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

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

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

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

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

4027 Rte 100th Hwy, Wardsboro
$4,500,000
5 Beds ⋅ 6 Baths ⋅ 5095419 MLS
Experience the ultimate Stratton Mountain lifestyle from this exceptional ski home, perfectly positioned in one of the resort's most coveted locations. Offering the rare advantage of deeded access to Stratton's impeccably groomed ski trail, this extraordinary property places world-class skiing just steps from your front door—an amenity few homes can claim and even fewer can match. Designed for both grand entertaining and comfortable mountain living, this spacious residence features five generously sized bedrooms and multiple gathering spaces that provide flexibility for hosting family and friends throughout every season. Expansive living areas create the perfect setting for après-ski evenings by the fire, holiday celebrations, or quiet retreats after a day on the slopes. A full house generator offers additional comfort. An oversized mudroom offers abundant space for skis, snowboards, bikes, and outdoor gear, ensuring effortless transitions from adventure to relaxation. The thoughtful floor plan balances open-concept living with private retreats, creating an atmosphere of refined comfort and timeless mountain elegance. Significant recent improvements elevate both the home's appearance and functionality. The entire exterior has been extensively renovated, delivering outstanding curb appeal and peace of mind for years to come. A paved driveway welcomes you home, while the attached garage provides convenience and protection from the elements in every season. Beyond its impressive features and updates, the true distinction of this property is its extraordinary location. With rare deeded access to Stratton's groomed trail network just steps from the front door, owners enjoy a level of convenience and exclusivity seldom available on the mountain. Opportunities to own a home with direct access to Stratton's premier ski experience are increasingly rare, making this a truly remarkable offering in one of Vermont's most sought-after resort communities.

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

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

1845 Hatch School Rd, Halifax
$1,392,000
5 Beds ⋅ 5 Baths ⋅ 5095311 MLS
Set on seven private fenced acres with stone walls and dual gated entrances, this custom Vermont property offers privacy, flexibility, and year-round access to Southern Vermont's premier recreational destinations. Perched on scenic Cobble Ridge in Londonderry, the property enjoys southwest exposure and seasonal Green Mountain views. Natural light fills the great room, where a brick fireplace anchors the living space. The kitchen with premium appliances flows into the dining and living areas, creating an inviting setting for entertaining and everyday living. The main residence features three ensuite bedrooms, including a lower-level suite and an upper-level suite that could each serve as a primary bedroom, depending on how the home is used. Additional living spaces provide flexibility for guests, recreation, remote work, or additional sleeping accommodations. A separate one-bedroom guest cottage offers added privacy and versatility. Designed for both gathering and retreat, the property includes multiple decks, a covered porch, open meadow, and expansive fenced acreage. A three-car garage and solar power system further enhance functionality and efficiency. Conveniently located near Stratton, Bromley, Magic, and Okemo Mountains, as well as Lowell Lake, Manchester, Weston, Londonderry, and South Londonderry, the property provides easy access to skiing, hiking, cycling, fishing, golf, shopping, dining, and cultural attractions throughout the region. 224 Cobble Ridge Road presents a rare opportunity to own a private Southern Vermont retreat combining quality craftsmanship, flexible living spaces, and exceptional access to the region's four-season amenities.

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

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

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

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

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

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

798 Vermont Route 100, Wilmington
$959,900
4 Beds ⋅ 3 Baths ⋅ 5095117 MLS
Set on 65± acres, this four-bedroom, three-bath home offers the privacy, views, and outdoor lifestyle that so many buyers seek in Southern Vermont. Perched to capture sweeping mountain views and spectacular sunsets, the home welcomes you with a covered front porch where you can relax and take in the ever-changing landscape. Inside, the spacious floor plan is designed for comfortable year-round living, while the outdoor spaces truly set this property apart. A rear deck connects directly to the swimming pool, creating an ideal setting for summer entertaining, family gatherings, or simply enjoying Vermont's warmer months. After a day exploring the property, unwind in the hot tub while taking in the peaceful surroundings. The expansive acreage provides endless opportunities for recreation and exploration. Established trails wind throughout the property, perfect for hiking, ATV riding, snowshoeing, or simply enjoying your own private woodland retreat. An oversized two-car garage provides ample space for vehicles, recreational equipment, and tools, while the charming little barn offers additional storage for ATVs, lawn equipment, and all the toys needed to enjoy Vermont's four seasons. Conveniently located just minutes from the Massachusetts border, this property offers easy access from Greenfield, Northampton, and the greater Boston area. You'll also enjoy being a short drive from Mount Snow for skiing and year-round recreation, as well as the shops, restaurants, and charm of historic downtown Wilmington. Whether you're looking for a primary residence, vacation getaway, or a private Vermont retreat with room to roam, 598 Hubbard Hill Road offers the perfect blend of comfort, recreation, and natural beauty.

