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Apartments in Winter Park

1 - 30 of 82 Results
32
$1,229 - 1,919
Serena Winter Park
Deal
2890 Red Lion Sq Winter Park, FL
1 - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
Air Conditioning
36
$1,846 - 6,713
Juno Winter Park
1305 Morgan Stanley Ave Winter Park, FL
Studio - 3 BR | Available Now
Contact
Luxury
Air Conditioning
Covered Parking
In Unit Laundry
Balcony/Deck/Patio
36
$1,396 - 2,380
Summerlin At Winter Park Apartments
Deal
3207 Rosebud Lane Winter Park, FL
1 - 2 BR | Available Now
Contact
Air Conditioning
Balcony/Deck/Patio
Fitness Center
Dishwasher
Pool
11
$1,595
3011 C George Mason Ave
Winter Park, FL
2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
32
3D Tour
$1,163 - 1,686
Seabrook
3114 Terry Brook Dr Winter Park, FL
1 - 2 BR | May. 23, 2026
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
34
$1,199 - 2,489
Sapphire Winter Park
Deal
1699 Semoran N Cir Winter Park, FL
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
Covered Parking
10
$1,099 - 1,719
Advenir at Magnolia
210 Welcome Way Fern Park, FL
Studio - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Surface Parking
16
$1,799 - 1,899
The Fisher Apartments, Winter Park | 1–2 Bedrooms Available-one Month Free On Select Homes
2001 Glenridge Way Winter Park, FL
1 - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Surface Parking
Storage
43
3D Tour
$1,295 - 1,790
Whisper Lake Apartments
Deal
3250 Whisper Lake Lane Winter Park, FL
1 - 2 BR | Available Now
Contact
Furnished
Virtual Tour
Luxury
Air Conditioning
Surface Parking
98
$1,244 - 1,965
Venue At Winter Park
5 Autumn Breeze Way Winter Park, FL
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Covered Parking
Fitness Center
Storage
12
$1,229 - 1,319
Indigo Winter Park
Deal
220 S Semoran Boulevard Winter Park Winter Park, FL
1 BR | Available Now
Contact
Heat Included
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
16
$1,899
Tuscany Villas | 1 & 2 Bedroom Apartments In Winter Park, Fl
3656 N Goldenrod Rd Winter Park, FL
2 BR | Jun. 5, 2026
Contact
Dog Friendly
Cat Friendly
Storage
Disability Access
Dishwasher
61
$1,099 - 2,499
Azure Winter Park
Deal
3650 Summer Wind Dr Winter Park, FL
Studio - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
30
$1,179 - 1,559
The Park At Rialto
Deal
2174 Sharp Ct Fern Park, FL
1 - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
In Unit Laundry
Fitness Center
Pool
23
3D Tour
$1,240 - 1,775
Central Place At Winter Park
Deal
4.0
7000 University Blvd Winter Park, FL
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
Air Conditioning
1
$1,750
Recently Renovated 2/1 Condo In Winter Park!
2304 Inagua Way Winter Park, FL
2 BR | Jun. 10, 2026
Contact
Dog Friendly
Cat Friendly
House
Storage
Disability Access
1
$1,200
3075 Aaron Burr Unit Q 8B
Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Storage
19
$1,295 - 2,190
Cranes Landing Apartments
3440 N Goldenrod Rd Winter Park, FL
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
11
$1,450
Newly Remodeled 2/2 Condo Winter Park $300. Incentive For Move In By 6/15/2026
3651 Goldenrod Rd Unit A104 Winter Park, FL
2 BR | Available Now
Contact
Dog Friendly
Dishwasher
Pool
25
$1,975
5169 Lazy Oaks Dr
Winter Park, FL
2 BR | Available Now
Contact
24
$3,950
1275 Michigan Ave
Winter Park, FL
3 BR | Available Now
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18
$2,395
1148 Park Green Pl
Winter Park, FL
3 BR | Available Now
Contact
Hidden Pond
11
$1,101 - 1,791
Solis at Winter Park
Deal
7502 Sun Key Blvd Winter Park, FL
1 - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Fitness Center
15
$2,095
704 Carnation Dr
Winter Park, FL
3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
House
1
$1,975
Beautiful 2/1 In Winter Park
1803 Pineview Cir Winter Park, FL
2 BR | Available Now
Contact
House
Disability Access
19
$5,500
1213 Formosa Ave
Winter Park, FL
3 BR | Available Now
Contact
House
Storage
Dishwasher
49
$2,250
2458 Grand Teton Circle, Unit 1
Winter Park, FL
3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Storage
Dishwasher
50
$2,250
301 Dryberry Way
Fern Park, FL
3 BR | Ask for Availability
Contact
Dog Friendly
Cat Friendly
House
5
$1,101
Laurel Springs Dr
Winter Park, FL
1 BR | Ask for Availability
Contact
1
$2,100
Nice 3 Bedroom, 2 Bath Single Family Home
3036 Patel Dr Winter Park, FL
3 BR | Available Now
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House
1 - 30 of 82 Results
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  3. Winter Park

How much does it cost to rent an apartment in Winter Park?

