You are viewing all listings Homes with 4 or more Bedrooms between $0 and $30000000 dollars.
$435,000 $324 per sq.ft. Wilmington VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1344 | Acres: 0.44Listed on Friday Aug 29, 2025
Description: 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!!! See Listing Details & 50 images.
$449,000 $236 per sq.ft. Wilmington VT Home »
Waterfront on Lake Raponda4 Beds | 3 Baths | Total Sq. Ft. 1900 | Acres: 0.32
Listed on Wednesday Oct 1, 2025
Description: 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! See Listing Details & 60 images.
Under Contract
$499,000 $223 per sq.ft. Wilmington VT Home »
5 Beds | 4 Baths | Total Sq. Ft. 2240 | Acres: 1.1Listed on Friday Mar 21, 2025
Description: 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. See Listing Details & 28 images.
Under Contract
$565,000 $205 per sq.ft. Wilmington VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 2753 | Acres: 1Listed on Monday Mar 16, 2026
Description: Gorgeous 2003 post and beam with mountain views and great privacy. This home is located at the end of a quiet road conveniently in the lower section of the Chimney Hill community with a double lot, easy access to Wilmington and Lake Whitingham, and just a short drive to the Mount Snow ski resort and Haystack Golf Club. Inside you are treated to exposed natural woodwork and joinery throughout the true post and beam frame. The main level features a large open concept living room with vaulted ceilings, stone fireplace, large dining and kitchen areas, a main floor master bedroom suite, and half bath, with beautiful mountain views out the rear over the protected community land behind the property. The upstairs has two large vaulted rooms that share a jack and jill bathroom, as well as a sleeping loft. The walkout lower level has a 4th bedroom and full bath, large family room, game room area, laundry, and a walkout entry to the back yard. There is nice stone work outside, a large deck for entertaining, and covered front porch to enter the spacious mudroom out of the snow. This comes with the amazing Chimney Hill amenities including club house with indoor and outdoor pools, hot tub, gym, game room, theater, tot lot, basketball court, tennis courts, fishing ponds, winter ice skating, direct snowmobile trail access, winter snowmobile trailer parking, summer boat parking, and a la carte services such as trash pickup, plowing, etc. A must see! See Listing Details & 34 images.
Under Contract
$675,000 $268 per sq.ft. Wilmington VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2516 | Acres: 0.46Listed on Monday Feb 23, 2026
Description: 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. See Listing Details & 37 images.
$749,000 $253 per sq.ft. Wilmington VT Home »
Price Change! Reduced by $20,000 down 3% on March 23rd 2026
4 Beds | 4 Baths | Total Sq. Ft. 2964 | Acres: 0.5
Listed on Wednesday Feb 18, 2026
Description: 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. See Listing Details & 60 images. Includes a Virtual Tour
$799,000 $258 per sq.ft. Wilmington VT Home »
5 Beds | 3 Baths | Total Sq. Ft. 3091 | Acres: 1.05Listed on Monday Nov 3, 2025
Description: 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 See Listing Details & 41 images.
$879,000 $292 per sq.ft. Wilmington VT Home »
5 Beds | 3 Baths | Total Sq. Ft. 3015 | Acres: 0.75Listed on Thursday Jun 26, 2025
Description: 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 See Listing Details & 31 images. Includes a Virtual Tour
$898,000 $263 per sq.ft. Wilmington VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 3420 | Acres: 0.5Listed on Tuesday Feb 3, 2026
Description: 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. See Listing Details & 46 images. Includes a Virtual Tour
$1,400,000 $364 per sq.ft. Wilmington VT Home »
4 Beds | 5 Baths | Total Sq. Ft. 3844 | Acres: 2.38Listed on Sunday Jan 4, 2026
Description: 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. See Listing Details & 16 images. Includes a Virtual Tour
$1,697,000 $701 per sq.ft. Wilmington VT Home »
Waterfront on Lake Raponda4 Beds | 3 Baths | Total Sq. Ft. 2420 | Acres: 1.72
Listed on Tuesday Dec 23, 2025
Description: 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! See Listing Details & 32 images.
Under Contract
$1,999,000 $391 per sq.ft. Wilmington VT Home »
Price Change! Reduced by $198,000 down 10% on February 21st 2026
5 Beds | 5 Baths | Total Sq. Ft. 5110 | Acres: 2.2
Listed on Tuesday Sep 2, 2025
Description: 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. See Listing Details & 35 images.
$2,100,000 $493 per sq.ft. Wilmington VT Home »
7 Beds | 4 Baths | Total Sq. Ft. 4256 | Acres: 0.55Listed on Wednesday Nov 12, 2025
Description: 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. See Listing Details & 33 images.
$2,398,000 $669 per sq.ft. Wilmington VT Home »
4 Beds | 4 Baths | Total Sq. Ft. 3585 | Acres: 0.7Listed on Friday Aug 1, 2025
Description: 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. See Listing Details & 59 images.
$2,999,000 $906 per sq.ft. Wilmington VT Home »
Price Change! Reduced by $1,501,000 down 50% on April 7th 2026
Waterfront on River North Branch Deerfield River
6 Beds | 3 Baths | Total Sq. Ft. 3309 | Acres: 260
Listed on Thursday Sep 28, 2023
Description: 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! See Listing Details & 41 images.
