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Winter Park, CO Short Term Rental Properties for Sale

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Winter Park Luxury Townhome
$2,125,000
2,905 SF

Winter Park Luxury Townhome

105 Whistlestop Circle, 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 20
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Luxury Townhome in Downtown Winter Park
$2,075,000
2,905 SF

Luxury Townhome in Downtown Winter Park

115 Whistlestop Circle, 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: Oct 21, 2025
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Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 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.

Denver Multifamily Property with Potential
$634,900
0.09 Acres

Denver Multifamily Property with Potential

Classic Denver property with two separate living quarters and great potential.

308 Inca Street, Denver, CO 80223
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Retreat on the Blue Condo
$719,900
1,159 SF

Retreat on the Blue Condo

Ground-floor condo near skiing, fishing, and Silverthorne amenities.

850 Blue River Parkway E7, Silverthorne, CO 80498
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Remodeled Condo with Lake Views
$475,000
552 SF

Remodeled Condo with Lake Views

Top-floor, fully remodeled condo with lake views and income potential.

8015 Ryan Gulch Road B6, Silverthorne, CO 80498
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Denver Mansion with Conversion Potential
$2,300,000
8,181 SF

Denver Mansion with Conversion Potential

8,181 SF Denver mansion suitable for various uses.

1563 N Gaylord St, Denver, CO 80206
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Winter Park, CO Short Term Rental Properties Investment Opportunities Market Analysis

Explore 2 short term rental properties for sale in Winter Park, CO 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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