Homes for Sale $300K to $500K in South Pasadena, FL

This page tracks every South Pasadena listing with an asking price between $300,000 and $500,000, by community, with live counts and asking prices. Prices are asking prices from the MLS, not values, and the list changes with every refresh.

24 homes listed between $300,000 and $500,000 are for sale or pending in South Pasadena, FL today across 14 communities. The median asking price is $380,950, from $312,000 to $498,000. Listings in South Pasadena without that feature have a median of $225,000. Most listings right now: Harbourside Condo (4), Pasadena Shores (3), Pasadena Cove Condo (3). Updated October 2, 2026 from the MLS.

Live $300k–$500k homes in South Pasadena: the listings

23 active listings match today (26% of South Pasadena inventory), median asking $382,000, $331/sq ft, median 75 days on market. Photo cards link to the listing; refreshed nightly.

Newest $300k–$500k homes in South Pasadena

7930 Sun Island Drive #104, $300k–$500k for sale in South Pasadena
$359,000 New
2 bd · 2 ba · 1,480 sq ft · built 1977
7930 Sun Island Drive #104, 33707
Listing courtesy of KELLER WILLIAMS ST PETE REALTY
1472 Durling Drive, $300k–$500k for sale in South Pasadena
$475,000 New
2 bd · 2 ba · 1,288 sq ft · built 1956
1472 Durling Drive, 33707
Pasadena Shores
Listing courtesy of COLDWELL BANKER REALTY
7300 Sun Island Drive #1104, $300k–$500k for sale in South Pasadena
$430,000 New
2 bd · 2 ba · 1,310 sq ft · built 1980
7300 Sun Island Drive #1104, 33707
Listing courtesy of KELLER WILLIAMS ON THE WATER S
1332 Pasadena Avenue #207, $300k–$500k for sale in South Pasadena
$349,000 New
2 bd · 2 ba · 1,115 sq ft · built 1985
1332 Pasadena Avenue #207, 33707
Pasadena Cove
Listing courtesy of LUXURY & BEACH REALTY INC
7050 Sunset Drive #211, $300k–$500k for sale in South Pasadena
$345,000
2 bd · 2 ba · 1,055 sq ft · built 1980
7050 Sunset Drive #211, 33707
Chateau Tower Condo
Listing courtesy of FOREVER FLORIDA REAL ESTATE
1328 Pasadena Avenue #308, $300k–$500k for sale in South Pasadena
$334,500
2 bd · 2 ba · 1,170 sq ft · built 1984
1328 Pasadena Avenue #308, 33707
Pasadena Cove
Listing courtesy of COMPASS FLORIDA LLC
1424 Corey Way, $300k–$500k for sale in South Pasadena
$419,900
2 bd · 2 ba · 1,259 sq ft · built 1956
1424 Corey Way, 33707
Pasadena Shores
Listing courtesy of DALTON WADE INC
7011 Hibiscus Avenue, $300k–$500k for sale in South Pasadena
$329,000
3 bd · 3 ba · 1,115 sq ft · built 1952
7011 Hibiscus Avenue, 33707
Listing courtesy of BEYCOME OF FLORIDA LLC
7903 Sailboat Key Boulevard #102, $300k–$500k for sale in South Pasadena
$312,000
1 bd · 1 ba · 915 sq ft · built 1982
7903 Sailboat Key Boulevard #102, 33707
Savannah Condo
Listing courtesy of REALTY ONE GROUP INNOVATION
7897 Sailboat Key Boulevard #107, $300k–$500k for sale in South Pasadena
$370,000
1 bd · 1.5 ba · 1,050 sq ft · built 1981
7897 Sailboat Key Boulevard #107, 33707
Listing courtesy of FOREVER FLORIDA REAL ESTATE
7984 Sailboat Key Boulevard #306, $300k–$500k for sale in South Pasadena
$498,000
2 bd · 2 ba · 1,145 sq ft · built 1988
7984 Sailboat Key Boulevard #306, 33707
Harbourside Condo
Listing courtesy of TREASURE ISLAND REALTY LLC
7907 Sailboat Key Boulevard #105, $300k–$500k for sale in South Pasadena
$398,500
2 bd · 2 ba · 1,255 sq ft · built 1982
7907 Sailboat Key Boulevard #105, 33707
Savannah Condo
Listing courtesy of FUTURE HOME REALTY INC
7400 Sun Island Drive #203, $300k–$500k for sale in South Pasadena
$319,900
2 bd · 2 ba · 1,230 sq ft · built 1971
7400 Sun Island Drive #203, 33707
Bay Island Group
Listing courtesy of KELLER WILLIAMS ST PETE REALTY
6650 Hibiscus Avenue, $300k–$500k for sale in South Pasadena
$385,000
3 bd · 2 ba · 1,182 sq ft · built 1954
6650 Hibiscus Avenue, 33707
Brookwood
Listing courtesy of FOREVER FLORIDA REAL ESTATE
1404 Corey Way, $300k–$500k for sale in South Pasadena
$339,000
2 bd · 1 ba · 920 sq ft · built 1956
1404 Corey Way, 33707
Pasadena Shores
Listing courtesy of LUXURY & BEACH REALTY INC
1324 Pasadena Avenue #201, $300k–$500k for sale in South Pasadena
$379,900
2 bd · 2 ba · 1,250 sq ft · built 1983
1324 Pasadena Avenue #201, 33707
Pasadena Cove
Listing courtesy of BRUMMEL PROPERTIES
7300 Sun Island Drive #602, $300k–$500k for sale in South Pasadena
$317,700
2 bd · 1.5 ba · 1,120 sq ft · built 1980
7300 Sun Island Drive #602, 33707
Listing courtesy of RE/MAX ACTION FIRST OF FLORIDA
7920 Sun Island Drive #202, $300k–$500k for sale in South Pasadena
$382,000
2 bd · 2 ba · 1,045 sq ft · built 1976
7920 Sun Island Drive #202, 33707
Listing courtesy of FISCHBACH LAND COMPANY LLC
7979 Sailboat Key Boulevard #306, $300k–$500k for sale in South Pasadena
$450,000
2 bd · 2 ba · 1,145 sq ft · built 1989
7979 Sailboat Key Boulevard #306, 33707
Harbourside Condo
Listing courtesy of FUTURE HOME REALTY INC
7932 Sailboat Key Boulevard #402, $300k–$500k for sale in South Pasadena
$440,000
2 bd · 2 ba · 1,145 sq ft · built 1988
7932 Sailboat Key Boulevard #402, 33707
Harbourside Condo
Listing courtesy of KELLER WILLIAMS ST PETE REALTY
7893 Sailboat Key Boulevard #101, $300k–$500k for sale in South Pasadena
$479,000
2 bd · 2 ba · 1,445 sq ft · built 1981
7893 Sailboat Key Boulevard #101, 33707
Ranger Condo
Listing courtesy of LUXURY & BEACH REALTY INC
7979 Sailboat Key Boulevard #205, $300k–$500k for sale in South Pasadena
$465,000
2 bd · 2 ba · 1,145 sq ft · built 1989
7979 Sailboat Key Boulevard #205, 33707
Harbourside Condo
Listing courtesy of BAIRD REALTY GROUP
7907 Sailboat Key Boulevard #205, $300k–$500k for sale in South Pasadena
$418,000
2 bd · 2 ba · 1,255 sq ft · built 1982
7907 Sailboat Key Boulevard #205, 33707
Harbourside Savannah Condo
Listing courtesy of JASON MITCHELL REAL ESTATE FLO

