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Apartments in Winter Park

1 - 30 of 94 Results
23
$810
Strathaven Rd
Winter Park, FL
1 BR | Ask for Availability
Contact
40
$1,011
Overspin Dr
Winter Park, FL
1 BR | Ask for Availability
Contact
1
$732
Sugarwood Cir
Winter Park, FL
1 BR | Ask for Availability
Contact
8
$1,499 - 2,049
Azure Winter Park
Deal
3650 Summer Wind Dr Winter Park, FL
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
5
$1,429 - 1,449
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
$1,799
Tuscany Villas
3656 N Goldenrod Rd Winter Park, FL
2 BR | Dec. 21, 2024
Contact
Dog Friendly
Cat Friendly
Storage
Disability Access
Dishwasher
16
$1,799 - 1,999
The Fisher
2001 Glenridge Way Winter Park, FL
1 - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Surface Parking
Storage
11
$1,399 - 2,299
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
22
$1,630 - 2,300
The Lofts Of Winter Park Village
520 N Orlando Ave Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Fitness Center
Storage
23
$2,500
Beautiful 3 Bed / 2 Bath Home For Rent Minutes From Rollins College!
1780 Bryan Ave Winter Park, FL
3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
House
Storage
Dishwasher
14
$1,130 - 1,627
Advenir at Magnolia
210 Welcome Way Fern Park, FL
Studio - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Surface Parking
10
$3,300
Luxury Winter Park 3 Bedroom 2.5 Bath 2 Car Detached Garage
685 Overspin Dr Winter Park, FL
3 BR | Jan. 10, 2025
Contact
House
Storage
Dishwasher
23
3D Tour
$1,260 - 2,065
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
17
3D Tour
$1,300 - 1,790
Whisper Lake Apartments
Deal
3250 Whisper Lake Lane Winter Park, FL
1 - 2 BR | Available Now
Contact
Furnished
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
26
$1,289 - 2,982
Summerlin At Winter Park Apartments
Deal
3207 Rosebud Lane Winter Park, FL
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Balcony/Deck/Patio
Fitness Center
13
$1,895
5872 Marble Ct
Winter Park, FL
2 BR | Ask for Availability
Contact
Dog Friendly
Cat Friendly
House
Air Conditioning
Dishwasher
11
$1,595
1000 S Semoran Blvd
Winter Park, FL
2 BR | Jan. 6, 2025
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
1
$2,450
3 Bedroom, 2.5 Bath Town Home With 1 Car Garage In Grayson Square!
2887 Clever Ln Winter Park, FL
3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
House
Storage
Disability Access
1
$1,375
Beautiful 1bd/1ba Condo In Winter Park!
2929 Antique Oaks Cir Winter Park, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
House
Pool
12
$1,995
303 Dryberry Way
Fern Park, FL
2 BR | Available Now
Contact
House
1
$1,895
Beautiful 2/2.5 Cozy Condo With A Screened Patio In Whisperwood - Winter Park!
7474 Canford Ct Winter Park, FL
2 BR | Jan. 28, 2025
Contact
Dog Friendly
Cat Friendly
House
Surface Parking
Balcony/Deck/Patio
12
$2,000
5764 Marble Ct
Winter Park, FL
2 BR | Available Now
Contact
Dog Friendly
House
Dishwasher
1
$1,250
Orlando 1 Bedroom Rental
1000 S Semoran St Winter Park, FL
1 BR | Available Now
Contact
House
Disability Access
1
$1,825
610 Saint Johns Ct
Winter Park, FL
2 BR | Available Now
Contact
Dog Friendly
House
Storage
Disability Access
Dishwasher
1
$1,695
113 Stefanik Rd
Winter Park, FL
3 BR | Ask for Availability
Contact
Disability Access
Dishwasher
6
$2,495
2762 Prince John Rd
Winter Park, FL
3 BR | Jan. 1, 2025
Contact
Dog Friendly
Cat Friendly
House
22
$1,900
Inviting 2/2.5 Townhome
303 Sandlewood Trl Unit 2 Winter Park, FL
2 BR | Ask for Availability
Contact
House
Dishwasher
1
$3,040
Beautiful Fully Remodeled 3 Bedroom, 2 Bath Home In Winter Park!!
633 Dunraven Dr Winter Park, FL
3 BR | Available Now
Contact
House
Disability Access
Dishwasher
1
$1,395
Rent By January 1st And Receive Half Off Your 1st Month's Rent! Reduced Security Deposit Available For Qualified Applicants!! 2 Bed/2 Bath First-floor Corner Condo For Rent In Winter Park’s Lancelot Condominiums!
3651 N Goldenrod RD Winter Park, FL
2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Dishwasher
Pool
1
$1,650
Nice! 2 Bedroom 2 Bath / 1 Car Garage - Duplex (winter Park)
7623 University Garden Dr Winter Park, FL
2 BR | Available Now
Contact
1 - 30 of 94 Results
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  2. Orlando Area Apartments
  3. Winter Park

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

Winter Park Apartments
Bed Type Average Rent Range
Studio $1,160 $880 - $1,750
1BR $1,330 $1,010 - $1,680
2BR $1,630 $1,330 - $1,990
3BR $2,200 $1,610 - $4,010
4+BR $3,230 $2,080 - $9,000
Frequently Asked Questions

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

Rentable.co has over 5,127 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 $1,160 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 $1,330 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 $1,630 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 $1,630 per month, which is similar to the national average of $1,600 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 $46,000 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:
December Rent Report

Welcome to the December 2024 Winter Park Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the December 2024 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
Jan. 2024
Feb. 2024
Mar. 2024
Apr. 2024
May. 2024
Jun. 2024
Jul. 2024
Aug. 2024
Sep. 2024
Oct. 2024
Nov. 2024
Dec. 2024
1 BR       2 BR

Winter Park Rent Prices Decrease From November to December

Winter Park rent prices decreased over the last month. From November to December, the city experienced a -0.77% decrease for the price of a one-bedroom apartment. The rent price for a Winter Park one-bedroom apartments currently stands at $1,421.0.

When we take a look at the two-bedroom comparison from November to December, Winter Park experienced a -1.27% decrease for the price of a two-bedroom apartment. The rent price for a Winter Park two-bedroom apartments currently stands at $1,710.0.

December 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.

December 2024 Pricing Trends: Winter Park vs. National Comparisons

New York, NY
San Francisco, CA
Los Angeles, CA
Washington, DC
Chicago, IL
Columbus, OH
Minneapolis, MN
Pittsburgh, PA
$4,134
$3,160
$2,389
$2,353
$1,914
$1,318
$1,255
$1,234
$0
$1,350
$2,700
$4,050
$5,400
Median Rent

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 December 1 BR M/M % Change 2 BR December 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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