
Apartments for Rent in Winter Park, FL Under $4,400 with Swimming Pool (112 Rentals) Page 2 of 3


The Shores at Lake Howell

Luna at Lake Shadow

Total Monthly Price
Advenir at Magnolia

Bell Trelago

The Adeline

Total Monthly Price
The Village at Lake Lily

Newport Colony Apartments in Casselberry

Total Monthly Price
Cortland Lake Howell

Citron at The Packing District
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Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

Evergreen Mills 50

The Cannery at The Packing District

The Princeton at College Park

Total Monthly Price
Baldwin Harbor

MAA Baldwin Park

Enders Place at Baldwin Park

The Ivy Residences at Health Village Apartment Homes

Azul Baldwin Park

The Grand Reserve at Maitland Park

Shoreview at Baldwin Park
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Lake Weston Point Apartments

Perla Gem Lake

Maitland City Centre

The Parker at Maitland Station Apartments

Steelhouse Orlando

Infinity off Baldwin Park

Village at Baldwin Park

Total Monthly Price
Courtney At Lake Shadow

Regency Oaks Apartments

400 North
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

Birchwood Landing

The Baldwin

Total Monthly Price
Vida at Health Village

Total Monthly Price
Aurora on the Trail

Lake House

The Ivy at Gatehouse

Adele Place

Avenues of Baldwin Park

District On Baldwin Park

Total Monthly Price
Garden Park Senior Living

Total Monthly Price
Audubon Park

Total Monthly Price
The Gallery at Mills Park

Total Monthly Price
Sumerset Apartments

Kingswood Apartments

320 Lakeview St, Unit 222, Unit 222

860 North Orange Avenue, Unit Studio, Unit Studio

860 N Orange Ave, Unit 344, Unit 344

1140 S Orlando Ave, Unit Exeter E2, Unit Exeter E2

600 Waverly Ln, Unit 600 Waverly Lane, Unit 600 Waverly Lane

320 Lakeview St, Unit 203, Unit 203
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 | $1,661 | $900 | $3,493 |
| Winter Park 1 Bedroom Apartments | $1,815 | $695 | $3,596 |
| Winter Park 2 Bedroom Apartments | $2,217 | $956 | $5,364 |
| Winter Park 3 Bedroom Apartments | $2,774 | $1,082 | $6,500 |
| Winter Park 4 Bedroom Apartments | $2,135 | $1,679 | $3,943 |
Explore Winter Park
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 $2,310.
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 $1,934 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 654 sq ft.
Expert Rental Resources
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.
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