Cheap Apartments for Rent in Winter Haven, FL from $500 (73 Rentals)

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Search the lowest-cost Apartments available for rent right now in Winter Haven.

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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property at 103 4th St SE

$1,200

1 Bedroom Rentals

Available Now

103 4th St SE

Winter HavenFL33880

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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property at 163 Ave A SE

$1,300

2 Bedroom Rentals

Available Now

163 Ave A SE

Winter HavenFL33880
property at 140 Ave W NW

$1,300

2 Bedroom Rentals

Available Now

140 Ave W NW

Winter HavenFL33881
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Lakeside Terrace
1 to 2 Bedroom Apartments

Lakeside Terrace

391 Avenue O NEWinter Haven, FL 33881
Senior Living
  • Utilities Included

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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Tzadik Brandywyne
1 to 2 Bedroom Apartments

Tzadik Brandywyne

411 18th St SEWinter Haven, FL 33884
  • Utilities Included
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Wahneta Palms
2 to 3 Bedroom Apartments

Wahneta Palms

225 Wahneta Palms DrWinter Haven, FL 33880
  • Utilities Included
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Auburn Village
1 to 2 Bedroom Apartments

Auburn Village

3020 Maple DrWinter Haven, FL 33881
Senior Living

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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Oakcrest Apartments
1 Bedroom Apartments

Oakcrest Apartments

101-123 Oak Crest Dr NWWinter Haven, FL 33881
  • Utilities Included
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1 Lamplight Ln
1 Bedroom Apartments

1 Lamplight Ln

1 Lamplight LnWinter Haven, FL 33884
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710 Avenue C SW
1 to 2 Bedroom Apartments

710 Avenue C SW

710 Avenue C SWWinter Haven, FL 33880

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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Winter Haven, FL Local Guide

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Local Guide Expert

Cheapest Neighborhoods for Apartments in Winter Haven, FL

Pricing Updated: 04/16/2026

Current apartment rentals in the Winter Haven, FL area range in price from to with an overall median price of . Here is today’s list neighborhoods with the lowest median pricing for Winter Haven Apartments for rent:

NeighborhoodMedian PriceMin PriceAvailable Units
Downtown Winter Haven$1,599$800118

Cheapest Available Winter Haven Apartments for Rent

 

The cheapest available apartment rental in Winter Haven, FL is a Studio unit found at Lakeview Tower in the Graydon Hills neighborhood priced from $584. The Landings Apartment Homes in the Westwood Villas neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $899. Here is today’s list of the most affordable Winter Haven apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Lakeview TowerStudioStudio,1BA$584
The Landings Apartment Homes1 Bedroom - BRANDYWYNE1BR,1BA$899
Villas at Lake Smart Apartments2BR 2BA2BR,2BA$993
Haven at Lake DeerStudioStudio,1BA$999
Central Haven ApartmentsStudio, 1 bathStudio,1BA$1,000
710 Avenue C SW1/11BR,1BA$1,080
Briarcrest at Winter HavenAriana II1BR,1BA$1,080
Della Vita Apartments1 Bed 1 Bath1BR,1BA$1,160
Barrington Place At Winter HavenB12BR,1BA$1,200

Best Value Apartments for Rent in Winter Haven, FL

As of April 16, 2026 the best value apartment in the Winter Haven area is the $1.18 price per square foot Two Bedrooms/Two Baths Reno Model at The Arbours at Garden Grove in the in the Cypress Grove neighborhood starting from $1,300. The second greatest value Winter Haven apartment is the B1 Model at Barrington Place At Winter Haven starting at $1,275 with a $1.29 price per square foot in the Graydon Hills neighborhood. Here is today’s list of the best values for Winter Haven apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
The Arbours at Garden GroveTwo Bedrooms/Two Baths Reno2BR,2BA$1.18
Barrington Place At Winter HavenB12BR,1.5BA$1.29
Vista Lake Ned2x12BR,1BA$1.53
Villas at Lake Smart Apartments2BR 2BA2BR,2BA$1.10
Carlton Arms Of Winter Haven(C1B) Downstairs2BR,1BA$1.59
510 Avenue K NW2b/2b2BR,2BA$1.59
Central Haven Apartments2 Beds, 1 bath2BR,1BA$1.50
Briarcrest at Winter HavenThe Ariana1BR,1BA$1.31
Della Vita Apartments1 Bed 1 Bath1BR,1BA$1.55
The Landings Apartment Homes1 Bedroom - BRANDYWYNE1BR,1BA$1.56

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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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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Quick Rent Budget Calculator

How much rent can you afford?

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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Winter Haven Overview

Living in apartments in Winter Haven, Florida offers you plenty of amenities, outdoor recreation opportunities, and larger cities a short commute away. You get a country feel, while being able to live in a city. The weather is warm throughout most of the year, with only a few months of cooler weather during the winter. Residents enjoy the variety of restaurants and shopping, while there are great work opportunities in nearby Tampa and Orlando. It's a good city to call home, as residents describe it as affordable, relaxing, and quiet.

Why live in Winter Haven, FL?

With an easy commute to Orlando and Tampa, Winter Haven is in an excellent location. It's more affordable than the two nearby cities, and there are a lot of amenities for residents to enjoy. It's a medium-sized city that offers plenty of opportunities for fun, outdoor recreation, dining, shopping, and entertainment. The lakes and canal system are a big draw for residents, and there are many hiking trails throughout the city for those that love nature.

Best Local Schools in
Winter Haven, FL

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winter Haven, FL Rentals by Map

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See the most popular apartments and homes in Winter Haven, FL

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Winter Haven, FL Rental Homes Map

Frequently Asked Questions about Cheap Winter Haven Apartments

What is a cheap apartment in Winter Haven?

A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Winter Haven is under $1,200.

What is the price of a cheap apartment in Winter Haven?

The cheapest apartment in Winter Haven is The Landings Apartment Homes which is listed at $899, while the average apartment in Winter Haven costs $1,599.

What types of apartments are the cheapest in Winter Haven?

Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 4 regular apartments in Winter Haven that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

How do the prices of cheap apartments compare to the average apartment in Winter Haven?

Cheap apartments in Winter Haven have an average cost of $201 which is $1,398 cheaper than the average rent for all rentals in Winter Haven.

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 What Does “Rent Burdened” Mean? How Much Rent Is Too Much article

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.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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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.