Crosswinds Homes Under $500K for Sale
Every home priced under $500K currently for sale in Crosswinds — pulled live from the Stellar MLS and updated continuously. Pair this with the free Crosswinds market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.
24+ Homes Under $500K in Crosswinds
$404,999
4333 Riverbend Blvd
Haines City, FL 33844
5 bd · 3 ba · 2,892 sqft
Crosswinds
MLS ID #TB8564839, CASA FRESCA REALTY.
Listing provided by Stellar MLS
$324,999
4446 Riverbend Blvd
Haines City, FL 33844
4 bd · 3 ba · 2,039 sqft
Crosswinds
MLS ID #TB8564838, CASA FRESCA REALTY.
Listing provided by Stellar MLS
$379,245
4442 Riverbend Blvd
Haines City, FL 33844
5 bd · 3 ba · 2,470 sqft
Crosswinds
MLS ID #TB8564835, CASA FRESCA REALTY.
Listing provided by Stellar MLS
$381,745
4465 Riverbend Blvd
Haines City, FL 33844
5 bd · 3 ba · 2,470 sqft
Crosswinds
MLS ID #TB8564831, CASA FRESCA REALTY.
Listing provided by Stellar MLS
$374,999
4461 Riverbend Blvd
Haines City, FL 33844
5 bd · 3 ba · 2,470 sqft
Crosswinds
MLS ID #TB8564830, CASA FRESCA REALTY.
Listing provided by Stellar MLS
$355,000
5357 Willow Crk
Haines City, FL 33844
4 bd · 3 ba · 2,387 sqft
Crosswinds East
MLS ID #TB8556178, MERITAGE HOMES OF FL REALTY.
Listing provided by Stellar MLS
$294,990
5178 Green Belt Dr
Haines City, FL 33844
3 bd · 2 ba · 1,708 sqft
Crosswinds East
MLS ID #TB8537713, MERITAGE HOMES OF FL REALTY.
Listing provided by Stellar MLS
$299,000
5361 Willow Crk
Haines City, FL 33844
4 bd · 2 ba · 1,607 sqft
Crosswinds East
MLS ID #TB8557493, MERITAGE HOMES OF FL REALTY.
Listing provided by Stellar MLS
$379,000
5174 Green Belt Dr
Haines City, FL 33844
4 bd · 3 ba · 2,623 sqft
Crosswinds
MLS ID #TB8540269, MERITAGE HOMES OF FL REALTY.
Listing provided by Stellar MLS
$354,999
4337 Riverbend Blvd
Haines City, FL 33844
5 bd · 3 ba · 2,420 sqft
Crosswinds
MLS ID #TB8535264, CASA FRESCA REALTY.
Listing provided by Stellar MLS
$354,999
6055 Prairie Run
Haines City, FL 33844
5 bd · 3 ba · 2,470 sqft
Crosswinds
MLS ID #TB8535262, CASA FRESCA REALTY.
Listing provided by Stellar MLS
$334,999
6056 Prairie Run
Haines City, FL 33844
4 bd · 3 ba · 2,226 sqft
Crosswinds
MLS ID #TB8556051, CASA FRESCA REALTY.
Listing provided by Stellar MLS
$319,890
4301 Riverbend Blvd
Haines City, FL 33844
5 bd · 3 ba · 2,238 sqft
Crosswinds 50'S Gc
MLS ID #O6436770, LENNAR REALTY.
Listing provided by Stellar MLS
$269,890
2235 Jennio Dr
Haines City, FL 33844
3 bd · 2 ba · 1,424 sqft
Crosswinds 40'S
MLS ID #O6451259, LENNAR REALTY.
Listing provided by Stellar MLS
$324,990
2223 Jennio Dr
Haines City, FL 33844
5 bd · 3 ba · 2,238 sqft
Crosswinds 50'S Gc
MLS ID #O6448682, LENNAR REALTY.
Listing provided by Stellar MLS
$408,490
2466 Aveeno Ave
Haines City, FL 33844
5 bd · 3 ba · 2,601 sqft
Crosswinds East Phase 1
MLS ID #O6454217, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS
$239,640
2930 Cherry Ln
Haines City, FL 33844
3 bd · 3 ba · 1,460 sqft
Crosswinds Th
MLS ID #O6436786, LENNAR REALTY.
Listing provided by Stellar MLS
$408,490
2459 Aveeno Ave
Haines City, FL 33844
5 bd · 3 ba · 2,601 sqft
Crosswinds East
MLS ID #O6452766, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS
$239,640
2993 Cherry Ln
Haines City, FL 33844
3 bd · 3 ba · 1,460 sqft
Crosswinds Th
MLS ID #O6448715, LENNAR REALTY.
Listing provided by Stellar MLS
$239,640
2965 Cherry Ln
Haines City, FL 33844
3 bd · 3 ba · 1,460 sqft
Crosswinds Th
MLS ID #O6448683, LENNAR REALTY.
Listing provided by Stellar MLS
$280,990
2302 Aveeno Ave
Haines City, FL 33844
3 bd · 3 ba · 1,463 sqft
Crosswinds East Phase 1
MLS ID #O6452361, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS
$273,990
2306 Aveeno Ave
Haines City, FL 33844
3 bd · 3 ba · 1,463 sqft
Crosswinds East Phase 1
MLS ID #O6452351, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS
$273,990
2310 Aveeno Ave
Haines City, FL 33844
3 bd · 3 ba · 1,463 sqft
Crosswinds East Phase 1
MLS ID #O6452325, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS
$273,990
2314 Aveeno Ave
Haines City, FL 33844
3 bd · 3 ba · 1,463 sqft
Crosswinds East Phase 1
MLS ID #O6452321, DR HORTON REALTY OF CENTRAL FLORIDA LLC.
Listing provided by Stellar MLS
More Crosswinds Homes for Sale
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of November 5, 2026 at 1:01 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA