Cheap Apartments for Rent in Windermere, FL from $1,000 (34 Rentals)

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

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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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

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Cortland Independence
1 to 3 Bedroom Apartments

Cortland Independence

14600 Avenue of the Groves AveWinter Garden, FL 34787
Showing Results 1-34, Page 1 of 1

Windermere, FL Local Guide

Cheapest Neighborhoods for Apartments in Windermere, FL

Pricing Updated: 07/24/2025

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$2,684$1,499161
Windermere$2,684$1,177310

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 $1,262. Advenir at The Oaks in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,449. Here is today’s list of the most affordable Windermere apartments for rent:

Apartment ListingModel NameBed/BathPriced From
ARIUM LakeviewA21BR,1BA$1,262
Advenir at The OaksBirch1BR,1BA$1,449
Ellery at Lake SherwoodThe Hampton1BR,1BA$1,505
MAA Windermere11A1BR,1BA$1,513
The Debra MetrowestA2R1BR,1BA$1,547
HarbortownNevis1BR,1BA$1,550
Hawthorne GrovesRidgemont UP2BR,2BA$1,594
Citra at WindermereAmethyst1BR,1BA$1,620
Windermere at Lakes Edge ApartmentsRockland Key1BR,1BA$1,625
Talcott at Windermere1 Bed/ 1 Bath1BR,1BA$1,640

Best Value Apartments for Rent in Windermere, FL

As of July 24, 2025 the best value apartment in the Windermere area is the $1.68 price per square foot Tuscana Model at Veranda Club in the in the Timberleaf neighborhood starting from $3,119. The second greatest value Windermere apartment is the The Hamoa Model at Ellery at Lake Sherwood starting at $1,810 with a $1.43 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.
Veranda ClubTuscana3BR,2BA$1.68
Ellery at Lake SherwoodThe Hamoa2BR,2BA$1.43
ZenZazen2BR,2BA$1.76
Hawthorne GrovesOakmanor UP2BR,2BA$1.41
The Oasis at Lake BennetMirage2BR,2BA$1.80
Cortland IndependenceBenjamin2BR,2BA$1.93
Casa MirellaA1BR,1BA$1.72
Citra at WindermereAmethyst1BR,1BA$1.88
Venetian IsleCapri1BR,1BA$1.92
HarbortownNevis1BR,1BA$1.92

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Pet Friendly Lifestyle
Windermere, FL

Ranked #281

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 $1,640.

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

The lowest price for a Cheap One Bedroom Windermere Apartment is $1,292 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 $1,544 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 Windermere at Lakes Edge Apartments and starts from $1,961.

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 Ferrara

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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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.