
Cheap Homes for Rent in Oakwood Neighborhood of Winter Haven, FL from $600 (10 Rentals)
Search the lowest-cost Homes available for rent right now in the Oakwood area of Winter Haven.


2701 Ave T NW

720 6th St NW

2854 Lake Alfred Rd

408 Senate St
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

409 Senate St

414 Senate St

658 Avenue B NW

136 Ave C NE

5786 FL-542
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.
Oakwood, Winter Haven, FL Local Guide

How much does it cost to rent a home in Oakwood?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Oakwood 2 Bedroom Homes for Rent | $1,301 | $600 | $1,850 |
| Oakwood 3 Bedroom Homes for Rent | $1,761 | $1,025 | $2,500 |
| Oakwood 4 Bedroom Homes for Rent | $1,990 | $1,799 | $2,195 |
| Oakwood 5 Bedroom Homes for Rent | $2,295 | $2,295 | $2,295 |
| Oakwood 6 Bedroom Homes for Rent | $2,495 | $2,495 | $2,495 |
Browse Homes for Rent in this Neighborhood
There are currently 10 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 1 Bed unit found at The Landings Apartment Homes priced from $899. Lakeview Tower has the second lowest priced unit, which is a 1 Bed apartment currently listed from $950. Here are the most affordable Oakwood apartments for rent in Lakeland, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $899 |
| Lakeview Tower | One Bedroom | 1BR,1BA | $950 |
| Oakcrest Apartments | 123 Oakcrest | 1BR,1BA | $975 |
Best Value Apartments for Rent in Oakwood, FL
As of May 31, 2026 the best value apartment in the Oakwood area is the $1.61 price per square foot 2 Bedroom, 2 Bathroom Model at Lakeshore Club in the in the Graydon Hills neighborhood starting from $1,625. The second greatest value Oakwood apartment is the 501 Avenue L NE Model at 501 Avenue L NE starting at $1,185 with a $1.19 price per square foot in the Graydon Hills 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. |
|---|---|---|---|
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.61 |
| 501 Avenue L NE | 501 Avenue L NE | 2BR,1BA | $1.19 |
| 330 Avenue G SE, Unit Apartment | 330 Avenue G SE | 3BR,1BA | $1.75 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.22 |
| Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| Barrington Place At Winter Haven | A1 | 1BR,1BA | $1.43 |
| Haven at Lake Deer | 1 Bedroom | 1BR,1BA | $1.78 |
| Oakcrest Apartments | 123 Oakcrest | 1BR,1BA | $1.63 |
| The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $1.56 |
| Lakeview Tower | One Bedroom | 1BR,1BA | $1.65 |
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.
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick 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.
Pet Friendly LifestyleOakwood, Winter Haven, FL
Ranked #14
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
Frequently Asked Questions about Oakwood
What type of rentals are currently available in Oakwood?
There are currently 133 Apartments for Rent in Oakwood, FL with pricing that ranges from $949 to $2,250. There are also 63 Single Family Homes for rent, Condos, and Townhome rentals currently available in Oakwood ranging from $600 to $2,500.
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 $2,500 with an average monthly rent of $1,829.
Expert Rental Resources
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.
Articles, How-To's, and Tips

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.