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Fantastic double lot on top of the Hill with recent soil tests and septic design suitable for your dream home! As Chimney Hill approaches full build out, the number of remaining lots are limited. This is a brand-new cul-de-sac adjoining the National Forest. Of the 5 lots, only two remain available, including this one. Time to stop imagining and start living the dream of your own vacation home. The lot faces SW towards Bennington and is at about 2,400' in elevation. Enjoy all the amenities Chimney Hill offers and see why it has a multi-generational following and has the distinction of having the most amenities for the least dues of any HOA or COA in the Deerfield Valley. The Resort is situated on 1,200 acres with 550 owned in common by the members and has an extensive multi-purpose trail system throughout the resort campus. The exclusive members only clubhouse is located near the top of the Hill at 2,000' in elevation with fabulous seasonal ridgeline and valley views, outdoor heated pool in summer, with a small playground adjacent, and a grill for members to use. A heated indoor pool for the rest of the year, hot tub, fitness room, arcade room, small child playroom with games, and movies, a reading nook, community room which hosts member events, pickleball, tennis, basketball, snowmobiling is allowed on certain roads, biking, hiking, seasonal ice skating, fishing pond, and so much more. Plus, world class skiing and shredding is only moments away, along with fine dining, music, antiques, flea markets, theater, distilleries, breweries, wineries, local artisans, unique shops, festivals, and so much more!

5087013 MLS

Fantastic double lot on top of the Hill with recent soil tests and septic design suitable for your dream home! As Chimney Hill approaches full build out, the number of remaining lots are limited. This is a brand-new cul-de-sac adjoining the National Forest. Of the 5 lots, only two remain available, including this one. Time to stop imagining and start living the dream of your own vacation home. The lot faces SW towards Bennington and is at about 2,400' in elevation. Enjoy all the amenities Chimney Hill offers and see why it has a multi-generational following and has the distinction of having the most amenities for the least dues of any HOA or COA in the Deerfield Valley. The Resort is situated on 1,200 acres with 550 owned in common by the members and has an extensive multi-purpose trail system throughout the resort campus. The exclusive members only clubhouse is located near the top of the Hill at 2,000' in elevation with fabulous seasonal ridgeline and valley views, outdoor heated pool in summer, with a small playground adjacent, and a grill for members to use. A heated indoor pool for the rest of the year, hot tub, fitness room, arcade room, small child playroom with games, and movies, a reading nook, community room which hosts member events, pickleball, tennis, basketball, snowmobiling is allowed on certain roads, biking, hiking, seasonal ice skating, fishing pond, and so much more. Plus, world class skiing and shredding is only moments away, along with fine dining, music, antiques, flea markets, theater, distilleries, breweries, wineries, local artisans, unique shops, festivals, and so much more!

402 Fox Mt Rd, Wilmington

$55,000

Top of the Hill. Build your dream home! One of 2 remaining lots on the new Fox Mt. Cul de Sac, and the only single lot. These have had recent soil tests showing the lot is suitable for a 3-bedroom home. The Lot is oriented to the Southwest, towards Bennington. Plus, enjoy all the amenities Chimney Hill, the Deerfield Valley and Southern Vermont offer including world class skiing and shredding, fine dining, music, flea markets, festivals, hiking, biking, golfing, breweries, distilleries, wineries, unique shops, artisans, fine artists, theater, boating, snowmobiling, year-round swimming between CHOA's exclusive members-only Clubhouse located at 2,000' on the1,200 Acre Resort Campus, and beach access to Lake Raponda. Pickleball, tennis, basketball, arcade, playground, fishing pond, grill by the outdoor heated pool, or enjoy the hot tub, and fitness room. Chimney Hill just had its 50th anniversary, and has a multi-generational following, something that is rare these days.

5082241 MLS

Top of the Hill. Build your dream home! One of 2 remaining lots on the new Fox Mt. Cul de Sac, and the only single lot. These have had recent soil tests showing the lot is suitable for a 3-bedroom home. The Lot is oriented to the Southwest, towards Bennington. Plus, enjoy all the amenities Chimney Hill, the Deerfield Valley and Southern Vermont offer including world class skiing and shredding, fine dining, music, flea markets, festivals, hiking, biking, golfing, breweries, distilleries, wineries, unique shops, artisans, fine artists, theater, boating, snowmobiling, year-round swimming between CHOA's exclusive members-only Clubhouse located at 2,000' on the1,200 Acre Resort Campus, and beach access to Lake Raponda. Pickleball, tennis, basketball, arcade, playground, fishing pond, grill by the outdoor heated pool, or enjoy the hot tub, and fitness room. Chimney Hill just had its 50th anniversary, and has a multi-generational following, something that is rare these days.

