Refine Search
Sort by
777 Roaring Brook Rd, Killington
$799,000
3 Beds ⋅ 2 Baths ⋅ 5115293 MLS
Big mountain adventures meet cozy chalet charm! This adorable three-bedroom, two-bath retreat with a bonus room puts you close to the K-1 gondola, Killington’s golf course and favorite local restaurants, with the added convenience of being on the Barrel Rider route for evening entertainment without having to drive. Enter through the lower level, where a welcoming bonus family room offers extra space for guests to relax and spread out. The kitchen features handcrafted custom cabinets, while a wood stove keeps the living room cozy after a day of mountain adventures. Radiant floors in both bathrooms add another touch of comfort. Step onto the deck to soak in the hot tub, gather around the fire pit and enjoy winter views of Killington and Pico, you can even watch the groomers light up the slopes at night! From snowy ski days to summer rounds of golf and afternoons on the mountain bike trails, this easy-to-maintain chalet is a home base for year-round fun. Bring your skis, mountain bikes, and adventure gear-your Killington getaway awaits!

777 Roaring Brook Rd, Killington

219 Alpine Dr, Killington
$900,000
3 Beds ⋅ 4 Baths ⋅ 5113327 MLS
Ideally situated approximately 235 yards from the Pico Mountain parking lot, this inviting ski chalet offers a rare combination of mountain access, spacious accommodation, and year-round appeal. Set on approximately half an acre, the property captures postcard-worthy winter views of the slopes and features about 3,537 square feet of living space across two levels. The main level includes three comfortable bedrooms, two full baths, and an array of thoughtfully designed gathering spaces, including a game room, dining room, ski-gear room, pantry, and beautifully appointed kitchen. Upstairs, two additional bedrooms, a full bath, and a generous loft provide flexible space for movie nights, reading, or relaxing with friends. A separate entrance enhances the home’s versatility and may support a variety of personal-use and rental configurations. Outside, a hot tub and grilling area near the side entrance make four-season entertaining easy, while a detached outbuilding offers additional room for recreation or storage. Many rooms have been recently painted, and the property’s proven short-term rental history adds investment appeal. Financial information is available to serious inquiries.

219 Alpine Dr, Killington

57 Doubleday Hill Rd, Killington
$989,000
3 Beds ⋅ 2 Baths ⋅ 5112790 MLS
Set on 1.9 acres in the North Sherburne area of Killington, this well-maintained contemporary home is ready for your Vermont mountain lifestyle. A brand-new roof installed this year gives you peace of mind from day one. Inside, a beautiful double sided fireplace anchors the living space, and hardwood floors add warmth throughout. The standout is the sunroom addition, where you can enjoy the changing seasons and the surrounding nature in comfort, even in the depths of winter. Outside, you'll love the firepit for evenings under the stars and the hot tub on a heated deck for après-ski soaks. A detached two-car garage and ample parking make hosting friends and family easy. Minutes to Killington, Pico, and the Green Mountain National Golf Course, this home is a great fit for year-round living, a ski-season retreat, or a summer getaway. Come see it for yourself, call us for a private showing.

57 Doubleday Hill Rd, Killington

183 Southview Path, Killington
$810,000
3 Beds ⋅ 3 Baths ⋅ 5112534 MLS
Tucked away at the end of a quiet dead-end road, this three-bedroom mountain contemporary offers a wonderful combination of privacy, views and four-season convenience. A wall of windows fills the living room with dramatic winter views toward Killington, while exposed beams, gleaming Brazilian redwood floors and a brick fireplace create a warm, inviting setting for après-ski evenings. Completely renovated, the kitchen and dining area is designed for both everyday enjoyment and entertaining, with vaulted ceilings, contemporary pendant lighting, French provincial cabinetry, tiled backsplash, 24-inch floor tile and a generous four-seat breakfast bar topped with gleaming granite. A formal foyer, 3/4 bathroom with walk-in shower and a spacious primary bedroom suite on the same level, offer the convenience of one-level living. Upstairs, two comfortable guest bedrooms - including one with its own sitting room - and an updated full bath provide plenty of room for family and friends. The walkout lower level expands the living space considerably, with a large family room, gear-friendly mudroom, a flex room ideal for a home office, yoga or exercise space, and a utility room with roughed-in bath. Additional unfinished space provides abundant storage. Outside, mature perennial gardens, a view-filled deck and a two-car garage round out the package. Conveniently located just off the Killington Road - minutes from the best skiing, riding, and mountain biking in New England - this versatile home is equally well suited as a private mountain getaway or a short-term rental property. Either way, don't miss this opportunity to own a special property in the heart of Killington.

