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$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

$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

$562,500
4 Beds 3 Baths 5094878 MLS
Meticulously updated and maintained Kingswood townhome with direct snowmobile trail access and shuttle service to Mount Snow. This uniquely private four-bedroom unit is ideally positioned centrally in the development, offering greater separation between units, great parking, and yet easy clubhouse access. The home features an open-concept living space with vaulted ceilings, a wood-burning fireplace and updated stone hearth, and large windows providing abundant natural light. The kitchen includes a breakfast bar, granite tile counters, stainless appliances, and flows seamlessly into the spacious dining area — ideal for entertaining. The living area leads out to the rebuilt deck for outdoor enjoyment. The main level offers a vaulted primary suite with tiled bath, while the large family room — which can be used as the fourth bedroom — includes a full guest bath. Upstairs are two additional guest bedrooms (one with double bunks), a third full bath, and a convenient laundry closet. A functional dual mudroom entry features tiled flooring, custom cubbies, benches, ski locker storage, covered entry, and wood storage — perfectly designed for mountain living. The home includes thoughtful upgrades such as fresh paint throughout, upscale furnishings and décor, high-end lighting fixtures, added ceiling lighting and fans, and efficient propane heat. Enjoy direct shuttle service from your driveway to the Mount Snow base area. Snowmobile from your yard to the VAST trail system, or access hiking and biking along the Valley Trail in warmer months. Kingswood amenities include an indoor Olympic-size pool, exercise room, game room, clubhouse, wood delivery, trash service, and exterior building maintenance. An ideal option for those seeking downtime — not upkeep.

29a Kingswood Rd Unit 29A, Dover

$425,000
3 Beds 2 Baths 5094849 MLS
Just 1.5 miles from the slopes of Mount Snow, this bright and inviting 2.5-story townhome offers the perfect blend of convenience and comfort—with a shuttle to the mountain and easy access to nearby dining and shops. Thoughtfully updated, and with a new roof, the home features a welcoming entry with plenty of storage for all your outdoor gear. The renovated kitchen shines with quartz countertops, stainless steel appliances, a tiled backsplash, and full-height cabinetry for a clean, modern feel. Just off the dining area, step down into a spacious living room with soaring vaulted ceilings and a wood-burning fireplace—ideal for cozy nights in. From there, head out to the back deck and take in peaceful views of the Deerfield River, creating a truly relaxing setting. Upstairs, you’ll find a primary en suite along with a second bedroom featuring vaulted ceilings, exposed beams, and another bath. Both bathrooms have been beautifully updated. The third bedroom is a private loft space with an egress window, offering flexibility for guests or additional living space. Outside, enjoy the large deck overlooking the river. The HOA covers firewood, trash removal, snow plowing, water, and lawn care. Additional updates include a newly replaced water heater and exterior siding completed in 2023, and a skylight replaced in 2026.

231b Rte 100, Unit 23B, Dover

$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

$499,000
3 Beds 3 Baths 5094774 MLS
This exceptional townhouse in the sought-after SnowTree development offers a unique opportunity for homeownership in a community with a reliable HOA management company. Spread across three meticulously updated levels, the townhouse welcomes you with a spacious, sun-filled living room featuring a wood-burning fireplace and large windows that offer winter mountain views and allow natural light to flow into the adjoining dining room. The kitchen is a culinary enthusiast's dream, equipped with stainless steel appliances, granite countertops, ample cabinetry, and a gas stove. Wood floors enhance the elegance throughout the main level, which also includes a convenient half bath and a washer-dryer. Ascend to the second floor, where you’ll find two updated bedrooms, a full bath, and a cozy loft perfect for additional sleeping space. Descend to the lower level to discover a family room with a gas fireplace, an additional bedroom and bath, and a fully equipped kitchenette. Just a short walk from Mount Snow, this townhouse provides easy access to ski trails via the magic carpet, while the amenity building offers a hot tub, saunas, and an outdoor swimming pool for summer enjoyment, ensuring year-round resort-style living.

