
Apartments for Rent in Winter Park, FL Under $4,400 (187 Rentals) Page 3 of 4


Infinity off Baldwin Park Apartments

Courtney At Lake Shadow

Perla Gem Lake

400 North Apartments

Regency Oaks Apartments

Birchwood Landing

Vida at Health Village

Aurora on the Trail

The Princeton at College Park

The Avenues of Baldwin Park

District On Baldwin Park

The Parker at Maitland Station Apartments

Steelhouse

The Gallery at Mills Park

Enders Place at Baldwin Park

Hillcrest Hampton House

Oasis Club

Furnished Studio-Orlando - Maitland - Summ

Spring Tree Village

Kingswood Apartments

940 W Fairbanks Ave, Unit In-law apartment.

4177 N Orange Blossom Trail, Unit 304

715 Palm Dr, Unit 715 Palm Dr. #3

860 North Orange Avenue, Unit Studio

114 Eaton St

230 East St

118 Eaton St

1136 Fern Ave

5536 Kingswood Dr

1614 Ferris Ave

3907 Kiawa Dr

1928 Blossom Ln

1410 Altaloma Ave

7524 Marietta St

2503 Dakota Trail

7508 Carolyn Ave

8059 Birman St

1725 Durock Ct

1878 Bobtail Dr

216 Lochmond Dr

215 Lochmond Dr
Winter Park, FL Local Guide

How much does it cost to rent an apartment in Winter Park?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winter Park Studio Apartments Under $4400 | $2,106 | $900 | $10,000+ |
Winter Park 1 Bedroom Apartments Under $4400 | $2,126 | $850 | $10,000+ |
Winter Park 2 Bedroom Apartments Under $4400 | $2,572 | $1,089 | $10,000+ |
Winter Park 3 Bedroom Apartments Under $4400 | $3,006 | $1,261 | $9,543 |
Winter Park 4 Bedroom Apartments Under $4400 | $3,488 | $2,329 | $7,866 |
Browse Top Apartments in Winter Park
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Getting Around Winter Park, FL
Walk Score®
71 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
57 / 100
Bikeable
Some bike infrastructure
Transit Score®
22 / 100
Minimal Transit
It may be possible to get on a bus
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Winter Park
How much are Studio apartments in Winter Park?
There are currently 37 Studio Apartments in Winter Park with rent ranges from $900 to $13,463 with an average price of $2,106.
What is the current price range for One Bedroom Winter Park Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winter Park ranges from $850 to $15,706 with an average monthly rent of $2,126.
What does renting a Two Bedroom Apartment in Winter Park cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winter Park range from $1,089 to $18,721. Today's average rental price for Two Bedrooms here is $2,572.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 91 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,261 to $9,543 - averaging $3,006 for the location.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
Written by: Darla Ferrara
For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.