View 4750 OSPREY WAY Winter Haven, FL MLS# C7531097
  • Recently Listed with Virtual Tour
1 of 59
$305,000
4

Beds

2.0

Baths

1,986

Sq.Ft.

4750 OSPREY WAY

Winter Haven, FL

Courtesy of SOVEREIGN REAL ESTATE GROUP
View 1210 32ND STREET NW Winter Haven, FL MLS# O6444145
  • Recently Listed with Virtual Tour
1 of 36
$179,900
3

Beds

1.0

Baths

936

Sq.Ft.

1210 32ND STREET NW

Winter Haven, FL

Courtesy of MAINSTAY BROKERAGE LLC
View 1205 EAGLE POND DRIVE 1205 Winter Haven, FL MLS# S5158253
  • Recently Listed with Virtual Tour
1 of 21
$162,000
2

Beds

2.0

Baths

1,017

Sq.Ft.

1205 EAGLE POND DRIVE 1205

Winter Haven, FL

Courtesy of FLORIDA SPIRIT HOMES
The time to sell is now! THE TIME TO SELL IS NOW!
View 3948 GIORGIO DRIVE Winter Haven, FL MLS# TB8548733
  • Recently Listed with Virtual Tour
1 of 7
$259,900
3

Beds

2.0

Baths

1,483

Sq.Ft.

3948 GIORGIO DRIVE

Winter Haven, FL

Courtesy of MERITAGE HOMES OF FL REALTY
View 617 WEXFORD COURT Winter Haven, FL MLS# P4939983
$230,000
2

Beds

2.0

Baths

1,286

Sq.Ft.

617 WEXFORD COURT

Winter Haven, FL

Courtesy of TOWN & COUNTRY REAL ESTATE
View 2 CASARENA COURT Winter Haven, FL MLS# B4902381
  • Recently Listed
1 of 37
$309,900
3

Beds

3.0

Baths

2,377

Sq.Ft.

2 CASARENA COURT

Winter Haven, FL

Courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC
View 400 BAYOU ROAD Winter Haven, FL MLS# G5118252
  • Recently Listed
1 of 62
OPEN HOUSE: Saturday 9/26 10:00 AM - 1:00 PM
$258,000
3

Beds

2.0

Baths

1,277

Sq.Ft.

400 BAYOU ROAD

Winter Haven, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 823 ANDREW STREET Winter Haven, FL MLS# O6444164
  • Recently Listed with Virtual Tour
1 of 53
$365,190
4

Beds

3.0

Baths

2,061

Sq.Ft.

823 ANDREW STREET

Winter Haven, FL

Courtesy of DRB GROUP REALTY, LLC
View 306 AVENUE A WAHNETA E Winter Haven, FL MLS# TB8551383
  • Recently Listed with Virtual Tour
1 of 33
$174,500
5

Beds

2.0

Baths

1,747

Sq.Ft.

306 AVENUE A WAHNETA E

Winter Haven, FL

Courtesy of PREFERRED SHORE LLC
View 255 HAINES BOULEVARD Winter Haven, FL MLS# G5118159
$280,000
4

Beds

2.0

Baths

1,793

Sq.Ft.

255 HAINES BOULEVARD

Winter Haven, FL

Courtesy of PREFERRED RE BROKERS III
View 2796 WHISPERING TRAILS DRIVE Winter Haven, FL MLS# P4939992
$190,000
3

Beds

2.0

Baths

1,158

Sq.Ft.

2796 WHISPERING TRAILS DRIVE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 117 REBECCA DRIVE NE Winter Haven, FL MLS# O6443814
$255,000
3

Beds

2.0

Baths

1,221

Sq.Ft.

117 REBECCA DRIVE NE

Winter Haven, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 4075 BEDFORD AVENUE Winter Haven, FL MLS# P4939922
  • Recently Listed with Virtual Tour
1 of 53
$349,001
2

Beds

2.0

Baths

1,888

Sq.Ft.

4075 BEDFORD AVENUE

Winter Haven, FL

Courtesy of CENTURY 21 MYERS REALTY LAKE WALES
View 3075 CAPTAIN JAX WAY Winter Haven, FL MLS# O6443913
  • Recently Listed with Virtual Tour
1 of 26
$230,140
3

Beds

2.1

Baths

1,386

Sq.Ft.

3075 CAPTAIN JAX WAY

Winter Haven, FL

Courtesy of LENNAR REALTY
View 12 SAINT KITTS CIRCLE Winter Haven, FL MLS# L4965243
  • Recently Listed with Virtual Tour
1 of 34
$299,000
3

Beds

2.0

Baths

1,639

Sq.Ft.

12 SAINT KITTS CIRCLE

Winter Haven, FL

Courtesy of LA ROSA REALTY PRESTIGE
View 6624 WINTERSET GARDENS ROAD Winter Haven, FL MLS# O6443972
  • Recently Listed with Virtual Tour
1 of 46
$450,000
5

Beds

2.1

Baths

2,526

Sq.Ft.

6624 WINTERSET GARDENS ROAD

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 195 BLACK SKIMMER LANE Winter Haven, FL MLS# S5158102
  • Recently Listed with Virtual Tour
1 of 38
$315,000
3

Beds

2.0

Baths

1,265

Sq.Ft.

195 BLACK SKIMMER LANE

Winter Haven, FL

Courtesy of AMY INTERNATIONAL CORP
View 3933 GIORGIO DRIVE Winter Haven, FL MLS# TB8546812
  • Recently Listed with Virtual Tour
1 of 12
$286,000
3

Beds

2.0

Baths

1,695

Sq.Ft.

3933 GIORGIO DRIVE

Winter Haven, FL

Courtesy of MERITAGE HOMES OF FL REALTY
View 1995 Helena Road Winter Haven, FL MLS# 10851166
  • Recently Listed
1 of 6
$200,000
4

Beds

2.0

Baths

2,108

Sq.Ft.

1995 Helena Road

Winter Haven, FL

GeorgiaMLS
View 381 Kensington View Drive Winter Haven, FL MLS# 10851170
$140,000
3

Beds

2.0

Baths

1,819

Sq.Ft.

381 Kensington View Drive

Winter Haven, FL

GeorgiaMLS

About Winter Haven

Listings in Winter Haven, FL

1,136

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 - 100K69
$100K - 200K192
$200K - 300K422
$300K - 400K285
$400K - 500K68
$500K - 600K26
$600K - 700K21
$700K - 800K14
$800K - 900K7
$900K - 1M6
$1M - Max26

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family823
Townhouse42
Condo76
Commercial27
Rental268
Lots and Land71
Condo/Town/CoOp0
CoOp0
Multi Family12
Mobile Home84
Farms0

(Data as of 9/24/2026)

Information deemed reliable but not guaranteed.

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 9/25/2026.

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 9/25/2026.