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Crafted by Vermont Barns / Wadsworth Design Build, this custom timber frame home in Stratton, Vermont, brings together beautiful craftsmanship, generous living spaces, and a peaceful National Forest setting just 15 minutes from both Mount Snow and Stratton Mountain. With five bedrooms, six bathrooms, and two bonus rooms for additional sleeping space, the home offers ample room for family and guests. At the heart of the home, an expansive open kitchen, dining, and living area showcases the warmth and architectural beauty of the timber frame. A dramatic wall of windows draws the surrounding mountain landscape indoors and fills the gathering space with natural light. The floor-to-ceiling stone wood-burning fireplace anchors the living room, creating an inviting setting for après-ski gatherings. With generous space to prepare meals, gather around the dining table, and relax by the fire, the open layout keeps everyone connected. An expansive mudroom provides a practical arrival point with room for ski gear, boots, and the essentials of Vermont mountain life. Two bedrooms feature ensuite baths, providing added comfort and privacy. The primary suite offers a private retreat with a balcony perfectly positioned to take in mountain sunrises. The lower level provides another welcoming space to gather, complete with a custom bar for relaxed evenings and entertaining. Outdoor living is equally inviting, with a screened porch for leisurely meals and quiet mornings, a back deck with a fire pit for evenings together, and a hot tub for unwinding after a day on the mountain. The surrounding forest creates a peaceful backdrop throughout the seasons. An attached two-car garage adds everyday convenience, while a detached barn with a second-floor gym expands the property’s versatility. Thoughtfully designed for both gathering and retreat, this distinctive timber frame home offers enduring craftsmanship and easy access to the best of Southern Vermont.

5 Beds ⋅ 6 Baths ⋅ 5113717 MLS

Crafted by Vermont Barns / Wadsworth Design Build, this custom timber frame home in Stratton, Vermont, brings together beautiful craftsmanship, generous living spaces, and a peaceful National Forest setting just 15 minutes from both Mount Snow and Stratton Mountain. With five bedrooms, six bathrooms, and two bonus rooms for additional sleeping space, the home offers ample room for family and guests. At the heart of the home, an expansive open kitchen, dining, and living area showcases the warmth and architectural beauty of the timber frame. A dramatic wall of windows draws the surrounding mountain landscape indoors and fills the gathering space with natural light. The floor-to-ceiling stone wood-burning fireplace anchors the living room, creating an inviting setting for après-ski gatherings. With generous space to prepare meals, gather around the dining table, and relax by the fire, the open layout keeps everyone connected. An expansive mudroom provides a practical arrival point with room for ski gear, boots, and the essentials of Vermont mountain life. Two bedrooms feature ensuite baths, providing added comfort and privacy. The primary suite offers a private retreat with a balcony perfectly positioned to take in mountain sunrises. The lower level provides another welcoming space to gather, complete with a custom bar for relaxed evenings and entertaining. Outdoor living is equally inviting, with a screened porch for leisurely meals and quiet mornings, a back deck with a fire pit for evenings together, and a hot tub for unwinding after a day on the mountain. The surrounding forest creates a peaceful backdrop throughout the seasons. An attached two-car garage adds everyday convenience, while a detached barn with a second-floor gym expands the property’s versatility. Thoughtfully designed for both gathering and retreat, this distinctive timber frame home offers enduring craftsmanship and easy access to the best of Southern Vermont.

58 Red Hawk Rise, Stratton

$339,000

There’s so much to love about this home! Enter through an enclosed mudroom, perfect for storing all your outdoor gear. The kitchen offers abundant storage, a dedicated baker’s counter, and a convenient breakfast bar with seating. Beautiful hardwood floors flow throughout the kitchen, dining, and living areas. The first floor features two bedrooms and two full bathrooms, while the basement adds three additional heated, finished rooms, offering endless possibilities for a home office, playroom, hobby space, or more! Step outside to enjoy the deck, perfect for grilling and dining al fresco, overlooking a flat, open yard. Plus, the home is conveniently located just down the road from the town pool and recreation area!

2 Beds ⋅ 2 Baths ⋅ 5113651 MLS

There’s so much to love about this home! Enter through an enclosed mudroom, perfect for storing all your outdoor gear. The kitchen offers abundant storage, a dedicated baker’s counter, and a convenient breakfast bar with seating. Beautiful hardwood floors flow throughout the kitchen, dining, and living areas. The first floor features two bedrooms and two full bathrooms, while the basement adds three additional heated, finished rooms, offering endless possibilities for a home office, playroom, hobby space, or more! Step outside to enjoy the deck, perfect for grilling and dining al fresco, overlooking a flat, open yard. Plus, the home is conveniently located just down the road from the town pool and recreation area!

167 Silver Ln, Vernon

$199,000

Looking for an affordable home with a little personality? You've found it in this colorful 3-bedroom, 1-bath home in the historic village of Whitingham, Vt. Set on 0.10 acres along a quiet, paved street with town sewer, the home is surrounded by some of Southern Vermont’s best lakes, including Sadawga Lake and Harriman Reservoir. Step inside through the French doors that separate the mudroom from a flexible living space that can become a dining room, home office, sitting area, or whatever works best for you. The first floor also includes the full bathroom, laundry area, and primary bedroom with a walk-in closet. The kitchen features an eat-in island for casual dining and opens to a spacious great room, where a large picture window brings in plenty of natural light. Bold colors throughout give the home a fun, playful energy and make each room feel a little different from the next. Keep the color, tone it down, or make it completely your own. Upstairs, two additional bedrooms continue the home's bright and bold personality. A door off the living area leads to the fenced backyard, where you can relax and enjoy the sounds of nearby Sadawga Brook on the front porch of the shed, which can be used for storage, a workshop, or play space. Major systems have been recently updated including the well pump and pressure tank (new in 2016), furnace (new in 2021) and water heater (new in 2024). The home is just 13 minutes to Wilmington, 16 minutes to Hogback Mountain’s 100-mile view, 23 minutes to Marlboro, 25 minutes to Mount Snow, and roughly 40 minutes to Brattleboro to the east and Greenfield, Mass., to the west.

3 Beds ⋅ 1 Baths ⋅ 5113644 MLS

Looking for an affordable home with a little personality? You've found it in this colorful 3-bedroom, 1-bath home in the historic village of Whitingham, Vt. Set on 0.10 acres along a quiet, paved street with town sewer, the home is surrounded by some of Southern Vermont’s best lakes, including Sadawga Lake and Harriman Reservoir. Step inside through the French doors that separate the mudroom from a flexible living space that can become a dining room, home office, sitting area, or whatever works best for you. The first floor also includes the full bathroom, laundry area, and primary bedroom with a walk-in closet. The kitchen features an eat-in island for casual dining and opens to a spacious great room, where a large picture window brings in plenty of natural light. Bold colors throughout give the home a fun, playful energy and make each room feel a little different from the next. Keep the color, tone it down, or make it completely your own. Upstairs, two additional bedrooms continue the home's bright and bold personality. A door off the living area leads to the fenced backyard, where you can relax and enjoy the sounds of nearby Sadawga Brook on the front porch of the shed, which can be used for storage, a workshop, or play space. Major systems have been recently updated including the well pump and pressure tank (new in 2016), furnace (new in 2021) and water heater (new in 2024). The home is just 13 minutes to Wilmington, 16 minutes to Hogback Mountain’s 100-mile view, 23 minutes to Marlboro, 25 minutes to Mount Snow, and roughly 40 minutes to Brattleboro to the east and Greenfield, Mass., to the west.

