Wilmington Real Estate

Welcome to Wilmington, Vermont – a hidden gem nestled in the picturesque Windham County. This charming town, known for its stunning natural beauty and vibrant community spirit, offers a perfect blend of small-town charm and outdoor adventure. With its scenic landscapes, Wilmington is a haven for nature lovers and outdoor enthusiasts alike.

Wilmington boasts a rich history, dating back to the early 19th century, evident in its quaint downtown area filled with unique shops, cozy cafes, and delightful eateries. Stroll along the iconic Main Street, where you can explore local boutiques and art galleries, or savor a delicious meal made from fresh, locally-sourced ingredients. The town exudes a warm, welcoming atmosphere that makes both residents and visitors feel right at home.

For those who appreciate the great outdoors, Wilmington is a paradise. Surrounded by the Green Mountains, the area offers countless opportunities for hiking, skiing, and fishing. Nearby Lake Whitingham is perfect for boating and swimming in the summer months, while the winter months invite you to hit the slopes at the nearby ski resorts.

Wilmington is also known for its vibrant community events, including farmers' markets, art fairs, and seasonal festivals that celebrate the town’s rich culture and heritage. With its friendly residents and a strong sense of community, Wilmington is not just a place to live, but a place to thrive.

If you’re looking for a serene yet active lifestyle in a picturesque setting, Wilmington, Vermont, is the perfect place to call home. Discover your dream property in this enchanting town and experience all that Wilmington has to offer!

Newest Listings in Wilmington

$539,000

3 Beds ⋅ 2 Baths ⋅ 5113279 MLS

Turnkey and ready for ski season, this beautifully renovated residence offers just under 1,600 square feet with two bedrooms, two baths, and an expansive loft providing flexible additional living and sleeping space. Set along the first hole of Haystack Golf Course, the home enjoys a convenient location just an easy walk to the clubhouse, just a few miles from The Hermitage Club and downtown Wilmington, and five miles from Mount Snow. Completely reimagined with a warm, Scandinavian-inspired mountain aesthetic, the interior combines natural materials, clean lines, and a soft, understated palette. The redesigned kitchen is a standout, featuring custom white oak shaker cabinetry, Taj Mahal stone countertops, Bedrosians Cloe White tile, white oak floating shelves, a custom range hood with natural wood detailing, and Bosch appliances. Solid white oak flooring extends throughout the main living and dining areas, complemented by updated doors and trim, new hardware, thoughtfully selected lighting, and natural wood details throughout. The living area is anchored by a wood-burning fireplace, creating an inviting gathering space after a day on the mountain. Both bathrooms have been completely renovated with Montauk Black natural slate flooring, floating vanities, new tile, fixtures and lighting. The primary bath offers a spa-like retreat with a generous walk-in shower and freestanding soaking tub. Upstairs, the spacious loft adds tremendous versatility beyond the two bedrooms, with room for additional sleeping accommodations, a home office, media space, or lounge. New carpeting in the bedrooms and loft adds warmth and comfort, while the home's cohesive mix of white oak, natural stone, warm whites, matte black accents, and muted organic tones gives the entire residence a refined and timeless feel.

5 First Ln Unit 4, Wilmington

$375,000

3 Beds ⋅ 1 Baths ⋅ 5113271 MLS

Come see this sweet, well-kept 3-bedroom ranch. The heart of the home is its inviting open concept living area, featuring a handsome stone fireplace with a pellet stove insert for easy fires in the winter. The fully updated kitchen has abundant Kraftmaid cabinets, an island with seating, quartz counters, and Energy Star appliances. Enjoy meals and company in the warm weather on the wrap-around deck, easily accessible from both the kitchen and living area. A hallway, a few steps up from the kitchen, leads to the three bedrooms; the primary bedroom is large enough for a king-size bed. The spacious, updated ¾ bath has a contemporary vanity and tasteful tile flooring and shower finishes. Added bonuses include a two-car garage, a shed for storage or a workspace and extra space to finish in both the attic and basement. Accented with attractive ledge outcroppings, the land - ideal for recreation and gardening- has a blend of both level and sloping areas as well as a mix of sun and shade. Caring for the home will be easier thanks to the home’s vinyl siding, newer windows, standing seam metal roof and vinyl plank flooring throughout the interior. The ideal location offers the best of both worlds: a tranquil rural retreat set on a quiet road, but only minutes to downtown Wilmington, 20-minutes to the Mt. Snow resort and close to year-round recreation on Lakes Harriman, Raponda, Sadawga, snowmobile and hiking trails and much more. All furnishings available for an additional fee. Showings start on October 11. Open House Sunday, October 11 11am-1pm, Monday October 12 10am-12pm

