View 349 RUBY LAKE LOOP Winter Haven, FL MLS# L4955628
$469,000
4

Beds

3.0

Baths

2,374

Sq.Ft.

349 RUBY LAKE LOOP

Winter Haven, FL

Courtesy of EXP REALTY LLC
View 6165 PEBBLE BEACH BOULEVARD Winter Haven, FL MLS# P4937082
  • Adult Community with Virtual Tour
1 of 99
$469,000
3

Beds

2.0

Baths

2,045

Sq.Ft.

6165 PEBBLE BEACH BOULEVARD

Winter Haven, FL

Courtesy of GLOBAL LIFESTYLE LLC
View 10 JIMMY LEE ROAD Winter Haven, FL MLS# P4937095
$468,000
3

Beds

2.0

Baths

1,680

Sq.Ft.

10 JIMMY LEE ROAD

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
The time to sell is now! THE TIME TO SELL IS NOW!
View 1151 CAREFREE COVE DRIVE Winter Haven, FL MLS# TB8450979
$465,000
3

Beds

2.0

Baths

1,734

Sq.Ft.

1151 CAREFREE COVE DRIVE

Winter Haven, FL

Courtesy of HOMECOIN.COM
View 240 SANTA ROSA DRIVE Winter Haven, FL MLS# L4958092
  • Recently Listed with Virtual Tour
1 of 35
$462,900
4

Beds

2.1

Baths

2,850

Sq.Ft.

240 SANTA ROSA DRIVE

Winter Haven, FL

Courtesy of LIVE FLORIDA REALTY
View 1731 UPLAND LANE Winter Haven, FL MLS# W7880471
  • New Construction with Virtual Tour
1 of 16
$460,675
4

Beds

3.0

Baths

2,551

Sq.Ft.

1731 UPLAND LANE

Winter Haven, FL

Courtesy of MALTBIE REALTY GROUP
View 3221 LA SALLE STREET Winter Haven, FL MLS# P4936531
$459,000
4

Beds

3.0

Baths

2,748

Sq.Ft.

3221 LA SALLE STREET

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 707 HERITAGE DRIVE NE Winter Haven, FL MLS# O6366436
$459,000
3

Beds

2.0

Baths

2,450

Sq.Ft.

707 HERITAGE DRIVE NE

Winter Haven, FL

Courtesy of PRIMEFIT PROPERTIES LLC
View 1908 CROSSROADS BOULEVARD Winter Haven, FL MLS# P4935563
$454,900
4

Beds

3.0

Baths

2,781

Sq.Ft.

1908 CROSSROADS BOULEVARD

Winter Haven, FL

Courtesy of CENTURY 21 MYERS REALTY
View MOUNTAIN LAKE CUT OFF ROAD Winter Haven, FL MLS# O6265790
$450,000
Studio

Beds

0.0

Baths

MOUNTAIN LAKE CUT OFF ROAD

Winter Haven, FL

Courtesy of EXP REALTY LLC
View 1610 1ST STREET S Winter Haven, FL MLS# O6357668
$450,000
1,092

Sq.Ft.

1610 1ST STREET S

Winter Haven, FL

Courtesy of PARK PLACE REAL ESTATE
View ISLAND WAY Winter Haven, FL MLS# L4957543
  • Virtual Tour
1 of 31
$450,000
Studio

Beds

0.0

Baths

ISLAND WAY

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 1724 2ND STREET NW D Winter Haven, FL MLS# L4957728
$450,000
6

Beds

3.0

Baths

2,496

Sq.Ft.

1724 2ND STREET NW D

Winter Haven, FL

Courtesy of NUGGET REALTY
View 14 PILOT PLACE Winter Haven, FL MLS# P4935800
  • Virtual Tour
1 of 73
$449,900
4

Beds

3.1

Baths

2,723

Sq.Ft.

14 PILOT PLACE

Winter Haven, FL

Courtesy of LPT REALTY, LLC
View 724 W CENTRAL AVENUE Winter Haven, FL MLS# O6342320
$449,000
5

Beds

5.0

Baths

3,015

Sq.Ft.

724 W CENTRAL AVENUE

Winter Haven, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 108 LAKE REGION BOULEVARD N Winter Haven, FL MLS# L4957549
$449,000
4

Beds

2.1

Baths

2,495

Sq.Ft.

108 LAKE REGION BOULEVARD N

Winter Haven, FL

Courtesy of THE STONES REAL ESTATE FIRM
View 5225 PEBBLE BEACH BOULEVARD Winter Haven, FL MLS# P4936039
$448,900
3

Beds

2.0

Baths

2,031

Sq.Ft.

5225 PEBBLE BEACH BOULEVARD

Winter Haven, FL

Courtesy of LAKE ASHTON REALTY INC.
View 143 BROAD STREET Winter Haven, FL MLS# P4936067
$445,000
4

Beds

3.0

Baths

2,720

Sq.Ft.

143 BROAD STREET

Winter Haven, FL

Courtesy of COLDWELL BANKER REALTY
View 260 LAKE SMART CIRCLE Winter Haven, FL MLS# O6301547
$440,000
4

Beds

2.0

Baths

1,982

Sq.Ft.

260 LAKE SMART CIRCLE

Winter Haven, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 5332 HOGAN LANE Winter Haven, FL MLS# P4935945
  • Virtual Tour
1 of 95
$438,888
3

Beds

2.0

Baths

1,677

Sq.Ft.

5332 HOGAN LANE

Winter Haven, FL

Courtesy of GLOBAL LIFESTYLE LLC

About Winter Haven

Listings in Winter Haven, FL

1,099

Estimated median home price

$298,000
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 - 100K54
$100K - 200K171
$200K - 300K366
$300K - 400K321
$400K - 500K83
$500K - 600K21
$600K - 700K17
$700K - 800K20
$800K - 900K7
$900K - 1M8
$1M - Max31

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family798
Townhouse20
Condo69
Commercial29
Rental259
Lots and Land72
Condo/Town/CoOp0
CoOp0
Multi Family15
Mobile Home93
Farms0

(Data as of 1/1/2026)

Information deemed reliable but not guaranteed.

Data is updated as of 1/1/2026.

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.

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 1/1/2026.

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 1/1/2026.

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 1/1/2026.