105 School St, Whitingham

$420,000

Tucked away in the beautiful Vermont countryside, this inviting two-bedroom, one-and-a-half-bath ranch sits on 22.65 acres in the charming town of Grafton. Surrounded by a combination of open lawn and wooded acreage, the property offers a wonderful sense of privacy and plenty of room to enjoy the outdoors. Inside, the home features a spacious living room, a kitchen with adjoining dining area, and a practical single-level layout. The primary bedroom features its own convenient half bath, while a separate utility room with first-floor laundry adds everyday convenience. The sunroom provides a lovely space to sit and take in the peaceful surroundings. The basement offers plenty of additional storage space, and the attached two-car garage provides convenient parking and even more room for storage. Step outside onto the deck to entertain friends or simply relax and appreciate the natural beauty of the property. The expansive grounds provide opportunities for gardening, outdoor recreation, walking through the woods, or simply enjoying the changing seasons. Whether you're looking for a full-time residence or a quiet Vermont getaway, this property offers a wonderful combination of comfortable living, generous acreage, and a peaceful country setting, with the picturesque villages of Grafton and Chester within easy reach. Showings start 10/12/2026

2 Beds ⋅ 2 Baths ⋅ 5113634 MLS

Tucked away in the beautiful Vermont countryside, this inviting two-bedroom, one-and-a-half-bath ranch sits on 22.65 acres in the charming town of Grafton. Surrounded by a combination of open lawn and wooded acreage, the property offers a wonderful sense of privacy and plenty of room to enjoy the outdoors. Inside, the home features a spacious living room, a kitchen with adjoining dining area, and a practical single-level layout. The primary bedroom features its own convenient half bath, while a separate utility room with first-floor laundry adds everyday convenience. The sunroom provides a lovely space to sit and take in the peaceful surroundings. The basement offers plenty of additional storage space, and the attached two-car garage provides convenient parking and even more room for storage. Step outside onto the deck to entertain friends or simply relax and appreciate the natural beauty of the property. The expansive grounds provide opportunities for gardening, outdoor recreation, walking through the woods, or simply enjoying the changing seasons. Whether you're looking for a full-time residence or a quiet Vermont getaway, this property offers a wonderful combination of comfortable living, generous acreage, and a peaceful country setting, with the picturesque villages of Grafton and Chester within easy reach. Showings start 10/12/2026

286 Richards Rd, Grafton

$335,000

Come take a look at this three bedroom and two bath chalet in the B Section of Chimney Hill with terrific amenities. Relax on the main level in an open concept living, dining and kitchen space, living room has a woodstove and sliders to the deck to enjoy the country side views, a bedroom and a full bath. Upstairs has two more bedrooms and a full bath. An exclusive members-only clubhouse with indoor/outdoor pools, hot tub, fitness room, arcade, kids playroom, media room, library/reading nook, kitchen area with bar, BBQ area and a playground. Throughout the complex there is a fishing pond, trail system, tennis courts, ice skating rink, hiking trails and snowmobile access. Minutes from skiing, fine dining, golfing, boating, downtown Wilmington and so much more!

3 Beds ⋅ 2 Baths ⋅ 5113619 MLS

Come take a look at this three bedroom and two bath chalet in the B Section of Chimney Hill with terrific amenities. Relax on the main level in an open concept living, dining and kitchen space, living room has a woodstove and sliders to the deck to enjoy the country side views, a bedroom and a full bath. Upstairs has two more bedrooms and a full bath. An exclusive members-only clubhouse with indoor/outdoor pools, hot tub, fitness room, arcade, kids playroom, media room, library/reading nook, kitchen area with bar, BBQ area and a playground. Throughout the complex there is a fishing pond, trail system, tennis courts, ice skating rink, hiking trails and snowmobile access. Minutes from skiing, fine dining, golfing, boating, downtown Wilmington and so much more!

19 View Rd, Wilmington

$429,000

There is an immense amount of space in this home. With one bedroom downstairs, 4 bedrooms upstairs, plus a family/bonus room, everyone has space of their own. The space carries over to the 2 story attached barn where both floors offer workshop and creative space. Even the basement is sprawling and usable. Enjoy Fiber internet and the most pure well water from the Westminster Aquifer. There is a new septic system and a large grassy backyard. Notable features include a pantry, an enclosed wrap-around front porch, a back stairwell off the fifth bedroom, three propane heaters and beautiful hardwood floors throughout. Enjoy being part of the Village community!

5 Beds ⋅ 2 Baths ⋅ 5113589 MLS

There is an immense amount of space in this home. With one bedroom downstairs, 4 bedrooms upstairs, plus a family/bonus room, everyone has space of their own. The space carries over to the 2 story attached barn where both floors offer workshop and creative space. Even the basement is sprawling and usable. Enjoy Fiber internet and the most pure well water from the Westminster Aquifer. There is a new septic system and a large grassy backyard. Notable features include a pantry, an enclosed wrap-around front porch, a back stairwell off the fifth bedroom, three propane heaters and beautiful hardwood floors throughout. Enjoy being part of the Village community!

3531 Rte 5, Westminster

$999,000

Set among the treetops with sweeping views spanning multiple states, this Rod Williams designed classic is a sprawling 5300+ sq ft, 6 bed, 4 bath with attached 2 car garage, capturing everything there is to love about a Vermont ski retreat. Situated on 3 acres bordering community land, the property enjoys an elevated setting, exceptional privacy, expansive views including the greens at Haystack Golf Course. There is room to bring everyone together while offering plenty of space to spread out over 3 levels. Main living level designed around generous gathering spaces, soaring ceilings, expansive windows, skylights, and walls of glass opening to outdoor decks. Beautiful brick fireplace centerpiece, visible from all main living areas. Open kitchen with substantial walk-in pantry, mudroom, and laundry area. .Occupying its own wing on the main level, the primary suite is a retreat within the home, complete with spacious bedroom, sitting room, private office, large walk-in closet, and an expansive bath featuring a jetted tub, and sauna. Upstairs, private guest suite enjoys some of the home's most spectacular views.Finished walkout lower level offers four additional bedrooms, spacious rec room, another full bath with a jetted soaking tub and large shower. Separate flex room opens directly to the deck, an ideal location for a future hot tub. Generous storage areas, newer roof, easy access road, manageable driveway add practical appeal. Chimney Hill ownership includes access to an extensive collection of amenities,indoor & outdoor pools, skating, basketball, fishing pond, playground, trails, on-site management team. Short drive to downtown Wilmington, Mount Snow, Haystack, lakes, golf, and year-round outdoor recreation, this is a property that combines the character of a classic Vermont ski home with a remarkable amount of space, privacy, and views that truly steal the show.

6 Beds ⋅ 4 Baths ⋅ 5113557 MLS

Set among the treetops with sweeping views spanning multiple states, this Rod Williams designed classic is a sprawling 5300+ sq ft, 6 bed, 4 bath with attached 2 car garage, capturing everything there is to love about a Vermont ski retreat. Situated on 3 acres bordering community land, the property enjoys an elevated setting, exceptional privacy, expansive views including the greens at Haystack Golf Course. There is room to bring everyone together while offering plenty of space to spread out over 3 levels. Main living level designed around generous gathering spaces, soaring ceilings, expansive windows, skylights, and walls of glass opening to outdoor decks. Beautiful brick fireplace centerpiece, visible from all main living areas. Open kitchen with substantial walk-in pantry, mudroom, and laundry area. .Occupying its own wing on the main level, the primary suite is a retreat within the home, complete with spacious bedroom, sitting room, private office, large walk-in closet, and an expansive bath featuring a jetted tub, and sauna. Upstairs, private guest suite enjoys some of the home's most spectacular views.Finished walkout lower level offers four additional bedrooms, spacious rec room, another full bath with a jetted soaking tub and large shower. Separate flex room opens directly to the deck, an ideal location for a future hot tub. Generous storage areas, newer roof, easy access road, manageable driveway add practical appeal. Chimney Hill ownership includes access to an extensive collection of amenities,indoor & outdoor pools, skating, basketball, fishing pond, playground, trails, on-site management team. Short drive to downtown Wilmington, Mount Snow, Haystack, lakes, golf, and year-round outdoor recreation, this is a property that combines the character of a classic Vermont ski home with a remarkable amount of space, privacy, and views that truly steal the show.

