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201 Chester Hill Rd, Grafton
$1,149,000
3 Beds ⋅ 3 Baths ⋅ 5097006 MLS
Meticulously maintained and thoughtfully designed, this three-bedroom, three-bath home offers the perfect balance of comfort, functionality, and classic Vermont charm. Set on a picturesque parcel with stunning long-range views, the property is surrounded by mature trees, a small pond, established gardens, and simple, easy-to-maintain landscaping that enhances the natural beauty of the setting. Inside, inviting living spaces are filled with natural light, including a four-season sun room where you can enjoy peaceful mornings with a cup of coffee while taking in the changing landscape throughout the year. The thoughtfully designed floor plan provides comfortable gathering spaces that feel warm, welcoming, and perfectly suited for everyday living or entertaining. A two-car garage is complemented by a heated bonus room above, offering flexible space for additional guest accommodations, a home office, studio, or private getaway room. The custom heated barn is a truly unique feature of the property. Currently used as a woodworking shop, it also offers exceptional flexibility as an entertainment space, hobby barn, or additional guest sleeping area, making it ideal for hosting family and friends. As the day winds down, gather on the back patio and stone surrounded firepit to enjoy the sweeping views and spectacular Vermont sunsets, with simple perennial gardens creating a peaceful backdrop for relaxing or entertaining outdoors. Beyond the property itself, Grafton is one of Vermont's most treasured villages, known for its historic charm, welcoming community, and year-round recreation. Nearby Grafton Trails & Outdoor Center offers miles of hiking, cross-country skiing, snowshoeing, and skating trails, while the village is home to beloved destinations including MKT, Grafton Cheese Company and the historic Grafton Inn, all favorites for dining and spending time with friends and family.

201 Chester Hill Rd, Grafton

8 Beech Tree Ln, Newfane
$319,000
2 Beds ⋅ 1 Baths ⋅ 5096860 MLS
This is just the cutest little cottage you ever did see! It is just the right size not too big, not too small. This charming country cottage would be a wonderful small footprint primary home or would make an ideal weekend getaway! The first floor living space is open with lovely wood floors and a wood stove perfect for those crisp country evenings, tastefully updated kitchen, dining area, and living room The first floor bedroom feels airy with cathedral ceiling, and the 3/4 bath is nicely updated with a walk in tiled shower. The second floor is one large room which would make a perfect shared bedroom for the kids, a larger primary bedroom, or a great family room. The house sits on 9 wooded acres with cleared space for gardens. The only sounds interrupting the peace and quiet will be the sounds of birdsong, the wind in the trees, and the babble of the small brook. Located off Stratton Hill Rd, just .2 miles from Dover Rd. 15 minutes to skiing at Mt Snow and about 13 minutes to the charming town of Newfane with live summer music on the town common, tasty food at the Newfane Market, amazing dinner at the popular Fat Crow Restaurant, and more! This sweet spot checks all the boxes! Come see it today!!

8 Beech Tree Ln, Newfane

816 Black Bear Rd, Jamaica
$3,995,000
4 Beds ⋅ 6 Baths ⋅ 5096846 MLS
Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The Wadsworth Design Build/Vermont Barns is an example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural surroundings. Just a short drive from Stratton and Mt Snow ski resorts. The moment you arrive; the home’s striking presence is undeniable. A porte-cochère welcomes you, setting the tone for the beauty that lies within. The heart of the home is the gourmet chef’s kitchen, anchored by a La Cornue stove, rich custom cabinetry, and an expansive island.Douglas fir beams and wide oak floors lend warmth and character, while a masonry fireplace in the great room offers the perfect setting to unwind after a day on the slopes. One of the home’s most captivating features is its silo with a winding staircase illuminated by gas lanterns. A bonus playroom above the three-car garage provides additional space for recreation, while a custom wine room and private movie theater elevate the home’s entertainment offerings. The seamless connection between indoor and outdoor living is one of the home’s greatest attributes. Heated pool, hot tub and fireplace sit against a backdrop of vast mountain views. The landscape is adorned with a sea of peony bushes, adding vibrant color to the meticulously designed gardens.

