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Tucked into the peaceful woods of Windham, Vermont, this cherished Timber Ridge residence offers a rare opportunity to own a piece of true Vermont legacy. Custom built and lovingly held by the same family across three generations, this home is filled with decades of storied memories, seasonal celebrations, and effortless mountain living. Set on a picturesque one acre wooded parcel, the home’s expansive wrapping decks elevate you straight into the canopy, creating an immersive, treehouse like atmosphere. Whether you are sipping morning coffee surrounded by autumn foliage or relaxing after a day on the slopes, the setting offers complete tranquility and privacy. Open House on September 26, 10am -12:00 Inside, the layout balances comfort, versatility, and classic rustic charm. Enjoy seamless single level living with a spacious primary suite located right on the main floor. The home features three dedicated bedrooms (currently designated as four on the town lister card), offering ample space for a crowd. A finished bonus room, previously used as a home office , adapts easily to a bunk room, play area, or secondary media lounge. The pellet stove keeps it warm and the separate entrance allows for privacy. A dedicated workshop provides the ideal footprint for tuning skis, maintaining gear, or tackling creative hands on projects. Located in the heart of the Green Mountains, Timber Ridge serves as an exceptional four season basecamp. Winter enthusiasts will appreciate having five major ski areas within a 30-minute drive, while summer brings endless outdoor recreation, from nearby lakes, ponds, and hidden waterfalls to vibrant local farmers markets, hiking trails, and artisanal shops. This special home stands ready to welcome its next chapter and a new generation of mountain memories.

3 Beds ⋅ 2 Baths ⋅ 5108371 MLS

Tucked into the peaceful woods of Windham, Vermont, this cherished Timber Ridge residence offers a rare opportunity to own a piece of true Vermont legacy. Custom built and lovingly held by the same family across three generations, this home is filled with decades of storied memories, seasonal celebrations, and effortless mountain living. Set on a picturesque one acre wooded parcel, the home’s expansive wrapping decks elevate you straight into the canopy, creating an immersive, treehouse like atmosphere. Whether you are sipping morning coffee surrounded by autumn foliage or relaxing after a day on the slopes, the setting offers complete tranquility and privacy. Open House on September 26, 10am -12:00 Inside, the layout balances comfort, versatility, and classic rustic charm. Enjoy seamless single level living with a spacious primary suite located right on the main floor. The home features three dedicated bedrooms (currently designated as four on the town lister card), offering ample space for a crowd. A finished bonus room, previously used as a home office , adapts easily to a bunk room, play area, or secondary media lounge. The pellet stove keeps it warm and the separate entrance allows for privacy. A dedicated workshop provides the ideal footprint for tuning skis, maintaining gear, or tackling creative hands on projects. Located in the heart of the Green Mountains, Timber Ridge serves as an exceptional four season basecamp. Winter enthusiasts will appreciate having five major ski areas within a 30-minute drive, while summer brings endless outdoor recreation, from nearby lakes, ponds, and hidden waterfalls to vibrant local farmers markets, hiking trails, and artisanal shops. This special home stands ready to welcome its next chapter and a new generation of mountain memories.

756 Birch Hill Rd, Windham

$360,000

Charming Farmhouse Gem in the Heart of Londonderry Welcome home to this inviting 2-bedroom, bonus room and 2-bathroom residence centrally located in Londonderry, VT a dream location for outdoor enthusiasts with quick, convenient access to world-class skiing at Magic, Bromley, Stratton, and Okemo Mountains in the winter. Summer and fall you are close to hiking the multitude of trails, kayaking, swimming or fishing at a one of the nearby state parks. The local coffee shop is within walking distance as well as the Londonderry Farmers Market! Inside, the home features classic farmhouse-style decor and warm, bright natural light throughout its comfortable living spaces. Step outside into a private backyard oasis designed for year-round fun and relaxation, complete with a cozy fire pit, a classic tree swing, and a custom treehouse. Whether you are looking for a primary residence or the ultimate Vermont ski getaway, this property seamlessly blends cozy style, outdoor adventure, and quintessential New England charm.

2 Beds ⋅ 2 Baths ⋅ 5108360 MLS

Charming Farmhouse Gem in the Heart of Londonderry Welcome home to this inviting 2-bedroom, bonus room and 2-bathroom residence centrally located in Londonderry, VT a dream location for outdoor enthusiasts with quick, convenient access to world-class skiing at Magic, Bromley, Stratton, and Okemo Mountains in the winter. Summer and fall you are close to hiking the multitude of trails, kayaking, swimming or fishing at a one of the nearby state parks. The local coffee shop is within walking distance as well as the Londonderry Farmers Market! Inside, the home features classic farmhouse-style decor and warm, bright natural light throughout its comfortable living spaces. Step outside into a private backyard oasis designed for year-round fun and relaxation, complete with a cozy fire pit, a classic tree swing, and a custom treehouse. Whether you are looking for a primary residence or the ultimate Vermont ski getaway, this property seamlessly blends cozy style, outdoor adventure, and quintessential New England charm.

5892 Rte 100, Londonderry

$675,000

Custom designed and built by original owner, architect and builder Stuart MacDonald, this four bedroom, three bath South Londonderry home combines distinctive Vermont character with thoughtful design on 4.8 acres. The approximately 2,565 square foot home features a ground floor primary suite, living room with fireplace, an inviting sitting area off the kitchen with woodstove, and flexible living space upstairs. Significant improvements over the past several years reflect continued investment in the property, including a new roof, septic system, oil furnace and interior oil tank, water conditioning and filtration system, well pump, garage doors and operators, along with updates to the multi zone radiant heating system. A screened porch extends the living space outdoors and overlooks established landscaping, stonework, mature trees and open lawn, with a small pond adding to the setting. The three car garage provides exceptional space for vehicles, recreational equipment and year round gear. Set in the village of South Londonderry, 451 Main Street is well positioned for enjoying Southern Vermont in every season, with Stratton, Magic, Bromley and Okemo all within easy reach, along with nearby villages, trails and year round recreation. With its custom design, acreage, ground floor primary suite, three car garage and substantial recent improvements, the property offers a compelling combination of character, setting and long term care.

4 Beds ⋅ 3 Baths ⋅ 5108252 MLS

Custom designed and built by original owner, architect and builder Stuart MacDonald, this four bedroom, three bath South Londonderry home combines distinctive Vermont character with thoughtful design on 4.8 acres. The approximately 2,565 square foot home features a ground floor primary suite, living room with fireplace, an inviting sitting area off the kitchen with woodstove, and flexible living space upstairs. Significant improvements over the past several years reflect continued investment in the property, including a new roof, septic system, oil furnace and interior oil tank, water conditioning and filtration system, well pump, garage doors and operators, along with updates to the multi zone radiant heating system. A screened porch extends the living space outdoors and overlooks established landscaping, stonework, mature trees and open lawn, with a small pond adding to the setting. The three car garage provides exceptional space for vehicles, recreational equipment and year round gear. Set in the village of South Londonderry, 451 Main Street is well positioned for enjoying Southern Vermont in every season, with Stratton, Magic, Bromley and Okemo all within easy reach, along with nearby villages, trails and year round recreation. With its custom design, acreage, ground floor primary suite, three car garage and substantial recent improvements, the property offers a compelling combination of character, setting and long term care.

451 Main St, Londonderry

$1,400,000

Location is key with this turnkey home - Carinthia and the Grommet surface lift are just across the street, and you can practically ski home - it doesn't get much better. This beautiful 6-bedroom, 6-bath home offers a cozy living room with a fieldstone fireplace for that après-ski warmth and over 3600 s.f. of living space. The landscaping provides patio privacy for barbecues and hot tub time for family and friend gatherings. The oversized mudroom is convenient for your year-round sporting equipment, and the spacious garage will keep your car free of snow. This home is a must-see if you want easy access to the mountain and prefer a home to a condo. Guests always love gathering around the kitchen island, and this kitchen is large enough for your group, flowing into the dining room (currently set up for recreation) through French doors. The six bedrooms are located in wings on each side of the house, including two primary ensuite bedrooms and a family guest suite. They provide complete privacy and quiet from the living areas. A full unfinished basement provides lots of storage space or potential for a finished living space. Features include central air, covered front and back porches, public sewer, low-maintenance decking, and a tremendous location for ski and snowboard enthusiasts.

6 Beds ⋅ 6 Baths ⋅ 5108251 MLS

Location is key with this turnkey home - Carinthia and the Grommet surface lift are just across the street, and you can practically ski home - it doesn't get much better. This beautiful 6-bedroom, 6-bath home offers a cozy living room with a fieldstone fireplace for that après-ski warmth and over 3600 s.f. of living space. The landscaping provides patio privacy for barbecues and hot tub time for family and friend gatherings. The oversized mudroom is convenient for your year-round sporting equipment, and the spacious garage will keep your car free of snow. This home is a must-see if you want easy access to the mountain and prefer a home to a condo. Guests always love gathering around the kitchen island, and this kitchen is large enough for your group, flowing into the dining room (currently set up for recreation) through French doors. The six bedrooms are located in wings on each side of the house, including two primary ensuite bedrooms and a family guest suite. They provide complete privacy and quiet from the living areas. A full unfinished basement provides lots of storage space or potential for a finished living space. Features include central air, covered front and back porches, public sewer, low-maintenance decking, and a tremendous location for ski and snowboard enthusiasts.

