Properties Near 30 Big Bend Loop Wilmington, VT

Located across the road from The Hermitage Club at Haystack Mountain, only 5 minutes to Mount Snow and just 30 to Stratton, this single-family home offers the perfect blend of rustic charm and modern comfort. Set on 1.55 acres with a large, level yard and ample road frontage, the house sits well back from the road for privacy and a peaceful setting. Inside, the fully renovated first floor offers updated bedrooms and baths, while the second floor features an open-concept kitchen, living, and dining area—highlighted by original log-style details and an oversized stone fireplace. A second fireplace on the main level adds extra coziness to the bonus living room area. With 6 spacious bedrooms, this home is ideal for hosting family and friends. Whether you're into skiing, snowmobiling, golf, hiking, or lake life, this property is a true year-round retreat. With its unbeatable location, inviting layout, and a mix of modern updates and rustic character, this home is a fantastic opportunity—perfect as a full-time family residence, a vacation getaway, or an investment property.

This reimagined 1970s ski chalet blends timeless architecture with cutting-edge design, offering 4 bedrooms and 3 bathrooms across nearly 4 private acres. Thoughtfully curated for both personal enjoyment and short-term rental potential, the home is turnkey-ready—just bring your suitcase. The entry level features two ensuite bedrooms, each with fully renovated ¾ baths, and a spacious lounge anchored by a dedicated remote-work office nook. Upstairs, an open-concept chef’s kitchen showcases terrazzo tile countertops, premium appliances, and elegant custom finishes. It flows seamlessly into the sun-soaked dining and living areas, with a modern gas fireplace A wall of windows frame breathtaking mountain views. Two additional upstairs bedrooms offer generous closets and share an updated bath with laundry. Throughout the home, sustainable cork flooring provides warmth and comfort underfoot. Designed for year-round enjoyment, the outdoor spaces are equally refined: a lower-level covered lounge, a second-story deck with custom railings, and a secluded backyard fire pit—ideal for stargazing or après-ski gatherings. Smart-home features include app-controlled locks and climate settings for seamless guest access. A two-car garage provides ample storage for skis, paddleboards, kayaks, and more. Whether you're seeking a high-style mountain escape or a revenue-generating rental, this designer chalet delivers effortless elevated living. Delayed showings begin 6.14.25 at open house.

A Wonderfully well built and maintained spacious Townhome in Desired Powderhorn Condo Association! Nestled in the heart of Vermont’s breathtaking Green Mountains, this beautifully maintained 3-bedroom, 2.5-bathroom condo is your dream getaway. Located just moments from mountain biking, skiing, snowmobiling including VAST trails. Two minutes from 2 world class golf courses and the stunning Hermitage Club Property, adventure awaits at every turn. On snowy days, you can even ski home for a quick break or nap before heading back out for more fun on the slopes! With three levels of living space, this townhome offers plenty of room to entertain guests and relax in style. The soaring ceiling in the living room is an impressive feature, complemented perfectly by a cozy wood-burning fireplace and rustic fieldstone chimney—ideal for embracing the authentic Vermont lifestyle. The spacious and well-appointed bedrooms, including a primary en-suite conveniently located on the lower level, ensure comfort year-round, staying cool during summer’s hotter days. Come out and see all this condo has to offer!

Unique spacious log home near the Hermitage Ski Club with easy access to the resort, direct snowmobile trail access, and tremendous privacy. Also just down the access road from the Mount Snow ski resort, nearby country village of Wilmington for shopping and dining, and gorgeous area lakes. This updated rustic retreat sits on a level lot with ample parking, winter exposure to the east, and a gear shed. Inside is a vaulted great room with natural wood throughout, large windows for natural light, a wood burning stove with brick hearth, kitchen with breakfast bar and stainless appliances, main floor primary bedroom with en suite full bath, two guest rooms and another full bath, a first story family room recently renovated with gas fireplace, large bunk room with attached bath, fifth bedroom with half bath, and large entry mudroom for all your snowy equipment. The home offers ample space for groups, but is intimate and cozy enough for less. A true Vermont style getaway.

