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558 Trailview Dr, Killington
$4,300,000
5 Beds ⋅ 5 Baths ⋅ 5068390 MLS
Moguls 5 stands as one of Killington’s most distinguished ski-in/ski-out residences — a stunning slopeside retreat by renowned builder Rick Moore, set directly on the Homestretch Trail for effortless access to the mountain. This custom timber frame home blends refined craftsmanship with natural mountain materials, featuring dramatic granite accent walls, soaring trusses, and a harmonious mix of elegant fir and reclaimed barnboard. Inside, beautiful white oak flooring, radiant heat, and fine finishes define the living spaces. The chef’s kitchen centers around a striking black walnut island, complemented by Silestone countertops and modern pendant lighting. The main level primary suite offers a spa-like bath with double vanity and glass-enclosed shower, while the upper level hosts two inviting guest suites. The walkout level is designed for ski-day living, complete with a dedicated ski room featuring radiant heated floors, custom cubbies, gear lockers, and direct trail access. A den/bedroom suite, yoga room, wine storage, and a charming Hudson Bay–themed laundry room complete this level. After a day on the slopes, relax on the porch and watch skiers glide by, soak in the seven-person hot tub, or gather by the stone fireplace. Sophisticated yet welcoming, Moguls 5 perfectly captures the essence of luxury mountain living. Private showings are available by appointment only — contact us today to experience Killington’s premier slopeside home.

558 Trailview Dr, Killington
695 Tanglewood Dr, Killington
$2,975,000
6 Beds ⋅ 5 Baths ⋅ 5028225 MLS
This handcrafted log cabin on 10 private acres with views of Killington Mountain serves as base camp after a day on the slopes. Built in 2006 by skilled timber smiths, each log was hand-peeled with drawknives, preserving its natural beauty and grain. The great room’s scale and thick wooden walls create a true mountain retreat, ideal for gathering with family and friends. Whether playing board games by the fire, sipping cocoa on one of the two covered porches, or sharing a home-cooked meal, this home fosters connection. Spanning three levels, this modern yet rustic cabin is light-filled and spacious: "Aspen of the East" design aesthetic with an open-concept great room, stone fireplace, and gourmet kitchen Primary King Suite on the second level includes an office loft overlooking the great room. Two guest bedrooms on the first level with a shared bath. Lower level ski room, family entertainment area, second kitchen, and two bedrooms for overflow of guests. Finish the day with a soak in the hot tub under the stars or gather around the fire pit. Three-bay detached garage with finished apartment space above (kitchenette, bedroom, bath) for an office, studio, gym, or guests. Updated with technology systems and two Tesla EV chargers. The outdoors beckons with skiing, sledding, and snowshoeing in winter and hiking, mountain biking, and golf in summer. Nearby attractions include the Killington Adventure Center, Yoga, Spa and Green Mountain National Golf Course.

695 Tanglewood Dr, Killington
2134 Killington Rd, Killington
$2,600,000
4 Beds ⋅ 2 Baths ⋅ 5053306 MLS
Opportunity’s knocking, are you going to answer? This may be a once in a lifetime chance to grab an amazing parcel on The Killington Road. This 5.91 acre lot features two entrances, one on Killington Road and another on Butler Road. It includes 10 ERUs (sewer units) and two existing structures - perfect for housing contractors during a future build out. The land is flat to slightly sloping, zoned commercial, and offers substantial Killington Road frontage. With the proposed Killington Village project on the horizon, opportunities like this will become even more valuable and rare - grab this one while you can. Call today for a showing.

2134 Killington Rd, Killington
37 High Mountain Rd, Killington
$2,350,000
5 Beds ⋅ 5 Baths ⋅ 5112942 MLS
With its massive entry portico, prominent staircase and bold architectural details, this impressive log home evokes the cozy comfort of a grand Adirondack lodge. High ceilings, floor to ceiling glass and prominent stone hearths reinforce the rugged, yet elegant feel. Located within the exclusive Ridgetop Estates development, which consists of only 9 lots, this lovely property is just minutes from Killington resort and its world class, year-round outdoor opportunities. The fully furnished home is fit for the purpose at hand, whether that purpose is a quiet mountain getaway, primary residence or entertaining friends and family. With five bedrooms, including three with en suite bathrooms, there’s plenty of luxurious space. Guests can spread out into two separate living areas, one on the main floor and another on the walkout lower floor, with an adjacent outdoor hot tub. There’s a lower level garage leading into an equipment room with ski boot dryers and cubbies to store gear, a ski tuning room and an office - all the amenities you need to fully enjoy your new High Mountain lifestyle.

