Real Estate Investment Properties for Sale in South Pasadena, FL

Looking for investment property in South Pasadena, FL with high ROI ?

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

Investment Property for Sale in South Pasadena, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1898 SHORE Drive S #319 SOUTH PASADENA, FL Top-floor waterfront living in this beautifully renovated 55+ residence featuring breathta...	1 beds \| 1 baths \| 896 sq.ft.	$189,900	Airbnb cash on cash: 2.48% Traditional cash on cash: 5.35% Airbnb Rental Income: $2330 Traditional Rental Income: $2271 Airbnb ROI: 2.48% Traditional ROI: 5.35%
7010 GREVILLA Avenue S SOUTH PASADENA, FL Welcome to 7010 Grevilla Avenue S, an exceptional 3-bedroom, 2.5-bath residence in the exc...	3 beds \| 3 baths \| 2,017 sq.ft.	$720,000	Airbnb cash on cash: 1.28% Traditional cash on cash: 1.63% Airbnb Rental Income: $3567 Traditional Rental Income: $3019 Airbnb ROI: 1.28% Traditional ROI: 1.63%
1859 SHORE Drive S #107 SOUTH PASADENA, FL Investor Opportunity Meets Coastal Lifestyle - South Pasadena Waterfront Living Welcome to...	2 beds \| 2 baths \| 845 sq.ft.	$259,000	Airbnb cash on cash: 3.01% Traditional cash on cash: 3.13% Airbnb Rental Income: $2548 Traditional Rental Income: $1965 Airbnb ROI: 3.01% Traditional ROI: 3.13%
1115 RUE DES CHATEAUX #2A SOUTH PASADENA, FL LOCATION!! Price Improvement!! This condo is priced to sell! All ages are welcome here. 1....	1 beds \| 1 baths \| 741 sq.ft.	$109,999	Airbnb cash on cash: 5.34% Traditional cash on cash: 6.51% Airbnb Rental Income: $2330 Traditional Rental Income: $1878 Airbnb ROI: 5.34% Traditional ROI: 6.51%
7465 BAY ISLAND Drive S #112 SOUTH PASADENA, FL Virtually Staged. Experience resort-style waterfront living at 7465 Bay Island Dr S, Unit ...	1 beds \| 1 baths \| 765 sq.ft.	$235,000	Airbnb cash on cash: 4.98% Traditional cash on cash: 7.77% Airbnb Rental Income: $2330 Traditional Rental Income: $2374 Airbnb ROI: 4.98% Traditional ROI: 7.77%
7300 SUN ISLAND Drive S #602 SOUTH PASADENA, FL Calling all Savvy Buyers!!! Positioned on the 6th floor with arguably one of the most brea...	2 beds \| 2 baths \| 1,120 sq.ft.	$317,700	Airbnb cash on cash: 3.65% Traditional cash on cash: 5.72% Airbnb Rental Income: $2548 Traditional Rental Income: $2555 Airbnb ROI: 3.65% Traditional ROI: 5.72%
6960 SUNSET Drive S #1A SOUTH PASADENA, FL This beautifully updated ground-floor 1 bedroom, 1 bath condo with 2023 PGT impact windows...	1 beds \| 1 baths \| 722 sq.ft.	$139,000	Airbnb cash on cash: 4.83% Traditional cash on cash: 4.08% Airbnb Rental Income: $2330 Traditional Rental Income: $1653 Airbnb ROI: 4.83% Traditional ROI: 4.08%
1834 SHORE Drive S #6 SOUTH PASADENA, FL Waterfront living awaits in South Pasadena! This beautiful 55 plus 1-bedroom, 1-bathroom w...	1 beds \| 1 baths \| 575 sq.ft.	$164,900	Airbnb cash on cash: 6.45% Traditional cash on cash: 6.59% Airbnb Rental Income: $2330 Traditional Rental Income: $1775 Airbnb ROI: 6.45% Traditional ROI: 6.59%
7400 SUN ISLAND Drive S #603 SOUTH PASADENA, FL Florida resort style living at its best! Your spacious 2 bedroom, 2 full bathroom home has...	2 beds \| 2 baths \| 1,230 sq.ft.	$315,500	Airbnb cash on cash: 1.06% Traditional cash on cash: 5.96% Airbnb Rental Income: $2548 Traditional Rental Income: $3388 Airbnb ROI: 1.06% Traditional ROI: 5.96%
1868 SHORE Drive S #212 SOUTH PASADENA, FL Wake up to shimmering water views every day in this beautifully updated 1-bedroom condo in...	1 beds \| 1 baths \| 1,078 sq.ft.	$199,000	Airbnb cash on cash: 2.77% Traditional cash on cash: 4.41% Airbnb Rental Income: $2330 Traditional Rental Income: $2061 Airbnb ROI: 2.77% Traditional ROI: 4.41%
7893 SAILBOAT KEY Boulevard S #101 SOUTH PASADENA, FL Welcome to the largest and rarely available corner unit in Harbourside, offering 1,445 sq ...	2 beds \| 2 baths \| 1,445 sq.ft.	$499,900	Airbnb cash on cash: 2.06% Traditional cash on cash: 3.21% Airbnb Rental Income: $2548 Traditional Rental Income: $2471 Airbnb ROI: 2.06% Traditional ROI: 3.21%
