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501 Trailhead Circle Unit 512, Winter Park

Ground-level corner condo in the heart of downtown Winter Park! This wheelchair-accessible 1-bed, 1-bath at Trailhead Lodges features wide doorways and one of the complex's largest one-bedroom floor plans at 841 sq ft. Enjoy a gas fireplace, radiant floor heat, granite counters, LVP flooring, in-unit washer/dryer, a private deck, and mountain views. Walking distance to Hideaway Park, Rendezvous Event Center concerts, shops, restaurants, trails, and the free shuttle to Winter Park Resort. Trailhead amenities include a clubhouse and one of Winter Park's only year-round heated pools plus a hot tub. HOA dues cover TV, internet, trash, snow removal, and building insurance. A proven short-term rental with excellent guest reviews, sold furnished and turnkey!

1 Beds ⋅ 1 Baths ⋅ 26-1439 MLS

Ground-level corner condo in the heart of downtown Winter Park! This wheelchair-accessible 1-bed, 1-bath at Trailhead Lodges features wide doorways and one of the complex's largest one-bedroom floor plans at 841 sq ft. Enjoy a gas fireplace, radiant floor heat, granite counters, LVP flooring, in-unit washer/dryer, a private deck, and mountain views. Walking distance to Hideaway Park, Rendezvous Event Center concerts, shops, restaurants, trails, and the free shuttle to Winter Park Resort. Trailhead amenities include a clubhouse and one of Winter Park's only year-round heated pools plus a hot tub. HOA dues cover TV, internet, trash, snow removal, and building insurance. A proven short-term rental with excellent guest reviews, sold furnished and turnkey!

501 Trailhead Circle Unit 512, Winter Park

$675,000

True ski-in/ski-out living at Zephyr Mountain Lodge! Located on the second floor of the Slopeside building, Unit 1207 offers incredibly easy access to the slopes--no stairs or elevators needed to get to the lift. Simply gear up and head out the door, making it easy to ski home for lunch or a quick break and be back on the mountain in minutes. In the summer, bike right to your back deck for equally convenient trail access. Inside, the condo features a comfortable, functional layout with new flooring, a new mattress and TV, updated kitchen countertops, and an updated bathroom with new toilets, vanity and light fixtures, making it a turnkey mountain getaway. The building offers a covered heated garage, two ski lockers, bike storage, hot tub, and fitness center, with all utilities included HOA dues. And with Winter Park Village just steps away, coffee shops, restaurants, shopping, and year-round entertainment are right outside your door. If true slopeside convenience is what you're looking for, this location is hard to beat.

1 Beds ⋅ 1 Baths ⋅ 26-1399 MLS

True ski-in/ski-out living at Zephyr Mountain Lodge! Located on the second floor of the Slopeside building, Unit 1207 offers incredibly easy access to the slopes--no stairs or elevators needed to get to the lift. Simply gear up and head out the door, making it easy to ski home for lunch or a quick break and be back on the mountain in minutes. In the summer, bike right to your back deck for equally convenient trail access. Inside, the condo features a comfortable, functional layout with new flooring, a new mattress and TV, updated kitchen countertops, and an updated bathroom with new toilets, vanity and light fixtures, making it a turnkey mountain getaway. The building offers a covered heated garage, two ski lockers, bike storage, hot tub, and fitness center, with all utilities included HOA dues. And with Winter Park Village just steps away, coffee shops, restaurants, shopping, and year-round entertainment are right outside your door. If true slopeside convenience is what you're looking for, this location is hard to beat.

