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Located in the Chimney Hill community, this four-bedroom, two-bath home offers the perfect Southern Vermont retreat for every season. The open-concept living, kitchen, and dining area creates a welcoming space for gathering with family and friends after a day of skiing, boating, hiking, or exploring the area. Warm wood accents and comfortable living spaces create a relaxed Vermont atmosphere that feels inviting year-round. Step outside to the front porch and enjoy the seasonal mountain views while taking in the peaceful surroundings. Set on a wooded lot, the property offers a balance of privacy and convenience, with easy access to the extensive amenities of Chimney Hill and the recreation opportunities that make Southern Vermont such a sought-after destination. As a homeowner in Chimney Hill, you'll enjoy access to a wide range of community amenities, including an indoor pool, outdoor pool, fitness and community center, pickleball courts, ice skating, tennis courts, and an extensive network of hiking and recreational trails. Whether you're looking for outdoor adventure or a place to relax with family and friends, Chimney Hill offers activities for every season. Just minutes from Lake Whitingham, Mount Snow, The Hermitage Club, and downtown Wilmington, this home is ideally located for year-round enjoyment. Spend your summers boating, paddling, and swimming on the lake, and your winters skiing and snowboarding at nearby resorts. Whether you're looking for a primary residence, vacation home, or investment property, this four-bedroom getaway provides the space, location, and lifestyle that Vermont buyers are seeking.

4 Beds ⋅ 2 Baths ⋅ 5095908 MLS

Located in the Chimney Hill community, this four-bedroom, two-bath home offers the perfect Southern Vermont retreat for every season. The open-concept living, kitchen, and dining area creates a welcoming space for gathering with family and friends after a day of skiing, boating, hiking, or exploring the area. Warm wood accents and comfortable living spaces create a relaxed Vermont atmosphere that feels inviting year-round. Step outside to the front porch and enjoy the seasonal mountain views while taking in the peaceful surroundings. Set on a wooded lot, the property offers a balance of privacy and convenience, with easy access to the extensive amenities of Chimney Hill and the recreation opportunities that make Southern Vermont such a sought-after destination. As a homeowner in Chimney Hill, you'll enjoy access to a wide range of community amenities, including an indoor pool, outdoor pool, fitness and community center, pickleball courts, ice skating, tennis courts, and an extensive network of hiking and recreational trails. Whether you're looking for outdoor adventure or a place to relax with family and friends, Chimney Hill offers activities for every season. Just minutes from Lake Whitingham, Mount Snow, The Hermitage Club, and downtown Wilmington, this home is ideally located for year-round enjoyment. Spend your summers boating, paddling, and swimming on the lake, and your winters skiing and snowboarding at nearby resorts. Whether you're looking for a primary residence, vacation home, or investment property, this four-bedroom getaway provides the space, location, and lifestyle that Vermont buyers are seeking.

7 Lightning Ledge Way, Wilmington

$529,000

Tucked away at the end of a long private driveway on a quiet cul-de-sac, this impeccable 4-bedroom chalet offers the perfect blend of privacy, adventure, and year-round Vermont living in the sought-after Powder Mill community. Set on 1.54 wooded acres, the property is surrounded by nature with access to maintained hiking and snowmobile trails, including connections to the VAST trail network and scenic Lowell Lake. Designed for gathering and relaxation, the home features a classic chalet layout with warm wood accents, inviting open living spaces, and room for everyone to unwind after a day outdoors. The lower level offers three bedrooms, two renovated baths, laundry, and a sauna, while the upper level features an open-concept living, dining, and kitchen, as well as the primary suite with yet another fully renovated bathroom. A loft provides additional flexible space for a game room or office. Powder Mill is a conservation-minded community known for its peaceful setting and outdoor lifestyle, with trails and recreation right outside your door in every season. Ideally located in the heart of southern Vermont’s ski country, you’ll enjoy easy access to Magic, Stratton, Bromley, and Okemo Mountains. This special property captures the very best of Vermont living.

4 Beds ⋅ 3 Baths ⋅ 5096153 MLS

Tucked away at the end of a long private driveway on a quiet cul-de-sac, this impeccable 4-bedroom chalet offers the perfect blend of privacy, adventure, and year-round Vermont living in the sought-after Powder Mill community. Set on 1.54 wooded acres, the property is surrounded by nature with access to maintained hiking and snowmobile trails, including connections to the VAST trail network and scenic Lowell Lake. Designed for gathering and relaxation, the home features a classic chalet layout with warm wood accents, inviting open living spaces, and room for everyone to unwind after a day outdoors. The lower level offers three bedrooms, two renovated baths, laundry, and a sauna, while the upper level features an open-concept living, dining, and kitchen, as well as the primary suite with yet another fully renovated bathroom. A loft provides additional flexible space for a game room or office. Powder Mill is a conservation-minded community known for its peaceful setting and outdoor lifestyle, with trails and recreation right outside your door in every season. Ideally located in the heart of southern Vermont’s ski country, you’ll enjoy easy access to Magic, Stratton, Bromley, and Okemo Mountains. This special property captures the very best of Vermont living.

202 Twin Brook Cir, Londonderry

$524,500

Beautifully Maintained 4-Bedroom Home with Spacious Loft Near Mount Snow RECENT PRICE REDUCTION OPEN HOUSE SATURDAY SEPT. 19TH FROM 11 AM TO 2 PM Ideally located just minutes from Mount Snow, this inviting 4-bedroom, 3-bath home offers the perfect blend of comfort, convenience, and privacy. Nestled in the desirable Sugar Mill Village community, just off Route 100, the property is tucked away in a peaceful wooded setting that feels worlds away while remaining easily accessible. Situated at the end of a paved cul-de-sac, the home enjoys a level lot, a private backyard, and a spacious deck ideal for outdoor entertaining and relaxation. Inside, a generous mudroom welcomes you with built-in storage and ample closet space for all your outdoor gear. The main level features a bright, open-concept floor plan that seamlessly connects the kitchen, dining, and living areas. The well-appointed kitchen offers abundant workspace, highlighted by a large center island with additional seating. Sliding glass doors in the dining area open directly to the deck, creating an effortless indoor-outdoor flow. RECENT PRICE REDUCTION OPEN HOUSE SATURDAY SEPT. 19TH FROM 11 AM TO 2 PM

4 Beds ⋅ 2 Baths ⋅ 5096233 MLS

Beautifully Maintained 4-Bedroom Home with Spacious Loft Near Mount Snow RECENT PRICE REDUCTION OPEN HOUSE SATURDAY SEPT. 19TH FROM 11 AM TO 2 PM Ideally located just minutes from Mount Snow, this inviting 4-bedroom, 3-bath home offers the perfect blend of comfort, convenience, and privacy. Nestled in the desirable Sugar Mill Village community, just off Route 100, the property is tucked away in a peaceful wooded setting that feels worlds away while remaining easily accessible. Situated at the end of a paved cul-de-sac, the home enjoys a level lot, a private backyard, and a spacious deck ideal for outdoor entertaining and relaxation. Inside, a generous mudroom welcomes you with built-in storage and ample closet space for all your outdoor gear. The main level features a bright, open-concept floor plan that seamlessly connects the kitchen, dining, and living areas. The well-appointed kitchen offers abundant workspace, highlighted by a large center island with additional seating. Sliding glass doors in the dining area open directly to the deck, creating an effortless indoor-outdoor flow. RECENT PRICE REDUCTION OPEN HOUSE SATURDAY SEPT. 19TH FROM 11 AM TO 2 PM

14 Mill Rd, Dover

$520,342

Perched atop Chimney Hill, this 3-bedroom, 3-bathroom home is perfectly suited as a vacation retreat or a primary residence, offering fantastic indoor and outdoor entertaining spaces. Enter the main level via the newly expanded staircase and deck. Inside, a spacious tile entryway provides ample room for gear and clothing storage. The sunken living room, with stone fireplace, flows seamlessly into the open-concept dining area and kitchen, where a deck extends your living space for seasonal enjoyment. A main-floor bedroom with a private balcony and a full bathroom rounds out this level. Upstairs, you’ll find a bright, spacious bedroom with another private balcony and an en-suite bathroom. Additionally, a lofted bonus room that easily doubles as an office, media nook, or extra sleeping space. The walkout basement adds further versatility, featuring a third bedroom with an en-suite, a large den, with wet-bar, perfect for lounging, games, or fitness equipment, and a laundry room equipped with a workbench for DIY projects or gear maintenance. Outside, the property is as impressive as the interior, featuring thoughtfully landscaped grounds. Recent updates include a Generac whole-house generator, Mitsubishi mini-split, fiber optic internet service, and septic system improvements including a new riser and D-box. Chimney Hill is a recreationist’s dream, offering access to indoor and outdoor pools, tennis/pickleball courts, ice skating, and direct trail access to Haystack Summit, all with low HOA fees.

