2 Bedroom Apartments for Rent in Winter Garden, FL (81 Rentals)

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Prose Horizons Village
Rent Specials
$1,955 - $2,000
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$1,609 - $2,000
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2 Bedroom Apartments Available Now

Prose Horizons Village

16810 Easthampstead RdWinter Garden, FL 34787
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Apollo Apartments
Rent Specials
$1,906 - $2,308
Total Monthly Price

Total Monthly Price

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$1,585 - $2,308
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2 Bedroom Apartments Available Now

Apollo Apartments

7000 Kiran Patel DrWinter Garden, FL 34787
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Corban Horizon West
$2,295 - $2,619
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$1,794 - $3,274
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Corban Horizon West

15000 Stratus LoopWinter Garden, FL 34787
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Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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Prose Avalon Pointe
Rent Specials
$1,965 - $2,005
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$1,434 - $2,005
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Prose Avalon Pointe

14505 Tristan CirWinter Garden, FL 34787
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IMT Sonoma Hills
$1,895 - $2,030
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$1,665 - $2,440
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IMT Sonoma Hills

14619 Casita RidgeWinter Garden, FL 34787
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Windermere Cay
Rent Specials
$1,697 - $2,621
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$1,592 - $2,702
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Windermere Cay

8200 Jayme DrWinter Garden, FL 34787
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Garden City Apartments
Rent Specials
$1,499 - $1,749
Total Monthly Price

Total Monthly Price

Base Rent
$1,499 - $1,749
Total Monthly Price
$1,499 - $1,749
2 Bedroom Apartments Available Now

Garden City Apartments

521 S Park AveWinter Garden, FL 34787
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The Lodge at Hamlin
Rent Specials
$2,179 - $3,023
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$1,700 - $3,095
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2 Bedroom Apartments Available Now

The Lodge at Hamlin

6151 Lake Lodge DrWinter Garden, FL 34787
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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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Country Gardens
$1,629 - $1,800
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$1,449 - $1,979
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Country Gardens

15122 W Colonial DrWinter Garden, FL 34787
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property at 122 Windtree Ln

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750
Total Monthly Price
$1,750

2 Bedroom, 2 Bath Condo for Rent

Available Now

122 Windtree Ln, Unit 122 - O

122 Windtree Ln
Winter GardenFL34787

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.

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property at 165 Windtree Ln

$1,700 - $1,750

2 Bedroom Rentals

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165 Windtree Ln

Winter GardenFL34787

Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

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Parkside Trails
2 Bedroom Apartments

Parkside Trails

4597 Golden Birch AveWinter Garden, FL 34787
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50 W Story Rd
2 Bedroom Apartments

50 W Story Rd

50 W Story RdWinter Garden, FL 34787
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166 W Morgan St
2 Bedroom Apartments

166 W Morgan St

166 W Morgan StWinter Garden, FL 34787
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320 S Main St
2 Bedroom Apartments

320 S Main St

320 S Main StWinter Garden, FL 34787
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West Pointe Villas
2 Bedroom Apartments

West Pointe Villas

1201 W Pointe Villas BlvdWinter Garden, FL 34787
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Park Avenue Villas
2 Bedroom Apartments

Park Avenue Villas

48 S Park AveWinter Garden, FL 34787
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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.

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Winter Garden, FL Local Guide

Winter Garden 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: June 14, 2026

There are currently 39 available 2 Bedroom apartment units in Winter Garden, FL neighborhoods that range in price from $1,444 to $5,638. Heres is today's list of the top neighborhoods in Winter Garden with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
West Orlando39$2,127$1,444

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 $3,023. 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 $2,760. 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$3,023
The Alibi at Lake LillyEllington B6T1,575 Sq Ft$2,760
The WesterlyB31,567 Sq Ft$2,474
The Haven at Lake BrittSanctuary D1 Two-Car Townhome1,553 Sq Ft$3,320
Ascend Waterleigh VillageB41,476 Sq Ft$2,545
Windermere at Lakes Edge ApartmentsDuval Key1,397 Sq Ft$1,917
RegencyB31,333 Sq Ft$2,700
Solay Horizon WestB21,305 Sq Ft$2,474
Addison At WindermereThe Casper1,299 Sq Ft$2,336
Arbours at Crown PointThe Hawthorn1,293 Sq Ft$1,829

Cheapest Available Winter Garden 2 Bedroom Apartments

As of June 14, 2026 the lowest priced 2 Bedroom apartment unit in Winter Garden, FL is the Standard Model starting from $1,499 at Garden City Apartments in the Courtlea Park neighborhood. The second most affordable Winter Garden 2 Bedroom is the Dogwood Model at Advenir at The Oaks starting at $1,529 in the Ashton Park neighborhood. The average price for all 2 Bedroom apartments in Winter Garden is currently $2,261. Here is today’s list of the cheapest available 2 Bedroom options in Winter Garden:

Apartment ListingModel NamePriced From
Garden City ApartmentsStandard$1,499
Advenir at The OaksDogwood$1,529
Palm CrossingValencia$1,605
Country GardensTwo Bedroom Two Bath$1,629
Inland Seas ApartmentsTwo Bed/ One Bath$1,670
IMT Sonoma HillsB1$1,730
Arbours at Crown PointThe Elm$1,750
Windermere at Lakes Edge ApartmentsCoral Key$1,757
Windermere CaySagamore$1,804
Halston WaterleighB1$1,805

Your 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

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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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 Garden City Apartments listed at $1,499.

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 $2,261.

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 $3,023 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 1,082 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

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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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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.

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Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers

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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.

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Articles, How-To's, and Tips

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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.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

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Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.