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    Winter Park, CO Short Term Rental Properties for Sale

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    Luxury Townhome in Downtown Winter Park
    $2,075,000
    2,905 SF

    Luxury Townhome in Downtown Winter Park

    115 Whistlestop Cir, Winter Park, CO 80482

    Stunning 4-bedroom townhome with high-end finishes and mountain views.

    • Prime downtown Winter Park location: walk to restaurants, shops, music, and year‑round activities.
    • Four bedroom, six bath residence with high‑end, custom finishes and exceptional attention to detail.
    • Oversized covered deck with private hot tub and mountain views.
    • Gourmet chef's kitchen.
    • Attached 2‑car garage for ample storage.
    Updated: Feb 17
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    Winter Park Luxury Townhome
    Pending
    $2,125,000
    2,905 SF

    Winter Park Luxury Townhome

    105 Whistlestop Cir, Winter Park, CO 80482

    Four-bedroom, six-bath Winter Park townhome with high-end finishes and hot tub.

    • Prime downtown Winter Park location: walk to restaurants, shops, music, and year‑round activities.
    • Amish‑built townhome with high‑end, custom finishes and exceptional craftsmanship.
    • Four bedrooms and six bathrooms.
    • Enjoy the oversized covered deck with private hot tub.
    • Gourmet chef's kitchen.
    Updated: Jan 21
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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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    Luxury Condo in Winter Park
    $899,000
    1,335 SF

    Luxury Condo in Winter Park

    Fully furnished 2-bedroom condo near Winter Park Resort.

    78415 Us Highway 40, Winter Park, CO 80482
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    Luxury Condo in Winter Park
    Contact for pricing
    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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    Based on your search, we've compiled 9 Potential Opportunities for your consideration. Besides 5 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
    Contact for pricing

    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
    Contact for pricing
    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
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    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 5 short term rental properties for sale in Winter Park, CO, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 3,485 square feet of properties for sale, with an estimated market value of $4,200,000.

    Sale prices for short term rental properties in Winter Park, CO start at $2,075,000, averaging $2,100,000, and reaching up to $2,125,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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