Refine Search
Map
Sort by
$899,000
3 Beds ⋅ 4 Baths ⋅ 26-1143 MLS
Located in the heart of Winter Park, this three level townhome offers an exceptional in town location less than half a mile from the proposed new gondola and ski back trail, with walkable access to trails, dining, and shops. The open top floor features a spacious kitchen, dining area, and living room designed for gathering after a day on the mountain. Three private decks capture sweeping views of Winter Park Resort and Parry Peak, creating strong year round appeal. Bedrooms with en suite baths are located on both the entry and second levels, along with a large bunkroom on the second level that adds flexibility for guests. An attached garage provides storage and convenience. Operated as a long-term rental since 2/2025 with the latest rent being $3700/mo. STR estimated $45k/year per AirDNA.

476 Kings Crossing Road, 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
$599,000
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
$599,000
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
$3,950,000
5 Beds ⋅ 7 Baths ⋅ 26-1010 MLS
Experience luxury mountain living at 113 Après Way in Riverwalk, Winter Park's premier riverfront community. This fully furnished custom home offers 3,600 SF with 5 bedrooms, 5 full and 2 half baths, a chef's kitchen with Wolf & Sub-Zero appliances, heated decks, heated garage, in-floor radiant heat, central A/C, and custom finishes throughout. The spacious floor plan includes a luxurious primary suite, entertainment level, hot tub, and multiple ensuite guest rooms. Just steps from downtown, the Fraser River, trails, dining, and minutes to Winter Park Resort. Riverwalk is one of the area's only luxury communities with a perpetual short-term rental license, making this an exceptional mountain retreat and investment opportunity. Nestled along the banks of the Fraser River in the exclusive Riverwalk community, 113 Après Way is a fully furnished mountain retreat offering the perfect blend of luxury, craftsmanship, and adventure. This custom-designed home features 3,600 square feet with five bedrooms, five full baths, and two half baths, thoughtfully designed to accommodate family gatherings, entertaining, and year-round enjoyment. The heart of the home showcases a chef's kitchen with Sub-Zero refrigeration, a 48-inch Wolf gas range, Cove dishwasher, oversized quartzite island, custom white oak cabinetry, and handcrafted finishes throughout. In-floor radiant heat, central air conditioning, reclaimed-inspired materials, solid oak trim, custom steel staircases, heated decks, and a heated two-car garage reflect an uncompromising level of quality. The spacious floor plan includes a luxurious primary suite with a private river-facing patio, steam shower, freestanding soaking tub, walk-in closet, and fireplace. Additional guest suites, a large bunk room, expansive entertainment space, multiple laundry areas, and a private hot tub create an exceptional experience for owners and guests alike. Located just steps from downtown Winter Park and minutes from world-class skiing, hiking, biking, and fly fishing, Riverwalk offers private river access, walking trails, community gathering spaces, and one of the area's most desirable locations. The boutique neighborhood consists of only 37 custom homes, creating a rare opportunity to own in one of Colorado's premier luxury mountain communities. Adding to its appeal, Riverwalk is the only community in Winter Park with a perpetual short-term rental license attached to every homesite, providing exceptional flexibility for personal use, investment, or both.

113 Apres Way, Winter Park
$1,069,000
2 Beds ⋅ 2 Baths ⋅ 26-908 MLS
LOCATION! LOCATION! LOCATION! Welcome to Timber Fox @ ROAM, Winter Park's exciting new mountain community! This beautifully appointed 2 bed, 2 bath condominium in Building 1 offers one of the most desirable settings in the development backing directly to open space and the Fraser River for a peaceful mountain retreat! The thoughtfully designed open concept floor plan features modern finishes throughout! Terrific spacious kitchen w/ abundant counter space, storage, island seating & aq cozy family room w/ modern fireplace! Drop zone is perfect place for ski gear!Oversized primary suite w/ balcony and en-suite bath! Secondary bed w/ bunks & bath! Community rec car w/ pool is under construction! Community fire pit & hot tub! Rendezvous Event Ctr around the corner! Ski bus out your door! HURRY!

