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Priced to sell, on the Hill, End of the Road, Double Lot, built in 2024, Attached Garage, 3-bedroom 2 baths, Primary Suite with Ensuite Bath, Woodstove, Gas Cook Stove, Furnished, and Move-in Ready! Start enjoying all the amenities Chimney Hill offers within its 1,200-Acre Campus. Truly the most complete All-Season Resort in the Deerfield Valley with its exclusive members-only Clubhouse located at 2,000' on the Hill, featuring year-round swimming, new hot tub, fitness room, arcade room, playroom, community room, fully equipped members kitchen, reading nook, après ski lounge, 3 tennis court areas plus basketball court, extensive multi-use trail system, snowmobiling, ice skating, pickleball and tennis, stocked fishing pond, hiking, biking, and more! Plus, the Deerfield Valley offers world class skiing and shredding literally minutes away, fine and casual dining, unique shopping, escape room, mini, disk, and traditional golf, kayaking, canoeing, pontoon and sail boating, paddleboarding, the Green Mt National forest, antiques, flea markets, breweries, wineries, distilleries, music, theater, equestrian events, and so much more!

3 Beds ⋅ 2 Baths ⋅ 5106545 MLS

Priced to sell, on the Hill, End of the Road, Double Lot, built in 2024, Attached Garage, 3-bedroom 2 baths, Primary Suite with Ensuite Bath, Woodstove, Gas Cook Stove, Furnished, and Move-in Ready! Start enjoying all the amenities Chimney Hill offers within its 1,200-Acre Campus. Truly the most complete All-Season Resort in the Deerfield Valley with its exclusive members-only Clubhouse located at 2,000' on the Hill, featuring year-round swimming, new hot tub, fitness room, arcade room, playroom, community room, fully equipped members kitchen, reading nook, après ski lounge, 3 tennis court areas plus basketball court, extensive multi-use trail system, snowmobiling, ice skating, pickleball and tennis, stocked fishing pond, hiking, biking, and more! Plus, the Deerfield Valley offers world class skiing and shredding literally minutes away, fine and casual dining, unique shopping, escape room, mini, disk, and traditional golf, kayaking, canoeing, pontoon and sail boating, paddleboarding, the Green Mt National forest, antiques, flea markets, breweries, wineries, distilleries, music, theater, equestrian events, and so much more!

47 Upper Howes Rd Unit A-23, Wilmington

$449,000

Beautiful condo on the side of Haystack mountain at the beautiful exclusive Hermitage Club Ski Resort. Enjoy sunrise views out your living room windows in this immaculate 2 bedroom, 2.5 bath unit. Walk in from the spacious mudroom entry to a living area with wood burning fireplace, deck overlooking the view, tremendous light and views, kitchen with breakfast bar, updated appliances, and gas stove, spacious dining area, and guest bath. There is large primary bedroom and bath on the main floor with it's own private deck. The lower level is another primary suite with a walkout access, as well as a large finishable rear room that could be ideal for media area, exercise room, or more, easily finishable. The space is a welcome surprise compared to typical ski condos and would be efficient and cost effective for a Hermitage member compared to other on site pricing. At just a 3 mile drive to the Mount Snow ski resort and even nearer the village of Wilmington and Lakes, this is a true four season getaway. Coldbrook water and sewer is $1500/year.

2 Beds ⋅ 3 Baths ⋅ 5088530 MLS

Beautiful condo on the side of Haystack mountain at the beautiful exclusive Hermitage Club Ski Resort. Enjoy sunrise views out your living room windows in this immaculate 2 bedroom, 2.5 bath unit. Walk in from the spacious mudroom entry to a living area with wood burning fireplace, deck overlooking the view, tremendous light and views, kitchen with breakfast bar, updated appliances, and gas stove, spacious dining area, and guest bath. There is large primary bedroom and bath on the main floor with it's own private deck. The lower level is another primary suite with a walkout access, as well as a large finishable rear room that could be ideal for media area, exercise room, or more, easily finishable. The space is a welcome surprise compared to typical ski condos and would be efficient and cost effective for a Hermitage member compared to other on site pricing. At just a 3 mile drive to the Mount Snow ski resort and even nearer the village of Wilmington and Lakes, this is a true four season getaway. Coldbrook water and sewer is $1500/year.

