Apartments in Cypress Grove Winter Haven

1 - 17 of 17 Results
1
$1,324
2200 Clover Ridge Ct
Eagle Lake, FL
1 BR | Available Now
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1
$1,095
4570 Transport Rd
Bartow, FL
2 BR | Available Now
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1
$1,800
3-bedroom, 2.-bathroom In Squires Grove/winter Haven
747 Squires Grove Dr Winter Haven, FL
3 BR | Available Now
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Disability Access
26
$865
Foreman Rd
Eagle Lake, FL
1 BR | Ask for Availability
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15
$2,145
780 Trotters Dr
Eagle Lake, FL
5 BR | Available Now
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19
$2,100
1326 Deepwater Cir
Eagle Lake, FL
4 BR | Available Now
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1
$1,900
Free Rent For November! Winter Haven 4 Bed 2 Bath Home For Rent
390 Honey Bell Rd Winter Haven, FL
4 BR | Available Now
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30
$2,095
203 Fall Glo Rd
Winter Haven, FL
4 BR | Feb. 1, 2026
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1
$3,000
5 Bedroom 2 ½ Bath New Construction Single Family Home In The New Resort Community Of Ranches At Lake Mcleod.
3071 Totem Rd Eagle Lake, FL
5 BR | Available Now
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Fitness Center
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14
$2,050
3126 Totem Rd
Eagle Lake, FL
4 BR | Available Now
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15
$2,240
3138 Totem Rd
Eagle Lake, FL
5 BR | Available Now
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1
$2,195
Eagle Lake
2254 Majestic Span Ave Eagle Lake, FL
3 BR | Dec. 19, 2025
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30
$2,150
Undisclosed Address
Eagle Lake, FL
3 BR | Available Now
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31
$780
Cynthia St
Bartow, FL
1 BR | Ask for Availability
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0
$1,324
****cozy 1 Bedroom Apartment In Eagle Lake, Fl****
2120 Cabernet Ct Eagle Lake, FL
1 BR | Available Now
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0
$1,499
****cute 2 Bedroom Apartment In Eagle Lake
2121 Cabernet Ct Eagle Lake, FL
2 BR | Available Now
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0
$1,450
***cute 2 Bedroom Apartment For Rent In Eagle Lake***
2113 Cabernet Ct Eagle Lake, FL
2 BR | Available Now
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1 - 17 of 17 Results
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Winter Haven:
December Rent Report

Welcome to the December 2025 Winter Haven Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the December 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
Jan. 2025
Feb. 2025
Mar. 2025
Apr. 2025
May. 2025
Jun. 2025
Jul. 2025
Aug. 2025
Sep. 2025
Oct. 2025
Nov. 2025
Dec. 2025
1 BR       2 BR

Winter Haven Rent Prices Decrease From November to December

Winter Haven rent prices decreased over the last month. From November to December, 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 November to December, 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 $.

December 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.

December 2025 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 December 1 BR M/M % Change 2 BR December 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.