
Cheap Apartments for Rent in Winter Park, FL from $400 (174 Rentals) Page 2 of 4
Search the lowest-cost Apartments available for rent right now in Winter Park.


Lakeside Manor Condominiums

La Aloma Apartments

Whisper Lake Apartments

Village Park Senior

Indigo Winter Park

2500 Lee Rd, Unit 244

Golfside Villas

302 Lewfield Cir

1695 Lee Rd
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

3651 N Goldenrod Rd

2942 Antique Oaks Cir

151 N Orlando Ave

7340 Swallow Run

3004 George Mason Ave

Tuscany Villas of Winter Park

2523 Alexa Ct

3012 Patel Dr

3254 Howell Branch Rd

421 E Kennedy Blvd
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Ekos at Lake Shadow

1224 Moselle Ave

5530 Old Cheney Hwy, Unit 2

312 Orange St

312 Orange St

Kingswood Apartments

2422 Branch Way

Soraya

District On Baldwin Park

Primrose Orlando
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

14 Bel Air St

407 Shine Ave

2422 Branch Way, Unit 104

Total Monthly Price
Sumerset Apartments

Regency Oaks Apartments

202 Esplanade Way

Total Monthly Price
2721 Sidney Ave, Unit 3

Total Monthly Price
Advenir at Magnolia

Spring Tree Village

Shoreview at Baldwin Park
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

Onyx Winter Park

Hillcrest Hampton House

Avenues of Baldwin Park

Grand Reserve at Maitland Park

Newport Colony Apartments in Casselberry

468 Banyon Tree Cir, Unit 202

Forest Edge

Adele Place

Total Monthly Price
715 Palm Dr, Unit 715 Palm Dr. #2

3323 N Westmoreland Dr
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Winter Park, FL Local Guide

How much does it cost to rent an apartment in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Cheap Winter Park Studio Apartments | $1,624 | $900 | $2,847 |
| Cheap Winter Park 1 Bedroom Apartments | $1,804 | $250 | $3,409 |
| Cheap Winter Park 2 Bedroom Apartments | $2,263 | $645 | $5,966 |
| Cheap Winter Park 3 Bedroom Apartments | $2,885 | $750 | $7,275 |
| Cheap 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 Cheap Winter Park Apartments
What is the Cheapest Studio apartment in Winter Park?
Currently the most affordable Cheap Studio Apartment in Winter Park is at Regency Oaks Apartments listed at $1,123.
How much is rent for a Cheap One Bedroom Winter Park Apartment?
The lowest price for a Cheap One Bedroom Winter Park Apartment is $999 at Soraya.
What is the lowest price for a Cheap Two Bedroom Winter Park Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Winter Park is starting from $1,200 at Kingswood Apartments.
What is the most affordable Winter Park Three Bedroom Apartment?
The best deal on a cheap Winter Park Three Bedroom Apartment rental is at Sumerset Apartments and starts from $1,295.
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

Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
Written by: Darla Ferrara
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
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.

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.

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.
Articles, How-To's, and Tips

Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
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.