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 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.	$330,000	Airbnb cash on cash: 4.66% Traditional cash on cash: 4.55% Airbnb Rental Income: $2934 Traditional Rental Income: $2223 Airbnb ROI: 4.66% Traditional ROI: 4.55%
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.	$697,500	Airbnb cash on cash: -0.6% Traditional cash on cash: 0.68% Airbnb Rental Income: $2934 Traditional Rental Income: $3089 Airbnb ROI: -0.6% Traditional ROI: 0.68%
1811 Highland Rd OSPREY, FL 1811 Highland Rd, OSPREY, FL 34229 \| Townhouse	2 beds \| 2 baths \| 1,725 sq.ft.	$427,999	Airbnb cash on cash: 3.04% Traditional cash on cash: 3.03% Airbnb Rental Income: $2934 Traditional Rental Income: $2254 Airbnb ROI: 3.04% Traditional ROI: 3.03%
57 Bishops Court Rd #121 OSPREY, FL 57 Bishops Court Rd #121, OSPREY, FL 34229 \| Townhouse	2 beds \| 2 baths \| 1,890 sq.ft.	$685,000	Airbnb cash on cash: -0.93% Traditional cash on cash: -0.94% Airbnb Rental Income: $2934 Traditional Rental Income: $2252 Airbnb ROI: -0.93% Traditional ROI: -0.94%
Other Investment Properties for Sale in Osprey
854 Macewen Dr OSPREY , FL One or more photo(s) has been virtually staged. Set on a private cul-de-sac within The Oak...	4 beds \| 4 baths \| 9,081 sq.ft.	$3,890,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 0.23% Airbnb Rental Income: $7455 Traditional Rental Income: $7085 Airbnb ROI: -0.06% Traditional ROI: 0.23%
730 Sarabay Rd OSPREY , FL Premier Intracoastal Estate in Osprey 4 Bedrooms \| 6 Bathrooms \| 6,308 Sq. Ft. \| 2 Waterf...	4 beds \| 5 baths \| 6,308 sq.ft.	$5,495,000	Airbnb cash on cash: -0.69% Traditional cash on cash: -0.13% Airbnb Rental Income: $7455 Traditional Rental Income: $8849 Airbnb ROI: -0.69% Traditional ROI: -0.13%
1303 Thornapple Dr OSPREY , FL INCREDIBLE Pool Home in INCREDIBLE Community!...You Will Be Impressed by this Well-Appoint...	3 beds \| 2 baths \| 1,929 sq.ft.	$699,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 4.24% Airbnb Rental Income: $3385 Traditional Rental Income: $4487 Airbnb ROI: 1.4% Traditional ROI: 4.24%
144 N Casey Key Rd OSPREY , FL A striking coastal retreat on over half an acre along Little Sarasota Bay, this timeless r...	4 beds \| 5 baths \| 5,397 sq.ft.	$5,495,000	Airbnb cash on cash: -0.84% Traditional cash on cash: -0.27% Airbnb Rental Income: $7455 Traditional Rental Income: $8929 Airbnb ROI: -0.84% Traditional ROI: -0.27%
742 Harms Dr OSPREY , FL ATTENTION NATURE LOVERS: Your Own Private Hide-Away on one-half acre yet conveniently loca...	3 beds \| 2 baths \| 1,293 sq.ft.	$515,000	Airbnb cash on cash: 3.99% Traditional cash on cash: 3.11% Airbnb Rental Income: $3385 Traditional Rental Income: $2206 Airbnb ROI: 3.99% Traditional ROI: 3.11%
14041 Bellagio Way #218 OSPREY , FL Elevate your expectations with this elegant waterfront home! This 3-bedroom, 2-bath FULLY ...	3 beds \| 2 baths \| 2,374 sq.ft.	$1,099,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 0.02% Airbnb Rental Income: $3385 Traditional Rental Income: $3567 Airbnb ROI: -0.89% Traditional ROI: 0.02%
1363 NEW FOREST LANE OSPREY , FL Welcome to The Woodlands At Rivendell! This beautiful home is on a large corner lot in the...	2 beds \| 2 baths \| 1,738 sq.ft.	$499,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 2.91% Airbnb Rental Income: $2934 Traditional Rental Income: $2592 Airbnb ROI: 2.19% Traditional ROI: 2.91%
135 Tina Island Dr OSPREY , FL If you are ready to retreat to paradise, look no more. This home is amazing. Located in a ...	3 beds \| 4 baths \| 2,572 sq.ft.	$3,300,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 0.35% Airbnb Rental Income: $3385 Traditional Rental Income: $5326 Airbnb ROI: -0.53% Traditional ROI: 0.35%
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.	$1,175,000	Airbnb cash on cash: 3.62% Traditional cash on cash: 2.15% Airbnb Rental Income: $7455 Traditional Rental Income: $4413 Airbnb ROI: 3.62% Traditional ROI: 2.15%
494 MEADOW SWEET CIRCLE OSPREY , FL Under contract-accepting backup offers. Modern farmhouse style in the Rivendell Cottages w...	3 beds \| 2 baths \| 1,791 sq.ft.	$595,000	Airbnb cash on cash: 2.41% Traditional cash on cash: 2.65% Airbnb Rental Income: $3385 Traditional Rental Income: $2765 Airbnb ROI: 2.41% Traditional ROI: 2.65%
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%
764 Sarabay Rd #8 OSPREY , FL Welcome to Paradise on Little Sarasota Bay! Heron Bay is an intimate, maintenance free, b...	2 beds \| 2 baths \| 1,392 sq.ft.	$450,000	Airbnb cash on cash: -0.94% Traditional cash on cash: -0.94% Airbnb Rental Income: $2934 Traditional Rental Income: $2252 Airbnb ROI: -0.94% Traditional ROI: -0.94%
106 VILLA DRIVE #106 OSPREY , FL Under contract-accepting backup offers. Located West of the Trail in Sorrento Shores, Ospr...	2 beds \| 2 baths \| 1,578 sq.ft.	$199,000	Airbnb cash on cash: 6.3% Traditional cash on cash: 8.63% Airbnb Rental Income: $2934 Traditional Rental Income: $2696 Airbnb ROI: 6.3% Traditional ROI: 8.63%
5100 Jessie Harbor Dr #403 OSPREY , FL This meticulously maintained, waterfront residence is in an amenity-rich, gated community....	2 beds \| 2 baths \| 2,143 sq.ft.	$679,900	Airbnb cash on cash: -0.21% Traditional cash on cash: 1.83% Airbnb Rental Income: $2934 Traditional Rental Income: $3552 Airbnb ROI: -0.21% Traditional ROI: 1.83%

