Winter Haven, FL Homes & Real Estate for Sale

Page 1 of 67
1,323 listings
1151 CAREFREE COVE DRIVE, Winter Haven, FL 33881New listing icon New - 16 hours ago
Single-Family Home For Sale

$465,000

  • 3 bed |
  • 2 bath |
  • 1,734 sqft |
  • 0.3 acre lot
1151 CAREFREE COVE DRIVE Winter Haven, FL 33881

#TB8450979 - HOMECOIN.COM

10 JIMMY LEE ROAD, Winter Haven, FL 33880New listing icon New - 16 hours ago
Single-Family Home For Sale

$498,000

  • 3 bed |
  • 2 bath |
  • 1,680 sqft |
  • 2.39 acre lot
10 JIMMY LEE ROAD Winter Haven, FL 33880

#P4937095 - KELLER WILLIAMS REALTY SMART 1

4455 RAPALLO AVENUE, Winter Haven, FL 33884New listing icon New - 16 hours ago
Pending

$326,900

  • 4 bed |
  • 2 bath |
  • 2,005 sqft |
4455 RAPALLO AVENUE Winter Haven, FL 33884

#L4957522 - CAMBRIDGE REALTY OF CENTRAL FL

4034 DORAL, Winter Haven, FL 33884New listing icon New - 16 hours ago
Single-Family Home For Sale

$399,900

  • 4 bed |
  • 3 bath |
  • 2,674 sqft |
  • 0.26 acre lot
4034 DORAL Winter Haven, FL 33884

#TB8450656 - RE/MAX REALTY UNLIMITED

511 MARCIA LOOP, Winter Haven, FL 33884New listing icon New - 16 hours ago
Single-Family Home For Sale

$309,900

  • 4 bed |
  • 3 bath |
  • 2,159 sqft |
511 MARCIA LOOP Winter Haven, FL 33884

#L4957392 - THE STONES REAL ESTATE FIRM

110 MORNING GLORY CIRCLE, Winter Haven, FL 33884New listing icon New - 2 days ago
Single-Family Home For Sale

$289,000

  • 3 bed |
  • 3 bath |
  • 1,685 sqft |
110 MORNING GLORY CIRCLE Winter Haven, FL 33884

#P4937101 - DALTON WADE INC

203 22ND STREET NW, Winter Haven, FL 33880New listing icon New - 2 days ago
Triplex For Sale

$435,000

  • 6 bed |
  • 4 bath |
  • 2,952 sqft |
  • 0.34 acre lot
203 22ND STREET NW Winter Haven, FL 33880

#S5139096 - LA ROSA REALTY LLC

728 SANTA MARIA DRIVE, Winter Haven, FL 33884New listing icon New - 2 days ago
Single-Family Home For Sale

$450,000

  • 3 bed |
  • 4 bath |
  • 2,104 sqft |
  • 0.26 acre lot
728 SANTA MARIA DRIVE Winter Haven, FL 33884

#P4937118 - KELLER WILLIAMS REALTY SMART 1

333 LAKE OTIS DRIVE SE, Winter Haven, FL 33880New listing icon New - 2 days ago
Rental Available

$3,850 /mo

  • 4 bed |
  • 3 bath |
  • 2,633 sqft |
  • 0.48 acre lot
333 LAKE OTIS DRIVE SE Winter Haven, FL 33880

#P4937117 - SIGNATURE PROPERTIES OF CENTRAL FLORIDA LLC

185 LAGOON ROAD, Winter Haven, FL 33884New listing icon New - 2 days ago
Single-Family Home For Sale

$275,000

  • 3 bed |
  • 2 bath |
  • 1,788 sqft |
  • 0.33 acre lot
185 LAGOON ROAD Winter Haven, FL 33884

#P4936898 - JUDY B CLEAVES PROPERTIES INC

702 PEYTON BROOKE WAY, Winter Haven, FL 33881New listing icon New - 3 days ago
Single-Family Home For Sale

$264,999

  • 4 bed |
  • 2 bath |
  • 1,867 sqft |
702 PEYTON BROOKE WAY Winter Haven, FL 33881

