Cheap Apartments for Rent in Windermere, FL from $1,100 (32 Rentals)

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

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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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 Soul of the City Beautiful: What Life in Orlando Is Really Like

Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.

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ARIUM Lakeview
1 to 2 Bedroom Apartments

ARIUM Lakeview

1024 Vizcaya Lakes RdOcoee, FL 34761
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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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Harbortown
1 to 3 Bedroom Apartments

Harbortown

2333 Lake Debra DrOrlando, FL 32835
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Cortland Independence
1 to 3 Bedroom Apartments

Cortland Independence

14600 Avenue of the Groves AveWinter Garden, FL 34787

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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Showing Results 1-32, Page 1 of 1

Windermere, FL Local Guide

Cheapest Neighborhoods for Apartments in Windermere, FL

Pricing Updated: 10/23/2025

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$1,480165
Windermere$3,295$1,150339

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 $1,089. Advenir at The Oaks in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,299. Here is today’s list of the most affordable Windermere apartments for rent:

Apartment ListingModel NameBed/BathPriced From
ARIUM LakeviewA11BR,1BA$1,089
Advenir at The OaksBirch1BR,1BA$1,299
Ellery at Lake SherwoodThe Hampton1BR,1BA$1,385
The Debra MetrowestA2R1BR,1BA$1,404
Hawthorne GrovesBirchwood DN1BR,1BA$1,470
Citra at WindermereAmethyst1BR,1BA$1,480
Palm CrossingClementine1BR,1BA$1,497
HarbortownNevis1BR,1BA$1,500
Windermere at Lakes Edge ApartmentsRockland Key1BR,1BA$1,509
MAA Windermere11A1BR,1BA$1,538

Best Value Apartments for Rent in Windermere, FL

As of October 23, 2025 the best value apartment in the Windermere area is the $1.57 price per square foot Tuscana Model at Veranda Club in the in the Timberleaf neighborhood starting from $2,919. The second greatest value Windermere apartment is the 8192 Boat Hook Loop Model at 8192 Boat Hook Loop, Unit #411 starting at $2,350 with a $1.62 price per square foot in the Southbridge Village Townhomes 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$1.57
8192 Boat Hook Loop, Unit #4118192 Boat Hook Loop3BR,2BA$1.62
ZenKaizen3BR,2BA$1.66
The Debra MetrowestA3R31BR,1BA$1.88
Casa MirellaA1BR,1BA$1.70
Ellery at Lake SherwoodThe Solana1BR,1BA$1.84
Citra at WindermereAmethyst1BR,1BA$1.71
Venetian IsleCapri1BR,1BA$1.85
Hawthorne GrovesBirchwood DN1BR,1BA$1.73
HarbortownNevis1BR,1BA$1.85

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Your Guide to the Perfect Orlando Neighborhood for Student Renters

Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com

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The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Pet Friendly Lifestyle
Windermere, FL

Ranked #368

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 $1,595.

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

The lowest price for a Cheap One Bedroom Windermere Apartment is $1,104 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 $1,487 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 $1,803.

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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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.