View 105 BYRON PLACE Winter Haven, FL MLS# L4964012
  • Virtual Tour
1 of 59
$285,000
4

Beds

2.0

Baths

1,836

Sq.Ft.

105 BYRON PLACE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 348 TERRANOVA BOULEVARD Winter Haven, FL MLS# O6430310
$165,000
Studio

Beds

0.0

Baths

348 TERRANOVA BOULEVARD

Winter Haven, FL

View 4234 ROLLING OAKS DRIVE Winter Haven, FL MLS# P4939511
  • Adult Community with Virtual Tour
1 of 76
$139,900
2

Beds

2.0

Baths

1,804

Sq.Ft.

4234 ROLLING OAKS DRIVE

Winter Haven, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 2824 SAN MARCO WAY Winter Haven, FL MLS# A4702088
$225,000
3

Beds

2.0

Baths

2,006

Sq.Ft.

2824 SAN MARCO WAY

Winter Haven, FL

View 345 24TH STREET NW 1 Winter Haven, FL MLS# O6430814
  • Recently Listed with Virtual Tour
1 of 51
$130,000
2

Beds

2.0

Baths

942

Sq.Ft.

345 24TH STREET NW 1

Winter Haven, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 1124 SAWGRASS DRIVE Winter Haven, FL MLS# P4939422
  • Adult Community with Virtual Tour
1 of 71
$355,000
3

Beds

2.0

Baths

1,917

Sq.Ft.

1124 SAWGRASS DRIVE

Winter Haven, FL

Courtesy of LAKE ASHTON REALTY INC.
View 503 SWEET BAY CIRCLE Winter Haven, FL MLS# L4963852
$229,900
2

Beds

2.0

Baths

1,090

Sq.Ft.

503 SWEET BAY CIRCLE

Winter Haven, FL

Courtesy of THE STONES REAL ESTATE FIRM
View 4134 BEDFORD AVENUE Winter Haven, FL MLS# L4963982
  • Adult Community with Virtual Tour
1 of 32
$309,000
3

Beds

2.0

Baths

1,941

Sq.Ft.

4134 BEDFORD AVENUE

Winter Haven, FL

Courtesy of KELLER WILLIAMS REALTY SMART 1
View 3972 GIORGIO DRIVE Winter Haven, FL MLS# TB8534558
$315,000
4

Beds

2.1

Baths

2,168

Sq.Ft.

3972 GIORGIO DRIVE

Winter Haven, FL

View 24 FLAMINGO BOULEVARD Winter Haven, FL MLS# S5154988
$235,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

24 FLAMINGO BOULEVARD

Winter Haven, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 5386 SAN PIETRO DRIVE Winter Haven, FL MLS# TB8535232
  • New Construction with Virtual Tour
1 of 25
$329,499
4

Beds

2.1

Baths

2,226

Sq.Ft.

5386 SAN PIETRO DRIVE

Winter Haven, FL

View 5382 SAN PIETRO DRIVE Winter Haven, FL MLS# TB8535234
  • New Construction with Virtual Tour
1 of 30
$354,999
5

Beds

3.0

Baths

2,470

Sq.Ft.

5382 SAN PIETRO DRIVE

Winter Haven, FL

View 5390 SAN PIETRO DRIVE Winter Haven, FL MLS# TB8535230
  • New Construction with Virtual Tour
1 of 34
$389,499
5

Beds

3.0

Baths

3,016

Sq.Ft.

5390 SAN PIETRO DRIVE

Winter Haven, FL

View 0 Cypress Gardens Boulevard Winter Haven, FL MLS# B26061040
$1,100,000
61,133

Sq.Ft.

0 Cypress Gardens Boulevard

Winter Haven, FL

View 3018 ROYAL TERN DRIVE Winter Haven, FL MLS# S5153630
$279,998
3

Beds

2.0

Baths

1,690

Sq.Ft.

3018 ROYAL TERN DRIVE

Winter Haven, FL

Courtesy of LARIMAR REALTY
View 819 ANDREW STREET Winter Haven, FL MLS# O6430000
  • New Construction
1 of 2
$399,990
4

Beds

3.0

Baths

2,061

Sq.Ft.

819 ANDREW STREET

Winter Haven, FL

Courtesy of DRB GROUP REALTY, LLC
View 419 SAINT ANNS DRIVE Winter Haven, FL MLS# L4963974
$299,900
3

Beds

2.0

Baths

1,505

Sq.Ft.

419 SAINT ANNS DRIVE

Winter Haven, FL

Courtesy of UNITED COUNTRY SMITH & ASSOCIATES
View 489 VILLAGE CIRCLE SW Winter Haven, FL MLS# TB8534615
  • Adult Community with Virtual Tour
1 of 31
$150,000
2

Beds

2.0

Baths

1,008

Sq.Ft.

489 VILLAGE CIRCLE SW

Winter Haven, FL

View 7158 SUMMIT PLACE Winter Haven, FL MLS# P4939488
$299,000
3

Beds

2.0

Baths

1,833

Sq.Ft.

7158 SUMMIT PLACE

Winter Haven, FL

View 235 6TH STREET NW 205 Winter Haven, FL MLS# P4939489
$149,500
2

Beds

1.0

Baths

873

Sq.Ft.

235 6TH STREET NW 205

Winter Haven, FL

About Winter Haven

Listings in Winter Haven, FL

1,166

Estimated median home price

$284,990
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 - 100K71
$100K - 200K180
$200K - 300K435
$300K - 400K304
$400K - 500K72
$500K - 600K32
$600K - 700K17
$700K - 800K12
$800K - 900K9
$900K - 1M6
$1M - Max28

Homes for Sale by Type in Winter Haven, FL

Property TypeCount
Single Family864
Townhouse43
Condo65
Commercial27
Rental233
Lots and Land76
Condo/Town/CoOp0
CoOp0
Multi Family12
Mobile Home79
Farms0

(Data as of 8/30/2026)

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 9/1/2026.

Data is updated as of 9/1/2026.

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 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 9/1/2026.