Apartments in Winter Garden

31 - 59 of 59 Results
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
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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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96
$2,395
Winter Garden, FL
3 BR | Ask for Availability
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96
$2,395
Winter Garden, FL
3 BR | Ask for Availability
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11
$2,050 - 3,100
7000 Galactic Loop Winter Garden, FL
1 - 3 BR | Dec. 15, 2026
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16
$2,600
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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1
$3,600
Winter Garden, FL
4 BR | Available Now
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Dog Friendly
Cat Friendly
House
1
$2,595
5875 Cypress Hill Rd Winter Garden, FL
2 BR | Available Now
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Dog Friendly
Cat Friendly
House
31
$3,000
Winter Garden, FL
4 BR | Available Now
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1
$2,795
1512 Lindzlu St Winter Garden, FL
4 BR | Available Now
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House
Dishwasher
1
$3,495
12355 Silk Mimosa Way Winter Garden, FL
4 BR | Available Now
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Dog Friendly
Cat Friendly
House
Dishwasher
1
$1,800
433 Sand Lime Rd Winter Garden, FL
3 BR | Available Now
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House
1
$2,895
10 Broad St Winter Garden, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
Dishwasher
1
$2,900
6536 Calamondin Dr Winter Garden, FL
4 BR | Available Now
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Dog Friendly
Cat Friendly
House
Fitness Center
Dishwasher
1
$2,995
960 Chase Ct Winter Garden, FL
5 BR | Available Now
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House
1
$2,150
143 Southern Pecan Cir Winter Garden, FL
3 BR | Available Now
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Dishwasher
1
$2,875
Winter Garden, FL
3 BR | Dec. 1, 2026
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House
Storage
1
$2,700
14873 Evergreen Oak Loop Winter Garden, FL
3 BR | Available Now
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House
1
$3,000
720 Parkmont Pl Winter Garden, FL
3 BR | Available Now
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House
1
$2,540
6160 Elfin Herb Way Winter Garden, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
1
$1,895
109 S Boyd St Winter Garden, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
1
$4,200
353 Lake Amberleigh Dr Winter Garden, FL
4 BR | Available Now
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Dog Friendly
Cat Friendly
House
Dishwasher
1
$2,900
15204 Chapter Way Winter Garden, FL
4 BR | Available Now
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House
1
$2,700
10551 Spring Arbor Ln Winter Garden, FL
4 BR | Dec. 1, 2026
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House
Call for Pricing
Winter Garden, FL
Studio | Ask for Availability
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House
13
$2,050
Winter Garden, FL
2 BR | Available Now
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House
Balcony/Deck/Patio
Dishwasher
Pool
31 - 59 of 59 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 $1,890 $1,590 - $2,200
2BR $2,700 $2,080 - $2,910
3BR $2,680 $1,980 - $3,190
4+BR $3,060 $2,530 - $4,500

Search Cities Near Winter Garden, FL

Winter Garden:
November Rent Report

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

Winter Garden Rent Prices Decrease From October to November

Winter Garden rent prices decreased over the last month. From October to November, 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 October to November, 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 $.

November 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.

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