
Cheap Apartments for Rent in the Oakwood Neighborhood of Winter Haven, FL from $700 (12 Rentals)
Search the lowest-cost Apartments available for rent right now in the Oakwood area of Winter Haven.


1131 5th St SW, Unit 5 Upstairs Unit

631 Ave H Ave NW, Unit 2

Oakcrest Apartments

Georgetown Apartments

The Landings Apartment Homes

Briarcrest at Winter Haven

1862 4th St SE, Unit C
Oakwood, Winter Haven, FL Local Guide

How much does it cost to rent an apartment in Oakwood?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Oakwood Studio Apartments | $1,000 | $1,000 | $1,000 |
Oakwood 1 Bedroom Apartments | $1,309 | $900 | $1,825 |
Oakwood 2 Bedroom Apartments | $1,632 | $876 | $1,999 |
Oakwood 3 Bedroom Apartments | $1,654 | $1,019 | $2,100 |
Browse Apartments in this Neighborhood
There are currently 12 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 Neighborhoods for Apartments in Oakwood, FL
Pricing Updated: 03/21/2025Current apartment rentals in the Oakwood, 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 Oakwood Apartments for rent:
Neighborhood | Median Price | Min Price | Available Units |
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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 Oakcrest Apartments priced from $950. Georgetown Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,000. Here are the most affordable Oakwood apartments for rent in Lakeland, FL:
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 |
Haven at Lake Deer Apartments | 1 Bedroom | 1BR,1BA | $1,199 |
The Jade | The Cozy | 1BR,1BA | $1,325 |
Best Value Apartments for Rent in Oakwood, FL
As of March 21, 2025 the best value apartment in the Oakwood area is the $1.05 price per square foot 25 Casarena Ct Model at 25 Casarena Ct in the in the Inwood neighborhood starting from $2,380. The second greatest value Oakwood apartment is the 29 Sunset Cir Model at 29 Sunset Cir starting at $1,499 with a $1.12 price per square foot in the Westwood Villas 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. |
---|---|---|---|
25 Casarena Ct | 25 Casarena Ct | 3BR,3BA | $1.05 |
29 Sunset Cir | 29 Sunset Cir | 2BR,1BA | $1.12 |
Elio at Lake Lena | B1 | 2BR,2.5BA | $1.35 |
Terra Hill | 2 Beds, 1 bath | 2BR,1BA | $1.32 |
Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.71 |
Dream Winter Haven | B1 | 2BR,2BA | $1.67 |
Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.22 |
Georgetown Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
Haven at Lake Deer Apartments | 1 Bedroom | 1BR,1BA | $1.89 |
1131 5th St SW, Unit 5 Upstairs Unit | 1131 5th St SW | 1BR,1BA | $2.00 |
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Pet Friendly LifestyleOakwood, Winter Haven, FL
Ranked #26
Among neighborhoods in Winter Haven, FL 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
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 Georgetown 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 $950 at Oakcrest Apartments.
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 $1,255 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 Briarcrest at Winter Haven and starts from $1,470.
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.

What to Know About Fees and Fines When Renting
Written by: Trey Huguley
When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process.

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.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.