15 Haymaker Ln Unit 6D, Wilmington

$439,000

Price Improvement! Tucked away in a quiet corner of Chimney Hill is this gem! This 3-bedroom, 2 bath home in Section C has it all! It features a classic mudroom entry, a brick interior walkway, and an open-concept living, dining, and kitchen area with French doors leading to a screened outdoor living room and a picnic porch out back, which includes a firepit for cozy conversation on chilly evenings. More thoughtful touches include a dedicated propane grill, so you don't have to fuss with tank replacements, custom woodwork and built-in closets, vaulted bedroom ceilings with dramatic woodwork, double lot for added privacy, shed, and an outdoor shower! A metal roof, new furnace, new flooring, wood stove and flue, new appliances, shed, wood storage, and includes most furnishings are included. Enjoy all the amenities Chimney Hill offers on its 1,200-Acre Campus, with 550-Acres owned in common by the members. Amenities feature the exclusive Clubhouse with indoor and outdoor heated pools, a hot tub, fitness center, arcade, small toddler playroom, après ski lounge, community room, fully equipped kitchen, outdoor BBQ area, playground, pickleball, tennis, basketball, seasonal ice skating, multi-trail system, snow shoeing, cross country skiing, hiking and biking. Plus, Southern Vermont offers nearby opportunities for canoe, kayak, sailing, pontoon, and other boating, paddle boarding, golf, fishing, shopping, world-class skiing and shredding, fine dining, flea markets, unique shopping experiences, music, festivals, and so much more!

3 Beds ⋅ 2 Baths ⋅ 5092054 MLS

Price Improvement! Tucked away in a quiet corner of Chimney Hill is this gem! This 3-bedroom, 2 bath home in Section C has it all! It features a classic mudroom entry, a brick interior walkway, and an open-concept living, dining, and kitchen area with French doors leading to a screened outdoor living room and a picnic porch out back, which includes a firepit for cozy conversation on chilly evenings. More thoughtful touches include a dedicated propane grill, so you don't have to fuss with tank replacements, custom woodwork and built-in closets, vaulted bedroom ceilings with dramatic woodwork, double lot for added privacy, shed, and an outdoor shower! A metal roof, new furnace, new flooring, wood stove and flue, new appliances, shed, wood storage, and includes most furnishings are included. Enjoy all the amenities Chimney Hill offers on its 1,200-Acre Campus, with 550-Acres owned in common by the members. Amenities feature the exclusive Clubhouse with indoor and outdoor heated pools, a hot tub, fitness center, arcade, small toddler playroom, après ski lounge, community room, fully equipped kitchen, outdoor BBQ area, playground, pickleball, tennis, basketball, seasonal ice skating, multi-trail system, snow shoeing, cross country skiing, hiking and biking. Plus, Southern Vermont offers nearby opportunities for canoe, kayak, sailing, pontoon, and other boating, paddle boarding, golf, fishing, shopping, world-class skiing and shredding, fine dining, flea markets, unique shopping experiences, music, festivals, and so much more!

2 Woodlot Ln Unit C-215, 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

$425,000

Lovely renovated chalet at the bottom of the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. This lovely private parcel sits in the easily accessible lower section with nice seclusion and views out the rear, affording nice privacy yet with all the conveniences of community living. The interior boasts an open concept living space with natural light and large windows, natural woodwork throughout, a brand new kitchen with stainless appliances and quartz counters, a spacious dining area open to the living room with gas fireplace and stone hearth, a main floor bedroom and updated full bath, 2 upstairs bedrooms including a spacious primary and a second full bath, and a main floor mudroom and laundry area great for all your seasonal gear. There is also a large owners closet or bonus room off the main bath that could serve as an office with patio door out to the deck. Less obvious upgrades include direct vent heating, all new flooring, and convenient wood shed and bear proof trash bin. This comes with all the great Chimney Hill amenities including road maintenance, community water, clubhouse with indoor and outdoor pools, hot tub, game room, theater, playground, tennis courts, basketball, gym, and more. There are also a la carte services including plowing, sanding, and trash pickup. A truly unique spot that affords Vermont charm and serenity, with easy management.

