Apartments in Winter Garden

1 - 30 of 61 Results
22
$835
Winter Garden, FL
1 BR | Ask for Availability
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31
$1,683 - 3,345
15145 Havencrest Cir Winter Garden, FL
Studio - 2 BR | Available Now
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Luxury
Air Conditioning
Covered Parking
In Unit Laundry
Balcony/Deck/Patio
28
$1,529 - 2,964
9005 Solay Rd Winter Garden, FL
1 - 3 BR | Available Now
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Air Conditioning
Fitness Center
Dishwasher
1
$1,425
36 Windtree Ln #202 Winter Garden, FL
2 BR | Available Now
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Air Conditioning
Surface Parking
Storage
Dishwasher
Pool
12
$3,000
Winter Garden, FL
3 BR | Available Now
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Dishwasher
1
$1,050
722 S Woodland St Winter Garden, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
12
$1,975
Winter Garden, FL
3 BR | Ask for Availability
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50
$3,950
Winter Garden, FL
3 BR | Available Now
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1
$2,995
Winter Garden, FL
4 BR | Available Now
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House
1
$1,795
Winter Garden, FL
2 BR | Available Now
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Dog Friendly
Cat Friendly
House
Dishwasher
86
$2,600
Winter Garden, FL
3 BR | Ask for Availability
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34
$2,800
Winter Garden, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
Fitness Center
1
$2,500
9496 Bauer Aly Winter Garden, FL
3 BR | Available Now
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House
25
$2,850
Winter Garden, FL
3 BR | Available Now
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16
$2,600
Winter Garden, FL
3 BR | Available Now
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21
$1,528 - 3,230
15055 Lake Britt Cir Winter Garden, FL
Studio - 2 BR | Available Now
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Air Conditioning
Fitness Center
Pool
31
$4,500
Winter Garden, FL
5 BR | Available Now
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Dog Friendly
Cat Friendly
House
Storage
Dishwasher
12
$1,975
Winter Garden, FL
3 BR | Ask for Availability
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10
$1,700
Winter Garden, FL
2 BR | Available Now
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96
$2,395
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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25
$2,185
Winter Garden, FL
3 BR | Available Now
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Dishwasher
38
$2,790
Winter Garden, FL
3 BR | Oct. 1, 2026
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Dog Friendly
Cat Friendly
House
22
$1,695 - 1,995
11 E Smith St Winter Garden, FL
1 BR | Available Now
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1
$4,595
9240 Wood Crane Dr Winter Garden, FL
5 BR | Available Now
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Dog Friendly
Cat Friendly
House
Balcony/Deck/Patio
Storage
26
$3,750
Winter Garden, FL
4 BR | Available Now
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12
$1,975
Winter Garden, FL
3 BR | Ask for Availability
Contact
59
$2,975
Winter Garden, FL
3 BR | Nov. 16, 2026
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Dog Friendly
Cat Friendly
House
21
$2,595
Winter Garden, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
57
$3,495
Winter Garden, FL
4 BR | Available Now
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House
Dishwasher
1 - 30 of 61 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 $1,610 $1,530 - $1,800
1BR $1,630 $1,050 - $2,000
2BR $2,280 $1,730 - $3,230
3BR $2,700 $1,980 - $3,260
4+BR $3,500 $2,520 - $4,940

Search Cities Near Winter Garden, FL

Winter Garden:
September Rent Report

Welcome to the September 2026 Winter Garden Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the September 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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1 BR       2 BR

Winter Garden Rent Prices Decrease From August to September

Winter Garden rent prices decreased over the last month. From August to September, 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 August to September, 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 $.

September 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.

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