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Tucked into a quiet, sunny setting just steps from Jamaica State Park and the heart of Jamaica Village, this charming two-bedroom plus loft Cape offers the perfect blend of Vermont character, comfort, and convenience. Filled with natural light and warm wood accents, the home has an inviting feel from the moment you step inside. A spacious mudroom provides a practical entry for every season and opens into the kitchen, where a center island and gas cooktop make it easy to gather, cook, and entertain. The open floor plan flows naturally into the main living area, where a cathedral ceiling adds a wonderful sense of space and a wood-burning stove creates a cozy focal point for winter evenings. The home offers two bedrooms plus a versatile loft, ideal for additional sleeping space, a home office, or a quiet retreat. The primary bedroom features its own ensuite bath, and with two full baths and one half bath, there is plenty of room for family and guests. Adding to the property's future potential, the existing septic permit is approved for three bedrooms, offering flexibility should a future owner wish to expand. Outside, enjoy a peaceful setting with space for gardening and relaxing in the Vermont sunshine. An oversized two-car garage provides exceptional room for vehicles, outdoor gear, bikes, skis, kayaks, and all the equipment that comes with four-season living. The location is hard to beat. Walk to Jamaica State Park for hiking, swimming, and access to the West River, or head into Jamaica Village just moments away. When the snow flies, Stratton Mountain is approximately 15 minutes away and Mount Snow about 25 minutes, while the shops, restaurants, and amenities of Manchester are approximately 30 minutes from your door. Whether you're looking for a full-time Vermont home or a comfortable mountain getaway, this sunny Jamaica Cape puts village life, outdoor recreation, and some of Southern Vermont's best destinations within easy reach—all while offering a quiet place

2 Beds ⋅ 3 Baths ⋅ 5110722 MLS

Tucked into a quiet, sunny setting just steps from Jamaica State Park and the heart of Jamaica Village, this charming two-bedroom plus loft Cape offers the perfect blend of Vermont character, comfort, and convenience. Filled with natural light and warm wood accents, the home has an inviting feel from the moment you step inside. A spacious mudroom provides a practical entry for every season and opens into the kitchen, where a center island and gas cooktop make it easy to gather, cook, and entertain. The open floor plan flows naturally into the main living area, where a cathedral ceiling adds a wonderful sense of space and a wood-burning stove creates a cozy focal point for winter evenings. The home offers two bedrooms plus a versatile loft, ideal for additional sleeping space, a home office, or a quiet retreat. The primary bedroom features its own ensuite bath, and with two full baths and one half bath, there is plenty of room for family and guests. Adding to the property's future potential, the existing septic permit is approved for three bedrooms, offering flexibility should a future owner wish to expand. Outside, enjoy a peaceful setting with space for gardening and relaxing in the Vermont sunshine. An oversized two-car garage provides exceptional room for vehicles, outdoor gear, bikes, skis, kayaks, and all the equipment that comes with four-season living. The location is hard to beat. Walk to Jamaica State Park for hiking, swimming, and access to the West River, or head into Jamaica Village just moments away. When the snow flies, Stratton Mountain is approximately 15 minutes away and Mount Snow about 25 minutes, while the shops, restaurants, and amenities of Manchester are approximately 30 minutes from your door. Whether you're looking for a full-time Vermont home or a comfortable mountain getaway, this sunny Jamaica Cape puts village life, outdoor recreation, and some of Southern Vermont's best destinations within easy reach—all while offering a quiet place

190 Depot St, Jamaica

$425,000

Neat as pin, inside, outside, upside down...rarely will you find a home as meticulous as this including basement, grounds and garages. Sunrise to sunset, watch the drama unfold as the skies turn to gold and velvet and you catch the summer breeze on the decks or listen to the rain as you cozy in on the covered farmer's porch. One level living at it's best with a first floor bedroom and bath but plenty of room for the rest of the gang upstairs so no shortage of beds for visiting friends or tuck the little ones up, each having their own room. The mostly open living is a bonus for light and air with sliders in just the right places. Cook up a storm in or grill out...plenty of room for both...the space is begging for holiday gatherings. Do you have a parent who needs watching over, an x generation child who has not left the nest, a need for a bit of rental income or a business like a day care (check with the town to make sure these are allowed) because if you do....just behind the house...just close enough...but not too close...is an amazing open concept one level apartment just ready for what you need! Any hobby car or antique truck would feel at home in the clean, dry 3 bay garage! Set up your workshop, park the snow blower or ..maybe...use them as a garage! Whatever your needs, this one can fit! Come try it out and see for yourself! Current tenant pays $2000/per month. 48 hour notice for tenant. House can be shown by appointment.

5 Beds ⋅ 2 Baths ⋅ 5109700 MLS

Neat as pin, inside, outside, upside down...rarely will you find a home as meticulous as this including basement, grounds and garages. Sunrise to sunset, watch the drama unfold as the skies turn to gold and velvet and you catch the summer breeze on the decks or listen to the rain as you cozy in on the covered farmer's porch. One level living at it's best with a first floor bedroom and bath but plenty of room for the rest of the gang upstairs so no shortage of beds for visiting friends or tuck the little ones up, each having their own room. The mostly open living is a bonus for light and air with sliders in just the right places. Cook up a storm in or grill out...plenty of room for both...the space is begging for holiday gatherings. Do you have a parent who needs watching over, an x generation child who has not left the nest, a need for a bit of rental income or a business like a day care (check with the town to make sure these are allowed) because if you do....just behind the house...just close enough...but not too close...is an amazing open concept one level apartment just ready for what you need! Any hobby car or antique truck would feel at home in the clean, dry 3 bay garage! Set up your workshop, park the snow blower or ..maybe...use them as a garage! Whatever your needs, this one can fit! Come try it out and see for yourself! Current tenant pays $2000/per month. 48 hour notice for tenant. House can be shown by appointment.

1877 Fort Bridgman Rd, Vernon

$425,000

Private! Guilford! This unusual combination of a true log home with an incredible center double sided chimney....a fireplace facing the kitchen/dining and wood stove in the living room, bringing the best of both worlds:... ambiance and warmth. There is a surprise of one more fireplace on the 2nd floor in the charming primary bedroom...use the ensuite for a huge walk in closet. The other half of the home is a brick and stick built addition with an amazing green house room, built to bring the outdoors in and help warm the floor tiles for passive solar...great for plants or just soaking up the winter sun with a good book. Close the door between the 2 sides and create an in-law with full kitchen, bath and bedroom, all on one floor...for those who want to age in place. The land is a combination of open...for gardening and play and Vermont woods for nature hikes. Enjoy the fruit trees, perennials and plant some veggies for putting by...Private! But, off a paved road for easy access... Loved by the owners for many years, it is time to pass to the next generation who will bring upgrades and new ideas to this very special home.

6 Beds ⋅ 3 Baths ⋅ 5093324 MLS

Private! Guilford! This unusual combination of a true log home with an incredible center double sided chimney....a fireplace facing the kitchen/dining and wood stove in the living room, bringing the best of both worlds:... ambiance and warmth. There is a surprise of one more fireplace on the 2nd floor in the charming primary bedroom...use the ensuite for a huge walk in closet. The other half of the home is a brick and stick built addition with an amazing green house room, built to bring the outdoors in and help warm the floor tiles for passive solar...great for plants or just soaking up the winter sun with a good book. Close the door between the 2 sides and create an in-law with full kitchen, bath and bedroom, all on one floor...for those who want to age in place. The land is a combination of open...for gardening and play and Vermont woods for nature hikes. Enjoy the fruit trees, perennials and plant some veggies for putting by...Private! But, off a paved road for easy access... Loved by the owners for many years, it is time to pass to the next generation who will bring upgrades and new ideas to this very special home.