3 Beds ⋅ 3 Baths ⋅ 5103126 MLS

Perched atop Chimney Hill, this 3-bedroom, 3-bathroom home is perfectly suited as a vacation retreat or a primary residence, offering fantastic indoor and outdoor entertaining spaces. Enter the main level via the newly expanded staircase and deck. Inside, a spacious tile entryway provides ample room for gear and clothing storage. The sunken living room, with stone fireplace, flows seamlessly into the open-concept dining area and kitchen, where a deck extends your living space for seasonal enjoyment. A main-floor bedroom with a private balcony and a full bathroom rounds out this level. Upstairs, you’ll find a bright, spacious bedroom with another private balcony and an en-suite bathroom. Additionally, a lofted bonus room that easily doubles as an office, media nook, or extra sleeping space. The walkout basement adds further versatility, featuring a third bedroom with an en-suite, a large den, with wet-bar, perfect for lounging, games, or fitness equipment, and a laundry room equipped with a workbench for DIY projects or gear maintenance. Outside, the property is as impressive as the interior, featuring thoughtfully landscaped grounds. Recent updates include a Generac whole-house generator, Mitsubishi mini-split, fiber optic internet service, and septic system improvements including a new riser and D-box. Chimney Hill is a recreationist’s dream, offering access to indoor and outdoor pools, tennis/pickleball courts, ice skating, and direct trail access to Haystack Summit, all with low HOA fees.

34 Rock Split Way, Wilmington

$519,000

Set on a scenic country property in Windham, this expansive home offers exceptional space, flexibility and a setting with real character. Currently used as a large single-family residence, the home was originally built as a three-family property, with a common entrance serving two living areas and a separate entrance to the garden-level apartment. A central stairwell can connect the spaces, creating options for a large household, multi-generational living, guests, home offices or future reconfiguration. The three living areas include full kitchens, generous living rooms and a total of six bedrooms, with expansive rooms and large windows throughout. There is also ample storage and flexible space for a workshop, studio or dedicated home office. The grounds are where this property becomes especially memorable. Shaped over the years by an artist’s eye and a love of the land, the organic gardens feel established, abundant and wonderfully personal, with fruit trees, flowering shrubs, mature plantings and productive raised beds built at waist height. Several decks and screened porches invite you to slow down and take in the setting, while the property unfolds into a pond, large meadow, playing field, trout stream and walking trails, with views toward Turkey Mountain Ridge. There is a quiet, almost timeless quality here that is increasingly hard to find. Located off the beaten path in picturesque Windham, yet convenient to Southern Vermont skiing, hiking and year-round recreation, the property offers room to live, create, gather and breathe. The home does need TLC and updating, but its scale, versatile layout, organic gardens, land and natural setting make it a true diamond in the rough with tremendous potential.

6 Beds ⋅ 5 Baths ⋅ 5108718 MLS

Set on a scenic country property in Windham, this expansive home offers exceptional space, flexibility and a setting with real character. Currently used as a large single-family residence, the home was originally built as a three-family property, with a common entrance serving two living areas and a separate entrance to the garden-level apartment. A central stairwell can connect the spaces, creating options for a large household, multi-generational living, guests, home offices or future reconfiguration. The three living areas include full kitchens, generous living rooms and a total of six bedrooms, with expansive rooms and large windows throughout. There is also ample storage and flexible space for a workshop, studio or dedicated home office. The grounds are where this property becomes especially memorable. Shaped over the years by an artist’s eye and a love of the land, the organic gardens feel established, abundant and wonderfully personal, with fruit trees, flowering shrubs, mature plantings and productive raised beds built at waist height. Several decks and screened porches invite you to slow down and take in the setting, while the property unfolds into a pond, large meadow, playing field, trout stream and walking trails, with views toward Turkey Mountain Ridge. There is a quiet, almost timeless quality here that is increasingly hard to find. Located off the beaten path in picturesque Windham, yet convenient to Southern Vermont skiing, hiking and year-round recreation, the property offers room to live, create, gather and breathe. The home does need TLC and updating, but its scale, versatile layout, organic gardens, land and natural setting make it a true diamond in the rough with tremendous potential.

1113 Old Cheney Rd, Windham

$519,000

Great New Price, Great VALUE, Great Location, New Roof, New Septic, recent exterior painting! This turn key residence is ideally located between three ski areas and near schools and shopping. Gourmet kitchen, wood floors, upscale baths and a huge 3 car garage/ barn with finished office space. Tucked amidst the forest with views of Magic Mountain's ridge line, whether you are looking for a second home in the mountains or looking for a full time residence, this property has what you are looking for. Enjoy a kitchen with Viking and stainless steel appliance, stone countertops that opens to the living and dining area. Near Stratton, Bromley and Magic ski areas and Burr and Burton Academy and Floodbrook Schools. Bathrooms have been beautifully renovated and wood floors are throughout the main level.The welcoming floor plan features three bedrooms/2 baths, a second floor office with mountain views and a lower level den. Situated to capture great light, the main floor opens to a beautiful deck with views of Magic Mountain, prime for enjoying the outdoors from early spring through the fall months. Access to the lower level from outdoors gives advantage to a lower level ski room with plenty of room for storage. But it doesn't stop there.The large oversized barn style garage with high ceilings, finished upstairs office space & additional 3rd bay offers what you need to store your recreational toys, vehicles or a home business if that's what you desire. Outdoors you'll spend time around the fire pit, plant raised garden beds in a yard with room to play. Most importantly, this home is turn key and exceptionally well maintained. With recent improvements, you won't need to invest anything more than enjoying a Vermont Mountain Lifestyle. It's time for you to come home to Vermont!

3 Beds ⋅ 2 Baths ⋅ 5098182 MLS

Great New Price, Great VALUE, Great Location, New Roof, New Septic, recent exterior painting! This turn key residence is ideally located between three ski areas and near schools and shopping. Gourmet kitchen, wood floors, upscale baths and a huge 3 car garage/ barn with finished office space. Tucked amidst the forest with views of Magic Mountain's ridge line, whether you are looking for a second home in the mountains or looking for a full time residence, this property has what you are looking for. Enjoy a kitchen with Viking and stainless steel appliance, stone countertops that opens to the living and dining area. Near Stratton, Bromley and Magic ski areas and Burr and Burton Academy and Floodbrook Schools. Bathrooms have been beautifully renovated and wood floors are throughout the main level.The welcoming floor plan features three bedrooms/2 baths, a second floor office with mountain views and a lower level den. Situated to capture great light, the main floor opens to a beautiful deck with views of Magic Mountain, prime for enjoying the outdoors from early spring through the fall months. Access to the lower level from outdoors gives advantage to a lower level ski room with plenty of room for storage. But it doesn't stop there.The large oversized barn style garage with high ceilings, finished upstairs office space & additional 3rd bay offers what you need to store your recreational toys, vehicles or a home business if that's what you desire. Outdoors you'll spend time around the fire pit, plant raised garden beds in a yard with room to play. Most importantly, this home is turn key and exceptionally well maintained. With recent improvements, you won't need to invest anything more than enjoying a Vermont Mountain Lifestyle. It's time for you to come home to Vermont!

