welcomehome-nh.com Search Results

Welcome to your fully furnished chalet-style escape in Townshend, Vermont. Tucked away at the end of a private drive on 10 partially cleared, usable acres, this 2-bedroom, 2-bathroom home offers the perfect blend of comfort and Vermont charm. With four separate sleeping areas, there's plenty of space. The first-floor primary suite provides a private retreat with its own ensuite bathroom. Above, a striking loft bridge connects the second-floor sleeping spaces while overlooking the dramatic great room below, adding architectural character and enhancing the home's open-concept design. The spacious loft features expansive windows that frame the surrounding landscape and offers ample room for two beds. Exposed timber beams, wide- plank wood floors, and soaring wood-paneled ceilings create the warm character of a classic Vermont chalet. The centrally located kitchen offers views in every direction, allowing you to enjoy the surrounding landscape while remaining connected to the dining and living areas. Just off the main living space, the sunroom is filled with natural light through oversized sliding glass doors. Whether used as a relaxing sitting area or a practical mudroom and primary entrance, it provides a seamless connection between indoors and out. The open dining, living, and kitchen areas are designed for gathering, with easy access to the balcony off the dining room. It's the perfect place to enjoy your morning coffee, unwind at the end of the day, and take in the peaceful views of the expansive yard. The finished walkout basement is a flexible bonus space that can serve as a private guest suite, wellness room, bonus room, or office. Complete with a sauna, wood stove, and French doors leading to the outdoor fire pit and established flower gardens, it's a cozy extension of the home's living space. Less than 30 minutes to Mount Snow and Stratton Resort for year-round adventure, including skiing, snowboarding, mountain biking, and golf.

2 Beds ⋅ 2 Baths ⋅ 5089303 MLS

Welcome to your fully furnished chalet-style escape in Townshend, Vermont. Tucked away at the end of a private drive on 10 partially cleared, usable acres, this 2-bedroom, 2-bathroom home offers the perfect blend of comfort and Vermont charm. With four separate sleeping areas, there's plenty of space. The first-floor primary suite provides a private retreat with its own ensuite bathroom. Above, a striking loft bridge connects the second-floor sleeping spaces while overlooking the dramatic great room below, adding architectural character and enhancing the home's open-concept design. The spacious loft features expansive windows that frame the surrounding landscape and offers ample room for two beds. Exposed timber beams, wide- plank wood floors, and soaring wood-paneled ceilings create the warm character of a classic Vermont chalet. The centrally located kitchen offers views in every direction, allowing you to enjoy the surrounding landscape while remaining connected to the dining and living areas. Just off the main living space, the sunroom is filled with natural light through oversized sliding glass doors. Whether used as a relaxing sitting area or a practical mudroom and primary entrance, it provides a seamless connection between indoors and out. The open dining, living, and kitchen areas are designed for gathering, with easy access to the balcony off the dining room. It's the perfect place to enjoy your morning coffee, unwind at the end of the day, and take in the peaceful views of the expansive yard. The finished walkout basement is a flexible bonus space that can serve as a private guest suite, wellness room, bonus room, or office. Complete with a sauna, wood stove, and French doors leading to the outdoor fire pit and established flower gardens, it's a cozy extension of the home's living space. Less than 30 minutes to Mount Snow and Stratton Resort for year-round adventure, including skiing, snowboarding, mountain biking, and golf.

1871 W Hill Rd, Townshend

$549,900

NEW PRICE! Exceptional Value in Vermont’s Ski Country! This beautifully renovated classic chalet just became an even better opportunity! Offering the perfect blend of rustic Vermont charm and modern updates, this home features vaulted ceilings, exposed beams, a dramatic floor-to-ceiling brick fireplace, gorgeous remodeled kitchen with quartz countertops, and an expansive deck ideal for entertaining. With 3 bedrooms, 2 baths, a versatile loft, updated Buderus boiler with 5 zones, direct VAST trail access, abundant parking, and a strong rental history, this property is equally suited as a year round home, Vermont getaway, or investment property. Minutes from skiing, restaurants, shopping, and year round recreation. New price, now is the time to take another look!

3 Beds ⋅ 3 Baths ⋅ 5089243 MLS

NEW PRICE! Exceptional Value in Vermont’s Ski Country! This beautifully renovated classic chalet just became an even better opportunity! Offering the perfect blend of rustic Vermont charm and modern updates, this home features vaulted ceilings, exposed beams, a dramatic floor-to-ceiling brick fireplace, gorgeous remodeled kitchen with quartz countertops, and an expansive deck ideal for entertaining. With 3 bedrooms, 2 baths, a versatile loft, updated Buderus boiler with 5 zones, direct VAST trail access, abundant parking, and a strong rental history, this property is equally suited as a year round home, Vermont getaway, or investment property. Minutes from skiing, restaurants, shopping, and year round recreation. New price, now is the time to take another look!

1 Bucket Ln, Dover

$747,500

Rare opportunity to own a meticulously restored 1830s vintage farmhouse, offered completely turnkey with extensive updates, thoughtful renovations, and modern amenities throughout. Ideally located just outside the country village of Wilmington for shopping and dining, a short drive to Mount Snow, and just up the street from Lake Whitingham’s boat launch and beach areas - truly four-season enjoyment at your doorstep. Inside, the home offers 4+ bedrooms and 3.5 renovated baths across three distinct living areas. The flexible layout includes a main-floor primary suite option, a second upstairs suite with large closets and an upscale bath, plus a separate guest wing with two additional bedrooms and a full bath - perfect for hosting family and friends. You’ll also find up- and down-country mudrooms with excellent storage, the original foyer and front door, a country kitchen with stainless appliances and Corian counters, gas stove with brick hearth, vintage bar area, wood floors, gorgeous sunroom, and main-floor laundry - blending historic character with everyday convenience. Spacious and bright, the home strikes the perfect balance between timeless charm and modern comfort. Enjoy mountain views over the village from the front porch, or relax among the beautifully crafted stone walls, perennial gardens, and mature trees. Additional features include a newly built two-car garage barn with second-floor expansion potential, fiber internet, town water and sewer, ample driveway parking, and true peace of mind. A welcome respite from metropolitan life - and a level of preserved character rarely found in such pristine condition.

5 Beds ⋅ 4 Baths ⋅ 5089227 MLS

Rare opportunity to own a meticulously restored 1830s vintage farmhouse, offered completely turnkey with extensive updates, thoughtful renovations, and modern amenities throughout. Ideally located just outside the country village of Wilmington for shopping and dining, a short drive to Mount Snow, and just up the street from Lake Whitingham’s boat launch and beach areas - truly four-season enjoyment at your doorstep. Inside, the home offers 4+ bedrooms and 3.5 renovated baths across three distinct living areas. The flexible layout includes a main-floor primary suite option, a second upstairs suite with large closets and an upscale bath, plus a separate guest wing with two additional bedrooms and a full bath - perfect for hosting family and friends. You’ll also find up- and down-country mudrooms with excellent storage, the original foyer and front door, a country kitchen with stainless appliances and Corian counters, gas stove with brick hearth, vintage bar area, wood floors, gorgeous sunroom, and main-floor laundry - blending historic character with everyday convenience. Spacious and bright, the home strikes the perfect balance between timeless charm and modern comfort. Enjoy mountain views over the village from the front porch, or relax among the beautifully crafted stone walls, perennial gardens, and mature trees. Additional features include a newly built two-car garage barn with second-floor expansion potential, fiber internet, town water and sewer, ample driveway parking, and true peace of mind. A welcome respite from metropolitan life - and a level of preserved character rarely found in such pristine condition.

67 Castle Hill Rd, Wilmington

$825,000

Welcome to your perfect four-season retreat nestled just minutes from Stratton Mountain Ski Resort. This authentic 5-bedroom, 4-bathroom log cabin plenty of space throughout, with ample natural light and that signature Vermont charm and cozy ambiance. A large kitchen, combined with an open dining area and expansive wrap around deck, offer a multitude of opportunities for seasonal gatherings no matter the weather. Or you can relax in the hot tub after a long day and even enjoy the sounds of a local waterfall located just a short walk from the doorstep. A 1-bedroom apartment with a separate entrance gives this home more flexibility for family and friends to stay for extended visits. The two-car garage provides space for all the outdoor gear you could need to explore the Vermont wilderness year-round. This home has all you need to enjoy all the Vermont has to offer.

