Winter Park Real Estate

Winter Park Real Estate

Welcome to Winter Park, Colorado—a charming mountain town nestled in the heart of Grand County. Renowned for its breathtaking alpine scenery and an abundance of outdoor activities, Winter Park is a haven for nature enthusiasts and adventure seekers alike. With its stunning views of the Rocky Mountains, this picturesque town offers a perfect blend of small-town charm and modern amenities.

Winter Park is most famous for its world-class ski resort, which attracts snow lovers from all over the globe. With over 3,000 acres of skiable terrain, it caters to all skill levels, ensuring that everyone from beginners to seasoned pros can find their perfect run. But the fun doesn’t stop when the snow melts! In the warmer months, the area transforms into a vibrant playground for hiking, mountain biking, and fishing, making it a year-round destination for outdoor enthusiasts.

The town itself boasts a delightful array of shops, restaurants, and local art galleries, providing a cozy atmosphere for both residents and visitors. Stroll through the charming streets and enjoy the warm hospitality of the locals, who are always eager to share their love for this stunning area.

Winter Park is also conveniently located just 67 miles from Denver, making it an easily accessible getaway for city dwellers looking for a breath of fresh mountain air. Whether you’re considering a permanent move or a vacation home, Winter Park offers a unique lifestyle that embraces nature, community, and adventure. Come explore the magic of Winter Park, where every season brings new opportunities for joy and discovery!

Newest Listings in Winter Park

129 Kinney Way, Winter Park
$1,200,000
3 Beds ⋅ 3 Baths ⋅ 1721396 MLS ⋅ ACTIVE Status
Your mountain getaway near Winter Park Resort, furnished and ready for powder days. Unwind in the private hot tub on a deck off the main living area, with room for dining, lounging, and sweeping mountain views. Two bedrooms plus a versatile loft with a Murphy bed that could be enclosed if you choose. Renovated bathrooms add a fresh, modern feel. Garage parking keeps your vehicle clear of snow and ice, and generous owner's storage holds your gear and is handy if you plan to short-term rent. The paved Fraser River Trail is close by and connects to Downtown Winter Park. Schedule your showing today!

129 Kinney Way, Winter Park
125 Cedar Dr, Winter Park
$2,515,000
5 Beds ⋅ 4 Baths ⋅ 5414241 MLS ⋅ ACTIVE Status
Make memories in this EXCEPTIONAL SHORT TERM RENTAL OPPORTUNITY AT THE BASE OF THE MOUNTAIN **with massive UNOBSTRUCTED VIEWS straight up the runs**. No Metro, NO HOA! The perfect NEW SKI HOME, with a great floorplan to accommodate multi-generational guests and families. Plenty of space to store all your adventure equipment and a top floor open living area to soak in the views, watch skiers, and admire the wildlife. TOP QUALITY CONSTRUCTION - EXPANDABLE FOAM INSULATION, high end finishes, BOSCH APPLIANCES, in-floor radiant heat, washer and dryer included. STEPS TO THE LIFTS AND DOWNTOWN. No one will ever build behind and block the scenery, so soak in the HOT TUB that the builder is giving you a $10K credit towards the purchase of your choice, and relax. Life here is very good indeed.