1886 Winhall Hollow Rd, Londonderry

$515,000

Opportunity awaits in this trailside condominium at Stratton Mountain Resort. Ideally positioned for convenient access to the Tamarack Chairlift and Stratton Village, this residence offers the mountain lifestyle buyers seek with direct access to skiing, dining, shopping, and year-round resort amenities. Inside, a wood-burning fireplace anchors the living area, creating an inviting space to gather after a day on the slopes. The breakfast bar provides a natural connection between the kitchen and living spaces, while large windows bring in natural light and capture scenic mountain and valley views. The location is the standout feature, offering easy access to Stratton's extensive network of recreational opportunities throughout every season. From winter skiing and riding to summer golf, hiking, mountain biking, and events, this property serves as an ideal home base for enjoying all that Southern Vermont has to offer. Trailside residences remain among the most sought-after properties at Stratton, making this an exceptional opportunity to secure a well-positioned condominium near the resort.

2 Beds ⋅ 1 Baths ⋅ 5095267 MLS

Opportunity awaits in this trailside condominium at Stratton Mountain Resort. Ideally positioned for convenient access to the Tamarack Chairlift and Stratton Village, this residence offers the mountain lifestyle buyers seek with direct access to skiing, dining, shopping, and year-round resort amenities. Inside, a wood-burning fireplace anchors the living area, creating an inviting space to gather after a day on the slopes. The breakfast bar provides a natural connection between the kitchen and living spaces, while large windows bring in natural light and capture scenic mountain and valley views. The location is the standout feature, offering easy access to Stratton's extensive network of recreational opportunities throughout every season. From winter skiing and riding to summer golf, hiking, mountain biking, and events, this property serves as an ideal home base for enjoying all that Southern Vermont has to offer. Trailside residences remain among the most sought-after properties at Stratton, making this an exceptional opportunity to secure a well-positioned condominium near the resort.

12 Ober Tal Dr Unit C14, Stratton

$500,000

Exquisite! Feel the life, the romance of history and the charm of an era waiting to be recaptured...Front stairs! back stairs! third floor for the maid!...bedrooms grouped around a child's dream play room. Capture the essence....tall windows, high ceilings...room to breathe...room to dance...room to love. Perfectly decorated, precisely maintained, delightfully presented. All that AND...updated in reverence to the era, but functional for those who appreciate the modern way of life. New kitchen, baths, appliances top those polished and gleaming floors. Outside is as lovely as in...with a large lazy porch off the kitchen, topped by a Juliette balcony for star gazing and enjoying the lights of the town. The lovely patio sweeps into a special garden wrapping the barn....2 stories high...First floor bed and bath allows for aging in place while guests and family have an abundance of space for visiting. Versatile with 2 kitchens, just think of all the Holiday cooking! Join the rebirth of a town loved by its residents, enjoyed by visitors, and respectful of these lovely ladies who have come back to their prime.

6 Beds ⋅ 3 Baths ⋅ 5114348 MLS

Exquisite! Feel the life, the romance of history and the charm of an era waiting to be recaptured...Front stairs! back stairs! third floor for the maid!...bedrooms grouped around a child's dream play room. Capture the essence....tall windows, high ceilings...room to breathe...room to dance...room to love. Perfectly decorated, precisely maintained, delightfully presented. All that AND...updated in reverence to the era, but functional for those who appreciate the modern way of life. New kitchen, baths, appliances top those polished and gleaming floors. Outside is as lovely as in...with a large lazy porch off the kitchen, topped by a Juliette balcony for star gazing and enjoying the lights of the town. The lovely patio sweeps into a special garden wrapping the barn....2 stories high...First floor bed and bath allows for aging in place while guests and family have an abundance of space for visiting. Versatile with 2 kitchens, just think of all the Holiday cooking! Join the rebirth of a town loved by its residents, enjoyed by visitors, and respectful of these lovely ladies who have come back to their prime.

70 Atkinson St, Rockingham

$500,000

West Hill Road is situated prominently on a mountainside, offering breathtaking views that stretch across the valley to the north, with clearing there will be scenic beauty of the area. This property presents an exceptional opportunity for individuals looking to construct their dream home or a private compound, with an abundance of possibilities limited only by one's imagination. Located just over the town line in Jamaica, Vermont, this parcel of land is accessible via a Class 3 road, ensuring a balance of seclusion and convenience for future residents. The combination of stunning natural surroundings and the potential for development makes this location a truly remarkable investment for those seeking a serene retreat in the mountains

5109880 MLS

West Hill Road is situated prominently on a mountainside, offering breathtaking views that stretch across the valley to the north, with clearing there will be scenic beauty of the area. This property presents an exceptional opportunity for individuals looking to construct their dream home or a private compound, with an abundance of possibilities limited only by one's imagination. Located just over the town line in Jamaica, Vermont, this parcel of land is accessible via a Class 3 road, ensuring a balance of seclusion and convenience for future residents. The combination of stunning natural surroundings and the potential for development makes this location a truly remarkable investment for those seeking a serene retreat in the mountains

W Hill Rd, Jamaica

$500,000

Escape to your own private 71-acre Vermont retreat, offering exceptional privacy and possibility plus access to nearby ski mountain villages. Tucked at the end of a town-maintained dead-end road and bordered on two sides by over 1,000 acres of conservation land, this property promises unmatched peace and lasting protection. Only 20 minutes to either Mt. Snow or Stratton, with over 3,300 feet of road frontage and electricity conveniently available at a pad near the beginning, the land provides both accessibility and potential. A ring road winds around the perimeter, complemented by an internal trail through the center, allowing you to explore the entire property by foot or ATV. The diverse topography—a blend of level plateaus, gentle slopes, hills, and steeper elevations—offers multiple potential build sites. Create your dream home with spectacular views of Stratton Mountain or build closer to the road and enjoy private hiking access to scenic overlooks. One of the property’s unique features is a large woodland pond hidden away at the far end—an ideal backdrop for seeing Vermont’s wildlife. The land is not currently enrolled in the Land Use Program, offering flexibility for future development or conservation choices. Located in the town of Jamaica, which has no zoning restrictions, this parcel invites your imagination, with state development laws guiding your vision. Come discover the potential of your personal Vermont sanctuary within reach of the recreational benefits that the state offers.

5077252 MLS

Escape to your own private 71-acre Vermont retreat, offering exceptional privacy and possibility plus access to nearby ski mountain villages. Tucked at the end of a town-maintained dead-end road and bordered on two sides by over 1,000 acres of conservation land, this property promises unmatched peace and lasting protection. Only 20 minutes to either Mt. Snow or Stratton, with over 3,300 feet of road frontage and electricity conveniently available at a pad near the beginning, the land provides both accessibility and potential. A ring road winds around the perimeter, complemented by an internal trail through the center, allowing you to explore the entire property by foot or ATV. The diverse topography—a blend of level plateaus, gentle slopes, hills, and steeper elevations—offers multiple potential build sites. Create your dream home with spectacular views of Stratton Mountain or build closer to the road and enjoy private hiking access to scenic overlooks. One of the property’s unique features is a large woodland pond hidden away at the far end—an ideal backdrop for seeing Vermont’s wildlife. The land is not currently enrolled in the Land Use Program, offering flexibility for future development or conservation choices. Located in the town of Jamaica, which has no zoning restrictions, this parcel invites your imagination, with state development laws guiding your vision. Come discover the potential of your personal Vermont sanctuary within reach of the recreational benefits that the state offers.

00 Turkey Mountain Rd, Jamaica

$499,900

Enjoy Vermont living in every season! This spacious 3-bedroom, 3-bath home sits on an oversized lot close to the Hermitage Club and Mount Snow, offering plenty of room to gather, relax, and unwind. Outstanding community amenities include indoor and outdoor pools, a hot tub, tennis, pickleball, and basketball courts, plus a clubhouse with an arcade and lounge. With hiking, biking, boating, golf, and skiing at your fingertips, adventure is always within easy reach. Whether you’re seeking a mountain getaway or a year-round home, this property offers space, recreation, and a convenient location to enjoy it all. The seller is open to selling the neighboring lot to the purchaser of the home. The offer is at a very fair price, and the seller is open to negotiations.

