Wilmington Homes for Sale

Welcome to Wilmington, Vermont – a charming town nestled in the heart of Windham County, where picturesque landscapes meet a vibrant community spirit. Known for its stunning natural beauty, Wilmington is surrounded by the Green Mountains, offering residents breathtaking views and a plethora of outdoor activities year-round. From hiking and biking in the warmer months to skiing and snowboarding at nearby resorts during the winter, Wilmington is truly a haven for nature enthusiasts and adventure seekers alike.

The town itself is steeped in history, with a quaint downtown area that boasts unique shops, delightful eateries, and a warm, welcoming atmosphere. Wilmington’s rich cultural heritage is reflected in its beautiful architecture and the annual events that bring the community together, including the popular Wilmington Farmers Market and the lively summer concert series.

For those looking to call Wilmington home, the real estate market offers a diverse array of homes for sale. Whether you’re seeking a cozy cottage, a modern family home, or a luxurious retreat, Wilmington has something to suit every taste and budget. Many properties are set against the backdrop of stunning mountain views, providing a serene escape from the hustle and bustle of city life.

With its tight-knit community, abundant recreational opportunities, and charming ambiance, Wilmington is not just a place to live; it’s a place to thrive. Explore the homes for sale in this enchanting town and discover the perfect property that fits your lifestyle. Embrace the beauty and warmth of Wilmington, where your dream home awaits!

Newest Wilmington Homes for Sale

$690,000

5 Beds ⋅ 4 Baths ⋅ 5101430 MLS

Welcome to "Pipe Dream", a cherished family vacation home for nearly two decades. This residence seamlessly blends history, charm, and modern touches to create a truly unique experience. The outdoor space of 3.5 acres is nothing short of magical, featuring stone walls and steps, an inviting in-ground pool, and a tennis court. The expansive level yard offers plenty of room for outdoor fun, while the covered front porch invites you to enjoy your morning coffee, curl up for a lazy afternoon, or take in the Fourth of July fireworks. Additionally, two decks provide ample space for lounging, dining, and more. Inside, the home offers a variety of spaces designed to foster togetherness and relaxation. Gather around the fire in the cozy family room for game nights, or retreat to the den for some quiet time with a good book. The great room is perfect for accommodating the entire gang, while the downstairs recreation space, complete with a pool table/ping pong and foosball, promises endless entertainment. With five bedrooms and several bonus rooms, everyone can enjoy their own private retreat. A Vermont room upon entry to the lower level provides storage for coats, boots, gear, and more. The original structure is complemented by an 840 square-foot permitted addition, which includes a two-car garage, deck, great room, and one of the bedrooms and bathrooms. This home is ideally situated close to town, allowing for easy access to shops, restaurants, village events, and public transportation. It's also just a stone's throw from Harriman’s Reservoir, where you can indulge in boating and swimming. Whether you envision this as your primary residence or vacation getaway, "Pipe Dream" has everything you need. Its prime location offers easy access to Mount Snow Resort and the Hermitage Club for skiing and snowboarding, as well as Mount Snow and Haystack public golf courses. Consider making this extraordinary house your next dream home.

57 Castle Hill Rd, Wilmington

$489,999

3 Beds ⋅ 2 Baths ⋅ 5100963 MLS

Section B. Top of the Hill, end of the road, this home is meticulously kept and updated, with lots of attention to detail. Start living the dream you imagine! A classic chalet design with mudroom entry, full bath and bedroom, and open concept living, dining and kitchen on the main level, with a wraparound deck. Upstairs has two bedrooms and a second full bath. The double lot offers privacy and options for a garage. Nice, landscaped level lot with a shed and woodbin, firepit and plenty of parking. Enjoy all the amenities Chimney Hill offers including the exclusive members only clubhouse, located at 2,000' in elevation, it's the perfect spot to enjoy year-round featuring indoor and outdoor heated pools, a brand new hot tub, fitness room, arcade, playroom, lounge, fully-equipped kitchen, playground, community room, table tennis, pickleball, ice skating, hiking, biking and snowmobiling on the 1,200 acre resort campus nestled between the Green Mt National Forest and the town of Wilmington VT. Minutes from world class skiing and shredding at either Vail's Mt Snow or the private Hermitage Club. Discover Southern VT and enjoy outdoor and indoor music, festivals, unique shopping and dining, antiques, flea markets, golf, boating, paddleboarding, and so much more! Owner's list of features and improvements: Two Mini-Split Units for AC/Heat, Replaced all Electric Baseboard Heating Units, Gasoline powered generator hardwired into the electric panel, New Electric Panel, Hardwired Ring Outdoor Cameras, Vapor Barrier Throughout Crawl Space, Flooring throughout the whole house, Window treatments, Furniture, Bedding, Kitchen Appliances, HWH on GMP Rental Program $10 mo., Washer & Dryer, Four Flatscreen TV’s, Safe in MBR, Kitchen Countertops, Both Bathroom Fixtures, Countertops & Toilets, Ceiling Fans & Ceiling Lights, Safety Railings & Wiring on Stairs & Loft, Storage/Woodshed Outside, Firepit.