816 Black Bear Rd, Jamaica

136 Yeaw Rd, Dover
$995,000
4 Beds ⋅ 4 Baths ⋅ 5096823 MLS
A property that truly must be seen to be appreciated, this exceptional Southern Vermont home offers the perfect balance of privacy and convenience, just minutes from Mount Snow and the village of West Dover. Filled with natural light and hardwood floors, the home offers spaces designed for both comfortable everyday living and entertaining. The beautifully renovated primary suite features a private porch and hot tub, creating the perfect place to relax after a day of work or play. Multiple gathering spaces provide room for family and guests, including the expansive great room with a movie projection screen, ideal for entertaining. The open kitchen, complete with a fireplace and wet bar, serves as the heart of the home and flows seamlessly to indoor and outdoor dining areas. Outside, a spacious deck overlooks rolling meadows and mountain views, offering a backdrop for morning coffee or evening gatherings. Adding exceptional versatility to the property are a renovated barn, a studio workshop, and a large heated and insulated steel building with endless possibilities ideal for equipment storage, hobbies, recreational vehicles, a home-based business, or creative pursuits. Offering privacy, comfort, and year-round recreation in one of Southern Vermont’s most desirable locations, this is a rare opportunity to enjoy the very best of Vermont living.

136 Yeaw Rd, Dover

216 Ghastly Job Way, Wilmington
$460,000
3 Beds ⋅ 2 Baths ⋅ 5096572 MLS
Escape to the beauty of Vermont in this private mountain retreat, ideally situated at the end of a quiet country road. Set on a secluded parcel, this charming getaway boasts sweeping long-range views stretching across the Green Mountains and National Forest to Mount Snow, with easterly vistas toward neighboring Marlboro. Take in spectacular sunsets from the covered front porch or unwind surrounded by nature. Inside, the inviting open-concept living space features a cozy pellet stove with a convenient lift system for easy refilling from the lower level. The main floor offers a primary bedroom, full bath with laundry, and a spacious mudroom designed for four-season living. Upstairs, you'll find two additional bedrooms and a second bath, providing comfortable accommodations for family and guests. The walkout lower level includes utility space and a two-car garage, with excellent potential for a future family room, recreation space, or home gym. Outdoor amenities include a firepit gathering area, perfect for relaxing evenings under the stars while enjoying the peaceful mountain setting. Conveniently located just minutes from Wilmington's shops and restaurants, Lake Raponda, and Molly Stark State Park, this move-in-ready property offers the perfect balance of privacy, recreation, and Vermont charm. Whether you're seeking a year-round residence, vacation home, or mountain escape, this exceptional property is ready to be enjoyed.

216 Ghastly Job Way, Wilmington

35 Theron Fisher Rd, Grafton
$1,100,000
5 Beds ⋅ 5 Baths ⋅ 5096455 MLS
Nestled along the Saxtons River, moments from historic Grafton, this beautifully restored Colonial farmhouse offers a rare blend of Vermont history, modern luxury, and exceptional curb appeal. Originally built circa 1820, the home has been meticulously reimagined and rebuilt with extraordinary attention to quality and architectural integrity. The renovation includes new plumbing, electrical, insulation, Marvin windows, restored foundation work, new siding, plaster walls and ceilings, and whole house central air conditioning a rare luxury in a 200 year old Vermont home. A newly built covered front porch and graceful wraparound driveway create a quintessential Vermont arrival. Inside, original details are complemented by refined finishes, including new wide plank floors on the first level matching refinished original floors upstairs. The chef’s kitchen features custom cabinetry, quartz countertops, double dishwashers, and a 48 inch AGA dual fuel range. A second fully equipped kitchen serves the attached guest cottage, offering flexibility for guests, extended family, entertaining, or potential income use. The five bedroom residence offers multiple gathering spaces and an easy, gracious flow. Outdoors, the property captures the best of Vermont living, with more than five picturesque acres, river frontage, a crystal clear swimming pond, landscaped grounds, and a charming pool house. Along the river, a stone wall patio offers a peaceful place to gather, with steps to the water’s edge. A classic former dairy barn adds character and possibilities for storage, hobbies, recreation, events, or creative use. Private yet convenient, the property is within walking distance of one of Vermont’s most beloved villages, known for its historic architecture, village green, inn, galleries, recreation, and sense of community. A rare legacy property where historic charm, modern comfort, river frontage, pond, acreage, barn, village proximity, and storybook curb appeal come together.

