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!
Charming 2007 home with recent renovations nestled in the Chimney Hill community just a short drive from the Mount Snow ski resort, country village of Wilmington, and nearby lakes and amenities. This home sits on a private dead end parcel and has unique privacy and curb appeal. Inside you are treated to a large vaulted great room with expansive windows, exposed natural wood ceilings, and great natural light as well as complimentary up lighting, a highly efficient pellet burning stove, an open concept living area with spacious dining area and upscale kitchen with granite counters, stainless appliances, and kitchen island, a large main floor primary bedroom suite with soaking tub, an additional guest bedroom and full guest bath on the main floor, large loft den with sofa and tv, overlooking the great room, as well as second primary suite with full bath. Additionally, there is a huge unfinished walkout basement that would afford tremendous expansion potential where you could add additional living and overflow sleeping space. This is complimented by the amazing Chimney Hill amenities including club house with indoor and outdoor pools, hot tub, gym, locker rooms, game room, theater, playground, basketball and tennis courts, winter ice skating, and on site management company offering additional a la carte services for downtime, not upkeep.
The epitome of a Vermont country home, yet just outside the village of Wilmington, down the road from Lake Raponda, and a short drive the Mount Snow ski resort. This lovely 5+ acre property has a beautiful gurgling brook running through it, gorgeous stone work including old walls and an old stone bridge, trails through the pastoral setting, fire pit area, perennial gardens, and utter privacy. There are beautiful pastoral views from nearly every window in the house overlooking the property. The home itself was built in 2005 and features a large open concept floorplan with cozy living room with pellet stove, bright dining area leading out to the expansive entertaining deck, a fully updated kitchen with custom cabinets, counters, and stainless appliances, a main floor primary suite with walk in closet and tiled bath, two main floor guest bedrooms with an additional full bath, a finished walkout lower level family room, bonus offer or overflow sleeping room, and full workshop or storage unfinished area with a second walkout door for easy access to the yard. There is also a covered front porch for those breezy Vermont nights, a 3 car detached garage, and a private drive with ample parking. As this is a dead end street, you can experience all the privacy and serenity of Vermont.
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.
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!
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!
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.
Wonderful home on 11.2 acres in a peaceful setting on Higley Hill in Marlboro. The main level boasts a beautiful family room addition with lots of windows and a gas fireplace, galley kitchen with stainless appliances, dining area, 3/4 bath with laundry, living room with gas stove, 3/4 bath with sitting area and a primary bedroom with ensuite full bath. A loft area that can be used as a bedroom or an office and the upstairs has two spacious bedrooms. Wood floors on the main level. Spacious deck for entertaining in the summer months. Nice barn with stone patio, woodshed and gardening shed in the yard. Great location near Brattleboro and Wilmington, Mount Snow and Hermitage Club and all sorts of summer and winter recreation - snowmobiling, golfing & Lake Whitingham.
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 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.
Welcome to Chateau Chelsea! This charming three-level, 4-bedroom, 3-bathroom single-family home is situated in the heart of Vermont’s picturesqueGreen Mountains. Named after the owners' beloved pup, this property has been a cherished gathering place for family and friends year-round. Conveniently located just over 2 hours from Boston, 90 minutes from Hartford, CT, and less than 4 hours from NYC, the home has undergone nearly complete renovations over the last three years.Enjoy a brand-new kitchen, a new roof, a spacious deck, a new washer/dryer, and fresh carpet and laminate flooring throughout. The landscaping has been updated aswell, ensuring beautiful outdoor spaces to complement the more than one acre of land. Perfect for outdoor enthusiasts, this home offers quick access to skiing at MountSnow (just 20 minutes away), snowmobile trails, lakes, hiking, and nearby charming towns filled with unique shops and restaurants. The property features propane and electric heating, an on-demand hot water system, and newly upgraded fiber optic internet, making it ideal for year-round living or as a rental income opportunity. Whether you’re looking for a vacation retreat or a permanent residence, Chateau Chelsea is a must-see!
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!!!
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.
Cozy Log Cabin with Sunny Addition, Small Pond & Sugar House on 5 Acres in Marlboro, Vermont This inviting log cabin blends classic Vermont charm with a thoughtfully designed, light-filled addition—offering comfort, space, and versatility on 5 peaceful acres. Tucked away on a quiet dirt road in a desirable Marlboro neighborhood, the property features a small pond and a traditional sugar house, perfect for seasonal maple sugaring or creative use. The bright two-story addition includes four bedrooms—two upstairs and two downstairs—allowing for flexible living arrangements, whether you’re accommodating guests, working from home, or planning multi-generational use. One of the main-level bedrooms includes a 3/4 bathroom, and private entrance. The rustic character of the original cabin blends seamlessly with the practical layout of the addition, creating a warm and welcoming atmosphere year-round. Ideally located for both recreation and relaxation, the property is just a short drive to Mount Snow, Wilmington, and Brattleboro, with easy access to Lake Raponda, Harriman Reservoir, and the renowned Marlboro Music Festival. Come experience the best of Southern Vermont living—this unique home offers beauty, flexibility, and and the perfect blend of convenience and nature. Very easy access from CT, MA and NY
© 2025 Northern New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NNEREN. Subject to errors, omissions, prior sale, change or withdrawal without notice.
