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$524,500
4 Beds 2 Baths 5096233 MLS
Beautifully Maintained 4-Bedroom Home with Spacious Loft Near Mount Snow Ideally located just minutes from Mount Snow, this inviting 4-bedroom, 3-bath home offers the perfect blend of comfort, convenience, and privacy. Nestled in the desirable Sugar Mill Village community, just off Route 100, the property is tucked away in a peaceful wooded setting that feels worlds away while remaining easily accessible. Situated at the end of a paved cul-de-sac, the home enjoys a level lot, a private backyard, and a spacious deck ideal for outdoor entertaining and relaxation. Inside, a generous mudroom welcomes you with built-in storage and ample closet space for all your outdoor gear. The main level features a bright, open-concept floor plan that seamlessly connects the kitchen, dining, and living areas. The well-appointed kitchen offers abundant workspace, highlighted by a large center island with additional seating. Sliding glass doors in the dining area open directly to the deck, creating an effortless indoor-outdoor flow.

14 Mill Rd, Dover

$529,000
4 Beds 3 Baths 5096153 MLS
Tucked away at the end of a long private driveway on a quiet cul-de-sac, this impeccable 4-bedroom chalet offers the perfect blend of privacy, adventure, and year-round Vermont living in the sought-after Powder Mill community. Set on 1.54 wooded acres, the property is surrounded by nature with access to maintained hiking and snowmobile trails, including connections to the VAST trail network and scenic Lowell Lake. Designed for gathering and relaxation, the home features a classic chalet layout with warm wood accents, inviting open living spaces, and room for everyone to unwind after a day outdoors. The lower level offers three bedrooms, two renovated baths, laundry, and a sauna, while the upper level features an open-concept living, dining, and kitchen, as well as the primary suite with yet another fully renovated bathroom. A loft provides additional flexible space for a game room or office. Powder Mill is a conservation-minded community known for its peaceful setting and outdoor lifestyle, with trails and recreation right outside your door in every season. Ideally located in the heart of southern Vermont’s ski country, you’ll enjoy easy access to Magic, Stratton, Bromley, and Okemo Mountains. This special property captures the very best of Vermont living.

202 Twin Brook Cir, Londonderry

$450,000
4 Beds 2 Baths 5096078 MLS
Tucked along a country road just beyond the village, shopping center and Pingree Park, this charming cedar shake Cape combines historic New England character with remarkable energy efficiency. Thoughtfully renovated with a comprehensive deep-energy retrofit, the home offers modern comfort while preserving its vintage appeal, including exposed hand-hewn beams and original architectural details dating back more than 125 years. Extensive improvements include insulated walls and foundation, an R-90 attic, standing seam metal roof, upgraded electrical service, heat pumps for efficient heating and cooling, a rebuilt chimney with stainless liner, and a 6 kW rooftop solar array. The result is a comfortable, low-maintenance home with exceptionally low operating costs and net-zero energy potential. Inside, warm living spaces blend historic charm with modern conveniences. Updates over the years include improved electrical systems, added indows and replaced windows where needed, renovated stairs, updated fixtures, and newer appliances. A wood stove hook up adds potential for additional ambiance and supplemental heat. Outside, the property offers a spring-fed pond, mature woodland, perennial gardens, raised beds, and a stone patio with fire ring for enjoying Vermont's four seasons. Though modest in size, the setting feels expansive with neighboring open fields and woods providing a sense of connection to nature. Located in the heart of the Southern Green Mountains, the property is just minutes from Bromley, Magic, Stratton and Okemo Mountains, and countless hiking, biking, cross-country skiing, and paddling destinations nearby. Weston Village, Manchester, and Chester are all within easy reach, offering theater, dining, shopping, and year-round cultural events. An uncommon opportunity to own an adorable and highly efficient Vermont home near town where historic character, sustainability, and four-season recreation come together in one convenient location. All measurements approx

606 Old Stowell Hl, Londonderry

$550,000
3 Beds 5 Baths 5096050 MLS
Welcome to Your Private Vermont Sanctuary. Tucked away from the rush of the everyday world, this exceptional country?property offers the ultimate blend of privacy, rustic charm, and modern functionality. Originally built in 2000 and thoughtfully expanded in 2008, the main residence serves as a bright, airy haven designed for both peaceful living and effortless entertaining. At the heart of the home, a classic brick fireplace and hearth anchor a cozy living area. This space flows seamlessly into an impressive, sun-drenched 22’ x 26’ great room featuring ten large windows and dual sliders that open directly to an 11’ x 22’ deck. Enjoy quiet mornings on the spacious three-season enclosed porch, which overlooks handsomely crafted stone retaining walls, stunning perennial flower beds, and a sprawling, always-organic vegetable garden complete with established blueberry bushes and mature asparagus. The home is finished in premium, double-stained cedar-shake siding, features a newer main roof (installed 2015), and includes an attached two-car garage neatly tucked underneath. The detached barn, just across the driveway, offers incredible flexibility for remote work, multi-generational living, or rental income: 1. An additional third garage bay. 2. A private, dedicated office space with a convenient half-bath. 3. A fully independent, legal 1-bedroom, 1-bathroom apartment—perfect for guests, an in-law suite, or a steady income stream. This is an Ideal Location, positioned perfectly to enjoy the best of Southern Vermont. You are just 10 minutes from the historic charm of Newfane, home to local favorites like The Fat Crow and the Newfane Inn, one of the most picturesque villages in the state. 20 Minutes from world-class skiing and riding at Mount Snow. 25 Minutes from the vibrant arts, culture, and dining scene of downtown Brattleboro. This isn't just a home; it's a quintessential Vermont retreat.