35 Theron Fisher Rd, Grafton

60 Whites Hill Rd, Dover
$929,000
3 Beds ⋅ 2 Baths ⋅ 5096245 MLS
Most people remember the porch first. A 330 sq ft screened sanctuary, floor-to-ceiling panel screens, no handrails, no visual interruption, spring-fed pond with new dock, 20-acre hay field, and the Green Mountain ridgeline beyond. This property must be experienced in person. No photo does it justice. 1,831 square feet is simply where this property starts. Not included in that number: a fully finished 32x24 lower-level entertainment suite built for gathering. Nearly 600 sq ft of outdoor living beyond that, open-air deck with dining and grill, a pergola with the same sweeping views as the porch, and a Juliet balcony off the primary suite. 10 private acres. Four acres of woodland and trails. The landscape, the views, the privacy, none of it fits in a square footage conversion. Custom-built 1999, expanded 2021, owned and loved by the same family for 25 years. Freshly refinished for this market from top to bottom. Great room with gas fireplace and exposed brick. Soapstone kitchen with herringbone brick backsplash. Two spa-quality bathrooms: jetted tub and glass shower with pine board ceiling. Sleeping loft above. Whole-house Generac. On-demand hot water. Built to perform in February. Fully furnished per seller inventory. Established rental history through Evolve. 10 miles to Mt. Snow. 4.5 hours from NYC. Under 2 hours from Hartford. The right buyer will know this one the moment they arrive. See Documents for full feature list.

60 Whites Hill Rd, Dover

14 Mill Rd, Dover
$524,500
4 Beds ⋅ 2 Baths ⋅ 5096233 MLS
Beautifully Maintained 4-Bedroom Home with Spacious Loft Near Mount Snow RECENT PRICE REDUCTION OPEN HOUSE SATURDAY SEPT. 19TH FROM 11 AM TO 2 PM 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. RECENT PRICE REDUCTION OPEN HOUSE SATURDAY SEPT. 19TH FROM 11 AM TO 2 PM

14 Mill Rd, Dover

202 Twin Brook Cir, Londonderry
$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

7 Lightning Ledge Way, Wilmington
$534,000
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

364 Houghtonville Rd, Grafton
$1,200,000
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

57 Timber Ln, Wardsboro
$319,000
3 Beds ⋅ 2 Baths ⋅ 5095543 MLS
OPEN HOUSE - Sunday, Sept 6, 10:00 am - 12:00 pm - 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

4027 Rte 100th Hwy, Wardsboro
$457,000
3 Beds ⋅ 2 Baths ⋅ 5095426 MLS
Attention Buyers looking for a Turn Key property and or business location: Proven Short Term Rental Income, 142k gross over the past 8 years with 2 of those years virtually closed due to COVID. 135k net. Being on Route 100 gives you easy access to everything including Commercial and Mixed Use prime location. 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

24 Sawmill Rd, Stratton
$4,150,000
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

691 Black Bear Rd, Jamaica
$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

224 Cobble Ridge Rd, Londonderry
$1,250,000
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

7 Mill Rd, Dover
$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

121 Fannie Hill Rd, Wilmington
$1,999,000
7 Beds ⋅ 4 Baths ⋅ 5095153 MLS
Owner will consider offers. 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

