Countryside Boulevard, Clearwater, FL

Everything we know about Countryside Boulevard 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.

21 homes sit on Countryside Boulevard in Clearwater, FL (ZIP 33761), built 1975–1992, a typical 1,112 sq ft with 2 bedrooms. 26 are for sale right now from $115,000 to $350,000. 39 closed in the last 12 months at a median of $165,000. Homes that sold since 2023 went for a median $250,250.

For sale on Countryside Boulevard now

$350,000

2 bd · 2.5 ba · 1,584 sq ft · built 1987

3460 Countryside Boulevard #66

Listing courtesy of EXP REALTY LLC

$339,793

2 bd · 2.5 ba · 1,349 sq ft · built 1987

3460 Countryside Boulevard #59

Listing courtesy of SANDPEAK REALTY

$334,900

2 bd · 2.5 ba · 1,349 sq ft · built 1987

3460 Countryside Boulevard #60

Listing courtesy of THE SOMERDAY GROUP PL

$329,900

3 bd · 2 ba · 1,820 sq ft · built 1975

3021 Countryside Boulevard #44A

Listing courtesy of CHARLES RUTENBERG REALTY INC

$275,000

2 bd · 2 ba · 1,380 sq ft · built 1975

3021 Countryside Boulevard #21A

Listing courtesy of LIPPLY REAL ESTATE

$260,000

2 bd · 2 ba · 955 sq ft · built 1983

2591 Countryside Boulevard #5203

Listing courtesy of CENTURY 21 INTEGRA

$249,000

2 bd · 2 ba · 930 sq ft · built 1991

2749 Countryside Boulevard #14

Listing courtesy of DALTON WADE INC

$240,000

2 bd · 2 ba · 930 sq ft · built 1989

2749 Countryside Boulevard #22

Listing courtesy of DALTON WADE INC

$239,000

2 bd · 2 ba · 1,005 sq ft · built 1984

2721 Countryside Boulevard #102

Listing courtesy of KELLER WILLIAMS REALTY- PALM HARBOR

$235,000

2 bd · 2 ba · 1,135 sq ft · built 1980

2765 Countryside Boulevard #104

Listing courtesy of CONCI, REALTORS

$235,000

2 bd · 2 ba · 1,135 sq ft · built 1981

2733 Countryside Boulevard #105

Listing courtesy of RE/MAX REALTY UNLIMITED

$230,000

2 bd · 2 ba · 1,380 sq ft · built 1975

3035 Countryside Boulevard #24B

Listing courtesy of SMITH & ASSOCIATES REAL ESTATE

$223,700

2 bd · 2 ba · 1,005 sq ft · built 1986

2701 Countryside Boulevard #102

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP

$220,000

2 bd · 2 ba · 1,110 sq ft · built 1978

2650 Countryside Boulevard #E103

Listing courtesy of COMPASS FLORIDA LLC

$211,000

2 bd · 2 ba · 1,300 sq ft · built 1980

2765 Countryside Boulevard #106

Listing courtesy of MARY ROGERO & ASSOCIATES INC

$209,900

2 bd · 2 ba · 1,070 sq ft · built 1978

2650 Countryside Boulevard #C309

Listing courtesy of RE/MAX REALTEC GROUP INC

$199,999

2 bd · 2 ba · 955 sq ft · built 1983

2591 Countryside Boulevard #5106

Listing courtesy of COLDWELL BANKER REALTY

$195,000

3 bd · 2 ba · 1,530 sq ft · built 1984

2593 Countryside Boulevard #7313

Listing courtesy of CENTURY 21 BEGGINS

$185,000

2 bd · 2 ba · 1,040 sq ft · built 1985

2599 Countryside Boulevard #117

Listing courtesy of BLAKE REAL ESTATE INC

$179,900

2 bd · 2 ba · 1,115 sq ft · built 1980

2583 Countryside Boulevard #3201

Listing courtesy of EXP REALTY LLC

$175,000

2 bd · 2 ba · 1,095 sq ft · built 1984

2593 Countryside Boulevard #7307

Listing courtesy of MC HOMES REALTY INC

$169,900

2 bd · 2 ba · 1,110 sq ft · built 1978

2650 Countryside Boulevard #B307

Listing courtesy of RE/MAX REALTY UNLIMITED

$169,000

2 bd · 2 ba · 1,110 sq ft · built 1978

2650 Countryside Boulevard #B104

Listing courtesy of LAMAR PROPERTIES, INC.

$159,000

2 bd · 2 ba · 1,110 sq ft · built 1978

2650 Countryside Boulevard #F303

Listing courtesy of COLDWELL BANKER REALTY

Recent sales on Countryside Boulevard

The homes on Countryside Boulevard

Built by decade: 1970s 2, 1980s 14, 1990s 5.

Last recorded sales (parcel record)

Communities along Countryside Boulevard

• Westchester Lake Townhomes · 2 homes on the street
• st tropez · 2 homes on the street
• Carmel Of Bryn-Mawr Condo · 1 homes on the street
• Westchester Lakes · 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 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 1,250 homes for sale in Clearwater, homes for sale in 33761.