125 Cedar Dr, Winter Park
501 Trailhead Cir Unit 5-512, Winter Park
$649,000
1 Beds ⋅ 1 Baths ⋅ 2154720 MLS ⋅ ACTIVE Status
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 some mountain views. Within walking distance of 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 Cir Unit 5-512, Winter Park
674 Leland Creek Cir, Winter Park
$4,250,000
5 Beds ⋅ 5 Baths ⋅ 1070551 MLS ⋅ ACTIVE Status
Exclusive Mountain Modern home in the prestigious Leland Creek neighborhood of Winter Park is truly one of a kind in Grand County. COMES AS FULLY FURNISHES + SET UP AS AIRBNB. Projected total AIRBNB income 325-375K. Built in 2023 by Never Summer Construction & designed by Munn Design, this 5-bed, 5-bath residence spans over 4,574 sq ft & offers breathtaking views of the Continental Divide. Super close to 2 bil expansion at Winter Park Resort,it's the perfect year-round retreat, blending sleek contemporary design w/warm rustic charm. Inside,the home is thoughtfully appointed w/ mix of Room&Board+other designer furnishings,designer lighting,Sonos sound system & a cozy gas fireplace.The gourmet kitchen is a chef's dream, featuring a 48" gas range, built-in fridge / freezer, hidden 100-spice rack, appliance garage & two pantries-one lockable for rentals.The open-concept layout is ideal for entertaining & everyday living. Step outside to enjoy 2,548 sq ft of outdoor living space, including a wraparound deck w/a wood-fired pizza oven, BBQ commercial-grade heaters & 10-person hot tub. Massive 20-ft glass sliding doors seamlessly connect indoor&outdoor areas,creating a true mountain oasis.The private master suite offers a freestanding tub w/a hidden view window, dual closets (one lockable) & direct hot tub access. Additional guest bedrooms include an upper-level king suite, a bunk room w/ two Room & Board bunk beds (space for a third),& a lower-level king bedroom w/easy access to a full bath. Entertainment&workspaces abound w/ a game room, home gym w/custom glass doors & a bright office featuring floor-to-ceiling windows.A separate studio apartment, styled as a mini version of the main home, earned $70K in 2025 & includes its own hot tub & mountain views.Located just 5 minutes from Winter Park Resort & close to Hideaway Park,Grand Park Rec Center&The Foundry,this home offers unmatched access to skiing, hiking&year-round adventure.

674 Leland Creek Cir, Winter Park
183 Scenic Trl, Winter Park
$1,684,020
3 Beds ⋅ 4 Baths ⋅ 3269555 MLS ⋅ ACTIVE Status
Brand-new 3-bedroom, 3.5-bath home in Rendezvous. Featuring main level living with the primary bedroom and bath on the main/entry level with kitchen and dining. The Nutcracker floorplan offers space to entertain or unwind on two expansive decks--one on each level--with breathtaking surroundings. The lower level features a second gathering space, offering versatile living options. Embrace the outdoors with nearby trails and enjoy the convenience of accessibility to downtown Winter Park's dining and retail offerings. *We are currently offering a $15,000 Financing Credit with builder's preferred lender.*

183 Scenic Trl, Winter Park
105 High Grove Loop, Winter Park
$1,595,857
3 Beds ⋅ 4 Baths ⋅ 2699329 MLS ⋅ ACTIVE Status
Enjoy mountain living at its finest in the brand-new end-unit townhome in Rendezvous Winter Park. Currently under construction, The Blue Heron Floor plan is a two-level retreat offering 3 bedrooms, 3.5 baths, and a spacious 2-car attached garage--perfect for all your gear. Enjoy two expansive decks overlooking beautiful alpine scenery. A second gathering space + 2 additional beds and baths on the lower-level, a space ideal for buyers seeking versatile living options. Explore the expansive nearby trails and the convenience of being just minutes from downtown Winter Park's dining and shopping scene. A rare opportunity for effortless mountain living! **Currently offering a limited time $25,000 incentive - a great reason to purchase for the winter season!

105 High Grove Loop, Winter Park
507 Hi Country Dr Unit 7-5-6, Winter Park
$439,000
2 Beds ⋅ 1 Baths ⋅ 2635141 MLS ⋅ ACTIVE Status
Welcome to the most affordable riverfront condo in the heart of Winter Park. Cozy and functional 2 bedroom condo with plenty of space this ground level, end unit condo is a perfect get away. Enjoy your morning coffee on the covered front porch with breathtaking views, fresh mountain air and the Fraser River in the foreground. This condo is offered fully furnished, so you can enjoy everything downtown Winter Park has to offer instantly. Skip the hassle of parking with 'The Lift' - a free WP bus service to Winter Park Resort with a stop near the entrance of the community. Enjoy a day on the slopes, explore the trails of Grand County, walk to Main St., or unwind in the hot tub in the modern Hi Country Haus Rec Center where you'll appreciate the pool, hot tub, swim spa, pool table, fitness center, lounge area, laundry, park and playground.

