Properties Near 257 Old Mill Road 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.

Something rare! A home that offers off-grid living, remote and peaceful stream setting, and every modern convenience that we’re used to. Beautiful post-and-beam 2 bedroom plus sleeping loft with two baths has a light-filled open concept on both floors. The thoughtfully designed home’s main floor has an eat-in kitchen with woodstove and vaulted ceiling that opens into a separate dining area, sunny living area, and ¾ bath. There are also nooks for both office and laundry. Upstairs, find a generous master bedroom with vaulted ceiling, a ¾ bath, a guest room, and a spacious sleeping loft above the guest room. The grounds also include beautiful perennial beds, white stone patio, fire pit, gas grill amid hand built stone features. The 17+/- acres include apple orchards, room for more gardens, 1400 feet of frontage on the headwaters of the Ottauquechee River, outbuildings to store toys, direct access to extensive trail system - ATV, Snowmobile, Mtn Bike, Hike & more). Listen to the babbling stream through the open windows, or watch it while relaxing on the new deck. (Speaking of new deck, the original home was completely renovated and expanded in 2021, so it’s fresh, clean, and 100% turn-key.) The systems include 4.6kW solar array, automatic backup Kohler generator, a wood stove, supplemental direct-vent propane heaters, all new efficient windows, super-fast Star Link internet, and much more. Get some peace and quiet; truly a magical spot!

Beautifully updated and impeccably furnished, this spacious two-level Pinnacle condominium blends modern comfort with artisanal craftsmanship. The upper-level unit showcases custom tiger maple woodwork—handcrafted by one of Killington’s most respected local artisans—bringing warmth, character, and elegance to the living spaces. Recent upgrades include quartz countertops, subway tile backsplash, sleek new appliances, high-efficiency washer/dryer, energy-saving LED lighting, new flooring throughout, and a cozy gas fireplace for après-ski relaxation. Pinnacle ownership offers a host of amenities, including summer tennis, an outdoor pool and hot tub, and an on-site activity center with games and fitness equipment. Even more luxurious perks are on the way with the upcoming completion of the all-new Pinnacle Spa, featuring a soaking pool, private hot tub room, steam room, sauna, and an inviting lounge and bar. Offered fully furnished and equipped, this turnkey retreat is located just minutes from Killington Resort and the proposed Killington Village, with winter shuttle service to the slopes. Whether you're seeking a serene mountain getaway or a savvy investment property, this stylish condo checks all the boxes. Offer deadline 5PM on 7/15/25.

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.

Perfectly positioned beside the Little Pico Triple chairlift, this 3-bedroom, 2-bath Pico Village Square condo offers true ski-in/ski-out living. Wake up to fresh powder, enjoy breakfast in the fully remodeled kitchen, then step out your patio door and glide onto the slopes for first tracks. This end-unit is nicely appointed, fully furnished, and designed for comfort and flexibility, featuring a spacious primary bedroom and a second bedroom suite with hotel-style lockout. The bright, open living room — anchored by an elegant wood-burning fireplace — is the ideal place to gather for après-ski relaxation, while the dining area’s bay window frames lovely mountain views. The stylish kitchen boasts stainless steel appliances, white granite countertops, and a breakfast bar. Additional highlights include a generous mudroom entry with owner’s closet and washer/dryer, updated mechanicals, and a large ski locker. Whether hosting family and friends or enjoying your own private escape, this slopeside retreat makes the dream of mountain living a reality.

Premier exclusive Killington location at the Woods Resort and Spa directly off the Killington Access Road. Absolutely gorgeous luxury renovation was meticulously designed for the most distinguished buyer in mind. Every detail has been taken care of in this totally turnkey first floor 2-bedroom, 2-bathroom condominium which has been professionally decorated by Chrisandra's Interiors out of Ludlow VT. Step inside this open concept floor plan to experience what the current owner has done. Beautiful reclaimed wooden beams handpicked from local VT churches, custom tile work & light fixtures throughout make this special gem have a true VT retreat feel. The fully stocked & equipped kitchen has stainless appliances, custom soft close dove tailed cabinets & granite counters. The lovely dining area has a custom cabinet/glass built in for extra storage. The living area has a cozy wood burning fireplace with custom stone hearth & a glass slider door to a walkout private patio. Both of the spacious bedrooms are ensuite. One of the bedrooms has queen size bunk beds, full bath with jetted tub to relax in after a long day of outdoor play. The primary bedroom has a queen bed & a luxurious bathroom. This unit has never been rented but could be a very strong short-term rental. Woods homeowners enjoy fabulous amenities such as tennis courts, state of the art fitness center, indoor pool, saunas, steam room, health spa and more. You must act fast on this gem! This one will not last!

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 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.

Ski-In, Ski-Out Mountain Retreat! This completely renovated 1-bedroom, 1-bath condo offers unbeatable access to the Sunrise chairlift and Sports Center—just steps away. Located on the second floor, this spacious unit features a cozy gas fireplace, in-unit washer and dryer, and breathtaking mountain views from your private balcony. Upgrades include new stainless-steel appliances, custom shaker-style cabinetry, granite countertops, new hot water baseboards and COREtec flooring. Enjoy a wealth of resort-style amenities, including indoor and outdoor pools, hot tubs, sauna, fitness center, firepit area, and scenic hiking trails. Offered fully furnished, decorated, and equipped—move in and start living the mountain lifestyle today!