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Winter Haven, FL Homes for Sale — Page 8 | Realty.com

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3 beds New construction With a pool

Homes for Sale in Winter Haven, FL

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24 of 1,549 Listings

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24 of 1,549 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

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
6Active
$329,090
4 bd · 2 ba · 1,840 sqft
3761 Giorgio Drive, Winter Haven, FL
Bryan Sumner · MERITAGE HOMES OF FL REALTY

31Active
$379,900
4 bd · 3 ba · 2,189 sqft
822 17th Terrace NE, Winter Haven, FL
Jason Stone · BHHS FLORIDA PROPERTIES GROUP
Price Reduced18Active
$194,500
3 bd · 1 ba · 936 sqft
3400 Sunset Drive W, Winter Haven, FL
Kal Scarvers · SPANN & ASSOCIATES REAL ESTATE
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 Reduced31Active
$369,900
4 bd · 3 ba · 2,189 sqft
822 17th Ter NE, Winter Haven, FL
Jason Stone · BHHS FLORIDA PROPERTIES GROUP
67Active
$349,900
4 bd · 2 ba · 1,874 sqft
456 Adriel Avenue, Winter Haven, FL
Chris Loschiavo · RE/MAX HERITAGE PROFESSIONALS
6Active
$336,970
4 bd · 2 ba · 1,840 sqft
3921 Giorgio Drive, Winter Haven, FL
Bryan Sumner · MERITAGE HOMES OF FL REALTY
Price Reduced16Active
$99,000
2 bd · 2 ba · 823 sqft
628 Pavare Court 1, Winter Haven, FL
Steven Koleno · BEYCOME OF FLORIDA LLC
Price Reduced26Active
$339,999
5 bd · 4 ba · 1,872 sqft
6183 Grey Heron Dr, Winter Haven, FL
Diana Acosta · TFP FLORIDA REALTY LLC
Price Reduced18Active
$193,500
3 bd · 1 ba · 936 sqft
3400 Sunset Dr W, Winter Haven, FL
Kal Scarvers · SPANN & ASSOCIATES REAL ESTATE
26Active
$340,000
5 bd · 4 ba · 1,872 sqft
6183 Grey Heron Drive, Winter Haven, FL
Diana Acosta · TFP FLORIDA REALTY LLC
26Active
$290,000
4 bd · 2 ba · 1,688 sqft
4856 Summerfield Circle, Winter Haven, FL
Jared Lippelgoos · COLDWELL BANKER REALTY
1Active
$220,000
3 bd · 2 ba · 1,522 sqft
2211 9th Street NE, Winter Haven, FL
Aneesah Adams · KELLER WILLIAMS REALTY SMART 1
Price Reduced44Active
$225,000
2 bd · 2 ba · 1,787 sqft
1945 8th Street SE, Winter Haven, FL
Kennedy Matthews · JULIE MATTHEWS GROUP 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
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
7Active
$347,000
5 bd · 4 ba · 2,701 sqft
2639 San Marco Way, Winter Haven, FL
Don Jerue · KELLER WILLIAMS REALTY SMART 1
32Active
$165,000
2 bd · 2 ba · 1,014 sqft
6204 Knotty Pine Drive SE, Winter Haven, FL
Susan Brown · COLDWELL BANKER REALTY
8Active
$185,000
3 bd · 2 ba · 1,151 sqft
310 Ogden St, Winter Haven, FL
Cesar Estrada, PA · EXP REALTY LLC

1…7 8 9…65

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

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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.

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.

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

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.

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)