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68 E Bonnyvale Ln, Brattleboro
$299,000
3 Beds ⋅ 2 Baths ⋅ 5103897 MLS
Looking for your first home, ready to downsize, or seeking single level living? This one is for you. Set in a peaceful rural location near the end of a quiet dead end road, this single level ranch offers comfort, privacy, and great potential on 6.5+ acres just outside the village of West Brattleboro. Enjoy an in ground swimming pool with a pool house and bathroom - perfect for summer relaxation. High speed internet keeps you connected, a reliable Buderus boiler provides heat and hot water, and most windows have been updated to double glazed vinyl for improved efficiency. Inside, the layout is practical and inviting. Enter from the attached 24x24 two car garage into a substantial mudroom/laundry room - a huge perk in Vermont. The kitchen offers ample workspace and storage, opening to the dining and living areas with a wall of west facing windows. The living room fireplace is an ideal candidate for a woodstove insert, offering efficient heat with the ambiance of a traditional hearth. Off the central living area are three bedrooms, including a primary bedroom with full bath. Two additional bedrooms - or office/studio/workout spaces - plus a second full bath complete the floor plan. Outside, there’s room to garden, play, and enjoy the land. The price reflects the opportunity for a new owner to perform work and updates to build meaningful equity while enjoying a cozy home in a rural setting close to everyday necessities. Minutes from Memorial Park, trail networks, shopping, schools, the hospital, and I 91, this property delivers outstanding value at a competitive price. Don’t let it get away.

68 E Bonnyvale Ln, Brattleboro

6 Church St, Wilmington
$239,900
2 Beds ⋅ 2 Baths ⋅ 5103642 MLS
Located in the heart of Wilmington, this charming two bedroom, one and a half bath home offers an excellent opportunity to create something truly special. Just a short walk to shops, restaurants, and everything downtown has to offer, the location is hard to beat. The home features an attached garage with potential unfinished space above, offering endless possibilities for expansion, a home office, studio, or additional living area. Fidium high-speed fiber internet is already available on site, making it ideal for remote work or streaming. Connected to town water and sewer, the property offers added convenience and potential for future improvements, subject to local permitting and applicable town approvals. A new furnace was installed in May 2026, providing peace of mind for the next owner. Lovingly owned by the same family for the past 30 years, this home is ready for its next chapter. Being sold as is, it presents a wonderful opportunity for buyers with vision to update, personalize, and build equity in a highly desirable village location. All measurements are approximate, please conduct your own due diligence if important.

6 Church St, Wilmington

7 Cross St, Newfane
$499,000
3 Beds ⋅ 3 Baths ⋅ 5103610 MLS
OPEN HOUSE- Sat October 10th from 11-2. Go to the Newfane Heritage Festival and stop in to see this beautiful home! This is your chance to be part of the historic and lively community in the center of Newfane. This home underwent a complete overhaul in the early 2000s, including a new slate roof, a relocated fireplace for a more practical layout, a reinforced stone foundation with a poured concrete floor, new windows, boiler, cement clapboard, and new kitchen countertops. The main level features radiant heating, an open-concept living and dining area, a modern kitchen, and the primary bedroom with an ensuite full bath. It also includes a large bonus room with its own egress, perfect for a mudroom, office, studio, or playroom. The second floor offers two additional bedrooms, a unique bathroom, and a large attic space with great potential to be finished. Outside, the yard boasts beautiful stonework and plenty of flat, green space for gardening or activities. The property is also within walking distance to the country store, bank, restaurants, and yoga studios. You can rest easy knowing all the heavy lifting has already been done!

7 Cross St, Newfane

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

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

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

37 Stowe Hill Rd, Wilmington
$624,900
4 Beds ⋅ 3 Baths ⋅ 5102759 MLS
OPEN HOUSE Saturday, October 10th 2pm-4pm. 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

15 Skyline Dr, Vernon
$679,000
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

57 Castle Hill Rd, Wilmington
$690,000
5 Beds ⋅ 4 Baths ⋅ 5101430 MLS
Welcome to "Pipe Dream", a cherished family vacation home for nearly two decades. This residence seamlessly blends history, charm, and modern touches to create a truly unique experience. The outdoor space of 3.5 acres is nothing short of magical, featuring stone walls and steps, an inviting in-ground pool, and a tennis court. The expansive level yard offers plenty of room for outdoor fun, while the covered front porch invites you to enjoy your morning coffee, curl up for a lazy afternoon, or take in the Fourth of July fireworks. Additionally, two decks provide ample space for lounging, dining, and more. Inside, the home offers a variety of spaces designed to foster togetherness and relaxation. Gather around the fire in the cozy family room for game nights, or retreat to the den for some quiet time with a good book. The great room is perfect for accommodating the entire gang, while the downstairs recreation space, complete with a pool table/ping pong and foosball, promises endless entertainment. With five bedrooms and several bonus rooms, everyone can enjoy their own private retreat. A Vermont room upon entry to the lower level provides storage for coats, boots, gear, and more. The original structure is complemented by an 840 square-foot permitted addition, which includes a two-car garage, deck, great room, and one of the bedrooms and bathrooms. This home is ideally situated close to town, allowing for easy access to shops, restaurants, village events, and public transportation. It's also just a stone's throw from Harriman’s Reservoir, where you can indulge in boating and swimming. Whether you envision this as your primary residence or vacation getaway, "Pipe Dream" has everything you need. Its prime location offers easy access to Mount Snow Resort and the Hermitage Club for skiing and snowboarding, as well as Mount Snow and Haystack public golf courses. Consider making this extraordinary house your next dream home.

