Refine Search
Sort by
$649,500
1 Beds 1 Baths 26-1311 MLS
Beautifully renovated ski in/out condo at the base of the Winter Park Ski Resort. A location like no other when it comes to convenience of getting on the slopes at the beginning of the day with the few steps it takes to be on the Gondola and at the top of your first run down the mountain. Enjoy a heated parking space underneath the building, an owners only ski locker and another locker for guests equipment, 4 hot tubs, several restaurants and apres ski bars when wrapping up another wonderful day in the Colorado mountains. A world class resort in a local community not far away from the Denver metro and airport but feels like you are mountains away from busy city life. Looking for ownership that allows you to both personally use as much as you would like and take advantage of renting nightly this is your spot. No homeowner restrictions on short term rentals or using the property just for yourselves, its your choice. Take a look now before ski season arrives soon.

201 Zephyr Way Unit 2316, Winter Park

$339,900
1 Beds 1 Baths 26-1247 MLS
Bask in the western sun from your deck on the river in this adorable 1 bd/1 ba condo. Fully remodeled, brand new kitchen w/full size range/oven, butcher block counters, & a full bathroom update w/tiled shower makes this quaint end-unit condo ready for its next owner! This is the ultimate starter condo for a local, first-time investor, or weekend getaway! Enjoy a private in-building washer/dryer reserved exclusively for owners. Just a short distance away, the clubhouse features a pool, hot tub, pool table, & weight room. You'll be able to catch the free shuttle bus to head to the slopes or make your way into town. The Idlewild trail system is also directly accessible from the clubhouse. This HOA includes heat and has replaced the central boiler, roof, sewer line & paved parking.

411 Hi Country Drive Unit 4-12, Winter Park

$430,000
1 Beds 1 Baths 26-1194 MLS
Ski. Bike. Dine. Repeat. This ground-floor downtown Winter Park condo delivers a spacious living area, full kitchen, full bath, new windows, in-unit stackable washer/dryer, and an oversized private bedroom, plus low HOA dues for an unbeatable location. Tucked away and private, yet across from the new Winter Park Medical Center. The Foundry is just a block away for movies, bowling, dinner, and arcade games, with free summer concerts and the future gondola right in town. Grab your bike or XC skis for hundreds of miles of National Forest trails up the road. Hop the free Lift shuttle for a 10-minute ride to Winter Park Ski Resort. Ski season, festival season, or trail season, this location puts it all within reach. Schedule your showing today!

32 Telemark Drive Unit 102, Winter Park

$699,000
1 Beds 1 Baths 26-1130 MLS
The A-Frame Owners Club transports you to the golden era of ski-town culture, where fires crackle, vinyl spins, cocktails are poured, and stories come easy. It is more than a property; it's a true community. Set in Old Town Winter Park, next to the resort and along the Fraser River, this retro-inspired collection of cabins offers a mountain getaway for those craving soul and character. The stand-alone cabins blend modern comfort and mountain nostalgia with classic A-frame architecture, unique design, and iconic angles. Hang out at the on-site historic bar and the highly regarded restaurant, unwind in the Japanese-style hot tubs, or in the sauna mixed with a cold plunge. CABINS: Large picture windows frame the forest, snow, and starry night sky. An iconic Malm gas fireplace anchors the cozy living space. The bathroom features a shower and radiant-heat floors, and the kitchenette is perfect for enjoying morning coffee and après-ski snacks. Upstairs, a king-size bed sits beneath the A-frame peak alongside a soaking tub. The entry area offers dedicated ski and gear storage for all your adventure essentials, and a private deck. The cabin sleeps four comfortably and is sold fully furnished and equipped with signature design and daily necessities. ON-SITE: Boardwalks connect each cabin, creating a unique flow throughout the property. Japanese-style hot tubs, along with a sauna & cold plunge room, and community fire pits throughout the property make recovery part of the ritual. The property features the coolest restaurant and bar in town, the Grill, offering après that blends locals and visitors. On-site short-term rental management provides hassle-free ownership and income, and a free ski shuttle is right outside the door.