3 Beds ⋅ 3 Baths ⋅ 5112846 MLS

Enjoy Vermont living in every season! This spacious 3-bedroom, 3-bath home sits on an oversized lot close to the Hermitage Club and Mount Snow, offering plenty of room to gather, relax, and unwind. Outstanding community amenities include indoor and outdoor pools, a hot tub, tennis, pickleball, and basketball courts, plus a clubhouse with an arcade and lounge. With hiking, biking, boating, golf, and skiing at your fingertips, adventure is always within easy reach. Whether you’re seeking a mountain getaway or a year-round home, this property offers space, recreation, and a convenient location to enjoy it all. The seller is open to selling the neighboring lot to the purchaser of the home. The offer is at a very fair price, and the seller is open to negotiations.

14 High Top Rd Unit B124, Wilmington

$499,000

IN THE HEART OF THE HAMLET that is South Londonderry, VT, sits this exquisitely charming 1820s home, where historic Vermont character meets thoughtful updates and remarkable future potential. From the moment you arrive, the curb appeal, spacious private lot, and classic architecture set the tone. Inside, freshly professionally refinished wood floors gleam alongside beautiful stained-glass windows, original woodwork, turned newel posts, period railings, and distinctive details that give this home a personality all its own. The updated kitchen brings a fresh feel to the heart of the home, while a slate-floor mudroom, wood and propane stoves, and generous living spaces add warmth and practicality. Upstairs, the vaulted primary bedroom is full of character, complete with intriguing hidden rooms and unexpected spaces that speak to the home's nearly two centuries of history. One of the true gems is the inviting covered back porch, a wonderful place to unwind, with an adjacent hot tub ready for crisp Vermont evenings after a day of skiing or exploring. A large barn provides substantial storage, workshop possibilities, and exciting potential for future use. South Londonderry is expected to have municipal sewer connectivity possibly available as soon as 2027, which may create additional options for future expansion or reimagining of the property, subject to permitting. Close to skiing, outdoor recreation, local shops, dining, and the villages of Southern Vermont, this is a rare combination of historic character, usable space, privacy, and opportunity.

4 Beds ⋅ 3 Baths ⋅ 5112125 MLS

IN THE HEART OF THE HAMLET that is South Londonderry, VT, sits this exquisitely charming 1820s home, where historic Vermont character meets thoughtful updates and remarkable future potential. From the moment you arrive, the curb appeal, spacious private lot, and classic architecture set the tone. Inside, freshly professionally refinished wood floors gleam alongside beautiful stained-glass windows, original woodwork, turned newel posts, period railings, and distinctive details that give this home a personality all its own. The updated kitchen brings a fresh feel to the heart of the home, while a slate-floor mudroom, wood and propane stoves, and generous living spaces add warmth and practicality. Upstairs, the vaulted primary bedroom is full of character, complete with intriguing hidden rooms and unexpected spaces that speak to the home's nearly two centuries of history. One of the true gems is the inviting covered back porch, a wonderful place to unwind, with an adjacent hot tub ready for crisp Vermont evenings after a day of skiing or exploring. A large barn provides substantial storage, workshop possibilities, and exciting potential for future use. South Londonderry is expected to have municipal sewer connectivity possibly available as soon as 2027, which may create additional options for future expansion or reimagining of the property, subject to permitting. Close to skiing, outdoor recreation, local shops, dining, and the villages of Southern Vermont, this is a rare combination of historic character, usable space, privacy, and opportunity.

215 Main St, Londonderry

$499,000

Bring your vision to life on 33.34 acres in the scenic hills of Windham, Vermont. This partially completed home offers a rare opportunity to finish a thoughtfully designed residence surrounded by open meadows, established trails, and an idyllic rural setting. Designed with a 4 bedroom septic system, the home is ready for the next owner to complete the interior and exterior finishes. The clapboard siding remains unfinished, and the lower level walk out basement is plumbed for a third full bathroom, offering additional flexibility for finished living space. A substantial 24' x 48' completed foundation is in place for the planned garage. It will accommodate a 24' x 24' two car garage plus an additional 24' x 24' area of approximately 552 square feet, ready to be finished and purposed according to your needs, ideal for a workshop, studio, storage, recreation space, or other use. The land is equally appealing, with expansive meadows featuring tillable soils formerly used to grow organic fruits and vegetables, established trails, mature woods, and high quality gravel on the property. Adding to the sense of privacy and protected open space, the property abuts a National Wildlife Refuge along its western and northern boundaries. Enjoy gardening, exploring the trails, working on projects, or simply taking in the peaceful Vermont landscape. Conveniently located within reach of Stratton, Magic, and Bromley Mountains and the villages of Londonderry, Chester, and Grafton. An exceptional opportunity to complete a substantial Vermont property and create something truly your own.

2 Beds ⋅ 2 Baths ⋅ 5104617 MLS

Bring your vision to life on 33.34 acres in the scenic hills of Windham, Vermont. This partially completed home offers a rare opportunity to finish a thoughtfully designed residence surrounded by open meadows, established trails, and an idyllic rural setting. Designed with a 4 bedroom septic system, the home is ready for the next owner to complete the interior and exterior finishes. The clapboard siding remains unfinished, and the lower level walk out basement is plumbed for a third full bathroom, offering additional flexibility for finished living space. A substantial 24' x 48' completed foundation is in place for the planned garage. It will accommodate a 24' x 24' two car garage plus an additional 24' x 24' area of approximately 552 square feet, ready to be finished and purposed according to your needs, ideal for a workshop, studio, storage, recreation space, or other use. The land is equally appealing, with expansive meadows featuring tillable soils formerly used to grow organic fruits and vegetables, established trails, mature woods, and high quality gravel on the property. Adding to the sense of privacy and protected open space, the property abuts a National Wildlife Refuge along its western and northern boundaries. Enjoy gardening, exploring the trails, working on projects, or simply taking in the peaceful Vermont landscape. Conveniently located within reach of Stratton, Magic, and Bromley Mountains and the villages of Londonderry, Chester, and Grafton. An exceptional opportunity to complete a substantial Vermont property and create something truly your own.

5855 Windham Hill Rd, Windham

$499,000

OPEN HOUSE- Sat October 10th from 11-2. Go to the Newfane Heritage Festival and stop in to see this beautiful home! This is your chance to be part of the historic and lively community in the center of Newfane. This home underwent a complete overhaul in the early 2000s, including a new slate roof, a relocated fireplace for a more practical layout, a reinforced stone foundation with a poured concrete floor, new windows, boiler, cement clapboard, and new kitchen countertops. The main level features radiant heating, an open-concept living and dining area, a modern kitchen, and the primary bedroom with an ensuite full bath. It also includes a large bonus room with its own egress, perfect for a mudroom, office, studio, or playroom. The second floor offers two additional bedrooms, a unique bathroom, and a large attic space with great potential to be finished. Outside, the yard boasts beautiful stonework and plenty of flat, green space for gardening or activities. The property is also within walking distance to the country store, bank, restaurants, and yoga studios. You can rest easy knowing all the heavy lifting has already been done!

3 Beds ⋅ 3 Baths ⋅ 5103610 MLS

OPEN HOUSE- Sat October 10th from 11-2. Go to the Newfane Heritage Festival and stop in to see this beautiful home! This is your chance to be part of the historic and lively community in the center of Newfane. This home underwent a complete overhaul in the early 2000s, including a new slate roof, a relocated fireplace for a more practical layout, a reinforced stone foundation with a poured concrete floor, new windows, boiler, cement clapboard, and new kitchen countertops. The main level features radiant heating, an open-concept living and dining area, a modern kitchen, and the primary bedroom with an ensuite full bath. It also includes a large bonus room with its own egress, perfect for a mudroom, office, studio, or playroom. The second floor offers two additional bedrooms, a unique bathroom, and a large attic space with great potential to be finished. Outside, the yard boasts beautiful stonework and plenty of flat, green space for gardening or activities. The property is also within walking distance to the country store, bank, restaurants, and yoga studios. You can rest easy knowing all the heavy lifting has already been done!