37 High Mountain Rd, Killington
644 Trailview Dr, Killington
$1,975,000
5 Beds ⋅ 5 Baths ⋅ 5023722 MLS
Nestled between two of Killington's most iconic trails, this five-bedroom contemporary offers the ultimate blend of luxury and ski-in/ski-out convenience. Step from your heated ski room, click into your skis or snowboard and hit the Great Eastern ski trail. At day's end, schuss right to your door via the private ski-home trail off the Homestretch run. The striking contemporary design features steep rooflines, cathedral ceilings, and walls of windows that frame the surrounding beauty. The impressive covered entryway leads to a tiled mudroom with built-in benches for easy gear storage. Inside, the open main floor features a light-filled living area with soaring cathedral ceilings, a cozy Vermont Castings stove and lovely views. A dramatic floor-to-ceiling fireplace is the centerpiece of the dining room, while the updated kitchen offers granite countertops, stylish appliances, and butler's pantry. The primary suite includes a luxurious jetted tub, glass-enclosed shower, and double vanity. Upstairs, find two guest bedrooms, a full bath, and a refined home office with custom built-ins. The walkout level features two additional bedroom suites, a family and rec room, and a combined laundry/ski room for seamless mountain living. Multiple decks overlooking a year-round mountain brook, moss-covered knolls and mature forest present a compelling and gratifying serenity seldom found in resort living. Offered fully furnished and equipped - move in just in time for ski season!

644 Trailview Dr, Killington
68 Upper Sundog Dr Unit 20B, Killington
$1,810,000
3 Beds ⋅ 4 Baths ⋅ 5097800 MLS
This spacious and beautifully maintained townhome can boast about magnificent unobstructed year round views of Bear Mountain's most famous ski trails, including Outer Limits and Devil's Fiddle. This property can arguably also claim the best and easiest direct ski in ski out access to Bear Mountain. There's no reason not to be able to be AT the Bear Mountain base for the "opening bell" unless you want to sleep in. The townhouse is designed for easy living with a tiled mudroom entry on the main living level as well as a tiled "ski room" equipped with storage and benches for donning outdoor gear on the lower level. The living room has a beautiful stone-faced wood burning fireplace while the family room on the lower level has a toasty warm gas fireplace. There's plenty of room to spread both inside and outside where there's a large full wraparound deck with beautiful views of Bear Mountain and wired for a hot tub. This is arguably one of the best locations in Topridge providing owners and guests with unparalleled view and great mountain access. This property is being sold fully furnished and equipped. Call now to schedule a viewing! Note: Seller is a licensed real estate broker.

68 Upper Sundog Dr Unit 20B, Killington
27 Eagles Rdg Unit #39A, Killington
$1,700,000
3 Beds ⋅ 4 Baths ⋅ 5104592 MLS
Welcome to Topridge, where mountain living, spectacular views and exceptional ski access come together in this beautifully appointed retreat. Enjoy breathtaking views of Bear Mountain and the convenience of skiing home to your front door. Head out by walking a short distance to access the trail leading to Bear Mountain or ski down to the Sunrise chairlift. A spacious mudroom welcomes you home, while beautiful hardwood floors lead into the inviting main living area where expansive windows frame the mountain views. A striking stone-faced, wood-burning fireplace creates the perfect setting for après-ski evenings with family and friends. The well-appointed kitchen features a gas range with hood and opens to generous living and dining spaces. Beautiful decorative tilework enhances the bathrooms, with the convenience of a three-quarter bath on every level. The spacious primary suite offers wonderful views and a peaceful mountain retreat. The lower level provides plenty of room for family and guests with a family room, bunk room and ping-pong area. Boiler was replaced 4/2023. Sunrise Village amenities add to the four-season experience with a community center featuring a seasonal restaurant, indoor heated pool and exercise facility, plus an outdoor pool and gathering area during the summer months. With exceptional ski access, Bear Mountain views and year-round amenities, this Topridge residence offers the ideal setting for enjoying the Killington lifestyle in every season.

