Cheap Apartments for Rent in the Winding Wood Neighborhood of Tampa, FL from $1,200 (21 Rentals)

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

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Inverness Condominiums
1 Bedroom Apartments

Inverness Condominiums

2579-2599 Countryside BlvdClearwater, FL 33761
Senior Living
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Regency Heights
2 to 3 Bedroom Apartments

Regency Heights

2550 Florida 580Clearwater, FL 33761
Senior Living
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2458 Columbia Dr
Studio Apartments

2458 Columbia Dr

2458 Columbia DrClearwater, FL 33763
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1850-1870 Main St
2 Bedroom Apartments

1850-1870 Main St

1850-1870 Main StSafety Harbor, FL 34695

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Windsor Clearwater
1 to 3 Bedroom Apartments

Windsor Clearwater

2031 Glass LoopClearwater, FL 33763
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640 2nd St N
2 Bedroom Apartments

640 2nd St N

640 2nd St NSafety Harbor, FL 34695

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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 Contempo Lane priced from $1,255. Chesapeake has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,274. Here are the most affordable Winding Wood apartments for rent in Tampa, FL:

Apartment ListingModel NameBed/BathPriced From
Contempo Lane1 bedroom 1 bath w/700 sf1BR,1BA$1,255
Chesapeake101 - 1 Bdrm, 1 Bath1BR,1BA$1,274
The Palms at Countryside ApartmentsE1-SerendipityStudio,1BA$1,319
Peninsula at NorthwoodA11BR,1BA$1,548
Estates at Countryside2x2A2BR,2BA$1,577

Best Value Apartments for Rent in Winding Wood, FL

As of January 21, 2026 the best value apartment in the Winding Wood area is the $1.61 price per square foot The Sabal Model at The Palms @ Chesapeake in the in the Bridgeport neighborhood starting from $2,224. The second greatest value Winding Wood apartment is the 3x2A Model at Estates at Countryside starting at $1,959 with a $1.44 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 Sabal3BR,2BA$1.61
Estates at Countryside3x2A3BR,2BA$1.44
Peninsula at NorthwoodA11BR,1BA$1.91
The Alexander at CountrysideA1B1BR,1BA$2.30
Windsor ClearwaterA1-T1BR,1BA$2.35
Contempo Lane1 bedroom 1 bath w/700 sf1BR,1BA$1.79
Chesapeake101 - 1 Bdrm, 1 Bath1BR,1BA$2.04
The Palms at Countryside ApartmentsE1-SerendipityStudio ,1BA$2.64

Frequently Asked Questions about Cheap Winding Wood Apartments

What is the Cheapest Studio apartment in Winding Wood?

Currently the most affordable Cheap Studio Apartment in Winding Wood is at The Palms at Countryside Apartments listed at $1,319.

How much is rent for a Cheap One Bedroom Winding Wood Apartment?

The lowest price for a Cheap One Bedroom Winding Wood Apartment is $1,255 at Contempo Lane.

What is the lowest price for a Cheap Two Bedroom Winding Wood Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Winding Wood is starting from $1,495 at Contempo Lane.

What is the most affordable Winding Wood Three Bedroom Apartment?

The best deal on a cheap Winding Wood Three Bedroom Apartment rental is at Contempo Lane and starts from $1,915.

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

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.

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

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.

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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.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.