4303 Hinesburg Rd, Guilford

$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

$425,000

Unique opportunity to own a commercial building in the heart of downtown Wilmington. This historic structure has been completely overhauled and meticulously maintained by the current owners, and was the location of a successful restaurant for many years, with an income producing apartment upstairs. It is now being offered to a buyer with vision who may be looking for prime retail, restaurant, or residential space. The exterior features parking for three cars, as well as public parking across the street, a lovely front porch, and side patio with perennial gardens. The main floor has a large open concept space presently with table seating, but which could easily be converted for other needs. There is a half bath off the enclosed mudroom entry, new lighting throughout, a vestibule, main floor counter area with bar seating, espresso machine, wine cooler and ice maker, walk in pantry and ample additional storage, full kitchen with commercial Wolf stove, dish washing and prep areas, office, and insulated cold pantry with separate side entry. There is access to a full updated bath which has a second door into the apartment stair hall and mudroom, also with its own mudroom entry with cubbies and storage. The stairs lead up to a large open concept loft apartment, spacious kitchen with wolf stove and Subzero fridge, a bench dining area, wood burning fireplace, dual built in bedroom nooks, sleeping loft, full laundry, full bath, wood floors, and great natural light. Less obvious upgrades include a standing seam metal roof, Buderus heating system, paid water for 18 dining seats, updated windows, electrical, insulation, and more. The possibilities are endless as it could easily be a gallery, boutique, coffee shop, bakery, or simply residential space for your home away from home. Also listed under commercial MLS# 5075131.

1 Beds ⋅ 3 Baths ⋅ 5075127 MLS

Unique opportunity to own a commercial building in the heart of downtown Wilmington. This historic structure has been completely overhauled and meticulously maintained by the current owners, and was the location of a successful restaurant for many years, with an income producing apartment upstairs. It is now being offered to a buyer with vision who may be looking for prime retail, restaurant, or residential space. The exterior features parking for three cars, as well as public parking across the street, a lovely front porch, and side patio with perennial gardens. The main floor has a large open concept space presently with table seating, but which could easily be converted for other needs. There is a half bath off the enclosed mudroom entry, new lighting throughout, a vestibule, main floor counter area with bar seating, espresso machine, wine cooler and ice maker, walk in pantry and ample additional storage, full kitchen with commercial Wolf stove, dish washing and prep areas, office, and insulated cold pantry with separate side entry. There is access to a full updated bath which has a second door into the apartment stair hall and mudroom, also with its own mudroom entry with cubbies and storage. The stairs lead up to a large open concept loft apartment, spacious kitchen with wolf stove and Subzero fridge, a bench dining area, wood burning fireplace, dual built in bedroom nooks, sleeping loft, full laundry, full bath, wood floors, and great natural light. Less obvious upgrades include a standing seam metal roof, Buderus heating system, paid water for 18 dining seats, updated windows, electrical, insulation, and more. The possibilities are endless as it could easily be a gallery, boutique, coffee shop, bakery, or simply residential space for your home away from home. Also listed under commercial MLS# 5075131.

33 W Main St, Wilmington

$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

$420,000

An opportunity for investors or buyers seeking value. Main house offers four bedrooms, four baths; including a large primary suite. The basement has a kitchen, bath and living space with walkout access to the backyard. The three-car garage with a workshop is a great bonus for anyone who loves outdoor activities or needs extra storage space. Plus, the separate two bedroom, one bath apartment above the garage provides extra versatility—whether for guests, family, or potential rental income. Located near outdoor recreation spots like Mount Snow and Haystack Country Club ~ mountain riding, state park hiking across from driveway and snowmobile right from your yard. Sellers is highly motivated and welcomes all reasonable offers. Property being sold AS IS.

7 Beds ⋅ 5 Baths ⋅ 5033174 MLS

An opportunity for investors or buyers seeking value. Main house offers four bedrooms, four baths; including a large primary suite. The basement has a kitchen, bath and living space with walkout access to the backyard. The three-car garage with a workshop is a great bonus for anyone who loves outdoor activities or needs extra storage space. Plus, the separate two bedroom, one bath apartment above the garage provides extra versatility—whether for guests, family, or potential rental income. Located near outdoor recreation spots like Mount Snow and Haystack Country Club ~ mountain riding, state park hiking across from driveway and snowmobile right from your yard. Sellers is highly motivated and welcomes all reasonable offers. Property being sold AS IS.

343 Haystack Rd, Wilmington

$419,000

Set on 5.5 picturesque acres in a terrific location just minutes from downtown Wilmington, this three-bedroom plus den, three-bath chalet offers plenty of space and potential to create your ideal vacation retreat or primary residence in the Deerfield Valley. The main level features an open kitchen and dining area, a comfortable living room with a beautiful fieldstone fireplace, and sliders leading to a deck where you can enjoy the surrounding setting. A primary bedroom with a full bath completes this level. Upstairs, you’ll find two additional bedrooms and a ¾ bath. Newly refinished lower level offers even more possibilities: a family room with another fieldstone fireplace, sheetrocked walls, new flooring, an office or den, and a full bath. The home also includes an attached one-car garage (13x19) with washer and dryer hookups. With some TLC and your personal vision, this spacious chalet could become the perfect getaway, offering privacy, acreage, and convenient access to all that the Deerfield Valley has to offer.

3 Beds ⋅ 3 Baths ⋅ 5111420 MLS

Set on 5.5 picturesque acres in a terrific location just minutes from downtown Wilmington, this three-bedroom plus den, three-bath chalet offers plenty of space and potential to create your ideal vacation retreat or primary residence in the Deerfield Valley. The main level features an open kitchen and dining area, a comfortable living room with a beautiful fieldstone fireplace, and sliders leading to a deck where you can enjoy the surrounding setting. A primary bedroom with a full bath completes this level. Upstairs, you’ll find two additional bedrooms and a ¾ bath. Newly refinished lower level offers even more possibilities: a family room with another fieldstone fireplace, sheetrocked walls, new flooring, an office or den, and a full bath. The home also includes an attached one-car garage (13x19) with washer and dryer hookups. With some TLC and your personal vision, this spacious chalet could become the perfect getaway, offering privacy, acreage, and convenient access to all that the Deerfield Valley has to offer.

272 Shearer Hill Rd, Wilmington

$419,000

Classic 5-bedroom, 3-bath Wilmington, Vermont chalet offering three levels of living space, outdoor hot tub, stone firepit, multiple wood-burning fireplaces, and bonus space! Tucked away on a nice lot near the end of the road but still convenient to Mount Snow, Route 100, and downtown Wilmington. The main level is the heart of the home, with soaring cathedral ceilings, an open kitchen, dining and living area, a floor-to-ceiling brick wood-burning fireplace and a wall of windows that brings the outdoors in. In winter, picture watching the snow fall through the glass with the warmth and crackle of the fire behind you. Two bedrooms and an updated full bath are also located on this level. The lower level offers plenty of additional space with a second kitchen/wet bar, two bedrooms, a full bath and another living area with its own wood-burning fireplace, creating a great setup for guests or simply giving everyone room to spread out. This is excellent rec space, a game room and wet bar, or a private 2-bedroom suite for your guests or another group to enjoy. The third floor is lofted above the main living area with exposed brick from the fireplace below and features a spacious primary bedroom suite with a nicely renovated private bath. Outside, enjoy a generous deck, hot tub and stone fire pit and seating area in a peaceful setting near the end of a town-maintained road with limited through traffic. From here, you are well positioned to enjoy everything that makes Southern Vermont such a special place to spend time: skiing and snowmobiling in winter, lakes and golf in the warmer months, miles of hiking and National Forest trails, plus the shops, restaurants and vibrant small-town communities of Wilmington and the surrounding Deerfield Valley. With multiple ski areas and an incredible range of outdoor recreation close by, this is a true home base for the Vermont vacation lifestyle in every season.