3 Beds ⋅ 2 Baths ⋅ 5088540 MLS

Lovely renovated chalet at the bottom of the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. This lovely private parcel sits in the easily accessible lower section with nice seclusion and views out the rear, affording nice privacy yet with all the conveniences of community living. The interior boasts an open concept living space with natural light and large windows, natural woodwork throughout, a brand new kitchen with stainless appliances and quartz counters, a spacious dining area open to the living room with gas fireplace and stone hearth, a main floor bedroom and updated full bath, 2 upstairs bedrooms including a spacious primary and a second full bath, and a main floor mudroom and laundry area great for all your seasonal gear. There is also a large owners closet or bonus room off the main bath that could serve as an office with patio door out to the deck. Less obvious upgrades include direct vent heating, all new flooring, and convenient wood shed and bear proof trash bin. This comes with all the great Chimney Hill amenities including road maintenance, community water, clubhouse with indoor and outdoor pools, hot tub, game room, theater, playground, tennis courts, basketball, gym, and more. There are also a la carte services including plowing, sanding, and trash pickup. A truly unique spot that affords Vermont charm and serenity, with easy management.

49 West Rd, Wilmington

$425,000

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

1 Beds ⋅ 3 Baths ⋅ 5075127 MLS

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

33 W Main St, Wilmington

$420,000

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

7 Beds ⋅ 5 Baths ⋅ 5033174 MLS

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

343 Haystack Rd, Wilmington

$419,000

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

3 Beds ⋅ 3 Baths ⋅ 5111420 MLS

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

272 Shearer Hill Rd, Wilmington

$419,000

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

5 Beds ⋅ 3 Baths ⋅ 5108469 MLS

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

113 Happy Haven Rd, Wilmington

$412,250

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

4 Beds ⋅ 3 Baths ⋅ 5090228 MLS

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

52 Ruth Way, Wilmington

$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

$389,000

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

2 Beds ⋅ 1 Baths ⋅ 5098092 MLS

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

456 Rte 100, Wilmington

$389,000

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

4 Beds ⋅ 2 Baths ⋅ 5058910 MLS

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

27 Country Ct, Wilmington

$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

$345,000

Welcome to 21 Big Bend Loop in Wilmington, VT, where mountain charm, year-round adventure, and peaceful surroundings come together. Tucked among the trees, this chalet-style home offers the perfect escape, whether you're looking for a full-time residence, a weekend getaway, or an investment property in one of Southern Vermont's most desirable recreation areas. Step inside through the spacious mudroom, the perfect place to kick off your boots after a day on the slopes or hiking the trails. The warm and inviting interior features comfortable living spaces, a finished basement that provides extra room for guests, a game room, home office, or cozy movie nights, and a layout designed for making memories. Outside, the deck is freshly remodeled, creating an even better space to relax and take in the beautiful wooded views. Enjoy your morning coffee surrounded by nature, unwind after a day of adventure, or entertain friends in your own private mountain retreat. One of this property's unique advantages is the additional lot located directly across the street, offering exciting possibilities for future owners. Whether you envision building a garage, creating additional parking, or simply holding the land for future use, it's a valuable bonus that adds flexibility and long-term potential. Located just minutes from Mount Snow and a short distance to other nearby ski areas, this home puts four-season recreation right at your fingertips. Spend your winters skiing and snowboarding, then enjoy mountain biking, hiking, golf, lakes, breweries, restaurants, and charming downtown Wilmington throughout the warmer months. No matter the season, adventure is always close by. Speaking of close by, the Clubhouse with indoor and outdoor pools, hot tub, game room, tennis courts, gym, etc is only a short walk away! If you've been dreaming of a Vermont getaway with room to grow, beautiful surroundings, and an unbeatable location, 21 Big Bend Loop is ready to welcome you home.

