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14 Tarheel Trl, Wilmington
$1,850,000
5 Beds ⋅ 5 Baths ⋅ 5059352 MLS
This custom built 2018 log home, designed by RH Log Works and Hilderbrand Interiors, offers the ultimate in sophistication and luxury. Featured in Better Homes and Gardens, New England Home and Country Home magazines, this 5 bedroom, 4.5 bathroom sanctuary (plus extra bunk room) is nestled on 2.2 wooded acres with a river running alongside. Just 4 minutes from Hermitage Club and 10 minutes from Mt Snow. The 5,110 square feet of meticulously designed living space seamlessly blends modern elegance with timeless log cabin charm including a kitchen with Lacanche Citeaux range, tile backsplash, and custom steel-and-brass hood, great room with stunning stone fireplace, guest bath, primary suite with vaulted ceilings, custom bath with double vanity and walk-in shower, additional first floor guest room, with en suite bath, second floor with two bedrooms and a full bath, with additional loft space, lower level family room with 9 foot ceilings, game room, wet bar, bunk room and bath, and bonus bunk space, as well as laundry room. The exterior includes custom masonry, back stone patio, hot tub, front and rear porches, and extensive custom lighting. Throughout the home, custom cabinetry, premium finishes, and impeccable craftsmanship are evident, ensuring an unparalleled level of luxury. Whether you are looking to entertain, unwind after a day on the slopes, or simply enjoy the beauty of mountain living, this exceptional residence provides it all. Being offered furnished and turn key.

14 Tarheel Trl, Wilmington
156 W Lake Rd, Wilmington
$1,325,000
3 Beds ⋅ 4 Baths ⋅ 5078282 MLS
A rare opportunity to own a beautifully maintained, one-family-owned home on Lake Raponda. Lovingly cared for through the years. This special waterfront property offers the perfect blend of comfort, warmth, and classic Vermont charm. Spend your days boating, kayaking, swimming, or simply relaxing by the shore, and unwind in the quiet beauty that makes Lake Raponda so special. Step inside to an inviting open-concept kitchen, living, and dining area—ideal for gathering with family and friends. A cozy wood-burning fireplace creates the perfect ambiance on chilly evenings, while a wood stove adds both character and efficiency. Large windows invite in natural light and frame peaceful lake views. Step outside onto the spacious deck overlooking the water—an ideal spot for morning coffee, summer dinners, or simply relaxing while taking in the tranquil surroundings. Ideally located just minutes to the charming village of Wilmington for dining, shopping, and local events, and approximately 15 minutes to world-class skiing at Mount Snow. Outdoor enthusiasts will love the surrounding beautiful hiking trails, making this a true four-season retreat. Opportunities like this don’t come along often — lakefront living in such a prime location is truly special.

156 W Lake Rd, Wilmington
16 Rock Split Way, Wilmington
$737,000
4 Beds ⋅ 4 Baths ⋅ 5077016 MLS
Turnkey mountain retreat offering the perfect blend of comfort, style, and four-season adventure in desirable Chimney Hill. This beautifully maintained home features 4 bedrooms, 4 full tiled baths, and approximately 3,000 sq ft of inviting living space across three finished levels designed for entertaining and relaxing alike. The open-concept main level is filled with warmth and character, showcasing soaring cathedral ceilings, rich natural woodwork, hardwood flooring, and a striking timber-frame beam. A dramatic wall of south-facing windows fills the home with natural light, while the stone wood-burning fireplace creates the perfect cozy mountain atmosphere. The spacious kitchen is ideal for gathering, featuring granite countertops, stainless appliances, abundant cabinetry, and a large center island with seating. Also on the main level are an ensuite bedroom, full bath, custom bar area, and access to both the covered front porch and expansive rear deck with hot tub. Upstairs offers two spacious bedrooms and another full tiled bath. The lower level is built for mountain living with radiant heat throughout, a beautifully finished mudroom with cubbies and storage, laundry room with sink and cabinetry, full tiled bath with double sinks, bonus room with egress window, and a massive recreation/game room perfect for entertaining family and guests. Outside, enjoy the oversized back deck with hot tub, unique ski-lift chair feature, additional outdoor entertaining space, covered front porch, and lockable ski storage. Tastefully furnished and move-in ready, the home also includes central vacuum, smart thermostats, smart lighting, and keyless entry. Chimney Hill owners enjoy exceptional four-season amenities including indoor and outdoor pools, hot tub, sauna, fitness center, clubhouse, and game room. Haystack hiking trailhead is a short walk away, with Mount Snow, lakes, golf, and village dining just a short drive away. Septic system designed for 3-bedroom use.