183 Southview Path, Killington

279 River Rd, Killington
$775,000
4 Beds ⋅ 4 Baths ⋅ 5112256 MLS
A turn-key Killington ski house being sold fully furnished and ready for its next owners! The home sits on 3.4+/- acres with an open lawn bordered by mature hardwoods, just 4.8 miles from Pico Mountain, 7.5 miles from the Killington K-1 Lodge, and 7.7 miles from the Skyeship. It has operated as a very successful rental, is incredibly clean, and the exterior was freshly painted in September 2026! Built in the 1900s, the house dates to the years when Killington was still known as Sherburne, the town's name from 1800 until 1999. Inside, gorgeous original hand-hewn beams span the living room ceiling above hardwood floors and a large stone fireplace. French doors lead from the living room to the screened porch, set up with a fire table, lounge seating, a hanging chair, and a dining table, all looking out into the trees. The dining room features the home's second fireplace, with a wood mantel and built-in shelving alongside. The updated kitchen offers white shaker cabinetry, granite counters, subway tile backsplash, stainless appliances, and a peninsula with seating for four. Upstairs, the queen primary bedroom has a desk and a row of windows overlooking the yard. A bunk room with two sets of bunks and trundles plus an attached full bath makes it easy to host a full ski crew. Outside, a detached barn-style outbuilding sits at the edge of the lawn. Whether you are looking for a place of your own near the slopes or a proven rental, this one is ready to go. Contact us today to schedule a private showing.

279 River Rd, Killington

3471 Rte 4, Killington
$599,000
1 Baths ⋅ 5111665 MLS
Excellent location on Route 4, a major E-W state highway, "The Gateway to Killington", next to Aspen East with high traffic counts. Formerly original Aspen East Ski Shop & Surf the Earth Snowboards retail site, shipping, offices. This 2,971 square foot Building was renovated in 2022 by Luce Farm Wellness into a Showroom, Half Bath, Lab, Commercial Kitchen, Offices, Storage areas. LFW obtained Town and State Permits for CBD Manufacturing, Retail and Internet Sales. Lease expired 9/14/26. Situated in Commercial Route 4 zoning, it was originally a 3 bedroom home, and would make a nice home occupation or residence again. USES WHETHER OR NOT IN PUD: One, Two, MultiFamily Dwellings; Hotel/Lodge; Restaurant & Lounge; Office; Retail Store; Personal Services; Private Club; Post Office; PublicAssembly Use; Outdoor Recreation; Day Care Center School; Or in PUD any Combination or the above, Auto Service Station; Light Industry; Fast Food Restaurant. Minutes to Killington Skyeship base, Bear Mountain lifts & trails, nightlife & restaurants up Killington Access Road. Convenient to town for shopping, services, Rutland Regional Medical Center. Enjoy mountain biking, 2 golf courses. NOW is the time to become part of epic Killington Forward growth. NEW investor owners, The Killington Independence Group LLC, are positioning Killington to grow a world-class resort with the longest season in the East, upgrade lifts, add parking, build a new Bear Mountain base Lodge, expand snowmaking at K and Pico, and mountain bike trail system. NEW: Municipal Water System for Six Peaks Village on 1,000+ acres by Great Gulf in the very near future, Town Center on Route 4, and trailside developments. Disclosure: Agent is a co-owner/seller. REDUCED