401 Nystrom Lane Unit 1207, Winter Park

1008 Winter Park Drive Unit 28, Winter Park

$625,000

Own one of just 31 freestanding A-frame cabins designed by acclaimed Skylab Architecture within the established A-Frame Club in Old Town Winter Park. Each 595-sf cabin is fully furnished and equipped, with a private entrance and outdoor space, soaring 28-ft ceilings, expansive windows, birchwood finishes, custom built-ins, Malm gas fireplace, kitchenette, radiant-heated bath floors, gear storage, Samsung Frame TV, central HVAC, walkout deck, king bed and soaking tub. Ownership includes hot tubs, sauna, cold plunge, fire pits, owners lounge, parking, seasonal ski transportation, the A-Frame Grill, historic saloon & patio. On-site short-term rental management offers a streamlined rental option when not in use. Set along the Fraser River, minutes from skiing, lift-accessed biking and hiking. Own one of just 31 freestanding A-frame cabins designed by acclaimed Skylab Architecture, set within the established A-Frame Club in Old Town Winter Park. More than a mountain condo, each is a fully furnished private retreat with its own entrance and outdoor space, paired with professional on-site management and resort-style amenities. Each approximately 595-square-foot cabin is designed for four-season use and comes fully furnished and equipped. Soaring 28-foot ceilings and expansive windows frame the main living space, where birchwood finishes, custom built-ins and an iconic Malm gas fireplace define the interior. The main level includes a kitchenette, radiant-heated bathroom floors, dedicated ski and gear storage, integrated AV with a Samsung Frame TV, central heat and air conditioning, and a private walkout deck. Upstairs, a king-size bed sits beneath the A-frame peak beside a soaking tub. Ownership includes access to the broader A-Frame Club experience. Boardwalks connect the cabins with hot tubs, sauna and cold plunge, gathering spaces and fire pits, an owners lounge, on-site parking and seasonal ski transportation. The A-Frame Grill, historic saloon and outdoor patio create an après-ski destination right on the property. When you aren't using your cabin, professional on-site short-term rental management offers a streamlined way to place it into the property's existing hospitality operation. It is a rare combination: a private mountain retreat with the infrastructure and amenities of an established boutique hotel. Set along the Fraser River and minutes from skiing, the country's most popular lift-accessed bike park, world-class hiking and everything Winter Park offers, the A-Frame Owners Club blends classic mountain nostalgia with the comfort, design and operational simplicity of a modern hospitality property. Ski, ride, gather and unplug, while owning a piece of one of Winter Park's most distinctive destinations.

1 Beds ⋅ 1 Baths ⋅ 26-1387 MLS

Own one of just 31 freestanding A-frame cabins designed by acclaimed Skylab Architecture within the established A-Frame Club in Old Town Winter Park. Each 595-sf cabin is fully furnished and equipped, with a private entrance and outdoor space, soaring 28-ft ceilings, expansive windows, birchwood finishes, custom built-ins, Malm gas fireplace, kitchenette, radiant-heated bath floors, gear storage, Samsung Frame TV, central HVAC, walkout deck, king bed and soaking tub. Ownership includes hot tubs, sauna, cold plunge, fire pits, owners lounge, parking, seasonal ski transportation, the A-Frame Grill, historic saloon & patio. On-site short-term rental management offers a streamlined rental option when not in use. Set along the Fraser River, minutes from skiing, lift-accessed biking and hiking. Own one of just 31 freestanding A-frame cabins designed by acclaimed Skylab Architecture, set within the established A-Frame Club in Old Town Winter Park. More than a mountain condo, each is a fully furnished private retreat with its own entrance and outdoor space, paired with professional on-site management and resort-style amenities. Each approximately 595-square-foot cabin is designed for four-season use and comes fully furnished and equipped. Soaring 28-foot ceilings and expansive windows frame the main living space, where birchwood finishes, custom built-ins and an iconic Malm gas fireplace define the interior. The main level includes a kitchenette, radiant-heated bathroom floors, dedicated ski and gear storage, integrated AV with a Samsung Frame TV, central heat and air conditioning, and a private walkout deck. Upstairs, a king-size bed sits beneath the A-frame peak beside a soaking tub. Ownership includes access to the broader A-Frame Club experience. Boardwalks connect the cabins with hot tubs, sauna and cold plunge, gathering spaces and fire pits, an owners lounge, on-site parking and seasonal ski transportation. The A-Frame Grill, historic saloon and outdoor patio create an après-ski destination right on the property. When you aren't using your cabin, professional on-site short-term rental management offers a streamlined way to place it into the property's existing hospitality operation. It is a rare combination: a private mountain retreat with the infrastructure and amenities of an established boutique hotel. Set along the Fraser River and minutes from skiing, the country's most popular lift-accessed bike park, world-class hiking and everything Winter Park offers, the A-Frame Owners Club blends classic mountain nostalgia with the comfort, design and operational simplicity of a modern hospitality property. Ski, ride, gather and unplug, while owning a piece of one of Winter Park's most distinctive destinations.

1008 Winter Park Drive Unit 28, Winter Park

$649,000

Build among some of Winter Park's finest custom homes on this private Leland Creek homesite, filled with mature aspen and evergreen and framed by views of the Continental Divide. Lot 10 sits within Town limits on paved, curbed streets, just minutes from downtown, Hideaway Park, and the planned Connect Winter Park gondola, which will link downtown directly to the resort. Leland Creek is known for its striking mountain-modern and timber-frame homes, and buildable lots here are rare. Fully complete architectural plans for a 4-bed, 6-bath, approx. 4300 sq ft home are available with the sale, so you can skip months of design and break ground sooner.

26-1363 MLS

Build among some of Winter Park's finest custom homes on this private Leland Creek homesite, filled with mature aspen and evergreen and framed by views of the Continental Divide. Lot 10 sits within Town limits on paved, curbed streets, just minutes from downtown, Hideaway Park, and the planned Connect Winter Park gondola, which will link downtown directly to the resort. Leland Creek is known for its striking mountain-modern and timber-frame homes, and buildable lots here are rare. Fully complete architectural plans for a 4-bed, 6-bath, approx. 4300 sq ft home are available with the sale, so you can skip months of design and break ground sooner.

