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106 Westminster Rd, Putney
$715,000
3 Beds ⋅ 4 Baths ⋅ 5103555 MLS
Set on 25.8± scenic acres, this 3-bedroom, 3½-bath historic barn conversion offers long views across meadows to the surrounding hills within walking distance of Putney Village. It is a rare Putney combination: genuine privacy & room to explore, w/ village shops, food, arts, Putney Central School, and the town pool nearby. This property features approximately 2,300 sq ft of living space, with 595 addit'l finished sq ft in the walkout lower level. Exposed timber framing, hardwood and tile floors, and abundant natural light give the open living spaces warmth and character. A brick fireplace with a stove insert anchors the great room. The kitchen features a vaulted ceiling, granite center island, custom mahogany & ash cabinetry, and a generous walk-in pantry. A brick-floored mudroom adds practicality, with a convenient powder room and second workspace. A bright office/den has broad views, an ideal setting for work or creative pursuits. The 1st floor en suite opens to a private deck and includes a spacious tiled bath w/ soaking tub, separate shower and walk-in closet. Upstairs, two charming bedrooms share a full bath with tub. The walkout lower level includes a finished room for more living space. Double doors open to the backyard for an easy connection to the outdoors. An exercise room, sauna, and full bath with shower complete the finished area. A workshop provides room for tools and projects. An expansive deck extends the living space for entertaining. A firepit set among the stone walls of an old barn foundation creates a memorable place for evenings. The open fields offer ample room for a cross-country ski loop, snowshoeing, gardening, and play. Within the wooded portion of the property are a small old apple orchard and a secluded access point to a pond connected with the surrounding wetlands. Much of the acreage is protected by a conservation easement by the Vermont Land Trust, helping preserve the open fields, woodlands and rural character. Showings begin 8/8/26.

106 Westminster Rd, Putney

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

4 Signal Pine Rd, Putney

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

633 635 Rte 100th Hwy, Stratton

2148 Abbott Rd, Windham
$815,000
4 Beds ⋅ 3 Baths ⋅ 5103519 MLS
Set on 53 private acres with mountain views, this four-bedroom, three-bath home offers the space and setting to enjoy every season. Built in 2007 and located just a short drive from Stratton, Bromley, Magic, and Okemo, it's equally suited as a full-time residence or a mountain retreat. The heart of the home is a welcoming great room with a floor-to-ceiling stone fireplace and a wall of windows that frames the surrounding landscape. The open-concept kitchen, dining, and living areas make it easy to gather after a day outdoors. A spacious primary suite provides a comfortable retreat, while a loft, game room, walk-out lower level, and oversized mudroom offer room for everyone and all the gear that comes with Vermont living. An attached two-car garage adds everyday convenience. The home is offered furnished. Steps from the house, and into the meadow is a 22' x 30' barn that expands the possibilities. Three overhead doors make it ideal for storing snowmobiles, ATVs, tractors, or other equipment, and there's room for horses as well. The unfinished second floor is already equipped with lighting and six windows that fill the space with natural light, ready for a workshop, studio, or future expansion. The VAST trail is at the end of the road, ride your snowmoobile direct from the house to miles of connected trails. Stone steps built into a classic Vermont stone wall lead from the house to the meadow below, adding to the property's charm and connection to the landscape. Whether your weekends are spent skiing, snowmobiling, hiking, or simply enjoying the peace and quiet, this property offers the best of Vermont living. As the wall art inside the home suggests: "Snowmobile. Ski. Rest."

2148 Abbott Rd, Windham

110 Western Ave, Brattleboro
$289,000
4 Beds ⋅ 2 Baths ⋅ 5103506 MLS
This in town 4 bedroom, 2 bath home offers the perfect blend of comfort, convenience and versatility. Ideally located close to town amenities, this property provides easy access to shopping, dining, services, schools, parks and everyday essentials while offering a spacious place to call home. Inside you’ll find beautiful wood flooring, inviting living spaces and a layout that provides flexibility for both living and working. With four bedrooms there is plenty of space for family and overnight guests while the large open finished attic can be turned into a number of uses. Perhaps a studio, exercise room, meditation space, the uses are only limited by your imagination. The property is well suited for those looking to operate a home-based business, offering a prime location and functional space for work-from-home needs. Enjoy the outdoors on your deck or patio and if weather doesn’t cooperate, the enclosed porch is perfect for relaxing with morning coffee or an after dinner beverage. A one-car garage adds convenience while the minimal exterior maintenance allows more time to just enjoy a little down time relaxing. A rare combination of location, flexibility and affordability are just a few of the reasons to take a look at this property. Showings begin Sunday 8/9 with OPEN HOUSE 12pm-3pm.

