Cheap Apartments for Rent in Windermere, FL from $1,000 (32 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

Cheap Apartments in Windermere.

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.

Read Article

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

Read Article

Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

Read Article
close
View Me
Harbortown
1 to 3 Bedroom Apartments

Harbortown

2333 Lake Debra DrOrlando, FL 32835
close
View Me
Palm Crossing
2 to 3 Bedroom Apartments

Palm Crossing

1240 Winter Garden Vineland RdWinter Garden, FL 34787
Showing Results 1-32, Page 1 of 1

Windermere, FL Local Guide

Cheapest Neighborhoods for Apartments in Windermere, FL

Pricing Updated: 05/05/2025

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$3,270$1,099422
Summerlake$3,367$1,470223

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 $1,244. Hawthorne Groves in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,459. Here is today’s list of the most affordable Windermere apartments for rent:

Apartment ListingModel NameBed/BathPriced From
ARIUM LakeviewA11BR,1BA$1,244
Hawthorne GrovesBirchwood UP1BR,1BA$1,459
Citra at WindermereAmethyst1BR,1BA$1,515
Park Place at Maguire ApartmentsA21BR,1BA$1,522
ZenTranquility1BR,1BA$1,533
Venetian IsleCapri1BR,1BA$1,533
The Debra MetrowestA1R1BR,1BA$1,551
Windermere at Lakes Edge ApartmentsBayside1BR,1BA$1,563
Millennium MetroWestAmelia1BR,1BA$1,599
Advenir at The OaksDogwood2BR,2BA$1,614

Best Value Apartments for Rent in Windermere, FL

As of May 05, 2025 the best value apartment in the Windermere area is the $1.76 price per square foot Milan Model at The Rialto in the in the Goodings Plaza neighborhood starting from $2,760. The second greatest value Windermere apartment is the Sicily Model at Venetian Isle starting at $2,240 with a $1.87 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.
The RialtoMilan3BR,2BA$1.76
Venetian IsleSicily2BR,2BA$1.87
Veranda ClubRomani2BR,2BA$1.96
Casa Mirella ApartmentsA1BR,1BA$1.68
IMT Sonoma HillsB12BR,2BA$1.95
ZenTranquility1BR,1BA$1.77
Citra at WindermereAmethyst1BR,1BA$1.75
Hawthorne GrovesBirchwood DN1BR,1BA$1.80
Ellery at Lake SherwoodThe Hanover1BR,1BA$1.91
Advenir at The OaksCypress Renovated2BR,1BA$1.94

Quick Rent Budget Calculator

How much rent can you afford?

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.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Windermere, FL

Ranked #214

Among cities in Florida for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

decorative image of woman handing cat to small boy

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

Decorative image of map

See the most popular apartments and homes in Windermere, FL

View MapWindermere, FL Apartments MapView MapWindermere, FL Rental Homes Map

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 $1,244 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 $1,545 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 Hawthorne Groves and starts from $1,742.

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.

decorative image for An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent article

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.

decorative image for Navigating the Rental Market: Tips for First-Time Renters article

Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

decorative image for Rise of Digital Nomads: Remote Work Tips for Apartment Renters article

Rise of Digital Nomads: Remote Work Tips for Apartment Renters

Written by: Brandie Parton

As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

decorative image for Know Your Rights - How Discrimination Laws Impact Landlords and Tenants article

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.