714 Leland Creek Circle, Winter Park

$689,000

Accepting back-up offers! Sunny decks, moving water, and forest just outside the door. Only 0.3 miles from the planned gondola! This 3-bedroom, 2-bath townhome has an open, vaulted great room with a large picture window facing the trees. Cozy up next to the fireplace. Vasquez Creek runs right by the home - spend your time daydreaming, watching the water babble through the woods. The top-floor loft bedroom has its own bath. The lower level includes two bedrooms, a full bath, washer/dryer, and a sauna. One designated parking space. Walk to downtown Winter Park shops, restaurants, and trails. Close to the free shuttle. Partially furnished and ready for immediate occupancy. A rare option for a second home or lock-and-leave base for ski season. Small complex with strong HOA. Easy to tour!

3 Beds ⋅ 2 Baths ⋅ 26-1352 MLS

Accepting back-up offers! Sunny decks, moving water, and forest just outside the door. Only 0.3 miles from the planned gondola! This 3-bedroom, 2-bath townhome has an open, vaulted great room with a large picture window facing the trees. Cozy up next to the fireplace. Vasquez Creek runs right by the home - spend your time daydreaming, watching the water babble through the woods. The top-floor loft bedroom has its own bath. The lower level includes two bedrooms, a full bath, washer/dryer, and a sauna. One designated parking space. Walk to downtown Winter Park shops, restaurants, and trails. Close to the free shuttle. Partially furnished and ready for immediate occupancy. A rare option for a second home or lock-and-leave base for ski season. Small complex with strong HOA. Easy to tour!

500 Vasquez Road Unit #1, Winter Park

$649,500

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.

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

$679,000

Welcome to your mountain escape--where the soothing sounds of the river, spectacular mountain views, and effortless access to everything Winter Park has to offer come together in one beautifully remodeled end-unit condo. Ideally positioned along the river and just steps from scenic walking trails, a tranquil lake, and the bus stop to downtown Winter Park and Winter Park Resort, this is the kind of location that makes mountain living feel easy. Inside, an abundance of natural light fills the open and inviting floor plan, showcasing a thoughtful renovation with stylish, contemporary finishes throughout. Updates include LVP flooring, new doors and baseboards, recessed LED lighting, designer light fixtures, and completely remodeled bathrooms. The refreshed kitchen features new cabinetry, granite countertops, stainless steel appliances, and an updated sink and faucet--creating a space that is as functional as it is beautiful. Step outside onto the spacious covered front deck and take in the breathtaking mountain views while listening to the river just beyond. It's the perfect place to enjoy your morning coffee, unwind after a day on the slopes, or gather with friends and family. All three bedrooms offer generous closets, while the rare in-unit washer and dryer add everyday convenience. Best of all, this condo is being offered fully furnished with newer furniture and accessories, making it truly turnkey. Just bring your gear and start enjoying the mountains. As a resident of Hi Country, you and your guests will enjoy an impressive collection of amenities, including an indoor pool, two indoor hot tubs, an outdoor hot tub, clubhouse and entertainment space, fitness center, covered picnic area, and playground. With hiking and biking trails nearby and downtown Winter Park just a short walk away, adventure, dining, shopping, and après-ski are all within easy reach. Whether you're searching for a turnkey mountain retreat, investment opportunity, or year-round home, this beautifully updated 3-bedroom condo delivers the Colorado lifestyle you've been dreaming about--with the river at your doorstep and the mountains as your backdrop. Come experience why this exceptional Winter Park location is so special.

3 Beds ⋅ 2 Baths ⋅ 26-1299 MLS

Welcome to your mountain escape--where the soothing sounds of the river, spectacular mountain views, and effortless access to everything Winter Park has to offer come together in one beautifully remodeled end-unit condo. Ideally positioned along the river and just steps from scenic walking trails, a tranquil lake, and the bus stop to downtown Winter Park and Winter Park Resort, this is the kind of location that makes mountain living feel easy. Inside, an abundance of natural light fills the open and inviting floor plan, showcasing a thoughtful renovation with stylish, contemporary finishes throughout. Updates include LVP flooring, new doors and baseboards, recessed LED lighting, designer light fixtures, and completely remodeled bathrooms. The refreshed kitchen features new cabinetry, granite countertops, stainless steel appliances, and an updated sink and faucet--creating a space that is as functional as it is beautiful. Step outside onto the spacious covered front deck and take in the breathtaking mountain views while listening to the river just beyond. It's the perfect place to enjoy your morning coffee, unwind after a day on the slopes, or gather with friends and family. All three bedrooms offer generous closets, while the rare in-unit washer and dryer add everyday convenience. Best of all, this condo is being offered fully furnished with newer furniture and accessories, making it truly turnkey. Just bring your gear and start enjoying the mountains. As a resident of Hi Country, you and your guests will enjoy an impressive collection of amenities, including an indoor pool, two indoor hot tubs, an outdoor hot tub, clubhouse and entertainment space, fitness center, covered picnic area, and playground. With hiking and biking trails nearby and downtown Winter Park just a short walk away, adventure, dining, shopping, and après-ski are all within easy reach. Whether you're searching for a turnkey mountain retreat, investment opportunity, or year-round home, this beautifully updated 3-bedroom condo delivers the Colorado lifestyle you've been dreaming about--with the river at your doorstep and the mountains as your backdrop. Come experience why this exceptional Winter Park location is so special.

