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$584 - $1,350Studio to 1 Bedroom Apartments Available Now
Lakeview Tower
745 Avenue A SWWinter Haven, FL 33880
Cheap Apartments for Rent in the Oakwood Neighborhood of Winter Haven, FL from $500 (26 Rentals)
Search the lowest-cost Apartments available for rent right now in the Oakwood area of Winter Haven.
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$899 - $1,3851 to 2 Bedroom Apartments Available Now
The Landings Apartment Homes
102 Landings WayWinter Haven, FL 33880
329 7th St SW
Winter HavenFL33880
411 Ave E SE
Winter HavenFL33880
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Rent Specials
$999 - $1,549Studio to 2 Bedroom Apartments Available Now
Haven at Lake Deer
350 24th St NWWinter Haven, FL 33880
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$1,000 - $1,275Studio to 2 Bedroom Apartments Available Now
Central Haven Apartments
130 Avenue C SEWinter Haven, FL 33880
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.
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Rent Specials
$1,032 - $1,5851 to 3 Bedroom Apartments Available Now
Briarcrest at Winter Haven
200 Avenue K SEWinter Haven, FL 33880
907 Lake Jessie Dr
Winter HavenFL33881
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
547 Snively Ave
Winter HavenFL33880
720 6th St NW
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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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
3726 Ave S NW
Winter HavenFL33881
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1 Bedroom Apartments
Oakcrest Apartments
101-123 Oak Crest Dr NWWinter Haven, FL 33881
3401 Ave R NW
Winter HavenFL33881
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1 to 2 Bedroom Apartments
710 Avenue C SW
710 Avenue C SWWinter Haven, FL 33880
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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2 Bedroom Apartments
Country Place Apartment Homes
3950 Country PlWinter Haven, FL 33880
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$8501 Bedroom Apartments Available Apr 20
514 Pilaklakaha Ave, Unit 1/2 A
514 Pilaklakaha AveAuburndale, FL 33823
991 Berkley Rd
AuburndaleFL33823
507 Twin Pines Ln
AuburndaleFL33823
409 Senate St
AuburndaleFL33823
414 Senate St
AuburndaleFL33823
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.
5786 FL-542
WahnetaFL33880
2309 K-Ville Ave
AuburndaleFL33823
Showing Results 1-26, 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 | $1,177 | $999 | $1,400 |
| Oakwood 1 Bedroom Apartments | $1,365 | $850 | $1,975 |
| Oakwood 2 Bedroom Apartments | $1,713 | $1,150 | $3,250 |
| Oakwood 3 Bedroom Apartments | $1,616 | $1,460 | $2,200 |
Browse Apartments in this Neighborhood
There are currently 26 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 Lakeview Tower priced from $584. The Landings Apartment Homes has the second lowest priced unit, which is a 1 Bed apartment currently listed from $899. Here are the most affordable Oakwood apartments for rent in Lakeland, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Lakeview Tower | Studio | Studio,1BA | $584 |
| The Landings Apartment Homes | 1 Bedroom - BRANDYWYNE | 1BR,1BA | $899 |
| Haven at Lake Deer | Studio | Studio,1BA | $999 |
| Central Haven Apartments | Studio, 1 bath | Studio,1BA | $1,000 |
| 710 Avenue C SW | 1/1 | 1BR,1BA | $1,080 |
| Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1,080 |
| Barrington Place At Winter Haven | B1 | 2BR,1BA | $1,200 |
| The Jade | Sunny One | 1BR,1BA | $1,250 |
| Dream Winter Haven | A1 | 1BR,1BA | $1,274 |
| Raindance | A-2 | 1BR,1BA | $1,295 |
Best Value Apartments for Rent in Oakwood, FL
As of April 16, 2026 the best value apartment in the Oakwood area is the $1.63 price per square foot Raingarden Model at Raingarden Apartments in the in the Graydon Hills neighborhood starting from $3,250. The second greatest value Oakwood apartment is the 2 Bedroom, 2 Bathroom Model at Lakeshore Club starting at $1,599 with a $1.61 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. |
|---|---|---|---|
| Raingarden Apartments | Raingarden | 2BR,2.5BA | $1.63 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.61 |
| Barrington Place At Winter Haven | B1 | 2BR,1.5BA | $1.29 |
| Central Haven Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.50 |
| 510 Avenue K NW | 2b/2b | 2BR,2BA | $1.59 |
| Briarcrest at Winter Haven | The Ariana | 1BR,1BA | $1.31 |
| Dream Winter Haven | A1 | 1BR,1BA | $1.98 |
| 710 Avenue C SW | 1/1 | 1BR,1BA | $1.73 |
| The Landings Apartment Homes | 1 Bedroom - BRANDYWYNE | 1BR,1BA | $1.56 |
| Lakeview Tower | 1x1 | 1BR,1BA | $1.65 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
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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.
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 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.
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.
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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 the Cheapest Studio apartment in Oakwood?
Currently the most affordable Cheap Studio Apartment in Oakwood is at Lakeview Tower listed at $584.
How much is rent for a Cheap One Bedroom Oakwood Apartment?
The lowest price for a Cheap One Bedroom Oakwood Apartment is $899 at The Landings Apartment Homes.
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 $1,200 at Barrington Place At Winter Haven.
What is the most affordable Oakwood Three Bedroom Apartment?
The best deal on a cheap Oakwood Three Bedroom Apartment rental is at Briarcrest at Winter Haven and starts from $1,460.
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
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.
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.