Apartments in Winter Garden

1 - 30 of 58 Results
31
$1,302
Winter Garden, FL
1 BR | Ask for Availability
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22
$921
Winter Garden, FL
1 BR | Ask for Availability
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31
$1,683 - 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
28
$1,529 - 3,009
9005 Solay Rd Winter Garden, FL
1 - 3 BR | Available Now
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Air Conditioning
Fitness Center
Dishwasher
21
$1,553 - 3,230
15055 Lake Britt Cir Winter Garden, FL
Studio - 3 BR | Available Now
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Air Conditioning
Fitness Center
Pool
15
$3,350
Winter Garden, FL
4 BR | Available Now
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Dog Friendly
Cat Friendly
House
Dishwasher
12
$1,975
Winter Garden, FL
3 BR | Ask for Availability
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12
$1,350
Winter Garden, FL
2 BR | Available Now
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Dog Friendly
Cat Friendly
12
$1,975
Winter Garden, FL
3 BR | Ask for Availability
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1
$2,650
15321 Harrowgate Way Winter Garden, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
Dishwasher
1
$1,795
53 Windtree Ln Winter Garden, FL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Dishwasher
1
$2,600
9496 Bauer Aly Winter Garden, FL
3 BR | Available Now
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House
86
$2,600
Winter Garden, FL
3 BR | Ask for Availability
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22
$3,300
Winter Garden, FL
3 BR | Available Now
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8
$2,500
Winter Garden, FL
4 BR | Available Now
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House
Dishwasher
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
22
$1,870 - 2,225
11 E Smith St Winter Garden, FL
1 BR | Available Now
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Balcony/Deck/Patio
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
16
$3,200
Winter Garden, FL
5 BR | Available Now
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Dog Friendly
Cat Friendly
House
Dishwasher
12
$3,000
Winter Garden, FL
3 BR | Available Now
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Dishwasher
12
$1,975
Winter Garden, FL
3 BR | Ask for Availability
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21
$2,795
Winter Garden, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
12
$1,975
Winter Garden, FL
3 BR | Ask for Availability
Contact
96
$2,395
Winter Garden, FL
3 BR | Ask for Availability
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16
$2,600
Winter Garden, FL
3 BR | Available Now
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86
$2,600
Winter Garden, FL
3 BR | Ask for Availability
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10
$1,800
Winter Garden, FL
Studio | Available Now
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96
$2,395
Winter Garden, FL
3 BR | Ask for Availability
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1
$2,995
Winter Garden, FL
4 BR | Sep. 15, 2026
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House
1
$1,995
Winter Garden, FL
2 BR | Available Now
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Dog Friendly
Cat Friendly
House
Dishwasher
1 - 30 of 58 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 $1,700 $1,680 - $1,800
1BR $1,550 $1,440 - $2,170
2BR $2,290 $1,440 - $3,320
3BR $2,650 $1,980 - $3,280
4+BR $3,230 $2,520 - $4,800

Search Cities Near Winter Garden, FL

Winter Garden:
August Rent Report

Welcome to the August 2026 Winter Garden 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 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

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Aug. 2026
1 BR       2 BR

Winter Garden Rent Prices Decrease From July to August

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

When we take a look at the two-bedroom comparison from July to August, 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 $.

August 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.

August 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 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.