Opportunity knocks to put your own touches to this Log home that is studded out and ready to move forward! Amazing location minutes to The Hermitage Club, Mount Snow and Haystack golf which offers golf, snowshoeing and weekend dining! Soaring great room with gas fireplace, three bedrooms, two and one half baths and a large unfinished basement offering many future options. Sale is subject to completion and seller installing water, sewer and all utilities to property. Seller is looking forward to helping you make this your home away from home.

Great Chimney Hill vacation home in Lower B section. Super layout where kitchen, counter conversers, dining room folks and living room relaxers can choose to interact as one happy group, or maintain their own separate activities. The pellet stove fireplace & vaulted ceiling in the living room make for such a relaxing space, while the steps that lead to the large loft above provides yet another space for separation for groups of all ages, young or old. The leach field was replaced when the current owners purchased the home, and an EV charger that was installed is there to charge the electric car drivers in your group. The B section location is so handy to town & the lake at one end, and the clubhouse, golf, or skiing to the north. And then there's all the "other stuff" to do and see nearby!

Escape to the Green Mountains in this beautifully designed 3+ bedroom home with a spacious loft, 2 bonus rooms, and three finished levels in the sought-after Chimney Hill community, fully permitted for short-term rentals with strong income history—ideal for investors or second-home buyers looking to offset costs. Step inside the custom mudroom with built-in cubbies, bench, and closets, and enter the bright, open-concept great room featuring vaulted ceilings, skylights, oak floors, and a breathtaking fieldstone wood-burning fireplace crowned with a rustic wood mantel. It's an inviting centerpiece that creates the perfect cozy ambiance for relaxing on cold winter nights. The kitchen offers stainless appliances and a breakfast bar, flowing seamlessly into the dining and living areas. A large deck awaits for sunrise coffee or summer nights under the stars. The main level includes a serene primary suite, a bonus rm, and half bath. Upstairs features 2 large bedrooms, a full tiled bath with skylight, and a large loft. The finished lower level includes a separate entrance, garage access, family room w/ ping pong & darts, TV/Gaming room, laundry, and more. Extras include A/C in the great room, solid wood doors, garage space for snowmobiles, and an additional lot for parking or future garage. Walk to the clubhouse with pools, hot tub, fitness room, courts, skating rink, snowmobile/hiking trail access. Minutes from Harriman Reservoir, Mount Snow, and downtown Wilmington.

Welcome to this beautifully updated 3-bedroom, 2-bathroom home nestled on a serene wooded lot in the Chimney Hill community. Set back from the road for added privacy, this home offers a perfect blend of comfort and style. As you step inside, a spacious two-room addition, currently used by the seasonal owners for additional sleeping, expands the living space to over 2,100 square feet. The addition is complete with new hardwood and natural slate flooring. The sunlit upper level boasts an open-concept living space. The newly installed fireplace and propane Rinnai heaters ensure both warmth and efficiency, while the custom blinds and blackout shades in the bedrooms provide privacy and comfort. Enjoy the outdoors on the newly constructed Trex deck with sleek railings, new stairs, and a lower deck and porch area—ideal for entertaining or relaxing. A custom firewood holder adds both charm and practicality. The exterior has been soft-washed and freshly painted/stained, giving the home a crisp, refreshed look. Residents of Chimney Hill are treated to a host of fantastic amenities, including an indoor pool, gym, outdoor pool, and tennis courts. Strategically located just minutes away from the Mount Snow Ski Resort, The Hermitage Club, two exceptional golf courses, lakes, and the charming town of Wilmington, this home offers the perfect escape in the heart of the Green Mountains. Don’t miss this opportunity to own a turnkey home in a natural setting.

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.