16 Rock Split Way, Wilmington
34 Binney Brook Rd, Wilmington
$677,000
4 Beds ⋅ 3 Baths ⋅ 5077341 MLS
Beautiful upscale chalet in the Chimney Hill community just a short drive from the Mount Snow ski resort and the village of Wilmington. This meticulously maintained turnkey home has been extensively renovated and upgraded, and sits on a private lot along a quiet side road with direct access to nearby snowmobile trails. Inside, a gorgeous great room features vaulted ceilings, exposed natural woodwork and beams, wood floors throughout, and abundant natural light from large windows — creating a warm and inviting Vermont mountain feel. A wood-burning fireplace with floor-to-ceiling stone hearth anchors the living space. The updated kitchen includes custom cabinetry, stainless appliances, and quartz countertops. The main level also offers a primary suite with full bath and jetted tub, two additional bedrooms, a full bath with tiled shower, and a functional mudroom entry designed for four-season gear. A cozy loft above provides ideal office or reading space. The fully finished lower level features a spacious family room with game area and wet bar, an additional sleeping area, and a third full bath with tiled shower. Outside, enjoy a large deck for entertaining, an outdoor hot tub for relaxing after a day on the trails, fire pit area, and a generous driveway with ample parking. A nearby overflow parking area accommodates snowmobile trailers or boats in the summer months. Chimney Hill amenities include indoor and outdoor pools, clubhouse, theater, fitness center, hot tub, basketball court, tennis courts, and winter ice skating, with optional services such as plowing and trash removal — allowing for downtime, not upkeep. Septic system is sized for three bedrooms. Lower-level sleeping area does not have legal egress.

34 Binney Brook Rd, Wilmington
389 Boyd Hill Rd, Wilmington
$650,000
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
457 Ray Hill Rd, Wilmington
$619,000
3 Beds ⋅ 3 Baths ⋅ 5070379 MLS
Owners will consider reasonable offers. Lovely expanded farmhouse just up from the village of Wilmington and with mountain views and gorgeous exposure on 2.7 acres of private open land. This charming home is just a short drive to both the Mount Snow and Hermitage Club ski resorts, and nearby lakes, with easy access despite it's private location. The home sits on a pastoral lot with gorgeous westerly views over Haystack Mountain for sunsets year round. Inside you are treated to a warm living area with natural wood post and beam joinery, beautiful light through the many updated windows, a gas burning stove for easy ambiance, a gorgeous updated kitchen with stainless appliances and granite counters, spacious dining area which leads out to the side dining deck for entertaining, family room addition with vaulted ceiling, exposed beams, and half bath, main floor primary suite also with vaulted ceiling and spa-like full bath with soaking tub, double vanity, and tiled stand up shower, a walk-in closet with custom shelving, main floor laundry and pantry space, dual upstairs bedrooms with shared full bath, a full lower level with workshop and updated boiler, double mudroom entry with ample gear storage, and perennial landscaping. The original plans called for a garage addition which would be easy to add on, and the lovely landscaped open lot gives you plenty of options. A truly Vermont style home that works perfect as a weekend getaway, or retirement downsizing option.

