Winter Haven - Active Listings

1,102 Results
Property photo for 1475 GRAND CAYMAN CIRCLE, Winter Haven, FL
on market
3 Bed 2 Bath 2,066 sq ft
$359,000
1475 GRAND CAYMAN CIRCLE, Winter Haven, FL
Offered By: KELLER WILLIAMS REALTY Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 3005 CAPTAIN JAX WAY, Winter Haven, FL
on market
3 Bed 3 Bath 1,423 sq ft
$226,990
3005 CAPTAIN JAX WAY, Winter Haven, FL
Offered By: LENNAR REALTY Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 4878 MANDOLIN COURT, Winter Haven, FL
on market
5 Bed 3 Bath 2,419 sq ft
$2,550 Monthly
4878 MANDOLIN COURT, Winter Haven, FL
Offered By: FLORIDA RENTAL TEAM Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 5707 E LAKE FOX DRIVE, Winter Haven, FL
on market
4 Bed 3 Bath 2,300 sq ft
$260,000
5707 E LAKE FOX DRIVE, Winter Haven, FL
Offered By: COLDWELL BANKER REALTY Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 2796 WHISPERING TRAILS DRIVE, Winter Haven, FL
on market
3 Bed 2 Bath 1,158 sq ft
$190,000
2796 WHISPERING TRAILS DRIVE, Winter Haven, FL
Offered By: KELLER WILLIAMS REALTY SMART 1 Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 1500 GREY EAGLE LANE, Winter Haven, FL
on market
4 Bed 2 Bath 1,846 sq ft
$2,050 Annually
1500 GREY EAGLE LANE, Winter Haven, FL
Offered By: PMI ARRICO REALTY AND PRTP MGT Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 1210 32ND STREET NW, Winter Haven, FL
on market
3 Bed 1 Bath 936 sq ft
$179,900
1210 32ND STREET NW, Winter Haven, FL
Offered By: MAINSTAY BROKERAGE LLC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 1205 EAGLE POND DRIVE, #1205, Winter Haven, FL
on market
2 Bed 2 Bath 1,017 sq ft
$162,000
1205 EAGLE POND DRIVE, #1205, Winter Haven, FL
Offered By: FLORIDA SPIRIT HOMES Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 3948 GIORGIO DRIVE, Winter Haven, FL
on market
3 Bed 2 Bath 1,483 sq ft
$259,900
3948 GIORGIO DRIVE, Winter Haven, FL
Offered By: MERITAGE HOMES OF FL REALTY Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 4750 OSPREY WAY, Winter Haven, FL
on market
4 Bed 2 Bath 1,986 sq ft
$305,000
4750 OSPREY WAY, Winter Haven, FL
Offered By: SOVEREIGN REAL ESTATE GROUP Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 2417 WILLOW WAY, Winter Haven, FL
on market
3 Bed 3 Bath 1,625 sq ft
$1,895 Monthly
2417 WILLOW WAY, Winter Haven, FL
Offered By: TRANSCEND REALTY Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 1688 TEAGAN LANE, Winter Haven, FL
on market
3 Bed 2 Bath 1,432 sq ft
$1,795 Monthly
1688 TEAGAN LANE, Winter Haven, FL
Offered By: HAINES AND HAVEN RESIDENTIAL Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 400 BAYOU ROAD, Winter Haven, FL
on market
2 Bed 2 Bath 1,277 sq ft
$254,000
400 BAYOU ROAD, Winter Haven, FL
Offered By: OLYMPUS EXECUTIVE REALTY INC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 751 GROVE STREET, Winter Haven, FL
on market
4 Bed 2 Bath 1,867 sq ft
$329,999
751 GROVE STREET, Winter Haven, FL
Offered By: MARTINEZ 2 & ASSOCIATES OF FLO Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 2 CASARENA COURT, Winter Haven, FL
on market
3 Bed 3 Bath 2,377 sq ft
$309,900
2 CASARENA COURT, Winter Haven, FL
Offered By: CRAIG BURKE REAL ESTATE GROUP, LLC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 3781 GIORGIO DRIVE, Winter Haven, FL
on market
4 Bed 3 Bath 1,978 sq ft
$2,200 Monthly
3781 GIORGIO DRIVE, Winter Haven, FL
Offered By: AXEN REALTY LLC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 824 VIENNA DRIVE, Winter Haven, FL
on market
3 Bed 2 Bath 1,402 sq ft
$259,000
824 VIENNA DRIVE, Winter Haven, FL
Offered By: DALTON WADE INC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 255 HAINES BOULEVARD, Winter Haven, FL
on market
4 Bed 2 Bath 1,793 sq ft
$280,000
255 HAINES BOULEVARD, Winter Haven, FL
Offered By: PREFERRED RE BROKERS III Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 6241 BOTTICELLA BOULEVARD, Winter Haven, FL
on market
4 Bed 3 Bath 1,880 sq ft
$2,100 Monthly
6241 BOTTICELLA BOULEVARD, Winter Haven, FL
Offered By: AT YOUR SERVICE REALTY, LLC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 1967 BRETTON RIDGE WAY, Winter Haven, FL
on market
4 Bed 2 Bath 1,600 sq ft
$1,800 Monthly
1967 BRETTON RIDGE WAY, Winter Haven, FL
Offered By: ORLANDO REO PROF I INC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 4206 ROBERTA DRIVE, Winter Haven, FL
on market
4 Bed 2 Bath 1,788 sq ft
$1,925 Monthly
4206 ROBERTA DRIVE, Winter Haven, FL
Offered By: ORLANDO REO PROF I INC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 306 AVENUE A WAHNETA E, Winter Haven, FL
on market
5 Bed 2 Bath 1,747 sq ft
$174,500
306 AVENUE A WAHNETA E, Winter Haven, FL
Offered By: PREFERRED SHORE LLC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 823 ANDREW STREET, Winter Haven, FL
on market
4 Bed 3 Bath 2,061 sq ft
$345,190
823 ANDREW STREET, Winter Haven, FL
Offered By: DRB GROUP REALTY, LLC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 730 26TH STREET NW, Winter Haven, FL
on market
2 Bed 1 Bath 696 sq ft
$1,295 Monthly
730 26TH STREET NW, Winter Haven, FL
Offered By: LAKELAND HOMES AND REALTY, LLC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
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Based on information submitted to the MLS GRID as of October 09, 2026 04:11 PM - 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. Properties displayed may be listed or sold by various participants in the MLS. Some listings have been excluded from this website.

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