Wilmington Vermont Real Estate

The Stable Lodge was built in 1969-1970. Located near Haystack Ski Area and Golf Course and The Hermitage Club close to the Coldbrook. Built to sleep 32 People. Features 4 plus acres with ample parking. Building will need an extensive rehab. Not safe to go into the structure.

This home offers endless potential to become your ideal retreat. Tucked away on 1.3 acres at the end of a quiet dead-end road, it provides privacy while still being conveniently close to downtown Wilmington and year-round recreation—whether you enjoy skiing, golfing, hiking, biking, or boating. The main level features an open-concept layout with a cozy living room with a wood-burning fireplace & mini split, a dining area, sitting area, a galley kitchen, and a half bath. Upstairs, you’ll find three bedrooms and a full bath. One of the bedrooms is generously sized and includes its own fireplace for added comfort. The home has been enlarged and partially completed creating an extra living space with mini split on the first floor (20x20) and additional space upstairs (10x20). The former garage has been converted into a functional workshop with concrete floor. Spacious front lawn with a BBQ pit and side yard seating—perfect for relaxing and enjoying the peace and quiet. The wooded backyard features a hunter’s tree stand and trails for added outdoor appeal. The property also includes a woodshed, chicken coop, and lean-to for ample outdoor storage. Home is being sold as is, offering a great opportunity to add your own touch.

Charming Cape-style home set on 1.7 beautifully landscaped acres, featuring a detached two-car garage. The expansive yard includes established gardens, a BBQ area, a barn, and two additional sheds in need of some TLC. Located just 4 miles from downtown Wilmington, you’ll enjoy easy access to shopping, dining, and year-round outdoor activities like skiing, golfing, hiking, biking, and boating. The home welcomes you with a classic covered front porch and a practical mudroom entry. Inside, the spacious kitchen flows into a flexible dining/den area, with a bright three-season sunroom just off the dining space—perfect for relaxing or entertaining. The main level also offers a cozy living room, a bedroom, and a full bath, ideal for single-level living. Upstairs, you’ll find three additional bedrooms, providing plenty of space for family or guests. This property blends comfort, convenience, and outdoor living in a peaceful country setting.

Great location for full-time local residents or seasonal visitors. Easy access from Route 100. Nice yard and solid house. This is a comfortable 3-bedroom house with a living room, kitchen, and dining room! Centrally located and easily accessible. Please come see it!

A solid home in a great location in Wilmington Vermont! Currently set up as a duplex. Live in one and rent the other or have family close by! Add internal stairs and use as one! This is a classic Chalet with the ease of a metal roof, large deck, 2 bedrooms and a full bathroom upstairs along with a cathedral ceiling, cute sleeping loft and built ins! The lower level is 2 bedrooms and a full bathroom with large combined kitchen/living and dining room. There is a large wood shed and an even larger garage/shed/barn. Enjoy your days on the oversized front deck and your evenings by the fire pit! The wooded area behind the home is great for exploring! So close to the local towns, ski areas, lakes and ALL!

Conveniently located to village center, elementary school, lakes and trails. This riverfront home is waiting for a facelift! Three bedrooms, 2 bathrooms, living room, kitchen with a dining area with siders to a deck over looking the Deerfield River. Room downstairs for a hobby or craft room and a family room with a gas fireplace. Newer hot water tank and furnace. Room for gardens and a two car garage. Wonderful neighborhood on a private road. Nice floorplan!!!

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. Electricity and water are turned off. Access requires walking through snow. Prepare appropriately. Appointment required.

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. The deck will need some work.

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!

Charming Rustic Country Saltbox on Lower Chimney Hill Nestled in a convenient Lower Chimney Hill location, this rustic country saltbox offers cozy comfort and classic Vermont charm. Featuring post-and-beam construction and a beautiful brick fireplace, the home provides a warm and inviting atmosphere year-round. Outdoor enthusiasts will love the easy access to snowmobile and hiking trails, including a nearby trailhead to Haystack Peak. Enjoy close proximity to Lake Whitingham and the Village of Wilmington, offering dining, shopping, and four-season recreation just minutes away. Recent updates add peace of mind, with the roof, windows, and furnace all replaced within the past five years. Whether you’re looking for a full-time residence or a Vermont getaway, this property blends rustic character with modern improvements in an ideal location.

