Apartments in Winter Haven

1 - 30 of 93 Results
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Welcome To Terra Hill Estates – Find Your Perfect Home In Winter Haven, Fl Apartment for rent in Winter Haven, FL
$1,350 - 1,450
3135 Woodhill Rd Winter Haven, FL
2 BR | Available Now
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Dog Friendly
Cat Friendly
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1
Charming Haven: 226 6th Jpv, Winter Haven, Fl 33880 Apartment for rent in Winter Haven, FL
$1,695
226 6th Jpv Winter Haven, FL
3 BR | Available Now
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House
Jan Phyl Village
34
3D Tour
Briarcrest  at Winter Haven Apartment for rent in Winter Haven, FL
$1,045 - 1,620
200 Avenue K Se Winter Haven, FL
1 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
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Luxury
Air Conditioning
17
Lakeshore Club Apartment for rent in Winter Haven, FL
$1,575 - 1,900
1300 S Lake Howard Dr Winter Haven, FL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Luxury
Covered Parking
Balcony/Deck/Patio
9
Brandywyne Apartment Homes Apartment for rent in Winter Haven, FL
$1,100 - 1,150
473 18th St Winter Haven, FL
1 BR | Available Now
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Cat Friendly
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30
3D Tour
Barrington Place At Winter Haven Apartment for rent in Winter Haven, FL
$1,165
1101 Cambridge Square Winter Haven, FL
1 BR | Jul. 15, 2025
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Dog Friendly
Cat Friendly
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Luxury
Surface Parking
13
Della Vita Apartments Apartment for rent in Winter Haven, FL
Call for Pricing
4200 Mahogany Run Winter Haven, FL
1 - 3 BR | Ask for Availability
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Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Surface Parking
7
The Landings Apartment Homes Apartment for rent in Winter Haven, FL
$1,100 - 1,360
102 Landings Way Winter Haven, FL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
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17
38 Enclave Dr Apartment for rent in Winter Haven, FL
$1,900
Winter Haven, FL
2 BR | Available Now
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61
5432 Hogan Ln Apartment for rent in Winter Haven, FL
$2,200
Winter Haven, FL
2 BR | Ask for Availability
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76
328 Corso Loop Apartment for rent in Winter Haven, FL
$1,750
Winter Haven, FL
3 BR | Ask for Availability
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14
1545 Foxridge Run Southwest Apartment for rent in Winter Haven, FL
$1,700
Winter Haven, FL
3 BR | Jul. 21, 2025
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Air Conditioning
Dishwasher
36
2207 Author Hls St Apartment for rent in Winter Haven, FL
$1,850
Winter Haven, FL
3 BR | Ask for Availability
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13
Solar Panel Home W/ Lanai And Fenced Yard! Apartment for rent in Winter Haven, FL
$1,895
171 Osprey Heights Dr Winter Haven, FL
3 BR | Ask for Availability
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House
Air Conditioning
In Unit Laundry
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16
Crestwood Dr Apartment for rent in Winter Haven, FL
$685
Winter Haven, FL
1 BR | Ask for Availability
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28
Dream Winter Haven Apartment for rent in Winter Haven, FL
$1,338 - 1,749
3800 Ave J NW Winter Haven, FL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
11
648 Lake Dexter Cir Apartment for rent in Winter Haven, FL
$1,500
Winter Haven, FL
3 BR | Ask for Availability
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House
Air Conditioning
In Unit Laundry
Dishwasher
9
1435 Axel Cir Apartment for rent in Winter Haven, FL
$2,325
Winter Haven, FL
3 BR | Available Now
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Balcony/Deck/Patio
Dishwasher
12
515 Ave J Southeast Apartment for rent in Winter Haven, FL
$1,025
Winter Haven, FL
2 BR | Ask for Availability
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12
3309 Verbena Ave Apartment for rent in Winter Haven, FL
$2,200
Winter Haven, FL
3 BR | Ask for Availability
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15
151 Mariposa St Apartment for rent in Winter Haven, FL
$1,650
Winter Haven, FL
2 BR | Available Now
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Dog Friendly
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Orchid Springs
26
$1,950
2268 Rose Blvd Winter Haven, FL
4 BR | Ask for Availability
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House
Air Conditioning
In Unit Laundry
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Eagle Crest
1
$1,299
2026 15Th St Winter Haven, FL
2 BR | Available Now
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Disability Access
93
$1,650
Winter Haven, FL
3 BR | Ask for Availability
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151
$1,600
Winter Haven, FL
3 BR | Ask for Availability
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1
$1,800
823 Summer Glen Dr Winter Haven, FL
3 BR | Available Now
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House
16
$2,200
Winter Haven, FL
3 BR | Available Now
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Dog Friendly
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House
6
$685
Winter Haven, FL
1 BR | Ask for Availability
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31
$1,200
Winter Haven, FL
2 BR | Ask for Availability
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29
$1,400
Winter Haven, FL
3 BR | Ask for Availability
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1 - 30 of 93 Results
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  2. Winter Haven

How much does it cost to rent an apartment in Winter Haven?