5 Beds ⋅ 4 Baths ⋅ 5088809 MLS

Welcome to your perfect four-season retreat nestled just minutes from Stratton Mountain Ski Resort. This authentic 5-bedroom, 4-bathroom log cabin plenty of space throughout, with ample natural light and that signature Vermont charm and cozy ambiance. A large kitchen, combined with an open dining area and expansive wrap around deck, offer a multitude of opportunities for seasonal gatherings no matter the weather. Or you can relax in the hot tub after a long day and even enjoy the sounds of a local waterfall located just a short walk from the doorstep. A 1-bedroom apartment with a separate entrance gives this home more flexibility for family and friends to stay for extended visits. The two-car garage provides space for all the outdoor gear you could need to explore the Vermont wilderness year-round. This home has all you need to enjoy all the Vermont has to offer.

4880 Pikes Falls Rd, Jamaica

$825,000

Imagine 216 acres of rolling fields, serene woodlands, and a glowing sugarbush tucked along a quiet country dirt road near the Massachusetts border in Halifax, just a short drive to Brattleboro and Wilmington. Held by the same family for generations, this timeless Southern Vermont property includes a farmhouse, barns, and several outbuildings ,many ready for restoration, reimagining, or replacement. Historic stone walls trace through the landscape, while a peaceful wetland area creates a natural haven for wildlife. Blending character with practicality, the property also offers solid infrastructure already in place, including power, a newer well, a newer roof, and the essential groundwork to move your vision forward. The land is truly the centerpiece, featuring sweeping open fields, a productive sugarbush, and marketable timber.

5 Beds ⋅ 1 Baths ⋅ 5088768 MLS

Imagine 216 acres of rolling fields, serene woodlands, and a glowing sugarbush tucked along a quiet country dirt road near the Massachusetts border in Halifax, just a short drive to Brattleboro and Wilmington. Held by the same family for generations, this timeless Southern Vermont property includes a farmhouse, barns, and several outbuildings ,many ready for restoration, reimagining, or replacement. Historic stone walls trace through the landscape, while a peaceful wetland area creates a natural haven for wildlife. Blending character with practicality, the property also offers solid infrastructure already in place, including power, a newer well, a newer roof, and the essential groundwork to move your vision forward. The land is truly the centerpiece, featuring sweeping open fields, a productive sugarbush, and marketable timber.

6036 Jacksonville Stage Rd, Halifax

$599,000

Unique opportunity to own an updated and woodsy chalet just up from the slopes of Mt Snow, yet also with direct snowmobile trail access. This 5 bedroom, 2 bath home has been tastefully renovated while maintaining the charm and character befitting a Vermont retreat ski home. The interior features an open concept living space with vaulted great room, wood burning fireplace, natural woodwork and great light thanks to large windows, a kitchen off one side with live edge breakfast bar and stainless appliances, ample dining space open to the large front deck for outdoor enjoyment or potential future hot tub apres ski, there is a main floor bedroom and full updated bath, a second floor loft bedroom, two guest bunk rooms in the lower level, a second full updated bath with tiled showed, and a large fifth bedroom that doubles as a family room with fireplace. There is also a mudroom addition great for gear storage and getting out of the cold, a large shed for gear, ample parking, and tons of privacy. Less obvious upgrades include a standing seam metal roof, updated windows and doors, updated flooring throughout, and more, for easy turn key enjoyment or incredible rental potential thanks to the style and mountain proximity. There is direct VAST snowmobile trail access from the private level property, so you can ski half day and snowmobile the other half, without ever having to drive far.

5 Beds ⋅ 2 Baths ⋅ 5088556 MLS

Unique opportunity to own an updated and woodsy chalet just up from the slopes of Mt Snow, yet also with direct snowmobile trail access. This 5 bedroom, 2 bath home has been tastefully renovated while maintaining the charm and character befitting a Vermont retreat ski home. The interior features an open concept living space with vaulted great room, wood burning fireplace, natural woodwork and great light thanks to large windows, a kitchen off one side with live edge breakfast bar and stainless appliances, ample dining space open to the large front deck for outdoor enjoyment or potential future hot tub apres ski, there is a main floor bedroom and full updated bath, a second floor loft bedroom, two guest bunk rooms in the lower level, a second full updated bath with tiled showed, and a large fifth bedroom that doubles as a family room with fireplace. There is also a mudroom addition great for gear storage and getting out of the cold, a large shed for gear, ample parking, and tons of privacy. Less obvious upgrades include a standing seam metal roof, updated windows and doors, updated flooring throughout, and more, for easy turn key enjoyment or incredible rental potential thanks to the style and mountain proximity. There is direct VAST snowmobile trail access from the private level property, so you can ski half day and snowmobile the other half, without ever having to drive far.

48 Upper Highlands, Dover

$425,000

Lovely renovated chalet at the bottom of the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. This lovely private parcel sits in the easily accessible lower section with nice seclusion and views out the rear, affording nice privacy yet with all the conveniences of community living. The interior boasts an open concept living space with natural light and large windows, natural woodwork throughout, a brand new kitchen with stainless appliances and quartz counters, a spacious dining area open to the living room with gas fireplace and stone hearth, a main floor bedroom and updated full bath, 2 upstairs bedrooms including a spacious primary and a second full bath, and a main floor mudroom and laundry area great for all your seasonal gear. There is also a large owners closet or bonus room off the main bath that could serve as an office with patio door out to the deck. Less obvious upgrades include direct vent heating, all new flooring, and convenient wood shed and bear proof trash bin. This comes with all the great Chimney Hill amenities including road maintenance, community water, clubhouse with indoor and outdoor pools, hot tub, game room, theater, playground, tennis courts, basketball, gym, and more. There are also a la carte services including plowing, sanding, and trash pickup. A truly unique spot that affords Vermont charm and serenity, with easy management.

3 Beds ⋅ 2 Baths ⋅ 5088540 MLS

Lovely renovated chalet at the bottom of the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. This lovely private parcel sits in the easily accessible lower section with nice seclusion and views out the rear, affording nice privacy yet with all the conveniences of community living. The interior boasts an open concept living space with natural light and large windows, natural woodwork throughout, a brand new kitchen with stainless appliances and quartz counters, a spacious dining area open to the living room with gas fireplace and stone hearth, a main floor bedroom and updated full bath, 2 upstairs bedrooms including a spacious primary and a second full bath, and a main floor mudroom and laundry area great for all your seasonal gear. There is also a large owners closet or bonus room off the main bath that could serve as an office with patio door out to the deck. Less obvious upgrades include direct vent heating, all new flooring, and convenient wood shed and bear proof trash bin. This comes with all the great Chimney Hill amenities including road maintenance, community water, clubhouse with indoor and outdoor pools, hot tub, game room, theater, playground, tennis courts, basketball, gym, and more. There are also a la carte services including plowing, sanding, and trash pickup. A truly unique spot that affords Vermont charm and serenity, with easy management.

49 West Rd, Wilmington

$299,900

Nature lovers rejoice! Escape to the charm of rural Vermont with this rustic cottage retreat, privately set on a secluded 1-acre lot surrounded by woods and nature. Tucked away in a peaceful setting, this inviting home offers warmth, character, and the simple beauty of country living. The first floor features an open floor plan with hardwood floors and natural woodwork throughout, a cozy livingroom with a beautiful fireplace, a small den leading to a bedroom with a knotty pine ceiling, plus a spacious rebuilt (2018) 400 sqft. Primary bedroom with wide pine floors, laundry, ample closet/storage space, and a wood stove perfect for snowy Vermont evenings. Upstairs, you’ll find a third bedroom and an additional bonus room for guests, office space, or hobbies. Step outside onto the large deck, built in 2022, and take in the summer breezes and colorful fall foliage while surrounded by the peaceful beauty of rural Vermont. A loose-laid stone wall elegantly frames the garden and established plantings, evoking the timeless appeal of a classic country setting. Property improvements include an upgraded 3-bedroom septic system (2017), a metal roof (approx. 2013), a new well pump (2020), A new Sure Pack driveway (2018), 200-amp electrical service, two outbuildings, vinyl replacement windows, and a generator hookup. Conveniently located near some of southern Vermont’s best skiing and outdoor recreation, it’s approximately 25 minutes to Mount Snow and 45 minutes to Stratton and Bromley Mountains. Whether you’re searching for a cozy year-round home, a rustic Vermont getaway, or a peaceful escape from city life, this charming country cottage is the perfect place to slow down and reconnect with nature.

