Cheap Homes for Rent in Downtown Winter Haven Neighborhood of Winter Haven, FL from $600 (21 Rentals)

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Search the lowest-cost Homes available for rent right now in the Downtown Winter Haven area of Winter Haven.

property at 115 8th St SE

115 8th 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 631 Ave H NW

631 Ave H NW

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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property at 67 Deena Way

67 Deena Way

Winter HavenFL33880
property at 645 7th St NE

645 7th St NE

Winter HavenFL33881

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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Showing Results 1-21, Page 1 of 1

Downtown Winter Haven, Winter Haven, FL Local Guide

Cheapest Available Downtown Winter Haven Apartments for Rent

 

The cheapest available apartment rental in the Downtown Winter Haven area of Winter Haven, FL is a Studio unit found at Central Haven Apartments priced from $1,000. Briarcrest at Winter Haven has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,090. Here are the most affordable Downtown Winter Haven apartments for rent in Winter Haven, FL:

Apartment ListingModel NameBed/BathPriced From
Central Haven ApartmentsStudio, 1 bathStudio,1BA$1,000
Briarcrest at Winter HavenAriana II1BR,1BA$1,090
Haven at Lake DeerStudio1BR,1BA$1,099
The Landings Apartment Homes1 Bedroom - LANDINGS1BR,1BA$1,100
RainDanceBPH-11BR,1BA$1,300

Best Value Apartments for Rent in Downtown Winter Haven, FL

As of November 09, 2025 the best value apartment in the Downtown Winter Haven area is the $1.26 price per square foot 2x2.5 Lake Front Model at The Townhomes of Evergreen on Lake Idylwild in the in the Inwood neighborhood starting from $1,795. The second greatest value Downtown Winter Haven apartment is the 2 Bedroom, 2 Bathroom Model at Lakeshore Club starting at $1,699 with a $1.71 price per square foot in the Graydon Hills neighborhood. Here is today’s list of the best values for Downtown Winter Haven apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
The Townhomes of Evergreen on Lake Idylwild2x2.5 Lake Front2BR,2.5BA$1.26
Lakeshore Club2 Bedroom, 2 Bathroom2BR,2BA$1.71
Briarcrest at Winter HavenAriana II1BR,1BA$1.23
Central Haven Apartments2 Beds, 1 bath2BR,1BA$1.50
RainDanceA-51BR,1BA$2.29
669 Avenue B NW, Unit 2669 Avenue B NW1BR,1BA$2.08
The Landings Apartment Homes1 Bedroom - LANDINGS1BR,1BA$1.91
The JadeLarge Sunny One1BR,1BA$2.83
Haven at Lake DeerStudioStudio ,1BA$2.44
The BreezeA1Studio ,1BA$3.11

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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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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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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Pet Friendly Lifestyle
Downtown Winter Haven, Winter Haven, FL

Ranked #7

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

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

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Best Local Schools in
Downtown Winter Haven, Winter Haven, FL

School data provided by Great Schools

Frequently Asked Questions about Downtown Winter Haven

What type of rentals are currently available in Downtown Winter Haven?

There are currently 97 Apartments for Rent in Downtown Winter Haven, FL with pricing that ranges from $700 to $2,930. There are also 108 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Winter Haven ranging from $600 to $3,500.

What is the current price range for Rental Homes in Downtown Winter Haven?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Downtown Winter Haven ranges from $600 to $3,500 with an average monthly rent of $1,843.

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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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.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.