Cheap Apartments for Rent in the Oakwood Neighborhood of Winter Haven, FL from $500 (11 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Oakwood area of Winter Haven.

property at 720 6th St NW

720 6th St NW

Winter HavenFL33881

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Auburn Village
1 to 2 Bedroom Apartments

Auburn Village

3020 Maple DrWinter Haven, FL 33881
Senior Living
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Lakeside Terrace
1 to 2 Bedroom Apartments

Lakeside Terrace

391 Avenue O NEWinter Haven, FL 33881
Senior Living
  • Utilities Included

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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Oakcrest Apartments
1 Bedroom Apartments

Oakcrest Apartments

101-123 Oak Crest Dr NWWinter Haven, FL 33881
  • Utilities Included

Oakwood, Winter Haven, FL Local Guide

Cheapest Available Oakwood Apartments for Rent

 

The cheapest available apartment rental in the Oakwood area of Lakeland, FL is a Studio unit found at Central Haven Apartments priced from $1,000. Briarcrest at Winter Haven has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,080. Here are the most affordable Oakwood apartments for rent in Lakeland, FL:

Apartment ListingModel NameBed/BathPriced From
Central Haven ApartmentsStudio, 1 bathStudio,1BA$1,000
Briarcrest at Winter HavenAriana II1BR,1BA$1,080
The Landings Apartment Homes1 Bedroom - LANDINGS1BR,1BA$1,100
Haven at Lake Deer1 Bedroom1BR,1BA$1,299
The JadeCozy One1BR,1BA$1,300

Best Value Apartments for Rent in Oakwood, FL

As of June 11, 2025 the best value apartment in the Oakwood area is the $1.35 price per square foot B1 Model at Elio at Lake Lena in the in the Westwood Villas neighborhood starting from $1,785. The second greatest value Oakwood apartment is the 2 Beds, 1 bath Model at Terra Hill starting at $1,450 with a $1.32 price per square foot in the Pine Crest Heights neighborhood. Here is today’s list of the best values for Oakwood apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Elio at Lake LenaB12BR,2.5BA$1.35
Terra Hill2 Beds, 1 bath2BR,1BA$1.32
Lakeshore Club2 Bedroom, 2 Bathroom2BR,2BA$1.71
Briarcrest at Winter HavenAriana II1BR,1BA$1.22
Central Haven Apartments2 Beds, 1 bath2BR,1BA$1.50
RainDanceA-11BR,1BA$2.57
631 Ave H Ave NW, Unit 2631 Ave H Ave NW1BR,1BA$1.54
Haven at Lake Deer1 Bedroom1BR,1BA$2.04
669 Avenue B NW, Unit 2669 Avenue B NW1BR,1BA$2.25
The Landings Apartment Homes1 Bedroom - LANDINGS1BR,1BA$1.91

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Pet Friendly Lifestyle
Oakwood, Winter Haven, FL

Ranked #20

Among neighborhoods in Winter Haven, FL for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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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

How much is rent for a Cheap One Bedroom Oakwood Apartment?

The lowest price for a Cheap One Bedroom Oakwood Apartment is $1,080 at Briarcrest at Winter Haven.

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 $1,275 at Central Haven Apartments.

What is the most affordable Oakwood Three Bedroom Apartment?

The best deal on a cheap Oakwood Three Bedroom Apartment rental is at Elio at Lake Lena and starts from $1,900.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.