110 Western Ave, Brattleboro

00 Dover Rd, Newfane
$335,000
5103480 MLS
Discover an amazing opportunity to own approximately 79 acres of wooded land in Southern Vermont, offering privacy, natural beauty, and endless possibilities just minutes from a charming Vermont village. Located near Mount Snow and Brattleboro, this expansive parcel is ideal for those seeking a private retreat, recreational property, or the perfect setting to build a Vermont getaway. The land rises gradually from the road to one of the area's local high points, where selective clearing may reveal beautiful views of the surrounding hills and countryside. Recently established logging roads meander through the property, making it easy to explore the diverse terrain, enjoy peaceful walks, or access the upper elevations. The wooded hillside hosts an abundance of wildlife while the property captures the character and beauty that make Southern Vermont such a beautiful destination. Whether you're looking for a secluded homesite, a weekend escape, or a place to enjoy Vermont's four-season outdoor lifestyle, this property offers exceptional space and privacy. Conveniently located approximately 20 minutes from Mount Snow, Brattleboro, and year-round recreation, the property combines a peaceful country setting with easy access to skiing, hiking, dining, local farms, and vibrant village communities. Come see this lot today.

00 Dover Rd, Newfane

9282 Vt Rte 100, Whitingham
$599,000
5 Beds ⋅ 2 Baths ⋅ 5103454 MLS
This Vermont Country Farmhouse has been recently completed renovated and is ready for turn key enjoyment. The property consists of 41+ acres with tremendous exposure and easy main road access, extensive pasture which could easily be used for farming, a 42x48 post and beam barn, multiple out buildings ideal for workshops and storage, and a location with easy access to Harriman Reservoir and not far from skiing and villages. Truly an ideal location for anyone looking for a Vermont retreat, hobby farm, country getaway, or whatever your heart may desire. The home itself has been renovated with contemporary stylings including a gorgeous open concept great room with exposed original woodwork and wood burning custom fireplace, a gorgeous chefs kitchen with stainless appliances and quartz counters, a family room with second wood burning fireplace, main floor primary suite with tiled full bath and media room, four upstairs bedrooms and a second full bath, wood floors and beautiful furnishings throughout, a main floor mudroom entry for gear, and more. The 1840s barn has a stone faced concrete block foundation and direct access to the fields with a brook running along the southwesterly property boundary. There is a 12x12 garden house & a 12x16 shed. The fields are tiered with beautiful old trees, stone outcroppings and spectacular mountain views. You must see this if you are looking for a Quintessential Period Vermont Farm.

9282 Vt Rte 100, Whitingham

Vt Route 100 South, Jamaica
$299,000
5103450 MLS
Discover the possibilities with this exceptional 57+ acre parcel in the Town of Jamaica, Vermont, where no local zoning provides incredible flexibility for your vision. Ideally located just minutes from Stratton Mountain, Mount Snow, and within easy reach of Bromley, Magic Mountain, Manchester, and Brattleboro, this property offers the perfect balance of privacy, recreation, and convenience. Multiple elevated building sites showcase stunning long-range mountain views, while both a charming private brook and the scenic Wardsboro Brook border portions of the property, creating a truly picturesque setting. A State of Vermont wastewater permit (WW-2-5317) for a three bedroom home is already approved and on file, allowing you to begin building with ease. Looking for more? The expansive acreage offers exciting potential for subdivision, multiple homes, or a private family compound, subject to any applicable state regulations. Whether you're dreaming of a secluded mountain retreat, an investment opportunity, or a legacy property to enjoy for generations, this remarkable parcel offers endless possibilities in one of Southern Vermont's most desirable four-season destinations. Sellers are related to the listing agent.