180 Parsons Rd, Wilmington

$599,000

4 Beds ⋅ 3 Baths ⋅ 5113132 MLS

Stunning updated and expanded chalet just a short drive out of the village of Wilmington. This home sits privately on a wooded double lot, nestled in the Chimney Hill community with easy access to the amenities building, as well as nearby access to Mount Snow and Lake Whitingham. The home was extensively renovated and expanded and now has tremendous unique one of a kind space featuring a gorgeous vaulted living room with exposed natural woodwork, great natural light from the large windows, a wood burning fireplace and brick hearth, upscale wood flooring throughout, a beautiful kitchen with quartz counters, stainless appliances, breakfast bar, farm sink, and tile backsplash, large dining area, wet bar and entertaining area, main floor bedroom and full bath, and large mudroom for all your gear. The bedroom level features three spacious bedrooms with two more upscale baths, including tiled showers and a gorgeous pedestal tub, as well as access to the outside. Additionally there is an overflow sleeping loft, huge upper and lower decks for outdoor enjoyment and BBQs, and ample lawn space for enjoyment no matter the season. Featuring the tremendous Chimney Hill amenities including 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.

90 Big Bend Loop, Wilmington

$1,395,000

3 Beds ⋅ 3 Baths ⋅ 5112992 MLS

Perfectly positioned just across from the entrance to The Hermitage Club, this beautifully appointed mountain home offers the ideal balance of comfort, convenience, and Vermont charm. Whether you're heading to the slopes, enjoying a round at Haystack Golf, exploring nearby snowmobile trails, or spending the day at Lake Whitingham, this location places you in the heart of everything the Deerfield Valley has to offer. Inside, warm natural wood finishes, reclaimed barn board accents, soaring cathedral ceilings, and a dramatic wall of windows create a welcoming mountain retreat filled with natural light. The open-concept living area is anchored by a beautiful stone fireplace, offering the perfect gathering space after a day outdoors. The spacious kitchen features granite countertops, stainless steel appliances, custom cabinetry, and a generous center island that flows seamlessly into the dining and living areas, making entertaining effortless. The home offers three comfortable bedrooms plus a bonus room for additional guests or flexible living space, along with three beautifully updated bathrooms. The primary suite provides a peaceful retreat with a spa-inspired bath featuring a tiled walk-in shower, soaking tub, and quality finishes throughout. The finished lower level expands the living space with a large recreation room, perfect for movie nights, game days, or relaxing with family and friends. A two car garage offers ample room for vehicles and all of your Vermont gear. Outside, the expansive deck invites you to unwind in the private hot tub, dine outdoors, or simply enjoy the peaceful woodland setting. Whether you're looking for a full-time residence, a weekend getaway, or a four-season vacation home, 529 Coldbrook Road delivers exceptional craftsmanship, inviting living spaces, and one of the area's most desirable locations just moments from The Hermitage Club and a short drive to Mount Snow, downtown Wilmington.

529 Coldbrook Rd, Wilmington

$55,000

5112849 MLS

Build your Vermont retreat on this oversized lot in Section B of Chimney Hill! A recent perc test indicates suitability for a three-bedroom single-family home, offering a great starting point for your plans. Enjoy full access to Chimney Hill’s amenities, including indoor and outdoor pools, a hot tub, tennis and pickleball courts, basketball, an arcade, and a trail system for hiking and exploring. Nearby boating, golf, and skiing put year-round recreation within easy reach. Conveniently located close to the Hermitage Club, Mount Snow, and the shops and restaurants of downtown Wilmington, this property offers an ideal base for enjoying Southern Vermont in every season.