27 Eagles Rdg Unit #39A, Killington
94 Glissade Dr Unit Unit 26A, Killington
$1,650,000
3 Beds ⋅ 4 Baths ⋅ 5097259 MLS

94 Glissade Dr Unit Unit 26A, Killington
191 Trailview Dr, Killington
$1,375,000
3 Beds ⋅ 4 Baths ⋅ 5034973 MLS
KILLINGTON – DESIRED SKI-IN/SKI-OUT LOCATION! Seize this rare opportunity to own a stunningly updated mountain retreat with direct access to the legendary Great Eastern Trail via a deeded easement. Perfectly positioned for skiers, snowboarders, and outdoor enthusiasts, this home also offers strong short-term rental potential, making it a prime investment opportunity. Step inside to a bright and airy open-concept main level, where a newly renovated kitchen, dining area, and living room flow seamlessly under soaring cathedral ceilings. The brand-new, two-story windows showcase breathtaking mountain views and flood the space with natural light. There is one bedroom conveniently located on the main floor. A wood-burning stove was previously removed for rental safety, but the setup remains for easy reinstallation to bring extra warmth and charm. After an epic day on the slopes, relax in your private, newly installed hot tub, perfectly positioned for soaking in the mountain air. This home has been thoughtfully upgraded with new flooring on the main level, a newer efficient boiler, and beautifully updated bathrooms. The lower level features a spacious bedroom, full bath, laundry area, recreation room, and bonus room, while the upper level boasts a luxurious primary suite with a full bath, plus an additional bedroom with charming log bunk beds and another updated bath. Opportunities like this don’t come often—act fast and make this Killington dream home yours today!

191 Trailview Dr, Killington
346 Rocky Ridge Rd, Killington
$1,325,000
3 Beds ⋅ 3 Baths ⋅ 5098412 MLS
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.

346 Rocky Ridge Rd, Killington
832 Us Route 100n, Killington
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 5049766 MLS
A rare opportunity to own the 3.05-acre property that abuts both Kent Pond and Gifford Woods State Park. Enjoy direct access to the 101-acre Kent Pond - one of Vermont’s most photographed bodies of water - ideal for paddling, fishing, and swimming. The property also offers immediate access to the Killington Mountain Bike Trail System via 285-acre Gifford Woods, an old growth northern hardwood forest. Located just 6 miles from Killington Resort, 3 miles to Pico and 0.4 miles from the Appalachian Trail, this home offers unbeatable proximity to outdoor adventures while maintaining a sense of privacy and tranquility. Built with the owners in 2000 by Roaring Brook Construction, this three-story home is thoughtfully designed to let in maximum natural light, with sunrise-facing windows and an intelligent layout. The entry level includes a mudroom, ski room, pantry, and powder room. The main living space features a dining room and stone fireplace with an historic mantle from Killington's first home. The second level offers a spacious primary suite with walk-in closet and luxurious bathroom. The top floor includes an office and library, perfect for work or relaxation. A two-car garage and shed store everything you could need. Set back 200 feet from the water to comply with Shoreland Protection, the property includes a private launch area for kayaks or canoes. All the best of Vermont lake and mountain life right at your doorstep. This is a truly unique Killington offering - a must see!

