Airbnb Properties for Sale in Osprey, FL

Looking for a vacation rental investment in Osprey, FL with high ROI ?

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

Airbnb Condo For Sale in Osprey, FL

Search for Condo for Sale in Osprey, Florida. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 2 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
116 NAVIGATION CIRCLE #106 OSPREY, FL Location, Lifestyle, and Peace of Mind â All in One! Welcome home to this beautifully...	3 beds \| 2 baths \| 1,430 sq.ft.	$325,000	Airbnb cash on cash: 5.32% Traditional cash on cash: 5.06% Airbnb Rental Income: $3385 Traditional Rental Income: $2550 Airbnb ROI: 5.32% Traditional ROI: 5.06%
362 PINE RUN DRIVE OSPREY, FL One or more photo(s) has been virtually staged. Welcome to 362 Pine Run Drive, a move-in r...	2 beds \| 2 baths \| 1,224 sq.ft.	$235,000	Airbnb cash on cash: 7.5% Traditional cash on cash: 7.47% Airbnb Rental Income: $2934 Traditional Rental Income: $2248 Airbnb ROI: 7.5% Traditional ROI: 7.47%
Other Airbnb Properties for Sale in Osprey
403 LONGBOW TRAIL OSPREY , FL Welcome to this beautifully maintained 4 bed, 3 bath property nestled on a 2-acre lot in o...	4 beds \| 3 baths \| 2,770 sq.ft.	$1,197,000	Airbnb cash on cash: 3.54% Traditional cash on cash: 2.09% Airbnb Rental Income: $7455 Traditional Rental Income: $4413 Airbnb ROI: 3.54% Traditional ROI: 2.09%
1801 HIGHLAND ROAD OSPREY , FL One or more photo(s) has been virtually staged. Light and bright 2-bedroom, 2-bath townhom...	2 beds \| 2 baths \| 1,165 sq.ft.	$340,000	Airbnb cash on cash: 4.56% Traditional cash on cash: 4.46% Airbnb Rental Income: $2934 Traditional Rental Income: $2223 Airbnb ROI: 4.56% Traditional ROI: 4.46%
392 PARK TRACE BOULEVARD OSPREY , FL Under contract-accepting backup offers. Set on a premier lakefront lot in Osprey, 392 Park...	4 beds \| 3 baths \| 2,802 sq.ft.	$939,000	Airbnb cash on cash: 4.81% Traditional cash on cash: 3.1% Airbnb Rental Income: $7455 Traditional Rental Income: $4526 Airbnb ROI: 4.81% Traditional ROI: 3.1%
75 OSPREY POINT DRIVE OSPREY , FL STUNNING ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood on...	4 beds \| 4 baths \| 4,001 sq.ft.	$1,975,000	Airbnb cash on cash: 0.94% Traditional cash on cash: -0.19% Airbnb Rental Income: $7455 Traditional Rental Income: $3945 Airbnb ROI: 0.94% Traditional ROI: -0.19%
140 SUGAR MILL DRIVE OSPREY , FL **BRILLIANTY DESIGNED, FULLY RENOVATED, STUNNING and SERENE RESIDENCE with Lush Garden Lan...	4 beds \| 4 baths \| 3,286 sq.ft.	$1,970,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 1.11% Airbnb Rental Income: $7455 Traditional Rental Income: $5508 Airbnb ROI: 1.4% Traditional ROI: 1.11%
4428 CONCHFISH LANE OSPREY , FL Chic Modern Escape in the Heart of Palms at Casey Key! This charming residence is located ...	4 beds \| 2 baths \| 1,861 sq.ft.	$599,000	Airbnb cash on cash: 8.33% Traditional cash on cash: 2.4% Airbnb Rental Income: $7455 Traditional Rental Income: $2711 Airbnb ROI: 8.33% Traditional ROI: 2.4%
819 SHADOW BAY WAY OSPREY , FL A new 2025 roof. This stunning 2,145-square-foot pool home is in the premier community of ...	4 beds \| 2 baths \| 2,145 sq.ft.	$689,000	Airbnb cash on cash: 6.94% Traditional cash on cash: 3.3% Airbnb Rental Income: $7455 Traditional Rental Income: $3687 Airbnb ROI: 6.94% Traditional ROI: 3.3%
191 PALM AIR DRIVE OSPREY , FL Under contract-accepting backup offers. Come home to this tastefully-furnished, well-maint...	2 beds \| 2 baths \| 1,376 sq.ft.	$185,000	Airbnb cash on cash: 9.13% Traditional cash on cash: 8.99% Airbnb Rental Income: $2934 Traditional Rental Income: $2232 Airbnb ROI: 9.13% Traditional ROI: 8.99%
523 HABITAT BOULEVARD OSPREY , FL In the Lee Wetherington-built community of Willowbend is a stunning home. This enchanting ...	4 beds \| 3 baths \| 2,314 sq.ft.	$785,500	Airbnb cash on cash: 5.98% Traditional cash on cash: 3.06% Airbnb Rental Income: $7455 Traditional Rental Income: $3885 Airbnb ROI: 5.98% Traditional ROI: 3.06%
312 YACHT HARBOR DRIVE OSPREY , FL One or more photo(s) has been virtually staged. Considered one of the finest community-own...	4 beds \| 4 baths \| 2,572 sq.ft.	$2,299,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 0.52% Airbnb Rental Income: $7455 Traditional Rental Income: $4850 Airbnb ROI: 1.07% Traditional ROI: 0.52%
218 PALM AIR DRIVE OSPREY , FL Youâll be impressed with this delightful double wide from the moment you enter featuring...	2 beds \| 2 baths \| 1,120 sq.ft.	$189,000	Airbnb cash on cash: 8.93% Traditional cash on cash: 7.51% Airbnb Rental Income: $2934 Traditional Rental Income: $2001 Airbnb ROI: 8.93% Traditional ROI: 7.51%
352 GLENWOOD AVE OSPREY , FL Beautifully Maintained 3-Bedroom Home with No HOA or Deed Restrictions Welcome to this ...	3 beds \| 2 baths \| 1,300 sq.ft.	$444,000	Airbnb cash on cash: 4.13% Traditional cash on cash: 3.45% Airbnb Rental Income: $3385 Traditional Rental Income: $2349 Airbnb ROI: 4.13% Traditional ROI: 3.45%
471 PARK TRACE BOULEVARD OSPREY , FL SIGNIFICANT PRICE IMPROVEMENT!! Welcome to your dream home! This stunning, custom-built 4...	4 beds \| 3 baths \| 2,267 sq.ft.	$699,000	Airbnb cash on cash: 7.61% Traditional cash on cash: 4.49% Airbnb Rental Income: $7455 Traditional Rental Income: $3990 Airbnb ROI: 7.61% Traditional ROI: 4.49%