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.

$330,000

Airbnb cash on cash: 4.66%

Traditional cash on cash: 4.55%

Airbnb Rental Income: $2934

Traditional Rental Income: $2223

Airbnb ROI: 4.66%

Traditional ROI: 4.55%

33 Bishops Court Rd #118

OSPREY, FL

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

$697,500

Airbnb cash on cash: -0.6%

Traditional cash on cash: 0.68%

Airbnb Rental Income: $2934

Traditional Rental Income: $3089

Airbnb ROI: -0.6%

Traditional ROI: 0.68%

1811 Highland Rd

OSPREY, FL

2 beds | 2 baths | 1,725 sq.ft.

$427,999

Airbnb cash on cash: 3.04%

Traditional cash on cash: 3.03%

Airbnb Rental Income: $2934

Traditional Rental Income: $2254

Airbnb ROI: 3.04%

Traditional ROI: 3.03%

57 Bishops Court Rd #121

OSPREY, FL

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

$685,000

Airbnb cash on cash: -0.93%

Traditional cash on cash: -0.94%

Airbnb Rental Income: $2934

Traditional Rental Income: $2252

Airbnb ROI: -0.93%

Traditional ROI: -0.94%

Other Investment Properties for Sale in Osprey

OSPREY , FL

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

$3,890,000

Airbnb cash on cash: -0.06%

Traditional cash on cash: 0.23%

Airbnb Rental Income: $7455

Traditional Rental Income: $7085

Airbnb ROI: -0.06%

Traditional ROI: 0.23%

OSPREY , FL

4 beds | 5 baths | 6,308 sq.ft.

$5,495,000

Airbnb cash on cash: -0.69%

Traditional cash on cash: -0.13%

Airbnb Rental Income: $7455

Traditional Rental Income: $8849

Airbnb ROI: -0.69%

Traditional ROI: -0.13%

OSPREY , FL

3 beds | 2 baths | 1,929 sq.ft.

$699,000

Airbnb cash on cash: 1.4%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $3385

Traditional Rental Income: $4487

Airbnb ROI: 1.4%

Traditional ROI: 4.24%

OSPREY , FL

4 beds | 5 baths | 5,397 sq.ft.

$5,495,000

Airbnb cash on cash: -0.84%

Traditional cash on cash: -0.27%

Airbnb Rental Income: $7455

Traditional Rental Income: $8929

Airbnb ROI: -0.84%

Traditional ROI: -0.27%

OSPREY , FL

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