832 Us Route 100n, Killington
520 Barrows Towne Rd, Killington
$1,275,000
3 Beds ⋅ 5 Baths ⋅ 5086259 MLS
Welcome to your Killington, Vermont retreat. The location is exceptional, abutting one of Vermont’s top rated golf courses, Green Mountain National. Kent Pond is around the corner, maintained mountain bike trails nearby, and just five minutes to the Killington Access Road for endless fun. This beautifully renovated property, with seasonal mountain views, combines an original log home with a thoughtfully designed addition completed in 2021, and is generator ready for peace of mind in every season. Step inside to the main living area, where the open concept floor plan is ideal for entertaining. After a day of outdoor adventure, settle into the living room beside the wood burning fireplace and take in the striking floor to ceiling fieldstone hearth. The main level primary ensuite, part of the newer addition, offers a walk-in closet, custom tiled shower, and in unit washer and dryer. Just below, the lower level off the primary includes a spacious workout room, office, and full bathroom. The lower level of the original log home provides additional hangout and recreational space, a guest bedroom, a renovated bathroom, and flexible space to suit your needs. For those who prefer to be closer to the heart of the home, an additional cozy bedroom with a half bath is located above. Step out from the covered porch to a well-appointed outdoor space featuring a hot tub and custom stone patio with a large firepit. Set apart from the home is a detached garage with custom doors and finished space above. This property is well suited as a primary residence, vacation retreat, or short-term rental investment. A rare opportunity to own a thoughtfully updated Vermont property in one of Killington’s most desirable settings. Don’t miss it.

520 Barrows Towne Rd, Killington
152 Wobbly Ln, Killington
$1,200,000
5 Beds ⋅ 3 Baths ⋅ 5047978 MLS
Situated in the heart of one of Killington’s most prestigious neighborhoods, this exceptional mountain retreat blends timeless charm with modern luxury. Just steps from the area’s premier amenities—including world-renowned skiing, snowmobiling, mountain biking, golf, fine dining, and tranquil lakes—this property offers the ultimate Vermont lifestyle. The main residence showcases a beautifully renovated open-concept design, thoughtfully crafted for both grand entertaining and intimate gatherings. Rich wide plank natural wood floors, exposed beams, and multiple fireplaces throughout create a warm, sophisticated ambiance that captures the essence of upscale Vermont mountain living. A generously sized game room enhances the home’s entertainment appeal, perfect for hosting guests or relaxing après-ski. The fully finished, private mother-in-law suite features two additional bedrooms, a complete kitchen, full bath, and dedicated laundry—ideal for guest accommodations, multigenerational living, or rental opportunity. Rarely does a property of this caliber become available in such a prime location. Offering unparalleled comfort, versatility, and access to Killington’s finest attractions, this is a true legacy home for those seeking refined mountain living at its best.

152 Wobbly Ln, Killington
65 Roaring Brook Rd, Killington
$1,150,000
5 Beds ⋅ 4 Baths ⋅ 5058572 MLS
Located in the heart of the Killington Basin, this striking contemporary home offers the ideal blend of mountain access, privacy, and space to gather—perfect for a Vermont second home or year-round retreat. With five bedrooms and three and a half baths, there’s room for everyone, whether you’re hosting ski weekends, holidays, or summer escapes. At the center of the home is a sunken living room designed for après-ski evenings, featuring a wet bar and a dramatic stone gas fireplace that creates a warm, inviting atmosphere. The dining room easily accommodates larger gatherings, making it a natural place to bring family and friends together. The primary suite is a true retreat, complete with its own gas fireplace, private bath, whirlpool tub, stall shower, and sauna—your personal place to unwind after a day on the slopes or trails. The kitchen is both functional and stylish, with stainless steel appliances and an easy flow into a spacious den that works beautifully as a home office, media room, or additional gathering space. Set on a private, wooded lot, the home offers a large deck for outdoor dining and relaxation. Recent updates, including refreshed woodwork, roof improvements, and driveway regrading, enhance both comfort and curb appeal. Adding exceptional flexibility, a separate one-bedroom apartment with private access above the garage provides ideal space for guests or extended family, and offers strong potential for rental income when not in use. Just minutes from K-1, Snowshed, and Ramshead base lodges—and close to local markets, dining, and Killington’s vibrant nightlife—this property delivers effortless access to skiing, recreation, and year-round lifestyle amenities in one of Killington’s most desirable locations.