123 High Top Rd, Wilmington

$499,900

3 Beds ⋅ 3 Baths ⋅ 5112846 MLS

Enjoy Vermont living in every season! This spacious 3-bedroom, 3-bath home sits on an oversized lot close to the Hermitage Club and Mount Snow, offering plenty of room to gather, relax, and unwind. Outstanding community amenities include indoor and outdoor pools, a hot tub, tennis, pickleball, and basketball courts, plus a clubhouse with an arcade and lounge. With hiking, biking, boating, golf, and skiing at your fingertips, adventure is always within easy reach. Whether you’re seeking a mountain getaway or a year-round home, this property offers space, recreation, and a convenient location to enjoy it all. The seller is open to selling the neighboring lot to the purchaser of the home. The offer is at a very fair price, and the seller is open to negotiations.

14 High Top Rd Unit B124, Wilmington

$359,000

3 Beds ⋅ 2 Baths ⋅ 5112782 MLS

This gem is tucked away in the quiet Section C part of the super popular Chimney Hill, HOA this modified ranch style home, featuring 3 bedrooms, half and full baths, a gas fired stove in the open concept living/dining area, and a pellet stove in the Bonus Room. Careful attention to detail, landscaped gardens, Firepit, fenced in area in the back, garage/Bonus Room addition, covered porch, custom woodwork inside and out. For those who like a more rustic 'Vermonty" vibe, this is it! Stop dreaming and start living the dream! Enjoy all the amenities offered by Chimney Hill ON THE 1,200 Acre Campus with an exclusive member only Clubhouse located 2,000' up on the Hill with indoor and outdoor heated pools for year-round swimming, arcade room, après ski lounge, fully-equipped kitchen for members use, fitness room, community style hot tub, community room, playgrounds, 3 areas with tennis courts, extensive trail system, lookout, fishing pond stocked with annual kids fishing derby, seasonal pickleball and ice skating, basketball court, birchwood recreation area, and so much more! See why Southern Vermont and the Deerfield Valley are so popular, offering World Class Skiing and Shredding at Vail's Mt. Snow, and the privately owned Hermitage Club at Haystack Mt., festivals, flea markets, antiques, uniques shopping and fine dining experiences, music, mountains, boating, golf, S VT Pickleball Club, mountain biking, and so much more!

60 E Brook Xing Unit C-201, Wilmington

$299,000

4 Beds ⋅ 1 Baths ⋅ 5112278 MLS

LOCATION! This 4-bedroom, 1-bath home is located directly across from beautiful Harriman Reservoir and just outside the Village of Wilmington. A great opportunity to bring your vision in an unbeatable location. This home offers plenty of space and character, along with important updates including a new foundation installed in 1993 and new French drains recently installed for added peace of mind. Enjoy the convenience of being just outside downtown Wilmington, with its charming shops, restaurants, and local amenities, while having Harriman Reservoir right across the road for boating, swimming, fishing, and summer fun.Mount Snow is just a short drive away, offering skiing and year-round mountain recreation. Whether you’re looking for a full-time home, vacation getaway, or a place to enjoy all that the Deerfield Valley has to offer, this property is worth a look. Property is being SOLD AS IS

481 Vt Rte 9 W, Wilmington

$900,000

5 Beds ⋅ 3 Baths ⋅ 5112234 MLS

A rare opportunity to own 95+ acres in the heart of Southern Vermont with a beautiful post and beam homestead and easy access to the country village of Wilmington and Mount Snow ski resort. This property sits easily accessible off a town road just outside the town of Wilmington. The acreage is mainly in Wilmington but crosses the Whitingham border, and affords a pastoral setting with long range mountain views, gorgeous exposure, and the ultimate in privacy thanks to a long drive. The home has been lovingly maintained and expanded by the current owners and features a large living room area with expansive windows, gorgeous natural woodwork throughout thanks to the post and beam construction, kitchen with breakfast bar and stainless appliances, wood burning stove, a large deck for entertaining, main floor den and full bath, three upstairs guest bedrooms and a second full bath. There is a large mudroom entry area that connects this space to the addition, which includes a second large family room area, second kitchen, two more guest bedrooms and a full bath, as well as a full attached garage. This is a true gem nestled in the hills and affords tremendous usability, rentability, privacy, and Vermont serenity, in a neatly wrapped package.