457 Ray Hill Rd, Wilmington
146 Minor Rd, Wilmington
$599,000
5 Beds ⋅ 3 Baths ⋅ 5103360 MLS
Experience the best Vermont has to offer from this one of a kind spot just outside the country village of Wilmington, and a short drive to the Mount Snow Ski Resort, Hermitage Club, and nearby Lakes Whitingham and Raponda. This beautiful 16.2 acre property features rolling field, woodlands, vintage stone walls, mountain trailside views of Mount Snow, and complete privacy. The home has a large open concept floor plan with vaulted great room and floor to ceiling brick chimney, wood burning fireplace and wood stove, sunroom dining area with tremendous natural light, exposed post and beam woodwork throughout as well as wood floors, a unique custom kitchen with built in breakfast table, natural wood counters, farm sink, and stainless appliances, a main floor half bath for guests, a main floor bedroom currently used as a den, as well as a full bath with tiled shower and soaking tub, and mudroom entry for your gear, as well as large owner closet if you choose to rent, with laundry. The second floor has a loft open to below, and has 4 spacious bedrooms, including a lofted bunk room, tremendous views, and another full bath with soaking tub and stand up shower. The home has been lovingly updated by the current owners to feel turn key for immediate enjoyment. Less obvious features include a new stove in 2023, new ductless HW heater in 2021, upgraded electric 2021, new stove top 2024, new w/d 2021, recently added large front stone patio for enjoying the scenery and sunsets, rear dining patio overlooking perennial gardens, fenced in area ideal for pets, detached two car garage, direct snowmobile trail access, ample parking for guests and toys, and more. This is a perfect home away from home for anyone who wants Vermont at its best.

146 Minor Rd, Wilmington
50 Mowing Way, Wilmington
$590,000
4 Beds ⋅ 3 Baths ⋅ 5074233 MLS
50 Mowing Way, a beautifully updated Vermont retreat adjacent to the Haystack Golf Course in Wilmington. This stylish, move-in-ready home blends modern comfort with warm mountain character, making it perfect as a year-round residence or weekend getaway. The open concept living space features brand-new floors, vaulted ceilings, exposed beams, and a cozy fireplace with a striking wood-accent wall. The updated kitchen offers crisp cabinetry, stainless steel appliances, and great flow to the dining and living area ideal for entertaining. The home includes comfortable sleeping spaces plus a bright bonus sitting area. Enjoy practical upgrades including air conditioning, a whole-house generator, and a separate driveway with direct access to the mudroom. Outside, you’ll find a fenced in yard for dogs, a small storage shed, and a private wooded setting. Electric Car Charger Included Located just minutes to Mount Snow, trails, snowmobiling, lakes, and downtown Wilmington and right next to Haystack Golf this low maintenance home is a fantastic Vermont escape in every season.

50 Mowing Way, Wilmington
52 View Rd, Wilmington
$565,000
4 Beds ⋅ 4 Baths ⋅ 5079561 MLS
Gorgeous 2003 post and beam with mountain views and great privacy. This home is located at the end of a quiet road conveniently in the lower section of the Chimney Hill community with a double lot, easy access to Wilmington and Lake Whitingham, and just a short drive to the Mount Snow ski resort and Haystack Golf Club. Inside you are treated to exposed natural woodwork and joinery throughout the true post and beam frame. The main level features a large open concept living room with vaulted ceilings, stone fireplace, large dining and kitchen areas, a main floor master bedroom suite, and half bath, with beautiful mountain views out the rear over the protected community land behind the property. The upstairs has two large vaulted rooms that share a jack and jill bathroom, as well as a sleeping loft. The walkout lower level has a 4th bedroom and full bath, large family room, game room area, laundry, and a walkout entry to the back yard. There is nice stone work outside, a large deck for entertaining, and covered front porch to enter the spacious mudroom out of the snow. This comes with the amazing Chimney Hill amenities including club house with indoor and outdoor pools, hot tub, gym, game room, theater, tot lot, basketball court, tennis courts, fishing ponds, winter ice skating, direct snowmobile trail access, winter snowmobile trailer parking, summer boat parking, and a la carte services such as trash pickup, plowing, etc. A must see!

