Real Estate Investment Properties for Sale in Osprey, FL

Looking for investment property in Osprey, FL with high ROI ?

Explore a variety of short-term homes & houses in Osprey, FL. Invest wisely with VRBO & Osprey, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Townhouses for Sale in Osprey, FL

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

Showing 4 Townhouse 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
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.	$299,900	Airbnb cash on cash: 5.22% Traditional cash on cash: 5.06% Airbnb Rental Income: $2934 Traditional Rental Income: $2212 Airbnb ROI: 5.22% Traditional ROI: 5.06%
33 BISHOPS COURT ROAD #118 OSPREY, FL **EXPERIENCE EFFORTLESS LIVING in this BEAUTIFULLY UPDATED TOWNHOUSE with SERENE WATER VIE...	2 beds \| 3 baths \| 1,890 sq.ft.	$679,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 2.89% Airbnb Rental Income: $2934 Traditional Rental Income: $3348 Airbnb ROI: 1.17% Traditional ROI: 2.89%
184 EXPLORER DRIVE OSPREY, FL Luxury Corner Residence in Osprey \| Top-Rated Pine View School District. Welcome to an ex...	2 beds \| 2 baths \| 1,244 sq.ft.	$294,900	Airbnb cash on cash: 3.73% Traditional cash on cash: 4.24% Airbnb Rental Income: $2934 Traditional Rental Income: $2400 Airbnb ROI: 3.73% Traditional ROI: 4.24%
4296 EXPEDITION WAY #104 OSPREY, FL Welcome to Bay Street Village in Osprey, gorgeous gated community where maintenance-free l...	2 beds \| 2 baths \| 1,135 sq.ft.	$299,990	Airbnb cash on cash: 5.5% Traditional cash on cash: 5.78% Airbnb Rental Income: $2934 Traditional Rental Income: $2333 Airbnb ROI: 5.5% Traditional ROI: 5.78%
Other Investment Properties for Sale in Osprey
854 MACEWEN DRIVE OSPREY , FL One or more photo(s) has been virtually staged. Set on a private cul-de-sac within The Oak...	4 beds \| 6 baths \| 9,081 sq.ft.	$3,690,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 1.18% Airbnb Rental Income: $7455 Traditional Rental Income: $10120 Airbnb ROI: -0.01% Traditional ROI: 1.18%
730 SARABAY ROAD OSPREY , FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. PR...	4 beds \| 6 baths \| 6,308 sq.ft.	$4,995,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 0.82% Airbnb Rental Income: $7455 Traditional Rental Income: $12867 Airbnb ROI: -0.66% Traditional ROI: 0.82%
742 HARMS DRIVE OSPREY , FL Beautifully renovated and now offered at a newly reduced price, this turnkey property is a...	3 beds \| 2 baths \| 1,293 sq.ft.	$515,000	Airbnb cash on cash: 3.19% Traditional cash on cash: 4.8% Airbnb Rental Income: $3385 Traditional Rental Income: $3405 Airbnb ROI: 3.19% Traditional ROI: 4.8%
14041 BELLAGIO WAY #218 OSPREY , FL Elevate your expectations with this elegant waterfront home! This 3-bedroom, 2-bath FULLY ...	3 beds \| 2 baths \| 2,086 sq.ft.	$999,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 1.79% Airbnb Rental Income: $3385 Traditional Rental Income: $5112 Airbnb ROI: -0.88% Traditional ROI: 1.79%
135 TINA ISLAND DRIVE OSPREY , FL EXCEPTIONAL WATERFRONT RESIDENCE with 210 ft CANAL FRONTAGE in desirable Sorrento Shor...	3 beds \| 5 baths \| 2,572 sq.ft.	$3,295,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 0.38% Airbnb Rental Income: $3385 Traditional Rental Income: $5485 Airbnb ROI: -0.55% Traditional ROI: 0.38%
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.	$1,095,000	Airbnb cash on cash: 3.96% Traditional cash on cash: 2.88% Airbnb Rental Income: $7455 Traditional Rental Income: $4922 Airbnb ROI: 3.96% Traditional ROI: 2.88%
103 BISHOPS COURT ROAD OSPREY , FL LOCATED IN A DESIRABLE, MAINTENANCE-FREE, COUNTRY CLUB COMMUNITY this Charming and Coz...	3 beds \| 2 baths \| 2,034 sq.ft.	$749,000	Airbnb cash on cash: 1.46% Traditional cash on cash: 2% Airbnb Rental Income: $3385 Traditional Rental Income: $3003 Airbnb ROI: 1.46% Traditional ROI: 2%
764 SARABAY ROAD #8 OSPREY , FL One or more photo(s) has been virtually staged. Live the Florida dream on the water! Wake ...	2 beds \| 2 baths \| 1,392 sq.ft.	$450,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 1.38% Airbnb Rental Income: $2934 Traditional Rental Income: $3203 Airbnb ROI: -0.87% Traditional ROI: 1.38%
14021 BELLAGIO WAY #404 OSPREY , FL This beautifully remodeled waterfront condominium in Osprey offers a blend of luxury, comf...	3 beds \| 3 baths \| 2,187 sq.ft.	$1,175,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 0.66% Airbnb Rental Income: $3385 Traditional Rental Income: $4250 Airbnb ROI: -0.82% Traditional ROI: 0.66%
1361 New Forest Lane OSPREY , FL Exceptional opportunity in highly sought-after Rivendell, one of Ospreyâs most desirable...	3 beds \| 2 baths \| 2,074 sq.ft.	$550,000	Airbnb cash on cash: 3.39% Traditional cash on cash: 3.8% Airbnb Rental Income: $3385 Traditional Rental Income: $2842 Airbnb ROI: 3.39% Traditional ROI: 3.8%
5100 JESSIE HARBOR DRIVE #403 OSPREY , FL This meticulously maintained, waterfront residence is in an amenity-rich, gated community....	2 beds \| 2 baths \| 2,143 sq.ft.	$650,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 2.82% Airbnb Rental Income: $2934 Traditional Rental Income: $4075 Airbnb ROI: -0.18% Traditional ROI: 2.82%
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.	$550,000	Airbnb cash on cash: 9.08% Traditional cash on cash: 5.63% Airbnb Rental Income: $7455 Traditional Rental Income: $4254 Airbnb ROI: 9.08% Traditional ROI: 5.63%
408 YACHT HARBOR DRIVE OSPREY , FL Under contract-accepting backup offers. Renovated throughout, this stunning four-bedroom, ...	4 beds \| 4 baths \| 2,624 sq.ft.	$1,375,000	Airbnb cash on cash: 2.77% Traditional cash on cash: 2.01% Airbnb Rental Income: $7455 Traditional Rental Income: $5051 Airbnb ROI: 2.77% Traditional ROI: 2.01%
393 N POINT ROAD #401 OSPREY , FL Offered Turn-Key Furnished...This beautifully updated 3 bedroom, 3 bath residence with a d...	3 beds \| 3 baths \| 2,594 sq.ft.	$785,000	Airbnb cash on cash: 1.14% Traditional cash on cash: 4.98% Airbnb Rental Income: $3385 Traditional Rental Income: $5441 Airbnb ROI: 1.14% Traditional ROI: 4.98%