Winter Haven Apartments
Bed Type Average Rent Range
Studio $1,360 $1,300 - $1,460
1BR $1,350 $910 - $1,820
2BR $1,500 $1,160 - $2,260
3BR $1,640 $1,290 - $2,270
4+BR $2,300 $1,800 - $3,400

Find a Winter Haven Apartment

Winter Haven is a smaller city tucked away in Polk County. Known as the "Chain of Lakes City", winter haven is home to a modest population of 35,000. Within the official boundaries of Winter Haven, there are more than 50 lakes. Above all else, these are what the town is known for, and why so many visit here on a regular basis. The bass fishing here is among the best in the country.

Athletics are also extremely important in Winter Haven. A number of professional athletes have lived here over the years, and certain sports like baseball and water skiing are extremely important to the local community. Winter Haven was a spring training location for 80 years, from 1928 through until 2008 when the Cleveland Indians moved their training to Arizona.

When to Search

Looking during the winter is a bad idea in the aptly named Winter Haven. This is a very busy time of year for the town as there are many people who spend the winters only here. Looking during the hotter months is likely to give you a few more options in terms of apartments.

Staying in the Know

When you apply for an apartment in Winter Haven, pay attention to how you conduct yourself. Although 35,000 people might sound like a lot, you don't have anywhere near the anonymity here you might have in a larger city. If you behave poorly or give a bad impression during an interview with a landlord, you might be surprised at how quickly word gets around.

Life in Winter Haven

Transportation

Winter Haven is a smaller town, which means that a car it the best way to navigate. Just remember that most addresses will be designated NE, SE, NW or SW, and you need to know the difference before you set out. The Winter Haven Area Transit also provides a handful of bus routes through the town.

Where to play

A great Florida tourist attraction is located near Winter Haven, and a visit to Legoland can be fun for people of all ages. Most of the entertainment takes place on the local lakes. Water Skiing and fishing are just a couple of ideas for what you can do on the water. Many different businesses rent boats and equipment if you don't have your own. Wine lovers should head to Grape Expectations, and fans of the craft beer movement should enjoy Jessie's.

Neighborhoods

Search Cities Near Winter Haven, FL

Campuses Nearby

Winter Haven:
July Rent Report

Welcome to the July 2025 Winter Haven Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the July 2025 key findings and figures for the Winter Haven rental landscape.

Our experts analyze the pricing trends — one-bedroom, two-bedroom, year-over-year and month-over-month — in Winter Haven and surrounding areas and provide comparisons to the entire metro area, nearby cities and some of the most desirable and expensive cities in the United States. Take a look at the last 12 months of Winter Haven average rent prices in the chart below.

Monthly Rent Report

$1,700
$1,280
$850
$430
$0
Aug. 2024
Sep. 2024
Oct. 2024
Nov. 2024
Dec. 2024
Jan. 2025
Feb. 2025
Mar. 2025
Apr. 2025
May. 2025
Jun. 2025
Jul. 2025
1 BR       2 BR

Winter Haven Rent Prices Decrease From June to July

Winter Haven rent prices decreased over the last month. From June to July, the city experienced a -12.47% decrease for the price of a one-bedroom apartment. The rent price for a Winter Haven one-bedroom apartments currently stands at $1,179.0.

When we take a look at the two-bedroom comparison from June to July, Winter Haven experienced a -2.03% decrease for the price of a two-bedroom apartment. The rent price for a Winter Haven two-bedroom apartments currently stands at $1,495.0.

July Prices: Winter Haven vs. Surrounding Areas

Rent Prices in Winter Haven and Surrounding Areas

Rent prices have decreased in Winter Haven over the last month. But how have the surrounding areas fared when it comes to the recent volatility in apartment prices? Rent prices in 0 of the Winter Haven suburbs increased last month. On the other hand, 0 local areas experienced a decrease in the price of a one-bedroom apartment.

More key findings include:

  • Rents did not increase in any of the Winter Haven suburbs

  • Rents did not decrease in any of the Winter Haven suburbs.

July 2025 Pricing Trends: Winter Haven vs. National Comparisons

New York, NY
San Francisco, CA
Washington, DC
Los Angeles, CA
Chicago, IL
Columbus, OH
Pittsburgh, PA
Minneapolis, MN
$4,074
$3,214
$2,367
$2,295
$1,876
$1,370
$1,312
$1,250
$0
$1,350
$2,700
$4,050
$5,400
Median Rent

Winter Haven Rent Prices More Affordable Than Major Cities

Rent growth in Winter Haven over the past year has been declining. When compared to major cities nearby, along with some of the most expensive cities in the country, Winter Haven average rent prices appear to be relatively affordable for local residents.

The price for a Winter Haven one-bedroom apartment remains vastly more affordable than four of the largest cities in the United States — New York City, Washington, D.C. San Francisco and Los Angeles. And pricing compares quite similarly to nearby Midwest cities.

For more information about Winter Haven and surrounding area rent prices, take a look at the complete data set below.

Data set for Winter Haven and suburbs

1 BR July 1 BR M/M % Change 2 BR July 2 BR M/M % Change

Methodology

Each month, using over 1 million Rentable listings across the United States, we calculate the median 1-bedroom and 2-bedroom rent prices by city, state, and nation, and track the month-over-month percent change. To avoid small sample sizes, we restrict the analysis for our reports to cities meeting minimum population and property count thresholds.