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
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
7645 SUN ISLAND DRIVE S #304SOUTH PASADENA, FLWelcome 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%
|
7600 SUN ISLAND DRIVE S #703SOUTH PASADENA, FLEnjoy 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%
|
7902 SAILBOAT KEY BOULEVARD S #206SOUTH PASADENA, FLImagine 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%
|
1847 SHORE DRIVE S #614SOUTH PASADENA, FLUnder contract-accepting backup offers. Motivated Seller, Huge Reduction!!!! All Assessmen... |
2 beds | 2 baths | 1,274 sq.ft. |
$295,000 |
Airbnb cash on cash: 5.96%
|
1893 SHORE DRIVE S #208SOUTH 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%
|
7979 SAILBOAT KEY BOULEVARD S #508SOUTH PASADENA, FLThis fifth floor luxury condo has breathtaking views of Boca Ciega Bay. Itâs located on ... |
2 beds | 2 baths | 1,300 sq.ft. |
$735,500 |
Airbnb cash on cash: 1.26%
|
6903 S SHORE DRIVE SSOUTH PASADENA, FLWELCOME 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%
|
7600 SUN ISLAND DRIVE S #107SOUTH PASADENA, FL***ABSOLUTELY BREATHTAKING!!!*** Enjoy the Spectacular Water Views of Boca Ciega Bay and t... |
1 beds | 2 baths | 925 sq.ft. |
$239,999 |
Airbnb cash on cash: 5.49%
|
7405 BAY ISLAND DRIVE S #220SOUTH PASADENA, FLNEW 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%
|
7700 SUN ISLAND DRIVE S #107SOUTH PASADENA, FLExperience 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%
|
1115 RUE DES CHATEAUX #2ASOUTH PASADENA, FLNew 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%
|
7645 SUN ISLAND DRIVE S #201SOUTH PASADENA, FLBeautifully renovated Water View condo in the lovely gated community of Bay Island - on th... |
2 beds | 2 baths | 1,385 sq.ft. |
$375,000 |
Airbnb cash on cash: 0.79%
|
7932 SAILBOAT KEY BOULEVARD S #806SOUTH PASADENA, FLBeautiful 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%
|
7050 SUNSET DRIVE S #105SOUTH PASADENA, FLWelcome 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%
|
7400 SUN ISLAND DRIVE S #407SOUTH PASADENA, FLGet ready to experience the perks of St. Pete Beach living without the hassle in this Bay ... |
1 beds | 2 baths | 1,035 sq.ft. |
$235,000 |
Airbnb cash on cash: 0.86%
|
1847 SHORE DRIVE S #215SOUTH PASADENA, FLNew 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%
|
7974 SAILBOAT KEY BOULEVARD S #603SOUTH PASADENA, FLBeautiful waterfront views of both the Gulf and Boca Ciega Bay. Light colored ceramic tile... |
2 beds | 2 baths | 1,145 sq.ft. |
$510,000 |
Airbnb cash on cash: 1.27%
|
1324 PASADENA AVENUE S #402SOUTH PASADENA, FLUnder contract-accepting backup offers. BEAUTIFULLY UPDATED 4th floor condo with gorgeous ... |
2 beds | 2 baths | 1,115 sq.ft. |
$420,000 |
Airbnb cash on cash: 4.61%
|
7700 SUN ISLAND DRIVE S #401SOUTH PASADENA, FLOne or more photo(s) has been virtually staged. Welcome to paradise in this lovely, fresh,... |
2 beds | 2 baths | 1,345 sq.ft. |
$385,000 |
Airbnb cash on cash: 5.31%
|
7625 SUN ISLAND DRIVE S #305SOUTH PASADENA, FLWelcome to The Heritage at Bay Island, a premier waterfront community offering the best of... |
1 beds | 2 baths | 940 sq.ft. |
$254,000 |
Airbnb cash on cash: 0.07%
|
7400 SUN ISLAND DRIVE S #603SOUTH PASADENA, FLFlorida 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%
|