65 Roaring Brook Rd, Killington
72 Telefon Trl, Killington
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 5105121 MLS

72 Telefon Trl, Killington
373 Tanglewood Dr, Killington
$1,025,000
4 Beds ⋅ 3 Baths ⋅ 5075254 MLS
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.

373 Tanglewood Dr, Killington
747 Killington Rd, Killington
$1,000,000
5060686 MLS ⋅ Kara Tondorf BLDG.
Excellent and rare opportunity to own a piece of commercial property in Killington, VT. This property is the first and the last stop on the access road. This building was entirely renovated in 2021 (windows, roof, electric, plumbing) and has a full service restaurant and 5 fully renovated and rented apartments below. The property sits on 1.37 acres and has parking for plenty of cars. The building is turnkey for a restaurant operator with a hood and ansul system installed in 2021, a walk in cooler and freezer, 12 draft line system with separate beer walk-in. The building could also be purchased with the current business concept or could be a potential for many other concepts and developments. Building has a large storage unit, office and tenant laundry. The choices are endless. Owner is a licensed real estate agent.

747 Killington Rd, Killington
Lot 5 Mountainside, Killington
$925,000
5105940 MLS
Build Your Dream Home in One of Killington’s Most Exclusive Communities Set within the prestigious Mountainside development, this exceptional building lot offers the opportunity to create your own private Killington retreat in an increasingly exclusive community of high-end homes. Tucked just off East Mountain Road, Mountainside combines privacy and tranquility with convenient access to everything Killington has to offer. Enjoy spectacular views of Killington Mountain and the valley, with the High Ridge trail providing an added level of convenience for winter & summer enthusiasts. The thoughtfully planned community features underground utilities and sewer to each lot, making the path to building your dream home that much easier. Mountainside’s protective covenants and high-quality homes help preserve the character, desirability, and long-term value of the community, making this more than just a building lot it is an opportunity to become part of one of Killington’s premier residential neighborhoods. Create a home designed around the mountain lifestyle, with skiing, biking, hiking, restaurants, nightlife, and year-round recreation just out your door. Private showings and detailed development information available by appointment. Call today to explore this rare opportunity to build in Mountainside.

Lot 5 Mountainside, Killington
142 Old Coach Rd, Killington
$885,000
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
283 Sunrise Rd Unit B101, Killington
$885,000
3 Beds ⋅ 3 Baths ⋅ 5075222 MLS
Ski-in/ski-out, trail leads right to the building, 3-bed, 3-bath condo with granite counters, hardwood floors, and beautiful cabinets and vanities. Top all that off with a boiler replaced in 2024! Cozy up by the gas fireplace in the open living area after a long day on the slopes, or take in long-range mountain views from the large windows. The primary suite features its own gas fireplace, abundant natural light, high ceilings, and a whirlpool tub for relaxing evenings; the two additional bedrooms are spacious and comfortable for family and friends. Spend summers on the patio for morning coffee or evening meals. AC ports are built into the exterior wall in the primary suite and living room area ready for the portable AC unit that comes with the unit, ensuring comfort in the warmer weather. This unit is perfect for year-round living, with hiking and biking at your doorstep. A spacious wood-paneled mudroom holds all your outdoor gear, plus a private locker out back for larger equipment. Just a short distance to the Sunrise Clubhouse with a private year-round fitness center, indoor heated pool, sauna and steam room, outdoor pool and hot tub, and summer basketball and tennis courts. The Sunrise Bar & Grill located in the sports center is an easy escape for great food during the winter without traveling to the access road. Winter options include sledding, ice skating, cross-country skiing and more—Sunrise community offers recreation in every season. Efficient, turnkey layout with tasteful finishes. Come find your ultimate mountain lifestyle—schedule a showing today.

