Winter Park Real Estate

Winter Park Real Estate

Welcome to Winter Park, Colorado – a stunning mountain town nestled in the heart of Grand County. Known for its breathtaking landscapes and vibrant outdoor lifestyle, Winter Park is a haven for adventure enthusiasts and those seeking a serene escape from the hustle and bustle of everyday life.

With its rich history dating back to the late 1800s, Winter Park has evolved into a premier destination for skiing, mountain biking, and hiking. The town boasts a world-class ski resort, offering over 3,000 acres of skiable terrain and an impressive array of trails suitable for all skill levels. Whether you’re carving fresh tracks on a powder day or enjoying a leisurely summer hike amidst wildflowers, Winter Park promises year-round excitement.

Beyond outdoor activities, Winter Park is home to a charming community with a vibrant arts scene and a variety of local shops and restaurants. Stroll through the quaint downtown area, where you’ll find cozy cafes, unique boutiques, and art galleries showcasing the work of local artisans. The annual events, such as the Winter Park Jazz Festival and the Summer Park Concert Series, bring the community together and offer a taste of the local culture.

For those looking to make Winter Park their home, the real estate market offers a diverse range of options, from luxurious mountain retreats to charming cabins and modern condos. With its stunning scenery and welcoming atmosphere, Winter Park is not just a place to live; it’s a lifestyle. Embrace the beauty and adventure of Winter Park, where every day feels like a vacation!

Newest Listings in Winter Park

$2,049,000
4 Beds ⋅ 3 Baths ⋅ 26-1150 MLS
Back on the market, but not for long!!! The Landing: Luxury Townhomes near Winter Park's planned gondola is completely sold out, but this unit is unexpectedly back on the market as the Buyer changed their mind. END UNIT on the Creek! Ready in time for ski season with a delivery date of December 15. Steps across the street from Winter Park's planned gondola, this location is unbeatable in Winter Park. Uniquely positioned near the downtown and nestled against Vasquez Creek, this is a two-minute walk to shops and dining. This location aims to provide future ski-in, ski-out access to Winter Park's world-class slopes and biking trails. While you wait for the gondola plans to come to fruition, enjoy shuttle access to the slopes just steps from your front door. HURRY!

31 Landing Lane, Winter Park
$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
$914,000
2 Beds ⋅ 2 Baths ⋅ 26-1116 MLS
Priced to move! This fully furnished 2-bedroom, 2-bathroom condo is bright, modern, and ready for immediate enjoyment. One-level living features 9.5-foot ceilings, LVP flooring, custom shutters, and a private deck framed by aspens with mountain views. The open kitchen offers quartz counters, subway tile, stainless appliances, and RH pendant lighting, flowing into a cozy living room with gas fireplace. Both bedrooms have king beds; the primary includes an ensuite spa-inspired bath. In-floor radiant heat throughout and easy first-floor outdoor access. Amenities include garage parking, hot tub with views, dog wash, bike storage, owner storage, and elevator. Rental-friendly! Walk to downtown Winter Park, with shops, restaurants and more. Close to public transportation. Must see!

400 Baker Drive Unit TE-103, Winter Park
$2,350,000
5 Beds ⋅ 5 Baths ⋅ 26-1113 MLS
Experience the best of mountain living in the heart of downtown Winter Park. This luxury 5-bedroom townhome offers the perfect blend of sophisticated design, generous living space, and an unbeatable location - just steps from restaurants, shops, events, and year-round outdoor adventure! Featuring two living areas, a gourmet kitchen with high-end finishes, and three expansive decks for enjoying morning coffee and evening sunsets. After a day on the slopes or trails, unwind by the cozy fireplace or soak in your hot tub while taking in breathtaking mountain views. Whether you're seeking a luxury mountain retreat, full-time residence, or exceptional investment opportunity, this downtown Winter Park townhome delivers the ultimate Colorado lifestyle with comfort, style, and convenience.

130 Whistlestop Circle Unit B2, Winter Park
$499,000
2 Beds ⋅ 2 Baths ⋅ 26-1098 MLS
Enjoy the spectacular mountain views from the 3 decks from each room of this 2 bedroom 2 bath condo. Could have the most private location in Silverado complex. Located minutes from downtown Winter Park and access via shuttle bus, walking, biking or car. 10 minutes to Winter Park Resort. Complex has many amenities including outdoor hot tubs, laundry facilities, and storage. This condo is perfect for the Buyer who wants to pick their choice of remodel colors and types etc, Or this could be the perfect fix and flip for any investors.

