
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.


557 Snively Ave

414-4D2 Senate St

2854 Lake Alfred Rd

2701 Ave T NW

408 Senate St

2790 Jersey Rd
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.

403 Walnut St

726 W Central Ave

722 W Central Ave

147 Ave E SW

126 Flamingo Dr

658 Avenue B NW, Unit 658 - Downstairs

126 Flamingo Dr
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
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 | $1,345 | $600 | $2,000 |
| Oakwood 3 Bedroom Homes for Rent | $1,656 | $600 | $2,100 |
| Oakwood 4 Bedroom Homes for Rent | $1,911 | $1,449 | $2,350 |
| Oakwood 5 Bedroom Homes for Rent | $2,725 | $2,250 | $3,200 |
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 Studio unit found at Central Haven Apartments priced from $1,000. Haven at Lake Deer has the second lowest priced unit, which is a Studio apartment currently listed from $1,099. 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 |
| Haven at Lake Deer | Studio | Studio,1BA | $1,099 |
| The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $1,100 |
| The Jade | Cozy One | 1BR,1BA | $1,200 |
| Briarcrest at Winter Haven | The Hamilton II | 2BR,2BA | $1,220 |
Best Value Apartments for Rent in Oakwood, FL
As of November 14, 2025 the best value apartment in the Oakwood area is the $0.74 price per square foot 82 Coleman Rd Model at 82 Coleman Rd, Unit 84 in the in the Inwood neighborhood starting from $1,500. The second greatest value Oakwood apartment is the 2x2.5 Lake Front Model at The Townhomes of Evergreen on Lake Idylwild starting at $1,795 with a $1.26 price per square foot in the Inwood 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. |
|---|---|---|---|
| 82 Coleman Rd, Unit 84 | 82 Coleman Rd | 3BR,1.5BA | $0.74 |
| The Townhomes of Evergreen on Lake Idylwild | 2x2.5 Lake Front | 2BR,2.5BA | $1.26 |
| Briarcrest at Winter Haven | The Hamilton II | 2BR,2BA | $0.99 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.71 |
| Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| RainDance | A-5 | 1BR,1BA | $2.29 |
| Dream Winter Haven | A1 | 1BR,1BA | $2.38 |
| 669 Avenue B NW, Unit 2 | 669 Avenue B NW | 1BR,1BA | $2.08 |
| The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $1.91 |
| Haven at Lake Deer | Studio | Studio ,1BA | $2.44 |
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
Read ArticleDon'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 ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
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 #18
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 127 Apartments for Rent in Oakwood, FL with pricing that ranges from $700 to $2,305. There are also 107 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 $2,605.
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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.