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3 beds New construction With a pool

4 Bedroom Homes in Winter Haven, FL

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24 of 204 Listings

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24 of 204 Listings

Price Reduced47

4 Bedroom Homes in Winter Haven, FL — Page 2

204 listings

4 Bedroom Homes in Winter Haven, FL

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24 of 204 Listings

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4 Bedroom Homes in Winter Haven, FL

24 of 204 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced47

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$225,000

4 bd · 2 ba · 1,359 sqft

3708 Coffman Dr, Winter Haven, FL

Kevin Johnson · CENTURY 21 EDGE

20Active

$293,000

4 bd · 2 ba · 1,978 sqft

3785 Giorgio Dr, Winter Haven, FL

Laura Petersen · YOUR HOME SOLD GUARANTEED REALTY

Price Reduced31Active

$369,900

4 bd · 3 ba · 2,189 sqft

822 17th Ter NE, Winter Haven, FL

Jason Stone · BHHS FLORIDA PROPERTIES GROUP

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

26Active

$290,000

4 bd · 2 ba · 1,688 sqft

4856 Summerfield Cir, Winter Haven, FL

Jared Lippelgoos · COLDWELL BANKER REALTY

67Active

$349,900

4 bd · 2 ba · 1,874 sqft

456 Adriel Ave, Winter Haven, FL

Chris Loschiavo · RE/MAX HERITAGE PROFESSIONALS

6Active

$336,970

4 bd · 2 ba · 1,840 sqft

3921 Giorgio Dr, Winter Haven, FL

Bryan Sumner · MERITAGE HOMES OF FL REALTY

6Active

$329,090

4 bd · 2 ba · 1,840 sqft

3761 Giorgio Dr, Winter Haven, FL

Bryan Sumner · MERITAGE HOMES OF FL REALTY

19Active

$338,000

4 bd · 2 ba · 2,004 sqft

604 Sarner Pass Way, Winter Haven, FL

Janet Latorre · LPT REALTY, LLC

38Active

$259,000

4 bd · 2 ba · 1,746 sqft

1333 Lucerne Loop Rd NE, Winter Haven, FL

Brad Martin · BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY

Price Reduced27Active

$344,990

4 bd · 2 ba · 1,814 sqft

815 Andrew St, Winter Haven, FL

Adam Schott · DRB GROUP REALTY, LLC

16Active

$339,000

4 bd · 2 ba · 1,867 sqft

507 Short Ln, Winter Haven, FL

Janet Latorre · LPT REALTY, LLC

17Active

$299,000

4 bd · 2 ba · 1,617 sqft

624 Sarner Pass Way, Winter Haven, FL

Yudelka Perez · THE ELITE REALTY EXPERIENCE

52Active

$370,000

4 bd · 3 ba · 2,200 sqft

754 Santa Maria Dr, Winter Haven, FL

Marti Sutton · CENTURY 21 WATSON & MYERS REALTY

65Active

$379,000

4 bd · 2 ba · 2,011 sqft

2112 Avenue C SW, Winter Haven, FL

Katherine Montana - De Jesus · KELLER WILLIAMS REALTY SMART 1

27Active

$279,900

4 bd · 2 ba · 1,500 sqft

1020 Cambridge Dr, Winter Haven, FL

Tatiana Jorge · CAPITAL HOMES INC

16Active

$325,990

4 bd · 2 ba · 2,034 sqft

380 Lake Smart Cir, Winter Haven, FL

Sinnia Calderon LLC · OLYMPUS EXECUTIVE REALTY INC

Price Reduced25Active

$299,000

4 bd · 3 ba · 2,093 sqft

1228 Tyler Loop, Winter Haven, FL

Leann Bandy · PMI ARRICO REALTY AND PRTP MGT

Price Reduced32Active

$379,000

4 bd · 2 ba · 1,687 sqft

437 Broward Ter, Winter Haven, FL

Laura Schmidt · BHHS FLORIDA PROPERTIES GROUP

59Active

$379,999

4 bd · 3 ba · 2,034 sqft

1069 Sandpiper Loop, Winter Haven, FL

Tony Saccaro · REAL BROKER, LLC

Price ReducedOpen house Sat, Oct 10 · 11:00 AM46Active

$383,000

4 bd · 3 ba · 2,468 sqft

1380 S Lake Roy Dr, Winter Haven, FL

David Small · KELLER WILLIAMS REALTY SMART 1

59Active

$309,900

4 bd · 3 ba · 1,933 sqft

1334 Diego Ter, Winter Haven, FL

Anna Kostenko · KELLER WILLIAMS REALTY AT THE LAKES

Price Reduced88Active

$465,000

4 bd · 2 ba · 2,463 sqft

405 Valley Ct, Winter Haven, FL

Cannon Kirby · ROOST REALTY GROUP LLC

39Active

$319,000

4 bd · 2 ba · 1,981 sqft

609 Lucerne Blvd, Winter Haven, FL

Christine Pasqualino · COLDWELL BANKER REALTY

Price Reduced58Active

$533,000

4 bd · 2 ba · 2,806 sqft

318 Hamilton Shores Dr NE, Winter Haven, FL

Dani Borow · KELLER WILLIAMS REALTY

1 2 3…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.