps from your door. This inviting one-bedroom has been lovingly cared for and is a low-maintenance home base for every season. After a day on the mountain, take advantage of Long Trail's outstanding owner amenities, including a heated outdoor pool, relaxing hot tubs, sauna, welcoming common areas, and the convenience of a parking garage. Dedicated ski lockers on the lower level make it easy to store all of your gear outside the unit, keeping your living space uncluttered and ready to enjoy. Whether you're searching for a weekend getaway, a four-season retreat, or an investment in one of Stratton's most sought-after locations, this Long Trail condominium offers an exceptional combination of comfort, convenience, and resort living. With the slopes, Village, and amenities all within easy walking distance, you'll spend less time driving and more time enjoying everything Stratton has to offer.

771 Stratton Mountain Access Rd Unit 468, Stratton
$285,000
3 Beds ⋅ 1 Baths ⋅ 5097858 MLS
Tucked in near schools, hospital, shopping and a short walk to fishing and a canoe ride. Room enough for a garden, play space and just the right size for new beginnings. Nice sun porch doubles a a mud room, kitchen is huge with room enough for an island, a sweet spot with lots of potential.

455 S Main St, Brattleboro
$1,150,000
3 Beds ⋅ 4 Baths ⋅ 5097857 MLS
Welcome to this beautifully maintained top-floor Rising Bear condominium, where you’ll enjoy stunning views of Stratton Mountain and the Commons Pond from nearly every room. The soaring cathedral ceilings and abundant natural light create a bright, open feel, while the spacious loft overlooking the living area offers a great spot for relaxing, gathering, or extra sleeping space. The living room is warm and inviting, centered around a stone-faced gas fireplace perfect for cozy evenings after a day on the slopes. Recent updates, including refreshed countertops, updated lighting, and a high-quality audio/visual system, add modern comfort while keeping the home’s classic mountain charm. The layout is both practical and comfortable, with a primary suite on the main level and an additional en-suite bedroom, bunk room, and loft upstairs ideal for hosting family and friends while still offering privacy. Owners also benefit from excellent amenities, including two heated underground parking spaces, private ski lockers, a year-round heated pool, outdoor hot tubs, and a sauna. With its beautiful views, thoughtful updates, and move-in-ready condition, this is a wonderful opportunity to enjoy life at Stratton Mountain.

43 Middle Ridge Rd Unit 417, Stratton
$160,000
5097818 MLS
This 11-acre parcel is situated near Cole Pond, only a few miles from the Stratton Mountain Access Road. The lot offers several potential building sites, including an elevated area that boasts stunning views, as well as a lower option. A driveway extends approximately halfway up the property, providing access to the upper site, which features a remarkable vista of Bromley Mountain. As one progresses further, the views expand to the north and east towards the West River. This property offers a distinctive opportunity to build a dream home surrounded by breathtaking mountain scenery and the tranquility of starry nights. Residents can enjoy peaceful walks along Cole Pond Road with their families and pets, while remaining conveniently close to Stratton Mountain, dining options, and shopping facilities. Permitted for a 4 bedroom Permit Number: WW-2-7891. This permit has a replacement site as well.

Rose Ln, Londonderry
$425,000
3 Beds ⋅ 2 Baths ⋅ 5097788 MLS
Charming, rustic mountain-theme home in excellent turnkey condition located in the peaceful, convenient Snow Mountain Farms in Wardsboro, offering the best of Vermont living. Surrounded by nature and just minutes from scenic hiking trails, outdoor recreation, and year-round adventure, this 3-bedroom, two-story chalet is the perfect mountain retreat. Features include three updated bedrooms, two fully remodeled bathrooms, an open-concept kitchen, dining, and living area with a wood-burning fireplace insert, pine shiplap walls with live-edge window trim, laminate wood flooring throughout, exposed wood beams with a shiplap ceiling, a brand-new metal roof with added dormer insulation, new water heater and pressure tank, whole-house filtration system with sediment and UV filter, smart electric thermostats, second-floor washer/dryer hookup, and a wood/tool shed for extra storage. Relax on the front balcony or back deck, gather around the fire pit, and enjoy the large yard with ample parking. Snow Mountain Farms HOA amenities include an indoor pool and tennis courts. Conveniently located near Mt. Snow, Stratton, golf, lakes, restaurants, shops, and endless opportunities for hiking, skiing, snowmobiling, kayaking, and exploring Vermont's natural beauty. Experience the tranquility of mountain living while remaining close to everything Southern Vermont has to offer. A must-see before it's gone!