Your search for investment property begins and ends here

Townhouses for Sale in Osprey, FL

1801 HIGHLAND ROAD

OSPREY, FL

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

$299,900

Airbnb cash on cash: 5.22%

Traditional cash on cash: 5.06%

Airbnb Rental Income: $2934

Traditional Rental Income: $2212

Airbnb ROI: 5.22%

Traditional ROI: 5.06%

33 BISHOPS COURT ROAD #118

OSPREY, FL

2 beds | 3 baths | 1,890 sq.ft.

$679,000

Airbnb cash on cash: 1.17%

Traditional cash on cash: 2.89%

Airbnb Rental Income: $2934

Traditional Rental Income: $3348

Airbnb ROI: 1.17%

Traditional ROI: 2.89%

184 EXPLORER DRIVE

OSPREY, FL

2 beds | 2 baths | 1,244 sq.ft.

$294,900

Airbnb cash on cash: 3.73%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $2934

Traditional Rental Income: $2400

Airbnb ROI: 3.73%

Traditional ROI: 4.24%

4296 EXPEDITION WAY #104

OSPREY, FL

2 beds | 2 baths | 1,135 sq.ft.

$299,990

Airbnb cash on cash: 5.5%

Traditional cash on cash: 5.78%

Airbnb Rental Income: $2934

Traditional Rental Income: $2333

Airbnb ROI: 5.5%

Traditional ROI: 5.78%

Other Investment Properties for Sale in Osprey

OSPREY , FL

4 beds | 6 baths | 9,081 sq.ft.

$3,690,000

Airbnb cash on cash: -0.01%

Traditional cash on cash: 1.18%

Airbnb Rental Income: $7455

Traditional Rental Income: $10120

Airbnb ROI: -0.01%

Traditional ROI: 1.18%

OSPREY , FL

4 beds | 6 baths | 6,308 sq.ft.

$4,995,000

Airbnb cash on cash: -0.66%

Traditional cash on cash: 0.82%

Airbnb Rental Income: $7455

Traditional Rental Income: $12867

Airbnb ROI: -0.66%

Traditional ROI: 0.82%

OSPREY , FL

3 beds | 2 baths | 1,293 sq.ft.

$515,000

Airbnb cash on cash: 3.19%

Traditional cash on cash: 4.8%

Airbnb Rental Income: $3385

Traditional Rental Income: $3405

Airbnb ROI: 3.19%

Traditional ROI: 4.8%

OSPREY , FL

3 beds | 2 baths | 2,086 sq.ft.

$999,000

Airbnb cash on cash: -0.88%

Traditional cash on cash: 1.79%

Airbnb Rental Income: $3385

Traditional Rental Income: $5112

Airbnb ROI: -0.88%

Traditional ROI: 1.79%

OSPREY , FL

3 beds | 5 baths | 2,572 sq.ft.