23 Shincracker Way, Wilmington

$339,000

Located in the desirable Black Mountain Road area, this cozy log home includes an attached two-car garage with a workshop area, a three-season porch, and a wraparound deck. The lower level is accessible from the garage and opens into a spacious tiled mudroom. An open staircase leads to the main floor, which features three bedrooms, 1¾ baths, a living room, and a country kitchen with a dining area. The basement provides abundant unfinished space for a workshop, studio, or other creative pursuits, along with laundry, sink and a workbench. Additional outbuildings include small storage sheds. The home needs some TLC but offers worthwhile potential in a country setting, so close to town. The owners are continuing the cleanout process, and additional photos will follow. Please note that the large stones are not included.

3 Beds ⋅ 2 Baths ⋅ 5113538 MLS

Located in the desirable Black Mountain Road area, this cozy log home includes an attached two-car garage with a workshop area, a three-season porch, and a wraparound deck. The lower level is accessible from the garage and opens into a spacious tiled mudroom. An open staircase leads to the main floor, which features three bedrooms, 1¾ baths, a living room, and a country kitchen with a dining area. The basement provides abundant unfinished space for a workshop, studio, or other creative pursuits, along with laundry, sink and a workbench. Additional outbuildings include small storage sheds. The home needs some TLC but offers worthwhile potential in a country setting, so close to town. The owners are continuing the cleanout process, and additional photos will follow. Please note that the large stones are not included.

625 Black Mountain Rd, Brattleboro

$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

$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 ⋅ 4 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

$465,900

What if your Vermont getaway was minutes from skiing, golf, hiking trails, a lake to take your boat out on and Dover’s best restaurants, yet tucked away in your own private setting? This tastefully updated ranch style, TWO UNIT home is located just 4.7 miles from Mount Snow and only 3 miles to Mount Snow Golf Club!! With three bedrooms on the main level, open concept living & kitchen, main floor laundry and a mudroom in addition to a finished lower level with its own kitchen, full bathroom, laundry and separate private entrance, this home could have income potential or be utilized as a single use property! The spacious yard sits on 1.2 acres with an expansive deck around two sides of the home and a stone patio, offering plenty of room and flexibility for year-round living or a vacation home! Stunning perennials wrap the property which bloom all summer long. The lower level has 188 square feet of interior storage; in the detached shed there is plenty of room for your outdoor equipment, ATV or lawn mower or utilize the space under the deck for kayaks and winter tires! Owners have put on a new roof in 2014, a new well pump in 2025 and maintained the property very well. Whether you're looking for a year-round home, a weekend escape or an investment opportunity, this property offers the flexibility to make it your own. Come experience the privacy, convenience, and four-season lifestyle that make this Southern Vermont location so special!

4 Beds ⋅ 2 Baths ⋅ 5113479 MLS

What if your Vermont getaway was minutes from skiing, golf, hiking trails, a lake to take your boat out on and Dover’s best restaurants, yet tucked away in your own private setting? This tastefully updated ranch style, TWO UNIT home is located just 4.7 miles from Mount Snow and only 3 miles to Mount Snow Golf Club!! With three bedrooms on the main level, open concept living & kitchen, main floor laundry and a mudroom in addition to a finished lower level with its own kitchen, full bathroom, laundry and separate private entrance, this home could have income potential or be utilized as a single use property! The spacious yard sits on 1.2 acres with an expansive deck around two sides of the home and a stone patio, offering plenty of room and flexibility for year-round living or a vacation home! Stunning perennials wrap the property which bloom all summer long. The lower level has 188 square feet of interior storage; in the detached shed there is plenty of room for your outdoor equipment, ATV or lawn mower or utilize the space under the deck for kayaks and winter tires! Owners have put on a new roof in 2014, a new well pump in 2025 and maintained the property very well. Whether you're looking for a year-round home, a weekend escape or an investment opportunity, this property offers the flexibility to make it your own. Come experience the privacy, convenience, and four-season lifestyle that make this Southern Vermont location so special!

230 Valley View Rd, Dover

$289,900

CASH OR REHAB LOAN ONLY – PROPERTY NEEDS WORK! Ski lodge within walking distance to the Chimney Hill Clubhouse, offering 5 bedrooms, 2½ baths, and plenty of space to create your ideal Vermont getaway. Three levels include a family room with wood stove, laundry, mudroom, kitchen with island, dining area with cathedral ceiling, sunken living room with fireplace, and sliders to a multi-level deck. Natural light and woodwork add to the mountain-lodge character. Enjoy Chimney Hill’s extensive four-season amenities, including indoor/outdoor swimming, tennis, pickleball, hot tub, fitness room, skating, hiking, biking, snowmobiling, playground, clubhouse, and more. Conveniently located minutes from skiing, dining, shopping, breweries, festivals, and the Green Mountain National Forest. Property is being sold AS-IS and requires renovation. Cash sale or rehab financing required. Bring your vision and make this mountain retreat your own! This property is eligible under the First Look Initiative which expires after 30 full days on market. No investor offers until first look period expires. No offers regardless of buyer type will be negotiated within the first 7 days of listing.

5 Beds ⋅ 3 Baths ⋅ 5113467 MLS

CASH OR REHAB LOAN ONLY – PROPERTY NEEDS WORK! Ski lodge within walking distance to the Chimney Hill Clubhouse, offering 5 bedrooms, 2½ baths, and plenty of space to create your ideal Vermont getaway. Three levels include a family room with wood stove, laundry, mudroom, kitchen with island, dining area with cathedral ceiling, sunken living room with fireplace, and sliders to a multi-level deck. Natural light and woodwork add to the mountain-lodge character. Enjoy Chimney Hill’s extensive four-season amenities, including indoor/outdoor swimming, tennis, pickleball, hot tub, fitness room, skating, hiking, biking, snowmobiling, playground, clubhouse, and more. Conveniently located minutes from skiing, dining, shopping, breweries, festivals, and the Green Mountain National Forest. Property is being sold AS-IS and requires renovation. Cash sale or rehab financing required. Bring your vision and make this mountain retreat your own! This property is eligible under the First Look Initiative which expires after 30 full days on market. No investor offers until first look period expires. No offers regardless of buyer type will be negotiated within the first 7 days of listing.