404 Fox Mt Rd, Wilmington

$25,000

Sweet Spot tucked away in a quiet corner of the Hill, ready for you to build your vacation getaway. Recent soil tests are favorable for a 3-bedroom house. Enjoy all the amenities Chimney Hill offers on its 1,200 Acre Resort Campus, including year-round swimming, seasonal tennis and pickleball, ice skating with a warming hut full of skates to use, hiking, biking, snowmobiling right from your house in some sections, the fishing pond that is stocked with trout for the annual fishing derby, the members-only exclusive Clubhouse with fitness, arcade, hot tub, indoor and out-door heated pools, community room, table tennis, fully-equipped kitchen for members to use, reading nook, après ski lounge, outdoor grill by the pool in summer, and so much more!

5081925 MLS

Sweet Spot tucked away in a quiet corner of the Hill, ready for you to build your vacation getaway. Recent soil tests are favorable for a 3-bedroom house. Enjoy all the amenities Chimney Hill offers on its 1,200 Acre Resort Campus, including year-round swimming, seasonal tennis and pickleball, ice skating with a warming hut full of skates to use, hiking, biking, snowmobiling right from your house in some sections, the fishing pond that is stocked with trout for the annual fishing derby, the members-only exclusive Clubhouse with fitness, arcade, hot tub, indoor and out-door heated pools, community room, table tennis, fully-equipped kitchen for members to use, reading nook, après ski lounge, outdoor grill by the pool in summer, and so much more!

28 Upper Howes, Wilmington

$798,000

Tucked onto .50-acre setting with Two Brook gently flowing through the backyard, this beautifully appointed 4 bedroom, 5 bath home captures everything buyers love about Vermont mountain living privacy, warmth, and year-round recreation just minutes from it all. Ideally located near The Hermitage Club and Mount Snow, with direct access to VAST snowmobile trails and a short drive to the shops and restaurants of Wilmington and Lake Whitingham, this property offers year round adventure. Inside, the home is warm and inviting with natural wood trim, stone accents, and thoughtfully designed spaces for gathering. The main living area centers around a handsome stone fireplace, while the kitchen features generous workspace, custom cabinetry, and a layout ideal for entertaining après-ski. Bedrooms are well-proportioned and private, including a spa inspired bath with soaking tub and glass shower that feels like a boutique retreat. Bathroom floors have been updated with radiant heat. The lower-level playroom is a standout feature, perfect for hosting guest with a cozy gas fireplace, ample lounge space, and a wet bar that makes movie nights, game days, and ski weekends effortless. Outdoors, enjoy the sounds of the brook from the yard, relax in the hot tub after a day on the slopes, and take advantage of the additional storage shed for gear and toys. Town Rental Permit in Place with a history of rental income.

4 Beds ⋅ 5 Baths ⋅ 5075626 MLS

Tucked onto .50-acre setting with Two Brook gently flowing through the backyard, this beautifully appointed 4 bedroom, 5 bath home captures everything buyers love about Vermont mountain living privacy, warmth, and year-round recreation just minutes from it all. Ideally located near The Hermitage Club and Mount Snow, with direct access to VAST snowmobile trails and a short drive to the shops and restaurants of Wilmington and Lake Whitingham, this property offers year round adventure. Inside, the home is warm and inviting with natural wood trim, stone accents, and thoughtfully designed spaces for gathering. The main living area centers around a handsome stone fireplace, while the kitchen features generous workspace, custom cabinetry, and a layout ideal for entertaining après-ski. Bedrooms are well-proportioned and private, including a spa inspired bath with soaking tub and glass shower that feels like a boutique retreat. Bathroom floors have been updated with radiant heat. The lower-level playroom is a standout feature, perfect for hosting guest with a cozy gas fireplace, ample lounge space, and a wet bar that makes movie nights, game days, and ski weekends effortless. Outdoors, enjoy the sounds of the brook from the yard, relax in the hot tub after a day on the slopes, and take advantage of the additional storage shed for gear and toys. Town Rental Permit in Place with a history of rental income.