5 Beds ⋅ 3 Baths ⋅ 5108469 MLS

Classic 5-bedroom, 3-bath Wilmington, Vermont chalet offering three levels of living space, outdoor hot tub, stone firepit, multiple wood-burning fireplaces, and bonus space! Tucked away on a nice lot near the end of the road but still convenient to Mount Snow, Route 100, and downtown Wilmington. The main level is the heart of the home, with soaring cathedral ceilings, an open kitchen, dining and living area, a floor-to-ceiling brick wood-burning fireplace and a wall of windows that brings the outdoors in. In winter, picture watching the snow fall through the glass with the warmth and crackle of the fire behind you. Two bedrooms and an updated full bath are also located on this level. The lower level offers plenty of additional space with a second kitchen/wet bar, two bedrooms, a full bath and another living area with its own wood-burning fireplace, creating a great setup for guests or simply giving everyone room to spread out. This is excellent rec space, a game room and wet bar, or a private 2-bedroom suite for your guests or another group to enjoy. The third floor is lofted above the main living area with exposed brick from the fireplace below and features a spacious primary bedroom suite with a nicely renovated private bath. Outside, enjoy a generous deck, hot tub and stone fire pit and seating area in a peaceful setting near the end of a town-maintained road with limited through traffic. From here, you are well positioned to enjoy everything that makes Southern Vermont such a special place to spend time: skiing and snowmobiling in winter, lakes and golf in the warmer months, miles of hiking and National Forest trails, plus the shops, restaurants and vibrant small-town communities of Wilmington and the surrounding Deerfield Valley. With multiple ski areas and an incredible range of outdoor recreation close by, this is a true home base for the Vermont vacation lifestyle in every season.

113 Happy Haven Rd, Wilmington

$415,000

Charming Vermont Retreat with Easy Access to Outdoor Recreation! Nestled among the trees in the peaceful town of Whitingham, this inviting 3-bedroom, 2-bath home offers a wonderful blend of privacy and comfort. Inside, vaulted ceilings create an open, airy atmosphere, adding character and a sense of spaciousness to the living areas. Low-maintenance cedar shake siding adds to the home's Vermont charm, while a screened-in porch and sun deck provide inviting spaces to relax, entertain, or simply enjoy the peaceful wooded surroundings. A small barn/workshop offers additional space for hobbies, projects, or storage of outdoor recreational equipment. Located just a short distance from the snowmobile trail, and less than 4 miles from Lake Whtingham, this property is ideally situated for those who enjoy exploring Southern Vermont's four-season recreation. Whether you're looking for a year-round residence or a weekend getaway, this property offers an appealing combination of comfort, privacy, and the Vermont lifestyle.

3 Beds ⋅ 2 Baths ⋅ 5115033 MLS

Charming Vermont Retreat with Easy Access to Outdoor Recreation! Nestled among the trees in the peaceful town of Whitingham, this inviting 3-bedroom, 2-bath home offers a wonderful blend of privacy and comfort. Inside, vaulted ceilings create an open, airy atmosphere, adding character and a sense of spaciousness to the living areas. Low-maintenance cedar shake siding adds to the home's Vermont charm, while a screened-in porch and sun deck provide inviting spaces to relax, entertain, or simply enjoy the peaceful wooded surroundings. A small barn/workshop offers additional space for hobbies, projects, or storage of outdoor recreational equipment. Located just a short distance from the snowmobile trail, and less than 4 miles from Lake Whtingham, this property is ideally situated for those who enjoy exploring Southern Vermont's four-season recreation. Whether you're looking for a year-round residence or a weekend getaway, this property offers an appealing combination of comfort, privacy, and the Vermont lifestyle.

148 Lone Pine Rd, Whitingham

$415,000

Charming, rustic mountain-theme home in excellent turnkey condition located in the peaceful, convenient Snow Mountain Farms in Wardsboro, offering the best of Vermont living. Surrounded by nature and just minutes from scenic hiking trails, outdoor recreation, and year-round adventure, this 3-bedroom, two-story chalet is the perfect mountain retreat. Features include three updated bedrooms, two fully remodeled bathrooms, an open-concept kitchen, dining, and living area with a wood-burning fireplace insert, pine shiplap walls with live-edge window trim, laminate wood flooring throughout, exposed wood beams with a shiplap ceiling, a brand-new metal roof with added dormer insulation, new water heater and pressure tank, whole-house filtration system with sediment and UV filter, smart electric thermostats, second-floor washer/dryer hookup, and a wood/tool shed for extra storage. Relax on the front balcony or back deck, gather around the fire pit, and enjoy the large yard with ample parking. Snow Mountain Farms HOA amenities include an indoor pool and tennis courts. Conveniently located near Mt. Snow, Stratton, golf, lakes, restaurants, shops, and endless opportunities for hiking, skiing, snowmobiling, kayaking, and exploring Vermont's natural beauty. Experience the tranquility of mountain living while remaining close to everything Southern Vermont has to offer. A must-see before it's gone!

3 Beds ⋅ 2 Baths ⋅ 5097788 MLS

Charming, rustic mountain-theme home in excellent turnkey condition located in the peaceful, convenient Snow Mountain Farms in Wardsboro, offering the best of Vermont living. Surrounded by nature and just minutes from scenic hiking trails, outdoor recreation, and year-round adventure, this 3-bedroom, two-story chalet is the perfect mountain retreat. Features include three updated bedrooms, two fully remodeled bathrooms, an open-concept kitchen, dining, and living area with a wood-burning fireplace insert, pine shiplap walls with live-edge window trim, laminate wood flooring throughout, exposed wood beams with a shiplap ceiling, a brand-new metal roof with added dormer insulation, new water heater and pressure tank, whole-house filtration system with sediment and UV filter, smart electric thermostats, second-floor washer/dryer hookup, and a wood/tool shed for extra storage. Relax on the front balcony or back deck, gather around the fire pit, and enjoy the large yard with ample parking. Snow Mountain Farms HOA amenities include an indoor pool and tennis courts. Conveniently located near Mt. Snow, Stratton, golf, lakes, restaurants, shops, and endless opportunities for hiking, skiing, snowmobiling, kayaking, and exploring Vermont's natural beauty. Experience the tranquility of mountain living while remaining close to everything Southern Vermont has to offer. A must-see before it's gone!

180 Debbie Higgins Ln, Wardsboro

$412,250

Welcome to this inviting 4-bedroom, 3-bathroom home nestled on a tranquil street, cherished by one family for nearly two decades. This residence exudes warmth and comfort, offering the perfect blend of functionality and charm. As you step through the covered front door, a cozy mudroom/entry area sets the tone for the welcoming atmosphere throughout the home. The spacious living room is ideal for gatherings or quiet evenings, while the functional kitchen and dining room combination provides a practical space for meals and entertaining. From the dining room sliding door, access the deck, perfect for al fresco dining or soaking up the sun while overlooking the expansive backyard. Behind Door Number 1, off the living room, discover two comfortable bedrooms and a full bath. Behind Door Number 2, a stairway leads to a full, finished basement, where a versatile recreation room can be customized to suit your needs, whether it be a home theater, game room, or additional living space. The basement also includes the fourth bedroom, a ¾ bath, a practical utility room, and a storage area, with the ease of a walk-out to the backyard from this level. Behind Door Number 3, adjacent to the kitchen/dining area, lies the primary bedroom with a full ensuite bathroom, offering a peaceful retreat for rest and relaxation. This home is not only perfect as a primary residence with easy access to schools, a thriving Main Street, and area activities, but also holds potential as a second home or investment property, just minutes to ski resorts, golf courses, and Harriman Reservoir for swimming and boating. Located within the Beaver Brook Association, residents benefit from comprehensive road maintenance, snow plowing, and sanding services. Don’t miss the opportunity to make this beloved home your own, enjoying the serene setting and convenient amenities it has to offer.

