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 |
|---|---|---|---|
1868 SHORE DRIVE S #505SOUTH PASADENA, FLWelcome 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%
|
7600 SUN ISLAND DRIVE S #703SOUTH PASADENA, FLHOA FEES REDUCED! Enjoy living in one of the most beautiful cities in Florida. Bay Island ... |
1 beds | 1 baths | 855 sq.ft. |
$299,000 |
Airbnb cash on cash: -0.33%
|
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%
|
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%
|
7910 SUN ISLAND DRIVE S #305SOUTH PASADENA, FLUnder contract-accepting backup offers. Breathtaking waterfront living in Bay Island. Enjo... |
1 beds | 2 baths | 940 sq.ft. |
$299,900 |
Airbnb cash on cash: 4.28%
|
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. |
$759,000 |
Airbnb cash on cash: 1.19%
|
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. |
$555,000 |
Airbnb cash on cash: 5.12%
|
7405 BAY ISLAND DRIVE S #220SOUTH PASADENA, FLHOA JUST DROPPED FEES $200 PER MONTH! SELLER IS CREDITING 3 MONTHS OF HOA FEES TO BUYER! ... |
2 beds | 2 baths | 1,110 sq.ft. |
$245,000 |
Airbnb cash on cash: 4.2%
|
7540 BAY ISLAND DRIVE S #251SOUTH PASADENA, FLNice 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%
|
7465 BAY ISLAND DRIVE S #118SOUTH PASADENA, FLThis is your chance to get an AMAZING deal on this beautiful corner unit condo. Seller is ... |
2 beds | 2 baths | 1,170 sq.ft. |
$319,000 |
Airbnb cash on cash: 6.01%
|
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%
|
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%
|
7892 SAILBOAT KEY BOULEVARD S #206SOUTH PASADENA, FLStep inside "Island Place" at Harbourside! Beautiful Intracoastal sunsets every day from t... |
2 beds | 2 baths | 1,145 sq.ft. |
$649,900 |
Airbnb cash on cash: 0.79%
|
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%
|
6644 Gulfport Blvd SSOUTH PASADENA, FLBeach living at its best! Nestled in the highly sought-after Pasadena Golf Club Estates, ... |
3 beds | 2 baths | 1,864 sq.ft. |
$499,999 |
Airbnb cash on cash: 6.39%
|
7420 BAY ISLAND DRIVE S #175SOUTH PASADENA, FLOne or more photo(s) has been virtually staged. Discover a beautifully coastal retreat whe... |
1 beds | 2 baths | 905 sq.ft. |
$220,000 |
Airbnb cash on cash: 1.07%
|
6970a PLACE DE LA PAIX #2BSOUTH PASADENA, FLASSUMABLE 2.99% VA LOAN (buyer doesnât need to be a veteran). Welcome to your tropical o... |
1 beds | 1 baths | 722 sq.ft. |
$165,000 |
Airbnb cash on cash: 9.03%
|
1320 PASADENA AVENUE S #203SOUTH PASADENA, FLWelcome to your slice of paradise in the heart of South Pasadena! This light and bright 2-... |
2 beds | 2 baths | 1,030 sq.ft. |
$330,000 |
Airbnb cash on cash: 6.06%
|
1332 PASADENA AVENUE S #307SOUTH PASADENA, FLThis beautifully updated, tastefully furnished 2 BR, 2 BA condo is located in the sought-a... |
2 beds | 2 baths | 1,030 sq.ft. |
$344,900 |
Airbnb cash on cash: 4.63%
|
7979 SAILBOAT KEY BOULEVARD S #202SOUTH PASADENA, FLUpdated Waterfront Condo in Harbourside ~~~LOW HOA's!~~~ RESORT STYLE LIVING with Elegant ... |
2 beds | 2 baths | 1,145 sq.ft. |
$625,000 |
Airbnb cash on cash: 1.3%
|
7700 SUN ISLAND DRIVE S #401SOUTH PASADENA, FLOne or more photo(s) has been virtually staged. Don't miss this very LARGE and spacious co... |
2 beds | 2 baths | 1,345 sq.ft. |
$369,000 |
Airbnb cash on cash: 5.58%
|
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%
