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 Single Family Residential For Sale in Osprey, FL

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

Showing 17 Single Family Residential 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
519 BAYVIEW AVENUE OSPREY, FL Value Property in a Great Coastal Location. Perfect for a Boating Community in Sarasota, B...	3 beds \| 2 baths \| 1,885 sq.ft.	$495,000	Airbnb cash on cash: 4.02% Traditional cash on cash: 4% Airbnb Rental Income: $3385 Traditional Rental Income: $2623 Airbnb ROI: 4.02% Traditional ROI: 4%
392 PARK TRACE BOULEVARD OSPREY, FL Set on a premier lakefront lot in Osprey, 392 Park Trace offers serene water views, incred...	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%
140 SUGAR MILL DRIVE OSPREY, FL **BRILLIANTY DESIGNED, FULLY RENOVATED, STUNNING and SERENE ESTATE with Lush Garden Landsc...	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%
402 WALLS WAY OSPREY, FL Under contract-accepting backup offers. Welcome to timeless elegance and modern comfort in...	4 beds \| 4 baths \| 3,464 sq.ft.	$1,450,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 1.38% Airbnb Rental Income: $7455 Traditional Rental Income: $4908 Airbnb ROI: 2.21% Traditional ROI: 1.38%
1484 SEAFARER DRIVE OSPREY, FL Under contract-accepting backup offers. Welcome to Southbay Yacht & Racquet Club, one of t...	4 beds \| 4 baths \| 3,479 sq.ft.	$1,250,000	Airbnb cash on cash: 3.29% Traditional cash on cash: 2.71% Airbnb Rental Income: $7455 Traditional Rental Income: $5355 Airbnb ROI: 3.29% Traditional ROI: 2.71%
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%
813 OAK POND DRIVE OSPREY, FL One or more photo(s) has been virtually staged. WELCOME HOME!! THERE HAS BEEN NO FLOODING ...	4 beds \| 2 baths \| 1,981 sq.ft.	$550,000	Airbnb cash on cash: 9.6% Traditional cash on cash: 3.46% Airbnb Rental Income: $7455 Traditional Rental Income: $2867 Airbnb ROI: 9.6% Traditional ROI: 3.46%
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%
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%
650 CRANE PRAIRIE WAY OSPREY, FL BEST PRICED HOME PER SQ FT in a 3-Mile Radius! Now Offered at $845,000 \| Lease Option/Purc...	4 beds \| 4 baths \| 3,183 sq.ft.	$845,000	Airbnb cash on cash: 5% Traditional cash on cash: 3.19% Airbnb Rental Income: $7455 Traditional Rental Income: $4603 Airbnb ROI: 5% Traditional ROI: 3.19%
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%
662 FERNWALK LANE OSPREY, FL **FANTASTIC, FULLY RENOVATED ESTATE with LAKE / GARDEN VIEW is situated on a SERENE, INTER...	4 beds \| 4 baths \| 4,359 sq.ft.	$2,995,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 0.39% Airbnb Rental Income: $7455 Traditional Rental Income: $5371 Airbnb ROI: 0.63% Traditional ROI: 0.39%
750 ANNA HOPE LANE OSPREY, FL Impeccable style and effortless grace define this Rivendell home, which stands as a testam...	4 beds \| 2 baths \| 2,135 sq.ft.	$669,000	Airbnb cash on cash: 7.34% Traditional cash on cash: 3.18% Airbnb Rental Income: $7455 Traditional Rental Income: $3428 Airbnb ROI: 7.34% Traditional ROI: 3.18%
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%
447 OAK POINT ROAD OSPREY, FL Prepare to be impressed as you enter this bright and spacious maintenance-free townhome wi...	4 beds \| 3 baths \| 2,688 sq.ft.	$545,000	Airbnb cash on cash: 8.16% Traditional cash on cash: 4.24% Airbnb Rental Income: $7455 Traditional Rental Income: $4025 Airbnb ROI: 8.16% Traditional ROI: 4.24%
1602 SOUTHBAY DRIVE OSPREY, FL Welcome to your slice of Florida paradise! Nestled on a spacious corner lot in the highly ...	4 beds \| 4 baths \| 2,980 sq.ft.	$995,000	Airbnb cash on cash: 4.17% Traditional cash on cash: 3.45% Airbnb Rental Income: $7455 Traditional Rental Income: $5363 Airbnb ROI: 4.17% Traditional ROI: 3.45%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Osprey, FL

519 BAYVIEW AVENUE

OSPREY, FL

3 beds | 2 baths | 1,885 sq.ft.

$495,000

Airbnb cash on cash: 4.02%

Traditional cash on cash: 4%

Airbnb Rental Income: $3385

Traditional Rental Income: $2623

Airbnb ROI: 4.02%

Traditional ROI: 4%

392 PARK TRACE BOULEVARD

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%

140 SUGAR MILL DRIVE

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%

402 WALLS WAY

OSPREY, FL

4 beds | 4 baths | 3,464 sq.ft.

$1,450,000

Airbnb cash on cash: 2.21%

Traditional cash on cash: 1.38%

Airbnb Rental Income: $7455

Traditional Rental Income: $4908

Airbnb ROI: 2.21%

Traditional ROI: 1.38%

1484 SEAFARER DRIVE

OSPREY, FL

4 beds | 4 baths | 3,479 sq.ft.

$1,250,000

Airbnb cash on cash: 3.29%

Traditional cash on cash: 2.71%

Airbnb Rental Income: $7455

Traditional Rental Income: $5355

Airbnb ROI: 3.29%

Traditional ROI: 2.71%

4428 CONCHFISH LANE

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%

813 OAK POND DRIVE

OSPREY, FL

4 beds | 2 baths | 1,981 sq.ft.

$550,000

Airbnb cash on cash: 9.6%

Traditional cash on cash: 3.46%

Airbnb Rental Income: $7455

Traditional Rental Income: $2867

Airbnb ROI: 9.6%

Traditional ROI: 3.46%

819 SHADOW BAY WAY

OSPREY, FL

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%