Cheap Homes for Rent in Winding Wood Neighborhood of Tampa, FL from $1,100 (36 Rentals)

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Search the lowest-cost Homes available for rent right now in the Winding Wood area of Tampa.

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 2449 Columbia Dr

2449 Columbia Dr

ClearwaterFL33763

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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Navigating the Rental Market: Tips for First-Time Renters

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Winding Wood, Tampa, FL Local Guide

Cheapest Available Winding Wood Apartments for Rent

 

The cheapest available apartment rental in the Winding Wood area of Tampa, FL is a 1 Bed unit found at Chesapeake priced from $1,319. The Palms at Countryside Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,319. Here are the most affordable Winding Wood apartments for rent in Tampa, FL:

Apartment ListingModel NameBed/BathPriced From
Chesapeake101 - 1 Bdrm, 1 Bath1BR,1BA$1,319
The Palms at Countryside ApartmentsE1-SerendipityStudio,1BA$1,319
Estates at Countryside1x1A1BR,1BA$1,321
Contempo Lane1 bedroom 1 bath w/700 sf1BR,1BA$1,475
Peninsula at NorthwoodA11BR,1BA$1,650
The Palms @ ChesapeakeThe Majestic1BR,1BA$1,789
Windsor ClearwaterA11BR,1BA$1,920
The Alexander at CountrysideA1A1BR,1BA$1,930

Best Value Apartments for Rent in Winding Wood, FL

As of July 28, 2025 the best value apartment in the Winding Wood area is the $1.90 price per square foot The Majestic Model at The Palms @ Chesapeake in the in the Bridgeport neighborhood starting from $1,789. The second greatest value Winding Wood apartment is the A1 Model at Peninsula at Northwood starting at $1,650 with a $2.03 price per square foot in the Bridgeport neighborhood. Here is today’s list of the best values for Winding Wood apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
The Palms @ ChesapeakeThe Majestic1BR,1BA$1.90
Peninsula at NorthwoodA11BR,1BA$2.03
Windsor ClearwaterA11BR,1BA$2.61
Estates at Countryside1x1A1BR,1BA$1.86
Contempo Lane1 bedroom 1 bath w/700 sf1BR,1BA$2.11
The Alexander at CountrysideA1A1BR,1BA$2.83
Chesapeake1M1 - 1 Bdrm, 1 Bath-MED1BR,1BA$2.14
The Palms at Countryside ApartmentsE1-SerendipityStudio ,1BA$2.64

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Frequently Asked Questions about Winding Wood

What type of rentals are currently available in Winding Wood?

There are currently 46 Apartments for Rent in Winding Wood, FL with pricing that ranges from $1,319 to $3,856. There are also 83 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winding Wood ranging from $1,183 to $12,750.

What is the current price range for Rental Homes in Winding Wood?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Winding Wood ranges from $1,183 to $12,750 with an average monthly rent of $4,540.

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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A Local Expert’s Guide To the 10 Top Budget-Friendly Neighborhoods to Rent in Tampa

Written by: Vickie Ferguson

Hi, and welcome to ApartmentHomeLiving.com, we're here to provide you with all the information you need about top areas in and around Tampa that are great choices to call home.

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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.

decorative image for The Art of the Rental Viewing: What to look for during a property tour article

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.

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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.