
Cheap Apartments for Rent in the Downtown Winter Haven Neighborhood of Winter Haven, FL from $600 (6 Rentals)
Search the lowest-cost Apartments available for rent right now in the Downtown Winter Haven area of Winter Haven.


1131 5th St SW, Unit 5 Upstairs Unit

631 Ave H Ave NW, Unit 2

Georgetown Apartments
Downtown Winter Haven, Winter Haven, FL Local Guide

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 | $1,000 | $1,000 | $1,000 |
Downtown Winter Haven 1 Bedroom Apartments | $1,313 | $900 | $1,825 |
Downtown Winter Haven 2 Bedroom Apartments | $1,633 | $876 | $1,999 |
Downtown Winter Haven 3 Bedroom Apartments | $1,612 | $1,019 | $2,100 |
Browse Apartments in this Neighborhood
There are currently 6 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 Studio unit found at Georgetown 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 |
---|---|---|---|
Georgetown Apartments | Studio, 1 bath | Studio,1BA | $1,000 |
Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1,080 |
Haven at Lake Deer Apartments | 1 Bedroom | 1BR,1BA | $1,199 |
Best Value Apartments for Rent in Downtown Winter Haven, FL
As of March 24, 2025 the best value apartment in the Downtown Winter Haven area is the $1.05 price per square foot 25 Casarena Ct Model at 25 Casarena Ct in the in the Inwood neighborhood starting from $2,380. The second greatest value Downtown Winter Haven apartment is the 2 Bedroom, 2 Bathroom Model at Lakeshore Club starting at $1,699 with a $1.71 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. |
---|---|---|---|
25 Casarena Ct | 25 Casarena Ct | 3BR,3BA | $1.05 |
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 |
Georgetown Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
RainDance | B5 | 1BR,1BA | $2.49 |
Dream Winter Haven | A1 | 1BR,1BA | $2.18 |
Haven at Lake Deer Apartments | 1 Bedroom | 1BR,1BA | $1.89 |
669 Avenue B NW, Unit 2 | 669 Avenue B NW | 1BR,1BA | $2.29 |
1131 5th St SW, Unit 5 Upstairs Unit | 1131 5th St SW | 1BR,1BA | $2.00 |
Quick Rent Budget Calculator
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Pet Friendly LifestyleDowntown Winter Haven, Winter Haven, FL
Ranked #19
Among neighborhoods in Winter Haven, FL 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
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.
Getting Around the Downtown Winter Haven Neighborhood in Winter Haven, FL
Walk Score®
69 / 100
Somewhat Walkable
Some errands can be accomplished on foot
Bike Score®
62 / 100
Bikeable
Some bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 Georgetown 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 $1,080 at Briarcrest at Winter Haven.
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 $1,255 at Briarcrest at Winter Haven.
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 $1,470.
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.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.