Cheap Apartments for Rent in the Downtown Winter Haven Neighborhood of Winter Haven, FL from $539 (29 Rentals)

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

Rent According to Income: A Look at Income-Restricted Rentals

Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

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property at 679 Ave G SE

$1,000 - $2,000

1 To 3 Bedroom Rentals

Available Now

679 Ave G SE

Winter HavenFL33880

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

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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Lakeside Terrace
1 to 2 Bedroom Apartments

Lakeside Terrace

391 Avenue O NEWinter Haven, FL 33881
Senior Living
  • Utilities Included
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Tzadik Brandywyne
1 to 2 Bedroom Apartments

Tzadik Brandywyne

411 18th St SEWinter Haven, FL 33884
  • Utilities Included

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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663 Avenue J Nw
1 Bedroom Apartments

663 Avenue J Nw

663 Avenue J NwWinter Haven, FL 33881
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710 Avenue C SW
1 to 2 Bedroom Apartments

710 Avenue C SW

710 Avenue C SWWinter 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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Showing Results 1-29, Page 1 of 1

Downtown Winter Haven, Winter Haven, FL Local Guide

Cheapest Available Downtown Winter Haven Apartments for Rent

 

The cheapest available apartment rental in the Downtown Winter Haven area of Winter Haven, FL is a 1 Bed unit found at Lakeview Tower priced from $950. 663 Avenue J Nw has the second lowest priced unit, which is a 1 Bed apartment currently listed from $950. Here are the most affordable Downtown Winter Haven apartments for rent in Winter Haven, FL:

Apartment ListingModel NameBed/BathPriced From
Lakeview TowerOne Bedroom1BR,1BA$950
663 Avenue J Nw1 Beds, 1 Baths1BR,1BA$950
710 Avenue C SW1/11BR,1BA$1,000
Central Haven ApartmentsStudio, 1 bathStudio,1BA$1,000
Briarcrest at Winter HavenAriana II1BR,1BA$1,080
Haven at Lake Deer1 Bedroom1BR,1BA$1,175
The JadeCozy One1BR,1BA$1,200
Barrington Place At Winter HavenB12BR,1BA$1,275
1016 East Lake Silver Drive NE2BR/1.0BA2BR,1BA$1,350

Best Value Apartments for Rent in Downtown Winter Haven, FL

As of August 22, 2026 the best value apartment in the Downtown Winter Haven 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 Downtown Winter Haven apartment is the 690 Avenue C SE Model at 690 Avenue C SE, Unit 690 starting at $1,600 with a $1.13 price per square foot in the Graydon Hills neighborhood. Here is today’s list of the best values for Downtown Winter Haven apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Raingarden ApartmentsRaingarden2BR,2.5BA$1.63
690 Avenue C SE, Unit 690690 Avenue C SE3BR,2BA$1.13
RaindanceC-22BR,2BA$1.79
Lakeshore Club2 Bedroom, 2 Bathroom2BR,2BA$1.61
Barrington Place At Winter HavenB12BR,1.5BA$1.29
Briarcrest at Winter HavenAriana II1BR,1BA$1.22
Central Haven Apartments2 Beds, 1 bath2BR,1BA$1.50
Haven at Lake Deer1 Bedroom1BR,1BA$1.85
710 Avenue C SW1/11BR,1BA$1.60
Lakeview TowerOne Bedroom1BR,1BA$1.65

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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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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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
Downtown Winter Haven, 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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Best Local Schools in
Downtown Winter Haven, Winter Haven, FL

School data provided by Great Schools

Lifestyle Ratings

ApartmentHomeLiving brings you Lifestyle Ratings of neighborhoods, cities, and rental properties across Florida and customized analysis for Central Winter Haven. Lifestyle Ratings show you the best fit for your needs and interests. This takes in many factors including searching for the best amenities, and easy access to the parks, kid and pet-friendly communities, availability of transit options, and other valuable search options. These search options are in the site filters at the top of this page.

Frequently Asked Questions about Cheap Downtown Winter Haven Apartments

How much is rent for a Cheap One Bedroom Downtown Winter Haven Apartment?

The lowest price for a Cheap One Bedroom Downtown Winter Haven Apartment is $950 at Lakeview Tower.

What is the lowest price for a Cheap Two Bedroom Downtown Winter Haven Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Downtown Winter Haven is starting from $1,220 at Briarcrest at Winter Haven.

What is the most affordable Downtown Winter Haven Three Bedroom Apartment?

The best deal on a cheap Downtown Winter Haven Three Bedroom Apartment rental is at Briarcrest at Winter Haven and starts from $1,355.

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

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Rent According to Income: A Look at Income-Restricted Rentals

Written by: Robin Stewart

The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

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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.

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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.

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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.