1,011 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 1217 MICHELANGELO LANE Winter Haven, FL MLS# TB8555615
$399,999
4

Beds

3.1

Baths

2,960

Sq.Ft.

1217 MICHELANGELO LANE

Winter Haven, FL

Courtesy of HOMESMART
View 106 JARDIN LANE Winter Haven, FL MLS# L4958336
$399,900
3

Beds

2.0

Baths

2,319

Sq.Ft.

106 JARDIN LANE

Winter Haven, FL

Courtesy of THE STONES REAL ESTATE FIRM
View 4132 MARTINDALE LOOP Winter Haven, FL MLS# L4963446
  • Adult Community with Virtual Tour
1 of 60
$399,900
4

Beds

3.0

Baths

1,894

Sq.Ft.

4132 MARTINDALE LOOP

Winter Haven, FL

Courtesy of TRADE WINDS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 427 W LAKE ELBERT DR NE Winter Haven, FL MLS# P4940340
  • Recently Listed with Virtual Tour
1 of 61
$399,900
3

Beds

3.0

Baths

1,867

Sq.Ft.

427 W LAKE ELBERT DR NE

Winter Haven, FL

Courtesy of ASSOCIATE REALTY
View 280 SANTA ROSA DRIVE Winter Haven, FL MLS# L4964337
$399,500
3

Beds

2.0

Baths

2,251

Sq.Ft.

280 SANTA ROSA DRIVE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 737 W CENTRAL AVENUE Winter Haven, FL MLS# P4935050
$399,000
2,510

Sq.Ft.

737 W CENTRAL AVENUE

Winter Haven, FL

Courtesy of LOCKHART & ASSOCIATES INC
View 1114 BRIMSTONE CIRCLE Winter Haven, FL MLS# O6392519
$399,000
4

Beds

3.0

Baths

2,476

Sq.Ft.

1114 BRIMSTONE CIRCLE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 139 WODEN WAY Winter Haven, FL MLS# P4938404
  • Virtual Tour
1 of 61
$399,000
4

Beds

3.1

Baths

2,766

Sq.Ft.

139 WODEN WAY

Winter Haven, FL

Courtesy of FLORIDA HOME CHOICE REALTY
View 1061 SAWGRASS DRIVE Winter Haven, FL MLS# L4963110
  • Adult Community with Virtual Tour
1 of 52
$399,000
3

Beds

2.0

Baths

2,069

Sq.Ft.

1061 SAWGRASS DRIVE

Winter Haven, FL

Courtesy of ROOST REALTY GROUP LLC
View 6704 WINTERSET GARDENS ROAD Winter Haven, FL MLS# S5153946
$399,000
3

Beds

2.0

Baths

2,418

Sq.Ft.

6704 WINTERSET GARDENS ROAD

Winter Haven, FL

Courtesy of Saint Cloud - WEICHERT, REALTORS® - Hallmark Properties
View 300 GREENFIELD ROAD Winter Haven, FL MLS# P4939591
$399,000
4

Beds

2.1

Baths

2,350

Sq.Ft.

300 GREENFIELD ROAD

Winter Haven, FL

Courtesy of THE K TEAM REAL ESTATE SERVICES LLC
View 344 RUBY LAKE LOOP Winter Haven, FL MLS# S5156261
$399,000
4

Beds

2.0

Baths

2,215

Sq.Ft.

344 RUBY LAKE LOOP

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 6240 PINEHURST LOOP Winter Haven, FL MLS# P4940234
  • Adult Community with Virtual Tour
1 of 73
$399,000
3

Beds

2.0

Baths

2,057

Sq.Ft.

6240 PINEHURST LOOP

Winter Haven, FL

Courtesy of LAKE ASHTON REALTY INC.
View 1151 CAREFREE COVE DRIVE Winter Haven, FL MLS# TB8562206
$399,000
3

Beds

2.0

Baths

1,734

Sq.Ft.

1151 CAREFREE COVE DRIVE

Winter Haven, FL

Courtesy of HOMECOIN.COM
View 2232 LABRADOR LOOP Winter Haven, FL MLS# W7888136
  • New Construction with Virtual Tour
1 of 22
$395,470
4

Beds

2.1

Baths

2,797

Sq.Ft.

2232 LABRADOR LOOP

Winter Haven, FL

Courtesy of MALTBIE REALTY GROUP
View 953 CAMBRIDGE DRIVE Winter Haven, FL MLS# O6386825
$395,000
4

Beds

2.1

Baths

2,364

Sq.Ft.

953 CAMBRIDGE DRIVE

Winter Haven, FL

Courtesy of REAL BROKER, LLC
View 3890 BEDFORD AVENUE Winter Haven, FL MLS# L4961088
  • Adult Community with Virtual Tour
1 of 68
$395,000
4

Beds

3.0

Baths

2,322

Sq.Ft.

3890 BEDFORD AVENUE

Winter Haven, FL

Courtesy of DREAM REALTY GROUP
View 1826 6TH STREET SE Winter Haven, FL MLS# P4939228
$395,000
4

Beds

3.0

Baths

2,112

Sq.Ft.

1826 6TH STREET SE

Winter Haven, FL

Courtesy of LA ROSA REALTY PRESTIGE
View 4162 ROBERTA DRIVE Winter Haven, FL MLS# O6435392
$394,999
5

Beds

3.1

Baths

2,905

Sq.Ft.

4162 ROBERTA DRIVE

Winter Haven, FL

Courtesy of REAL BROKER, LLC
View 742 SANTA MARIA DRIVE Winter Haven, FL MLS# P4939917
$394,900
3

Beds

3.0

Baths

2,592

Sq.Ft.

742 SANTA MARIA DRIVE

Winter Haven, FL

Courtesy of CROSBY & ASSOCIATES, INC.

About Winter Haven

Listings in Winter Haven, FL

1,096

Estimated median home price

$280,000
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 - 100K59
$100K - 200K190
$200K - 300K409
$300K - 400K278
$400K - 500K64
$500K - 600K24
$600K - 700K14
$700K - 800K18
$800K - 900K4
$900K - 1M7
$1M - Max29

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family797
Townhouse47
Condo72
Commercial22
Rental257
Lots and Land69
Condo/Town/CoOp0
CoOp0
Multi Family10
Mobile Home77
Farms0

(Data as of 11/15/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

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 data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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 11/15/2026.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of Georgia MLS. Real estate listings held by brokerage firms other than Weichert's are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

© 2026 Georgia MLS. All rights reserved

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 11/15/2026.