7625 SUN ISLAND Drive S #304 SOUTH PASADENA, FL WATERFRONT LIVING with MARINA ACCESS and direct access to the GULF OF MEXICO! Welcome to B...	1 beds \| 1 baths \| 855 sq.ft.	$229,900	Airbnb cash on cash: 1.3% Traditional cash on cash: 3.32% Airbnb Rental Income: $2330 Traditional Rental Income: $2191 Airbnb ROI: 1.3% Traditional ROI: 3.32%
7903 SAILBOAT KEY Boulevard S #102 SOUTH PASADENA, FL Welcome to Harbourside, a premier waterfront community delivering the quintessential coast...	1 beds \| 1 baths \| 915 sq.ft.	$312,000	Airbnb cash on cash: 3.29% Traditional cash on cash: 3.74% Airbnb Rental Income: $2330 Traditional Rental Income: $1885 Airbnb ROI: 3.29% Traditional ROI: 3.74%
6760 HIBISCUS Avenue S SOUTH PASADENA, FL Under Construction. This one checks a box most new builds simply can't: it's fully approve...	4 beds \| 2 baths \| 1,839 sq.ft.	$765,000	Airbnb cash on cash: 2.87% Traditional cash on cash: 1.88% Airbnb Rental Income: $3944 Traditional Rental Income: $2389 Airbnb ROI: 2.87% Traditional ROI: 1.88%
1425 COREY Way S SOUTH PASADENA, FL "Location, location, location!"-the golden rule of real estate, and this home delivers in ...	2 beds \| 2 baths \| 1,247 sq.ft.	$925,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 1.12% Airbnb Rental Income: $2548 Traditional Rental Income: $2946 Airbnb ROI: -0.05% Traditional ROI: 1.12%
6960A SUNSET Drive S #1B SOUTH PASADENA, FL Fully Renovated First-Floor Corner Condo in South Pasadena - Minutes from St. Pete Beach E...	1 beds \| 1 baths \| 732 sq.ft.	$125,000	Airbnb cash on cash: 6.49% Traditional cash on cash: 7.22% Airbnb Rental Income: $2330 Traditional Rental Income: $1841 Airbnb ROI: 6.49% Traditional ROI: 7.22%
7979 SAILBOAT KEY Boulevard S #208 SOUTH PASADENA, FL Imagine waking up every morning to sparkling water views, sipping your coffee on a private...	2 beds \| 2 baths \| 1,300 sq.ft.	$675,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 1.62% Airbnb Rental Income: $2548 Traditional Rental Income: $3440 Airbnb ROI: -0.77% Traditional ROI: 1.62%
7930 SUN ISLAND Drive S #104 SOUTH PASADENA, FL Waterfront -- Turn Key -- Available Furnished - Wake up to dolphins in the bay -- end your...	2 beds \| 2 baths \| 1,480 sq.ft.	$359,000	Airbnb cash on cash: -1.82% Traditional cash on cash: 1.62% Airbnb Rental Income: $2548 Traditional Rental Income: $3092 Airbnb ROI: -1.82% Traditional ROI: 1.62%
7400 SUN ISLAND Drive S #802 SOUTH PASADENA, FL Welcome to this UNIQUE 2 STORY PENTHOUSE, CORNER UNIT, a stunning 3 BEDROOM, 3.5 BATH resi...	3 beds \| 4 baths \| 2,435 sq.ft.	$640,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 6.19% Airbnb Rental Income: $3567 Traditional Rental Income: $6610 Airbnb ROI: -0.21% Traditional ROI: 6.19%
7400 SUN ISLAND Drive S #203 SOUTH PASADENA, FL PRICE IMPROVEMENT \| Unaffected by recent storms, this turn-key, 2BR/2BA second-floor water...	2 beds \| 2 baths \| 1,230 sq.ft.	$319,900	Airbnb cash on cash: 0.35% Traditional cash on cash: 2.83% Airbnb Rental Income: $2548 Traditional Rental Income: $2680 Airbnb ROI: 0.35% Traditional ROI: 2.83%
7425 BAY ISLAND Drive S #104 SOUTH PASADENA, FL Virtually Staged. Wake up to tranquil water views, enjoy a morning stroll along the waterf...	2 beds \| 2 baths \| 1,050 sq.ft.	$199,900	Airbnb cash on cash: 1.41% Traditional cash on cash: 3.64% Airbnb Rental Income: $2548 Traditional Rental Income: $2358 Airbnb ROI: 1.41% Traditional ROI: 3.64%
7400 SUN ISLAND Drive S #712 SOUTH PASADENA, FL Captivating waterfront vistas await in this meticulously updated 2-bedroom, 2-bathroom cor...	2 beds \| 2 baths \| 1,300 sq.ft.	$409,900	Airbnb cash on cash: -0.24% Traditional cash on cash: 3.73% Airbnb Rental Income: $2548 Traditional Rental Income: $3458 Airbnb ROI: -0.24% Traditional ROI: 3.73%