439 Dover Rd, Newfane

$299,000
3 Beds 1 Baths 5096011 MLS
Welcome to a home where everyday living feels just a little more special. Offering three comfortable bedrooms and a functional, inviting layout, this property is designed for everything from quiet evenings at home to hosting family and friends. The true highlight is the incredible backyard, a rare, fully fenced, level oasis that's ready for every season of life. Fire up the grill on the spacious back deck, let the kids and pets roam freely, plant the garden you've always wanted, or gather around a fire pit under the Vermont stars. This is the kind of outdoor space buyers dream about and seldom find. In addition to the incredible yard. A fully paved driveway with room for multiple cars, space for RV's Boats and other recreational items is at your service. Located in one of Brattleboro's most convenient neighborhoods, you'll love being just minutes from vibrant downtown shops, local restaurants, schools, parks, and minutes from I-91 leaving you 30 minutes to major MA and NH Hubs. Enjoy year-round community events while still enjoying the peace and privacy of your own backyard retreat. Whether you're grabbing a morning coffee, exploring the local arts scene, or taking advantage of nearby hiking and recreation, everything you love about Brattleboro is right at your fingertips. This isn't just a place to live, it's a place to make memories. This home offers the lifestyle you've been waiting for. Don't miss your chance to experience everything this exceptional property has to offer. List Agent is related to the Sellers

48 Carriage Hill Rd, Brattleboro

$575,000
3 Beds 3 Baths 5096005 MLS
Welcome to a home with a story. Originally the 1787 residence of local blacksmith Marshall Newton, this property has been a cherished family retreat for the last fifty years. One of only two original settlements on Newfane Hill that are still there. It’s a place with "old world" charm—like centuries-old wall paneling —but also a new 2025 standing-seam roof and extensive insulation upgrades. This is a property with a lot of soul. The heart of the home is the bright living room, which flows into a charming office perfect for any creative spirit. The main-floor bedroom offers easy living, while two guest rooms await upstairs. Outside, you’ll find stone walls, perennial gardens, and enough land to explore or even subdivide. After years of being a deeply loved home, it’s ready for the next generation to move in, update, and make it their own. Enjoy the peace of a quiet country road while staying less than 10 minutes from wood-fired pizza at The Fat Crow and the Newfane Store with a great local deli. Whether you’re heading to the slopes of Mt. Snow or commuting from Boston or NYC, this is Vermont living at its finest. Sellers must find suitable housing.

157 Newfane Hill Rd, Newfane

$769,000
2 Beds 3 Baths 5095978 MLS
Stunning Southern Vermont home with views, gardens and private pond on 10 acres in coveted Dummerston, Windham County. Entering the circular drive, lush perennial gardens welcome you and the magic begins. This meticulously designed 1600-square-foot home features soaring ceilings and superior craftsmanship throughout. The spacious kitchen includes custom cabinetry, Sub-Zero and Wolf appliances, Carrara marble countertops, a wine fridge and a sitting area beside a fireplace. An oversized great room creates a wonderful gathering place with expansive views from the ample south-facing windows. Beautifully designed bathrooms continue the Carrara marble theme with custom vanities, radiant floors and heated towel racks. The first floor primary offers one-level living and overlooks a tranquil screened porch. A second bedroom upstairs offers lovely views, for a total of 2 bedrooms and 2.5 baths. Step onto the large stone terrace to take in the parklike, private setting, lush wetlands, a spring-fed swimmable pond and a custom-built gazebo from Thailand. Goshen stone steps lead to a lower garden, sitting area and fire pit. An attached oversized 2-car garage adds convenience plus storage and workspace. A whole-house backup generator and raised vegetable garden beds are just a few of many extras included in this special offering. Garden enthusiasts and nature lovers seeking superior construction, privacy, and artistic design will love this one-of-a-kind serene, Vermont retreat. Walk to nearby hiking trails, a nature reserve, and several working orchards and farms, while being just 10 minutes from the eclectic village of Putney and Route 91. This Southern Vermont country home is a wonderful second home or vacation property for those coming from Boston (2¼ hours), Hartford (1¼ hours), or NYC (3½ hours). Easy drive to ski mountains. Landmark College, Putney School and Greenwood School are minutes away, as is Brattleboro, Southern Vermont’s most vibrant artistic hub.

