Properties Near 21 Look Road Wilmington, VT

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Discover your Vermont mountain escape just 5 minutes from Mount Snow, where charm meets convenience and rental potential. This expanded chalet offers seasonal rental income, making it a smart investment for those looking to maximize returns. Step inside to find a cozy mudroom with natural stone walls, perfect for storing ski gear. The main level features an open floor plan with exposed beams, a wood-burning stove, and access to a wraparound deck, ideal for soaking in the views. The kitchen boasts modern appliances and flows into a spacious dining area, perfect for gatherings. With two en-suite bedrooms on the second level and two more upstairs, there’s plenty of space for guests. The lower-level bunk room suite is perfect for accommodating larger groups, adding to the home’s rental appeal. Not just a winter retreat, this property is minutes from lakes, bike trails, and hiking for summer fun. Located 2 minutes from West Dover and 8 minutes from Wilmington, it’s the perfect year-round getaway. Plus, the owner will hand off all contacts, making property management a breeze. This is your opportunity for effortless ownership and rental success!
Lovely renovated chalet at the top of the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. This lovely private parcel sits adjacent to thousands of acres of National Forest on the back side of Haystack Mountain, affording complete privacy and spectacular westerly exposure, yet with all the conveniences of community living. The interior boasts an open concept living space with great natural light and large windows, a brand new kitchen with stainless appliances and quartz counters, a spacious dining area open to the living room with wood burning fireplace, a newly built rear deck with hot tub and ample entertaining space, as well as gorgeous views over the national forest and mountains to the west, a main floor bedroom and updated full bath, 3 upstairs bedrooms including a spacious primary, a second full bath, and a main floor mudroom and laundry area great for all your seasonal gear. There is also a large storage and wood shed and ample parking space. 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.
THIS IS IT! Tri-level 3 bedroom, 2 bath chalet tucked away off Binney Brook. This hidden gem has a partially covered deck with hot tub for stargazing, grilling and hanging out in the ski lift chair by the Chiminea fire. A path leads to Binney Brook, offering a tranquil background to your secluded getaway. A foyer and dining room addition offer warm and bright space. The living room features a vaulted ceiling with wood stove and a wall of glass for wildlife viewing. There is also a bedroom and a full bath on the main, a gourmet kitchen with wood cabinets, granite counter tops, and a live edge breakfast bar! Upstairs has two additional bedrooms and a shower bath. The lower level has a recreation room, laundry, utilities and walkout entry. New roof, septic tank and furnace. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis, basketball, pickleball, ice skating, pond fishing, hiking, biking, snowmobiling, and more on our 1,200-acre resort campus featuring the exclusive members-only Clubhouse located at 2,000' in elevation, and members enjoy 300 acres of common land with an extensive trail network. Plus, the Deerfield Valley, and southern Vermont boast world class skiing and shredding at Vail's Mt Snow Resort, or the private Hermitage Club, Boating on Lake Whitingham or Lake Raponda, the Green Mt National Forest, shopping, fine dining, golf, breweries, distilleries, antiques, music, theater, arts and crafts, flea markets, and more!
Looking for a Vermont Getaway? Great location in Chimney Hill's Section B. Classic chalet style with mudroom foyer, three bedrooms and 1.5 baths. Nice and numerous updates include a brand-new Kitchen, Full bath with soaking tub and shower stall, a gas fired stove for chilly nights, Vaulted ceiling in the living room, covered porch and living room addition make extra room for entertaining. One bedroom on the main level, and two on the second level with an updated half bath between. Immaculate, furnished, rental history, plus two sheds and a patio, circular drive and nice level lot. Plus enjoy all the amenities Chimney Hill offers including the exclusive members-only Clubhouse located at 2000' in elevation, fitness, arcade, year-round swimming, hot tub, pickleball, tennis, basketball, fishing pond, trails, hiking, biking, snowmobiling, and more on the 1,200 Resort campus. The Deerfield Valley and Southern Vermont Region have the Green Mountain National Forest, Lakes, boating, music, festivals, world-class skiing and shredding at Vail's Mt Snow Resort and the private Hermitage Club, fine dining, artisans, crafts, breweries, distilleries, wineries, antiques, flea markets, and books.