7910 SUN ISLAND Drive S #302 SOUTH PASADENA, FL Welcome to Bay Island - a beautifully maintained, guard-gated 55+ waterfront community ove...	2 beds \| 2 baths \| 1,045 sq.ft.	$294,900	Airbnb cash on cash: 4.04% Traditional cash on cash: 5.55% Airbnb Rental Income: $2548 Traditional Rental Income: $2353 Airbnb ROI: 4.04% Traditional ROI: 5.55%
7910 SUN ISLAND Drive S #203 SOUTH PASADENA, FL BREATHTAKING BOCA CIEGA DIRECT WATER VIEWS from this 2nd FLOOR FURNISHED CONDO in Bay Isla...	1 beds \| 1 baths \| 600 sq.ft.	$185,000	Airbnb cash on cash: 8.14% Traditional cash on cash: 10.86% Airbnb Rental Income: $2330 Traditional Rental Income: $2233 Airbnb ROI: 8.14% Traditional ROI: 10.86%
7400 SUN ISLAND Drive S #501 SOUTH PASADENA, FL Welcome to Bay Island living from this spacious 5th-floor CORNER UNIT! Offering approximat...	2 beds \| 2 baths \| 1,300 sq.ft.	$255,000	Airbnb cash on cash: 6.24% Traditional cash on cash: 9.36% Airbnb Rental Income: $2548 Traditional Rental Income: $2685 Airbnb ROI: 6.24% Traditional ROI: 9.36%
7600 SUN ISLAND Drive S #603 SOUTH PASADENA, FL Virtually Staged. PRICE IMPROVED !! ***HIGH and DRY - NO HURRICANE DAMAGE - NO WATER INTRU...	1 beds \| 1 baths \| 855 sq.ft.	$205,000	Airbnb cash on cash: 5.77% Traditional cash on cash: 8.44% Airbnb Rental Income: $2330 Traditional Rental Income: $2272 Airbnb ROI: 5.77% Traditional ROI: 8.44%
7862 SAILBOAT KEY Boulevard S #506 SOUTH PASADENA, FL Come see this beautifully updated end unit condo in the highly desired HarbourSide waterfr...	2 beds \| 2 baths \| 1,300 sq.ft.	$799,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 1.05% Airbnb Rental Income: $2548 Traditional Rental Income: $3472 Airbnb ROI: -1.01% Traditional ROI: 1.05%
1170 RUE DES CHATEAUX #1A SOUTH PASADENA, FL Welcome to your beautifully reimagined retreat! A fully renovated ground-floor one-bedroom...	1 beds \| 1 baths \| 722 sq.ft.	$114,900	Airbnb cash on cash: 6.68% Traditional cash on cash: 5.85% Airbnb Rental Income: $2330 Traditional Rental Income: $1661 Airbnb ROI: 6.68% Traditional ROI: 5.85%
7400 SUN ISLAND Drive S #111 SOUTH PASADENA, FL Virtually Staged. ### Waterfront Luxury Meets Resort-Style Living in South Pasadena Welcom...	2 beds \| 2 baths \| 1,300 sq.ft.	$274,900	Airbnb cash on cash: 5.65% Traditional cash on cash: 11.77% Airbnb Rental Income: $2548 Traditional Rental Income: $3522 Airbnb ROI: 5.65% Traditional ROI: 11.77%
1847 SHORE Drive S #117 SOUTH PASADENA, FL One or more photo(s) has been virtually staged. Seller is motivated and looking for offers...	2 beds \| 2 baths \| 1,250 sq.ft.	$232,900	Airbnb cash on cash: 6.84% Traditional cash on cash: 8.97% Airbnb Rental Income: $2548 Traditional Rental Income: $2402 Airbnb ROI: 6.84% Traditional ROI: 8.97%
1332 PASADENA Avenue S #501 SOUTH PASADENA, FL ONE OF THE BEST WATER VIEWS IN PASADENA COVE, NOW OFFERED AT $279,900! Rarely available fi...	2 beds \| 2 baths \| 1,170 sq.ft.	$279,900	Airbnb cash on cash: 4.28% Traditional cash on cash: 8.44% Airbnb Rental Income: $2548 Traditional Rental Income: $3031 Airbnb ROI: 4.28% Traditional ROI: 8.44%
1328 PASADENA Avenue S #308 SOUTH PASADENA, FL Turnkey, fully furnished corner unit with partial water views in gated waterfront Pasadena...	2 beds \| 2 baths \| 1,170 sq.ft.	$334,500	Airbnb cash on cash: 3.12% Traditional cash on cash: 7.45% Airbnb Rental Income: $2548 Traditional Rental Income: $3296 Airbnb ROI: 3.12% Traditional ROI: 7.45%
1404 COREY Way S SOUTH PASADENA, FL Want to watch the sunset every night from your front porch? Here's your opportunity to own...	2 beds \| 1 baths \| 920 sq.ft.	$347,000	Airbnb cash on cash: 4.37% Traditional cash on cash: 4.37% Airbnb Rental Income: $2548 Traditional Rental Income: $1934 Airbnb ROI: 4.37% Traditional ROI: 4.37%
7001 PLACE DE LA PAIX #2A SOUTH PASADENA, FL LES CHATEAUX DES ROIS \| SOUTH PASADENA - FULLY RENOVATED 2BR/2BA - Now with a NEW ROOF! On...	2 beds \| 2 baths \| 960 sq.ft.	$215,000	Airbnb cash on cash: 2.52% Traditional cash on cash: 3.52% Airbnb Rental Income: $2548 Traditional Rental Income: $2138 Airbnb ROI: 2.52% Traditional ROI: 3.52%