3 Beds ⋅ 1 Baths ⋅ 5087976 MLS

Nature lovers rejoice! Escape to the charm of rural Vermont with this rustic cottage retreat, privately set on a secluded 1-acre lot surrounded by woods and nature. Tucked away in a peaceful setting, this inviting home offers warmth, character, and the simple beauty of country living. The first floor features an open floor plan with hardwood floors and natural woodwork throughout, a cozy livingroom with a beautiful fireplace, a small den leading to a bedroom with a knotty pine ceiling, plus a spacious rebuilt (2018) 400 sqft. Primary bedroom with wide pine floors, laundry, ample closet/storage space, and a wood stove perfect for snowy Vermont evenings. Upstairs, you’ll find a third bedroom and an additional bonus room for guests, office space, or hobbies. Step outside onto the large deck, built in 2022, and take in the summer breezes and colorful fall foliage while surrounded by the peaceful beauty of rural Vermont. A loose-laid stone wall elegantly frames the garden and established plantings, evoking the timeless appeal of a classic country setting. Property improvements include an upgraded 3-bedroom septic system (2017), a metal roof (approx. 2013), a new well pump (2020), A new Sure Pack driveway (2018), 200-amp electrical service, two outbuildings, vinyl replacement windows, and a generator hookup. Conveniently located near some of southern Vermont’s best skiing and outdoor recreation, it’s approximately 25 minutes to Mount Snow and 45 minutes to Stratton and Bromley Mountains. Whether you’re searching for a cozy year-round home, a rustic Vermont getaway, or a peaceful escape from city life, this charming country cottage is the perfect place to slow down and reconnect with nature.

1329 Newfane Rd, Wardsboro

$260,000

Looking for the simple life in tiny home living, or maybe just a good basecamp to explore the outdoors? Look no further! This unique property is conveniently located just a couple miles outside the bucolic village of Putney off a main road, with easy access to I-91. With 33 acres of rolling woods and local valley views there's plenty of land to explore and play with, while the cozy little home makes a great place to relax and retreat to. It has both a heat pump & a wood stove to keep things comfortable all year round, and a full basement for plenty of storage. Check it out today!

1 Beds ⋅ 1 Baths ⋅ 5087943 MLS

Looking for the simple life in tiny home living, or maybe just a good basecamp to explore the outdoors? Look no further! This unique property is conveniently located just a couple miles outside the bucolic village of Putney off a main road, with easy access to I-91. With 33 acres of rolling woods and local valley views there's plenty of land to explore and play with, while the cozy little home makes a great place to relax and retreat to. It has both a heat pump & a wood stove to keep things comfortable all year round, and a full basement for plenty of storage. Check it out today!

319 River Rd S, Putney

$498,750

Welcome to this spacious contemporary home located on the desirable Hartley Hill Road, conveniently situated near Saxtons River, Bellows Falls, Putney, and I-91. Built in 2008, this well-maintained home offers quality craftsmanship including a brand new roof installed April 2026, high-end utilities, and modern comforts throughout. The finished, walk-out lower level features radiant heat, abundant natural light, and exterior access from three sides of the home. This floor is home to the spacious primary suite including a luxurious ensuite bathroom complete with a soaking tub, dual sinks, a beautiful walk-in shower, separate toilet room, and a large walk-in closet. This level also offers a generous bonus room, laundry room, and utility room. Upstairs, enter through the back deck into a welcoming entryway leading to the expansive modern kitchen, featuring granite countertops, a large center island with pendant lighting, and plenty of space for entertaining. The open-concept kitchen, dining, and living area is centered around a striking staircase that ties the space together beautifully. This level also includes an additional bedroom and a convenient half bath. The upper floor offers two more spacious bedrooms and a full bathroom with dual sinks and a walk-in shower. Outside, relax on the deck overlooking the pool while enjoying the privacy and tranquility of the surrounding rural countryside.

4 Beds ⋅ 3 Baths ⋅ 5087887 MLS

Welcome to this spacious contemporary home located on the desirable Hartley Hill Road, conveniently situated near Saxtons River, Bellows Falls, Putney, and I-91. Built in 2008, this well-maintained home offers quality craftsmanship including a brand new roof installed April 2026, high-end utilities, and modern comforts throughout. The finished, walk-out lower level features radiant heat, abundant natural light, and exterior access from three sides of the home. This floor is home to the spacious primary suite including a luxurious ensuite bathroom complete with a soaking tub, dual sinks, a beautiful walk-in shower, separate toilet room, and a large walk-in closet. This level also offers a generous bonus room, laundry room, and utility room. Upstairs, enter through the back deck into a welcoming entryway leading to the expansive modern kitchen, featuring granite countertops, a large center island with pendant lighting, and plenty of space for entertaining. The open-concept kitchen, dining, and living area is centered around a striking staircase that ties the space together beautifully. This level also includes an additional bedroom and a convenient half bath. The upper floor offers two more spacious bedrooms and a full bathroom with dual sinks and a walk-in shower. Outside, relax on the deck overlooking the pool while enjoying the privacy and tranquility of the surrounding rural countryside.

1488 Hartley Hill Rd, Westminster

$799,000

Enjoy year-round living in this handsome contemporary home set on over 12 acres of picturesque land, featuring open meadows, a gentle stream, a large pond, mixed woodland, and beautifully maintained gardens. Bright and inviting, the home offers a spacious layout designed for both comfort and entertaining. There is an attached 3 bay garage above which is a huge heated bonus room with storage closets and pool table. A welcoming entry with double closets provides easy access to the attached three-bay garage and wraparound porch. The adjacent mudroom includes tile flooring and practical wooden hooks, perfect for Vermont’s changing seasons. The expansive kitchen is filled with natural light from skylights and features granite countertops, abundant cabinetry, and stainless steel appliances, including a large Viking range. The formal dining room showcases softwood flooring and a sloped ceiling, while the sunken living room with cathedral ceiling centers around a stone fireplace with a propane insert and opens to a large deck and screened porch ideal for indoor-outdoor living. Two generously sized bedrooms and a shared bath complete the main level. Upstairs, the private primary suite offers patio doors to an upper deck overlooking lush gardens and the pond, along with an en suite bath and sauna for a true retreat experience. The lower level expands the home’s versatility with a second kitchen, family room, full bath, and wine room perfect for hosting guests or extended family. Located just minutes from Mount Snow and four-season recreation, this property combines natural beauty, thoughtful design, and exceptional convenience. Being offered furnished with certain exceptions.

4 Beds ⋅ 3 Baths ⋅ 5087730 MLS

Enjoy year-round living in this handsome contemporary home set on over 12 acres of picturesque land, featuring open meadows, a gentle stream, a large pond, mixed woodland, and beautifully maintained gardens. Bright and inviting, the home offers a spacious layout designed for both comfort and entertaining. There is an attached 3 bay garage above which is a huge heated bonus room with storage closets and pool table. A welcoming entry with double closets provides easy access to the attached three-bay garage and wraparound porch. The adjacent mudroom includes tile flooring and practical wooden hooks, perfect for Vermont’s changing seasons. The expansive kitchen is filled with natural light from skylights and features granite countertops, abundant cabinetry, and stainless steel appliances, including a large Viking range. The formal dining room showcases softwood flooring and a sloped ceiling, while the sunken living room with cathedral ceiling centers around a stone fireplace with a propane insert and opens to a large deck and screened porch ideal for indoor-outdoor living. Two generously sized bedrooms and a shared bath complete the main level. Upstairs, the private primary suite offers patio doors to an upper deck overlooking lush gardens and the pond, along with an en suite bath and sauna for a true retreat experience. The lower level expands the home’s versatility with a second kitchen, family room, full bath, and wine room perfect for hosting guests or extended family. Located just minutes from Mount Snow and four-season recreation, this property combines natural beauty, thoughtful design, and exceptional convenience. Being offered furnished with certain exceptions.

25 Yeaw Rd, Dover

$1,800,000

One of a Kind Vermont Lifestyle Property Home, Income & Creative Opportunity Welcome to an exceptional Southern Vermont offering that blends refined country living with rare income and lifestyle flexibility. Set on 2.4 picturesque acres in South Londonderry, this beautifully restored 1865 property is first and foremost a warm and inviting 4-bedroom home rich in character, thoughtfully updated, and designed for everyday living. Originally an inn and lovingly reimagined by its current owners, the residence offers comfortable living spaces alongside multiple options for creative use, hosting, or generating income. A separate rental ADU, classic Vermont barn, greenhouse, and expansive grounds bordered by historic stone walls create a setting that feels both private and full of possibility. Adding to the property’s versatility is the space currently home to the nationally recognized SoLo Farm & Table. An award-winning farm-to-table restaurant with a loyal following. Fully equipped with a state-of-the-art kitchen, wood-fired masonry grill, sound-insulated dining rooms, and curated wine display, this space is ideal for a turnkey culinary venture or could be reimagined as a studio, event venue, workshop, or expanded residential use. Outdoor living is equally compelling, featuring a beautifully designed stone patio with a custom-built whole animal cooker, a hard-wired generator, established growing spaces, and room to gather, create, and unwind. Whether you envision continuing a celebrated culinary destination, cultivating a home-based business, or simply enjoying a distinctive Vermont property with room to grow, this offering presents a rare opportunity to live, work, and thrive in one remarkable setting.

