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

301 - 330 of 528 Results
34
$1,695 - 2,945
The Tiffany at Maitland West
9301 Summit Ctr Maitland, FL
Studio - 3 BR | Available Now
5.0 miles from center of campus
Contact
Luxury
In Unit Laundry
Fitness Center
Storage
Disability Access
34
$1,204
S Parramore Ave
Orlando, FL
1 BR | Ask for Availability
5.0 miles from center of campus
Contact
Cypress Walk
3
$1,270 - 1,590
Dover Gardens
1448 Adriel Ln Orlando, FL
1 - 2 BR | Sep. 9, 2026
4.9 miles from center of campus
Contact
Disability Access
Dover Manor
2
$1,050 - 1,095
5101 Curry Ford Rd
Orlando, FL
1 BR | Available Now
4.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Storage
Pool
Dover Manor
1
$1,900
3-br 2-baths
944 Kensington Dr Orlando, FL
3 BR | Available Now
4.9 miles from center of campus
Contact
Dog Friendly
House
8
3D Tour
$1,450 - 1,616
Brandywood Apartments
6635 Breeze Way Orlando, FL
1 - 2 BR | Available Now
4.9 miles from center of campus
Contact
Virtual Tour
32
$1,700
524 Orange Dr
Altamonte Springs, FL
2 BR | Available Now
4.9 miles from center of campus
Contact
1
$1,295
1/1 Condo In Gated Lakefront Community Of Altamonte Springs!
380 Lakepointe Dr #201 Altamonte Springs, FL
1 BR | Available Now
4.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Dishwasher
15
$1,350
New Floor Beautiful 2/2 Unit In Orlando Will Not Last Long!!
4017 Versailles Dr Unit 4017F Orlando, FL
2 BR | Ask for Availability
4.9 miles from center of campus
Contact
House
Air Conditioning
In Unit Laundry
Dishwasher
Pool
27
$1,676 - 2,706
Sole At Casselberry Luxury Apartments
3851 Grandpine Way Orlando, FL
1 - 3 BR | Available Now
4.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
1
$1,195
Tall Oaks Apartments
2015 - 2023 W Pine St. Orlando, FL
2 BR | Available Now
4.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Storage
Lorna Doone
18
$1,030 - 1,775
Village Springs
Deal
3.4
5175 Cinderlane Parkway Orlando, FL
1 - 2 BR | Available Now
4.9 miles from center of campus
Contact
Heat Included
Balcony/Deck/Patio
Fitness Center
Dishwasher
Pool
1
$2,000
Altamonte Springs 3- Condo
266 Orienta Point St Altamonte Springs, FL
3 BR | Available Now
5.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Dishwasher
1
$1,350
1/1 3rd Floor With Private Balcony In Gated Community Across From Altamonte Mall
351 Lone Hill Dr #306 Altamonte Springs, FL
1 BR | Available Now
5.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Fitness Center
Storage
Dishwasher
11
$1,366 - 2,031
Tiffany Oaks
351 S Northlake Blvd. Altamonte Springs, FL
1 - 2 BR | Available Now
5.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Covered Parking
1
$1,800
Three Bedroom Condo At Maitland Crossing In Orlando
2651 Maitland Crossing Way Orlando, FL
3 BR | Available Now
5.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
Pool
1
$1,300
Remodeled 2/1 Duplex With Carport
715 Citrus St Orlando, FL
2 BR | Available Now
5.0 miles from center of campus
Contact
House
Cypress Walk
1
$1,550
Beautiful 2 Bed 2 Bath Condo For Rent In Orlando, Fl!
952-12 Courtyard Ln Orlando, FL
2 BR | Available Now
5.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Air Conditioning
Balcony/Deck/Patio
1
$2,740
Stunning Three-story Townhome, Located In The Heart Of Altamonte Springs!
462 Windmill Palm Cir Altamonte Springs, FL
3 BR | Available Now
5.0 miles from center of campus
Contact
House
1
$1,500
Beautiful 2 Bed 2 Bath Condo For Rent In Orlando, Fl!
954-22 Courtyard Ln Orlando, FL
2 BR | Sep. 10, 2026
5.0 miles from center of campus
Contact
House
Dishwasher
13
$1,300
4197 Versailles Dr
Orlando, FL
2 BR | Ask for Availability
5.0 miles from center of campus
Contact
13
$1,300
4197 Versailles Dr
Orlando, FL
2 BR | Ask for Availability
5.0 miles from center of campus
Contact
1
$1,499
2 Bed / 2 Bath Condo. In Altamonte Springs, Available Now !
405 Wymore RD Altamonte Springs, FL
2 BR | Available Now
5.0 miles from center of campus
Contact
Balcony/Deck/Patio
Fitness Center
Dishwasher
Pool
1
$2,700
Ashbury Park/ Se Home
1976 Burchstone Dr Orlando, FL
3 BR | Available Now
5.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Dishwasher
Pool
23
$1,130 - 2,080
The Palms at Casselberry
Deal
5.0
400 Sandpiper Lane Casselberry, FL
1 - 3 BR | Available Now
5.0 miles from center of campus
Contact
Luxury
Air Conditioning
Balcony/Deck/Patio
Fitness Center
Storage
18
$1,350 - 1,850
The Palms At Casselberry
400 Sandpiper Lane Casselberry, FL
1 - 2 BR | Available Now
5.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Balcony/Deck/Patio
Storage
14
$1,437 - 1,998
Town Oaks
1150 S Parramore Ave Orlando, FL
1 - 3 BR | Available Now
5.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
In Unit Laundry
Balcony/Deck/Patio
Cypress Walk
1
$1,250
Hacienda Del Sol, 2/1
5230 Curry Ford Rd Orlando, FL
2 BR | Available Now
5.0 miles from center of campus
Contact
Bel Air
1
$1,350
Chamberlin
1916 Chamberlin St Orlando, FL
1 BR | Available Now
5.1 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Lancaster Park
1
$1,925
Rosemont Green/orlando
4231 S Lk Orlando, FL
3 BR | Available Now
5.1 miles from center of campus
Contact
House
Seaboard Industrial
301 - 330 of 528 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 7,687 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 $1,800 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 $1,340 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 $1,630 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 $72,000 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:
August Rent Report

Welcome to the August 2026 Winter Park Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the August 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
Sep. 2025
Oct. 2025
Nov. 2025
Dec. 2025
Jan. 2026
Feb. 2026
Mar. 2026
Apr. 2026
May. 2026
Jun. 2026
Jul. 2026
Aug. 2026
1 BR       2 BR

Winter Park Rent Prices Decrease From July to August

Winter Park rent prices decreased over the last month. From July to August, 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 July to August, 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 $.

August 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.

August 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 August 1 BR M/M % Change 2 BR August 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