41 Two Brook Dr, Wilmington

$425,000

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

1 Beds ⋅ 3 Baths ⋅ 5075127 MLS

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

33 W Main St, Wilmington

$329,000

Nestled in a convenient Lower Chimney Hill location, this charming country saltbox offers classic Vermont character, cozy comfort, and access to the many benefits of the Chimney Hill community. Featuring post-and-beam construction and a beautiful Pozzi wood-burning brick fireplace, the home provides a warm and inviting atmosphere for year-round enjoyment. Recent updates, including the roof and windows, add peace of mind while maintaining the home’s rustic Vermont character. One of the highlights of owning in Chimney Hill is the extensive array of amenities designed for all ages and generations. The exclusive Clubhouse features indoor and outdoor heated pools, a hot tub, fitness center, arcade, toddler playroom, après-ski lounge, community room, and fully equipped kitchen. Additional recreational amenities throughout the community include Duck Pond, playgrounds, tennis and pickleball courts, basketball, and a lighted seasonal outdoor ice-skating rink with a warming hut. An extensive trail system provides opportunities for hiking, biking, snowshoeing, and cross-country skiing. Chimney Hill also offers valuable community services, including road maintenance, plowing, driveway sanding, and firewood delivery, adding convenience to Vermont homeownership. A weekly community news update keeps owners informed about activities, events, and happenings both on the Hill and throughout the surrounding area. Community amenities, and the convenience of a well-established and professionally managed association all in an ideal Southern Vermont location.

3 Beds ⋅ 2 Baths ⋅ 5073620 MLS

Nestled in a convenient Lower Chimney Hill location, this charming country saltbox offers classic Vermont character, cozy comfort, and access to the many benefits of the Chimney Hill community. Featuring post-and-beam construction and a beautiful Pozzi wood-burning brick fireplace, the home provides a warm and inviting atmosphere for year-round enjoyment. Recent updates, including the roof and windows, add peace of mind while maintaining the home’s rustic Vermont character. One of the highlights of owning in Chimney Hill is the extensive array of amenities designed for all ages and generations. The exclusive Clubhouse features indoor and outdoor heated pools, a hot tub, fitness center, arcade, toddler playroom, après-ski lounge, community room, and fully equipped kitchen. Additional recreational amenities throughout the community include Duck Pond, playgrounds, tennis and pickleball courts, basketball, and a lighted seasonal outdoor ice-skating rink with a warming hut. An extensive trail system provides opportunities for hiking, biking, snowshoeing, and cross-country skiing. Chimney Hill also offers valuable community services, including road maintenance, plowing, driveway sanding, and firewood delivery, adding convenience to Vermont homeownership. A weekly community news update keeps owners informed about activities, events, and happenings both on the Hill and throughout the surrounding area. Community amenities, and the convenience of a well-established and professionally managed association all in an ideal Southern Vermont location.

1 Frog Holw, Wilmington

$439,000

Owners will consider reasonable offers. Private 2004 country chalet in the Chimney Hill community just outside the village of Wilmington. Hiking trails, snowmobile trail access, and convenient nearby snowmobile trailer parking, make this super convenient for the outdoorsy. This home sits on a rare double lot, just up from the beautifully renovated Chimney Hill clubhouse, Lake Whitingham, and Mount Snow ski resort, affording year round enjoyment. Inside features include a large open living space with vaulted ceiling, wood burning stove, large open kitchen and dining area, main floor primary suite, main floor guest bedroom and full tiled bath, den/tv loft, and second floor bunk room with half bath. There are large windows open to the winter mountain view. There is a 1000 sqft lower level with full size windows, ideal for adding additional usable space. A very functional layout with all the charm befitting a Vermont getaway. This comes with all the unique Chimney Hill amenities including club house, indoor and outdoor pools, hot tub, gym, game room, theater, tennis courts, basketball court, tot lot, fishing pond, winter ice skating, and a la carte management services such as snow removal and trash pickup.