4 Beds ⋅ 5 Baths ⋅ 5087347 MLS

One of a Kind Vermont Lifestyle Property Home, Income & Creative Opportunity Welcome to an exceptional Southern Vermont offering that blends refined country living with rare income and lifestyle flexibility. Set on 2.4 picturesque acres in South Londonderry, this beautifully restored 1865 property is first and foremost a warm and inviting 4-bedroom home rich in character, thoughtfully updated, and designed for everyday living. Originally an inn and lovingly reimagined by its current owners, the residence offers comfortable living spaces alongside multiple options for creative use, hosting, or generating income. A separate rental ADU, classic Vermont barn, greenhouse, and expansive grounds bordered by historic stone walls create a setting that feels both private and full of possibility. Adding to the property’s versatility is the space currently home to the nationally recognized SoLo Farm & Table. An award-winning farm-to-table restaurant with a loyal following. Fully equipped with a state-of-the-art kitchen, wood-fired masonry grill, sound-insulated dining rooms, and curated wine display, this space is ideal for a turnkey culinary venture or could be reimagined as a studio, event venue, workshop, or expanded residential use. Outdoor living is equally compelling, featuring a beautifully designed stone patio with a custom-built whole animal cooker, a hard-wired generator, established growing spaces, and room to gather, create, and unwind. Whether you envision continuing a celebrated culinary destination, cultivating a home-based business, or simply enjoying a distinctive Vermont property with room to grow, this offering presents a rare opportunity to live, work, and thrive in one remarkable setting.

95 Middletown Rd, Londonderry

$325,000

This affordable Dummerston home is tucked away on 11 private acres. Built with personal privacy in mind, the primary bedroom is on one end and the other 2 bedrooms and bath are at the other, eliminating hallways and adding to the living area. Warm yourself and save on fuel with the large pellet stove in the living room. Abundant light with the picture window in the front and skylight over the work area in the kitchen. Huge eat in kitchen with tons of cabinets and good baking space. School is right around the corner, minutes to the Coop! Seller must find a place to move and is actively searching. Schedule showing the house is 10 am till 130 pm Monday-Thursday. Saturday morning 9 to 1. No Sundays. 24 hours notice!

3 Beds ⋅ 2 Baths ⋅ 5086998 MLS

This affordable Dummerston home is tucked away on 11 private acres. Built with personal privacy in mind, the primary bedroom is on one end and the other 2 bedrooms and bath are at the other, eliminating hallways and adding to the living area. Warm yourself and save on fuel with the large pellet stove in the living room. Abundant light with the picture window in the front and skylight over the work area in the kitchen. Huge eat in kitchen with tons of cabinets and good baking space. School is right around the corner, minutes to the Coop! Seller must find a place to move and is actively searching. Schedule showing the house is 10 am till 130 pm Monday-Thursday. Saturday morning 9 to 1. No Sundays. 24 hours notice!

12 Autumn Gem Dr, Dummerston

$1,160,000

Location , Location , Location! Situated on North Brookwood just below the covered brige you'll enjoy easy access to the Wanderer ski trail as well as the resort shuttle that picks you up at your driveway! This iconic resort property features a great room with custom wood barrel cathedral ceilings, a wall of glass, wood burning fireplace and wrap around deck. Designed for the mountain enthusiast, this propery has the features you look for in a Resort Residence, 5 bedrooms (which includes a spacious and private primary suite wing), 4 updated bathrooms, a spacious media room that opens to a patio with hot tub and fire pit. The galley kitchen opens to a dining room and all with ease to entertaining and apres ski. This location is prime for winter ski and snowboarding as well as an incredible mountain biking trail system during the summer and fall. Hike, bike, golf and enjoy incredible year round activities. Very few homes become available in the North Brookwood neighborhood. Don't miss an opportunity to create your own mountain lifestyle in this great resort location.

5 Beds ⋅ 4 Baths ⋅ 5086826 MLS

Location , Location , Location! Situated on North Brookwood just below the covered brige you'll enjoy easy access to the Wanderer ski trail as well as the resort shuttle that picks you up at your driveway! This iconic resort property features a great room with custom wood barrel cathedral ceilings, a wall of glass, wood burning fireplace and wrap around deck. Designed for the mountain enthusiast, this propery has the features you look for in a Resort Residence, 5 bedrooms (which includes a spacious and private primary suite wing), 4 updated bathrooms, a spacious media room that opens to a patio with hot tub and fire pit. The galley kitchen opens to a dining room and all with ease to entertaining and apres ski. This location is prime for winter ski and snowboarding as well as an incredible mountain biking trail system during the summer and fall. Hike, bike, golf and enjoy incredible year round activities. Very few homes become available in the North Brookwood neighborhood. Don't miss an opportunity to create your own mountain lifestyle in this great resort location.

82 N Brookwood Rd, Stratton

$799,000

Set on 17 private acres off Route 121, this Windham property delivers the space, flexibility, and access buyers are looking for in Southern Vermont. The open-concept main level is anchored by a grand living room with cathedral ceilings, hardwood floors, and a gas fireplace, flowing easily into a generous dining area designed to host large gatherings and a well-equipped kitchen with coffee bar. A dedicated entry drop zone keeps gear organized after long days outdoors. The layout offers strong separation of space across three levels, including an en-suite primary, additional bedrooms, and a top-floor loft ideal for overflow sleeping or a recreation zone. The lower level adds a second living area with a wood-burning stove, plus guest accommodations. Outdoor living is equally dialed in, with an upper deck featuring a brand-new hot tub, a newly built firepit, and a natural landscape that includes meadow, stream, and wooded acreage. A three-car garage adds practical year-round convenience. Located within a 20-minute drive to Stratton, Magic, and Bromley, and directly adjacent to the VAST snowmobile trail system, this property offers immediate access to Vermont’s top winter and summer activities.

4 Beds ⋅ 5 Baths ⋅ 5086432 MLS

Set on 17 private acres off Route 121, this Windham property delivers the space, flexibility, and access buyers are looking for in Southern Vermont. The open-concept main level is anchored by a grand living room with cathedral ceilings, hardwood floors, and a gas fireplace, flowing easily into a generous dining area designed to host large gatherings and a well-equipped kitchen with coffee bar. A dedicated entry drop zone keeps gear organized after long days outdoors. The layout offers strong separation of space across three levels, including an en-suite primary, additional bedrooms, and a top-floor loft ideal for overflow sleeping or a recreation zone. The lower level adds a second living area with a wood-burning stove, plus guest accommodations. Outdoor living is equally dialed in, with an upper deck featuring a brand-new hot tub, a newly built firepit, and a natural landscape that includes meadow, stream, and wooded acreage. A three-car garage adds practical year-round convenience. Located within a 20-minute drive to Stratton, Magic, and Bromley, and directly adjacent to the VAST snowmobile trail system, this property offers immediate access to Vermont’s top winter and summer activities.

1035 Vt Route 121, Windham

$305,000

Lovely level lot, close to schools, hospital, shopping, State park and downtown. The best of everything, and BRAND NEW!!! Be the the envy of all your friends, with this wonderful, open concept, one level home. Primary bedroom on one end with an ensuite for privacy! New, shiny appliances, good sized island for cooking or hanging out and both a tub and a walk in shower. Special in so many ways, easy to show.

3 Beds ⋅ 2 Baths ⋅ 5086341 MLS

Lovely level lot, close to schools, hospital, shopping, State park and downtown. The best of everything, and BRAND NEW!!! Be the the envy of all your friends, with this wonderful, open concept, one level home. Primary bedroom on one end with an ensuite for privacy! New, shiny appliances, good sized island for cooking or hanging out and both a tub and a walk in shower. Special in so many ways, easy to show.

550 S Main St, Brattleboro

$225,000

This tidy log home is located 30 minutes or less from 5 ski areas! From Windham there are many directions to choose with activities like hiking and biking right out the door and restaurants, shops and recreation within a short drive. On a quiet dead end dirt road in the heart of Windham, this cute Vermont log home offers the kind of peace and privacy that is getting harder to find. Set in the clearing of four acres of wooded land, this property feels like a private retreat, surrounded by conservation land and abundant wildlife. The log home blends rustic charm with comfortable living. The warm wood finishes on the interior, vaulted ceiling, newly supported, and a cozy loft create an atmosphere that invites you to slow down and relax! Immerse in nature while enjoying coffee on the porch or evenings under the stars on the back deck. The West Windham Valley is the home of a beautiful natural waterfall, providing a scenic escape and reminder of the area's untouched beauty. This is an ideal setting for outdoor enthusiasts , nature lovers and anyone seeking a quiet country lifestyle. Home will need a new septic system. If you have been looking for a true Vermont getaway, this property delivers!

