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 6 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 Rd 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.	$289,900	Airbnb cash on cash: 9.63% Traditional cash on cash: 5.27% Airbnb Rental Income: $4310 Traditional Rental Income: $2212 Airbnb ROI: 9.63% Traditional ROI: 5.27%
33 Bishops Court Rd #118 OSPREY, FL **EXPERIENCE EFFORTLESS LIVING in this BEAUTIFULLY UPDATED TOWNHOUSE with SERENE WATER VIE...	2 beds \| 2 baths \| 1,890 sq.ft.	$679,000	Airbnb cash on cash: 2.98% Traditional cash on cash: 2.89% Airbnb Rental Income: $4310 Traditional Rental Income: $3348 Airbnb ROI: 2.98% Traditional ROI: 2.89%
184 Explorer Dr 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: 7.85% Traditional cash on cash: 4.24% Airbnb Rental Income: $4310 Traditional Rental Income: $2400 Airbnb ROI: 7.85% Traditional ROI: 4.24%
Other Investment Properties for Sale in Osprey
135 Tina Island Dr OSPREY , FL EXCEPTIONAL WATERFRONT RESIDENCE with 210 ft CANAL FRONTAGE in desirable Sorrento Shor...	3 beds \| 4 baths \| 2,572 sq.ft.	$3,295,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 0.38% Airbnb Rental Income: $5858 Traditional Rental Income: $5485 Airbnb ROI: 0.12% Traditional ROI: 0.38%
403 Longbow Trl 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: 3.94% Traditional cash on cash: 2.88% Airbnb Rental Income: $7428 Traditional Rental Income: $4922 Airbnb ROI: 3.94% Traditional ROI: 2.88%
103 Bishops Court Rd 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: 4.42% Traditional cash on cash: 2% Airbnb Rental Income: $5858 Traditional Rental Income: $3003 Airbnb ROI: 4.42% Traditional ROI: 2%
764 Sarabay Rd #8 OSPREY , FL Virtually Staged. Live the Florida dream on the water! Wake up to shimmering bay views, sp...	2 beds \| 2 baths \| 1,392 sq.ft.	$399,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 1.61% Airbnb Rental Income: $4310 Traditional Rental Income: $3203 Airbnb ROI: 2.11% Traditional ROI: 1.61%
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.	$1,100,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 0.66% Airbnb Rental Income: $5858 Traditional Rental Income: $4250 Airbnb ROI: 1.06% Traditional ROI: 0.66%
1361 New Forest Ln OSPREY , FL PRICE TO SELL. One or more photo(s) has been virtually staged. Exceptional opportunity in ...	3 beds \| 2 baths \| 2,074 sq.ft.	$535,000	Airbnb cash on cash: 7.63% Traditional cash on cash: 3.93% Airbnb Rental Income: $5858 Traditional Rental Income: $2842 Airbnb ROI: 7.63% Traditional ROI: 3.93%
385 N Point Rd #304 OSPREY , FL **MAGNIFICENTLY UPDATED, EXPANSIVE CORNER CONDO RESIDENCE OFFERING NEARLY 2,800 SQ FT OF R...	3 beds \| 3 baths \| 2,778 sq.ft.	$1,100,000	Airbnb cash on cash: 2.53% Traditional cash on cash: 3.33% Airbnb Rental Income: $5858 Traditional Rental Income: $5509 Airbnb ROI: 2.53% Traditional ROI: 3.33%
852 Macewen Dr OSPREY , FL CHARMING and PRIVATE, GOLF COURSE ESTATE is located behind the Secure Gates of the hig...	3 beds \| 3 baths \| 4,519 sq.ft.	$2,395,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 1.23% Airbnb Rental Income: $5858 Traditional Rental Income: $6382 Airbnb ROI: 0.47% Traditional ROI: 1.23%
754 Pine Run Dr #754 OSPREY , FL Virtually Staged. Rarely available and truly one-of-a-kind, this beautifully updated groun...	2 beds \| 2 baths \| 1,379 sq.ft.	$259,000	Airbnb cash on cash: 7.42% Traditional cash on cash: 3.36% Airbnb Rental Income: $4310 Traditional Rental Income: $2411 Airbnb ROI: 7.42% Traditional ROI: 3.36%
409 N Point Rd #502 OSPREY , FL **GORGEOUS VIEW from this Move-In Ready, 5TH FLOOR, 3-BED / 3-BATH, LUXURY CONDO!! The cov...	3 beds \| 3 baths \| 2,055 sq.ft.	$599,000	Airbnb cash on cash: 5.71% Traditional cash on cash: 4.96% Airbnb Rental Income: $5858 Traditional Rental Income: $4276 Airbnb ROI: 5.71% Traditional ROI: 4.96%
110 Pine Ave OSPREY , FL Heart of Osprey, this remodeled 3-bedroom, 2-bathroom pool home with huge yard, bring your...	3 beds \| 2 baths \| 2,058 sq.ft.	$649,000	Airbnb cash on cash: 5.69% Traditional cash on cash: 4.86% Airbnb Rental Income: $5858 Traditional Rental Income: $4189 Airbnb ROI: 5.69% Traditional ROI: 4.86%
1211 LOST CREEK COURT OSPREY , FL Under contract-accepting backup offers. **BEAUTIFULLY UPDATED AND MOVE-IN READY, THIS SPAC...	4 beds \| 3 baths \| 2,876 sq.ft.	$829,000	Airbnb cash on cash: 6.37% Traditional cash on cash: 5.47% Airbnb Rental Income: $7428 Traditional Rental Income: $5303 Airbnb ROI: 6.37% Traditional ROI: 5.47%
365 S SHORE DRIVE OSPREY , FL Wake up to ever-changing INTRACOASTAL VIEWS â SUNSETS dancing across the water, BOATS gl...	3 beds \| 2 baths \| 1,824 sq.ft.	$1,349,000	Airbnb cash on cash: 2.09% Traditional cash on cash: 1.25% Airbnb Rental Income: $5858 Traditional Rental Income: $3647 Airbnb ROI: 2.09% Traditional ROI: 1.25%
409 N Point Rd #601 OSPREY , FL FANTASTIC GULF AND BAY VIEWS FROM THIS UPDATED 6TH-FLOOR CORNER RESIDENCE This spaciou...	3 beds \| 3 baths \| 2,594 sq.ft.	$1,250,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 2.25% Airbnb Rental Income: $5858 Traditional Rental Income: $5263 Airbnb ROI: 1.76% Traditional ROI: 2.25%

