Apartments for Rent in the Oakwood Neighborhood of Winter Haven, FL (231 Rentals) Page 3 of 5

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
property at 333 N Lake Howard Dr

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650
Total Monthly Price
$1,650

3 Bedroom, 2 Bath Condo for Rent

Available Now

333 N Lake Howard Dr, Unit 211B

333 N Lake Howard Dr
Winter HavenFL33880
property at 1313 4th St NE

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700
Total Monthly Price
$1,700

2 Bedroom, 1 Bath Home for Rent

Available Now

1313 4th St NE

Winter HavenFL33881
property at 1756 2nd St NE

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600
Total Monthly Price
$1,600

2 Bedroom, 1 Bath Home for Rent

Available Now

1756 2nd St NE

Winter HavenFL33881
property at 2231 Ascot Ct

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350
Total Monthly Price
$1,350

2 Bedroom, 1.5 Bath Townhome for Rent

Available Sep 1

2231 Ascot Ct, Unit 2

2231 Ascot Ct
AuburndaleFL33823
property at 202 Polk St

$1,100

1 Bedroom Rentals

Available Now

202 Polk St

AuburndaleFL33823
close
View Me
1441 34th St NW
1 Bedroom Apartments

1441 34th St NW

1441 34th St NWWinter Haven, FL 33881
close
View Me
parcel 1
2 Bedroom Apartments

parcel 1

3801 Avenue J NWWinter Haven, FL 33881
close
View Me
130 Choate Ct
1 Bedroom Apartments

130 Choate Ct

130 Choate CtWinter Haven, FL 33880
close
View Me
3101 Avenue V NW
1 to 2 Bedroom Apartments

3101 Avenue V NW

3101 Avenue V NWWinter Haven, FL 33881
close
View Me
Imperial Harbours
2 Bedroom Apartments

Imperial Harbours

333 Lake Howard Dr NWWinter Haven, FL 33880
Senior Living
close
View Me
105 25th St SW
2 Bedroom Apartments

105 25th St SW

105 25th St SWWinter Haven, FL 33880
close
View Me
5575 SR 542 W
3 Bedroom Apartments

5575 SR 542 W

5575 SR 542 WWinter Haven, FL 33880
close
View Me
37 Carla Ct
2 Bedroom Apartments

37 Carla Ct

37 Carla CtWinter Haven, FL 33880
close
View Me
29 Carla Ct
2 Bedroom Apartments

29 Carla Ct

29 Carla CtWinter Haven, FL 33880
close
View Me
21 Carla Ct
1 Bedroom Apartments

21 Carla Ct

21 Carla CtWinter Haven, FL 33880
close
View Me
45 Deena Way
2 Bedroom Apartments

45 Deena Way

45 Deena WayWinter Haven, FL 33880
close
View Me
Jersey Commons
1 to 2 Bedroom Apartments

Jersey Commons

2817 Jersey RdWinter Haven, FL 33881
close
View Me
327 21st St W
1 to 2 Bedroom Apartments

327 21st St W

327 21st St WWinter Haven, FL 33880
close
View Me
201 Kennedy Ct
3 to 10 Bedroom Apartments

201 Kennedy Ct

201 Kennedy CtAuburndale, FL 33823
Showing Results 101-150, Page 3 of 5

Frequently Asked Questions about Oakwood

What is the current pricing and availability for apartments for rent in the Oakwood area of Winter Haven, FL?

As of today, August 30, 2026, there are currently 231 available Oakwood apartments priced from $850 to $3,250, with an average monthly rent of $1,526.

How much are Studio apartments in Oakwood?

There are currently 16 Studio Apartments in Oakwood with rent ranges from $1,000 to $1,425 with an average price of $1,207.

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 $850 to $1,785 with an average monthly rent of $1,386.

What does renting a Two Bedroom Apartment in Oakwood cost?

The monthly rent prices of Two Bedroom Apartments currently available in Oakwood range from $995 to $3,250. Today's average rental price for Two Bedrooms here is $1,659.

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 $1,295 to $2,200 - averaging $1,576 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 Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.