3471 Rte 4, Killington

120 Rustic Dr, Killington
$498,000
4 Beds ⋅ 2 Baths ⋅ 5110839 MLS
Your chance to own a classic Killington mountain retreat has finally arrived! Cherished by the same family for many years, this cozy 4-bedroom, 2-bath chalet is ready to welcome its next chapter. Situated directly across from the Green Mountain National Golf Course and just minutes from the world-class slopes of Killington Resort, this property offers the ultimate four-season Vermont lifestyle. It features a large mudroom for all your ski gear with direct access to overhead storage. Inside, the open living room impresses with cathedral ceilings, bright skylights, and a warm wood-burning stove. A casual kitchen breakfast bar separates the cooking space from the living area, making entertaining a breeze. Additional highlights include two updated bathrooms and a south-facing deck perfect for summer sunbathing and outdoor dining. Don't let this rare Vermont opportunity pass you by; make this cozy chalet yours today!

120 Rustic Dr, Killington

293 Tanglewood Dr, Killington
$659,000
3 Beds ⋅ 2 Baths ⋅ 5109634 MLS
This classic Killington chalet is ready for your next mountain getaway, in any season. With three bedrooms and two living rooms for your group to spread out, this house offers plenty of possibilities for a family reunion, a ski crew, or a quiet retreat. Winter here means easy access to Killington Resort's legendary terrain, the most skiable acres in the East, along with the quieter, community feel of Pico Mountain just down the road. Come spring and summer, the open deck is perfect for soaking up the sunshine, and just below it, tucked at the bottom of the stairs, the hot tub offers a private spot to unwind after a day of hiking, biking, or golfing. In the fall, this property puts you close to some of Vermont's best leaf-peeping, with the surrounding hills turning brilliant shades of red and gold. All of this sits on two private acres, your own retreat away from the energy of the resort, yet still close enough to take advantage of everything the area has to offer. And with Killington's Potential Village project continuing to take shape, planning out new shops, restaurants, and year-round amenities to the base area, this location is only getting better positioned for the future. Inside, the updated kitchen features stone counters, updated appliances, and plenty of room to cook for a crowd. The open floor plan on the upper level ties the kitchen, dining table, and living area together, making it easy to entertain, keep conversation flowing, and enjoy the mountain lifestyle Killington is known for, no matter the time of year.

293 Tanglewood Dr, Killington

163 Rocky Ridge Rd, Killington
$849,000
5 Beds ⋅ 4 Baths ⋅ 5109266 MLS
A truly special Killington property, this distinctive 1968 post-and-beam home pairs timeless mountain character with the comforts and updates today’s buyers expect. Set behind an elegant sweeping drive, the home sits in an exceptional, park-like setting with mature landscaping that creates a sense of privacy and arrival rarely found so close to the Killington Road and resort. Inside, the original rustic character shines through vaulted ceilings with exposed beams, warm maple and cherry floors, knotty pine ceilings, rustic barnboard walls, and a massive floor-to-ceiling fieldstone fireplace crowned by a hand-hewn timber mantel. The updated kitchen blends naturally with these classic elements, while an expansive hot tub room and sauna invite long après-ski evenings and year-round relaxation. A double-roof design with additional insulation enhances efficiency and comfort in every season. The walkout lower level adds remarkable versatility with a private in-law apartment, complete with its own fieldstone fireplace - ideal for guests, extended family, a caretaker, or potential rental use. Multiple covered and open decks extend living outdoors, overlooking beautifully established grounds that feel more like a private mountain park than a resort property. And then there’s the rare three-car detached garage, offering room for vehicles, skis, bikes, toys, tools and everything else that comes with the Vermont lifestyle, plus a partially finished upper level for storage or future possibilities. With world-class skiing, riding and mountain biking just minutes away, this is more than a mountain home - it’s a place to settle in, spread out, and enjoy Killington in every season.