2 Beds ⋅ 1 Baths ⋅ 5085393 MLS

This tidy log home is located 30 minutes or less from 5 ski areas! From Windham there are many directions to choose with activities like hiking and biking right out the door and restaurants, shops and recreation within a short drive. On a quiet dead end dirt road in the heart of Windham, this cute Vermont log home offers the kind of peace and privacy that is getting harder to find. Set in the clearing of four acres of wooded land, this property feels like a private retreat, surrounded by conservation land and abundant wildlife. The log home blends rustic charm with comfortable living. The warm wood finishes on the interior, vaulted ceiling, newly supported, and a cozy loft create an atmosphere that invites you to slow down and relax! Immerse in nature while enjoying coffee on the porch or evenings under the stars on the back deck. The West Windham Valley is the home of a beautiful natural waterfall, providing a scenic escape and reminder of the area's untouched beauty. This is an ideal setting for outdoor enthusiasts , nature lovers and anyone seeking a quiet country lifestyle. Home will need a new septic system. If you have been looking for a true Vermont getaway, this property delivers!

51 Golding Rd, Windham

$499,000

Nestled among the trees in the sought-after Snow Mountain Farms community, this beautifully maintained four-bedroom home is just 7.6 miles to Mount Snow and 13 miles to Stratton Mountain Resort. The welcoming front porch leads to a spacious wrap around deck, creating an ideal setting for entertaining or simply enjoying the peaceful natural surroundings. The main living area features pine floors and a cozy wood-burning fireplace, delivering that classic Vermont feel. The primary suite with its own bath, along with two additional bedrooms, are located on the main level for easy living. The lower level expands the living space with a workshop, a recreation room complete with an indoor hot tub, and direct walkout access to the backyard. A fourth bedroom and a versatile bonus room provide additional flexibility for guests, a home office, or hobbies. The community offers an indoor pool for year-round enjoyment and a outdoor tennis court. Whether you're seeking a full-time residence or vacation getaway, this home is ready to deliver a mountain lifestyle at its best.

4 Beds ⋅ 2 Baths ⋅ 5084477 MLS

Nestled among the trees in the sought-after Snow Mountain Farms community, this beautifully maintained four-bedroom home is just 7.6 miles to Mount Snow and 13 miles to Stratton Mountain Resort. The welcoming front porch leads to a spacious wrap around deck, creating an ideal setting for entertaining or simply enjoying the peaceful natural surroundings. The main living area features pine floors and a cozy wood-burning fireplace, delivering that classic Vermont feel. The primary suite with its own bath, along with two additional bedrooms, are located on the main level for easy living. The lower level expands the living space with a workshop, a recreation room complete with an indoor hot tub, and direct walkout access to the backyard. A fourth bedroom and a versatile bonus room provide additional flexibility for guests, a home office, or hobbies. The community offers an indoor pool for year-round enjoyment and a outdoor tennis court. Whether you're seeking a full-time residence or vacation getaway, this home is ready to deliver a mountain lifestyle at its best.

1229 Sheldon Hill Rd, Wardsboro

$349,000

New Price; $349,000! Exceptional Southern Vermont Value Near Mount Snow & Stratton. A rare opportunity to own a classic Vermont home in a beautiful hilltop setting at an exceptional new price. Originally offered at $495,000, this property is now available for $349,000, offering buyers an outstanding opportunity to own a home in one of Southern Vermont's most desirable four-season locations. Set atop a peaceful New England hill, the property enjoys beautiful local and mountain views and is ideally located just six miles from Mount Snow, Stratton Mountain, Grout Pond, and access to the VAST snowmobile trail network. Skiing, hiking, boating, snowmobiling, and other four-season recreation are all close at hand. Filled with natural light, the home features warm wood floors, large windows that capture the surrounding scenery, and a spacious 15' x 24' patio overlooking the private backyard, an inviting spot for relaxing or entertaining. Thoughtful improvements provide modern comfort while retaining the home's classic Vermont character. The renovated kitchen features granite countertops and modern cabinetry, while Andersen vinyl windows improve energy efficiency. Additional improvements include a generator hookup and transfer switch, Tesla Powerwall, roof replacement in 2014, and a high-efficiency furnace installed in 2015. A 12' x 30' storage shed provides excellent space for equipment, tools, storage, or a workshop. Whether you're looking for a full-time residence, weekend retreat, or four-season getaway, this property offers an exceptional combination of location, views, recreational opportunities, and value at $349,000. The new price makes this an opportunity worth seeing. Listing agent related to seller

4 Beds ⋅ 2 Baths ⋅ 5083153 MLS

New Price; $349,000! Exceptional Southern Vermont Value Near Mount Snow & Stratton. A rare opportunity to own a classic Vermont home in a beautiful hilltop setting at an exceptional new price. Originally offered at $495,000, this property is now available for $349,000, offering buyers an outstanding opportunity to own a home in one of Southern Vermont's most desirable four-season locations. Set atop a peaceful New England hill, the property enjoys beautiful local and mountain views and is ideally located just six miles from Mount Snow, Stratton Mountain, Grout Pond, and access to the VAST snowmobile trail network. Skiing, hiking, boating, snowmobiling, and other four-season recreation are all close at hand. Filled with natural light, the home features warm wood floors, large windows that capture the surrounding scenery, and a spacious 15' x 24' patio overlooking the private backyard, an inviting spot for relaxing or entertaining. Thoughtful improvements provide modern comfort while retaining the home's classic Vermont character. The renovated kitchen features granite countertops and modern cabinetry, while Andersen vinyl windows improve energy efficiency. Additional improvements include a generator hookup and transfer switch, Tesla Powerwall, roof replacement in 2014, and a high-efficiency furnace installed in 2015. A 12' x 30' storage shed provides excellent space for equipment, tools, storage, or a workshop. Whether you're looking for a full-time residence, weekend retreat, or four-season getaway, this property offers an exceptional combination of location, views, recreational opportunities, and value at $349,000. The new price makes this an opportunity worth seeing. Listing agent related to seller

137 Stratton Arlington Rd, Wardsboro

$334,000

Tucked along a scenic stretch of East Dover Road, this charming Wardsboro property captures the essence of Vermont country living with the added bonus of easy access to some of Southern Vermont’s most sought-after destinations. Just a short drive to Mount Snow and Stratton Mountain Resort, this location is ideal for year-round recreation from skiing and snowboarding in the winter to hiking, mountain biking, and exploring in the warmer months. The existing 1 bedroom cabin with an additional loft space offers a warm and inviting atmosphere with classic country appeal, surrounded by the natural beauty that makes Vermont so special. A standout feature of the property is the newly constructed 30x36 garage, offering ample space for vehicles, equipment, or workshop use. Electric has already been brought in and the concrete floor has tubing for 3 zone radiant heating. Above, a spacious unfinished area provides exciting potential for future living space perfect for a guest suite, studio, or rental opportunity. Whether you're seeking a full-time residence or a Vermont getaway, this property combines charm, functionality, and a great country location close to outdoor adventure and beloved mountain towns.

1 Beds ⋅ 1 Baths ⋅ 5082738 MLS

Tucked along a scenic stretch of East Dover Road, this charming Wardsboro property captures the essence of Vermont country living with the added bonus of easy access to some of Southern Vermont’s most sought-after destinations. Just a short drive to Mount Snow and Stratton Mountain Resort, this location is ideal for year-round recreation from skiing and snowboarding in the winter to hiking, mountain biking, and exploring in the warmer months. The existing 1 bedroom cabin with an additional loft space offers a warm and inviting atmosphere with classic country appeal, surrounded by the natural beauty that makes Vermont so special. A standout feature of the property is the newly constructed 30x36 garage, offering ample space for vehicles, equipment, or workshop use. Electric has already been brought in and the concrete floor has tubing for 3 zone radiant heating. Above, a spacious unfinished area provides exciting potential for future living space perfect for a guest suite, studio, or rental opportunity. Whether you're seeking a full-time residence or a Vermont getaway, this property combines charm, functionality, and a great country location close to outdoor adventure and beloved mountain towns.