|
7625 SUN ISLAND DRIVE S #304SOUTH PASADENA, FLHOA fee just REDUCED and includes EVERYTHING except electricity! Wow!! **Waterfront Condo ... |
1 beds | 1 baths | 855 sq.ft. |
$244,900 |
Airbnb cash on cash: 1.53%
|
7871 SAILBOAT KEY BOULEVARD S #106SOUTH PASADENA, FLGreat new price and opportunity to finally live at Harbourside! This one bedroom, one bat... |
1 beds | 1 baths | 915 sq.ft. |
$299,900 |
Airbnb cash on cash: 3.54%
|
7420 BAY ISLAND DRIVE S #174SOUTH PASADENA, FLTotally remodeled unit with all new flooring, kitchen, bathrooms, paint, appliances in a g... |
1 beds | 2 baths | 805 sq.ft. |
$239,900 |
Airbnb cash on cash: 4.76%
|
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. |
$530,000 |
Airbnb cash on cash: 2.95%
|
7050 SUNSET DRIVE S #601SOUTH PASADENA, FLOne or more photo(s) has been virtually staged. Perched above the shimmering waters of Boc... |
2 beds | 2 baths | 1,180 sq.ft. |
$359,000 |
Airbnb cash on cash: 2.33%
|
1316 PASADENA AVENUE S #407SOUTH PASADENA, FLThis FULLY FURNISHED beautifully updated Two-Bedroom Two-Bathroom condo INCLUDES A SEPARAT... |
2 beds | 2 baths | 1,030 sq.ft. |
$418,000 |
Airbnb cash on cash: 2.35%
|
7400 SUN ISLAND DRIVE S #610SOUTH PASADENA, FLPRICE REDUCED !!! BIG BIG DROP IN CONDO FEES - $856.45 !!! Beautiful, waterfront vie... |
2 beds | 2 baths | 1,230 sq.ft. |
$447,000 |
Airbnb cash on cash: 0.3%
|
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, FLUnder contract-accepting backup offers. You won't believe your eyes...! Incredible Watervi... |
1 beds | 2 baths | 850 sq.ft. |
$295,000 |
Airbnb cash on cash: 4.59%
|
3333 PASADENA AVENUE S #A1SOUTH PASADENA, FLOne or more photo(s) has been virtually staged. ~BEST VALUE for a huge Condo Plus 2 car ga... |
3 beds | 3 baths | 2,342 sq.ft. |
$795,000 |
Airbnb cash on cash: 3.08%
|
7125 S SHORE DRIVE SSOUTH PASADENA, FLWelcome 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%
|
1847 SHORE DRIVE S #414SOUTH PASADENA, FLThis one is a MUST SEE!!!!! UNIQUE UNPARALLELED OPPORTUNITY with current LOW FEES which wi... |
2 beds | 2 baths | 1,274 sq.ft. |
$274,900 |
Airbnb cash on cash: 7.98%
|
1868 SHORE DRIVE S #410SOUTH PASADENA, FLWater Views from EVERY Window⦠Incredible Sunsets! Welcome to this beautifully updated ... |
2 beds | 2 baths | 1,100 sq.ft. |
$295,000 |
Airbnb cash on cash: 7.53%
|
7930 SUN ISLAND DR S #111SOUTH PASADENA, FLBeautifully updated corner unit with spectacular water views in the sought-after gated 55... |
2 beds | 2 baths | 1,300 sq.ft. |
$299,000 |
Airbnb cash on cash: 7.25%
|
7600 SUN ISLAND DRIVE S #804SOUTH PASADENA, FLPENTHOUSE PARADISE! NO DAMAGE IN PRESIDENTIAL BUILDING FROM HURRICANES. This is a must see... |
3 beds | 4 baths | 2,535 sq.ft. |
$870,000 |
Airbnb cash on cash: 0.79%
|
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%
|
7425 BAY ISLAND DRIVE S #108SOUTH PASADENA, FLNew year, new price - this is the one you've been waiting for!! This Picture-Perfect grou... |
2 beds | 2 baths | 1,170 sq.ft. |
$299,000 |
Airbnb cash on cash: 6.7%
|
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 84 properties for sale in the city of South Pasadena . The median list price in South Pasadena is $319,000 and the average price per square foot is $257. In January 2026, the average monthly cash on cash return in South Pasadena is 5.00%. The average monthly rental income in South Pasadena is $2,394.