163 Rocky Ridge Rd, Killington

75 Downabout Rd, Killington
$1,675,000
5 Beds ⋅ 4 Baths ⋅ 5108483 MLS
PRICE IMPROVEMENT! Morning coffee by the fireplace. Après-ski on your deck. Watch the Skyeship Gondola glide up and down the mountain as you settle into your own Killington retreat on Killington's Bear Mountain. Newly constructed and offered with brand-new furnishings included, this five-bedroom, four-bath home is ready to move in and enjoy this ski season. Privately situated on 1.25 acres along a dead-end road between the K-1 Base Area and Bear Mountain, 75 Downabout Road pairs beautiful winter gondola views with room to gather, entertain and unwind. After a day on the slopes, soak in the hot tub, recharge in the Almost Heaven barrel sauna or settle in for movie night in your dedicated home theater. At the heart of the home, a spacious kitchen with quartz countertops and a generous island opens to a cathedral-ceiling living room, where expansive windows showcase the winter views and a gas fireplace makes snowy evenings especially inviting. Andersen windows and luxury vinyl plank flooring complement the thoughtfully designed interior. An upper-level primary suite offers a private retreat, while a second en suite on the main level provides a welcoming space for guests. The finished daylight walkout lower level includes two additional bedrooms, including a custom built-in bunk room. A heat-pump system provides heating and central air conditioning, complemented by radiant heat on the lower level. An EV charging station is already in place. Just down the road, park near the bridge, access the slopes and ski down to the Skyeship Gondola - a convenient option for avoiding mountain traffic and base-area parking on busy days. With skiing, golf and snowmobile trails nearby, this is a home to enjoy in every season. New construction. Brand-new furnishings. Your Killington mountain home, ready to enjoy. Schedule your private viewing today.

75 Downabout Rd, Killington

347 Barts Hill Rd, Killington
$1,195,000
3 Beds ⋅ 3 Baths ⋅ 5108394 MLS
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.

347 Barts Hill Rd, Killington

46 Deer Run, Killington
$2,895,000
3 Beds ⋅ 4 Baths ⋅ 5108098 MLS
BRAND NEW CONSTRUCTION. Set on 0.88 private acres just minutes from Killington and Pico Mountain, this newly built mountain retreat is a true blank slate with some of the best views in town. Including three bedrooms and four bathrooms this is a thoughtfully crafted home. Ceilings soar to 28 feet in the den, 12 feet upstairs and in the primary suite, and 10 feet in the basement, with Anderson windows framing the surrounding scenery. A native granite masonry fireplace anchors the open living area. The kitchen features GE Profile appliances, three ovens, and a Blanco barn sink. Moen matte fixtures, custom woodwork, ¾" knotty pine tongue-and-groove accents, and Danaher-finished yellow pine floors add warmth throughout, while Chicago brick tile brings rustic charm to each bath. Built 20% beyond standard efficiency benchmarks with whole-house spray foam, high-end plumbing, and multi-zone HVAC with high-efficiency AC. Also included: heated garage, ski room with custom cubbies, 1,000-gallon propane tank, and generator readiness. Over 3,000 sq ft of additional unfinished space you could add to the home without an addition. CertainTeed cedar impression siding and a standing seam metal roof with snow guards complete the exterior. A rare chance to own brand-new construction minutes from the lifts and Killington's access road. Call today to learn more about this amazing home!

46 Deer Run, Killington

151 Big Rock Rd, Killington
$2,750,000
4 Beds ⋅ 4 Baths ⋅ 5107842 MLS
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!

151 Big Rock Rd, Killington

176 Doubleday Hill Rd, Killington
$748,000
3 Beds ⋅ 2 Baths ⋅ 5104032 MLS
MOTIVATED SELLERS ! This four-season getaway or full-time home features 3-Bedrooms, 2 baths and an attached 2-car garage with storage above. The generous mudroom leads to the main level with a tastefully updated kitchen, a dining area that overlooks the cozy living room with a woodstove, cathedral ceilings and a skylight for abundant natural light. A slider leads to outdoor living on the multi-level deck which also leads to the bedroom on this level. A renovated full bath completes this floor. Upstairs is comprised of two additional bedrooms (one with a private deck) and the other with a “Laugh-in” window overlooking the living room and another beautifully updated bath with a skylight. The finished walkout lower level expands the living area ideal for relaxing and hosting friends or a game room and more space for a home office. The large laundry-utility room completes this level. The private, nicely-landscaped 1.1 acre lot with a level driveway is located across from Green Mountain National Golf Course. Just minutes to Killington nightlife and skiing, this lovingly-maintained home includes a low-heat security system to insure peace of mind in every season. SCHEDULE YOUR PRIVATE SHOWING NOW !