1511 E Dover Rd, Wardsboro

$599,000

This beautiful home in the traditional village of Wardsboro offers sweeping mountaintop views and spectacular sunsets, along with convenient access to nearby ski resorts, cross-country ski trails, VAST trails, and the town center - all just minutes away. Great for the outdoor enthusiast, this home is also well-suited for remote work, streaming, and staying connected with dedicated reliable high-speed internet for uninterrupted service. Recent improvements include an expansive kitchen with updated appliances, a new roof, windows, flooring, well pump, mini-split systems, and high-efficiency propane heating and hot water. In winter, relax by the warmth of the woodstove; during warmer months, entertain guests on the deck or around the fire pit. A finished walkout basement provides flexible space for a game room, additional living space or bedrooms. The property features a three-car garage with loft storage, a notable 16 by 20 foot antique barn, an 18 by 10 foot open shelter, and a 14 by 12 foot enclosed outbuilding ideal for storing snowmobiles and recreational gear. Ample parking accommodates visitors and trailers, while pets can enjoy a fenced yard & shelter under the Magnolia tree. The surveyed property also includes two additional lots with state-approved wastewater permits already on file, offering the opportunity to build, sell, or preserve them for added privacy.

3 Beds ⋅ 2 Baths ⋅ 5082327 MLS

This beautiful home in the traditional village of Wardsboro offers sweeping mountaintop views and spectacular sunsets, along with convenient access to nearby ski resorts, cross-country ski trails, VAST trails, and the town center - all just minutes away. Great for the outdoor enthusiast, this home is also well-suited for remote work, streaming, and staying connected with dedicated reliable high-speed internet for uninterrupted service. Recent improvements include an expansive kitchen with updated appliances, a new roof, windows, flooring, well pump, mini-split systems, and high-efficiency propane heating and hot water. In winter, relax by the warmth of the woodstove; during warmer months, entertain guests on the deck or around the fire pit. A finished walkout basement provides flexible space for a game room, additional living space or bedrooms. The property features a three-car garage with loft storage, a notable 16 by 20 foot antique barn, an 18 by 10 foot open shelter, and a 14 by 12 foot enclosed outbuilding ideal for storing snowmobiles and recreational gear. Ample parking accommodates visitors and trailers, while pets can enjoy a fenced yard & shelter under the Magnolia tree. The surveyed property also includes two additional lots with state-approved wastewater permits already on file, offering the opportunity to build, sell, or preserve them for added privacy.

198 E Hill Rd, Wardsboro

$594,000

Tucked into a tree-lined one-acre lot in Wardsboro, Vermont, this special property offers just the right amount of privacy while keeping you close to everything Southern Vermont has to offer. Ideally located just 12 minutes from Mount Snow and 20 minutes from Stratton Mountain Resort, the property offers easy access to year-round recreation. Start the morning on the large front porch or settle onto the oversized back deck and take in the peaceful surroundings. Inside, this 4-bedroom, 4-bath home offers more than 3,000 square feet of living space across three finished levels, providing plenty of room to gather while still giving everyone space of their own. The home features a bright open floor plan with 10-foot ceilings on every level and wood flooring throughout. The main living area flows effortlessly from the kitchen to the dining space and into a warm, inviting sitting area anchored by a wood stove. A first-floor bedroom with Jack-and-Jill ensuite bath provides flexible space for guests or first floor living. Upstairs are three additional large bedrooms, including a spacious primary suite with ensuite bath and two walk-in closets, plus a second full bath, home office, and laundry closet. The finished lower level adds substantial living space with tile floors, a wood-burning fireplace, and sliding doors leading directly to the backyard. Additional features include attached garage, surround sound throughout the first floor and basement, central vacuum, infrastructure for a heated garage, a new hot water tank in 2022, and a new pressure tank in 2023. Nearby VAST trail access, along with an indoor heated pool, tennis, and pickleball at the Snow Mountain Farms clubhouse, provides plenty of ways to enjoy the area year-round.

4 Beds ⋅ 4 Baths ⋅ 5082001 MLS

Tucked into a tree-lined one-acre lot in Wardsboro, Vermont, this special property offers just the right amount of privacy while keeping you close to everything Southern Vermont has to offer. Ideally located just 12 minutes from Mount Snow and 20 minutes from Stratton Mountain Resort, the property offers easy access to year-round recreation. Start the morning on the large front porch or settle onto the oversized back deck and take in the peaceful surroundings. Inside, this 4-bedroom, 4-bath home offers more than 3,000 square feet of living space across three finished levels, providing plenty of room to gather while still giving everyone space of their own. The home features a bright open floor plan with 10-foot ceilings on every level and wood flooring throughout. The main living area flows effortlessly from the kitchen to the dining space and into a warm, inviting sitting area anchored by a wood stove. A first-floor bedroom with Jack-and-Jill ensuite bath provides flexible space for guests or first floor living. Upstairs are three additional large bedrooms, including a spacious primary suite with ensuite bath and two walk-in closets, plus a second full bath, home office, and laundry closet. The finished lower level adds substantial living space with tile floors, a wood-burning fireplace, and sliding doors leading directly to the backyard. Additional features include attached garage, surround sound throughout the first floor and basement, central vacuum, infrastructure for a heated garage, a new hot water tank in 2022, and a new pressure tank in 2023. Nearby VAST trail access, along with an indoor heated pool, tennis, and pickleball at the Snow Mountain Farms clubhouse, provides plenty of ways to enjoy the area year-round.

556 Saw Mill Rd, Wardsboro

$715,000

Built in 1818 for early woolen mill owner John Woolley, the Woolley House is a rare and beautifully preserved Federal-style brick residence that blends historic character with the demands of contemporary life. Listed on the National Register of Historic Places within the Mechanicsville Historic District, this exceptional property offers unique architectural significance. Classic period details are evident throughout: antique brick walkway, a side-hall layout, blind-arch entryway, fanlight transom, wide pine floors, 12-over-12 windows, and an original central cooking hearth complete with an iron crane and concealed baking ovens. What truly distinguishes the Woolley House is its remarkable versatility for today's professional lifestyle. A converted carriage barn offers three separate private office suites with garden views and exterior access, creating an ideal environment for remote professionals, entrepreneurs, consultants, creatives, or anyone operating a home-based business. Whether you need dedicated workspace for multiple household members, private client meeting areas, or room to grow, the flexibility is exceptional. Paired with fiber-optic internet service, the property delivers the connectivity modern professionals demand while offering comfort and character impossible to find in any conventional office setting. The main residence is equally impressive. The lower level features a custom marble kitchen, formal dining room, three-quarter bath, laundry, and two gracious sitting rooms. Upstairs, four bedrooms, two updated bathrooms, a lounge, a finished loft, and a library retreat offer generous, well-appointed living space. Porches at the back of the house offer three-season enjoyment. A large attic provides significant storage space or potential additional use. Outside, mature perennial gardens, a bank of beautiful rhododendrons, and one of Windham County's most admired hosta collections create a peaceful and private setting.

4 Beds ⋅ 3 Baths ⋅ 5081734 MLS

Built in 1818 for early woolen mill owner John Woolley, the Woolley House is a rare and beautifully preserved Federal-style brick residence that blends historic character with the demands of contemporary life. Listed on the National Register of Historic Places within the Mechanicsville Historic District, this exceptional property offers unique architectural significance. Classic period details are evident throughout: antique brick walkway, a side-hall layout, blind-arch entryway, fanlight transom, wide pine floors, 12-over-12 windows, and an original central cooking hearth complete with an iron crane and concealed baking ovens. What truly distinguishes the Woolley House is its remarkable versatility for today's professional lifestyle. A converted carriage barn offers three separate private office suites with garden views and exterior access, creating an ideal environment for remote professionals, entrepreneurs, consultants, creatives, or anyone operating a home-based business. Whether you need dedicated workspace for multiple household members, private client meeting areas, or room to grow, the flexibility is exceptional. Paired with fiber-optic internet service, the property delivers the connectivity modern professionals demand while offering comfort and character impossible to find in any conventional office setting. The main residence is equally impressive. The lower level features a custom marble kitchen, formal dining room, three-quarter bath, laundry, and two gracious sitting rooms. Upstairs, four bedrooms, two updated bathrooms, a lounge, a finished loft, and a library retreat offer generous, well-appointed living space. Porches at the back of the house offer three-season enjoyment. A large attic provides significant storage space or potential additional use. Outside, mature perennial gardens, a bank of beautiful rhododendrons, and one of Windham County's most admired hosta collections create a peaceful and private setting.