Vt Route 100 South, Jamaica

34 Rock Split Way, Wilmington
$520,342
3 Beds ⋅ 3 Baths ⋅ 5103126 MLS
Perched atop Chimney Hill, this 3-bedroom, 3-bathroom home is perfectly suited as a vacation retreat or a primary residence, offering fantastic indoor and outdoor entertaining spaces. Enter the main level via the newly expanded staircase and deck. Inside, a spacious tile entryway provides ample room for gear and clothing storage. The sunken living room, with stone fireplace, flows seamlessly into the open-concept dining area and kitchen, where a deck extends your living space for seasonal enjoyment. A main-floor bedroom with a private balcony and a full bathroom rounds out this level. Upstairs, you’ll find a bright, spacious bedroom with another private balcony and an en-suite bathroom. Additionally, a lofted bonus room that easily doubles as an office, media nook, or extra sleeping space. The walkout basement adds further versatility, featuring a third bedroom with an en-suite, a large den, with wet-bar, perfect for lounging, games, or fitness equipment, and a laundry room equipped with a workbench for DIY projects or gear maintenance. Outside, the property is as impressive as the interior, featuring thoughtfully landscaped grounds. Recent updates include a Generac whole-house generator, Mitsubishi mini-split, fiber optic internet service, and septic system improvements including a new riser and D-box. Chimney Hill is a recreationist’s dream, offering access to indoor and outdoor pools, tennis/pickleball courts, ice skating, and direct trail access to Haystack Summit, all with low HOA fees.

34 Rock Split Way, Wilmington

72 Green Mdw, Brattleboro
$450,000
3 Beds ⋅ 2 Baths ⋅ 5103012 MLS
Nestled in a highly desirable West Brattleboro neighborhood, this well-cared-for home offers a wonderful community lifestyle and the ease of main-level living. The first floor features three bright bedrooms and a full bath - perfect for aging in place. Inside, you'll find classic hardwood floors and a cozy fireplace warming the living room. Step outside to an incredible, private backyard deck overlooking gorgeous, mature gardens - your own peaceful retreat. The property also includes a conveniently attached garage and a fully finished basement. The finished lower level includes a generous living room with a wet bar, a half bath, and a second fireplace, ready for a propane fireplace unit. With approximately 1,250 square feet of versatile space on each level, this home is a rare find. Showings begin Saturday, August 8th, with an Open House from 10-1 p.m.

72 Green Mdw, Brattleboro

21 Big Bend Loop, Wilmington
$345,000
3 Beds ⋅ 2 Baths ⋅ 5102964 MLS
Welcome to 21 Big Bend Loop in Wilmington, VT, where mountain charm, year-round adventure, and peaceful surroundings come together. Tucked among the trees, this chalet-style home offers the perfect escape, whether you're looking for a full-time residence, a weekend getaway, or an investment property in one of Southern Vermont's most desirable recreation areas. Step inside through the spacious mudroom, the perfect place to kick off your boots after a day on the slopes or hiking the trails. The warm and inviting interior features comfortable living spaces, a finished basement that provides extra room for guests, a game room, home office, or cozy movie nights, and a layout designed for making memories. Outside, the deck is freshly remodeled, creating an even better space to relax and take in the beautiful wooded views. Enjoy your morning coffee surrounded by nature, unwind after a day of adventure, or entertain friends in your own private mountain retreat. One of this property's unique advantages is the additional lot located directly across the street, offering exciting possibilities for future owners. Whether you envision building a garage, creating additional parking, or simply holding the land for future use, it's a valuable bonus that adds flexibility and long-term potential. Located just minutes from Mount Snow and a short distance to other nearby ski areas, this home puts four-season recreation right at your fingertips. Spend your winters skiing and snowboarding, then enjoy mountain biking, hiking, golf, lakes, breweries, restaurants, and charming downtown Wilmington throughout the warmer months. No matter the season, adventure is always close by. Speaking of close by, the Clubhouse with indoor and outdoor pools, hot tub, game room, tennis courts, gym, etc is only a short walk away! If you've been dreaming of a Vermont getaway with room to grow, beautiful surroundings, and an unbeatable location, 21 Big Bend Loop is ready to welcome you home.