4 Encore Pl, Dover

$995,000

Discover a rare opportunity at this five-bedroom, 5-bath waterfront home in the Cole Pond community. Situated just minutes from skiing and steps from the water, this property is a year-round paradise for outdoor enthusiasts. The main home features a spacious four-bedroom, 3.5-bath layout. Its open-concept living and dining area is bathed in natural light from large windows, creating a seamless connection with the outdoors. A Pellet stove with the fieldstone fireplace adds warmth and character to the main living space. Just off the living area, a second living room with a sleeping area offers a perfect spot for a home office or guest wing while enjoying lake views. Upstairs, you'll find two bedrooms and a separate office, sharing a full bath. The property also includes a two-car garage with a convenient studio apartment and private bath, ideal for guests. Enjoy direct access to the water with a unique floating dock, perfect for kayaks, paddle-boards, and simply taking in the magnificent scenery. This home is designed to accommodate a life of both leisure and adventure.

5 Beds ⋅ 5 Baths ⋅ 5108207 MLS

Discover a rare opportunity at this five-bedroom, 5-bath waterfront home in the Cole Pond community. Situated just minutes from skiing and steps from the water, this property is a year-round paradise for outdoor enthusiasts. The main home features a spacious four-bedroom, 3.5-bath layout. Its open-concept living and dining area is bathed in natural light from large windows, creating a seamless connection with the outdoors. A Pellet stove with the fieldstone fireplace adds warmth and character to the main living space. Just off the living area, a second living room with a sleeping area offers a perfect spot for a home office or guest wing while enjoying lake views. Upstairs, you'll find two bedrooms and a separate office, sharing a full bath. The property also includes a two-car garage with a convenient studio apartment and private bath, ideal for guests. Enjoy direct access to the water with a unique floating dock, perfect for kayaks, paddle-boards, and simply taking in the magnificent scenery. This home is designed to accommodate a life of both leisure and adventure.

1189 Cole Pond Rd, Jamaica

$395,000

Looking for a home where privacy, nature and comfortable living come together? This sweet Cape offers a rare opportunity to enjoy nearly 45 acres of serene Vermont land, complete with the soothing sounds of a babbling brook and an abundance of wildlife and natural beauty. Set at the end of a long-deeded right-of-way, the property offers an exceptional sense of privacy and seclusion, with no close neighbors and a peaceful setting nestled into the Marlboro mountains. Yet, despite its private location, the home has all the essentials for comfortable living, including power, septic, a drilled well and an efficient on-demand propane heating system. When the temperatures drop, cozy up beside the Vermont Castings wood stove, creating a warm and inviting atmosphere on cold winter days. The Cape-style home also features a full basement and two large garage doors, providing plenty of room to store vehicles, equipment, ATVs and all the toys you’ll want for exploring the property and surrounding mountains. Outdoor enthusiasts will appreciate the established trails throughout the land, perfect for walking, exploring and ATV riding. For those dreaming of a more self-sufficient lifestyle, the property is already equipped with a chicken coop, greenhouse and garden shed, making it ready for the homesteader in you. With almost 45 acres to explore, abundant privacy and a home that combines rustic Vermont charm with modern conveniences, this property offers a chance to slow down, reconnect with nature and make your own little corner of Marlboro. The home is being offered mostly furnished, with a few exceptions.

2 Beds ⋅ 2 Baths ⋅ 5108196 MLS

Looking for a home where privacy, nature and comfortable living come together? This sweet Cape offers a rare opportunity to enjoy nearly 45 acres of serene Vermont land, complete with the soothing sounds of a babbling brook and an abundance of wildlife and natural beauty. Set at the end of a long-deeded right-of-way, the property offers an exceptional sense of privacy and seclusion, with no close neighbors and a peaceful setting nestled into the Marlboro mountains. Yet, despite its private location, the home has all the essentials for comfortable living, including power, septic, a drilled well and an efficient on-demand propane heating system. When the temperatures drop, cozy up beside the Vermont Castings wood stove, creating a warm and inviting atmosphere on cold winter days. The Cape-style home also features a full basement and two large garage doors, providing plenty of room to store vehicles, equipment, ATVs and all the toys you’ll want for exploring the property and surrounding mountains. Outdoor enthusiasts will appreciate the established trails throughout the land, perfect for walking, exploring and ATV riding. For those dreaming of a more self-sufficient lifestyle, the property is already equipped with a chicken coop, greenhouse and garden shed, making it ready for the homesteader in you. With almost 45 acres to explore, abundant privacy and a home that combines rustic Vermont charm with modern conveniences, this property offers a chance to slow down, reconnect with nature and make your own little corner of Marlboro. The home is being offered mostly furnished, with a few exceptions.

215 Gilbert Rd, Marlboro

$349,000

OPEN HOUSE: Sunday, 9/6 - 11-1pm. Tucked privately down a treelined driveway, this well built 2 bedroom, 2 bath home offers a cozy Vermont lake and mountain retreat, within a minute drive and just a short walk from Lake Whitingham. Built just 11 years ago, the home is a manageable size, and makes great use of its space with warm wood finishes, vaulted ceilings, abundant natural light, and a comfortable, inviting layout. Heating and cooling provide year round comfort, while the deck offers a great spot to relax and enjoy the peaceful wooded setting. The home offers a mudroom entrance and a main level bedroom and bath. Upstairs, an open concept living room and kitchen opens up to the deck. An additional bedroom and bath round out the home. The storage shed adds extra space for lake gear, bikes, tools, and outdoor equipment. Private from the road yet close to recreation, this cute home is an easy to maintain option for a primary residence, Vermont getaway, or weekend escape. The lake life you've been dreaming about awaits you with beach access, picnic area and boat launch right there. The center of Wilmington and Mount Snow ski area are just down the road, offering you the best of Vermont's four seasons lifestyle.

2 Beds ⋅ 2 Baths ⋅ 5108158 MLS

OPEN HOUSE: Sunday, 9/6 - 11-1pm. Tucked privately down a treelined driveway, this well built 2 bedroom, 2 bath home offers a cozy Vermont lake and mountain retreat, within a minute drive and just a short walk from Lake Whitingham. Built just 11 years ago, the home is a manageable size, and makes great use of its space with warm wood finishes, vaulted ceilings, abundant natural light, and a comfortable, inviting layout. Heating and cooling provide year round comfort, while the deck offers a great spot to relax and enjoy the peaceful wooded setting. The home offers a mudroom entrance and a main level bedroom and bath. Upstairs, an open concept living room and kitchen opens up to the deck. An additional bedroom and bath round out the home. The storage shed adds extra space for lake gear, bikes, tools, and outdoor equipment. Private from the road yet close to recreation, this cute home is an easy to maintain option for a primary residence, Vermont getaway, or weekend escape. The lake life you've been dreaming about awaits you with beach access, picnic area and boat launch right there. The center of Wilmington and Mount Snow ski area are just down the road, offering you the best of Vermont's four seasons lifestyle.

250 Fairview Ave, Wilmington

$895,000

"Little Orchard" is nestled in a tranquil, storybook setting in Putney; this expansive country estate blends rustic character with sophisticated modern luxury to offer the best in southern Vermont living. The heart of the home is the breathtaking chef's kitchen, bathed in natural light through striking two-story windows and soaring cathedral ceilings. Fully equipped with top-of-the-line appliances, including a Sub-Zero refrigerator, a gas Wolf range, and a Marvel wine cooler. Step through the glass doors onto the back deck: an idyllic vantage point for morning coffee overlooking the lush, rolling grounds and mature perennial gardens. The interior strikes a perfect balance between grand scale and intimate comfort, three fully functional fireplaces to anchor cozy Vermont evenings — including one in the grand living room, which features a stunning central window. For ultimate peace of mind, the home includes two brand new Bosch split HVACs. Outdoor living is equally enchanting, with established apple, pear, and peach trees, a charming "Pony Barn," and a nearby swinging hammock, perfect for a lazy afternoon. The primary suite serves as a true private wing, including generous dual walk-in closets, and an oversized, luxury bathroom. For those seeking a seamless work-life balance, the property includes a dedicated professional office with its own private entrance. Guests will find their own slice of paradise in the detached cottage via a screened-in porch — a versatile space equally suited for a quiet retreat or a creative studio. The home features two additional bedrooms, along with a hidden reading nook, one of the many cozy corners found throughout. A two-car garage with an automatic door and EV charger sits adjacent to the home. Well maintained and thoughtfully upgraded by the current owner, Little Orchard offers a turnkey lifestyle of peace and privacy. Located a stone's throw from the esteemed Putney School, and just five minutes from the heart of Putney village.

