
2 Bedroom Apartments for Rent in Winter Park, FL with Swimming Pool (98 Rentals) Page 2 of 2


Newport Colony Apartments in Casselberry

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The Village at Lake Lily

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Cortland Lake Howell

Citron at The Packing District

Evergreen Mills 50

The Cannery at The Packing District

The Princeton at College Park

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Baldwin Harbor
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
What are amenity fees and are they optional? This guide breaks down everything you need to know about apartment amenity fees, including when you can opt out and how you might be able to lower your rent.

MAA Baldwin Park

Enders Place at Baldwin Park

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The Ivy Residences at Health Village Apartment Homes

Azul Baldwin Park

The Grand Reserve at Maitland Park

Shoreview at Baldwin Park

Lake Weston Point Apartments

Perla Gem Lake

Maitland City Centre
It's time to soak up some sun!
One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.

The Parker at Maitland Station Apartments

Steelhouse Orlando

Infinity off Baldwin Park

Village at Baldwin Park

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Courtney At Lake Shadow

Regency Oaks Apartments

400 North

Birchwood Landing

The Baldwin
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.

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Vida at Health Village

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Aurora on the Trail

Lake House

The Ivy at Gatehouse

Adele Place

Avenues of Baldwin Park

District On Baldwin Park

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Garden Park Senior Living

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Audubon Park
Top Neighborhoods Near Orlando Major Employers
Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara

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The Gallery at Mills Park

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Sumerset Apartments

Kingswood Apartments

1408 Lake Shadow Cir, Unit 1105, Unit 1105

2840 Plaza Terrace Dr, Unit 2840, Unit 2840

Lake Maitland Terrace Condos

Oxford Square Condominiums

Park North at Cheney Place

Uptown Place Apartments
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.

Gem Lake Apartments

Carmel by the Lake Condominiums

Lake Fairview Condominiums
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 | $1,654 | $900 | $3,588 |
| Winter Park 1 Bedroom Apartments | $1,790 | $250 | $3,522 |
| Winter Park 2 Bedroom Apartments | $2,215 | $956 | $5,209 |
| Winter Park 3 Bedroom Apartments | $2,785 | $1,082 | $6,500 |
| Winter Park 4 Bedroom Apartments | $2,253 | $1,844 | $3,945 |
Explore 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 Sumerset 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 $2,215.
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 1,096 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.
Helpful Local Expert Guides

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.

Your Guide to the Perfect Orlando Neighborhood for Student Renters
Written by: Darla Ferrara
There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.

Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
Written by: Darla Ferrara
When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.

The Soul of the City Beautiful: What Life in Orlando Is Really Like
Written by: Darla Ferrara
When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.
Articles, How-To's, and Tips

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.