36 Bears Den Rd, Dover
$649,000
5 Beds ⋅ 4 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

598 Hubbard Hill Rd, Halifax
$879,000
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

238 Stowe Hill Rd, Wilmington
$2,950,000
9 Beds ⋅ 11 Baths ⋅ 5095093 MLS
Green Meadows Farm is a rare Southern Vermont estate where timeless character, modern comfort, and exceptional recreational amenities come together across more than 16 picturesque acres. Just minutes from Lake Raponda, downtown Wilmington, Mount Snow, and The Hermitage Club, this remarkable property offers sweeping mountain views, stunning sunsets, and the space to create lasting memories for generations. At the heart of the property is a beautifully maintained six-bedroom farmhouse that blends classic New England charm with thoughtful, energy-efficient upgrades. Warm wood floors, inviting gathering spaces, updated kitchens and baths, and period details throughout create a home that is both elegant and welcoming. A post and beam three-season room with a hot tub provides the perfect place to unwind while taking in the surrounding landscape. The property also includes a separate three-bedroom guest cottage, ideal for extended family, guests, caretakers, or rental opportunities. For entertaining on a grand scale, the impressive party barn features an expansive gathering space with kitchen facilities, an indoor basketball court, and room for everything from family celebrations to recreation and hobbies. The lower level, once the dairy barn, offers abundant storage for vehicles, recreational equipment, tools, and toys. Equestrian enthusiasts will appreciate the horse stables, fenced pasture areas, and open grounds, while outdoor lovers will enjoy the property's proximity to Lake Raponda, skiing, hiking, snowmobiling, and year-round recreation. Multiple outbuildings and flexible spaces create endless possibilities for agricultural use, workshops, or a private family compound. Whether envisioned as an equestrian estate, multigenerational retreat or four-season Vermont getaway, Green Meadows Farm presents an extraordinary opportunity to own one of the Deerfield Valley's most distinctive properties.

238 Stowe Hill Rd, Wilmington

333 Us Route 5, Westminster
$259,000
3 Beds ⋅ 2 Baths ⋅ 5095023 MLS
Nestled on approximately nine plus acres in Westminster, Vermont, this charming three-bedroom, two-bathroom ranch-style home offers the perfect blend of privacy, comfort, and country living. Set back from Route 5, the property provides a peaceful retreat while remaining conveniently accessible. The expansive grounds feature mature fruit trees, open space for recreation or gardening, and breathtaking panoramic views that can be enjoyed throughout the seasons. Animal lovers and farmers will appreciate the three-stall barn, currently home to goats, offering many excellent opportunities. The home's single-level layout provides comfortable and practical living, with three well-sized bedrooms, two bathrooms and a full basement waiting to be finished. Whether you're looking for a serene homestead, a hobby farm, or simply a place to enjoy Vermont's natural beauty, this property offers a rare opportunity to embrace rural living with spectacular scenery and room to grow. Come make it your own!

333 Us Route 5, Westminster

243 Newton Rd, Vernon
$299,900
3 Beds ⋅ 2 Baths ⋅ 5095016 MLS
Welcome home to this inviting one-level home in a peaceful and desirable area of Vernon! Completed in 2021, this home offers 3 bedrooms and 2 bathrooms, including a private en-suite bath off the primary bedroom located at one end of the home with the other 2 bedrooms located at the other, this home is thoughtfully laid out for comfortable, easy living. The kitchen is a wonderful gathering space, featuring a large island that’s perfect for morning coffee, homework, family meals, or gatherings for the holiday seasons upon us! With everything conveniently located on one level, the home offers an easy and comfortable layout that can grow with you and suit a variety of lifestyles. Outside, you’ll find a spacious, level yard that truly feels like an extension of the home. Enjoy summer days in the private above-ground pool, relax or entertain on the newly completed patio, or gather around a future fire pit in the evening under the stars. There’s plenty of room for children to play, with a dedicated play area complete with a sandbox and play structure, and a completed area for a garden used in previous years out front. There is ample outdoor space and opportunity here, and a yard this level and spacious is hard to come by! Located on a quiet road in a desirable Vernon neighborhood, you’ll enjoy a peaceful setting while being just minutes from the Vernon School (offering school choice!), Brattleboro, Bernardston and the conveniences of the surrounding area. Whether you’re looking for your first home, a place to raise a family, or a comfortable home that makes one-level living easy, this property offers a wonderful combination of comfort, outdoor space, and location. Come see why this could be the place you’ve been waiting to call home!