This Diamond in the Rough was originally used and much loved as a vacation run-a-away. Due to family illnesses this property has not been used much the past several years . A tree limb and missing shingles damaged the roof allowing some moisture from snow to compromise the roof and living room ceiling. This property is priced accordingly to allow for repairs and upgrades and is being sold as is. 3BR and Loft, 2 full bathrooms, kitchen dining area, LR with fireplace. Full unfinished large and dry basement ready to be finished for additional square footage! Located in a very desirable area in Dover Hills you will be close to restaurants, village shopping, the slopes at Haystack and Mount Snow, the lake and seasonal activities. Similar priced homes have been listed and are selling for considerably more.
Welcome to this quintessential chalet, a cozy retreat set in the woods of Wilmington, Vermont. This charming property is perfect for those seeking tranquility and a connection with nature. Inside, you'll find a warm and inviting living space, complete with rich wooden paneling that exudes rustic charm. Large windows flood the interior with natural light, creating a bright and airy atmosphere. The living room is an ideal spot for relaxation with a wood-burning stove for those chilly Vermont evenings. The galley-style kitchen is both functional and stylish, offering modern appliances, ample counter space, and open shelving for easy access to essentials. Whether you're preparing a simple breakfast or a gourmet dinner, this kitchen has everything you need. The chalet also includes a second story loft , providing additional bedroom or a cozy nook for reading and relaxation. Outside, a spacious deck is perfect for enjoying the peaceful surroundings and the fresh mountain air. With its proximity to The Hermitage Club, Mount Snow ski resort, and historic Wilmington, this chalet offers the perfect blend of privacy and accessibility, making it an ideal getaway for outdoor enthusiast. Don't miss the opportunity to make this charming chalet your own and experience the best of Vermont living! The home offers a successful rental history and has been permitted by the town as a rental property. Showings will be delayed until Tuesday September 3rd to accomodate a rental guest.
Sweet Custom Ranch in Section A! Attached single Bay Garage, Mudroom/Laundry Entry, Open Concept Floor Plan with fabulous living room with lots of window and a wood stove, Galley Kitchen with Island and Dining Addition, 2 3/4 baths, 2-3 bedrooms. Double, landscaped lot at the end of a cul-de-sac. Enjoy all the amenities Chimney Hill offers including year-round swimming, pickleball, hot tub, tennis, hiking, biking, snowmobiling, snow shoeing, fitness, exclusive members-only clubhouse at 2,000' on the Hill! Golf, boating, skiing and shredding are minutes away. Shopping, dining, antiques, festivals, music, theater, breweries, distilleries, lakes and Mountains, quaint villages, flea markets, and more!
This could be your dream house! Nestled in the B Section, this classic vintage chalet offers a solid rental history, quiet location, relatively easy access, and close to town. Three bedrooms and two baths, skylights, open concept living, dining and kitchen, with a bedroom and bath on the main level. Upstairs has two more bedrooms and a full bath. Be a part of the health and wellness community that Chimney Hill offers, boasting the most amenities for the lowest fees of any HOA in the area. Situated on 1,200 acres, with 300 owned in common by members, our exclusive members-only clubhouse sits at 2000' in elevation on top of Chimney Hill, with year-round swimming, court sports, fitness, arcade, playroom and playground, fishing pond, trail system, and snowmobile access. Minutes form skiing, fine dining, golf, boating, lakes, mountains, breweries, antiques, flea markets, music, theater, horses, distilleries, and so much more!
This home is perfect if you like wood. The lot is loaded with trees and the house is a wood lovers dream. Neat and tidy, this location is a just a great spot for any home based activity oriented retreat. Ready to go for Ski Season, Summer, Fall activities. Close to 2 major ski areas, swimming and lake boating or fishing, golf, Green Mountain National Forest. Nearby access to snowmobile trails. Great for full time owner use or rental opportunity. There is also a large 24' X 12' deck for relaxing. Open House, Sunday, 10/13/24, 1-3 PM.
