Properties Near 5 N Main Street Wilmington, VT

Rare opportunity to own a completely remodeled and updated vintage farmhouse, completely turn key. This stunning home sits just up from the country village of Wilmington with easy access to dining and shopping, a short drive to Mount Snow, and near the amazing Lake Whitingham, for true four season enjoyment. The interior features meticulously updated open concept living areas, a chef's kitchen with custom cabinets, stainless appliances, and soapstone counters, large living room with wood burning fireplace and stone hearth from Parmelee and Howe soda counter, large pantry, mudroom, main floor full bath with laundry, one car garage with bonus storage, updated flooring and specialty lighting fixtures, and the list goes on. There are 4 bedrooms en suite, including a newly added primary suite with tiled bath with steam shower, family room with custom walnut built-ins and wet bar, as well as minisplit A/C. Take in your morning sun from the covered front porch, or enjoy soaking in the hot tub off the large rear deck surrounded by stone walls, perennial gardens, and mature trees. A backyard oasis with a surprisingly private yet convenient location. Less obvious features include standing seam metal roof, updated utilities, full basement, second laundry location, paved driveway, freshly painted exterior, fiber internet, and town water & sewer for total peace of mind. A welcome respite from metropolitan life or potentially a great rental opportunity.

Nestled in the heart of Vermont’s Green Mountains, check out this stunning Moosehead log home. With private, shared access to Lake Raponda just a short walk away, this inviting single-family home seamlessly blends rustic charm, modern comfort, and a serene natural setting. With 2,170 sq. ft. of living space, this 3-bedroom, 2-bath home welcomes you with warmth and tranquility from the moment you arrive. Park your car in the attached garage and step inside to find a country kitchen with lots of cabinets that opens into a comfortable great room with a dramatic, wood burning, stone fireplace. The spacious great room features a dramatic cathedral ceiling and leads directly to a glassed-in porch / dining area—an ideal spot to enjoy morning coffee or simply unwind while taking in the view of the landscaped yard and surrounding trees. There are 2 bedrooms conveniently located on the main level, with the primary, ensuite bedroom on the upper level next to a sleeping loft. Large windows throughout ensure that every corner of this home feels bright and inviting, enhanced by tasteful log interior finishes that echo the natural beauty outside. One of the home’s most enticing features is its move-in readiness—the sellers are leaving most of the furnishings , a fully outfitted kitchen, and a couple of kayaks for the lake so you can settle right in and begin enjoying the Vermont lifestyle in front of the fireplace, on the deck, on the stone patio, or on the lake!

Located in the heart of downtown Wilmington and just minutes from Mount Snow and Harriman Reservoir, this exceptional mixed-use property offers incredible flexibility, income potential, and style. Currently operating as a successful VRBO rental that sleeps 12, this all-season retreat includes multiple living areas, a hot tub, sauna, and a stunning vaulted post-and-beam loft with a bar, pool table, and additional sleeping space—perfect for hosting, relaxing, or entertaining guests. All contents of the residence are included with the sale. At the front of the building, approximately 800 sq ft of high-visibility commercial space is occupied by an established business, making this property ideal for investors, entrepreneurs, or those looking to combine lifestyle and income. Great location for a re-locating professional. With a prime location within walking distance to restaurants, shops, and trails; convenience is unmatched. The property underwent an extensive transformation by the owner who is also an award winning architect, blending rustic Vermont charm with modern comfort. Exposed beams, wide plank floors, deck and multiple bedrooms create a warm and inviting atmosphere across multiple spacious living zones.

Situated in the highly sought-after Chimney Hill Resort community of Wilmington, Vermont, this versatile property offers a unique opportunity for vacation living and rental income. The chalet-inspired main home features an open floor plan with soaring ceilings, an upgraded kitchen with smart home features, and seamless access to a wraparound deck surrounded by mature woods. A detached garage adds functional value for storage, equipment, or recreational gear, ideal for four-season living. The home is equipped with a whole-house backup generator and modern appliances for turn-key ownership. Outdoor adventure begins onsite with direct snowmobile trail access and continues nearby with Mount Snow skiing, hiking, and lake activities. Residents also enjoy access to Chimney Hill's indoor pool, fitness center, trails, and year-round recreational amenities. Offered mostly furnished and fully equipped for immediate enjoyment or income generation, this rare Vermont property offers an exceptional blend of private retreat and high-demand rental potential in a thriving four-season destination.

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