4 Beds ⋅ 4 Baths ⋅ 5108011 MLS

"Little Orchard" is nestled in a tranquil, storybook setting in Putney; this expansive country estate blends rustic character with sophisticated modern luxury to offer the best in southern Vermont living. The heart of the home is the breathtaking chef's kitchen, bathed in natural light through striking two-story windows and soaring cathedral ceilings. Fully equipped with top-of-the-line appliances, including a Sub-Zero refrigerator, a gas Wolf range, and a Marvel wine cooler. Step through the glass doors onto the back deck: an idyllic vantage point for morning coffee overlooking the lush, rolling grounds and mature perennial gardens. The interior strikes a perfect balance between grand scale and intimate comfort, three fully functional fireplaces to anchor cozy Vermont evenings — including one in the grand living room, which features a stunning central window. For ultimate peace of mind, the home includes two brand new Bosch split HVACs. Outdoor living is equally enchanting, with established apple, pear, and peach trees, a charming "Pony Barn," and a nearby swinging hammock, perfect for a lazy afternoon. The primary suite serves as a true private wing, including generous dual walk-in closets, and an oversized, luxury bathroom. For those seeking a seamless work-life balance, the property includes a dedicated professional office with its own private entrance. Guests will find their own slice of paradise in the detached cottage via a screened-in porch — a versatile space equally suited for a quiet retreat or a creative studio. The home features two additional bedrooms, along with a hidden reading nook, one of the many cozy corners found throughout. A two-car garage with an automatic door and EV charger sits adjacent to the home. Well maintained and thoughtfully upgraded by the current owner, Little Orchard offers a turnkey lifestyle of peace and privacy. Located a stone's throw from the esteemed Putney School, and just five minutes from the heart of Putney village.

350 W Hill Rd, Putney

$695,000

Brand-new construction in beautiful Windham, Vermont! This thoughtfully designed three-bedroom home with an additional bonus room offers the comfort, efficiency, and ease of new construction paired with a peaceful Vermont setting. Filled with natural light, the home features bright, welcoming living spaces and a versatile floor plan designed for both everyday living and weekend escapes. The bonus room provides valuable flexibility for a home office, guest space, playroom, or den. An attached two-car garage makes Vermont living especially convenient, providing sheltered parking along with plenty of room for skis, bikes, outdoor gear, and storage. Outside, the yard offers space to relax, play, garden, or entertain, while the firepit creates the perfect gathering spot for summer evenings, crisp fall nights, and après-ski get-togethers. Located in the quiet mountain community of Windham, this property puts four-season recreation within easy reach. Five major ski areas—Stratton, Bromley, Magic Mountain, Okemo, and Mount Snow—are all located within approximately 35 miles of town, providing an incredible variety of winter adventures. When the snow melts, explore nearby hiking and biking trails, enjoy fishing, paddling and swimming, or spend the day at destinations such as Lowell Lake and Jamaica State Parks. The greater Windham region is known for its extensive trail network and abundant opportunities for hiking, mountain biking, snowshoeing, cross-country skiing, and snowmobiling. Whether you're searching for a full-time Vermont residence or a low-maintenance mountain getaway, this newly built home offers a wonderful combination of modern comfort, outdoor space, and access to everything that makes Southern Vermont special.

3 Beds ⋅ 3 Baths ⋅ 5107952 MLS

Brand-new construction in beautiful Windham, Vermont! This thoughtfully designed three-bedroom home with an additional bonus room offers the comfort, efficiency, and ease of new construction paired with a peaceful Vermont setting. Filled with natural light, the home features bright, welcoming living spaces and a versatile floor plan designed for both everyday living and weekend escapes. The bonus room provides valuable flexibility for a home office, guest space, playroom, or den. An attached two-car garage makes Vermont living especially convenient, providing sheltered parking along with plenty of room for skis, bikes, outdoor gear, and storage. Outside, the yard offers space to relax, play, garden, or entertain, while the firepit creates the perfect gathering spot for summer evenings, crisp fall nights, and après-ski get-togethers. Located in the quiet mountain community of Windham, this property puts four-season recreation within easy reach. Five major ski areas—Stratton, Bromley, Magic Mountain, Okemo, and Mount Snow—are all located within approximately 35 miles of town, providing an incredible variety of winter adventures. When the snow melts, explore nearby hiking and biking trails, enjoy fishing, paddling and swimming, or spend the day at destinations such as Lowell Lake and Jamaica State Parks. The greater Windham region is known for its extensive trail network and abundant opportunities for hiking, mountain biking, snowshoeing, cross-country skiing, and snowmobiling. Whether you're searching for a full-time Vermont residence or a low-maintenance mountain getaway, this newly built home offers a wonderful combination of modern comfort, outdoor space, and access to everything that makes Southern Vermont special.

717 Horsenail Hill Rd, Windham

$210,000

Welcome to your gateway to Vermont's premier winter and summer adventures! Located in the desirable town of Londonderry, this spacious four-bedroom, two-bathroom home offers incredible potential for ski enthusiasts, weekenders, or year-round residents alike. Situated on an flat half-acre lot, the property provides plenty of open outdoor space for yard games, gardening, or future expansion, all with easy driveway access and ample parking. If location is everything, this home delivers. Positioned right in the hub of southern Vermont, you are just a short drive away from four major ski resorts. With Magic Mountain right next door , you also have great proximity to Stratton, and Bromley (within 15 mins.) as well as Okemo and Mount Snow, just slightly further. This is truly the heart of ski country! In the warmer months, enjoy close proximity to local swimming holes, farmers markets, hiking trails, and the charming shops and dining of Londonderry , Chester and nearby Weston and Manchester. The house is completely move-in condition meaning you can drop your bags, unpack your skis, and start enjoying the mountains immediately. At the same time, it is priced to reflect that it needs updates and modernizing and a few repairs. This is a fantastic "equity-builder." Bring your design ideas, and sweat equity to customize the interior finishes to your exact taste while instantly building value in a highly sought-after market. Offered at a very reasonable price point, properties with this kind of square footage, acreage layout, and proximity to major ski areas rarely come up at this value. Ready to make this your Vermont home? Schedule a walkthrough today to see the incredible potential waiting for you in Londonderry!

4 Beds ⋅ 2 Baths ⋅ 5107941 MLS

Welcome to your gateway to Vermont's premier winter and summer adventures! Located in the desirable town of Londonderry, this spacious four-bedroom, two-bathroom home offers incredible potential for ski enthusiasts, weekenders, or year-round residents alike. Situated on an flat half-acre lot, the property provides plenty of open outdoor space for yard games, gardening, or future expansion, all with easy driveway access and ample parking. If location is everything, this home delivers. Positioned right in the hub of southern Vermont, you are just a short drive away from four major ski resorts. With Magic Mountain right next door , you also have great proximity to Stratton, and Bromley (within 15 mins.) as well as Okemo and Mount Snow, just slightly further. This is truly the heart of ski country! In the warmer months, enjoy close proximity to local swimming holes, farmers markets, hiking trails, and the charming shops and dining of Londonderry , Chester and nearby Weston and Manchester. The house is completely move-in condition meaning you can drop your bags, unpack your skis, and start enjoying the mountains immediately. At the same time, it is priced to reflect that it needs updates and modernizing and a few repairs. This is a fantastic "equity-builder." Bring your design ideas, and sweat equity to customize the interior finishes to your exact taste while instantly building value in a highly sought-after market. Offered at a very reasonable price point, properties with this kind of square footage, acreage layout, and proximity to major ski areas rarely come up at this value. Ready to make this your Vermont home? Schedule a walkthrough today to see the incredible potential waiting for you in Londonderry!

4820 Vt Route 11, Londonderry

$265,000

Welcome to 7 Hyde Street, a charming and inviting home in the village of Bellows Falls. This three-bedroom, one-and-a-half-bath home offers comfortable living spaces and a convenient location close to the heart of the village. The thoughtful layout provides plenty of room for both everyday living and entertaining, while the manageable lot offers outdoor space without extensive upkeep. Inside, you’ll find a warm and welcoming home. The living room is filled with natural light from a large picture window, creating a bright and inviting space for relaxing or gathering. Three bedrooms provide flexibility for family, guests, or a home office. An enclosed back porch offers a wonderful spot for morning coffee, dining, or simply enjoying the backyard, while the garage provides convenient covered parking. The basement is finished into a large room with a bar and 1/2 bath, providing space for everyday use or entertaining. Situated on a residential street, the property offers easy access to downtown, local shops, restaurants, and community amenities. 7 Hyde Street offers an appealing combination of comfort, character, convenience, and village living.

3 Beds ⋅ 2 Baths ⋅ 5107938 MLS

Welcome to 7 Hyde Street, a charming and inviting home in the village of Bellows Falls. This three-bedroom, one-and-a-half-bath home offers comfortable living spaces and a convenient location close to the heart of the village. The thoughtful layout provides plenty of room for both everyday living and entertaining, while the manageable lot offers outdoor space without extensive upkeep. Inside, you’ll find a warm and welcoming home. The living room is filled with natural light from a large picture window, creating a bright and inviting space for relaxing or gathering. Three bedrooms provide flexibility for family, guests, or a home office. An enclosed back porch offers a wonderful spot for morning coffee, dining, or simply enjoying the backyard, while the garage provides convenient covered parking. The basement is finished into a large room with a bar and 1/2 bath, providing space for everyday use or entertaining. Situated on a residential street, the property offers easy access to downtown, local shops, restaurants, and community amenities. 7 Hyde Street offers an appealing combination of comfort, character, convenience, and village living.