598 Hubbard Hill Rd, Halifax
$3,495,000
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
$389,900
5 Beds ⋅ 2 Baths ⋅ 5095088 MLS
Sweet Country Retreat Near Mount Snow & The Hermitage Club Tucked away on a quiet private road in the heart of Wilmington, this charming country home offers the perfect blend of privacy, comfort, and four-season Vermont living. Just minutes from Mount Snow and the exclusive Hermitage Club, this spacious property is an ideal mountain getaway, full-time residence, or investment opportunity. Featuring five generous bedrooms, 2 bathrooms, Vaulted open concept living and incredible sun filled interior! This home provides plenty of space for family and friends to gather after a day on the slopes, trails, or nearby lakes. A walk-out lower level includes a separate second unit, offering flexibility for guest accommodations, multigenerational living, rental income, or a private home office. Outside, the property truly shines. Stunning perennial gardens burst with color throughout the seasons, creating a picturesque setting that complements the natural beauty of Southern Vermont. Relax on the deck, enjoy the peaceful surroundings, and take in the serenity of this special location. Whether you're seeking a ski home, vacation retreat, or year-round residence, this inviting Wilmington property offers space, versatility, and classic Vermont charm in an unbeatable location near some of the region's most sought-after mountain amenities.

88 Happy Haven Rd, Wilmington
$219,000
3 Beds ⋅ 2 Baths ⋅ 5095065 MLS
A great fixer-upper find! Solid feeling cape home set on 2 level acres just outside the village of Newfane with long frontage on the Smith Brook. Once a loved local primary home - now it's your opportunity. If you are handy and have cash or pre-qualified for a construction loan this may be your chance to break into the Newfane area at a fraction of what a renovated home will cost. Seller has license to sell and has been diligently working to clean the property out and the grounds up. Full concrete basement with ThermoPride forced hot air furnace, inspected oil tank, newer propane water heater and laundry hookups. A nook was created for a root cellar, great storage space with bulkhead to get outside. Electrical box will need to be updated but is currently servicing the property. All hard wood floors upstairs and down with vinyl in kitchen and baths. Solid wood doors, sweet built-in China cabinet, antique kitchen sink set up, oversized windows and lovely center staircase - all charming features that many of today's home designs lack! Outside are 2 level acres with beautiful, mature maple tree and perennial Hostas out front. Drilled well off to the side. One car garage/barn with workshop space. This could be an exceptional yard with its level topography and long shaded clear brook frontage. Set on VT Route 30 creates an easy commute North or South. Super convenient location within easy reach of the amenities of the Village, local farmstand, school and I-91 in either direction. Fix up or flip there is a ton of potential here. Sold As-Is, Seller reserves right to continue to remove personal items from in and around home until the time of sale.

373 Vermont Route 30, Newfane
$269,000
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
$347,000
3 Beds ⋅ 2 Baths ⋅ 5095016 MLS
Vernon! Affordable! School choice! Summer at the pool! This is it! One level living for those who want to age in place, have challenges with stairs, or just want to move up from an apartment....The best floor plan with open concept common space and bedrooms at the ends, for privacy and best use of space. With a sunny, level, with much of the yard fenced, there is lots of play space, gardening and ...check out the above ground pool...Easy access on paved roads, near the Mass line for lots of good food, shopping and entertainment. The CT River is perfect for boating and fishing fun. Sale subject to seller finding suitable housing.

243 Newton Rd, Vernon
$299,000
2 Beds ⋅ 1 Baths ⋅ 5094879 MLS
Escape to the beauty of Southern Vermont with this newly built chalet, offering comfort, flexibility, and year-round recreation. Situated just minutes from Lake Sadawga and Town Hill Park, this property is ideal as a full-time residence, vacation home, or investment getaway. The well and septic system were installed in Spring 2026, providing peace of mind and a strong foundation for future enjoyment. The interior is ready for your personal touch, with the opportunity to build a kitchen tailored to your lifestyle or utilize the thoughtfully designed kitchen plans already created by the builder. Enjoy the warmth and charm of chalet-style living, surrounded by the natural beauty of the area and endless outdoor activities throughout every season. Whether you're boating, fishing, hiking, snowmobiling, skiing, or simply relaxing in a peaceful setting, this property offers something for everyone. Being sold partially furnished, this move-in-ready retreat allows you to start enjoying Vermont living right away while adding your own finishing touches. A rare opportunity to own a newly constructed getaway with major infrastructure already in place and the flexibility to make it uniquely yours.