1008 Winter Park Drive Unit 12, Winter Park

$649,000
1 Beds 1 Baths 26-1129 MLS
The A-Frame Owners Club transports you to the golden era of ski-town culture, where fires crackle, vinyl spins, cocktails are poured, and stories come easy. It is more than a property; it's a true community. Set in Old Town Winter Park, next to the resort and along the Fraser River, this retro-inspired collection of cabins offers a mountain getaway for those craving soul and character. The stand-alone cabins blend modern comfort and mountain nostalgia with classic A-frame architecture, unique design, and iconic angles. Hang out at the on-site historic bar and the highly regarded restaurant, unwind in the Japanese-style hot tubs, or in the sauna mixed with a cold plunge. CABINS: Large picture windows frame the forest, snow, and starry night sky. An iconic Malm gas fireplace anchors the cozy living space. The bathroom features a shower and radiant-heat floors, and the kitchenette is perfect for enjoying morning coffee and après-ski snacks. Upstairs, a king-size bed sits beneath the A-frame peak alongside a soaking tub. The entry area offers dedicated ski and gear storage for all your adventure essentials, and a private deck. The cabin sleeps four comfortably and is sold fully furnished and equipped with signature design and daily necessities. ON-SITE: Boardwalks connect each cabin, creating a unique flow throughout the property. Japanese-style hot tubs, along with a sauna & cold plunge room, and community fire pits throughout the property make recovery part of the ritual. The property features the coolest restaurant and bar in town, the Grill, offering après that blends locals and visitors. On-site short-term rental management provides hassle-free ownership and income, and a free ski shuttle is right outside the door.

1008 Winter Park Drive Unit 21, Winter Park

$525,000
1 Beds 1 Baths 26-1128 MLS
The A-Frame Owners Club transports you to the golden era of ski-town culture, where fires crackle, vinyl spins, cocktails are poured, and stories come easy. It is more than a property; it's a true community. Set in Old Town Winter Park, next to the resort and along the Fraser River, this retro-inspired collection of cabins offers a mountain getaway for those craving soul and character. The stand-alone cabins blend modern comfort and mountain nostalgia with classic A-frame architecture, unique design, and iconic angles. Hang out at the on-site historic bar and the highly regarded restaurant, unwind in the Japanese-style hot tubs, or in the sauna mixed with a cold plunge. CABINS: Large picture windows frame the forest, snow, and starry night sky. An iconic Malm gas fireplace anchors the cozy living space. The bathroom features a shower and radiant-heat floors, and the kitchenette is perfect for enjoying morning coffee and après-ski snacks. Upstairs, a king-size bed sits beneath the A-frame peak alongside a soaking tub. The entry area offers dedicated ski and gear storage for all your adventure essentials, and a private deck. The cabin sleeps four comfortably and is sold fully furnished and equipped with signature design and daily necessities. ON-SITE: Boardwalks connect each cabin, creating a unique flow throughout the property. Japanese-style hot tubs, along with a sauna & cold plunge room, and community fire pits throughout the property make recovery part of the ritual. The property features the coolest restaurant and bar in town, the Grill, offering après that blends locals and visitors. On-site short-term rental management provides hassle-free ownership and income, and a free ski shuttle is right outside the door.

1008 Winter Park Drive Unit 22, Winter Park

$525,000
1 Beds 1 Baths 26-1127 MLS
The A-Frame Owners Club transports you to the golden era of ski-town culture, where fires crackle, vinyl spins, cocktails are poured, and stories come easy. It is more than a property; it's a true community. Set in Old Town Winter Park, next to the resort and along the Fraser River, this retro-inspired collection of cabins offers a mountain getaway for those craving soul and character. The stand-alone cabins blend modern comfort and mountain nostalgia with classic A-frame architecture, unique design, and iconic angles. Hang out at the on-site historic bar and the highly regarded restaurant, unwind in the Japanese-style hot tubs, or in the sauna mixed with a cold plunge. CABINS: Large picture windows frame the forest, snow, and starry night sky. An iconic Malm gas fireplace anchors the cozy living space. The bathroom features a shower and radiant-heat floors, and the kitchenette is perfect for enjoying morning coffee and après-ski snacks. Upstairs, a king-size bed sits beneath the A-frame peak alongside a soaking tub. The entry area offers dedicated ski and gear storage for all your adventure essentials, and a private deck. The cabin sleeps four comfortably and is sold fully furnished and equipped with signature design and daily necessities. ON-SITE: Boardwalks connect each cabin, creating a unique flow throughout the property. Japanese-style hot tubs, along with a sauna & cold plunge room, and community fire pits throughout the property make recovery part of the ritual. The property features the coolest restaurant and bar in town, the Grill, offering après that blends locals and visitors. On-site short-term rental management provides hassle-free ownership and income, and a free ski shuttle is right outside the door.

