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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640 2nd St N
2 Bedroom Apartments

640 2nd St N

640 2nd St NSafety Harbor, FL 34695
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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 The Palms at Countryside Apartments priced from $1,269. Chesapeake has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,319. Here are the most affordable Winding Wood apartments for rent in Tampa, FL:

Apartment ListingModel NameBed/BathPriced From
The Palms at Countryside ApartmentsA1 - Athens City1BR,1BA$1,269
Chesapeake101 - 1 Bdrm, 1 Bath1BR,1BA$1,319
Contempo Lane1 bedroom 1 bath w/700 sf1BR,1BA$1,330
Estates at Countryside2x2A2BR,2BA$1,435
Peninsula at NorthwoodA31BR,1BA$1,774

Best Value Apartments for Rent in Winding Wood, FL

As of November 14, 2025 the best value apartment in the Winding Wood area is the $1.33 price per square foot 3x2A Model at Estates at Countryside in the in the Bridgeport neighborhood starting from $1,808. The second greatest value Winding Wood apartment is the A3 Model at Peninsula at Northwood starting at $1,774 with a $1.77 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.
Estates at Countryside3x2A3BR,2BA$1.33
Peninsula at NorthwoodA31BR,1BA$1.77
The Palms @ ChesapeakeThe Majestic1BR,1BA$1.90
Windsor ClearwaterA31BR,1BA$2.27
Contempo Lane1 bedroom 1 bath w/700 sf1BR,1BA$1.90
The Palms at Countryside ApartmentsA2 - Bayshore Terrace1BR,1BA$2.00
The Alexander at CountrysideA1A1BR,1BA$2.62
Chesapeake101 - 1 Bdrm, 1 Bath1BR,1BA$2.11

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Pet Friendly Lifestyle
Winding Wood, Tampa, FL

Ranked #361

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

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Best Local Schools in
Winding Wood, Tampa, FL

School data provided by Great Schools

Frequently Asked Questions about Cheap Winding Wood Apartments

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

The lowest price for a Cheap One Bedroom Winding Wood Apartment is $1,269 at The Palms at Countryside Apartments.

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 $1,435 at Estates at Countryside.

What is the most affordable Winding Wood Three Bedroom Apartment?

The best deal on a cheap Winding Wood Three Bedroom Apartment rental is at Estates at Countryside and starts from $1,808.

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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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.

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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.