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: -2.51% Traditional cash on cash: 5.35% Airbnb Rental Income: $1250 Traditional Rental Income: $2271 Airbnb ROI: -2.51% Traditional ROI: 5.35%
1893 SHORE DRIVE S #209 SOUTH PASADENA, FL Live the dream in this STUNNING WATERFRONT CONDO! Imagine waking up to the breathtaking vi...	2 beds \| 1 baths \| 974 sq.ft.	$195,000	Airbnb cash on cash: 3.54% Traditional cash on cash: 10.68% Airbnb Rental Income: $1703 Traditional Rental Income: $2551 Airbnb ROI: 3.54% Traditional ROI: 10.68%
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.	$575,000	Airbnb cash on cash: -1.28% Traditional cash on cash: 2.29% Airbnb Rental Income: $1703 Traditional Rental Income: $3144 Airbnb ROI: -1.28% Traditional ROI: 2.29%
7465 BAY ISLAND DRIVE S #217 SOUTH PASADENA, FL One or more photo(s) has been virtually staged. Modern Waterfront Sanctuary in Bay Island ...	1 beds \| 1 baths \| 765 sq.ft.	$176,000	Airbnb cash on cash: 2.42% Traditional cash on cash: 7.71% Airbnb Rental Income: $1250 Traditional Rental Income: $1739 Airbnb ROI: 2.42% Traditional ROI: 7.71%
1859 SHORE DRIVE S #107 SOUTH PASADENA, FL Investor Opportunity Meets Coastal Lifestyle â South Pasadena Waterfront Living Welco...	2 beds \| 2 baths \| 845 sq.ft.	$229,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 3.66% Airbnb Rental Income: $1703 Traditional Rental Income: $1965 Airbnb ROI: 0.27% Traditional ROI: 3.66%
6990 Grevilla Ave S SOUTH PASADENA, FL Location, location, location. Just 5 min drive to Saint Petersburg Beach. 4x 2bedroom/1 b...	8 beds \| N/A baths \| 3,488 sq.ft.	$1,276,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 1.79% Airbnb Rental Income: $1703 Traditional Rental Income: $3750 Airbnb ROI: -0.33% Traditional ROI: 1.79%
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.	$549,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 5.1% Airbnb Rental Income: $2071 Traditional Rental Income: $3965 Airbnb ROI: 0.36% Traditional ROI: 5.1%
7465 BAY ISLAND DRIVE S #118 SOUTH PASADENA, FL Under contract-accepting backup offers. MASSIVE PRICE REDUCTION! This is your chance to ge...	2 beds \| 2 baths \| 1,170 sq.ft.	$289,000	Airbnb cash on cash: 0.99% Traditional cash on cash: 7.76% Airbnb Rental Income: $1703 Traditional Rental Income: $3074 Airbnb ROI: 0.99% Traditional ROI: 7.76%
1115 RUE DES CHATEAUX #2A SOUTH PASADENA, FL LOCATION!! This condo is priced to sell! All ages are welcome here. 1.6 miles to St. Pete ...	1 beds \| 1 baths \| 741 sq.ft.	$120,000	Airbnb cash on cash: -2.95% Traditional cash on cash: 5.91% Airbnb Rental Income: $1250 Traditional Rental Income: $1878 Airbnb ROI: -2.95% Traditional ROI: 5.91%
7465 BAY ISLAND DRIVE S #112 SOUTH PASADENA, FL One or more photo(s) has been virtually staged. STUNNING WATERFRONT CONDO â FULLY RENOVA...	1 beds \| 1 baths \| 765 sq.ft.	$242,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 7.53% Airbnb Rental Income: $1250 Traditional Rental Income: $2374 Airbnb ROI: 0.88% Traditional ROI: 7.53%
7300 SUN ISLAND DRIVE S #602 SOUTH PASADENA, FL Calling all Savvy Buyers!!! Positioned on the 6th floor with arguably one of the most bre...	2 beds \| 2 baths \| 1,120 sq.ft.	$317,700	Airbnb cash on cash: 1.29% Traditional cash on cash: 5.72% Airbnb Rental Income: $1703 Traditional Rental Income: $2555 Airbnb ROI: 1.29% Traditional ROI: 5.72%
6970a PLACE DE LA PAIX #2B SOUTH PASADENA, FL ASSUMABLE 2.99% VA LOAN (buyer doesnât need to be a veteran for this opportunity; receiv...	1 beds \| 1 baths \| 722 sq.ft.	$155,000	Airbnb cash on cash: 3.01% Traditional cash on cash: 9.9% Airbnb Rental Income: $1250 Traditional Rental Income: $1873 Airbnb ROI: 3.01% Traditional ROI: 9.9%
6960 SUNSET DRIVE S #1A SOUTH PASADENA, FL This beautifully updated ground-floor 1 bedroom, 1 bath condo at Les Chateaux in South Pas...	1 beds \| 1 baths \| 722 sq.ft.	$142,500	Airbnb cash on cash: -1.9% Traditional cash on cash: 3.96% Airbnb Rental Income: $1250 Traditional Rental Income: $1653 Airbnb ROI: -1.9% Traditional ROI: 3.96%
