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Winter Haven, FL Homes for Sale — Page 11 | Realty.com

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3 beds New construction With a pool

Homes for Sale in Winter Haven, FL

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23 of 774 Listings

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23 of 774 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

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
27Active
$150,000
3 bd · 3 ba · 1,334 sqft
2500 21st St NW #58, Winter Haven, FL
Jonalyn Davis · DALTON WADE INC

Price Reduced40Active
$180,000
3 bd · 2 ba · 1,504 sqft
6229 Knotty Pine Dr SE, Winter Haven, FL
Stacey Payne · PREFERRED REAL ESTATE BROKERS
30Active
$220,000
3 bd · 1 ba · 1,339 sqft
3462 Avenue T NW, Winter Haven, FL
Vannessa Santini · NAIM REAL ESTATE LLC
22Active
$350,000
5 bd · 3 ba · 2,254 sqft
1187 Tyler Loop, Winter Haven, FL
Othner St. Fleurose · OSF REAL ESTATE SERVICE
Price Reduced53Active
$300,000
3 bd · 2 ba · 1,597 sqft
3927 Palazzo Pl, Winter Haven, FL
Svetlana Hardwick · LPT REALTY, LLC
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
Price Reduced14Active
$195,000
2 bd · 1 ba · 840 sqft
1248 31st St NW, Winter Haven, FL
Ronnie Holloman · HOLLOMAN GORDON REALTY, INC.
33Active
$275,000
3 bd · 2 ba · 1,661 sqft
106 Majestic Gardens Ct, Winter Haven, FL
Paula Shields · HARPER REALTY FL, LLC
Price Reduced26Active
$214,990
3 bd · 3 ba · 1,386 sqft
3021 Captain Jax Way, Winter Haven, FL
Ben Goldstein · LENNAR REALTY
24Active
$320,000
3 bd · 2 ba · 1,221 sqft
6631 Thornhill Rd, Winter Haven, FL
Suzie Rudd · KELLER WILLIAMS REALTY SMART 1
Price Reduced30Active
$239,900
2 bd · 2 ba · 1,092 sqft
2608 Trinity Cir NW, Winter Haven, FL
Natalie Oldenkamp · BHHS FLORIDA PROPERTIES GROUP
38Active
$385,000
4 bd · 2 ba · 2,567 sqft
107 Sanderling Dr, Winter Haven, FL
Candace Garber · TRUDEALS REALTY CORP
Price Reduced56Active
$880,000
2 bd · 3 ba · 2,768 sqft
1019 W Lake Eloise Ter, Winter Haven, FL
Ashley Adams · HOGAN & ASSOCIATES REAL ESTATE FIRM
Price Reduced57Active
$365,000
3 bd · 2 ba · 2,123 sqft
218 Hartridge Hills Dr, Winter Haven, FL
Sinan Zakaria · LISTED SIMPLY
Price Reduced52Active
$249,900
3 bd · 2 ba · 1,256 sqft
5621 Forest Ridge Dr, Winter Haven, FL
Denise Spears · CENTURY 21 MYERS REALTY
17Active
$369,900
4 bd · 3 ba · 2,070 sqft
3035 Buckeye Pointe Dr, Winter Haven, FL
Wil Sanders · EXP REALTY LLC
Price Reduced57Active
$100,000
2 bd · 2 ba · 942 sqft
345 24th St NW #1, Winter Haven, FL
Ronnie DeCarlo · KELLER WILLIAMS CLASSIC
29Active
$320,000
3 bd · 2 ba · 1,680 sqft
408 Lanier Ln, Winter Haven, FL
Michele Perry · CHARLES RUTENBERG REALTY ORLANDO
33Active
$215,000
2 bd · 2 ba · 1,090 sqft
410 Laurel Cove Way, Winter Haven, FL
Carlos Hernandez · LPT REALTY, LLC
Price Reduced40Active
$250,000
3 bd · 2 ba · 1,743 sqft
573 Lucerne Blvd, Winter Haven, FL
Dawn Thomas LLC · KELLER WILLIAMS REALTY AT THE LAKES
Price Reduced33Active
$300,000
4 bd · 3 ba · 1,964 sqft
1166 Yumuri St, Winter Haven, FL
Francis Zipeto · KELLER WILLIAMS CLASSIC

1…10 11 12…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
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

Call Thomas

New Construction Homes

Homes with a Pool

Waterfront Homes

Foreclosures & Short Sales

55+ Community Homes

Nearby areas

ZIP codes

34747 (2,308)
34746 (1,655)
33837 (1,450)
33896 (1,137)
33844 (1,103)
34759 (922)
33897 (894)
33884 (682)

Cities

Kissimmee (5,756)
Davenport (3,437)
Lakeland (2,278)
Haines City (1,100)
Lake Wales (766)
Auburndale (504)
Bartow (267)
Lake Alfred (266)

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 (2,308)
34746 (1,655)
33837 (1,450)
33896 (1,137)
33844 (1,103)
34759 (922)
33897 (894)
33884 (682)

Cities

Kissimmee (5,756)
Davenport (3,437)
Lakeland (2,278)
Haines City (1,100)
Lake Wales (766)
Auburndale (504)
Bartow (267)
Lake Alfred (266)