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214 Whites Rd, Wilmington
$500,000
7 Beds ⋅ 8 Baths ⋅ 5057802 MLS
Experience a rare combination of proximity, privacy, and exposure, from this spectacular 1900s farmhouse nestled on 10+ private pastoral acres off the beautiful Whites Road, just outside the country village of Wilmington, and a short drive to the Mount Snow and Hermitage ski resorts. This home sits at the end of a private drive, with sunny exposure, horse pasture, rolling lawn space, and tennis court. The home itself is in need of some reclaiming, but the size, provenance, and character make an investment highly worthwhile. Enjoy the expansive great room filled with natural light overlooking the large patio and pool, with stone hearth and wood burning fireplace. These leads off to a large office space, library, dining room, kitchen, walk-in pantry, and breakfast room. There is a main floor guest entry, formal entry, bonus rooms, and baths. Upstairs are numerous bedrooms including many suites, easily configured for whatever group size you may need to accommodate or potential for B&B. There are two lower level family rooms, a sauna, 3 car garage, and further bonus rooms for expansion potential. A dream for someone with some vision and time.

214 Whites Rd, 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

8 Lilla Ln, Wilmington
$490,000
3 Beds ⋅ 2 Baths ⋅ 5050061 MLS
Welcome to this beautifully updated 3-bedroom, 2-bathroom home with a spacious two-room addition, currently used by the seasonal owners for additional sleeping, which expands the living space to over 2,100 square feet. Nestled on a serene wooded lot in the Chimney Hill community and set back from the road for added privacy, this home offers a perfect blend of comfort and style. As you step inside, you will notice new hardwood and natural slate flooring. The sunlit upper level boasts an open-concept living space. The newly installed fireplace and propane Rinnai heaters ensure both warmth and efficiency, while the custom blinds and blackout shades in the bedrooms provide privacy and comfort. Enjoy the outdoors on the newly constructed Trex deck with sleek railings, new stairs, and a lower deck and porch area—ideal for entertaining or relaxing. A custom firewood holder adds both charm and practicality. The exterior has been soft-washed and freshly painted/stained, giving the home a crisp, refreshed look. Residents of Chimney Hill are treated to a host of fantastic amenities, including an indoor pool, gym, outdoor pool, and tennis courts. Strategically located just minutes away from the Mount Snow Ski Resort, The Hermitage Club, two exceptional golf courses, lakes, and the charming town of Wilmington, this home offers the perfect escape in the heart of the Green Mountains. Don’t miss this opportunity to own a turnkey home in a natural setting.

8 Lilla Ln, 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

624 Boyd Hill Rd, Wilmington
$464,000
6 Beds ⋅ 4 Baths ⋅ 5040302 MLS
Spacious 6-Bedroom Ski & Lake Home in Vermont – Perfect for All Seasons Escape to the beauty of Vermont in this stunning 6-bedroom, 4-bathroom retreat—perfectly situated for year-round adventure between the slopes and the lake. While you’re gathering with loved ones, this warm and welcoming home offers space, style, and all the comforts you need to relax and reconnect. Inside, enjoy a chef’s kitchen outfitted with high-end appliances and plenty of space for preparing memorable meals. After a day on the mountain or by the water, cozy up around the wood-burning fireplace in the inviting living room, designed for après-ski lounging. With six generously sized bedrooms and four full bathrooms, there’s room for everyone to spread out in comfort. The layout is ideal for multi-generational gatherings, ski weekends, or summer getaways. Located in between Mt Snow and Lake Whitingham this home is a true four-season haven—whether you’re carving powder in winter, hiking or boating in summer, or enjoying foliage and fresh air in between. The property has a septic design for 4 bedrooms, but the house has 6 bedrooms as evidenced by the property cards from both 2019 and 2024. The septic has not failed.

624 Boyd Hill Rd, Wilmington

22 Lower Howes Rd, Wilmington
$450,000
3 Beds ⋅ 2 Baths ⋅ 5073680 MLS
Set at the end of the road and lower on the hill, this chalet-style home offers many of the features buyers consistently look for in Chimney Hill. The thoughtfully designed mudroom entry includes a custom live-edge wood bench by Vermont Live Edge, along with ski, coat, and storage racks—ideal for Vermont’s four-season lifestyle. The home features three levels of living space. The ground level includes an extra living space room, laundry area, bunk room, full bath, and access to the outdoor fire pit. The main level offers two bedrooms, a full bath, and an open-concept living, dining, and kitchen area with cathedral ceilings, an island, and sliders leading to the view rail deck. A loft provides additional flexible space for guests or entertaining totaling 3 different hangout spots! Ownership includes access to Chimney Hill’s 1,200-acre, all-season resort campus and clubhouse. Amenities include indoor and outdoor heated pools, a hot tub, arcade room, children’s playroom, members’ lounge, community room, reading nook, fully equipped kitchen for HOA member use, outdoor grill area, playground, basketball and tennis courts, and an extensive multi-use trail system supporting hiking, biking, snowmobiling, cross-country skiing, seasonal pickleball, and ice skating. Additional shared amenities include a fishing pond, lookout areas, and trail access toward Haystack Mountain.The surrounding Deerfield Valley and Southern Vermont region offer year-round recreational opportunities including skiing, golf, boating, hiking, paddleboarding, access to the Green Mountain National Forest, along with local music, festivals, breweries, distilleries, shopping, and a wide range of dining options.