52 View Rd, Wilmington
8 Deer Run, Wilmington
$560,000
4 Beds ⋅ 4 Baths ⋅ 5093915 MLS
Located in the desirable Chimney Hill community, this beautifully maintained 4 bedroom, 4 bath home offers the perfect combination of comfort, convenience, and year-round recreation. Designed for gathering and relaxing, the open-concept floor plan features vaulted ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas. A cozy gas fireplace creates a warm and inviting atmosphere after a day spent exploring Southern Vermont. The spacious kitchen opens to the main living area, making entertaining effortless, while expansive windows bring the outdoors in. Step outside to the large deck, ideal for summer barbecues, morning coffee, or simply enjoying the wooded surroundings. A direct-entry garage provides convenience in every season, and the finished lower level offers additional space for recreation, fitness, guests, or a media room. With four bedrooms and four baths, there is plenty of room for family and friends to gather comfortably. As a homeowner in Chimney Hill, you'll enjoy access to exceptional community amenities, including indoor and outdoor swimming pools, pickleball and tennis courts, a fitness center, clubhouse, skating rink, playground, and access to hiking and snowmobile trails. Ideally located just minutes from Mount Snow, The Hermitage Club, Lake Whitingham, and downtown Wilmington, this property places the very best of Southern Vermont recreation right at your doorstep. Whether you're seeking a full-time residence, weekend getaway, or investment property, 8 Deer Run Lane offers an outstanding opportunity to enjoy Vermont's four-season lifestyle in one of the area's most sought-after communities.

8 Deer Run, Wilmington
193 Rt.9 E, Wilmington
$550,000
3 Beds ⋅ 2 Baths ⋅ 5088885 MLS
Step into a piece of Wilmington history with this captivating 3+ bedroom, 2-bath Cape set on a picturesque 1-acre parcel just beyond Wilmington Village. Built in 1920 by Martin Brown, this former “Playhouse” of Beaver Brook Farm (AKA White House of Wilmington) blends timeless character with thoughtful modern updates. The heart of the home is a magnificent open-concept kitchen, living, and dining area, where a brick fireplace creates a warm focal point amid rich hardwood floors, custom built-ins and natural woodwork. Generous windows capture sweeping views of Haystack Mountain and stunning sunsets. The primary suite is a true sanctuary, featuring vaulted ceilings, abundant natural light, a walk-in closet, private exterior access, and a spa-like bath with radiant heat and a sliding barn door. Two additional large bedrooms and a full bath complete the main level. Enjoy the outdoors from the covered front porch or relax on the back deck overlooking a fenced yard with a firepit. Recent improvements include a stylish new kitchen (2023), new drilled well (w/ a new water softener system) and furnace (2025), and fresh interior paint throughout. A custom staircase built by local Ken Frano leads to a loft and office retreat. Close to village amenities, Harriman Reservoir, and Mount Snow. Rental zoning permit in place adds income potential, making this a rare blend of history, character, and charm.

193 Rt.9 E, Wilmington
7 High Top Rd Unit B-117 & B-118, Wilmington
$525,000
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 & B-118, Wilmington
27 Ray Hill Rd, Wilmington
$490,000
3 Beds ⋅ 3 Baths ⋅ 5083391 MLS
Located in a desirable setting that offers both privacy and the convenience of walking to the quaint village of downtown Wilmington, this spacious country home is full of potential. The home features a large, light-filled kitchen with plenty of space for cooking and gathering. The original post-and-beam barn, which was moved to the property, has been converted into a generous living and dining area, adding warmth and character. There are two bedrooms on the first floor, each with its own private bathroom. Additional space includes another bedroom, a bonus area, and an office, providing flexibility for a variety of uses. Outside, you’ll find established perennial gardens and a sunny meadow, perfect for gardening or relaxing. The property also borders a stream, with the option to create a path for access. The home does need updating, but with renovations, it offers a great opportunity to create something special. If you’re looking for country living with convenience, this property is for you.

