Nestled in the coveted Chimney Hill Community, this charming 3-bedroom, 2-bathroom turn-key home is a delightful find. The main level features a convenient bedroom and full bath, along with a laundry area, a well-appointed kitchen, a dining room, and a cozy living room complete with a gas fireplace. Double sliding doors lead to a spacious deck, inviting an abundance of natural light. The home boasts updated flooring throughout the main living areas and two bedrooms, with additional flooring material included to complete the job. The flat yard offers a perfect hangout space with a firepit and seating area, ideal for outdoor gatherings. Residents enjoy access to the community's recreation center, featuring a summer outdoor pool, indoor pool, and more. This fantastic location is just minutes from the Hermitage Ski Club, Mount Snow Resort, two golf courses, and the scenic Harriman Reservoir and Lake Raponda for boating and swimming. Wilmington's vibrant Main Street and other attractions are also nearby, making this home a perfect blend of comfort and convenience. This home is not only an ideal personal retreat but also a proven rental investment.
Tucked among mature trees in the desirable lower section of Chimney Hill, this charming home offers comfort, character, and easy living. A gently sloping gravel driveway and attached converted garage provide year-round convenience, while beautifully established perennial gardens and a gently sloping yard create an inviting outdoor setting rarely found in the area. Inside, the home exudes warmth and rustic Vermont charm with a rustic, relaxed atmosphere that immediately feels like home. The thoughtfully designed floor plan provides comfortable ground-floor living, with the primary living spaces and bedrooms conveniently located on the main level. A spacious deck and covered side porch provide the perfect places to enjoy morning coffee, unwind after a day outdoors, or entertain friends and family. Ideally situated less than 2 miles from downtown Wilmington, approximately 7 miles from Mount Snow, less than 1 mile from Harriman Reservoir, and about 5 miles from Lake Raponda, the property offers easy access to some of Southern Vermont's most sought-after recreation. Enjoy nearby swimming, boating, paddling, hiking, mountain biking, skiing, and golf. Chimney Hill residents enjoy access to extensive community amenities, and nearby VAST trail access offers additional winter recreation opportunities. Whether you're looking for a primary residence, weekend retreat, or mountain getaway, this charming home offers a peaceful setting, practical features, and timeless appeal in one of Southern Vermont's premier four-season destinations.
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!!!
Light-filled and full of cottage charm, this beautifully updated 2-bedroom, 1-bath home sits on 3.4 level acres with a shared pond, offering a peaceful country setting just minutes from the heart of Wilmington. Originally designed as a 3-bedroom home, the upper level has been roughed in and plumbed, providing an incredible opportunity to create a spacious primary ensuite, additional bedrooms, or expanded living space. The walkout basement features high ceilings and excellent potential for future finishing, while also offering convenient storage for tools, outdoor gear, and recreational toys. Outside, mature gardens add color and character throughout the seasons, while a quaint sugarhouse adds a touch of classic Vermont charm and offers endless possibilities as a hobby space, garden shed, or rustic retreat. Although close to Wilmington's shops, restaurants, and year-round activities, the property offers a wonderful sense of privacy. Just a short drive to Mount Snow, The Hermitage Club, hiking trails, lakes, golf, and the many attractions that make southern Vermont such a sought-after destination, this home is ideal as a full-time residence, a perfect starter home, or a charming country retreat with room to grow and make it your own. Private road no drive-bys.
Welcome to 21 Big Bend Loop in Wilmington, VT, where mountain charm, year-round adventure, and peaceful surroundings come together. Tucked among the trees, this chalet-style home offers the perfect escape, whether you're looking for a full-time residence, a weekend getaway, or an investment property in one of Southern Vermont's most desirable recreation areas. Step inside through the spacious mudroom, the perfect place to kick off your boots after a day on the slopes or hiking the trails. The warm and inviting interior features comfortable living spaces, a finished basement that provides extra room for guests, a game room, home office, or cozy movie nights, and a layout designed for making memories. Outside, the deck is freshly remodeled, creating an even better space to relax and take in the beautiful wooded views. Enjoy your morning coffee surrounded by nature, unwind after a day of adventure, or entertain friends in your own private mountain retreat. One of this property's unique advantages is the additional lot located directly across the street, offering exciting possibilities for future owners. Whether you envision building a garage, creating additional parking, or simply holding the land for future use, it's a valuable bonus that adds flexibility and long-term potential. Located just minutes from Mount Snow and a short distance to other nearby ski areas, this home puts four-season recreation right at your fingertips. Spend your winters skiing and snowboarding, then enjoy mountain biking, hiking, golf, lakes, breweries, restaurants, and charming downtown Wilmington throughout the warmer months. No matter the season, adventure is always close by. Speaking of close by, the Clubhouse with indoor and outdoor pools, hot tub, game room, tennis courts, gym, etc is only a short walk away! If you've been dreaming of a Vermont getaway with room to grow, beautiful surroundings, and an unbeatable location, 21 Big Bend Loop is ready to welcome you home.