7 Hyde St, Rockingham

$369,000

Set on 9 acres just outside Bellows Falls, this solid split-level home offers a great combination of space, land, and classic Vermont character. The property features a mix of wooded and open areas, with plenty of room for a garden, outdoor projects, or simply enjoying the acreage, all while being only about 10 minutes from town. Inside, hardwood floors add warmth to the main level, where an open living and dining area connects to the kitchen and a back porch overlooking the yard. Two bedrooms and a full bath complete the main floor. Downstairs, the finished walkout basement offers an additional bedroom, a bonus room, a 3/4 bath, and a large living space that provides flexibility for guests, a home office, recreation space, or extended living. The home is heated with electric heat and a woodstove, offering the comfort and character of wood heat during the colder months. Outside, the 9-acre parcel provides room to spread out, explore, and make the property your own. There is also a former naturally fed pond site that could be reclaimed. With two levels of finished living space, a walkout basement, and a substantial piece of land, this is a comfortable and versatile property for anyone looking for a year-round home or Vermont getaway with room to grow.

3 Beds ⋅ 2 Baths ⋅ 5107836 MLS

Set on 9 acres just outside Bellows Falls, this solid split-level home offers a great combination of space, land, and classic Vermont character. The property features a mix of wooded and open areas, with plenty of room for a garden, outdoor projects, or simply enjoying the acreage, all while being only about 10 minutes from town. Inside, hardwood floors add warmth to the main level, where an open living and dining area connects to the kitchen and a back porch overlooking the yard. Two bedrooms and a full bath complete the main floor. Downstairs, the finished walkout basement offers an additional bedroom, a bonus room, a 3/4 bath, and a large living space that provides flexibility for guests, a home office, recreation space, or extended living. The home is heated with electric heat and a woodstove, offering the comfort and character of wood heat during the colder months. Outside, the 9-acre parcel provides room to spread out, explore, and make the property your own. There is also a former naturally fed pond site that could be reclaimed. With two levels of finished living space, a walkout basement, and a substantial piece of land, this is a comfortable and versatile property for anyone looking for a year-round home or Vermont getaway with room to grow.

7 Randall Hill Rd, Rockingham

$349,000

Welcome to 245 S. Wardsboro Road, a lovely cedar-shake home located in a private yet accessible county location, a mere 1.5 mile to Newfane's renowned historic village and attractions. This inviting, single level home features a brand-new highly efficient heating (to -22 degrees) and cooling system and hardwood floors throughout. You'll appreciate the contemporary eat-in kitchen w/ cathedral ceiling, newer appliances and mudroom nook. Adjoining this space is a light-filled sunroom- perfect for an office or exercise, and a bathroom with washer and dryer. Continue into the living room with its cozy-vibe showcasing its absolutely gorgeous custom built-in bookcases crafted by a highly skilled local artisan and the beautiful stone fireplace and hearth. Like the kitchen, this room is a wonderful gathering place and provides access to the newly installed composite back deck (2026) and private backyard (as does the sunroom). Onward to the two bedrooms and 3/4 bathroom that were designed at the end of the home for more privacy. The primary bedroom is "king-sized" and has a double closet. Of note, this home gets extra bonus points for the extensive insulation work by Farnum Insulators of the crawlspace and attic (2021) and recent chimney masonry work (2020). Outside you'll find a low-maintenance yard featuring a sweet front patio with stone-wall perennial beds, a spectacular Spring-flowering Magnolia tree, a woodshed and an attractive outbuilding used for storing recreational equipment and gardening tools. All of this a stone's throw to the Newfane General Store, the popular Fat Crow Restaurant, several cozy Inns, year-round farmstand/nursery, the hardware store, popular swimming and secret watering holes. Situated on a paved road and not far from Mount Snow or Stratton. This home would make a great primary home or secondary retreat from city life. A July '26 water-testing report and septic inspection will give you even more reason to want this property. Come see!

2 Beds ⋅ 2 Baths ⋅ 5107663 MLS

Welcome to 245 S. Wardsboro Road, a lovely cedar-shake home located in a private yet accessible county location, a mere 1.5 mile to Newfane's renowned historic village and attractions. This inviting, single level home features a brand-new highly efficient heating (to -22 degrees) and cooling system and hardwood floors throughout. You'll appreciate the contemporary eat-in kitchen w/ cathedral ceiling, newer appliances and mudroom nook. Adjoining this space is a light-filled sunroom- perfect for an office or exercise, and a bathroom with washer and dryer. Continue into the living room with its cozy-vibe showcasing its absolutely gorgeous custom built-in bookcases crafted by a highly skilled local artisan and the beautiful stone fireplace and hearth. Like the kitchen, this room is a wonderful gathering place and provides access to the newly installed composite back deck (2026) and private backyard (as does the sunroom). Onward to the two bedrooms and 3/4 bathroom that were designed at the end of the home for more privacy. The primary bedroom is "king-sized" and has a double closet. Of note, this home gets extra bonus points for the extensive insulation work by Farnum Insulators of the crawlspace and attic (2021) and recent chimney masonry work (2020). Outside you'll find a low-maintenance yard featuring a sweet front patio with stone-wall perennial beds, a spectacular Spring-flowering Magnolia tree, a woodshed and an attractive outbuilding used for storing recreational equipment and gardening tools. All of this a stone's throw to the Newfane General Store, the popular Fat Crow Restaurant, several cozy Inns, year-round farmstand/nursery, the hardware store, popular swimming and secret watering holes. Situated on a paved road and not far from Mount Snow or Stratton. This home would make a great primary home or secondary retreat from city life. A July '26 water-testing report and septic inspection will give you even more reason to want this property. Come see!

245 S Wardsboro Rd, Newfane

$479,000

Sweet! So easy... nothing to do but move right in and start to enjoy. This second-generation owner has updated the living area to an open concept featuring a huge kitchen island, dining area with built-ins, and a focal point fireplace/hearth to anchor the room. Add a picture window overlooking the meticulously landscaped lawn and pond the ducks call home, and you have a perfect recipe for home. Enter on the walk out level and find a mud room, sauna, 3/4 bath and family room, plus plenty of storage for equipment or lock away area if you are renting. Just off RT 100 and merely 11 minutes to Mount Snow, Skiing is an easy get, as well as boating, hiking and a ton of other recreation. Tuck in as a primary, easy care paved drive, garage parking and a sun porch off 2 of the bedrooms are all bonuses to ease of year round living. Possession after 11/1/26 please. Come, feed the ducks...play a little...

3 Beds ⋅ 2 Baths ⋅ 5107623 MLS

Sweet! So easy... nothing to do but move right in and start to enjoy. This second-generation owner has updated the living area to an open concept featuring a huge kitchen island, dining area with built-ins, and a focal point fireplace/hearth to anchor the room. Add a picture window overlooking the meticulously landscaped lawn and pond the ducks call home, and you have a perfect recipe for home. Enter on the walk out level and find a mud room, sauna, 3/4 bath and family room, plus plenty of storage for equipment or lock away area if you are renting. Just off RT 100 and merely 11 minutes to Mount Snow, Skiing is an easy get, as well as boating, hiking and a ton of other recreation. Tuck in as a primary, easy care paved drive, garage parking and a sun porch off 2 of the bedrooms are all bonuses to ease of year round living. Possession after 11/1/26 please. Come, feed the ducks...play a little...

58 Hi Hopes Rd, Wardsboro

$236,000

Welcome to your serene escape nestled in nature’s embrace. This secluded riverside retreat offers stunning river frontage and panoramic views of the majestic Green Mountains, creating a peaceful sanctuary for relaxation and rejuvenation. Despite its tranquil setting, this home is conveniently located just 20 minutes from the vibrant slopes of Mt. Snow, perfect for winter sports enthusiasts. Additionally, you're just 2 miles from prime fishing spots, making it an ideal location for those who love outdoor adventures. Inside, enjoy the spaciousness of vaulted ceilings and an open concept design, enhancing the flow and natural light throughout the home. The property is equipped with brand-new appliances and a water heater, ensuring modern convenience and comfort. Not only does this home offer the perfect blend of seclusion and accessibility, but it also provides easy access to local attractions. Explore the charming town of Newfane with its historic architecture and quaint shops, or take a scenic drive to nearby Brattleboro for a taste of local art and culture. Whether you're unwinding by the river, hitting the slopes, or exploring the vibrant local community, this property is your gateway to the quintessential Vermont lifestyle.

3 Beds ⋅ 1 Baths ⋅ 5107571 MLS

Welcome to your serene escape nestled in nature’s embrace. This secluded riverside retreat offers stunning river frontage and panoramic views of the majestic Green Mountains, creating a peaceful sanctuary for relaxation and rejuvenation. Despite its tranquil setting, this home is conveniently located just 20 minutes from the vibrant slopes of Mt. Snow, perfect for winter sports enthusiasts. Additionally, you're just 2 miles from prime fishing spots, making it an ideal location for those who love outdoor adventures. Inside, enjoy the spaciousness of vaulted ceilings and an open concept design, enhancing the flow and natural light throughout the home. The property is equipped with brand-new appliances and a water heater, ensuring modern convenience and comfort. Not only does this home offer the perfect blend of seclusion and accessibility, but it also provides easy access to local attractions. Explore the charming town of Newfane with its historic architecture and quaint shops, or take a scenic drive to nearby Brattleboro for a taste of local art and culture. Whether you're unwinding by the river, hitting the slopes, or exploring the vibrant local community, this property is your gateway to the quintessential Vermont lifestyle.