3 Beds ⋅ 3 Baths ⋅ 5073150 MLS

Owners will consider reasonable offers. Private 2004 country chalet in the Chimney Hill community just outside the village of Wilmington. Hiking trails, snowmobile trail access, and convenient nearby snowmobile trailer parking, make this super convenient for the outdoorsy. This home sits on a rare double lot, just up from the beautifully renovated Chimney Hill clubhouse, Lake Whitingham, and Mount Snow ski resort, affording year round enjoyment. Inside features include a large open living space with vaulted ceiling, wood burning stove, large open kitchen and dining area, main floor primary suite, main floor guest bedroom and full tiled bath, den/tv loft, and second floor bunk room with half bath. There are large windows open to the winter mountain view. There is a 1000 sqft lower level with full size windows, ideal for adding additional usable space. A very functional layout with all the charm befitting a Vermont getaway. This comes with all the unique Chimney Hill amenities including club house, indoor and outdoor pools, hot tub, gym, game room, theater, tennis courts, basketball court, tot lot, fishing pond, winter ice skating, and a la carte management services such as snow removal and trash pickup.

28 Lightning Ledge Way, Wilmington

$1,400,000

This new construction home is in one of Southern Vermont's top four season destinations. Three homes are being built, with two still available, offering a great opportunity to secure a brand new home! The multi gabled modern farmhouse design blends clean architectural lines and warm natural materials. Ideally located just minutes from Mount Snow, the Hermitage Club, Harriman Reservoir, golf courses, and local amenities, this home suits a luxury second home, a strong investment property, or a comfortable year-round residence. The floor plan features a main level primary bedroom with an en suite bath and walk-in closet, plus what could be a second primary bedroom on the lower level with a full bath and direct walkout access to the covered patio. There are two more spacious bedrooms on the top level, each with its own full bathroom, and a bonus room for an office or extra sleeping space. Highlights include a two-story great room with a wood burning fireplace, a large covered porch, and an oversized attached two car garage. Buyers who commit early could personalize finishes within the builder’s allowances or choose upgrades at their expense.

4 Beds ⋅ 5 Baths ⋅ 5073006 MLS

This new construction home is in one of Southern Vermont's top four season destinations. Three homes are being built, with two still available, offering a great opportunity to secure a brand new home! The multi gabled modern farmhouse design blends clean architectural lines and warm natural materials. Ideally located just minutes from Mount Snow, the Hermitage Club, Harriman Reservoir, golf courses, and local amenities, this home suits a luxury second home, a strong investment property, or a comfortable year-round residence. The floor plan features a main level primary bedroom with an en suite bath and walk-in closet, plus what could be a second primary bedroom on the lower level with a full bath and direct walkout access to the covered patio. There are two more spacious bedrooms on the top level, each with its own full bathroom, and a bonus room for an office or extra sleeping space. Highlights include a two-story great room with a wood burning fireplace, a large covered porch, and an oversized attached two car garage. Buyers who commit early could personalize finishes within the builder’s allowances or choose upgrades at their expense.

286 Coldbrook Rd, Wilmington

$1,697,000

This vintage renovated waterfront home is being offered for the second time in 40 years. Lake Raponda allows motorized craft, with primarily private beach front, and a small local boat launch and public beach. It is located conveniently down from the Mt Snow Ski Resort, on a quiet road, affording year round enjoyment and solitude. This home has been lovingly maintained, updated, and expanded by the current owners, and features a lodge style quite unique in the area which offers warm charm and Vermont rustic styling perfect for a retreat. Inside you are treated to vaulted ceilings in the main living room with floor to ceiling stone fireplace. There are freshly painted walls and exposed woodwork throughout, a country kitchen with gas stove and basin vintage sink, great light from the many windows and updated lighting, a tremendous great room addition perfect for entertaining with wood stove for ambiance, two main floor suites including a large primary, an upstairs guest suite, a spacious sleeping loft, great storage and closet spaces, a den/tv room ideal as an office or overflow sleeping, and lake views from every bedroom. Outside you'll find a large stone patio with hot tub which leads down to the extensive perennial landscaping and path to the water. There is a boathouse at the lake for lake storage, a large dock, swim platform, and level lawn space for fun in the sun. The home has a detached garage great for off season boat storage or whatever you may need. Updated septic!