3 Beds ⋅ 2 Baths ⋅ 5102964 MLS

Welcome to 21 Big Bend Loop in Wilmington, VT, where mountain charm, year-round adventure, and peaceful surroundings come together. Tucked among the trees, this chalet-style home offers the perfect escape, whether you're looking for a full-time residence, a weekend getaway, or an investment property in one of Southern Vermont's most desirable recreation areas. Step inside through the spacious mudroom, the perfect place to kick off your boots after a day on the slopes or hiking the trails. The warm and inviting interior features comfortable living spaces, a finished basement that provides extra room for guests, a game room, home office, or cozy movie nights, and a layout designed for making memories. Outside, the deck is freshly remodeled, creating an even better space to relax and take in the beautiful wooded views. Enjoy your morning coffee surrounded by nature, unwind after a day of adventure, or entertain friends in your own private mountain retreat. One of this property's unique advantages is the additional lot located directly across the street, offering exciting possibilities for future owners. Whether you envision building a garage, creating additional parking, or simply holding the land for future use, it's a valuable bonus that adds flexibility and long-term potential. Located just minutes from Mount Snow and a short distance to other nearby ski areas, this home puts four-season recreation right at your fingertips. Spend your winters skiing and snowboarding, then enjoy mountain biking, hiking, golf, lakes, breweries, restaurants, and charming downtown Wilmington throughout the warmer months. No matter the season, adventure is always close by. Speaking of close by, the Clubhouse with indoor and outdoor pools, hot tub, game room, tennis courts, gym, etc is only a short walk away! If you've been dreaming of a Vermont getaway with room to grow, beautiful surroundings, and an unbeatable location, 21 Big Bend Loop is ready to welcome you home.

21 Big Bend Loop, Wilmington

$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

$325,000

Located on a corner lot in the lower section of Chimney Hill, this 4-bedroom, 2-bath home offers 1,856 square feet of living space and a great opportunity for buyers looking to refresh, personalize, and add value. Set on 0.69 acres, the property provides a comfortable amount of outdoor space without the burden of extensive maintenance. The two-story layout is well-suited for full-time living or use as a second home. The first floor features wood floors throughout the main living areas, a spacious living room with a wood-burning fireplace, an additional lounge, first-floor bedroom and bath. The large eat in kitchen is a stand out with high ceilings, granite countertops, a farmhouse sink, double oven, and a Wolf range hood. The second floor includes a generous primary bedroom with French doors opening to a private balcony, a full bathroom, and two additional bedrooms, including a spacious bunk room with built-ins. Conveniently located less than 2 miles from historic downtown Wilmington, Vermont shops, dining, and entertainment, 5 miles from the exclusive Hermitage Club at Haystack Mountain and 7 miles from Mount Snow. The clubhouse features indoor and outdoor pools, a hot tub, fitness area, game room, arcade, movie theater, and recreational space for owners. Outdoor amenities include lighted tennis and basketball courts, an outdoor skating rink with warming hut, a stocked fishing pond, hiking trails, playgrounds, picnic areas, and direct access to the VAST snowmobile trail system. The property is offered as is. Water is turned off. Appointment required.

4 Beds ⋅ 2 Baths ⋅ 5111868 MLS

Located on a corner lot in the lower section of Chimney Hill, this 4-bedroom, 2-bath home offers 1,856 square feet of living space and a great opportunity for buyers looking to refresh, personalize, and add value. Set on 0.69 acres, the property provides a comfortable amount of outdoor space without the burden of extensive maintenance. The two-story layout is well-suited for full-time living or use as a second home. The first floor features wood floors throughout the main living areas, a spacious living room with a wood-burning fireplace, an additional lounge, first-floor bedroom and bath. The large eat in kitchen is a stand out with high ceilings, granite countertops, a farmhouse sink, double oven, and a Wolf range hood. The second floor includes a generous primary bedroom with French doors opening to a private balcony, a full bathroom, and two additional bedrooms, including a spacious bunk room with built-ins. Conveniently located less than 2 miles from historic downtown Wilmington, Vermont shops, dining, and entertainment, 5 miles from the exclusive Hermitage Club at Haystack Mountain and 7 miles from Mount Snow. The clubhouse features indoor and outdoor pools, a hot tub, fitness area, game room, arcade, movie theater, and recreational space for owners. Outdoor amenities include lighted tennis and basketball courts, an outdoor skating rink with warming hut, a stocked fishing pond, hiking trails, playgrounds, picnic areas, and direct access to the VAST snowmobile trail system. The property is offered as is. Water is turned off. Appointment required.

