
Cheap Apartments for Rent in Winter Haven, FL from $600 (25 Rentals)
Search the lowest-cost Apartments available for rent right now in Winter Haven.


1131 5th St SW, Unit 5 Upstairs Unit

Carlton Arms of Winter Haven

Oakcrest Apartments

631 Ave H Ave NW, Unit 2

400 El Camino Dr

Georgetown Apartments

The Landings Apartment Homes

Briarcrest at Winter Haven

Barrington Place At Winter Haven

Haven at Lake Deer Apartments

3601 Cypress Gardens Rd

Lake Shore Manor

282 Century Blvd

Cypress Greens - A 55+ Only Community
Winter Haven, FL Local Guide

How much does it cost to rent an apartment in Winter Haven?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Cheap Winter Haven Studio Apartments | $973 | $912 | $1,000 |
Cheap Winter Haven 1 Bedroom Apartments | $1,447 | $900 | $1,955 |
Cheap Winter Haven 2 Bedroom Apartments | $1,727 | $876 | $2,305 |
Cheap Winter Haven 3 Bedroom Apartments | $1,914 | $1,019 | $2,920 |
Cheap Winter Haven 4 Bedroom Apartments | $1,987 | $1,975 | $2,000 |
Browse Top Apartments in Winter Haven
See all Apartments in Winter HavenExplore Winter Haven
Winter Haven, FL Local Guide

- Winter Haven Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Cheapest Neighborhoods for Apartments in Winter Haven, FL
Pricing Updated: 03/27/2025Current 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 | $2,500 | $715 | 944 |
Cheapest Available Winter Haven Apartments for Rent
 The cheapest available apartment rental in Winter Haven, FL is a 1 Bed unit found at Oakcrest Apartments in the Inwood neighborhood priced from $950. Georgetown Apartments in the Graydon Hills neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,000. Here is today’s list of the most affordable Winter Haven apartments for rent:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Oakcrest Apartments | 123 Oakcrest | 1BR,1BA | $950 |
Georgetown Apartments | Studio, 1 bath | Studio,1BA | $1,000 |
Lake Shore Manor | 1 Bedroom | 1BR,1BA | $1,050 |
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 Winter Haven, FL
As of March 27, 2025 the best value apartment in the Winter Haven area is the $1.00 price per square foot 668 Squires Grove Dr Model at 668 Squires Grove Dr in the in the Eloise Woods neighborhood starting from $2,595. The second greatest value Winter Haven apartment is the 668 Squires Grove Dr Model at 668 Squires Grove Dr starting at $2,595 with a $1.00 price per square foot in the Eloise Woods 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. |
---|---|---|---|
668 Squires Grove Dr | 668 Squires Grove Dr | 5BR,3BA | $1.00 |
668 Squires Grove Dr | 668 Squires Grove Dr | 5BR,3BA | $1.00 |
853 Sam Pennant Dr | 853 Sam Pennant Dr | 4BR,3BA | $0.97 |
25 Casarena Ct | 25 Casarena Ct | 3BR,3BA | $1.05 |
25 Casarena Ct | 25 Casarena Ct | 3BR,3BA | $1.05 |
5162 Michelle St | 5162 Michelle St | 3BR,2BA | $1.14 |
235 Lake Eloise Pointe Blvd | 235 Lake Eloise Pointe Blvd | 5BR,2BA | $1.29 |
316 Kensington View Dr | 316 Kensington View Dr | 3BR,2BA | $1.24 |
Terra Hill | 2 Beds, 1 bath | 2BR,1BA | $1.32 |
Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.22 |
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.
Winter Haven Overview
Living in apartments in Winter Haven, Florida offers you plenty of amenities, outdoor recreation opportunities, and larger cities a short commute away. You get a country feel, while being able to live in a city. The weather is warm throughout most of the year, with only a few months of cooler weather during the winter. Residents enjoy the variety of restaurants and shopping, while there are great work opportunities in nearby Tampa and Orlando. It's a good city to call home, as residents describe it as affordable, relaxing, and quiet.
Why live in Winter Haven, FL?
With an easy commute to Orlando and Tampa, Winter Haven is in an excellent location. It's more affordable than the two nearby cities, and there are a lot of amenities for residents to enjoy. It's a medium-sized city that offers plenty of opportunities for fun, outdoor recreation, dining, shopping, and entertainment. The lakes and canal system are a big draw for residents, and there are many hiking trails throughout the city for those that love nature.
Best Local Schools in Winter Haven, FL
School data provided by Great Schools
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
Getting Around Winter Haven, FL
Walk Score®
44 / 100
Car-Dependent
Most errands require a car
Bike Score®
49 / 100
Somewhat Bikeable
Minimal 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 Winter Haven Apartments
How much is rent for a Cheap One Bedroom Winter Haven Apartment?
The lowest price for a Cheap One Bedroom Winter Haven Apartment is $950 at Oakcrest Apartments.
What is the lowest price for a Cheap Two Bedroom Winter Haven Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Winter Haven is starting from $1,245 at Briarcrest at Winter Haven.
What is the most affordable Winter Haven Three Bedroom Apartment?
The best deal on a cheap 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.