5 Oregon Falls Rd, Newfane

$545,000

With 180 feet of private access to the Wardsboro Brook, this furnished 4-bedroom plus den, 3-bathroom home in Wardsboro, Vermont offers an ideal combination of recreation, privacy, and convenience. Located just 6 miles from Mount Snow and 9 miles from Stratton Mountain, this Southern Vermont property puts two popular ski resorts within easy reach. Exceptionally well maintained, the property features fresh paint, a manicured lawn, regular attention to mechanical systems, and a strong rental history. The open-concept kitchen and living area is designed for gathering, with cherry hardwood floors and a wood-burning fireplace creating a warm and inviting space. A large, partially covered wraparound deck extends the living space outdoors. Three bedrooms are located on the first floor, including the primary bedroom with ensuite bathroom and direct access to a private backyard deck. The second-level office/den overlooks the living room and provides flexible living space. Upstairs, a private bedroom with ensuite bathroom could serve as a second primary suite or bunk room, complete with reading nook and private balcony. The full basement offers unfinished space for future expansion. A one-car garage and whole-house generator add functionality. Outside, the spacious level yard and fire pit provide plenty of room for gatherings. Custom-built steps lead to the Wardsboro Brook, where multiple seating areas and a swing offer a peaceful place to enjoy the water. Explore the woods, discover the frog pond, fish in the brook, or look for salamanders. Surrounded by the Green Mountain National Forest, the property is close to the Appalachian Trail, Long Trail, Grout Pond, kayaking, paddleboarding, hiking and mountain biking. In winter, the nearby VAST trail system provides access miles of snowmobile trails. With three levels of living space, flexible floor plan, and an installed ramp providing easy, no-stair access to the first floor, this home is ready to welcome its next owner.

4 Beds ⋅ 3 Baths ⋅ 5107523 MLS

With 180 feet of private access to the Wardsboro Brook, this furnished 4-bedroom plus den, 3-bathroom home in Wardsboro, Vermont offers an ideal combination of recreation, privacy, and convenience. Located just 6 miles from Mount Snow and 9 miles from Stratton Mountain, this Southern Vermont property puts two popular ski resorts within easy reach. Exceptionally well maintained, the property features fresh paint, a manicured lawn, regular attention to mechanical systems, and a strong rental history. The open-concept kitchen and living area is designed for gathering, with cherry hardwood floors and a wood-burning fireplace creating a warm and inviting space. A large, partially covered wraparound deck extends the living space outdoors. Three bedrooms are located on the first floor, including the primary bedroom with ensuite bathroom and direct access to a private backyard deck. The second-level office/den overlooks the living room and provides flexible living space. Upstairs, a private bedroom with ensuite bathroom could serve as a second primary suite or bunk room, complete with reading nook and private balcony. The full basement offers unfinished space for future expansion. A one-car garage and whole-house generator add functionality. Outside, the spacious level yard and fire pit provide plenty of room for gatherings. Custom-built steps lead to the Wardsboro Brook, where multiple seating areas and a swing offer a peaceful place to enjoy the water. Explore the woods, discover the frog pond, fish in the brook, or look for salamanders. Surrounded by the Green Mountain National Forest, the property is close to the Appalachian Trail, Long Trail, Grout Pond, kayaking, paddleboarding, hiking and mountain biking. In winter, the nearby VAST trail system provides access miles of snowmobile trails. With three levels of living space, flexible floor plan, and an installed ramp providing easy, no-stair access to the first floor, this home is ready to welcome its next owner.

954 Boardman Loop, Wardsboro

$289,000

Welcome to 398 Tallwood Circle, a cozy Vermont retreat tucked into a quiet country setting in Londonderry. Set on 1.5 acres with a wooded backdrop, this 2-bedroom, 1-bath home offers privacy, character, and an ideal base for enjoying Southern Vermont. Inside, an inviting open living area features a vaulted wood ceiling, abundant natural light, and a wood stove for warmth and classic Vermont character. The kitchen flows into the main living space, while a spiral staircase leads to a spacious loft offering flexible space for guests, an office, or a place to unwind. Sliding doors open to the deck and peaceful wooded surroundings. Equally important are the improvements that may not immediately catch your eye but speak to the owner's thoughtful care of the home. A new septic system was installed in 2024, along with drainage and driveway improvements, removal of large trees near the house, a whole-house water filtration system, and second water tank. Additional updates include work to the furnace, water heater and sump pump, water and power for a washer/dryer, WiFi thermostat, bathroom updates, living room ceiling fan, and new refrigerator. Four-season recreation is within easy reach. Magic Mountain is right in Londonderry, with Stratton and Bromley nearby for skiing, dining, shopping, and year-round activities. Lowell Lake State Park offers paddling and hiking, while the West River Farmers Market, local shops, restaurants, and everyday conveniences are all nearby. Whether a primary residence, weekend getaway, or Vermont home base, 398 Tallwood Circle offers a wonderful combination of privacy, character, thoughtful improvements, and access to the mountains.

2 Beds ⋅ 1 Baths ⋅ 5107484 MLS

Welcome to 398 Tallwood Circle, a cozy Vermont retreat tucked into a quiet country setting in Londonderry. Set on 1.5 acres with a wooded backdrop, this 2-bedroom, 1-bath home offers privacy, character, and an ideal base for enjoying Southern Vermont. Inside, an inviting open living area features a vaulted wood ceiling, abundant natural light, and a wood stove for warmth and classic Vermont character. The kitchen flows into the main living space, while a spiral staircase leads to a spacious loft offering flexible space for guests, an office, or a place to unwind. Sliding doors open to the deck and peaceful wooded surroundings. Equally important are the improvements that may not immediately catch your eye but speak to the owner's thoughtful care of the home. A new septic system was installed in 2024, along with drainage and driveway improvements, removal of large trees near the house, a whole-house water filtration system, and second water tank. Additional updates include work to the furnace, water heater and sump pump, water and power for a washer/dryer, WiFi thermostat, bathroom updates, living room ceiling fan, and new refrigerator. Four-season recreation is within easy reach. Magic Mountain is right in Londonderry, with Stratton and Bromley nearby for skiing, dining, shopping, and year-round activities. Lowell Lake State Park offers paddling and hiking, while the West River Farmers Market, local shops, restaurants, and everyday conveniences are all nearby. Whether a primary residence, weekend getaway, or Vermont home base, 398 Tallwood Circle offers a wonderful combination of privacy, character, thoughtful improvements, and access to the mountains.

398 Tallwood Cir, Londonderry

$2,430,000

TWO HOMES | 1BR BARN APARTMENT | RESTORED VINTAGE BARN | 13+ ACRES. A rare Vermont multi-residence estate offering two beautifully renovated homes, a separate 1BR barn apartment, a restored vintage barn, and more than 13 acres along the Winhall River. Thoughtfully renovated by Vermont Country Builders, Winhall River Farm blends authentic character, exceptional craftsmanship, and modern four-season comfort. One residence is a restored 4BR farmhouse once used as the summer home of renowned art historian Meyer Schapiro, with wide-plank floors, antique doors, an expanded kitchen with soapstone counters, updated baths, and custom built-ins. Schapiro’s former art studio now serves as a self-contained 1BR apartment with SMEG appliances, a screened porch, and heated storage below. The second home is a reimagined historic schoolhouse with a timber-frame addition, high ceilings, generous windows, two sunrooms, restored floors, and warm architectural detail throughout. Private hot tubs and inviting outdoor living spaces complement all three residences. Extensive improvements across the property include standing-seam roofs, new Marvin windows, updated electrical and plumbing, modern insulation, mini-split heating and cooling, high-efficiency systems, new appliances, generators, and EV chargers. The 13+ acres include open fields, woods, apple trees, gardens, extensive stonework, patios, decks, and opportunities for trails, recreation, and equestrian use. Set along the Winhall River with direct access to the West River Rail Trail for walking, biking, swimming, and exploring. In the heart of ski country, just minutes from Stratton, Bromley, and Magic Mountain. An exceptional family estate, multi-generational retreat, or investment opportunity. Offered furnished and ready to enjoy, with additional acreage also available. All the hard work has been done--move in and start enjoying Vermont. Properties also offered individually as MLS #5101688 & #5101689. Seller is the listing broker.

