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$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

$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

$4,250,000
5 Beds 5 Baths 26-704 MLS
Mountain Modern home located in Leland Creek, this 2023-built, 5-bed, 5-bath offers unparalleled views of the Continental Divide. Designed by Munn Design and built by Never Summer, the home features 20-foot glass front door + sliding doors and 2,548 sq ft of outdoor space that connects nature to the living area. Relax in the 10-person hot tub or unwind by the fire pit. The outdoor kitchen includes a pizza oven and grill. The gourmet kitchen boasts a 48'' stove, 100-spice pullout, and 2 pantries. The master suite features a freestanding tub with a secret glass window. Amenities include a game room, home gym, and office. Just 5 minutes from Winter Park Resort, this home is a perfect year-round retreat or luxury rental. Studio grossed $68K in 2024. See full description in More Studio rental income of over $68K in 2024, Designed as a mini version of the house. Private Hot tub and deck with incredible views. The separate studio apartment offers flexibility as a rental unit or a private retreat for the owners. Complete with a full kitchen and bathroom, this charming space provides privacy and comfort for guests or family members. ________________________________________ Located in the prestigious Leland Creek neighborhood, this brand-new mountain contemporary home is a true architectural gem, offering unparalleled views of the majestic Continental Divide and a blend of modern luxury with rustic charm. This one-of-a-kind property is a rare find in a market that rarely offers such a blend of privacy, design, and convenience. Just minutes from Downtown Winter Park and the world-class Winter Park Resort, this private retreat offers the best of both seclusion and convenience, making it the ideal year-round getaway. Designed by Munn Design + Architect Group and built by Never Summer Construction, this 5-bedroom, 5-bathroom home features over 4,500 square feet of stylish, open-concept living space. The home's design seamlessly integrates with the natural landscape, featuring massive largest in Grand county floor-to-ceiling glass windows (Vue series) that invite breathtaking mountain views into almost every room. The spacious layout is perfect for entertaining large groups, while also offering plenty of private, intimate spaces. Luxurious Interior Living Spaces As you enter, you're greeted by a striking mountain-modern aesthetic, highlighted by Room & Board and Arhaus furnishings, a Sonos sound system, and a cozy gas fireplace in the living room. The New Mountain Kitchen designed this gourmet kitchen is a chef's dream, equipped with high-end appliances including a 48" gas range, built-in refrigerator and freezer with ice maker, and a hidden 100 spice rack for added convenience. Whether you're preparing a casual meal or hosting a dinner party, this kitchen is ready for it all. The 10-person dining table offers the perfect setting for family gatherings, while the wraparound deck with commercial heaters, a wood-fired pizza oven, and built-in BBQ ensures you can entertain outdoors in all seasons. Unmatched Outdoor Living The home's 2548 sq ft outdoor living spaces (some heated) brings together indoor/outdoor living at its finest. Relax in the 10-person hot tub in the main house with stunning mountain vistas, or enjoy cozy evenings around the fire pit while taking in the alpenglow at sunset. The spacious deck is partially covered with 2 commerical overhead heaters, providing the perfect place to dine and relax year-round. The private hot tub area is accessible through 20-foot glass sliding doors, blending the indoors with the outdoors, while heated floors keep you comfortable even in the winter months. Private Master Suite & Guest Rooms The master suite is an oasis of tranquility, offering breathtaking views from the king-sized bed. Enjoy a soak in the freestanding tub, which has been designed to capture the beauty of the Continental Divide with a secret switch to change the glass, or unwind in the spa-like walk-in shower. The suite also includes a large walk-in closet and additional closet for extra clothes. The second-floor King Guest Suite offers its own private bathroom, perfect for guests who appreciate both privacy and comfort. Additional King Bedroom and Bunk Room offers flexible accommodations with Room & Board bunk beds (2 full + 2 twin) and easy access to a full bathroom. Entertainment & Recreation Designed with entertainment in mind, the entry features a pool table, foosball in the basement, as well as a home gym with a Peloton, elliptical, and weights. Whether you're winding down after a day on the slopes or keeping up with your fitness routine, this home has it all. For remote work or quiet time, the home office is equipped with high-speed WiFi, a printer, and plenty of natural light from the surrounding windows. Exceptional Location & Amenities The home offers the best of both worlds seclusion in the prestigious Leland Creek neighborhood and close proximity to everything Winter Park has to offer. Just 5 minutes to Winter Park Resort, this home is perfect for those who want easy access to skiing, snowboarding, mountain biking, and hiking. Enjoy nearby Hideaway Park for concerts and events, or head to Grand Park Rec Center for swimming, rock climbing, and more. The Foundry offers dining, bowling, and a movie theater just down the road. Additional features include a heated four-car garage with custom Swiss Trax flooring, a custom mudroom with ample storage, and a dog wash station for your furry friends. WiFi boosters throughout the home ensure strong connectivity no matter where you are. Investment Opportunity Studio rental income of over $68K in 2024, Designed as a mini version of the house. Private Hot tub and deck with incredible views. The separate studio apartment offers flexibility as a rental unit or a private retreat for the owners. Complete with a full kitchen and bathroom, this charming space provides privacy and comfort for guests or family members. ________________________________________ This home offers an unparalleled level of luxury and design in one of Colorado's most sought-after mountain towns. Whether you're looking for the ultimate family retreat, a mountain escape with friends, or a high-end investment property, this home has it all style, comfort, and location.

