Properties Near 424 Trailside Drive Killington, VT

This updated Fall Line Condo in the highly desired A building has you on and off the mountain with ease and comfort. Featuring drive up access to unload gear and two storage lockers in the foyer. Sip your morning coffee in front of the fireplace while taking in the views of Ramshead Mountain and Killington. Hop on the Shuttle Bus, then ski home at the end of your day. With 3 spacious bedrooms all with their own private full bathrooms, there is space and privacy for everyone. The lower-level bedroom can be used as its own separate lockout unit with the option to enroll in a rental program for income property. With a new Bosh dishwasher, new LG washer/dryer, new LVP CoreTec floors throughout, and new primary bathroom renovation, move right in and enjoy all Killington has to offer. Fall Line Condos also include a ski home trail, year round indoor pool, sauna, and hot tub in the community room.

Looking for the tranquility of rural life? Charming, well built, vacation cabin, off the grid, on 30+ acres, with stunning views of Killington. Cabin has 2 bedrooms, 1 bath and a loft, 80% finished including roughed-in bath. Perfect get away from the bothers and troubles of the world, high above the valley with great views of the nearby mountains. Beautiful wood floors, full kitchen and lovely wooden spiral staircase, overlooking the living room with a wood stove which easily heats the whole house. Minutes, 3.4 miles, from Killington Ski areas, and not far drive to Okemo Mountain Resort. Minutes to downtown Woodstock and a short 5 minutes, 3.4 miles, to Long Trail Brewery. House is accessed by a mile long, uphill driveway. House cannot be seen from road so please schedule an appointment. Property has the possibility of 3 subdivisions, or more, sketch attached.

Don’t wait - this spacious one bedroom, one bath condo is nestled along Millionaire’s Row on Killington Resort’s famous Great Eastern Trail. Watch the groomers work through the night and then start your day with a few turns down to the newly renovated Skyeship Gondola without worrying about those pesky special assessments - all capital projects have been completed and paid for! New roof, exterior siding, decks and entryways all guarantee a strong future for this Trailside HOA, with no hidden post-purchase construction projects. Step inside to find brand new hardwood flooring that flows through the open layout, adding warmth and charm to every step. The spacious kitchen is perfect for après-ski entertaining, offering ample counter space and storage for even the best chefs. Relax after a day on the mountain in the inviting living room with a wood stove, ideal for curling up with a good book or sharing stories from the slopes. The king-size bedroom is a true retreat with plenty of room to stretch out and recharge. Plus, Trailside is the only association with private hot tubs and saunas for all! With 991 square feet of thoughtfully designed space, this oversized one-bedroom, one-bath unit lives large but perfectly cozy for those cold winter nights. Located steps from the world famous Great Eastern trail, you’ll enjoy effortless access to world-class skiing in the winter and scenic hiking and biking all summer long. Don’t miss your opportunity to own this rare slopeside gem.

Celebrate a wonderful day on the slopes of Killington Resort from your very own condo. The highly valued Highridge Condo Association is easily accessible via bus to the Snowshed Base Area - home of the future Killington Village. Ski home for lunch, take a quick dip in the 27 person outdoor hot tub or the recently revamped indoor pool with stunning beam work or an apres-ski tour around the well manicured grounds before heading back for a few final laps. This particular two bedroom, two bath unit has one of the largest living areas in the complex, with a beautiful deck overlooking the green mountains, a private sauna with room for two, brand new furniture throughout and completely updated bathrooms just for this sale - including new floors, vanities and toilets! The large sitting area has room for friends and family alike, especially for a night snuggling in front of your Vermont marble fireplace while watching your favorite Warren Miller film. The dining area makes you feel like you're seated amongst the treetops, the perfect spot to enjoy the autumn foliage and host an intimate dinner. Your outdoor deck provides an extra 80 square feet of living space to bring you right into the trees themselves. The unit is priced right to allow you to create your dream kitchen - just like you've always wanted - with a $10,000 credit being offered at close to help make those dreams come true! This unit is easy to show and ready to sell, schedule your private appointment today.