4 Beds ⋅ 3 Baths ⋅ 5072561 MLS

This vintage renovated waterfront home is being offered for the second time in 40 years. Lake Raponda allows motorized craft, with primarily private beach front, and a small local boat launch and public beach. It is located conveniently down from the Mt Snow Ski Resort, on a quiet road, affording year round enjoyment and solitude. This home has been lovingly maintained, updated, and expanded by the current owners, and features a lodge style quite unique in the area which offers warm charm and Vermont rustic styling perfect for a retreat. Inside you are treated to vaulted ceilings in the main living room with floor to ceiling stone fireplace. There are freshly painted walls and exposed woodwork throughout, a country kitchen with gas stove and basin vintage sink, great light from the many windows and updated lighting, a tremendous great room addition perfect for entertaining with wood stove for ambiance, two main floor suites including a large primary, an upstairs guest suite, a spacious sleeping loft, great storage and closet spaces, a den/tv room ideal as an office or overflow sleeping, and lake views from every bedroom. Outside you'll find a large stone patio with hot tub which leads down to the extensive perennial landscaping and path to the water. There is a boathouse at the lake for lake storage, a large dock, swim platform, and level lawn space for fun in the sun. The home has a detached garage great for off season boat storage or whatever you may need. Updated septic!

197 Lake Raponda Rd, Wilmington

$73,140

Lot 4 in the High Peak Development, a .25-acre wooded parcel offering an ideal opportunity to create your own Vermont getaway. Perfectly situated just a short drive from Mount Snow, The Hermitage Club, and the recreational offerings of the Deerfield Valley, this lot provides the charm of a cabin in the woods setting with exceptional convenience. With public sewer and public water access, building your mountain retreat becomes straightforward and efficient. Enjoy nearby access to snowmobiling, plus close proximity to skiing, golf, lakes, hiking trails, and year-round outdoor adventure.This manageable lot is perfectly suited for a cozy home base to enjoy all four seasons in Vermont. Bring your builder and start planning your High Peak hideaway today.

5071849 MLS

Lot 4 in the High Peak Development, a .25-acre wooded parcel offering an ideal opportunity to create your own Vermont getaway. Perfectly situated just a short drive from Mount Snow, The Hermitage Club, and the recreational offerings of the Deerfield Valley, this lot provides the charm of a cabin in the woods setting with exceptional convenience. With public sewer and public water access, building your mountain retreat becomes straightforward and efficient. Enjoy nearby access to snowmobiling, plus close proximity to skiing, golf, lakes, hiking trails, and year-round outdoor adventure.This manageable lot is perfectly suited for a cozy home base to enjoy all four seasons in Vermont. Bring your builder and start planning your High Peak hideaway today.

156 High Peak Way, Wilmington

$68,900

Introducing Lot #1 in the High Peak Development, .50-acre double lot offering the foundation for your future Vermont home. This wooded parcel provides the peaceful setting of a cabin in the woods while still being just minutes from Mount Snow, The Hermitage Club, and the year-round recreation of the Deerfield Valley. With public sewer and public water access, the building process is made simpler and more convenient. Enjoy access to snowmobiling as well as close proximity to skiing, golf, lakes, hiking, and all the outdoor activities the area is known for. Whether you’re envisioning a cozy mountain getaway or a retreat, this lot offers the spot to bring your ideas to life. Bring your builder and create your ideal Vermont escape on this exceptional High Peak property.

5071844 MLS

Introducing Lot #1 in the High Peak Development, .50-acre double lot offering the foundation for your future Vermont home. This wooded parcel provides the peaceful setting of a cabin in the woods while still being just minutes from Mount Snow, The Hermitage Club, and the year-round recreation of the Deerfield Valley. With public sewer and public water access, the building process is made simpler and more convenient. Enjoy access to snowmobiling as well as close proximity to skiing, golf, lakes, hiking, and all the outdoor activities the area is known for. Whether you’re envisioning a cozy mountain getaway or a retreat, this lot offers the spot to bring your ideas to life. Bring your builder and create your ideal Vermont escape on this exceptional High Peak property.

