
Cheap Homes for Rent in Downtown Winter Haven Neighborhood of Winter Haven, FL from $600 (16 Rentals)
Search the lowest-cost Homes available for rent right now in the Downtown Winter Haven area of Winter Haven.


557 Snively Ave

2701 Ave T NW

839 Ave S NE

1845 Orangewood Ave SW
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.

1201 Crestwood Dr

726 W Central Ave

722 W Central Ave

658 Avenue B NW, Unit 658 - Downstairs
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.

1480 32nd St NW

1995 5th St NE

316 Palmetto Ave NW

2010 Lake Cannon Dr NW

1733 2nd St NW
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.

67 Deena Way
Downtown Winter Haven, Winter Haven, FL Local Guide

How much does it cost to rent a home in Downtown Winter Haven?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Downtown Winter Haven 2 Bedroom Homes for Rent | $1,417 | $600 | $1,995 |
| Downtown Winter Haven 3 Bedroom Homes for Rent | $1,821 | $600 | $3,100 |
| Downtown Winter Haven 4 Bedroom Homes for Rent | $2,006 | $1,560 | $3,000 |
| Downtown Winter Haven 5 Bedroom Homes for Rent | $2,725 | $2,250 | $3,200 |
Browse Homes for Rent in this Neighborhood
There are currently 16 rentals with your search options within a 2 mile radius of the Downtown Winter Haven Neighborhood of Winter Haven, FL.
Explore Winter Haven
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. Central Haven Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,000. 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 |
| Central Haven Apartments | Studio, 1 bath | Studio,1BA | $1,000 |
| Haven at Lake Deer | Studio | Studio,1BA | $1,099 |
| The Jade | Cozy One | 1BR,1BA | $1,200 |
| Lakeview Tower-62+ Community | Studio | Studio,1BA | $1,208 |
Best Value Apartments for Rent in Downtown Winter Haven, FL
As of December 03, 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 The Hartridge II Model at Briarcrest at Winter Haven starting at $1,460 with a $1.04 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 | 2x2.5 Lake Front | 2BR,2.5BA | $1.26 |
| Briarcrest at Winter Haven | The Hartridge II | 3BR,2BA | $1.04 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.71 |
| Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| RainDance | A-5 | 1BR,1BA | $2.29 |
| The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $1.91 |
| The Jade | Large Sunny One | 1BR,1BA | $2.83 |
| Haven at Lake Deer | Studio | Studio ,1BA | $2.44 |
| The Breeze | A1 | Studio ,1BA | $3.11 |
| Lakeview Tower-62+ Community | Studio | Studio ,1BA | $3.02 |
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 ArticleQuick 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.
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
Frequently Asked Questions about Downtown Winter Haven
What type of rentals are currently available in Downtown Winter Haven?
There are currently 95 Apartments for Rent in Downtown Winter Haven, FL with pricing that ranges from $949 to $2,305. There are also 98 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Winter Haven ranging from $600 to $3,200.
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 $3,200 with an average monthly rent of $1,824.
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.

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!

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.

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.
