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 1 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.	$350,000	Airbnb cash on cash: 4.41% Traditional cash on cash: 4.31% Airbnb Rental Income: $2934 Traditional Rental Income: $2223 Airbnb ROI: 4.41% Traditional ROI: 4.31%
Other Investment Properties for Sale in Osprey
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%
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%
563 PINE RANCH EAST ROAD OSPREY , FL Under contract-accepting backup offers. Step into your dream home in the sought-after Bay ...	3 beds \| 2 baths \| 2,346 sq.ft.	$675,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 3.64% Airbnb Rental Income: $3385 Traditional Rental Income: $3530 Airbnb ROI: 2.21% Traditional ROI: 3.64%
901 REFLECTION WAY OSPREY , FL LOCATION! LOCATION! Tucked away on a quiet cul-de-sac and resting on a corner lot, this ME...	3 beds \| 2 baths \| 2,443 sq.ft.	$795,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 2.2% Airbnb Rental Income: $3385 Traditional Rental Income: $3009 Airbnb ROI: 1.69% Traditional ROI: 2.2%
14041 BELLAGIO WAY #214 OSPREY , FL One or more photo(s) has been virtually staged. Massive Price Reduction! Original Listing ...	3 beds \| 2 baths \| 1,799 sq.ft.	$675,000	Airbnb cash on cash: 0.28% Traditional cash on cash: 1.18% Airbnb Rental Income: $3385 Traditional Rental Income: $3196 Airbnb ROI: 0.28% Traditional ROI: 1.18%
67 SUGAR MILL DRIVE OSPREY , FL Under contract-accepting backup offers. This is your rare chance to claim a spectacular es...	4 beds \| 5 baths \| 4,020 sq.ft.	$1,999,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 1.65% Airbnb Rental Income: $7455 Traditional Rental Income: $6415 Airbnb ROI: 1.44% Traditional ROI: 1.65%
780 SARABAY ROAD #16 OSPREY , FL Boater's Paradise! Welcome to Heron Bay Club, an exclusive enclave of just 25 uniquely de...	2 beds \| 2 baths \| 1,574 sq.ft.	$479,900	Airbnb cash on cash: -1.65% Traditional cash on cash: 0.16% Airbnb Rental Income: $2934 Traditional Rental Income: $3068 Airbnb ROI: -1.65% Traditional ROI: 0.16%
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%
852 MACEWEN DRIVE OSPREY , FL CHARMING and PRIVATE, GOLF COURSE ESTATE is located behind the Secure Gates of the hig...	3 beds \| 4 baths \| 4,519 sq.ft.	$2,550,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 0.52% Airbnb Rental Income: $3385 Traditional Rental Income: $5023 Airbnb ROI: -0.49% Traditional ROI: 0.52%
409 N POINT ROAD #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.	$685,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 2.58% Airbnb Rental Income: $3385 Traditional Rental Income: $3173 Airbnb ROI: 1.73% Traditional ROI: 2.58%
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%
110 PINE AVENUE 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.	$705,000	Airbnb cash on cash: 2.03% Traditional cash on cash: 3.12% Airbnb Rental Income: $3385 Traditional Rental Income: $3346 Airbnb ROI: 2.03% Traditional ROI: 3.12%
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%

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.

$350,000

Airbnb cash on cash: 4.41%

Traditional cash on cash: 4.31%

Airbnb Rental Income: $2934

Traditional Rental Income: $2223

Airbnb ROI: 4.41%

Traditional ROI: 4.31%

Other Investment Properties for Sale in Osprey

OSPREY , FL

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%

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%

OSPREY , FL

3 beds | 2 baths | 2,346 sq.ft.

$675,000

Airbnb cash on cash: 2.21%

Traditional cash on cash: 3.64%

Airbnb Rental Income: $3385

Traditional Rental Income: $3530

Airbnb ROI: 2.21%

Traditional ROI: 3.64%

OSPREY , FL

3 beds | 2 baths | 2,443 sq.ft.

$795,000

Airbnb cash on cash: 1.69%

Traditional cash on cash: 2.2%

Airbnb Rental Income: $3385

Traditional Rental Income: $3009

Airbnb ROI: 1.69%

Traditional ROI: 2.2%

OSPREY , FL

3 beds | 2 baths | 1,799 sq.ft.

$675,000

Airbnb cash on cash: 0.28%

Traditional cash on cash: 1.18%

Airbnb Rental Income: $3385

Traditional Rental Income: $3196

Airbnb ROI: 0.28%

Traditional ROI: 1.18%

OSPREY , FL

4 beds | 5 baths | 4,020 sq.ft.

$1,999,000

Airbnb cash on cash: 1.44%

Traditional cash on cash: 1.65%

Airbnb Rental Income: $7455

Traditional Rental Income: $6415

Airbnb ROI: 1.44%

Traditional ROI: 1.65%

OSPREY , FL

2 beds | 2 baths | 1,574 sq.ft.

$479,900

Airbnb cash on cash: -1.65%

Traditional cash on cash: 0.16%

Airbnb Rental Income: $2934

Traditional Rental Income: $3068

Airbnb ROI: -1.65%

Traditional ROI: 0.16%

OSPREY , FL

4 beds | 3 baths | 2,802 sq.ft.

$939,000

Airbnb cash on cash: 4.81%

Traditional cash on cash: 3.1%