52 North Rd, Wilmington

$319,000

Enjoy year-round Vermont living in this classic Spyglass townhome that is located right on the 10th fairway of the Haystack Golf course. Offering 3 bedrooms plus a sleeping loft and 3.5 baths. Designed for comfort and convenience, the main level features a mudroom, an open-concept living and dining area with vaulted ceilings, a fully equipped kitchen, and a cozy wood-burning fieldstone fireplace. Step outside onto the deck to relax and enjoy the peaceful mountain setting. The upper level offers a versatile loft with its own private bath, ideal for additional sleeping space, a home office, or a guest suite. The lower level includes 3 comfortable bedrooms and two full baths. The Spyglass Association provides exceptional maintenance-free living, with dues covering landscaping, snow plowing, walkway shoveling, firewood delivered right to your door, and trash removal. Conveniently located just minutes from The Hermitage Club, Mount Snow Resort, Lake Whitingham, and the charming village of Wilmington, this property is an ideal four-season getaway, full-time residence, or investment opportunity. Walk to Hastack Golf Course clubhouse and the Stack restaurant.

3 Beds ⋅ 4 Baths ⋅ 5100908 MLS

Enjoy year-round Vermont living in this classic Spyglass townhome that is located right on the 10th fairway of the Haystack Golf course. Offering 3 bedrooms plus a sleeping loft and 3.5 baths. Designed for comfort and convenience, the main level features a mudroom, an open-concept living and dining area with vaulted ceilings, a fully equipped kitchen, and a cozy wood-burning fieldstone fireplace. Step outside onto the deck to relax and enjoy the peaceful mountain setting. The upper level offers a versatile loft with its own private bath, ideal for additional sleeping space, a home office, or a guest suite. The lower level includes 3 comfortable bedrooms and two full baths. The Spyglass Association provides exceptional maintenance-free living, with dues covering landscaping, snow plowing, walkway shoveling, firewood delivered right to your door, and trash removal. Conveniently located just minutes from The Hermitage Club, Mount Snow Resort, Lake Whitingham, and the charming village of Wilmington, this property is an ideal four-season getaway, full-time residence, or investment opportunity. Walk to Hastack Golf Course clubhouse and the Stack restaurant.

12 Par Dr Unit 12, Wilmington

$315,000

Lovely 3 bedroom, 3.5 bath townhouse just off the Haystack Club Golf Course with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club and Mount Snow ski resorts. The deck overlooks the green mountains and is just off the 10th fairway. This unit features a vaulted open concept living room with stone hearth and efficient wood stove, spacious dining area leading out to the rear deck for entertaining, galley style kitchen with updated appliances, large entry mudroom, and half bath. The upper level has a large open loft space and full bathroom. The finished lower level has two full suites, allowing for ample private space for any guests. There is also a covered front porch with wood storage, and amenities including snow removal, landscaping, building maintenance, and trash. There is an ongoing project to replace windows and siding that will ultimately improve the overall exterior aesthetic and is included in the new monthly fees. Easy access to and from the adjacent golf course, which is great for trail access for hiking and cross country skiing year round, as well as the nearby Hermitage Club and Mount Snow ski resorts, and nearby village of Wilmington.