947 Miller Rd, Dummerston

$450,000
4 Beds 4 Baths 5095944 MLS
Just minutes from Mount Snow, this contemporary chalet offers approximately 3,000 square feet of finished living space and easy access to Southern Vermont's year-round recreation. A cathedral ceiling, floor-to-ceiling windows, abundant natural light, hardwood floors, and a wood-burning fireplace create a warm and inviting atmosphere. The flexible floor plan offers ample space for entertaining, working from home, hobbies, recreation, or hosting family and friends. The walkout lower level provides additional finished living space with a wood stove, kitchenette, three-quarter bath, and multiple finished rooms, offering a variety of potential uses. Situated on a 1.3-acre lot, the property is conveniently located near skiing, golf, hiking trails, lakes, restaurants, shopping, and VAST snowmobile trail access. Whether you're seeking a primary residence, vacation home, or investment opportunity, this property offers space, versatility, and tremendous potential. Priced to reflect its current condition, this is an excellent opportunity to build equity through future updates while enjoying the home as it is today.

53 Sugar House Rd, Dover

$549,000
4 Beds 2 Baths 5095908 MLS
Located in the Chimney Hill community, this four-bedroom, two-bath home offers the perfect Southern Vermont retreat for every season. The open-concept living, kitchen, and dining area creates a welcoming space for gathering with family and friends after a day of skiing, boating, hiking, or exploring the area. Warm wood accents and comfortable living spaces create a relaxed Vermont atmosphere that feels inviting year-round. Step outside to the front porch and enjoy the seasonal mountain views while taking in the peaceful surroundings. Set on a wooded lot, the property offers a balance of privacy and convenience, with easy access to the extensive amenities of Chimney Hill and the recreation opportunities that make Southern Vermont such a sought-after destination. As a homeowner in Chimney Hill, you'll enjoy access to a wide range of community amenities, including an indoor pool, outdoor pool, fitness and community center, pickleball courts, ice skating, tennis courts, and an extensive network of hiking and recreational trails. Whether you're looking for outdoor adventure or a place to relax with family and friends, Chimney Hill offers activities for every season. Just minutes from Lake Whitingham, Mount Snow, The Hermitage Club, and downtown Wilmington, this home is ideally located for year-round enjoyment. Spend your summers boating, paddling, and swimming on the lake, and your winters skiing and snowboarding at nearby resorts. Whether you're looking for a primary residence, vacation home, or investment property, this four-bedroom getaway provides the space, location, and lifestyle that Vermont buyers are seeking.

7 Lightning Ledge Way, Wilmington

$589,000
3 Beds 3 Baths 5095842 MLS
Tucked away near the end of a quiet dead-end country road, this charming vintage rambler offers privacy, natural beauty, and the timeless appeal of rural Vermont living. Set on more than 17 acres of open meadows, woodlands, wildflower fields, aged apple trees and two crystal-clear ponds, the property invites you to reconnect with nature in every season. Summer days are made for exploring the woods, catching fireflies, and wading in the pond, while winter brings opportunities for sledding on your own hillsides or returning home from nearby cross-country ski trails to gather around the woodstove, the heart of the living room. Or travel just a little further for the downhill thrill seeker. Offering comfort and flexibility, this home features three private bedroom suites, each with its own bath—ideal for hosting family and friends. One is located on the first floor, the second-floor center suite enjoys the added bonus of a private den or office space. A practical mudroom with laundry connects the attached two-car garage to the living space, and access to the third suite. A welcoming country kitchen blends beauty and function with soapstone countertops and sink, stainless steel appliances, and views across the back meadow. An eat-in dining area and island seating make it easy to gather while meals are prepared. Additional features include beautiful wood floors, exposed antique beams, replacement windows, a newer roof, fresh exterior paint and a replacement septic design ready should it ever be needed. A true Vermont storybook setting, offering exceptional privacy and natural connection yet located only 8 minutes from the center of historic Grafton Village.

596 Four Chimneys Rd, Grafton

$1,250,000
4 Beds 4 Baths 5095837 MLS
At the beginning of a dirt road just outside the historic village of Grafton VT you will find an exceptional country estate that combines timeless New England charm with modern comfort, privacy, and equestrian amenities. Thoughtfully designed to replicate a classic colonial home and extensively updated by its current owners, this meticulously maintained property offers an extraordinary lifestyle in one of Vermont's most picturesque communities. As you arrive you are welcomed by beautifully landscaped grounds, mature perennial gardens, and a private wooded setting that creates a true sense of seclusion. Despite its peaceful surroundings, the property is just minutes from Grafton Village and within 45 minutes of several premier Southern Vermont ski resorts, making it an ideal year-round residence, vacation home, or family retreat. Offering four bedrooms, four bathrooms, and numerous living and gathering spaces, the home is perfectly suited for hosting family and friends. The well-appointed chef's kitchen features an island with seating, abundant workspace, and easy access to the home's entertaining areas. A spacious family room with a stunning stone fireplace, private bath, and loft above serves as a centerpiece of the home, while three additional working fireplaces add warmth and character throughout. A second-floor den and game room provide flexible living space for relaxation, recreation, or remote work. Outdoor amenities are equally impressive. Enjoy summer days by the inground swimming pool, tend to the gardens, or explore the surrounding landscape. For horse enthusiasts, the property includes a four-stall barn and fenced pastures. Additional features include a two-car garage, clean and spacious basement, garden shed, and abundant storage throughout. Whether you're searching for a Vermont equestrian property, luxury country home, or four-season retreat near skiing and outdoor recreation, this remarkable Grafton estate offers you the very best.

