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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

Price Reduced58

4 Bedroom Homes in Winter Haven, FL — Page 3

205 listings

4 Bedroom Homes in Winter Haven, FL

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24 of 205 Listings

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4 Bedroom Homes in Winter Haven, FL

24 of 205 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced58

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$533,000

4 bd · 2 ba · 2,806 sqft

318 Hamilton Shores Dr NE, Winter Haven, FL

Dani Borow · KELLER WILLIAMS REALTY

1Active

$335,924

4 bd · 2 ba · 1,919 sqft

981 Lunar Ln, Winter Haven, FL

Ed Laderer · VANTAGE PROPERTY MANAGEMENT LLC

Price Reduced19Active

$339,000

4 bd · 2 ba · 1,752 sqft

1919 19th St NW, Winter Haven, FL

Kimberly Saddler · LA ROSA REALTY PRESTIGE

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

56Active

$324,900

4 bd · 2 ba · 1,824 sqft

418 Majestic Gardens Blvd, Winter Haven, FL

Craig Burke · CRAIG BURKE REAL ESTATE GROUP, LLC

34Active

$515,000

4 bd · 3 ba · 3,024 sqft

230 Broad St, Winter Haven, FL

Katrina Maultsby · DALTON WADE INC

Price Reduced57Active

$409,000

4 bd · 2 ba · 2,215 sqft

344 Ruby Lake Loop, Winter Haven, FL

Brenda Brooks · KELLER WILLIAMS REALTY SMART 1

27Active

$319,900

4 bd · 2 ba · 1,816 sqft

501 Avenue G SE, Winter Haven, FL

Nomar Rosa · LPT REALTY, LLC

63Active

$1,399,900

4 bd · 3 ba · 3,309 sqft

3640 Crump Rd, Winter Haven, FL

Amy Reynolds · LOCKHART & ASSOCIATES INC

4Active

$353,290

4 bd · 3 ba · 2,029 sqft

540 Ituna Cir, Winter Haven, FL

George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

31Active

$295,000

4 bd · 3 ba · 1,874 sqft

1370 Salisbury Dr, Winter Haven, FL

Veronica Li · RATIO REAL ESTATE, LLC

Price Reduced46Active

$294,500

4 bd · 2 ba · 2,012 sqft

5638 Royal Hills St, Winter Haven, FL

Brenda J Quinn · QUINN & COMPANY REALTORS, LLC

30Active

$949,000

4 bd · 3 ba · 3,483 sqft

694 Lake Otis Dr SE, Winter Haven, FL

Steve Lockhart · LOCKHART & ASSOCIATES INC

Price Reduced59Active

$759,900

4 bd · 3 ba · 3,648 sqft

9469 Waterford Oaks Dr, Winter Haven, FL

Zach Zehnder · KELLER WILLIAMS ST PETE REALTY

30Active

$330,000

4 bd · 3 ba · 2,836 sqft

5888 Windridge Dr, Winter Haven, FL

Danique Haywood · MARK SPAIN REAL ESTATE

33Active

$345,000

4 bd · 2 ba · 1,989 sqft

1425 Engelberg St, Winter Haven, FL

Jacqueline Mazurowski · KELLER WILLIAMS REALTY SMART 1

Price Reduced53Active

$345,000

4 bd · 3 ba · 2,300 sqft

662 Eagle Landing Blvd, Winter Haven, FL

Ingrid Reyes · LA ROSA REALTY PRESTIGE

Price Reduced26Active

$309,900

4 bd · 3 ba · 2,004 sqft

506 Clayton Cir, Winter Haven, FL

Anne Halbert · LIVE FLORIDA REALTY

35Active

$310,000

4 bd · 2 ba · 1,842 sqft

3695 Julius Estates Blvd, Winter Haven, FL

Eliane Hoffmann · WRA BUSINESS & REAL ESTATE

32Active

$299,990

4 bd · 2 ba · 2,010 sqft

5641 Royal Hills Dr, Winter Haven, FL

Gabriel Silva Andrada · FLORIDA SPIRIT HOMES

Price Reduced31Active

$385,000

4 bd · 4 ba · 2,230 sqft

207 Avenue E SE, Winter Haven, FL

Marquita Smith · COLDWELL BANKER REALTY

Price Reduced50Active

$317,900

4 bd · 2 ba · 2,091 sqft

5852 Marsh Landing Dr, Winter Haven, FL

Cyleste Goodson · FLORIDA REAL ESTATE COMPANY

41Active

$425,000

4 bd · 3 ba · 2,350 sqft

300 Greenfield Rd, Winter Haven, FL

Cathy Kluytenaar · THE K TEAM REAL ESTATE SERVICES LLC

38Active

$385,000

4 bd · 2 ba · 2,567 sqft

107 Sanderling Dr, Winter Haven, FL

Candace Garber · TRUDEALS REALTY CORP

17Active

$369,900

4 bd · 3 ba · 2,070 sqft

3035 Buckeye Pointe Dr, Winter Haven, FL

Wil Sanders · EXP REALTY LLC

1 2 3 4…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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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.