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$899 - $1,3851 to 2 Bedroom Apartments Available Now
The Landings Apartment Homes
102 Landings WayWinter Haven, FL 33880
Cheap Apartments for Rent in the Downtown Winter Haven Neighborhood of Winter Haven, FL from $500 (18 Rentals)
Search the lowest-cost Apartments available for rent right now in the Downtown Winter Haven area of Winter Haven.
329 7th St SW
Winter HavenFL33880
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$950 - $1,350Studio to 1 Bedroom Apartments Available Now
Lakeview Tower
745 Avenue A SWWinter Haven, FL 33880
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Rent Specials
$997 - $1,575
Total Monthly Price
1 to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$845 - $1,423
Required Monthly Fees
$152
Total Monthly Price
$997 - $1,575
Briarcrest at Winter Haven
200 Avenue K SEWinter Haven, FL 33880
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Rent Specials
$999 - $1,549Studio to 2 Bedroom Apartments Available Now
Haven at Lake Deer
350 24th St NWWinter 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
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.
804 MLK Blvd NE
Winter HavenFL33881
2824 Avenue G NW
Winter HavenFL33880
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1 to 2 Bedroom Apartments
Lakeside Terrace
391 Avenue O NEWinter Haven, FL 33881
547 Snively Ave
Winter HavenFL33880
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1 to 2 Bedroom Apartments
Tzadik Brandywyne
411 18th St SEWinter Haven, FL 33884
839 Ave S 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.
2701 Ave T NW
Winter HavenFL33881
2227 9th St SE
Winter HavenFL33880
129 Alachua Dr
Winter HavenFL33884
1103 Cypress Gardens Blvd
Winter HavenFL33884
1480 32nd St NW
Winter HavenFL33881
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1 to 2 Bedroom Apartments
710 Avenue C SW
710 Avenue C SWWinter Haven, FL 33880
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.
Showing Results 1-18, Page 1 of 1
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 | $1,188 | $999 | $1,400 |
| Downtown Winter Haven 1 Bedroom Apartments | $1,345 | $899 | $1,975 |
| Downtown Winter Haven 2 Bedroom Apartments | $1,679 | $1,150 | $3,250 |
| Downtown Winter Haven 3 Bedroom Apartments | $1,719 | $1,390 | $3,535 |
| Downtown Winter Haven 4 Bedroom Apartments | $1,850 | $1,850 | $1,850 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 18 rentals with your search options within a 2 mile radius of the Downtown Winter Haven Neighborhood of Winter Haven, FL.
See all Apartments in Winter HavenExplore Winter Haven
Downtown Winter Haven, Winter Haven, FL Local Guide
- Nearby Winter Haven neighborhoods
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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 - BRANDYWYNE | 1BR,1BA | $899 |
| Lakeview Tower | 1x1 | 1BR,1BA | $950 |
| Briarcrest at Winter Haven | The Ariana | 1BR,1BA | $997 |
| Haven at Lake Deer | Studio | Studio,1BA | $999 |
| Central Haven Apartments | Studio, 1 bath | Studio,1BA | $1,000 |
Best Value Apartments for Rent in Downtown Winter Haven, FL
As of April 04, 2026 the best value apartment in the Downtown Winter Haven area is the $1.63 price per square foot Raingarden Model at Raingarden Apartments in the in the Graydon Hills neighborhood starting from $3,250. The second greatest value Downtown Winter Haven apartment is the 154 2nd St SW Model at 154 2nd St SW, Unit 2 starting at $3,250 with a $2.03 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. |
|---|---|---|---|
| Raingarden Apartments | Raingarden | 2BR,2.5BA | $1.63 |
| 154 2nd St SW, Unit 2 | 154 2nd St SW | 2BR,2.5BA | $2.03 |
| 731 Avenue A SW, Unit B | 731 Avenue A SW | 4BR,2BA | $1.16 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.61 |
| Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| 510 Avenue K NW | 2b/2b | 2BR,2BA | $1.59 |
| Briarcrest at Winter Haven | The Ariana | 1BR,1BA | $1.26 |
| 710 Avenue C SW | 1/1 | 1BR,1BA | $1.73 |
| The Landings Apartment Homes | 1 Bedroom - BRANDYWYNE | 1BR,1BA | $1.56 |
| Lakeview Tower | 1x1 | 1BR,1BA | $1.65 |
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.
Read ArticleThe 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.
Read ArticleCash 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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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 #15
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 a cheap apartment in Downtown Winter Haven?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Downtown Winter Haven is under $1,350.
What is the price of a cheap apartment in Downtown Winter Haven?
The cheapest apartment in Downtown Winter Haven is The Landings Apartment Homes which is listed at $899, while the average apartment in Downtown Winter Haven costs $1,850.
What types of apartments are the cheapest in Downtown 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 3 regular apartments in Downtown Winter Haven that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
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
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.
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.
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.
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.