3 Beds ⋅ 4 Baths ⋅ 5108416 MLS

Lovely 3 bedroom, 3.5 bath townhouse just off the Haystack Club Golf Course with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club and Mount Snow ski resorts. The deck overlooks the green mountains and is just off the 10th fairway. This unit features a vaulted open concept living room with stone hearth and efficient wood stove, spacious dining area leading out to the rear deck for entertaining, galley style kitchen with updated appliances, large entry mudroom, and half bath. The upper level has a large open loft space and full bathroom. The finished lower level has two full suites, allowing for ample private space for any guests. There is also a covered front porch with wood storage, and amenities including snow removal, landscaping, building maintenance, and trash. There is an ongoing project to replace windows and siding that will ultimately improve the overall exterior aesthetic and is included in the new monthly fees. Easy access to and from the adjacent golf course, which is great for trail access for hiking and cross country skiing year round, as well as the nearby Hermitage Club and Mount Snow ski resorts, and nearby village of Wilmington.

10 Tenth Ln Unit 31, Wilmington

$299,000

NEW 2025 MANUFACTURED HOME ON 1.4 ACRES IN WILMINGTON! Enjoy the perfect blend of privacy, convenience, and value in this immaculate 3-bedroom, 2-bath double-wide manufactured home offering approximately 1,300 square feet of comfortable one-level living. Set on 1.4+/- acres on a quiet dead-end road, this property offers a peaceful setting while remaining just a short drive to downtown Wilmington and all that Southern Vermont has to offer. Inside, you'll find a bright, spacious open-concept layout with a comfortable living room, well-appointed kitchen with plenty of cabinet and counter space, dining area, and a generous primary bedroom with a private ensuite bath. Two additional bedrooms provide plenty of room for family, guests, a home office, or hobbies. With its modern construction, easy one-level floor plan, and move-in-ready condition, this home is an excellent choice for a year-round residence, vacation getaway, or affordable mountain retreat. Outside, the 1.4-acre property provides plenty of room for gardening, outdoor dining, recreation, or simply enjoying the surrounding woods and privacy. The location is hard to beat, close to Wilmington's shops and restaurants, Harriman Reservoir for boating and swimming, Lake Raponda, Haystack Golf Club, hiking and biking trails, and just a short drive to Mount Snow for winter skiing and year-round activities. If you're looking for a new, spacious, low-maintenance home in Southern Vermont without the price tag of a traditional site-built home, this one deserves a look. Spacious, immaculate, private, and move-in ready, come see all this 2025 home has to offer!

3 Beds ⋅ 2 Baths ⋅ 5105074 MLS

NEW 2025 MANUFACTURED HOME ON 1.4 ACRES IN WILMINGTON! Enjoy the perfect blend of privacy, convenience, and value in this immaculate 3-bedroom, 2-bath double-wide manufactured home offering approximately 1,300 square feet of comfortable one-level living. Set on 1.4+/- acres on a quiet dead-end road, this property offers a peaceful setting while remaining just a short drive to downtown Wilmington and all that Southern Vermont has to offer. Inside, you'll find a bright, spacious open-concept layout with a comfortable living room, well-appointed kitchen with plenty of cabinet and counter space, dining area, and a generous primary bedroom with a private ensuite bath. Two additional bedrooms provide plenty of room for family, guests, a home office, or hobbies. With its modern construction, easy one-level floor plan, and move-in-ready condition, this home is an excellent choice for a year-round residence, vacation getaway, or affordable mountain retreat. Outside, the 1.4-acre property provides plenty of room for gardening, outdoor dining, recreation, or simply enjoying the surrounding woods and privacy. The location is hard to beat, close to Wilmington's shops and restaurants, Harriman Reservoir for boating and swimming, Lake Raponda, Haystack Golf Club, hiking and biking trails, and just a short drive to Mount Snow for winter skiing and year-round activities. If you're looking for a new, spacious, low-maintenance home in Southern Vermont without the price tag of a traditional site-built home, this one deserves a look. Spacious, immaculate, private, and move-in ready, come see all this 2025 home has to offer!