This classic 1965-built ski chalet on 1.4 acres, less than 20 minutes from Mount Snow, Vermont, is the perfect retreat for families or groups of friends. With 3 bedrooms and a cozy, inviting atmosphere, it's both a charming getaway and a convenient base close to shopping and restaurants. While some updating may be desired, the major renovations are already complete, including a new septic system, roof, siding, foundation wall, deck, and a storage shed. Add your personal finishing touches to complete the perfect home for you. Nestled in a quiet, wooded area of Wilmington, this chalet features a masonry fireplace and large windows in the dining/family room, and entry, creating a bright, welcoming space. The property offers plenty of open yard space for flowers and a natural clearing surrounded by woods and a pond providing both privacy and outdoor adventure. A path from the home leads to Lake Raponda, and the surrounding area is perfect for outdoor enthusiasts, with hiking, biking, cross-country trails, and access to VAST snowmobile trails right outside the door. The Wilmington Town Trails and the VAST trail are nearby, ensuring year-round recreation. Whether you're seeking a peaceful escape in nature or an active lifestyle with Vermont's amenities close by, this chalet offers the best of both worlds
Just minutes from Mount Snow, this home offers convenience & privacy. Nestled on a 1-acre lot, this 2,453 sq. ft. home provides the ideal setting for year-round living or a vacation retreat, with the Deerfield River running along the back of the property. This spacious 4-bedroom, 3-bathroom home features a bright & open layout, perfect for entertaining family & friends. The large living room is highlighted by a cozy wood stove, creating a warm, inviting space to relax after a day on the slopes or exploring the local hiking trails. Upstairs, you'll find a primary suite with vaulted ceilings, a walk-in closet, & an en-suite bath with a soaking tub. Two additional bedrooms & a guest bath complete the upper level. A fourth bedroom and another bath on the main floor, provides convenient guest accommodations. The home also boasts a sauna, perfect for unwinding after outdoor adventures. Outside, the large, level yard provides privacy & a great space for entertaining or relaxing. The rear deck is ideal for outdoor dining. The home also has a 1-car garage & a covered front porch. While this home needs some sprucing up, it offers a fantastic opportunity for those looking to add value with some TLC. The passive solar design helps keep heating costs low, making this home as practical as it is charming. The Moover is just a short walk away, offering convenient access to Mount Snow or the charming village of Wilmington for dining & shopping
This charming chalet situated in Chimney Hill has undergone recent upgrades, including a newly installed circular driveway with ample parking. The property features a secluded outdoor fire pit area, perfect for leisure time with friends and family. Upon entry, a new front door leads to a mudroom designed to keep gear organized. The open dining and living room area extends to an outdoor wraparound deck with space for grilling and dining. The central living room is characterized by a large wraparound couch complemented by a unique German wood stove, ideal for activities such as puzzles, movies, and card games. The first floor encompasses a bedroom with a washer and dryer, a full hall bathroom, and a galley kitchen. The property retains its original hardwood flooring, with the kitchen and mudroom updated with new flooring. The second floor houses two bedrooms and a half bathroom. Additional upgrades include a new roof, as well as new living room and bedroom windows. The interior-accessed basement is dry and features new spray foam insulation, fireproof paint, and a new forced hot air heating system. While the basement's ceiling falls slightly short of full height, it serves as excellent storage space and is utilized as a ski tuning workshop. Chimney Hill amenities include a clubhouse with indoor/outdoor pool, gym, tennis and basketball courts, skating rink, VAST snowmobile trail access, and hiking trails. Close proximity to skiing, shopping, dining, and lakes.
4-bedroom, 2-bath Cape on 6.6 scenic acres with nearly 180° sweeping mountain views. Located on the paved Wilmington end of Higley Hill Road in Marlboro, this home combines serenity with nearby amenities. Inside, hardwood floors, a stone fireplace, & eat-in kitchen create a warm and welcoming space. The formal dining room, living room, & 3 bedrooms all have windows framing the breathtaking mountain views, giving a ‘top of the world’ feel even while inside. Nestled in the picturesque Marlboro-Wilmington area, this property provides access to year-round recreation, nearby trails, ski resorts, & lakes, as well as Wilmington's charming shops, dining, & events. The Marlboro school district offers schooling to 8th grade, with high school choice options to suit diverse educational needs. A first-floor laundry adds convenience, while the full, unfinished walk-out basement provides ample storage & workshop space. Higher on the property, explore the possibility of potential building sites that could offer even more impressive views and privacy—ideal for building a dream home, while living in the existing Cape which could later serve as a charming guesthouse or rental. Views like this, off a paved road with a stellar lot and move in ready 4 bedroom are few and far between and almost unheard of at this price point! Don’t miss the opportunity to own a remarkable piece of Vermont’s landscape with incredible potential! Furniture is virtually staged.