283 Sunrise Rd Unit B101, Killington
77 Timberline N Unit C1, Killington
$879,000
4 Beds ⋅ 3 Baths ⋅ 5074733 MLS
Welcome to this stunning ski-in/ski-out 4-bedroom, 3-bath condo offering sweeping views of Bear Mountain, Devil’s Fiddle, and Outer Limits — a perfect blend of mountain charm and modern comfort. Enter through an open mudroom with a large built-in closet for all your outdoor gear. Step up to the main level where a grand wood-burning fireplace anchors the living area, ideal for hangouts and warming up after a great day on the hill. The refreshed kitchen flows to a dining space and a private balcony. This level also includes a bedroom with an expansive built-in desk looking straight at the mountain, and a convenient 3/4 bath. The third level is a private primary suite with a cozy sitting area and a spacious 3/4 bathroom with double vanity, while the lower level features two additional bedrooms, a full bath with a sauna, stackable washer/dryer, and built-in cabinets for streamlined storage. With abundant natural light, thoughtful built-ins, move-in-ready finishes, and a strong rental history, this condo is an ideal opportunity for families, vacationers, or investors seeking a turnkey mountain retreat.

77 Timberline N Unit C1, Killington
232 Burke Hollow Rd Unit E-2, Killington
$863,000
4 Beds ⋅ 4 Baths ⋅ 5104381 MLS
Amazing opportunity to own a Kings Pines townhouse as these units rarely come on the market. Tucked quietly out of the way the small community offers privacy while easy access to all that Killington has to offer. World class skiing , restaurants , mountain biking , hiking and more. The well built townhouses are some of the largest in Killington. The unit being offered has wonderful mountain views , spacious deck and lawns . Upon entering the front door the very large mudroom has ample cupboards and closets to house all of your sporting equipment , from there you step into a fabulous cathedral ceilinged great room with stone fireplace ,open floor plan encompassing a chef's kitchen and dining area . Large windows and sliding doors leading to a spacious deck ensures lots of light and views . There are 2 bedrooms and a full bath . The second floor has the primary bedroom with walk in closets and a luxurious bathroom but the best part are the mountain views of the runs on Killington. The walk out basement with access to the parking area has a fun family room with a gas stove , laundry room , bedroom and full bath with an additional finished room for extra living space. This is a must see ! Call today for a private viewing .

232 Burke Hollow Rd Unit E-2, Killington
309 Ladyslipper Ln, Killington
$860,000
4 Beds ⋅ 2 Baths ⋅ 5094396 MLS
Welcome to Treehouse Lodge, a thoughtfully designed 4-bedroom, 2-bathroom mountain retreat offering comfort, functionality, and the perfect setting for making memories with family and friends! Offered furnished and with a proven rental history, this welcoming home presents an exceptional opportunity as an investment property, vacation getaway, or year-round residence. Upstairs, the open-concept layout seamlessly connects the living, dining, and kitchen areas, creating an inviting space for gathering, entertaining and relaxing alike! The well-appointed kitchen offers ample space for preparing meals, while the dining area comfortably accommodates larger groups. After a day of skiing, hiking, or mountain biking, unwind in one of the beautifully updated spa inspired bathrooms or retreat to the covered outdoor hot tub, thoughtfully designed with ambient lighting to create your own private oasis. Additional features include a heated sunroom that serves as a welcoming entry and convenient gear storage/drying area, a dedicated laundry space, and flexible sleeping arrangements to accommodate family and guests. During the warmer months, enjoy the deck for outdoor dining and grilling or gather around the fire pit to soak in the fresh air and splendor of Vermont! Ideally located on a private road in the heart of Killington, Treehouse Lodge offers easy access to year-round recreation while providing a peaceful setting to relax and recharge. Whether you're seeking a full-time residence, vacation home, or investment opportunity, this welcoming mountain retreat is ready to be enjoyed in every season.

309 Ladyslipper Ln, Killington
515 Tanglewood Dr, Killington
$855,000
3 Beds ⋅ 2 Baths ⋅ 5064624 MLS
Welcome to your Killington getaway! Come make this beautiful home your own. Set on 2.3 level acres, this 3-bedroom, 2-bath home (with an additional bonus room) offers the perfect blend of comfort and convenience. Inside you’ll find a completely new kitchen with modern appliances; new flooring in the kitchen, dining and living areas and an open-concept layout centered around a cozy wood-burning fireplace. The lower level provides another great space to hang out or for kids to play. Step outside to enjoy the wraparound deck with all-new decking and railings—ideal for relaxing or entertaining. A sauna and plenty of storage closets add to the home’s thoughtful touches. Bright natural light fills every room, creating a warm and welcoming atmosphere year-round. Located just minutes from world-class skiing, restaurants, and all your Killington adventures—this home truly has it all. Come take a look! Initial showings to begin on 10/9/2025.