243 Newton Rd, Vernon

1100 Houghtonville Rd, Grafton
$699,000
1 Beds ⋅ 1 Baths ⋅ 5094826 MLS
Write your Vermont story at this extraordinary 38-acre retreat just one mile from Grafton Village, set along the peaceful Saxtons River. Built in 2007, the seasonal one bedroom cottage with loft blends beautifully into the natural landscape and captures the very best of indoor and outdoor living. Perched above the water’s edge, the cottage offers a screened porch, two sliding doors from the main living space to a deck overlooking the river, a new bathroom, and an outdoor shower with river views. From the bedroom, the sound of moving water creates the kind of quiet, restorative experience that defines this special place. A natural stone patio with built-in firepit creates another intimate outdoor space surrounded by the sights and sounds of the land. The new bath is being connected to an existing five bedroom state permitted wastewater system, with the cottage using one bedroom allotment and capacity remaining for a future separate three bedroom residence. The property is currently being served by a spring fed, shallow dug well. Designed for recreation and retreat, the property features a spring fed swimming pond, pond house with electricity, loft space, open gathering area, and a masonry patio at the water’s edge. Additional outbuildings include a pavilion beside a fire pit in the field. Above the cottage, a beautiful meadow opens to the mountains and leads to a private trail ascending to an observation deck with sweeping views over the surrounding farms and the church steeples of Grafton Village. Close to VAST snowmobile trails and outdoor recreation at the Grafton Trails & Outdoor Center, this is a rare Southern Vermont offering that can be enjoyed immediately while planning an exceptional future estate.

1100 Houghtonville Rd, Grafton

412 Western Ave, Brattleboro
$249,000
3 Beds ⋅ 3 Baths ⋅ 5094671 MLS
Motivated Seller, Make an offer! Move in ready and full of potential, this charming Brattleboro home is ready for its next chapter. The main level features a bright, open concept layout with a spacious kitchen and comfortable living area, creating an ideal space for everyday living and entertaining. Filled with natural light, the living room opens directly onto a private rear deck overlooking a manageable backyard perfect for relaxing, gardening, or outdoor gatherings. Upstairs, the bedrooms offer comfortable accommodations with the opportunity to add a full bathroom in the future, allowing the home to grow with your needs. The lower level includes a separate in law suite complete with its own private entrance and laundry area, offering flexibility for guests, multi generational living, a home office, or potential rental income. Conveniently located, the property is less than a block from the Vermont Country Deli and within walking distance of the Brattleboro Farmers' Market, Memorial Park, and recreation fields. Easy access to Interstate 91 makes commuting simple while keeping downtown Brattleboro's shops, restaurants, arts, and entertainment just minutes away. Whether you're searching for a primary residence, an investment property, or a home with income producing potential, this well priced property offers an excellent opportunity.

412 Western Ave, Brattleboro

874 Middletown Rd, Grafton
$1,350,000
5 Beds ⋅ 3 Baths ⋅ 5094211 MLS
Set along picturesque Middletown Road, just beyond the historic village of Grafton, this elegant five-bedroom residence enjoys a setting that feels both timeless and deeply peaceful. Perhaps it is the pleasing symmetry and classic proportions of the c.1815 brick Federal home with its Georgian floor plan. Perhaps it is the views of rolling meadows and rounded hills that unfold in both directions. Or perhaps it is simply the feeling of being here--a quiet sense of belonging that is difficult to explain and impossible to forget. Filled with natural light, the property has a welcoming spirit. A pond, apple orchard, perennial gardens, blueberry bushes, ancient maple trees, and historic stone walls create a landscape rich in beauty. The home sits along a quiet gravel road that forms part of one of Grafton's favorite four-mile walking loops, while trails meander through the property's 66 acres of fields and woodland. The Saxtons River traces one edge of the property. In the early nineteenth century, Major Benjamin Dwinell and his wife, Mehitable, built this home and raised eleven children here. The family prospered from the land, tending a large flock of sheep and cultivating one of the most productive apple orchards in town. By the late 1800s, Grouse Hill had begun a new chapter as a country retreat for a New York family. Over the years it has served as a boarding house, an inn, a full-time residence, and a cherished second home. Through each chapter, it has remained what it is today: a gracious and welcoming place that draws people in, encourages them to linger, and leaves a lasting impression. 22 miles from Okemo. 2 hours 44 minutes from Boston and 4 hours 19 minutes from New York.