161 High Peak Way, Wilmington

$90,100

A opportunity to own this .50-acre double lot in the High Peak Development, offering a double lot for your Vermont getaway. Ideally situated adjacent to the Haystack Golf Course, this parcel provides the perfect mountain convenience. Just a short drive to Mount Snow**, The Hermitage Club, and all the year-round recreation the Deerfield Valley is known for, this property also offers direct access to snowmobiling, hiking, golf, skiing, and nearby lakes. With public sewer and public water access, the building process becomes even more seamless. Whether you’re envisioning a spacious mountain home or a private cabin retreat, this double lot provides the room to bring your ideas to life. Bring your builder and create your ideal Vermont escape on this exceptional High Peak property. .

5071838 MLS

A opportunity to own this .50-acre double lot in the High Peak Development, offering a double lot for your Vermont getaway. Ideally situated adjacent to the Haystack Golf Course, this parcel provides the perfect mountain convenience. Just a short drive to Mount Snow**, The Hermitage Club, and all the year-round recreation the Deerfield Valley is known for, this property also offers direct access to snowmobiling, hiking, golf, skiing, and nearby lakes. With public sewer and public water access, the building process becomes even more seamless. Whether you’re envisioning a spacious mountain home or a private cabin retreat, this double lot provides the room to bring your ideas to life. Bring your builder and create your ideal Vermont escape on this exceptional High Peak property. .

158/160 High Peak Way, Wilmington

$79,500

Discover the perfect opportunity to build your Vermont retreat on this .32 acre lot in the High Peak Development, ideally positioned adjacent to the Haystack Golf Course. This wooded parcel offers the privacy of a cabin-in-the-woods setting while still being just minutes from Mount Snow, The Hermitage Club, and all the four season recreation the Deerfield Valley offers. Charming downtown Wilmington with shops and restaurants is just a short drive away. With public sewer and public water access, building is made even easier bring your builder and start designing your mountain getaway. Enjoy convenient access to snowmobiling directly from the property, golf, hiking, skiing, and lakes, making this an ideal location for both year-round living and vacation enjoyment. Secure your piece of Vermont and build the cabin you’ve always imagined.

5071834 MLS

Discover the perfect opportunity to build your Vermont retreat on this .32 acre lot in the High Peak Development, ideally positioned adjacent to the Haystack Golf Course. This wooded parcel offers the privacy of a cabin-in-the-woods setting while still being just minutes from Mount Snow, The Hermitage Club, and all the four season recreation the Deerfield Valley offers. Charming downtown Wilmington with shops and restaurants is just a short drive away. With public sewer and public water access, building is made even easier bring your builder and start designing your mountain getaway. Enjoy convenient access to snowmobiling directly from the property, golf, hiking, skiing, and lakes, making this an ideal location for both year-round living and vacation enjoyment. Secure your piece of Vermont and build the cabin you’ve always imagined.

162 High Peak Way, Wilmington

$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

$149,000

The Stable Lodge was built in 1969-1970. Located near Haystack Ski Area, The Golf Course and The Hermitage Club close to the Coldbrook. Built as a post and beam home. Features 1 acre with ample parking. Building will need an extensive rehab. Not safe to go into the structure.

4 Beds ⋅ 1 Baths ⋅ 5067951 MLS

The Stable Lodge was built in 1969-1970. Located near Haystack Ski Area, The Golf Course and The Hermitage Club close to the Coldbrook. Built as a post and beam home. Features 1 acre with ample parking. Building will need an extensive rehab. Not safe to go into the structure.

29 Stable Rd, Wilmington

$420,000

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

7 Beds ⋅ 5 Baths ⋅ 5033174 MLS

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

343 Haystack Rd, Wilmington

$389,000

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

4 Beds ⋅ 2 Baths ⋅ 5058910 MLS

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

27 Country Ct, Wilmington

$428,000

Enjoy Green Mountain views from this bright and spacious end-unit townhouse, perfectly sited on the 1st fairway at the Haystack Golf Course. An oversized deck invites outdoor dining and entertaining, with sunsets over Haystack Mountain as your backdrop. Inside, natural light pours through windows and skylights into the open floor plan featuring vaulted ceilings, a fieldstone wood-burning fireplace, and updated main-level flooring. The kitchen offers a breakfast bar and gas range, while the dining area flows seamlessly into the living space. Upstairs, the open loft bedroom includes a private updated bath with oversized shower. The lower level provides a generous primary suite with jetted tub, two additional bedrooms, full hall bath, and laundry area. A covered porch entry with mudroom keeps golf and ski gear organized. The association handles exterior maintenance, landscaping, snow removal, and even delivers firewood to your door for true ease of ownership. Located just steps from golf, a short drive to Wilmington’s shops and restaurants, minutes from Lake Whitingham, and within easy reach of both Haystack and Mount Snow ski resorts, this townhouse is the ideal four-season getaway.

