
Cheap Homes for Rent in Winter Haven, FL from $400 (10 Rentals)
Search the lowest-cost Homes available for rent right now in Winter Haven.


414-4D2 Senate St

547 Snively Ave

2701 Ave T NW

100 4th St
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.

2800 Ave S NW

129 Alachua Dr

403 Walnut St

507 Twin Pines Ln

1480 32nd St NW
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.
Winter Haven, FL Local Guide

How much does it cost to rent a home in Winter Haven?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Haven 2 Bedroom Homes for Rent | $1,409 | $595 | $1,995 |
| Winter Haven 3 Bedroom Homes for Rent | $1,832 | $995 | $2,800 |
| Winter Haven 4 Bedroom Homes for Rent | $2,115 | $1,599 | $3,200 |
| Winter Haven 5 Bedroom Homes for Rent | $2,357 | $1,895 | $3,100 |
| Winter Haven 6 Bedroom Homes for Rent | $2,832 | $2,500 | $3,165 |
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Winter Haven, FL Local Guide
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Cheapest Neighborhoods for Apartments in Winter Haven, FL
Pricing Updated: 02/17/2026Current apartment rentals in the Winter Haven, FL area range in price from to with an overall median price of . Here is today’s list neighborhoods with the lowest median pricing for Winter Haven Apartments for rent:
| Neighborhood | Median Price | Min Price | Available Units |
|---|---|---|---|
| Downtown Winter Haven | $1,598 | $975 | 124 |
Cheapest Available Winter Haven Apartments for Rent
 The cheapest available apartment rental in Winter Haven, FL is a 1 Bed unit found at The Landings Apartment Homes in the Westwood Villas neighborhood priced from $899. Lakeview Tower-62+ Community in the Graydon Hills neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $995. Here is today’s list of the most affordable Winter Haven apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $899 |
| Lakeview Tower-62+ Community | 1BR/1BA | 1BR,1BA | $995 |
| 1 Lamplight Ln | Sunrise | 1BR,1BA | $1,000 |
Best Value Apartments for Rent in Winter Haven, FL
As of February 17, 2026 the best value apartment in the Winter Haven area is the $1.18 price per square foot Two Bedrooms/Two Baths Reno Model at The Arbours at Garden Grove in the in the Cypress Grove neighborhood starting from $1,300. The second greatest value Winter Haven apartment is the Berkeley Model at The Carlton at Lake Dexter starting at $1,257 with a $1.27 price per square foot in the Cypress Grove neighborhood. Here is today’s list of the best values for Winter Haven apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| The Arbours at Garden Grove | Two Bedrooms/Two Baths Reno | 2BR,2BA | $1.18 |
| The Carlton at Lake Dexter | Berkeley | 1BR,1BA | $1.27 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.22 |
| Della Vita Apartments | Two Bed 1 Bath | 2BR,1BA | $1.56 |
| Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| 510 Avenue K NW | 2b/2b | 2BR,2BA | $1.59 |
| 617 Sears Ave NE | 617 Sears Ave NE | 2BR,1BA | $1.56 |
| 150 S Nekoma Ave, Unit C | 150 S Nekoma Ave | 2BR,1BA | $1.59 |
| 501 Avenue L NE, Unit #501A | 501 Avenue L NE | 1BR,1BA | $1.25 |
| 1 Lamplight Ln | Sunrise | 1BR,1BA | $1.43 |
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.
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.
Best Local Schools in Winter Haven, FL
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Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winter Haven, FL Rentals by Map
See the most popular apartments and homes in Winter Haven, FL
Frequently Asked Questions about Winter Haven
What type of rentals are currently available in Winter Haven?
There are currently 229 Apartments for Rent in Winter Haven, FL with pricing that ranges from $750 to $3,045. There are also 360 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Haven ranging from $475 to $7,000.
What is the current price range for Rental Homes in Winter Haven?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Haven ranges from $475 to $7,000 with an average monthly rent of $2,675.
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.