Cheap Apartments for Rent in the Windermere Neighborhood of Windermere, FL from $1,000 (43 Rentals)

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Cheap Apartments in the Windermere area of Windermere.

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West Pointe Villas
2 to 4 Bedroom Apartments

West Pointe Villas

1201 W Pointe Villas BlvdWinter Garden, FL 34787
  • Utilities Included

Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

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78 Windtree Ln

Winter GardenFL34787
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Palm Crossing
2 to 3 Bedroom Apartments

Palm Crossing

1240 Winter Garden Vineland RdWinter Garden, FL 34787
Showing Results 1-43, Page 1 of 1

Windermere, Windermere, FL Local Guide

Cheapest Available Windermere Apartments for Rent

 

The cheapest available apartment rental in the Windermere area of Windermere, FL is a Studio unit found at Winterwoods priced from $1,099. ARIUM Lakeview has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,244. Here are the most affordable Windermere apartments for rent in Windermere, FL:

Apartment ListingModel NameBed/BathPriced From
WinterwoodsStudio ApartmentStudio,1BA$1,099
ARIUM LakeviewA11BR,1BA$1,244
Hawthorne GrovesBirchwood UP1BR,1BA$1,459
Apollo ApartmentsBloomStudio,1BA$1,470
Citra at WindermereAmethyst1BR,1BA$1,515
Park Place at Maguire ApartmentsA21BR,1BA$1,522
Venetian IsleCapri1BR,1BA$1,533
Windermere at Lakes Edge ApartmentsBayside1BR,1BA$1,563
Country GardensTwo Bedroom Two Bath2BR,2BA$1,599
Advenir at The OaksDogwood2BR,2BA$1,614

Best Value Apartments for Rent in Windermere, FL

As of May 03, 2025 the best value apartment in the Windermere area is the $1.76 price per square foot Milan Model at The Rialto in the in the Goodings Plaza neighborhood starting from $2,760. The second greatest value Windermere apartment is the Sicily Model at Venetian Isle starting at $2,240 with a $1.87 price per square foot in the Southbridge Village Townhomes neighborhood. Here is today’s list of the best values for Windermere apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
The RialtoMilan3BR,2BA$1.76
Venetian IsleSicily2BR,2BA$1.87
Lakewalk at HamlinEola2BR,2BA$2.02
Casa Mirella ApartmentsA1BR,1BA$1.68
IMT Sonoma HillsB12BR,2BA$1.95
Country GardensTwo Bedroom Two Bath2BR,2BA$1.68
Citra at WindermereAmethyst1BR,1BA$1.75
Hawthorne GrovesBirchwood DN1BR,1BA$1.80
Advenir at The OaksCypress Renovated2BR,1BA$1.94
Windermere at Lakes Edge ApartmentsBayside1BR,1BA$2.08

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Pet Friendly Lifestyle
Windermere, Windermere, FL

Ranked #2

Among neighborhoods in Windermere, FL for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Best Local Schools in
Windermere, Windermere, FL

School data provided by Great Schools

Lifestyle Ratings

ApartmentHomeLiving brings you comprehensive Lifestyle Ratings of rentals in metropolitan areas across the United States including Windermere, Windermere, and the greater Windermere area. LifeStyle Ratings are the best way to sort through finding a place to live - beyond price and floorplan. This takes in many factors including rankings of the best places for convenient access to the outdoors, luxury amenities, pet-friendly features, family-friendliness, proximity to transit, and more. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!

Frequently Asked Questions about Cheap Windermere Apartments

What is the Cheapest Studio apartment in Windermere?

Currently the most affordable Cheap Studio Apartment in Windermere is at Winterwoods listed at $1,099.

How much is rent for a Cheap One Bedroom Windermere Apartment?

The lowest price for a Cheap One Bedroom Windermere Apartment is $1,244 at ARIUM Lakeview.

What is the lowest price for a Cheap Two Bedroom Windermere Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Windermere is starting from $1,545 at ARIUM Lakeview.

What is the most affordable Windermere Three Bedroom Apartment?

The best deal on a cheap Windermere Three Bedroom Apartment rental is at Hawthorne Groves and starts from $1,748.

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.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

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Rise of Digital Nomads: Remote Work Tips for Apartment Renters

Written by: Brandie Parton

As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Written by: Christine Leonard, Esq.

Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

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Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.