674 Leland Creek Circle, Winter Park

$389,000
1 Baths 26-502 MLS
Welcome to this bright and charming studio, nestled right in the heart of Winter Park! Turn-key ready with lovely decor, this cozy retreat features a private washer/dryer, a warm wood-burning fireplace, and a covered deck with breathtaking views of the Continental Divide. Imagine relaxing on your deck, surrounded by serene mountain beauty--just steps from the bus route, vibrant downtown Winter Park, the national forest, Vasquez Creek, and miles of hiking and biking trails. Bike racks are conveniently located right by the entrance. HOA dues cover internet, water/sewer, trash, snow removal, exterior maintenance, and community insurance. The building has a newer roof and fresh siding improvements. Short-term rentals are permitted-ideal for both personal enjoyment and investment!

145 Forest Trail Unit #5, Winter Park

$1,235,000
3 Beds 4 Baths 26-394 MLS
Welcome to Sojourn at Idlewild, showcasing our beautifully finished Graysill townhomes! Enjoy views of the Winter Park ski slopes and a short stroll to Main Street. This three-level townhome was created for both entertaining and retreating. The entry level features a spacious foyer with room to drop gear after a day on the mountain, along with a private guest suite and full bath. The main living level is open and inviting, with tall ceilings, expansive windows, and seamless flow between the kitchen, dining, and living area. Step out onto the front deck or to your private, hot tub-ready back patio and enjoy the fresh air. Upstairs, the primary suite captures stunning views and offers a true retreat, complete with a spacious ensuite bathroom and a generous walk-in closet. An additional bedroom also features its own private bath, along with convenient laundry access on the same level. Complete with a one-car garage, additional parking, and well-designed indoor-outdoor spaces, this home checks every box for modern mountain living. Surrounded by the beauty of the Arapaho National Forest and just minutes from downtown and Hideaway Park, this home offers the best of Winter Park right outside your door. Plus, The Lift Bus stop is conveniently located right within the community, providing easy and stress-free access to Winter Park Resort for a full day on the mountain. Explore the completed homes and experience the details for yourself at our model home, 78 Wheeler Road, and learn more at www.sojournwinterpark.com.

84 Wheeler Road, Winter Park

$1,599,000
4 Beds 3 Baths 26-267 MLS
Center of Winter Park with 1 bed apartment in Sojourn, designed for true mountain-town living. Be among the first to explore the Tincup floor plan, with uninterrupted breathtaking ski slope views, prime location just a short walk from Main Street. This retreat is 2-story with walkout. Blends contemporary LUXURY w/ comfort-- quartz counters, hardwood floors, stainless steel appliances, and floor-to-ceiling windows. Main floor welcomes you with a spacious foyer and gear drop zone, plus the primary suite with 5-piece ensuite, soaking tub & oversized walk-in closets. Upstairs, the open kitchen, dining w/ beverage center, & living areas flow effortlessly, with 2 guest bedrooms, a shared bath, HUGE laundry room & pantry closet. Downstairs, enjoy a one-bedroom lock-off w/ laundry & major STORAGE! Downstairs, enjoy a one-bedroom lock-off unit with full kitchen, laundry, and living space--perfect for guests or rental potential. Decks span every level, including an upper-level hot tub-ready space to relax while taking in the mountain views. With a two-car garage and two additional parking spots, this home offers versatility, style, and the ultimate Winter Park lifestyle.

