
2 Bedroom Apartments for Rent in Winter Park, FL (186 Rentals)


Paseo at Winter Park Village

Oak Reserve at Winter Park

Cranes Landing Apartments

Total Monthly Price
Juno Winter Park

Total Monthly Price
Seabrook

Vintage Winter Park Apartments

Seven41 Winter Park

Berkshire Winter Park

Sovereignty at Winter Park Apartments
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

Calibre Bend Apartments

Summerlin at Winter Park Apartments

Central Place At Winter Park

Total Monthly Price
Liv at Winter Park Apartment Homes

Total Monthly Price
The Taylor at Winter Park

Winter Park Woods Apartments

San Jose Apartments

Total Monthly Price
Eastbrook Apartments

Sorrento

Park East - Park Knowles Apartments
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.

Total Monthly Price
Rosalia Winter Park 55+ Active Adult Community

La Aloma

Alvista Winter Park

Total Monthly Price
Westmount at Winter Park

Park Apartments

POSTE Winter Park

Total Monthly Price
Atlas at Winter Park

Venue At Winter Park

Total Monthly Price
Signal Pointe

Total Monthly Price
Solis at 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

The Vista at Winter Park

Total Monthly Price
Stonecastle Apartment Homes

Golden Oaks

Hannibal Square

Carlton Arms of Winter Park

Village Park Senior

Total Monthly Price
ARIUM Winter Park

2918 Antique Oaks Cir, Unit #31

662 Callahan St

350 Harris 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.

4858 Tangerine Ave

1307 Formosa Ave

Lancelot At Winter Park

Lake Killarney Condominiums

The Mondrian Winter Park

The Stratford at Winter Park Condominiums

Goldenrod Pointe

542 Shoreview Ave

402 W Welbourne Ave

400 W Swoope Ave
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.
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 | $1,638 | $900 | $2,733 |
| Winter Park 1 Bedroom Apartments | $1,854 | $850 | $6,380 |
Winter Park 2 Bedroom Apartments | $2,126 | $976 | $5,921 |
| Winter Park 3 Bedroom Apartments | $2,632 | $1,099 | $9,192 |
| Winter Park 4 Bedroom Apartments | $2,080 | $1,697 | $3,400 |
Browse Top Apartments in Winter Park
See all Apartments in Winter ParkExplore Winter Park
Winter Park, FL Local Guide

- Winter Park Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Winter Park 2 Bedroom Apartment Units with Current Availability by Neighborhood
Availability Confirmed As of: February 20, 2026There are currently 85 available 2 Bedroom apartment units in Winter Park, FL neighborhoods that range in price from $971 to $2,905. Heres is today's list of the top neighborhoods in Winter Park with the most available 2 Bedroom apartments:
| Neighborhood | Available Units | Median Price | Min Price |
|---|---|---|---|
| Lake Howell | 85 | $1,695 | $971 |
Largest Available Winter Park 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in Winter Park, FL is found at Village Park Senior in the North Orange neighborhood and is 1,662 square feet priced from $2,425. The Village at Lake Lily in the Courtland Street neighborhood has the second largest 2 Bedroom, which is sized at 1,500 square feet and currently listed start at $2,442. Here is today’s list of the largest available 2 Bedroom units in Winter Park:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Village Park Senior | Virginia (Two Bedroom w/Den) | 1,662 Sq Ft | $2,425 |
| The Village at Lake Lily | B1.2 | 1,500 Sq Ft | $2,442 |
| Perla Gem Lake | B5 | 1,439 Sq Ft | $3,128 |
| Gables Baldwin Park | B12 | 1,405 Sq Ft | $3,990 |
| Virginia Drive Apartments | 2 Bed 1 Bath | 1,350 Sq Ft | $1,500 |
| The Majestic at Downtown Baldwin Park | Harrod | 1,334 Sq Ft | $2,450 |
| Bell Trelago | B2J | 1,315 Sq Ft | $2,600 |
| NORA Apartments | 2D | 1,310 Sq Ft | $2,648 |
| Luna at Lake Shadow | B4 | 1,299 Sq Ft | $2,218 |
| The Yard at Ivanhoe | D3.1A | 1,269 Sq Ft | $3,172 |
Cheapest Available Winter Park 2 Bedroom Apartments
As of February 20, 2026 the lowest priced 2 Bedroom apartment unit in Winter Park, FL is the 2 Beds, 2 baths Model starting from $1,200 at Sumerset Apartments in the Courtland Street neighborhood. The second most affordable Winter Park 2 Bedroom is the 2/1 Model at Kingswood Apartments starting at $1,200 . The average price for all 2 Bedroom apartments in Winter Park is currently $2,126. Here is today’s list of the cheapest available 2 Bedroom options in Winter Park:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Sumerset Apartments | 2 Beds, 2 baths | $1,200 |
| Kingswood Apartments | 2/1 | $1,200 |
| Summerlin at Winter Park Apartments | Gardenia | $1,245 |
| Avenues of Baldwin Park | Anson (Standard) B1wm | $1,275 |
| Solis at Winter Park | B1 | $1,303 |
| Lake Weston Point Apartments | Two Bedroom | $1,316 |
| Sovereignty at Winter Park Apartments | B1 | $1,343 |
| Eastbrook Apartments | Two Bed One Bath | $1,350 |
| Birchwood Landing | Birchwood B | $1,355 |
| Sorrento | 2B 1B | $1,369 |
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash 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.
Read ArticleYour Guide to the Perfect Orlando Neighborhood for Student Renters
Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Winter Park Overview
Winter Park, Florida offers something for everyone. This suburban city of over 29,000 people provides historical, cultural, and recreational opportunities. Well-known for its museums, art galleries, and parks, the town is home to Rollins College. Outdoor enthusiasts can enjoy water activities at nearby lakes, or explore local hiking and biking trails. With plenty of options for apartments in Winter Park, find a new home here is easy.
Why live in Winter Park, FL?
If you're unsure about relocating to Winter Park apartments, consider all it has to offer. Its convenient location just northeast of Orlando allows you to reap the benefits of living near a sizeable city while enjoying the amenities of a smaller community. Winter Park apartments provide an impressive selection of housing options. This suburban hamlet offers upscale shopping and dining. A local chain of lakes provides ample opportunities for fishing, swimming, and boating. Rollins College and other post-secondary institutions offer educational opportunities in everything from liberal arts to fine arts. Cultural events and a thriving community center bring residents together.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winter Park, FL Rentals by Map
See the most popular apartments and homes in Winter Park, FL
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 $2,126.
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 1,662 square feet unit starting from $2,425 at Village Park Senior.
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 1,084 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

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.

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.