4 Beds ⋅ 3 Baths ⋅ 5090228 MLS

Welcome to this inviting 4-bedroom, 3-bathroom home nestled on a tranquil street, cherished by one family for nearly two decades. This residence exudes warmth and comfort, offering the perfect blend of functionality and charm. As you step through the covered front door, a cozy mudroom/entry area sets the tone for the welcoming atmosphere throughout the home. The spacious living room is ideal for gatherings or quiet evenings, while the functional kitchen and dining room combination provides a practical space for meals and entertaining. From the dining room sliding door, access the deck, perfect for al fresco dining or soaking up the sun while overlooking the expansive backyard. Behind Door Number 1, off the living room, discover two comfortable bedrooms and a full bath. Behind Door Number 2, a stairway leads to a full, finished basement, where a versatile recreation room can be customized to suit your needs, whether it be a home theater, game room, or additional living space. The basement also includes the fourth bedroom, a ¾ bath, a practical utility room, and a storage area, with the ease of a walk-out to the backyard from this level. Behind Door Number 3, adjacent to the kitchen/dining area, lies the primary bedroom with a full ensuite bathroom, offering a peaceful retreat for rest and relaxation. This home is not only perfect as a primary residence with easy access to schools, a thriving Main Street, and area activities, but also holds potential as a second home or investment property, just minutes to ski resorts, golf courses, and Harriman Reservoir for swimming and boating. Located within the Beaver Brook Association, residents benefit from comprehensive road maintenance, snow plowing, and sanding services. Don’t miss the opportunity to make this beloved home your own, enjoying the serene setting and convenient amenities it has to offer.

52 Ruth Way, Wilmington

$400,000

Welcome to your private Vermont retreat! Nestled on 2.5 pristine acres, this unique home perfectly blends quiet country living with exceptional functional versatility. As you pull up the scenic drive, you will immediately notice the beautiful, established orchard featuring multiple fruiting apple, pear, and peach trees dotting the expansive lawn. The main residence welcomes you with a classic Vermont aesthetic, boasting a spacious layout with bright living areas and a wonderful indoor-outdoor flow designed to capture the serene surrounding forest views. Peace of mind is built-in with a recently serviced generator to keep you powered through any Vermont weather. The partially-finished basement includes two air-conditioned growing rooms, providing an ideal setup for year-round agricultural hobbies, specialty indoor gardening, or climate-controlled storage. Stepping outside, the property features multiple covered storage areas, a chicken coop adjacent to the house, and a large detached barn-style garage. This impressive outbuilding provides ample space for vehicles, equipment, a workshop, or toys on the main level. Upstairs, a finished bonus room serves as a private office, offering the ultimate quiet work-from-home sanctuary, art studio, or guest space completely separated from the main house. To make maintenance effortless, the property conveys with a zero-turn lawn mower and a snow blower. Whether you are looking to homestead, cultivate your own produce, work from home seamlessly, or simply enjoy the peace and privacy of southern Vermont, this property delivers endless possibilities. Conveniently located with easy access to Putney Village and I-91 while maintaining rural tranquility.

3 Beds ⋅ 2 Baths ⋅ 5110216 MLS

Welcome to your private Vermont retreat! Nestled on 2.5 pristine acres, this unique home perfectly blends quiet country living with exceptional functional versatility. As you pull up the scenic drive, you will immediately notice the beautiful, established orchard featuring multiple fruiting apple, pear, and peach trees dotting the expansive lawn. The main residence welcomes you with a classic Vermont aesthetic, boasting a spacious layout with bright living areas and a wonderful indoor-outdoor flow designed to capture the serene surrounding forest views. Peace of mind is built-in with a recently serviced generator to keep you powered through any Vermont weather. The partially-finished basement includes two air-conditioned growing rooms, providing an ideal setup for year-round agricultural hobbies, specialty indoor gardening, or climate-controlled storage. Stepping outside, the property features multiple covered storage areas, a chicken coop adjacent to the house, and a large detached barn-style garage. This impressive outbuilding provides ample space for vehicles, equipment, a workshop, or toys on the main level. Upstairs, a finished bonus room serves as a private office, offering the ultimate quiet work-from-home sanctuary, art studio, or guest space completely separated from the main house. To make maintenance effortless, the property conveys with a zero-turn lawn mower and a snow blower. Whether you are looking to homestead, cultivate your own produce, work from home seamlessly, or simply enjoy the peace and privacy of southern Vermont, this property delivers endless possibilities. Conveniently located with easy access to Putney Village and I-91 while maintaining rural tranquility.

256 Trail Rd, Westminster

$399,000

Travel past farmstands and open fields to reach this private road, shared by just two homes. Set on 10 acres of predominantly open fields, this property has great potential for solar, gardening, or horses. A cobblestone walkway leads to the covered back deck and into a tiled mudroom, complete with a built-in bench and abundant storage. Inside, the open-concept living and kitchen area is filled with natural light streaming through a wall of three sliding glass doors. Step out onto the front deck, where a pergola and grill create the perfect setting for outdoor dining and relaxing while taking in sweeping views of the front field. In the kitchen, enjoy a whimsical blue-tiled countertop with a matching theme in the first-floor bathroom. The first floor also features a bedroom and laundry room, while upstairs, two generously sized bedrooms boast cathedral ceilings and skylights that enhance the home’s airy, sun-filled feel. A full bath with slate floors and a jetted tub completes the 2nd floor. Recent upgrades include a new shingled roof and all skylights, plus a freshly stained exterior with new trim boards.

3 Beds ⋅ 2 Baths ⋅ 5114833 MLS

Travel past farmstands and open fields to reach this private road, shared by just two homes. Set on 10 acres of predominantly open fields, this property has great potential for solar, gardening, or horses. A cobblestone walkway leads to the covered back deck and into a tiled mudroom, complete with a built-in bench and abundant storage. Inside, the open-concept living and kitchen area is filled with natural light streaming through a wall of three sliding glass doors. Step out onto the front deck, where a pergola and grill create the perfect setting for outdoor dining and relaxing while taking in sweeping views of the front field. In the kitchen, enjoy a whimsical blue-tiled countertop with a matching theme in the first-floor bathroom. The first floor also features a bedroom and laundry room, while upstairs, two generously sized bedrooms boast cathedral ceilings and skylights that enhance the home’s airy, sun-filled feel. A full bath with slate floors and a jetted tub completes the 2nd floor. Recent upgrades include a new shingled roof and all skylights, plus a freshly stained exterior with new trim boards.

178 Hawk Hl, Westminster

$399,000

Welcome to 36 Ives Road, a classic Vermont A-frame set in a quiet wooded setting just minutes from Mount Snow and a short drive from downtown Wilmington. Inside, warm natural woodwork, soaring cathedral ceilings, skylights, and abundant natural light give the home the inviting character you want in a Vermont retreat. The open kitchen, dining, and living areas create an easy gathering space, while the wood stove adds warmth and atmosphere after a day on the mountain. A loft overlooks the main living area and provides flexible space for additional sleeping, a home office, reading nook, or second lounge. Step outside to enjoy the balcony, fire pit, and peaceful surroundings, with plenty of space to slow down and enjoy the seasons. The home is being offered fully furnished, making it easy to settle in and start enjoying it right away. The location is what really ties it all together. Mount Snow is just minutes away, while downtown Wilmington offers restaurants, shops, galleries, and the charm of a historic Vermont village. In the warmer months, enjoy swimming, boating, and kayaking at Harriman Reservoir, along with miles of hiking and biking throughout the Deerfield Valley. Whether you're looking for a ski getaway, a four-season escape, or a Vermont home base to enjoy year-round, 36 Ives Road offers a relaxed setting in the heart of one of Southern Vermont’s most popular recreation areas.

