
Cheap Apartments for Rent in the Winter Park Neighborhood of Orlando, FL from $400 (84 Rentals) Page 2 of 2
Search the lowest-cost Apartments available for rent right now in the Winter Park area of Orlando.


Paseo at Winter Park Village

Tuscany at Aloma

El Cortez Apartments

Winter Park Oaks

Azure Winter Park

525 S Lakemont Ave

Indigo Winter 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

Mizell at Winter Park

3075 Aaron Burr Ave

Sovereignty at Winter Park Apartments

Venue At Winter Park

Sun Bay Apartments

Goldenrod Pointe

Whisper Lake Apartments

4818 Tangerine Ave
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.

3032 Antique Oaks Cir

1000 S Semoran Blvd

3651 Goldenrod Rd

7340 Swallow Run

7429 Daniel Webster Dr

7328 Swallow Run

151 N Orlando Ave

3651 N Goldenrod Rd
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

2911 Antique Oaks Cir

3011 George Mason Ave

7004 Mills Rd

Tuscany Villas of Winter Park

4968 Tangerine Ave

1941 Lanier Ct

614 St Johns Ct

The Fisher
Winter Park - One of the Best Affordable Neighborhoods in Orlando
Named as one of the Best Affordable Areas to rent in Orlando by our , Local Expert Darla Ferrara. See how it ranks!

7473 Belle River Ct

7426 Wynnewood Square
Winter Park, Orlando, 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 | $1,745 | $1,000 | $2,685 |
| Winter Park 1 Bedroom Apartments | $1,784 | $695 | $4,111 |
| Winter Park 2 Bedroom Apartments | $2,209 | $956 | $5,013 |
| Winter Park 3 Bedroom Apartments | $2,976 | $1,082 | $5,652 |
| Winter Park 4 Bedroom Apartments | $3,938 | $3,938 | $3,938 |
Browse Apartments in this Neighborhood
There are currently 84 rentals with your search options within a 2 mile radius of the Winter Park Neighborhood of Orlando, FL.
See all Apartments in OrlandoExplore Orlando
Frequently Asked Questions about Cheap Winter Park Apartments
What is a cheap apartment in Winter Park?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Winter Park is under $1,295.
What is the price of a cheap apartment in Winter Park?
The cheapest apartment in Winter Park is Winter Park Woods Apartments which is listed at $1,137, while the average apartment in Winter Park costs $3,938.
What types of apartments are the cheapest in Winter Park?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 46 regular apartments in Winter Park that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Winter Park?
Cheap apartments in Winter Park have an average cost of $356 which is $3,582 cheaper than the average rent for all rentals in Winter Park.
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.