27 Ray Hill Rd, Wilmington
67 Binney Brook Rd Unit M-606, Wilmington
$489,000
3 Beds ⋅ 3 Baths ⋅ 5089226 MLS

67 Binney Brook Rd Unit M-606, Wilmington
18 Quail Ct, Wilmington
$465,000
3 Beds ⋅ 2 Baths ⋅ 5088610 MLS
Spacious ski chalet in the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. Just down from the rec center and clubhouse sits this well maintained home with easy access, ample parking, a level back yard, and nice privacy, yet with all the conveniences of community living. The interior has a vaulted open concept living space with natural light and large windows, natural woodwork throughout, a kitchen with stainless appliances and breakfast bar, a spacious dining area open to the living room with gas fireplace and brick hearth, a main floor bedroom and full bath as well as a large mudroom for all your gear, 2 upstairs bedrooms including a large bunk room with great closet space, as well as a second full bath recently renovated, a finished walkout lower level with games, additional sleeping space, and ample room to spread out. There is also a large storage and utility room for seasonal storage or owner lock out space. There is a garage shed outside for snowmobile, a fire pit, and large entertaining deck. This comes with all the great Chimney Hill amenities including road maintenance, community water, clubhouse with indoor and outdoor pools, hot tub, game room, theater, playground, tennis courts, basketball, gym, and more. There are also a la carte services including plowing, sanding, and trash pickup. A truly unique spot that affords Vermont charm and serenity, with easy management.

18 Quail Ct, Wilmington
47 Ives Rd, Wilmington
$450,000
5 Beds ⋅ 4 Baths ⋅ 5033124 MLS
Unique spacious log home near the Hermitage Ski Club with easy access to the resort, direct snowmobile trail access, and tremendous privacy. Also just down the access road from the Mount Snow ski resort, nearby country village of Wilmington for shopping and dining, and gorgeous area lakes. This updated rustic retreat sits on a level lot with ample parking, winter exposure to the east, and a gear shed. Inside is a vaulted great room with natural wood throughout, large windows for natural light, a wood burning stove with brick hearth, kitchen with breakfast bar and stainless appliances, main floor primary bedroom with en suite full bath, two guest rooms and another full bath, a first story family room recently renovated with gas fireplace, large bunk room with attached bath, fifth bedroom with half bath, and large entry mudroom for all your snowy equipment. The home offers ample space for groups, but is intimate and cozy enough for less. A true Vermont style getaway.

47 Ives Rd, Wilmington
16 W Main St, Wilmington
$450,000
5027509 MLS
Exceptional Downtown Wilmington Business, Inventory & Real Estate Opportunity A rare chance to own a thriving business along with two distinctive structures in the heart of downtown Wilmington, Vermont. This unique offering spans .65-acre lot featuring a well-established retail building, a versatile 60x30 barn, ample parking, and existing inventory all part of the enduring legacy of The Incurable Romantic, one of the town’s most beloved businesses with over 40 years of proven success. The retail building boasts five spacious rooms on the main level dedicated to retail space, along with three upper rooms and two bathrooms. With zoning approval, the upper level could be transformed into a comfortable living space or used for as the current office or storage needs. The expansive barn, currently utilized for back stock and display items, includes a garage, and the upper open “hayloft”, offering limitless potential for creative redevelopment, event space, or expanded use. Adding to its appeal are additional parking spaces, currently leased by the nearby Crafts Inn, providing convenient access and income potential. This is an extraordinary opportunity to continue the rich history of a landmark business or to bring your own vision to life in a vibrant downtown setting that attracts both locals and tourists year-round in Wilmington, Vermont.

16 W Main St, Wilmington
156 Mountain View Rd, Wilmington
$410,000
3 Beds ⋅ 2 Baths ⋅ 5048444 MLS
This charming Cape style home offers three bedrooms and two full baths across the first two floors, featuring bamboo hardwood floors throughout and abundant natural light. Upstairs bedrooms have built in dressers. The living room boasts a cozy gas fireplace and flows seamlessly into the open-concept kitchen and dining area. A MAJOR highlight is the deeded lake rights to the picturesque Lake Raponda in Wilmington. Just a short stroll along the community trail through the woods or drive to the private parking lot for 4 cars that leads you to a private association beach with a dock and kayak racks: ideal for swimming, paddling, boating and enjoying peaceful lakeside moments or you can park along Lake Raponda Rd by the public beach access. Outdoor enthusiasts will also love the easy access to the nearby VAST snowmobile trails. Conveniently located only minutes from Mount Snow for skiing and year-round recreation, and just a short drive to the shops and restaurants of downtown Wilmington. Whether you're looking for a full-time residence or a weekend escape, this property offers a perfect blend of lake and mountain living.