21 Big Bend Loop, Wilmington

179 Reed Rd, Athens
$995,000
3 Beds ⋅ 3 Baths ⋅ 5102911 MLS
Custom Swedish Cope Log Home on 14 plus acres in Southern Vermont. Hidden among the hills, this custom log home combines rugged craftsmanship with warm, open living spaces. Oversized timbers transported from Idaho were assembled in the Swedish Cope style, featuring traditional saddle notched logs that give the home its distinctive character. A cathedral style entry leads into a dramatic living area with floor to ceiling windows, local views, and a wood-burning stove. The gourmet kitchen features granite countertops, maple cabinetry, spacious island and opens to the dining and gathering areas, creating an inviting space for cooking, entertaining, or relaxing. The home offers three bedrooms, three full bathrooms, and an expansive office. The main-floor primary suite includes walk-in closets, an oversized jetted soaking tub, and a walk-in rain shower. Travertine tile extends throughout the main level, complemented by radiant-floor heating. Set on more than 14 wooded acres, the property provides exceptional privacy and plenty of room to enjoy the outdoors. A full 10 foot deep porch wraps around the entire home, while an outdoor firepit offers a peaceful gathering spot. Stone walls and established perennial flower beds frame the grounds, and a long private driveway enhances the secluded setting. Additional features include a detached three-car garage with bonus space above and a garden shed. Offered for the first time, this one-of-a-kind Vermont retreat delivers craftsmanship, privacy, and four-season comfort in a remarkable natural setting. Only a short drive to several ski resorts and golf courses.

179 Reed Rd, Athens

Dover Rd, Newfane
$67,500
5102886 MLS
Welcome to your future home in the heart of a picturesque Vermont village! These exquisite land lots, thoughtfully designed by the architect-owner, offer a unique opportunity to build your dream home in a setting that perfectly captures the quintessential charm of small-town Vermont. Each lot is meticulously planned to adhere to the timeless "Vermont Vernacular" style, ensuring that your new home will blend seamlessly with the surrounding landscape and the village's historic character. Imagine living in a community where architectural harmony and natural beauty coexist, creating a serene and inviting atmosphere. Nestled among rolling hills and lush greenery, these lots provide the ideal backdrop for those seeking tranquility, while having over 3 acres maintains comfortable spacing. The owners vision emphasizes traditional New England craftsmanship suitable for the surrounding village. The peaceful village setting is only 20 minutes from Mount Snow and Brattleboro as well as other outdoor recreational areas. If you have dreamt of living in a small Vermont village, these lots offer the perfect canvas for your vision. Don't miss this rare opportunity to become a part of a charming Vermont village with much of the planning already in place including WW permits, established road, and underground power design. Embrace the essence of Vermont living and start planning your future in this idyllic location today. There are 3 buildable lots available as well as the adjacent 79 acre lot.

Dover Rd, Newfane

37 Stowe Hill Rd, Wilmington
$624,900
4 Beds ⋅ 3 Baths ⋅ 5102759 MLS
Welcome to Spruce Hill Farm, circa 1890, a beautifully restored farmhouse set on 47.7 picturesque acres just minutes from the charming village of Wilmington, Lake Raponda, Lake Whitingham, Mount Snow Ski Resort, and The Hermitage Club at Haystack. Lovingly renovated by its current owners since 1997, this exceptional property seamlessly blends modern amenities with timeless New England charm. Historic details abound, including authentic wood doors, wide-plank hardwood floors, and original wood trim. The spacious main level features a welcoming mudroom designed for year-round gear storage, a convenient half bath with laundry, and a beautifully updated kitchen complete with stainless steel appliances, a gas range, Silestone countertops, a center island, and a pantry. The formal dining room, private den with glass doors, and inviting living room with a cozy wood stove provide warm, comfortable spaces for gathering and entertaining. Upstairs, you'll find four generously sized bedrooms including the primary with ensuite full bath, soaking tub and separate shower. The versatile second-floor layout also offers excellent potential for a private guest or in-law suite. Outside, relax on the welcoming front porch or entertain on the expansive rear deck overlooking a peaceful backyard surrounded by rolling meadows, mature woodlands, private hiking trails, and more than 100 apple trees. Additional highlights include an attached two-car garage, a Tesla charging station and solar panels. Whether you're seeking a full-time residence, a Vermont getaway, or a hobby farm, Spruce Hill Farm offers an exceptional opportunity to enjoy the beauty, privacy, and lifestyle of southern Vermont.