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. Recent upgrades include a minisplit heating and cooling system, Rinnai direct vent propane heater, and more. 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.

Amazingly private cul-de-sac, the nicest location in Chimney Hill! 4 Bedroom 2 Baths, Livingroom with wood stove and a wall of windows to let the outdoors in! Hot Tub on multi-tiered deck. Beautiful wooded lot to explore, garden shed and garage. Live the Resort lifestyle on Chimney Hill's 1,200-Acre Resort Campus, with 550-Acres owned in common by the Homeowners Association. Numerous multi-use trail system for biking, hiking, snowmobiling, 3 areas with tennis courts, seasonal pickleball and ice skating, year-round swimming at the Exclusive Members-Only Club House , indoor and outdoor in-ground pools, hot tub, fitness room, arcade room, small child playroom, community room, table tennis, basketball, fully-equipped kitchen for HOA members use, outdoor grill by the outdoor pool, along with a playground for young children, and members lounge. Plus, world class skiing and shredding just minutes away, golf, boating, fishing, paddleboarding, unique shops, fine dining, flea markets, festivals, music, and all the Deerfield Valley and Southern Vermont have to offer! Own this winter don't rent!!!

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.

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!

Lovely renovated chalet at the bottom of the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. This lovely private parcel sits in the easily accessible lower section with nice seclusion and views out the rear, affording nice privacy yet with all the conveniences of community living. The interior boasts an open concept living space with natural light and large windows, natural woodwork throughout, a brand new kitchen with stainless appliances and quartz counters, a spacious dining area open to the living room with gas fireplace and stone hearth, a main floor bedroom and updated full bath, 2 upstairs bedrooms including a spacious primary and a second full bath, and a main floor mudroom and laundry area great for all your seasonal gear. There is also a large owners closet or bonus room off the main bath that could serve as an office with patio door out to the deck. Less obvious upgrades include direct vent heating, all new flooring, and convenient wood 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 truly unique spot that affords Vermont charm and serenity, with easy management.

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!

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 leads you to a private association beach with a dock and kayak racks—ideal for swimming, paddling, boating and enjoying peaceful lakeside moments. 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.

3 Story home with 1 car attached garage....new vinyl siding, windows and roofing installed in 2021 along with exterior foamboard insulation. FIRST FLOOR- Open concept entirely remodeled in 2022; mudroom, kitchen, 1/2 bath, and family/dining room. Vinyl plank flooring throughout, white shiplap walls and natural tongue & groove ceilings. Vermont castings wood burning stove. SECOND FLOOR- Bedroom 1 includes 1 queen size bed, Bedroom 2 includes full over full bunk bed, Bedroom 3 has built in twin-size bunk beds (4 in total). There is also a bonus room/ TV room which leads up to the 3rd Floor. THIRD FLOOR- Two bedrooms and 1 small full bathroom with shower stall. Washer/dryer in partially finished basement area. Primary heat is propane forced hot air with two separate zones (first floor and second floor), electric baseboard heat is also in every room as a backup and a wood burning stove. Chimney hill association with access to clubhouse, fitness center, indoor/outdoor pool. Walking distance to tennis courts, pickle ball, skating rink and sledding hills.

Vermont mountain getaway perched on a private parcel at the end of a quiet country road, this charming mountain retreat offers sweeping long-range views spanning from the Green Mountains within the National Forest north to Mount Snow and east toward neighboring Marlboro. Enjoy breathtaking sunsets from the covered front porch or relax in the outdoor hot tub surrounded by nature. Inside, the open-concept floor plan features a cozy living area with a pellet stove and a convenient lift system for easy refilling from the lower level. The main floor offers a primary bedroom, a full bath with laundry, and a spacious mudroom. Upstairs are two additional bedrooms and a second bath, providing comfortable space for family or guests. The walkout lower level includes utilities and garage space for two vehicles, with potential to finish into a family or recreation room. Outdoor highlights include a firepit seating area and a raised platform treestand—perfect for peaceful moments or enjoying the scenery. Conveniently located just minutes from Wilmington for shopping and dining, Lake Raponda for swimming, and Molly Stark State Park for hiking. Being sold mostly furnished, this is a ready-to-enjoy Vermont getaway.