Your search for investment property begins and ends here

Airbnb Condo For Sale in Osprey, FL

116 NAVIGATION CIRCLE #106

OSPREY, FL

3 beds | 2 baths | 1,430 sq.ft.

$325,000

Airbnb cash on cash: 5.32%

Traditional cash on cash: 5.06%

Airbnb Rental Income: $3385

Traditional Rental Income: $2550

Airbnb ROI: 5.32%

Traditional ROI: 5.06%

362 PINE RUN DRIVE

OSPREY, FL

2 beds | 2 baths | 1,224 sq.ft.

$235,000

Airbnb cash on cash: 7.5%

Traditional cash on cash: 7.47%

Airbnb Rental Income: $2934

Traditional Rental Income: $2248

Airbnb ROI: 7.5%

Traditional ROI: 7.47%

Other Airbnb Properties for Sale in Osprey

OSPREY , FL

4 beds | 3 baths | 2,770 sq.ft.

$1,197,000

Airbnb cash on cash: 3.54%

Traditional cash on cash: 2.09%

Airbnb Rental Income: $7455

Traditional Rental Income: $4413

Airbnb ROI: 3.54%

Traditional ROI: 2.09%

OSPREY , FL

2 beds | 2 baths | 1,165 sq.ft.

$340,000

Airbnb cash on cash: 4.56%

Traditional cash on cash: 4.46%

Airbnb Rental Income: $2934

Traditional Rental Income: $2223

Airbnb ROI: 4.56%

Traditional ROI: 4.46%

OSPREY , FL

4 beds | 3 baths | 2,802 sq.ft.

$939,000

Airbnb cash on cash: 4.81%

Traditional cash on cash: 3.1%

Airbnb Rental Income: $7455

Traditional Rental Income: $4526

Airbnb ROI: 4.81%

Traditional ROI: 3.1%

OSPREY , FL

4 beds | 4 baths | 4,001 sq.ft.

$1,975,000

Airbnb cash on cash: 0.94%

Traditional cash on cash: -0.19%

Airbnb Rental Income: $7455

Traditional Rental Income: $3945

Airbnb ROI: 0.94%

Traditional ROI: -0.19%

OSPREY , FL

4 beds | 4 baths | 3,286 sq.ft.

$1,970,000

Airbnb cash on cash: 1.4%

Traditional cash on cash: 1.11%

Airbnb Rental Income: $7455

Traditional Rental Income: $5508

Airbnb ROI: 1.4%

Traditional ROI: 1.11%

OSPREY , FL

4 beds | 2 baths | 1,861 sq.ft.

$599,000

Airbnb cash on cash: 8.33%

Traditional cash on cash: 2.4%

Airbnb Rental Income: $7455

Traditional Rental Income: $2711

Airbnb ROI: 8.33%

Traditional ROI: 2.4%

OSPREY , FL

4 beds | 2 baths | 2,145 sq.ft.

$689,000

Airbnb cash on cash: 6.94%