Cheap Homes for Rent in Downtown Winter Haven Neighborhood of Winter Haven, FL from $600 (23 Rentals)

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

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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property at 117 Ave B NE

117 Ave B NE

Winter HavenFL33881
property at 115 8th St SE

115 8th St SE

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 67 Deena Way

67 Deena Way

Winter HavenFL33880

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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property at 645 7th St NE

645 7th St NE

Winter HavenFL33881
Showing Results 1-23, 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 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$1,199
Lake Buckeye Apartments2B2B Upstairs or Downstairs Tile Flooring2BR,2BA$1,300

Best Value Apartments for Rent in Downtown Winter Haven, FL

As of September 09, 2025 the best value apartment in the Downtown Winter Haven area is the $1.71 price per square foot 2 Bedroom, 2 Bathroom Model at Lakeshore Club in the in the Graydon Hills neighborhood starting from $1,699. The second greatest value Downtown Winter Haven apartment is the 2B2B Upstairs or Downstairs Tile Flooring Model at Lake Buckeye Apartments starting at $1,300 with a $1.37 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.
Lakeshore Club2 Bedroom, 2 Bathroom2BR,2BA$1.71
Lake Buckeye Apartments2B2B Upstairs or Downstairs Tile Flooring2BR,2BA$1.37
Briarcrest at Winter HavenAriana II1BR,1BA$1.23
Central Haven Apartments2 Beds, 1 bath2BR,1BA$1.50
RainDanceA-11BR,1BA$2.17
Haven at Lake Deer1 Bedroom1BR,1BA$1.89
The Landings Apartment Homes1 Bedroom - LANDINGS1BR,1BA$1.91
The JadeCozy One1BR,1BA$2.68
The BreezeA1Studio ,1BA$3.04

Quick Rent Budget Calculator

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Pet Friendly Lifestyle
Downtown Winter Haven, 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
Downtown Winter Haven, Winter Haven, FL

School data provided by Great Schools

Frequently Asked Questions about Downtown Winter Haven

What type of rentals are currently available in Downtown Winter Haven?

There are currently 96 Apartments for Rent in Downtown Winter Haven, FL with pricing that ranges from $700 to $2,305. There are also 83 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Winter Haven ranging from $600 to $3,300.

What is the current price range for Rental Homes in Downtown Winter Haven?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Downtown Winter Haven ranges from $600 to $3,300 with an average monthly rent of $1,777.

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 Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

decorative image for The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

decorative image for Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting article

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.