Cheap Apartments for Rent in the Windermere Neighborhood of Windermere, FL from $1,000 (41 Rentals)

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

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Wellesley
1 to 3 Bedroom Apartments

Wellesley

8775 Wellesley Lake DrOrlando, FL 32818
  • Utilities Included
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ARIUM Lakeview
1 to 2 Bedroom Apartments

ARIUM Lakeview

1024 Vizcaya Lakes RdOcoee, FL 34761
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West Pointe Villas
2 to 4 Bedroom Apartments

West Pointe Villas

1201 W Pointe Villas BlvdWinter Garden, FL 34787
  • Utilities Included
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Palm Crossing
1 to 3 Bedroom Apartments

Palm Crossing

1240 Winter Garden Vineland RdWinter Garden, FL 34787
property at 58 Windtree Ln

58 Windtree Ln

Winter GardenFL34787
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Cortland Independence
1 to 3 Bedroom Apartments

Cortland Independence

14600 Avenue of the Groves AveWinter Garden, FL 34787
Showing Results 1-41, 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 1 Bed unit found at ARIUM Lakeview priced from $1,106. Winterwoods has the second lowest priced unit, which is a Studio apartment currently listed from $1,150. Here are the most affordable Windermere apartments for rent in Windermere, FL:

Apartment ListingModel NameBed/BathPriced From
ARIUM LakeviewA11BR,1BA$1,106
WinterwoodsStudio ApartmentStudio,1BA$1,150
Hawthorne GrovesBirchwood UP1BR,1BA$1,244
Advenir at The OaksBirch1BR,1BA$1,299
MAA CrosswaterTraditional 1x1 837 SF1BR,1BA$1,490
Windermere at Lakes Edge ApartmentsRockland Key1BR,1BA$1,498
Casa MirellaA1BR,1BA$1,525
Citra at WindermereAmethyst1BR,1BA$1,554
Apollo ApartmentsBloomStudio,1BA$1,554
Venetian IsleCapri1BR,1BA$1,579

Best Value Apartments for Rent in Windermere, FL

As of October 07, 2025 the best value apartment in the Windermere area is the $1.58 price per square foot Benton Model at Silverleaf Oaks in the in the Southwest neighborhood starting from $2,575. 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.
Silverleaf OaksBenton3BR,2.5BA$1.58
8192 Boat Hook Loop, Unit #4118192 Boat Hook Loop3BR,2BA$1.62
MAA CrosswaterTraditional 2x2 1052 SF2BR,2BA$1.91
Casa MirellaA1BR,1BA$1.55
Country GardensTwo Bedroom Two Bath2BR,2BA$1.84
Citra at WindermereAmethyst1BR,1BA$1.80
Venetian IsleCapri1BR,1BA$1.83
Hawthorne GrovesBirchwood DN1BR,1BA$1.62
MAA Windermere11A1BR,1BA$1.99
Advenir at The OaksBirch Renovated1BR,1BA$2.01

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Pet Friendly Lifestyle
Windermere, Windermere, FL

Ranked #2

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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Best Local Schools in
Windermere, Windermere, FL

School data provided by Great Schools

Lifestyle Ratings

ApartmentHomeLiving brings you comprehensive Lifestyle Ratings of rentals in metropolitan areas across the United States including Windermere, Windermere, and the greater Windermere area. LifeStyle Ratings are the best way to sort through finding a place to live - beyond price and floorplan. This takes in many factors including rankings of the best places for convenient access to the outdoors, luxury amenities, pet-friendly features, family-friendliness, proximity to transit, and more. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!

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 Winterwoods listed at $1,150.

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

The lowest price for a Cheap One Bedroom Windermere Apartment is $1,106 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 $1,400 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 Windermere at Lakes Edge Apartments and starts from $1,868.

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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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.

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

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

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

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.