16 A Snowtree Ln, Dover

$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

$2,250,000
3 Beds 4 Baths 5094589 MLS
Experience Stratton at its absolute finest from one of the mountain's most coveted locations. Perfectly positioned just behind Stratton Village, this exceptional ski-in/ski-out residence offers the rare combination of effortless slope access and a short stroll to the Village's vibrant shops, restaurants, cafés, and year-round activities. Leave the car behind and enjoy the ultimate mountain lifestyle where every convenience is right at your doorstep. Designed for both luxurious comfort and entertaining, this beautifully appointed home has been thoughtfully upgraded throughout. Ski directly to and from your door, then unwind in inviting living spaces warmed by radiant heat from a high-efficiency Buderus boiler system. Two stunning, rebuilt stone wood-burning fireplaces and brand new chimney create an unforgettable alpine ambiance, providing the perfect setting for cozy winter evenings after a day on the slopes. Rich hickory hardwood flooring flows throughout the home, complemented by handcrafted custom built-ins that add both character and functionality. The chef's kitchen is a standout, featuring custom Clear Birch cabinetry, granite countertops, premium finishes, and generous space for gathering with family and friends. Every detail has been carefully considered to create a residence that is as beautiful as it is practical. Additional highlights include central air conditioning for year-round comfort, a heated garage for effortless winter living, and exceptional craftsmanship throughout. Whether you're enjoying first tracks on a powder morning, walking to dinner in the Village, or relaxing fireside with loved ones, this home delivers the very best of Stratton Mountain living. Offering unmatched convenience, luxury finishes, and true ski-in/ski-out access just steps from Stratton Village, this is mountain living at its most desirable and an extraordinary opportunity to own in one of Stratton's most sought-after settings.

9 Mountain Reach Mews Rd Unit 9, Stratton

$425,000
5094565 MLS
Investment opportunity! This beautiful ski country compound offers 3 potential streams of rental income, or a home where you can enjoy sweeping views of the West River Valley just minutes away from Magic Mountain skiing and a surprising array of amenities in Londonderry’s town center. A barn apartment over a garage with a 3/4 bath, and an upstairs and downstairs unit with a full bath each, are all equipped with their own kitchen and come with paying tenants. Keep the property in its current configuration, or combine the main house into one living area, with the barn as an in-law suite. A septic design exists for a subdivision of the property which, if the subdivision is obtained and a septic permit approved, would enable further development. Property to be sold as-is. Owner financing available.

135 Overlook Dr, Londonderry

$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

$445,000
3 Beds 2 Baths 5094368 MLS
This is a rare turnkey quality home that's been completely refurbished since 2018. The immense list of upgrades includes: completely new paint inside and out, electric overhaul, heat pump hot water heater, bulkhead and exterior foundation waterproofing, fully remodeled bathrooms, all new windows and doors, new lighting throughout, wainscotting, new septic tank and the list goes on. There are 2 bedrooms with hardwood and a full bath downstairs. The primary bedroom, full bath and closets make up the 2nd floor. There are 4 heating zones to customize your comfort. Cut your reliance on oil with your newer pellet stove and wood stove for all but the coldest months. When you step out onto the new screened in porch off the back of the house, you're surrounded by calm. There are no visible neighbors. Let your furry friends roam free in the fenced in backyard while keeping unwelcome guests out of your garden. No worry about the weather when you're parked in your detached 2 car garage that has plenty of additional storage space. The large vegetable garden is just waiting for your inspiration. Situated back from the road on just over 4 acres and surrounded by a beautifully landscaped flat yard and woodland. This is a property to enjoy from the inside to the outside.

720 Pine Banks Rd, Westminster

$670,000
5094329 MLS
Unleash the potential of this exceptional 60+ acre Vermont property, a rare offering brimming with diverse landscapes and endless possibilities. A well-maintained gravel driveway leads you into the heart of the land, complete with readily available power. Discover multiple potential building sites, each offering breathtaking views or secluded privacy, tailored to your preference. A charming stream meanders towards a tranquil pond, while ample pasture areas cater to equestrian or livestock enthusiasts. Subdivide as needed, capitalizing on significant road frontage along a picturesque country road. Conveniently located just 45 minutes from Okemo, Stratton, Mt. Snow, Bromley, and Magic Mountains, this property is a skier's dream. Direct access to the VAST Trail system and a wealth of rural recreational activities are at your doorstep. With easy access to I-91, Keene is 30 minutes away, Brattleboro 25 minutes, and Walpole NH a mere 15 minutes. Craft your dream home on your dream lot and embrace the quintessential Vermont country lifestyle.

