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7 Lightning Ledge Way, Wilmington
$534,000
4 Beds ⋅ 2 Baths ⋅ 5095908 MLS
Located in the Chimney Hill community, this four-bedroom, two-bath home offers the perfect Southern Vermont retreat for every season. The open-concept living, kitchen, and dining area creates a welcoming space for gathering with family and friends after a day of skiing, boating, hiking, or exploring the area. Warm wood accents and comfortable living spaces create a relaxed Vermont atmosphere that feels inviting year-round. Step outside to the front porch and enjoy the seasonal mountain views while taking in the peaceful surroundings. Set on a wooded lot, the property offers a balance of privacy and convenience, with easy access to the extensive amenities of Chimney Hill and the recreation opportunities that make Southern Vermont such a sought-after destination. As a homeowner in Chimney Hill, you'll enjoy access to a wide range of community amenities, including an indoor pool, outdoor pool, fitness and community center, pickleball courts, ice skating, tennis courts, and an extensive network of hiking and recreational trails. Whether you're looking for outdoor adventure or a place to relax with family and friends, Chimney Hill offers activities for every season. Just minutes from Lake Whitingham, Mount Snow, The Hermitage Club, and downtown Wilmington, this home is ideally located for year-round enjoyment. Spend your summers boating, paddling, and swimming on the lake, and your winters skiing and snowboarding at nearby resorts. Whether you're looking for a primary residence, vacation home, or investment property, this four-bedroom getaway provides the space, location, and lifestyle that Vermont buyers are seeking.

7 Lightning Ledge Way, Wilmington

2 Woodlot Ln Unit C-215, Wilmington
$439,000
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

52 Ruth Way, Wilmington
$412,250
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

67 Castle Hill Rd, Wilmington
$747,500
5 Beds ⋅ 4 Baths ⋅ 5089227 MLS
Rare opportunity to own a meticulously restored 1830s vintage farmhouse, offered completely turnkey with extensive updates, thoughtful renovations, and modern amenities throughout. Ideally located just outside the country village of Wilmington for shopping and dining, a short drive to Mount Snow, and just up the street from Lake Whitingham’s boat launch and beach areas - truly four-season enjoyment at your doorstep. Inside, the home offers 4+ bedrooms and 3.5 renovated baths across three distinct living areas. The flexible layout includes a main-floor primary suite option, a second upstairs suite with large closets and an upscale bath, plus a separate guest wing with two additional bedrooms and a full bath - perfect for hosting family and friends. You’ll also find up- and down-country mudrooms with excellent storage, the original foyer and front door, a country kitchen with stainless appliances and Corian counters, gas stove with brick hearth, vintage bar area, wood floors, gorgeous sunroom, and main-floor laundry - blending historic character with everyday convenience. Spacious and bright, the home strikes the perfect balance between timeless charm and modern comfort. Enjoy mountain views over the village from the front porch, or relax among the beautifully crafted stone walls, perennial gardens, and mature trees. Additional features include a newly built two-car garage barn with second-floor expansion potential, fiber internet, town water and sewer, ample driveway parking, and true peace of mind. A welcome respite from metropolitan life - and a level of preserved character rarely found in such pristine condition.

67 Castle Hill Rd, Wilmington

49 West Rd, Wilmington
$425,000
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

15 Haymaker Ln Unit 6D, Wilmington
$449,000
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

33 W Main St, Wilmington
$425,000
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

1 Frog Holw, Wilmington
$329,000
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

28 Lightning Ledge Way, Wilmington
$439,000
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

195 Mann Rd Unit 12, Wilmington
$425,000
3 Beds ⋅ 4 Baths ⋅ 5071518 MLS
Beautifully positioned along the 11th fairway of the Haystack Golf Course, this contemporary 3-bedroom, 4-bath townhouse offers four-season comfort with gorgeous mountain and sunrise views. The bright main level features an open layout with vaulted ceilings, a wood-burning fireplace, contemporary kitchen with breakfast bar, and a spacious dining area overlooking the outdoors. The primary suite is a true retreat with a gas fireplace, walk-in closet, and spa-like bath with jetted tub and separate shower. A guest bedroom, full bath, laundry, and a shared sunroom opening to a private patio provide inviting all-season living. Upstairs, a generous open loft with vaulted ceilings and its own bath offers ideal space for guests, work, or relaxation. Additional conveniences include a large mudroom entry, outdoor ski locker, and easy access to the deck and patio for year-round enjoyment. Just minutes to the Hermitage Club, Haystack Golf Course, Mount Snow Resort, local lakes, trails, and the village of Wilmington, this turnkey condo delivers low-maintenance living in a quiet, welcoming atmosphere. Being sold furnished excluding a few personal items.

195 Mann Rd Unit 12, Wilmington

12 Lilla Ln, Wilmington
$489,000
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

343 Haystack Rd, Wilmington
$420,000
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

27 Country Ct, Wilmington
$389,000
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

29 First Ln Unit 17, Wilmington
$428,000
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

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