22 Lower Howes Rd, 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

33 High Top Rd, Wilmington
$435,000
3 Beds ⋅ 2 Baths ⋅ 5063507 MLS
This beautiful bright chalet is on a quiet corner lot in the lower section of the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. Nice lawn space, a cul de sac driveway for ample parking, and shed, make this a unique year round parcel, affording nice privacy yet with all the conveniences of community living. The interior was gut renovated in 2019 and boasts an open concept living space with natural light and large windows, an updated kitchen with stainless appliances, custom cabinets, and quartz counters, a spacious dining area with slider to the large wraparound deck, a cozy living room with wood fireplace and brick hearth, a main floor bedroom and full bath, 2 upstairs bedrooms and a second fully updated bath, and a main floor mudroom and laundry area great for all your seasonal gear. Less obvious upgrades include a metal roof, poured concrete foundation and crawlspace with interior and exterior access, professional vinyl siding, and convenient garden shed and bear proof trash bin. 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 lovely spot that affords Vermont charm and serenity, with easy management.

33 High Top Rd, Wilmington

6 Gates Lake Raponda Ln, Wilmington
$420,000
2 Beds ⋅ 2 Baths ⋅ 5056907 MLS
Welcome to your idyllic escape with private dock on the shores of beautiful Lake Raponda. This cozy 2 bedroom 1.5 bath house offers the perfect blend of rustic charm and modern comfort, nestled in a peaceful wooded setting minutes from downtown Wilmington and a short walk to your waterfront dock! Step inside to discover warm wood accents, open concept living and dining area on the main level with large central stone fireplace and a fully equipped kitchen ideal for entertaining. Step outside and enjoy the sunny deck ideal for quiet mornings or Al fresco dining. Second floor is home to the spacious primary bedroom with generous closet space and room for a King size bed. Lower level has second family room with 2 alcove sleeping spaces both with Bunk bed sets for fun sleepovers. Property includes the lot across from the home with nice storage shed and is perfect for parking and or a future garage space. Many nearby hiking trails for day hikes and or snowshoeing in the Winter. Large side yard offers great privacy. A short drive to both Mount Snow and The Hermitage Club make this a year round pleasure. The true highlight? A private dock and parking space with 116 feet along the shores of Lake Raponda. Let's go Boating!

6 Gates Lake Raponda Ln, 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

48 Landing Ln, Wilmington
$400,000
4 Beds ⋅ 2 Baths ⋅ 5055332 MLS
Private boat slip and beach access from this charming contemporary home just off Lake Raponda and a short drive to the Mount Snow ski resort. Enjoy the best of both worlds with easy access to summer boating, swimming, tennis, and outdoor activities for the summer, just a short drive from skiing and with direct snowmobile trail access. This 2003 home sits privately on a 4.35 acre lot with potential for long range mountain views, but utter privacy. Features include 4 bedrooms, 2 baths, a large open concept living space with high ceilings, wood floors, additional spacious family room, hot tub, entertaining deck, and easy access to the water for your private slip at the Landing Beach area. Additional amenities include a large deck for tanning and BBQs, kayak and paddleboard racks, trails, tennis court, and more.

48 Landing Ln, 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

132 Sun And Ski Rd, Wilmington
$399,000
4 Beds ⋅ 3 Baths ⋅ 5049027 MLS
Welcome to Chateau Chelsea! This charming three-level, 4-bedroom, 3-bathroom single-family home is situated in the heart of Vermont’s picturesqueGreen Mountains. Named after the owners' beloved pup, this property has been a cherished gathering place for family and friends year-round. Conveniently located just over 2 hours from Boston, 90 minutes from Hartford, CT, and less than 4 hours from NYC, the home has undergone nearly complete renovations over the last three years.Enjoy a brand-new kitchen, a new roof, a spacious deck, a new washer/dryer, and fresh carpet and laminate flooring throughout. The landscaping has been updated aswell, ensuring beautiful outdoor spaces to complement the more than one acre of land. Perfect for outdoor enthusiasts, this home offers quick access to skiing at MountSnow (just 20 minutes away), snowmobile trails, lakes, hiking, and nearby charming towns filled with unique shops and restaurants. The property features propane and electric heating, an on-demand hot water system, and newly upgraded fiber optic internet, making it ideal for year-round living or as a rental income opportunity. Whether you’re looking for a vacation retreat or a permanent residence, Chateau Chelsea is a must-see!