7 High Top Rd Unit B-117, Wilmington

$249,000

1 Beds ⋅ 5100124 MLS

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!

246 Mann Rd, Wilmington

$6,898,000

5 Beds ⋅ 8 Baths ⋅ 5098574 MLS

A truly one-of-a-kind estate. Uncompromising quality, timeless design, and exceptional craftsmanship. Every detail has been thoughtfully curated, showcasing impeccable fit and finish. The spectacular main residence features custom stone flooring, reclaimed vintage barn board accents, and a dramatic great room anchored by a massive smooth stone fireplace and walls of glass with natural light. At the heart of the home is a chef's kitchen complete with marble countertops, an oversized center island, walk-in pantry, dual Sub-Zero wine refrigerators, a built-in pizza oven, and a impressive suite of Wolf and Sub-Zero appliances. Designed for year-round enjoyment, the grounds are simply unmatched. Bluestone patios surround the home and lead to a sunken hot tub, cold plunge, a massive BBQ, pergola, children's playscape, and a spectacular post-and-beam open-air pavilion. Gather around the oversized fire pit while enjoying panoramic western sunsets over Haystack Mountain. Private tennis and pickleball courts, complete with a beautifully appointed cabana featuring a half bath, wet bar, and folding glass walls that open directly to the courts. A custom-built carriage house offers four oversized garage bays below for vehicles and seasonal recreational equipment. Above, guests will appreciate a beautifully finished two-bedroom apartment featuring an open-concept kitchen and living area, a gas fireplace, and a full bath ideal as guest accommodations, an in-law suite, or caretaker's quarters. The professionally landscaped grounds include a paved driveway, beautiful perennial plantings, rolling open field, and stunning views of Haystack Peak. Located just minutes from The Hermitage Club, Mount Snow, golf, skiing, dining, shopping, and all of Southern Vermont's year-round recreational amenities. This is more than a home—it's a legacy estate offering an unparalleled lifestyle where luxury, recreation, and Vermont's natural beauty come together in perfect harmony.

88 Mann Rd, Wilmington

$399,000

2 Beds ⋅ 1 Baths ⋅ 5098092 MLS

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.

456 Rte 100, Wilmington

$289,000

3 Beds ⋅ 2 Baths ⋅ 5098068 MLS

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.

5 Camelot Dr, Wilmington

$1,998,000

5 Beds ⋅ 5 Baths ⋅ 5097683 MLS

Private Vermont Sanctuary with Spectacular Mountain Views. Tucked away on a quiet dead-end road, yet just minutes to Hermitage Club, Mount Snow and downtown Wilmington. Every room offers a view. Direct snowmobile access and walking trails! Set on 20 private acres in the heart of Vermont’s Green Mountains, the property features panoramic views of Haystack, Mount Snow, and the spine of the southern Green Mountains. With over 4,200 square feet of thoughtfully designed living space, the interior boasts clean lines, a Primary suite with walk-in closet and spa-like bath. Floating staircase, a large foyer, and a screened-in porch for enjoying warm evenings. Vaulted ceilings, radiant heat throughout, and walls of windows frame the stunning mountain and valley vistas. Open-concept kitchen and dining area with granite countertops, custom cherry cabinets and flooring, large center island, and a massive stone fireplace. Direct access to multi-level decks. Spacious living room with exposed beams and a cozy sitting area with a Projection System and a Custom high-end audiophile Sound system. Oversized heated 3-car garage. Enjoy outdoor living at its best with beautifully maintained flower gardens, open fields, a mature mixed forest, a patio, a hot tub, an outdoor shower, and creek frontage.

32 Steep Hill Rd, Wilmington

$460,000

3 Beds ⋅ 2 Baths ⋅ 5096572 MLS

Escape to the beauty of Vermont in this private mountain retreat, ideally situated at the end of a quiet country road. Set on a secluded parcel, this charming getaway boasts sweeping long-range views stretching across the Green Mountains and National Forest to Mount Snow, with easterly vistas toward neighboring Marlboro. Take in spectacular sunsets from the covered front porch or unwind surrounded by nature. Inside, the inviting open-concept living space features a cozy pellet stove with a convenient lift system for easy refilling from the lower level. The main floor offers a primary bedroom, full bath with laundry, and a spacious mudroom designed for four-season living. Upstairs, you'll find two additional bedrooms and a second bath, providing comfortable accommodations for family and guests. The walkout lower level includes utility space and a two-car garage, with excellent potential for a future family room, recreation space, or home gym. Outdoor amenities include a firepit gathering area, perfect for relaxing evenings under the stars while enjoying the peaceful mountain setting. Conveniently located just minutes from Wilmington's shops and restaurants, Lake Raponda, and Molly Stark State Park, this move-in-ready property offers the perfect balance of privacy, recreation, and Vermont charm. Whether you're seeking a year-round residence, vacation home, or mountain escape, this exceptional property is ready to be enjoyed.