7300 SUN ISLAND DRIVE S #1602SOUTH PASADENA, FLOne 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%
|
7625 SUN ISLAND DRIVE S #304SOUTH PASADENA, FL**Waterfront Condo in Bay Island â Ideal for Boaters and Outdoor Enthusiasts** Welcom... |
1 beds | 1 baths | 855 sq.ft. |
$249,900 |
Airbnb cash on cash: 0.56%
|
1847 SHORE DRIVE S #316SOUTH PASADENA, FLCharming 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%
|
7871 SAILBOAT KEY BOULEVARD S #106SOUTH PASADENA, FLYour 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: 3.05%
|
7645 SUN ISLAND DRIVE S #207SOUTH PASADENA, FLFULLY FURNISHED, TURNKEY CONDO ON THE WATER located in the popular gated, active 55+ commu... |
1 beds | 1 baths | 600 sq.ft. |
$160,000 |
Airbnb cash on cash: 5.63%
|
7872 SAILBOAT KEY BOULEVARD S #306SOUTH PASADENA, FLThis end unit is light and bright and has beautiful views of Boca Ciega Bay and intracoast... |
2 beds | 2 baths | 1,300 sq.ft. |
$775,000 |
Airbnb cash on cash: 0.14%
|
7300 SUN ISLAND DRIVE S #706SOUTH PASADENA, FLOne 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%
|
1859 SHORE DRIVE S #202SOUTH PASADENA, FLPRICE REDUCED. BELOW MARKET VALLUE! FULLY FURNISHED (OPTIONAL) WATERFRONT CONDO! REMODELED... |
1 beds | 1 baths | 670 sq.ft. |
$185,000 |
Airbnb cash on cash: 5.09%
|
7922 SAILBOAT KEY BOULEVARD S #608SOUTH PASADENA, FLWelcome 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%
|
7050 SUNSET DRIVE S #415SOUTH PASADENA, FLYou 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%
|
1425 COREY WAY SSOUTH PASADENA, FLLOCATION, LOCATION, LOCATION!!! The first three rules in buying Real Estate. This Home sit... |
2 beds | 2 baths | 1,247 sq.ft. |
$975,000 |
Airbnb cash on cash: 1.48%
|
1868 SHORE DRIVE S #410SOUTH PASADENA, FLWater 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%
|
7600 SUN ISLAND DRIVE S #804SOUTH PASADENA, FLOpen 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%
|
7465 BAY ISLAND DRIVE S #213SOUTH PASADENA, FLUnder 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%
|
1750 HARBOR PLACE S #103SOUTH PASADENA, FLExperience the charm of coastal living in this delightful 1-bedroom, 1.5-bathroom condo si... |
1 beds | 2 baths | 920 sq.ft. |
$215,000 |
Airbnb cash on cash: 7.27%
|
7037 SUNSET DRIVE S #205SOUTH PASADENA, FLUnder contract-accepting backup offers. REDUCED TO SELL!!! Location Location and water vie... |
2 beds | 2 baths | 1,390 sq.ft. |
$299,900 |
Airbnb cash on cash: 3.92%
|
7176 S SHORE DRIVESOUTH PASADENA, FLUnder Construction. This stunning 5-bedroom, 5 full & 2 half-bathroom estate located in th... |
5 beds | 7 baths | 4,434 sq.ft. |
$3,495,000 |
Airbnb cash on cash: 0.64%
|
7050 SUNSET DRIVE #1601SOUTH PASADENA, FLUnder contract-accepting backup offers. Wow! Don't miss this rare opportunity to purchase ... |
2 beds | 2 baths | 1,180 sq.ft. |
$385,000 |
Airbnb cash on cash: 5.11%
|
6925-a AVENUE DES PALAIS #1ASOUTH PASADENA, FLVery 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%
|
Real Estate investment in South-pasadena, FL
There are 75 properties for sale in the city of South Pasadena . The median list price in South Pasadena is $299,900 and the average price per square foot is $245. In October 2025, the average monthly cash on cash return in South Pasadena is 4.00%. The average monthly rental income in South Pasadena is $2,350.