Cheap Apartments for Rent in Windermere, FL from $1,000 (35 Rentals)

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Search the lowest-cost Apartments available for rent right now in Windermere.

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Harbortown
1 to 3 Bedroom Apartments

Harbortown

2333 Lake Debra DrOrlando, FL 32835
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Palm Crossing
1 to 3 Bedroom Apartments

Palm Crossing

1240 Winter Garden Vineland RdWinter Garden, FL 34787
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Cortland Independence
1 to 3 Bedroom Apartments

Cortland Independence

14600 Avenue of the Groves AveWinter Garden, FL 34787
Showing Results 1-35, Page 1 of 1

Windermere, FL Local Guide

Cheapest Neighborhoods for Apartments in Windermere, FL

Pricing Updated: 09/07/2025

Current apartment rentals in the Windermere, FL area range in price from to with an overall median price of . Here is today’s list neighborhoods with the lowest median pricing for Windermere Apartments for rent:

NeighborhoodMedian PriceMin PriceAvailable Units
Summerlake$3,295$1,505144
Windermere$3,295$1,050315

Cheapest Available Windermere Apartments for Rent

 

The cheapest available apartment rental in Windermere, FL is a 1 Bed unit found at ARIUM Lakeview in the Ashton Park neighborhood priced from $1,281. Hawthorne Groves in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,296. Here is today’s list of the most affordable Windermere apartments for rent:

Apartment ListingModel NameBed/BathPriced From
ARIUM LakeviewA11BR,1BA$1,281
Hawthorne GrovesBirchwood UP1BR,1BA$1,296
The Debra MetrowestA2R1BR,1BA$1,352
Advenir at The OaksBirch1BR,1BA$1,454
Ellery at Lake SherwoodThe Hampton1BR,1BA$1,455
HarbortownNevis1BR,1BA$1,476
IMT Sonoma HillsA11BR,1BA$1,510
Citra at WindermereAmethyst1BR,1BA$1,574
Park Place at Maguire ApartmentsA21BR,1BA$1,584
The Alibi at Lake LillyGatsby S1Studio,1BA$1,590

Best Value Apartments for Rent in Windermere, FL

As of September 07, 2025 the best value apartment in the Windermere area is the $1.62 price per square foot 8192 Boat Hook Loop Model at 8192 Boat Hook Loop, Unit #411 in the in the Southbridge Village Townhomes neighborhood starting from $2,350. The second greatest value Windermere apartment is the Capannori Model at Veranda Club starting at $2,400 with a $1.75 price per square foot in the Timberleaf 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.
8192 Boat Hook Loop, Unit #4118192 Boat Hook Loop3BR,2BA$1.62
Veranda ClubCapannori2BR,2BA$1.75
Talcott at Windermere2 Beds/ 2 Baths2BR,2BA$1.80
The RialtoTivoli2BR,2BA$2.05
Casa MirellaA1BR,1BA$1.72
Hawthorne GrovesBirchwood UP1BR,1BA$1.49
HarbortownAntigua1BR,1BA$1.93
Citra at WindermereAmethyst1BR,1BA$1.82
Venetian IsleCapri1BR,1BA$1.86
Ellery at Lake SherwoodThe Hampton1BR,1BA$1.86

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Pet Friendly Lifestyle
Windermere, FL

Ranked #311

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
Windermere, FL

School data provided by Great Schools

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

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Getting Around Windermere, FL

Walk Score®

25 / 100

Car-Dependent

Most errands require a car

Bike Score®

43 / 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 Cheap Windermere Apartments

What is the Cheapest Studio apartment in Windermere?

Currently the most affordable Cheap Studio Apartment in Windermere is at The Alibi at Lake Lilly listed at $1,590.

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

The lowest price for a Cheap One Bedroom Windermere Apartment is $1,281 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 $1,480 at Hawthorne Groves.

What is the most affordable Windermere Three Bedroom Apartment?

The best deal on a cheap Windermere Three Bedroom Apartment rental is at Windermere at Lakes Edge Apartments and starts from $1,950.

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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