132 Sun And Ski Rd, 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

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

43 Bear Lair Ln, Wilmington
$361,589
3 Beds ⋅ 2 Baths ⋅ 5053064 MLS
Nestled up against the tree line, this 3 bedroom 2 bath home offers a slice of privacy at the end of a dead-end road near the top of Chimney Hill. The current owner has opened the yard to let in more light and make it much more user friendly and functional. The driveway was expanded into a circular drive-through. Reduce your electricity costs with the new PV solar array on the roof that will transfer with the lease to the new owner. Just minutes from the Chimney Hill Club House with its indoor and outdoor pools, hot tub, fitness room, game room, and more. This is a great location to take advantage of all the recreational opportunities in the Deerfield Valley whether you want to ski Mount Snow, travel the VAST trail, hike the local trails, or boat the nearby lakes and rivers. Chilly days and evenings are the perfect time to snuggle up in front of the wood burning fireplace. Lots of natural woodwork throughout and great natural light makes this a very easy home to enjoy.

43 Bear Lair Ln, 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

339 Higley Hill Rd, Wilmington
$335,000
3 Beds ⋅ 2 Baths ⋅ 5073844 MLS
One-story ranch living in Southern Vt, perfect for those seeking a cozy retreat or starter home. This 1976 home features an eat-in kitchen with dining area, 3 bedrooms, and 2 baths. The primary bedrooms share a hall bath with laundry facilities. The living room has a wood-burning fireplace and nice hearth. The lower level offers walk-out access and natural light. This area was once used as living space and could easily be renovated to offer more living space. A bathroom and some spaces are roughed in. The property includes 4+ acres of land, a private yard, and an attached 2 car garage with access to the attic space in the garage that encompasses the entire length of the home. Located within an easy drive to the quaint village of Wilmington, with nice dining options and the well know Harriman Reservoir for boating or swimming. In the winter a short drive to Mount Snow allows for some great downhill skiing. The home is being sold as-is offering an opportunity to add your personal touches and updates. There is a wood furnace not hooked up any longer and a rinnai heater in the basement currently not working.

339 Higley Hill Rd, 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

24 Eagle Dr Unit 20, Wilmington
$320,000
3 Beds ⋅ 2 Baths ⋅ 5068368 MLS
This 2-bedroom plus loft, 2-bath middle-unit townhouse in Mountain Ponds offers a warm and inviting layout perfect for year-round living or a getaway retreat. The entryway features a mudroom leading to an open-concept living area with a wood-burning stove, dining nook, and a fully equipped kitchen with new appliances. The main level also includes a bedroom, full bath, and access to a spacious deck overlooking the 7th hole of the Haystack Golf Course—ideal for relaxing or entertaining. Upstairs, you’ll find the primary bedroom, a full bath, a cozy loft area, and an additional loft space perfect for storage. There’s also a great spot for a home office at the top of the stairs. The lower level includes a well-insulated crawlspace for extra storage. Mysa Themostat. Association dues conveniently cover walkway shoveling, plowing, firewood, landscaping, annual chimney cleaning, and trash removal. Perfectly located near Haystack Mountain and a wealth of outdoor recreation opportunities, including hiking, biking, golfing, snowmobiling, and snowshoeing. Downtown Wilmington’s shops and restaurants are just minutes away, and Mount Snow is only 3 miles from your door. Make this inviting townhouse your Vermont retreat.

24 Eagle Dr Unit 20, Wilmington

108 Spruce Grove Rd Unit M286, Wilmington
$320,000
3 Beds ⋅ 1 Baths ⋅ 5045606 MLS
This house sits on a lot that is surrounded by common land so it feels very secluded and private. Newer septic, roof, and main level flooring, and the prior owner did a lot of custom wood paneling with built-ins, and creative decorating which add to its charm. The main level has a mudroom entry with laundry and storage space, full bath, kitchen with open shelving above and cabinets below, newer appliances, a breakfast bar, dining area, living room with wood stove for taking the chill off, 2 sliders to the deck, and a bedroom. Second level has two bedrooms and a storage closet. Start living your dream and become a member of the Chimney Hill Homeowners Association. The resort sits on 1,200 acres, with 300 owned in common by members, an exclusive member-only Club House located at 2,000' in elevation almost on top of the main Hill which as a fitness room arcade room, playroom, community room, indoor and outdoor heated pools, hot tub, tennis, basketball, playground, reading nook, fully equipped kitchen, and lounge. There are two additional tennis court areas within the report, plus ice skating in season, pickleball, a fishing pond, a trail network for members, snowmobiling, hiking, biking, and Birchwood features a large meadow for recreating in all seasons with a second playground. Enjoy all the amenities plus world class skiing and shredding nearby, and all the Deerfield Valley offers including golf, boating, music, flea markets, antiques, shops, restaurants, and more!

108 Spruce Grove Rd Unit M286, 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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