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 22 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
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%
1019 SCHERER WAY OSPREY, FL Welcome to this beautiful 4 bedroom 3 full bath home situated in the desirable community o...	4 beds \| 3 baths \| 2,498 sq.ft.	$735,000	Airbnb cash on cash: 6.64% Traditional cash on cash: 3.21% Airbnb Rental Income: $7455 Traditional Rental Income: $3677 Airbnb ROI: 6.64% Traditional ROI: 3.21%
104 PARK TRACE BOULEVARD OSPREY, FL Welcome to this elegant and spacious luxury pool home offering over 2,500 square feet of r...	4 beds \| 3 baths \| 2,557 sq.ft.	$650,000	Airbnb cash on cash: 7.54% Traditional cash on cash: 4.26% Airbnb Rental Income: $7455 Traditional Rental Income: $4038 Airbnb ROI: 7.54% Traditional ROI: 4.26%
146 WILLOW BEND WAY OSPREY, FL One or more photo(s) has been virtually staged. Welcome to 146 Willow Bend Way, a custom-b...	4 beds \| 3 baths \| 2,540 sq.ft.	$699,000	Airbnb cash on cash: 7.29% Traditional cash on cash: 3.7% Airbnb Rental Income: $7455 Traditional Rental Income: $3683 Airbnb ROI: 7.29% Traditional ROI: 3.7%
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.	$1,775,000	Airbnb cash on cash: 1.16% Traditional cash on cash: -0.1% Airbnb Rental Income: $7455 Traditional Rental Income: $3945 Airbnb ROI: 1.16% Traditional ROI: -0.1%
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%
2043 CORDES STREET OSPREY, FL Charming & Versatile Home Near the Beaches! This cute and cozy, well-maintained 3-bedroom...	3 beds \| 2 baths \| 1,186 sq.ft.	$299,000	Airbnb cash on cash: 7.12% Traditional cash on cash: 6.61% Airbnb Rental Income: $3385 Traditional Rental Income: $2488 Airbnb ROI: 7.12% Traditional ROI: 6.61%
597 OAK RIVER COURT OSPREY, FL Stunning, fully remodeled 4-bedroom, 2-bathroom home tucked away in a quiet cul-de-sac in ...	4 beds \| 2 baths \| 2,111 sq.ft.	$749,000	Airbnb cash on cash: 6.75% Traditional cash on cash: 2.92% Airbnb Rental Income: $7455 Traditional Rental Income: $3347 Airbnb ROI: 6.75% Traditional ROI: 2.92%
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%
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%
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.	$429,500	Airbnb cash on cash: 4.3% Traditional cash on cash: 3.6% Airbnb Rental Income: $3385 Traditional Rental Income: $2349 Airbnb ROI: 4.3% Traditional ROI: 3.6%
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%
133 OSPREY POINT DRIVE OSPREY, FL One or more photo(s) has been virtually staged. Custom Home located in the exclusive gated...	4 beds \| 3 baths \| 3,679 sq.ft.	$1,350,000	Airbnb cash on cash: 1.66% Traditional cash on cash: -0.09% Airbnb Rental Income: $7455 Traditional Rental Income: $3823 Airbnb ROI: 1.66% Traditional ROI: -0.09%
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.	$999,995	Airbnb cash on cash: 4.14% Traditional cash on cash: 3.43% Airbnb Rental Income: $7455 Traditional Rental Income: $5363 Airbnb ROI: 4.14% Traditional ROI: 3.43%
453 E MACEWEN DRIVE OSPREY, FL Under contract-accepting backup offers. Set an appointment to experience this thoughtfully...	4 beds \| 4 baths \| 4,191 sq.ft.	$1,899,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 1.39% Airbnb Rental Income: $7455 Traditional Rental Income: $5394 Airbnb ROI: 1.75% Traditional ROI: 1.39%
1036 OAK MEADOW LN OSPREY, FL Welcome to this attractive St. Charles floor plan found in the desirable Woodlands at Rive...	4 beds \| 2 baths \| 2,186 sq.ft.	$585,000	Airbnb cash on cash: 8.96% Traditional cash on cash: 3.59% Airbnb Rental Income: $7455 Traditional Rental Income: $3093 Airbnb ROI: 8.96% Traditional ROI: 3.59%
137 OSPREY POINT DRIVE OSPREY, FL Although built in the 20th century, this home looks as authentic as the French manor house...	4 beds \| 3 baths \| 3,303 sq.ft.	$1,425,000	Airbnb cash on cash: 2.49% Traditional cash on cash: 1.11% Airbnb Rental Income: $7455 Traditional Rental Income: $4192 Airbnb ROI: 2.49% Traditional ROI: 1.11%
216 GLENWOOD AVENUE OSPREY, FL Under contract-accepting backup offers. Nestled in the quietly coveted, underrated gem of ...	2 beds \| 1 baths \| 732 sq.ft.	$250,000	Airbnb cash on cash: 7.86% Traditional cash on cash: 5.49% Airbnb Rental Income: $2934 Traditional Rental Income: $1697 Airbnb ROI: 7.86% Traditional ROI: 5.49%
20 BAYHEAD LANE OSPREY, FL A rare opportunity to own a significantly newer, custom-built residence inside the exclusi...	4 beds \| 3 baths \| 3,486 sq.ft.	$1,575,000	Airbnb cash on cash: 1.91% Traditional cash on cash: 0.49% Airbnb Rental Income: $7455 Traditional Rental Income: $3933 Airbnb ROI: 1.91% Traditional ROI: 0.49%
362 MACEWEN DRIVE OSPREY, FL Experience luxury living in this beautifully appointed traditional home featuring 4 bedroo...	4 beds \| 4 baths \| 4,117 sq.ft.	$2,249,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 0.96% Airbnb Rental Income: $7455 Traditional Rental Income: $5312 Airbnb ROI: 1.3% Traditional ROI: 0.96%
319 PARK TRACE BOULEVARD OSPREY, FL Welcome to your dream home in a prime location, positioned near A-rated schools such as Pi...	4 beds \| 3 baths \| 2,551 sq.ft.	$749,900	Airbnb cash on cash: 6.73% Traditional cash on cash: 4.29% Airbnb Rental Income: $7455 Traditional Rental Income: $4318 Airbnb ROI: 6.73% Traditional ROI: 4.29%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Osprey, FL

