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3 beds New construction With a pool

775 listings

Homes for Sale in Winter Haven, FL

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24 of 775 Listings

Map

24 of 775 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$350,000

4 bd · 2 ba · 2,257 sqft

817 Reflections Loop E, Winter Haven, FL

Don Jerue · KELLER WILLIAMS REALTY SMART 1

35Active

$169,900

2 bd · 2 ba · 768 sqft

5974 Foxhollow Dr, Winter Haven, FL

Nancy Rosa Cruz · TFP FLORIDA REALTY LLC

51Active

$419,000

3 bd · 3 ba · 2,613 sqft

119 Sunfish Dr, Winter Haven, FL

Carlos DeJesus · EXIT REALTY 4CORNERS

17Active

$145,999

2 bd · 1 ba · 826 sqft

213 10th Wahneta St W, Winter Haven, FL

Jennifer Daniell · J&T PROPERTY SOLUTIONS GROUP LLC

22Active

$285,000

3 bd · 2 ba · 1,515 sqft

1714 Carnostie Rd, Winter Haven, FL

Nelda Hernandez · LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

8Active

$430,000

4 bd · 2 ba · 2,489 sqft

9 Winterset Dr, Winter Haven, FL

Jennifer Perez Mojica · LPT REALTY, LLC

33Active

$210,000

2 bd · 2 ba · 1,224 sqft

2206 San Marcos Cir SE, Winter Haven, FL

Tomi Miller-Troupe · COLDWELL BANKER REALTY

29Active

$319,999

4 bd · 3 ba · 1,933 sqft

231 Hayley St, Winter Haven, FL

Vilmari Caraballo · RE/MAX ASSURED

59Active

$409,900

3 bd · 3 ba · 2,592 sqft

742 Santa Maria Dr, Winter Haven, FL

Rick Hemenway · CROSBY & ASSOCIATES, INC.

30Active

$290,000

3 bd · 2 ba · 1,720 sqft

256 Krenson Bay Loop, Winter Haven, FL

Ingrid Santaliz · MARK SPAIN REAL ESTATE

66Active

$750,000

5 bd · 4 ba · 3,611 sqft

9513 Waterford Oaks Blvd, Winter Haven, FL

David Small · KELLER WILLIAMS REALTY SMART 1

Price Reduced47Active

$225,000

4 bd · 2 ba · 1,359 sqft

3708 Coffman Dr, Winter Haven, FL

Kevin Johnson · CENTURY 21 EDGE

11Active

$240,000

3 bd · 2 ba · 1,375 sqft

923 W Lake Cannon Dr NW, Winter Haven, FL

Barbara Mollanazar · RE/MAX ALLIANCE GROUP

Price Reduced20Active

$255,200

3 bd · 2 ba · 1,449 sqft

855 Killearn Blvd, Winter Haven, FL

Blake Keathley · EVERYSTATE INC.

20Active

$293,000

4 bd · 2 ba · 1,978 sqft

3785 Giorgio Dr, Winter Haven, FL

Laura Petersen · YOUR HOME SOLD GUARANTEED REALTY

56Active

$350,000

3 bd · 3 ba · 2,006 sqft

3541 Raleigh Dr, Winter Haven, FL

Eileen Belanger · CENTURY 21 MYERS REALTY LAKE WALES

Price Reduced35Active

$449,489

6 bd · 5 ba · 3,920 sqft

464 Fish Hawk Dr, Winter Haven, FL

John Dannel · CFRP REALTY LLC

36Active

$235,000

2 bd · 2 ba · 1,308 sqft

809 Magnolia Pl, Winter Haven, FL

Laurie Nock · LPT REALTY, LLC

Price Reduced99Active

$359,500

3 bd · 2 ba · 1,833 sqft

5325 Snead Dr, Winter Haven, FL

Francis Alvarez Lopez · LA ROSA REALTY LLC

Price Reduced44Active

$225,000

2 bd · 2 ba · 1,787 sqft

1945 8th St SE, Winter Haven, FL

Kennedy Matthews · JULIE MATTHEWS GROUP LLC

Price Reduced18Active

$193,500

3 bd · 1 ba · 936 sqft

3400 Sunset Dr W, Winter Haven, FL

Kal Scarvers · SPANN & ASSOCIATES REAL ESTATE

Price Reduced31Active

$369,900

4 bd · 3 ba · 2,189 sqft

822 17th Ter NE, Winter Haven, FL

Jason Stone · BHHS FLORIDA PROPERTIES GROUP

Price Reduced26Active

$339,999

5 bd · 4 ba · 1,872 sqft

6183 Grey Heron Dr, Winter Haven, FL

Diana Acosta · TFP FLORIDA REALTY LLC

1Active

$220,000

3 bd · 2 ba · 1,522 sqft

2211 9th St NE, Winter Haven, FL

Aneesah Adams · KELLER WILLIAMS REALTY SMART 1

1…4 5 6…33

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

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

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

Foreclosures & Short Sales

55+ Community Homes

Nearby areas

ZIP codes

34747 (2,310)
34746 (1,665)
33837 (1,454)
33896 (1,129)
33844 (1,103)
34759 (925)
33897 (895)
33884 (687)

Cities

Kissimmee (2,913)
KISSIMMEE (2,856)
DAVENPORT (1,727)
Davenport (1,708)
Lakeland (1,157)
LAKELAND (1,121)
HAINES CITY (550)
Haines City (549)

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

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.

Winter Haven, FL Homes for Sale — Page 5 | Realty.com

Nearby areas

ZIP codes

34747 (2,310)
34746 (1,665)
33837 (1,454)
33896 (1,129)
33844 (1,103)
34759 (925)
33897 (895)
33884 (687)

Cities

Kissimmee (2,913)
KISSIMMEE (2,856)
DAVENPORT (1,727)
Davenport (1,708)
Lakeland (1,157)
LAKELAND (1,121)
HAINES CITY (550)
Haines City (549)