2 Bedroom Apartments for Rent in Winter Garden, FL (86 Rentals)

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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.

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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.

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The 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.

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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.

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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.

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Showing Results 1-50, Page 1 of 2

Winter Garden, FL Local Guide

Winter Garden 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: September 21, 2025

There are currently 38 available 2 Bedroom apartment units in Winter Garden, FL neighborhoods that range in price from $1,529 to $3,169. Heres is today's list of the top neighborhoods in Winter Garden with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
West Orlando38$2,054$1,529

Largest Available Winter Garden 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Winter Garden, FL is found at The Lodge at Hamlin in the Southbridge Village Townhomes neighborhood and is 1,616 square feet priced from $3,280. The Alibi at Lake Lilly in the Ashton Park neighborhood has the second largest 2 Bedroom, which is sized at 1,575 square feet and currently listed start at $3,070. Here is today’s list of the largest available 2 Bedroom units in Winter Garden:

Apartment ListingModel NameSquare FootagePriced From
The Lodge at HamlinB51,616 Sq Ft$3,280
The Alibi at Lake LillyEllington B6T1,575 Sq Ft$3,070
The OverlookNewport 2-Car Garage Townhome1,553 Sq Ft$3,095
The Haven at Lake BrittSanctuary D1 Two-Car Townhome1,553 Sq Ft$3,310
Ascend Waterleigh VillageB41,476 Sq Ft$2,630
Casa MirellaB21,408 Sq Ft$1,941
Addison At WindermereThe Kaiden1,398 Sq Ft$2,370
Windermere at Lakes Edge ApartmentsDuval Key1,397 Sq Ft$1,986
Solay Horizon WestB21,305 Sq Ft$2,474
Arbours at Crown PointThe Hawthorn1,293 Sq Ft$2,050

Cheapest Available Winter Garden 2 Bedroom Apartments

As of September 21, 2025 the lowest priced 2 Bedroom apartment unit in Winter Garden, FL is the Cypress Renovated Model starting from $1,529 at Advenir at The Oaks in the Ashton Park neighborhood. The second most affordable Winter Garden 2 Bedroom is the Valencia Model at Palm Crossing starting at $1,599 in the Meadow Ridge neighborhood. The average price for all 2 Bedroom apartments in Winter Garden is currently $2,250. Here is today’s list of the cheapest available 2 Bedroom options in Winter Garden:

Apartment ListingModel NamePriced From
Advenir at The OaksCypress Renovated$1,529
Palm CrossingValencia$1,599
Inland Seas ApartmentsTwo Bed/ Two Bath$1,640
Garden City ApartmentsTwo Bed/1.5 Bath Standard$1,650
WinterwoodsTwo Bedroom Two Bath with Master Bedroom Apartment$1,750
Windermere CaySagamore$1,770
Arya at Windermere 55+ Active Adult LivingSapphire$1,776
Park Place at Maguire ApartmentsB1$1,782
Windermere at Lakes Edge ApartmentsCoral Key$1,846
IMT Sonoma HillsB1$1,860

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Pet Friendly Lifestyle
Winter Garden, FL

Ranked #42

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Best Local Schools in
Winter Garden, FL

School data provided by Great Schools

Remember the 3 Rules of Real Estate:
Location, Location, Location!

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Getting Around Winter Garden, FL

Walk Score®

40 / 100

Car-Dependent

Most errands require a car

Bike Score®

46 / 100

Somewhat Bikeable

Minimal bike infrastructure

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

Frequently Asked Questions about 2 Bedroom Winter Garden Apartments

What is the Cheapest apartment in Winter Garden with 2 Bedroom?

Currently the most affordable 2 Bedroom in Winter Garden is at Advenir at The Oaks listed at $1,529.

How much is the average rent for a 2 Bedroom Winter Garden Apartment?

The average rent for a 2 Bedroom Apartment in Winter Garden is $2,250.

What is the largest available 2 Bedroom Winter Garden Apartment for rent?

Today's apartment with the most square footage in Winter Garden is a 1,616 square feet unit starting from $3,280 at The Lodge at Hamlin.

What is the average size for Winter Garden 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Winter Garden is currently 1,098 sq ft.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

decorative image for An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent article

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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.