Cheap Apartments for Rent in the Downtown Winter Haven Neighborhood of Winter Haven, FL from $600 (17 Rentals)

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

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

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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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Tzadik Brandywyne
1 to 2 Bedroom Apartments

Tzadik Brandywyne

411 18th St SEWinter Haven, FL 33884
  • Utilities Included
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Lakeside Terrace
1 to 2 Bedroom Apartments

Lakeside Terrace

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

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.

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 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 $1,090. Here are the most affordable Downtown Winter Haven apartments for rent in Winter Haven, FL:

Apartment ListingModel NameBed/BathPriced From
Central Haven ApartmentsStudio, 1 bathStudio,1BA$1,000
Briarcrest at Winter HavenAriana II1BR,1BA$1,090
The Landings Apartment Homes1 Bedroom - LANDINGS1BR,1BA$1,100
Haven at Lake Deer1 Bedroom1BR,1BA$1,175
The JadeCozy One1BR,1BA$1,300

Best Value Apartments for Rent in Downtown Winter Haven, FL

As of June 23, 2025 the best value apartment in the Downtown Winter Haven area is the $0.71 price per square foot 603 Avenue G SE Model at 603 Avenue G SE, Unit 603 in the in the Graydon Hills neighborhood starting from $1,350. The second greatest value Downtown Winter Haven apartment is the 2 Bedroom, 2 Bathroom Model at Lakeshore Club starting at $1,699 with a $1.71 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.
603 Avenue G SE, Unit 603603 Avenue G SE2BR,1BA$0.71
Lakeshore Club2 Bedroom, 2 Bathroom2BR,2BA$1.71
Lake Buckeye Apartments2B2B Upstairs or Downstairs Tile Flooring2BR,2BA$1.47
Briarcrest at Winter HavenAriana II1BR,1BA$1.23
Central Haven Apartments2 Beds, 1 bath2BR,1BA$1.50
RainDanceB-11BR,1BA$2.39
631 Ave H Ave NW, Unit 2631 Ave H Ave NW1BR,1BA$1.54
Haven at Lake Deer1 Bedroom1BR,1BA$1.85
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
Downtown Winter Haven, Winter Haven, FL

Ranked #19

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

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.

Getting Around the Downtown Winter Haven Neighborhood in Winter Haven, FL

Walk Score®

69 / 100

Somewhat Walkable

Some errands can be accomplished on foot

Bike Score®

62 / 100

Bikeable

Some bike infrastructure

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 $1,090 at Briarcrest at Winter Haven.

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.

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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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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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.