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.
Woodsy and charming ski chalet just a short drive from the village of Wilmington and Harriman Reservoir, and 10 minutes to the Mount Snow ski resort. This home sits on a private wooded lot, nestled in the Chimney Hill community with easy access thanks to a circular driveway, and just down the hill from the amenities building. The home has been partially updated and cared for and features a large living room with exposed woodwork, great natural light from the large windows, a wood burning stove and brick hearth, spacious dining area which leads into the large kitchen, media room which could serve as a main floor bedroom, large mudroom entry with ample gear storage and full bath, and spacious deck for entertaining. The upper level has 4 vaulted bedrooms as well as a second full bathroom. There is a full walkout lower level for tremendous expansion potential. The siding was redone in 2024 and new insulation was installed in the upstairs walls. Includes the tremendous Chimney Hill amenities consisting of indoor and outdoor pools, remodeled clubhouse with hot tub, gym, game room, theater, basketball court, tennis courts, fishing pond, winter ice skating, overflow parking lots for boats and snowmobile trailers, and direct snowmobile trail access, as well as a la carte maintenance, for easy downtime, not upkeep.
OPEN HOUSE: Sunday, 9/6 - 11-1pm. Tucked privately down a treelined driveway, this well built 2 bedroom, 2 bath home offers a cozy Vermont lake and mountain retreat, within a minute drive and just a short walk from Lake Whitingham. Built just 11 years ago, the home is a manageable size, and makes great use of its space with warm wood finishes, vaulted ceilings, abundant natural light, and a comfortable, inviting layout. Heating and cooling provide year round comfort, while the deck offers a great spot to relax and enjoy the peaceful wooded setting. The home offers a mudroom entrance and a main level bedroom and bath. Upstairs, an open concept living room and kitchen opens up to the deck. An additional bedroom and bath round out the home. The storage shed adds extra space for lake gear, bikes, tools, and outdoor equipment. Private from the road yet close to recreation, this cute home is an easy to maintain option for a primary residence, Vermont getaway, or weekend escape. The lake life you've been dreaming about awaits you with beach access, picnic area and boat launch right there. The center of Wilmington and Mount Snow ski area are just down the road, offering you the best of Vermont's four seasons lifestyle.
Move right in and get ready to enjoy the upcoming ski season. This mostly updated 3 bed 2 bath condo at Dover Green is ready for its next owners. With the newly updated kitchen and recently updated bathrooms you can enjoy your time on the mountain before returning to your warm and cozy getaway just a few minutes away. There's a wood burning fireplace anchoring the large living room with high ceilings which creates an inviting atmosphere to sit back and relax after a day on the slopes. With a primary ensuite bedroom and a second bedroom with full bath on the entry floor there is plenty of room to spread out. Kids love the additional sleeping space in the loft above the living room! The deck makes for a great spot to sip your morning coffee or get some sun. Being an end unit with a few extra windows, you'll appreciate the additional light, especially on a cloudy day. There is easy access into the unit with plenty of parking and a large mudroom to shed and store your gear. Close to the Moover shuttle to get to the mountain without having to worry about parking. Current owners have paid their special assessment for recent foundation repairs in fuil.
Charming 3-Bedroom Condo Just Minutes from Mount Snow! Open House Monday Sept. 7, 10 - 12!! Welcome to your perfect Vermont getaway! This beautifully maintained 3-bedroom, 2.5-bath condo is ideally located in Southern Vermont, just minutes from the renowned Mount Snow Ski Resort and the Mount SnowGolf Course. Whether you're an outdoor enthusiast or seeking a peaceful retreat, this property offers the best of all seasons. Step inside to find an open concept living area with cozy fireplace, perfect for après-ski relaxation or hosting family and friends. The kitchen features modern appliances, ample cabinet space, and flows seamlessly into the dining area. A convenient half bath is located on the main level for added ease. Upstairs, the second floor boasts of two bedrooms and a full bathroom. Step up to the third floor for an additional bedroom for guests, or extra living space! This room is a large area to make it what you want! There is also a full bathroom on this floor for added convenience. Enjoy the wooded surroundings from your front or back deck, and take advantage of nearby hiking trails, and charming local towns. Recently the owners have replaced all the windows. With low-maintenance living and easy access to year-round recreation, this condo is the ideal base for your Vermont lifestyle. Don’t miss this opportunity town a slice of Green Mountain paradise!
