Cheap Apartments for Rent in Windermere, FL from $1,000 (40 Rentals)

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

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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7310 Westpointe Blvd
$1,4001 Bedroom, 1 Bath RentalsAvailable Now

7310 Westpointe Blvd

Orlando, FL 32835
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Harbortown
1 to 3 Bedroom Apartments

Harbortown

2333 Lake Debra DrOrlando, FL 32835
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7340 Westpointe Blvd
$1,8002 Bedroom, 2 Bath RentalsAvailable Now

7340 Westpointe Blvd

Orlando, FL 32835
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Windermere, FL Local Guide

Cheapest Neighborhoods for Apartments in Windermere, FL

Pricing Updated: 02/26/2025

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
Windermere$2,450$1,09910684
Summerlake$2,474$1,4604298

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 $1,157. Hawthorne Groves in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,388. Here is today’s list of the most affordable Windermere apartments for rent:

Apartment ListingModel NameBed/BathPriced From
ARIUM LakeviewA11BR,1BA$1,157
Hawthorne GrovesBirchwood DN1BR,1BA$1,388
The Debra MetrowestA1R1BR,1BA$1,432
Addison At WindermereThe Aria1BR,1BA$1,460
KestraElm1BR,1BA$1,480
Advenir at The OaksCypress2BR,1BA$1,519
The Alibi at Lake LillyGatsby S1Studio,1BA$1,530
MAA Windermere11A1BR,1BA$1,568
Millennium MetroWestDelaney1BR,1BA$1,582
HarbortownNevis1BR,1BA$1,600

Best Value Apartments for Rent in Windermere, FL

As of February 26, 2025 the best value apartment in the Windermere area is the $1.93 price per square foot Santorini Model at Venetian Isle in the in the Southbridge Village Townhomes neighborhood starting from $2,768. The second greatest value Windermere apartment is the Vista Model at The Oasis at Lake Bennet starting at $2,348 with a $1.76 price per square foot in the Ashton Park 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.
Venetian IsleSantorini3BR,2BA$1.93
The Oasis at Lake BennetVista3BR,2BA$1.76
Casa Mirella ApartmentsA1BR,1BA$1.68
ZenTranquility1BR,1BA$2.00
Citra at WindermereAmethyst1BR,1BA$1.91
Hawthorne GrovesBirchwood DN1BR,1BA$1.63
Advenir at The OaksCypress Renovated2BR,1BA$1.97
HarbortownNevis1BR,1BA$1.98
Palm CrossingValencia2BR,2BA$2.02
Ellery at Lake SherwoodThe Hampton1BR,1BA$1.99

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Pet Friendly Lifestyle
Windermere, FL

Ranked #414

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!

Explore Windermere, FL Rentals by Map

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See the most popular apartments and homes in Windermere, FL

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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 $1,530.

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

The lowest price for a Cheap One Bedroom Windermere Apartment is $1,222 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 $1,519 at Advenir at The Oaks.

What is the most affordable Windermere Three Bedroom Apartment?

The best deal on a cheap Windermere Three Bedroom Apartment rental is at Advenir at The Oaks and starts from $1,969.

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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With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

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