Winter Haven - Active Listings

1,105 Results
Property photo for 2727 SAN MARCO WAY, Winter Haven, FL
on market
4 Bed 3 Bath 2,123 sq ft
$2,300 Monthly
2727 SAN MARCO WAY, Winter Haven, FL
Offered By: PROPERTY MANAGEMENT OF POLK Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 2741 SYCAMORE STREET, Winter Haven, FL
on market
3 Bed 3 Bath 1,625 sq ft
$2,400 Monthly
2741 SYCAMORE STREET, 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 3329 FOX RIDGE DRIVE, Winter Haven, FL
on market
3 Bed 2 Bath 1,317 sq ft
$254,900
3329 FOX RIDGE DRIVE, Winter Haven, FL
Offered By: ENTERA REALTY LLC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 1103 CYPRESS GARDENS BOULEVARD, #30, Winter Haven, FL
on market
1 Bed 1 Bath 475 sq ft
$1,050 Monthly
1103 CYPRESS GARDENS BOULEVARD, #30, Winter Haven, FL
Offered By: PROPERTY MANAGEMENT OF POLK Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 1425 ENGELBERG STREET, Winter Haven, FL
on market
4 Bed 2 Bath 1,989 sq ft
$345,000
1425 ENGELBERG STREET, 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 662 EAGLE LANDING BOULEVARD, Winter Haven, FL
on market
4 Bed 3 Bath 2,300 sq ft
$335,000
662 EAGLE LANDING BOULEVARD, Winter Haven, FL
Offered By: LA ROSA REALTY PRESTIGE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 334 1ST STREET S, Winter Haven, FL
on market
1,184 sq ft
$359,900
334 1ST STREET S, Winter Haven, FL
Offered By: HUT REALTY, LLC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 948 SUMMER GLEN DRIVE, Winter Haven, FL
on market
3 Bed 2 Bath 1,690 sq ft
$1,900 Monthly
948 SUMMER GLEN DRIVE, Winter Haven, FL
Offered By: FLORIDA REALTY INVESTMENTS Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 3735 IMPERIAL DRIVE, Winter Haven, FL
on market
3 Bed 2 Bath 1,393 sq ft
$239,900
3735 IMPERIAL DRIVE, Winter Haven, FL
Offered By: ENTERA REALTY LLC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 506 CLAYTON CIRCLE, Winter Haven, FL
on market
4 Bed 3 Bath 2,004 sq ft
$309,900
506 CLAYTON CIRCLE, Winter Haven, FL
Offered By: LIVE FLORIDA REALTY Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 3695 JULIUS ESTATES BOULEVARD, Winter Haven, FL
on market
4 Bed 2 Bath 1,842 sq ft
$310,000
3695 JULIUS ESTATES BOULEVARD, Winter Haven, FL
Offered By: WRA BUSINESS & REAL ESTATE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 122 JACE WAY, Winter Haven, FL
on market
3 Bed 2 Bath 1,405 sq ft
$1,850 Monthly
122 JACE WAY, Winter Haven, FL
Offered By: PROPERTY OUTLET INTERNATIONAL Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 280 SANTA ROSA DRIVE, Winter Haven, FL
on market
3 Bed 2 Bath 2,251 sq ft
$415,000
280 SANTA ROSA 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 2318 W CANNON TERRACE NW, #B, Winter Haven, FL
on market
3 Bed 2 Bath 1,040 sq ft
$1,600 Monthly
2318 W CANNON TERRACE NW, #B, Winter Haven, FL
Offered By: REALSOURCE PROPERTY MANGNT LLC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 1999 BRETTON RIDGE WAY, Winter Haven, FL
on market
4 Bed 2 Bath 1,600 sq ft
$1,950 Monthly
1999 BRETTON RIDGE WAY, Winter Haven, FL
Offered By: FLORIDA HOMES SALES & MANAGEMENT LLC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 242 WINTER RIDGE BOULEVARD, #242, Winter Haven, FL
on market
2 Bed 2 Bath 1,073 sq ft
$135,000
242 WINTER RIDGE BOULEVARD, #242, Winter Haven, FL
Offered By: THE MARKET REALTY COMPANY Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 5641 ROYAL HILLS DRIVE, Winter Haven, FL
on market
4 Bed 2 Bath 2,010 sq ft
$299,990
5641 ROYAL HILLS DRIVE, 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 1804 3RD COURT SE, #C, Winter Haven, FL
on market
1 Bed 1 Bath 675 sq ft
$1,200 Monthly
1804 3RD COURT SE, #C, Winter Haven, FL
Offered By: OSF REAL ESTATE SERVICE Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 504 ORANGE BLOSSOM DRIVE, Winter Haven, FL
on market
2 Bed 3 Bath 1,407 sq ft
$1,700 Monthly
504 ORANGE BLOSSOM DRIVE, Winter Haven, FL
Offered By: STAR REALTY OF WINTER HAVEN Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 214 KING ROAD, Winter Haven, FL
on market
3 Bed 2 Bath 1,124 sq ft
$249,900
214 KING ROAD, Winter Haven, FL
Offered By: LAKE AVENUE REALTY LLC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 1734 CARNOSTIE ROAD, Winter Haven, FL
on market
3 Bed 2 Bath 1,418 sq ft
$2,150 Monthly
1734 CARNOSTIE ROAD, Winter Haven, FL
Offered By: LPT REALTY, LLC Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 5852 MARSH LANDING DRIVE, Winter Haven, FL
on market
4 Bed 2 Bath 2,091 sq ft
$325,000
5852 MARSH LANDING DRIVE, Winter Haven, FL
Offered By: FLORIDA REAL ESTATE COMPANY Listing from My Florida Regional MLS DBA Stellar MLS as distributed by MLS GRID
MLS attribution image
Property photo for 207 AVENUE E SE, Winter Haven, FL
on market
4 Bed 4 Bath 2,230 sq ft
$385,000
207 AVENUE E SE, 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 2500 21ST STREET NW, #58, Winter Haven, FL
on market
3 Bed 3 Bath 1,334 sq ft
$150,000
2500 21ST STREET NW, #58, 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
Scroll for more

Copyright 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. Information deemed reliable but is not guaranteed. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of My Florida Regional MLS DBA Stellar MLS. Real estate listings held by brokerage firms other than the owner of this page include the name of the listing broker. Information provided is for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This site will be monitored for 'scraping' and any use of search facilities of data on the site other than by a consumer looking to purchase real estate is prohibited. Listing broker has attempted to offer accurate data, but buyers are advised to confirm all items. Information last updated on October 10, 2026 05:35 AM - ET

My Florida Regional MLS DBA Stellar MLS Logo

Based on information submitted to the MLS GRID as of October 10, 2026 05:35 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. Properties displayed may be listed or sold by various participants in the MLS. Some listings have been excluded from this website.

IDX information is provided exclusively for consumers’ personal noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time.


View Map