Winter Park Homes with Chalet Style

Winter Park Homes with Chalet Style

Welcome to Winter Park, Colorado – a charming mountain town that perfectly balances the thrill of outdoor adventure with the cozy comforts of home. Nestled in the heart of Grand County, Winter Park is renowned for its stunning landscapes, vibrant community, and world-class skiing and snowboarding. With the majestic Rocky Mountains as your backdrop, this picturesque town offers year-round recreational activities, from hiking and mountain biking in the summer to exhilarating winter sports at the nearby Winter Park Resort.

One of the most enchanting aspects of Winter Park is its unique architectural charm, particularly the enchanting chalet-style homes that dot the landscape. These homes, characterized by their steeply pitched roofs, exposed wooden beams, and expansive balconies, embody a rustic elegance that harmonizes beautifully with the surrounding natural beauty. Whether you're seeking a cozy retreat for family gatherings or a luxurious escape for winter sports enthusiasts, these chalet-style homes provide the perfect setting to create lasting memories.

Imagine sipping hot cocoa by a roaring fire after a day on the slopes, or gathering with friends on a spacious deck while taking in breathtaking mountain views. The warmth and charm of chalet-style homes in Winter Park create an inviting atmosphere that makes every moment feel special. With a variety of options available, from quaint cabins to expansive luxury retreats, there’s a perfect chalet waiting for you in this idyllic mountain paradise.

Discover the magic of Winter Park and let the charm of chalet-style living elevate your mountain lifestyle. Your dream home in this winter wonderland awaits!

Newest Winter Park Homes with Chalet Style

$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
$1,995,000
6 Beds ⋅ 5 Baths ⋅ 26-1011 MLS
More Ways to Live. More Ways to Own. One of Winter Park's most distinctive ownership opportunities. Ideally located within walking distance of downtown Winter Park, this thoughtfully renovated property offers the rare advantage of two fully independent residences under one ownership--creating exceptional flexibility for a private mountain retreat, a second home with proven rental history, multi-generational living, shared ownership, or the opportunity to offset ownership costs while enjoying everything Winter Park has to offer. The upper residence serves as the primary living space, featuring three bedrooms, two bathrooms, an open-concept kitchen with custom cabinets built from old growth redwood from a 100+year old barn, quartz countertops and a large center island, an expansive great room with a gas fireplace, an oversized primary suite, and a private deck showcasing mountain views. Warm wood flooring and accents, contemporary mountain finishes, radiant heat, tankless water heater, new roof, boiler, and windows, and abundant natural light create an atmosphere that is both sophisticated and inviting. The fully updated lower residence offers three bedrooms, three bathrooms, a spacious living area anchored by a wood-burning fireplace, a full kitchen, private laundry, and a flexible bonus room ideal for a home office, fitness space, or additional guest accommodations. Designed to provide comfort and privacy, it functions beautifully for extended family, visitors, shared ownership, or private rental use. A proven rental history provides the opportunity to generate meaningful supplemental income while preserving the lifestyle that makes mountain ownership so rewarding. Thoughtful updates throughout create a turnkey home ready to enjoy from day one. Located directly across from the Lift bus stop and just moments from world-class skiing, hiking, biking, restaurants, shopping, and year-round recreation, the property also includes an additional 0.03-acre adjacent parcel, adding value and future possibilities. Where mountain living, thoughtful design, and remarkable versatility come together--creating an ownership opportunity unlike any other in Winter Park.

139 Forest Trail, 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
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