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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

$3,395,000

6 Beds ⋅ 4 Baths ⋅ 26-1003 MLS

Welcome to your dream mountain retreat in the coveted Leland Creek neighborhood of Winter Park. This immaculate 6-bedroom, 4.5-bath home is designed for entertaining and embracing the mountain lifestyle. Step inside to soaring tongue-and-groove vaulted ceilings, pristine hardwood floors, and sweeping Continental Divide views. The chef's kitchen--featuring a large island, Wolf gas cooktop, and spacious butler's pantry--flows seamlessly into the great room, where French doors open to an expansive covered patio with a built-in wood-burning fireplace--perfect for year-round gatherings. After a day on the slopes, relax in the hot tub with mountain views or unwind in the luxurious primary suite. Main-level living includes a guest suite with ensuite bath and a third bedroom or home office, alongside the primary. The walkout lower level offers a generous TV/game room with wet bar and beverage fridge, plus three additional bedrooms (two sharing a Jack-and-Jill bath). A cozy loft adds flexible space for guests or game night. An oversized 3-car garage and large unfinished storage area provide plenty of room for all your gear. Radiant heat throughout (including the garage), a recently replaced boiler, new roof (2023), fresh exterior stain, and new driveway (2023), this home is as functional as it is beautiful. Set on a .62 acre lot with trail access nearby and downtown Winter Park just a short walk away. Sold fully furnished--just bring your belongings and start living the mountain lifestyle.

217 Leland Creek Circle, Winter Park

$4,995,000

6 Beds ⋅ 5 Baths ⋅ 26-919 MLS

Alpine refinement with western soul! Framed by unobstructed, front-row views of the Continental Divide and Winter Park Resort, this ultra-luxury Lakota Pointe residence is designed around what may be the most coveted perspective in the Winter Park area. From the great room, expansive deck, primary suite, and lower-level family room, the mountains are not simply seen--they are felt. Walls of glass pull the landscape into daily life, turning changing light, weather, and season into a living work of art. This extraordinary residence in Lakota Pointe is thoughtfully conceived as a classic modern form with two distinct wings balancing bold architectural expression with the warmth and authenticity of mountain living. It could be described as "cashmere on a knife" - soft, inviting, and luxurious, while remaining sharp, disciplined, and architecturally striking. Thoughtfully crafted with custom wood, steel, stone, and glass, the home balances bold modern architecture with warmth, restraint, and natural elegance. Every element feels intentional, from the custom steel pivot entry and floating white oak staircases to the brushed cedar ceilings, and steel, stone, and wood fireplace that anchors the vaulted great room. The main level was made for gathering. Living, dining, and kitchen spaces flow together beneath soaring ceilings, with a dramatic folding glass wall opening to covered outdoor living and uninterrupted mountain views beyond. The kitchen pairs custom walnut cabinetry with natural quartzite surfaces, a custom steel chef's-table-inspired island, and integrated Thermador appliances--refined, highly functional, and quietly exceptional. Privately set within its own wing, the primary suite offers a calm retreat with vaulted cedar ceilings, immersive views, a custom walnut closet system, and a spa-inspired bath featuring heated floors, a freestanding soaking tub, dual-head shower system, quartzite details, and artisan-inspired finishes. The lower level extends the home's sense of ease and hospitality with a spacious family room, custom wet bar, built-in bunk room, additional guest accommodations, and flexible spaces for work, wellness, media, or overflow sleeping. This exceptional home performs as beautifully as it lives. Warm, architectural, grounded, and deeply connected to its setting, this residence captures the best of Colorado mountain living with rare clarity. Every detail serves the experience: the view, the light, the materials, the gathering, the quiet. It is a home that stays with you. Scheduled for completion in the spring of 2027 For an interactive tour visit: https://3dq.studio/70_Cub_Creek_Export

70 Cub Creek Way, Winter Park

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