Apartments in Winter Garden

31 - 60 of 90 Results
36
$4,000
Winter Garden, FL
4 BR | Available Now
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8
$2,500
Winter Garden, FL
4 BR | Available Now
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House
Dishwasher
21
$2,850
Winter Garden, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
35
$3,100
Winter Garden, FL
4 BR | Dec. 8, 2025
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Dog Friendly
Cat Friendly
House
Dishwasher
1
$2,850
14861 Driftwater Dr Winter Garden, FL
4 BR | Dec. 12, 2025
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Dog Friendly
Cat Friendly
House
Storage
Pool
1
$2,695
9167 Cut Shot Dr Winter Garden, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
Storage
Disability Access
1
$2,700
7736 Bowery Dr Winter Garden, FL
3 BR | Ask for Availability
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Dog Friendly
Cat Friendly
House
Storage
Pool
12
$4,900
Winter Garden, FL
5 BR | Jan. 1, 2026
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19
$2,600
Winter Garden, FL
3 BR | Dec. 10, 2025
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41
$3,550
Winter Garden, FL
4 BR | Dec. 10, 2025
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26
$2,550
Winter Garden, FL
3 BR | Available Now
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House
11
$3,250
Winter Garden, FL
4 BR | Available Now
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Dog Friendly
Cat Friendly
House
Storage
Dishwasher
40
$3,900
Winter Garden, FL
4 BR | Available Now
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24
$3,000
Winter Garden, FL
4 BR | Available Now
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35
$2,900
Winter Garden, FL
3 BR | Available Now
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30
$4,200
Winter Garden, FL
4 BR | Available Now
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14
$2,950
Winter Garden, FL
4 BR | Jan. 1, 2026
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21
$2,809
Winter Garden, FL
4 BR | Available Now
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10
$3,200
Winter Garden, FL
4 BR | Available Now
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House
Air Conditioning
Balcony/Deck/Patio
Storage
Dishwasher
40
$2,900
Winter Garden, FL
3 BR | Available Now
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22
$3,300
Winter Garden, FL
3 BR | Available Now
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59
$2,800
Winter Garden, FL
3 BR | Available Now
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19
$2,700
Winter Garden, FL
4 BR | Available Now
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13
$3,000
Winter Garden, FL
3 BR | Available Now
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14
$2,500
17592 Northlake Grove Dr Winter Garden, FL
3 BR | Ask for Availability
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House
Dishwasher
51
$3,900
Winter Garden, FL
5 BR | Available Now
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41
$3,100
Winter Garden, FL
3 BR | Available Now
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23
$4,200
Winter Garden, FL
3 BR | Available Now
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1
$2,750
7512 Summerlake Groves St Winter Garden, FL
3 BR | Feb. 1, 2026
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Dog Friendly
Cat Friendly
House
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How much does it cost to rent an apartment in Winter Garden?

Winter Garden Apartments
Bed Type Average Rent Range
Studio $1,660 $1,300 - $1,700
1BR $1,800 $1,660 - $2,100
2BR $2,240 $1,480 - $2,650
3BR $2,860 $2,490 - $3,320
4+BR $3,260 $2,590 - $5,000

Search Cities Near Winter Garden, FL

Winter Garden:
December Rent Report

Welcome to the December 2025 Winter Garden 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 Garden rental landscape.

Our experts analyze the pricing trends — one-bedroom, two-bedroom, year-over-year and month-over-month — in Winter Garden 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 Garden average rent prices in the chart below.

Monthly Rent Report

$2,400
$1,800
$1,200
$600
$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 Garden Rent Prices Decrease From November to December

Winter Garden 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 Garden one-bedroom apartments currently stands at $.

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

December Prices: Winter Garden vs. Surrounding Areas

Rent Prices in Winter Garden and Surrounding Areas

Rent prices have decreased in Winter Garden 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 Garden 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 Garden suburbs

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

December 2025 Pricing Trends: Winter Garden vs. National Comparisons

Winter Garden Rent Prices More Affordable Than Major Cities

Rent growth in Winter Garden 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 Garden average rent prices appear to be relatively affordable for local residents.

The price for a Winter Garden 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 Garden and surrounding area rent prices, take a look at the complete data set below.

Data set for Winter Garden 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.