156 Mountain View Rd, Wilmington
68 E Brook Xing, Wilmington
$400,000
3 Beds ⋅ 2 Baths ⋅ 5073932 MLS
Lovely updated chalet in the Chimney Hill community just outside the village of Wilmington and south of the Mount Snow ski resort. This home sits on a private lot with direct snowmobile trail access, great for summer hiking and biking, nearby access to Lake Whitingham, and is just a short drive into the downtown for shopping and dining. Inside you are treated to a vaulted living space with exposed natural woodwork and great lighting. There is a cozy living room with gas stove, wood floors, kitchen with island, dining area which has a slider leading out to the entertaining deck, a full bath, and two nice bedrooms. The finished walkout lower level has a family room and game room entertainment area, wood stove for supplemental heat, third bedroom, and second bath, as well as a functional mudroom entry off the driveway. Additionally there is a shed great for seasonal gear storage or snowmobiles, a large upper lawn space for outdoor enjoyment, and a nicely graded driveway. 2018 upgrades include a Mitsubishi minisplit heating and a/c system for extreme efficiency with Rinnai direct vent propane heat as backups, completely app controlled for peace of mind and great efficiency. The gas stove is an additional backup and will heat even if the power goes out., thermostat controlled. Low bills compared to anything with electric baseboard heat. The property is in the desirable C section making it easy to access no matter the weather. It comes with all the great amenities including clubhouse, indoor and outdoor pools, hot tub, locker room, gym, game room, theater, basketball court, tennis court, ice skating, and a la carte services such as plowing, sanding, and trash.

68 E Brook Xing, Wilmington
44 Howes Loop, Wilmington
$399,000
4 Beds ⋅ 2 Baths ⋅ 5083753 MLS
Thoughtfully maintained 4-bedroom, 2-bath Chimney Hill chalet offering a warm, inviting feel with natural wood finishes, open-concept design, woodstove and features that capture the essence of Vermont living. The main living areas are bright, comfortable and welcoming, with easy flow to a deck overlooking surrounding mountain ridgelinesan ideal setting for both quiet mornings and relaxed entertaining. The home is designed for comfort and ease, featuring an oversized mudroom entry, full laundry area, and a layout that accommodates both everyday living and extended stays, of extended groups! A lower-level family room and additional overflow sleeping space provide flexibility for hosting and creating room for everyone without sacrificing privacy. Outdoor features include a fire pit area, large storage shed for recreational gear, and ample parking for vehicles, boats, or snowmobiles—making it easy to enjoy everything the area has to offer in every season. Located within the desirable Chimney Hill community, owners enjoy access to a wide range of amenities including indoor and outdoor pools, hot tub, fitness center, tennis and basketball courts, ice skating rink, stocked fishing pond, picnic areas, and direct access to multiple trailheads. Just minutes to Mount Snow Resort and Hermitage Club, as well as nearby golf and Lake Whitingham with a marina and boat rentals. This property offers a well-rounded four-season lifestyle. Boating, skiing, golfing, hiking, shopping, dining, snowmobiling or just deep relaxation and escape are all within reach from your new home base in the Vermont mountains.

44 Howes Loop, Wilmington
16 Tenth Ln Unit 40, Wilmington
$397,500
4 Beds ⋅ 4 Baths ⋅ 5047969 MLS
Beautiful 4 bedroom, 3.5 bath townhouse just off the Hermitage Club Golf Course with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club Ski Area and Mount Snow. The deck overlooks the 10th green and is beyond typical driving distance, so you can enjoy the sun while watching play. This unit has been updated including new carpet, new high efficiency wood stove in the stone hearth, gorgeous adirondack furnishings and fixtures, updated appliances throughout, a large dining area, mudroom, master suite with bright upgraded bath, additional guest suite, 2 guest rooms with a shared bath, and plenty of space to stretch your legs all 4 seasons. There is a large back deck for outdoor entertainment, covered front porch to escape the weather, 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. 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. A great price for great space!

