Apartments in Winter Garden

31 - 60 of 61 Results
10
$1,700
Winter Garden, FL
2 BR | Available Now
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59
$2,975
Winter Garden, FL
3 BR | Nov. 16, 2026
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Dog Friendly
Cat Friendly
House
10
$1,800
Winter Garden, FL
Studio | Available Now
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25
$2,850
Winter Garden, FL
3 BR | Available Now
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38
$2,790
Winter Garden, FL
3 BR | Oct. 1, 2026
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Dog Friendly
Cat Friendly
House
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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57
$3,495
Winter Garden, FL
4 BR | Available Now
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House
Dishwasher
1
$2,500
9496 Bauer Aly Winter Garden, FL
3 BR | Available Now
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House
31
$3,000
Winter Garden, FL
4 BR | Available Now
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1
$1,550
634 Foster Ave Winter Garden, FL
2 BR | Available Now
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House
1
$3,000
15055 Driftwater Dr Winter Garden, FL
4 BR | Available Now
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Dog Friendly
Cat Friendly
House
Dishwasher
Pool
1
$3,595
15382 Arcadia Blf Winter Garden, FL
4 BR | Available Now
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Dog Friendly
Cat Friendly
House
Pool
1
$3,000
960 Chase Ct Winter Garden, FL
5 BR | Available Now
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House
1
$2,650
5875 Cypress Hill Rd Winter Garden, FL
2 BR | Oct. 9, 2026
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Dog Friendly
Cat Friendly
House
1
$2,790
10500 Tribute Dr Winter Garden, FL
3 BR | Oct. 1, 2026
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Dog Friendly
Cat Friendly
House
1
$3,000
720 Parkmont Pl Winter Garden, FL
3 BR | Oct. 10, 2026
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House
1
$4,000
17951 Dangler Rd Winter Garden, FL
4 BR | Available Now
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Dishwasher
1
$3,100
10 Broad St Winter Garden, FL
3 BR | Oct. 1, 2026
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Dog Friendly
Cat Friendly
House
Dishwasher
1
$2,680
6238 Sunny Time Ave Winter Garden, FL
3 BR | Ask for Availability
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Dog Friendly
House
1
$2,495
350 Lake Amberleigh Dr Winter Garden, FL
3 BR | Available Now
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Dishwasher
1
$2,995
9971 Beach Port Dr Winter Garden, FL
4 BR | Available Now
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Dog Friendly
Cat Friendly
House
Pool
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
$2,750
6603 Calamondin Dr Winter Garden, FL
3 BR | Available Now
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House
Dishwasher
Pool
1
$3,495
Winter Garden, FL
4 BR | Nov. 1, 2026
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Dog Friendly
Cat Friendly
House
Dishwasher
Pool
1
$2,450
16311 Lakeley Aly Winter Garden, FL
3 BR | Available Now
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Dog Friendly
House
Pool
1
$2,750
14873 Evergreen Oak Loop Winter Garden, FL
3 BR | Oct. 7, 2026
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House
1
$4,900
10264 Love Story St Winter Garden, FL
5 BR | Available Now
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Dog Friendly
House
Fitness Center
Dishwasher
Pool
13
$2,050
Winter Garden, FL
2 BR | Available Now
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Balcony/Deck/Patio
Dishwasher
Pool
Call for Pricing
Winter Garden, FL
Studio | Ask for Availability
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31 - 60 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.