$2,399,000 $723 per sq.ft. Jamaica VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 3569  |  Acres: 366.1
Listed on Saturday Sep 30, 2023
Description: Discover this renovated timber frame home nestled on 366 acres of private land. Offering a seamless blend of historic character and modern comfort, this 4 bedroom plus office, 4 and a half bathroom home showcases attention to detail. The gourmet kitchen, inviting living spaces, bonus game room and home gym are complemented by a sunlit dining space with a greenhouse sunroom, adding a touch of nature to your daily life. Multiple bedrooms give everyone in your party a private space to relax after a long day exploring the outdoors. Step outside to witness dramatic views of the rolling hills that surround the property. A tranquil pond with gazebo graces the landscape. A well-appointed barn with 5 stalls and a paddock caters to equestrian enthusiasts. Miles of trails crisscross the property, providing endless opportunities for outdoor activities. This property is subject to an Act 250 permit and enrolled in Vermont Current Use Program, securing its natural beauty for the future. Whether you are relaxing on the porch or hosting gatherings in the spacious bonus room, this estate balances seclusion and convenience. Situated in bucolic Jamaica, it is 20 minutes from Stratton and 25 minutes from Mount Snow. Let this be your four season retreat, close to the mountains in the winter, swimming holes in the summer, and stunning views all year round! See Listing Details & 35 images. Includes a Virtual Tour

$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 »

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.

$1,400,000 $318 per sq.ft. Keene NH Home »

4 Beds | 6 Baths |   Total Sq. Ft. 5905  |  Acres: 60.9
Listed on Thursday Jun 11, 2026
Description: This exceptional contemporary home offers over 4,400 square feet of thoughtfully designed living space, set on 60 private acres of forest, streams, and scenic hiking trails. Custom built, the home reflects a deep commitment to quality craftsmanship and comfortable, relaxed living. At the heart of the home is a stunning kitchen featuring a fieldstone fireplace--an inviting space perfect for cooking and entertaining. Beautiful windows overlook the deck and surrounding landscape, while quartz countertops, cherry cabinetry, a center island, and a built-in bench add both style and functionality. The spacious living room with fireplace is filled with natural light, creating a warm and welcoming atmosphere. A cozy den with built-ins, an elegant first-floor primary suite including a soaking tub and tile shower, a charming pine-paneled dining room, and a well-designed mudroom full of closets all contribute to the home's easy livability. Gorgeous hardwood floors extend throughout much of the home. Front and back staircases lead to the second level, where open sitting areas were thoughtfully placed outside each bedroom. A large office anchors one end, and each bedroom features its own private bath. A recently added in-law suite offers exceptional flexibility, complete with a full kitchen and dining banquette, living room with loft above, a bedroom w/large walk-in closet and full bath. It can be accessed from the main house or through a separate entrance via the garage. The walkout heated lower level provides expansive space for recreation and entertainment, including areas for exercise, games, a bunk room, and a full bath. There is storage galore in this home. With endless opportunities to explore your own private acreage and a convenient location just minutes from schools and shopping, this property seamlessly blends privacy, convenience, and understated luxury. 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.

Under Contract Killington VT Home for sale $1,300,000 $479 per sq.ft.

$1,300,000 $479 per sq.ft. Killington VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 3638  |  Acres: 0.9
Listed on Monday Jul 6, 2026
Description: Few architectural styles capture the essence of mountain living like the timeless timber frame home. Handcrafted from Eastern white pine, this exceptional post-and-beam residence showcases soaring cathedral ceilings, graceful curved braces, artful mortise-and-tenon joinery secured with rugged oak pegs, and a dramatic three-story wall of windows that frames the surrounding woodland and fills the home with natural light. A two-car garage provides a practical year-round entry into the mudroom, which leads upstairs to a spectacular open-concept living space surrounded by windows. Built in 2017, the home offers the confidence of modern construction without the wait of building new. Designed for both everyday living and effortless entertaining, the chef's kitchen features gleaming granite countertops, a breakfast bar, center island, seven-burner professional range with double ovens, high-capacity range hood, classic farmhouse sink, subway tile, and mosaic backsplash. The adjoining dining area comfortably seats ten, while a luxurious hot tub on the back deck invites you to unwind after a day on the slopes or trails. The main level includes the primary suite, a bonus room, and a full bath. Upstairs, two expansive bedrooms, each with its own sleeping loft, share a full bath, while an inviting loft-style sitting area overlooks the dramatic living space below. A full-length front deck and thoughtfully crafted fire pit extend the home's living spaces outside, creating the perfect setting to gather with family and friends in every season. Located just off the Killington Road, you'll enjoy the perfect balance of privacy and convenience, with restaurants, shops, nightlife, and year-round recreation just minutes away at the Northeast's premier destination for skiing, snowboarding, mountain biking, and outdoor adventure. If you're searching for a refined mountain retreat, this exceptional timber frame offers the craftsmanship, comfort, and location to make it your own. See Listing Details & 48 images. Includes a Virtual Tour

