$3,995,000 $726 per sq.ft. Jamaica VT Home »

4 Beds | 6 Baths |   Total Sq. Ft. 5500  |  Acres: 44.47
Listed on Friday Jun 26, 2026
Description: Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The Wadsworth Design Build/Vermont Barns is an example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural surroundings. Just a short drive from Stratton and Mt Snow ski resorts. The moment you arrive; the home's striking presence is undeniable. A porte-cochère welcomes you, setting the tone for the beauty that lies within. The heart of the home is the gourmet chef's kitchen, anchored by a La Cornue stove, rich custom cabinetry, and an expansive island.Douglas fir beams and wide oak floors lend warmth and character, while a masonry fireplace in the great room offers the perfect setting to unwind after a day on the slopes. One of the home's most captivating features is its silo with a winding staircase illuminated by gas lanterns. A bonus playroom above the three-car garage provides additional space for recreation, while a custom wine room and private movie theater elevate the home's entertainment offerings. The seamless connection between indoor and outdoor living is one of the home's greatest attributes. Heated pool, hot tub and fireplace sit against a backdrop of vast mountain views. The landscape is adorned with a sea of peony bushes, adding vibrant color to the meticulously designed gardens. See Listing Details & 60 images.

$8,200,000 $762 per sq.ft. Jamaica VT Home »

Waterfront on Pond
6 Beds | 10 Baths |   Total Sq. Ft. 10763  |  Acres: 416.27
Listed on Friday Feb 6, 2026
Description: Premier 416 acre Vermont Mountain Sanctuary -Luxury Estate with sweeping mountain views-a rare expression of outdoor and mountain living where nature inspired artistry, master craftsmanship and the environment converge in quiet harmony.. Set within an expansive private landscape, the 10,000+SF residence unfolds as a sanctuary oasis designed to elevate everyday living, remaining deeply rooted in its surroundings while still just a short drive to Stratton Mountain Resort and the Stratton Helipad. Step into an open-concept haven where elegance meets comfort. Framed by soaring timber beam ceilings, the main living area echoes the grandeur of the mountains while preserving the warmth and intimacy of a true retreat. Natural materials, handcrafted details, and thoughtful design choices create a home that feels warm, timeless and deeply personal. The estate preserves uninterrupted views across the landscape--ensuring that natural beauty remains the focal point from every vantage point.The grand stone fireplace anchors the living area, drawing the eye to soaring ceilings and expansive windows that frame breathtaking mountain ridges. Sunlight floods the space, highlighting the harmonious blend of natural textures and refined finishes.The gourmet kitchen blends beauty and function with custom wood cabinetry, hand-carved artistic accents, a welcoming breakfast bar, and an expansive island designed for conversation, connection, and effortless entertaining. Every space in this residence has been intentionally designed with a keen eye to detail. While every room blends effortlessly with the home's elevated rustic feel, each one remains extremely unique. Offering six en-suite bedroom in the main residence and 2 bedroom2.5 bath guest quarters. Main Residence with extraordinary gathering rooms and multiple suites, 5 bay barn, guest quarters, pond, miles of maintained trails for mountain biking and winter activities, See Listing Details & 60 images.

$1,072,000 $424 per sq.ft. Killington VT Home »


Price Change! Reduced by $77,000 down 7% on August 21st 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2529  |  Acres: 1.1
Listed on Sunday Dec 21, 2025
Description: Welcome to Bearly Lodge. This turn-key 3 bedroom/ 3 bathroom , plus bonus room, home has recently undergone a major face lift. The exterior has brand new LP Smart siding, new windows throughout the home and an expansive new pressure treated deck. The interior renovations include a monitored commercial alarm system, 3 updated bathrooms, new flooring throughout the home, renovated kitchen with quartz countertops and stainless steel appliances. Located centrally between the K1 Lodge and Bear Mountain, this home offers convenience and functionality. Enjoy the comforts of having a spacious primary suite on the top floor to yourself. Unwind in the living room cozied up near the woodstove. Soak away the day in the hot tub, gather around the dining room table with family and friends or enjoy playing games or watching the game in the dedicated rec/family room. No matter what you are hoping to do while you are Killington, 1990 East Mountain Road makes a perfect home base. This home has great rental income. Schedule your showing today! See Listing Details & 60 images.