515 Tanglewood Dr, Killington
528 E Mountain Rd Unit Unit #62, Killington
$840,000
2 Beds ⋅ 2 Baths ⋅ 5097520 MLS
Rarely available Trail Creek end unit with ski-home access and no rental restrictions! This beautifully updated 2-bedroom, 2-bathroom condominium with a spacious loft offers a unique opportunity in one of Killington's most sought-after communities. Bright, airy, and thoughtfully designed, the open-concept living space is filled with natural light and anchored by a wood-burning fireplace, creating a warm and inviting setting to gather with family and friends after a day on the mountain. Sliding glass doors extend the living space to a private balcony, offering a quiet spot to relax, enjoy the fresh Vermont air, and take in the surroundings. Updates include an upgraded kitchen, renovated bathrooms, new carpeting throughout, and refreshed furnishings, allowing for a truly turnkey experience from day one. The property includes a spacious loft, providing valuable additional living space that can easily adapt to your needs. In-unit laundry adds everyday convenience for both personal use and extended stays. One of Trail Creek's most desirable features is the flexibility it offers owners. With no rental restrictions, owners have the freedom to rent as they choose, enhancing both personal enjoyment and investment potential. Owners and guests enjoy a designated ski-home trail, easy access to Killington Resort for skiing, riding, mountain biking, and hiking, and close proximity to the Killington Golf Course just across the street. On-site amenities include an indoor pool, two hot tubs, sauna, fitness equipment, and a game room, providing year-round enjoyment regardless of season. Whether used as a mountain getaway, year-round retreat, or income-producing property, this Trail Creek condominium offers a rare combination of location, flexibility, and lifestyle in one of Killington's most sought-after communities.

528 E Mountain Rd Unit Unit #62, Killington
534 E Mountain Rd, Killington
$815,000
2 Beds ⋅ 2 Baths ⋅ 5100381 MLS
Enjoy the convenience of owning this fully furnished, upper level 2 bedroom/2 bath plus loft unit.

534 E Mountain Rd, Killington
424 Trailside Dr Unit A4, Killington
$799,000
2 Beds ⋅ 2 Baths ⋅ 5101848 MLS
Ski In Ski Out from your front door at Trailside Village on Great Eastern! Fully Renovated Exterior, commercial metal roof, siding, doors and window, stonework, decks and more! Step outside, hit the trail, and enjoy direct access to the Skyeship Base in just minutes. After an unforgettable day on the mountain, relax in your private hot tub, unwind in the sauna, or gather around the cozy fireplace. This spacious two-bedroom, two-bath condo with a loft offers the perfect combination of comfort, adventure, and four-season living. The bright, open living area features soaring ceilings, expansive windows that fill the home with natural light, and beautiful mountain views. A full-size kitchen makes entertaining family and friends easy, while the versatile loft provides additional space for guests, a game room, or a relaxing retreat. Life at Killington is all about the outdoors. Winter brings legendary skiing and snowboarding across six peaks, neighboring Pico Mountain, and the longest ski season in the East. When the snow melts, the mountain transforms into a premier destination for lift-served mountain biking, championship golf, scenic hiking, and endless Green Mountain adventures. Even more exciting, the future of Killington is taking shape with the new proposed Killington Village, bringing restaurants, shopping, and a vibrant slopeside community to one of New England's premier mountain destinations. Whether you're looking for a vacation home, a year-round residence, or a smart investment, this rare trailside property offers the opportunity to enjoy everything Killington has to offer today and for years to come.

