Airbnb Properties for Sale in Winter Park, CO

Looking for a vacation rental investment in Winter Park, CO with high ROI ?

Explore a range of newly added short-term rental homes in Winter Park, CO. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Winter Park, CO

Q: How many Airbnb properties are available for sale in Winter-park?

There are 17 Airbnb properties available for sale in Winter-park

Q: How to get Winter-park, CO Airbnb data?

Airbnb data on vacation rentals in Winter-park, CO is available at Mashvisor. You can access data such as listings, real-time pricing trends, Winter-park, CO market insights, guest information and booking details, seasonality trends and historical Winter-park, CO Airbnb performance data .

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
273 Hi Country Drive unit: 15 #15 Winter Park, CO Riverfront retreat in the heart of downtown WP! Enjoy this TOP FLOOR, 1 bedroom condo with...	1 beds \| 1 baths \| 459 sq.ft.	$405,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 0.05% Airbnb Rental Income: $1649 Traditional Rental Income: $1138 Airbnb ROI: 0.17% Traditional ROI: 0.05%
169 VAN ANDERSON unit: #3 #3 Winter Park, CO Thoughtfully updated 2-bed, 2-bath condo nestled in the pines just 1 mile from downtown Wi...	2 beds \| 2 baths \| 895 sq.ft.	$555,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 1.42% Airbnb Rental Income: $2261 Traditional Rental Income: $1528 Airbnb ROI: 1.74% Traditional ROI: 1.42%
120 Whistlestop Circle unit: B1 #B1 Winter Park, CO Rare 5-Bedroom Luxury Townhome in the Heart of Downtown Winter Park! Opportunities like th...	5 beds \| 5 baths \| 3,002 sq.ft.	$2,350,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 1.01% Airbnb Rental Income: $6571 Traditional Rental Income: $4524 Airbnb ROI: 1.36% Traditional ROI: 1.01%
201 ZEPHYR Way unit: 2700 #2700 Winter Park, CO Top floor condo with vaulted ceilings in the Riverside Building at Zephyr Mountain Lodge. ...	2 beds \| 2 baths \| 777 sq.ft.	$974,900	Airbnb cash on cash: 0.42% Traditional cash on cash: 0.32% Airbnb Rental Income: $2261 Traditional Rental Income: $1604 Airbnb ROI: 0.42% Traditional ROI: 0.32%
432 Hi Country Drive unit: 10-13 #10-13 Winter Park, CO Welcome to your perfect mountain getaway! This beautifully furnished 3-bedroom ski condo o...	3 beds \| N/A baths \| 804 sq.ft.	$600,000	Airbnb cash on cash: 1.77% Traditional cash on cash: 1.44% Airbnb Rental Income: $2486 Traditional Rental Income: $1696 Airbnb ROI: 1.77% Traditional ROI: 1.44%
128 GCR 702 unit: 4-202 #4-202 Winter Park, CO Don't miss this 2-bedroom, 2-bathroom condo in Winter Park, that offers the perfect blend ...	2 beds \| 2 baths \| 850 sq.ft.	$579,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 0.15% Airbnb Rental Income: $2261 Traditional Rental Income: $1535 Airbnb ROI: 0.45% Traditional ROI: 0.15%
510 KINGS CROSSING unit: C 202 #C 202 Winter Park, CO Discover mountain living at its best in this updated 2-bedroom, 2-bath condo, ideally loca...	2 beds \| 2 baths \| 813 sq.ft.	$535,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 0.11% Airbnb Rental Income: $2261 Traditional Rental Income: $1573 Airbnb ROI: 0.35% Traditional ROI: 0.11%
128 GCR 702 unit: 4-201 #4-201 Winter Park, CO Tucked into the trees in Beaver Village, this private second-floor end unit offers a rare ...	2 beds \| 2 baths \| 850 sq.ft.	$570,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 0.27% Airbnb Rental Income: $2261 Traditional Rental Income: $1557 Airbnb ROI: 0.53% Traditional ROI: 0.27%
