720 6th St NW
Winter HavenFL33881
Cheap Apartments for Rent in the Oakwood Neighborhood of Winter Haven, FL from $500 (13 Rentals)
Search the lowest-cost Apartments available for rent right now in the Oakwood area of Winter Haven.
2205 12th St NW
Winter HavenFL33881
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Rent Specials
$975 - $1,0001 Bedroom Apartments Contact Us For Availability
Oakcrest Apartments
101-123 Oak Crest Dr NWWinter Haven, FL 33881
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$1,000 - $1,275Studio to 2 Bedroom Apartments Available Now
Central Haven Apartments
130 Avenue C SEWinter Haven, FL 33880
417-419 Ave B NE
Winter HavenFL33881
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Rent Specials
$1,090 - $1,5551 to 3 Bedroom Apartments Available Now
Briarcrest at Winter Haven
200 Avenue K SEWinter Haven, FL 33880
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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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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Rent Specials
$1,100 - $1,3851 to 2 Bedroom Apartments Available Now
The Landings Apartment Homes
102 Landings WayWinter Haven, FL 33880
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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.
983 Berkley Rd
AuburndaleFL33823
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Oakwood, 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 Oakwood?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Oakwood Studio Apartments | $1,204 | $1,000 | $1,455 |
| Oakwood 1 Bedroom Apartments | $1,508 | $950 | $1,830 |
| Oakwood 2 Bedroom Apartments | $1,745 | $700 | $2,305 |
| Oakwood 3 Bedroom Apartments | $1,703 | $1,350 | $2,139 |
Browse Apartments in this Neighborhood
There are currently 13 rentals with your search options within a 3 mile radius of the Oakwood Neighborhood of Winter Haven, FL.
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Oakwood, Winter Haven, FL Local Guide
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Cheapest Available Oakwood Apartments for Rent
The cheapest available apartment rental in the Oakwood area of Lakeland, FL is a Studio unit found at Central Haven Apartments priced from $1,000. Haven at Lake Deer has the second lowest priced unit, which is a Studio apartment currently listed from $1,099. Here are the most affordable Oakwood apartments for rent in Lakeland, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Central Haven Apartments | Studio, 1 bath | Studio,1BA | $1,000 |
| Haven at Lake Deer | Studio | Studio,1BA | $1,099 |
| The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $1,100 |
| The Jade | Cozy One | 1BR,1BA | $1,200 |
| Briarcrest at Winter Haven | The Hamilton II | 2BR,2BA | $1,220 |
Best Value Apartments for Rent in Oakwood, FL
As of November 15, 2025 the best value apartment in the Oakwood area is the $0.74 price per square foot 82 Coleman Rd Model at 82 Coleman Rd, Unit 84 in the in the Inwood neighborhood starting from $1,500. The second greatest value Oakwood apartment is the 2x2.5 Lake Front Model at The Townhomes of Evergreen on Lake Idylwild starting at $1,795 with a $1.26 price per square foot in the Inwood neighborhood. Here is today’s list of the best values for Oakwood apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 82 Coleman Rd, Unit 84 | 82 Coleman Rd | 3BR,1.5BA | $0.74 |
| The Townhomes of Evergreen on Lake Idylwild | 2x2.5 Lake Front | 2BR,2.5BA | $1.26 |
| Briarcrest at Winter Haven | The Hamilton II | 2BR,2BA | $0.99 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.71 |
| Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| RainDance | A-5 | 1BR,1BA | $2.29 |
| Dream Winter Haven | A1 | 1BR,1BA | $2.38 |
| 669 Avenue B NW, Unit 2 | 669 Avenue B NW | 1BR,1BA | $2.08 |
| The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $1.91 |
| Haven at Lake Deer | Studio | Studio ,1BA | $2.44 |
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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
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Pet Friendly LifestyleOakwood, Winter Haven, FL
Ranked #11
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Best Local Schools in Oakwood, Winter Haven, FL
School data provided by Great Schools
Lifestyle Ratings
Our team of engineers and researchers compares millions of points of data to bring you Lifestyle Ratings of rentals and neighborhoods across the USA, including Winter Haven. Our Lifestyle Ratings help you zero-in on the perfect place to call home. This takes in many factors including searching for the best amenities, and the best outdoor access, kid and pet-friendly communities, availability of transit options, and other valuable search options. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!
Frequently Asked Questions about Cheap Oakwood Apartments
What is the Cheapest Studio apartment in Oakwood?
Currently the most affordable Cheap Studio Apartment in Oakwood is at Central Haven Apartments listed at $1,000.
How much is rent for a Cheap One Bedroom Oakwood Apartment?
The lowest price for a Cheap One Bedroom Oakwood Apartment is $1,100 at The Landings Apartment Homes.
What is the lowest price for a Cheap Two Bedroom Oakwood Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Oakwood is starting from $1,220 at Briarcrest at Winter Haven.
What is the most affordable Oakwood Three Bedroom Apartment?
The best deal on a cheap Oakwood Three Bedroom Apartment rental is at The Townhomes of Evergreen on Lake Idylwild and starts from $1,895.
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.
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.
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.