3 Lightning Ledge Way, Wilmington

$650,000

Welcome to 1722 Under the Mountain Road, a private 3.02-acre retreat in a tranquil setting surrounded by horse farms, with views of Stratton Mountain. This 2-bedroom rustic cabin is nestled in a former Morgan horse farm. Full of character, the main home features wood frame, wide plank floors throughout, with an open concept layout. The floorplan includes a full kitchen, a dining room, and a living room with a wall of windows facing the private wooded landscape. A glass-walled bedroom brings a sense of openness and creativity into the space, and a versatile loft offers space for an office, a reading nook, or extra sleeping. There are additional sleeping spaces throughout the home. The full bath completes the main home. Outside, a wraparound porch invites you to relax and take in the scenery, while a hot tub and 2 outdoor fire pits make this property a true four-season escape. A separate 1-bedroom, 1-bath accessory dwelling unit provides space for guests, extended stays, or potential rental income. A 3-bay carport offers covered parking and storage. All of this is just a short drive to Magic Mountain, with Stratton, Bromley, and the shops and restaurants of Londonderry nearby. Whether you're looking for a full-time residence, a ski getaway, or a peaceful country retreat, this property is ready for you to make your own.

3 Beds ⋅ 2 Baths ⋅ 5113338 MLS

Welcome to 1722 Under the Mountain Road, a private 3.02-acre retreat in a tranquil setting surrounded by horse farms, with views of Stratton Mountain. This 2-bedroom rustic cabin is nestled in a former Morgan horse farm. Full of character, the main home features wood frame, wide plank floors throughout, with an open concept layout. The floorplan includes a full kitchen, a dining room, and a living room with a wall of windows facing the private wooded landscape. A glass-walled bedroom brings a sense of openness and creativity into the space, and a versatile loft offers space for an office, a reading nook, or extra sleeping. There are additional sleeping spaces throughout the home. The full bath completes the main home. Outside, a wraparound porch invites you to relax and take in the scenery, while a hot tub and 2 outdoor fire pits make this property a true four-season escape. A separate 1-bedroom, 1-bath accessory dwelling unit provides space for guests, extended stays, or potential rental income. A 3-bay carport offers covered parking and storage. All of this is just a short drive to Magic Mountain, with Stratton, Bromley, and the shops and restaurants of Londonderry nearby. Whether you're looking for a full-time residence, a ski getaway, or a peaceful country retreat, this property is ready for you to make your own.

1722 Under The Mountain Rd, Londonderry

$375,000

Come see this sweet, well-kept 3-bedroom ranch. The heart of the home is its inviting open concept living area, featuring a handsome stone fireplace with a pellet stove insert for easy fires in the winter. The fully updated kitchen has abundant Kraftmaid cabinets, an island with seating, quartz counters, and Energy Star appliances. Enjoy meals and company in the warm weather on the wrap-around deck, easily accessible from both the kitchen and living area. A hallway, a few steps up from the kitchen, leads to the three bedrooms; the primary bedroom is large enough for a king-size bed. The spacious, updated ¾ bath has a contemporary vanity and tasteful tile flooring and shower finishes. Added bonuses include a two-car garage, a shed for storage or a workspace and extra space to finish in both the attic and basement. Accented with attractive ledge outcroppings, the land - ideal for recreation and gardening- has a blend of both level and sloping areas as well as a mix of sun and shade. Caring for the home will be easier thanks to the home’s vinyl siding, newer windows, standing seam metal roof and vinyl plank flooring throughout the interior. The ideal location offers the best of both worlds: a tranquil rural retreat set on a quiet road, but only minutes to downtown Wilmington, 20-minutes to the Mt. Snow resort and close to year-round recreation on Lakes Harriman, Raponda, Sadawga, snowmobile and hiking trails and much more. All furnishings available for an additional fee. Showings start on October 11. Open House Sunday, October 11 11am-1pm, Monday October 12 10am-12pm

3 Beds ⋅ 1 Baths ⋅ 5113271 MLS

Come see this sweet, well-kept 3-bedroom ranch. The heart of the home is its inviting open concept living area, featuring a handsome stone fireplace with a pellet stove insert for easy fires in the winter. The fully updated kitchen has abundant Kraftmaid cabinets, an island with seating, quartz counters, and Energy Star appliances. Enjoy meals and company in the warm weather on the wrap-around deck, easily accessible from both the kitchen and living area. A hallway, a few steps up from the kitchen, leads to the three bedrooms; the primary bedroom is large enough for a king-size bed. The spacious, updated ¾ bath has a contemporary vanity and tasteful tile flooring and shower finishes. Added bonuses include a two-car garage, a shed for storage or a workspace and extra space to finish in both the attic and basement. Accented with attractive ledge outcroppings, the land - ideal for recreation and gardening- has a blend of both level and sloping areas as well as a mix of sun and shade. Caring for the home will be easier thanks to the home’s vinyl siding, newer windows, standing seam metal roof and vinyl plank flooring throughout the interior. The ideal location offers the best of both worlds: a tranquil rural retreat set on a quiet road, but only minutes to downtown Wilmington, 20-minutes to the Mt. Snow resort and close to year-round recreation on Lakes Harriman, Raponda, Sadawga, snowmobile and hiking trails and much more. All furnishings available for an additional fee. Showings start on October 11. Open House Sunday, October 11 11am-1pm, Monday October 12 10am-12pm

180 Parsons Rd, Wilmington

$150,000

This West Wardsboro chalet is looking for someone to bring it back to life! Full of potential and ready for renovation, this property offers the perfect opportunity to create your own Vermont mountain getaway. The town lists the property as a three-bedroom, though it currently features one bedroom plus a loft, offering flexibility for future improvements. Set on a nice lot in a convenient location, you’re just 10 minutes from Mount Snow and under 20 minutes from Stratton Mountain, with easy access to skiing, snowboarding, hiking, biking, and year-round outdoor adventure. Enjoy the best of southern Vermont with shopping and dining nearby, while still having a peaceful setting to call home. Bring your vision, your tools, and a little love this chalet could become the mountain retreat you’ve been looking for!

2 Beds ⋅ 1 Baths ⋅ 5113182 MLS

This West Wardsboro chalet is looking for someone to bring it back to life! Full of potential and ready for renovation, this property offers the perfect opportunity to create your own Vermont mountain getaway. The town lists the property as a three-bedroom, though it currently features one bedroom plus a loft, offering flexibility for future improvements. Set on a nice lot in a convenient location, you’re just 10 minutes from Mount Snow and under 20 minutes from Stratton Mountain, with easy access to skiing, snowboarding, hiking, biking, and year-round outdoor adventure. Enjoy the best of southern Vermont with shopping and dining nearby, while still having a peaceful setting to call home. Bring your vision, your tools, and a little love this chalet could become the mountain retreat you’ve been looking for!

81 Scandia Village Rd, Wardsboro

$1,850,000

The view astonishes the moment you arrive, easily one of the most impressive in the valley. Set high on 35.4 private acres, it looks directly toward Mount Snow and Haystack, with a long paved driveway creating a true sense of arrival and remarkable privacy just minutes from Mount Snow. This beautiful post-and-beam home was built for gathering, with multiple spaces that let everyone spread out without losing the feeling of being together. At the heart of the home is the soaring great room, where exposed timbers, warm wood tones and walls of glass frame the mountain view. A custom masonry fireplace anchors the room and throws impressive warmth throughout the house. The open kitchen, dining and living areas flow easily together and out toward the screened porch, deck and lawn, giving the main level an easy connection to the outdoors. The primary en suite is also on this level, allowing for true one-level everyday living. Upstairs are three additional bedrooms along with two fun loft areas that create their own hangout spaces for reading, games, or simply escaping with a book. The finished walkout lower level offers space for a home gym, another media area, a full bath and additional finished bonus rooms that can flex with changing needs. Above the attached garage, more finished bonus space offers more options for an office, studio, recreation room or overflow space. Outside is where this property becomes hard to duplicate. With more than 35 wooded acres, there is room to roam, explore and escape into Vermont. Walking trails and direct access to snowmobile trails put four-season recreation right outside the door, while the paved driveway and attached garage make everyday mountain living practical. With a main-level primary suite, multiple finished bonus spaces, extensive recreation areas and an extraordinary combination of acreage, privacy and direct mountain views, it offers minutes to Mount Snow.