$1,395,000 $312 per sq.ft. Killington VT Home »

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

New Listing! Killington VT Home for sale $1,395,000 $430 per sq.ft.

$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 »


Price Change! Reduced by $125,001 down 9% on July 2nd 2026
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.

New Listing! Killington VT Home for sale $1,750,000 $614 per sq.ft.

$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 & 57 images.

$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.

$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.

$2,875,000 $719 per sq.ft. Killington VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 4000  |  Acres: 0
Listed on Monday Sep 1, 2025
Description: NEW CONSTRUCTION IN SUNRISE VILLAGE. The Vistas at Sunrise offers the privacy and space of a single family home coupled with the convenience, service, and amenities of a homeowners association. Situated in the center of one of Killington's only ski on/ski off communities, the Vistas enables occupants to access the ski lifts and trails, and return home, without the need for a vehicle. The high quality homes being built offer 4 luxury bedroom suites each with a balcony and private bath, a great room with soaring fireplace, and a recreation room with walkout to a private deck. This home features a home office space, radiant heat, a ski storage/mudroom, and 1-car attached garage. Only 6 homes comprise the Vistas community on a 3.8 acre parcel of common land within the Sunrise community. Each home has full access to all Sunrise amenities including an indoor pool, outdoor summer pool, outdoor year round hot tub, fully equipped fitness center and locker rooms, tennis courts, and extensive trail network. Call now to hear more about this unique and limited opportunity to customize one of only three more homes being built at The Vistas. *Photos are representative of a previously constructed Vistas Home. Property for sale is yet to be built* See Listing Details & 31 images.

$2,895,000 $718 per sq.ft. Killington VT Home »

3 Beds | 4 Baths |   Total Sq. Ft. 4031  |  Acres: 0.88
Listed on Saturday Mar 21, 2026
Description: EXCEPTIONAL BRAND-NEW SKI HOME IN KILLINGTON! Nestled on 0.88 acres in one of Killington's most sought-after locations, this brand-new multi-bedroom with five sleeping rooms--including three officially designated bedrooms--and four bathrooms, this home offers a high level of comfort, luxury, craftsmanship, and energy efficiency with arguably one of the best views in town. Enjoy soaring ceilings--28 feet in the den, 12 feet in the upstairs common areas and primary suite, and 10 feet in the basement--plus Anderson windows that flood the space with natural light. A real masonry fireplace with native granite stone anchors the open living area. The chef's kitchen features GE Profile appliances, three ovens, septic-safe disposal, and a Blanco barn sink. Moen matte finishes, custom woodwork, and ¾" knotty pine tongue-and-groove accents create a warm mountain retreat, complemented by Danaher-finished yellow pine floors with a durable oil coating. Each bath showcases Chicago brick tile for rustic charm. Built for efficiency, the home exceeds standards by 20% with whole-house spray foam, high-end plumbing, multi-zone HVAC with high-efficiency AC, heated garage, ski room with custom cubbies, 1,000-gallon propane tank, and generator readiness. Also, offer 3,000 + additional unfinished square footage for a total of over 7000 sq/ft. The exterior features CertainTeed cedar impression siding and a standing seam metal roof with snow guards. Just minutes from lifts and Killington's famous access road, this rare offering blends luxury, durability, and location. Easy to show or make sure to watch the video. See Listing Details & 50 images. Includes a Virtual Tour

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