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Winter Haven, FL Homes for Sale — Page 62 | 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

Price Reduced32Active
$280,000
3 bd · 2 ba · 1,600 sqft
3843 Eloise Estates Court, Winter Haven, FL
Lamanda Jones · CENTURY 21 WATSON & MYERS REALTY
Price Reduced19Active
$220,000
3 bd · 2 ba · 1,242 sqft
602 Taylor Blvd, Winter Haven, FL
David Small · KELLER WILLIAMS REALTY SMART 1
Price Reduced19Active
$220,000
3 bd · 2 ba · 1,242 sqft
602 Taylor Boulevard, Winter Haven, FL
David Small · KELLER WILLIAMS REALTY SMART 1

19Active
$170,380
3 bd · 2 ba · 1,448 sqft
136 Madera Drive, Winter Haven, FL
Casandra Vann · KELLER WILLIAMS REALTY SMART
19Active
$170,380
3 bd · 2 ba · 1,448 sqft
136 Madera Dr, Winter Haven, FL
Casandra Vann · KELLER WILLIAMS REALTY SMART
Price Reduced27Active
$235,000
4 bd · 2 ba · 1,253 sqft
3307 Fox Ridge Drive, Winter Haven, FL
Casandra Vann · KELLER WILLIAMS REALTY SMART
11Active
$217,000
3 bd · 2 ba · 892 sqft
3715 Avenue J NW, Winter Haven, FL
Julie Berrouet · LA ROSA REALTY PRESTIGE
Price Reduced26Active
$230,000
3 bd · 2 ba · 1,253 sqft
3307 Fox Ridge Dr, Winter Haven, FL
Casandra Vann · KELLER WILLIAMS REALTY SMART
13Active
$95,000
1 bd · 1 ba · 1,078 sqft
1100 Martinique Drive 117, Winter Haven, FL
Monique Morgan · LA ROSA REALTY LLC
13Active
$95,000
1 bd · 1 ba · 1,078 sqft
1100 Martinique Dr #117, Winter Haven, FL
Monique Morgan · LA ROSA REALTY LLC
Price Reduced71Active
$248,000
2 bd · 2 ba · 1,164 sqft
1709 Linz Ct, Winter Haven, FL
Marti Sutton · CENTURY 21 WATSON & MYERS REALTY
Price Reduced71Active
$248,000
2 bd · 2 ba · 1,164 sqft
1709 Linz Ct, Winter Haven, FL
Marti Sutton · CENTURY 21 WATSON & MYERS REALTY
Price Reduced30Active
$189,900
3 bd · 2 ba · 1,166 sqft
1997 26th St NW, Winter Haven, FL
Angela Chapman · CAPITAL REALTY GROUP FLORIDA
Price Reduced30Active
$189,900
3 bd · 2 ba · 1,166 sqft
1997 26th Street NW, Winter Haven, FL
Angela Chapman · CAPITAL REALTY GROUP FLORIDA
Price Reduced69Active
$479,000
5 bd · 3 ba · 2,006 sqft
1818 6th St SE, Winter Haven, FL
Washington Costa · GARCIA REALTY GROUP
Price Reduced69Active
$479,000
5 bd · 3 ba · 2,006 sqft
1818 6th Street SE, Winter Haven, FL
Washington Costa · GARCIA REALTY GROUP
Price Reduced39Active
$199,900
2 bd · 1 ba · 1,274 sqft
601 Avenue U NE, Winter Haven, FL
Brian Reeves · LPT REALTY, LLC
Price Reduced41Active
$253,900
3 bd · 2 ba · 1,719 sqft
3923 Baldwin Lane, Winter Haven, FL
Brian Reeves · LPT REALTY, LLC
Price Reduced41Active
$253,900
3 bd · 2 ba · 1,719 sqft
3923 Baldwin Ln, Winter Haven, FL
Brian Reeves · LPT REALTY, LLC
Price Reduced39Active
$270,000
3 bd · 2 ba · 1,666 sqft
2817 Wingfoot Ct, Winter Haven, FL
Michael Norris · NEXTHOME NORRIS & COMPANY REALTY
Price Reduced39Active
$270,000
3 bd · 2 ba · 1,666 sqft
2817 Wingfoot Court, Winter Haven, FL
Michael Norris · NEXTHOME NORRIS & COMPANY REALTY
Price Reduced39Active
$199,900
2 bd · 1 ba · 1,274 sqft
601 Avenue U NE, Winter Haven, FL
Brian Reeves · LPT REALTY, LLC
Price Reduced31Active
$219,900
2 bd · 2 ba · 1,368 sqft
14 Enclave Dr, Winter Haven, FL
Steven Smith, PA · LOCKHART & ASSOCIATES INC
Price Reduced31Active
$219,900
2 bd · 2 ba · 1,368 sqft
14 Enclave Drive, Winter Haven, FL
Steven Smith, PA · LOCKHART & ASSOCIATES INC

1…61 62 63…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

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

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)

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.