587 Vt Route 121 E, Grafton

$769,900

New updates: roof replacement with 30 year architectural shingles completed and six new skylights with remote control shades installed. Elegant Post-and-Beam!!! Tucked along a birch-lined drive, this exceptional home is set on almost 2 acres of landscaped grounds with lawns, stone walls & gardens, plus an adjoining 9.4 acre woodland lot with snowshoe trails in the desirable Hillwinds community. Enjoy direct trail access and easy proximity to downtown and the Country Club. Step inside the striking custom-designed interior through a covered porch that opens into a marble floored foyer with skylight, entry closet and stained-glass windows. Adjacent, opens into a warm, spacious family room with cherry wainscoting, a gas stone fireplace, curved architectural accents and mud room access. The formal living room features a brick fireplace and is surrounded by classic post & beam architecture and stained glass windows. The open kitchen & dining area are ideal for entertaining and impress with cherry cabinetry, quartz countertops, stainless appliances, and sliders to an expansive deck with serene views. A den, half bath, and laundry closet complete the main level. Upstairs offers four bedrooms, including a stunning primary suite with cathedral ceiling, triple closets, fireplace, and Palladian windows. There is a tucked-away guest room that enjoys a private ¾ bath. The finished lower level includes a generous game room with wet bar, half bath, propane stove, & TV area - pool table included! A detached 2-car garage with storage, a garden shed, and timeless craftsmanship throughout make this a truly rare offering. 12/1/25 new System 2000 boiler, recently paved drive and so many beautiful appointments.

4 Beds ⋅ 4 Baths ⋅ 5081610 MLS

New updates: roof replacement with 30 year architectural shingles completed and six new skylights with remote control shades installed. Elegant Post-and-Beam!!! Tucked along a birch-lined drive, this exceptional home is set on almost 2 acres of landscaped grounds with lawns, stone walls & gardens, plus an adjoining 9.4 acre woodland lot with snowshoe trails in the desirable Hillwinds community. Enjoy direct trail access and easy proximity to downtown and the Country Club. Step inside the striking custom-designed interior through a covered porch that opens into a marble floored foyer with skylight, entry closet and stained-glass windows. Adjacent, opens into a warm, spacious family room with cherry wainscoting, a gas stone fireplace, curved architectural accents and mud room access. The formal living room features a brick fireplace and is surrounded by classic post & beam architecture and stained glass windows. The open kitchen & dining area are ideal for entertaining and impress with cherry cabinetry, quartz countertops, stainless appliances, and sliders to an expansive deck with serene views. A den, half bath, and laundry closet complete the main level. Upstairs offers four bedrooms, including a stunning primary suite with cathedral ceiling, triple closets, fireplace, and Palladian windows. There is a tucked-away guest room that enjoys a private ¾ bath. The finished lower level includes a generous game room with wet bar, half bath, propane stove, & TV area - pool table included! A detached 2-car garage with storage, a garden shed, and timeless craftsmanship throughout make this a truly rare offering. 12/1/25 new System 2000 boiler, recently paved drive and so many beautiful appointments.

5 Hillwinds N, Brattleboro

$420,000

This charming saltbox home, built in 1980, features three bedrooms and two bathrooms, complemented by a dining room that invites abundant sunlight. The spacious living room and family room, equipped with a wood stove, create a warm and inviting atmosphere. The large kitchen offers ample space for culinary endeavors, while the full unfinished basement presents opportunities for customization. Set on 5.65 acres of bright, sunny land, the property includes a greenhouse and is bordered by a picturesque stone wall along a private road. Nestled in the country village of Jamaica, it is surrounded by wooded areas teeming with wildlife, yet conveniently located just 20 minutes from four major ski resorts and close to Jamaica State Park, which offers excellent hiking and camping options. While the home requires some updating, it provides a perfect blend of rural tranquility and accessibility to Vermont's attractions.

3 Beds ⋅ 2 Baths ⋅ 5081124 MLS

This charming saltbox home, built in 1980, features three bedrooms and two bathrooms, complemented by a dining room that invites abundant sunlight. The spacious living room and family room, equipped with a wood stove, create a warm and inviting atmosphere. The large kitchen offers ample space for culinary endeavors, while the full unfinished basement presents opportunities for customization. Set on 5.65 acres of bright, sunny land, the property includes a greenhouse and is bordered by a picturesque stone wall along a private road. Nestled in the country village of Jamaica, it is surrounded by wooded areas teeming with wildlife, yet conveniently located just 20 minutes from four major ski resorts and close to Jamaica State Park, which offers excellent hiking and camping options. While the home requires some updating, it provides a perfect blend of rural tranquility and accessibility to Vermont's attractions.

57 Oak Ln, Jamaica

$399,000

Open House on Sunday is CANCELED! Lovingly shaped over generations of ownership, this is one of those special properties where the setting, charm, and character come together in a way that simply cannot be replicated. Set on 1.10 acres along a woodland creek, this property shines with natural beauty and Vermont charm. A stream-fed pond adds to the tranquil setting, while old stone walls, mature trees, butterfly gardens, and timeless perennial plantings create a landscape that feels both thoughtful and historic. A true old Vermont barn stands proudly on the grounds, while a heated, inground pool offers the perfect place to float and unwind in complete serenity. The home itself is cozy yet spacious. The eat-in kitchen features a granite countertop, built-in cabinetry, and a walk-in pantry with a laundry area. The large living room is anchored by a wood-burning fireplace with an intricate hearth, built-in shelving, a bay window, and rustic wooden floors. The main level also includes a bedroom, a full bath, a private rear office ideal for remote work or creative pursuits, and a den with its own wood stove and access to the back deck. Upstairs, the primary bedroom looks out toward the mountains, offering a peaceful start and end to each day. Two additional cozy bedrooms with wood floors and a ¾ bath complete the upper level. Outside, the barn provides ample storage for wood, tools, hobbies, animals, or whatever your rural vision may hold. Additional features include a large, flat yard, a one-bay garage, a pool shed, and solar panels for energy efficiency. This property is truly unique, set on a gentle hillside with the sounds of birds and the creek as your backdrop, while still offering wonderful convenience with an easy walk to the village country store, park, and library. Mount Snow and Stratton Resorts are just a short drive away. The current owner has completed an extensive list of improvements and thoughtful updates, ensuring the home is ready for its next chapter.

4 Beds ⋅ 2 Baths ⋅ 5079328 MLS

Open House on Sunday is CANCELED! Lovingly shaped over generations of ownership, this is one of those special properties where the setting, charm, and character come together in a way that simply cannot be replicated. Set on 1.10 acres along a woodland creek, this property shines with natural beauty and Vermont charm. A stream-fed pond adds to the tranquil setting, while old stone walls, mature trees, butterfly gardens, and timeless perennial plantings create a landscape that feels both thoughtful and historic. A true old Vermont barn stands proudly on the grounds, while a heated, inground pool offers the perfect place to float and unwind in complete serenity. The home itself is cozy yet spacious. The eat-in kitchen features a granite countertop, built-in cabinetry, and a walk-in pantry with a laundry area. The large living room is anchored by a wood-burning fireplace with an intricate hearth, built-in shelving, a bay window, and rustic wooden floors. The main level also includes a bedroom, a full bath, a private rear office ideal for remote work or creative pursuits, and a den with its own wood stove and access to the back deck. Upstairs, the primary bedroom looks out toward the mountains, offering a peaceful start and end to each day. Two additional cozy bedrooms with wood floors and a ¾ bath complete the upper level. Outside, the barn provides ample storage for wood, tools, hobbies, animals, or whatever your rural vision may hold. Additional features include a large, flat yard, a one-bay garage, a pool shed, and solar panels for energy efficiency. This property is truly unique, set on a gentle hillside with the sounds of birds and the creek as your backdrop, while still offering wonderful convenience with an easy walk to the village country store, park, and library. Mount Snow and Stratton Resorts are just a short drive away. The current owner has completed an extensive list of improvements and thoughtful updates, ensuring the home is ready for its next chapter.