364 Houghtonville Rd, Grafton

$399,000
3 Beds 2 Baths 5095784 MLS
Tucked among mature trees in the desirable lower section of Chimney Hill, this charming home offers comfort, character, and easy living. A gently sloping gravel driveway and attached converted garage provide year-round convenience, while beautifully established perennial gardens and a gently sloping yard create an inviting outdoor setting rarely found in the area. Inside, the home exudes warmth and rustic Vermont charm with a rustic, relaxed atmosphere that immediately feels like home. The thoughtfully designed floor plan provides comfortable ground-floor living, with the primary living spaces and bedrooms conveniently located on the main level. A spacious deck and covered side porch provide the perfect places to enjoy morning coffee, unwind after a day outdoors, or entertain friends and family. Ideally situated less than 2 miles from downtown Wilmington, approximately 7 miles from Mount Snow, less than 1 mile from Harriman Reservoir, and about 5 miles from Lake Raponda, the property offers easy access to some of Southern Vermont's most sought-after recreation. Enjoy nearby swimming, boating, paddling, hiking, mountain biking, skiing, and golf. Chimney Hill residents enjoy access to extensive community amenities, and nearby VAST trail access offers additional winter recreation opportunities. Whether you're looking for a primary residence, weekend retreat, or mountain getaway, this charming home offers a peaceful setting, practical features, and timeless appeal in one of Southern Vermont's premier four-season destinations.

60 E Brook Xing, Wilmington

$949,000
3 Beds 4 Baths 5095657 MLS
Experience ultimate year-round luxury in this tastefully renovated townhome at Slopeside, featuring convenient trail access. Perfectly blending comfort and convenience, this inviting mountain retreat features an updated kitchen and baths, a cozy wood-burning fireplace, and mini-splits for efficient summer cooling. The spacious layout offers three bedrooms plus a private loft complete with its own 3/4 bath. There is plenty of room to relax after a day on the trails, or you can step down into the sunken hot tub on the recently updated deck. Leave the keys behind, its exceptional location offers easy walking access to village shops, dining, and the in-ground pool for the ultimate hassle-free mountain getaway.

56 Shattarack Rd Unit D6, Stratton

$339,000
3 Beds 2 Baths 5095543 MLS
Conveniently located between Mount Snow and Stratton Resort you'll find this three-bedroom, two-bathroom home surrounded by lush perennial gardens that thrive in the sun of the one-acre lot's southern exposure within the desirable Snow Mountain Farms community of Wardsboro, Vermont. The main level features an inviting open-concept layout that seamlessly connects the galley kitchen with eat-in countertops, dining area, and living room with a bathroom off the living area. A fireplace serves as the focal point of the gathering space, creating a warm and welcoming atmosphere. Oversized sliding glass doors fill the home with natural light and lead to a spacious deck overlooking the yard, while an additional front deck provides another outdoor space to relax and entertain.The lower-level entrance opens into a the coveted Vermont mudroom, providing the perfect drop zone for ski gear, hiking boots, and outdoor equipment in every season. This level is also home to all three bedrooms and a full bathroom. Outside, the carefully maintained yard is mostly flat with plenty of open space dotted with perennial gardens, shrubs, and mature trees, providing privacy and room to enjoy Vermont's beautiful summer days. A detached bonus building with electricity could be used for storage, a home office, art studio, workshop, or hobby space. As a member of Snow Mountain Farms, you'll enjoy access to community amenities including an indoor swimming pool, tennis court, and pickleball courts. Whether you're seeking a primary residence, vacation getaway, or investment property, this home offers the perfect combination of comfort, convenience, and Vermont mountain living.

57 Timber Ln, Wardsboro

$189,000
2 Beds 2 Baths 5095431 MLS
DESIRABLE END UNIT! Why rent when you can buy- giving you peace of mind, an opportunity for stability and building equity. Maybe you are a first-time homebuyer? Or someone who wants to downsize from a bigger house and time-consuming yard chores and projects to a simpler life. An investor? Enjoy easy, affordable, and low-maintenance living in this sweet two-bedroom, 1.5 bath townhouse. Storage space in the attic! Conveniently located 1/2 mile to downtown Brattleboro's Main Street, the food Co-op, the new Brattleboro train station and museum, and lots of fun shops and diverse restaurants. Association amenities: a fabulous in-grown pool, pickleball/tennis court. HOA dues include lovely landscaping, master insurance policy, plowing, snow-removal, and trash. A delightful community of neighbors in a very pretty setting. Sale is contingent on Sellers finding suitable housing/closing within 90 days of contract.

