Apartments in Winter Garden

1 - 30 of 37 Results
22
$857
Winter Garden, FL
1 BR | Ask for Availability
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28
$1,579 - 3,009
9005 Solay Rd Winter Garden, FL
1 - 3 BR | Available Now
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Air Conditioning
Fitness Center
Dishwasher
31
$1,678 - 3,365
15145 Havencrest Cir Winter Garden, FL
Studio - 3 BR | Available Now
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Luxury
Air Conditioning
Covered Parking
In Unit Laundry
Balcony/Deck/Patio
21
$1,728 - 3,230
15055 Lake Britt Cir Winter Garden, FL
Studio - 3 BR | Available Now
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Air Conditioning
Fitness Center
Pool
1
$2,100
1516 Scarlet Oak Loop #b Winter Garden, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Pool
16
$2,600
Winter Garden, FL
3 BR | Available Now
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8
$2,500
Winter Garden, FL
4 BR | Jul. 1, 2026
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House
Dishwasher
50
$3,950
Winter Garden, FL
3 BR | Available Now
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1
$2,600
9496 Bauer Aly Winter Garden, FL
3 BR | Aug. 4, 2026
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House
1
$7,000
Winter Garden, FL
4 BR | Available Now
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Dog Friendly
Cat Friendly
House
Storage
22
$1,995 - 2,695
11 E Smith St Winter Garden, FL
1 - 2 BR | Available Now
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Balcony/Deck/Patio
1
$4,799
9240 Wood Crane Dr Winter Garden, FL
5 BR | Available Now
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Dog Friendly
Cat Friendly
House
Balcony/Deck/Patio
Storage
47
$2,650
Winter Garden, FL
3 BR | Available Now
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House
Air Conditioning
Dishwasher
1
$2,500
16097 Pebble Bluff Loop Winter Garden, FL
3 BR | Aug. 4, 2026
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House
Pool
13
$2,900
Winter Garden, FL
3 BR | Jul. 24, 2026
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House
1
$1,520
36 Windtree Ln #202 Winter Garden, FL
2 BR | Available Now
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House
Air Conditioning
Surface Parking
Storage
Dishwasher
1
$3,260
7153 Summerlake Groves St Winter Garden, FL
3 BR | Jul. 1, 2026
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Dog Friendly
Cat Friendly
House
19
$1,542
Winter Garden, FL
1 BR | Ask for Availability
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29
$2,100
Winter Garden, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
22
$3,300
Winter Garden, FL
3 BR | Available Now
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14
$3,300
Winter Garden, FL
4 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Storage
Dishwasher
10
$1,800
Winter Garden, FL
Studio | Available Now
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26
$3,750
Winter Garden, FL
4 BR | Available Now
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1
$5,500
4207 Oak Lodge Way Winter Garden, FL
6 BR | Available Now
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Dog Friendly
Cat Friendly
House
Dishwasher
25
$2,850
Winter Garden, FL
3 BR | Available Now
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22
$2,650
Winter Garden, FL
3 BR | Available Now
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31
$3,000
Winter Garden, FL
4 BR | Available Now
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1
$1,900
330 Southern Pecan Cir Winter Garden, FL
2 BR | Ask for Availability
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House
Dishwasher
1
$1,795
109 S Boyd St Winter Garden, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
1
$2,750
9313 Tyrella Pine Trl Winter Garden, FL
3 BR | Available Now
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1 - 30 of 37 Results
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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 $1,680 $1,680 - $1,800
1BR $1,740 $1,550 - $2,050
2BR $2,320 $1,650 - $3,320
3BR $2,750 $2,100 - $3,530
4+BR $3,150 $2,500 - $7,000

Search Cities Near Winter Garden, FL

Winter Garden:
June Rent Report

Welcome to the June 2026 Winter Garden Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the June 2026 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
Jul. 2025
Aug. 2025
Sep. 2025
Oct. 2025
Nov. 2025
Dec. 2025
Jan. 2026
Feb. 2026
Mar. 2026
Apr. 2026
May. 2026
Jun. 2026
1 BR       2 BR

Winter Garden Rent Prices Decrease From May to June

Winter Garden rent prices decreased over the last month. From May to June, 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 May to June, 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 $.

June 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.

June 2026 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 June 1 BR M/M % Change 2 BR June 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.