
Apartments for Rent in Winter Park, FL Under $4,400 with Swimming Pool (91 Rentals) Page 2 of 2


Luna at Lake Shadow

Newport Colony Apartments in Casselberry

Citron at The Packing District

The Cannery at The Packing District

Lake House

MAA Baldwin Park

Adele Place

The Ivy Residences at Health Village Apartment Homes

Azul Baldwin Park

The Grand Reserve at Maitland Park

Shoreview at Baldwin Park

Maitland City Centre

Infinity off Baldwin Park Apartments

Courtney At Lake Shadow

Regency Oaks Apartments

400 North Apartments

Birchwood Landing

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

Oasis Club

Kingswood Apartments

4177 N Orange Blossom Trail, Unit 304

860 North Orange Avenue, Unit Studio

1400 Lake Shadow Cir

2407 Branch Way

3016 Legacy Villas Dr

2503 Dakota Trail

216 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 | $2,106 | $900 | $10,000+ |
Winter Park 1 Bedroom Apartments | $2,126 | $850 | $10,000+ |
Winter Park 2 Bedroom Apartments | $2,572 | $1,089 | $10,000+ |
Winter Park 3 Bedroom Apartments | $3,006 | $1,261 | $9,543 |
Winter Park 4 Bedroom Apartments | $3,488 | $2,329 | $7,866 |
Explore Winter Park
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 Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Winter Park?
Currently the most affordable Apartment in Winter Park with Swimming Pool is at Kingswood Apartments listed at $900.
How much is the average rent for Winter Park Apartments with Swimming Pool?
The average rent for a Apartment in Winter Park with Swimming Pool is $2,421.
What is the largest Winter Park Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Winter Park is a 3,513 square feet unit starting from $1,824 at Lake House.
What is the average size for Winter Park Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Winter Park is currently at 662 sq ft.
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.