1 Morningside Commons, Brattleboro

$485,000
3 Beds 2 Baths 5095426 MLS
Welcome to Your Vermont Retreat on scenic Route 100 in Wardsboro. Beautifully maintained and thoughtfully designed, this turnkey 3-bedroom, 2-bath home is ready to enjoy from day one whether as your full time residence, vacation getaway, or a highly successful short-term rental that guests absolutely love. Walking in through the covered entry you’ll find soaring cathedral ceilings in the living room, abundant natural light, a cozy brick hearth with wood stove, and an inviting open kitchen and dining area perfect for gathering with family and friends. This main floor also has a full bathroom. The 3 bedrooms and another full bath are upstairs. Step back outside to a spacious deck featuring a hot tub, sauna, outdoor seating, and peaceful views and sounds of the beautiful Wardsboro Brook. The oversized two car garage includes a finished bonus room above, ideal for a studio apartment, office, or guest space. Bring ALL of your Big Wheels and Small Wheels! Complete with paved driveway and walkways including paved go cart and biking paths around the house and garage and directly onto the paved state road. Just for you, these sellers built a charming and expansive fieldstone fire pit, room for an RV, plenty of lawn space for play and entertaining and some beautiful flowering plantings. Located on desirable Route 100 and just 6 miles from Mount Snow, 12 from Stratton Mtn this property offers year-round adventure and exceptional investment potential. A true Vermont gem fully furnished with memories waiting to be made and income opportunities ready to continue.

4027 Rte 100th Hwy, Wardsboro

$4,500,000
5 Beds 6 Baths 5095419 MLS
Experience the ultimate Stratton Mountain lifestyle from this exceptional ski home, perfectly positioned in one of the resort's most coveted locations. Offering the rare advantage of deeded access to Stratton's impeccably groomed ski trail, this extraordinary property places world-class skiing just steps from your front door—an amenity few homes can claim and even fewer can match. Designed for both grand entertaining and comfortable mountain living, this spacious residence features five generously sized bedrooms and multiple gathering spaces that provide flexibility for hosting family and friends throughout every season. Expansive living areas create the perfect setting for après-ski evenings by the fire, holiday celebrations, or quiet retreats after a day on the slopes. A full house generator offers additional comfort. An oversized mudroom offers abundant space for skis, snowboards, bikes, and outdoor gear, ensuring effortless transitions from adventure to relaxation. The thoughtful floor plan balances open-concept living with private retreats, creating an atmosphere of refined comfort and timeless mountain elegance. Significant recent improvements elevate both the home's appearance and functionality. The entire exterior has been extensively renovated, delivering outstanding curb appeal and peace of mind for years to come. A paved driveway welcomes you home, while the attached garage provides convenience and protection from the elements in every season. Beyond its impressive features and updates, the true distinction of this property is its extraordinary location. With rare deeded access to Stratton's groomed trail network just steps from the front door, owners enjoy a level of convenience and exclusivity seldom available on the mountain. Opportunities to own a home with direct access to Stratton's premier ski experience are increasingly rare, making this a truly remarkable offering in one of Vermont's most sought-after resort communities.

24 Sawmill Rd, Stratton

$1,475,000
2 Beds 2 Baths 5095401 MLS
A long winding driveway through a mountain of foliage leads you to this extraordinary mountain-modern retreat, perched high above nearly 200 acres of protected Vermont wilderness. Thoughtfully crafted by Big Pine Builders LLC, this striking off-grid solar home seamlessly blends contemporary design with Vermont’s rugged natural beauty, allowing you to live on the sun’s rhythm while enjoying refined comfort, complete privacy, and breathtaking surroundings. The cedar and metal exterior complements the landscape, while expansive living room windows provide nearly 180-degree views across your own nature preserve-like setting. Inside, a simple and sleek design creates an airy living space filled with natural light, warm bamboo floors, and clean modern lines. Indoor and outdoor wood-burning fireplaces add warmth and ambiance throughout every season. An additional family room offers flexible living space, perfect for gathering with friends and family, a media room, home office, or quiet retreat. Designed for year-round enjoyment, the property features an extensive town trail system that connects directly to the VAST trail network, making it a dream for outdoor enthusiasts. Entertain or unwind on the large bluestone patio surrounded by complete serenity and nature in every direction. In just 15 minutes, you can be enjoying all that Stratton Mountain has to offer, including skiing, golf, dining, and year-round recreation, while Jamaica Village is just 10 minutes away in the opposite direction. Recent improvements include a new boiler and hot water heater, offering peace of mind for years to come. A propane generator provides added convenience and reliability for off-grid living. Currently enrolled in the Vermont Current Use program, this remarkable property offers a rare opportunity to own nearly 200 acres of protected Vermont wilderness paired with sophisticated, sustainable living.

691 Black Bear Rd, Jamaica

$1,350,000
4 Beds 4 Baths 5095368 MLS
Thoughtfully constructed in 2016 with efficiency, durability, and longevity in mind, this modern farmhouse offers 3,536 square feet of open, light-filled living space on nearly 100 private acres, just 0.8 miles from the Wilmington town line. Built with double-wall construction, a high-performance building envelope, and imported European triple-pane windows, the home reflects a deliberate commitment to energy efficiency and structural integrity. Designed with net zero readiness in mind, the property offers a strong foundation for buyers interested in sustainable living and future energy enhancements. Multi-zone radiant heat provides consistent comfort throughout the home; in fact, the upstairs bedrooms remain warm from the zones below, so additional heating wasn’t needed. A double-sided propane fireplace creates a warm focal point between the dining and living rooms. The great room features an impressive 11-foot ceiling, enhancing the home's open design. Quality construction is evident in the IKO Lifetime architectural shingle roof, Hardie Board siding, sealed concrete floors, and four-foot frost wall foundation. An oversized three-car garage is connected to the home by an architectural covered breezeway. Above the garage, approximately 880 square feet of additional space has already been wired, insulated, and sheetrocked, offering flexibility for a future apartment, guest suite, studio, home office, or recreation space. The 99.9-acre property includes over 600 feet of road frontage, open fields, mature woodlands, two ponds, and private trails ideal for year-round enjoyment. Located just beyond the Wilmington town line, with easy access from Connecticut, Massachusetts, and New York, the property is only minutes from Harriman Reservoir and Mount Snow. In today's market, replicating this level of construction quality, thoughtful design, and estate-scale acreage would represent a substantially greater investment.

