View 237 OKALOOSA DRIVE Winter Haven, FL MLS# L4961962
$300,000
3

Beds

2.1

Baths

1,573

Sq.Ft.

237 OKALOOSA DRIVE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 702 COUNTRY LANE NE 702 Winter Haven, FL MLS# P4938732
  • Recently Listed with Virtual Tour
1 of 22
$169,500
2

Beds

2.0

Baths

1,252

Sq.Ft.

702 COUNTRY LANE NE 702

Winter Haven, FL

Courtesy of FLORIDA HOME CHOICE REALTY
View 5024 PEBBLE BEACH BOULEVARD Winter Haven, FL MLS# P4938726
  • Adult Community with Virtual Tour
1 of 99
$299,900
2

Beds

2.0

Baths

1,784

Sq.Ft.

5024 PEBBLE BEACH BOULEVARD

Winter Haven, FL

Courtesy of GLOBAL LIFESTYLE LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 505 HOLT CIRCLE Winter Haven, FL MLS# O6408441
  • Recently Listed with Virtual Tour
1 of 16
$185,000
4

Beds

2.0

Baths

1,304

Sq.Ft.

505 HOLT CIRCLE

Winter Haven, FL

Courtesy of MMV REAL ESTATE GROUP LLC
View 3365 COSTELLO CIRCLE Winter Haven, FL MLS# L4962031
  • Recently Listed with Virtual Tour
1 of 62
$320,000
5

Beds

3.0

Baths

2,522

Sq.Ft.

3365 COSTELLO CIRCLE

Winter Haven, FL

Courtesy of ENGEL & VOELKERS LAKELAND
View 10 ENCLAVE DRIVE Winter Haven, FL MLS# P4938719
  • Recently Listed with Virtual Tour
1 of 33
$234,000
2

Beds

2.0

Baths

1,368

Sq.Ft.

10 ENCLAVE DRIVE

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 6194 GREY HERON DRIVE Winter Haven, FL MLS# L4961808
  • Recently Listed with Virtual Tour
1 of 48
$300,000
3

Beds

2.0

Baths

1,711

Sq.Ft.

6194 GREY HERON DRIVE

Winter Haven, FL

Courtesy of TRUE FLORIDA REALTY LLC
View 318 GREENFIELD ROAD Winter Haven, FL MLS# L4961904
$350,000
3

Beds

2.0

Baths

1,964

Sq.Ft.

318 GREENFIELD ROAD

Winter Haven, FL

Courtesy of LOCKHART & ASSOCIATES INC
View 2953 WHISPERING TRAILS DRIVE Winter Haven, FL MLS# O6407939
  • Recently Listed with Virtual Tour
1 of 17
OPEN HOUSE: Monday 6/1 9:00 AM - 7:00 PM
$240,000
3

Beds

2.0

Baths

1,274

Sq.Ft.

2953 WHISPERING TRAILS DRIVE

Winter Haven, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 423 MAJESTIC GARDENS BLVD Winter Haven, FL MLS# TB8508845
  • Recently Listed with Virtual Tour
1 of 26
$325,000
4

Beds

2.0

Baths

1,941

Sq.Ft.

423 MAJESTIC GARDENS BLVD

Winter Haven, FL

Courtesy of ORCHARD BROKERAGE, LLC
View 419 BIGSTAFF COURT Winter Haven, FL MLS# L4961921
$269,900
3

Beds

2.0

Baths

1,405

Sq.Ft.

419 BIGSTAFF COURT

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART
View 5045 KAIA AVENUE Winter Haven, FL MLS# TB8502928
  • Recently Listed with Virtual Tour
1 of 6
$319,125
4

Beds

2.0

Baths

1,840

Sq.Ft.

5045 KAIA AVENUE

Winter Haven, FL

Courtesy of MERITAGE HOMES OF FL REALTY
View 3425 COVE COURT E Winter Haven, FL MLS# O6408206
  • Recently Listed with Virtual Tour
1 of 32
$255,000
3

Beds

2.0

Baths

1,109

Sq.Ft.

3425 COVE COURT E

Winter Haven, FL

Courtesy of EXP REALTY LLC
View 430 HILLCREST DRIVE SE Winter Haven, FL MLS# L4961985
$309,000
3

Beds

2.0

Baths

1,594

Sq.Ft.

430 HILLCREST DRIVE SE

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 2122 RIVER HAWK LOOP Winter Haven, FL MLS# S5149889
$344,900
4

Beds

2.0

Baths

1,741

Sq.Ft.

2122 RIVER HAWK LOOP

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 508 CODY CALEB DRIVE Winter Haven, FL MLS# TB8508208
$340,000
5

Beds

3.0

Baths

2,460

Sq.Ft.

508 CODY CALEB DRIVE

Winter Haven, FL

Courtesy of EPIQUE REALTY, INC.
View 6268 BOTTICELLA BOULEVARD Winter Haven, FL MLS# O6407587
  • New Construction with Virtual Tour
1 of 27
$252,490
4

Beds

2.1

Baths

1,880

Sq.Ft.

6268 BOTTICELLA BOULEVARD

Winter Haven, FL

Courtesy of LENNAR REALTY
View 419 AVENUE M NE Winter Haven, FL MLS# TB8507931
  • Recently Listed with Virtual Tour
1 of 17
$249,999
3

Beds

2.0

Baths

1,232

Sq.Ft.

419 AVENUE M NE

Winter Haven, FL

Courtesy of FLAT FEE MLS REALTY
View 3920 GIORGIO DRIVE Winter Haven, FL MLS# TB8505616
  • New Construction with Virtual Tour
1 of 6
$335,090
4

Beds

2.0

Baths

1,840

Sq.Ft.

3920 GIORGIO DRIVE

Winter Haven, FL

Courtesy of MERITAGE HOMES OF FL REALTY
View 222 TERRANOVA BOULEVARD Winter Haven, FL MLS# TB8508353
$295,000
4

Beds

3.0

Baths

2,089

Sq.Ft.

222 TERRANOVA BOULEVARD

Winter Haven, FL

Courtesy of COASTAL PROPERTIES GROUP INTER

About Winter Haven

Listings in Winter Haven, FL

1,171

Estimated median home price

$289,900
Winter Haven FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Haven, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Haven, FL.

Homes for Sale by Price in Winter Haven, FL

PriceCount
$0 - 100K65
$100K - 200K183
$200K - 300K424
$300K - 400K319
$400K - 500K86
$500K - 600K25
$600K - 700K14
$700K - 800K20
$800K - 900K5
$900K - 1M5
$1M - Max25

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family866
Townhouse26
Condo67
Commercial23
Rental215
Lots and Land74
Condo/Town/CoOp0
CoOp0
Multi Family13
Mobile Home98
Farms0

(Data as of 6/1/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) program of The Fort Lauderdale Board of Realtors. Real estate listings held by firms other than Weichert Realtors, include the Listing Broker’s Firm Name.

The information being provided is 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.

Data is updated as of 6/1/2026.

Copyright 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.

The information being provided is 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.

The information being provided is 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.

Data is updated as of 6/1/2026.

The information being provided is 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.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is 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.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

The information being provided is 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.

Data is updated as of 6/1/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. 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 for consumer 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.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 6/1/2026.