9 Beds ⋅ 7 Baths ⋅ 5107418 MLS

TWO HOMES | 1BR BARN APARTMENT | RESTORED VINTAGE BARN | 13+ ACRES. A rare Vermont multi-residence estate offering two beautifully renovated homes, a separate 1BR barn apartment, a restored vintage barn, and more than 13 acres along the Winhall River. Thoughtfully renovated by Vermont Country Builders, Winhall River Farm blends authentic character, exceptional craftsmanship, and modern four-season comfort. One residence is a restored 4BR farmhouse once used as the summer home of renowned art historian Meyer Schapiro, with wide-plank floors, antique doors, an expanded kitchen with soapstone counters, updated baths, and custom built-ins. Schapiro’s former art studio now serves as a self-contained 1BR apartment with SMEG appliances, a screened porch, and heated storage below. The second home is a reimagined historic schoolhouse with a timber-frame addition, high ceilings, generous windows, two sunrooms, restored floors, and warm architectural detail throughout. Private hot tubs and inviting outdoor living spaces complement all three residences. Extensive improvements across the property include standing-seam roofs, new Marvin windows, updated electrical and plumbing, modern insulation, mini-split heating and cooling, high-efficiency systems, new appliances, generators, and EV chargers. The 13+ acres include open fields, woods, apple trees, gardens, extensive stonework, patios, decks, and opportunities for trails, recreation, and equestrian use. Set along the Winhall River with direct access to the West River Rail Trail for walking, biking, swimming, and exploring. In the heart of ski country, just minutes from Stratton, Bromley, and Magic Mountain. An exceptional family estate, multi-generational retreat, or investment opportunity. Offered furnished and ready to enjoy, with additional acreage also available. All the hard work has been done--move in and start enjoying Vermont. Properties also offered individually as MLS #5101688 & #5101689. Seller is the listing broker.

494-564 Goodaleville Rd, Jamaica

$599,999

94 Private Mountainside Acres with Residence: Create Your Vermont Estate. Discover a rare opportunity to own a substantial private estate in Southern Vermont with approximately 94 acres offering the space, privacy, and flexibility to create something truly your own. Originally a livestock farm, with several stone walls and a spring-fed pond nearby. Explore nature at its best, Stagecoach Road, and the several old home foundations on the property. The 94 acres have been loved and treasured by the same family for nearly 200 years. This is not simply a property with a house; it is a 94-acre estate with numerous possibilities for its next owner. The land may lend itself to a variety of uses, including private conservation, recreational use, timber management, additional improvements, or an addition. The home offers an inviting one-level open-concept floor plan designed for easy living and effortless entertaining. The full basement provides an exciting opportunity for future expansion, and the possibility of building a new primary residence elsewhere on the 94 acres. The 94 acres provide an extraordinary sense of privacy for exploring, gardening, recreation, and simply enjoying the peace and beauty of your own Vermont woodland. Yet despite the wonderfully private setting, the home is located only two miles from the heart of historic Newfane Village and its picturesque Village, giving you the best of all worlds: seclusion at home and charming village life close by. Outdoor enthusiasts will love the four-season location, with hunting, hiking, biking, swimming, snowshoeing, XC skiing, snowmobiling, and an abundance of wildlife. Some of Southern Vermont's finest skiing is all within easy reach, and several NE cities are within an easy driving commute. Do not miss this elusive Vermont property where you can truly enjoy the 94 acres of natural beauty around you.

2 Beds ⋅ 1 Baths ⋅ 5107381 MLS

94 Private Mountainside Acres with Residence: Create Your Vermont Estate. Discover a rare opportunity to own a substantial private estate in Southern Vermont with approximately 94 acres offering the space, privacy, and flexibility to create something truly your own. Originally a livestock farm, with several stone walls and a spring-fed pond nearby. Explore nature at its best, Stagecoach Road, and the several old home foundations on the property. The 94 acres have been loved and treasured by the same family for nearly 200 years. This is not simply a property with a house; it is a 94-acre estate with numerous possibilities for its next owner. The land may lend itself to a variety of uses, including private conservation, recreational use, timber management, additional improvements, or an addition. The home offers an inviting one-level open-concept floor plan designed for easy living and effortless entertaining. The full basement provides an exciting opportunity for future expansion, and the possibility of building a new primary residence elsewhere on the 94 acres. The 94 acres provide an extraordinary sense of privacy for exploring, gardening, recreation, and simply enjoying the peace and beauty of your own Vermont woodland. Yet despite the wonderfully private setting, the home is located only two miles from the heart of historic Newfane Village and its picturesque Village, giving you the best of all worlds: seclusion at home and charming village life close by. Outdoor enthusiasts will love the four-season location, with hunting, hiking, biking, swimming, snowshoeing, XC skiing, snowmobiling, and an abundance of wildlife. Some of Southern Vermont's finest skiing is all within easy reach, and several NE cities are within an easy driving commute. Do not miss this elusive Vermont property where you can truly enjoy the 94 acres of natural beauty around you.

47 Purinton Rd Unit A-109, Newfane

$895,000

Experience the best of Vermont living in this exceptional 3-bedroom, 4-bath Energy Star timber frame home set on 6.9 acres of beautiful land, with a mix of open lawn and mature forest. Designed to take full advantage of its stunning 50-mile long-range views, the home offers warmth, character, and plenty of space to gather. The inviting great room features a striking double-sided gas fireplace, creating a cozy focal point for relaxing after a day outdoors. A large, open kitchen with a exceptional center island and dining area is designed for the chef who loves to cook and entertain, with plenty of room for family and guests to gather. The primary suite is a private retreat with beautiful views and a spacious bathroom complete with a luxurious soaking tub and steam shower. The expansive deck overlooks a private pond just below, providing a picturesque setting for morning coffee, afternoon gatherings, or evening sunsets. The lower level with radiant heat opens directly to the backyard and offers exceptional flexibility, with a bathroom and kitchenette ideal for an in-law suite, guest accommodations, or comfortable bunkroom. Built with energy efficiency in mind, the home combines the character and craftsmanship of a timber frame with thoughtful features designed for comfortable year-round living. A 2-car garage keeps vehicles protected from the elements while providing plenty of room for skis, bikes, ATVs, and all your Vermont toys. Located just 10 minutes from Mount Snow for skiing and year-round recreation and 15 minutes from downtown Wilmington for shopping, dining, and local amenities, this distinctive Dover property combines privacy and natural beauty with convenient access to everything the area has to offer. Whether you're looking for a year-round home, vacation getaway, or place to gather with family and friends, this property delivers the quintessential Vermont experience.

3 Beds ⋅ 4 Baths ⋅ 5107293 MLS

Experience the best of Vermont living in this exceptional 3-bedroom, 4-bath Energy Star timber frame home set on 6.9 acres of beautiful land, with a mix of open lawn and mature forest. Designed to take full advantage of its stunning 50-mile long-range views, the home offers warmth, character, and plenty of space to gather. The inviting great room features a striking double-sided gas fireplace, creating a cozy focal point for relaxing after a day outdoors. A large, open kitchen with a exceptional center island and dining area is designed for the chef who loves to cook and entertain, with plenty of room for family and guests to gather. The primary suite is a private retreat with beautiful views and a spacious bathroom complete with a luxurious soaking tub and steam shower. The expansive deck overlooks a private pond just below, providing a picturesque setting for morning coffee, afternoon gatherings, or evening sunsets. The lower level with radiant heat opens directly to the backyard and offers exceptional flexibility, with a bathroom and kitchenette ideal for an in-law suite, guest accommodations, or comfortable bunkroom. Built with energy efficiency in mind, the home combines the character and craftsmanship of a timber frame with thoughtful features designed for comfortable year-round living. A 2-car garage keeps vehicles protected from the elements while providing plenty of room for skis, bikes, ATVs, and all your Vermont toys. Located just 10 minutes from Mount Snow for skiing and year-round recreation and 15 minutes from downtown Wilmington for shopping, dining, and local amenities, this distinctive Dover property combines privacy and natural beauty with convenient access to everything the area has to offer. Whether you're looking for a year-round home, vacation getaway, or place to gather with family and friends, this property delivers the quintessential Vermont experience.

257 Dover Hill Rd, Dover

$340,000

This three-bedroom, two bath home offers a two-car attached garage, fenced in yard and detached shed. Separate entry with sliding glass doors. Good size kitchen open to dining area, large living room with wood burning fireplace and many built in bookshelves. Many updates to the home including mini splits and shingle roof on the main portion of the house. Additional bonus rooms upstairs for office, large walk-in closet or just additional space for storage. Located on a flat lot with paved driveway on a dead-end town-maintained road. More pictures coming soon.

3 Beds ⋅ 2 Baths ⋅ 5107195 MLS

This three-bedroom, two bath home offers a two-car attached garage, fenced in yard and detached shed. Separate entry with sliding glass doors. Good size kitchen open to dining area, large living room with wood burning fireplace and many built in bookshelves. Many updates to the home including mini splits and shingle roof on the main portion of the house. Additional bonus rooms upstairs for office, large walk-in closet or just additional space for storage. Located on a flat lot with paved driveway on a dead-end town-maintained road. More pictures coming soon.

159 Riverdale Rd, Townshend

$3,400,000

A rare opportunity to own a turnkey luxury mountain residence in one of Mount Snow’s most coveted ski-in/ski-out locations, perfectly positioned slope-side to the Sundance Lift and just minutes away from Haystack Mountain. This exceptional five-bedroom, five-bath contemporary home blends refined modern design with the timeless character of the Swiss Alps, creating a sophisticated yet inviting Vermont retreat. Designed for effortless four season living, the home features an open-concept living, dining, and kitchen area ideal for quiet mornings before first tracks, relaxed family time, and après ski entertaining. A beautifully appointed chef’s kitchen anchors the space, while expansive windows, natural materials, and curated finishes showcase the surrounding mountain landscape. Private amenities elevate the mountain experience, including a hot tub, sauna, dedicated theater room, and private ski tune room. A fully outfitted garage and generous storage provide ample space for skis, bikes, and all the essentials of four-season living. Enjoy the newly renovated and expanded Seasons Sports Center which offers amenities such as indoor and outdoor pools, basketball and tennis courts, fitness center, game room and owners’ lounge. This is more than a ski house, this is a timeless mountain retreat designed for every season where first tracks, fireside evenings, long dinners, and unforgettable gatherings become part of everyday life. With exceptional design, private amenities, and true ski in ski out access, this is elevated mountain living at its finest.

