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$899 - $1,3851 to 2 Bedroom Apartments Available Now
The Landings Apartment Homes
102 Landings WayWinter Haven, FL 33880
Cheap Apartments for Rent in the Oakwood Neighborhood of Winter Haven, FL from $500 (19 Rentals)
Search the lowest-cost Apartments available for rent right now in the Oakwood area of Winter Haven.
351 Ave N NE
Winter HavenFL33881
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$9751 Bedroom Apartments Available Apr 1
42 Carla Ct
42 Carla CtWinter Haven, FL 33880
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$995 - $1,251Studio to 1 Bedroom Apartments Available Now
Lakeview Tower-62+ Community
745 Avenue A SWWinter Haven, FL 33880
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$1,000
Total Monthly Price
1 Bedroom Apartment Available NowTotal Monthly Price
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$1,000
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$1,000
501 Avenue L NE, Unit #501A
501 Avenue L NEWinter Haven, FL 33881
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$1,000 - $1,275Studio to 2 Bedroom Apartments Available Now
Central Haven Apartments
130 Avenue C SEWinter Haven, FL 33880
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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$1,032 - $1,4951 to 3 Bedroom Apartments Available Now
Briarcrest at Winter Haven
200 Avenue K SEWinter Haven, FL 33880
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$1,0751 Bedroom Apartments Available Now
804 M.L.K. Blvd NE
804 M.L.K. Blvd NEWinter Haven, FL 33881
907 Lake Jessie Dr
Winter HavenFL33881
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Rent Specials
$1,099 - $1,549Studio to 2 Bedroom Apartments Available Now
Haven at Lake Deer
350 24th St NWWinter Haven, FL 33880
102 Oak Crest Dr NW
Winter HavenFL33881
2824 Avenue G NW
Winter HavenFL33880
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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$1,1001 Bedroom Apartments Available Now
1702 Recker Hwy
1702 Recker HwyWinter Haven, FL 33880
118 Oak Crest Dr NW
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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1 to 2 Bedroom Apartments
Auburn Village
3020 Maple DrWinter Haven, FL 33881
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1 Bedroom Apartments
Oakcrest Apartments
101-123 Oak Crest Dr NWWinter Haven, FL 33881
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.
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2 Bedroom Apartments
Country Place Apartment Homes
3950 Country PlWinter Haven, FL 33880
Showing Results 1-19, Page 1 of 1
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 | $1,193 | $950 | $1,400 |
| Oakwood 1 Bedroom Apartments | $1,366 | $899 | $1,975 |
| Oakwood 2 Bedroom Apartments | $1,739 | $1,150 | $2,962 |
| Oakwood 3 Bedroom Apartments | $1,628 | $1,355 | $2,099 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 19 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 $899. 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 - BRANDYWYNE | 1BR,1BA | $899 |
| 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 | $1,080 |
| Haven at Lake Deer | 1 Bedroom | 1BR,1BA | $1,225 |
Best Value Apartments for Rent in Oakwood, FL
As of March 02, 2026 the best value apartment in the Oakwood area is the $1.61 price per square foot 2 Bedroom, 2 Bathroom Model at Lakeshore Club in the in the Graydon Hills neighborhood starting from $1,599. The second greatest value Oakwood apartment is the B1 Model at Barrington Place At Winter Haven starting at $1,275 with a $1.29 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. |
|---|---|---|---|
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.61 |
| Barrington Place At Winter Haven | B1 | 2BR,1.5BA | $1.29 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.22 |
| Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| 510 Avenue K NW | 2b/2b | 2BR,2BA | $1.59 |
| 501 Avenue L NE, Unit #501A | 501 Avenue L NE | 1BR,1BA | $1.25 |
| 660 24th St NW, Unit # B | 660 24th St NW | 2BR,1BA | $1.73 |
| Haven at Lake Deer | 1 Bedroom | 1BR,1BA | $1.93 |
| The Landings Apartment Homes | 1 Bedroom - BRANDYWYNE | 1BR,1BA | $1.56 |
| 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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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 #9
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 $1,350.
What is the price of a cheap apartment in Oakwood?
The cheapest apartment in Oakwood is The Landings Apartment Homes which is listed at $899, while the average apartment in Oakwood costs $1,837.
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 $166 which is $1,671 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
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
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.