South-pasadena, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 59 investment properties available for sale in South-pasadena.

In 2026, the best neighborhood to buy investment property is SOUTH PASADENA.

The ROI for Short-Term is higher than the Long-Term in South-pasadena with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in South Pasadena, FL

1898 SHORE Drive S #319

SOUTH PASADENA, FL

1 beds | 1 baths | 896 sq.ft.

$189,900

Airbnb cash on cash: 2.48%

Traditional cash on cash: 5.35%

Airbnb Rental Income: $2330

Traditional Rental Income: $2271

Airbnb ROI: 2.48%

Traditional ROI: 5.35%

7010 GREVILLA Avenue S

SOUTH PASADENA, FL

3 beds | 3 baths | 2,017 sq.ft.

$720,000

Airbnb cash on cash: 1.28%

Traditional cash on cash: 1.63%

Airbnb Rental Income: $3567

Traditional Rental Income: $3019

Airbnb ROI: 1.28%

Traditional ROI: 1.63%

1859 SHORE Drive S #107

SOUTH PASADENA, FL

2 beds | 2 baths | 845 sq.ft.

$259,000

Airbnb cash on cash: 3.01%

Traditional cash on cash: 3.13%

Airbnb Rental Income: $2548

Traditional Rental Income: $1965

Airbnb ROI: 3.01%

Traditional ROI: 3.13%

1115 RUE DES CHATEAUX #2A

SOUTH PASADENA, FL

1 beds | 1 baths | 741 sq.ft.

$109,999

Airbnb cash on cash: 5.34%

Traditional cash on cash: 6.51%

Airbnb Rental Income: $2330

Traditional Rental Income: $1878

Airbnb ROI: 5.34%

Traditional ROI: 6.51%

7465 BAY ISLAND Drive S #112

SOUTH PASADENA, FL

1 beds | 1 baths | 765 sq.ft.

$235,000

Airbnb cash on cash: 4.98%

Traditional cash on cash: 7.77%

Airbnb Rental Income: $2330

Traditional Rental Income: $2374

Airbnb ROI: 4.98%

Traditional ROI: 7.77%

7300 SUN ISLAND Drive S #602

SOUTH PASADENA, FL

2 beds | 2 baths | 1,120 sq.ft.

$317,700

Airbnb cash on cash: 3.65%

Traditional cash on cash: 5.72%

Airbnb Rental Income: $2548

Traditional Rental Income: $2555

Airbnb ROI: 3.65%

Traditional ROI: 5.72%

6960 SUNSET Drive S #1A

SOUTH PASADENA, FL

1 beds | 1 baths | 722 sq.ft.

$139,000

Airbnb cash on cash: 4.83%

Traditional cash on cash: 4.08%

Airbnb Rental Income: $2330

Traditional Rental Income: $1653

Airbnb ROI: 4.83%

Traditional ROI: 4.08%

1834 SHORE Drive S #6

SOUTH PASADENA, FL

1 beds | 1 baths | 575 sq.ft.

$164,900

Airbnb cash on cash: 6.45%

Traditional cash on cash: 6.59%

Airbnb Rental Income: $2330

Traditional Rental Income: $1775

Airbnb ROI: 6.45%