Cheap Homes for Rent in Windermere Neighborhood of Windermere, FL from $1,000 (37 Rentals)

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Search the lowest-cost Homes available for rent right now in the Windermere area of Windermere.

property at 97 Windtree Ln

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600
Total Monthly Price
$1,600

2 Bedroom, 2 Bath Condo for Rent

Available Now

97 Windtree Ln, Unit 104

97 Windtree Ln
Winter GardenFL34787

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 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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property at 7840 Anbury Ct

$2,125

Total Monthly Price

Total Monthly Price

Base Rent
$2,114
Required Monthly Fees
$11
Total Monthly Price
$2,125

3 Bedroom, 2 Bath Rentals

Available Now

7840 Anbury Ct

OrlandoFL32835
property at 1632 Scarlet Oak Loop

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200
Total Monthly Price
$2,200

3 Bedroom, 2.5 Bath Townhome for Rent

Available May 1

1632 Scarlet Oak Loop

Winter GardenFL34787

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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Showing Results 1-37, Page 1 of 1

Windermere, Windermere, FL Local Guide

Cheapest Available Windermere Apartments for Rent

 

The cheapest available apartment rental in the Windermere area of Windermere, FL is a Studio unit found at Winterwoods priced from $1,099. ARIUM Lakeview has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,100. Here are the most affordable Windermere apartments for rent in Windermere, FL:

Apartment ListingModel NameBed/BathPriced From
WinterwoodsStudio ApartmentStudio,1BA$1,099
ARIUM LakeviewA11BR,1BA$1,100
Advenir at The OaksBirch1BR,1BA$1,280
Hawthorne GrovesBirchwood DN1BR,1BA$1,449
Windermere at Lakes Edge ApartmentsArtist1BR,1BA$1,470
Park Place at Maguire ApartmentsA21BR,1BA$1,496
IMT Sonoma HillsA11BR,1BA$1,530
The Alibi at Lake LillyGatsby S1Studio,1BA$1,540
Addison At WindermereThe Aria1BR,1BA$1,550
Apollo ApartmentsBloomStudio,1BA$1,603

Best Value Apartments for Rent in Windermere, FL

As of March 24, 2026 the best value apartment in the Windermere area is the $1.50 price per square foot C Model at Casa Mirella in the in the Ashton Park neighborhood starting from $2,622. The second greatest value Windermere apartment is the 7405 Villas Oak Ct Model at 7405 Villas Oak Ct, Unit 7401 starting at $1,625 with a $1.81 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.
Casa MirellaC3BR,2BA$1.50
7405 Villas Oak Ct, Unit 74017405 Villas Oak Ct2BR,2BA$1.81
Citra at WindermereAmethyst1BR,1BA$1.93
Hawthorne GrovesBirchwood DN1BR,1BA$1.70
Palm CrossingValencia2BR,2BA$2.07
MAA Windermere11A1BR,1BA$2.06
Talcott at WindermereHaven with Balcony Upgrade1BR,1BA$2.14
IMT Sonoma HillsA11BR,1BA$2.14
Park Place at Maguire ApartmentsA21BR,1BA$2.09
Advenir at The OaksBirch Renovated1BR,1BA$2.05

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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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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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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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.

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Best Local Schools in
Windermere, Windermere, FL

School data provided by Great Schools

Frequently Asked Questions about Windermere

What type of rentals are currently available in Windermere?

There are currently 56 Apartments for Rent in Windermere, FL with pricing that ranges from $1,099 to $4,596. There are also 264 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $1,000 to $24,000.

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 $1,000 to $24,000 with an average monthly rent of $4,021.

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.

Articles, How-To's, and Tips

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.