Killington Real Estate

Welcome to Killington, a picturesque town nestled in the heart of Vermont's Rutland County. Known for its stunning natural beauty and outdoor recreational opportunities, Killington is a sought-after destination for both visitors and residents alike.

As the largest ski area on the East Coast, Killington is a haven for winter sports enthusiasts. With world-class skiing and snowboarding trails, as well as a vibrant après-ski scene, this charming town attracts snow lovers from near and far. In the warmer months, Killington transforms into a paradise for hikers, mountain bikers, and golfers, with miles of scenic trails and lush greenery to explore.

Beyond its outdoor offerings, Killington boasts a welcoming community and a thriving arts and culture scene. From local art galleries and craft fairs to cozy cafes and farm-to-table restaurants, there is always something new to discover in this vibrant town.

Whether you are looking for a vacation home, a permanent residence, or a rental property investment, Killington offers a wide range of real estate options to suit your needs. From cozy mountain cabins to luxurious ski-in/ski-out condos, there is something for everyone in this charming Vermont town.

Come experience the magic of Killington and make this beautiful town your home away from home.

Newest Listings in 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

$199,000

3 Beds ⋅ 3 Baths ⋅ 5108891 MLS

Own a piece of the slopeside lifestyle at the iconic Killington Grand Hotel! This 13-week interval ownership offers an exceptional combination of luxury, convenience and flexibility, putting world-class skiing, riding and summer mountain adventures just steps from your door. Located on the main level of the hotel, this beautifully appointed residence enjoys mountain views from every room, sleeps up to 10 and features three bedrooms, each with its own full bath, a well-equipped kitchen with granite countertops, generous living and dining areas, a sleep sofa and two private balconies overlooking the resort. A lockout bedroom provides exceptional flexibility: configure the property as two separate units for rental opportunities, or open it up and enjoy more than 1,500 square feet of comfortable living space yourself. As a Grand owner, you'll enjoy an impressive array of resort amenities including a luxurious spa, fitness center, outdoor heated pool and hot tubs, ski and bike storage, valet services, elegant common areas, Preston's Restaurant and an exclusive owner's lounge. Best of all, the distinctive footbridge over Snowshed Pond provides convenient access to the ski lifts and summer attractions. Your 13 weeks of ownership can be used for personal enjoyment, rented to others or exchanged through a vacation network for destinations around the world. Whether you're looking for a convenient home base for family ski vacations, a four-season mountain retreat or an opportunity to participate in the Killington vacation rental market, this is a rare chance to own at one of Vermont's premier resort properties.

228 E Mountain Rd Unit 108/110 Interval III, Killington

$1,900,000

5 Beds ⋅ 4 Baths ⋅ 5108483 MLS

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.

75 Downabout Rd, Killington

$675,000

3 Beds ⋅ 2 Baths ⋅ 5108475 MLS

Light, Bright & Ideally Located for Four-Season Mountain Living! Enjoy the ultimate Killington getaway in this nicely maintained, 3-bedroom, 2-bath, two-level end-unit condo offering convenient ski-in/ski-out access via the Sunrise chairlift and direct connection to the extensive Killington trail system. Inside, atrium windows fill the dining area with natural light, while a soaring brick-front wood-burning fireplace creates a warm and inviting focal point in the living area. The updated kitchen and flooring add modern comfort, while beautiful mountain views provide the perfect backdrop for relaxing after a day on the slopes. A flat entry from the parking area makes loading and unloading easy, and exterior decks off both the living area and upper bedroom provide wonderful spaces to enjoy the mountain setting. The Sunrise community offers an impressive array of amenities, including an indoor pool, hot tub, sauna, steam room, fitness center, locker rooms, outdoor summer pool, tennis courts, and year-round outdoor hot tub. The adjoining trail system is ideal for snowshoeing and cross-country skiing, providing easy access to even more of Vermont's natural beauty. For added convenience, the on-site restaurant offers lunch and dinner on winter weekends, making it easy to unwind without leaving the property. Whether you're looking for a four-season vacation retreat, a ski-focused escape, or a mountain investment property, this exceptional Sunrise condo offers the location, amenities, views, and easy access to everything Killington has to offer.

