Cheap Apartments for Rent in Winter Haven, FL from $500 (28 Rentals)

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

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 351 Ave N NE

$1,000

Studio Rentals

Available Now

351 Ave N NE

Winter HavenFL33881

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
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Tzadik Brandywyne
1 to 2 Bedroom Apartments

Tzadik Brandywyne

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

Wahneta Palms

225 Wahneta Palms DrWinter Haven, FL 33880
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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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1 Lamplight Ln
1 Bedroom Apartments

1 Lamplight Ln

1 Lamplight LnWinter Haven, FL 33884

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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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.

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Showing Results 1-28, Page 1 of 1

Winter Haven, FL Local Guide

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Local Guide Expert

Cheapest Neighborhoods for Apartments in Winter Haven, FL

Pricing Updated: 01/15/2026

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$2,000$60061

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 $979. Lakeview Tower-62+ Community in the Graydon Hills neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $995. Here is today’s list of the most affordable Winter Haven apartments for rent:

Apartment ListingModel NameBed/BathPriced From
The Landings Apartment Homes1 Bedroom - LANDINGS1BR,1BA$979
Lakeview Tower-62+ Community1BR/1BA1BR,1BA$995
Central Haven ApartmentsStudio, 1 bathStudio,1BA$1,000
Briarcrest at Winter HavenAriana II1BR,1BA$1,070
Haven at Lake DeerStudioStudio,1BA$1,099
Mediterranean Villas1 Bed, 1 Bath1BR,1BA$1,208
The JadeSunny One1BR,1BA$1,249
The Carlton at Lake DexterBerkeley1BR,1BA$1,257

Best Value Apartments for Rent in Winter Haven, FL

As of January 15, 2026 the best value apartment in the Winter Haven area is the $1.04 price per square foot 3x2.5 Model at The Townhomes of Evergreen on Lake Idylwild in the in the Inwood neighborhood starting from $1,695. The second greatest value Winter Haven apartment is the 306 Avenue C NE Model at 306 Avenue C NE, Unit Apt 1 starting at $1,195 with a $1.20 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 Townhomes of Evergreen on Lake Idylwild3x2.53BR,2.5BA$1.04
306 Avenue C NE, Unit Apt 1306 Avenue C NE2BR,1BA$1.20
2319 W Cannon Ter NW, Unit Unit 12319 W Cannon Ter NW2BR,1.5BA$1.30
Barrington Place At Winter HavenB12BR,1.5BA$1.29
The Carlton at Lake DexterBerkeley1BR,1BA$1.27
Mediterranean Villas1 Bed, 1 Bath1BR,1BA$1.34
Briarcrest at Winter HavenAriana II1BR,1BA$1.21
Central Haven Apartments2 Beds, 1 bath2BR,1BA$1.50
Prose Cypress PointeA11BR,1BA$1.56
501 Avenue L NE, Unit #503501 Avenue L NE1BR,1BA$1.19

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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Frequently Asked Questions about Cheap Winter Haven Apartments

What is the Cheapest Studio apartment in Winter Haven?

Currently the most affordable Cheap Studio Apartment in Winter Haven is at Central Haven Apartments listed at $1,000.

How much is rent for a Cheap One Bedroom Winter Haven Apartment?

The lowest price for a Cheap One Bedroom Winter Haven Apartment is $979 at The Landings Apartment Homes.

What is the lowest price for a Cheap Two Bedroom Winter Haven Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Winter Haven is starting from $1,275 at Barrington Place At Winter Haven.

What is the most affordable Winter Haven Three Bedroom Apartment?

The best deal on a cheap Winter Haven Three Bedroom Apartment rental is at Briarcrest at Winter Haven and starts from $1,460.

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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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.

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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!