7310 Westpointe Blvd
OrlandoFL32835
Cheap Homes for Rent in Windermere, FL from $1,600 (23 Rentals)
Search the lowest-cost Homes available for rent right now in Windermere.
7300 Westpointe Blvd
OrlandoFL32835
11565 Mizzon Dr
WindermereFL34786
7270 Westpointe Blvd, Unit 932
7270 Westpointe Blvd
OrlandoFL32835
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.
306 Windford Ct
Winter GardenFL34787
7280 Westpointe Blvd, Unit 815
7280 Westpointe Blvd
OrlandoFL32835
8265 Maritime Flag St
WindermereFL34786
8179 Maritime Flag St
WindermereFL34786
11565 Mizzon Dr #821
WindermereFL34786
656 Bridge Creek Blvd
OcoeeFL34761
7325 Brightland St
WindermereFL34786
7350 Westpointe Blvd, Unit 212
7350 Westpointe Blvd
OrlandoFL32835
8276 Maritime Flag St
WindermereFL34786
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.
6449 Rockingtree Ln
OrlandoFL32819
8021 Enchantment Drive
WindermereFL34786
7728 Moser Ave
WindermereFL34786
12517 Cemetery Rd
Winter GardenFL34787
7330 Westpointe Blvd, Unit 414
7330 Westpointe Blvd
OrlandoFL32835
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.
7350 Westpointe Blvd, Unit 212
7350 Westpointe Blvd
OrlandoFL32835
7270 Westpointe Blvd
OrlandoFL32835
7350 Westpointe Blvd
OrlandoFL32835
7340 Westpointe Blvd
OrlandoFL32835
7280 Westpointe Blvd
OrlandoFL32835
Showing Results 1-23, Page 1 of 1
Windermere, FL Local Guide
Sixth Avenue west just past Oakdale Street by Author: SPUI is licensed under Internal
How much does it cost to rent a home in Windermere?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Windermere 2 Bedroom Homes for Rent | $2,557 | $1,695 | $3,400 |
| Windermere 3 Bedroom Homes for Rent | $2,933 | $2,090 | $5,800 |
| Windermere 4 Bedroom Homes for Rent | $4,366 | $2,400 | $10,000+ |
| Windermere 5 Bedroom Homes for Rent | $6,775 | $3,300 | $10,000+ |
| Windermere 6 Bedroom Homes for Rent | $10,837 | $5,250 | $10,000+ |
| Windermere 7 Bedroom Homes for Rent | $39,500 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Windermere
Explore Windermere
Windermere, FL Local Guide
- Windermere Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Cheapest Neighborhoods for Apartments in Windermere, FL
Pricing Updated: 07/22/2025Current 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:
| Neighborhood | Median Price | Min Price | Available Units |
|---|---|---|---|
| Summerlake | $11,850 | $2,400 | 86 |
| Windermere | $24,725 | $900 | 250 |
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 $1,305. Advenir at The Oaks in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,439. Here is today’s list of the most affordable Windermere apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| ARIUM Lakeview | A2 | 1BR,1BA | $1,305 |
| Advenir at The Oaks | Birch | 1BR,1BA | $1,439 |
| MAA Windermere | 11A | 1BR,1BA | $1,513 |
| Harbortown | Nevis | 1BR,1BA | $1,550 |
| The Debra Metrowest | A1R | 1BR,1BA | $1,576 |
Best Value Apartments for Rent in Windermere, FL
As of July 22, 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 32A Model at MAA Windermere starting at $2,543 with a $1.97 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Veranda Club | Tuscana | 3BR,2BA | $1.68 |
| MAA Windermere | 32A | 3BR,2BA | $1.97 |
| Ellery at Lake Sherwood | The Hamoa | 2BR,2BA | $1.43 |
| Zen | Zazen | 2BR,2BA | $1.85 |
| Hawthorne Groves | Oakmanor UP | 2BR,2BA | $1.42 |
| Cortland Independence | Benjamin | 2BR,2BA | $1.92 |
| Casa Mirella | A | 1BR,1BA | $1.66 |
| Citra at Windermere | Amethyst | 1BR,1BA | $1.88 |
| Venetian Isle | Capri | 1BR,1BA | $1.92 |
| Harbortown | Nevis | 1BR,1BA | $1.92 |
Quick Rent Budget Calculator
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Frequently Asked Questions about Windermere
What type of rentals are currently available in Windermere?
There are currently 52 Apartments for Rent in Windermere, FL with pricing that ranges from $1,254 to $4,954. There are also 110 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $1,695 to $39,500.
What is the current price range for Rental Homes in Windermere?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Windermere ranges from $1,695 to $39,500 with an average monthly rent of $9,913.
How much are larger Three and Four Bedroom Rentals in Windermere?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Windermere range from $1,889 to $4,954, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,090 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,400 and Four Bedroom Apartments start at $2,466.
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.
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.
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.
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.
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.