16 Tenth Ln Unit 40, Wilmington
195 Mann Rd Unit 12, Wilmington
$395,000
3 Beds ⋅ 4 Baths ⋅ 5071518 MLS
Beautifully positioned along the 11th fairway of the Haystack Golf Course, this contemporary 3-bedroom, 4-bath townhouse offers four-season comfort with gorgeous mountain and sunrise views. The bright main level features an open layout with vaulted ceilings, a wood-burning fireplace, contemporary kitchen with breakfast bar, and a spacious dining area overlooking the outdoors. The primary suite is a true retreat with a gas fireplace, walk-in closet, and spa-like bath with jetted tub and separate shower. A guest bedroom, full bath, laundry, and a shared sunroom opening to a private patio provide inviting all-season living. Upstairs, a generous open loft with vaulted ceilings and its own bath offers ideal space for guests, work, or relaxation. Additional conveniences include a large mudroom entry, outdoor ski locker, and easy access to the deck and patio for year-round enjoyment. Just minutes to the Hermitage Club, Haystack Golf Course, Mount Snow Resort, local lakes, trails, and the village of Wilmington, this turnkey condo delivers low-maintenance living in a quiet, welcoming atmosphere. Being sold furnished excluding a few personal items.

195 Mann Rd Unit 12, Wilmington
117 Ray Hill Rd, Wilmington
$387,000
3 Beds ⋅ 2 Baths ⋅ 5071634 MLS
This wonderful home boast 10.5 +/- acres, plenty of room for gardening, a pond and is only moments to the village center! Beautiful hard wood floors throughout, Livingroom with gas fireplace a a beautiful view, dining area and kitchen, 3 bedrooms, 2 bathrooms, 2 decks and a simple 1 car garage. The lower level boasts a walk- out, that is waiting to be finished!

117 Ray Hill Rd, Wilmington
6 Outer Limit Ln, Wilmington
$375,000
3 Beds ⋅ 2 Baths ⋅ 5090349 MLS
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.

6 Outer Limit Ln, Wilmington
88 Happy Haven Rd, Wilmington
$369,000
5 Beds ⋅ 2 Baths ⋅ 5095088 MLS
Sweet Country Retreat Near Mount Snow & The Hermitage Club Tucked away on a quiet private road in the heart of Wilmington, this charming country home offers the perfect blend of privacy, comfort, and four-season Vermont living. Just minutes from Mount Snow and the exclusive Hermitage Club, this spacious property is an ideal mountain getaway, full-time residence, or investment opportunity. Featuring five generous bedrooms, 2 bathrooms, Vaulted open concept living and incredible sun filled interior! This home provides plenty of space for family and friends to gather after a day on the slopes, trails, or nearby lakes. A walk-out lower level includes a separate second unit, offering flexibility for guest accommodations, multigenerational living, rental income, or a private home office. Outside, the property truly shines. Stunning perennial gardens burst with color throughout the seasons, creating a picturesque setting that complements the natural beauty of Southern Vermont. Relax on the deck, enjoy the peaceful surroundings, and take in the serenity of this special location. Whether you're seeking a ski home, vacation retreat, or year-round residence, this inviting Wilmington property offers space, versatility, and classic Vermont charm in an unbeatable location near some of the region's most sought-after mountain amenities.

88 Happy Haven Rd, Wilmington
8 Little Bnd Unit M-175, Wilmington
$362,500
4 Beds ⋅ 3 Baths ⋅ 5063727 MLS
Time to start living the dream with your very own getaway in Chimney Hill! Little Bend Haven is a short walk to the Clubhouse, at the end of the road, with a wood burning fireplace, family room, open concept living, dining and kitchen, with deck, and three levels of living and sleeping spaces. Main level has a mudroom for gear, bedroom and full bath, kitchen/dining, deck with a babbling brook below, and living room with wood-burning fireplace for taking the chill off. Second level has two bedrooms and a half bath. Lower level has a family room with a gas fired stove for added warmth, full bath and guest room. Furnishings included! Enjoy all the amenities Chimney Hill offers including pickleball, tennis, hiking, biking, cross country skiing, ice skating, sledding, our exclusive member-only Clubhouse located at 2,000' in elevation on our 1,200 Acre Resort Campus and features indoor and outdoor heated pools for year-round swimming, hot tub, fitness room, arcade room, playroom, community room, fully-equipped kitchen, playground, and on-site management. World Class skiing and shredding are minutes away, as well as fine dining golf, boating, shopping, music, breweries, distilleries, wineries, antiques, flea markets, festivals, the Green Mountain National Forest, and more!