37 Stowe Hill Rd, Wilmington

Water St, Jamaica
$585,000
5102573 MLS
A rare opportunity to own over 91 private acres just a short walk from the charming Village of Jamaica. Tucked away off a private right-of-way, this remarkable parcel offers the perfect balance of peaceful seclusion and convenient access to local shops, dining, and community events. The property features a beautiful mix of mature forest, gently rolling terrain, and serene natural surroundings. With selective clearing, there is potential to open up lovely mountain views. Existing trails currently traverse the property as part of a mountain biking trail network, adding immediate recreational appeal, and the land is also enrolled in a forest management plan. Ideally located just minutes from Stratton Mountain and within easy reach of Bromley, Magic, and Mount Snow, the property provides convenient access to year-round recreation, including skiing, hiking, biking, kayaking, fishing, and more. Large parcels offering this level of privacy within walking distance of a quintessential Vermont village are increasingly difficult to find. No engineering or permitting has been completed, and buyers are encouraged to conduct their own due diligence regarding potential development, the forest management plan, and continued trail use. The Seller’s estate is in the process of obtaining the required License to Sell, which is expected to be issued within 30 days.

Water St, Jamaica

103/105 89 Grand Summit, Dover
$25,000
1 Beds ⋅ 2 Baths ⋅ 5102349 MLS
Own Where You Play! Enjoy effortless mountain living with this turnkey, fully furnished quartershare that comfortably sleeps up to eight and offers beautiful views of Mount Snow from the Grand Summit Resort Hotel. This spacious condo provides exceptional flexibility, making it ideal for personal use, rental income, or vacation exchanges. Designed with convenience in mind, the unit features two full bathrooms and a desirable lockout configuration, allowing you to use one side while renting or exchanging the other. The main living area offers an open-concept kitchen, dining, and living room complete with a queen Murphy bed and a queen sleeper sofa. The adjoining hotel-style suite includes two king beds and a full bathroom, providing plenty of space for family and guests. Located on the first floor, you’ll enjoy true walk-out access to the ski slopes, along with easy access to the health club, heated outdoor pool, and arcade. Relax while watching skiers make their way down the mountain from the comfort of your condo. Ownership at the Grand Summit includes year-round access to outstanding resort amenities, including a heated outdoor pool, sauna, fitness center, full-service spa, owners’ private lounge, valet parking, and a private ski locker. One of the most popular owner benefits is the Space Available program, which allows owners to stay at the hotel outside of their designated ownership week by paying only the discounted housekeeping fee, subject to availability. The Grand Summit Resort Hotel is also affiliated with RCI and Interval International, offering owners the opportunity to exchange their vacation time for destinations around the world!

103/105 89 Grand Summit, Dover

308 Qtr.4, Dover
$22,500
1 Beds ⋅ 1 Baths ⋅ 5102299 MLS
Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa with saunas hot tubs and outdoor heated pool, private owners only ski/golf locker rooms for year round storage. Discounts on food and retail. A favorite owners perk is "Space A" which gives you the possibility of staying in the hotel even when it is not your ownership time at a discounted rate...just pay house keeping fees! RCI and Interval International affiliated. Top floor one bedroom sleep 6 Valley side unit. Kitchen, living room with a queen murphy bed and queen sleeper sofa and a king bed in the private bedroom with one full bath. A great way to enjoy the mountain resort lifestyle at an affordable price.

