
2 Bedroom Apartments for Rent in Winter Park, FL Under $2,000 (140 Rentals) Page 2 of 3


151 N Orlando Ave, Unit 101

El Cortez Apartments

Tuscany at Aloma

Goldenrod Pointe

Sedgefield Apartments

Winter Park Oaks

Branchwood Apartments

Sorrento

Venue At Winter Park
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

Whisper Lake Apartments

Tuscany Villas of Winter Park

The Fisher

Azure Winter Park

Serena Winter Park

Sapphire Winter Park

Mizell at Winter Park

Sovereignty at Winter Park Apartments

Onyx Winter Park

Total Monthly Price
Inscribe Apartments
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

Total Monthly Price
Advenir at Magnolia

Total Monthly Price
Cortland Lake Howell

Newport Colony Apartments in Casselberry

The Grand Reserve at Maitland Park

Shoreview at Baldwin Park

Lake Weston Point Apartments

Total Monthly Price
Steelhouse Orlando

Total Monthly Price
Courtney At Lake Shadow

Regency Oaks Apartments

Birchwood Landing

Adele Place

The Ivy at Gatehouse

Avenues of Baldwin Park

District On Baldwin Park

Lake Ivanhoe Shores Apartments

Total Monthly Price
Garden Park Senior Living

Azalea Gardens

Spring Tree Village

Total Monthly Price
Sumerset Apartments

Kingswood Apartments

Total Monthly Price
2815 E Washington St, Unit 2815

Total Monthly Price
17 W Winter Park St, Unit #17

912 La Salle Ave

2007 E Jefferson Street

940 W Fairbanks Ave

102 W King St

16 N Primrose Dr

1614 Mt Vernon St

2515 Formosa Ave

5469 Decatur St
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 | $1,674 | $900 | $2,744 |
| Winter Park 1 Bedroom Apartments | $1,851 | $695 | $5,937 |
| Winter Park 2 Bedroom Apartments | $2,158 | $956 | $6,269 |
| Winter Park 3 Bedroom Apartments | $2,773 | $1,082 | $6,250 |
| Winter Park 4 Bedroom Apartments | $1,882 | $1,679 | $2,887 |
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 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 $2,158.
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 1,094 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

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.