Careers
Favorites
Advertise With Us
Log In
Create Search Alert
Get alerts when new listings become available in the Winter Park area that match this search.
Email address:

Subscribed
Error! Please try again later.
Contact Property
Your Name

Email Address

Phone Number
Desired Move In Date
Desired Number of Bedrooms
Request a Tour Date

Ask a Question

Error! Please try again later.

Apartments Near Rollins College

211 - 240 of 555 Results
22
$1,300
151 E Washington Street328
Orlando, FL
1 BR | Oct. 5, 2026
3.7 miles from center of campus
Contact
House
Air Conditioning
Fitness Center
Dishwasher
South Eola
16
$1,599
Tuscany Villas | 1 & 2 Bedroom Apartments In Winter Park, Fl
3656 N Goldenrod Rd Winter Park, FL
1 BR | Available Now
3.7 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Storage
Disability Access
Dishwasher
18
$1,399
3656 N Goldenrod Rd Unit 3624-303
Winter Park, FL
1 BR | Available Now
3.7 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Storage
Dishwasher
71
$1,687 - 4,818
The Cannery at The Packing District
Deal
2501 N Orange Blossom Trl Orlando, FL
Studio - 3 BR | Available Now
3.7 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Covered Parking
0
$1,795
Renovated 2 Bedroom 1 Free Parking Space Located Steps From Lake Eola, Downtown Orlando
515 E Pine St Orlando, FL
2 BR | Available Now
3.7 miles from center of campus
Contact
House
Dishwasher
South Eola
1
$1,350
Cordova Drive # 6
704 Cordova Dr #6 Orlando, FL
2 BR | Available Now
3.7 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Lake Dot
1
$1,325
Cordova Drive #7
704 Cordova Dr #7 Orlando, FL
2 BR | Available Now
3.7 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Dishwasher
Lake Dot
1
$1,099
Cordova Drive #1
704 Cordova Dr #1 Orlando, FL
1 BR | Available Now
3.7 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Lake Dot
79
$1,676 - 3,879
Citron at The Packing District
Deal
2210 N Orange Blossom Trl Orlando, FL
1 - 2 BR | Available Now
3.8 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Covered Parking
Call for Pricing
330 E Central Blvd
Orlando, FL
Studio | Available Now
3.8 miles from center of campus
Contact
House
South Eola
25
$1,570
503 Chatham Ave
Orlando, FL
1 BR | Available Now
3.8 miles from center of campus
Contact
Lake Dot
36
$2,120 - 5,540
Paramount on Lake Eola
Deal
415 E. Pine Street Orlando, FL
2 - 3 BR | Available Now
3.8 miles from center of campus
Contact
Dog Friendly
Cat Friendly
In Unit Laundry
Balcony/Deck/Patio
Fitness Center
16
$1,416 - 5,370
The Julian
480 N Terry Ave Orlando, FL
Studio - 3 BR | Available Now
3.8 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Lake Dot
22
$3,600
413 E Pine St
Orlando, FL
3 BR | Available Now
3.8 miles from center of campus
Contact
South Eola
1
$1,750
Available Now - Downtown Orlando
322 E Central Blvd Orlando, FL
1 BR | Available Now
3.8 miles from center of campus
Contact
Dishwasher
South Eola
20
$3,500
322 E Central Blvd Unit 503
Orlando, FL
2 BR | Available Now
3.8 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Storage
Dishwasher
1
$5,200
3-bedroom, 2-bath Residence At The Waverly
322 E Central Blvd #901 Orlando, FL
3 BR | Available Now
3.8 miles from center of campus
Contact
Dishwasher
South Eola
1
$1,600
"spacious 2-bed Condo With Modern Upgrades In Prime Casselberry Location"
316 Georgetown Dr Casselberry, FL
2 BR | Available Now
3.8 miles from center of campus
Contact
Dishwasher
Pool
56
$1,999 - 3,689
Camden Lake Eola
Deal
520 E Church St Orlando, FL
1 - 3 BR | Available Now
3.8 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Section 8
Air Conditioning
Surface Parking
$1,275 - 1,745
Sovereignty at Winter Park
7745 Brandywood Cir Winter Park, FL
1 - 2 BR | Available Now
3.8 miles from center of campus
Contact
1
$3,895
Awesome Home Ready For You In Winter Park
2348 Kestrel Perch Pl Winter Park, FL
4 BR | Available Now
3.8 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
16
$1,060 - 1,130
St. Regis Apartments
319 E Church St Orlando, FL
Studio - 1 BR | Oct. 5, 2026
3.8 miles from center of campus
Contact
Heat Included
Dog Friendly
Cat Friendly
Air Conditioning
South Eola
57
$1,899 - 3,219
Camden Thornton Park
Deal
420 E Church St Orlando, FL
1 - 3 BR | Available Now
3.8 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Section 8
Air Conditioning
Covered Parking
1
$4,140
Amazing Home In Gated Neighborhood In Winter Park
2352 Kestrel Perch Pl Winter Park, FL
4 BR | Oct. 10, 2026
3.9 miles from center of campus
Contact
House
Fitness Center
Storage
Dishwasher
Pool
54
$4,500
525 E Jackson St
Orlando, FL
2 BR | Available Now
3.9 miles from center of campus
Contact
South Eola
36
$1,279 - 3,202
Summerlin At Winter Park Apartments
Deal
3207 Rosebud Lane Winter Park, FL
1 - 3 BR | Available Now
3.9 miles from center of campus
Contact
Air Conditioning
Balcony/Deck/Patio
Fitness Center
Dishwasher
Pool
1
$1,250
Cozy Studio With Screened Balcony
226 Georgetown Dr Casselberry, FL
Studio | Available Now
3.9 miles from center of campus
Contact
House
59
$1,592
110 Zora Pl
Orlando, FL
1 BR | Available Now
3.9 miles from center of campus
Contact
35
$1,581 - 3,790
Modera Creative Village
Deal
505 Chatham Avenue Orlando, FL
Studio - 3 BR | Available Now
3.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
1
$1,850
1 Bedroom / 1 Bathroom Luxury High Rise Condo - Solaire At The Plaza
155 S Court Ave Orlando, FL
1 BR | Oct. 19, 2026
3.9 miles from center of campus
Contact
Cat Friendly
Covered Parking
Surface Parking
Fitness Center
Storage
211 - 240 of 555 Results
  1. Home
  2. Orlando Area Apartments
  3. Winter Park
  4. Rollins College
Frequently Asked Questions

