Properties Near 49 West Road Wilmington, VT

Welcome to this beautifully updated 3-bedroom, 2-bathroom home with a spacious two-room addition, currently used by the seasonal owners for additional sleeping, which expands the living space to over 2,100 square feet. Nestled on a serene wooded lot in the Chimney Hill community and set back from the road for added privacy, this home offers a perfect blend of comfort and style. As you step inside, you will notice 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.

This 3-bedroom plus loft, 2.5-bath end unit townhouse is in Powderhorn Village. The entrance boasts a mudroom, leading to a dining area adjacent to a fully equipped kitchen, complemented by a convenient powder room and living space with a wood-burning fieldstone fireplace. Access to an oversized deck and a bonus room with a hot tub and a private shower. Ascend to the second floor to find the primary ensuite bedroom and loft area perfect for office space. The lower level features two bedrooms, a versatile den, and a full bath. Make this place your own. A ground-level ski closet outside your door and a direct-entry carport for easy access. Association dues cover essential services - walkway shoveling, plowing, firewood, landscaping, yearly chimney cleaning, and trash removal. The location is ideal, situated on Haystack Mountain adjacent to The Hermitage Club and ski slopes. Downtown Wilmington is within reach, and Mount Snow is just 3 miles away.

Section A - end of the road, low on the Hill, this Chalet style home has a lot of desirable features you have been looking for, including a mudroom entry with custom live edge bench, ski, coat and storage racks, three levels of living space, view rail deck, fire pit, family room, laundry, bunk room and full bath on ground level, 2 bedrooms, a full bath and cathedral ceiling open concept living, dining and kitchen with island, sliders to the deck, plus a loft for extra entertaining or guest quarters. Start living your dream! Plus, enjoy all the amenities that Chimney Hill offers in its 1,200-Acre All Season Resort Campus, including the exclusive members-only Club House, located at 2,000' in elevation on the Main Hill, with indoor and outdoor heated pools, hot tub, arcade room small child playroom, members-only lounge, fully-equipped kitchen for HOA members to use, community room, reading nook, outdoor grill, playground, basketball, tennis, and the extensive multi-use trail system for snowmobiling, hiking, biking, x-country skiing, seasonal pickleball and ice skating, fishing pond, lookout, Haystack Mt trail access, and more. Southern Vermont and the Deerfield Valley offer golf, boating, hiking, paddleboarding, world-class skiing and shredding, the Green Mt National Forest, music, festivals, breweries, distilleries, unique shopping, flea markets, fine dining, casual dining, and so much more!

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.

Spacious 6-Bedroom Ski & Lake Home in Vermont – Perfect for All Seasons Escape to the beauty of Vermont in this stunning 6-bedroom, 4-bathroom retreat—perfectly situated for year-round adventure between the slopes and the lake. While you’re gathering with loved ones, this warm and welcoming home offers space, style, and all the comforts you need to relax and reconnect. Inside, enjoy a chef’s kitchen outfitted with high-end appliances and plenty of space for preparing memorable meals. After a day on the mountain or by the water, cozy up around the wood-burning fireplace in the inviting living room, designed for après-ski lounging. With six generously sized bedrooms and four full bathrooms, there’s room for everyone to spread out in comfort. The layout is ideal for multi-generational gatherings, ski weekends, or summer getaways. Located in between Mt Snow and Lake Whitingham this home is a true four-season haven—whether you’re carving powder in winter, hiking or boating in summer, or enjoying foliage and fresh air in between. The property has a septic design for 4 bedrooms, but the house has 6 bedrooms as evidenced by the property cards from both 2019 and 2024. The septic has not failed.

On the Hill, end of the Road, double lot, brand new house with attached garage. If this is what you have been waiting for, wait no more! 2024 modular construction home with 3 bedrooms, 2 baths, one bedroom has an ensuite bath, the other 2 bedrooms share a full bath. Dining area has a slier to the deck out back, and it has a secluded feel of almost complete privacy. Enjoy all the amenities Chimney Hill Resort offers including the Clubhouse located at 2,000' in elevation featuring year-round swimming in the indoor/outdoor heated pools, hot tub, fitness, arcade, playroom, playground, patio, community room, tennis, pickleball, ice skating, 550 acres of land owned in common by the HOA, all on our beautiful 1,200-acre campus adjoining the Gren Mt National Forest. Plus there is so much more to the Deerfield Valley of Southern VT including fine dining, unique shopping, festivals, music, arts and crafts, breweries, distilleries, artisan and craft tours, hiking, biking, boating, golfing, flea markets, antiques, paddleboarding, kayaking, jet and water skiing, world class alpine skiing and shredding, and so much more!

