Properties Near 5 N Main Street Wilmington, VT

Escape to the Green Mountains with this custom-built Moose Head Cedar Log Cabin, beautifully sited on a private wooded lot in the sought-after Chimney Hill community. Enjoy ridgeline views, peaceful surroundings, and the fresh Vermont air. Inside, the offers timeless craftsmanship and open-concept living, featuring soaring post and beam construction with vaulted ceilings, floor-to-ceiling windows that frame the mountain landscape, a cozy stone woodburning fireplace in the great room, open kitchen with gas range and breakfast bar, beautiful sunlit dining area surrounded by glass and a private rear covered deck perfect for relaxing and grilling year round. The main floor includes two comfortable bedrooms and a bath. Upstairs, a spacious open loft with vaulted beamed ceiling leads to a serene primary suite with walk-in closet, private balcony, and spa-style bath with jetted tub and oversized shower. Downstairs, the finished lower level offers even more, welcoming mudroom entry, large family room with brick fireplace, game room complete with pool table and wet bar, bath, laundry room, utility room, and an on-demand generator for peace of mind. As part of the Chimney Hill community, enjoy access to a Clubhouse with indoor & outdoor pools, fitness center, game & media room. hiking trails, ice rink, and direct VAST snowmobile trail access. Located minutes from Mount Snow and Wilmington’s village shops & dining, this is the ultimate Vermont getaway or full-time residence.

Multi-Family & Commercial Opportunity in Wilmington, Vermont Set on 1.05 acres just outside Wilmington village, this versatile property offers two recently renovated apartments totaling five bedrooms, each with its own two-car garage perfect for owner occupancy, rental income, or staff housing. The main building features updated interiors with modern kitchens, stylish baths, and new flooring throughout, combining contemporary finishes with a convenient, low-maintenance layout. The property has also been upgraded with a brand-new five-bedroom septic system, providing peace of mind and long-term value. Behind the main residence sits a spacious three-bay garage with a full upper level, ideal for a workshop, contractor space, or additional storage. A smaller outbuilding nearby offers even more flexibility for tools, recreational gear, or seasonal items. Whether you’re seeking an investment property, a home with income potential, or a commercial space with ample storage, this Wilmington location offers endless possibilities just minutes from Mount Snow Resort, Lake Whitingham, and the shops and dining of downtown Wilmington. On the MooVer Route

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.

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.

Set on 3.56 acres, this beautifully crafted Vermont home offers the perfect blend of natural beauty, modern amenities, and four season recreation. The property features a thriving fruit orchard with apple, peach, and plum trees, along with raspberries, black raspberries, and blueberries, plus thoughtfully landscaped gardens and open lawn areas for outdoor fun. The main living space showcases a cathedral ceiling great room with expansive windows, filling the home with natural light and framing the surrounding forest views. A stone fireplace anchors the open concept layout that includes a warm, inviting kitchen with granite counters, stainless appliances, and natural wood cabinetry, flowing into the dining area deal for entertaining. Step outside onto the new Azek deck, relax in the hot tub, and take in the quiet of the Vermont woods The first floor primary suite provides a peaceful retreat, while two additional bedrooms and baths comfortably accommodate guests. The finished lower level is a standout feature, offering a custom built bar, second fireplace, and cozy lounge area perfect for après-ski evenings or watching the game. Practical upgrades include a full-house standby generator and Level 2 EV charger. Outdoor enthusiasts will love the location just minutes to Mount Snow, The Hermitage Club, and Lake Whitingham, with Hogback Mountain backcountry skiing and hiking in Molly Stark State Park only a short drive away. This home captures the best of the Vermont.

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!

Beautiful 2006 chalet in the Chimney Hill community just a short drive from the Mount Snow Ski Resort and village Wilmington. This meticulous turn key home has been completely renovated and upgraded, and sits on a on a private lot in the Chimney Hill community on a quiet side road with access to snowmobile trails and winter views. Inside is a gorgeous great room space with vaulted ceilings and exposed natural woodwork, great natural light thanks to large windows but with a Vermonty rustic feel, wood floors throughout, a gas fireplace with stone hearth, updated kitchen with custom cabinets, stainless appliances, and quartz counters, dining area, a main floor primary suite with full bath, a main floor office, an upstairs guest room, a bunk room, as well as a full bath, a fully finished walkout lower level family room with gas stove, billiard area, custom ski room with cubbies and coat racks, full updated bath, entry foyer, as well as a main floor large mudroom. There is also a spacious double deck for entertaining, great lawn space, and large drive for ample parking. This includes the amazing Chimney Hill amenities of indoor and outdoor pools, clubhouse, theater, gym, hot tub, basketball court, tennis courts, winter ice skating, and a la carte services like plowing and trash, to afford yourself plenty of downtime, not upkeep.