520 Kings Crossing Road Unit A201, Winter Park
$930,000
2 Beds ⋅ 2 Baths ⋅ 26-1077 MLS
Mountain adventure meets downtown convenience at this beautifully appointed 2-bedroom, 2-bathroom condo in Hideaway Station. From morning coffee at The Perk, to evenings filled with live music at Hideaway Park, everything that makes Winter Park one of Colorado's favorite mountain towns is just outside your door. Inside, the open-concept floor plan is both welcoming and functional, featuring beautiful hard surface flooring throughout the main living areas and a dry-stacked Telluride stone fireplace that anchors the living room with warmth and mountain character. The kitchen pairs timeless white shaker cabinetry with stainless steel appliances, generous bar seating, and a dedicated dining area--creating an ideal space for everything from casual breakfasts before first chair to relaxing dinners with friends and family. The thoughtfully designed split-bedroom layout offers privacy and comfort, making the condo equally well suited as a full-time residence, weekend retreat, or income-producing mountain getaway. Step onto your private deck, fire up the grill, and enjoy the fresh alpine air after a day of skiing, biking, hiking, or exploring town. Hideaway Station completes the package with sought-after amenities including heated underground parking, a hot tub, ski lockers, bike storage, a dog wash, and more. Then, when it's time to hit the slopes, simply hop on the free Lift shuttle for a stress-free ride to Winter Park Resort. Whether you're chasing powder days, summer concerts, or simply a place where the car can stay parked all weekend, this is mountain living designed for the way you'll actually use it.

400 Baker Drive Unit TE-102, Winter Park
$475,000
2 Beds ⋅ 2 Baths ⋅ 26-1066 MLS
This charming 2nd-floor condo blends classic cabin character with modern comfort, featuring warm wood paneling, natural textures, and a stunning stone fireplace that create the perfect alpine ambiance. With 2 bedrooms and 2 bathrooms, this inviting retreat comfortably sleeps at least 7 guests, including a spacious second bedroom with a queen bed and twin bunk setup--ideal for family and friends. The open-concept living area features upgraded hard surface flooring, cozy mountain finishes, and access to one of three private balconies where you can soak in the fresh alpine air and peaceful surroundings. Just steps from the free Lift shuttle with service throughout downtown Winter Park and directly to Winter Park Resort, this condo offers unbeatable convenience for year-round recreation. Spend the day exploring nearby Wolf Park, skiing world-class terrain, or enjoying everything the Fraser Valley has to offer, then return home to Silverado II's impressive amenities including a pool, hot tub, sauna, game room, and more. A perfect blend of Colorado cabin charm and resort-style convenience, this mountain getaway is ready for its next adventure.

490 Kings Crossing Road Unit 321, Winter Park
$585,000
2 Beds ⋅ 2 Baths ⋅ 26-1059 MLS
Mountain mornings, powder days, and evenings beneath the pines--this Beaver Village retreat places you in the heart of everything that makes Winter Park one of Colorado's most sought-after mountain destinations. Thoughtfully updated with a timeless mountain aesthetic, the inviting interior blends warmth and comfort with everyday functionality. A stone-trimmed fireplace creates the perfect gathering space after a day on the slopes, while the private balcony offers a peaceful setting surrounded by aspens and evergreens. The kitchen is equally impressive, featuring custom cabinetry, stainless steel appliances, stone flooring, and an open dining area designed for effortless entertaining. With two bedrooms, two baths, and additional sleeping accommodations, the condo comfortably sleeps 10+ guests. The spacious primary suite features an ensuite bath with dual vanities, while the secondary bedroom easily accommodates full-size bunks (with a trundle bed!) making the property equally appealing as a personal retreat or an income-producing vacation rental. Beaver Village is renowned for its outstanding amenities, including a year-round indoor pool, multiple hot tubs, sauna, community laundry room, clubhouse, on-site management, and more. Whether your perfect day starts with first tracks, a scenic bike ride, or an evening stroll into town for dinner, this is mountain living designed to be enjoyed in every season. Just moments from Winter Park Resort, with a private trail leading directly to downtown and the free shuttle steps away, adventure is always within easy reach.

193 Gcr 702 Unit 3-203, Winter Park
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