507 Hi Country Dr Unit 7-5-6, Winter Park
701 Trailhead Cir Unit #723, Winter Park
$1,240,000
3 Beds ⋅ 3 Baths ⋅ 9112438 MLS ⋅ ACTIVE Status
Watch video! Downtown Winter Park, across from Hideaway Park--ski the resort, ride the free bus home, then walk to restaurants and shops. This 3-bedroom, 3-bath condo puts town and trail days outside the door. Earthy tones, natural materials, and light echo the outdoors. Newer carpet in the great room and bedrooms; luxury vinyl plank in the entry and kitchen. Granite counters, ample cabinets, and a large breakfast bar. An open great room with a rock fireplace, and a dining area with a view. Watch amphitheater concerts from the deck. Primary suite with a king and ensuite bath; second bedroom with a queen; third bedroom with a bunk across from the third bath. In-unit washer/dryer and storage. Elevator building; nearby fitness room, heated pool, hot tub and more. Rental-friendly. Ready for fun!

701 Trailhead Cir Unit #723, Winter Park
1008 Winter Park Dr Unit 31, Winter Park
$549,000
1 Beds ⋅ 1 Baths ⋅ 6588152 MLS ⋅ ACTIVE Status
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 apres-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 Dr Unit 31, Winter Park
1008 Winter Park Dr Unit 28, Winter Park
$625,000
1 Beds ⋅ 1 Baths ⋅ 5777671 MLS ⋅ ACTIVE Status
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 apres-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 Dr Unit 28, Winter Park
121 Scenic Trl, Winter Park
$2,867,530
5 Beds ⋅ 5 Baths ⋅ 7342049 MLS ⋅ ACTIVE Status
Don't miss this brand new 5-bedroom opportunity in Rendezvous! A modern retreat that blends comfort with mountain charm for the perfect escape. Dual owner's suites - one on the main level and one at the lower level- offer convenience, while 5 total bedrooms and dual living areas provide ample space for multi-generational living. With an open flow concept, tasteful finishes, and a detached 2-car garage, this retreat blends modern comfort with mountain charm for the perfect escape. ***We are pleased to offer a $15,000 Financing Credit with builder's preferred lender. Please contact our sales office for more information.

121 Scenic Trl, Winter Park
71 Balsam Dr, Winter Park
$3,250,000
5 Beds ⋅ 4 Baths ⋅ 5098213 MLS ⋅ ACTIVE Status
Welcome to 71 Balsam Drive located in the coveted enclave of Old Town Winter Park. Built in 2020, this luxury custom home is the epitome mountain living. Located in one of the closest properties to Winter Park Resort, just steps from the base of Winter Park Resort along with shops, restaurants, the free town/mountain shuttle and Fraser River Trail. With 3,849 square feet of interior living space and sitting on a 4,542 sq ft lot, this home offers 5 bedrooms, 4 bathrooms, and multiple entertainment areas for everyone. The lower level features a well equipped (second) kitchen, 3/4 bathroom (plumbed for a steam shower), living and dining area with gas fireplace, spacious bedroom - ideal for guests, media room complete with surround sound, wet bar and theater with stadium leather seating. The main level is grand, complete with vaulted ceilings, multiple dining spaces, gracious living room, gourmet kitchen boasting quartz counters, 48" Thor range, custom cabinetry, luxurious primary suite with spa-like bathroom, walk-in closet, gas fireplace and private covered deck. Entertaining continues on the third level-play pool or foosball and retreat in one of three bedrooms. A custom-built bunk room adds extra sleeping space for guests, making this the perfect home for hosting multiple families for ski trips, reunions, or multigenerational getaways. Enjoy the outdoors with two separate hot tubs while your cars and gear stay warm in the 2-car heated garage. Smart thermostats, dedicated laundry rooms, ample storage, energy-efficient construction, and high-speed internet ready for remote work round out this move-in ready home. Turnkey VRBO and Airbnb readiness, plus no HOA, makes this the perfect investment or personal entertainer's dream. This pocket of Old Town Winter Park is extremely special and every detail was considered when curating this custom home. Schedule your private showing today and make this your Winter Park retreat!

71 Balsam Dr, Winter Park
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Listings courtesy of Information and Real Estate Services, LLC as distributed by MLS GRID.


Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.


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