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
7645 SUN ISLAND DRIVE S #304 SOUTH PASADENA, FL Welcome to Bay Island, a desirable 55+, GATED, waterfront community just minutes from St. ...	1 beds \| 1 baths \| 600 sq.ft.	$165,000	Airbnb cash on cash: 7.7% Traditional cash on cash: 7.56% Airbnb Rental Income: $2431 Traditional Rental Income: $1815 Airbnb ROI: 7.7% Traditional ROI: 7.56%
1868 SHORE DRIVE S #505 SOUTH PASADENA, FL Welcome home to this spacious and inviting 1 bedroom, 1.5 bath condo perfectly positioned ...	1 beds \| 2 baths \| 830 sq.ft.	$219,000	Airbnb cash on cash: 5.95% Traditional cash on cash: 8.33% Airbnb Rental Income: $2431 Traditional Rental Income: $2330 Airbnb ROI: 5.95% Traditional ROI: 8.33%
7600 SUN ISLAND DRIVE S #703 SOUTH PASADENA, FL Enjoy living in one of the most beautiful cities in Florida. Bay Island is a great communi...	1 beds \| 1 baths \| 855 sq.ft.	$325,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 0.01% Airbnb Rental Income: $2431 Traditional Rental Income: $1957 Airbnb ROI: -0.38% Traditional ROI: 0.01%
7902 SAILBOAT KEY BOULEVARD S #206 SOUTH PASADENA, FL Imagine watching breathtaking sunsets from your private, west-facing balcony after a livel...	2 beds \| 2 baths \| 1,145 sq.ft.	$625,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 0.95% Airbnb Rental Income: $3577 Traditional Rental Income: $2514 Airbnb ROI: 1.42% Traditional ROI: 0.95%
1893 SHORE DRIVE S #208 SOUTH PASADENA, FL *Very Motivated Seller and willing to negotiate* Welcome to your own slice of coastal ...	2 beds \| 1 baths \| 840 sq.ft.	$230,000	Airbnb cash on cash: 8.21% Traditional cash on cash: 4.25% Airbnb Rental Income: $3577 Traditional Rental Income: $1931 Airbnb ROI: 8.21% Traditional ROI: 4.25%
6903 S SHORE DRIVE S SOUTH PASADENA, FL WELCOME TO 6903 S SHORE DR S, A SINGLE FAMILY, 3 BEDROOM, 2 BATH HOME WITH A POOL LOCATED ...	3 beds \| 2 baths \| 1,508 sq.ft.	$595,000	Airbnb cash on cash: 4.71% Traditional cash on cash: 3.33% Airbnb Rental Income: $5039 Traditional Rental Income: $3242 Airbnb ROI: 4.71% Traditional ROI: 3.33%
7600 SUN ISLAND DRIVE S #107 SOUTH PASADENA, FL *ABSOLUTELY BREATHTAKING!!!* Enjoy the Spectacular Water Views of Boca Ciega Bay and t...	1 beds \| 2 baths \| 925 sq.ft.	$225,000	Airbnb cash on cash: 5.92% Traditional cash on cash: 5.99% Airbnb Rental Income: $2431 Traditional Rental Income: $1852 Airbnb ROI: 5.92% Traditional ROI: 5.99%
7405 BAY ISLAND DRIVE S #220 SOUTH PASADENA, FL NEW PRICE & SELLER IS PAYING 3 MONTHS OF HOA FEES! Whether you are looking for a new full ...	2 beds \| 2 baths \| 1,110 sq.ft.	$248,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 1.76% Airbnb Rental Income: $3577 Traditional Rental Income: $2467 Airbnb ROI: 3.15% Traditional ROI: 1.76%
7540 BAY ISLAND DRIVE S #251 SOUTH PASADENA, FL Nice end unit condo with so much to offer! This 2 bed 2 bath split plan condo has a covere...	2 beds \| 2 baths \| 1,110 sq.ft.	$239,000	Airbnb cash on cash: 8.36% Traditional cash on cash: 5.54% Airbnb Rental Income: $3577 Traditional Rental Income: $2156 Airbnb ROI: 8.36% Traditional ROI: 5.54%
7700 SUN ISLAND DRIVE S #107 SOUTH PASADENA, FL Experience the ultimate waterfront lifestyle in this stunning, ground-floor retreat 2nd to...	1 beds \| 2 baths \| 940 sq.ft.	$349,999	Airbnb cash on cash: 2.44% Traditional cash on cash: 3.58% Airbnb Rental Income: $2431 Traditional Rental Income: $2211 Airbnb ROI: 2.44% Traditional ROI: 3.58%