4 Beds ⋅ 4 Baths ⋅ 5057144 MLS

Enjoy Green Mountain views from this bright and spacious end-unit townhouse, perfectly sited on the 1st fairway at the Haystack Golf Course. An oversized deck invites outdoor dining and entertaining, with sunsets over Haystack Mountain as your backdrop. Inside, natural light pours through windows and skylights into the open floor plan featuring vaulted ceilings, a fieldstone wood-burning fireplace, and updated main-level flooring. The kitchen offers a breakfast bar and gas range, while the dining area flows seamlessly into the living space. Upstairs, the open loft bedroom includes a private updated bath with oversized shower. The lower level provides a generous primary suite with jetted tub, two additional bedrooms, full hall bath, and laundry area. A covered porch entry with mudroom keeps golf and ski gear organized. The association handles exterior maintenance, landscaping, snow removal, and even delivers firewood to your door for true ease of ownership. Located just steps from golf, a short drive to Wilmington’s shops and restaurants, minutes from Lake Whitingham, and within easy reach of both Haystack and Mount Snow ski resorts, this townhouse is the ideal four-season getaway.

29 First Ln Unit 17, Wilmington

$2,699,000

Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds. Boasting a coveted southeast exposure, the home and land are cheerful and whimsical and yes it gets even better—this is waterfront property that offers substantial frontage on the North Branch of the Deerfield River, a haven for fly fishing & serenity. For the farmer in you, two livestock barns provide ample space for your animals or envision more—the potential to be certified organic or transform these barns into charming event spaces or the farm into a Bed and Breakfast to blend Vermont's rural allure with modern comfort. This property is an opportunity waiting to be realized. With 5 identified potential new home sites, you may consider creating a family compound or explore development possibilities. Additionally, there's a sugar house and sugar lot, operated with modern efficiency for maple syrup production. Historic Wilmington, is only a stone's throw away and Mount Snow and the prestigious Hermitage Club are just a few miles North. Rarely does an opportunity like this arise. While currently part of Vermont's Current Use program, removal is an option upon sale, making your vision even more attainable. Unlock the limitless posibilities at Wheeler Farm!

6 Beds ⋅ 3 Baths ⋅ 4971898 MLS

Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds. Boasting a coveted southeast exposure, the home and land are cheerful and whimsical and yes it gets even better—this is waterfront property that offers substantial frontage on the North Branch of the Deerfield River, a haven for fly fishing & serenity. For the farmer in you, two livestock barns provide ample space for your animals or envision more—the potential to be certified organic or transform these barns into charming event spaces or the farm into a Bed and Breakfast to blend Vermont's rural allure with modern comfort. This property is an opportunity waiting to be realized. With 5 identified potential new home sites, you may consider creating a family compound or explore development possibilities. Additionally, there's a sugar house and sugar lot, operated with modern efficiency for maple syrup production. Historic Wilmington, is only a stone's throw away and Mount Snow and the prestigious Hermitage Club are just a few miles North. Rarely does an opportunity like this arise. While currently part of Vermont's Current Use program, removal is an option upon sale, making your vision even more attainable. Unlock the limitless posibilities at Wheeler Farm!

36 Woffenden Rd, Wilmington

$749,000

Bring your own builder and discover an exceptional opportunity to own a 1.22-acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy the convenience of modern amenities with access to public sewer, water, and underground utilities, ensuring a seamless building process. Beyond its prime location, the property offers unparalleled access to Vermont's outdoor lifestyle. Revel in private entry to the VAST snowmobile trails and your own UTV trail connecting to the Hermitage Club, creating year-round adventure at your doorstep. Set within a community known for its exclusivity and natural beauty, this property promises the perfect balance of privacy, luxury, and recreation. Whether you're building your weekend retreat or a year-round haven, this rare lot offers the ultimate Vermont lifestyle. Don’t miss this chance to join an elite neighborhood surrounded.