21 Lawrence Davis Dr, Wilmington

$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

$287,900

Enjoy the best of Southern Vermont from this spacious and inviting condo, offering a wonderful and unique blend of comfort, convenience, and privacy. Ideally located just a short drive from Mount Snow and downtown Wilmington, this property is perfectly suited as a year-round vacation retreat or four-season home. The open concept second floor offers an effortless flow between the kitchen, dining, and living areas, with abundant windows filling the space with natural light and bringing the surrounding greenery indoors. The generously sized kitchen features ample cabinetry, a large center island with seating, and plenty of space for everyday living or entertaining. Adjacent dining and living areas allow family and friends to gather and relax after a day enjoying the mountains. Step outside onto the large deck and immerse yourselves in the peaceful, private setting perfect for morning coffee, summer dining, or unwinding after a day of skiing, hiking, or exploring the Deerfield Valley. Bonuses including a family room on the lower-level providing additional flexible living space for movie nights, games, guests, or relaxing apres ski. The dedicated storage shed offers convenient space for seasonal gear and outdoor equipment including the kayaks and a trailer (all part of the sale) for convenient transport to local lakes. Recent improvements of a new roof, windows, updated kitchen along with low HOA fees add to the appeal, while the private setting provides a sense of escape without sacrificing convenience - easy access to skiing, hiking, mountain biking, Lake Raponda, restaurants, shops, and the many year-round attractions of the Deerfield Valley.

3 Beds ⋅ 2 Baths ⋅ 5106199 MLS

Enjoy the best of Southern Vermont from this spacious and inviting condo, offering a wonderful and unique blend of comfort, convenience, and privacy. Ideally located just a short drive from Mount Snow and downtown Wilmington, this property is perfectly suited as a year-round vacation retreat or four-season home. The open concept second floor offers an effortless flow between the kitchen, dining, and living areas, with abundant windows filling the space with natural light and bringing the surrounding greenery indoors. The generously sized kitchen features ample cabinetry, a large center island with seating, and plenty of space for everyday living or entertaining. Adjacent dining and living areas allow family and friends to gather and relax after a day enjoying the mountains. Step outside onto the large deck and immerse yourselves in the peaceful, private setting perfect for morning coffee, summer dining, or unwinding after a day of skiing, hiking, or exploring the Deerfield Valley. Bonuses including a family room on the lower-level providing additional flexible living space for movie nights, games, guests, or relaxing apres ski. The dedicated storage shed offers convenient space for seasonal gear and outdoor equipment including the kayaks and a trailer (all part of the sale) for convenient transport to local lakes. Recent improvements of a new roof, windows, updated kitchen along with low HOA fees add to the appeal, while the private setting provides a sense of escape without sacrificing convenience - easy access to skiing, hiking, mountain biking, Lake Raponda, restaurants, shops, and the many year-round attractions of the Deerfield Valley.

17 Willis Rd Unit 3, Wilmington

$279,000

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

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

$249,000

Location, location, location! This rare opportunity is surrounded by the beautiful Haystack Golf Course, offering an unbeatable setting in one of southern Vermont's premier resort destinations. The property currently features a camp and a one-car garage, allowing you to enjoy the land immediately while planning your dream home or future getaway. Just minutes from Mount Snow, The Hermitage Club, golf, skiing, mountain biking, hiking, and year-round recreation, this parcel offers incredible potential for a vacation retreat, investment property, or primary residence. Opportunities in this location are few and far between. Don't miss your chance to own a piece of this sought-after area!

1 Beds ⋅ 5100124 MLS

Location, location, location! This rare opportunity is surrounded by the beautiful Haystack Golf Course, offering an unbeatable setting in one of southern Vermont's premier resort destinations. The property currently features a camp and a one-car garage, allowing you to enjoy the land immediately while planning your dream home or future getaway. Just minutes from Mount Snow, The Hermitage Club, golf, skiing, mountain biking, hiking, and year-round recreation, this parcel offers incredible potential for a vacation retreat, investment property, or primary residence. Opportunities in this location are few and far between. Don't miss your chance to own a piece of this sought-after area!

