1111 Cypress Gardens Blvd
Winter HavenFL33884
Cheap Apartments for Rent in the Downtown Winter Haven Neighborhood of Winter Haven, FL from $500 (17 Rentals)
Search the lowest-cost Apartments available for rent right now in the Downtown Winter Haven area of Winter Haven.
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$899 - $1,3851 to 2 Bedroom Apartments Available Now
The Landings Apartment Homes
102 Landings WayWinter Haven, FL 33880
329 7th St SW
Winter HavenFL33880
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$950 - $1,1471 Bedroom Apartments Available Now
Lakeview Tower
745 Avenue A SWWinter Haven, FL 33880
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Rent Specials
$985 - $1,549Studio to 2 Bedroom Apartments Available Now
Haven at Lake Deer
350 24th St NWWinter Haven, FL 33880
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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$997 - $1,7001 to 3 Bedroom Apartments Available Now
Briarcrest at Winter Haven
200 Avenue K SEWinter Haven, FL 33880
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$1,000 - $1,275Studio to 2 Bedroom Apartments Available Now
Central Haven Apartments
130 Avenue C SEWinter Haven, FL 33880
493 Lake Howard Dr SW
Winter HavenFL33880
140 Ave W NW
Winter HavenFL33881
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1 to 2 Bedroom Apartments
Lakeside Terrace
391 Avenue O NEWinter Haven, FL 33881
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.
547 Snively Ave
Winter HavenFL33880
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1 to 2 Bedroom Apartments
Tzadik Brandywyne
411 18th St SEWinter Haven, FL 33884
720 6th St NW
Winter HavenFL33881
2854 Lake Alfred Rd
Winter HavenFL33881
622 Ave S 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.
1730 Broxey Ct NE
Winter HavenFL33881
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1 to 2 Bedroom Apartments
710 Avenue C SW
710 Avenue C SWWinter Haven, FL 33880
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Downtown Winter Haven, Winter Haven, FL Local Guide
How much does it cost to rent an apartment in Downtown Winter Haven?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Downtown Winter Haven Studio Apartments | $1,123 | $800 | $1,385 |
| Downtown Winter Haven 1 Bedroom Apartments | $1,352 | $949 | $1,800 |
| Downtown Winter Haven 2 Bedroom Apartments | $1,722 | $1,100 | $2,840 |
| Downtown Winter Haven 3 Bedroom Apartments | $1,652 | $1,470 | $2,200 |
| Downtown Winter Haven 4 Bedroom Apartments | $7,000 | $7,000 | $7,000 |
Browse Apartments in this Neighborhood
There are currently 17 rentals with your search options within a 2 mile radius of the Downtown Winter Haven Neighborhood of Winter Haven, FL.
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Downtown Winter Haven, Winter Haven, FL Local Guide
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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 1 Bed unit found at The Landings Apartment Homes priced from $899. Lakeview Tower has the second lowest priced unit, which is a 1 Bed apartment currently listed from $950. Here are the most affordable Downtown Winter Haven apartments for rent in Winter Haven, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $899 |
| Lakeview Tower | One Bedroom | 1BR,1BA | $950 |
| Haven at Lake Deer | Studio | Studio,1BA | $985 |
| Central Haven Apartments | Studio, 1 bath | Studio,1BA | $1,000 |
| The Jade | Sunny One | 1BR,1BA | $1,200 |
Best Value Apartments for Rent in Downtown Winter Haven, FL
As of May 24, 2026 the best value apartment in the Downtown Winter Haven area is the $1.05 price per square foot The Hartridge II Model at Briarcrest at Winter Haven in the in the Graydon Hills neighborhood starting from $1,470. The second greatest value Downtown Winter Haven apartment is the 2 Bedroom, 2 Bathroom Model at Lakeshore Club starting at $1,625 with a $1.61 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Briarcrest at Winter Haven | The Hartridge II | 3BR,2BA | $1.05 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.61 |
| 330 Avenue G SE, Unit Apartment | 330 Avenue G SE | 3BR,1BA | $1.75 |
| Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| Raindance | A-4 | 1BR,1BA | $2.46 |
| The Jade | 2 Comfy | 2BR,2BA | $2.76 |
| 448 Avenue A NE, Unit Cozy Cottage | 448 Avenue A NE | 1BR,1BA | $2.29 |
| The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $1.56 |
| Lakeview Tower | One Bedroom | 1BR,1BA | $1.65 |
| Haven at Lake Deer | Studio | Studio ,1BA | $2.19 |
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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Real 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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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 LifestyleDowntown Winter Haven, Winter Haven, FL
Ranked #13
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Best Local Schools in Downtown Winter Haven, Winter Haven, FL
School data provided by Great Schools
Lifestyle Ratings
ApartmentHomeLiving brings you Lifestyle Ratings of neighborhoods, cities, and rental properties across Florida and customized analysis for Central Winter Haven. Lifestyle Ratings show you the best fit for your needs and interests. This takes in many factors including searching for the best amenities, and easy access to the parks, kid and pet-friendly communities, availability of transit options, and other valuable search options. These search options are in the site filters at the top of this page.
Frequently Asked Questions about Cheap Downtown Winter Haven Apartments
What is the Cheapest Studio apartment in Downtown Winter Haven?
Currently the most affordable Cheap Studio Apartment in Downtown Winter Haven is at Haven at Lake Deer listed at $985.
How much is rent for a Cheap One Bedroom Downtown Winter Haven Apartment?
The lowest price for a Cheap One Bedroom Downtown Winter Haven Apartment is $899 at The Landings Apartment Homes.
What is the lowest price for a Cheap Two Bedroom Downtown Winter Haven Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Downtown Winter Haven is starting from $1,220 at Briarcrest at Winter Haven.
What is the most affordable Downtown Winter Haven Three Bedroom Apartment?
The best deal on a cheap Downtown Winter Haven Three Bedroom Apartment rental is at Briarcrest at Winter Haven and starts from $1,470.
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 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.
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.