Beautiful woodsy contemporary chalet located just down from the Chimney Hill Clubhouse in Wilmington. This charming home has nearby access to the country village of Wilmington, Lake Whitingham, is a short drive to the Mt Snow ski resort, and has nearby to one of the best hiking areas in Southern Vermont, thanks to the community adjacent Green Mountain National Forest. It sits nestled on a private lot in the Chimney Hill community on a quiet side road with easterly mountain views. Inside you will find a lovely open concept living space with vaulted ceilings and exposed woodwork, great natural light thanks to large windows, a spacious great room with wood burning fireplace, brick hearth, and exposed beams, kitchen with island and spacious dining area, wood flooring, a main floor bedroom and full bath, upstairs bedroom with sleeping loft, a full walkout lower level family room partially finished with bunk room and third almost finished bath and laundry, lower level foyer, and hot tub area, ample storage, and more. This includes the amazing Chimney Hill amenities of indoor and outdoor pools, clubhouse, theater, gym, hot tub, basketball court, tennis courts, winter ice skating, and a la carte services like plowing and trash, to afford yourself plenty of downtime, not upkeep. Septic sized for 3 bedrooms full time use.

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.

Private 2004 country chalet in the Chimney Hill community just outside the village of Wilmington. Hiking trails, snowmobile trail access, and convenient nearby snowmobile trailer parking, make this super convenient for the outdoorsy. This home sits on a rare double lot, just up from the beautifully renovated Chimney Hill clubhouse, Lake Whitingham, and Mount Snow ski resort, affording year round enjoyment. Inside features include a large open living space with vaulted ceiling, wood burning stove, large open kitchen and dining area, main floor primary suite, main floor guest bedroom and full tiled bath, den/tv loft, and second floor bunk room with half bath. There are large windows open to the winter mountain view. There is a 1000 sqft lower level with full size windows, ideal for adding additional usable space. A very functional layout with all the charm befitting a Vermont getaway. This comes with all the unique Chimney Hill amenities including club house, indoor and outdoor pools, hot tub, gym, game room, theater, tennis courts, basketball court, tot lot, fishing pond, winter ice skating, and a la carte management services such as snow removal and trash pickup.

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, is completely dry and waiting to be finished!

MOTIVATED SELLER WITH A NEW PRICE IMPROVEMENT! This brand-new construction, three-bedroom, two-bath residence blends modern comfort with classic Vermont charm and sits on a desirable double lot, offering both space and privacy. Designed for year-round living or a weekend retreat, the home features a bright, open-concept layout filled with natural light from high-quality Anderson windows and doors. The kitchen is thoughtfully appointed with solid maple cabinetry, granite countertops, and brand-new appliances, creating a warm and functional space for everyday living and entertaining. The adjoining living area is anchored by a cozy wood-burning fireplace, adding character and comfort during Vermont’s colder months. The primary suite includes a private bath, while the additional bedrooms are generously sized and versatile. Both bathrooms feature modern fixtures and clean, contemporary finishes. A huge heated two-car garage provides exceptional convenience, storage, and workspace, complemented by a large basement with expandable potential for future living space, recreation, or a home office. Additional highlights include a drilled well and a mound septic system for reliable, low-maintenance living. Located just 20 minutes from Mount Snow Ski Resort, this property offers easy access to skiing, hiking, biking, and all that Southern Vermont’s outdoor lifestyle and local culture have to offer.

Charming 2007 home with recent renovations nestled in the Chimney Hill community just a short drive from the Mount Snow ski resort, country village of Wilmington, and nearby lakes and amenities. This home sits on a private dead end parcel and has unique privacy and curb appeal. Inside you are treated to a large vaulted great room with expansive windows, exposed natural wood ceilings, and great natural light as well as complimentary up lighting, a highly efficient pellet burning stove, an open concept living area with spacious dining area and upscale kitchen with granite counters, stainless appliances, and kitchen island, a large main floor primary bedroom suite with soaking tub, an additional guest bedroom and full guest bath on the main floor, large loft den with sofa and tv, overlooking the great room, as well as second primary suite with full bath. Additionally, there is a huge unfinished walkout basement that would afford tremendous expansion potential where you could add additional living and overflow sleeping space. This is complimented by the amazing Chimney Hill amenities including club house with indoor and outdoor pools, hot tub, gym, locker rooms, game room, theater, playground, basketball and tennis courts, winter ice skating, and on site management company offering additional a la carte services for downtime, not upkeep.