This spacious home is located near Mount Snow and Haystack Country Club. Tucked back on 3 acres with wooded surroundings offering privacy amongst the trees. The main house offers Four bedrooms, four baths; including a large primary suite. The spacious 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. Seller is motivated!

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 charming Cape-style home offers three bedrooms and two full baths across the first two floors, featuring bamboo hardwood floors throughout and abundant natural light. Upstairs bedrooms have built in dressers. The living room boasts a cozy gas fireplace and flows seamlessly into the open-concept kitchen and dining area. A MAJOR highlight is the deeded lake rights to the picturesque Lake Raponda in Wilmington. Just a short stroll along the community trail through the woods leads you to a private association beach with a dock and kayak racks—ideal for swimming, paddling, boating and enjoying peaceful lakeside moments. Outdoor enthusiasts will also love the easy access to the nearby VAST snowmobile trails. Conveniently located only minutes from Mount Snow for skiing and year-round recreation, and just a short drive to the shops and restaurants of downtown Wilmington. Whether you're looking for a full-time residence or a weekend escape, this property offers a perfect blend of lake and mountain living.

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.

Welcome to your idyllic escape with private dock on the shores of beautiful Lake Raponda. This cozy 2 bedroom 1.5 bath house offers the perfect blend of rustic charm and modern comfort, nestled in a peaceful wooded setting minutes from downtown Wilmington and a short walk to your waterfront dock! Step inside to discover warm wood accents, open concept living and dining area on the main level with large central stone fireplace and a fully equipped kitchen ideal for entertaining. Step outside and enjoy the sunny deck ideal for quiet mornings or Al fresco dining. Second floor is home to the spacious primary bedroom with generous closet space and room for a King size bed. Lower level has second family room with 2 alcove sleeping spaces both with Bunk bed sets for fun sleepovers. Property includes the lot across from the home with nice storage shed and is perfect for parking and or a future garage space. Many nearby hiking trails for day hikes and or snowshoeing in the Winter. Large side yard offers great privacy. A short drive to both Mount Snow and The Hermitage Club make this a year round pleasure. The true highlight? A private dock and parking space with 116 feet along the shores of Lake Raponda. Let's go Boating!

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.

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!

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.

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.

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!!!

Charming Saltbox Chalet located in the desirable Chimney Hill community. This classic chalet is just a short drive from Wilmington Village, Lake Whitingham, the Haystack Golf Course, and Mount Snow Ski Resort. The light-filled interior offers a welcoming open concept great room with vaulted ceilings, a wood-burning fireplace with brick hearth, and hardwood flooring. The kitchen features granite countertops, a breakfast bar, and flows seamlessly into the dining area perfect for entertaining. The main level includes mudroom entry, large storage closet, a bedroom and bath, while the upper level offers two additional bedrooms, a bath with jetted tub, and a cozy loft area. The lower level includes a pool table room with open lounge area, third bath, utility/laundry room with gas furnace and large indirect water heater, and a spacious 26x18 unfinished room ideal for owner storage or future expansion as a family or game room. Enjoy access to Chimney Hill’s amenities, including indoor and outdoor pools, hot tub, sauna, fitness center, media and game rooms, tennis, basketball, pickleball courts, snowmobiling, hiking, skating and more. Additional features include, standing seam metal roof, upgraded gas furnace, mini-split, 200amp electrical service, and spacious deck. Being sold mostly furnished, original owners, never rented.

