Apartments in Cypress Grove Winter Haven

1 - 8 of 8 Results
18
$2,250
890 Timberland Dr
Eagle Lake, FL
4 BR | Available Now
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Dishwasher
26
$784
Foreman Rd
Eagle Lake, FL
1 BR | Ask for Availability
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1
$1,899
New 2026 Four-bedroom Home In Eagle Lake *rent Special*
3443 Rover Rd Eagle Lake, FL
4 BR | Available Now
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8
$1,350
Locale Eagle Lake
2200 Clover Ridge Ct Eagle Lake, FL
2 BR | Available Now
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1
$1,595
Fenced Yard!
4333 Stephanie Way Bartow, FL
4 BR | Aug. 28, 2026
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42
$2,150
260 Pershing St
Bartow, FL
4 BR | Available Now
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1
$995 - 1,095
4570 Transport Rd
Bartow, FL
1 - 2 BR | Available Now
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9
$1,100
306 Lake Millsite Rd
Bartow, FL
1 BR | Available Now
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Winter Haven:
August Rent Report

Welcome to the August 2026 Winter Haven Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the August 2026 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

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Aug. 2026
1 BR       2 BR

Winter Haven Rent Prices Decrease From July to August

Winter Haven rent prices decreased over the last month. From July to August, the city experienced a 0% decrease for the price of a one-bedroom apartment. The rent price for a Winter Haven one-bedroom apartments currently stands at $.

When we take a look at the two-bedroom comparison from July to August, Winter Haven experienced a 0% decrease for the price of a two-bedroom apartment. The rent price for a Winter Haven two-bedroom apartments currently stands at $.

August 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.

August 2026 Pricing Trends: Winter Haven vs. National Comparisons

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 August 1 BR M/M % Change 2 BR August 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.