Stunning updated contemporary chalet just a short drive out of the village of Wilmington with a tremendous rental history. This home sits privately on a wooded 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 has been fully renovated and features a gorgeous vaulted living room with exposed beams, great natural light from the large windows, a gas fireplace and stone hearth, contemporary plank flooring throughout, a beautiful chef's kitchen with breakfast bar, stainless appliances, farm sink, and tile backsplash, large dining area, barn door pantry, large mudroom and half bath on the main floor, open concept staircase leading upstairs to 2 spacious bedrooms, a full bath with tiled shower and shiplap paneling, and large owners closet/bonus room, a lower level walkout family room with second fireplace, two large guest bedrooms still with great light, another beautiful paneled bath with tiled shower, full laundry, spacious deck for entertaining, and winter mountain views. Further renovations include indoor and outdoor upgrades to ensure it has a full fire safety permit to be immediately rentable. 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.

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.

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.

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

Located in the heart of downtown Wilmington and just minutes from Mount Snow and Harriman Reservoir, this exceptional mixed-use property offers incredible flexibility, income potential, and style. Currently operating as a successful VRBO rental that sleeps 12, this all-season retreat includes multiple living areas, a hot tub, sauna, and a stunning vaulted post-and-beam loft with a bar, pool table, and additional sleeping space—perfect for hosting, relaxing, or entertaining guests. All contents of the residence are included with the sale. At the front of the building, approximately 800 sq ft of high-visibility commercial space is occupied by an established business, making this property ideal for investors, entrepreneurs, or those looking to combine lifestyle and income. Great location for a re-locating professional. With a prime location within walking distance to restaurants, shops, and trails; convenience is unmatched. The property underwent an extensive transformation by the owner who is also an award winning architect, blending rustic Vermont charm with modern comfort. Exposed beams, wide plank floors, deck and multiple bedrooms create a warm and inviting atmosphere across multiple spacious living zones.

Beautiful 2010 post and beam home just a short drive from the Mount Snow Ski Resort and village of Wilmington. This meticulous turn key home was built with quality in mind, is very energy efficient and sits on a on a private 5+ acre parcel abutting a stream just up from Spruce Lake. Inside is a gorgeous great room space with vaulted ceilings and exposed natural woodwork, great natural light thanks to large windows, and a Vermonty rustic feel, wood floors and radiant heat throughout, a wood burning fireplace with stone hearth, exposed beams, upscale kitchen with custom cabinets, stainless appliances, and granite counters, large dining area, half bath for convenience, a main floor primary suite with full bath, additional primary second floor suite suite with vaulted ceiling and luxurious bath, 3 more upstairs bedrooms as well as a full bath, the 3rd floor bedroom could double as a family room, a walkout lower level with oversized garage for toys and cars, as well as a main floor large mudroom for all your gear. There is also a spacious patio for entertaining with BBQ area and hot tub, ample level lawn space for play or fire pit, and large driveway for easy parking. This home has strong rental history so could serve as your home away from home as well as an investment to offset costs, affording you downtime, not upkeep.

Rare opportunity to own a completely remodeled and updated vintage farmhouse, completely turn key. This stunning home sits just up from the country village of Wilmington with easy access to dining and shopping, a short drive to Mount Snow, and near the amazing Lake Whitingham, for true four season enjoyment. The interior features meticulously updated open concept living areas, a chef's kitchen with custom cabinets, stainless appliances, and soapstone counters, large living room with wood burning fireplace and stone hearth from Parmelee and Howe soda counter, large pantry, mudroom, main floor full bath with laundry, one car garage with bonus storage, updated flooring and specialty lighting fixtures, and the list goes on. There are 4 bedrooms en suite, including a newly added primary suite with tiled bath with steam shower, family room with custom walnut built-ins and wet bar, as well as minisplit A/C. Take in your morning sun from the covered front porch, or enjoy soaking in the hot tub off the large rear deck surrounded by stone walls, perennial gardens, and mature trees. A backyard oasis with a surprisingly private yet convenient location. Less obvious features include standing seam metal roof, updated utilities, full basement, second laundry location, paved driveway, freshly painted exterior, fiber internet, and town water & sewer for total peace of mind. A welcome respite from metropolitan life or potentially a great rental opportunity.