5 Beds ⋅ 5 Baths ⋅ 5107096 MLS

A rare opportunity to own a turnkey luxury mountain residence in one of Mount Snow’s most coveted ski-in/ski-out locations, perfectly positioned slope-side to the Sundance Lift and just minutes away from Haystack Mountain. This exceptional five-bedroom, five-bath contemporary home blends refined modern design with the timeless character of the Swiss Alps, creating a sophisticated yet inviting Vermont retreat. Designed for effortless four season living, the home features an open-concept living, dining, and kitchen area ideal for quiet mornings before first tracks, relaxed family time, and après ski entertaining. A beautifully appointed chef’s kitchen anchors the space, while expansive windows, natural materials, and curated finishes showcase the surrounding mountain landscape. Private amenities elevate the mountain experience, including a hot tub, sauna, dedicated theater room, and private ski tune room. A fully outfitted garage and generous storage provide ample space for skis, bikes, and all the essentials of four-season living. Enjoy the newly renovated and expanded Seasons Sports Center which offers amenities such as indoor and outdoor pools, basketball and tennis courts, fitness center, game room and owners’ lounge. This is more than a ski house, this is a timeless mountain retreat designed for every season where first tracks, fireside evenings, long dinners, and unforgettable gatherings become part of everyday life. With exceptional design, private amenities, and true ski in ski out access, this is elevated mountain living at its finest.

21 Sundance Village Loop, Dover

$489,999

Beautifully updated 4 bedroom, 2 bathroom home located in the heart of Grafton along Main Street. Brand new kitchen with all new cabinetry, appliances and quartz countertops. All new windows throughout, 2 brand new bathrooms, new paint both interior and exterior, and newly sanded floors. Old world charm with the amenities of today. Very easy to maintain home. Airbnb Rental Income of $4,000 per month.

4 Beds ⋅ 2 Baths ⋅ 5106956 MLS

Beautifully updated 4 bedroom, 2 bathroom home located in the heart of Grafton along Main Street. Brand new kitchen with all new cabinetry, appliances and quartz countertops. All new windows throughout, 2 brand new bathrooms, new paint both interior and exterior, and newly sanded floors. Old world charm with the amenities of today. Very easy to maintain home. Airbnb Rental Income of $4,000 per month.

152 Main St, Grafton

$399,000

Woodsy and charming ski chalet just a short drive from the village of Wilmington and Harriman Reservoir, and 10 minutes to the Mount Snow ski resort. This home sits on a private wooded lot, nestled in the Chimney Hill community with easy access thanks to a circular driveway, and just down the hill from the amenities building. The home has been partially updated and cared for and features a large living room with exposed woodwork, great natural light from the large windows, a wood burning stove and brick hearth, spacious dining area which leads into the large kitchen, media room which could serve as a main floor bedroom, large mudroom entry with ample gear storage and full bath, and spacious deck for entertaining. The upper level has 4 vaulted bedrooms as well as a second full bathroom. There is a full walkout lower level for tremendous expansion potential. The siding was redone in 2024 and new insulation was installed in the upstairs walls. Includes the tremendous Chimney Hill amenities consisting of indoor and outdoor pools, remodeled clubhouse with hot tub, gym, game room, theater, basketball court, tennis courts, fishing pond, winter ice skating, overflow parking lots for boats and snowmobile trailers, and direct snowmobile trail access, as well as a la carte maintenance, for easy downtime, not upkeep.

4 Beds ⋅ 2 Baths ⋅ 5106862 MLS

Woodsy and charming ski chalet just a short drive from the village of Wilmington and Harriman Reservoir, and 10 minutes to the Mount Snow ski resort. This home sits on a private wooded lot, nestled in the Chimney Hill community with easy access thanks to a circular driveway, and just down the hill from the amenities building. The home has been partially updated and cared for and features a large living room with exposed woodwork, great natural light from the large windows, a wood burning stove and brick hearth, spacious dining area which leads into the large kitchen, media room which could serve as a main floor bedroom, large mudroom entry with ample gear storage and full bath, and spacious deck for entertaining. The upper level has 4 vaulted bedrooms as well as a second full bathroom. There is a full walkout lower level for tremendous expansion potential. The siding was redone in 2024 and new insulation was installed in the upstairs walls. Includes the tremendous Chimney Hill amenities consisting of indoor and outdoor pools, remodeled clubhouse with hot tub, gym, game room, theater, basketball court, tennis courts, fishing pond, winter ice skating, overflow parking lots for boats and snowmobile trailers, and direct snowmobile trail access, as well as a la carte maintenance, for easy downtime, not upkeep.

3 Woodchuck Ln, Wilmington

$309,000

Enjoy the relaxed pace of Vermont country living in this bright and inviting 3-bedroom, 1-bath home set on 2+/- mostly wooded, level acres just off Route 100. With plenty of room to relax, garden, play, and enjoy the outdoors, this property offers a wonderful setting for a year-round home, vacation getaway, or Vermont retreat. A covered front porch welcomes you home, while the private deck and hot tub off the spacious primary bedroom provide a great place to unwind and enjoy the peaceful surroundings. Inside, the open kitchen, living, and dining area creates a comfortable gathering space, complemented by two additional bedrooms and a full basement with abundant storage. Recent improvements include fresh interior paint and basement waterproofing and insulation by Northern Basement Systems. Outdoor recreation is right at your doorstep, with nearby VAST snowmobile trails and Lake Whitingham/Harriman Reservoir just minutes away for boating and fishing. Mount Snow is approximately 20 minutes away for skiing, snowboarding, hiking, mountain biking, and golf. Downtown Wilmington, with its shops, restaurants, and local amenities, is about 10 minutes away, and MASS MoCA is approximately 30 minutes away. The oversized detached 2-car garage provides plenty of space for vehicles, recreational equipment, and all your Vermont toys, with a full upper level offering additional storage or potential for future use. Conveniently located for an easy getaway from Massachusetts, Connecticut, New York, and southern Vermont, this property offers the space, location, and flexibility to enjoy all that the Deerfield Valley has to offer. Come take a look, you may find this is the Vermont getaway you've been waiting for!

3 Beds ⋅ 1 Baths ⋅ 5106844 MLS

Enjoy the relaxed pace of Vermont country living in this bright and inviting 3-bedroom, 1-bath home set on 2+/- mostly wooded, level acres just off Route 100. With plenty of room to relax, garden, play, and enjoy the outdoors, this property offers a wonderful setting for a year-round home, vacation getaway, or Vermont retreat. A covered front porch welcomes you home, while the private deck and hot tub off the spacious primary bedroom provide a great place to unwind and enjoy the peaceful surroundings. Inside, the open kitchen, living, and dining area creates a comfortable gathering space, complemented by two additional bedrooms and a full basement with abundant storage. Recent improvements include fresh interior paint and basement waterproofing and insulation by Northern Basement Systems. Outdoor recreation is right at your doorstep, with nearby VAST snowmobile trails and Lake Whitingham/Harriman Reservoir just minutes away for boating and fishing. Mount Snow is approximately 20 minutes away for skiing, snowboarding, hiking, mountain biking, and golf. Downtown Wilmington, with its shops, restaurants, and local amenities, is about 10 minutes away, and MASS MoCA is approximately 30 minutes away. The oversized detached 2-car garage provides plenty of space for vehicles, recreational equipment, and all your Vermont toys, with a full upper level offering additional storage or potential for future use. Conveniently located for an easy getaway from Massachusetts, Connecticut, New York, and southern Vermont, this property offers the space, location, and flexibility to enjoy all that the Deerfield Valley has to offer. Come take a look, you may find this is the Vermont getaway you've been waiting for!

639 Wilmington Cross Rd, Whitingham

$289,000

This charming 3 bedroom, 1 bath Vermont home is full of personality, character, and vintage charm, offering inviting spaces both inside and out! Situated on 1 acre, with part of the land offering direct frontage on the Rock River, you'll enjoy your own little summer time paradise. Inside, warm wood floors, and unique architectural details give the home a character all its own. With a first floor bedroom, bathroom and two bedrooms upstairs, this home can work well for most lifestyles and stages of life. The whimsical finished attic offers possibilities for a studio, reading retreat, additional bathroom or creative space. The layout of the home offers enough space to spread out. A detached shed adds even more versatility. The covered front porch is perfect for morning coffee or lazy afternoons, while gardens, flowering hydrangeas, a sweet picket fence, and a spacious lawn create a storybook setting surrounded by the woods and just across the street the beautiful Rock River, for a personal swimming spot or fishing hole. Recent improvements include a new leach field, spray foam insulated attic and crawlspace, and some exterior painting. Colorful, cozy, and full of soul, this is a home with character and a lovely setting, just minutes from the quaint village of Newfane, just 12 miles from both Mount Snow ski resort and in the other direction, the vibrant town of Brattleboro.

