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3 beds New construction With a pool

4 Bedroom Homes in Winter Haven, FL

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24 of 205 Listings

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24 of 205 Listings

34Active

4 Bedroom Homes in Winter Haven, FL — Page 6

205 listings

4 Bedroom Homes in Winter Haven, FL

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24 of 205 Listings

Map

4 Bedroom Homes in Winter Haven, FL

24 of 205 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

34Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$339,900

4 bd · 2 ba · 1,720 sqft

1738 Hummingbird Rd, Winter Haven, FL

Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

1Active

$315,000

4 bd · 2 ba · 1,822 sqft

3530 Evening Star Dr, Winter Haven, FL

Salvador Aguilar · FAIR FEE REALTY

Price Reduced54Active

$370,000

4 bd · 3 ba · 2,413 sqft

306 Terranova Blvd, Winter Haven, FL

Andrew Duncan · LPT REALTY LLC

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced15Active

$329,900

4 bd · 4 ba · 2,227 sqft

2820 San Marco Way E, Winter Haven, FL

George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

Price Reduced9Active

$195,000

4 bd · 2 ba · 1,450 sqft

108 Edgewater Dr, Winter Haven, FL

Martineau Dimanche · INTELLIGENCE CHOICE REALTY LLC

18Active

$340,000

4 bd · 2 ba · 1,828 sqft

937 Cattleman St, Winter Haven, FL

Isabelle Maye · BHHS FLORIDA PROPERTIES GROUP

Price Reduced7Active

$279,000

4 bd · 2 ba · 1,607 sqft

3960 Giorgio Dr, Winter Haven, FL

Bryan Sumner · MERITAGE HOMES OF FL REALTY

Price Reduced35Active

$304,990

4 bd · 2 ba · 1,758 sqft

300 Meredith Blvd, Winter Haven, FL

Nancy Pruitt, PA · OLYMPUS EXECUTIVE REALTY INC

Price Reduced36Active

$326,900

4 bd · 2 ba · 1,819 sqft

2610 San Marco Way, Winter Haven, FL

Veronica Bard · LA ROSA REALTY PRESTIGE

Price Reduced15Active

$265,000

4 bd · 2 ba · 1,675 sqft

3357 Timberline Rd W, Winter Haven, FL

Steven Koleno · BEYCOME OF FLORIDA LLC

Price Reduced24Active

$379,900

4 bd · 2 ba · 1,960 sqft

301 Terranova Blvd, Winter Haven, FL

Rosa Nieves · LA ROSA REALTY KISSIMMEE

Price Reduced19Active

$294,900

4 bd · 2 ba · 1,851 sqft

996 Summer Glen Dr, Winter Haven, FL

Robert Salmons · ENTERA REALTY LLC

Price Reduced40Active

$624,900

4 bd · 4 ba · 3,050 sqft

803 Lake Jessie Dr, Winter Haven, FL

Asley Garcia · LANTES REAL ESTATE LLC

Price Reduced46Active

$329,900

4 bd · 3 ba · 2,074 sqft

4519 Rapallo Ave, Winter Haven, FL

Krystal Maddox · DALTON WADE INC

Price Reduced15Active

$315,000

4 bd · 2 ba · 1,713 sqft

3408 Costello Cir, Winter Haven, FL

Rachel Reyes · BEACH REALTORS

36Active

$379,998

4 bd · 3 ba · 1,680 sqft

215 Kilmer Ln, Winter Haven, FL

Elizabeth Rodriguez · CAISSA REALTY INVESTMENT INC

Price Reduced39Active

$324,500

4 bd · 3 ba · 1,900 sqft

1508 Majestic Ln, Winter Haven, FL

Rose Cayson · LA ROSA REALTY PRESTIGE

53Active

$550,000

4 bd · 1 ba · 2,322 sqft

409 21st St SW, Winter Haven, FL

Joni Reiter · COLDWELL BANKER REALTY

Price Reduced39Active

$299,900

4 bd · 3 ba · 2,526 sqft

5780 Lakeside Landings Blvd, Winter Haven, FL

Harley Holmes · KELLER WILLIAMS REALTY SMART 1

46Active

$344,900

4 bd · 2 ba · 1,741 sqft

2122 River Hawk Loop, Winter Haven, FL

Rodrigo Gomes De Almeida · KELLER WILLIAMS REALTY SMART 1

16Active

$185,000

4 bd · 2 ba · 1,304 sqft

505 Holt Cir, Winter Haven, FL

Melissa Victor · MMV REAL ESTATE GROUP LLC

Price Reduced13Active

$549,500

4 bd · 4 ba · 2,894 sqft

1213 Michelangelo Ln, Winter Haven, FL

Steven Koleno · BEYCOME OF FLORIDA LLC

30Active

$428,900

4 bd · 3 ba · 2,336 sqft

1757 Hummingbird Rd, Winter Haven, FL

Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

Price Reduced66Active

$304,900

4 bd · 2 ba · 2,012 sqft

1871 Emily Dr, Winter Haven, FL

Cisco Romero · REALTY OF AMERICA

1…5 6 7…9

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Winter Haven housing market

September 2026 · This period is still settling

Selling at 99.7% of asking price

Sales here are closing essentially at asking. MLS · 137 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 18, 2026

Median sale price: $270,000$207,500–$329,495 typical range
Price per sq. ft.: $161
Sales: 135
Paid in cash: 36.3%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $294,400
Homes for sale: 762
Median days on market: 48 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -18.2%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 1,632 sq. ft.

Winter Haven, FL community profile

Population: 58,351
Median income: $56,564
Housing units: 26,800
People per sq. mi.: 605.3
Area: 96.4 sq. mi.

Source: HJN community data

Explore Winter Haven homes

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New Construction Homes
Homes with a Pool
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Foreclosures & Short Sales
55+ Community Homes

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Winter Haven, FL community profile

Population: 58,351
Median income: $56,564
Housing units: 26,800
People per sq. mi.: 605.3
Area: 96.4 sq. mi.

Source: HJN community data

Winter Haven housing market

September 2026 · This period is still settling

Selling at 99.7% of asking price

Sales here are closing essentially at asking. MLS · 137 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 18, 2026

Median sale price: $270,000$207,500–$329,495 typical range
Price per sq. ft.: $161
Sales: 135
Paid in cash: 36.3%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $294,400
Homes for sale: 762
Median days on market: 48 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -18.2%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 1,632 sq. ft.