1111 Cypress Gardens Blvd
Winter HavenFL33884
Cheap Apartments for Rent in Winter Haven, FL from $600 (27 Rentals)
Search the lowest-cost Apartments available for rent right now in Winter Haven.
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from $8762 to 3 Bedroom Apartments Contact Us For Availability
Villas at Lake Smart Apartments
4225 Vista del Lago DrWinter Haven, FL 33881
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from $912Studio to 3 Bedroom Apartments Contact Us For Availability
Carlton Arms of Winter Haven
7676 Carlton Arms BlvdWinter Haven, FL 33884
42 Carla Ct
Winter HavenFL33880
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from $9501 Bedroom Apartment Available Now
631 Ave H Ave NW, Unit 2
631 Ave H Ave NWWinter Haven, FL 33881
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from $9501 Bedroom Apartments Available Now
Oakcrest Apartments
101-123 Oak Crest Dr NWWinter Haven, FL 33881
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from $1,000Studio to 2 Bedroom Apartments Available Now
Georgetown Apartments
130 Avenue C SEWinter Haven, FL 33880
3601 Cypress Gardens Rd
Winter HavenFL33884
710 Ave C SW
Winter HavenFL33880
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from $1,0801 to 3 Bedroom Apartments Available Now
Briarcrest at Winter Haven
200 Avenue K SEWinter Haven, FL 33880
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.
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from $1,1001 to 2 Bedroom Apartments Available May 5
The Landings Apartment Homes
102 Landings WayWinter Haven, FL 33880
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from $1,1051 to 2 Bedroom Apartments Available Jun 26
Barrington Place At Winter Haven
1101 Cambridge SqWinter Haven, FL 33880
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from $1,1991 to 2 Bedroom Apartments Available Now
Dream Winter Haven
5004 Dream DrWinter Haven, FL 33881
400 El Camino Dr
Winter HavenFL33884
650 Ave J NW
Winter HavenFL33881
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2 to 3 Bedroom Apartments
Cypress Greens - A 55+ Only Community
1000 Cypress Creek BlvdLake Alfred, FL 33850
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Showing Results 1-27, Page 1 of 1
Winter Haven, FL Local Guide
Cypress Gardens in Winter Haven by Flickr User: hyku is licensed under CC BY 2.0
How much does it cost to rent an apartment in Winter Haven?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Cheap Winter Haven Studio Apartments | $1,015 | $912 | $1,099 |
| Cheap Winter Haven 1 Bedroom Apartments | $1,422 | $825 | $1,955 |
| Cheap Winter Haven 2 Bedroom Apartments | $1,666 | $876 | $2,310 |
| Cheap Winter Haven 3 Bedroom Apartments | $1,940 | $1,019 | $2,920 |
| Cheap Winter Haven 4 Bedroom Apartments | $2,137 | $1,895 | $2,369 |
Browse Top Apartments in Winter Haven
See all Apartments in Winter HavenExplore Winter Haven
Winter Haven, FL Local Guide
Written By:
Staff Writer Local Guide Expert
- Winter Haven Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Cheapest Neighborhoods for Apartments in Winter Haven, FL
Pricing Updated: 04/25/2025Current 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 | $2,150 | $825 | 54 |
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 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1,080 |
| Lakeview Tower-62+ Community | 1BR/1BA | 1BR,1BA | $1,147 |
| Dream Winter Haven | A1 | 1BR,1BA | $1,199 |
| Della Vita Apartments | One Bedroom | 1BR,1BA | $1,269 |
| The Jade | The Cozy | 1BR,1BA | $1,325 |
| Mediterranean Villas | 1 Bed, 1 Bath | 1BR,1BA | $1,350 |
| The Carlton at Lake Dexter | Berkeley | 1BR,1BA | $1,387 |
Best Value Apartments for Rent in Winter Haven, FL
As of April 25, 2025 the best value apartment in the Winter Haven area is the $1.32 price per square foot 2 Beds, 1 bath Model at Terra Hill in the in the Pine Crest Heights neighborhood starting from $1,450. The second greatest value 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 Winter Haven apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Terra Hill | 2 Beds, 1 bath | 2BR,1BA | $1.32 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.71 |
| The Carlton at Lake Dexter | Berkeley | 1BR,1BA | $1.40 |
| Vista Lake Ned | 2x1 | 2BR,1BA | $1.47 |
| Lake Buckeye Apartments | 2B2B Upstairs or Downstairs Tile Flooring | 2BR,2BA | $1.47 |
| Mediterranean Villas | 1 Bed, 1 Bath | 1BR,1BA | $1.50 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.22 |
| Georgetown Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| Della Vita Apartments | One Bedroom | 1BR,1BA | $1.69 |
| 631 Ave H Ave NW, Unit 2 | 631 Ave H Ave NW | 1BR,1BA | $1.46 |
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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
Winter Haven, FL Apartments MapWinter Haven, FL Rental Homes MapGetting 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 $1,460.
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.
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.
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.