1115 RUE DES CHATEAUX #2A SOUTH PASADENA, FL New price! Location, Location, Location, right across from Publix! Why rent when you can ...	1 beds \| 1 baths \| 741 sq.ft.	$135,000	Airbnb cash on cash: 5.37% Traditional cash on cash: 5.69% Airbnb Rental Income: $2431 Traditional Rental Income: $1878 Airbnb ROI: 5.37% Traditional ROI: 5.69%
7932 SAILBOAT KEY BOULEVARD S #806 SOUTH PASADENA, FL Beautiful 8th floor penthouse corner unit condo with incredible views of the Gulf, the In...	2 beds \| 2 baths \| 1,300 sq.ft.	$849,900	Airbnb cash on cash: 0.75% Traditional cash on cash: 0.63% Airbnb Rental Income: $3577 Traditional Rental Income: $2696 Airbnb ROI: 0.75% Traditional ROI: 0.63%
7892 SAILBOAT KEY BOULEVARD S #206 SOUTH PASADENA, FL Step inside "Island Place" at Harbourside! Beautiful Intracoastal sunsets every day from t...	2 beds \| 2 baths \| 1,145 sq.ft.	$684,900	Airbnb cash on cash: 0.7% Traditional cash on cash: 0.67% Airbnb Rental Income: $3577 Traditional Rental Income: $2776 Airbnb ROI: 0.7% Traditional ROI: 0.67%
7050 SUNSET DRIVE S #105 SOUTH PASADENA, FL Welcome to Paradise in Pasadena! First-Floor Waterview Condo From Your Private Patio! High...	2 beds \| 2 baths \| 1,055 sq.ft.	$239,000	Airbnb cash on cash: 6.85% Traditional cash on cash: 4.81% Airbnb Rental Income: $3577 Traditional Rental Income: $2330 Airbnb ROI: 6.85% Traditional ROI: 4.81%
7400 SUN ISLAND DRIVE S #407 SOUTH PASADENA, FL Get ready to experience the perks of St. Pete Beach living without the hassle in this Bay ...	1 beds \| 2 baths \| 1,035 sq.ft.	$220,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 0.61% Airbnb Rental Income: $2431 Traditional Rental Income: $1759 Airbnb ROI: 0.98% Traditional ROI: 0.61%
1847 SHORE DRIVE S #215 SOUTH PASADENA, FL New lower price, it is a must see! This updated, impeccably maintained 2 bedroom 2 bath u...	2 beds \| 2 baths \| 1,274 sq.ft.	$284,900	Airbnb cash on cash: 2.83% Traditional cash on cash: 2.88% Airbnb Rental Income: $3577 Traditional Rental Income: $2805 Airbnb ROI: 2.83% Traditional ROI: 2.88%
7974 SAILBOAT KEY BOULEVARD S #603 SOUTH PASADENA, FL Under contract-accepting backup offers. Beautiful waterfront views of both the Gulf and Bo...	2 beds \| 2 baths \| 1,145 sq.ft.	$510,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 0.68% Airbnb Rental Income: $3577 Traditional Rental Income: $2511 Airbnb ROI: 1.27% Traditional ROI: 0.68%
1320 PASADENA AVENUE S #203 SOUTH PASADENA, FL Welcome to your slice of paradise in the heart of South Pasadena! This light and bright 2-...	2 beds \| 2 baths \| 1,030 sq.ft.	$340,000	Airbnb cash on cash: 5.86% Traditional cash on cash: 4.4% Airbnb Rental Income: $3577 Traditional Rental Income: $2327 Airbnb ROI: 5.86% Traditional ROI: 4.4%
7700 SUN ISLAND DRIVE S #401 SOUTH PASADENA, FL One or more photo(s) has been virtually staged. Welcome to paradise in this lovely, fresh,...	2 beds \| 2 baths \| 1,345 sq.ft.	$375,000	Airbnb cash on cash: 5.48% Traditional cash on cash: 5.65% Airbnb Rental Income: $3577 Traditional Rental Income: $2850 Airbnb ROI: 5.48% Traditional ROI: 5.65%
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.	$319,000	Airbnb cash on cash: 3.9% Traditional cash on cash: 3.7% Airbnb Rental Income: $3577 Traditional Rental Income: $2732 Airbnb ROI: 3.9% Traditional ROI: 3.7%
