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    Winter Park, CO Short Term Rental Properties for Sale

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    Downtown Winter Park Townhome
    $2,000,000
    2,905 SF

    Downtown Winter Park Townhome

    115 Whistlestop Cir, Winter Park, CO 80482

    Luxury four-bedroom townhome in downtown Winter Park with mountain views.

    • Prime downtown Winter Park location: walk to restaurants, shops, music, and year‑round activities.
    • Amish‑built townhome with high‑end, custom finishes and exceptional attention to detail.
    • Boasts four bedrooms and six bathrooms.
    • Enjoy the oversized covered deck with private hot tub and mountain views.
    • Gourmet chef's kitchen.
    Updated: Jan 16
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    Luxury Condo in Winter Park
    $899,000
    1,335 SF

    Luxury Condo in Winter Park

    78415 Us Highway 40, Winter Park, CO 80482

    Fully furnished 2-bedroom condo near Winter Park Resort.

    • Fully furnished, turnkey luxury condo ready for immediate use as a vacation home, short‑term rental, or year‑round residence.
    • Prime location minutes from Winter Park Resort, offering convenient access to skiing, hiking, mountain biking, and dining.
    • High‑end finishes, designer furniture, and thoughtful details throughout the condo.
    • Gourmet kitchen with top‑of‑the‑line stainless steel appliances and custom cabinetry.
    • Private hot tub with stunning mountain views for ultimate relaxation.
    Updated: Aug 16, 2025
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    Luxury Condo in Winter Park
    $899,000
    1,555 SF

    Luxury Condo in Winter Park

    Furnished 2-bedroom condo with mountain views, ideal for short-term rental.

    78415 Us Highway 40, Winter Park, CO 80482
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    Winter Park Condo Deeded Weeks
    $160,000

    Winter Park Condo Deeded Weeks

    Two-bedroom condo with flexible deeded weeks and amenities.

    490 Kings Xing Rd, Winter Park, CO 80482
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    Based on your search, we've compiled 8 Potential Opportunities for your consideration. Besides 4 Active listings in Winter Park, CO, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Walk to Lifts Condo
    $549,000

    Walk to Lifts Condo

    Condo sleeps 6, steps to gondola, dining, and shopping.

    20 Hunki Dori Ct, Keystone, CO 80435
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    Spacious Keystone Townhouse with Garage
    $1,389,000

    Spacious Keystone Townhouse with Garage

    Rare 4-bedroom townhouse with 2-car garage, move-in ready condition.

    24 Rasor Dr, Keystone, CO 80435
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    Condo with Panoramic Mountain Views
    $1,000,000
    1,908 SF

    Condo with Panoramic Mountain Views

    Upper unit condo with strong rental history and mountain views.

    1731 Aspencliff Ct, Estes Park, CO 80517
    View details
    Updated Condo with Mountain Views
    $957,900
    2,050 SF

    Updated Condo with Mountain Views

    Updated 3 bed/3 bath condo with short-term rental potential.

    315 Kiowa Dr, Estes Park, CO 80517
    View details

    Winter Park, CO Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 4 short term rental properties for sale in Winter Park, CO, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 6,970 square feet of properties for sale, with an estimated market value of $7,650,000.

    Prices for short term rental properties in Winter Park, CO start at $900,000, averaging $1,530,000, and reaching up to $2,000,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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