Crossroads Boulevard, Winter Haven, FL
Everything we know about Crossroads Boulevard 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.
36 homes sit on Crossroads Boulevard in Winter Haven, FL (ZIP 33881, 33884), built 2005–2019, a typical 2,888 sq ft with 4 bedrooms. Nothing is listed for sale on the street today. Homes that sold since 2023 went for a median $489,000.
The homes on Crossroads Boulevard
35 single-family, 1 condo/townhome/other. Built by decade: 2000s 31, 2010s 5.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 1936 Crossroads Boulevard | $489,000 | 2026-06-02 | 2018 | 2,467 |
| 1988 Crossroads Boulevard | $495,000 | 2026-05-07 | 2008 | 2,781 |
| 1944 Crossroads Boulevard | $435,000 | 2024-10-03 | 2017 | 2,467 |
| 1992 Crossroads Boulevard | $325,000 | 2024-08-08 | 2007 | 1,889 |
| 1857 Crossroads Boulevard | $515,000 | 2023-03-28 | 2006 | 3,653 |
| 1916 Crossroads Boulevard | $325,000 | 2020-10-21 | 2008 | 2,781 |
| 1838 Crossroads Boulevard | $325,500 | 2020-09-03 | 2006 | 2,888 |
| 1814 Crossroads Boulevard | $319,500 | 2020-06-30 | 2006 | 3,368 |
| 1920 Crossroads Boulevard | $259,900 | 2020-02-03 | 2019 | 1,996 |
| 1980 Crossroads Boulevard | $315,000 | 2019-05-13 | 2017 | 2,763 |
| 1956 Crossroads Boulevard | $373,215 | 2019-04-17 | 2019 | 2,500 |
| 2004 Crossroads Boulevard | $295,000 | 2018-10-31 | 2006 | 2,888 |
| 1822 Crossroads Boulevard | $269,900 | 2018-09-20 | 2006 | 3,716 |
| 1880 Crossroads Boulevard | $295,500 | 2018-09-13 | 2006 | 3,716 |
| 1908 Crossroads Boulevard | $260,000 | 2018-07-31 | 2008 | 2,781 |
| 2000 Crossroads Boulevard | $287,000 | 2018-04-26 | 2006 | 3,368 |
| 1900 Crossroads Boulevard | $190,000 | 2017-07-24 | 2007 | 1,885 |
| 1850 Crossroads Boulevard | $289,900 | 2017-05-26 | 2006 | 2,888 |
| 1826 Crossroads Boulevard | $244,900 | 2017-03-15 | 2006 | 2,513 |
| 1888 Crossroads Boulevard | $280,000 | 2017-02-03 | 2007 | 3,368 |
Communities along Crossroads Boulevard
- Crossroads At Lake Region · 29 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 784 homes for sale in Winter Haven, homes for sale in 33881, homes for sale in 33884.