333 Poverty Row, Whitingham
$769,000
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
$729,000
5 Beds ⋅ 2 Baths ⋅ 5094800 MLS
Minutes from historic Newfane Village, this handsome c 1791 Cape is a rare offering combining character, craftsmanship, and natural beauty. The stunning property features meadows, long frontage along The Smith Brook, large swimming pond, formal gardens, stone patios & walkways, and a hiking loop winding through the landscape. A handsome 2 car barn with an impressive stone foundation adds versatility & appeal, while a delightful water feature cascades into a flower-lined canal, creating a truly magical setting. Lovingly cared for by its current owners, the home is rich with historic detail and warm, inviting spaces. Enter through a charming screened porch into the formal dining room with softwood flooring, Dutch door, butler’s pantry, and nearby full bath. To the left is the gracious living room featuring a fireplace, wideboard floors, wainscoting, and double French doors opening to the raised stone patio. Beyond is the beautiful primary suite with dressing room & bath, highlighted by large closets, raised-panel wood walls, and a brick fireplace. To the right of the dining room is the country kitchen with Silestone countertops, Bosch range & dishwasher, wood stove, and direct access to the stone patio. Adjacent are the mudroom and wood storage area. Off the kitchen is a sweet den with brick fireplace, wideboard flooring, and double pocket doors leading into an extraordinary four-season sunroom with cathedral ceiling, ceiling fan, stone flooring, and expansive windows overlooking the meadows, gardens, and brook. Two staircases lead to the upper level. One staircase rises to a charming bedroom with oversized windows framing garden views. The second staircase leads to two spacious bedrooms, both featuring exposed beams, beautiful wide pine flooring, and abundant character, including a classic Vermont window. A truly special home in an equally special setting, this exceptional property offers a blend of history, beauty, comfort, and Vermont charm!

268 S Wardsboro Rd, Newfane
$299,000
3 Beds ⋅ 3 Baths ⋅ 5094671 MLS
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
$449,000
3 Beds ⋅ 3 Baths ⋅ 5094647 MLS
***BEST AND HIGHEST DUE BY 6/23/2026 AT 5PM*** Let the sunshine in! This beautifully maintained 3-bedroom, 3-bath home features an open-concept kitchen, living, and dining area centered around a stunning floor-to-ceiling brick fireplace. Cathedral ceilings and abundant windows fill the space with natural light, creating a warm and inviting atmosphere. The spacious primary suite offers a private full bath, while two additional bedrooms and another full bath are conveniently located on the main level. A charming loft overlooks the entryway, providing flexible space for a home office, reading nook, or additional sleeping area. The finished lower level is perfect for entertaining and accommodating guests, featuring a second fireplace, movie projector with surround sound, heated radiant entryway, bonus bunk room, full bath, laundry room, and ample storage space. The kitchen is equipped with stainless steel appliances, and numerous upgrades that were completed to home in 2019. Outside, enjoy every season from the expansive deck, complete with grill, fire pit area and hot tub at ground level. Additional highlights include a durable standing-seam roof, circular driveway, and a private setting tucked back from a town-maintained road. A beautiful stone retaining wall provides excellent curb appeal and a welcoming first impression. Located in a town with no zoning restrictions and just minutes from Stratton Mountain, this property offers the perfect combination of comfort, convenience, and year-round recreation.

163 Howe Farm Rd, Jamaica
$545,000
2 Beds ⋅ 1 Baths ⋅ 5094642 MLS
Perched atop this scenic hillside on 6 acres, this distinctive contemporary home and classic gambrel two-story barn once enjoyed sweeping easterly views to Mount Wantastiquet and distant Mount Monadnock. Glimpses of the long-range views exist but will need to be reclaimed. Located on highly desirable Pleasant Valley Road in West Brattleboro, the property offers an exceptional combination of rural Vermont charm, privacy and convenience, with easy access to town. The beautiful Pleasant Valley Reservoir and the recreational opportunities provided by its protected land, trail system and class 4 road network are an underutilized outdoor paradise just down the road. The home's striking flat roof design, redwood siding, and clean mid-century modern influences create a timeless architectural aesthetic. Inside, the open concept living/dining and kitchen area is filled with natural light from the expansive windows that frame the surrounding landscape. An East/SE facing corner deck provides the perfect setting for morning coffee and sunrise views. The main level features two bedrooms and a full bath updated in 2026. The finished walkout lower level offers a spacious additional living space. The impressive gambrel barn once housed horses in its 3-5 stall lower level and has water and power. The top level of the barn is open clear span with a drive-in door ideal for vehicles and equipment storage, a wood shop, workshop, studio space or a variety of other uses including a possible second dwelling unit with applicable permits. The open land in front of the barn was once a dressage arena and provides an excellent level outdoor space for recreation, animals or agriculture. The remainder of the property includes a mix of open field, young growth forest and established yard areas surrounding the home with abundant room for large gardens and outdoor fun. Despite its peaceful country setting skiing, golf, hiking and biking are only minutes away. A rare one-of-a-kind Vermont property.