Winter Park Apartments
Bed Type Average Rent Range
Studio $1,110 $880 - $1,880
1BR $1,300 $1,150 - $1,850
2BR $1,650 $1,420 - $2,720
3BR $2,200 $1,730 - $3,980
4+BR $4,570 $3,900 - $5,750
Frequently Asked Questions

How many apartments are available in Winter Park, FL on Rentable.co?

Rentable.co has over 7,215 apartments available in Winter Park.

What is the average rent for a studio apartment in Winter Park, FL?

The average rent for a studio apartment in Winter Park is around $1,110 per month.

What is the average rent for a one-bedroom apartment in Winter Park, FL?

The average rent for a one-bedroom apartment in Winter Park is around $1,300 per month.

What is the average rent for a two-bedroom apartment in Winter Park, FL?

The average rent for a two-bedroom apartment in Winter Park is around $1,650 per month.

How expensive is it to rent an apartment in Winter Park, FL?

For a two-bedroom apartment in Winter Park, the average rent price is $1,650 per month, which is similar to the national average of $1,640 per month.

Can I afford an apartment for rent in Winter Park, FL?

Based on average rent prices in Winter Park, to afford a studio apartment you would need an annual household income of $44,000 to live comfortably.

Find a Winter Park Apartment

Part of the greater Orlando-Kissimmee-Sanford metropolitan area, Winter Park is a city of nearly 28,000. The town is a beautiful, open, sunny and green Florida paradise. The community was founded as a resort town, and even today many of the local businesses seem geared towards ensuring that the residents have their fill of rest and relaxation.

The resort atmosphere has led to several celebrities from various walks of life making their home here. The ample collection of local golf courses is perhaps what has attracted the several famous golfers that now live in Winter Park. With six post secondary institutions, the small city also has a high number of higher education options compared to its population.

When to Search

Florida is a very popular winter destination for many people that live in places that get severe weather during the cold season. As a result, many of the non-owner-occupied suites in Winter Park get rented to people who only want to live there for the winter months. If you're looking for a full time residence, you'll have much better luck shopping in summer than in the winter.

Staying in the Know

When you're renting in an apartment building, remember that you're joining a community. If you come across as someone who is loud or who likes to party, it is unlikely that you're going to get invited to join that community. If instead you can communicate that you're quiet, respectful and friendly, then the landlord is likely going to want you as his or her newest tenant.

Life in Winter Park

Transportation

Almost everyone that needs to get around further they can walk in Winter Park simply drives. The roads are well maintained and easy to drive, and parking is ample. Within the town site itself, you will likely find that you can walk most places. The great weather also means that using a bicycle as a year-round vehicle is not only practical, but common.

Where to play

Golf is of course one of the most popular local forms of entertainment. The downtown core is full of museums and quaint shops that a person could spend hours touring. There are a couple of great Italian restaurants in town including Costanzo's and Pannullo's, and many other restaurants worth exploring. For a great beer at an Irish pub, visit Fiddler's Green. If wine is more your drink, head to the Wine Room on South Park Avenue.

Neighborhoods

Downtown Winter Park

Search Cities Near Winter Park, FL

Maitland, FL
Orlando, FL
Altamonte Springs, FL
Casselberry, FL
Winter Springs, FL
Longwood, FL
Oviedo, FL
Lake Mary, FL
Apopka, FL
Heathrow, FL
Ocoee, FL
Windermere, FL
Sanford, FL
Winter Garden, FL
DeBary, FL
Kissimmee, FL
Deltona, FL
Celebration, FL
Mount Dora, FL
St. Cloud, FL
Orange City, FL
Minneola, FL

Campuses Nearby

Full Sail University
Rollins College

Winter Park:
May Rent Report

Welcome to the May 2026 Winter Park 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 Park rental landscape.

Our experts analyze the pricing trends — one-bedroom, two-bedroom, year-over-year and month-over-month — in Winter Park 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 Park average rent prices in the chart below.

Monthly Rent Report

$1,800
$1,350
$900
$450
$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 Park Rent Prices Decrease From April to May

Winter Park 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 Park one-bedroom apartments currently stands at $.

When we take a look at the two-bedroom comparison from April to May, Winter Park experienced a 0% decrease for the price of a two-bedroom apartment. The rent price for a Winter Park two-bedroom apartments currently stands at $.

May Prices: Winter Park vs. Surrounding Areas

Rent Prices in Winter Park and Surrounding Areas

Rent prices have decreased in Winter Park 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 Park 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 Park suburbs

  • Rents did not decrease in any of the Winter Park suburbs.

May 2026 Pricing Trends: Winter Park vs. National Comparisons

Winter Park Rent Prices More Affordable Than Major Cities

Rent growth in Winter Park 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 Park average rent prices appear to be relatively affordable for local residents.

The price for a Winter Park 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 Park and surrounding area rent prices, take a look at the complete data set below.

Data set for Winter Park 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.

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