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$1,174 - $1,9501 to 2 Bedroom Apartments Available May 22
Chesapeake
2307 Cumberland CirClearwater, FL 33763
Cheap Apartments for Rent in the Winding Wood Neighborhood of Tampa, FL from $1,100 (20 Rentals)
Search the lowest-cost Apartments available for rent right now in the Winding Wood area of Tampa.
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$1,606 - $3,8701 to 3 Bedroom Apartments Available Now
Peninsula at Northwood
2690 Enterprise Rd EClearwater, FL 33759
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$1,779 - $2,7441 to 3 Bedroom Apartments Contact Us For Availability
The Palms @ Chesapeake
3500 Burlingame CirClearwater, FL 33763
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$1,605 - $2,9711 to 3 Bedroom Apartments Available Now
The Alexander at Countryside
2524 Alexander PlClearwater, FL 33763
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$1,319 - $2,114Studio to 3 Bedroom Apartments Available Now
The Palms at Countryside Apartments
25350 US Highway 19 NClearwater, FL 33763
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$1,205 - $1,731
Total Monthly Price
1 to 3 Bedroom Apartments Available NowTotal Monthly Price
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$1,205 - $1,731
Total Monthly Price
$1,205 - $1,731
Estates at Countryside
2652 N McMullen Booth RdClearwater, FL 33761
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.
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1 Bedroom Apartments
Inverness Condominiums
2579-2599 Countryside BlvdClearwater, FL 33761
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Studio Apartments
The Fountains At Countryside
2500 Winding Creek BlvdClearwater, FL 33761
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2 to 3 Bedroom Apartments
Regency Heights
2550 Florida 580Clearwater, FL 33761
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Studio Apartments
Countryside Estates Mobile Home Park
27466 US Highway 19 NClearwater, FL 33761
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Studio Apartments
Riveria Mobile Home Estates
29141 US Highway 19 NClearwater, FL 33761
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2 Bedroom Apartments
1850-1870 Main St
1850-1870 Main StSafety Harbor, FL 34695
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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2 Bedroom Apartments
1000-1040 Creek Park Dr
1000-1040 Creek Park DrDunedin, FL 34698
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3 Bedroom Apartments
Europa of Countryside Condominiums
2632 Enterprise RD EClearwater, FL 33759
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1 Bedroom Apartments
Amber Glades Manufactured Housing
3113 State Road 580Safety Harbor, FL 34695
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1 to 2 Bedroom Apartments
Bryn Mawr At Countryside Condos
2737 Countryside BLVDClearwater, FL 33761
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2 Bedroom Apartments
Misty Springs Condos
2677 Sabal Springs CIRClearwater, FL 33761
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1 Bedroom Apartments
Bays End Manor Manufactured Housing
3432 State Road 580Safety Harbor, FL 34695
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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1 to 3 Bedroom Apartments
Windsor Clearwater
2031 Glass LoopClearwater, FL 33763
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2 Bedroom Apartments
640 2nd St N
640 2nd St NSafety Harbor, FL 34695
Showing Results 1-20, Page 1 of 1
Winding Wood, Tampa, FL Local Guide
How much does it cost to rent an apartment in Winding Wood?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winding Wood Studio Apartments | $1,319 | $1,319 | $1,319 |
| Winding Wood 1 Bedroom Apartments | $1,517 | $1,205 | $2,074 |
| Winding Wood 2 Bedroom Apartments | $1,849 | $1,425 | $2,275 |
| Winding Wood 3 Bedroom Apartments | $2,096 | $1,480 | $3,870 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 20 rentals with your search options within a 2 mile radius of the Winding Wood Neighborhood of Tampa, FL.
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Winding Wood, Tampa, FL Local Guide
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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 Estates at Countryside priced from $1,205. 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 Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Estates at Countryside | 1x1A | 1BR,1BA | $1,205 |
| The Palms at Countryside Apartments | E1-Serendipity | Studio,1BA | $1,319 |
| Contempo Lane | 1 bedroom 1 bath w/700 sf | 1BR,1BA | $1,335 |
| Peninsula at Northwood | A1 | 1BR,1BA | $1,606 |
| The Alexander at Countryside | A1D | 1BR,1BA | $1,700 |
Best Value Apartments for Rent in Winding Wood, FL
As of May 18, 2026 the best value apartment in the Winding Wood area is the $1.98 price per square foot A1 Model at Peninsula at Northwood in the in the Bridgeport neighborhood starting from $1,606. The second greatest value Winding Wood apartment is the A1B Model at The Alexander at Countryside starting at $1,705 with a $2.18 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Peninsula at Northwood | A1 | 1BR,1BA | $1.98 |
| The Alexander at Countryside | A1B | 1BR,1BA | $2.18 |
| Windsor Clearwater | A2 | 1BR,1BA | $2.54 |
| Estates at Countryside | 1x1A | 1BR,1BA | $1.70 |
| Contempo Lane | 1 bedroom 1 bath w/700 sf | 1BR,1BA | $1.91 |
| The Palms at Countryside Apartments | E1-Serendipity | Studio ,1BA | $2.64 |
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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Top Student Friendly Neighborhoods to Rent Near Colleges in Tampa
A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Tampa Bay area for affordable living. Find your perfect Tampa Student apartment, condo, or rental home today at ApartmentHomeliving.com
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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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 Winding Wood, Tampa, FL
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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 $1,205 at Estates at Countryside.
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 $1,422 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 $1,716.
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
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.
A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.