211 Pleasant Valley Rd, Brattleboro
$699,000
3 Beds ⋅ 3 Baths ⋅ 5094556 MLS
Private Vermont Log Cabin Retreat Near Stratton Mountain. Nestled at the end of a quiet dead-end road and bordering the Green Mountain National Forest, this exceptional log cabin at 42 Bills Road offers the ultimate Vermont mountain escape. Located just minutes from Stratton Mountain Resort, this fully furnished three-bedroom, three-bathroom home combines rustic charm with modern comfort in a truly private setting. The heart of the home is a stunning open-concept great room featuring soaring cathedral ceilings and a dramatic wall of floor-to-ceiling windows that bathe the space in natural light while showcasing the surrounding woodland scenery. The well-appointed kitchen is designed for entertaining, complete with stainless steel appliances, dual wall ovens, and a propane cooktop with a downdraft vent. Upstairs, the spacious primary suite offers a peaceful retreat, highlighted by an open loft design overlooking the living area below. Throughout the home, multiple propane fireplaces and a cozy wood pellet stove provide warmth and ambiance during Vermont's winter months. The fully finished lower level expands the living space with a large recreation room, perfect for game nights, movie marathons, or unwinding after a day on the slopes. Offered completely furnished, this turnkey property is ready for immediate enjoyment. Step outside to discover your own private pond, direct access to local trail networks, and endless opportunities for year-round outdoor recreation. A large storage shed provides ample space for snowmobiles, skis, mountain bikes, and all your Vermont adventure gear. Whether you're seeking a full-time residence, seasonal getaway, or investment property, this private mountain retreat delivers the perfect blend of seclusion, convenience, and outdoor living in one of Vermont's premier resort destinations.

42 Bills Rd, Stratton
$395,000
3 Beds ⋅ 2 Baths ⋅ 5094541 MLS
Set on a private one-acre lot in the desirable Snow Mountain Farms community of Wardsboro, Vermont, this fully furnished three-bedroom, one-and-a-half-bathroom bathroom home is the perfect blend of rustic charm and modern convenience near a bevy of year-round recreation opportunities. Every detail captures the essence of Vermont living, beginning with the open-concept kitchen, dining, and living area. Bamboo flooring is beautifully complemented by knotty pine walls, and the living room's cathedral ceiling is accented with post-and-beam styling. A classic wood stove serves as the focal point, perfect for cozy winter evenings after a day on the slopes. Off the living room, you'll find two bedrooms, a full bathroom, and ample storage space. Rich wood accents and a beautifully crafted staircase showcase the home's classic Vermont character, leading to the private primary suite upstairs with a half ensuite bathroom. All this Vermont charm also comes with modern tech, including remote-access thermostats that enable you to monitor the home’s temperature from anywhere. Outside, rustic wood siding and a durable metal roof provide timeless appeal and low-maintenance ownership. The expansive covered porch spans the length of the home and wraps around to an oversized deck built for dining, entertaining, or simply relaxing. Dimmable recessed lighting allows you to enjoy the space well into the evening and you can retreat to the firepit with family and friends to hang out under the stars. The partially finished basement provides valuable storage for skis, snowboards, bikes, and all your outdoor gear. There’s additional storage space in the detached shed for recreational equipment, tools, and gardening supplies. As a member of Snow Mountain Farms, residents enjoy access to community amenities, including an indoor swimming pool and tennis/pickleball courts. Located just 15 minutes from Mount Snow and 22 minutes from Stratton Mountain.

638 Hemlock Hill Rd, Wardsboro
$225,000
4 Beds ⋅ 2 Baths ⋅ 5094531 MLS
JUNE 21ST OPEN HOUSE CANCELLED DUE TO MULTIPLE OFFERS RECEIVED, OFFER DEADLINE OF 12PM MONDAY. In the village of Bellows Falls, overlooking the Connecticut River, sits this lovely Colonial 2-unit. With a vacant first floor, excellent tenants on the second where a porch commands river views, and an unfinished third floor leaving room for added value, this property is an exciting prospect for investment. All units have separate entrances. There is a 2-car garage and ample lawn space as well within the fenced yard. Beautiful accents throughout, and wood flooring. Could also be converted into a sizable single-family residence. Police and fire services across the street. Showings by appointment. Inquire today!

6 Tuttle St, Rockingham

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .