
Cheap Homes for Rent in Downtown Winter Haven Neighborhood of Winter Haven, FL from $600 (15 Rentals)
Search the lowest-cost Homes available for rent right now in the Downtown Winter Haven area of Winter Haven.


2701 Ave T NW

2854 Lake Alfred Rd

100 4th St

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.

1480 32nd St NW

316 Palmetto Ave NW

1103 Cypress Gardens Blvd

1702 Recker Hwy

2065 Isle Royal Ct SE
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.

1925 Ave O SW

1935 Ave O SW

1995 5th St NE

1733 2nd St NW

243 Avenue L NE
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.
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 | $1,396 | $600 | $1,995 |
| Downtown Winter Haven 3 Bedroom Homes for Rent | $1,788 | $1,195 | $2,450 |
| Downtown Winter Haven 4 Bedroom Homes for Rent | $2,162 | $1,799 | $3,475 |
Browse Homes for Rent in this Neighborhood
There are currently 15 rentals with your search options within a 2 mile radius of the Downtown Winter Haven Neighborhood of Winter Haven, FL.
Explore Winter Haven
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. Haven at Lake Deer has the second lowest priced unit, which is a Studio apartment currently listed from $985. 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 |
| Haven at Lake Deer | Studio | Studio,1BA | $985 |
| 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 |
Best Value Apartments for Rent in Downtown Winter Haven, FL
As of January 21, 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 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 | $1.26 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.21 |
| Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $1.70 |
| Lakeview Tower-62+ Community | 1BR/1BA | 1BR,1BA | $1.80 |
| Haven at Lake Deer | Studio | Studio ,1BA | $2.19 |
Frequently Asked Questions about Downtown Winter Haven
What type of rentals are currently available in Downtown Winter Haven?
There are currently 101 Apartments for Rent in Downtown Winter Haven, FL with pricing that ranges from $899 to $3,042. There are also 85 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Winter Haven ranging from $600 to $3,475.
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 $3,475 with an average monthly rent of $1,681.
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

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.

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.