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: -1.31% Traditional cash on cash: 5.96% Airbnb Rental Income: $1703 Traditional Rental Income: $3388 Airbnb ROI: -1.31% 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.	$219,000	Airbnb cash on cash: -1.9% Traditional cash on cash: 3.92% Airbnb Rental Income: $1250 Traditional Rental Income: $2061 Airbnb ROI: -1.9% Traditional ROI: 3.92%
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: 0.55% Traditional cash on cash: 3.21% Airbnb Rental Income: $1703 Traditional Rental Income: $2471 Airbnb ROI: 0.55% 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: -2.84% Traditional cash on cash: 3.32% Airbnb Rental Income: $1250 Traditional Rental Income: $2191 Airbnb ROI: -2.84% Traditional ROI: 3.32%
7420 BAY ISLAND DRIVE S #174 SOUTH PASADENA, FL Totally remodeled unit with all new flooring, kitchen, bathrooms, paint, appliances in a g...	1 beds \| 2 baths \| 805 sq.ft.	$215,900	Airbnb cash on cash: 0.58% Traditional cash on cash: 8.68% Airbnb Rental Income: $1250 Traditional Rental Income: $2510 Airbnb ROI: 0.58% Traditional ROI: 8.68%
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.	$480,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 4.81% Airbnb Rental Income: $1703 Traditional Rental Income: $3442 Airbnb ROI: -0.12% Traditional ROI: 4.81%
7930 SUN ISLAND DRIVE S #101 SOUTH PASADENA, FL IâM SIMPLY GORGEOUS!!! Welcome to your dream waterfront condo in the Enterprise building...	1 beds \| 2 baths \| 940 sq.ft.	$299,900	Airbnb cash on cash: -3.86% Traditional cash on cash: 0.31% Airbnb Rental Income: $1250 Traditional Rental Income: $2031 Airbnb ROI: -3.86% Traditional ROI: 0.31%
6721 10th Avenue Ter S SOUTH PASADENA, FL 6721 10th Avenue Ter S, SOUTH PASADENA, FL 33707 \| Other	N/A beds \| N/A baths \| N/A	$170,300	Airbnb cash on cash: 2.56% Traditional cash on cash: 7.29% Airbnb Rental Income: $1202 Traditional Rental Income: $1582 Airbnb ROI: 2.56% Traditional ROI: 7.29%
1425 COREY WAY S SOUTH PASADENA, FL "Location, location, location!"âthe golden rule of real estate, and this home delivers i...	2 beds \| 2 baths \| 1,247 sq.ft.	$925,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 1.12% Airbnb Rental Income: $1703 Traditional Rental Income: $2946 Airbnb ROI: -0.87% Traditional ROI: 1.12%
6960a SUNSET DRIVE S #1B SOUTH PASADENA, FL Fully Renovated First-Floor Corner Condo in South Pasadena â Minutes from St. Pete Beach...	1 beds \| 1 baths \| 732 sq.ft.	$129,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 6.98% Airbnb Rental Income: $1250 Traditional Rental Income: $1841 Airbnb ROI: -0.99% Traditional ROI: 6.98%
7979 SAILBOAT KEY BOULEVARD S #208 SOUTH PASADENA, FL This luxury condo has breathtaking views of Boca Ciega Bay. Itâs located in a 24 hr Guar...	2 beds \| 2 baths \| 1,300 sq.ft.	$697,000	Airbnb cash on cash: -1.86% Traditional cash on cash: 1.54% Airbnb Rental Income: $1703 Traditional Rental Income: $3440 Airbnb ROI: -1.86% Traditional ROI: 1.54%
7930 SUN ISLAND DR S #111 SOUTH PASADENA, FL Under contract-accepting backup offers. $50,000 PRICE REDUCTION - Beautifully updated corn...	2 beds \| 2 baths \| 1,300 sq.ft.	$249,000	Airbnb cash on cash: 2.23% Traditional cash on cash: 11.04% Airbnb Rental Income: $1703 Traditional Rental Income: $3302 Airbnb ROI: 2.23% Traditional ROI: 11.04%
7011 PLACE DE LA PAIX #2A SOUTH PASADENA, FL Welcome to South Pasadena! This inviting second-floor condo is move-in ready and offers a ...	1 beds \| 1 baths \| 725 sq.ft.	$95,000	Airbnb cash on cash: -2.66% Traditional cash on cash: 4.79% Airbnb Rental Income: $1250 Traditional Rental Income: $1543 Airbnb ROI: -2.66% Traditional ROI: 4.79%
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: 0.07% Traditional cash on cash: 3.81% Airbnb Rental Income: $1703 Traditional Rental Income: $1819 Airbnb ROI: 0.07% Traditional ROI: 3.81%