176 Doubleday Hill Rd, Killington

22 Mountainside Ln, Killington
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 5103385 MLS
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!

22 Mountainside Ln, Killington

182 Bearly Hi Way, Killington
$1,750,000
2 Beds ⋅ 3 Baths ⋅ 5102819 MLS
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 views continue from two decks (one with a firepit) and they include the beautiful terraced summer gardens. The warm interior is highlighted by rich wooden trim, hardwood flooring in the living and dining areas, 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 pantry, a laundry room and a loft above the over-sized 2-car heated garage with Tesla storage batteries in lieu of a whole-house generator. 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!

182 Bearly Hi Way, Killington

58 Knoll Dr, Killington
$1,250,000
3 Beds ⋅ 4 Baths ⋅ 5101552 MLS
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!

58 Knoll Dr, Killington

265 Telefon Trl, Killington
$898,000
3 Beds ⋅ 3 Baths ⋅ 5097766 MLS
Offered for the first time by its original owner, this distinguished Killington Basin residence was thoughtfully designed and built by renowned Roaring Brook Constructors, Killington’s award-winning design/build firm. The property offers an expansive backyard with two decks to enjoy nature. Set within the sought-after Telefon Trail neighborhood, the property offers exceptional access to the lifts and the acclaimed dining along Killington Road. Inside, the layout connects the living spaces with ease, while an oversized heated two-car garage adds comfort and convenience through Vermont’s winter season. The expansive primary suite features a walk-in closet and a well-appointed private bath with double sinks, a whirlpool tub, and a separate stall shower. A secondary suite provides its own walk-in closet and direct access to a shared bath. The cupola set in the middle of the house brings in natural light. Nicely landscaped with expansive lawns, flower gardens, crab apple trees, evergreens and red maples. Sale is subject to Sellers finding suitable housing prior to closing. Seller is a licensed real estate broker.

265 Telefon Trl, Killington

243 Cricket Hill Rd, Killington
$949,000
4 Beds ⋅ 4 Baths ⋅ 5097221 MLS
Nestled in a picturesque and private Killington setting, this inviting 4-bedroom, 3.5-bathroom home offers the perfect combination of comfort, functionality, and timeless appeal. Set on a beautiful 5 acre lot with a scenic pond and charming gazebo, the property provides a peaceful backdrop for year-round enjoyment, whether you're sipping your morning coffee by the water or taking in the beauty of Vermont's changing seasons. Thoughtfully renovated and expanded in 1998 in partnership with Roaring Brook Constructors, the home was transformed to better accommodate modern living. Improvements included the addition of baseboard heat, front & rear covered porches, a spacious family room with vaulted ceilings, a large mudroom, designated laundry room, attached two-car garage, and expanded second-floor living space. Complementing the home's generous layout is a formal dining room, ideal for hosting holiday gatherings, dinner parties, or everyday meals with family and friends. The result is a home that offers generous gathering spaces while maintaining a warm and welcoming atmosphere throughout. Filled with natural light, the home features two inviting living rooms, each anchored by a wood-burning fireplace, creating the perfect space to relax and unwind. Significant system upgrades include central air conditioning on the upper level, a standby generator, septic alarm, and well pump safety shut-off for added peace of mind. Recent improvements further enhancing the property's appeal include a new roof installed in 2025, a brand-new boiler installed in 2026, and new carpeting on the second level. Lovingly maintained and enjoyed as a full-time residence, this home offers a rare opportunity to experience the privacy and tranquility Vermont is renowned for while remaining close to all that Killington has to offer. Whether you're seeking a year-round home or a Vermont retreat, this special property is ready to be enjoyed in every season. Call today to schedule your private showing!

243 Cricket Hill Rd, Killington

426 Roaring Brook Rd, Killington
$2,675,000
6 Beds ⋅ 5 Baths ⋅ 5097098 MLS
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.

