Apartments for Rent in the Oakwood Neighborhood of Winter Haven, FL (195 Rentals)

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The Breeze
Rent Specials
$1,350 - $2,328
Total Monthly Price

Total Monthly Price

Base Rent
$1,275 - $2,253
Required Monthly Fees
$75

Total Monthly Price
$1,350 - $2,328
Studio to 2 Bedroom Apartments Available Now

The Breeze

265 Ave E SWWinter Haven, FL 33880
Affordability
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Raindance
Rent Specials
$1,295 - $2,210
Total Monthly Price

Total Monthly Price

Base Rent
$1,220 - $2,135
Required Monthly Fees
$75

Total Monthly Price
$1,295 - $2,210
1 to 2 Bedroom Apartments Available Now

Raindance

200 Avenue C SWWinter Haven, FL 33880
Corporate Housing
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  • Customer Reviewed
  • 3D Tour
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Dream Winter Haven
Rent Specials
$1,299 - $2,099
Total Monthly Price

Total Monthly Price

Base Rent
$1,260 - $2,060
Required Monthly Fees
$39

Total Monthly Price
$1,299 - $2,099
1 to 3 Bedroom Apartments Available Now

Dream Winter Haven

5004 Dream DrWinter Haven, FL 33881
Corporate Housing
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Briarcrest  at Winter Haven
Rent Specials
$997 - $1,540
Total Monthly Price

Total Monthly Price

Base Rent
$845 - $1,388
Required Monthly Fees
$152

Total Monthly Price
$997 - $1,540
1 to 3 Bedroom Apartments Available Now

Briarcrest at Winter Haven

200 Avenue K SEWinter Haven, FL 33880
Pet Friendly
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  • Customer Reviewed
  • 3D Tour

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.

property at 3960 Avenue U NW

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

4 Bedroom, 2 Bath Home for Rent

Available Now

3960 Avenue U NW

Winter HavenFL33881
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154 2nd St SW, Unit 2
$3,250
Total Monthly Price

Total Monthly Price

Base Rent
$3,250

Total Monthly Price
$3,250
2 Bedroom Apartment Available Now

154 2nd St SW, Unit 2

154 2nd St SWWinter Haven, FL 33880
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property at 1407 N Lake Shipp Dr SW

$1,525

Total Monthly Price

Total Monthly Price

Base Rent
$1,525

Total Monthly Price
$1,525

2 Bedroom, 1 Bath Home for Rent

Available Apr 30

1407 N Lake Shipp Dr SW

Winter HavenFL33880

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

property at 309 Vaniman Ave

$1,785

Total Monthly Price

Total Monthly Price

Base Rent
$1,755
Required Monthly Fees
$30

Total Monthly Price
$1,785

3 Bedroom, 1 Bath Rentals

Available Apr 20

309 Vaniman Ave

Winter HavenFL33880
property at 914 Whisper Lake Dr

$1,949

Total Monthly Price

Total Monthly Price

Base Rent
$1,837
Required Monthly Fees
$112

Total Monthly Price
$1,949

3 Bedroom, 2 Bath Rentals

Available May 11

914 Whisper Lake Dr

Winter HavenFL33880
property at 3728 Imperial Dr

$1,820

Total Monthly Price

Total Monthly Price

Base Rent
$1,820

Total Monthly Price
$1,820

3 Bedroom, 2 Bath Rentals

Available May 22

3728 Imperial Dr

Winter HavenFL33880
property at 1532 Wallace Manor Ave

$1,949

Total Monthly Price

Total Monthly Price

Base Rent
$1,837
Required Monthly Fees
$112

Total Monthly Price
$1,949

4 Bedroom, 2 Bath Rentals

Available Apr 13

1532 Wallace Manor Ave

Winter HavenFL33880
property at 4890 St James Ln

$2,490

Total Monthly Price

Total Monthly Price

Base Rent
$2,490

Total Monthly Price
$2,490

5 Bedroom, 3 Bath Rentals

Available Now

4890 St James Ln

Winter HavenFL33881
property at 3236 Timberline Rd

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

3 Bedroom, 2 Bath Rentals

Available Now

3236 Timberline Rd

Winter HavenFL33880
property at 344 Sand Pine Trail

$1,925

Total Monthly Price

Total Monthly Price

Base Rent
$1,895
Required Monthly Fees
$30

Total Monthly Price
$1,925

3 Bedroom, 2 Bath Rentals

Available Apr 20

344 Sand Pine Trail

Winter HavenFL33880
property at 3215 Timberline Rd

$1,449

Total Monthly Price

Total Monthly Price

Base Rent
$1,337
Required Monthly Fees
$112

Total Monthly Price
$1,449

2 Bedroom, 1 Bath Rentals

Available Now

3215 Timberline Rd

Winter HavenFL33880
property at 606 Patrick Ave

$1,715

Total Monthly Price

Total Monthly Price

Base Rent
$1,715

Total Monthly Price
$1,715

3 Bedroom, 2 Bath Rentals

Available Now

606 Patrick Ave

Winter HavenFL33880

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

property at 1405 N Lake Shipp Dr

$1,770

Total Monthly Price

Total Monthly Price

Base Rent
$1,770

Total Monthly Price
$1,770

3 Bedroom, 2 Bath Rentals

Available Now

1405 N Lake Shipp Dr

Winter HavenFL33880
property at 103 4th St SE

$1,200

1 Bedroom Rentals

Available Now

103 4th St SE

Winter HavenFL33880
property at 140 Ave W NW

$1,395

2 Bedroom Rentals

Available Now

140 Ave W NW

Winter HavenFL33881
property at 163 Ave A SE

$1,300

2 Bedroom Rentals

Available Now

163 Ave A SE

Winter HavenFL33880

Oakwood, Winter Haven, FL Local Guide

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.

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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.

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Cash 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 a Move-In Inspection Can Protect Your Security Deposit

Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.

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Quick 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 Lifestyle
Oakwood, Winter Haven, FL

Ranked #13

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

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Lifestyle Ratings

This website compares millions of points of data to bring you comprehensive Lifestyle Ratings of neighborhoods, areas, and rental properties across Florida, including Winter Haven. Lifestyle Ratings show you the best fit for your needs and interests. This takes in many factors including rankings of the best places for outdoor amenities like tennis courts, luxury amenities, apartment communities for the kids, raising pets, transit options, and other valuable search options. Find Lifestyle Search in the filter options (above). Happy Searching!

Frequently Asked Questions about Oakwood

How much are Studio apartments in Oakwood?

There are currently 17 Studio Apartments in Oakwood with rent ranges from $999 to $1,400 with an average price of $1,188.

What is the current price range for One Bedroom Oakwood Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Oakwood ranges from $949 to $1,975 with an average monthly rent of $1,361.

What does renting a Two Bedroom Apartment in Oakwood cost?

The monthly rent prices of Two Bedroom Apartments currently available in Oakwood range from $1,150 to $3,250. Today's average rental price for Two Bedrooms here is $1,704.

How expensive are Oakwood Three Bedroom Apartments?

There are currently 15 Three Bedroom Apartments listings available in Oakwood on ApartmentHomeLiving.com. The pricing ranges from $1,390 to $2,200 - averaging $1,639 for the location.

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

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

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.

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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.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

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.

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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.