Contemporary retreat in the heart of Chimney Hill. Set on a double lot along a paved road offering the perfect balance of comfort, style and year round convenience. Located just minutes from Wilmington village, Lake Whitingham, Mount Snow and scenic trail that leads to the summit of Haystack Peak in the Green mountain National Forest. The bright, open concept interior is filled with natural light, thanks to expansive windows that bring the outdoors in. Living with wood burning fireplace, kitchen with stainless appliances including a premium 6-burner Viking gas range. Step outside to wrap-around deck ideal setting for summer relaxation and outdoor entertaining. Spacious primary suite is a true retreat with a three-sided gas fireplace, multiple sitting areas and large picture windows that capture the morning sun. Spiral staircase leads to a loft-style play area. The entry level offers a family room with pool table and bar area, great for gatherings as well as an attached garage providing excellent storage. As a part of Chimney Hill, you’ll enjoy full access to a wide array of amenities: Clubhouse with indoor and outdoor pools, hot tub, fitness center, game room, theater room, lounge areas, tennis courts, hiking and snowmobile trails, and an ice skating rink. Whether you’re looking for a year-round home or a Vermont getaway, this property offers a rare blend of privacy, recreation, and comfort in one of the region’s most sought-after communities-A perfect four-season retreat!

This well-maintained 3 bedroom, 2 bath chalet in the sought after Chimney Hill community offers three levels of thoughtfully designed living space, providing plenty of room for the entire family. Recent improvements include a new roof in 2024, freshly painted exterior, and a recently stained deck, ensuring the home is move-in ready. The open concept main floor features an updated kitchen with granite countertops, stainless steel appliances, and an abundance of natural light streaming through large windows. A stone hearth with a wood-burning fireplace creates a cozy gathering space, complemented by warm wood floors. The primary bedroom offers rustic ambiance with views of the trees, while the spacious guest bedrooms provide ample sleeping accommodations. Practical features include dual mudroom entries, with a dedicated laundry room, and a large lower-level family room, ideal for movie nights, games, or additional entertaining space. Outside, a generous deck is perfect for relaxing or hosting guests. This home is also being sold with an adjacent lot recently purchased from the association, providing a perfect privacy buffer as well as option for additional outbuildings. Chimney Hill offers a wide array of amenities, including indoor and outdoor pools, a hot tub, fitness center, arcade room, tennis, basketball courts, and ice skating. Just minutes from Lake Whitingham and close to Mount Snow, this home is ideally located to enjoy all that Vermont has to offer in every season.

Whether you are unwinding from a long day at the slopes of Mount Snow or you just enjoyed 18 holes at the Country Club, relax and get away with this beautiful home located in Partridge Run. This home boasts 3 bedrooms, 3 full bathrooms plus a Loft! You are welcomed upon entry by a very spacious mudroom with ample room to store your equipment for all seasons. The living, kitchen and dining areas are centered by a wonderful two-sided fire place allowing for that open concept yet cozy feeling. The primary suite is quite large with its own private bathroom and walkout to the patio. Also on the first floor is a guest suite with an attached guest bath. Up the stairs leads you to bedroom and bathroom number 3 along with a wonderful lofted space overlooking the lower level. The Large back patio is nestled in a serene setting allowing for ultimate relaxation with plenty of room to entertain guests too. Located within walking distance of the Mount Snow Country Club and just a few short miles away from Mount Snow Ski Resort. Come check it out today!

Beautiful 4 bedroom, 3.5 bath townhouse just off the Hermitage Club Golf Course with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club Ski Area and Mount Snow. The deck overlooks the 10th green and is beyond typical driving distance, so you can enjoy the sun while watching play. This unit has been updated including new carpet, new high efficiency wood stove in the stone hearth, gorgeous adirondack furnishings and fixtures, updated appliances throughout, a large dining area, mudroom, master suite with bright upgraded bath, additional guest suite, 2 guest rooms with a shared bath, and plenty of space to stretch your legs all 4 seasons. There is a large back deck for outdoor entertainment, covered front porch to escape the weather, 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. 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. A great price for great space!