7 Cross St, Newfane

$499,000

Stunning 2 acre building parcel at the prestigious Peaks at Mt Snow directly across from the ski resort. This lot affords tremendous privacy and exposure, but with amazing access and amenities including direct on call shuttle service from your door to the mountain, indoor pool, gym, clubhouse, and game courts. Paved road access, sewer, and water, means total peace of mind. Build your dream home and take away the headaches. One of the few lots remaining in this development with direct ski trail views. The home photos are renderings of a custom architectural home on the site. The price includes these spectacular plans but not actual construction of the home.

5102813 MLS

Stunning 2 acre building parcel at the prestigious Peaks at Mt Snow directly across from the ski resort. This lot affords tremendous privacy and exposure, but with amazing access and amenities including direct on call shuttle service from your door to the mountain, indoor pool, gym, clubhouse, and game courts. Paved road access, sewer, and water, means total peace of mind. Build your dream home and take away the headaches. One of the few lots remaining in this development with direct ski trail views. The home photos are renderings of a custom architectural home on the site. The price includes these spectacular plans but not actual construction of the home.

70 Overlook Dr, Dover

$499,000

Beautiful three story Powderhorn townhome on the slopes of Haystack Mountain at the exclusive Hermitage Club Ski Resort - a true four-season retreat with thoughtful upgrades that set it apart from anything else in the development. Wake up to sunrise winter views over the mountains through expansive windows thanks to the end unit location. Enjoy woodsy scenery over your private deck and great natural light. The main living level features a vaulted great room area with wood-burning fireplace on stone hearth, a well-appointed kitchen with breakfast bar, dining area and guest half bath. Step out to the private deck and sip your coffee, or slip into the standout feature of this unit: a dedicated sunroom extension housing a private hot tub and shower, creating a spa-like retreat unlike anything typically found in a ski condo. Upstairs, the primary suite is a genuine sanctuary, positioned to capture the best light and views the home has to offer, with a large private bath and a sense of calm separation from the living spaces below. There is also a loft space ideal for office or reading nook. The lower level rounds out the unit with two bedrooms, a full bath, and a flexible bonus room ideal for a media area, home gym, bunk overflow, or additional storage - versatile space that gives this unit a footprint well beyond what most ski properties can offer. There is also a nice size mudroom with storage for all your gear, a great carport to keep your vehicle out of the elements, and great yard space for anyone looking for outdoor fun. At just three miles from Mount Snow and moments from the village of Wilmington and the surrounding lakes, this is a property that earns its keep in every season - with easy spaces to upgrade and make your own, and without the cost and complexity of newer on-mountain ownership. The siding and windows were just updated for tremendous new curb appeal.

3 Beds ⋅ 3 Baths ⋅ 5100662 MLS

Beautiful three story Powderhorn townhome on the slopes of Haystack Mountain at the exclusive Hermitage Club Ski Resort - a true four-season retreat with thoughtful upgrades that set it apart from anything else in the development. Wake up to sunrise winter views over the mountains through expansive windows thanks to the end unit location. Enjoy woodsy scenery over your private deck and great natural light. The main living level features a vaulted great room area with wood-burning fireplace on stone hearth, a well-appointed kitchen with breakfast bar, dining area and guest half bath. Step out to the private deck and sip your coffee, or slip into the standout feature of this unit: a dedicated sunroom extension housing a private hot tub and shower, creating a spa-like retreat unlike anything typically found in a ski condo. Upstairs, the primary suite is a genuine sanctuary, positioned to capture the best light and views the home has to offer, with a large private bath and a sense of calm separation from the living spaces below. There is also a loft space ideal for office or reading nook. The lower level rounds out the unit with two bedrooms, a full bath, and a flexible bonus room ideal for a media area, home gym, bunk overflow, or additional storage - versatile space that gives this unit a footprint well beyond what most ski properties can offer. There is also a nice size mudroom with storage for all your gear, a great carport to keep your vehicle out of the elements, and great yard space for anyone looking for outdoor fun. At just three miles from Mount Snow and moments from the village of Wilmington and the surrounding lakes, this is a property that earns its keep in every season - with easy spaces to upgrade and make your own, and without the cost and complexity of newer on-mountain ownership. The siding and windows were just updated for tremendous new curb appeal.

11 Dutchman Ln Unit 4A, Wilmington

$499,000

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

3 Beds ⋅ 3 Baths ⋅ 5094774 MLS

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

16 A Snowtree Ln, Dover

$499,000

Attention Investors & 1031 Exchange Buyers! A premier, turn-key investment opportunity is now available in the high-demand Brattleboro rental market. Offered at $540,000, this massive, stately 6-unit multifamily building delivers immediate, fully stabilized cash flow from day one. With a robust gross monthly income of $7,675 and an outstanding gross annual income of $92,100, this property is a proven portfolio foundational asset. The property features a rock-solid financial track record with an annual net operating income (NOI) of $33,756.41, representing an exceptional 6.25% un-leveraged Cap Rate and a highly competitive 5.86 Gross Rent Multiplier (GRM). All 6 units are currently fully occupied by seasoned tenants, with all security deposits transferring securely to the new owner at closing. The asset stands out for its exceptional location and structural layout. Situated in a prime, highly walkable in-town location, it sits just minutes from vibrant downtown Brattleboro shops, dining, transit, and major local employers—positioning this building for historically near-zero vacancy rates. Operationally, the building runs like a well-oiled machine. Streamlined infrastructure is already in place with separate tenant communications and established, reliable local vendor accounts (including Dead River for fuel delivery, Mastaler Cleaning for common area upkeep, and Goodenough for weekly trash service). The structural footprint includes a solid brick facade, convenient off-street parking for multiple tenant vehicles, a secure consolidated front porch mailbox station, and coded keyless entry to the basement utility area. Whether you are seeking to execute a strict tax-deferred exchange or expand your passive income portfolio, this stabilized multifamily building offers predictable yields with clear operational upside to push rents over time. Financial disclosures and itemized expense sheets are ready for review.

5092212 MLS

Attention Investors & 1031 Exchange Buyers! A premier, turn-key investment opportunity is now available in the high-demand Brattleboro rental market. Offered at $540,000, this massive, stately 6-unit multifamily building delivers immediate, fully stabilized cash flow from day one. With a robust gross monthly income of $7,675 and an outstanding gross annual income of $92,100, this property is a proven portfolio foundational asset. The property features a rock-solid financial track record with an annual net operating income (NOI) of $33,756.41, representing an exceptional 6.25% un-leveraged Cap Rate and a highly competitive 5.86 Gross Rent Multiplier (GRM). All 6 units are currently fully occupied by seasoned tenants, with all security deposits transferring securely to the new owner at closing. The asset stands out for its exceptional location and structural layout. Situated in a prime, highly walkable in-town location, it sits just minutes from vibrant downtown Brattleboro shops, dining, transit, and major local employers—positioning this building for historically near-zero vacancy rates. Operationally, the building runs like a well-oiled machine. Streamlined infrastructure is already in place with separate tenant communications and established, reliable local vendor accounts (including Dead River for fuel delivery, Mastaler Cleaning for common area upkeep, and Goodenough for weekly trash service). The structural footprint includes a solid brick facade, convenient off-street parking for multiple tenant vehicles, a secure consolidated front porch mailbox station, and coded keyless entry to the basement utility area. Whether you are seeking to execute a strict tax-deferred exchange or expand your passive income portfolio, this stabilized multifamily building offers predictable yields with clear operational upside to push rents over time. Financial disclosures and itemized expense sheets are ready for review.