3 Beds ⋅ 2 Baths ⋅ 5113520 MLS

Welcome to 36 Ives Road, a classic Vermont A-frame set in a quiet wooded setting just minutes from Mount Snow and a short drive from downtown Wilmington. Inside, warm natural woodwork, soaring cathedral ceilings, skylights, and abundant natural light give the home the inviting character you want in a Vermont retreat. The open kitchen, dining, and living areas create an easy gathering space, while the wood stove adds warmth and atmosphere after a day on the mountain. A loft overlooks the main living area and provides flexible space for additional sleeping, a home office, reading nook, or second lounge. Step outside to enjoy the balcony, fire pit, and peaceful surroundings, with plenty of space to slow down and enjoy the seasons. The home is being offered fully furnished, making it easy to settle in and start enjoying it right away. The location is what really ties it all together. Mount Snow is just minutes away, while downtown Wilmington offers restaurants, shops, galleries, and the charm of a historic Vermont village. In the warmer months, enjoy swimming, boating, and kayaking at Harriman Reservoir, along with miles of hiking and biking throughout the Deerfield Valley. Whether you're looking for a ski getaway, a four-season escape, or a Vermont home base to enjoy year-round, 36 Ives Road offers a relaxed setting in the heart of one of Southern Vermont’s most popular recreation areas.

36 Ives Rd, Wilmington

$399,000

Enjoy the convenience of mountain living at 11N Snow Tree Lane, ideally located just steps from the Magic Carpet at Mount Snow. This 3-bedroom, 3-bath condominium offers an easy base for year-round enjoyment in the Deerfield Valley, with skiing and riding right outside your door. The comfortable layout provides plenty of space for family and guests, whether gathering after a day on the mountain or settling in for a relaxing Vermont weekend. Snow Tree owners and guests also enjoy access to community amenities including an outdoor pool, indoor hot tub, and fitness room. With its convenient location near the slopes and Mount Snow’s year-round recreation, this condo is a wonderful opportunity for a Vermont getaway or second home.

3 Beds ⋅ 3 Baths ⋅ 5107145 MLS

Enjoy the convenience of mountain living at 11N Snow Tree Lane, ideally located just steps from the Magic Carpet at Mount Snow. This 3-bedroom, 3-bath condominium offers an easy base for year-round enjoyment in the Deerfield Valley, with skiing and riding right outside your door. The comfortable layout provides plenty of space for family and guests, whether gathering after a day on the mountain or settling in for a relaxing Vermont weekend. Snow Tree owners and guests also enjoy access to community amenities including an outdoor pool, indoor hot tub, and fitness room. With its convenient location near the slopes and Mount Snow’s year-round recreation, this condo is a wonderful opportunity for a Vermont getaway or second home.

11n Snow Tree Ln Unit Birches N, Dover

$399,000

Located in the heart of Brattleboro, this fully occupied and consistently high-performing investment property offers an outstanding opportunity for investors seeking strong cash flow and steady rental demand. The 3 units have been exclusively rented to The New England Center for Circus Arts students for years and maintains an exceptional occupancy history with very little vacancy. The building has been well maintained and features newer windows, vinyl siding, two oil tanks, and two boilers. Tenants pay their own electric while the owner covers heat, water, sewer, and taxes. Conveniently located just moments from downtown shopping, restaurants, entertainment, and public transportation, the property is ideally situated to support continued strong rental demand. A unique opportunity to acquire a proven income-producing property with a long track record of stable occupancy and excellent cash flow potential.

5090247 MLS

Located in the heart of Brattleboro, this fully occupied and consistently high-performing investment property offers an outstanding opportunity for investors seeking strong cash flow and steady rental demand. The 3 units have been exclusively rented to The New England Center for Circus Arts students for years and maintains an exceptional occupancy history with very little vacancy. The building has been well maintained and features newer windows, vinyl siding, two oil tanks, and two boilers. Tenants pay their own electric while the owner covers heat, water, sewer, and taxes. Conveniently located just moments from downtown shopping, restaurants, entertainment, and public transportation, the property is ideally situated to support continued strong rental demand. A unique opportunity to acquire a proven income-producing property with a long track record of stable occupancy and excellent cash flow potential.

19 Canal St, Brattleboro

$399,000

Spectacular opportunity to own a rare waterfront building lot on Lake Sadawga in Southern Vermont. This lot sits on a private dead end corner with southern exposure, private lake frontage including an earthen dam, and easy access along this pristine, natural lake. There is additional frontage along Stimpson Hill Road. The lake offers tremendous fishing, kayaking, canoeing, water sports, and privacy thanks to the small size and large parcels around it. Direct VAST snowmobile trail access for easy winter use as well. A rare chance to own your dream retreat along the shores of a lake, near to ski resorts, within a convenient distance to Boston, Hartford, and New York.

5089234 MLS

Spectacular opportunity to own a rare waterfront building lot on Lake Sadawga in Southern Vermont. This lot sits on a private dead end corner with southern exposure, private lake frontage including an earthen dam, and easy access along this pristine, natural lake. There is additional frontage along Stimpson Hill Road. The lake offers tremendous fishing, kayaking, canoeing, water sports, and privacy thanks to the small size and large parcels around it. Direct VAST snowmobile trail access for easy winter use as well. A rare chance to own your dream retreat along the shores of a lake, near to ski resorts, within a convenient distance to Boston, Hartford, and New York.

Lot X Tyanoga, Whitingham

$397,500

A great opportunity to have plenty of space, in a townhome with less upkeep and lower HOA fees, that is still on the access road to Mount Snow. This Lower Highlands location offers all the great benefits of condo living including building maintenance, high speed internet, and nearby access to the ski resort, with a quiet and private location, ample parking, and low fees. The beautifully updated end unit is more spacious than most, with 3 fully finished living levels including an entry level with large open concept living room with gas stove, exposed beams and natural wood paneling, spacious dining area which leads out to the BBQ deck, bright newly renovated kitchen, and a full guest bath on the main level. Upstairs is a second full bath, 3 large bedrooms, including a primary with coffee porch and winter views of the mountain, and a bunk room with large loft with amazing ski trail views, ideal for watching the fireworks or sunsets. The finished walkout lower level has a second walk in which could work perfectly as a great mudroom and gear storage area, game room, bonus family room equipped for overflow sleeping and entertaining, and also features full size laundry. There is also ample lawn area accessible from the rear entry of the unit ideal for cooking outside or pets. This is a great amount of space for a reasonable price, which could also double as a tremendous rental when you're not using it. One photo of lower level digital staging just to highlight potential for the space.

3 Beds ⋅ 2 Baths ⋅ 5109589 MLS

A great opportunity to have plenty of space, in a townhome with less upkeep and lower HOA fees, that is still on the access road to Mount Snow. This Lower Highlands location offers all the great benefits of condo living including building maintenance, high speed internet, and nearby access to the ski resort, with a quiet and private location, ample parking, and low fees. The beautifully updated end unit is more spacious than most, with 3 fully finished living levels including an entry level with large open concept living room with gas stove, exposed beams and natural wood paneling, spacious dining area which leads out to the BBQ deck, bright newly renovated kitchen, and a full guest bath on the main level. Upstairs is a second full bath, 3 large bedrooms, including a primary with coffee porch and winter views of the mountain, and a bunk room with large loft with amazing ski trail views, ideal for watching the fireworks or sunsets. The finished walkout lower level has a second walk in which could work perfectly as a great mudroom and gear storage area, game room, bonus family room equipped for overflow sleeping and entertaining, and also features full size laundry. There is also ample lawn area accessible from the rear entry of the unit ideal for cooking outside or pets. This is a great amount of space for a reasonable price, which could also double as a tremendous rental when you're not using it. One photo of lower level digital staging just to highlight potential for the space.