#TB8450784 - LE REAL ESTATE GROUP

107 LAKE HOWARD DRIVE NW, Winter Haven, FL 33880New listing icon New - 3 days ago
Single-Family Home For Sale

$435,000

  • 5 bed |
  • 4 bath |
  • 2,829 sqft |
  • 0.37 acre lot
107 LAKE HOWARD DRIVE NW Winter Haven, FL 33880

#L4957484 - KELLER WILLIAMS REALTY SMART

4516 ASHFORD DRIVE, Winter Haven, FL 33880New listing icon New - 3 days ago
Single-Family Home For Sale

$349,900

  • 3 bed |
  • 2 bath |
  • 1,730 sqft |
  • 0.3 acre lot
4516 ASHFORD DRIVE Winter Haven, FL 33880

#L4957466 - WATSON REALTY CORP.

1735 CARNOSTIE ROAD, Winter Haven, FL 33884New listing icon New - 3 days ago
Single-Family Home For Sale

$323,000

  • 3 bed |
  • 2 bath |
  • 1,505 sqft |
1735 CARNOSTIE ROAD Winter Haven, FL 33884

#S5138941 - LPT REALTY, LLC

145 POLK DRIVE, Winter Haven, FL 33884New listing icon New - 3 days ago
Single-Family Home For Sale

$329,900

  • 3 bed |
  • 2 bath |
  • 1,605 sqft |
145 POLK DRIVE Winter Haven, FL 33884

#L4957509 - CENTURY 21 MYERS REALTY

1218 37TH STREET NW, Winter Haven, FL 33881New listing icon New - 3 days ago
Single-Family Home For Sale

$350,000

  • 3 bed |
  • 2 bath |
  • 2,431 sqft |
  • 0.32 acre lot
1218 37TH STREET NW Winter Haven, FL 33881

#TB8450478 - CENTURY 21 BE3

201 MAPLE STREET, Winter Haven, FL 33880New listing icon New - 3 days ago
Manufactured Home For Sale

$100,000

  • 3 bed |
  • 1 bath |
  • 720 sqft |
201 MAPLE STREET Winter Haven, FL 33880

#TB8448121 - ELEVE REAL ESTATE LLC

667 LAKE DEXTER CIRCLE, Winter Haven, FL 33884
Single-Family Home For Sale

$243,000

  • 4 bed |
  • 2 bath |
  • 1,338 sqft |
667 LAKE DEXTER CIRCLE Winter Haven, FL 33884

#O6362010 - SPANN & ASSOCIATES REAL ESTATE

730 W CENTRAL AVENUE 3, Winter Haven, FL 33880
Rental Available

$1,200 /mo

  • 2 bed |
  • 1 bath |
  • 800 sqft |
  • 0.29 acre lot
730 W CENTRAL AVENUE 3 Winter Haven, FL 33880

#TB8450910 - CENTURY 21 MYERS REALTY

622 PEYTON BROOKE WAY, Winter Haven, FL 33881
Rental Available

$2,250 /mo

  • 3 bed |
  • 2 bath |
  • 1,867 sqft |
622 PEYTON BROOKE WAY Winter Haven, FL 33881

#S5138928 - MY REALTY GROUP, LLC.

Presented by - MBA Realty Group, Inc.

Veterans United Homefront
IDX Listings courtesy of Stellar MLS as distributed by MLS GRID.

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.

IDX Copyright 2025 My Florida Regional Multiple Listing Service DBA Stellar MLS. The real estate listing data marked with this icon comes from the IDX program of the Stellar MLS system. All information provided is deemed reliable but is not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided exclusively for consumers’ personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Properties displayed may be listed or sold by various participants in the MLS. Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

For questions call 1-833-252-8030

Copyright © 2025 MBA Realty Group, Inc. and Did You Serve, LLC. Homefront.com is NOT affiliated with any government agencies, including the VA. Homefront.com is a service of Did You Serve, LLC. Veterans United and the Veterans United House logo are registered trademarks of Mortgage Research Center, LLC, used under license agreement. Terms of Use.

Connect with an Agent
Get paired with a top VA-friendly agentGet an Agent