Cheap Homes for Rent in Oakwood Neighborhood of Winter Haven, FL from $600 (23 Rentals)

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Search the lowest-cost Homes available for rent right now in the Oakwood area of Winter Haven.

property at 806 Ave O SW

806 Ave O SW

Winter HavenFL33880

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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property at 73 Deena Way

73 Deena Way

Winter HavenFL33880

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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Showing Results 1-23, Page 1 of 1

Oakwood, Winter Haven, FL Local Guide

Cheapest Available Oakwood Apartments for Rent

 

The cheapest available apartment rental in the Oakwood area of Lakeland, 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 $1,032. Here are the most affordable Oakwood apartments for rent in Lakeland, FL:

Apartment ListingModel NameBed/BathPriced From
Georgetown ApartmentsStudio, 1 bathStudio,1BA$1,000
Briarcrest at Winter HavenThe Ariana1BR,1BA$1,032
The JadeSunny One1BR,1BA$1,350
Terra Hill2 Beds, 1 bath2BR,1BA$1,450
Lakeshore Club1 Bedroom, 1.5 Bathroom1BR,1BA$1,575

Best Value Apartments for Rent in Oakwood, FL

As of May 19, 2025 the best value apartment in the Oakwood area is the $1.35 price per square foot B1 Model at Elio at Lake Lena in the in the Westwood Villas neighborhood starting from $1,785. The second greatest value Oakwood apartment is the 2 Beds, 1 bath Model at Terra Hill starting at $1,450 with a $1.32 price per square foot in the Pine Crest Heights neighborhood. Here is today’s list of the best values for Oakwood apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Elio at Lake LenaB12BR,2.5BA$1.35
Terra Hill2 Beds, 1 bath2BR,1BA$1.32
Lakeshore Club2 Bedroom, 2 Bathroom2BR,2BA$1.71
Georgetown Apartments2 Beds, 1 bath2BR,1BA$1.50
Briarcrest at Winter HavenThe Ariana1BR,1BA$1.31
RainDanceA-11BR,1BA$2.57
448 Avenue A NE, Unit Cozy Cottage448 Avenue A NE1BR,1BA$2.38
The JadeCozy One1BR,1BA$2.68
1862 4th St SE, Unit A1862 4th St SEStudio ,1BA$2.79

Quick Rent Budget Calculator

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Frequently Asked Questions about Oakwood

What type of rentals are currently available in Oakwood?

There are currently 120 Apartments for Rent in Oakwood, FL with pricing that ranges from $975 to $2,420. There are also 77 Single Family Homes for rent, Condos, and Townhome rentals currently available in Oakwood ranging from $600 to $3,500.

What is the current price range for Rental Homes in Oakwood?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Oakwood ranges from $600 to $3,500 with an average monthly rent of $1,814.

How much are larger Three and Four Bedroom Rentals in Oakwood?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Oakwood range from $1,460 to $2,380, while Three Bedroom Homes, Condos, and Townhomes for rent range from $600 to $3,250. Four Bedroom Single-Family rentals are also available starting from $2,150 and Four Bedroom Apartments start at $2,420.

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.

decorative image for Know Your Budget: Calculating What You Can Realistically Afford When Renting article

Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

decorative image for The Freedom of Short-Term Leases: Exploring the Advantages for Renters article

The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

decorative image for Navigating the Rental Market: Tips for First-Time Renters article

Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

decorative image for Rise of Digital Nomads: Remote Work Tips for Apartment Renters article

Rise of Digital Nomads: Remote Work Tips for Apartment Renters

Written by: Brandie Parton

As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.