16 School St, Brattleboro

$498,750

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

4 Beds ⋅ 3 Baths ⋅ 5087887 MLS

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

1488 Hartley Hill Rd, Westminster

$497,500

Beautifully remodeled Suntec townhome just down from the base of the Mount Snow ski resort. This larger style spacious 4 bedroom townhome sits about a mile south of Mount Snow, with direct access to snowmobile trails, and easy access to the nearby village of Wilmington and lakes. The unit has been recently fully renovated inside and out for turn key enjoyment. Featuring a large open concept floor plan with vaulted great room, rustic wood paneling for a true Vermont vibe, passive solar exposure, a wood burning fireplace with new tiled hearth, large dining room with exposed beams open to the expanded kitchen with updated cabinets, granite counters, updated stainless appliances, range hood, and breakfast bar, large mudroom entry with storage for gear, main floor full bath and sauna, which lead out to the beautiful hot tub on the expansive rear deck. There is a bonus room for overflow sleeping on the main floor. Upstairs is a primary bedroom with en suite updated bath and vaulted ceilings, two guest bedrooms with full bath, and a large sleeping loft and family room area with great natural light and added egress window. Less obvious upgrades are the efficient minisplit heat and a/c, wood floors, all new windows, doors, and siding for total peace of mind, and gorgeous appointments for true turn key enjoyment. The style and location are perfect for strong rentability. Amenities include building maintenance, wood delivery, trash pick up, recently rebuilt roofs, an outdoor swimming pool, tennis court, direct shuttle service to Mount Snow, direct snowmobile trail access, great parking space, landscaping, and snow removal. These units are permitted for 3 bedrooms but afford extensive additional sleeping options.

4 Beds ⋅ 3 Baths ⋅ 5109214 MLS

Beautifully remodeled Suntec townhome just down from the base of the Mount Snow ski resort. This larger style spacious 4 bedroom townhome sits about a mile south of Mount Snow, with direct access to snowmobile trails, and easy access to the nearby village of Wilmington and lakes. The unit has been recently fully renovated inside and out for turn key enjoyment. Featuring a large open concept floor plan with vaulted great room, rustic wood paneling for a true Vermont vibe, passive solar exposure, a wood burning fireplace with new tiled hearth, large dining room with exposed beams open to the expanded kitchen with updated cabinets, granite counters, updated stainless appliances, range hood, and breakfast bar, large mudroom entry with storage for gear, main floor full bath and sauna, which lead out to the beautiful hot tub on the expansive rear deck. There is a bonus room for overflow sleeping on the main floor. Upstairs is a primary bedroom with en suite updated bath and vaulted ceilings, two guest bedrooms with full bath, and a large sleeping loft and family room area with great natural light and added egress window. Less obvious upgrades are the efficient minisplit heat and a/c, wood floors, all new windows, doors, and siding for total peace of mind, and gorgeous appointments for true turn key enjoyment. The style and location are perfect for strong rentability. Amenities include building maintenance, wood delivery, trash pick up, recently rebuilt roofs, an outdoor swimming pool, tennis court, direct shuttle service to Mount Snow, direct snowmobile trail access, great parking space, landscaping, and snow removal. These units are permitted for 3 bedrooms but afford extensive additional sleeping options.

51a Suntec Loop, Dover

$495,000

Nestled on 2.4 private acres along desirable Stratton Gate Road, this well-maintained four-bedroom, three-bath home offers the perfect balance of comfort, space, and year-round recreation. Just minutes from Stratton Mountain, you’ll enjoy easy access to skiing, golf, hiking, mountain biking, and all that Southern Vermont has to offer. Designed for gathering and relaxing, the home features two spacious living areas, providing plenty of room for family and guests. A cozy wood stove creates the perfect après-ski atmosphere, while the inviting three-season porch offers a peaceful place to enjoy the natural surroundings from spring through fall. The level, secluded lot provides privacy and outdoor enjoyment, with ample space for entertaining, gardening, or simply unwinding. Conveniently located near Stratton, Bromley, Manchester, and local dining and shopping, this property is equally suited as a full-time residence, vacation retreat, or investment opportunity. Experience the best of Vermont living in a location that puts adventure and relaxation right at your doorstep.

4 Beds ⋅ 3 Baths ⋅ 5097042 MLS

Nestled on 2.4 private acres along desirable Stratton Gate Road, this well-maintained four-bedroom, three-bath home offers the perfect balance of comfort, space, and year-round recreation. Just minutes from Stratton Mountain, you’ll enjoy easy access to skiing, golf, hiking, mountain biking, and all that Southern Vermont has to offer. Designed for gathering and relaxing, the home features two spacious living areas, providing plenty of room for family and guests. A cozy wood stove creates the perfect après-ski atmosphere, while the inviting three-season porch offers a peaceful place to enjoy the natural surroundings from spring through fall. The level, secluded lot provides privacy and outdoor enjoyment, with ample space for entertaining, gardening, or simply unwinding. Conveniently located near Stratton, Bromley, Manchester, and local dining and shopping, this property is equally suited as a full-time residence, vacation retreat, or investment opportunity. Experience the best of Vermont living in a location that puts adventure and relaxation right at your doorstep.

367 Stratton Gate Rd, Jamaica

$489,000

Village living with room for possibilities! Just steps from Jamaica State Park and downtown Jamaica, this versatile home offers a wonderful opportunity to enjoy Vermont living with the added benefit of separate living spaces and potential rental income. Abutting the river, the property is currently configured as three spacious two-bedroom apartments—two with one bath and a third with two baths. Make one apartment your full-time residence or Vermont getaway while renting the others, or explore options for bringing extended family together while maintaining privacy and independence. Two apartments are currently vacant and ready for immediate occupancy. The third is home to long-term tenants who hope to stay, offering potential ongoing income. Recent improvements include a new furnace, new well pump, freshly painted exterior, and replacement windows where needed. The hot water heaters are approximately five years old. One apartment features a new refrigerator and stove, while another includes a three-year-old washer and dryer along with a new dishwasher. Enjoy a location that puts outdoor adventure and village charm right outside your door. Walk to Jamaica State Park for hiking, biking, swimming, and exploring, or stroll downtown to enjoy this welcoming Vermont community. Stratton Mountain and other Southern Vermont attractions are within easy reach, making this an appealing home base in every season. Whether you envision a primary home with supplemental income, a vacation retreat with space for guests, or a future reconfiguration to suit your needs, this property offers exceptional flexibility. Any conversion or changes in use would be subject to applicable approvals. A special opportunity to make yourself at home in the heart of Jamaica!

6 Beds ⋅ 5 Baths ⋅ 5113514 MLS

Village living with room for possibilities! Just steps from Jamaica State Park and downtown Jamaica, this versatile home offers a wonderful opportunity to enjoy Vermont living with the added benefit of separate living spaces and potential rental income. Abutting the river, the property is currently configured as three spacious two-bedroom apartments—two with one bath and a third with two baths. Make one apartment your full-time residence or Vermont getaway while renting the others, or explore options for bringing extended family together while maintaining privacy and independence. Two apartments are currently vacant and ready for immediate occupancy. The third is home to long-term tenants who hope to stay, offering potential ongoing income. Recent improvements include a new furnace, new well pump, freshly painted exterior, and replacement windows where needed. The hot water heaters are approximately five years old. One apartment features a new refrigerator and stove, while another includes a three-year-old washer and dryer along with a new dishwasher. Enjoy a location that puts outdoor adventure and village charm right outside your door. Walk to Jamaica State Park for hiking, biking, swimming, and exploring, or stroll downtown to enjoy this welcoming Vermont community. Stratton Mountain and other Southern Vermont attractions are within easy reach, making this an appealing home base in every season. Whether you envision a primary home with supplemental income, a vacation retreat with space for guests, or a future reconfiguration to suit your needs, this property offers exceptional flexibility. Any conversion or changes in use would be subject to applicable approvals. A special opportunity to make yourself at home in the heart of Jamaica!