4 Beds ⋅ 5 Baths ⋅ 5113171 MLS

The view astonishes the moment you arrive, easily one of the most impressive in the valley. Set high on 35.4 private acres, it looks directly toward Mount Snow and Haystack, with a long paved driveway creating a true sense of arrival and remarkable privacy just minutes from Mount Snow. This beautiful post-and-beam home was built for gathering, with multiple spaces that let everyone spread out without losing the feeling of being together. At the heart of the home is the soaring great room, where exposed timbers, warm wood tones and walls of glass frame the mountain view. A custom masonry fireplace anchors the room and throws impressive warmth throughout the house. The open kitchen, dining and living areas flow easily together and out toward the screened porch, deck and lawn, giving the main level an easy connection to the outdoors. The primary en suite is also on this level, allowing for true one-level everyday living. Upstairs are three additional bedrooms along with two fun loft areas that create their own hangout spaces for reading, games, or simply escaping with a book. The finished walkout lower level offers space for a home gym, another media area, a full bath and additional finished bonus rooms that can flex with changing needs. Above the attached garage, more finished bonus space offers more options for an office, studio, recreation room or overflow space. Outside is where this property becomes hard to duplicate. With more than 35 wooded acres, there is room to roam, explore and escape into Vermont. Walking trails and direct access to snowmobile trails put four-season recreation right outside the door, while the paved driveway and attached garage make everyday mountain living practical. With a main-level primary suite, multiple finished bonus spaces, extensive recreation areas and an extraordinary combination of acreage, privacy and direct mountain views, it offers minutes to Mount Snow.

43 C Upton Rd, Dover

$599,000

Stunning updated and expanded chalet just a short drive out of the village of Wilmington. This home sits privately on a wooded double lot, nestled in the Chimney Hill community with easy access to the amenities building, as well as nearby access to Mount Snow and Lake Whitingham. The home was extensively renovated and expanded and now has tremendous unique one of a kind space featuring a gorgeous vaulted living room with exposed natural woodwork, great natural light from the large windows, a wood burning fireplace and brick hearth, upscale wood flooring throughout, a beautiful kitchen with quartz counters, stainless appliances, breakfast bar, farm sink, and tile backsplash, large dining area, wet bar and entertaining area, main floor bedroom and full bath, and large mudroom for all your gear. The bedroom level features three spacious bedrooms with two more upscale baths, including tiled showers and a gorgeous pedestal tub, as well as access to the outside. Additionally there is an overflow sleeping loft, huge upper and lower decks for outdoor enjoyment and BBQs, and ample lawn space for enjoyment no matter the season. Featuring the tremendous Chimney Hill amenities including indoor and outdoor pools, remodeled clubhouse with hot tub, gym, game room, theater, basketball court, tennis courts, fishing pond, winter ice skating, overflow parking lots for boats and snowmobile trailers, and direct snowmobile trail access, as well as a la carte maintenance, for easy downtime, not upkeep.

4 Beds ⋅ 3 Baths ⋅ 5113132 MLS

Stunning updated and expanded chalet just a short drive out of the village of Wilmington. This home sits privately on a wooded double lot, nestled in the Chimney Hill community with easy access to the amenities building, as well as nearby access to Mount Snow and Lake Whitingham. The home was extensively renovated and expanded and now has tremendous unique one of a kind space featuring a gorgeous vaulted living room with exposed natural woodwork, great natural light from the large windows, a wood burning fireplace and brick hearth, upscale wood flooring throughout, a beautiful kitchen with quartz counters, stainless appliances, breakfast bar, farm sink, and tile backsplash, large dining area, wet bar and entertaining area, main floor bedroom and full bath, and large mudroom for all your gear. The bedroom level features three spacious bedrooms with two more upscale baths, including tiled showers and a gorgeous pedestal tub, as well as access to the outside. Additionally there is an overflow sleeping loft, huge upper and lower decks for outdoor enjoyment and BBQs, and ample lawn space for enjoyment no matter the season. Featuring the tremendous Chimney Hill amenities including indoor and outdoor pools, remodeled clubhouse with hot tub, gym, game room, theater, basketball court, tennis courts, fishing pond, winter ice skating, overflow parking lots for boats and snowmobile trailers, and direct snowmobile trail access, as well as a la carte maintenance, for easy downtime, not upkeep.

90 Big Bend Loop, Wilmington

$599,000

OLD BARN. NEW LUXURY. YOUR PRIVATE SOUTHERN VERMONT ESCAPE. There’s something special about a home that feels completely different from anything else—and this beautifully transformed barn conversion is exactly that. Originally an old barn, this stunning 3-bedroom, 2.5-bath home has been thoughtfully reimagined with sophisticated modern finishes, an inviting open-concept layout, and all the comforts of contemporary living both inside and out, while still preserving the character and soul of its original structure. Set on nearly 12 private acres, this is more than a home—it’s a lifestyle. Spend summer afternoons enjoying your own private pond, enjoy peaceful mornings surrounded by nature, gather with friends and family in the spacious open living areas, or simply get away from the pace of everyday life and enjoy the privacy and tranquility that Southern Vermont has to offer. An amazing opportunity to own a truly distinctive Vermont retreat.

3 Beds ⋅ 3 Baths ⋅ 5113061 MLS

OLD BARN. NEW LUXURY. YOUR PRIVATE SOUTHERN VERMONT ESCAPE. There’s something special about a home that feels completely different from anything else—and this beautifully transformed barn conversion is exactly that. Originally an old barn, this stunning 3-bedroom, 2.5-bath home has been thoughtfully reimagined with sophisticated modern finishes, an inviting open-concept layout, and all the comforts of contemporary living both inside and out, while still preserving the character and soul of its original structure. Set on nearly 12 private acres, this is more than a home—it’s a lifestyle. Spend summer afternoons enjoying your own private pond, enjoy peaceful mornings surrounded by nature, gather with friends and family in the spacious open living areas, or simply get away from the pace of everyday life and enjoy the privacy and tranquility that Southern Vermont has to offer. An amazing opportunity to own a truly distinctive Vermont retreat.

