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Apartments and Houses for Rent in Winter Haven, FL | Realty.com

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The buying timeline

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Residential
Commercial

242 listings

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242 listings

Apartments and Houses for Rent in Winter Haven, FL

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24 of 242 Listings

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24 of 242 Listings

New7

Active

$1,349/mo

2 bd · 1 ba · 895 sqft

3118 Harmon Ln #3122, Winter Haven, FL

Adan Ordonez · ADAN INVESTMENTS REAL ESTATE GROUP, PLLC

New8Active

$1,450/mo

2 bd · 2 ba · 912 sqft

395 Quentin Ave NW #397, Winter Haven, FL

Adan Ordonez · ADAN INVESTMENTS REAL ESTATE GROUP, PLLC

New23Active

$1,550/mo

2 bd · 1 ba · 915 sqft

924 Sunshine Way SW, Winter Haven, FL

CarLee Marchetti · STAR REALTY OF WINTER HAVEN

35Active

$2,295/mo

4 bd · 2 ba · 1,851 sqft

5722 Marsh Landing Dr, Winter Haven, FL

Olga Schnee-Benitez · LA ROSA REALTY KISSIMMEE

New11Active

$1,515/mo

2 bd · 1 ba · 1,232 sqft

672 Avenue B NW, Winter Haven, FL

Colbey Amspaugh · COLBEY AMSPAUGH LICENSED REAL ESTATE BROKER

47Active

$2,400/mo

4 bd · 3 ba · 1,746 sqft

3107 Laurel Oak Lane, Winter Haven, FL

TATA Rojas · TBO REAL ESTATE PARTNERS INC

New12Active

$1,600/mo

2 bd · 2 ba · 1,172 sqft

2245 Firestone Pl, Winter Haven, FL

April Bowen · LAKE AVENUE REALTY LLC

New9Active

$1,300/mo

2 bd · 1 ba · 1,007 sqft

2360 Lake Dr NW #1, Winter Haven, FL

Christin Davis · PROPERTY MANAGEMENT OF POLK

New15Active

$1,800/mo

3 bd · 2 ba · 1,426 sqft

239 Oleander St, Winter Haven, FL

EJ Jimenez · KELLER WILLIAMS ADVANTAGE III

15Active

$1,900/mo

3 bd · 2 ba · 2,109 sqft

1236 Tyler Loop, Winter Haven, FL

Tania Gomez de Ospina · NAIM REAL ESTATE LLC

Price Reduced10Active

$1,900/mo

4 bd · 3 ba · 1,933 sqft

931 Harold Pass, Winter Haven, FL

DERRICK LAMONT ALLEN JR · ALIGN RIGHT REALTY HORIZONS

13Active

$1,900/mo

4 bd · 2 ba · 1,852 sqft

5746 Marsh Landing Dr, Winter Haven, FL

Andrea Munoz · MOSAIC PARTNERS GROUP

20Active

$2,800/mo

3 bd · 2 ba · 1,300 sqft

1569 S Lake Shipp Dr, Winter Haven, FL

Joe Baker, Jr · NATIVE PALM PROPERTIES LLC

42Active

$2,600/mo

3 bd · 3 ba · 2,200 sqft

465 Fish Hawk Dr, Winter Haven, FL

Joshua Starnes · EXP REALTY LLC

18Active

$2,500/mo

6 bd · 3 ba · 2,464 sqft

2142 Chris Dr, Winter Haven, FL

Jessyka Dos Santos · WRA BUSINESS & REAL ESTATE

15Active

$1,400/mo

3 bd · 1 ba · 936 sqft

3214 Avenue Q NW, Winter Haven, FL

Christin Davis · PROPERTY MANAGEMENT OF POLK

54Active

$1,900/mo

3 bd · 2 ba · 1,692 sqft

3427 Lakeview Dr, Winter Haven, FL

Sandy Giff · GIFF GROUP SELLS HOMES

30Active

$2,150/mo

3 bd · 2 ba · 1,734 sqft

3094 Laurel Oak Ln, Winter Haven, FL

Carolina Inacio Culp · WRA BUSINESS & REAL ESTATE

18Active

$1,500/mo

2 bd · 1 ba · 912 sqft

2025 4th St NE, Winter Haven, FL

Leann Bandy · PMI ARRICO REALTY AND PRTP MGT

25Active

$1,800/mo

2 bd · 2 ba · 1,077 sqft

689 NW Lake Howard Dr #3B, Winter Haven, FL

Buffy Barrott · RESIDENTIAL MATCHMAKERS LLC

9Active

$1,200/mo

2 bd · 2 ba · 936 sqft

3409 Avenue R NW #C, Winter Haven, FL

Rick Sein · REALSOURCE PROPERTY MANGNT LLC

21Active

$2,300/mo

4 bd · 3 ba · 1,874 sqft

1926 Sarah St, Winter Haven, FL

Veronica Martinez · MY REALTY GROUP, LLC.

21Active

$1,995/mo

3 bd · 2 ba · 1,690 sqft

1110 Star Ruby Ln, Winter Haven, FL

Nomar Rosa · LPT REALTY, LLC

1Active

$1,450/mo

2 bd · 2 ba · 1,260 sqft

5850 Cypress Gardens Blvd #608, Winter Haven, FL

Carmen Torres Berra · LEVO REAL ESTATE LLC

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Listing data & MLS disclosures

realMLS (Northeast Florida Multiple Listing Service): IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by NEFMLS.
Listing information ©2026 Northeast Florida Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-10-27 20:39:49 UTC
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

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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

realMLS (Northeast Florida Multiple Listing Service): IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by NEFMLS.
Listing information ©2026 Northeast Florida Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-10-27 20:39:49 UTC
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