Apartments in Winter Park

31 - 60 of 81 Results
22
$1,695 - 2,300
520 N Orlando Ave Winter Park, FL
1 BR | Available Now
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Dog Friendly
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Balcony/Deck/Patio
Fitness Center
Storage
23
$3,545
1780 Bryan Ave Winter Park, FL
3 BR | Available Now
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Storage
Dishwasher
17
$2,795
349 Grove Ave Winter Park, FL
2 BR | Available Now
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28
$2,450
850 W Canton Ave Winter Park, FL
2 BR | Available Now
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Disability Access
18
$1,450
2942 Antique Oaks Cir #88 Winter Park, FL
1 BR | Ask for Availability
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Pool
17
$1,050
341 Scottsdale Sq Unit 341 Winter Park, FL
Studio | Available Now
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14
$1,695
1917 Woodcrest Dr Unit C Winter Park, FL
2 BR | Available Now
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Pool
10
$1,799
Winter Park, FL
2 BR | Available Now
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12
$2,195
1924 Azalea Ave Winter Park, FL
3 BR | Jul. 10, 2024
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10
$1,495
Winter Park, FL
1 BR | Available Now
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House
25
$4,950
Winter Park, FL
3 BR | Jun. 15, 2024
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Balcony/Deck/Patio
Storage
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8
$1,495
Winter Park, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
25
$4,995
Winter Park, FL
4 BR | Available Now
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22
$2,400
Winter Park, FL
3 BR | Available Now
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Storage
Dishwasher
16
$2,900
Winter Park, FL
3 BR | Jun. 7, 2024
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Storage
Dishwasher
11
$1,236 - 1,653
7502 Sun Key Blvd Winter Park, FL
1 - 2 BR | Available Now
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Fitness Center
13
Call for Pricing
Winter Park, FL
3 BR | Available Now
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26
$1,590
Winter Park, FL
1 BR | Jun. 1, 2024
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Storage
Dishwasher
126
$1,499
662 Trinidad Ct #662 Winter Park, FL
1 BR | Available Now
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Storage
Disability Access
Pool
$2,395
937 Aragon Ave Winter Park, FL
2 BR | Available Now
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12
$2,000
2765 Hilda Cv Winter Park, FL
3 BR | Available Now
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44
$5,250
Winter Park, FL
4 BR | Available Now
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House
$3,200
610 Killarney Bay Ct Winter Park, FL
2 BR | Available Now
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House
$3,100
1464 Broad Wing Ln Winter Park, FL
3 BR | Jun. 1, 2024
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House
$1,250
1820 Karolina Ave Winter Park, FL
1 BR | Available Now
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16
$1,350
118 Lewfield Cir Winter Park, FL
1 BR | Available Now
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18
$1,520 - 2,270
3440 N Goldenrod Rd Winter Park, FL
1 - 3 BR | Available Now
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Luxury
Air Conditioning
In Unit Laundry
$3,100
3110 Heartleaf Pl Winter Park, FL
4 BR | Jun. 1, 2024
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15
$1,010 - 1,680
311 N Knowles Ave Winter Park, FL
Studio - 2 BR | Available Now
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Section 8
Air Conditioning
Covered Parking
$1,800
130 Scottsdale Sq Unit 130 Winter Park, FL
2 BR | Available Now
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31 - 60 of 81 Results
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How much does it cost to rent an apartment in Winter Park?

Winter Park Apartments
Bed Type Average Rent Range
Studio $1,030 $880 - $1,880
1BR $1,350 $1,020 - $1,810
2BR $1,660 $1,290 - $2,390
3BR $2,200 $1,690 - $3,550
4+BR $3,750 $2,050 - $5,250

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

Search Cities Near Winter Park, FL

Campuses Nearby

Winter Park:
May Rent Report

Welcome to the May 2024 Winter Park Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the May 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

$1,900
$1,430
$950
$480
$0
Jun. 2023
Jul. 2023
Aug. 2023
Sep. 2023
Oct. 2023
Nov. 2023
Dec. 2023
Jan. 2024
Feb. 2024
Mar. 2024
Apr. 2024
May. 2024
1 BR       2 BR

Winter Park Rent Prices Increase From April to May

Winter Park rent prices increased over the last month. From April to May, the city experienced a 2.37% increase for the price of a one-bedroom apartment. The rent price for a Winter Park one-bedroom apartments currently stands at $1,426.0.

When we take a look at the two-bedroom comparison from April to May, Winter Park experienced a 0.0% decrease for the price of a two-bedroom apartment. The rent price for a Winter Park two-bedroom apartments currently stands at $1,735.0.

May Prices: Winter Park vs. Surrounding Areas

Rent Prices in Winter Park and Surrounding Areas

Rent prices have increased 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 2024 Pricing Trends: Winter Park vs. National Comparisons

New York, NY
San Francisco, CA
Washington, DC
Los Angeles, CA
Chicago, IL
Columbus, OH
Minneapolis, MN
Pittsburgh, PA
$4,056
$3,039
$2,377
$2,336
$1,913
$1,300
$1,283
$1,178
$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 on the rise. 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.