40 GCR 702 / Village Drive unit: 1-101 #1-101 Winter Park, CO Beautiful 2BD/2BA condo in Beaver Village, just minutes from downtown Winter Park and reso...	2 beds \| N/A baths \| 850 sq.ft.	$574,000	Airbnb cash on cash: 1.57% Traditional cash on cash: 1.32% Airbnb Rental Income: $2261 Traditional Rental Income: $1559 Airbnb ROI: 1.57% Traditional ROI: 1.32%
216 GCR 702 #18-101 Winter Park, CO Beautifully updated ground-floor end unit condo in the heart of Winter Park with an open f...	2 beds \| 2 baths \| 940 sq.ft.	$589,900	Airbnb cash on cash: 1.47% Traditional cash on cash: 1.26% Airbnb Rental Income: $2261 Traditional Rental Income: $1578 Airbnb ROI: 1.47% Traditional ROI: 1.26%
185 Vasquez Rd Winter Park, CO We are excited to release our final four 5BR units in the D Building! The Landing: Luxury ...	5 beds \| 4 baths \| 2,423 sq.ft.	$2,095,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 0.25% Airbnb Rental Income: $6571 Traditional Rental Income: $3532 Airbnb ROI: 1.15% Traditional ROI: 0.25%
185 Vasquez Rd #D1 Winter Park, CO Final Phase - PRIME end unit. Steps across the street from Winter Park's planned gondola, ...	5 beds \| 3 baths \| 2,476 sq.ft.	$2,220,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 0.06% Airbnb Rental Income: $6571 Traditional Rental Income: $3283 Airbnb ROI: 1.03% Traditional ROI: 0.06%
225 Hi Country Drive unit: 11-1213 #11-1213 Winter Park, CO Listen to the river from this beautifully remodeled 2-bedroom, 2-bathroom end-unit condo a...	2 beds \| 2 baths \| 792 sq.ft.	$649,000	Airbnb cash on cash: 1.25% Traditional cash on cash: 0.92% Airbnb Rental Income: $2261 Traditional Rental Income: $1495 Airbnb ROI: 1.25% Traditional ROI: 0.92%
128 GCR 702 unit: 4-104 #4-104 Winter Park, CO Nestled in the aspens and pines, this ground floor, corner unit in Beaver Village is not o...	2 beds \| 2 baths \| 850 sq.ft.	$599,900	Airbnb cash on cash: 1.49% Traditional cash on cash: 1.07% Airbnb Rental Income: $2261 Traditional Rental Income: $1458 Airbnb ROI: 1.49% Traditional ROI: 1.07%
193 GCR 702 unit: 3-203 #3-203 Winter Park, CO Where adventure meets resort convenience, this Winter Park property is an invitation to em...	2 beds \| N/A baths \| 940 sq.ft.	$588,000	Airbnb cash on cash: 1.49% Traditional cash on cash: 1.33% Airbnb Rental Income: $2261 Traditional Rental Income: $1604 Airbnb ROI: 1.49% Traditional ROI: 1.33%
79114 Hwy 40 unit: C-11 #C-11 Winter Park, CO Don't miss this well-maintained 2 bd/2 bath end-unit condo in the heart of downtown Winter...	2 beds \| 2 baths \| 1,044 sq.ft.	$690,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 1.08% Airbnb Rental Income: $2261 Traditional Rental Income: $1666 Airbnb ROI: 1.12% Traditional ROI: 1.08%
195 HIGH SEASONS unit: 1 #1 Winter Park, CO Unique and rare condo offering at High Seasons in Winter Park. This small, quaint oasis ne...	2 beds \| 1 baths \| 576 sq.ft.	$469,000	Airbnb cash on cash: 0.9% Traditional cash on cash: -0.05% Airbnb Rental Income: $2261 Traditional Rental Income: $1280 Airbnb ROI: 0.9% Traditional ROI: -0.05%

Vacation Rentals in Winter Park

There are 17 vacation rental properties available for sale in the city of Winter Park . The median list price of Airbnb properties available for sale in Winter Park is $999,000 and the average price per square foot is $594. The cash on cash return on vacation rentals in Winter Park is N/A%. The average monthly short term rental income in Winter Park is $2,486.