7300 SUN ISLAND DRIVE S #1602 SOUTH PASADENA, FL One or more photo(s) has been virtually staged. *Price Improvement - Motivated Seller*...	1 beds \| 2 baths \| 1,120 sq.ft.	$249,990	Airbnb cash on cash: 3.57% Traditional cash on cash: 5.87% Airbnb Rental Income: $2431 Traditional Rental Income: $2379 Airbnb ROI: 3.57% Traditional ROI: 5.87%
7625 SUN ISLAND DRIVE S #304 SOUTH PASADENA, FL HOA includes EVERYTHING except electricity! Wow!! **Waterfront Condo in Bay Island â Ide...	1 beds \| 1 baths \| 855 sq.ft.	$244,900	Airbnb cash on cash: 0.59% Traditional cash on cash: 0.9% Airbnb Rental Income: $2431 Traditional Rental Income: $1908 Airbnb ROI: 0.59% Traditional ROI: 0.9%
1847 SHORE DRIVE S #316 SOUTH PASADENA, FL Charming Waterfront Condo Nestled in the heart of South Pasadena, this inviting 2-bedro...	2 beds \| 2 baths \| 1,274 sq.ft.	$299,500	Airbnb cash on cash: 7.77% Traditional cash on cash: 7.39% Airbnb Rental Income: $3577 Traditional Rental Income: $2685 Airbnb ROI: 7.77% Traditional ROI: 7.39%
7871 SAILBOAT KEY BOULEVARD S #106 SOUTH PASADENA, FL Your affordable waterfront oasis awaits! A great opportunity to finally live at Harboursid...	1 beds \| 1 baths \| 915 sq.ft.	$319,900	Airbnb cash on cash: 3.1% Traditional cash on cash: 3.7% Airbnb Rental Income: $2431 Traditional Rental Income: $2018 Airbnb ROI: 3.1% Traditional ROI: 3.7%
1472 DURLING DRIVE S SOUTH PASADENA, FL Welcome to your very own slice of the South Pasadena lifestyle! This renovated 2-bed, 2-ba...	2 beds \| 2 baths \| 1,408 sq.ft.	$375,000	Airbnb cash on cash: 5.44% Traditional cash on cash: 5.9% Airbnb Rental Income: $3577 Traditional Rental Income: $2953 Airbnb ROI: 5.44% Traditional ROI: 5.9%
7300 SUN ISLAND DRIVE S #706 SOUTH PASADENA, FL One or more photo(s) has been virtually staged. Welcome to refined coastal living in the h...	2 beds \| 2 baths \| 1,375 sq.ft.	$549,000	Airbnb cash on cash: 2.82% Traditional cash on cash: 2.92% Airbnb Rental Income: $3577 Traditional Rental Income: $2845 Airbnb ROI: 2.82% Traditional ROI: 2.92%
1316 PASADENA AVENUE S #407 SOUTH PASADENA, FL This FULLY FURNISHED beautifully updated Two-Bedroom Two-Bathroom condo INCLUDES A SEPARAT...	2 beds \| 2 baths \| 1,030 sq.ft.	$421,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 1.17% Airbnb Rental Income: $3577 Traditional Rental Income: $2333 Airbnb ROI: 2.33% Traditional ROI: 1.17%
7400 SUN ISLAND DRIVE S #610 SOUTH PASADENA, FL Beautiful, waterfront views are yours from this updated condo in the highly desirable Sout...	2 beds \| 2 baths \| 1,230 sq.ft.	$449,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 0.3% Airbnb Rental Income: $3577 Traditional Rental Income: $2797 Airbnb ROI: 0.29% Traditional ROI: 0.3%
7922 SAILBOAT KEY BOULEVARD S #608 SOUTH PASADENA, FL Welcome to Beach living at its best in this amazing 6th floor end unit Penthouse located i...	2 beds \| 2 baths \| 1,300 sq.ft.	$799,900	Airbnb cash on cash: -0.56% Traditional cash on cash: -0.42% Airbnb Rental Income: $3577 Traditional Rental Income: $2895 Airbnb ROI: -0.56% Traditional ROI: -0.42%
7050 SUNSET DRIVE S #415 SOUTH PASADENA, FL You won't believe your eyes...! Incredible Waterviews ..... Endless Sunsets .... ! Updates...	1 beds \| 2 baths \| 850 sq.ft.	$295,000	Airbnb cash on cash: 4.59% Traditional cash on cash: 5.45% Airbnb Rental Income: $2431 Traditional Rental Income: $2074 Airbnb ROI: 4.59% Traditional ROI: 5.45%