Your search for investment property begins and ends here

Townhouses for Sale in Osprey, FL

1801 Highland Rd

OSPREY, FL

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

$289,900

Airbnb cash on cash: 9.63%

Traditional cash on cash: 5.27%

Airbnb Rental Income: $4310

Traditional Rental Income: $2212

Airbnb ROI: 9.63%

Traditional ROI: 5.27%

33 Bishops Court Rd #118

OSPREY, FL

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

$679,000

Airbnb cash on cash: 2.98%

Traditional cash on cash: 2.89%

Airbnb Rental Income: $4310

Traditional Rental Income: $3348

Airbnb ROI: 2.98%

Traditional ROI: 2.89%

184 Explorer Dr

OSPREY, FL

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

$294,900

Airbnb cash on cash: 7.85%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $4310

Traditional Rental Income: $2400

Airbnb ROI: 7.85%

Traditional ROI: 4.24%

Other Investment Properties for Sale in Osprey

OSPREY , FL

3 beds | 4 baths | 2,572 sq.ft.

$3,295,000

Airbnb cash on cash: 0.12%

Traditional cash on cash: 0.38%

Airbnb Rental Income: $5858

Traditional Rental Income: $5485

Airbnb ROI: 0.12%

Traditional ROI: 0.38%

OSPREY , FL

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

$1,095,000

Airbnb cash on cash: 3.94%

Traditional cash on cash: 2.88%

Airbnb Rental Income: $7428

Traditional Rental Income: $4922

Airbnb ROI: 3.94%

Traditional ROI: 2.88%

OSPREY , FL

3 beds | 2 baths | 2,034 sq.ft.

$749,000

Airbnb cash on cash: 4.42%

Traditional cash on cash: 2%

Airbnb Rental Income: $5858

Traditional Rental Income: $3003

Airbnb ROI: 4.42%

Traditional ROI: 2%

OSPREY , FL

2 beds | 2 baths | 1,392 sq.ft.

$399,000

Airbnb cash on cash: 2.11%

Traditional cash on cash: 1.61%

Airbnb Rental Income: $4310

Traditional Rental Income: $3203

Airbnb ROI: 2.11%

Traditional ROI: 1.61%

OSPREY , FL

3 beds | 3 baths | 2,187 sq.ft.

$1,100,000

Airbnb cash on cash: 1.06%

Traditional cash on cash: 0.66%

Airbnb Rental Income: $5858

Traditional Rental Income: $4250

Airbnb ROI: 1.06%

Traditional ROI: 0.66%

OSPREY , FL

3 beds | 2 baths | 2,074 sq.ft.

$535,000