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Apartments in Winter Park

31 - 60 of 121 Results
1
$1,895
200 St. Andrews Blvd Unit 2903
200 St Andrews Blvd Winter Park, FL
2 BR | Ask for Availability
Contact
Disability Access
Dishwasher
19
$1,595
2 Bed 2 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 914 Winter Park, FL
2 BR | Jan. 22, 2026
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Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
1
$1,600
Ncen130
130 N Center St Winter Park, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
Downtown Winter Park
18
$2,395
1148 Park Green Pl
Winter Park, FL
3 BR | Available Now
Contact
Hidden Pond
19
$1,253 - 1,336
1 Bed 1 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 714 Winter Park, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
19
$1,815 - 1,924
3 Bed 2 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 1026 Winter Park, FL
3 BR | Dec. 16, 2025
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Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
1
$1,975
Charming 3 Bedroom, 2 Bathroom Home In Winter Park!!
7761 Country Pl Winter Park, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
19
$1,302 - 1,388
1 Bed 1 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 1131 Winter Park, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
1
$2,395
Single Family Home In Winter Park! 3/2 With Garage! Available Now!
1148 Park Grn Winter Park, FL
3 BR | Available Now
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House
Storage
Dishwasher
Hidden Pond
19
$1,433
1 Bed 1 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 1132 Winter Park, FL
1 BR | Dec. 25, 2025
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Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
19
$1,701 - 1,801
2 Bed 2 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 1233 Winter Park, FL
2 BR | Dec. 21, 2025
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Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
56
$3,295
1807 N Park Ave
Winter Park, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
19
$1,942 - 2,062
3 Bed 2 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 1228 Winter Park, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
30
$1,595
316 Scottsdale Sq
Winter Park, FL
2 BR | Available Now
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11
$1,289 - 1,747
Solis at Winter Park
7502 Sun Key Blvd Winter Park, FL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Fitness Center
1
$2,000
Winter Park Town Home
2553 Galliano Cir Winter Park, FL
3 BR | Available Now
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House
Storage
Dishwasher
1
$1,345
Adorable 1 Bed 1 Bath Winter Park Condo
3014 Antique Oaks Cir Winter Park, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Dishwasher
Pool
20
$3,200
1710 Aster Dr
Winter Park, FL
3 BR | Available Now
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31
$2,795
2717 Scarlet Rd
Winter Park, FL
3 BR | Available Now
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1
$1,690
Cozy 2 Bed 2 Bath In Winter Park
211 Stefanik Rd Winter Park, FL
2 BR | Dec. 10, 2025
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Dog Friendly
Cat Friendly
House
Disability Access
19
$1,769 - 1,877
3 Bed 2 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 1412 Winter Park, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
19
$1,243
1 Bed 1 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 631 Winter Park, FL
1 BR | Dec. 12, 2025
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Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
18
$2,099
Undisclosed Address
Winter Park, FL
3 BR | Available Now
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15
$3,400
224 Doverwood Rd
Fern Park, FL
3 BR | Available Now
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13
$1,695
226 Lewfield Cir Unit 226
Winter Park, FL
2 BR | Available Now
Contact
Air Conditioning
Balcony/Deck/Patio
Dishwasher
1
$2,395
Brand New Construction 3 Bed 2.5 Bath At Grayson Square Available Immediately!!!
2037 Canny Cv Winter Park, FL
3 BR | Available Now
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House
Storage
Pool
11
$3,800
1690 Dale Ave
Winter Park, FL
4 BR | Available Now
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9
$2,100
367 Holt Ave
Winter Park, FL
2 BR | Available Now
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Downtown Winter Park
19
$1,265 - 1,348
1 Bed 1 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 611 Winter Park, FL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
19
$1,711 - 1,783
2 Bed 2 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 322 Winter Park, FL
2 BR | Available Now
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Dog Friendly
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Fitness Center
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31 - 60 of 121 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 $1,260 $880 - $1,830
1BR $1,300 $1,150 - $2,060
2BR $1,600 $1,380 - $2,040
3BR $2,130 $1,770 - $3,310
4+BR $3,150 $2,200 - $4,950
Frequently Asked Questions

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

Rentable.co has over 6,633 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 $1,260 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 $1,600 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 $1,600 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 $50,000 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 2025 Winter Park Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the December 2025 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. 2025
Feb. 2025
Mar. 2025
Apr. 2025
May. 2025
Jun. 2025
Jul. 2025
Aug. 2025
Sep. 2025
Oct. 2025
Nov. 2025
Dec. 2025
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% 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 November to December, 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 $.

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 2025 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 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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