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

Rentable.co has over 7,837 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 $1,130 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 $1,280 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 $1,590 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 $1,590 per month, which is similar to the national average of $1,620 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 $45,000 to live comfortably.

Rollins College

Rollins was established in 1885, and with old age comes storied traditions. One of these is the Bach Festival, which was born in 1935 and continues to this day. For two weeks the campus is transformed into a haven for classical music and its fans. Fox Day is another event, created in the 1950s, that continues to this day. Every Spring, there is a day where classes are canceled and students are encouraged to go out and enjoy what the Orlando area has to offer and return for a barbecue celebration later in the day. Sports events (Division II) also draw a lot of buzz around campus, and students always turn out in droves for important games. With everything that goes on at Rollins, you probably won’t be spending much time in your dorm or apartment. From 1995 to 2005, Rollins College was ranked the second best post-secondary school in the South by US and News World Report. This was impressive, sure, but what’s followed in the years since has been incredible. Rollins soared to the top of the list in 2005, and 2012 marked the eighth straight year it was ranked the #1 college in the South. It holds top spots in countless other rankings, with its MBA programs, arts and sciences programs, and abundance of Fulbright Scholars gaining significant attention. Students here are getting the best education in the South, and can use nearby Orlando to their advantage when they want to connect with companies and specialists in their field.

Winter Park:
October Rent Report

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

$50
$40
$30
$10
$0
Nov. 2025
Dec. 2025
Jan. 2026
Feb. 2026
Mar. 2026
Apr. 2026
May. 2026
Jun. 2026
Jul. 2026
Aug. 2026
Sep. 2026
Oct. 2026
1 BR       2 BR

Winter Park Rent Prices Decrease From September to October

Winter Park rent prices decreased over the last month. From September to October, 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 September to October, 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 $.

October 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.

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

Browse Winter Park Apartments
Winter Park Apartments by Neighborhood
Winter Park Apartments by Bedrooms
Winter Park Apartments by Affordability
Winter Park Apartments with Amenities
Winter Park Apartments by Type
Colleges Near Winter Park
Winter Park Apartments by Zip Code