7125 S SHORE DRIVE S SOUTH PASADENA, FL Welcome to your slice of paradise in South Pasadena, where Mediterranean charm and coastal...	2 beds \| 2 baths \| 1,518 sq.ft.	$659,900	Airbnb cash on cash: 2.55% Traditional cash on cash: 2.49% Airbnb Rental Income: $3577 Traditional Rental Income: $2754 Airbnb ROI: 2.55% Traditional ROI: 2.49%
1847 SHORE DRIVE S #414 SOUTH PASADENA, FL This one is a MUST SEE!!!!! UNIQUE UNPARALLELED OPPORTUNITY with current LOW FEES which wi...	2 beds \| 2 baths \| 1,274 sq.ft.	$284,900	Airbnb cash on cash: 7.67% Traditional cash on cash: 6.83% Airbnb Rental Income: $3577 Traditional Rental Income: $2565 Airbnb ROI: 7.67% Traditional ROI: 6.83%
1868 SHORE DRIVE S #410 SOUTH PASADENA, FL Water Views ... EVERY Window .... Awesome Sunsets ....! Welcome to this 2 Bed 2 FULL Bath...	2 beds \| 2 baths \| 1,100 sq.ft.	$299,000	Airbnb cash on cash: 7.42% Traditional cash on cash: 5.46% Airbnb Rental Income: $3577 Traditional Rental Income: $2239 Airbnb ROI: 7.42% Traditional ROI: 5.46%
7600 SUN ISLAND DRIVE S #804 SOUTH PASADENA, FL Open the door to luxury living in this 2535 sq ft penthouse condo located at 7600 Sun Isla...	3 beds \| 4 baths \| 2,535 sq.ft.	$875,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 0.6% Airbnb Rental Income: $5039 Traditional Rental Income: $4156 Airbnb ROI: 0.43% Traditional ROI: 0.6%
7465 BAY ISLAND DRIVE S #213 SOUTH PASADENA, FL Under contract-accepting backup offers. Short Sale. Lovely 2 bedroom waterfront condo at a...	2 beds \| 2 baths \| 1,050 sq.ft.	$165,000	Airbnb cash on cash: 9.99% Traditional cash on cash: 3.81% Airbnb Rental Income: $3577 Traditional Rental Income: $1819 Airbnb ROI: 9.99% Traditional ROI: 3.81%
7425 BAY ISLAND DRIVE S #108 SOUTH PASADENA, FL This is the one you've been waiting for with a NEW and improved price!! This Picture-Perf...	2 beds \| 2 baths \| 1,170 sq.ft.	$319,000	Airbnb cash on cash: 6.23% Traditional cash on cash: 5.43% Airbnb Rental Income: $3577 Traditional Rental Income: $2553 Airbnb ROI: 6.23% Traditional ROI: 5.43%
6925-a AVENUE DES PALAIS #1A SOUTH PASADENA, FL Very nice Condo complex located in the heart of South Pasadena. This is a bright and spaci...	1 beds \| 1 baths \| 720 sq.ft.	$150,000	Airbnb cash on cash: 9.42% Traditional cash on cash: 7.71% Airbnb Rental Income: $2431 Traditional Rental Income: $1592 Airbnb ROI: 9.42% Traditional ROI: 7.71%
6930-a PLACE DE LA PAIX #1B SOUTH PASADENA, FL Very nice Condo complex located in the heart of South Pasadena. This is a bright and spaci...	1 beds \| 1 baths \| 720 sq.ft.	$155,000	Airbnb cash on cash: 9.47% Traditional cash on cash: 7.74% Airbnb Rental Income: $2431 Traditional Rental Income: $1580 Airbnb ROI: 9.47% Traditional ROI: 7.74%
7400 SUN ISLAND DRIVE S #802 SOUTH PASADENA, FL Welcome to this PENTHOUSE, CORNER UNIT, a stunning 3 BEDROOM, 3.5 BATH residence in the hi...	3 beds \| 4 baths \| 2,435 sq.ft.	$640,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 2.29% Airbnb Rental Income: $5039 Traditional Rental Income: $5012 Airbnb ROI: 0.62% Traditional ROI: 2.29%
7893 SAILBOAT KEY BOULEVARD S #304 SOUTH PASADENA, FL *OWNER FINANCINGNO AGE RESTRICTIONS*ONE OF THE LOWEST PRICE CONDO'S IN HARBOURSIDE...	2 beds \| 2 baths \| 1,255 sq.ft.	$440,000	Airbnb cash on cash: 3.25% Traditional cash on cash: 2.27% Airbnb Rental Income: $3577 Traditional Rental Income: $2390 Airbnb ROI: 3.25% Traditional ROI: 2.27%

