Cheap Apartments for Rent in the Oakwood Neighborhood of Winter Haven, FL from $500 (11 Rentals)
Search the lowest-cost Apartments available for rent right now in the Oakwood area of Winter Haven.

720 6th St NW

Central Haven Apartments

631 Ave H Ave NW, Unit 2
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
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Briarcrest at Winter Haven

The Landings Apartment Homes
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
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 | $1,300 | $975 | $1,455 |
Oakwood 1 Bedroom Apartments | $1,486 | $1,000 | $1,925 |
Oakwood 2 Bedroom Apartments | $1,648 | $700 | $2,306 |
Oakwood 3 Bedroom Apartments | $1,798 | $1,470 | $2,190 |
Oakwood 4 Bedroom Apartments | $2,135 | $1,900 | $2,370 |
Browse Apartments in this Neighborhood
There are currently 11 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. Briarcrest at Winter Haven has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,080. 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 |
Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1,080 |
The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $1,100 |
Haven at Lake Deer | 1 Bedroom | 1BR,1BA | $1,299 |
The Jade | Cozy One | 1BR,1BA | $1,300 |
Best Value Apartments for Rent in Oakwood, FL
As of June 11, 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
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 |
Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.22 |
Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
RainDance | A-1 | 1BR,1BA | $2.57 |
631 Ave H Ave NW, Unit 2 | 631 Ave H Ave NW | 1BR,1BA | $1.54 |
Haven at Lake Deer | 1 Bedroom | 1BR,1BA | $2.04 |
669 Avenue B NW, Unit 2 | 669 Avenue B NW | 1BR,1BA | $2.25 |
The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $1.91 |
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Pet Friendly LifestyleOakwood, Winter Haven, FL
Ranked #20
Among neighborhoods in Winter Haven, FL for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
3.5Pet 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
How much is rent for a Cheap One Bedroom Oakwood Apartment?
The lowest price for a Cheap One Bedroom Oakwood Apartment is $1,080 at Briarcrest at Winter Haven.
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 $1,275 at Central Haven Apartments.
What is the most affordable Oakwood Three Bedroom Apartment?
The best deal on a cheap Oakwood Three Bedroom Apartment rental is at Elio at Lake Lena and starts from $1,900.
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.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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.

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.

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.