511 Shearer Hill Rd, Wilmington

$325,000

4 Beds ⋅ 2 Baths ⋅ 5111868 MLS

Located on a corner lot in the lower section of Chimney Hill, this 4-bedroom, 2-bath home offers 1,856 square feet of living space and a great opportunity for buyers looking to refresh, personalize, and add value. Set on 0.69 acres, the property provides a comfortable amount of outdoor space without the burden of extensive maintenance. The two-story layout is well-suited for full-time living or use as a second home. The first floor features wood floors throughout the main living areas, a spacious living room with a wood-burning fireplace, an additional lounge, first-floor bedroom and bath. The large eat in kitchen is a stand out with high ceilings, granite countertops, a farmhouse sink, double oven, and a Wolf range hood. The second floor includes a generous primary bedroom with French doors opening to a private balcony, a full bathroom, and two additional bedrooms, including a spacious bunk room with built-ins. Conveniently located less than 2 miles from historic downtown Wilmington, Vermont shops, dining, and entertainment, 5 miles from the exclusive Hermitage Club at Haystack Mountain and 7 miles from Mount Snow. The clubhouse features indoor and outdoor pools, a hot tub, fitness area, game room, arcade, movie theater, and recreational space for owners. Outdoor amenities include lighted tennis and basketball courts, an outdoor skating rink with warming hut, a stocked fishing pond, hiking trails, playgrounds, picnic areas, and direct access to the VAST snowmobile trail system. The property is offered as is. Water is turned off. Appointment required.

52 North Rd, Wilmington

$419,000

3 Beds ⋅ 3 Baths ⋅ 5111420 MLS

Set on 5.5 picturesque acres in a terrific location just minutes from downtown Wilmington, this three-bedroom plus den, three-bath chalet offers plenty of space and potential to create your ideal vacation retreat or primary residence in the Deerfield Valley. The main level features an open kitchen and dining area, a comfortable living room with a beautiful fieldstone fireplace, and sliders leading to a deck where you can enjoy the surrounding setting. A primary bedroom with a full bath completes this level. Upstairs, you’ll find two additional bedrooms and a ¾ bath. Newly refinished lower level offers even more possibilities: a family room with another fieldstone fireplace, sheetrocked walls, new flooring, an office or den, and a full bath. The home also includes an attached one-car garage (13x19) with washer and dryer hookups. With some TLC and your personal vision, this spacious chalet could become the perfect getaway, offering privacy, acreage, and convenient access to all that the Deerfield Valley has to offer.

272 Shearer Hill Rd, Wilmington

$1,997,000

5 Beds ⋅ 4 Baths ⋅ 5110842 MLS

Enjoy four season living from this spacious lake home just off Lake Raponda in Wilmington Vermont. The 4+ bedroom home has 12+ acres with direct lake frontage, privacy thanks to the 12+ acres, and a tremendous updated size ideal for entertaining. The property consists of 3 buildable parcels, just a short drive from the Mount Snow Ski Resort, each with tremendous privacy and natural beauty. A stream which feeds the lake runs down along the lower boundary and the owners have established paths to walk and cross country ski. Generous clearing has allowed for the majority of the home to have direct views of the lake, and provides for easy access to the water for kayaking, paddleboarding, or a private shallow dock perfect for protection from lake traffic and wildlife. The interior of the home has been completely renovated and features high ceilings, open concept living areas, a spacious kitchen with stainless appliances, new counters and cabinets, a large breakfast bar, a living room with wood burning fireplace, a main floor bedroom and bath for guests, dual primary second flood suites, dual spacious guest rooms with large closets and windows, a full length finished attic for overflow sleeping or play room, a full finished lower level with media room, wet bar with live edge wood features, and sauna, and oversized 2 car garage. Less obvious upgrades include new windows and doors throughout, approved septic plans for the additional two parcels, and extensive cosmetics. For anyone hoping to entertain in all seasons and bring up all the guests, this spacious upscale home has it all. Finish work currently being done. Photos show finished rendering and digital staging in addition to current photos.

152 Lake Raponda Rd, Wilmington

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