180 Debbie Higgins Ln, Wardsboro
$699,000
3 Beds ⋅ 2 Baths ⋅ 5097782 MLS
Turn-key, beautifully furnished, and ready to enjoy, this exceptional Vermont property is being offered with all brand-new furnishings included, making it a rare opportunity to step right into the Vermont lifestyle. Set on 20 private acres in the heart of Grafton, this beautifully maintained 3-bedroom, 2-bath home with a custom office offers the perfect blend of comfort, versatility, and modern convenience. Tucked against the mountains with beautiful long-range views, the property also includes a separate cottage and a young vineyard sold with equipment that is ready for someone to take it to the next stage and high-speed fiber internet makes working remotely effortless. The home has been thoughtfully updated throughout, featuring a beautifully renovated kitchen with custom Amish cabinetry and stainless-steel appliances, an updated bathroom, modern lighting and electrical upgrades, and fresh interior and exterior paint. A spacious Trex deck provides the perfect place to relax and take in the peaceful surroundings. One of the property's standout features is the attached two-car garage with automatic door openers a rare convenience for a Vermont country home. Outside, you'll find approximately 20 acres of open fields and woodland, a picturesque ½-acre pond, a producing vineyard, and a classic two-story barn, creating an incredible setting for recreation, entertaining, or simply enjoying the beauty of Vermont. Additional highlights include a Tesla Powerwall for enhanced energy resilience and efficiency, a beautiful fireplace, and a location that's just a short walk to the historic village of Grafton while remaining within easy reach of Okemo, Stratton, and year-round recreation.

661 Wright Orchard Rd, Grafton
$999,000
5097753 MLS
Southern Vermont's fully renovated Mount Snow income compound: five separately metered rentable units across four buildings on 2.57 level acres in West Dover, main-road frontage on VT Route 100, pond on site. About 5 minutes from Mount Snow Resort in the Deerfield Valley, on the ski-bus route from the mountain into Wilmington. Same-road neighbors include Gray Ghost Inn (sold $1,100,000, 2023) and Big Bear Lodge (asking $1,590,000). Every unit gut-renovated to New York City standards by the seller's contractor family. The blue house is the largest building and holds two units; three standalone units (A, B, and G) round out the compound. New siding, new windows, permitted decks, new appliances, spray-foam and cellulose insulation, sump pumps, French drains, dehumidifiers, tankless on-demand hot water with a water filter in each unit, and heated bathroom floors in two units. Central air in the largest building; heat pumps elsewhere (one has two); electric baseboard and one radiant unit. Shared private drilled well, municipal town sewer (metered, scoped clean), radon tested with ventilation installed, security cameras, and smart-code locks. Fidium Fiber available in the valley. Built 2002, owned free and clear, delivered turnkey to a buyer stepping into a completed asset in one of the Deerfield Valley's most active four-season markets. The Mount Snow area draws year-round demand: skiing and riding in winter, mountain biking and Somerset Reservoir in summer, landmark New England foliage in fall. Minutes from Wilmington's restaurants and Adams Farm, about 30 minutes from Brattleboro. The layout is flexible: the blue house can consolidate into one unit, with room for an additional standalone building within a five-unit configuration. Whether the plan is a lifestyle compound, a long-term investment, or both, this is what the Mount Snow corridor rarely lists: a fully renovated multi-building compound on 2.57 acres of main-road frontage, ready to run.