$1,100,000 $430 per sq.ft. Killington VT Home »


Price Change! Reduced by $300,000 down 27% on July 31st 2026
4 Beds | 3 Baths |   Total Sq. Ft. 3092  |  Acres: 1.5
Listed on Friday Jan 30, 2026
Description: Situated on 1.5 acres in the desirable Tanglewood Drive neighborbood, this 4 bedroom/ 3 bath, recently renovated home is being sold fully furnished and is move in ready. Renovations include a new 200 amp electrical service, PEX plumbing, heating system, roof, siding, doors, windows, fixtures, flooring, programmable thermostats, appliances and furnishings. Enter into the home through the recently added mudroom with a storage room for all of your gear. Walk into the bright, naturally lit living area with cathedral ceilings. Take in the views just outside the living room on the expansive new deck. Enjoy entertaining and cooking in the open concept kitchen complete with new stainless steel appliances, a large quartz counter top and plenty of cupboard space. With 4 generously sized bedrooms , a media room and an additional bonus room, there is plenty of space for everyone to spread out. With nothing left to do at the house but bring your personal belongings, you will love the convenience of being centrally located to all that Killington has to offer. Schedule your showing today and prepare to be wowed around every corner of this home. See Listing Details & 60 images.

$1,195,000 $764 per sq.ft. Killington VT Home »


Price Change! Reduced by $55,000 down 5% on September 15th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2289  |  Acres: 1.03
Listed on Saturday Sep 5, 2026
Description: Welcome to 347 Barts Hill Road, a beautifully renovated contemporary mountain retreat. Set on just over an acre in a small, desired private neighborhood off scenic route 100, this turnkey three-bedroom, three-bath home offers exposed wood beams, cathedral ceilings, abundant natural light and plenty of space. The entire house has been remodeled over the last two years and thoughtfully updated from top to bottom. The renovated kitchen features new cabinetry, high end appliances and new stone countertops. All three bathrooms have also been remodeled including custom tiled showers with glass in the main and primary baths. New plank flooring with cork underlayment flows throughout the entire home, complemented by fresh interior paint, new solid doors and an updated and newly tiled entry. A new high efficiency wood burning insert in the living room adds warmth and ambiance. The improvements continue outside with a freshly painted exterior, new Timber Tech decks, Finney railings and a resurfaced chimney with a new cap. Several trees were thoughtfully removed with the stumps ground and removed, opening the property to additional sunlight and creating a bright outdoor setting. The finished walkout lower level adds valuable flexible living space with a family room ready to become a second gathering area, exercise area, game room or whatever best suits your lifestyle. You'll also find a separated hot tub room, a laundry area and additional bath on this level. The home's walkout lower level provides an easy connection to the outdoor space. Whether you're looking for a full-time Vermont home or a mountain getaway, this property puts recreation close at hand, with Killington Resort, Green Mountain National Golf Course, Gifford Woods State Park and Kent Pond all nearby, Sugarbush and Lawson's Brewery within a short commute. Beautifully updated and ready to enjoy, this home offers opportunity to fully settle in to the Vermont lifestyle or as an ideal investment property. See Listing Details & 42 images.