57 Castle Hill Rd, Wilmington

254 Lawrence Dr, Townshend
$399,000
2 Beds ⋅ 2 Baths ⋅ 5101312 MLS
Privately nestled at the end of a secluded drive, this quintessential Vermont retreat offers extraordinary privacy and serene mountain views in every direction. Set on a beautifully landscaped parcel with mature trees and an expansive lawn, the property exudes peace and timeless New England charm. The home features 2 bedrooms, 1.5 bathrooms, generous storage, and a detached two-car garage. A classic Vermont barn, currently serving as a recording studio, provides exceptional flexibility for creative pursuits, a workshop, or additional recreational space. Ideally located just minutes from ski areas, shopping, and Grace Cottage Hospital, this is a rare opportunity to enjoy the beauty, serenity, and convenience of Southern Vermont living.

254 Lawrence Dr, Townshend

13 Brookside Ln, Newfane
$550,000
3 Beds ⋅ 5 Baths ⋅ 5100856 MLS
Beautiful Cape style home nestled in a private country setting, surrounded by mature trees in desirable Newfane and just a short drive to skiing, hiking and other outdoor recreation. Offering exceptional flexibility, the property features an in-law apartment in addition to a separate living quarter, both are currently generating rental income, ideal for multigenerational living, extended family, guests, or supplemental income. A charming she shed/VIP lounge with electricity provides the perfect home office, studio, or creative workspace. The main part of the home is spacious, offering an open-concept kitchen with stainless steel appliances, a center island, a stunning fireplace and direct access to the back deck. The first floor also features a formal dining room, a comfortable living room, and a cozy den with a second fireplace. Upstairs, you'll find several generously sized bedrooms and bathrooms, providing plenty of room for family and guests. Additional outbuildings include an attached garage currently used to store equipment and wood along with two detached buildings which offer ample storage or workshop space. Designed with entertaining in mind, the expansive back deck features a custom-built outdoor fireplace, creating the perfect setting for gatherings throughout the seasons. With its spacious layout, multiple living areas, income potential, and peaceful country setting, this exceptional property offers endless possibilities. Showings begin 7/27/2026

13 Brookside Ln, Newfane

66 Upper Oak Hill, Newfane
$569,000
4 Beds ⋅ 2 Baths ⋅ 5100634 MLS
180° +/- views, end of the road, top of the hill privacy. 12 acres,4 beds,2 baths,brick,beams,built-ins,custom features,screen room, bonus space! A combination increasingly difficult to find, especially minutes from Newfane Village, Rock River, Brattleboro, vibrant arts community, farm-to-table dining, local galleries, garden shops, farm markets, outdoor recreation that define this special corner of Southern Vermont. Tucked away,this 4 bed, 2 bath Gambrel-style home offers the kind of privacy that has become a luxury in its own right w/wooded & open land, rock gardens, panoramic mountain views,room to explore, relax, or simply enjoy the peace & quiet. With more clearing, the already impressive views offer the opportunity to become even more expansive. Whether you're looking for a full-time Vermont home, weekend retreat, place to work remotely while surrounded by nature, this property offers remarkable flexibility. Enjoy your morning coffee overlooking the mountains, spend the afternoon exploring your land, or gather w/friends in the screened gazebo while watching the sunset. Inside, beams,window seat, custom built-ins & a striking brick accent wall create inviting spaces filled w/warmth & character. Spacious kitchen open to dining room, formal and mudroom entries, full laundry, easily accessible mechanicals. Four bedrooms PLUS multiple flexible bonus spaces provide exceptional versatility for a home office, studio, library, fitness room, guest overflow. Whole-house generator, Wi-Fi & reliable cell service provide modern convenience, while additional utility buildings offer abundant storage, workshop space & room for outdoor gear, equipment or hobbies. Private yet close enough to everything that makes Newfane one of Southern Vermont's most beloved villages. Spend the afternoon at the Rock River, explore galleries, garden shops, linger over farm-to-table dining, hike, or enjoy a night out in Brattleboro before returning home to the rare luxury of complete privacy.