2c Lower Highlands Rd, Dover

$395,000

Hard to find turn-key 3 bedroom/2 1/2 bath home on a quiet country cul-de-sac! This loving cared for home features an open concept kitchen/dining area /living room floor plan. The large kitchen offers an efficient work space with loads of counterspace and hardwood cabinets with stove, dishwasher, microwave and side-by-side refrigerator. The adjoining dining area is bathed in sunlight from the south facing slider walking out onto the large deck overlooking the yard. Some built in cabinets complete the dining area. Continuing to the rear of the house, the nice sized living room provides ample seating areas, a place for the big flat-screen and nook for a desk or bookshelf. The mini-split effectively heats and cools the main floor common areas. A convenient 1/2 bath on the main floor is handy for your guests. The 24' deep one car garage is conveniently from the hall to the bath as is the basement. Upstairs are 3 bedrooms. The hall at the top has some owner added book shelves and a shared full bath for the 2nd and 3rd bedrooms. The en-suite primary bedroom has a large east facing window overlooking the rear yard. The mini-split takes care of heating and A/C needs. The full bath features 2 sinks and a tub/shower unit. A nice sized walk-in closet completes the primary suite. The 2nd and 3rd bedrooms have nice sized closets and the front bedroom features a large bright window and makes a nice office if you don't need the extra bedroom. The private cul-de-sac location is serene and ideal for strolling the neighborhood. The 1.32 acre yard has nicely manicured lawns and small flower/rock gardens at the front of the lot and is wooded to the rear. The house shows great pride of ownership and is move-in ready! Delayed showings until the Open House on Saturday October 3rd from Noon to 2:30pm. Don't miss your chance to make this home yours!

3 Beds ⋅ 3 Baths ⋅ 5111898 MLS

Hard to find turn-key 3 bedroom/2 1/2 bath home on a quiet country cul-de-sac! This loving cared for home features an open concept kitchen/dining area /living room floor plan. The large kitchen offers an efficient work space with loads of counterspace and hardwood cabinets with stove, dishwasher, microwave and side-by-side refrigerator. The adjoining dining area is bathed in sunlight from the south facing slider walking out onto the large deck overlooking the yard. Some built in cabinets complete the dining area. Continuing to the rear of the house, the nice sized living room provides ample seating areas, a place for the big flat-screen and nook for a desk or bookshelf. The mini-split effectively heats and cools the main floor common areas. A convenient 1/2 bath on the main floor is handy for your guests. The 24' deep one car garage is conveniently from the hall to the bath as is the basement. Upstairs are 3 bedrooms. The hall at the top has some owner added book shelves and a shared full bath for the 2nd and 3rd bedrooms. The en-suite primary bedroom has a large east facing window overlooking the rear yard. The mini-split takes care of heating and A/C needs. The full bath features 2 sinks and a tub/shower unit. A nice sized walk-in closet completes the primary suite. The 2nd and 3rd bedrooms have nice sized closets and the front bedroom features a large bright window and makes a nice office if you don't need the extra bedroom. The private cul-de-sac location is serene and ideal for strolling the neighborhood. The 1.32 acre yard has nicely manicured lawns and small flower/rock gardens at the front of the lot and is wooded to the rear. The house shows great pride of ownership and is move-in ready! Delayed showings until the Open House on Saturday October 3rd from Noon to 2:30pm. Don't miss your chance to make this home yours!

37 Poplar Ln, Vernon

$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

$395,000

This stunning 6.93-acre parcel offers the perfect setting to build the home of your dreams, just moments from the Sun Bowl at Stratton. Nestled in a serene wooded landscape, the property provides both privacy and tranquility while being ideally located for easy access to all that Stratton has to offer. With a septic permit already approved for a 4-bedroom home, this lot is ready for you to begin construction. Whether you're looking for a cozy retreat or a spacious year-round residence.

5032607 MLS

This stunning 6.93-acre parcel offers the perfect setting to build the home of your dreams, just moments from the Sun Bowl at Stratton. Nestled in a serene wooded landscape, the property provides both privacy and tranquility while being ideally located for easy access to all that Stratton has to offer. With a septic permit already approved for a 4-bedroom home, this lot is ready for you to begin construction. Whether you're looking for a cozy retreat or a spacious year-round residence.

2 Margeaux Ln, Stratton

$389,000

Set on 2.01 private Dummerston acres, this home pairs open concept living with big mountain views, clean solar power, 20 inch wall insulation, and room to grow. Perfectly situated in southern Vermont, the property provides easy access to the interstate corridor, regional medical hubs, premier academic institutions like Landmark College and Dartmouth, and straightforward travel to neighboring New Hampshire and Massachusetts. The main floor centers around everyday ease. A bright kitchen, dining, and living area anchored by hardwood floors and exposed beams looks straight out toward the surrounding hills. Off the main area, the primary bedroom serves as a true first floor retreat, complete with an oversized walk in closet and en suite laundry right where it makes sense. A covered back porch expands the footprint outdoors, giving you a sheltered spot to take in four seasons of mountain scenery. Flexibility is built in across both levels. Upstairs features two bedrooms, a full bath, and an open loft alongside a dedicated office nook, ideal for high speed remote work, creative projects, or guest overflow. If you need more square footage, the full basement offers a clean, unfinished footprint ready to become a ski tuning workshop, home gym, rec room, or additional living area. Outside, the property stays quiet and private while keeping utility overhead low thanks to the high performance 20 inch wall insulation and active solar power system. A poured concrete pad is already set for a future garage or workshop build, leaving you with open acreage, scenic privacy, and panoramic views you will not outgrow, all just minutes from downtown Brattleboro dining and arts, regional hubs like Springfield, and surrounding outdoor recreation.

3 Beds ⋅ 3 Baths ⋅ 5110187 MLS

Set on 2.01 private Dummerston acres, this home pairs open concept living with big mountain views, clean solar power, 20 inch wall insulation, and room to grow. Perfectly situated in southern Vermont, the property provides easy access to the interstate corridor, regional medical hubs, premier academic institutions like Landmark College and Dartmouth, and straightforward travel to neighboring New Hampshire and Massachusetts. The main floor centers around everyday ease. A bright kitchen, dining, and living area anchored by hardwood floors and exposed beams looks straight out toward the surrounding hills. Off the main area, the primary bedroom serves as a true first floor retreat, complete with an oversized walk in closet and en suite laundry right where it makes sense. A covered back porch expands the footprint outdoors, giving you a sheltered spot to take in four seasons of mountain scenery. Flexibility is built in across both levels. Upstairs features two bedrooms, a full bath, and an open loft alongside a dedicated office nook, ideal for high speed remote work, creative projects, or guest overflow. If you need more square footage, the full basement offers a clean, unfinished footprint ready to become a ski tuning workshop, home gym, rec room, or additional living area. Outside, the property stays quiet and private while keeping utility overhead low thanks to the high performance 20 inch wall insulation and active solar power system. A poured concrete pad is already set for a future garage or workshop build, leaving you with open acreage, scenic privacy, and panoramic views you will not outgrow, all just minutes from downtown Brattleboro dining and arts, regional hubs like Springfield, and surrounding outdoor recreation.

135 Winterbell Dr, Dummerston

$389,000

Light-filled and full of cottage charm, this beautifully updated 2-bedroom, 1-bath home sits on 3.4 level acres with a shared pond, offering a peaceful country setting just minutes from the heart of Wilmington. Originally designed as a 3-bedroom home, the upper level has been roughed in and plumbed, providing an incredible opportunity to create a spacious primary ensuite, additional bedrooms, or expanded living space. The walkout basement features high ceilings and excellent potential for future finishing, while also offering convenient storage for tools, outdoor gear, and recreational toys. Outside, mature gardens add color and character throughout the seasons, while a quaint sugarhouse adds a touch of classic Vermont charm and offers endless possibilities as a hobby space, garden shed, or rustic retreat. Although close to Wilmington's shops, restaurants, and year-round activities, the property offers a wonderful sense of privacy. Just a short drive to Mount Snow, The Hermitage Club, hiking trails, lakes, golf, and the many attractions that make southern Vermont such a sought-after destination, this home is ideal as a full-time residence, a perfect starter home, or a charming country retreat with room to grow and make it your own. Private road no drive-bys.