Spacious townhome at an incredible price in the Dover Green community located just a short drive or shuttle ride south of Mount Snow. This private end unit sits nestled towards the top of the development with great privacy and parking, and has had numerous recent upgrades to the roof, foundation, paint, siding, and whole house water filtration. The interior boasts a vaulted great room, wood burning fireplace with brick hearth, a eat-in kitchen with ample storage and nice light, an entry floor primary suite as well as a large guest bedroom and 2nd full bath, an upstairs sleeping loft for great overflow, a mudroom for all season gear, and a large deck for entertaining or to enjoy the Vermont serenity. Enjoy easy access to the town MOOver shuttle service with a stop right at Rte 100, which goes throughout the area and to the Mt Snow base for easy access without having to worry about paying for parking, or enjoy nearby dining and recreation options year round.
Enjoy year-round Vermont living in this classic Spyglass townhome that is located right on the 10th fairway of the Haystack Golf course. Offering 3 bedrooms plus a sleeping loft and 3.5 baths. Designed for comfort and convenience, the main level features a mudroom, an open-concept living and dining area with vaulted ceilings, a fully equipped kitchen, and a cozy wood-burning fieldstone fireplace. Step outside onto the deck to relax and enjoy the peaceful mountain setting. The upper level offers a versatile loft with its own private bath, ideal for additional sleeping space, a home office, or a guest suite. The lower level includes 3 comfortable bedrooms and two full baths. The Spyglass Association provides exceptional maintenance-free living, with dues covering landscaping, snow plowing, walkway shoveling, firewood delivered right to your door, and trash removal. Conveniently located just minutes from The Hermitage Club, Mount Snow Resort, Lake Whitingham, and the charming village of Wilmington, this property is an ideal four-season getaway, full-time residence, or investment opportunity. Walk to Hastack Golf Course clubhouse and the Stack restaurant.
Lovely 3 bedroom, 3.5 bath townhouse just off the Haystack Club Golf Course with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club and Mount Snow ski resorts. The deck overlooks the green mountains and is just off the 10th fairway. This unit features a vaulted open concept living room with stone hearth and efficient wood stove, spacious dining area leading out to the rear deck for entertaining, galley style kitchen with updated appliances, large entry mudroom, and half bath. The upper level has a large open loft space and full bathroom. The finished lower level has two full suites, allowing for ample private space for any guests. There is also a covered front porch with wood storage, 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 and is included in the new monthly fees. 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.
NEW 2025 MANUFACTURED HOME ON 1.4 ACRES IN WILMINGTON! Enjoy the perfect blend of privacy, convenience, and value in this immaculate 3-bedroom, 2-bath double-wide manufactured home offering approximately 1,300 square feet of comfortable one-level living. Set on 1.4+/- acres on a quiet dead-end road, this property offers a peaceful setting while remaining just a short drive to downtown Wilmington and all that Southern Vermont has to offer. Inside, you'll find a bright, spacious open-concept layout with a comfortable living room, well-appointed kitchen with plenty of cabinet and counter space, dining area, and a generous primary bedroom with a private ensuite bath. Two additional bedrooms provide plenty of room for family, guests, a home office, or hobbies. With its modern construction, easy one-level floor plan, and move-in-ready condition, this home is an excellent choice for a year-round residence, vacation getaway, or affordable mountain retreat. Outside, the 1.4-acre property provides plenty of room for gardening, outdoor dining, recreation, or simply enjoying the surrounding woods and privacy. The location is hard to beat, close to Wilmington's shops and restaurants, Harriman Reservoir for boating and swimming, Lake Raponda, Haystack Golf Club, hiking and biking trails, and just a short drive to Mount Snow for winter skiing and year-round activities. If you're looking for a new, spacious, low-maintenance home in Southern Vermont without the price tag of a traditional site-built home, this one deserves a look. Spacious, immaculate, private, and move-in ready, come see all this 2025 home has to offer!