85 Rte 100, Dover
$63,000
2 Beds ⋅ 1 Baths ⋅ 5097748 MLS
Looking for an easy escape to the mountains? This furnished 2-bedroom mobile home sits right on the banks of the West River in West River Park—an ideal spot for seasonal living in Southern Vermont. The park has 23 sites and allows homeowners to stay up to 6 months each year, making it a great option for summer adventures or a winter ski base or, a little bit of both! Stratton is just 20 minutes away, and Mount Snow about 30, so you're never far from the slopes. In warmer months, enjoy fishing, swimming, or hiking nearby. The home has seen several recent updates, including new windows, a new chimney, oil tank, outdoor storage shed, and a propane stove for that cozy cabin feel. Park rent is $435/month and covers water, septic, snow removal, and lawn care—making for simple, low-maintenance living. If you’ve been looking for a quiet spot with river views and easy access to all the region has to offer, this might be the one.

2022 Rte 30, Jamaica
$869,900
3 Beds ⋅ 2 Baths ⋅ 5097702 MLS
Experience the perfect blend of Vermont charm and modern comfort in this beautifully crafted custom post-and-beam home with a beautiful view, ideally located in the heart of Dover. Just minutes from Mount Snow, local restaurants, shopping, area amenities, and the scenic Valley Trail, this home offers the perfect balance of convenience and privacy in a peaceful wooded setting. Inside, many windows fill the home with natural light, showcasing the warmth and character of the exposed timber frame. The inviting living room is centered around a stunning stone-surround gas fireplace, creating the perfect gathering space after a day of skiing, hiking, or exploring Southern Vermont. The chef's kitchen is designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, and generous workspace. The spacious primary suite serves as a private retreat with a spa-inspired bathroom complete with a soaking tub, double vanity, and walk-in tiled shower. Mini-split heating and cooling systems provide year-round comfort, while the covered front entry welcomes guests in every season. There is also a whole-house generator for peace of mind. Ample parking and the tranquil wooded surroundings complete this exceptional property. Whether you're looking for a full-time residence, a Vermont getaway, or an investment property, this thoughtfully designed home offers custom craftsmanship, quality finishes, and an unbeatable location close to everything the Deerfield Valley has to offer.

45 Sawmill Village Way, Dover
$1,998,000
5 Beds ⋅ 5 Baths ⋅ 5097683 MLS
Private Vermont Sanctuary with Spectacular Mountain Views. Tucked away on a quiet dead-end road, yet just minutes to Hermitage Club, Mount Snow and downtown Wilmington. Every room offers a view. Direct snowmobile access and walking trails! Set on 20 private acres in the heart of Vermont’s Green Mountains, the property features panoramic views of Haystack, Mount Snow, and the spine of the southern Green Mountains. With over 4,200 square feet of thoughtfully designed living space, the interior boasts clean lines, a Primary suite with walk-in closet and spa-like bath. Floating staircase, a large foyer, and a screened-in porch for enjoying warm evenings. Vaulted ceilings, radiant heat throughout, and walls of windows frame the stunning mountain and valley vistas. Open-concept kitchen and dining area with granite countertops, custom cherry cabinets and flooring, large center island, and a massive stone fireplace. Direct access to multi-level decks. Spacious living room with exposed beams and a cozy sitting area with a Projection System and a Custom high-end audiophile Sound system. Oversized heated 3-car garage. Enjoy outdoor living at its best with beautifully maintained flower gardens, open fields, a mature mixed forest, a patio, a hot tub, an outdoor shower, and creek frontage.

