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Apartments Near Rollins College

1 - 30 of 533 Results
1
$5,995
Exquisite 3 Bedroom 2.5 Bath Two-story Executive Condo In Winter Park With 2-car Garage
1130 Washington Ave Winter Park, FL
3 BR | Apr. 1, 2026
0.6 miles from center of campus
Contact
House
16
$1,699 - 1,999
The Fisher Apartments, Winter Park | 1–2 Months Free
2001 Glenridge Way Winter Park, FL
1 - 2 BR | Available Now
1.6 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Surface Parking
Storage
24
$9,500
147 S Interlachen Ave, Unit 202
Winter Park, FL
3 BR | Available Now
0.4 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Storage
Dishwasher
15
$1,010 - 1,680
Park East Knowles Apartments
Deal
311 N Knowles Ave Winter Park, FL
Studio - 2 BR | Available Now
0.6 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Section 8
Air Conditioning
Covered Parking
33
$5,800
428 West Swoope Avenue, Unit 428
Winter Park, FL
4 BR | Available Now
0.8 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Storage
Dishwasher
14
$2,295
541 N Capen Ave
Winter Park, FL
3 BR | Available Now
0.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
24
$3,950
1275 Michigan Ave
Winter Park, FL
3 BR | Available Now
1.1 miles from center of campus
Contact
34
$4,000
2979 Upper Park Rd
Orlando, FL
2 BR | Available Now
1.2 miles from center of campus
Contact
Highland Lakes
1
$3,550
Fabulous & Furnished In Winter Park!
1850 Whitehall Dr Winter Park, FL
3 BR | Available Now
1.3 miles from center of campus
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Furnished
House
Pool
36
$4,950
1580 Oakhurst Ave
Winter Park, FL
4 BR | Available Now
1.4 miles from center of campus
Contact
42
$2,950 - 3,295
1807 N Park Ave
Winter Park, FL
3 BR | Available Now
1.5 miles from center of campus
Contact
Dog Friendly
Cat Friendly
1
$2,950
Charming Winter Park Retreat With Private Pool – Lawn & Pool Care Included In The Rent!
1807 N Park Ave Winter Park, FL
3 BR | Available Now
1.5 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
39
$2,850
1777 Indiana Ave
Winter Park, FL
3 BR | Available Now
1.5 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
1
$2,850
Stunning 3 Bedroom And 2.5 Bathroom In Winter Park! Washer And Dryer Included! Great Location!
1777 Indiana Ave Unit B Winter Park, FL
3 BR | Available Now
1.5 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
36
$1,635 - 4,904
Juno Winter Park
Deal
1305 Morgan Stanley Ave Winter Park, FL
Studio - 2 BR | Available Now
1.6 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Covered Parking
18
$2,395
1148 Park Green Pl
Winter Park, FL
3 BR | Available Now
1.7 miles from center of campus
Contact
Hidden Pond
25
$3,800
2350 Brookshire Ave
Winter Park, FL
3 BR | May. 4, 2026
1.7 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
1
$1,640
North Pointe Place
2902 N Orange Ave Orlando, FL
2 BR | Available Now
1.8 miles from center of campus
Contact
Dog Friendly
Cat Friendly
North Orange
19
$5,500
1213 Formosa Ave
Winter Park, FL
3 BR | Available Now
1.8 miles from center of campus
Contact
House
Storage
Dishwasher
1
$1,950
1423 Oneco Ave
Winter Park, FL
2 BR | Apr. 1, 2026
1.9 miles from center of campus
Contact
House
Storage
Disability Access
Dishwasher
1
$6,000
Modern Style Winter Park Home
1441 Oneco Ave Winter Park, FL
4 BR | May. 1, 2026
1.9 miles from center of campus
Contact
House
70
$1,717 - 9,894
Vida at Health Village
Deal
2680 North Orange Orlando, FL
Studio - 2 BR | Available Now
1.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Covered Parking
$1,020 - 1,635
Winter Park Village Apartments
2000 Village Ln Winter Park, FL
1 - 3 BR | Available Now
1.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Covered Parking
Balcony/Deck/Patio
1
$1,850
200 St. Andrews Blvd Unit 2903
200 St Andrews Blvd Winter Park, FL
2 BR | Ask for Availability
1.9 miles from center of campus
Contact
Disability Access
Dishwasher
1
$1,425
Cozy 2/1 Duplex - College Park
121 E Evans St Orlando, FL
2 BR | Available Now
1.9 miles from center of campus
Contact
House
North Orange
54
$2,081 - 4,681
Gables Baldwin Park
Deal
1884 Lakemont Ave Orlando, FL
Studio - 3 BR | Available Now
1.9 miles from center of campus
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Surface Parking
1
$2,000
College Park 3 Bed
12 E. Preston Orlando, FL
3 BR | Available Now
2.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
20
$5,200
1207 Falcon Dr
Orlando, FL
4 BR | Apr. 1, 2026
2.0 miles from center of campus
Contact
Dog Friendly
Cat Friendly
House
Dishwasher
Audubon Park
1
$2,500
Winter Park Townhome
252 Balfour Dr Winter Park, FL
3 BR | Available Now
2.0 miles from center of campus
Contact
Dog Friendly
House
1
$1,849
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
House
Pool
1 - 30 of 533 Results
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  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 6,998 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 $1,200 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 $1,360 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 $1,560 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 $1,560 per month, which is similar to the national average of $1,650 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 $48,000 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:
March Rent Report

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

Winter Park Rent Prices Decrease From February to March

Winter Park rent prices decreased over the last month. From February to March, 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 February to March, 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 $.

March 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.

March 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 March 1 BR M/M % Change 2 BR March 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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