679 Burrington Hill Rd, Whitingham

$359,000

Tucked into a peaceful private setting just outside Putney Village, this charming 4-acre property captures the spirit of rural Vermont living. Surrounded by woods, open space, and abundant wildlife, the property offers a wonderful sense of privacy while remaining close to the village’s lively arts, culture, and community. The 2,100-square-foot home is thoughtfully suited to first-floor living, with a comfortable primary bedroom featuring an en-suite bath. A spacious deck invites you to slow down and enjoy the changing seasons, whether listening to the sounds of nature, watching wildlife, or gathering with friends. A fabulous pond adds to the property’s natural beauty and provides a tranquil centerpiece for this special piece of land. The large two-car garage offers plenty of room for vehicles, tools, and Vermont projects, while the full barn provides generous storage above and additional space below - ideal for a workshop, studio, hobbies, or simply embracing the possibilities of country living. The partially finished basement adds even more flexible space. With its combination of privacy, acreage, pond, barn, and proximity to Putney Village, this is a quintessential Vermont setting - a place to put down roots, enjoy the land, and live at a slower, more connected pace. This property will need a bit of love and it will be well worth it! Open House Saturday Oct. 10. 11:00-1:00

3 Beds ⋅ 2 Baths ⋅ 5113029 MLS

Tucked into a peaceful private setting just outside Putney Village, this charming 4-acre property captures the spirit of rural Vermont living. Surrounded by woods, open space, and abundant wildlife, the property offers a wonderful sense of privacy while remaining close to the village’s lively arts, culture, and community. The 2,100-square-foot home is thoughtfully suited to first-floor living, with a comfortable primary bedroom featuring an en-suite bath. A spacious deck invites you to slow down and enjoy the changing seasons, whether listening to the sounds of nature, watching wildlife, or gathering with friends. A fabulous pond adds to the property’s natural beauty and provides a tranquil centerpiece for this special piece of land. The large two-car garage offers plenty of room for vehicles, tools, and Vermont projects, while the full barn provides generous storage above and additional space below - ideal for a workshop, studio, hobbies, or simply embracing the possibilities of country living. The partially finished basement adds even more flexible space. With its combination of privacy, acreage, pond, barn, and proximity to Putney Village, this is a quintessential Vermont setting - a place to put down roots, enjoy the land, and live at a slower, more connected pace. This property will need a bit of love and it will be well worth it! Open House Saturday Oct. 10. 11:00-1:00

56 Old Stage Rd, Putney

$1,395,000

Perfectly positioned just across from the entrance to The Hermitage Club, this beautifully appointed mountain home offers the ideal balance of comfort, convenience, and Vermont charm. Whether you're heading to the slopes, enjoying a round at Haystack Golf, exploring nearby snowmobile trails, or spending the day at Lake Whitingham, this location places you in the heart of everything the Deerfield Valley has to offer. Inside, warm natural wood finishes, reclaimed barn board accents, soaring cathedral ceilings, and a dramatic wall of windows create a welcoming mountain retreat filled with natural light. The open-concept living area is anchored by a beautiful stone fireplace, offering the perfect gathering space after a day outdoors. The spacious kitchen features granite countertops, stainless steel appliances, custom cabinetry, and a generous center island that flows seamlessly into the dining and living areas, making entertaining effortless. The home offers three comfortable bedrooms plus a bonus room for additional guests or flexible living space, along with three beautifully updated bathrooms. The primary suite provides a peaceful retreat with a spa-inspired bath featuring a tiled walk-in shower, soaking tub, and quality finishes throughout. The finished lower level expands the living space with a large recreation room, perfect for movie nights, game days, or relaxing with family and friends. A two car garage offers ample room for vehicles and all of your Vermont gear. Outside, the expansive deck invites you to unwind in the private hot tub, dine outdoors, or simply enjoy the peaceful woodland setting. Whether you're looking for a full-time residence, a weekend getaway, or a four-season vacation home, 529 Coldbrook Road delivers exceptional craftsmanship, inviting living spaces, and one of the area's most desirable locations just moments from The Hermitage Club and a short drive to Mount Snow, downtown Wilmington.

3 Beds ⋅ 3 Baths ⋅ 5112992 MLS

Perfectly positioned just across from the entrance to The Hermitage Club, this beautifully appointed mountain home offers the ideal balance of comfort, convenience, and Vermont charm. Whether you're heading to the slopes, enjoying a round at Haystack Golf, exploring nearby snowmobile trails, or spending the day at Lake Whitingham, this location places you in the heart of everything the Deerfield Valley has to offer. Inside, warm natural wood finishes, reclaimed barn board accents, soaring cathedral ceilings, and a dramatic wall of windows create a welcoming mountain retreat filled with natural light. The open-concept living area is anchored by a beautiful stone fireplace, offering the perfect gathering space after a day outdoors. The spacious kitchen features granite countertops, stainless steel appliances, custom cabinetry, and a generous center island that flows seamlessly into the dining and living areas, making entertaining effortless. The home offers three comfortable bedrooms plus a bonus room for additional guests or flexible living space, along with three beautifully updated bathrooms. The primary suite provides a peaceful retreat with a spa-inspired bath featuring a tiled walk-in shower, soaking tub, and quality finishes throughout. The finished lower level expands the living space with a large recreation room, perfect for movie nights, game days, or relaxing with family and friends. A two car garage offers ample room for vehicles and all of your Vermont gear. Outside, the expansive deck invites you to unwind in the private hot tub, dine outdoors, or simply enjoy the peaceful woodland setting. Whether you're looking for a full-time residence, a weekend getaway, or a four-season vacation home, 529 Coldbrook Road delivers exceptional craftsmanship, inviting living spaces, and one of the area's most desirable locations just moments from The Hermitage Club and a short drive to Mount Snow, downtown Wilmington.

529 Coldbrook Rd, Wilmington

$395,000

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

$550,000

Welcome to one of Guilford’s oldest houses. Built in 1796, this is a classic south-facing center chimney Cape, situated on 16.8 acres of mowed fields and wooded hillside terrain. This is one of those houses that the owners have taken good care of with many upgrades with an emphasis on preserving original features. The house has 4 Bedrooms, 2 ½ updated baths, kitchen with breakfast nook, dining room, front parlor and family room. The chimney in the main room has a large Rumford Fireplace with an original Bee Hive oven. There is also a mud room with storage and a covered welcoming stone porch. The properties’ several stone walls provide opportunities for flowers and gardening. HVAC consists of a steam based boiler radiator system, two Mitsubishi Heat AC Pumps and two Jotul wood stoves. There is also a large barn used to care for current and previous owners’ horses. Another building serves as a two-bay garage. Both buildings have ample storage. Hale Rd and Hinesburg Rd run through the property with land on both sides (almost 1,200 ft of road frontage). A brook provides part of the southern border. The owners have been here for over 40 years. Properties like this are a rare find.

4 Beds ⋅ 3 Baths ⋅ 5112916 MLS

Welcome to one of Guilford’s oldest houses. Built in 1796, this is a classic south-facing center chimney Cape, situated on 16.8 acres of mowed fields and wooded hillside terrain. This is one of those houses that the owners have taken good care of with many upgrades with an emphasis on preserving original features. The house has 4 Bedrooms, 2 ½ updated baths, kitchen with breakfast nook, dining room, front parlor and family room. The chimney in the main room has a large Rumford Fireplace with an original Bee Hive oven. There is also a mud room with storage and a covered welcoming stone porch. The properties’ several stone walls provide opportunities for flowers and gardening. HVAC consists of a steam based boiler radiator system, two Mitsubishi Heat AC Pumps and two Jotul wood stoves. There is also a large barn used to care for current and previous owners’ horses. Another building serves as a two-bay garage. Both buildings have ample storage. Hale Rd and Hinesburg Rd run through the property with land on both sides (almost 1,200 ft of road frontage). A brook provides part of the southern border. The owners have been here for over 40 years. Properties like this are a rare find.