119 Wheeler Road, Winter Park

$1,099,000
3 Beds 4 Baths 26-190 MLS
Welcome to Sojourn at Idlewild, showcasing our beautifully finished Graysill townhomes! Enjoy views of the Winter Park ski slopes and a short stroll to Main Street. This three-level townhome was created for both entertaining and retreating. The entry level features a spacious foyer with room to drop gear after a day on the mountain, along with a private guest suite and full bath. The main living level is open and inviting, with tall ceilings, expansive windows, and seamless flow between the kitchen, dining, and living area. Step out onto the front deck or to your private, hot tub-ready back patio and enjoy the fresh air. Upstairs, the primary suite captures stunning views and offers a true retreat, complete with a spacious ensuite bathroom and a generous walk-in closet. An additional bedroom also features its own private bath, along with convenient laundry access on the same level. Complete with a one-car garage, additional parking, and well-designed indoor-outdoor spaces, this home checks every box for modern mountain living. Surrounded by the beauty of the Arapaho National Forest and just minutes from downtown and Hideaway Park, this home offers the best of Winter Park right outside your door. Plus, The Lift Bus stop is conveniently located right within the community, providing easy and stress-free access to Winter Park Resort for a full day on the mountain. Explore the completed homes and experience the details for yourself at our model home, 78 Wheeler Road, and learn more at www.sojournwinterpark.com.

62 Wheeler Road, Winter Park

$1,099,000
2 Beds 2 Baths 26-150 MLS
They say the three most important rules in real estate are Location, Location, Location--and this property proves why. Nestled in the highly sought-after Slopeside Village neighborhood of Old Town Winter Park, this 2-bedroom, 2-bathroom luxury chalet condo delivers the ultimate alpine getaway. Positioned just steps from Winter Park Resort's world-class ski slopes, summer biking trails, and vibrant village dining, its location simply cannot be beat. Spanning 1,641 effective square feet, this home offers a significantly larger footprint than the average two-bedroom mountain condo. The open-concept living area--anchored by a cozy gas fireplace and framed by scenic mountain views--creates an expansive setting for effortless entertaining. A fully equipped modern kitchen opens seamlessly to a dedicated dining space and comfortable seating area. Thoughtfully laid out to sleep up to eight guests, the primary suite features a tranquil retreat complete with a luxury steam shower. The spacious second bedroom functions as a versatile bunkroom with a queen bunk and a twin bunk with a trundle. Key Highlights & Owner Conveniences: Generous Storage: Rare, abundant storage space including a private, dedicated storage room for skis, bikes, and outdoor gear. Parking Protection: Includes a 1-car heated garage space to shield your vehicle from winter elements. Resort Amenities: Private balcony, access to a shared hot tub, in-unit laundry, and high-speed internet. Unmatched Value for Buyers and Investors Whether you are searching for a high-performing vacation rental or a private mountain retreat, Unit A balances rare spatial volume, prime slopeside access, and turnkey convenience. Your Colorado adventure starts here.

97 Kinney Way Unit A, Winter Park

$1,350,000
3 Beds 4 Baths 25-1597 MLS
Welcome to Sojourn at Idlewild, showcasing our beautifully finished Graysill model townhome! Built and thoughtfully designed, this model home offers the opportunity to walk through and truly experience the layout, finishes, and modern design that defines Sojourn living. Enjoy views of the Winter Park ski slopes and a short stroll to Main Street. This three-level townhome was created for both entertaining and retreating. The entry level features a spacious foyer with room to drop gear after a day on the mountain, along with a private guest suite and full bath. The main living level is open and inviting, with tall ceilings, expansive windows, and seamless flow between the kitchen, dining, and living area. Seller is open to a lease back! Call for more details. Step out onto the front deck or to your private, hot tub-ready back patio and enjoy the fresh air. Upstairs, the primary suite captures stunning views and offers a true retreat, complete with a spacious ensuite bathroom and a generous walk-in closet. An additional bedroom also features its own private bath, along with convenient laundry access on the same level. Complete with a one-car garage, additional parking, and well-designed indoor-outdoor spaces, this home checks every box for modern mountain living. Surrounded by the beauty of the Arapaho National Forest and just minutes from downtown and Hideaway Park, this home offers the best of Winter Park right outside your door. Plus, The Lift Bus stop is conveniently located right within the community, providing easy and stress-free access to Winter Park Resort for a full day on the mountain. Visit our model home at 78 Wheeler Road and experience Sojourn at Idlewild for yourself. Thoughtfully designed to reflect refined Winter Park living, the home showcases elevated finishes, warm natural textures, and stunning mountain luxury furniture that perfectly complements the alpine surroundings. Explore the completed home and experience the details for yourself at www.sojournwinterpark.com.

78 Wheeler Road, Winter Park