2 Bedroom Apartments for Rent in the Oakwood Neighborhood of Winter Haven, FL (104 Rentals)

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Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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property at 1407 N Lake Shipp Dr SW

$1,495

Total Monthly Price

Total Monthly Price

Base Rent
$1,495
Total Monthly Price
$1,495

2 Bedroom, 1 Bath Home for Rent

Available Now

1407 N Lake Shipp Dr SW

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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property at 140 Ave W NW

$1,100

2 Bedroom Rentals

Available Now

140 Ave W NW

Winter HavenFL33881

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.

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property at 711 Lake Jessie Dr

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400
Total Monthly Price
$1,400

2 Bedroom, 2 Bath Condo for Rent

Available Now

711 Lake Jessie Dr

Winter HavenFL33881

Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

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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
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669 Avenue B NW
2 Bedroom Apartments

669 Avenue B NW

669 Avenue B NWWinter Haven, FL 33881
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45 Deena Way
2 Bedroom Apartments

45 Deena Way

45 Deena WayWinter Haven, FL 33880
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1800 3rd Ct SE
2 Bedroom Apartments

1800 3rd Ct SE

1800 3rd Ct SEWinter Haven, FL 33880
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1702 Recker Hwy
2 Bedroom Apartments

1702 Recker Hwy

1702 Recker HwyWinter Haven, FL 33880
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Jersey Commons
2 Bedroom Apartments

Jersey Commons

2817 Jersey RdWinter Haven, FL 33881
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327 21st St W
2 Bedroom Apartments

327 21st St W

327 21st St WWinter Haven, FL 33880

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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Showing Results 1-50, Page 1 of 3

Oakwood, Winter Haven, FL Local Guide

Largest Available Oakwood 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in the Oakwood area of Lakeland, FL is found at Lakeshore Club and is listed at 1,400 square feet priced from $1,700. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
Lakeshore Club2 Bedroom, 2 Bathroom1,400 Sq Ft$1,700
Briarcrest at Winter HavenThe Hamilton II1,236 Sq Ft$1,185
The BreezeCPH11,086 Sq Ft$2,225
Dream Winter HavenB31,077 Sq Ft$1,799
RaindanceC-21,058 Sq Ft$2,205
Haven at Lake Deer2 Bedroom871 Sq Ft$1,325
Central Haven Apartments2 Beds, 1 bath850 Sq Ft$1,275

Cheapest Available Oakwood 2 Bedroom Apartments

Currently the lowest priced 2 Bedroom apartment unit Oakwood of Lakeland, FL is the The Hamilton II Model starting from $1,185 at Briarcrest at Winter Haven. The average price for all 2 Bedroom apartments in Oakwood is currently $1,695. Here is today’s list of the cheapest available 2 Bedroom options in the area:

Apartment ListingModel NamePriced From
Briarcrest at Winter HavenThe Hamilton II$1,185
Central Haven Apartments2 Beds, 1 bath$1,275
Haven at Lake Deer2 Bedroom$1,325
Lakeshore Club2 Bedroom, 2 Bathroom$1,489
Dream Winter HavenB1$1,610
The BreezeC3$1,850
RaindanceC-2$2,205

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Pet Friendly Lifestyle
Oakwood, Winter Haven, FL

Ranked #14

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

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

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Best Local Schools in
Oakwood, Winter Haven, FL

School data provided by Great Schools

Lifestyle Ratings

Our team works hard to bring you comprehensive Lifestyle Ratings of rentals in areas across the United States including Oakwood, Winter Haven, and the greater Lakeland area. LifeStyle Ratings are the best way to sort through finding a place to live - beyond price and floorplan. This takes in many factors including rankings of the best places for the best outdoor access, luxury amenities, 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 2 Bedroom Oakwood Apartments

What is the Cheapest apartment in Oakwood with 2 Bedroom?

Currently the most affordable 2 Bedroom in Oakwood is at Briarcrest at Winter Haven listed at $1,185.

How much is the average rent for a 2 Bedroom Oakwood Apartment?

The average rent for a 2 Bedroom Apartment in Oakwood is $1,695.

What is the largest available 2 Bedroom Oakwood Apartment for rent?

Today's apartment with the most square footage in Oakwood is a 1,400 square feet unit starting from $1,700 at Lakeshore Club.

What is the average size for Oakwood 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Oakwood is currently 1,004 sq ft.

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 Neighborhood and Market Insights: How to Choose the Right Area to Rent article

Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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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.