66 Upper Oak Hill, Newfane

51 Dusty Ridge Rd, Putney
$945,000
2 Beds ⋅ 2 Baths ⋅ 5100626 MLS
Nestled along one of Putney's most scenic country roads, this private 18.3 acre property offers the perfect balance of wooded privacy, open space, and classic Vermont charm. Stone walls, mature perennial gardens, walking trails, and a meandering stream create a peaceful setting. The thoughtfully designed home offers 2,721 square feet of living space with 2 bedrooms and 2 bathrooms. A soaring brick fireplace anchors the open living area, while hardwood floors, natural wood finishes, and large windows create a warm and inviting atmosphere. The open floor plan flows into a bright sunroom where woodland views and seasonal mountain vistas become part of the living space. Outside, the property offers endless opportunities to enjoy the outdoors. There are several outbuildings including a former animal barn and a garden shed that offer excellent potential for studios, workshops, or a future ADU. A freestanding wood fired sauna provides the perfect place to unwind and take in the beautiful setting. In the woods you will also find a play structure that was a replica of the original home. Located just a short drive from the center of Putney, Vermont, you'll enjoy convenient access to local farms, hiking trails, the Putney School, Yellow Barn, Next Stage Arts, and the vibrant community that makes Putney one of Southern Vermont's most sought after towns. Whether you're looking for a full-time residence, a Vermont retreat, or a property with room to expand, 51 Dusty Ridge Road offers privacy, natural beauty, and the opportunity to make it your own.

51 Dusty Ridge Rd, Putney

3 Shannon Ridge Rd, Dover
$999,000
4 Beds ⋅ 5 Baths ⋅ 5100356 MLS
Some homes are renovated. Others are carefully crafted. 3 Shannon Ridge Road is unmistakably the latter.At first glance, the home feels elegant. Spend time inside, however, & its character begins to emerge: 16-ft.-long wide pine floors secured w/ traditional square nails, remarkably high ceilings, beautifully composed architecture, expansive windows, live-edge wood, a kitchen for entertaining and everyday living w/double dishwashers & premium appliances, beautifully appointed baths w/ heated mirrors, refined fixtures & carefully selected materials. Every finish was deliberately selected and serves a practical or design purpose. The home continues to reveal itself as you move from room to room. Anchored by a thoughtfully designed main-level primary suite with its own porch, the floor plan balances everyday comfort w/ exceptional accommodations. Beyond the spacious 4 private BR suites, a family room, sunroom, den, office & additional flex spaces offering remarkable versatility. Designed for gathering a large crowd w/out sacrificing privacy, the home offers a rare balance of expansive shared spaces & quiet retreats. Whether hosting extended family, accommodating weekend guests, working remotely, pursuing creative interests or simply enjoying room to spread out, the layout adapts effortlessly to a wide range of lifestyles & evolving needs. The home doesn't simply offer more square footage it offers more ways to live in it. Enjoy a quiet morning in the sunroom or return from the slopes to the expansive, gear-ready mudroom, where Vermont living feels both practical & effortless.Privately situated on 1.62± acres between Mount Snow & The Exclusive Hermitage Club, the property offers exceptional privacy just minutes from skiing, golf, hiking, dining, shopping, lakes & year-round recreation. Oversized attached heated garage, private backyard and deck & abundant storage complete a home where craftsmanship, thoughtful design & everyday livability come together beautifully.

3 Shannon Ridge Rd, Dover

1161 Little Pond Rd, Londonderry
$645,000
4 Beds ⋅ 3 Baths ⋅ 5100212 MLS
Beautifully renovated 4-bedroom home with a stylish 2-bedroom accessory dwelling, offering the perfect blend of modern comfort, flexibility, and Vermont charm. Whether you're looking for space for extended family, guests, or the potential for rental income, this thoughtfully designed property offers endless possibilities. Step inside to discover contemporary upgrades throughout, where every detail has been carefully considered. Filled with natural light, the home's inviting floor plan creates a bright and airy feel from room to room. The beautifully updated kitchen, refreshed finishes, and modern touches make this home truly move-in ready while maintaining its warm and welcoming character. The dining room is highlighted by a beautiful propane fireplace, creating the perfect ambiance for dinners, holiday gatherings, and entertaining friends year-round. Outside, you'll find a peaceful yard designed for relaxing and enjoying Vermont's natural beauty. Two spacious decks provide plenty of room for outdoor dining, grilling, or simply soaking in the tranquil surroundings. A wonderful screened-in porch off the side yard offers the perfect three-season gathering space for morning coffee, evening cocktails, or enjoying the fresh mountain air without the bugs. Adventure is right outside your door. Ideally located less than a mile from Viking Nordic Center and Lowell Lake State Park, and close to some of Southern Vermont's premier ski destinations including Magic Mountain, Bromley Mountain, Stratton Mountain, and Okemo, this home offers year-round recreation at its best. Whether your passion is skiing, hiking, biking, kayaking, or simply enjoying the beauty of Southern Vermont, you'll love having it all within easy reach. With beautiful renovations, abundant natural light, flexible living space, and an unbeatable location, this home offers the very best of Vermont living.

1161 Little Pond Rd, Londonderry

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