216 Ghastly Job Way, Wilmington

$549,000

4 Beds ⋅ 2 Baths ⋅ 5095908 MLS

Located in the Chimney Hill community, this four-bedroom, two-bath home offers the perfect Southern Vermont retreat for every season. The open-concept living, kitchen, and dining area creates a welcoming space for gathering with family and friends after a day of skiing, boating, hiking, or exploring the area. Warm wood accents and comfortable living spaces create a relaxed Vermont atmosphere that feels inviting year-round. Step outside to the front porch and enjoy the seasonal mountain views while taking in the peaceful surroundings. Set on a wooded lot, the property offers a balance of privacy and convenience, with easy access to the extensive amenities of Chimney Hill and the recreation opportunities that make Southern Vermont such a sought-after destination. As a homeowner in Chimney Hill, you'll enjoy access to a wide range of community amenities, including an indoor pool, outdoor pool, fitness and community center, pickleball courts, ice skating, tennis courts, and an extensive network of hiking and recreational trails. Whether you're looking for outdoor adventure or a place to relax with family and friends, Chimney Hill offers activities for every season. Just minutes from Lake Whitingham, Mount Snow, The Hermitage Club, and downtown Wilmington, this home is ideally located for year-round enjoyment. Spend your summers boating, paddling, and swimming on the lake, and your winters skiing and snowboarding at nearby resorts. Whether you're looking for a primary residence, vacation home, or investment property, this four-bedroom getaway provides the space, location, and lifestyle that Vermont buyers are seeking.

7 Lightning Ledge Way, Wilmington

$429,000

3 Beds ⋅ 2 Baths ⋅ 5095784 MLS

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 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.

60 E Brook Xing, Wilmington

$699,000

5 Beds ⋅ 2 Baths ⋅ 5095170 MLS

Mountain views, meadow, a traditional barn, pure Vermont comfort — all wrapped into this beautifully renovated farmhouse. Just up from serene Lake Whitingham sits this stunning Vermont timber frame post-and-beam home, designed by Northern Energy Homes and set on a private 10-plus-acre parcel that feels worlds away while remaining effortlessly accessible. The grounds are exceptional. A handsome post-and-beam barn, an in-ground heated saltwater pool, hot tub, fire pit, and generous level lawn make the outdoor spaces as livable as the interior. The site looks west over the Vermont Forever Wild mountains and Harriman Reservoir, with easy access down the road to the Wards Cove beach area and boat launch. Completely renovated by the current owners, the home opens into a vaulted great room with natural exposed woodwork, a wood-burning stove, and rich wood floors — with views out every window. A well-appointed kitchen and dining area anchor the main living space, alongside two main-floor bedrooms, one currently used as a den, a full bath, and a versatile loft upstairs with an additional bedroom. The finished walkout lower level adds meaningful space, with a family room, two bedrooms, a full bath, and a well-organized mudroom with generous closets and laundry. From here, step out to the wraparound covered porch and hot tub, or climb the stairs to the deck overlooking the pool and sweeping lawn below. Wander through the mature blueberry plantings, head down to the lake for a swim, or take the short drive to the village of Wilmington and Mount Snow ski resort. The parcel is two approved building parcels so there is expansion potential as well. Whatever the season, this property delivers the full Vermont experience — beautifully. Septic sized for 3 bedrooms full time use.

389 Boyd Hill Rd, Wilmington

$2,100,000

7 Beds ⋅ 4 Baths ⋅ 5095153 MLS

Stunning contemporary chalet completely renovated in 2016 and located adjacent to the base of the Hermitage Club private ski resort. This gorgeous home sits on a private lot with direct snowmobile trail access, easy access to the ski trails, and direct to the clubhouse. Just a short drive into the village of Wilmington and the area's tremendous lakes. Thanks to the complete overhaul and meticulous maintenance, this home is turn key for immediate enjoyment, with features including an open concept design, large great room with vaulting ceilings and exposed beams, a stone hearth with wood burning fireplace, upscale country kitchen with stainless appliances and granite counters, a secondary wet bar area, sizeable dining table for all your guests, wood floors throughout, a main floor primary suite with walk-in closets and large tiled bath, dual rustic bunk rooms, a lower level guest suite, 7 spacious bedrooms in total, a large family room for great separate entertaining space, movies, and games, as well as an adjacent tv area, and a tremendous mudroom with built in cubbies for all your gear after a day on the trails. There is also a large covered front porch to keep the snow at bay with wood storage, massive hot tub, fenced in dog area, generator, tremendous parking, and nice lawn space without being much to maintain. With proximity like this and creature comforts from home, this makes for a great ski home, as well as a welcome respite from the metropolitan bustle year round.

121 Fannie Hill Rd, Wilmington

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