
Cheap Homes for Rent in Oakwood Neighborhood of Winter Haven, FL from $600 (14 Rentals)
Search the lowest-cost Homes available for rent right now in the Oakwood area of Winter Haven.


2701 Ave T NW

428 Ave E SE

390 Quentin Avenue

806 Ave O SW

3726 Ave S NW

3080 St Paul Dr

2200 34th St NW

2307 K-Ville Ave

1343 34th St NW
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.

2085 Isle Royal Ct SE

73 Deena Way

172 Dairy Rd

433 Flamingo Way
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 | $1,293 | $900 | $1,825 |
Oakwood 3 Bedroom Homes for Rent | $1,875 | $600 | $3,500 |
Oakwood 4 Bedroom Homes for Rent | $2,300 | $1,750 | $2,700 |
Oakwood 5 Bedroom Homes for Rent | $2,637 | $2,150 | $3,500 |
Browse Homes for Rent in this Neighborhood
There are currently 14 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 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 |
Lakeview Tower-62+ Community | 1BR/1BA | 1BR,1BA | $1,147 |
The Jade | The Cozy | 1BR,1BA | $1,325 |
Best Value Apartments for Rent in Oakwood, FL
As of April 23, 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 316 Ulrich Ave Model at 316 Ulrich Ave, Unit 1 starting at $2,150 with a $1.79 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. |
---|---|---|---|
Elio at Lake Lena | B1 | 2BR,2.5BA | $1.35 |
316 Ulrich Ave, Unit 1 | 316 Ulrich Ave | 4BR,2BA | $1.79 |
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 |
Georgetown Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
RainDance | B-2 | 1BR,1BA | $2.49 |
631 Ave H Ave NW, Unit 2 | 631 Ave H Ave NW | 1BR,1BA | $1.46 |
Dream Winter Haven | A1 | 1BR,1BA | $2.26 |
Lakeview Tower-62+ Community | 1BR/1BA | 1BR,1BA | $2.08 |
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Frequently Asked Questions about Oakwood
What type of rentals are currently available in Oakwood?
There are currently 124 Apartments for Rent in Oakwood, FL with pricing that ranges from $876 to $2,380. There are also 69 Single Family Homes for rent, Condos, and Townhome rentals currently available in Oakwood ranging from $600 to $7,000.
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 $7,000 with an average monthly rent of $2,708.
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 $1,019 to $2,380, while Three Bedroom Homes, Condos, and Townhomes for rent range from $600 to $3,500. Four Bedroom Single-Family rentals are also available starting from $1,750 and Four Bedroom Apartments start at $2,150.
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.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

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.