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Winter Haven, FL Homes for Sale — Page 10 | 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 775 Listings

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24 of 775 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

52Active
$849,900
5 bd · 4 ba · 4,108 sqft
25 Lakewood Cswy, Winter Haven, FL
Melissa Meyer · KEENE'S POINTE REALTY
53Active
$649,900
3 bd · 4 ba · 3,020 sqft
2241 Winterset Rd, Winter Haven, FL
Scott Kline · KLINE REAL ESTATE SERVICES
Price Reduced26Active
$349,000
5 bd · 4 ba · 3,756 sqft
5604 Royal Hills Dr, Winter Haven, FL
Jeff Jones · MARK SPAIN REAL ESTATE

63Active
$1,399,900
4 bd · 3 ba · 3,309 sqft
3640 Crump Rd, Winter Haven, FL
Amy Reynolds · LOCKHART & ASSOCIATES INC
13Active
$103,000
2 bd · 2 ba · 1,260 sqft
86 Parson Dr, Winter Haven, FL
Darlene Bice · TOWN & COUNTRY REAL ESTATE
4Active
$353,290
4 bd · 3 ba · 2,029 sqft
540 Ituna Cir, Winter Haven, FL
George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL
4Active
$320,480
3 bd · 2 ba · 1,545 sqft
576 Ituna Cir, Winter Haven, FL
George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL
31Active
$295,000
4 bd · 3 ba · 1,874 sqft
1370 Salisbury Dr, Winter Haven, FL
Veronica Li · RATIO REAL ESTATE, LLC
48Active
$269,000
3 bd · 2 ba · 1,144 sqft
153 Browning Cir, Winter Haven, FL
Kimberly Jones · RE/MAX HERITAGE PROFESSIONALS
12Active
$75,000
2 bd · 2 ba · 864 sqft
187 Sweet Cir, Winter Haven, FL
Darlene Bice · TOWN & COUNTRY REAL ESTATE
Price Reduced46Active
$294,500
4 bd · 2 ba · 2,012 sqft
5638 Royal Hills St, Winter Haven, FL
Brenda J Quinn · QUINN & COMPANY REALTORS, LLC
30Active
$949,000
4 bd · 3 ba · 3,483 sqft
694 Lake Otis Dr SE, Winter Haven, FL
Steve Lockhart · LOCKHART & ASSOCIATES INC
Price Reduced59Active
$759,900
4 bd · 3 ba · 3,648 sqft
9469 Waterford Oaks Dr, Winter Haven, FL
Zach Zehnder · KELLER WILLIAMS ST PETE REALTY
30Active
$330,000
4 bd · 3 ba · 2,836 sqft
5888 Windridge Dr, Winter Haven, FL
Danique Haywood · MARK SPAIN REAL ESTATE
33Active
$345,000
4 bd · 2 ba · 1,989 sqft
1425 Engelberg St, Winter Haven, FL
Jacqueline Mazurowski · KELLER WILLIAMS REALTY SMART 1
20Active
$259,900
3 bd · 2 ba · 1,317 sqft
3329 Fox Ridge Dr, Winter Haven, FL
Robert Salmons · ENTERA REALTY LLC
59Active
$239,900
3 bd · 2 ba · 1,180 sqft
701 Magnolia Pl, Winter Haven, FL
Michael Stone · THE STONES REAL ESTATE FIRM
Price Reduced53Active
$345,000
4 bd · 3 ba · 2,300 sqft
662 Eagle Landing Blvd, Winter Haven, FL
Ingrid Reyes · LA ROSA REALTY PRESTIGE
Price Reduced26Active
$309,900
4 bd · 3 ba · 2,004 sqft
506 Clayton Cir, Winter Haven, FL
Anne Halbert · LIVE FLORIDA REALTY
Price Reduced20Active
$239,900
3 bd · 2 ba · 1,393 sqft
3735 Imperial Dr, Winter Haven, FL
Robert Salmons · ENTERA REALTY LLC
35Active
$310,000
4 bd · 2 ba · 1,842 sqft
3695 Julius Estates Blvd, Winter Haven, FL
Eliane Hoffmann · WRA BUSINESS & REAL ESTATE
16Active
$135,000
2 bd · 2 ba · 1,073 sqft
242 Winter Ridge Blvd #242, Winter Haven, FL
Vikki Thielen · THE MARKET REALTY COMPANY
Price Reduced26Active
$249,900
3 bd · 2 ba · 1,124 sqft
214 King Rd, Winter Haven, FL
Stephie Hutton · LAKE AVENUE REALTY LLC
32Active
$299,990
4 bd · 2 ba · 2,010 sqft
5641 Royal Hills Dr, Winter Haven, FL
Gabriel Silva Andrada · FLORIDA SPIRIT HOMES

1…9 10 11…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.

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.

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

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

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)