8 Little Bnd Unit M-175, Wilmington
23 Cornell Way, Wilmington
$349,000
4 Beds ⋅ 2 Baths ⋅ 5089260 MLS
Tucked away on two private acres in a peaceful wooded setting, this four bedroom two bath chalet offers the perfect balance of seclusion and convenience. The lower level welcomes you with a practical mudroom/laundry area, three comfortable bedrooms, and a full bath. Upstairs, the main living space features vaulted ceilings, a striking wall of windows, and a cozy wood-burning fireplace that creates a warm, inviting atmosphere. The open dining area flows into a fully equipped kitchen with new stainless steel appliances, making it perfect for entertaining. This level also includes a spacious fourth bedroom and a full bath. Step outside to enjoy the beautiful wraparound front deck with built-in bench seating which is perfect for relaxing or gathering with friends. The carport below adds convenience and protection from the elements. Additional home upgrades include new lighting fixtures and dimmer switches, updated blinds throughout, kitchen faucet set and cabinet handles, main living space programmable thermostat, sliding door screens and locksets, and bathroom vanities, cabinets and fixtures. Located just around the corner from Lake Raponda’s public beach and only minutes to Mount Snow for year-round recreation. Only a short drive to the shops and restaurants of downtown Wilmington, and Brattleboro is 20 minutes away. Whether you’re seeking a full-time residence or a weekend retreat, this property captures the best of Vermont lake and mountain living.

23 Cornell Way, Wilmington
247 Vt Route 100, Wilmington
$349,000
6 Beds ⋅ 2 Baths ⋅ 5049066 MLS
Conveniently located on Route 100 between Wilmington Village and Mount Snow. Two separate 3 bedroom, totally renovated, units. This would be a wonderful multi-generational home, two family purchase, use one unit - rent one unit. Wheeler Farm view of pasture and mountain ranges. Exterior garden shed. Plenty of parking, an amazing view and waiting for you!

247 Vt Route 100, Wilmington
752 Rte 9 E, Wilmington
$325,000
4 Beds ⋅ 2 Baths ⋅ 5077558 MLS
Charming country cape just outside the village of Wilmington on a spacious corner parcel with easy access off Rte 9. This lovely home could be a great full time residence or vacation retreat, thanks to a great price, great bones, recent upgrades, and nearby lakes, skiing, villages, and Molly Stark State Park right across the street. The house has a bright south facing living room, country kitchen with breakfast table and functional space, two main floor bedrooms and a full tiled bath, 2 upstairs bedrooms and a half bath, wood floors throughout, a full basement entry level with tiled bonus space, laundry room, and mudroom entry, and large deck to take in the scenery. There is a detached studio shed for whatever creative outlet you may want, multiple storage sheds, a second driveway to the outbuildings, a lower grassy area leading down to the beaver brook, and nice winter exposure over nearby fields. Recent upgrades include an updated roof, charming Vermont stone walls, updated drainage around the home, and fresh paint. Truly a unique opportunity at a rare price.

752 Rte 9 E, Wilmington
6 Longest Dr Unit 1, Wilmington
$319,000
3 Beds ⋅ 3 Baths ⋅ 5073493 MLS
Turn key renovated 3+ bedroom, 2.5 bath townhouse just off the Haystack Golf Club 10th hole, with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club and Mount Snow ski resorts. This unit has been completely renovated throughout and is being sold for immediate enjoyment. Features include a vaulted living room area with stone fireplace, great natural light through many large windows, a spacious dining area with slider out to the entertaining deck, safe from errant balls, a new custom kitchen with quartz counters, stainless appliances, and custom cabinets, guest half bath on the main floor, and a large mudroom for all your gear no matter the season. Upstairs is a sleeping loft currently being used as a family room complete with sleeper sofa, games, television, and owners closet. The lower level has a primary bedroom suite with tiled bath and barn door feature, there is a second bunk room with futon, as well as a bonus room currently set up for more sleeping, and a 3rd full bath with stand up shower. Amenities include 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 has been factored into the price. 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. A great price for great space!

6 Longest Dr Unit 1, Wilmington

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