2 Beds ⋅ 1 Baths ⋅ 5098092 MLS

Light-filled and full of cottage charm, this beautifully updated 2-bedroom, 1-bath home sits on 3.4 level acres with a shared pond, offering a peaceful country setting just minutes from the heart of Wilmington. Originally designed as a 3-bedroom home, the upper level has been roughed in and plumbed, providing an incredible opportunity to create a spacious primary ensuite, additional bedrooms, or expanded living space. The walkout basement features high ceilings and excellent potential for future finishing, while also offering convenient storage for tools, outdoor gear, and recreational toys. Outside, mature gardens add color and character throughout the seasons, while a quaint sugarhouse adds a touch of classic Vermont charm and offers endless possibilities as a hobby space, garden shed, or rustic retreat. Although close to Wilmington's shops, restaurants, and year-round activities, the property offers a wonderful sense of privacy. Just a short drive to Mount Snow, The Hermitage Club, hiking trails, lakes, golf, and the many attractions that make southern Vermont such a sought-after destination, this home is ideal as a full-time residence, a perfect starter home, or a charming country retreat with room to grow and make it your own. Private road no drive-bys.

456 Rte 100, Wilmington

$389,000

Amazingly private cul-de-sac, the nicest location in Chimney Hill! 4 Bedroom 2 Baths, Livingroom with wood stove and a wall of windows to let the outdoors in! Hot Tub on multi-tiered deck. Beautiful wooded lot to explore, garden shed and garage. Live the Resort lifestyle on Chimney Hill's 1,200-Acre Resort Campus, with 550-Acres owned in common by the Homeowners Association. Numerous multi-use trail system for biking, hiking, snowmobiling, 3 areas with tennis courts, seasonal pickleball and ice skating, year-round swimming at the Exclusive Members-Only Club House , indoor and outdoor in-ground pools, hot tub, fitness room, arcade room, small child playroom, community room, table tennis, basketball, fully-equipped kitchen for HOA members use, outdoor grill by the outdoor pool, along with a playground for young children, and members lounge. Plus, world class skiing and shredding just minutes away, golf, boating, fishing, paddleboarding, unique shops, fine dining, flea markets, festivals, music, and all the Deerfield Valley and Southern Vermont have to offer! Own this winter don't rent!!!

4 Beds ⋅ 2 Baths ⋅ 5058910 MLS

Amazingly private cul-de-sac, the nicest location in Chimney Hill! 4 Bedroom 2 Baths, Livingroom with wood stove and a wall of windows to let the outdoors in! Hot Tub on multi-tiered deck. Beautiful wooded lot to explore, garden shed and garage. Live the Resort lifestyle on Chimney Hill's 1,200-Acre Resort Campus, with 550-Acres owned in common by the Homeowners Association. Numerous multi-use trail system for biking, hiking, snowmobiling, 3 areas with tennis courts, seasonal pickleball and ice skating, year-round swimming at the Exclusive Members-Only Club House , indoor and outdoor in-ground pools, hot tub, fitness room, arcade room, small child playroom, community room, table tennis, basketball, fully-equipped kitchen for HOA members use, outdoor grill by the outdoor pool, along with a playground for young children, and members lounge. Plus, world class skiing and shredding just minutes away, golf, boating, fishing, paddleboarding, unique shops, fine dining, flea markets, festivals, music, and all the Deerfield Valley and Southern Vermont have to offer! Own this winter don't rent!!!

27 Country Ct, Wilmington

$388,000

Located at the base of Mount Snow, Deer Creek offers a prime setting just an easy walk across Handle Road to the Sundance Base Lodge, home to two new chairlifts—including a high-speed detachable 6-pack. Recently painted, this 2-bedroom plus loft, 2-bath condo features all-new flooring, a convenient ski locker one floor down from the unit, and an in-home washer and dryer. The open-concept living, dining, and kitchen area is highlighted by a cathedral ceiling and a peek-a-boo view of the loft, which provides additional sleeping space. The deck—accessible from the living room and one of the bedrooms—sets the scene for relaxing after a day on the mountain. Offered furnished and truly turnkey, the property also includes a successful, ready-to-go rental program with impressive rental income, and the Town of Dover short-term rental registration certificate is already in place. Adding to its appeal, the condo is a short walk from Mount Snow’s iconic nightclub, the Snow Barn, and is situated on the N. Deerfield River, where you can enjoy the soothing sound of a babbling brook from the deck. With paved parking and proximity to Equipe Sports next door, Deer Creek is conveniently located near major cities such as New York City, Boston, Albany, and Hartford, CT.

3 Beds ⋅ 2 Baths ⋅ 5105160 MLS

Located at the base of Mount Snow, Deer Creek offers a prime setting just an easy walk across Handle Road to the Sundance Base Lodge, home to two new chairlifts—including a high-speed detachable 6-pack. Recently painted, this 2-bedroom plus loft, 2-bath condo features all-new flooring, a convenient ski locker one floor down from the unit, and an in-home washer and dryer. The open-concept living, dining, and kitchen area is highlighted by a cathedral ceiling and a peek-a-boo view of the loft, which provides additional sleeping space. The deck—accessible from the living room and one of the bedrooms—sets the scene for relaxing after a day on the mountain. Offered furnished and truly turnkey, the property also includes a successful, ready-to-go rental program with impressive rental income, and the Town of Dover short-term rental registration certificate is already in place. Adding to its appeal, the condo is a short walk from Mount Snow’s iconic nightclub, the Snow Barn, and is situated on the N. Deerfield River, where you can enjoy the soothing sound of a babbling brook from the deck. With paved parking and proximity to Equipe Sports next door, Deer Creek is conveniently located near major cities such as New York City, Boston, Albany, and Hartford, CT.

8 Dr Crk Unit E, Dover

$385,000

Crown Point presents an exceptional opportunity with its turn-key two-bedroom, two-bathroom layout, designed for both comfort and convenience. The unit boasts elegant hardwood flooring that extends throughout, enhancing its aesthetic appeal. A well-appointed breakfast bar complements the kitchen, while the great room serves as a focal point, featuring a striking stone hearth, a cozy wood-burning fireplace, and a convenient wet bar, perfect for entertaining guests. Additional practical features include a mudroom, ample closet space, and a dedicated laundry room, ensuring that everyday living is both organized and efficient. Each of the two bedrooms is en suite, providing privacy and comfort, and the front deck, which faces south, allows for an abundance of natural light. Residents can easily access the nearby sports center for swimming, workouts, and tennis, or utilize the winter shuttle service to reach the base lodge. The property is situated within a vibrant resort community, offering a range of amenities, including an outdoor summer plunge pool and barbecue area. This meticulously maintained residence is ready for immediate occupancy, inviting you to immerse yourself in the Stratton community. Seize this opportunity without delay. Sports Center Bond is also available, subject to a transfer fee.