246 Mann Rd, Wilmington

$239,900

Located in the heart of Wilmington, this charming two bedroom, one and a half bath home offers an excellent opportunity to create something truly special. Just a short walk to shops, restaurants, and everything downtown has to offer, the location is hard to beat. The home features an attached garage with potential unfinished space above, offering endless possibilities for expansion, a home office, studio, or additional living area. Fidium high-speed fiber internet is already available on site, making it ideal for remote work or streaming. Connected to town water and sewer, the property offers added convenience and potential for future improvements, subject to local permitting and applicable town approvals. A new furnace was installed in May 2026, providing peace of mind for the next owner. Lovingly owned by the same family for the past 30 years, this home is ready for its next chapter. Being sold as is, it presents a wonderful opportunity for buyers with vision to update, personalize, and build equity in a highly desirable village location. All measurements are approximate, please conduct your own due diligence if important.

2 Beds ⋅ 2 Baths ⋅ 5103642 MLS

Located in the heart of Wilmington, this charming two bedroom, one and a half bath home offers an excellent opportunity to create something truly special. Just a short walk to shops, restaurants, and everything downtown has to offer, the location is hard to beat. The home features an attached garage with potential unfinished space above, offering endless possibilities for expansion, a home office, studio, or additional living area. Fidium high-speed fiber internet is already available on site, making it ideal for remote work or streaming. Connected to town water and sewer, the property offers added convenience and potential for future improvements, subject to local permitting and applicable town approvals. A new furnace was installed in May 2026, providing peace of mind for the next owner. Lovingly owned by the same family for the past 30 years, this home is ready for its next chapter. Being sold as is, it presents a wonderful opportunity for buyers with vision to update, personalize, and build equity in a highly desirable village location. All measurements are approximate, please conduct your own due diligence if important.

6 Church St, Wilmington

$149,000

Nice private almost 17 acre site with driveway, dug well, dug pond, sitework and ski area and Mountain views. Log cabin or post and beam home is a great fit. VAST snowmobile trail runs through the property. Beautiful bright and sunny exposure.

5089334 MLS

Nice private almost 17 acre site with driveway, dug well, dug pond, sitework and ski area and Mountain views. Log cabin or post and beam home is a great fit. VAST snowmobile trail runs through the property. Beautiful bright and sunny exposure.

9 Brown Rd, 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

$140,000

Build your dream mountain retreat on this exceptional 1.4-acre double lot (Lots 494 & 495) in the highly desirable Chimney Hill community. Gently sloping and situated at approximately 2,400 feet in elevation, this unique parcel offers outstanding privacy with seasonal winter valley views while directly abutting Green Mountain National Forest and HOA common land, helping preserve the peaceful natural setting for years to come. The property is ready for your vision with an approved Vermont wastewater permit for a 3-bedroom home, a gravity-fed septic design, and community water available at the road. Its topography provides an ideal homesite to maximize both seclusion and scenic surroundings. As part of the Chimney Hill Owners Association, enjoy year-round amenities including indoor and outdoor heated pools, a clubhouse with fitness center and hot tub, tennis and pickleball courts, hiking and snowmobile trails, an ice skating rink, fishing pond, playgrounds, and more. Conveniently located just minutes from Mount Snow, Lake Whitingham, and the shops and restaurants of Wilmington, this property offers the perfect balance of recreation, tranquility, and four-season Vermont living.

5094122 MLS

Build your dream mountain retreat on this exceptional 1.4-acre double lot (Lots 494 & 495) in the highly desirable Chimney Hill community. Gently sloping and situated at approximately 2,400 feet in elevation, this unique parcel offers outstanding privacy with seasonal winter valley views while directly abutting Green Mountain National Forest and HOA common land, helping preserve the peaceful natural setting for years to come. The property is ready for your vision with an approved Vermont wastewater permit for a 3-bedroom home, a gravity-fed septic design, and community water available at the road. Its topography provides an ideal homesite to maximize both seclusion and scenic surroundings. As part of the Chimney Hill Owners Association, enjoy year-round amenities including indoor and outdoor heated pools, a clubhouse with fitness center and hot tub, tennis and pickleball courts, hiking and snowmobile trails, an ice skating rink, fishing pond, playgrounds, and more. Conveniently located just minutes from Mount Snow, Lake Whitingham, and the shops and restaurants of Wilmington, this property offers the perfect balance of recreation, tranquility, and four-season Vermont living.

Scattered Timber Road, 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

$85,000

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

How much is your home worth?

How much is your home worth?