874 Middletown Rd, Grafton

157 Old Sawmill Rd, Londonderry
$795,000
4 Beds ⋅ 4 Baths ⋅ 5094205 MLS
Nestled in Lowell Lake community and is offer furnished! This home offers the perfect blend of Vermont charm, comfort, and outdoor recreation. Originally built in 1971 and extensively renovated and expanded in 1992, this inviting home features nearly 3,200 square feet of living space designed for year-round enjoyment. Take in front-row views of Magic Mountain's ski trails right from your front deck and dining room - watch skiers carve down the slopes by day, and in the evenings, enjoy the quiet spectacle of the snow cats grooming the trails. Set in the heart of Southern Vermont ski country, Magic, Bromley, and Stratton Mtns are all just 20 minutes away, with Okemo, Mount Snow, and Killington also within an hour's drive few properties offer this kind of access to Vermont's best skiing. Snowmobile enthusiasts will love the direct VAST trail access right off the road no trailering required. Simply load up and ride straight from home onto Vermont's extensive network, with connections to trails across the entire state. The backyard abuts Lowell Lake State Park, ensuring lasting privacy with no future development possible behind the property, while offering endless opportunities for hiking, kayaking, and snowshoeing right out your back door. A private pond adds to the picturesque setting, and multiple decks provide ideal spaces for relaxing, entertaining, or simply watching the mountain views change with the seasons. Inside, warm and welcoming living areas are highlighted by a wood-burning fireplace and pellet stove, creating cozy gathering spaces in every season. Numerous updates and improvements throughout reflect pride of ownership and add to the home's comfort and functionality. Equally suited as a primary residence, vacation retreat, or investment opportunity, this is a rare chance to own a well-maintained Vermont home with unbeatable ski access, state park-bordered privacy, and direct VAST snowmobile trail access minutes from Londonderry's village & Farmers Market

157 Old Sawmill Rd, Londonderry

183 Old Mill Ln, Wilmington
$1,975,000
5 Beds ⋅ 5 Baths ⋅ 5093960 MLS
Breathtaking Lake and Vermont Forever Wild views from this 10 acre parcel overlooking Lake Whitingham, with deeded lake access. The premiere Old Mill Lane development is host to some of Wilmington's finest homes thanks to large private parcels, extended driveways, shared lake access area with kayak rack, swimming cove, and easy access to the Village of Wilmington and nearby ski areas of Mount Snow and the Hermitage Club. This 2005 home sits on 10+ acres with tremendous exposure and a serene lake setting. This was a custom architect designed build which is being offered by the original owners. The home features a large open living space with high ceilings and custom mill work throughout, gorgeous wood floors and extensive wide wood moldings, a spacious area which leads to the large screened porch, chefs kitchen with breakfast bar and stainless appliances, all with breathtaking lake and sunset views. There is a main floor guest suite with gorgeous bath and walkin closet, a warm office with built ins which could serve as overflow sleeping, half guest bath, dual main floor entries, and main floor laundry. Up the custom silo staircase is the primary suite with second wood burning fireplace, walk in closet, upscale bath with soaking tub overlooking the view, and private sun deck. There are three more upstairs bedrooms and a large full bath with separate commode. The finished lower level has a large family room space, 4th full bath, and three massive bonus rooms which are insulated and ready to be finished if you want the extra space as bedroom, theater, game room, or gym. This is all complemented by the two car garage, covered front porch, wraparound covered rear porch to entertain while overlooking the scenic vista, extensive landscaping, perennial gardens, stone work, and exposed ledge, extremely private location, and extensive recent updates. This home is ready for immediate enjoyment and turn key use, affording downtime, not upkeep. 48 hour notice to show.

183 Old Mill Ln, Wilmington

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