7425 BAY ISLAND DRIVE S #108 SOUTH PASADENA, FL Motivated Sellers bringing you a new incredible price!!! This Picture-Perfect ground ...	2 beds \| 2 baths \| 1,170 sq.ft.	$250,000	Airbnb cash on cash: 1.57% Traditional cash on cash: 9.87% Airbnb Rental Income: $1703 Traditional Rental Income: $3190 Airbnb ROI: 1.57% Traditional ROI: 9.87%
7420 BAY ISLAND DRIVE S #171 SOUTH PASADENA, FL Virtually Staged. Welcome to South Pasadena's Premier 55 and better community.Happy New Ye...	2 beds \| 2 baths \| 1,110 sq.ft.	$225,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 8.7% Airbnb Rental Income: $1703 Traditional Rental Income: $3143 Airbnb ROI: -0.28% Traditional ROI: 8.7%
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.	$424,900	Airbnb cash on cash: -2.03% Traditional cash on cash: 3.57% Airbnb Rental Income: $1703 Traditional Rental Income: $3458 Airbnb ROI: -2.03% Traditional ROI: 3.57%
7910 SUN ISLAND DRIVE S #302 SOUTH PASADENA, FL Welcome to Bay Island â a beautifully maintained, guard-gated 55+ waterfront community o...	2 beds \| 2 baths \| 1,045 sq.ft.	$309,900	Airbnb cash on cash: 1.38% Traditional cash on cash: 5.23% Airbnb Rental Income: $1703 Traditional Rental Income: $2353 Airbnb ROI: 1.38% Traditional ROI: 5.23%
1847 SHORE DRIVE S #204 SOUTH PASADENA, FL Light, bright, and perfectly positioned for Florida living! From the moment you step insi...	2 beds \| 1 baths \| 1,120 sq.ft.	$199,999	Airbnb cash on cash: 3.36% Traditional cash on cash: 8.71% Airbnb Rental Income: $1703 Traditional Rental Income: $2246 Airbnb ROI: 3.36% Traditional ROI: 8.71%
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.	$189,000	Airbnb cash on cash: 2.94% Traditional cash on cash: 10.62% Airbnb Rental Income: $1250 Traditional Rental Income: $2233 Airbnb ROI: 2.94% Traditional ROI: 10.62%
7625 SUN ISLAND DRIVE S #106 SOUTH PASADENA, FL Welcome to the beautiful community of Bay Island. Located in the Heritage Building is dire...	1 beds \| 1 baths \| 600 sq.ft.	$147,000	Airbnb cash on cash: 4.1% Traditional cash on cash: 10.65% Airbnb Rental Income: $1250 Traditional Rental Income: $1774 Airbnb ROI: 4.1% Traditional ROI: 10.65%
1316 PASADENA AVENUE S #303 SOUTH PASADENA, FL Seller welcomes all reasonable offers. Welcome to your perfect Florida getaway! This beaut...	2 beds \| 2 baths \| 1,030 sq.ft.	$249,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 6.52% Airbnb Rental Income: $1703 Traditional Rental Income: $2297 Airbnb ROI: 1.99% Traditional ROI: 6.52%
7400 SUN ISLAND DRIVE S #501 SOUTH PASADENA, FL *Owner to contribute $5,000 towards buyer's closing costs with contract at full listed pri...	2 beds \| 2 baths \| 1,300 sq.ft.	$265,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 8.97% Airbnb Rental Income: $1703 Traditional Rental Income: $2685 Airbnb ROI: 3.15% Traditional ROI: 8.97%
7400 SUN ISLAND DRIVE S #412 SOUTH PASADENA, FL One or more photo(s) has been virtually staged. Discover the Florida lifestyle in this WAT...	2 beds \| 2 baths \| 1,300 sq.ft.	$399,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 6.78% Airbnb Rental Income: $1703 Traditional Rental Income: $3522 Airbnb ROI: 0.65% Traditional ROI: 6.78%
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: -1.96% Traditional cash on cash: 1.05% Airbnb Rental Income: $1703 Traditional Rental Income: $3472 Airbnb ROI: -1.96% Traditional ROI: 1.05%
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.	$234,900	Airbnb cash on cash: 3.61% Traditional cash on cash: 8.88% Airbnb Rental Income: $1703 Traditional Rental Income: $2402 Airbnb ROI: 3.61% Traditional ROI: 8.88%
7400 SUN ISLAND DRIVE S #806 SOUTH PASADENA, FL Virtually Staged. $20,000 PRICE REDUCTION!! A MUST SEE PENTHOUSE CONDO. Welcome to coastal...	2 beds \| 2 baths \| 1,325 sq.ft.	$420,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 7.16% Airbnb Rental Income: $1703 Traditional Rental Income: $3784 Airbnb ROI: 0.67% Traditional ROI: 7.16%