308 Qtr.4, Dover

15 Skyline Dr, Vernon
$635,000
3 Beds ⋅ 4 Baths ⋅ 5102083 MLS
Open House 8/2, 1:00–3:00 PM Nestled on approximately 4 private acres, this custom-built timber frame home offers an exceptional blend of craftsmanship, comfort, and privacy. Tucked away on a quiet, dead-end road, this is one of only four sites, providing a peaceful setting with the perfect balance of seclusion and convenience. Inside, exposed timber framing, soaring vaulted ceilings, and walls of windows fill the home with natural light. The custom chef's kitchen features a Viking range, generous prep space, custom cabinetry, and premium finishes designed for everyday living and entertaining. Adjacent to the kitchen, the radiant-heated sunroom offers greenhouse-style windows and opens to a stone patio overlooking the private front yard that’s perfect for year-round enjoyment. The main level also includes a pantry, half bath, and an expansive dining and den area anchored by a stunning custom stone fireplace, creating a warm and inviting gathering space. The walk-out basement adds approximately 1,500 sq. ft. of unfinished space with excellent ceiling height, a large wood stove, and endless potential for a workshop, recreation room, storage, or future finished living area. While currently used as storage, the original design of the west wing included a two-bay garage that could easily be converted to it’s intended use. The loft above includes a second full kitchen and overlooks the secluded backyard, making it an ideal space for an additional bedroom, home office, media room, or future accessory dwelling unit (ADU) for multi-generational living. Ideally located with easy access to the Connecticut River, ski resorts, renowned private schools, I-91, and Route 2, this one-of-a-kind Vernon property combines timeless craftsmanship, remarkable versatility, and an exceptional setting.

15 Skyline Dr, Vernon

3 Eldredge Rd, Rockingham
$1,600,000
5 Beds ⋅ 5 Baths ⋅ 5101931 MLS
A rare opportunity to own a remarkable piece of Vermont and literary history. Lovingly designed and restored by the creators of the beloved Llama Llama children's book series and the accompanying Netflix animated series, this extraordinary mini-estate is offered for the first time by the family. The meticulously restored and maintained five-bedroom, five-bath, 6,100+ square foot post-and-beam home seamlessly blends a late-1700s brick home, an 1820 clapboard addition, and thoughtfully designed post-and-beam additions completed in 2012. Historic character has been carefully preserved while incorporating modern construction, insulation, systems, a built-in generator, and today's amenities. Wide-plank hardwood floors, custom woodwork, vintage soapstone sinks with modern fixtures, antique hardware, and even a firepole reflect exceptional craftsmanship throughout. A soaring, light-filled studio where the bestselling books were created offers endless possibilities as a family room, entertaining space, creative studio, home office, gym, or home business. A rooftop deck overlooks the picturesque village of Lower Bartonsville and its iconic covered bridge. Above the detached two-car post-and-beam garage is a striking apartment or office with 20-foot ceilings and cork flooring. The 2.82-acre setting is equally extraordinary, with mature perennial gardens, remnants of an apple and pear orchard, whimsical stone stairways, and handcrafted stone walls built by renowned stonemason Dan Field. The property also overlooks an adjacent pond with ducks, herons and river otters.The centerpiece is the spectacular restored foundation of a 19th-century grist mill, reclaimed over 15 years and rising more than 60 feet in places. An adjacent 3.6-acre parcel with the historic mill dam is available separately. Minutes to I-91, The Vermont Country Store, Chester, and just 20 minutes to Okemo Mountain Resort. Showings start 8/3.

3 Eldredge Rd, Rockingham

15 Sawmill Rd, Stratton
$5,100,000
10 Beds ⋅ 10 Baths ⋅ 5101885 MLS
Location, Location, Location. Representing the pinnacle of Stratton Mountain trailside living, 15 Sawmill is a generational property where unrivaled ski-in/ski-out access creates one of Stratton's most exceptional legacy offerings. This is one of the few homes located along the trail - one you admire and wish was yours when you ski by it all winter season! Perfectly positioned directly on the ski trails with effortless access, this remarkable opportunity is an open palate for the next owner. This rare property delivers an unparalleled lifestyle designed to be treasured for generations. This 10 bedroom 9.5 bath residence (with 7 ensuite bedrooms), offers an expansive floor plan thoughtfully crafted for entertaining, family gatherings, & private retreats. An open concept great room is anchored by a commanding stone fireplace, walls of glass facing the trails and a kitchen design featuring an oversized island and dining area. Designed to comfortably accommodate family & guests alike, the residence features an exceptional ski room that opens up to the trailside for ease of trail access! A large family/game room is perfect for watching the game after a day on the slopes or cozying up to watch a movie. Expansive deck - perfect for spring apres ski and summer mornings. The oversized garage provides ample space for vehicles, recreational equipment, & seasonal storage. The scale & thoughtful layout, make this an ideal retreat for multiple generations to gather under one roof. This is more than a residence. It's a rare opportunity to establish your family legacy in one of Stratton Mountain's most coveted locations, where effortless slope side living define the ultimate mountain lifestyle.There are very few Stratton Mountain Resort residences that enjoy direct access to the Wanderer Trail. Convenience abounds. A priceless legacy property. Rare Indeed.