5027028 MLS

Bring your own builder and discover an exceptional opportunity to own a 1.22-acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy the convenience of modern amenities with access to public sewer, water, and underground utilities, ensuring a seamless building process. Beyond its prime location, the property offers unparalleled access to Vermont's outdoor lifestyle. Revel in private entry to the VAST snowmobile trails and your own UTV trail connecting to the Hermitage Club, creating year-round adventure at your doorstep. Set within a community known for its exclusivity and natural beauty, this property promises the perfect balance of privacy, luxury, and recreation. Whether you're building your weekend retreat or a year-round haven, this rare lot offers the ultimate Vermont lifestyle. Don’t miss this chance to join an elite neighborhood surrounded.

81 Mirror Lake Xing, Wilmington

$774,000

Desirable Building Lot at Old Mill at Haystack Mountain. House rendering concept has been designed by The Wadsworth Design Build team who are ready to get started on your mountain home. Come discover an opportunity to own a 1.3 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium cleared lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy the convenience of modern amenities with access to public sewer, water, and underground utilities, ensuring a seamless building process. Beyond its prime location, the property offers unparalleled access to Vermont's outdoor lifestyle. Mill Lane offers a private entry to the VAST snowmobile trails and your own UTV trail connecting to the Hermitage Club, creating year-round adventure at your doorstep. Set within a community known for its exclusivity and natural beauty, and serene sounds of the Haystack brook meandering through the property, this property promises the perfect balance of privacy, luxury, and recreation. Whether you're building your weekend retreat or a year-round haven, this rare lot offers the ultimate Vermont lifestyle. Don’t miss this chance to join an elite neighborhood.

5027030 MLS

Desirable Building Lot at Old Mill at Haystack Mountain. House rendering concept has been designed by The Wadsworth Design Build team who are ready to get started on your mountain home. Come discover an opportunity to own a 1.3 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium cleared lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy the convenience of modern amenities with access to public sewer, water, and underground utilities, ensuring a seamless building process. Beyond its prime location, the property offers unparalleled access to Vermont's outdoor lifestyle. Mill Lane offers a private entry to the VAST snowmobile trails and your own UTV trail connecting to the Hermitage Club, creating year-round adventure at your doorstep. Set within a community known for its exclusivity and natural beauty, and serene sounds of the Haystack brook meandering through the property, this property promises the perfect balance of privacy, luxury, and recreation. Whether you're building your weekend retreat or a year-round haven, this rare lot offers the ultimate Vermont lifestyle. Don’t miss this chance to join an elite neighborhood.

93 Mirror Lake Xing, Wilmington

$749,000

Bring your own builder and discover an exceptional opportunity to own a 2.57 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy the convenience of modern amenities with access to public sewer, water, and underground utilities, ensuring a seamless building process. Beyond its prime location, the property offers unparalleled access to Vermont's outdoor lifestyle. Revel in private entry to the VAST snowmobile trails and your own UTV trail connecting to the Hermitage Club, creating year-round adventure at your doorstep. Set within a community known for its exclusivity and natural beauty, this property promises the perfect balance of privacy, luxury, and recreation. Whether you're building your weekend retreat or a year-round haven, this rare lot offers the ultimate Vermont lifestyle. Don’t miss this chance to join an elite neighborhood.

5027029 MLS

Bring your own builder and discover an exceptional opportunity to own a 2.57 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by your own builder or the Wadsworth Design Build. Enjoy the convenience of modern amenities with access to public sewer, water, and underground utilities, ensuring a seamless building process. Beyond its prime location, the property offers unparalleled access to Vermont's outdoor lifestyle. Revel in private entry to the VAST snowmobile trails and your own UTV trail connecting to the Hermitage Club, creating year-round adventure at your doorstep. Set within a community known for its exclusivity and natural beauty, this property promises the perfect balance of privacy, luxury, and recreation. Whether you're building your weekend retreat or a year-round haven, this rare lot offers the ultimate Vermont lifestyle. Don’t miss this chance to join an elite neighborhood.

87 Mirror Lake Xing, Wilmington