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
Showing Results 1-35, Page 1 of 1

Windermere, FL Local Guide

Cheapest Neighborhoods for Apartments in Windermere, FL

Pricing Updated: 04/17/2025

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$3,350$1,099408
Summerlake$3,900$1,495222

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 $1,207. Advenir at The Oaks in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,394. Here is today’s list of the most affordable Windermere apartments for rent:

Apartment ListingModel NameBed/BathPriced From
ARIUM LakeviewA11BR,1BA$1,207
Advenir at The OaksBirch1BR,1BA$1,394
The Debra MetrowestA1R21BR,1BA$1,477
Hawthorne GrovesBirchwood UP1BR,1BA$1,484
Ellery at Lake SherwoodThe Hampton1BR,1BA$1,490
Palm CrossingClementine1BR,1BA$1,496
Windermere at Lakes Edge ApartmentsBayside1BR,1BA$1,507
HarbortownBonair2BR,1BA$1,513
The Alibi at Lake LillyGatsby S1Studio,1BA$1,530
Citra at WindermereAmethyst1BR,1BA$1,545

Best Value Apartments for Rent in Windermere, FL

As of April 17, 2025 the best value apartment in the Windermere area is the $1.71 price per square foot Palazzo Model at Veranda Club in the in the Timberleaf neighborhood starting from $2,325. The second greatest value Windermere apartment is the Valencia Model at Kestra starting at $2,301 with a $1.84 price per square foot in the Chatham Village 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.
Veranda ClubPalazzo3BR,2BA$1.71
KestraValencia2BR,2BA$1.84
The RialtoTuscany Alt2BR,2BA$1.83
Casa Mirella ApartmentsA1BR,1BA$1.64
Citra at WindermereAmethyst1BR,1BA$1.79
Venetian IsleCapri1BR,1BA$1.92
Hawthorne GrovesBirchwood DN1BR,1BA$1.83
Ellery at Lake SherwoodThe Hanover1BR,1BA$1.91
HarbortownNevis1BR,1BA$2.04
Windermere at Lakes Edge ApartmentsBayside1BR,1BA$2.01

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Pet Friendly Lifestyle
Windermere, FL

Ranked #204

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 $1,207 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 $1,499 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 Hawthorne Groves and starts from $1,788.

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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An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent

Written by: Darla F

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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Understanding Amenity Fees: Know Where You Might Be Able to Save Money

Written by: Amber Kanuckel

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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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.