507 Hi Country Unit #7-87, Winter Park

701 Trailhead Circle Unit 721, Winter Park

$649,999

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!

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

477 Iron Horse Way Unit H3408, Winter Park

$649,000

See Supplemental Remarks Welcome to 477 Iron Horse Way, Unit H3408--a beautifully remodeled, thoughtfully updated, and freshly repaintedmountain retreat where modern comfort meets the tree tops and alpine adventure. Fully furnished, this turnkey residenceis ready for you to enjoy mountain life from day one. Designed with both relaxation and functionality in mind, this spaciouscondo features two generously sized bedrooms, a private garage, a discreetly hidden Murphy bed that provides additionalsleeping space without sacrificing the open feel of the living area, and three refreshed bathrooms--making those busymornings preparing to hit the slopes surprisingly stress-free. Perfectly positioned on the Winter Park corridor between theWinter Park base area and Mary Jane, Iron Horse offers one of the resort's most desirable locations. Start your day byskiing down to the Gondola, then return to Iron Horse from the Main Mary Jane Trail. Inside, an open floor plan,contemporary finishes with warm mountain character create the perfect place to gather after a day of skiing, mountainbiking, hiking, or exploring everything Winter Park has to offer. The Iron Horse Resort offers amenities designed to makeevery season memorable. Enjoy the heated indoor/outdoor pool, multiple hot tubs, steam sauna, fitness center, gameroom, ski and bike lockers, tuning area, BBQ deck, business center, conference rooms, underground parking, on-site skishop, seasonal bike and dog wash station, and outdoor fire pit. With year-round hiking and biking trails just outside yourdoor, adventure truly begins the moment you head outside. Whether you're looking for a family retreat, a low-maintenancesecond home, or a turnkey investment property with excellent rental potential, Unit H3408 delivers the mountain lifestyleyou've been dreaming about. Pack your skis, bikes (or leave them in your private garage), hiking boots, and toothbrush--everything else is already here. Your next mountain adventure starts at Iron Horse.

2 Beds ⋅ 3 Baths ⋅ 26-963 MLS

See Supplemental Remarks Welcome to 477 Iron Horse Way, Unit H3408--a beautifully remodeled, thoughtfully updated, and freshly repaintedmountain retreat where modern comfort meets the tree tops and alpine adventure. Fully furnished, this turnkey residenceis ready for you to enjoy mountain life from day one. Designed with both relaxation and functionality in mind, this spaciouscondo features two generously sized bedrooms, a private garage, a discreetly hidden Murphy bed that provides additionalsleeping space without sacrificing the open feel of the living area, and three refreshed bathrooms--making those busymornings preparing to hit the slopes surprisingly stress-free. Perfectly positioned on the Winter Park corridor between theWinter Park base area and Mary Jane, Iron Horse offers one of the resort's most desirable locations. Start your day byskiing down to the Gondola, then return to Iron Horse from the Main Mary Jane Trail. Inside, an open floor plan,contemporary finishes with warm mountain character create the perfect place to gather after a day of skiing, mountainbiking, hiking, or exploring everything Winter Park has to offer. The Iron Horse Resort offers amenities designed to makeevery season memorable. Enjoy the heated indoor/outdoor pool, multiple hot tubs, steam sauna, fitness center, gameroom, ski and bike lockers, tuning area, BBQ deck, business center, conference rooms, underground parking, on-site skishop, seasonal bike and dog wash station, and outdoor fire pit. With year-round hiking and biking trails just outside yourdoor, adventure truly begins the moment you head outside. Whether you're looking for a family retreat, a low-maintenancesecond home, or a turnkey investment property with excellent rental potential, Unit H3408 delivers the mountain lifestyleyou've been dreaming about. Pack your skis, bikes (or leave them in your private garage), hiking boots, and toothbrush--everything else is already here. Your next mountain adventure starts at Iron Horse.

477 Iron Horse Way Unit H3408, Winter Park

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