2 Beds ⋅ 2 Baths ⋅ 5114722 MLS

Crown Point presents an exceptional opportunity with its turn-key two-bedroom, two-bathroom layout, designed for both comfort and convenience. The unit boasts elegant hardwood flooring that extends throughout, enhancing its aesthetic appeal. A well-appointed breakfast bar complements the kitchen, while the great room serves as a focal point, featuring a striking stone hearth, a cozy wood-burning fireplace, and a convenient wet bar, perfect for entertaining guests. Additional practical features include a mudroom, ample closet space, and a dedicated laundry room, ensuring that everyday living is both organized and efficient. Each of the two bedrooms is en suite, providing privacy and comfort, and the front deck, which faces south, allows for an abundance of natural light. Residents can easily access the nearby sports center for swimming, workouts, and tennis, or utilize the winter shuttle service to reach the base lodge. The property is situated within a vibrant resort community, offering a range of amenities, including an outdoor summer plunge pool and barbecue area. This meticulously maintained residence is ready for immediate occupancy, inviting you to immerse yourself in the Stratton community. Seize this opportunity without delay. Sports Center Bond is also available, subject to a transfer fee.

41 High Point Dr Unit 13, Stratton

$385,000

Welcome to 8 Winhall Station Road in South Londonderry, a well-located three-bedroom, two-full-bath Vermont home offering convenient access to some of Southern Vermont’s best year-round recreation. Several major ski resorts are within easy driving distance, along with nearby hiking trails, campgrounds, swimming, biking, and countless opportunities to enjoy the Green Mountains. The home offers a comfortable, practical layout that works equally well as a primary residence, vacation retreat, or ski getaway. Its location combines the peaceful feel of Vermont country living with convenient access to local schools, shopping, dining, and everyday services. Whether you are drawn to the area for skiing, hiking, camping, or simply enjoying the beauty and relaxed pace of Southern Vermont, 8 Winhall Station Road provides an excellent home base for every season. With multiple resorts and outdoor destinations nearby, this property offers a wonderful opportunity to enjoy the Vermont lifestyle year-round.

3 Beds ⋅ 2 Baths ⋅ 5112923 MLS

Welcome to 8 Winhall Station Road in South Londonderry, a well-located three-bedroom, two-full-bath Vermont home offering convenient access to some of Southern Vermont’s best year-round recreation. Several major ski resorts are within easy driving distance, along with nearby hiking trails, campgrounds, swimming, biking, and countless opportunities to enjoy the Green Mountains. The home offers a comfortable, practical layout that works equally well as a primary residence, vacation retreat, or ski getaway. Its location combines the peaceful feel of Vermont country living with convenient access to local schools, shopping, dining, and everyday services. Whether you are drawn to the area for skiing, hiking, camping, or simply enjoying the beauty and relaxed pace of Southern Vermont, 8 Winhall Station Road provides an excellent home base for every season. With multiple resorts and outdoor destinations nearby, this property offers a wonderful opportunity to enjoy the Vermont lifestyle year-round.

8 Winhall Station Rd, Londonderry

3j Trailside Village Way Unit G 26, Dover

$384,900

Charming Ski-In, Ski-Out Condo at Seasons on Mount Snow. Nestled in the heart of Vermont's stunning Mount Snow, this 1 bedroom, 1bath condo offers the ultimate in ski-in, ski-out convenience. Located in the highly sought-after Seasons development, this property is an ideal retreat for those who love the great outdoors and luxurious living. Step into an inviting open floor plan where a beautifully furnished living room awaits, complete with a striking fieldstone, wood-burning fireplace that serves as the room's centerpiece. Imagine cozy evenings by the fire after a thrilling day on the slopes. The living space seamlessly flows into a modern kitchen, boasting updated cabinets, sleek appliances, and elegant granite countertops—perfect for entertaining or enjoying a quiet meal at home after a day of skiing. Your mountain adventures begin right outside your door, allowing you to make the most of every moment on the slopes. The condo's bathroom has been fully updated, providing a spa-like experience with every use. After a day of skiing or snowboarding, unwind in the state-of-the-art sports center, featuring an indoor pool, a private owner's hot tub, and cozy lounge rooms. Stay fit in the well-equipped fitness room or enjoy some fun in the game room. Beyond the winter months, Seasons on Mount Snow offers an array of activities to enjoy. Take a dip in the outdoor pool, gather around the fire pits with friends and family, or engage in a friendly match on the tennis, pickleball and basketball courts. With an on-site management company handling all upkeep and maintenance, you can focus on what matters most—relaxing and enjoying your time in this beautiful mountain retreat.

1 Beds ⋅ 1 Baths ⋅ 5112280 MLS

Charming Ski-In, Ski-Out Condo at Seasons on Mount Snow. Nestled in the heart of Vermont's stunning Mount Snow, this 1 bedroom, 1bath condo offers the ultimate in ski-in, ski-out convenience. Located in the highly sought-after Seasons development, this property is an ideal retreat for those who love the great outdoors and luxurious living. Step into an inviting open floor plan where a beautifully furnished living room awaits, complete with a striking fieldstone, wood-burning fireplace that serves as the room's centerpiece. Imagine cozy evenings by the fire after a thrilling day on the slopes. The living space seamlessly flows into a modern kitchen, boasting updated cabinets, sleek appliances, and elegant granite countertops—perfect for entertaining or enjoying a quiet meal at home after a day of skiing. Your mountain adventures begin right outside your door, allowing you to make the most of every moment on the slopes. The condo's bathroom has been fully updated, providing a spa-like experience with every use. After a day of skiing or snowboarding, unwind in the state-of-the-art sports center, featuring an indoor pool, a private owner's hot tub, and cozy lounge rooms. Stay fit in the well-equipped fitness room or enjoy some fun in the game room. Beyond the winter months, Seasons on Mount Snow offers an array of activities to enjoy. Take a dip in the outdoor pool, gather around the fire pits with friends and family, or engage in a friendly match on the tennis, pickleball and basketball courts. With an on-site management company handling all upkeep and maintenance, you can focus on what matters most—relaxing and enjoying your time in this beautiful mountain retreat.

3j Trailside Village Way Unit G 26, Dover

$384,900

Beautiful end unit on edge of Bear’s Crossing Condo and Home Community with a stream and the forest as your neighbor. Close to the Ski Home trail. This mixed community is 2 minutes to Mount Snow Ski Resort and to mixed use trails for snowmobiling, xcountry skiing and mountain biking. There is also a shuttle running regularly to the resort and beyond! This unit is “turn key” with 2 bedrooms and a sleeping loft, newer flooring, appliances, built ins etc. Truly ready for YOU to walk in with your gear and clothes and be living full time or vacation time in Southern Vermont. Amenities Include: * Exclusive Ski Home Trail for Bears Crossing residents … perfect for hiking and biking in summer * Wood-burning fireplaces in all units, with annual wood delivery and chimney cleaning included * Full lawn and tree care and snow removal included in HOA * Dedicated shuttle service to and from Mount Snow base area * Trash and recycling removal * On site property manager * Updated clubhouse and recreation center, outdoor pool, tennis, and pickleball court

2 Beds ⋅ 2 Baths ⋅ 5084298 MLS

Beautiful end unit on edge of Bear’s Crossing Condo and Home Community with a stream and the forest as your neighbor. Close to the Ski Home trail. This mixed community is 2 minutes to Mount Snow Ski Resort and to mixed use trails for snowmobiling, xcountry skiing and mountain biking. There is also a shuttle running regularly to the resort and beyond! This unit is “turn key” with 2 bedrooms and a sleeping loft, newer flooring, appliances, built ins etc. Truly ready for YOU to walk in with your gear and clothes and be living full time or vacation time in Southern Vermont. Amenities Include: * Exclusive Ski Home Trail for Bears Crossing residents … perfect for hiking and biking in summer * Wood-burning fireplaces in all units, with annual wood delivery and chimney cleaning included * Full lawn and tree care and snow removal included in HOA * Dedicated shuttle service to and from Mount Snow base area * Trash and recycling removal * On site property manager * Updated clubhouse and recreation center, outdoor pool, tennis, and pickleball court

9f Brumms Way Unit 9F, Dover

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