403 LONGBOW TRAIL

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%

1019 SCHERER WAY

OSPREY, FL

4 beds | 3 baths | 2,498 sq.ft.

$735,000

Airbnb cash on cash: 6.64%

Traditional cash on cash: 3.21%

Airbnb Rental Income: $7455

Traditional Rental Income: $3677

Airbnb ROI: 6.64%

Traditional ROI: 3.21%

104 PARK TRACE BOULEVARD

OSPREY, FL

4 beds | 3 baths | 2,557 sq.ft.

$650,000

Airbnb cash on cash: 7.54%

Traditional cash on cash: 4.26%

Airbnb Rental Income: $7455

Traditional Rental Income: $4038

Airbnb ROI: 7.54%

Traditional ROI: 4.26%

146 WILLOW BEND WAY

OSPREY, FL

4 beds | 3 baths | 2,540 sq.ft.

$699,000

Airbnb cash on cash: 7.29%

Traditional cash on cash: 3.7%

Airbnb Rental Income: $7455

Traditional Rental Income: $3683

Airbnb ROI: 7.29%

Traditional ROI: 3.7%

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%

75 OSPREY POINT DRIVE

OSPREY, FL

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

$1,775,000

Airbnb cash on cash: 1.16%

Traditional cash on cash: -0.1%

Airbnb Rental Income: $7455

Traditional Rental Income: $3945

Airbnb ROI: 1.16%

Traditional ROI: -0.1%

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%

2043 CORDES STREET

OSPREY, FL

3 beds | 2 baths | 1,186 sq.ft.

$299,000

Airbnb cash on cash: 7.12%

Traditional cash on cash: 6.61%

Airbnb Rental Income: $3385

Traditional Rental Income: $2488

Airbnb ROI: 7.12%