1008 Winter Park Drive Unit 3, Winter Park

$649,999
1 Beds 1 Baths 26-964 MLS
Recent price reduction and sellers are motivated to get this fabulous 1-bedroom, 1-bath condo at Trailhead Lodges sold! This unit offers one of the best combinations of location, amenities, and value in downtown Winter Park! Freshly painted and being sold fully furnished and turnkey, it's ready to enjoy as your own mountain getaway or continue as a successful rental with a strong rental history. The condo features 9-foot ceilings, radiant in-floor heat, in-unit laundry, a spacious owner's closet and elevator access for added convenience. Trailhead Lodges is known for its outstanding amenities, including a heated year-round outdoor pool, a large outdoor hot tub, fitness center, owner's lounge with a full kitchen, BBQ area, pool table, and more - all with reasonable HOA dues. Located in the heart of downtown, you'll be just steps from restaurants, shopping, trails, and the free shuttle to Winter Park Resort. Whether you're looking for a mountain retreat, a full-time residence, or an investment property, this condo checks all the boxes. It's been rented much of the summer and is finally now available to tour. Let's get you in to see it soon!

701 Trailhead Circle Unit 721, Winter Park

$400,000
1 Beds 1 Baths 26-920 MLS
SELLER IS OFFERING A $5,000 CONCESSION TO THE BUYER AT CLOSING. See Supplemental Remarks Why drive back to Denver after a long day on the mountain when you can retreat to your own turnkey Winter Park getaway? Welcome to 400 Hi Country Drive #155, a beautifully updated top-floor 1-bedroom, 1-bathroom condo ideally situated along the Fraser River in the heart of downtown Winter Park. This well-maintained mountain retreat offers comfort, convenience, and investment potential, with short-term rentals allowed. Inside, you'll find an inviting open-concept floor plan featuring hard-surface flooring throughout, a wood-burning fireplace, updated bathroom, two new ceiling fans and brand-new stainless steel kitchen appliances. The open kitchen includes ample prep space and bar seating, making it easy to gather after a day of adventure. Head outside onto the deck and enjoy the soothing sounds of the Fraser River, stunning alpenglow views, and convenient exterior storage for all your mountain gear. Whether you've spent the day skiing, biking, hiking, or exploring Grand County, this condo provides the perfect place to unwind. Owners and guests enjoy access to Hi Country Haus amenities, including a recreation center with an indoor pool, hot tubs, fitness center, game room, community gathering spaces, picnic and grilling areas and convenient laundry facilities. Heat, water, cable, internet and clubhouse access are included in the HOA dues. Just moments from downtown Winter Park's restaurants, shops, breweries, live music at Hideaway Park, bowling, and year-round events. The free Lift shuttle stops across the street, providing easy access to Winter Park Resort and world-class skiing. Miles of hiking, biking, and cross-country trails are just moments away, making this a true four-season destination. Whether you're searching for a full-time residence, a mountain escape, or an income-producing investment property, this move-in-ready condo delivers an unbeatable combination of location, amenities, and mountain charm in one of Winter Park's most desirable settings.

400 Hi Country Drive Unit 155, Winter Park

$499,000
1 Beds 1 Baths 26-876 MLS
This turnkey and low-maintenance condo will become your favorite oasis at the Winter Park Base Village. The location of this condo is perfect for privacy and easy access to the stairwell from the garage, and across from the gondola; action awaits at your doorstep. Views of mountains from your private deck give you lots of morning sun and beautiful alpenglow moments in the evening. A full-sized fridge makes the kitchenette feel more functional. The newly remodeled amenities deck can be found on the same floor and brings tons of value for renters and owners alike. The oversized hot tub, grill area, and peaceful views of the ski area will surely please any outdoor enthusiast. Heated garage and ski locker included. Skip i70 traffic with the planned train expansion, direct to the WP Base.

580 Winter Park Drive Unit 4370, Winter Park

$629,000
1 Beds 1 Baths 26-241 MLS
Experience the ultimate mountain lifestyle in this beautifully updated one-bedroom ski-in/ski-out condo, located just steps from the gondola at the base of Winter Park Resort. Wake up to breathtaking views of the Continental Divide and end your day with the convenience of true slope-side living. This unit has queen bed in master, hideaway bed in living room, and cabinet bed which is a queen sleeping 6 comfortably. Inside, relax by the warmth of the gas fireplace after a day on the mountain, or step out onto your private deck to take in crisp alpine air and panoramic views. The condo is sold fully furnished and ready to enjoy and features a spacious layout, with a pullout sofa for accommodating additional guests. Enjoy two convenient ski lockers, making gear storage for both you and/or your guests effortless. Come summer, the adventure continues with direct access to Trestle Bike Park, one of the premier downhill biking destinations in the country right outside your door. And when you're not here, whether winter or summer, the strong rental potential offers an excellent investment opportunity. Whether you're chasing powder, catching the last gondola ride up, enjoying sunsets from your deck, unwinding fireside, or riding world-class trails, don't miss your chance to own a slice of Winter Park's all-season lifestyle. HOA dues cover all utilities.