32 Steep Hill Rd, Wilmington
$875,000
3 Beds ⋅ 3 Baths ⋅ 5097656 MLS
Beautiful custom-built log home perched on a hillside in South Wardsboro, offering privacy and a convenient location between Mount Snow and Stratton ski resorts, with easy access to Brattleboro and Manchester. Set on 3 scenic acres, this 3-bedroom, 2 1/2 bath home with a loft blends rustic charm with modern comfort. The inviting covered front porch leads to an open-concept living with fireplace, dining, and kitchen area featuring radiant-heated wood floors, hickory cabinetry, a pantry, and access to the rear deck. The main-level primary suite includes a walk-in closet and a ¾ bath with a tiled shower and linen closet. A half bath with laundry completes the first floor. Upstairs you'll find two additional bedrooms, a full bath, loft, hallway storage closets, and access to approximately 580 square feet of unfinished space above the attached 24' x 32' radiant-heated garage. Complete with a gas stove, this versatile area is ideal for a future family room, studio, or recreation space. A separate outbuilding (24x28) with overhead storage offers plenty of room for outdoor equipment, recreational toys, or a workshop. Full house and barn Kohler Generator. The landscaped yard includes a fire pit and BBQ area, creating the perfect setting to relax and entertain while enjoying Vermont's natural beauty.

482 E Dover Rd, Wardsboro
$20,000
5097619 MLS
Affordable opportunities to own land in Southern Vermont are becoming increasingly hard to find. This 1.30+/- acre wooded parcel on Smead Road offers a gradual rise from the road, creating a private, natural setting to enjoy now or explore for the future. Conveniently located between Mount Snow and Stratton, the property is close to year-round recreation, including skiing, snowmobiling, hiking, mountain biking, fishing, kayaking, and the shops and restaurants of nearby Dover, Wardsboro, Wilmington, and Jamaica. Whether you're looking for a recreational retreat, an investment in Vermont land, or simply an affordable way to establish your own piece of the Green Mountains, this parcel is well worth a look.

Smead Road, Wardsboro
$825,000
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
$649,000
3 Beds ⋅ 3 Baths ⋅ 5097576 MLS
Experience the ease of Stratton Mountain living from this inviting three-bedroom Styles Brook condominium, ideally located just moments from the lifts. Hop on the convenient winter shuttle or enjoy a pleasant walk to the base area, with Stratton's Sports Center, fitness facilities, and year-round amenities just a short stroll away. Designed for both comfort and entertaining, the spacious main level features an open-concept living, dining, and kitchen area filled with abundant natural light. A convenient half bath and a sunny deck to provide the perfect space to relax, whether you're enjoying crisp winter mornings or Vermont's beautiful summer afternoons. The upper-level primary suite offers a peaceful retreat, complete with a full bath and a generous walk-in closet. The lower level provides two additional bedrooms, a full bath, and a dedicated laundry area, offering plenty of space for family and guests after a day on the mountain. Styles Brook residents enjoy outstanding community amenities, including a seasonal swimming pool and paddle courts, making this an exceptional destination in every season. Whether you're skiing, hiking, golfing, mountain biking, or simply taking in the fresh mountain air, this condominium offers the perfect blend of convenience, recreation, and low-maintenance ownership in one of Stratton's most desirable communities.

28 Styles Branch Rd Unit 305, Stratton
$480,000
5 Beds ⋅ 2 Baths ⋅ 5097573 MLS
Nestled on 1.25 flat and beautifully maintained acres and just 1/2 mile from the village, this spacious 5-bedroom home offers the perfect blend of charm, convenience, and Vermont lifestyle. The lovely yard features a mature raspberry patch, ample space for gardens, outdoor entertaining, or simply enjoying the peaceful setting. Ideally located just 1/2 mile from the heart of Jamaica Village and only 3/4 mile to Jamaica State Park, outdoor recreation, dining, and local shops are all close by. Stratton Mountain and Mount Snow are both just 20–25 minutes away, making this an excellent four-season retreat or full-time residence. Inside, the home offers hardwood floors throughout, generous living space, and a wonderful sunroom with a woodstove hookup perfect for cozy evenings year-round. Additional highlights include a paved driveway, easy access to Route 30, an attached garage and workshop space.. For added transparency and peace of mind, the seller has completed a pre-listing property inspection, which is attached in the MLS. Lovingly owned by the same family since it was built, this home is filled with warmth, history, and opportunity for its next chapter. This property has full time tenants and need a minimum of 24 hours notice, longer preferred, on showings. Closing can happen October 1 or after.

3327 Rte 30, Jamaica

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