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Buy

Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

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Rentals
Commercial

116 listings

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3 beds New construction With a pool

New Construction Homes in Winter Haven, FL

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20 of 116 Listings

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20 of 116 Listings

Price Reduced32

New Construction Homes in Winter Haven, FL — Page 5

116 listings

New Construction Homes in Winter Haven, FL

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20 of 116 Listings

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New Construction Homes in Winter Haven, FL

20 of 116 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced32

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$284,990

3 bd · 2 ba · 1,680 sqft

2747 San Marco Way, Winter Haven, FL

Vilmari Caraballo · RE/MAX ASSURED

Price Reduced20Active

$214,990

3 bd · 3 ba · 1,386 sqft

3048 Captain Jax Way, Winter Haven, FL

Ben Goldstein · LENNAR REALTY

Price Reduced31Active

$364,900

5 bd · 3 ba · 2,244 sqft

1783 White Elephant Loop, Winter Haven, FL

Gayle Van Wagenen · LGI REALTY- FLORIDA, LLC

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced18Active

$339,999

4 bd · 3 ba · 2,077 sqft

5347 Mickey Ave, Winter Haven, FL

Stephanie Morales, LLC · AXEN REALTY, LLC

Price Reduced33Active

$309,999

4 bd · 3 ba · 2,226 sqft

5444 San Pietro Dr, Winter Haven, FL

Michael Human · CASA FRESCA REALTY

Open house Sun, Oct 18 · 12:00 PM30Active

$317,990

4 bd · 2 ba · 1,665 sqft

3310 White Indigo Rd, Winter Haven, FL

Paul King · DR HORTON REALTY OF CENTRAL FLORIDA LLC

Price Reduced34Active

$265,000

3 bd · 2 ba · 1,260 sqft

2362 Brassie Ct, Winter Haven, FL

Millie Brockmeyer · RE/MAX INNOVATION

Price Reduced23Active

$289,900

3 bd · 2 ba · 1,695 sqft

3777 Giorgio Dr, Winter Haven, FL

Oscar Isaac · PRIVILEGE REAL ESTATE & INVESTMENTS INC

Price Reduced19Active

$279,900

3 bd · 2 ba · 1,526 sqft

1798 White Elephant Loop, Winter Haven, FL

Gayle Van Wagenen · LGI REALTY- FLORIDA, LLC

28Active

$329,990

3 bd · 2 ba · 1,593 sqft

1726 Hummingbird Rd, Winter Haven, FL

Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

1Active

$304,016

3 bd · 2 ba · 1,447 sqft

951 Lunar Ln, Winter Haven, FL

Ed Laderer · VANTAGE PROPERTY MANAGEMENT LLC

27Active

$288,900

4 bd · 2 ba · 1,665 sqft

4160 Giorgio Dr, Winter Haven, FL

Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

16Active

$313,950

3 bd · 2 ba · 1,700 sqft

5351 Mickey Ave, Winter Haven, FL

Stephanie Morales, LLC · AXEN REALTY, LLC

Price Reduced21Active

$359,999

4 bd · 3 ba · 2,670 sqft

5331 Mickey Ave, Winter Haven, FL

Stephanie Morales, LLC · AXEN REALTY, LLC

Price Reduced7Active

$225,000

3 bd · 2 ba · 1,683 sqft

1740 2nd St NE, Winter Haven, FL

Daryl Ash, II · KELLER WILLIAMS REALTY SMART

1Active

$341,066

4 bd · 2 ba · 1,816 sqft

974 Lunar Ln, Winter Haven, FL

Ed Laderer · VANTAGE PROPERTY MANAGEMENT LLC

Price Reduced19Active

$344,999

4 bd · 3 ba · 2,077 sqft

5163 Kinsley Dr, Winter Haven, FL

Stephanie Morales, LLC · AXEN REALTY, LLC

Price ReducedOpen house Sun, Oct 18 · 12:00 PM17Active

$328,635

4 bd · 2 ba · 1,919 sqft

5147 Kinsley Dr, Winter Haven, FL

Stephanie Morales, LLC · AXEN REALTY, LLC

Price Reduced19Active

$279,900

3 bd · 2 ba · 1,526 sqft

1787 White Elephant Loop, Winter Haven, FL

Gayle Van Wagenen · LGI REALTY- FLORIDA, LLC

Price Reduced26Active

$248,000

2 bd · 2 ba · 1,164 sqft

1703 Linz Ct, Winter Haven, FL

Austin Schreiber · DGCF REALTY ADVISORS LLC

1…4 5

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 99.9% of asking price

Sales here are closing essentially at asking. MLS · 138 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 28, 2026

Median sale price: $270,000$196,000–$334,500 typical range
Price per sq. ft.: $160
Sales: 175
Paid in cash: 37.7%

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: 42 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

By price

Homes Under $100K
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2 Bedroom Homes
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Single-Family Homes
Condos
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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 99.9% of asking price

Sales here are closing essentially at asking. MLS · 138 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 28, 2026

Median sale price: $270,000$196,000–$334,500 typical range
Price per sq. ft.: $160
Sales: 175
Paid in cash: 37.7%

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: 42 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.