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

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

Rare opportunity to own a meticulous 1830s vintage farmhouse, completely turn-key with extensive updates, renovations, and modern amenities. Conveniently located just outside the country village of Wilmington for shopping and great dining options, a short drive to the Mount Snow ski resort, and just up the street from the Lake Whitingham boat launch and beach areas, for true four season enjoyment. The interior features 4+ bedrooms, 3.5 renovated baths, 3 full living areas including a main floor primary suite option, a second suite upstairs with large closets and upscale bath, separate guest bedroom wing with 2 bedrooms and a full bath, up and down country mudrooms with great storage, as well as the original foyer and front door, a country kitchen with stainless appliances and Corian counters, gas stove and brick hearth, vintage wet bar, wood floors, gorgeous sunroom, main floor laundry, and the list goes on. Perfect as a retirement home, or a spot to entertain guests. Spacious and bright with the perfect level of character combined with convenience. Enjoy mountain views over the village from the front porch, or take in the beauty of the amazing stone walls, perennial gardens, and mature trees. There is a 2 car new garage barn with second floor for expansion potential, fiber internet, ample parking in the large driveway, and town water & sewer for utter peace of mind. A welcome respite from metropolitan life and character you won't often find in such pristine condition.

Stunning new construction in the Chimney Hill community just outside the village of Wilmington, and a short drive to both the Mount Snow ski resort, Hermitage Club, and Lake Whitingham. Located on an easily accessible corner lot in the desirable B section at the bottom of the hill with unique double lot size allowing for tremendous expansion potential . This home was built sparing no expense and is turn key luxury ready for the discerning buyer. Perfect floor plan with an open concept living space with high coffered ceilings, great natural light, wide plank white oaks style plank floors, spacious dining area, a custom chefs kitchen with waterfall countertop and stainless appliances, wine cooler and bar area, main floor half bath, mudroom entry with cubbies and closets for gear, and separate laundry room. The upper level features a full primary suite with tiled shower, dual guest bedrooms, and an additional full bath with tiled shower and double vanity. Air conditioning and radiant heat throughout afford perfect temps and enjoyment no matter the weather. The exterior boasts a large entertaining deck, fire pit with adirondack chairs, and level lawn for play, along with ski chair swing off the large driveway with ample private parking. This also includes use of the tremendous Chimney Hill amenities including clubhouse with indoor and outdoor pools, hot tub, full gym, locker rooms, arcade, theater, tennis and basketball courts, and a la carte services such as plowing and trash.

Fantastic four-season upscale 4bdrm/5 bath home just minutes from Hermitage Club, Mount Snow, snowmobile trails, 2 golf courses, historic village, and lake. Double lot w/sounds of Two Brook off back of home, patio, & hot tub, there is a newly updated chef's kitchen and accompaniments, plenty of room for diners, lovely gas fireplaces in both the large living room, and even larger family/game room. The primary bedroom has it's own deluxe full bath & one of the 5 top end bathrooms that serves the other 3 bedrooms and common areas. The lower level is a fabulous games and entertainment space, with it's very own kitchen and an exit to the covered patio and route to the hot tub and firepit. Parking for 4 and a real electric charging station. Sold furnished, It's move-in ready for your next mountain escape, or investment opportunity.

Impeccably maintained golf course home nestled in the Vermont mountains just 5 miles from lakes, ski resorts, and scenic trails. Perfect for entertaining or quiet enjoyment, this elegant property combines luxury and comfort in a stunning natural setting. The soaring great room features beamed ceilings, radiant heated hickory floors, and a gas fireplace flanked by built ins. A chefs dream kitchen offers a Viking cooktop, double ovens, marble baking station, stainless countertops, walnut island with warming drawer, cherry cabinets, and a walk-in pantry. Host in style in the formal dining room with fireplace and marble topped wine coffee bar, opening to a large deck and path to the 3rd tee. The flexible layout includes a loft, two guest bedrooms, A first floor ADA accessible bedroom ensuite and a private wing with two additional bedrooms, den, office, kitchenette, spa bath, and laundry. Enjoy a heated 3 bay garage with golf cart space. This is a rare opportunity to own a golf front retreat close to Vermonts best outdoor adventures