1845 Hatch School Rd, Halifax

$1,392,000
5 Beds 5 Baths 5095311 MLS
Set on seven private fenced acres with stone walls and dual gated entrances, this custom Vermont property offers privacy, flexibility, and year-round access to Southern Vermont's premier recreational destinations. Perched on scenic Cobble Ridge in Londonderry, the property enjoys southwest exposure and seasonal Green Mountain views. Natural light fills the great room, where a brick fireplace anchors the living space. The kitchen with premium appliances flows into the dining and living areas, creating an inviting setting for entertaining and everyday living. The main residence features three ensuite bedrooms, including a lower-level suite and an upper-level suite that could each serve as a primary bedroom, depending on how the home is used. Additional living spaces provide flexibility for guests, recreation, remote work, or additional sleeping accommodations. A separate one-bedroom guest cottage offers added privacy and versatility. Designed for both gathering and retreat, the property includes multiple decks, a covered porch, open meadow, and expansive fenced acreage. A three-car garage and solar power system further enhance functionality and efficiency. Conveniently located near Stratton, Bromley, Magic, and Okemo Mountains, as well as Lowell Lake, Manchester, Weston, Londonderry, and South Londonderry, the property provides easy access to skiing, hiking, cycling, fishing, golf, shopping, dining, and cultural attractions throughout the region. 224 Cobble Ridge Road presents a rare opportunity to own a private Southern Vermont retreat combining quality craftsmanship, flexible living spaces, and exceptional access to the region's four-season amenities.

224 Cobble Ridge Rd, Londonderry

$535,000
2 Beds 1 Baths 5095267 MLS
Opportunity awaits in this trailside condominium at Stratton Mountain Resort. Ideally positioned for convenient access to the Tamarack Chairlift and Stratton Village, this residence offers the mountain lifestyle buyers seek with direct access to skiing, dining, shopping, and year-round resort amenities. Inside, a wood-burning fireplace anchors the living area, creating an inviting space to gather after a day on the slopes. The breakfast bar provides a natural connection between the kitchen and living spaces, while large windows bring in natural light and capture scenic mountain and valley views. The location is the standout feature, offering easy access to Stratton's extensive network of recreational opportunities throughout every season. From winter skiing and riding to summer golf, hiking, mountain biking, and events, this property serves as an ideal home base for enjoying all that Southern Vermont has to offer. Trailside residences remain among the most sought-after properties at Stratton, making this an exceptional opportunity to secure a well-positioned condominium near the resort.

12 Ober Tal Dr Unit C14, Stratton

$525,000
3 Beds 3 Baths 5095180 MLS
When you picture a rustic and woodsy Vermont retreat, but with modern comforts, this is that home. Spacious chalet style home located conveniently on the MOOver shuttle route 3 miles from the Mount Snow Ski Resort. This 3 bedroom, 2.5 bath home has exposed natural woodwork throughout, a great open concept floor plan with large vaulted living room and wood burning fireplace on brick hearth, updated vinyl plank flooring, direct views of both Mount Snow trails from the large deck with new composite decking, beautiful natural light through the large windows, a spacious kitchen and dining area, main floor and lower level entry mudrooms for and owner storage, a main floor half bath, a main floor primary suite with full bath, dual upstairs vaulted bedrooms with large jack and jill bath and great views, a large family room area in the walkout lower level with wood stove on stone hearth, pool table, ping pong, and bar area for entertaining. Less obvious features including a recently updated heating system with hot water off the boiler, direct snowmobile trail access, snow removal and trash service, and a convenient location with sewer, for peace of mind. The home has plenty of room to stretch, without being too much to maintain, yet is a great location with easy access to local amenities. Enjoy a quick drive or shuttle to skiing, skip into town for dining or shopping, or in the summer enjoy the nearby valley trail for hiking and biking, and great local lakes for swimming and boating. This is a great option for 4 season enjoyment and with great rental potential!