Real Estate investment in South-pasadena, FL

There are 86 properties for sale in the city of South Pasadena . The median list price in South Pasadena is $310,000 and the average price per square foot is $255. In December 2025, the average monthly cash on cash return in South Pasadena is 4.00%. The average monthly rental income in South Pasadena is $2,374.

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

There are 86 investment properties available for sale in South-pasadena.

In 2025, 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 $3,577.

Your search for investment property begins and ends here

Investment Property for Sale in South Pasadena, FL

7645 SUN ISLAND DRIVE S #304

SOUTH PASADENA, FL

1 beds | 1 baths | 600 sq.ft.

$165,000

Airbnb cash on cash: 7.7%

Traditional cash on cash: 7.56%

Airbnb Rental Income: $2431

Traditional Rental Income: $1815

Airbnb ROI: 7.7%

Traditional ROI: 7.56%

1868 SHORE DRIVE S #505

SOUTH PASADENA, FL

1 beds | 2 baths | 830 sq.ft.

$219,000

Airbnb cash on cash: 5.95%

Traditional cash on cash: 8.33%

Airbnb Rental Income: $2431

Traditional Rental Income: $2330

Airbnb ROI: 5.95%

Traditional ROI: 8.33%

7600 SUN ISLAND DRIVE S #703

SOUTH PASADENA, FL

1 beds | 1 baths | 855 sq.ft.

$325,000

Airbnb cash on cash: -0.38%

Traditional cash on cash: 0.01%

Airbnb Rental Income: $2431

Traditional Rental Income: $1957

Airbnb ROI: -0.38%

Traditional ROI: 0.01%

7902 SAILBOAT KEY BOULEVARD S #206

SOUTH PASADENA, FL

2 beds | 2 baths | 1,145 sq.ft.

$625,000

Airbnb cash on cash: 1.42%

Traditional cash on cash: 0.95%

Airbnb Rental Income: $3577

Traditional Rental Income: $2514

Airbnb ROI: 1.42%

Traditional ROI: 0.95%

1893 SHORE DRIVE S #208

SOUTH PASADENA, FL

2 beds | 1 baths | 840 sq.ft.

$230,000

Airbnb cash on cash: 8.21%

Traditional cash on cash: 4.25%

Airbnb Rental Income: $3577

Traditional Rental Income: $1931

Airbnb ROI: 8.21%

Traditional ROI: 4.25%

6903 S SHORE DRIVE S

SOUTH PASADENA, FL

3 beds | 2 baths | 1,508 sq.ft.

$595,000

Airbnb cash on cash: 4.71%

Traditional cash on cash: 3.33%

Airbnb Rental Income: $5039

Traditional Rental Income: $3242

Airbnb ROI: 4.71%

Traditional ROI: 3.33%

7600 SUN ISLAND DRIVE S #107

SOUTH PASADENA, FL

1 beds | 2 baths | 925 sq.ft.

$225,000

Airbnb cash on cash: 5.92%

Traditional cash on cash: 5.99%

Airbnb Rental Income: $2431

Traditional Rental Income: $1852

Airbnb ROI: 5.92%

Traditional ROI: 5.99%

7405 BAY ISLAND DRIVE S #220

SOUTH PASADENA, FL

2 beds | 2 baths | 1,110 sq.ft.

$248,000

Airbnb cash on cash: 3.15%

Traditional cash on cash: 1.76%

Airbnb Rental Income: $3577

Traditional Rental Income: $2467

Airbnb ROI: 3.15%