The most expensive $300k–$500k homes in South Pasadena

ListingAskingSq ftCommunity
7984 Sailboat Key Boulevard #306$498,0001,145Harbourside Condo
7893 Sailboat Key Boulevard #101$479,0001,445Ranger Condo
1472 Durling Drive$475,0001,288Pasadena Shores
7979 Sailboat Key Boulevard #205$465,0001,145Harbourside Condo
7979 Sailboat Key Boulevard #306$450,0001,145Harbourside Condo
7932 Sailboat Key Boulevard #402$440,0001,145Harbourside Condo
7300 Sun Island Drive #1104$430,0001,310—
1424 Corey Way$419,9001,259Pasadena Shores
7907 Sailboat Key Boulevard #205$418,0001,255Harbourside Savannah Condo
7907 Sailboat Key Boulevard #105$398,5001,255Savannah Condo

$300K–$500K Homes by price

BandFor saleShare
$300K–$500K23100%

South Pasadena homes $300K–$500K by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.

CommunityHomes $300K–$500KNew buildMedian listFrom
Harbourside Condo40$457,500$440,000
Pasadena Shores30$419,900$339,000
Pasadena Cove Condo30$349,000$334,500
Bay Island Group 1520$373,850$317,700
Savannah Condo20$355,250$312,000
Bay Island Group 120$317,700$315,500
Ranger Condo10$479,000$479,000
Harbourside - Savannah Condo10$418,000$418,000
Brookwood 1St Add10$385,000$385,000
Bay Island Group 1210$382,000$382,000
Harbourside10$370,000$370,000
Bay Island Group 1310$359,000$359,000
Chateau Tower Condo10$345,000$345,000
Pasadena On The Gulf Sec C10$329,000$329,000

Where this band sits in the market

The answer block above shows how the median of this band compares with the rest of the city’s listings, which tells you whether $300,000–$500,000 is the middle of the market here or the top of it. Within the band, compare on price per square foot and year built: newer subdivisions usually price higher per foot with lower expected maintenance, older ones the reverse. Each community page carries the HOA and CDD picture, the year-built range and the sales history, so two homes at the same price can be told apart in a few minutes.

Questions to ask about any listing in this band

What are the total monthly carrying costs (taxes, insurance, HOA, CDD) and how do they compare with a similar home two communities over? What is the age of the roof, HVAC and water heater? Is the community’s HOA financially healthy (reserves, no pending assessment)? How many days has the listing been on the market and has the price moved? A local agent who works the area will know which communities in this band are trading at asking and which are negotiating.

Common questions

How many homes listed between $300,000 and $500,000 are for sale in South Pasadena?
As of October 2, 2026, 24 South Pasadena, FL listings whose MLS record reports an asking price between $300,000 and $500,000 are active or pending, across 14 communities. The count updates with every MLS refresh.
What do homes $300K–$500K cost in South Pasadena?
The median asking price today is $380,950, with listings from $312,000 to $498,000. South Pasadena listings without that feature have a median of $225,000.
Which South Pasadena community has the most homes $300K–$500K for sale?
Harbourside Condo has the most right now (4), followed by Pasadena Shores (3), Pasadena Cove Condo (3), Bay Island Group 15 (2).
What is the monthly payment on a $400,000 home?
At today’s rates with 20% down, principal and interest on a $400,000 purchase runs roughly $2,000–$2,300 a month before taxes, insurance and any HOA; each listing page shows the property tax and fees for that home, and the true-cost calculator turns them into one monthly figure.

Keep exploring South Pasadena

Homes $300K–$500K in nearby Pinellas County cities

Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in South Pasadena, FL whose MLS record reports an asking price between $300,000 and $500,000. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.

Listings courtesy of Stellar MLS as distributed by MLS GRID.

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