$1,250,000 $280 per sq.ft. Killington VT Home »


Price Change! Reduced by $145,000 down 12% on August 5th 2026
4 Beds | 5 Baths |   Total Sq. Ft. 6324  |  Acres: 10.2
Listed on Thursday Jul 2, 2026
Description: It's hard to say which season you'll enjoy most in this exceptional 4-bedroom, 5-bath fully furnished and equipped custom-built home, privately set on ten acres comprised of two separate 5-acre lots, with the lower lot offering possible development opportunities. Located in an established neighborhood with protective covenants that preserve both value and tranquility, this thoughtfully designed home showcases true pride of ownership with real wood finishes, detailed millwork, and quality materials throughout, offering a level of warmth and character that's increasingly rare. Located on sought-after Cricket Hill Road in Killington, the property is perfectly positioned for year-round recreation, just a mile from Green Mountain National Golf Course and only ten minutes from Killington Resort. Yet despite its convenience, the setting feels worlds away, with sweeping long-range mountain views creating a stunning backdrop in every season. Inside and out, the home is designed for comfort and connection to nature. In the warmer months, relax by the pool while listening to the soothing sounds of a nearby waterfall feature tucked into the greenhouse, surrounded by mature landscaping and vibrant gardens. The property's private pond and outdoor hot tub offer additional spaces to unwind, entertain, and enjoy the peaceful surroundings. As winter arrives, take in panoramic views of snow-covered peaks, including Pico Mountain, before heading out to nearby ski areas or returning home to the serenity of your mountain retreat. The craftsmanship continues throughout the interior, where inviting living spaces and fine details create a cozy yet refined atmosphere. A well-appointed in-law apartment above the attached two-car garage provides both interior and private exterior access, making it ideal for guests or extended family seeking independence without sacrificing comfort. Call today to book your private showing for this unique opportunity. See Listing Details & 58 images. Includes a Virtual Tour

$1,395,000 $430 per sq.ft. Killington VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 3248  |  Acres: 2.6
Listed on Friday Jul 24, 2026
Description: Stellar Killington location just a minute away from Green Mountain National Golf Course, Kent Pond, and a few miles away from the Killington Access Road. This immaculate 3 bedroom, 3 1/2 bath gem on 2.6 acres has a gorgeous open concept floor plan with hardwood floors, cathedral ceilings, and loads of glass to enjoy nature. It's ideal for entertaining family and friends. The main level of the home boasts a beautifully renovated kitchen, wonderful dining area, half bath, spacious screened porch, and an impressive living room with a wood burning fireplace and handsome hearth. The primary bedroom suite is also located on the main level. There is a deck that can be accessed from the primary suite and the living area. Travel upstairs to lovely guest rooms with a shared full bathroom. The lower level is a great recreation space with walkout access to the backyard, sleeping area, full bath, and plenty of storage space. Two car attached garage with direct access into a mudroom area. The home is being sold furnished and equipped. Enjoy world class skiing, golf, fishing, kayaking, mountain biking and more from this spot. Perfect for a primary or vacation retreat. This is a must see in Killington! See Listing Details & 50 images.

$1,399,999 $523 per sq.ft. Killington VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 4002  |  Acres: 1.1
Listed on Tuesday Feb 10, 2026
Description: The Queen's Croft--A Luxurious 4-Bedroom, 5-Bath Custom Vacation Home less than 2 miles to Bear Mountain. Built in 2007 and spanning three beautifully finished levels, this fully furnished and equipped 4,000 sq ft custom home offers the ideal blend of luxury, comfort, and convenience. The property features many thoughtfully designed rooms, and high quality details like heavily-insulated 2x6 construction, 12-inch on center deck framing, and 200 amp electrical service. Private Setting & Exceptional Outdoor Living located on peaceful, wooded, 1.1 acre lot, the home features a large deck for outdoor dining and relaxation, plus a private hot tub for unwinding after a day on the mountain. Ample parking ensures easy access for owners and guests alike. Designed for Mountain Living. Both the upper and lower entryways offer exceptional storage solutions, with the lower foyer offering storage for skis and boards, as well as a custom drying rack for wet boots and gear--keeping everything organized and ready for your next adventure. A striking stone, wood-burning fireplace anchors the main living area, creating a warm and inviting gathering space. Spacious & Fully Appointed. With four bedrooms and five bathrooms across three levels, the layout provides comfort and privacy for groups of all sizes, and the spacious chef's kitchen is perfectly appointed for feeding a hungry crowd. The home comes fully furnished and turnkey, allowing you to step right into the mountain lifestyle without lifting a finger. Strong Rental History. This property has an established rental track record, making it an excellent option for buyers seeking both personal enjoyment and investment potential. Don't miss this rare opportunity to own a luxurious, well maintained mountain retreat in one of Killington's most desirable locations. Ready for immediate enjoyment and income generation, call today to schedule a private showing. See Listing Details & 59 images.