27 Timberline S At Sunrise, Unit I2, Killington

$510,000

2 Beds ⋅ 2 Baths ⋅ 5108454 MLS

Move right into this turnkey condo near the slopes. Enjoy the best of mountain living in this beautifully updated, fully furnished and equipped two-bedroom, two-full-bath condo. Ideally situated in a convenient ground-floor, end-unit location, this home offers easy access, convenient parking, and a comfortable layout designed for both relaxing getaways and year-round enjoyment. The condo has been freshly painted and features brand-new luxury vinyl plank flooring throughout, creating a fresh, modern feel. Additional conveniences include an in-unit washer and dryer, a cozy wood-burning fireplace, and a private outdoor storage locker, perfect for keeping skis, snowboards, and other seasonal gear organized. Located close to the ski home trail, the property makes getting to and from the mountain easy. During winter weekends and holidays, take advantage of convenient shuttle service to and from the mountain. The extensive association amenities make this an exceptional four-season retreat. Enjoy an indoor pool, sauna, fitness equipment, locker room, large outdoor year-round hot tub, and tennis courts. Move-in ready and available immediately, this is a fantastic opportunity to own a fully furnished mountain condo with everything you need for comfortable year-round living or a vacation getaway.

114 High Ridge Rd Unit C9, Killington

$1,250,000

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

$12,700,000

5108270 MLS

The magic ingredient for successful ski development is a trailside location. Killington’s Cherry Knoll may be the last opportunity to acquire 256 acres of land with ski-on, ski-off access from the Sunrise Triple Chair, located directly on the property and serving as the gateway to Bear Mountain and 75 miles of ski trails at "The Beast of the East." The Phase 1 & 2 permitting process is complete, and the site is ‘shovel-ready’ for 27 residential units, with road infrastructure under construction to the incredible custom-building sites, offering spectacular views of the ski trails cascading down from Bear Mountain and Skye Peak. In addition, an incomparable 210 acres are available for future development. With the momentum of the Town’s Killington Forward movement behind it, Cherry Knoll is positioned for a new owner to build, generate revenue, and realize their dream. Killington is entering an exciting new era. New local ownership has brought energy and a commitment to delivering a world-class ski experience. Canada's Great Gulf Corporation is committing a massive $3 billion investment in Vermont's future, building the long-awaited ski village and creating affordable housing for the community. Cherry Knoll sits at the heart of it all in the Ski Village District surrounding Bear Mountain. But it’s far more than a ski property. It’s the ticket to year-round adventure in the adjoining 17,000 acres of protected wilderness in the Coolidge State Forest. The Magic is there—the only thing missing is your Imagination!

1 Falls Brook Rd, Killington

$450,000

1 Beds ⋅ 2 Baths ⋅ 5108209 MLS

Welcome to Highridge, one of Killington’s most desirable condominium communities! This inviting one-bedroom plus loft, two-bath condo offers an abundance of natural light, cathedral ceilings, warm natural woodwork and a wood-burning fireplace, the perfect setting to relax after a day of mountain adventures. The open living and dining area provides a comfortable gathering space, while the loft adds flexibility for family and guests. A spacious ski locker is available for you right by the entry way. You will be amazed by the views of the fall colors and the winter scenery. Highridge offers an impressive collection of amenities, including an indoor heated pool, outdoor stone hot tub, exercise facility, sauna, tennis courts and a clubhouse with gathering space with large screen TV, a ping-pong table and fooseball table. Enjoy the convenience of the nearby ski-home trail, along with weekend and holiday shuttle service to the slopes. Offered furnished and ready for you to bring your gear and start enjoying the Killington lifestyle, this is an ideal home base in one of Vermont’s favorite year-round destinations. Skiing, golf, mountain biking, hiking, dining and endless outdoor recreation are all within easy reach. Come experience Highridge for yourself schedule your showing today!