Adjusted to $289,000 making this the best value in Dover Green. Enjoy the best of Southern Vermont from this beautiful townhome in the sought-after Dover Green community, located just minutes south of Mount Snow. Whether you're looking for a year-round residence, a low-maintenance second home, or the perfect Vermont getaway, this spacious three bedroom, 2 two bath home offers comfort, convenience, and exceptional value. Nestled near the top of the development, this unit enjoys sunny exposure, generous yard space, and easy access to parking. Inside, the open-concept floor plan has classic mountain charm. The vaulted great room is filled with natural light and features soaring ceilings, abundant windows, and a beautiful brick wood-burning fireplace, the perfect gathering place after a day on the slopes, hiking trails, golf course, or nearby lakes. The eat-in kitchen offers ample storage, making it ideal for entertaining family and friends. The main level includes a comfortable primary suite, a spacious guest bedroom, a second full bath, full laundry, and abundant closet space. A heated mudroom provides plenty of room for skis, snowboards, bikes, and outdoor gear. Upstairs, a generous loft serves as a third bedroom or flexible bonus space for guests, work-from-home needs, or recreation. High-speed internet makes remote work effortless. Step outside to the large deck and enjoy the peaceful Vermont setting, overlooking the surrounding landscape. Residents enjoy reasonable HOA fees and easy access to the free MOOver shuttle, with convenient service to Mount Snow, local restaurants, shopping, and area attractions—eliminating the hassle of parking at the mountain. Available for immediate occupancy and quick closing, this well-maintained townhome is truly move-in ready. Gather around the fire, explore the mountains, lakes, forests, arts, and dining of the Deerfield Valley, and start creating Vermont memories from day one. Perfect for first-time buyers at this price point
Enjoy the best of Southern Vermont from this spacious and inviting condo, offering a wonderful and unique blend of comfort, convenience, and privacy. Ideally located just a short drive from Mount Snow and downtown Wilmington, this property is perfectly suited as a year-round vacation retreat or four-season home. The open concept second floor offers an effortless flow between the kitchen, dining, and living areas, with abundant windows filling the space with natural light and bringing the surrounding greenery indoors. The generously sized kitchen features ample cabinetry, a large center island with seating, and plenty of space for everyday living or entertaining. Adjacent dining and living areas allow family and friends to gather and relax after a day enjoying the mountains. Step outside onto the large deck and immerse yourselves in the peaceful, private setting perfect for morning coffee, summer dining, or unwinding after a day of skiing, hiking, or exploring the Deerfield Valley. Bonuses including a family room on the lower-level providing additional flexible living space for movie nights, games, guests, or relaxing apres ski. The dedicated storage shed offers convenient space for seasonal gear and outdoor equipment including the kayaks and a trailer (all part of the sale) for convenient transport to local lakes. Recent improvements of a new roof, windows, updated kitchen along with low HOA fees add to the appeal, while the private setting provides a sense of escape without sacrificing convenience - easy access to skiing, hiking, mountain biking, Lake Raponda, restaurants, shops, and the many year-round attractions of the Deerfield Valley.
Enjoy the perfect blend of convenience, privacy, and value with this 3-bedroom, 2-bath manufactured home offering approximately 2,000 square feet of comfortable living space. Tucked away on a nicely landscaped 0.43-acre lot, this home is perched above town, offering a peaceful setting while keeping you within walking distance of restaurants, shopping, local events, and the Moover shuttle for easy trips to Mount Snow. The property features public water and sewer, a garage, paved driveway, two storage sheds, and plenty of lawn and garden space for outdoor enjoyment. Located just off a paved town road, you'll appreciate the quiet surroundings without sacrificing accessibility. Inside, you'll find generous living space with room to spread out, making it an ideal year-round residence or weekend retreat. Whether you're buying your first home, downsizing, or simply looking for an affordable way to enjoy all that Southern Vermont has to offer, this property is worth a look. With a motivated seller and a location that's hard to beat, this is an opportunity you won't want to miss.
Located in the heart of Wilmington, this charming two bedroom, one and a half bath home offers an excellent opportunity to create something truly special. Just a short walk to shops, restaurants, and everything downtown has to offer, the location is hard to beat. The home features an attached garage with potential unfinished space above, offering endless possibilities for expansion, a home office, studio, or additional living area. Fidium high-speed fiber internet is already available on site, making it ideal for remote work or streaming. Connected to town water and sewer, the property offers added convenience and potential for future improvements, subject to local permitting and applicable town approvals. A new furnace was installed in May 2026, providing peace of mind for the next owner. Lovingly owned by the same family for the past 30 years, this home is ready for its next chapter. Being sold as is, it presents a wonderful opportunity for buyers with vision to update, personalize, and build equity in a highly desirable village location. All measurements are approximate, please conduct your own due diligence if important.
Location, location, location! This rare opportunity is surrounded by the beautiful Haystack Golf Course, offering an unbeatable setting in one of southern Vermont's premier resort destinations. The property currently features a camp and a one-car garage, allowing you to enjoy the land immediately while planning your dream home or future getaway. Just minutes from Mount Snow, The Hermitage Club, golf, skiing, mountain biking, hiking, and year-round recreation, this parcel offers incredible potential for a vacation retreat, investment property, or primary residence. Opportunities in this location are few and far between. Don't miss your chance to own a piece of this sought-after area!
© 2026 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.
