
Apartments for Rent in Winter Park, FL Under $2,000 (268 Rentals) Page 2 of 6


1500 Gay Rd

4968 Tangerine Ave

1550 Michigan Ave

1000 S Semoran Blvd

2936 Antique Oaks Cir

2523 Alexa Ct

1695 Lee Rd, Unit B106

7722 Country Pl

3020 Antique Oaks Cir
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

7326 Swallow Run

1565 Michigan Ave

2500 Lee Rd

1555 Michigan Ave

3651 N Goldenrod Rd

3032 Antique Oaks Cir

1380 Indiana Ave

2500 Lee Rd, Unit 212

4818 Tangerine Ave

2948 Antique Oaks Cir

3212 Netherwood Dr

3075 Aaron Burr Ave

2206 Bonanza Ave

525 S Lakemont Ave

2326 Wellington Blvd

5058 Seminole Ave, Unit Seminole Unit 2

2206 Bonanza Ave

2206 Bonanza Ave

The Fisher

Tuscany Villas of Winter Park

Serena Winter Park

Sapphire Winter Park

Indigo Winter Park

Azure Winter Park

Whisper Lake Apartments

Venue At Winter Park

Sun Bay Apartments

Sovereignty at Winter Park Apartments

Goldenrod Pointe

Sorrento

Mizell at Winter Park

Sedgefield Apartments

Winter Park Oaks

Branchwood Apartments

Calvary Tower

El Cortez Apartments

Tuscany at Aloma

Total Monthly Price
2815 E Washington St, Unit 2815

Enders Place at Baldwin Park

Total Monthly Price
The Yard at Ivanhoe
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 Under $2000 | $1,674 | $900 | $2,744 |
| Winter Park 1 Bedroom Apartments Under $2000 | $1,851 | $695 | $5,937 |
| Winter Park 2 Bedroom Apartments Under $2000 | $2,158 | $956 | $6,269 |
| Winter Park 3 Bedroom Apartments Under $2000 | $2,773 | $1,082 | $6,250 |
| Winter Park 4 Bedroom Apartments Under $2000 | $1,882 | $1,679 | $2,887 |
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Frequently Asked Questions about Winter Park
How much are Studio apartments in Winter Park?
There are currently 87 Studio Apartments in Winter Park with rent ranges from $900 to $2,744 with an average price of $1,674.
What is the current price range for One Bedroom Winter Park Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winter Park ranges from $695 to $5,937 with an average monthly rent of $1,851.
What does renting a Two Bedroom Apartment in Winter Park cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winter Park range from $956 to $6,269. Today's average rental price for Two Bedrooms here is $2,158.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 101 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,082 to $6,250 - averaging $2,773 for the location.
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

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.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.