7 Mill Rd, Dover

$699,000
5 Beds 2 Baths 5095170 MLS
Mountain views, meadow, a traditional barn, pure Vermont comfort — all wrapped into this beautifully renovated farmhouse. Just up from serene Lake Whitingham sits this stunning Vermont timber frame post-and-beam home, designed by Northern Energy Homes and set on a private 10-plus-acre parcel that feels worlds away while remaining effortlessly accessible. The grounds are exceptional. A handsome post-and-beam barn, an in-ground heated saltwater pool, hot tub, fire pit, and generous level lawn make the outdoor spaces as livable as the interior. The site looks west over the Vermont Forever Wild mountains and Harriman Reservoir, with easy access down the road to the Wards Cove beach area and boat launch. Completely renovated by the current owners, the home opens into a vaulted great room with natural exposed woodwork, a wood-burning stove, and rich wood floors — with views out every window. A well-appointed kitchen and dining area anchor the main living space, alongside two main-floor bedrooms, one currently used as a den, a full bath, and a versatile loft upstairs with an additional bedroom. The finished walkout lower level adds meaningful space, with a family room, two bedrooms, a full bath, and a well-organized mudroom with generous closets and laundry. From here, step out to the wraparound covered porch and hot tub, or climb the stairs to the deck overlooking the pool and sweeping lawn below. Wander through the mature blueberry plantings, head down to the lake for a swim, or take the short drive to the village of Wilmington and Mount Snow ski resort. The parcel is two approved building parcels so there is expansion potential as well. Whatever the season, this property delivers the full Vermont experience — beautifully. Septic sized for 3 bedrooms full time use.

389 Boyd Hill Rd, Wilmington

$369,000
4 Beds 2 Baths 5095156 MLS
MAKE YOUR APPOINTMENT TODAY! A very sweet house in a desired West Brattleboro neighborhood on nice corner lot. Pull your car right into the 2-car oversized garage and enter through the enclosed porch which makes an excellent mudroom. First floor: beautifully updated kitchen with quartz countertops and cherry cabinets, a dining area that adjoins the light-filled large living room with lovely warm hardwood floors, exposed beam, an enormous picture window that allows for streaming sunshine throughout the morning. The centrally located Hearthstone woodstove adds to the appealing aesthetics of the home and provides for a secondary heat source that warms the entire home in the winter. Down the hall- a full bath and two good-sized bedrooms with wood floors. Upstairs, you will find an expansive primary bedroom, a half bath and a large office (or 4th bedroom). There is a full, poured concrete basement with bulkhead, where one of two rooms is finished and has served as a play/rec room through the years. The other room is used for storage with shelving, includes a washer and dryer, and an on-demand water heater and furnace that are only 6 years old. Outside you will enjoy a large back deck for summer grilling and relaxing. The yard provides areas for flowering trees, sun and natural shade, plantings and play. Garage roof is brand-new. Convenient location just minutes to downtown Brattleboro, or all of the West Brattleboro offerings such as hardware store. coffee shop, farm-stands, convenience store, restaurants and more. Make your appointment today!

120 Carriage Hill Rd, Brattleboro

$2,100,000
7 Beds 4 Baths 5095153 MLS
Stunning contemporary chalet completely renovated in 2016 and located adjacent to the base of the Hermitage Club private ski resort. This gorgeous home sits on a private lot with direct snowmobile trail access, easy access to the ski trails, and direct to the clubhouse. Just a short drive into the village of Wilmington and the area's tremendous lakes. Thanks to the complete overhaul and meticulous maintenance, this home is turn key for immediate enjoyment, with features including an open concept design, large great room with vaulting ceilings and exposed beams, a stone hearth with wood burning fireplace, upscale country kitchen with stainless appliances and granite counters, a secondary wet bar area, sizeable dining table for all your guests, wood floors throughout, a main floor primary suite with walk-in closets and large tiled bath, dual rustic bunk rooms, a lower level guest suite, 7 spacious bedrooms in total, a large family room for great separate entertaining space, movies, and games, as well as an adjacent tv area, and a tremendous mudroom with built in cubbies for all your gear after a day on the trails. There is also a large covered front porch to keep the snow at bay with wood storage, massive hot tub, fenced in dog area, generator, tremendous parking, and nice lawn space without being much to maintain. With proximity like this and creature comforts from home, this makes for a great ski home, as well as a welcome respite from the metropolitan bustle year round.

121 Fannie Hill Rd, Wilmington

$649,000
5 Beds 3 Baths 5095145 MLS
Lovely ski home home in an ideal location, offering the privacy of a single-family residence with the convenience of a groomed ski-home trail and direct shuttle service just steps from your front door. Nestled on a well-positioned lot in the desirable Bears Crossing community, the home backs directly to the ski-home trail with a bridge to cross right to your deck on your way home and offers ample parking with easy year-round access. Unlike many properties, this home provides the peace-of-mind amenities of condo living — at a fraction of the cost — including an outdoor pool for summer enjoyment, clubhouse with fitness area, ping pong and pool table, tennis court, and fire pit. Inside, a gorgeous open floor plan welcomes you with abundant natural light from large new windows. The vaulted great room features a wood burning fireplace with brick hearth and flows seamlessly into the updated kitchen with stainless appliances, quartz countertops, large island, and generous dining area. The main level includes a large primary suite with full bath, and an additional half bath for guests. Upstairs are two more bedrooms, a full bath, and a spacious loft ideal for play or overflow sleeping. The functional mudroom entry is perfectly designed for mountain gear with cubbies, coat closet, and bench. The finished lower level offers two additional bedrooms, a full bath, and a large family room — providing excellent separation for guests or rental flexibility. Additional upgrades include an energy efficient direct vent propane heating system, a sizeable rear deck, summer 2026 ongoing painting, and lovely landscaping. This rare combination of ski-home convenience, easy access, generous living space, and sought-after amenities does not come along often. Tremendous rental potential as well.

