Apartments in Winter Garden

1 - 30 of 47 Results
31
$1,678 - 3,365
15145 Havencrest Cir Winter Garden, FL
Studio - 3 BR | Available Now
Contact
Luxury
Air Conditioning
Covered Parking
In Unit Laundry
Balcony/Deck/Patio
28
$1,679 - 2,964
9005 Solay Rd Winter Garden, FL
1 - 3 BR | Available Now
Contact
Air Conditioning
Fitness Center
Dishwasher
14
$3,300
Winter Garden, FL
4 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Storage
Dishwasher
22
$2,650
Winter Garden, FL
3 BR | Available Now
Contact
21
$1,703 - 3,230
15055 Lake Britt Cir Winter Garden, FL
Studio - 3 BR | Available Now
Contact
Air Conditioning
Fitness Center
Pool
1
$1,550
1301 Eastern Pecan Pl #203 Winter Garden, FL
1 BR | Available Now
Contact
House
Fitness Center
Storage
Dishwasher
Pool
14
$2,000
Winter Garden, FL
3 BR | May. 24, 2026
Contact
House
29
$904
Winter Garden, FL
1 BR | Ask for Availability
Contact
8
$2,500
Winter Garden, FL
4 BR | Available Now
Contact
House
Dishwasher
19
$1,542
Winter Garden, FL
1 BR | Ask for Availability
Contact
6
$3,500
Winter Garden, FL
4 BR | Available Now
Contact
House
Dishwasher
50
$3,950
Winter Garden, FL
3 BR | Available Now
Contact
1
$3,250
10284 Atwater Bay Dr Winter Garden, FL
4 BR | Available Now
Contact
House
26
$3,750
Winter Garden, FL
4 BR | Available Now
Contact
47
$2,850
Winter Garden, FL
3 BR | Available Now
Contact
House
Air Conditioning
Dishwasher
10
$1,200
Winter Garden, FL
3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
House
Air Conditioning
Balcony/Deck/Patio
10
$1,795
Winter Garden, FL
2 BR | Available Now
Contact
21
$3,205
11 E Smith St Winter Garden, FL
2 BR | Jun. 1, 2026
Contact
Balcony/Deck/Patio
1
$5,499
9240 Wood Crane Dr Winter Garden, FL
5 BR | Jun. 1, 2026
Contact
Dog Friendly
Cat Friendly
House
Balcony/Deck/Patio
Storage
1
$2,900
16067 Pebble Bluff Loop Winter Garden, FL
3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
House
25
$2,850
Winter Garden, FL
3 BR | Available Now
Contact
1
$1,850
1066 Dolphin Dr Winter Garden, FL
3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
House
Balcony/Deck/Patio
Dishwasher
31
$2,500
Winter Garden, FL
3 BR | Available Now
Contact
1
$3,995
805 Bainbridge Loop Winter Garden, FL
4 BR | Jun. 10, 2026
Contact
Dog Friendly
Cat Friendly
House
Disability Access
Dishwasher
22
$3,300
Winter Garden, FL
3 BR | Available Now
Contact
18
$2,900
Winter Garden, FL
3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
House
Storage
Dishwasher
10
$1,800
Winter Garden, FL
Studio | Available Now
Contact
1
$3,500
15153 Driftwood Bend St Winter Garden, FL
4 BR | Jul. 10, 2026
Contact
Dog Friendly
Cat Friendly
House
Storage
16
$2,600
Winter Garden, FL
3 BR | Available Now
Contact
39
$2,850
Winter Garden, FL
4 BR | Available Now
Contact
House
Air Conditioning
Dishwasher
1 - 30 of 47 Results
  1. Home
  2. Orlando Area Apartments
  3. Winter Garden

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 $1,750 $1,000 - $1,890
2BR $2,310 $1,900 - $3,320
3BR $2,850 $1,990 - $3,540
4+BR $3,250 $2,550 - $3,960

Search Cities Near Winter Garden, FL

Winter Garden:
May Rent Report

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

$2,400
$1,800
$1,200
$600
$0
Jun. 2025
Jul. 2025
Aug. 2025
Sep. 2025
Oct. 2025
Nov. 2025
Dec. 2025
Jan. 2026
Feb. 2026
Mar. 2026
Apr. 2026
May. 2026
1 BR       2 BR

Winter Garden Rent Prices Decrease From April to May

Winter Garden rent prices decreased over the last month. From April to May, 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 April to May, 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 $.

May 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.

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