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.

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!!!

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!

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.

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 Pozzi wood-burning brick fireplace that keeps the house warmed right up, 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.

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.

Rustic Country Home This inviting rustic country home features a spacious great room with a vaulted ceiling and a beautiful fieldstone fireplace with a buckstove—perfect for cozy winter nights. A large dining area offers plenty of space for gathering with family and friends, complemented by an awesome bar ideal for entertaining. The first floor includes a generously sized bedroom, while the second level offers two additional bedrooms and a full bathroom. The current owners have finished the lower level to include two bedrooms, a bonus room, a bathroom, and a utility room with washer and dryer. Recent improvements by the current owners include newer windows, furnace, and roof. The home is served by a three-bedroom septic system.

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!!!

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!

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.

Unique opportunity to own a commercial building in the heart of downtown Wilmington. This historic structure has been completely overhauled and meticulously maintained by the current owners, and was the location of a successful restaurant for many years, with an income producing apartment upstairs. It is now being offered to a buyer with vision who may be looking for prime retail, restaurant, or residential space. The exterior features parking for three cars, as well as public parking across the street, a lovely front porch, and side patio with perennial gardens. The main floor has a large open concept space presently with table seating, but which could easily be converted for other needs. There is a half bath off the enclosed mudroom entry, new lighting throughout, a vestibule, main floor counter area with bar seating, espresso machine, wine cooler and ice maker, walk in pantry and ample additional storage, full kitchen with commercial Wolf stove, dish washing and prep areas, office, and insulated cold pantry with separate side entry. There is access to a full updated bath which has a second door into the apartment stair hall and mudroom, also with its own mudroom entry with cubbies and storage. The stairs lead up to a large open concept loft apartment, spacious kitchen with wolf stove and Subzero fridge, a bench dining area, wood burning fireplace, dual built in bedroom nooks, sleeping loft, full laundry, full bath, wood floors, and great natural light. Less obvious upgrades include a standing seam metal roof, Buderus heating system, paid water for 18 dining seats, updated windows, electrical, insulation, and more. The possibilities are endless as it could easily be a gallery, boutique, coffee shop, bakery, or simply residential space for your home away from home. Also listed under commercial MLS# 5075131.

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.

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.

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.

MOTIVATED SELLER WITH A NEW PRICE IMPROVEMENT! Come see in-person for an open house 03/14/2026 11-1 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.

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!

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.

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.

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

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.

Turnkey mountain retreat with style, space, and serious four-season fun—welcome to Chimney Hill living at its best. This beautifully crafted 4 bedroom home offers 4 full tiled baths and approximately 3,000 sq ft of warm, inviting living space on 3 levels designed for gathering, relaxing, and making memories. The open concept main level delivers instant wow factor with soaring cathedral ceilings, rich natural woodwork, gorgeous wood flooring, and a stunning timber frame beam. A dramatic south-facing wall of windows floods the home with natural light, while the stone-faced woodburning fireplace creates the perfect après-ski atmosphere. The kitchen is built for entertaining with granite countertops, a large seating island, stainless appliances, and abundant cabinetry. You’ll also find a custom bar area, full bath, ensuite bedroom, and easy access to both the covered front porch and new back deck with hot tub. Upstairs offers two spacious, light-filled bedrooms and a full tiled bath. The lower entry level is built for real mountain living with radiant heat throughout, a showpiece tiled mudroom with cubbies, benches, shelving, and storage baskets, plus a laundry room with counters, cabinets, and sink. A full tiled bath with double sinks, bonus room with proper egress window, and a massive den/game room featuring pool table, darts, basketball setup, ping pong, living area, custom art, and sliding barn door complete the space. Outside, enjoy the new huge back deck with hot tub, ski lift chair feature, and additional rear deck space, plus covered front porch and outdoor lockable ski storage. The home is tastefully furnished throughout and features central vacuum & smart features for interior/exterior lights, thermostats, hot tub, keyless entry. Chimney Hill offers true four-season amenities including a clubhouse w/ indoor/outdoor pools, hot tub, sauna, fitness room, game room, etc. Septic system is designed for 3 bedrooms.

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

Rare opportunity to own a meticulously restored 1830s vintage farmhouse, offered completely turnkey with extensive updates, thoughtful renovations, and modern amenities throughout. Ideally located just outside the country village of Wilmington for shopping and dining, a short drive to Mount Snow, and just up the street from Lake Whitingham’s boat launch and beach areas — truly four-season enjoyment at your doorstep. Inside, the home offers 4+ bedrooms and 3.5 renovated baths across three distinct living areas. The flexible layout includes a main-floor primary suite option, a second upstairs suite with large closets and an upscale bath, plus a separate guest wing with two additional bedrooms and a full bath — perfect for hosting family and friends. You’ll also find up- and down-country mudrooms with excellent storage, the original foyer and front door, a country kitchen with stainless appliances and Corian counters, gas stove with brick hearth, vintage wet bar, wood floors, gorgeous sunroom, and main-floor laundry — blending historic character with everyday convenience. Spacious and bright, the home strikes the perfect balance between timeless charm and modern comfort. Enjoy mountain views over the village from the front porch, or relax among the beautifully crafted stone walls, perennial gardens, and mature trees. Additional features include a newly built two-car garage barn with second-floor expansion potential, fiber internet, town water and sewer, ample driveway parking, and true peace of mind. A welcome respite from metropolitan life — and a level of preserved character rarely found in such pristine condition.

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

Tucked onto .50-acre setting with Two Brook gently flowing through the backyard, this beautifully appointed 4 bedroom, 5 bath home captures everything buyers love about Vermont mountain living privacy, warmth, and year-round recreation just minutes from it all. Ideally located near The Hermitage Club and Mount Snow, with direct access to VAST snowmobile trails and a short drive to the shops and restaurants of Wilmington and Lake Whitingham, this property offers year round adventure. Inside, the home is warm and inviting with natural wood trim, stone accents, and thoughtfully designed spaces for gathering. The main living area centers around a handsome stone fireplace, while the kitchen features generous workspace, custom cabinetry, and a layout ideal for entertaining après-ski. Bedrooms are well-proportioned and private, including a spa inspired bath with soaking tub and glass shower that feels like a boutique retreat. Bathroom floors have been updated with radiant heat. The lower-level playroom is a standout feature, perfect for hosting guest with a cozy gas fireplace, ample lounge space, and a wet bar that makes movie nights, game days, and ski weekends effortless. Outdoors, enjoy the sounds of the brook from the yard, relax in the hot tub after a day on the slopes, and take advantage of the additional storage shed for gear and toys. Town Rental Permit in Place with a history of rental income.

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

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!

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.

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.

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.

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.