21St Street, Winter Haven, FL

Everything we know about 21St Street in Winter Haven: 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.

4 homes sit on 21St Street in Winter Haven, FL (ZIP 33881, 33880), built 1955–1981, a typical 1,375 sq ft with 2 bedrooms. 5 are for sale right now from $150,000 to $550,000.

For sale on 21St Street now

$550,000

4 bd · 1 ba · 2,322 sq ft · built 1926

409 21St Street

Listing courtesy of COLDWELL BANKER REALTY

$178,490

2 bd · 2.5 ba · 1,334 sq ft · built 1976

2500 21St Street #22

Listing courtesy of KELLER WILLIAMS REALTY SMART 1

$170,000

2 bd · 2.5 ba · 1,184 sq ft · built 1976

2500 21St Street #15

Listing courtesy of AROD PARTNERS REALTY

$169,000

2 bd · 2.5 ba · 1,334 sq ft · built 1976

2500 21St Street #23

Listing courtesy of COLDWELL BANKER REALTY

$150,000

3 bd · 2.5 ba · 1,334 sq ft · built 1976

2500 21St Street #58

Listing courtesy of DALTON WADE INC

The homes on 21St Street

3 single-family, 1 condo/townhome/other. Built by decade: 1950s 2, 1970s 1, 1980s 1.

Last recorded sales (parcel record)

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 784 homes for sale in Winter Haven, homes for sale in 33881, homes for sale in 33880.