11 East Village Circle, a beautifully maintained mountain home adjacent to The Hermitage Club in Wilmington, Vermont. This 4-bedroom, ( bonus sleeping room) 6-bath retreat offers a perfect blend of Vermont craftsmanship and modern updates, ideal for year-round living or a turnkey mountain getaway. The open-concept living space features wide-plank wood floors, a stone fireplace, and a well-designed kitchen with generous island seating perfect for gathering after a day outdoors. The home has been recently refreshed with interior and exterior paint, a newly installed septic system, and is being offered with new, well-appointed furnishings, and custom rugs allowing for an easy, move in ready experience. A dedicated bunk room and multiple living areas provide flexible space for family and guests, while the direct-entry two-car garage offers convenient storage for all your mountain gear. Enjoy direct access to snowmobile and hiking trails, with The Hermitage Club, Mount Snow, and historic downtown Wilmington just minutes away. An exceptional opportunity to own a thoughtfully updated, turnkey home in one of Southern Vermont’s most desirable mountain locations.

This new construction home is in one of Southern Vermont's top four season destinations. Three homes are being built, with two still available, offering a great opportunity to secure a brand new home! The multi gabled modern farmhouse design blends clean architectural lines and warm natural materials. Ideally located just minutes from Mount Snow, the Hermitage Club, Harriman Reservoir, golf courses, and local amenities, this home suits a luxury second home, a strong investment property, or a comfortable year-round residence. The floor plan features a main level primary bedroom with an en suite bath and walk-in closet, plus what could be a second primary bedroom on the lower level with a full bath and direct walkout access to the covered patio. There are two more spacious bedrooms on the top level, each with its own full bathroom, and a bonus room for an office or extra sleeping space. Highlights include a two-story great room with a wood burning fireplace, a large covered porch, and an oversized attached two car garage. Buyers who commit early could personalize finishes within the builder’s allowances or choose upgrades at their expense.

This vintage renovated waterfront home is being offered for the second time in 40 years. Lake Raponda allows motorized craft, with primarily private beach front, and a small local boat launch and public beach. It is located conveniently down from the Mt Snow Ski Resort, on a quiet road, affording year round enjoyment and solitude. This home has been lovingly maintained, updated, and expanded by the current owners, and features a lodge style quite unique in the area which offers warm charm and Vermont rustic styling perfect for a retreat. Inside you are treated to vaulted ceilings in the main living room with floor to ceiling stone fireplace. There are freshly painted walls and exposed woodwork throughout, a country kitchen with gas stove and basin vintage sink, great light from the many windows and updated lighting, a tremendous great room addition perfect for entertaining with wood stove for ambiance, two main floor suites including a large primary, an upstairs guest suite, a spacious sleeping loft, great storage and closet spaces, a den/tv room ideal as an office or overflow sleeping, and lake views from every bedroom. Outside you'll find a large stone patio with hot tub which leads down to the extensive perennial landscaping and path to the water. There is a boathouse at the lake for lake storage, a large dock, swim platform, and level lawn space for fun in the sun. The home has a detached garage great for off season boat storage or whatever you may need. Updated septic!

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

This extraordinary luxury farmhouse has been masterfully remodeled by the current owners, offering a refined retreat abutting Vermont’s Green Mountain Forest. Every inch has been reimagined with high-end finishes, from the new roof to custom details throughout, creating a turnkey sanctuary that blends timeless charm with modern sophistication. A beautiful sunroom invites relaxation with abundant natural light, while decks provide sweeping views of the landscaped grounds and surrounding mountains. The home boasts a multi-generational suite, fully equipped with its own kitchen, dining and den and laundry, offers flexibility for guests or an excellent rental opportunity. Smart home technology and integrated security add comfort and peace of mind, while the electrified oversized garage and garden sheds provide convenience and versatility. The manicured property is enhanced by mature perennial gardens, creating an elegant backdrop year-round. With easy access to Lake Whitingham and scenic walking trails, and just minutes to skiing, golf, snowmobiling, and the village of Wilmington, this estate is the perfect fusion of luxury living and outdoor adventure—an ideal Vermont retreat.

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

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.