Cozy convenience on Haystack Mountain adjacent to The Hermitage Club and just a short drive to Mount Snow and downtown Wilmington. This 2 bedroom/2 bathroom unit has an open living space perfect for entertaining and highlighted by the fieldstone fireplace ambiance to warm you apres ski/hike or snowshoe. The unit is being offered furnished and ready to enjoy this season and year round with access to area lakes and a vibrant community of restaurants, shops, nature adventures and so much more. The two bedrooms with en suite baths are very private located on opposite ends of the condo perfect for including guests to enjoy your Vermont getaway. Many recent updates include a beautiful kitchen with stainless steel appliances, maple cabinets and corian countertops where you can prepare meals to enjoy at the breakfast bar or around the inviting dining room table. An added bonus is the covered deeded parking space in the carport. Forget shoveling snow off the car and head right to the slopes. Appreciate maintenance free living in a well cared for community where you can embrace the fresh air and beauty of Southern Vermont and country resort living. Excellent rental history.

New Listing in Section C! Quiet corner of the Resort features this Classic Chalet with a mudroom entry, bedroom with slider to the deck, a full bath, open concept kitchen with wood cabinets and breakfast bar, dining area with a bay window, living area with vaulted ceiling, wood burning fireplace and slider to the deck. Upstairs has a full bath with skylight and two bedrooms, one with a skylight and lock-off storage closet. Full walk-out basement could be finished. If you've been thinking about a Vermont getaway, this house has a lot of potential and attributes, including radiant heat flooring as one of 3 sources of heat. 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 located at 2,000' in elevation with 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!

Beautiful updated condo overlooking the 1st green at the Haystack Golf Club, as well as the mountains and sunsets beyond. This lovely private unit sits right on one of the best courses in New England, and is a short drive from the village of Wilmington, nearby lakes, and Mount Snow and Hermitage Club ski resorts. The interior features a large open living space with vaulted ceilings, updated vinyl plank flooring, great natural light, a wood burning fireplace with stone surround, updated kitchen with stainless appliances, a mudroom entry and ski locker, a main floor en suite primary bedroom with shower and soaking tub, a main floor guest bedroom with jack and jill full bath, a large open sleeping loft with huge owners closet, a private covered deck overlooking the course and views, updated on demand hot water, beautiful private side yard with lighting, and easy upkeep thanks to community living with landscaping, snow removal, wood, and more. Country Club does not have the assessment that Spyglass is going through, so you have total peace of mind for downtime, not upkeep. Virtual staging in living room photos for illustrative purposes only.

Private boat slip and beach access from this charming contemporary home just off Lake Raponda and a short drive to the Mount Snow ski resort. Enjoy the best of both worlds with easy access to summer boating, swimming, tennis, and outdoor activities for the summer, just a short drive from skiing and with direct snowmobile trail access. This 2003 home sits privately on a 4.35 acre lot with potential for long range mountain views, but utter privacy. Features include 4 bedrooms, 2 baths, a large open concept living space with high ceilings, wood floors, additional spacious family room, hot tub, entertaining deck, and easy access to the water for your private slip at the Landing Beach area. Additional amenities include a large deck for tanning and BBQs, kayak and paddleboard racks, trails, tennis court, and more.

Utter and complete privacy, and gorgeous ski trail and mountain views, from this hillside retreat, not far from the village of Wilmington and Mount Snow ski resort. Nestled on a private 4+ acres this lovely location has easy access off a town road, tremendous exposure and sunset views to the west and south. The open concept contemporary style is befitting a unique and fun home away from home, featuring a large vaulted great room, center kitchen with solid surface counters and lower cabinets so as not to impede the views from the expansive windows, a modular layout affording numerous sitting and dining area options, wood floors, a wood stove for cozy warm nights overlooking the snowfall, two main floor bedrooms and a large updated bath with tiled shower, a loft primary suite with half bath and huge custom windows, a walkout lower level with family room and bedroom both still with views, full tiled bath, and large bonus room, as well as ample additional storage including one car detached garage, and storage container ideal for additional gear or snowmobiles to get on nearby trails. The home also has minisplit heating and cooling, sun filtering window treatments, new roof and decks in 2021, and a cul de sac driveway for ample parking. There is some updating to be done, but the investment potential could be huge here, either for a Vermont retreat or investment property.

Conveniently located on Route 100 between Wilmington Village and Mount Snow. Two separate 3 bedroom, totally renovated, units. This would be a wonderful multi-generational home, two family purchase, use one unit - rent one unit. Wheeler Farm view of pasture and mountain ranges. Exterior garden shed. Plenty of parking, an amazing view and waiting for you!