
2 Bedroom Apartments for Rent in Winter Park, FL with Swimming Pool (110 Rentals) Page 2 of 3


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Advenir at Magnolia

The Shores at Lake Howell

The Adeline

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The Village at Lake Lily

Newport Colony Apartments in Casselberry

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Cortland Lake Howell

Citron at The Packing District

The Cannery at The Packing District

The Princeton at College Park
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

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Baldwin Harbor

MAA Baldwin Park

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The Ivy Residences at Health Village Apartment Homes

Grand Reserve at Maitland Park

Shoreview at Baldwin Park

Evergreen Mills 50

Lake Weston Point Apartments

Perla Gem Lake

Maitland City Centre

The Parker at Maitland Station Apartments
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

Steelhouse Orlando

Infinity off Baldwin Park

Village at Baldwin Park

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Courtney At Lake Shadow

Luna at Lake Shadow

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400 North

Regency Oaks Apartments

The Baldwin

Vida at Health Village

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Aurora on the Trail
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

Lake House

Adele Place

Avenues of Baldwin Park

District On Baldwin Park

The Ivy at Gatehouse

Ekos at Lake Shadow

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Audubon Park

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The Gallery at Mills Park

Kingswood Apartments

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Sumerset Apartments
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

1000 Winderley Pl, Unit 128

2912 Plaza Terrace Dr

110 Zora Pl, Unit 7-317

110 Zora Pl, Unit 1-318

110 Zora Pl, Unit 4-202

110 Zora Pl, Unit 7-217

110 Zora Pl, Unit 3-304

110 Zora Pl, Unit 7-215

1000 Lake of the Woods Blvd, Unit Apartment C103

3016 Legacy Villas Dr
The Art of the Rental Viewing: What to look for during a property tour
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.
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 | $1,615 | $900 | $2,847 |
| Winter Park 1 Bedroom Apartments | $1,809 | $250 | $4,187 |
| Winter Park 2 Bedroom Apartments | $2,261 | $645 | $5,755 |
| Winter Park 3 Bedroom Apartments | $2,814 | $750 | $7,284 |
| Winter Park 4 Bedroom Apartments | $1,946 | $1,844 | $2,461 |
Browse Top Apartments in Winter Park
See all Apartments in Winter ParkExplore Winter Park
Frequently Asked Questions about 2 Bedroom Winter Park Apartments
What is the Cheapest apartment in Winter Park with 2 Bedroom?
Currently the most affordable 2 Bedroom in Winter Park is at Kingswood Apartments listed at $1,200.
How much is the average rent for a 2 Bedroom Winter Park Apartment?
The average rent for a 2 Bedroom Apartment in Winter Park is $2,261.
What is the largest available 2 Bedroom Winter Park Apartment for rent?
Today's apartment with the most square footage in Winter Park is a 1,800 square feet unit starting from $1,877 at Regency Oaks Apartments.
What is the average size for Winter Park 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Winter Park is currently 1,091 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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When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.

The Soul of the City Beautiful: What Life in Orlando Is Really Like
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Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
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Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.