15 Sawmill Rd, Stratton

564 Goodaleville Rd, Jamaica
$1,115,000
4 Beds ⋅ 3 Baths ⋅ 5101689 MLS
Set along a quiet back road on the Winhall River, this beautifully reimagined former schoolhouse blends timeless Vermont character with thoughtful modern updates. Built around the historic Goodaleville Road schoolhouse with a timber-frame addition and renovated by Vermont Country Builders, the home reflects exceptional craftsmanship, energy efficiency, and enduring design. Just 10 minutes from Stratton Mountain Resort, the location offers easy access to the mountain, local favorites, and the best of southern Vermont living. High ceilings, generous windows, and two sunrooms fill the interior with natural light, while radiant heat on all three levels adds warmth and comfort throughout. Recent improvements include a standing-seam metal roof, new Marvin windows, mini-split heating and cooling, new appliances, a large new deck, a new drilled well, a whole-house generator, an EV charger, restored floors and fir doors, updated tile, and custom built-ins. The property has a deep connection to the surrounding land. Beautiful landscaping and stonework complement an open field, apple orchard, raised garden beds built with hemlock milled from the property, and a useful storage shed. The large, private deck with hot tub creates an inviting place to relax and take in the serene setting. Situated along the Winhall River with direct access to the West River Rail Trail, the property makes it easy to walk, bike, swim, and enjoy the outdoors right from home. A five-bedroom septic system provides flexibility for future expansion. This is the Vermont home you have been looking for--full of character, warmth, and history, yet updated with the level of care and quality that makes ownership easy from day one. A trusted local builder has already done the hard work. Make this your Vermont address. Seller is the listing broker. Neighboring property also available: 494–498 Goodaleville Road, MLS #5101688.

564 Goodaleville Rd, Jamaica

494-498 Goodaleville Rd, Jamaica
$1,315,000
5 Beds ⋅ 4 Baths ⋅ 5101688 MLS
4BR MAIN HOUSE, 1BR BARN APARTMENT, AND SEPARATE RESTORED VINTAGE BARN | Tucked along a quiet back road with the gentle sounds of the flowing Winhall River, this beautifully restored Vermont farmhouse feels worlds away, yet is just 10 minutes from Stratton Mountain Resort. Blending authentic character, exceptional craftsmanship, and modern comfort, the property offers a rare sense of privacy and retreat while keeping the mountain and year-round recreation within easy reach. Once the summer residence of renowned art historian Meyer Schapiro, the property retains the riverside beauty and creative spirit that have long defined it. Thoughtfully renovated by Vermont Country Builders, the home preserves its historic soul while providing quality and efficiency suited for each season. The main house spans three levels. An expanded kitchen with soapstone countertops opens to a spacious dining room and cozy sitting area with a gas fireplace. Original wide-plank floors, antique doors, and a classic clawfoot tub celebrate the home’s heritage. Improvements include modern insulation, electrical, plumbing, a new foundation, sheetrock, a high-efficiency propane boiler, HRV ventilation, mini-splits, Marvin windows, and an improved floor plan. Additional upgrades include standing-seam roofs on all buildings, custom gutters and snow guards, updated baths, custom built-ins, new appliances, and AZEK decks. A separate guest house, originally Schapiro’s art studio, offers a 1BR apartment with SMEG appliances, in-unit laundry, and a private hot tub. Below are heated storage and a screened porch. The restored barn offers parking and an EV charger. Extensive stonework, thoughtful landscaping, gardens, decks, a stone patio, and a welcoming front porch complement the peaceful setting along the Winhall River. Direct access to the West River Rail Trail makes it easy to walk, bike, swim, and explore right from home. Listing agent is related to seller. See neighboring property MLS #5101689.

494-498 Goodaleville Rd, Jamaica

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