112 High Ridge Rd Unit D8, Killington

$895,000

3 Beds ⋅ 4 Baths ⋅ 5108146 MLS

Directly across the road from Pico Mountain and minutes from Killington Resort, this fully furnished post-and-beam home is ready for your Vermont mountain lifestyle. The open-concept first floor features a large, newly renovated kitchen with plenty of space to cook, gather, and unwind after a day on the slopes. Upstairs, all three bedrooms offer private en suite bathrooms, with sleeping accommodations for seven. A finished basement adds flexible space for recreation or relaxing. Set on 1.1 wooded acres, the home offers over 2,000 total square feet of living space, as well as a large back deck with full winter views of Pico! Enjoyed as a primary residence by its current owners, this home is equally suited to a ski getaway with room to host family and friends. The seller is the spouse of the Listing Agent.

142 Old Coach Rd, 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

$589,900

2 Beds ⋅ 3 Baths ⋅ 5107936 MLS

Welcome to this beautifully updated and furnished retreat offering comfort, style, and easy access to exceptional spa and wellness amenities. The tiled entry-level mudroom provides a practical welcome, while two spacious bedrooms, each with its own ensuite bathroom, offer privacy and convenience. The inviting living room features a wood-burning fireplace and wet bar, creating the perfect setting for relaxing or entertaining. An updated kitchen showcases granite countertops and flows naturally into the dining area, where a slider opens to a large Trex deck complete with solar-powered lighting, ideal for outdoor dining and enjoying the beautifully landscaped grounds. The primary suite is a true sanctuary, featuring a beautifully updated bathroom with a tiled walk-in shower and private sauna. Additional updates include a propane furnace and hot water heater. A second-floor loft adds charm and brings in natural light. Offered furnished, this property is ready to enjoy from day one. As an owner, you'll also have access to an impressive array of spa and wellness facilities, including a lap pool, soaking area, hot tub, sauna, steam room, and fitness center. Whether you're looking for a relaxing getaway, a turnkey second home, or a property designed for year-round enjoyment, this inviting retreat offers a wonderful combination of comfort, thoughtful updates, and resort-style living. There is a credit of approximately $19,000 associated with this property. A portion of this credit is applied monthly to a roof assessment for the townhouse properties. The association fees stated in this listing reflect the net monthly payment. A more detailed explanation is available upon request.

304 Woods Ln Unit C4, Killington

$1,875,000

4 Beds ⋅ 4 Baths ⋅ 5107897 MLS

Groomed trail is 10 feet from the back door and down onto the Sunrise Mountain Rendezvous Ski Trail. This fully renovated, pristine Topridge end-unit townhome offers true ski-in/ski-out access, nearly 3,000 square feet of beautifully designed living space, and spectacular 180-degree views of Bear and Sunrise Mountains. Offered fully furnished, this four-bedroom, four-bath residence has been extensively renovated over the past year. The brand-new, never-used gourmet kitchen features a Wolf range and microwave, Sub-Zero refrigerator/freezer, custom cabinetry, and new countertops. All four bathrooms have been completely remodeled with new tile, glass-enclosed showers, vanities, and fixtures - two have radiant-heated floors. Additional improvements include Inspired Closets systems, new stone-tile and carpet flooring throughout, updated door hardware, whole-home audio, and a new lower-level fireplace. Expansive windows fill the open living spaces with natural light while framing dramatic mountain views and unforgettable Vermont sunsets. The main level flows seamlessly from the kitchen and dining area to a soaring cathedral-ceiling living room with a magnificent fieldstone fireplace and custom built-ins. Outside, a spacious deck and brand-new premium hot tub from Allen Pools & Spas create the perfect setting for après-ski relaxation. The generous primary suite includes a soaking tub and large walk-in closet, while the walkout lower level offers flexible space for a game room and entertaining. Enjoy Killington’s world-class skiing and Sunrise Sports Center amenities, including indoor and outdoor pools, hot tubs, steam room, sauna, fitness center, cross-country skiing, hiking trails, and an on-site winter restaurant. A rare combination of space, views, amenities, and slopeside convenience. SEE PROPERTY WEBSITE FOR VIDEO, VIRTUAL WALKTHROUGH, FLOORPLANS AND MORE!

31 Tacoma Way Unit 35 B, Killington

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