424 Trailside Dr Unit A4, Killington
524 E Mountain Rd Unit 35, Killington
$790,000
2 Beds ⋅ 2 Baths ⋅ 5100674 MLS
Experience the convenience and year-round adventure of Trail Creek 35, a spacious and updated two-bedroom plus loft condo offering easy, direct access to Killington's skiing, snowboarding, mountain biking, Adventure Center, and golf. Located just steps from the trail, this home makes it easy to enjoy everything the resort has to offer in every season. Inside, you'll find thoughtful updates including granite countertops, durable luxury vinyl plank flooring, and a cozy wood-burning fireplace, perfect for relaxing after a day on the mountain. The versatile loft provides additional sleeping space or a flexible area for recreation, making it ideal for hosting family and friends. This building is ideally situated next to the Trail Creek Sports Center, where owners and guests enjoy access to an indoor pool, hot tub, fitness room, sauna, and game room. It also offers the shortest walk of any Trail Creek building to the Killington Ski Resort and golf course, adding even more convenience and appeal. With no rental management restrictions beyond town safety and occupancy requirements, this property has generated over $36K in gross rental income and offers excellent investment potential while remaining a wonderful personal getaway. Whether you're looking for a four-season vacation home, an income-producing property, or both, Trail Creek 35 presents an exceptional opportunity in one of Killington's most desirable slopeside communities. Don't miss your chance to own this outstanding mountain retreat.

524 E Mountain Rd Unit 35, Killington
218 Lakewood Dr, Killington
$778,000
4 Beds ⋅ 2 Baths ⋅ 5097967 MLS
Don’t miss a rare opportunity to own a stunning private retreat on a quiet cul-de-sac in one of Killington’s most desirable neighborhoods. Zoned a 4-bedroom residence, currently enjoyed as a 3-bed, 1.75-bath w/attached 2-car garage and attic storage above. Beautiful finishes throughout: vaulted ceilings, hardwood floors, updated carpeting, updated baths, newer appliances, custom kitchen cabinetry, woodwork & tilework. New roof December 2025. Outdoor living shines here. 2 beautiful patios and an expansive deck create a wonderful space for entertaining, relaxing, overlooking a wonderfully private backyard. Enjoy miles of Sherburne mountain bike Trails on the adjacent Green Mountain National Forest conservation land. Walk directly from your backyard to Kent Pond. Just 2 minutes from to Green Mountain National Golf, 1 mile from Killington Road. Bonus: a spacious two-story barn offers 672 square ft of flexible space, complete with full electrical service—ideal for a woodshop, art studio, hobby space, gym, or generous storage capacity. After a day outdoors on the adjacent trails, kayaking on Kent Pond, or enjoying the slopes at Killington resort, relax and unwind in the outdoor 8’ x 8’ 6-person Jacuzzi hot tub. Enjoy fireplace & woodstove on winter nights. Work from a sun-filled office, Xfinity gigabyte available. Whole house generator and a circular driveway! A rare blend of privacy, recreation, & convenience in the heart of Killington. Call today for more info.

218 Lakewood Dr, Killington
53 Colony Club Rd Unit F29, Killington
$770,000
3 Beds ⋅ 3 Baths ⋅ 5074082 MLS
3 Bedroom, 3 level End Unit Townhouse Less than 3 miles to the lift and new village. Some of the lowest condo fees on the mountain. Unit has been recently fully remodeled by the current owner. Over 2,200 sqft on 3 levels for comfortable living - air conditioning for comfortable summer use. Light and bright end unit that rarely come on the market. Main level has a large open kitchen/dining living area with a working fireplace w/3/4 bath. Upper level has 2 large bedrooms and full bath. Lover level is perfect for the young ones. Send them below to make noise while the mom & dad drink wine by the fire. Has an additional room that can hold 2 sets of bunks or an office, a 3/4 bath with a laundry room plus an "owner's locker" if you plan to rent it out or simply a storage room. Plus a mudroom to house toys. Unit had a new boiler installed about 5 years ago. Mini-split added about 2 years ago. NOTHING to do here for years - just move in and start playing. Outdoor pool and Tennis courts. Super pet friendly complex. Financially sound HOA. Can come fully furnished if desired.

53 Colony Club Rd Unit F29, Killington

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