220 Hale Rd, Guilford

$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

$359,000

This gem is tucked away in the quiet Section C part of the super popular Chimney Hill, HOA this modified ranch style home, featuring 3 bedrooms, half and full baths, a gas fired stove in the open concept living/dining area, and a pellet stove in the Bonus Room. Careful attention to detail, landscaped gardens, Firepit, fenced in area in the back, garage/Bonus Room addition, covered porch, custom woodwork inside and out. For those who like a more rustic 'Vermonty" vibe, this is it! Stop dreaming and start living the dream! Enjoy all the amenities offered by Chimney Hill ON THE 1,200 Acre Campus with an exclusive member only Clubhouse located 2,000' up on the Hill with indoor and outdoor heated pools for year-round swimming, arcade room, après ski lounge, fully-equipped kitchen for members use, fitness room, community style hot tub, community room, playgrounds, 3 areas with tennis courts, extensive trail system, lookout, fishing pond stocked with annual kids fishing derby, seasonal pickleball and ice skating, basketball court, birchwood recreation area, and so much more! See why Southern Vermont and the Deerfield Valley are so popular, offering World Class Skiing and Shredding at Vail's Mt. Snow, and the privately owned Hermitage Club at Haystack Mt., festivals, flea markets, antiques, uniques shopping and fine dining experiences, music, mountains, boating, golf, S VT Pickleball Club, mountain biking, and so much more!

3 Beds ⋅ 2 Baths ⋅ 5112782 MLS

This gem is tucked away in the quiet Section C part of the super popular Chimney Hill, HOA this modified ranch style home, featuring 3 bedrooms, half and full baths, a gas fired stove in the open concept living/dining area, and a pellet stove in the Bonus Room. Careful attention to detail, landscaped gardens, Firepit, fenced in area in the back, garage/Bonus Room addition, covered porch, custom woodwork inside and out. For those who like a more rustic 'Vermonty" vibe, this is it! Stop dreaming and start living the dream! Enjoy all the amenities offered by Chimney Hill ON THE 1,200 Acre Campus with an exclusive member only Clubhouse located 2,000' up on the Hill with indoor and outdoor heated pools for year-round swimming, arcade room, après ski lounge, fully-equipped kitchen for members use, fitness room, community style hot tub, community room, playgrounds, 3 areas with tennis courts, extensive trail system, lookout, fishing pond stocked with annual kids fishing derby, seasonal pickleball and ice skating, basketball court, birchwood recreation area, and so much more! See why Southern Vermont and the Deerfield Valley are so popular, offering World Class Skiing and Shredding at Vail's Mt. Snow, and the privately owned Hermitage Club at Haystack Mt., festivals, flea markets, antiques, uniques shopping and fine dining experiences, music, mountains, boating, golf, S VT Pickleball Club, mountain biking, and so much more!

60 E Brook Xing Unit C-201, Wilmington

$1,150,000

A rare opportunity to create a true Vermont family compound, this 12.5-acre property offers not only a beautifully finished home, but also two additional building lots ready for the next chapter with underground power already in place and septic permits secured, the additional homesites offer the flexibility to build separate homes for family, all while taking advantage of the property’s beautiful mountain views. Built in 2023, the current residence features two bedrooms and two baths with a clean, modern mountain style and an easy open layout. Large windows frame the surrounding landscape and bring the changing seasons indoors, while warm wood floors, a stone gas fireplace, spacious kitchen, and comfortable living areas create a home that feels both refined and relaxed. Outdoor living is equally inviting, with a deck overlooking the grounds and long-range mountain scenery. There is a four bedroom septic permit on the home if you want to add on. For those needing exceptional garage and storage space, this property stands apart. The home includes an attached four-car garage, complemented by a brand-new detached four-car barn/garage, providing tremendous room for vehicles, recreational equipment, a workshop, or Vermont toys. Ideally located between Stratton and Mount Snow, the property offers convenient access to skiing, golf, hiking, mountain biking, dining, and everything Southern Vermont has to offer. With a nearly new home, seven total garage bays, 12.5 acres, mountain views, and a second permitted homesite already underway, this is an unusual opportunity to create a multi-generational Vermont retreat with room to grow.

2 Beds ⋅ 2 Baths ⋅ 5112718 MLS

A rare opportunity to create a true Vermont family compound, this 12.5-acre property offers not only a beautifully finished home, but also two additional building lots ready for the next chapter with underground power already in place and septic permits secured, the additional homesites offer the flexibility to build separate homes for family, all while taking advantage of the property’s beautiful mountain views. Built in 2023, the current residence features two bedrooms and two baths with a clean, modern mountain style and an easy open layout. Large windows frame the surrounding landscape and bring the changing seasons indoors, while warm wood floors, a stone gas fireplace, spacious kitchen, and comfortable living areas create a home that feels both refined and relaxed. Outdoor living is equally inviting, with a deck overlooking the grounds and long-range mountain scenery. There is a four bedroom septic permit on the home if you want to add on. For those needing exceptional garage and storage space, this property stands apart. The home includes an attached four-car garage, complemented by a brand-new detached four-car barn/garage, providing tremendous room for vehicles, recreational equipment, a workshop, or Vermont toys. Ideally located between Stratton and Mount Snow, the property offers convenient access to skiing, golf, hiking, mountain biking, dining, and everything Southern Vermont has to offer. With a nearly new home, seven total garage bays, 12.5 acres, mountain views, and a second permitted homesite already underway, this is an unusual opportunity to create a multi-generational Vermont retreat with room to grow.

92 Oakmont Ln, Stratton

$999,000

Discover your mountain getaway at Mount Snow in this beautifully renovated 8-bedroom estate, perfectly suited for family gatherings, reunions, or inspiring work retreats. Set on nearly 4 serene acres at the foot of Mount Snow, the property offers breathtaking mountain views and convenient access to the slopes just a short drive away. Inside, the spacious home is designed for gathering and relaxation, featuring a dedicated office/lounge, large kitchen and dining room, game room, and an expansive living room centered around an oversized fireplace. The first floor includes a bedroom and full bathroom, while the second floor offers seven additional bedrooms and three bathrooms, providing plenty of space for family and guests. Outdoor living is equally inviting, with a large deck and sunroom off the kitchen, perfect for dining and entertaining, along with a fire pit area and covered decks featuring a sauna for the ultimate après-ski relaxation. With ample parking, a prime location, and room for everyone, this exceptional property offers year-round access to skiing, hiking, biking, golfing, and all that the Deerfield Valley has to offer. Adding to its appeal, the home has a proven history as a successful short-term rental, making it an excellent opportunity for both personal enjoyment and investment. Come experience the space, setting, and possibilities of your own Mount Snow mountain retreat.

8 Beds ⋅ 4 Baths ⋅ 5112305 MLS

Discover your mountain getaway at Mount Snow in this beautifully renovated 8-bedroom estate, perfectly suited for family gatherings, reunions, or inspiring work retreats. Set on nearly 4 serene acres at the foot of Mount Snow, the property offers breathtaking mountain views and convenient access to the slopes just a short drive away. Inside, the spacious home is designed for gathering and relaxation, featuring a dedicated office/lounge, large kitchen and dining room, game room, and an expansive living room centered around an oversized fireplace. The first floor includes a bedroom and full bathroom, while the second floor offers seven additional bedrooms and three bathrooms, providing plenty of space for family and guests. Outdoor living is equally inviting, with a large deck and sunroom off the kitchen, perfect for dining and entertaining, along with a fire pit area and covered decks featuring a sauna for the ultimate après-ski relaxation. With ample parking, a prime location, and room for everyone, this exceptional property offers year-round access to skiing, hiking, biking, golfing, and all that the Deerfield Valley has to offer. Adding to its appeal, the home has a proven history as a successful short-term rental, making it an excellent opportunity for both personal enjoyment and investment. Come experience the space, setting, and possibilities of your own Mount Snow mountain retreat.