201 Zephyr Way Unit 2216, Winter Park

$515,000
1 Beds 1 Baths 26-246 MLS
Experience true ski-in/ski-out living from this Iron Horse 1-bed, 1-bath condo-right off the corridor! Perfectly positioned at one of Winter Park's most coveted locations, you can literally step out the door and ski right onto the trail. This cozy and functional floorplan offers tremendous potential to personalize and modernize, whether you're creating your perfect mountain retreat or maximizing rental income. Fully equipped for short-term rental use, this unit offers unbeatable access. Enjoy effortless living in one of Winter Park's most iconic complexes! HOA includes a heated outdoor pool & hot tubs, fitness center, sauna, community grills and gathering spaces, ski storage, underground parking, full exterior maintenance, snow removal, trash, water/sewer, basic cable and WIFI.

310 Iron Horse Way Unit D2104, Winter Park

$545,000
1 Beds 1 Baths 26-202 MLS
This fully furnished ski-in/ski-out condo is located at the base of Winter Park Resort, featuring views of the famous Mary Jane Territory. Relax after a day on the slopes on the BRAND NEW AMENITIES DECK, complete with a large hot tub, heated deck, gas fire pit, grills and lounge chairs-all perfectly positioned to take in panoramic views of the resort. This unit includes a private ski locker, common bike storage, and access to a heated parking garage, offering the closest parking available to the main gondola. EXCITING DEVELOPMENTS ON THE HORIZON: the Winter Park Town Council recently approved an expansion of the gondola to connect directly to downtown Winter Park, further enhancing accessibility and long-term value. Not to mention rental potential!

580 Winter Park Drive Unit 4566, Winter Park

$560,000
1 Beds 1 Baths 25-1427 MLS
Enjoy Winter Park's year-round magic with this updated 1-bed / 1-bath condo, perfect for your own mountain getaway or as a short-term rental investment. Located in the popular Founders Pointe at the Winter Park Resort, just a short stroll to the gondola, shops, and restaurants, this modern end-unit offers convenience and style: contemporary design, gas fireplace, spacious bedroom & bath, and your own balcony with mountain views! After a day on the slopes or trails, unwind on the fantastic amenity deck, complete with an oversized hot tub, fire pits, gas grills, and plenty of lounge seating to soak in those alpine sunsets. The HOA covers all utilities, and you'll have a parking spot, ski locker, and bike storage in the heated garage. Just 90 minutes from Denver, this ski condo lets you make the most of mountain living year-round. Whether you're carving first tracks in the morning or relaxing with après-ski by the fire, Founders Pointe is the perfect home base for adventure.

580 Winter Park Drive Unit 4564, Winter Park

$995,000
1 Beds 2 Baths 24-762 MLS
Introducing the highly anticipated Headwaters Condos, a premier new construction project in Winter Park, Colorado. This one bedroom unit with a spacious loft area is nestled along the scenic Fraser River. High-end finishes, modern amenities, fully enclosed parking garage, a large deck and breathtaking views of the surrounding mountains. The Headwaters Condos are designed with the utmost attention to detail, providing a seamless blend of comfort, functionality, and style. Enjoy access to a common hot tub, fire pit, trail access, and bike/ski storage. Located in the charming town of Winter Park, residents of Headwaters Condos enjoy easy access to world-class skiing, hiking, and outdoor recreational activities, as well as a vibrant downtown area with a variety of shops, restaurants, and entertainment options. The Headwaters Condos are not just a home, but a lifestyle focused on ecology and the environment. All profits from the purchase benefit Headwaters Center and its 501c3 and Headwaters River Journey museum which strive to enhance education and preservation of our sacred rivers that the West relies upon for our daily water and recreation. Don't miss your chance to own a piece of the Rocky Mountains at Headwaters Condos.

720 Baker Drive Unit 404, Winter Park