154 Depot St, Jamaica

$489,000

An exceptional investment opportunity in the heart of Jamaica! Just steps from Jamaica State Park and the charm of downtown Jamaica, this three-unit multifamily property offers an ideal combination of location, flexibility, and income potential. Whether you’re looking to live in one unit while generating income from the others, create a Vermont getaway with rental income, or add a versatile property to your investment portfolio, the possibilities are plentiful. The property abuts the river and features three spacious two-bedroom units: two with one bath and a third with two baths. Two units are currently vacant and ready for immediate occupancy, while the third is occupied by long term tenants—offering the potential for income from day one. Consider long-term rentals, seasonal leases, or short-term rentals such as Airbnb, subject to applicable local and state requirements. Recent improvements make this an especially attractive opportunity. Updates include a new furnace, new well pump, freshly painted exterior, and replacement windows where needed. The hot water heaters are approximately five years old. One apartment features a new refrigerator and stove, while another offers a three-year-old washer and dryer along with a new dishwasher. And then there’s the location! Walk to Jamaica State Park for hiking, biking, swimming, and outdoor recreation, or stroll into the village to enjoy everything this quintessential Vermont community has to offer. With Stratton Mountain and other Southern Vermont attractions within easy reach, the property is well positioned to appeal to year-round, seasonal, and vacation renters alike. Three units, multiple income possibilities, recent improvements, and an outstanding village location make this a rare opportunity to invest in one of Southern Vermont’s most desirable four-season communities.

5113501 MLS

An exceptional investment opportunity in the heart of Jamaica! Just steps from Jamaica State Park and the charm of downtown Jamaica, this three-unit multifamily property offers an ideal combination of location, flexibility, and income potential. Whether you’re looking to live in one unit while generating income from the others, create a Vermont getaway with rental income, or add a versatile property to your investment portfolio, the possibilities are plentiful. The property abuts the river and features three spacious two-bedroom units: two with one bath and a third with two baths. Two units are currently vacant and ready for immediate occupancy, while the third is occupied by long term tenants—offering the potential for income from day one. Consider long-term rentals, seasonal leases, or short-term rentals such as Airbnb, subject to applicable local and state requirements. Recent improvements make this an especially attractive opportunity. Updates include a new furnace, new well pump, freshly painted exterior, and replacement windows where needed. The hot water heaters are approximately five years old. One apartment features a new refrigerator and stove, while another offers a three-year-old washer and dryer along with a new dishwasher. And then there’s the location! Walk to Jamaica State Park for hiking, biking, swimming, and outdoor recreation, or stroll into the village to enjoy everything this quintessential Vermont community has to offer. With Stratton Mountain and other Southern Vermont attractions within easy reach, the property is well positioned to appeal to year-round, seasonal, and vacation renters alike. Three units, multiple income possibilities, recent improvements, and an outstanding village location make this a rare opportunity to invest in one of Southern Vermont’s most desirable four-season communities.

154 Depot St, Jamaica

$489,000

Set on 3 lovely acres in the heart of South Londonderry, this gracious four-bedroom, 2½-bath Victorian blends timeless character with thoughtful modern updates. Original floor-to-ceiling windows, soaring ceilings, hardwood floors, and classic Victorian details create a warm and inviting sense of history throughout the home. The newly renovated kitchen provides a fresh, functional gathering space, while the large living room is a standout feature, with built-in bookshelves flanking the fireplace and abundant natural light streaming through the original windows. Spacious bedrooms and 2½ baths offer comfortable living and space to spread out. Several important upgrades to the property include new windows in the upstairs of the home, exterior drainage, and basement encapsulation with dehumidifier. There is a whole house surge protector and whole house water filter system. Outside, the property offers an open yard with room to garden, play, entertain, or simply enjoy the peaceful Vermont setting. A barn provides additional space for storage, hobbies, studio, equipment, or other possibilities. Across Main Street from the house is the West River, providing a peaceful backdrop to this beautifully preserved Victorian home. Ideally located close to Londonderry village and minutes to Magic, Stratton and Bromley mountains, this property offers the perfect combination of convenience, recreation, privacy, and classic Vermont charm. A wonderful opportunity to own a distinctive and beautifully updated Victorian in one of Southern Vermont’s most appealing communities.

4 Beds ⋅ 3 Baths ⋅ 5106426 MLS

Set on 3 lovely acres in the heart of South Londonderry, this gracious four-bedroom, 2½-bath Victorian blends timeless character with thoughtful modern updates. Original floor-to-ceiling windows, soaring ceilings, hardwood floors, and classic Victorian details create a warm and inviting sense of history throughout the home. The newly renovated kitchen provides a fresh, functional gathering space, while the large living room is a standout feature, with built-in bookshelves flanking the fireplace and abundant natural light streaming through the original windows. Spacious bedrooms and 2½ baths offer comfortable living and space to spread out. Several important upgrades to the property include new windows in the upstairs of the home, exterior drainage, and basement encapsulation with dehumidifier. There is a whole house surge protector and whole house water filter system. Outside, the property offers an open yard with room to garden, play, entertain, or simply enjoy the peaceful Vermont setting. A barn provides additional space for storage, hobbies, studio, equipment, or other possibilities. Across Main Street from the house is the West River, providing a peaceful backdrop to this beautifully preserved Victorian home. Ideally located close to Londonderry village and minutes to Magic, Stratton and Bromley mountains, this property offers the perfect combination of convenience, recreation, privacy, and classic Vermont charm. A wonderful opportunity to own a distinctive and beautifully updated Victorian in one of Southern Vermont’s most appealing communities.

619 Main St, Londonderry

$489,000

Beautiful woodsy contemporary chalet located just down from the Chimney Hill Clubhouse in Wilmington. This charming home has nearby access to the country village of Wilmington, Lake Whitingham, is a short drive to the Mt Snow ski resort, and has nearby to one of the best hiking areas in Southern Vermont, thanks to the community adjacent Green Mountain National Forest. It sits nestled on a private lot in the Chimney Hill community on a quiet side road with easterly mountain views. Inside you will find a lovely open concept living space with vaulted ceilings and exposed woodwork, great natural light thanks to large windows, a spacious great room with wood burning fireplace, brick hearth, and exposed beams, kitchen with island and spacious dining area, wood flooring, a main floor bedroom and full bath, upstairs bedroom with sleeping loft, a full walkout lower level family room partially finished with bunk room and third almost finished bath and laundry, lower level foyer, and hot tub area, ample storage, and more. This includes the amazing Chimney Hill amenities of indoor and outdoor pools, clubhouse, theater, gym, hot tub, basketball court, tennis courts, winter ice skating, and a la carte services like plowing and trash, to afford yourself plenty of downtime, not upkeep. Septic sized for 3 bedrooms full time use.

3 Beds ⋅ 2 Baths ⋅ 5070634 MLS

Beautiful woodsy contemporary chalet located just down from the Chimney Hill Clubhouse in Wilmington. This charming home has nearby access to the country village of Wilmington, Lake Whitingham, is a short drive to the Mt Snow ski resort, and has nearby to one of the best hiking areas in Southern Vermont, thanks to the community adjacent Green Mountain National Forest. It sits nestled on a private lot in the Chimney Hill community on a quiet side road with easterly mountain views. Inside you will find a lovely open concept living space with vaulted ceilings and exposed woodwork, great natural light thanks to large windows, a spacious great room with wood burning fireplace, brick hearth, and exposed beams, kitchen with island and spacious dining area, wood flooring, a main floor bedroom and full bath, upstairs bedroom with sleeping loft, a full walkout lower level family room partially finished with bunk room and third almost finished bath and laundry, lower level foyer, and hot tub area, ample storage, and more. This includes the amazing Chimney Hill amenities of indoor and outdoor pools, clubhouse, theater, gym, hot tub, basketball court, tennis courts, winter ice skating, and a la carte services like plowing and trash, to afford yourself plenty of downtime, not upkeep. Septic sized for 3 bedrooms full time use.