Winter Park, CO Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 17 Airbnb properties available for sale in Winter Park.

In 2025, the best neighborhood to buy short term rental property is Winter Park.

In November 2025, the average Airbnb occupancy rate in Winter Park is 30%.

Airbnb data on vacation rentals in Winter Park, CO is available at Mashvisor. You can access data such as listings, real-time pricing trends, Winter Park, CO market insights, guest information and booking details, seasonality trends and historical Winter Park, CO Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Winter Park, CO

273 Hi Country Drive unit: 15 #15

Winter Park, CO

1 beds | 1 baths | 459 sq.ft.

$405,000

Airbnb cash on cash: 0.17%

Traditional cash on cash: 0.05%

Airbnb Rental Income: $1649

Traditional Rental Income: $1138

Airbnb ROI: 0.17%

Traditional ROI: 0.05%

169 VAN ANDERSON unit: #3 #3

Winter Park, CO

2 beds | 2 baths | 895 sq.ft.

$555,000

Airbnb cash on cash: 1.74%

Traditional cash on cash: 1.42%

Airbnb Rental Income: $2261

Traditional Rental Income: $1528

Airbnb ROI: 1.74%

Traditional ROI: 1.42%

120 Whistlestop Circle unit: B1 #B1

Winter Park, CO

5 beds | 5 baths | 3,002 sq.ft.

$2,350,000

Airbnb cash on cash: 1.36%

Traditional cash on cash: 1.01%

Airbnb Rental Income: $6571

Traditional Rental Income: $4524

Airbnb ROI: 1.36%

Traditional ROI: 1.01%

201 ZEPHYR Way unit: 2700 #2700

Winter Park, CO

2 beds | 2 baths | 777 sq.ft.

$974,900

Airbnb cash on cash: 0.42%

Traditional cash on cash: 0.32%

Airbnb Rental Income: $2261

Traditional Rental Income: $1604

Airbnb ROI: 0.42%

Traditional ROI: 0.32%

432 Hi Country Drive unit: 10-13 #10-13

Winter Park, CO

3 beds | N/A baths | 804 sq.ft.

$600,000

Airbnb cash on cash: 1.77%

Traditional cash on cash: 1.44%

Airbnb Rental Income: $2486

Traditional Rental Income: $1696

Airbnb ROI: 1.77%

Traditional ROI: 1.44%

128 GCR 702 unit: 4-202 #4-202

Winter Park, CO

2 beds | 2 baths | 850 sq.ft.

$579,000

Airbnb cash on cash: 0.45%

Traditional cash on cash: 0.15%

Airbnb Rental Income: $2261

Traditional Rental Income: $1535

Airbnb ROI: 0.45%

Traditional ROI: 0.15%

510 KINGS CROSSING unit: C 202 #C 202

Winter Park, CO

2 beds | 2 baths | 813 sq.ft.

$535,000

Airbnb cash on cash: 0.35%

Traditional cash on cash: 0.11%

Airbnb Rental Income: $2261

Traditional Rental Income: $1573

Airbnb ROI: 0.35%

Traditional ROI: 0.11%

128 GCR 702 unit: 4-201 #4-201

Winter Park, CO

2 beds | 2 baths | 850 sq.ft.

$570,000

Airbnb cash on cash: 0.53%

Traditional cash on cash: 0.27%

Airbnb Rental Income: $2261

Traditional Rental Income: $1557

Airbnb ROI: 0.53%