$1,750,000 $614 per sq.ft. Killington VT Home »


Price Change! Reduced by $15,750,000 down 900% on July 31st 2026
2 Beds | 3 Baths |   Total Sq. Ft. 2848  |  Acres: 1.6
Listed on Friday Jul 31, 2026
Description: WOW, WOW, WOW ! This incredible Killington home was personally constructed by a Killington builder as his own home with one goal in mind - to deliver unmatched views of Killington and Pico peaks from every space possible. Wake up in the primary bedroom and ensuite bath, sip coffee around the kitchen island, entertain friends in the dining room (with a wood-burning fireplace), or snuggled up to the woodstove in the living room, and savor the stunning views just a glance away. The mountain views continue from two decks (each with a firepit) and the covered porch, and they include the beautiful terraced summer gardens. The warm interior is highlighted by rich wooden trim, hardwood flooring in the living and dining area, and a massive brick hearth that houses both the wood-burning fireplace and woodstove. The well-appointed chef's kitchen features high-end appliances, a spacious butcher block island and a walk-in pantry. In addition to two bedrooms, there are two spacious rooms, perfect spaces for a fitness studio, home office or playroom. Storage will never be an issue, with large closets throughout, the storage pantry, a laundry room and a loft above the over-sized 2-car garage. Located on a private road, this property's seeming seclusion belies its close proximity to Killington resort and to the many thriving restaurants, shops and bars along Killington Road. Here is your turn-key invitation to live the mountain highlife in gorgeous Killington, Vermont! See Listing Details & 60 images.

Under Contract Killington VT Home for sale $1,900,000 $202 per sq.ft.

$1,900,000 $202 per sq.ft. Killington VT Home »

26 Beds | 24 Baths |   Total Sq. Ft. 9429  |  Acres: 12.3
Listed on Monday Apr 27, 2026
Description: Fully staffed Inn, Restaurant & Pub with Owner's Wing. Own a high-demand hospitality asset in Killington; Vermont's most iconic resort town, and a proven tourism powerhouse. With a track record of gross sales over $1MM, this hotel and bar attract consistent year-round traffic from skiers, hikers, and vacationers, while maintaining strong local patronage. With proven demand and a prime location in one of New England's most resilient leisure markets, it represents a rare opportunity for investors seeking stable revenue and long-term growth potential. Also perfect for anyone looking to shorten their commute; work where you live and play! The owner's apartment is a massive 4 bedroom, 2 1/2 bath, two story apartment with spectacular views and a fenced yard making it the perfect owner occupied business opportunity. See Listing Details & 59 images.

New Listing! Killington VT Home for sale $1,900,000 $648 per sq.ft.

