1845 Orangewood Ave SW
Winter HavenFL33880
Cheap Apartments for Rent in the Downtown Winter Haven Neighborhood of Winter Haven, FL from $500 (22 Rentals)
Search the lowest-cost Apartments available for rent right now in the Downtown Winter Haven area of Winter Haven.
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$9501 Bedroom Apartment Available Now
501 Avenue L NE, Unit #503
501 Avenue L NEWinter Haven, FL 33881
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$979 - $1,3851 to 2 Bedroom Apartments Available Now
The Landings Apartment Homes
102 Landings WayWinter Haven, FL 33880
2205 12th St NW
Winter HavenFL33881
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$995 - $1,251Studio to 1 Bedroom Apartments Available Now
Lakeview Tower-62+ Community
745 Avenue A SWWinter Haven, FL 33880
417-419 Ave B NE
Winter HavenFL33881
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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.
351 Ave N NE
Winter HavenFL33881
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Rent Specials
$1,032 - $1,4951 to 3 Bedroom Apartments Available Now
Briarcrest at Winter Haven
200 Avenue K SEWinter Haven, FL 33880
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$1,099 - $1,549Studio to 2 Bedroom Apartments Available Now
Haven at Lake Deer
350 24th St NWWinter Haven, FL 33880
2824 Avenue G NW
Winter HavenFL33880
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$1,1001 Bedroom Apartments Available Now
1702 Recker Hwy
1702 Recker HwyWinter Haven, FL 33880
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1 to 2 Bedroom Apartments
Lakeside Terrace
391 Avenue O NEWinter Haven, FL 33881
547 Snively Ave
Winter HavenFL33880
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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1 to 2 Bedroom Apartments
Tzadik Brandywyne
411 18th St SEWinter Haven, FL 33884
2701 Ave T NW
Winter HavenFL33881
2854 Lake Alfred Rd
Winter HavenFL33881
100 4th St
Winter HavenFL33880
1480 32nd St NW
Winter HavenFL33881
316 Palmetto Ave NW
Winter HavenFL33881
202 Country Ln NE
Winter HavenFL33881
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.
1103 Cypress Gardens Blvd
Winter HavenFL33884
Showing Results 1-22, Page 1 of 1
Downtown Winter Haven, Winter Haven, FL Local Guide
Cypress Gardens in Winter Haven by Flickr User: hyku is licensed under CC BY 2.0
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 | $1,095 | $1,000 | $1,199 |
| Downtown Winter Haven 1 Bedroom Apartments | $1,250 | $950 | $1,782 |
| Downtown Winter Haven 2 Bedroom Apartments | $1,688 | $1,099 | $2,287 |
| Downtown Winter Haven 3 Bedroom Apartments | $1,676 | $1,425 | $3,109 |
Browse Apartments in this Neighborhood
There are currently 22 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 $979. Lakeview Tower-62+ Community has the second lowest priced unit, which is a 1 Bed apartment currently listed from $995. 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 | $979 |
| Lakeview Tower-62+ Community | 1BR/1BA | 1BR,1BA | $995 |
| Central Haven Apartments | Studio, 1 bath | Studio,1BA | $1,000 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1,070 |
| Haven at Lake Deer | Studio | Studio,1BA | $1,099 |
Best Value Apartments for Rent in Downtown Winter Haven, FL
As of January 16, 2026 the best value apartment in the Downtown 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 Downtown 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 Downtown Winter Haven apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| The Townhomes of Evergreen on Lake Idylwild | 3x2.5 | 3BR,2.5BA | $1.04 |
| 306 Avenue C NE, Unit Apt 1 | 306 Avenue C NE | 2BR,1BA | $1.20 |
| 2319 W Cannon Ter NW, Unit 1 | 2319 W Cannon Ter NW | 2BR,1.5BA | $1.30 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.71 |
| Barrington Place At Winter Haven | B1 | 2BR,1.5BA | $1.29 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.21 |
| Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| 501 Avenue L NE, Unit #503 | 501 Avenue L NE | 1BR,1BA | $1.19 |
| The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $1.70 |
| Lakeview Tower-62+ Community | 1BR/1BA | 1BR,1BA | $1.80 |
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.
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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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 #14
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet 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 Central Haven Apartments listed at $1,000.
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 $979 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 $1,275 at Central Haven Apartments.
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 $1,460.
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
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.
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.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!