Apartments in Winter Garden

1 - 30 of 46 Results
22
$921
Winter Garden, FL
1 BR | Ask for Availability
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31
$1,272
Winter Garden, FL
1 BR | Ask for Availability
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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
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
22
$1,875 - 2,645
11 E Smith St Winter Garden, FL
1 - 2 BR | Available Now
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1
$3,095
1387 Waverunner Ln Winter Garden, FL
4 BR | Available Now
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Dog Friendly
Cat Friendly
House
Fitness Center
Storage
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
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 | Available Now
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Dog Friendly
Cat Friendly
House
1
$1,895
53 Windtree Ln Winter Garden, FL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Dishwasher
1
$2,475
1596 Sherbourne St Winter Garden, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
Storage
Dishwasher
51
$6,000
Winter Garden, FL
4 BR | Available Now
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Dog Friendly
Cat Friendly
House
Air Conditioning
Dishwasher
19
$1,542
Winter Garden, FL
1 BR | Ask for Availability
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1
$2,500
16097 Pebble Bluff Loop Winter Garden, FL
3 BR | Aug. 4, 2026
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House
Pool
1
$1,050
722 S Woodland St Winter Garden, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
14
$3,300
Winter Garden, FL
4 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Storage
Dishwasher
21
$1,688 - 3,230
15055 Lake Britt Cir Winter Garden, FL
Studio - 3 BR | Available Now
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Air Conditioning
Fitness Center
Pool
8
$2,500
Winter Garden, FL
4 BR | Available Now
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House
Dishwasher
29
$2,050
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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1
$2,050
1516 Scarlet Oak Loop #b Winter Garden, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Pool
23
$3,000
Winter Garden, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
Dishwasher
24
$1,675
Winter Garden, FL
1 BR | Aug. 1, 2026
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Dog Friendly
Cat Friendly
House
Air Conditioning
Dishwasher
1
$3,975
9542 Bolero Rd Winter Garden, FL
4 BR | Sep. 4, 2026
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House
Storage
Disability Access
Dishwasher
1
$2,600
9496 Bauer Aly Winter Garden, FL
3 BR | Aug. 4, 2026
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House
25
$2,850
Winter Garden, FL
3 BR | Available Now
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10
$1,800
Winter Garden, FL
Studio | Available Now
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22
$2,650
Winter Garden, FL
3 BR | Available Now
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17
$2,995
Winter Garden, FL
4 BR | Available Now
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Dog Friendly
Cat Friendly
House
26
$3,750
Winter Garden, FL
4 BR | Available Now
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1 - 30 of 46 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 $1,690 $1,680 - $1,800
1BR $1,740 $1,170 - $1,940
2BR $2,350 $1,650 - $3,320
3BR $2,870 $2,050 - $3,630
4+BR $3,100 $2,500 - $6,000

Search Cities Near Winter Garden, FL

Winter Garden:
July Rent Report

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

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

July 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.

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