$1,900,000 $648 per sq.ft. Killington VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 3634  |  Acres: 1.25
Listed on Sunday Sep 6, 2026
Description: Welcome to 75 Downabout Road, where new construction, spectacular mountain views and an exceptional Killington location come together. Privately situated on 1.25 acres along a dead-end road between the K-1 Base Area and Bear Mountain, this five-bedroom, four-bath home looks toward the Skyeship Gondola and offers breathtaking winter views. Thoughtfully designed for mountain living and entertaining, the home features luxury vinyl plank flooring, quartz countertops and Andersen windows. A generous kitchen island anchors the open living space, flowing into the cathedral-ceiling living room where expansive windows frame the views and a gas fireplace creates an inviting gathering place. An innovative heat-pump system provides efficient heating and central air conditioning, complemented by radiant heat in the finished daylight walkout lower level. The upper level features a private primary en suite, with a second en suite on the main level and two additional bedrooms on the lower level, including a custom built-in bunk room. A dedicated movie theater provides another inviting space for gathering and entertaining. Après-ski starts at home; relax in the Hot Tub or Almost Heaven Barrel Sauna on the deck after a day on the slopes. Just down the road, park near the bridge, access the slopes and ski down to the Skyeship Gondola, an incredible option for avoiding mountain traffic and parking on busy days. Close to golf, skiing and snowmobile trails, 75 Downabout Road offers an exceptional opportunity to enjoy Killington mountain living. Schedule your private viewing today. See Listing Details & 56 images.

$2,300,000 $840 per sq.ft. Killington VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 4498  |  Acres: 1.36
Listed on Wednesday Aug 5, 2026
Description: Experience the charm of quintessential Vermont mountain living in this exquisitely crafted log home, masterfully built by renowned local builder Rick Moore. Ideally positioned within the heart of the resort area, this exceptional 4 bedroom, 3 1/2 bath custom built retreat offers the perfect balance of privacy, comfort, and unbeatable convenience. Located less than five minutes from the base of the mountain home to the prestigious Women's World Cup, and just moments from the Killington golf course, you'll enjoy effortless access to world-class skiing, riding, golfing, hiking, mountain biking, dining, and everything else this four-season destination has to offer. Designed with both everyday living and entertaining in mind, the thoughtfully planned floor plan features a spacious main-level primary suite, while two additional bedrooms and a full bath upstairs provide comfortable accommodations for family and guests. The lower level offers a fourth bedroom adjacent to a second family room, creating the perfect retreat for visitors or additional living space. Warm, inviting interiors showcase the timeless beauty of log construction, complemented by two stunning fireplaces that provide instant warmth and ambiance at the touch of a button. The game room, complete with a pool table, offers endless entertainment after a day on the slopes or golf course. Step outside from the walkout lower level and unwind in your private hot tub while surrounded by the peaceful beauty of Vermont. Whether you're searching for a year-round residence or a vacation getaway, this remarkable home offers an incredible opportunity to own a true Vermont retreat in one of the area's most sought-after resort locations. This property is being sold furnished. Check out this gorgeous property today! See Listing Details & 56 images.

$2,450,000 $1,052 per sq.ft. Killington VT Home »

3 Beds | 5 Baths |   Total Sq. Ft. 3328  |  Acres: 6.14
Listed on Thursday May 14, 2026
Description: This fully furnished, high end home delivers opulence from the moment you pull in. From the recently resurfaced driveway your eyes are immediately drawn to the newly installed daltile porcelain roof, offering you peace of mind for decades to come. Park your car in the 2 car garage and enter into a dedicated mudroom with copper fire slate flooring. The dedicated laundry room offers LQ Signature washer/dryer, soap stone counter top and a deep work sink. Entering into the grand foyer you will be met with floor to ceiling windows in the living room that deliver breathtaking mountain views, giving you a sense of seclusion. Unwind by the beautiful floor to ceiling stone hearth fireplace. For your comfort there is a 30,000 BTU AC in the great room. Immerse yourself into the stunning chefs kitchen with Brazilian Venata countertops, cherry cabinets and stainless steel appliances. The Bruce Kennedale Prestige maple hardwood flooring throughout the living room, dining room and kitchen adds beauty, durability and is designed to last a lifetime. The spacious primary suite located on the main floor offers a large bedroom with miles of mountain views, a walk in closet, sitting area, 9000 BTU AC, large whirlpool tub, walk in shower, double sink, toilet room and sauna. Relax in the 4 season sunroom offering 180 degree mountain views and the tranquility of the natural brook. Host a gathering on the large two wing wood deck. Whether it is a bbq or sitting by the on deck fire pit, entertaining is made easy here. Upstairs you will find 2 large ensuite bedrooms both offering incredible mountain views. Downstairs in the family room there is a Westwood Tuscany 8 foot pool table that converts to a ping pong table. Enjoy the ambiance of an additional fireplace. You will find additional sleeping space, a 3/4 bath and storage rooms as well. The property comes with 3 additional parcels which can be divided off, retained for privacy or create your family compound. This is a must see property! See Listing Details & 60 images.

