S Highland Avenue, Clearwater, FL

Everything we know about S Highland Avenue in Clearwater: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.

41 homes sit on S Highland Avenue in Clearwater, FL (ZIP 33756, 33755), built 1926–1992, a typical 1,332 sq ft with 3 bedrooms. 8 are for sale right now from $122,986 to $339,000. 23 closed in the last 12 months at a median of $122,000. Homes that sold since 2023 went for a median $320,000.

For sale on S Highland Avenue now

$339,000

3 bd · 2 ba · 1,600 sq ft · built 1972

1655 S Highland Avenue #J187

Listing courtesy of CENTURY 21 BE3

$299,995

3 bd · 2 ba · 1,600 sq ft · built 1972

1655 S Highland Avenue #I379

Listing courtesy of CHARLES RUTENBERG REALTY INC

$289,900

2 bd · 2 ba · 1,270 sq ft · built 1971

1655 S Highland Avenue #C153

Listing courtesy of CENTURY 21 BEGGINS

$199,000

2 bd · 2 ba · 1,270 sq ft · built 1970

1655 S Highland Avenue #B110

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP

$165,000

2 bd · 2 ba · 1,025 sq ft · built 1971

1655 S Highland Avenue #F129

Listing courtesy of 54 REALTY LLC

$155,000

2 bd · 2 ba · 1,185 sq ft · built 1970

1655 S Highland Avenue #B215

Listing courtesy of STATEWIDE PREMIER PROPERTIES

$140,000

2 bd · 2 ba · 1,097 sq ft · built 1969

1235 S Highland Avenue #2-301

Listing courtesy of CHARLES RUTENBERG REALTY INC

$122,986

2 bd · 2 ba · 964 sq ft · built 1969

1235 S Highland Avenue #4-306

Listing courtesy of CHAMPA BAY BROKER CORPORATION

Recent sales on S Highland Avenue

The homes on S Highland Avenue

40 single-family, 1 condo/townhome/other. Built by decade: 1920s 1, 1930s 2, 1940s 7, 1950s 17, 1960s 11, 1980s 2, 1990s 1.

Last recorded sales (parcel record)

Communities along S Highland Avenue

• Highland Hill · 7 homes on the street
• Highland Lake · 3 homes on the street
• Sunny Park Groves · 2 homes on the street
• Boulevard Heights · 1 homes on the street
• Breeze Hill · 1 homes on the street

How to read this

Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 1,177 homes for sale in Clearwater, homes for sale in 33756, homes for sale in 33755.