720 6th St NE
Winter HavenFL33881
Cheap Apartments for Rent in Winter Haven, FL from $500 (24 Rentals)
Search the lowest-cost Apartments available for rent right now in Winter Haven.
720 6th St NW
Winter HavenFL33881
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$859 - $2,006Studio to 3 Bedroom Apartments Contact Us For Availability
Carlton Arms of Winter Haven
7676 Carlton Arms BlvdWinter Haven, FL 33884
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$1,000 - $1,275Studio to 2 Bedroom Apartments Available Now
Central Haven Apartments
130 Avenue C SEWinter Haven, FL 33880
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Rent Specials
$1,032 - $1,6961 to 3 Bedroom Apartments Available Now
Briarcrest at Winter Haven
200 Avenue K SEWinter Haven, FL 33880
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$1,0451 Bedroom Apartments Available Now
1063 Spirit Lake Rd
1063 Spirit Lake RdWinter Haven, FL 33880
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
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Rent Specials
$1,099 - $1,549Studio to 2 Bedroom Apartments Available Now
Haven at Lake Deer
350 24th St NWWinter Haven, FL 33880
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$1,100 - $1,3851 to 2 Bedroom Apartments Available Now
The Landings Apartment Homes
102 Landings WayWinter Haven, FL 33880
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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.
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390 W Haines Blvd
Lake AlfredFL33850
306 Lake Millsite Rd E
BartowFL33830
306 Lake Millsite Rd
BartowFL33830
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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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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.
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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 | $1,222 | $859 | $1,455 |
| Cheap Winter Haven 1 Bedroom Apartments | $1,475 | $975 | $1,895 |
| Cheap Winter Haven 2 Bedroom Apartments | $1,725 | $700 | $2,305 |
| Cheap Winter Haven 3 Bedroom Apartments | $1,994 | $1,425 | $3,045 |
| Cheap Winter Haven 4 Bedroom Apartments | $2,795 | $2,795 | $2,795 |
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: 10/02/2025Current 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 | $1,650 | $700 | 131 |
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 Brandywyne neighborhood priced from $825. 1 Lamplight Ln in the Cypress Grove neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $975. 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 | $825 |
| 1 Lamplight Ln | Sunrise | 1BR,1BA | $975 |
| Central Haven Apartments | Studio, 1 bath | Studio,1BA | $1,000 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1,090 |
| The Landings Apartment Homes | 1 Bedroom - BRANDYWYNE | 1BR,1BA | $1,100 |
Best Value Apartments for Rent in Winter Haven, FL
As of October 02, 2025 the best value apartment in the Winter Haven area is the $1.16 price per square foot 2x2.5 Model at The Townhomes of Evergreen on Lake Idylwild in the in the Inwood neighborhood starting from $1,650. The second greatest value Winter Haven apartment is the Two Bedrooms/Two Baths Model at The Arbours at Garden Grove starting at $1,500 with a $1.36 price per square foot in the Cypress Grove 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. |
|---|---|---|---|
| The Townhomes of Evergreen on Lake Idylwild | 2x2.5 | 2BR,2.5BA | $1.16 |
| The Arbours at Garden Grove | Two Bedrooms/Two Baths | 2BR,2BA | $1.36 |
| Lake Buckeye Apartments | 2B2B Upstairs or Downstairs Tile Flooring | 2BR,2BA | $1.37 |
| Mediterranean Villas | *$2,400 RENT CREDIT* 1/1 Apartment in Haines City | 1BR,1BA | $1.50 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.23 |
| Della Vita Apartments | Two Bed 1 Bath | 2BR,1BA | $1.56 |
| Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| Prose Cypress Pointe | A1 | 1BR,1BA | $1.68 |
| 1 Lamplight Ln | Sunrise | 1BR,1BA | $1.39 |
| Oakcrest Apartments | 123 Oakcrest | 1BR,1BA | $1.38 |
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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.
Pet Friendly Lifestyle
Ranked #
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
Pet Friendly
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
What is the Cheapest Studio apartment in Winter Haven?
Currently the most affordable Cheap Studio Apartment in Winter Haven is at Central Haven Apartments listed at $1,000.
How much is rent for a Cheap One Bedroom Winter Haven Apartment?
The lowest price for a Cheap One Bedroom Winter Haven Apartment is $825 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 $1,220 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 The Arbours at Garden Grove and starts from $1,425.
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.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.