$2,675,000 $619 per sq.ft. Killington VT Home »

3 Beds | 5 Baths |   Total Sq. Ft. 4321  |  Acres: 1.5
Listed on Saturday Jun 27, 2026
Description: This Stunning home has an amazing location on the 4th hole of Killington Golf Course in the heart of Killington Resort! It has an extraordinary combination of golf course frontage and unobstructed vistas of the Killington Mountain range. Enjoy total privacy while being less than a half a mile to the downtown restaurants, and less than 2 miles to the Killington Base lodges. The recent renovations by renowned architectural firm Robert Carl Williams include large round custom windows, wide plank white oak quarter sawn flooring, and natural Vermont granite, which are seen throughout this magnificent home. The open floor plan is ideal for entertaining. The chef's kitchen and large connected dining room are steps from the sunroom with its floor to ceiling windows that integrate the 1.5-acre landscape. This floor also has a main floor guest bedroom and full bathroom. The generous newly added master bedroom on the top floor, with en-suite bathroom, features breathtaking year-round mountain views. This floor also has an additional bedroom and full bathroom. Visit the first floor to discover a family room with a fireplace, kitchenette, two offices, a full bathroom, an additional sunroom, as well as access to the outdoor hot tub. You enter the home via the custom post and beam four vehicle carport. The property has an equally impressive studio apartment located above a heated detached two-car garage. Meticulously designed, constructed, and maintained, this exceptional home will be enjoyed for generations to come. See Listing Details & 59 images.

$2,750,000 $757 per sq.ft. Killington VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3631  |  Acres: 0.9
Listed on Wednesday Sep 2, 2026
Description: Ski-on, ski-off residence just steps from Killington's Homestretch Trail, 151 Big Rock Road is a custom-built mountain retreat that pairs a desirable location with striking architecture. At the heart of the home, the main living area invites you to gather and unwind. A floor-to-ceiling natural stone fireplace comes together with cathedral ceilings, expansive windows, exposed timber framing and wide-plank floors to create an inviting mountain setting. The seamless connection to the kitchen and dining area creates an effortless setting for entertaining, lingering over meals, and relaxing together after a day on the slopes. Warm wood cabinetry and finishes complement the stainless-steel appliances, while a generous breakfast bar provides a casual spot for dining and conversation. Just off the main living area, a cozy den offers a quiet place to escape the activity and unwind. The spacious mudroom is thoughtfully designed for mountain living, with durable slate flooring, plenty of room for gear and a wood-burning stove to welcome you in. From here, a ¾ bath with sauna leads to the deck and hot tub. A striking timber staircase brings you to the second level and tucked at one end is the primary bedroom complete with en-suite bath, walk in closet, another dramatic fireplace, and a private balcony with stairs down to the hot tub. The other end of this generous level has an expansive recreation room with a private balcony that extends the length of the living space and rear stairs down to the hot tub. This impressive room provides a second gathering area for apres-ski and games. Three more refined bedrooms and a full bathroom complete the second floor. Lastly, this home features a heated attached two car garage and a semicircle driveway with plenty of parking. Entry from the garage leads to a laundry room and another half bath. From its exceptional location to thoughtfully designed spaces 151 Big Rock has it all! Check out the 3D tour and schedule your private showing! See Listing Details & 60 images. Includes a Virtual Tour

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