Cheap Apartments for Rent in Windermere, FL from $1,100 (33 Rentals)

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Palm Crossing
1 to 3 Bedroom Apartments

Palm Crossing

1240 Winter Garden Vineland RdWinter Garden, FL 34787
Corporate Housing
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Harbortown
1 to 3 Bedroom Apartments

Harbortown

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

Cortland Independence

14600 Avenue of the Groves AveWinter Garden, FL 34787
Corporate Housing

Top Neighborhoods Near Orlando Major Employers

Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara

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Windermere, FL Local Guide

Cheapest Neighborhoods for Apartments in Windermere, FL

Pricing Updated: 01/22/2026

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$5,000$2,30098
Windermere$35,900$1,450239

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 $1,150. Advenir at The Oaks in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,295. Here is today’s list of the most affordable Windermere apartments for rent:

Apartment ListingModel NameBed/BathPriced From
ARIUM LakeviewA11BR,1BA$1,150
Advenir at The OaksBirch1BR,1BA$1,295
Windermere at Lakes Edge ApartmentsArtist1BR,1BA$1,419
The Debra MetrowestA2R1BR,1BA$1,434
Millennium MetroWestDelaney1BR,1BA$1,445
HarbortownNevis1BR,1BA$1,468
Palm CrossingClementine1BR,1BA$1,478
Hawthorne GrovesBirchwood DN1BR,1BA$1,482
Park Place at Maguire ApartmentsA21BR,1BA$1,495
The Alibi at Lake LillyGatsby S1Studio,1BA$1,600

Best Value Apartments for Rent in Windermere, FL

As of January 22, 2026 the best value apartment in the Windermere area is the $1.40 price per square foot C Model at Casa Mirella in the in the Ashton Park neighborhood starting from $2,453. The second greatest value Windermere apartment is the Santorini Model at Venetian Isle starting at $2,875 with a $2.01 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.
Casa MirellaC3BR,2BA$1.40
Venetian IsleSantorini3BR,2BA$2.01
Ellery at Lake SherwoodThe Solana1BR,1BA$1.80
HarbortownAntigua1BR,1BA$1.84
ZenTranquility1BR,1BA$2.07
Citra at WindermereAmethyst1BR,1BA$1.90
Hawthorne GrovesBirchwood DN1BR,1BA$1.74
The Debra MetrowestA1R1BR,1BA$2.05
Park Place at Maguire ApartmentsA21BR,1BA$2.09
Advenir at The OaksBirch Renovated1BR,1BA$2.06

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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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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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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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Best Local Schools in
Windermere, FL

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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 $1,600.

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

The lowest price for a Cheap One Bedroom Windermere Apartment is $1,150 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 $1,444 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 Palm Crossing and starts from $1,809.

Expert Rental Resources

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.

Helpful Local Expert Guides

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

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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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Your Guide to the Perfect Orlando Neighborhood for Student Renters

Written by: Darla Ferrara

There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.

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Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers

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