36 Bears Den Rd, Dover

$774,000
5095120 MLS
Multi-Family & Commercial Opportunity in Wilmington, Vermont Set on 1.05 acres just outside Wilmington village, this versatile property offers two recently renovated apartments totaling five bedrooms, each with its own two-car garage perfect for owner occupancy, rental income, or staff housing. The main building features updated interiors with modern kitchens, stylish baths, and new flooring throughout, combining contemporary finishes with a convenient, low-maintenance layout. The property has also been upgraded with a brand-new five-bedroom septic system, providing peace of mind and long-term value. Behind the main residence sits a spacious three-bay garage with a full upper level, ideal for a workshop, contractor space, or additional storage. A smaller outbuilding nearby offers even more flexibility for tools, recreational gear, or seasonal items. Whether you’re seeking an investment property, a home with income potential, or a commercial space with ample storage, this Wilmington location offers endless possibilities just minutes from Mount Snow Resort, Lake Whitingham, and the shops and dining of downtown Wilmington. On the MooVer Route

798 Vermont Route 100, Wilmington

$774,000
5 Beds 3 Baths 5095118 MLS
Multi-Family & Commercial Opportunity in Wilmington, Vermont Set on 1.05 acres just outside Wilmington village, this versatile property offers two recently renovated apartments totaling five bedrooms, each with its own two-car garage perfect for owner occupancy, rental income, or staff housing. The main building features updated interiors with modern kitchens, stylish baths, and new flooring throughout, combining contemporary finishes with a convenient, low-maintenance layout. The property has also been upgraded with a brand-new five-bedroom septic system, providing peace of mind and long-term value. Behind the main residence sits a spacious three-bay garage with a full upper level, ideal for a workshop, contractor space, or additional storage. A smaller outbuilding nearby offers even more flexibility for tools, recreational gear, or seasonal items. Whether you’re seeking an investment property, a home with income potential, or a commercial space with ample storage, this Wilmington location offers endless possibilities just minutes from Mount Snow Resort, Lake Whitingham, and the shops and dining of downtown Wilmington. On the MooVer Route

798 Vermont Route 100, Wilmington

$959,900
4 Beds 3 Baths 5095117 MLS
Set on 65± acres, this four-bedroom, three-bath home offers the privacy, views, and outdoor lifestyle that so many buyers seek in Southern Vermont. Perched to capture sweeping mountain views and spectacular sunsets, the home welcomes you with a covered front porch where you can relax and take in the ever-changing landscape. Inside, the spacious floor plan is designed for comfortable year-round living, while the outdoor spaces truly set this property apart. A rear deck connects directly to the swimming pool, creating an ideal setting for summer entertaining, family gatherings, or simply enjoying Vermont's warmer months. After a day exploring the property, unwind in the hot tub while taking in the peaceful surroundings. The expansive acreage provides endless opportunities for recreation and exploration. Established trails wind throughout the property, perfect for hiking, ATV riding, snowshoeing, or simply enjoying your own private woodland retreat. An oversized two-car garage provides ample space for vehicles, recreational equipment, and tools, while the charming little barn offers additional storage for ATVs, lawn equipment, and all the toys needed to enjoy Vermont's four seasons. Conveniently located just minutes from the Massachusetts border, this property offers easy access from Greenfield, Northampton, and the greater Boston area. You'll also enjoy being a short drive from Mount Snow for skiing and year-round recreation, as well as the shops, restaurants, and charm of historic downtown Wilmington. Whether you're looking for a primary residence, vacation getaway, or a private Vermont retreat with room to roam, 598 Hubbard Hill Road offers the perfect blend of comfort, recreation, and natural beauty.

598 Hubbard Hill Rd, Halifax

$1,050,000
5 Beds 4 Baths 5095094 MLS
Breathtaking, direct Mount Snow views from this spectacular Outlook Townhome, perched just above the base area at Mount Snow Ski Resort. With rustic natural wood finishes, soaring vaulted spaces, and sweeping slopeside exposure, this five-bedroom, four-bath townhome strikes a rare balance of warmth and luxury. A timber-framed covered porch wraps around to the rear, opening up to west and south-facing views directly over the ski trails and mountains beyond — an ideal front-row seat for watching the mountain come alive. Inside, generous open living, dining, and kitchen areas set an impressive tone. The vaulted great room anchors the space with a floor-to-ceiling stone fireplace, while the custom kitchen features soapstone counters, stainless appliances, a gas range, and rich wood floors throughout. Two vaulted suites upstairs include a primary with exceptional ski trail views, and large guest suite, as well as a main-floor suite which offers convenient single-level living for those that may want it. The lower level is equally well-appointed, with a family room centered on a gas fireplace with stone surround, a bunk room, an additional guest bedroom, large tiled full bath, and a spacious laundry area that leads directly into an enviable owner's gear closet. Generous mudroom entries with cubbies and coat closets serve every level, and an outdoor hot tub invites you to soak in the mountain views after a long day on the slopes. Additional features round out the package nicely: central air conditioning, shuttle service to and from the mountain, and beautiful year-round landscaping and exterior maintenance — so the property looks as good in July as it does in January.

1c Ego Aly, Dover

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