Welcome to 127 Fannie Hill Road, an exceptional mountain retreat ideally located adjacent to The Hermitage Club in Wilmington, Vermont. This stunning 4 bedroom, (with two bonus bunk rooms) 4 bathroom home artfully blends modern mountain living with rustic charm. Featuring a thoughtful mix of materials which include reclaimed barn board, sleek corrugated metal, and contemporary cable railing this home offers a unique aesthetic that is both stylish and inviting. Inside, you'll find multiple living spaces perfect for relaxing or entertaining, including a cozy lounge with gas fireplace, a vaulted bonus media room with a kitchenette for movie night and popcorn. The gourmet kitchen is a chef's dream, boasting Viking appliances, open shelving, a stone backsplash, and custom cabinetry. The living and dining space create a great gathering space for apres ski. Step outside to a private outdoor oasis complete with a hot tub, built-in fire pit, and expansive patio with multiple gathering areas and covered BBQ area. The screened-in porch extends your living space into the forest canopy, offering the perfect setting for three-season enjoyment. The professionally landscaped yard includes mature plantings, boulder walls, and a fenced-in area ideal for pets or play. With a location just moments from skiing, golf, and the lakes, this is a rare opportunity to own a turnkey home in one of Southern Vermont's most desirable locations with a quick ride to the slopes in your UTV.

Spectacular custom home at the base of the Hermitage Club in the Coldbrook Crossing community, adjacent to the base of Haystack mountain. This is a stunning lot overlooking the trails and sunsets beyond, with easy mountain access, snowmobile trail access, and views unimpeded by any other homes. The luxurious features include a vaulted great room with exposed natural wood beams and stone hearth for the wood burning fireplace fireplace, expansive windows to the view affording great natural light, a chefs kitchen with large island, granite counters, stainless appliances, and walk-in pantry, custom bar area next to the open dining space, which leads out to the large wraparound entertaining deck, and a main floor primary bedroom suite. The upstairs features two guest bedrooms en suite, both with tiled showers, and a large office loft overlooking the view. The full finished walkout lower level has a large family room with stone hearth and gas fireplace, radiant heat, guest bedroom with another full tiled bath, bonus exercise room, and walk out access to the hot tub looking up at the slopes. There is also a formal entry off the covered front porch, which leads to the 2 car garage and mudroom with laundry and cubbies for your gear, perfect after a day on the slopes. Thanks to luxury finishes, recent construction, and professionally appointed furnishings, this home is turn key for your immediate enjoyment.

Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds. Boasting a coveted southeast exposure, the home and land are cheerful and whimsical and yes it gets even better—this is waterfront property that offers substantial frontage on the North Branch of the Deerfield River, a haven for fly fishing & serenity. For the farmer in you, two livestock barns provide ample space for your animals or envision more—the potential to be certified organic or transform these barns into charming event spaces or the farm into a Bed and Breakfast to blend Vermont's rural allure with modern comfort. This property is an opportunity waiting to be realized. With 5 identified potential new home sites, you may consider creating a family compound or explore development possibilities. Additionally, there's a sugar house and sugar lot, operated with modern efficiency for maple syrup production. Historic Wilmington, is only a stone's throw away and Mount Snow and the prestigious Hermitage Club are just a few miles North. Rarely does an opportunity like this arise. While currently part of Vermont's Current Use program, removal is an option upon sale, making your vision even more attainable. Unlock the limitless posibilities at Wheeler Farm!

The Mountain Ridge community is newly developed and this is the first opportunity to enter this new prestigious location. 38 acres with 5 total lots, including a spectacular newly built luxury Timber Frame home being sold as-is near completion, with a builder on board ready to finish, plus 4 separate gorgeous mountain view building sites. Finish this home with the fixtures and finishes already bought and paid for, and be moved in within 4 months according to the builder. The home sits on a 5 acre parcel with stunning ski trail views and direct Haystack golf course access, just down from the Hermitage Club, and 3 miles from Mt Snow. Utter privacy with a great buffer of mature trees, ledge stone patio, large rear deck to take in the scenery, and breathtaking stone walls and landscaping potential. Inside you are treated to a gorgeous open concept floor plan with vaulted great room, exposed post and beam joinery throughout with a Davis Frame custom timber frame kit, a floor to ceiling stone fireplace, gorgeous kitchen dining area with great light, main floor primary suite, main floor mudroom, guest suite and/or office space, dual upstairs suites, a large loft den, lower level theater space, family room, bunk room with attached bath, and spacious bunk room or guest suite over the attached oversized 2 car garage, with large doors and rear door for toys and snowmobiles. No expense has been spared. Then retain the additional lots for privacy, friends, or sell to offset the expense.