Wake up every morning to breathtaking views of Killington Mountain or watch the snow cats groom at night in this meticulous 2BR, 3BA, 2 story condo, perfectly situated just minutes from world-class skiing, hiking, and year-round mountain adventure. This sun-drenched unit features an open-concept living area with large picture windows that frame the ever-changing mountain landscape. The cozy living room includes a wood-burning fireplace—ideal for relaxing after a day on the slopes. Or perhaps unwinding in your own sauna is more your style! Step out onto your private balcony and take in the panoramic views of Killington and the surrounding Green Mountains. Enjoy resort-style amenities including an indoor pool, exercsie facility, outdoor hot tub and tennis courts. Shuttle to the mountain (weekends and holiday weeks) just steps outside your door and ski home (snow permitting). Outdoor storage locker for all your winter gear. New washer/dryer unit in 2024. Call now to see and be here in time for foliage!

This 2-bedroom, 2-bath fully furnished and equipped Highridge Condominium is conveniently located off of East Mountain Road. Halfway between K1 Lodge and Bear Mountain, Highridge Condos allow for quick access to the slopes. Take the free weekend shuttle to the mountain and then ski home using the Highridge Ski Home Trail at the end of the day. The condo comes nicely renovated, new windows, wood burning fireplace, fresh paint & private back balcony abutting the woods making the location private and quiet! With the ski home trail located directly across the street the summer, spring and fall make it perfect for mountain bikers to access all the mountain has to offer. All the luxurious amenities of Highridge are included in ownership. The Sports Center features a large indoor pool, outdoor, in ground year-round hot tub, locker rooms, exercise facilities and activity center with games. Clay tennis courts compliment spring, summer, and fall activities. Fully furnished so you can move right in.

Panoramic views of Killington, Pico, and the Green Mountains are the focal point from the living area and primary bedroom of this condo, particularly in the winter. This two bedroom, two and a half bath, two level condo features great space to be enjoyed year round with ski home access available during the winter season. Updates include kitchen and bathroom flooring, appliances, cabinets and countertops; new windows installed in 2020; and two new water heaters installed in 2019. This unit features an in-unit sauna, whirlpool tub, and is being sold fully furnished and equipped. Association amenities include winter shuttle service on weekends and holidays, indoor pool, outdoor hot tub, game room, and tennis courts. A special assessment of $318/month (in addition to regular monthly assoc fee) for roof and skylight replacement is expected to continue for several years. This property is currently a full time residence for the present owner but may be rented through the association's designated rental agency. Pets are allowed for owners only.

This well maintained 1 bedroom plus loft, 2 bathroom condo offers modern comforts and elevated living in a convenient location. High ceilings and an abundance of natural light create an airy, open atmosphere perfect for relaxing and entertaining. The bonus loft upstairs includes its own private bathroom. Enjoy great winter views and the comforts of the wood burning fireplace after a great day of adventure in Killington. Get to the mountain with ease on the scheduled bus line, return on the ski home trail conveniently located nearby. The amenities of Highridge include an indoor pool and sauna, exercise room, outdoor hot tub, tennis court and game room. This unit is a must see!

This beautifully furnished, one-level Pinnacle condominium is the ultimate mountain retreat, blending alpine charm with modern comfort. Unique to the garden-level A-building units, soaring ceilings and transom windows in the kitchen and living area fill the space with natural light and create an inviting, airy atmosphere. The open floor plan offers a perfect gathering space year-round—whether you’re cozying up by the fireplace after a day on the slopes or soaking in the long-range mountain views from your private balcony in summer. Two full bedroom suites provide privacy and comfort for owners and guests alike while a sleep sofa in the living room can accommodate extra guests. Pinnacle offers fantastic amenities, including summer tennis, an outdoor pool and hot tub, plus an activity center with games and fitness equipment. Even more luxury is on the horizon with the soon-to-be-completed Pinnacle Spa, featuring a soaking pool, private hot tub room, sauna, steam room, and a stylish lounge with bar service. Offered fully furnished and equipped, this turnkey condo is just minutes from Killington Resort and the future Killington Village, with daily winter shuttle service right to the slopes. Whether you’re searching for a cozy mountain escape or a solid investment property, this stylish condo delivers it all. Call today for a private showing.