00 Pine Banks Rd, Westminster

$1,650,000
5 Beds 3 Baths 5094211 MLS
Set along picturesque Middletown Road, just beyond the historic village of Grafton, this elegant five-bedroom residence enjoys a setting that feels both timeless and deeply peaceful. Perhaps it is the pleasing symmetry and classic proportions of the c.1815 brick Federal home with its Georgian floor plan. Perhaps it is the views of rolling meadows and rounded hills that unfold in both directions. Or perhaps it is simply the feeling of being here--a quiet sense of belonging that is difficult to explain and impossible to forget. Filled with natural light, the property has a welcoming spirit. A pond, apple orchard, perennial gardens, blueberry bushes, ancient maple trees, and historic stone walls create a landscape rich in beauty. The home sits along a quiet gravel road that forms part of one of Grafton's favorite four-mile walking loops, while trails meander through the property's 66 acres of fields and woodland. The Saxtons River traces one edge of the property. In the early nineteenth century, Major Benjamin Dwinell and his wife, Mehitable, built this home and raised eleven children here. The family prospered from the land, tending a large flock of sheep and cultivating one of the most productive apple orchards in town. By the late 1800s, Grouse Hill had begun a new chapter as a country retreat for a New York family. Over the years it has served as a boarding house, an inn, a full-time residence, and a cherished second home. Through each chapter, it has remained what it is today: a gracious and welcoming place that draws people in, encourages them to linger, and leaves a lasting impression. 22 miles from Okemo. 2 hours 44 minutes from Boston and 4 hours 19 minutes from New York.

874 Middletown Rd, Grafton

$850,000
4 Beds 4 Baths 5094205 MLS
Nestled in a peaceful Londonderry setting, 157 Old Sawmill Road offers the perfect blend of Vermont charm, comfort, and outdoor recreation. Originally built in 1971 and extensively renovated and expanded in 1992, this inviting home features nearly 3,200 square feet of living space designed for year-round enjoyment. Take in front-row views of Magic Mountain's ski trails right from your front deck and dining room - watch skiers carve down the slopes by day, and in the evenings, enjoy the quiet spectacle of the snow cats grooming the trails. Set in the heart of Southern Vermont ski country, Magic, Bromley, and Stratton Mountains are all just 20 minutes away, with Okemo, Mount Snow, and Killington also within an hour's drive few properties offer this kind of access to Vermont's best skiing. Snowmobile enthusiasts will love the direct VAST trail access right off the road — no trailering required. Simply load up and ride straight from home onto Vermont's extensive network, with connections to trails across the entire state. The backyard abuts Lowell Lake State Park, ensuring lasting privacy with no future development possible behind the property, while offering endless opportunities for hiking, kayaking, and snowshoeing right out your back door. A private pond adds to the picturesque setting, and multiple decks provide ideal spaces for relaxing, entertaining, or simply watching the mountain views change with the seasons. Inside, warm and welcoming living areas are highlighted by a wood-burning fireplace and pellet stove, creating cozy gathering spaces in every season. Numerous updates and improvements throughout reflect pride of ownership and add to the home's comfort and functionality. Equally suited as a primary residence, vacation retreat, or investment opportunity, this is a rare chance to own a well-maintained Vermont home with unbeatable ski access, state park-bordered privacy, and direct VAST snowmobile trail access minutes from Londonderry's village & Farmers M

157 Old Sawmill Rd, Londonderry

$140,000
5094122 MLS
Build your dream mountain retreat on this exceptional 1.4-acre double lot (Lots 494 & 495) in the highly desirable Chimney Hill community. Gently sloping and situated at approximately 2,400 feet in elevation, this unique parcel offers outstanding privacy with seasonal winter valley views while directly abutting Green Mountain National Forest and HOA common land, helping preserve the peaceful natural setting for years to come. The property is ready for your vision with an approved Vermont wastewater permit for a 3-bedroom home, a gravity-fed septic design, and community water available at the road. Its topography provides an ideal homesite to maximize both seclusion and scenic surroundings. As part of the Chimney Hill Owners Association, enjoy year-round amenities including indoor and outdoor heated pools, a clubhouse with fitness center and hot tub, tennis and pickleball courts, hiking and snowmobile trails, an ice skating rink, fishing pond, playgrounds, and more. Conveniently located just minutes from Mount Snow, Lake Whitingham, and the shops and restaurants of Wilmington, this property offers the perfect balance of recreation, tranquility, and four-season Vermont living.

Scattered Timber Road, Wilmington

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