426 Roaring Brook Rd, Killington

57 Miller Brook Rd, Killington
$650,000
1 Beds ⋅ 1 Baths ⋅ 5091855 MLS
Location, location, location, Ideally located just off Killington Road, this fully furnished, one-owner home offers the perfect balance of convenience, privacy, and opportunity. Set on a peaceful half-acre lot, the property is within walking distance to restaurants, cafés, nightlife, shopping, and public transportation to the slopes, making it easy to enjoy everything Killington has to offer year-round. After a day on the mountain, retreat to your own private setting with plenty of outdoor space for entertaining, relaxing around a firepit, or enjoying quiet mornings surrounded by Vermont scenery. Commercial zoning adds exceptional flexibility and future potential, with public sewer access located across the street and planned town water nearby on Killington Road. Whether you're searching for a primary residence or vacation retreat this centrally located property is ready for its next chapter. Great opportunity to own in Killington as future growth is taking shape. Schedule a private showing to see for yourself.

57 Miller Brook Rd, Killington

64 East Ln, Killington
$879,000
4 Beds ⋅ 2 Baths ⋅ 5091090 MLS
Welcome to your family's new vacation home! First time ever offered for sale by the original owner who used it as a family retreat. Located on 1.8 private acres, consisting of two lots +/- 0.9 acres each, one with a custom built four-bedroom home while the other offers the possibility of building another home. Just minutes to the lifts and action on Killington Road, the property is located at the end of a cul-de-sac with an unobstructed view of the mountains across Route 4. 64 East Lane is a modern looking ski house with a unique cedar exterior, steep rooflines, and a cathedral ceiling living room with a striking floor to ceiling ledge stone fireplace opposite a wall of glass overlooking the mountains. The open layout of the first floor, consisting of the kitchen, dining area and living room, is warm and functional for family gathering and entertaining. Also on the main floor is a full bedroom or den and full bathroom. On the second floor are three additional bedrooms, including the primary, and a second full bath. The dry basement is designed to be finished as a game room and additional living space. The home is well insulated, including in the interior walls. Carefully maintained over time, all large windows have been replaced and the exterior was power washed and stained recently. Come see for yourself and schedule a private showing today!

64 East Ln, Killington

109 Mountainside Dr, Killington
$2,450,000
3 Beds ⋅ 5 Baths ⋅ 5088805 MLS
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!

109 Mountainside Dr, Killington

709 Us Route 4, Killington
$1,900,000
26 Beds ⋅ 24 Baths ⋅ 5085656 MLS
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.

709 Us Route 4, Killington

563 Rim Rd, Killington
$1,350,000
4 Beds ⋅ 5 Baths ⋅ 5076203 MLS
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.

563 Rim Rd, Killington

1990 E Mountain Rd, Killington
$1,072,000
3 Beds ⋅ 3 Baths ⋅ 5072455 MLS
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!

1990 E Mountain Rd, Killington

56 Vistas Dr Unit #5, Killington
$2,875,000
4 Beds ⋅ 5 Baths ⋅ 5059095 MLS
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*

56 Vistas Dr Unit #5, Killington

693 Little Sherburne Rd, Killington
$799,000
3 Beds ⋅ 2 Baths ⋅ 5053214 MLS
Beautiful off-grid 3-bedroom home close to Killington Ski Area and Woodstock providing you with easy access to the area’s amenities. Nestled in the midst of the famed Chateauguay the property is surrounded by natural beauty including a serene pond with a natural spring. Solar panels provide electricity while a mix of propane heaters, wood pellet stove and wood fired furnace round out your heat and hot water. The property offers access to an extensive trail system, suitable for ATV riding, snowmobiling, mountain biking, hiking, and more. The house is well maintained and is the perfect spot to relax and enjoy the spectacular views no matter where you look. Plenty of privacy and tranquility. There is an extra large 3-bay garage for all your equipment and toys. Property has a propane powered Carrier 13K volt generator which is capable of running the house and the garage when the two large solar panels aren't producing. The house also has a compact Fortress Power eVault 18.5 kwh battery storage unit. This battery takes up very little space and doesn't require maintenance like traditional less efficient batteries. Starlink is available for internet connection at buyer's cost.

693 Little Sherburne Rd, Killington

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

How much is your home worth?

Get instant property value now!