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

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2333 Lake Debra DrOrlando, FL 32835
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Windermere, FL Local Guide

Cheapest Neighborhoods for Apartments in Windermere, FL

Pricing Updated: 03/26/2025

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$2,684$1,09910233
Summerlake$2,748$1,4864548

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 $1,156. Advenir at The Oaks in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,384. Here is today’s list of the most affordable Windermere apartments for rent:

Apartment ListingModel NameBed/BathPriced From
ARIUM LakeviewA11BR,1BA$1,156
Advenir at The OaksBirch1BR,1BA$1,384
Hawthorne GrovesBirchwood UP1BR,1BA$1,405
The Debra MetrowestA1R21BR,1BA$1,432
Windermere at Lakes Edge ApartmentsBahia Key1BR,1BA$1,473
Windermere CayDelano1BR,1BA$1,486
The Alibi at Lake LillyGatsby S1Studio,1BA$1,530
Millennium MetroWestDelaney1BR,1BA$1,533
MAA Windermere11A1BR,1BA$1,553
KestraPrim1BR,1BA$1,567

Best Value Apartments for Rent in Windermere, FL

As of March 27, 2025 the best value apartment in the Windermere area is the $1.20 price per square foot 920 Shadowmoss Dr Model at 920 Shadowmoss Dr in the in the Ashton Park neighborhood starting from $3,295. The second greatest value Windermere apartment is the 365 Blue Stone Cir Model at 365 Blue Stone Cir starting at $3,095 with a $1.19 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.
920 Shadowmoss Dr920 Shadowmoss Dr5BR,3BA$1.20
365 Blue Stone Cir365 Blue Stone Cir4BR,3BA$1.19
5523 Remsen Cay Ln5523 Remsen Cay Ln3BR,3BA$1.34
The RialtoMilan3BR,2BA$1.76
The Oasis at Lake BennetMirage2BR,2BA$1.76
Hawthorne GrovesOakmanor DN2BR,2BA$1.65
Casa Mirella ApartmentsA1BR,1BA$1.65
Citra at WindermereAmethyst1BR,1BA$1.84
The Debra MetrowestA1R21BR,1BA$1.79
MAA Windermere11A1BR,1BA$1.95

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Pet Friendly Lifestyle
Windermere, FL

Ranked #312

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 $1,156 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 $1,494 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 Windermere at Lakes Edge Apartments and starts from $1,933.

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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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.

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Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

Written by: Andrea Lee Negroni, JD

While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.