12 Lilla Ln, Wilmington

$489,000

Exceptional New Offering! Rare 41± acres in Stratton with extraordinary 180° +/- long-range mountain views, improvements, base camp, driveway, clearings, trails, wildlife, and a substantial WOW factor. All for approx. $12,000/acre. A short drive in from paved Route 100, before the land rises further in elevation, sits the rustic 1-bed base camp overlooking open field and multiple ski mountains/mountain ranges. Views are impressive from this level and expand dramatically as you explore higher elevations or potential house sites. Large view parcels w/ access, acreage, improvements, convenience to major ski areas, privacy, and year-round usability are increasingly rare — a property to secure and hold for generations. Driveway installed; soil testing supports a 3–5 BR home. No deed restrictions. Power/internet on the road. Well-laid trail network and extensive terrain throughout. Base camp serves as a launch point for hiking, snowmobiling, ATV use, hunting, exploration. Active bear & wildlife corridors, stone walls, spring contribute to a true backcountry Vermont feel, yet minutes to 4-season resorts, lakes, dining, shopping, skiing & golf. Stratton Town Forest across the road offers extensive hiking & biking trails. Ideal for legacy estate, multi-home compound, four-season recreation retreat, or long-term land investment — one of Southern Vermont’s last great opportunities, the kind kept for decades. Approx. 2 miles to Mount Snow, 6 miles to The Hermitage Club,10 to Stratton.

5070588 MLS

Exceptional New Offering! Rare 41± acres in Stratton with extraordinary 180° +/- long-range mountain views, improvements, base camp, driveway, clearings, trails, wildlife, and a substantial WOW factor. All for approx. $12,000/acre. A short drive in from paved Route 100, before the land rises further in elevation, sits the rustic 1-bed base camp overlooking open field and multiple ski mountains/mountain ranges. Views are impressive from this level and expand dramatically as you explore higher elevations or potential house sites. Large view parcels w/ access, acreage, improvements, convenience to major ski areas, privacy, and year-round usability are increasingly rare — a property to secure and hold for generations. Driveway installed; soil testing supports a 3–5 BR home. No deed restrictions. Power/internet on the road. Well-laid trail network and extensive terrain throughout. Base camp serves as a launch point for hiking, snowmobiling, ATV use, hunting, exploration. Active bear & wildlife corridors, stone walls, spring contribute to a true backcountry Vermont feel, yet minutes to 4-season resorts, lakes, dining, shopping, skiing & golf. Stratton Town Forest across the road offers extensive hiking & biking trails. Ideal for legacy estate, multi-home compound, four-season recreation retreat, or long-term land investment — one of Southern Vermont’s last great opportunities, the kind kept for decades. Approx. 2 miles to Mount Snow, 6 miles to The Hermitage Club,10 to Stratton.

706 Vt Route 100, Stratton

$485,000

Welcome to effortless mountain living in the sought-after Greenspring community of West Dover, where comfort, convenience, and four-season recreation come together just minutes from Mount Snow. This beautifully updated 2-bedroom, 2.5-bath townhome is designed for both relaxing getaways and easy everyday living. Each spacious bedroom features its own private ensuite bath, offering comfort and privacy for owners and guests alike, while a convenient half bath serves the main living area. The thoughtfully renovated kitchen showcases modern finishes and flows seamlessly into the open living and dining space, making it perfect for entertaining after a day on the slopes or trails. Updated flooring throughout gives the home a fresh, cohesive feel, while the inviting wood-burning fireplace creates the perfect place to gather on snowy Vermont evenings. Step outside to enjoy seasonal mountain views, adding a beautiful backdrop to every season. Owning at Greenspring also gives you access to a beautifully appointed recreation center featuring an indoor heated pool, hot tub, fitness center, game room, tennis court, 2 pickleball courts, a volleyball court, and inviting lounge with a fieldstone fireplace. When winter arrives, leave the car behind and take advantage of the private shuttle service to and from Mount Snow, making first tracks and après-ski outings remarkably convenient. Perfectly positioned in the heart of Southern Vermont, this home offers year-round adventure with skiing and snowboarding at Mount Snow, hiking and mountain biking in the Green Mountains, nearby golf courses, lakes, farmers' markets, and charming villages filled with local shops and restaurants. Whether you're looking for a full-time residence, weekend escape, or investment property, 4B Newfane Circle delivers the ideal combination of updated interiors, low-maintenance living, and outstanding resort-style amenities in one of Vermont's premier mountain communities.

2 Beds ⋅ 3 Baths ⋅ 5104127 MLS

Welcome to effortless mountain living in the sought-after Greenspring community of West Dover, where comfort, convenience, and four-season recreation come together just minutes from Mount Snow. This beautifully updated 2-bedroom, 2.5-bath townhome is designed for both relaxing getaways and easy everyday living. Each spacious bedroom features its own private ensuite bath, offering comfort and privacy for owners and guests alike, while a convenient half bath serves the main living area. The thoughtfully renovated kitchen showcases modern finishes and flows seamlessly into the open living and dining space, making it perfect for entertaining after a day on the slopes or trails. Updated flooring throughout gives the home a fresh, cohesive feel, while the inviting wood-burning fireplace creates the perfect place to gather on snowy Vermont evenings. Step outside to enjoy seasonal mountain views, adding a beautiful backdrop to every season. Owning at Greenspring also gives you access to a beautifully appointed recreation center featuring an indoor heated pool, hot tub, fitness center, game room, tennis court, 2 pickleball courts, a volleyball court, and inviting lounge with a fieldstone fireplace. When winter arrives, leave the car behind and take advantage of the private shuttle service to and from Mount Snow, making first tracks and après-ski outings remarkably convenient. Perfectly positioned in the heart of Southern Vermont, this home offers year-round adventure with skiing and snowboarding at Mount Snow, hiking and mountain biking in the Green Mountains, nearby golf courses, lakes, farmers' markets, and charming villages filled with local shops and restaurants. Whether you're looking for a full-time residence, weekend escape, or investment property, 4B Newfane Circle delivers the ideal combination of updated interiors, low-maintenance living, and outstanding resort-style amenities in one of Vermont's premier mountain communities.

4b Newfane Cir, Dover

$482,000

A wonderful Colonial home in Dummerston Village Vermont. Classic layout with a huge primary bedroom with double closets, 2 additional generously sized bedrooms and a full bath on the second floor. The first floor has a large family room, dining room, a full bath with laundry, and a lovely 1/2 bath. Freshly updated with a new roof, new Anderson windows, new high efficiency furnace, whole house air conditioning, remodeled kitchen with all new LG appliances, remodeled bathroom with new tile floors. Light and bright! It’s perfect!

3 Beds ⋅ 3 Baths ⋅ 5101601 MLS

A wonderful Colonial home in Dummerston Village Vermont. Classic layout with a huge primary bedroom with double closets, 2 additional generously sized bedrooms and a full bath on the second floor. The first floor has a large family room, dining room, a full bath with laundry, and a lovely 1/2 bath. Freshly updated with a new roof, new Anderson windows, new high efficiency furnace, whole house air conditioning, remodeled kitchen with all new LG appliances, remodeled bathroom with new tile floors. Light and bright! It’s perfect!

56 Park Laughton Rd, Dummerston

$480,000

The original home of Magic Mountain's founder, Hans Thorner. Lot is sited beautifully for a stunning mountain view! Wonderful open spaces, light and bright to bring in nature's magnificent settings...Living room features a wood burning fireplace with woodstove insert, also designed with plenty of gathering spaces along with a stunning and eco-friendly bamboo floor. Three bedrooms, two baths, pantry, mudroom entry, lots of storage plus a cedar storage area, a wrap-around deck and lovely, open grounds with seating and firepit. Gather your creative ideas in decor... the space is wonderful. Check out the slopes before heading to the mountain...then relax in front of the fire after some good runs. It's the perfect way to spend a day...

3 Beds ⋅ 2 Baths ⋅ 5110717 MLS

The original home of Magic Mountain's founder, Hans Thorner. Lot is sited beautifully for a stunning mountain view! Wonderful open spaces, light and bright to bring in nature's magnificent settings...Living room features a wood burning fireplace with woodstove insert, also designed with plenty of gathering spaces along with a stunning and eco-friendly bamboo floor. Three bedrooms, two baths, pantry, mudroom entry, lots of storage plus a cedar storage area, a wrap-around deck and lovely, open grounds with seating and firepit. Gather your creative ideas in decor... the space is wonderful. Check out the slopes before heading to the mountain...then relax in front of the fire after some good runs. It's the perfect way to spend a day...

868 Magic Cir, Londonderry

$479,000

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

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