
Cheap Homes for Rent in Downtown Winter Haven Neighborhood of Winter Haven, FL from $600 (10 Rentals)
Search the lowest-cost Homes available for rent right now in the Downtown Winter Haven area of Winter Haven.


2701 Ave T NW
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.

806 Ave O SW

622 Ave S NE

351 Ave N NE

2075 Isle Royal Ct SE

73 Deena Way

224 Ave Q NW

2037 Canton Pk Dr

405 Ave M NE
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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 | $1,422 | $950 | $1,875 |
Downtown Winter Haven 3 Bedroom Homes for Rent | $1,726 | $600 | $2,300 |
Downtown Winter Haven 4 Bedroom Homes for Rent | $2,652 | $2,095 | $3,500 |
Downtown Winter Haven 5 Bedroom Homes for Rent | $2,535 | $2,000 | $2,900 |
Browse Homes for Rent in this Neighborhood
There are currently 10 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
- Nearby Winter Haven neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
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 Studio unit found at Central Haven Apartments priced from $1,000. Briarcrest at Winter Haven has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,080. Here are the most affordable Downtown Winter Haven apartments for rent in Winter Haven, FL:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Central Haven Apartments | Studio, 1 bath | Studio,1BA | $1,000 |
Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1,080 |
The Jade | Cozy One | 1BR,1BA | $1,295 |
Best Value Apartments for Rent in Downtown Winter Haven, FL
As of May 29, 2025 the best value apartment in the Downtown Winter Haven area is the $1.71 price per square foot 2 Bedroom, 2 Bathroom Model at Lakeshore Club in the in the Graydon Hills neighborhood starting from $1,699. The second greatest value Downtown Winter Haven apartment is the 2B2B Upstairs or Downstairs Tile Flooring Model at Lake Buckeye Apartments starting at $1,400 with a $1.47 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. |
---|---|---|---|
Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.71 |
Lake Buckeye Apartments | 2B2B Upstairs or Downstairs Tile Flooring | 2BR,2BA | $1.47 |
Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.22 |
Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
RainDance | A-1 | 1BR,1BA | $2.57 |
Dream Winter Haven | A1 | 1BR,1BA | $2.04 |
Haven at Lake Deer | 1 Bedroom | 1BR,1BA | $2.04 |
669 Avenue B NW, Unit 2 | 669 Avenue B NW | 1BR,1BA | $2.25 |
The Jade | Sunny One | 1BR,1BA | $2.68 |
1862 4th St SE, Unit A | 1862 4th St SE | Studio ,1BA | $2.79 |
Quick 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.
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 $800 to $2,420. There are also 63 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Winter Haven ranging from $600 to $3,500.
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 $3,500 with an average monthly rent of $1,923.
How much are larger Three and Four Bedroom Rentals in Downtown Winter Haven?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Downtown Winter Haven range from $1,390 to $2,380, while Three Bedroom Homes, Condos, and Townhomes for rent range from $600 to $2,300. Four Bedroom Single-Family rentals are also available starting from $2,095 and Four Bedroom Apartments start at $1,930.
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.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.