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

There are 71 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: -2.51%

Traditional cash on cash: 5.35%

Airbnb Rental Income: $1250

Traditional Rental Income: $2271

Airbnb ROI: -2.51%

Traditional ROI: 5.35%

1893 SHORE DRIVE S #209

SOUTH PASADENA, FL

2 beds | 1 baths | 974 sq.ft.

$195,000

Airbnb cash on cash: 3.54%

Traditional cash on cash: 10.68%

Airbnb Rental Income: $1703

Traditional Rental Income: $2551

Airbnb ROI: 3.54%

Traditional ROI: 10.68%

7902 SAILBOAT KEY BOULEVARD S #206

SOUTH PASADENA, FL

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

$575,000

Airbnb cash on cash: -1.28%

Traditional cash on cash: 2.29%

Airbnb Rental Income: $1703

Traditional Rental Income: $3144

Airbnb ROI: -1.28%

Traditional ROI: 2.29%

7465 BAY ISLAND DRIVE S #217

SOUTH PASADENA, FL

1 beds | 1 baths | 765 sq.ft.

$176,000

Airbnb cash on cash: 2.42%

Traditional cash on cash: 7.71%

Airbnb Rental Income: $1250

Traditional Rental Income: $1739

Airbnb ROI: 2.42%

Traditional ROI: 7.71%

1859 SHORE DRIVE S #107

SOUTH PASADENA, FL

2 beds | 2 baths | 845 sq.ft.

$229,000

Airbnb cash on cash: 0.27%

Traditional cash on cash: 3.66%

Airbnb Rental Income: $1703

Traditional Rental Income: $1965

Airbnb ROI: 0.27%

Traditional ROI: 3.66%

6990 Grevilla Ave S

SOUTH PASADENA, FL

8 beds | N/A baths | 3,488 sq.ft.

$1,276,000

Airbnb cash on cash: -0.33%

Traditional cash on cash: 1.79%

Airbnb Rental Income: $1703

Traditional Rental Income: $3750

Airbnb ROI: -0.33%

Traditional ROI: 1.79%

6903 S SHORE DRIVE S

SOUTH PASADENA, FL

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

$549,000

Airbnb cash on cash: 0.36%

Traditional cash on cash: 5.1%

Airbnb Rental Income: $2071

Traditional Rental Income: $3965

Airbnb ROI: 0.36%

Traditional ROI: 5.1%

7465 BAY ISLAND DRIVE S #118

SOUTH PASADENA, FL

2 beds | 2 baths | 1,170 sq.ft.

$289,000

Airbnb cash on cash: 0.99%

Traditional cash on cash: 7.76%

Airbnb Rental Income: $1703

Traditional Rental Income: $3074

Airbnb ROI: 0.99%