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Apartments Near Rollins College

31 - 60 of 495 Results
1
$1,550
Lake Maitland Living | Mid-century Charm
1140 Lake Maitland Ter #e2 Maitland, FL
1 BR | Available Now
2.0 miles from center of campus
Contact
Pool
1
$3,950
Baldwin Park Townhouse
1655 Lakemonte Ave Orlando, FL
3 BR | Available Now
2.0 miles from center of campus
Contact
House
Storage
Dishwasher
1
$1,750
Hidden Gem Coming Soon, *available 6/1*
1140 S Orlando Ave Unit B14 Maitland, FL
2 BR | Jun. 1, 2026
2.0 miles from center of campus
Contact
Dishwasher
Pool
1
$2,100
Adorable Home By Dubsdread Golf Course!
770 Baffie Ave Winter Park, FL
3 BR | Jun. 10, 2026
2.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Dishwasher
1
$1,995
Audubon Place Condominium
2840 Plaza Terrace Dr Orlando, FL
2 BR | Aug. 10, 2026
2.1 miles from center of campus
Contact
Pool
Audubon Park
1
$1,995
Audubon Place City Condominiums
2934 Plaza Terrace Dr Orlando, FL
2 BR | Jul. 1, 2026
2.1 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Dishwasher
Audubon Park
1
$1,595
35 E Winter Park St Unit 35A
Orlando, FL
2 BR | Available Now
2.1 miles from center of campus
Contact
Cat Friendly
Storage
North Orange
1
$2,840
3/2 With Garage In College Park
3219 Oberlin Ave Orlando, FL
3 BR | Jun. 10, 2026
2.1 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Dishwasher
60
$20,000
281 Shell Pt E
Maitland, FL
4 BR | Sep. 1, 2026
2.2 miles from center of campus
Contact
Dog Friendly
House
Air Conditioning
Balcony/Deck/Patio
Dishwasher
20
3D Tour
$1,695 - 3,600
MAA Baldwin Park
Deal
4688 New Broad St Orlando, FL
1 - 3 BR | Available Now
2.2 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
Air Conditioning
11
$1,844 - 4,038
The Village At Lake Lily
921 South Orlando Avenue Maitland, FL
1 - 3 BR | Available Now
2.2 miles from center of campus
Contact
Dog Friendly
Cat Friendly
In Unit Laundry
Balcony/Deck/Patio
Fitness Center
27
$1,495
2500 Lee Rd Apt 103
Winter Park, FL
2 BR | Ask for Availability
2.2 miles from center of campus
Contact
House
25
$1,875
1308 Lake Baldwin Ln Unit C-
Orlando, FL
1 BR | Available Now
2.3 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Storage
Dishwasher
12
$1,505 - 1,645
Lake Ivanhoe Shores Apartments
1730 Gurtler Ct Orlando, FL
1 - 2 BR | Available Now
2.3 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Balcony/Deck/Patio
North Orange
10
$2,450
E Vanderbilt St
Orlando, FL
3 BR | Available Now
2.3 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Storage
Dishwasher
1
$2,100
Mills/50 Colonialtown North 2/2 With Garage
945 Morris Ave Orlando, FL
2 BR | Available Now
2.4 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Dishwasher
Colonialtown North
1
$4,195
Winter Park Pool Home With Winter Park Schools! (orange County Winter Park Schools)
1625 Tioga Trail Winter Park, FL
4 BR | Jun. 15, 2026
2.4 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Balcony/Deck/Patio
Storage
73
$1,695 - 2,775
Urbon @ Nona Apartment Homes
Deal
825 Mccullough Ave Orlando, FL
Studio - 3 BR | Available Now
2.4 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Covered Parking
12
$2,200
217 Emory Pl
Orlando, FL
2 BR | Available Now
2.4 miles from center of campus
Contact
House
Storage
Dishwasher
North Orange
1
$1,650
Newly Renovated 2 Bedroom Duplex In Maitland Available Now! Modern Finishes!
190 W Ventris Ave Maitland, FL
2 BR | Available Now
2.5 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Dishwasher
29
$3,995
1511 E Horatio Ave
Maitland, FL
4 BR | Available Now
2.5 miles from center of campus
Contact
28
$3,995
3400 Golf View Blvd
Orlando, FL
3 BR | Available Now
2.5 miles from center of campus
Contact
House
12
$1,229 - 1,319
Indigo Winter Park
Deal
220 S Semoran Boulevard Winter Park Winter Park, FL
1 BR | Available Now
2.5 miles from center of campus
Contact
Heat Included
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
7
$3,600
2218 King Richards Ct
Winter Park, FL
3 BR | May. 30, 2026
2.5 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Balcony/Deck/Patio
Storage
61
$1,099 - 2,499
Azure Winter Park
Deal
3650 Summer Wind Dr Winter Park, FL
Studio - 3 BR | Available Now
2.5 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
25
3D Tour
$1,110 - 2,010
District On Baldwin Park
Deal
5590 Baldwin Park Street Orlando, FL
Studio - 3 BR | Available Now
2.5 miles from center of campus
Contact
In Unit Laundry
Dishwasher
11
$1,495
1000 S Semoran Blvd
Winter Park, FL
2 BR | Available Now
2.5 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
31
$1,837 - 3,342
Maitland City Centre
190 Independence Ln Maitland, FL
1 - 2 BR | Available Now
2.5 miles from center of campus
Contact
Luxury
Air Conditioning
Covered Parking
Fitness Center
Dishwasher
1
$1,750
Beautiful Remodeled 2/2 Townhome Won't Last!!
620 Trinidad Ct #620 Winter Park, FL
2 BR | Available Now
2.6 miles from center of campus
Contact
House
Pool
1
$1,440
Fairway Lane 3200
3200 Fairway Ln Orlando, FL
1 BR | Available Now
2.6 miles from center of campus
Contact
Cat Friendly
Storage
31 - 60 of 495 Results
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Frequently Asked Questions

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

Rentable.co has over 7,265 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 $1,110 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 $1,650 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 $1,650 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 $44,000 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:
May Rent Report

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

$1,800
$1,350
$900
$450
$0
Jun. 2025
Jul. 2025
Aug. 2025
Sep. 2025
Oct. 2025
Nov. 2025
Dec. 2025
Jan. 2026
Feb. 2026
Mar. 2026
Apr. 2026
May. 2026
1 BR       2 BR

Winter Park Rent Prices Decrease From April to May

Winter Park rent prices decreased over the last month. From April to May, 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 April to May, 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 $.

May 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.

May 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 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.

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