Cheap Apartments for Rent in Winter Haven, FL from $500 (32 Rentals)

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

property at 351 Ave N NE

$950

Studio Rentals

Available Now

351 Ave N NE

Winter HavenFL33881

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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501 Avenue L NE, Unit #501A
$1,000
Total Monthly Price

Total Monthly Price

Base Rent
$1,000

Total Monthly Price
$1,000
1 Bedroom Apartment Available Now

501 Avenue L NE, Unit #501A

501 Avenue L NEWinter Haven, FL 33881
Affordability

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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Lakeside Terrace
1 to 2 Bedroom Apartments

Lakeside Terrace

391 Avenue O NEWinter Haven, FL 33881
Senior Living
  • Utilities Included
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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
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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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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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Fountainview Apartments
Studio to 2 Bedroom Apartments

Fountainview Apartments

527 W Florida AveHaines City, FL 33844
  • Utilities Included
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Lake Shore Manor
1 to 2 Bedroom Apartments

Lake Shore Manor

940 S Lake Shore WayLake Alfred, FL 33850
Corporate Housing
  • Utilities Included

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.

Winter Haven, FL Local Guide

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Cheapest Neighborhoods for Apartments in Winter Haven, FL

Pricing Updated: 03/01/2026

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$1,598$899117

Cheapest Available Winter Haven Apartments for Rent

 

The cheapest available apartment rental in Winter Haven, FL is a 1 Bed unit found at The Landings Apartment Homes in the Westwood Villas neighborhood priced from $899. Villas at Lake Smart Apartments in the Brandywyne neighborhood has the second lowest priced unit, which is a 2 Beds apartment currently listed from $993. Here is today’s list of the most affordable Winter Haven apartments for rent:

Apartment ListingModel NameBed/BathPriced From
The Landings Apartment Homes1 Bedroom - BRANDYWYNE1BR,1BA$899
Villas at Lake Smart Apartments2BR 2BA2BR,2BA$993
Lakeview Tower-62+ Community1BR/1BA1BR,1BA$995
1 Lamplight LnSunrise1BR,1BA$1,000
Central Haven ApartmentsStudio, 1 bathStudio,1BA$1,000
Briarcrest at Winter HavenAriana II1BR,1BA$1,080
Della Vita Apartments1 Bed 1 Bath1BR,1BA$1,160
Haven at Lake Deer1 Bedroom1BR,1BA$1,225

Best Value Apartments for Rent in Winter Haven, FL

As of March 02, 2026 the best value apartment in the Winter Haven area is the $1.00 price per square foot Oxford Model at The Carlton at Lake Dexter in the in the Cypress Grove neighborhood starting from $1,473. The second greatest value Winter Haven apartment is the Three Bedrooms/Two Baths Model at The Arbours at Garden Grove starting at $1,733 with a $1.36 price per square foot in the Cypress Grove 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 Carlton at Lake DexterOxford2BR,2BA$1.00
The Arbours at Garden GroveThree Bedrooms/Two Baths3BR,2BA$1.36
Barrington Place At Winter HavenB12BR,1.5BA$1.29
Villas at Lake Smart Apartments2BR 2BA2BR,2BA$1.10
Briarcrest at Winter HavenAriana II1BR,1BA$1.22
Central Haven Apartments2 Beds, 1 bath2BR,1BA$1.50
501 Avenue L NE, Unit #501A501 Avenue L NE1BR,1BA$1.25
Della Vita Apartments1 Bed 1 Bath1BR,1BA$1.55
1 Lamplight LnSunrise1BR,1BA$1.43
The Landings Apartment Homes1 Bedroom - BRANDYWYNE1BR,1BA$1.56

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

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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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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.

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

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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 $1,225.

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 $1,598.

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 $166 which is $1,432 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

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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.

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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.