405 Main St, Wardsboro

$599,900

Nestled in a postcard perfect riverfront setting in the picturesque village of Grafton, this exceptional 2002 contemporary home offers the rare blend of privacy, natural beauty, and convenience. Property is being offered furnished and turn key! Set on over two park like acres with frontage along the peaceful Saxtons River, the property delivers a true Vermont dream lifestyle. Inside, you’ll find a spacious eat in kitchen with abundant counter space and cabinetry perfect for gatherings and everyday living. Flexible living areas include multiple options for relaxing and entertaining, plus a second floor space ideal for TV viewing or a home office. A finished bonus room above the attached two-car garage provides excellent guest overflow or creative studio space. The partially finished basement features a comfortable family room for additional versatility. The home offers three bedrooms, including a convenient first-floor en suite primary. Step out onto the back deck and take in breathtaking views of the river as it gently flows below. A private walking trail winds along the riverbank to the far end of the property, enhancing the serene, retreat like feel. Additional highlights include a charming carriage house with many potential uses and the peace of mind of a whole house generator. Home is also being offered mostly furnished and ready for its new owners. Located just a short distance to town amenities, this remarkable property captures the very best of Vermont living. OPEN HOUSE SATURDAY AUGUST 15th 11-1pm

3 Beds ⋅ 2 Baths ⋅ 5078071 MLS

Nestled in a postcard perfect riverfront setting in the picturesque village of Grafton, this exceptional 2002 contemporary home offers the rare blend of privacy, natural beauty, and convenience. Property is being offered furnished and turn key! Set on over two park like acres with frontage along the peaceful Saxtons River, the property delivers a true Vermont dream lifestyle. Inside, you’ll find a spacious eat in kitchen with abundant counter space and cabinetry perfect for gatherings and everyday living. Flexible living areas include multiple options for relaxing and entertaining, plus a second floor space ideal for TV viewing or a home office. A finished bonus room above the attached two-car garage provides excellent guest overflow or creative studio space. The partially finished basement features a comfortable family room for additional versatility. The home offers three bedrooms, including a convenient first-floor en suite primary. Step out onto the back deck and take in breathtaking views of the river as it gently flows below. A private walking trail winds along the riverbank to the far end of the property, enhancing the serene, retreat like feel. Additional highlights include a charming carriage house with many potential uses and the peace of mind of a whole house generator. Home is also being offered mostly furnished and ready for its new owners. Located just a short distance to town amenities, this remarkable property captures the very best of Vermont living. OPEN HOUSE SATURDAY AUGUST 15th 11-1pm

300 Rte 121, Grafton

$625,000

This contemporary 3-bedroom plus loft, 2-bath home in Dover Hills offers both comfort and convenience. The property features a detached 2-car garage with overhead storage, an additional carport, and a wood shed. The recently remodeled kitchen boasts new cabinets, countertops, and appliances, complemented by wood floors throughout and new skylights that fill the space with natural light. A gas brick fireplace adds warmth to the living room, while the mudroom includes a built-in bench for added functionality. The lower level, with direct outdoor access, includes a family room, laundry area, and open space ready for your finishing touches. Located near VAST trails, this move-in-ready home is perfect for year-round living or a weekend ski retreat, offering easy access to Vermont’s outdoor adventures in every season.

4 Beds ⋅ 2 Baths ⋅ 5078011 MLS

This contemporary 3-bedroom plus loft, 2-bath home in Dover Hills offers both comfort and convenience. The property features a detached 2-car garage with overhead storage, an additional carport, and a wood shed. The recently remodeled kitchen boasts new cabinets, countertops, and appliances, complemented by wood floors throughout and new skylights that fill the space with natural light. A gas brick fireplace adds warmth to the living room, while the mudroom includes a built-in bench for added functionality. The lower level, with direct outdoor access, includes a family room, laundry area, and open space ready for your finishing touches. Located near VAST trails, this move-in-ready home is perfect for year-round living or a weekend ski retreat, offering easy access to Vermont’s outdoor adventures in every season.

239 Valley View Rd, Dover

$339,000

Motivated sellers! Charming Property with Endless Possibilities in Southern Vermont Nestled on 5 acres in the heart of Southern Vermont, this unique property offers the perfect blend of history, versatility, and potential. Currently operating as a successful business with fabrics, sewing machines, notions and more. This property presents an exceptional opportunity for a variety of uses –whether you’re looking to return it to a spacious home with 4-bedrooms, or start your own thriving business venture. The building's furnace keeps the winters warm and the summers with central air conditioning ensure year-round comfort. This property features plenty of parking, making it ideal for commercial use or family gatherings. A true highlight is the large, historic waterwheel barn, providing a space with endless potential for creative projects or storage. If you’re a handy person, the barn is a perfect opportunity for a workshop. Whether you're looking to settle into a quiet country home or embark on your next business adventure, this property is a rare find in picturesque Southern Vermont. Don’t miss your chance to own a slice of Vermont. Schedule a showing today and explore the possibilities! There are 4 pictures that are virtual renovations of rooms in the house.

4 Beds ⋅ 3 Baths ⋅ 5077737 MLS

Motivated sellers! Charming Property with Endless Possibilities in Southern Vermont Nestled on 5 acres in the heart of Southern Vermont, this unique property offers the perfect blend of history, versatility, and potential. Currently operating as a successful business with fabrics, sewing machines, notions and more. This property presents an exceptional opportunity for a variety of uses –whether you’re looking to return it to a spacious home with 4-bedrooms, or start your own thriving business venture. The building's furnace keeps the winters warm and the summers with central air conditioning ensure year-round comfort. This property features plenty of parking, making it ideal for commercial use or family gatherings. A true highlight is the large, historic waterwheel barn, providing a space with endless potential for creative projects or storage. If you’re a handy person, the barn is a perfect opportunity for a workshop. Whether you're looking to settle into a quiet country home or embark on your next business adventure, this property is a rare find in picturesque Southern Vermont. Don’t miss your chance to own a slice of Vermont. Schedule a showing today and explore the possibilities! There are 4 pictures that are virtual renovations of rooms in the house.

6795 Vt Route 100, Londonderry

$1,498,500

Encompassing over 200 acres of pasture and forest, Timberland Farm is anchored by an early 1800s farmhouse that feels at once timeless and lived-in, a place shaped by centuries of stories, music, and shared meals. The living spaces feel both intimate and generous, framed by hand-hewn beams and original wide pine floors. From the dining room to the music room, wood-burning fireplaces crowned with antique mantels add warmth and character, while the expansive kitchen hearth draws one in for easy conversation and board games. Built-in bookcases, plaster walls, wood paneling, and windows overlooking the land lend the house a quiet, grounded grace. The farmhouse also includes a lower-level guest apartment with a private entrance. Nearby, a charming guest cabin, once the town’s blacksmith shop, provides a private haven for visitors. The barn has been thoughtfully reimagined and now houses a commercial kitchen, gym, and offices, offering flexibility for creative enterprise and agricultural ventures. A separate barn includes a woodworking shop. In recent years, pastureland surrounding the home and pond was reclaimed for grazing goats, restoring the agrarian rhythm of the property. Wildflowers and apple trees scatter the fields. A three-quarter-mile hike through the wood reveals a cool swimming hole. Additional woodland trails invite walking, snowshoeing, and foraging for berries, mushrooms and fiddleheads. Timberland Farm is a legacy holding, and very private, yet within easy reach of Stratton, Bromley, Magic Mtn. and Okemo. 17 miles from Manchester and 26 miles from Rutland Airport. 3 h from Boston and 4 h from New York. No showings through May 16th, 2026. Showings are by APPOINTMENT ONLY. Do not drive up the driveway to view the property. Home is owner-occupied and surveillance is in effect.

7 Beds ⋅ 5 Baths ⋅ 5077331 MLS

Encompassing over 200 acres of pasture and forest, Timberland Farm is anchored by an early 1800s farmhouse that feels at once timeless and lived-in, a place shaped by centuries of stories, music, and shared meals. The living spaces feel both intimate and generous, framed by hand-hewn beams and original wide pine floors. From the dining room to the music room, wood-burning fireplaces crowned with antique mantels add warmth and character, while the expansive kitchen hearth draws one in for easy conversation and board games. Built-in bookcases, plaster walls, wood paneling, and windows overlooking the land lend the house a quiet, grounded grace. The farmhouse also includes a lower-level guest apartment with a private entrance. Nearby, a charming guest cabin, once the town’s blacksmith shop, provides a private haven for visitors. The barn has been thoughtfully reimagined and now houses a commercial kitchen, gym, and offices, offering flexibility for creative enterprise and agricultural ventures. A separate barn includes a woodworking shop. In recent years, pastureland surrounding the home and pond was reclaimed for grazing goats, restoring the agrarian rhythm of the property. Wildflowers and apple trees scatter the fields. A three-quarter-mile hike through the wood reveals a cool swimming hole. Additional woodland trails invite walking, snowshoeing, and foraging for berries, mushrooms and fiddleheads. Timberland Farm is a legacy holding, and very private, yet within easy reach of Stratton, Bromley, Magic Mtn. and Okemo. 17 miles from Manchester and 26 miles from Rutland Airport. 3 h from Boston and 4 h from New York. No showings through May 16th, 2026. Showings are by APPOINTMENT ONLY. Do not drive up the driveway to view the property. Home is owner-occupied and surveillance is in effect.

4669 Vermont Rte 100, Londonderry