3 Beds ⋅ 1 Baths ⋅ 5106777 MLS

This charming 3 bedroom, 1 bath Vermont home is full of personality, character, and vintage charm, offering inviting spaces both inside and out! Situated on 1 acre, with part of the land offering direct frontage on the Rock River, you'll enjoy your own little summer time paradise. Inside, warm wood floors, and unique architectural details give the home a character all its own. With a first floor bedroom, bathroom and two bedrooms upstairs, this home can work well for most lifestyles and stages of life. The whimsical finished attic offers possibilities for a studio, reading retreat, additional bathroom or creative space. The layout of the home offers enough space to spread out. A detached shed adds even more versatility. The covered front porch is perfect for morning coffee or lazy afternoons, while gardens, flowering hydrangeas, a sweet picket fence, and a spacious lawn create a storybook setting surrounded by the woods and just across the street the beautiful Rock River, for a personal swimming spot or fishing hole. Recent improvements include a new leach field, spray foam insulated attic and crawlspace, and some exterior painting. Colorful, cozy, and full of soul, this is a home with character and a lovely setting, just minutes from the quaint village of Newfane, just 12 miles from both Mount Snow ski resort and in the other direction, the vibrant town of Brattleboro.

311 Dover Rd, Newfane

$450,000

PUBLIC OPEN HOUSE - Saturday, October 10 from 1 - 3 PM. Stop by for a glass of apple cider and a donut and tour this spacious Londonderry contemporary house. It sits on a sunny, level one-acre lot and is conveniently located at the base of Glebe Mountain and mere minutes from Magic Mountain for snow sports and Lowell Lake for summer hikes, kayaking and keeping an eye on the native loons that nest there. The layout offers three levels of bright and roomy living spaces with a comfortable floorplan and lots of room for gathering or finding private quiet time. The main level features a large kitchen and dining area, living room with fireplace and vaulted ceilings, and two bedrooms including an expansive primary suite with a fireplace, walk-in closet and private bathroom. Above is large loft, partially open to the area below and suitable for almost any use (home office, library, play space) with lots of attic space for storage. A partially finished lower level (above grade at the rear of the house with full walk-out and regular windows) has a large rec room with woodstove and hearth, two additional bedrooms, laundry, full bathroom, bonus room, and a large workshop in the mechanical and utility area. The two-car garage with workshop and upper level, and a garden shed complete the offering. Renovations were in progress but incomplete, and the house needs work (mostly cosmetic) and updating, and it is priced to reflect that need. Londonderry is a dynamic community with a good mix of primary and vacation homes with access to great schools, shopping and dining, four-season recreation in any direction, arts and music through the year, and a fantastic farmers market in the summer and fall. The location and community will support your investment, so come take a look!

4 Beds ⋅ 3 Baths ⋅ 5106736 MLS

PUBLIC OPEN HOUSE - Saturday, October 10 from 1 - 3 PM. Stop by for a glass of apple cider and a donut and tour this spacious Londonderry contemporary house. It sits on a sunny, level one-acre lot and is conveniently located at the base of Glebe Mountain and mere minutes from Magic Mountain for snow sports and Lowell Lake for summer hikes, kayaking and keeping an eye on the native loons that nest there. The layout offers three levels of bright and roomy living spaces with a comfortable floorplan and lots of room for gathering or finding private quiet time. The main level features a large kitchen and dining area, living room with fireplace and vaulted ceilings, and two bedrooms including an expansive primary suite with a fireplace, walk-in closet and private bathroom. Above is large loft, partially open to the area below and suitable for almost any use (home office, library, play space) with lots of attic space for storage. A partially finished lower level (above grade at the rear of the house with full walk-out and regular windows) has a large rec room with woodstove and hearth, two additional bedrooms, laundry, full bathroom, bonus room, and a large workshop in the mechanical and utility area. The two-car garage with workshop and upper level, and a garden shed complete the offering. Renovations were in progress but incomplete, and the house needs work (mostly cosmetic) and updating, and it is priced to reflect that need. Londonderry is a dynamic community with a good mix of primary and vacation homes with access to great schools, shopping and dining, four-season recreation in any direction, arts and music through the year, and a fantastic farmers market in the summer and fall. The location and community will support your investment, so come take a look!

2855 Thompsonburg Rd, Londonderry

$435,000

This four bedroom, 2 bath home sits on 10 acres with 2 streams. The house features a large country kitchen, living room with upper level office or play room loft, solid wood doors, bluestone entry floor. There is a large concrete basement under under the bedroom wing. Additional features include: full house generator and a large 3 bay garage. There is direct access to snowmobile trails. The house is sold unfurnished...the photos showing furniture are virtually staged.

4 Beds ⋅ 2 Baths ⋅ 5106611 MLS

This four bedroom, 2 bath home sits on 10 acres with 2 streams. The house features a large country kitchen, living room with upper level office or play room loft, solid wood doors, bluestone entry floor. There is a large concrete basement under under the bedroom wing. Additional features include: full house generator and a large 3 bay garage. There is direct access to snowmobile trails. The house is sold unfurnished...the photos showing furniture are virtually staged.

1752 E Dover Rd, Dover

$629,000

Perfectly positioned for enjoying all that the Mount Snow area has to offer, this beautifully updated home is located just 1.5 miles from Mount Snow Ski Resort and approximately 1 mile from the Mount Snow Golf Course. Step inside to a bright and inviting interior featuring vaulted ceilings, beautiful wood floors, mini-splits for year-round comfort, and a cozy woodstove the perfect place to warm up after a day on the slopes. The completely remodeled kitchen is a standout, offering stainless steel appliances, a farmhouse sink, and a charming dining nook ideal for casual meals and gatherings. The main level features warm wood flooring throughout the living spaces, complemented by tiled bathrooms. The home is being offered mostly furnished, making it easy to settle in and start enjoying your Vermont getaway. The finished lower level provides additional living space with a spacious family room and convenient walkout access, offering plenty of room for guests, recreation, or relaxing after a day of outdoor adventures. Outside, enjoy the peaceful setting from the deck overlooking the beautiful property, along with the added convenience of a detached two-car garage for vehicles, recreational gear, and storage. With its extensive updates, comfortable and welcoming interior, beautiful setting, and exceptional proximity to Mount Snow skiing, golf, dining, and year-round recreation, this property is an ideal choice for a primary residence, vacation retreat, or Vermont mountain getaway.

5 Beds ⋅ 3 Baths ⋅ 5106583 MLS

Perfectly positioned for enjoying all that the Mount Snow area has to offer, this beautifully updated home is located just 1.5 miles from Mount Snow Ski Resort and approximately 1 mile from the Mount Snow Golf Course. Step inside to a bright and inviting interior featuring vaulted ceilings, beautiful wood floors, mini-splits for year-round comfort, and a cozy woodstove the perfect place to warm up after a day on the slopes. The completely remodeled kitchen is a standout, offering stainless steel appliances, a farmhouse sink, and a charming dining nook ideal for casual meals and gatherings. The main level features warm wood flooring throughout the living spaces, complemented by tiled bathrooms. The home is being offered mostly furnished, making it easy to settle in and start enjoying your Vermont getaway. The finished lower level provides additional living space with a spacious family room and convenient walkout access, offering plenty of room for guests, recreation, or relaxing after a day of outdoor adventures. Outside, enjoy the peaceful setting from the deck overlooking the beautiful property, along with the added convenience of a detached two-car garage for vehicles, recreational gear, and storage. With its extensive updates, comfortable and welcoming interior, beautiful setting, and exceptional proximity to Mount Snow skiing, golf, dining, and year-round recreation, this property is an ideal choice for a primary residence, vacation retreat, or Vermont mountain getaway.

13 Circle View Dr, Dover

$479,000

It has all you wanted! Shiny wood floors to celebrate New England building, plenty of windows to capture every inch of light possible, granite tops on a multitude of cabinets, a step in shower but also a tub for long soaks or the little ones who visit....total one floor living, so rare locally, even no stairs to the direct entry garage. A service that plows, shovels and mows.....a playground for adults with pickle ball, dedicated exercise room, meeting room and kitchen, and a cozy place by the fire to sit and visit. If you are at an age when you can appreciate an easier lifestyle, come take a look and see if this is your next adventure. This property is being subdivided from a larger parcel.

2 Beds ⋅ 2 Baths ⋅ 5106580 MLS

It has all you wanted! Shiny wood floors to celebrate New England building, plenty of windows to capture every inch of light possible, granite tops on a multitude of cabinets, a step in shower but also a tub for long soaks or the little ones who visit....total one floor living, so rare locally, even no stairs to the direct entry garage. A service that plows, shovels and mows.....a playground for adults with pickle ball, dedicated exercise room, meeting room and kitchen, and a cozy place by the fire to sit and visit. If you are at an age when you can appreciate an easier lifestyle, come take a look and see if this is your next adventure. This property is being subdivided from a larger parcel.

162 Buttonwood Dr, Brattleboro