144 Ski Idlewild Road Unit 1406, Winter Park
$2,850,000
5 Beds ⋅ 5 Baths ⋅ 26-810 MLS
Luxury mountain chalet with exceptional vacation rental potential fully furnished just 3 miles and less than 10 minutes from world-renowned Winter Park Resort. Perched on a private 1/3-acre mountainside lot, this stunning 4,033 sq. ft. home offers breathtaking panoramic views of Winter Park and the surrounding Rockies. Features include 4 bedrooms, 5 bathrooms, two luxurious primary suites, multiple decks and patios, a chef's kitchen, open-concept living, and a dramatic double-sided fireplace. The walkout lower level offers additional bedrooms, a family room, game room, and second laundry. Relax in the private hot tub after a day of skiing, biking, hiking, or golf. Short-term rentals are permitted, making this an outstanding primary residence, mountain getaway, or investment opportunity Rare opportunity to own a luxury mountain retreat with outstanding vacation rental potential sold fully furnished just 3 miles and less than 10 minutes from world-renowned Winter Park Resort. Perched high on the mountainside, this exceptional custom chalet captures breathtaking panoramic views of Winter Park, the valley below, and the surrounding Rocky Mountains. Spanning 4,033 square feet on a private one-third-acre lot, this beautifully appointed home offers the perfect combination of luxury, comfort, and investment potential. The spacious floor plan features 5 bedrooms (including one non-conforming bedroom) and 5 bathrooms, highlighted by two luxurious primary suites and multiple decks and patios designed to maximize the spectacular mountain setting. The open-concept main level is ideal for entertaining, featuring a chef's kitchen, expansive living spaces, and a dramatic double-sided fireplace shared between the great room and dining area. Walls of windows fill the home with natural light while showcasing the stunning alpine views. The walkout lower level offers three additional bedrooms, a large family room, game room with space for a pool table, and a second laundry area, providing ample room for family gatherings, guests, and multi-generational living. After a day on the slopes, trails, or golf course, unwind in the private hot tub while enjoying the incredible mountain scenery. An oversized garage with loft storage provides abundant space for vehicles, recreational equipment, and all your Colorado adventures. Whether you're seeking a full-time residence, a seasonal getaway, or a high-demand short-term rental investment, this property delivers. Short-term rentals are permitted, offering exceptional income-producing potential in one of Colorado's premier four-season resort destinations. With its commanding views, generous size, excellent condition, flexible floor plan, and unbeatable location near Winter Park Resort, this remarkable chalet represents one of the area's most compelling values and a rare opportunity to own a true Colorado mountain escape.

364 Timber Drive, Winter Park
$585,000
2 Beds ⋅ 2 Baths ⋅ 26-786 MLS
Tucked into a private forest setting at Beaver Village, this nicely updated 2-bedroom condo offers the perfect blend of mountain comfort, convenience, and investment potential. Enjoy peaceful views from your deck while being just steps from the Fraser River Trail, downtown Winter Park's restaurants, shops, and entertainment, and convenient transit options, including the free shuttle stop and Beaver Village shuttle service. The updated kitchen and bathrooms provide a fresh, modern feel, while the sought-after location near the proposed ski-back trail from Winter Park Resort adds exciting future appeal. Whether you're looking for a personal mountain retreat or a strong rental property, this condo checks all the boxes. The community clubhouse is located just behind the building, making it exceptionally convenient for owners and guests. Amenities include an indoor pool, hot tubs, clubhouse, meeting space, laundry facilities, and a spacious outdoor deck area. With its unbeatable location, extensive amenities, and year-round recreation at your doorstep, Beaver Village Building 2 Unit 202 is an outstanding opportunity in the heart of Winter Park.

44 Gcr 702 Unit #2-202, Winter Park
$3,750,000
4 Beds ⋅ 5 Baths ⋅ 26-755 MLS
The rarest offering in Grand County: a turnkey luxury home with a perpetual short-term rental license that conveys, an income moat no competitor can match. This 4-bed, 5-bath custom residence withing the coveted Riverwalk Community sits along private Fraser River frontage, an exclusive 33-home riverfront enclave with a community fishing deck, central pavilion, and protected open space. Sold fully furnished in Arhaus and Restoration Hardware, with a chef's kitchen (Wolf, Sub-Sero, Cove) and seamless indoor-outdoor living. Projected rental income around $235K+. Walk to downtown dining and breweries, minutes to Winter Park Resort and Mary Jane. HOA snow removal and maintenance included. Own the river, the lifestyle, and proven rental upside.

118 Apres Way, Winter Park
$539,000
1 Beds ⋅ 1 Baths ⋅ 26-349 MLS
Check out this gorgeous 1 bed, 1 bath unit in Iron Horse Condominiums! Discover a spacious open concept w/elegant wood-look flooring, soothing palette, a Murphy bed, track lighting, and a fireplace to keep you warm & cozy. The fabulous kitchen is equipped w/everything you'll need for home cooking, wood cabinetry, ample counter space, and high-end stainless steel appliances. The sizeable bedrooms showcases soft carpet and a built-in closet w/shoe racks! Enjoy access to various Community amenities, from assigned parking to a refreshing pool and a fitness center, and not to mention the fantastic mountain views! This is the opportunity you've been waiting for, don't miss out!

310 Iron Horse Way Unit D2024, Winter Park