5 Tannery Rd, Dover

$299,000

Rare investment or owner-occupied duplex opportunity in Guilford, offered for the first time in over four decades! Nestled on a scenic parcel featuring its very own private swimming pond, this property delivers a classic Vermont setting with unbeatable potential. The grounds showcase quintessential New England charm, complete with stone walls, an established old garden bed with hydrangea, trailing grapevines, and productive blackberry and raspberry bushes. The owner has lovingly held this property for 43 years, providing a solid, deeply rooted foundation for its next chapter. All major systems are in good working order, highlighted by brand-new, high-efficiency heat pumps just installed to provide modern heating and reliable cooling. The structure and interior have been well-maintained over the years, though the aesthetics remain classic 1980s. The finishes are tired and ready for a cosmetic refresh, making this the ideal blank canvas to bring your design ideas, build immediate equity, and customize both units to your taste. Whether you choose to live in one unit while offsetting your mortgage with rental income from the other, or hold the entire property, the combination of strong systems, acreage with a private pond, and rental flexibility is hard to find at this price point. Property is being sold in "as-is" condition. Sale is subject to the seller finding suitable housing. Don't miss the open house this Saturday from 12:00 PM to 2:00 PM!

1 Beds ⋅ 3 Baths ⋅ 5112295 MLS

Rare investment or owner-occupied duplex opportunity in Guilford, offered for the first time in over four decades! Nestled on a scenic parcel featuring its very own private swimming pond, this property delivers a classic Vermont setting with unbeatable potential. The grounds showcase quintessential New England charm, complete with stone walls, an established old garden bed with hydrangea, trailing grapevines, and productive blackberry and raspberry bushes. The owner has lovingly held this property for 43 years, providing a solid, deeply rooted foundation for its next chapter. All major systems are in good working order, highlighted by brand-new, high-efficiency heat pumps just installed to provide modern heating and reliable cooling. The structure and interior have been well-maintained over the years, though the aesthetics remain classic 1980s. The finishes are tired and ready for a cosmetic refresh, making this the ideal blank canvas to bring your design ideas, build immediate equity, and customize both units to your taste. Whether you choose to live in one unit while offsetting your mortgage with rental income from the other, or hold the entire property, the combination of strong systems, acreage with a private pond, and rental flexibility is hard to find at this price point. Property is being sold in "as-is" condition. Sale is subject to the seller finding suitable housing. Don't miss the open house this Saturday from 12:00 PM to 2:00 PM!

1311 Stage Rd, Guilford

$299,000

OPEN HOUSE Saturday- October 10th 11AM-1PM. LOCATION! This 4-bedroom, 1-bath home is located directly across from beautiful Harriman Reservoir and just outside the Village of Wilmington. A great opportunity to bring your vision in an unbeatable location. This home offers plenty of space and character, along with important updates including a new foundation installed in 1993 and new French drains recently installed for added peace of mind. Enjoy the convenience of being just outside downtown Wilmington, with its charming shops, restaurants, and local amenities, while having Harriman Reservoir right across the road for boating, swimming, fishing, and summer fun.Mount Snow is just a short drive away, offering skiing and year-round mountain recreation. Whether you’re looking for a full-time home, vacation getaway, or a place to enjoy all that the Deerfield Valley has to offer, this property is worth a look. Property is being SOLD AS IS

4 Beds ⋅ 1 Baths ⋅ 5112278 MLS

OPEN HOUSE Saturday- October 10th 11AM-1PM. LOCATION! This 4-bedroom, 1-bath home is located directly across from beautiful Harriman Reservoir and just outside the Village of Wilmington. A great opportunity to bring your vision in an unbeatable location. This home offers plenty of space and character, along with important updates including a new foundation installed in 1993 and new French drains recently installed for added peace of mind. Enjoy the convenience of being just outside downtown Wilmington, with its charming shops, restaurants, and local amenities, while having Harriman Reservoir right across the road for boating, swimming, fishing, and summer fun.Mount Snow is just a short drive away, offering skiing and year-round mountain recreation. Whether you’re looking for a full-time home, vacation getaway, or a place to enjoy all that the Deerfield Valley has to offer, this property is worth a look. Property is being SOLD AS IS

481 Vt Rte 9 W, Wilmington

$900,000

A rare opportunity to own 95+ acres in the heart of Southern Vermont with a beautiful post and beam homestead and easy access to the country village of Wilmington and Mount Snow ski resort. This property sits easily accessible off a town road just outside the town of Wilmington. The acreage is mainly in Wilmington but crosses the Whitingham border, and affords a pastoral setting with long range mountain views, gorgeous exposure, and the ultimate in privacy thanks to a long drive. The home has been lovingly maintained and expanded by the current owners and features a large living room area with expansive windows, gorgeous natural woodwork throughout thanks to the post and beam construction, kitchen with breakfast bar and stainless appliances, wood burning stove, a large deck for entertaining, main floor den and full bath, three upstairs guest bedrooms and a second full bath. There is a large mudroom entry area that connects this space to the addition, which includes a second large family room area, second kitchen, two more guest bedrooms and a full bath, as well as a full attached garage. This is a true gem nestled in the hills and affords tremendous usability, rentability, privacy, and Vermont serenity, in a neatly wrapped package.

5 Beds ⋅ 3 Baths ⋅ 5112234 MLS

A rare opportunity to own 95+ acres in the heart of Southern Vermont with a beautiful post and beam homestead and easy access to the country village of Wilmington and Mount Snow ski resort. This property sits easily accessible off a town road just outside the town of Wilmington. The acreage is mainly in Wilmington but crosses the Whitingham border, and affords a pastoral setting with long range mountain views, gorgeous exposure, and the ultimate in privacy thanks to a long drive. The home has been lovingly maintained and expanded by the current owners and features a large living room area with expansive windows, gorgeous natural woodwork throughout thanks to the post and beam construction, kitchen with breakfast bar and stainless appliances, wood burning stove, a large deck for entertaining, main floor den and full bath, three upstairs guest bedrooms and a second full bath. There is a large mudroom entry area that connects this space to the addition, which includes a second large family room area, second kitchen, two more guest bedrooms and a full bath, as well as a full attached garage. This is a true gem nestled in the hills and affords tremendous usability, rentability, privacy, and Vermont serenity, in a neatly wrapped package.

511 Shearer Hill Rd, Wilmington

$245,000

Don't miss your chance to own this well-cared for , low-maintenance home. Move-in ready condominium located less than a mile to downtown Brattleboro. This home offers a bright, freshly painted kitchen and dining area. Beautiful Kraft Maid cabinetry with plenty of storage. 2 bedrooms, 1.5 baths and convenient second floor laundry. New double hung windows installed last year along with recent carpeting throughout. If you enjoy gardening, two perennial beds are awaiting your special touch. Relax on your private patio or enjoy the trails right in your backyard. Are you looking for lower maintenance? This condominium includes snow removal and landscaping as well as trash, recycling and compost removal; swimming pool, pickleball courts and a carport. Don't miss this opportunity!!

2 Beds ⋅ 2 Baths ⋅ 5112140 MLS

Don't miss your chance to own this well-cared for , low-maintenance home. Move-in ready condominium located less than a mile to downtown Brattleboro. This home offers a bright, freshly painted kitchen and dining area. Beautiful Kraft Maid cabinetry with plenty of storage. 2 bedrooms, 1.5 baths and convenient second floor laundry. New double hung windows installed last year along with recent carpeting throughout. If you enjoy gardening, two perennial beds are awaiting your special touch. Relax on your private patio or enjoy the trails right in your backyard. Are you looking for lower maintenance? This condominium includes snow removal and landscaping as well as trash, recycling and compost removal; swimming pool, pickleball courts and a carport. Don't miss this opportunity!!

92 Morningside Commons, Brattleboro