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$9501 Bedroom Apartment Available Now
501 Avenue L NE, Unit #503
501 Avenue L NEWinter Haven, FL 33881
Cheap Apartments for Rent in the Oakwood Neighborhood of Winter Haven, FL from $500 (12 Rentals)
Search the lowest-cost Apartments available for rent right now in the Oakwood area of Winter Haven.
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$975 - $1,0001 Bedroom Apartments Contact Us For Availability
Oakcrest Apartments
101-123 Oak Crest Dr NWWinter Haven, FL 33881
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$979 - $1,3851 to 2 Bedroom Apartments Available Now
The Landings Apartment Homes
102 Landings WayWinter Haven, FL 33880
2205 12th St NW
Winter HavenFL33881
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$995 - $1,251Studio to 1 Bedroom Apartments Available Now
Lakeview Tower-62+ Community
745 Avenue A SWWinter Haven, FL 33880
417-419 Ave B NE
Winter HavenFL33881
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.
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$1,000 - $1,275Studio to 2 Bedroom Apartments Available Now
Central Haven Apartments
130 Avenue C SEWinter Haven, FL 33880
351 Ave N NE
Winter HavenFL33881
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1 to 2 Bedroom Apartments
Lakeside Terrace
391 Avenue O NEWinter Haven, FL 33881
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2 to 3 Bedroom Apartments
Country Place Apartments
3947 Country PlWinter Haven, FL 33880
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2 Bedroom Apartments
Country Place Apartment Homes
3950 Country PlWinter Haven, FL 33880
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1 to 2 Bedroom Apartments
Auburn Village
3020 Maple DrWinter Haven, FL 33881
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.
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Oakwood, Winter Haven, FL Local Guide
Cypress Gardens in Winter Haven by Flickr User: hyku is licensed under CC BY 2.0
How much does it cost to rent an apartment in Oakwood?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Oakwood Studio Apartments | $1,095 | $1,000 | $1,199 |
| Oakwood 1 Bedroom Apartments | $1,267 | $950 | $1,725 |
| Oakwood 2 Bedroom Apartments | $1,732 | $1,175 | $2,250 |
| Oakwood 3 Bedroom Apartments | $1,673 | $1,425 | $2,139 |
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 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 $979. Lakeview Tower-62+ Community has the second lowest priced unit, which is a 1 Bed apartment currently listed from $995. 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 | $979 |
| Lakeview Tower-62+ Community | 1BR/1BA | 1BR,1BA | $995 |
| Central Haven Apartments | Studio, 1 bath | Studio,1BA | $1,000 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1,070 |
| Haven at Lake Deer | Studio | Studio,1BA | $1,099 |
Best Value Apartments for Rent in Oakwood, FL
As of January 12, 2026 the best value apartment in the Oakwood area is the $1.04 price per square foot 3x2.5 Model at The Townhomes of Evergreen on Lake Idylwild in the in the Inwood neighborhood starting from $1,695. The second greatest value Oakwood apartment is the 306 Avenue C NE Model at 306 Avenue C NE, Unit Apt 1 starting at $1,195 with a $1.20 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. |
|---|---|---|---|
| The Townhomes of Evergreen on Lake Idylwild | 3x2.5 | 3BR,2.5BA | $1.04 |
| 306 Avenue C NE, Unit Apt 1 | 306 Avenue C NE | 2BR,1BA | $1.20 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.71 |
| Barrington Place At Winter Haven | B1 | 2BR,1.5BA | $1.29 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.21 |
| Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| 501 Avenue L NE, Unit #503 | 501 Avenue L NE | 1BR,1BA | $1.19 |
| Dream Winter Haven | A1 | 1BR,1BA | $2.02 |
| The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $1.70 |
| Lakeview Tower-62+ Community | 1BR/1BA | 1BR,1BA | $1.80 |
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.
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The 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 ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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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.
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Pet Friendly LifestyleOakwood, Winter Haven, FL
Ranked #13
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
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 a cheap apartment in Oakwood?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Oakwood is under $1,275.
What is the price of a cheap apartment in Oakwood?
The cheapest apartment in Oakwood is The Landings Apartment Homes which is listed at $979, while the average apartment in Oakwood costs $1,787.
What types of apartments are the cheapest in Oakwood?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 4 regular apartments in Oakwood that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Oakwood?
Cheap apartments in Oakwood have an average cost of $129 which is $1,658 cheaper than the average rent for all rentals in Oakwood.
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
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
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!