ONE WEEK SPECIAL PRICING OFFER...... Welcome to your Vermont retreat and/or INCOME Producing Property. This charming 4-bedroom, 3-bathroom home is located on a picturesque 1.7-acre corner lot with River Frontage. Offering plenty of space for family living and entertaining, this home includes the unique opportunity to rebuild the in-law apartment on the lower level, perfect for extended family, guests and rental income for short term rentals, seasonals or as a full time rental property. You also get close proximity to Haystack, Home of The Hermitage Club, and Mount Snow Ski Resorts, making this home a perfect base for winter adventures. Minutes from Harriman Reservoir for water skiing, boating, and summer fun. Expansive outdoor space for gardening, recreation, and future development. Location Location Location -in a quiet and peaceful area while still being close to Wilmington's shops, restaurants, and activities. Whether you're looking for a full-time residence, a vacation getaway, or an investment property, this home offers endless possibilities. With stunning natural surroundings, year-round recreational activities nearby, and the potential for customization, this is an opportunity you don’t want to miss. Schedule a showing and start imagining your life in this Vermont oasis!
This charming 3-bedroom, 1.5-bath chalet on Sugar House Road boasts breathtaking views of Haystack, Mount Snow, and the surrounding valley. Imagine relaxing on the back deck with your morning coffee, soaking in the scenery. The home is a blank canvas, ready for you to complete to your style and preferences. It requires a kitchen, flooring, and wall finishes, and both bathrooms need updates. The lower level, with its own entrance and a concrete floor, offers additional flexibility. This property is a fantastic opportunity to create your dream mountain retreat. House is being sold "AS IS". Financing most likely obtained by a local lender or credit union or a construction/renovation loan. The location is ideal for enjoying nearby restaurants, golfing, biking, hiking, swimming, boating, skiing, and snowmobiling. This home offers a perfect retreat for enjoying all seasons in scenic southern VT, & nearby recreational activities.
A sweet ski home or starter home for you with END of the road privacy on this one acre lot. Only 7 minutes from Mt. Snow and all the surrounding areas with trails to enjoy your favorite winter sports. A nice lower level for the children complete with their own bedrooms and bath. The house is equipped with a "Whole house" Generac generator which has been regularly serviced. There is a nice storage room for seasonal equipment as well as an outbuilding/shed to store your lawn maintenance/snow mobiles. Home is being sold unfurnished.
PRICE REDUCTION MOTIVATED SELLERS Open House Saturday October 19th 11 AM - 1 PM Enjoy the natural light streaming from the extra large windows of the living and dining rooms. Large main level bedroom offers plenty of closet space. Open kitchen to the dining area, large mudroom and a full bathroom. Second floor comprises of an extra large bedroom with vaulted ceiling. Expansive side yard is bound by stone walls and mature trees. Step outside to the delightful front deck to enjoy your morning brew or Al fresco dinners. Located minutes away from historic downtown Wilmington for shopping and dining. A big plus is Lake Whitingham and Mount Snow are just minutes away for year round outdoor activities. Don't miss out on this fantastic opportunity.
Ski Lodge within walking distance to the Clubhouse! Three levels; two bedrooms, a full bath, foyer, laundry, and a family room with a wood stove on entry level. Mudroom, 1/2 bath, kitchen with island, dining room and cathedral ceiling, sunken living room with fireplace and sliders to deck on first floor, plus three bedrooms, and a full bath on the third floor. Multi-level deck; natural light and woodwork. Enjoy all the amenities the Chimney Hill resort offers on its 1200-acre campus, including year-round swimming, tennis, hot tub, exercise room, arcade, playground, après ski lounge, fully equipped kitchen, community room, pickleball, ice skating, snowmobiling, hiking, biking, and trails on the 300 acres owned by members in common and so much more! Minutes to world class skiing and shredding, quaint shopping and fine dining, festivals, breweries, flea markets, bookstores, antiques, and the Green Mt. National Forest!

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