2 Bedroom Apartments for Rent in the Downtown Winter Haven Neighborhood of Winter Haven, FL (85 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
property at 140 Ave W NW

$1,100

2 Bedroom Rentals

Available Now

140 Ave W NW

Winter HavenFL33881

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 900 Ave Z SE

$1,375

2 Bedroom Rentals

Available Now

900 Ave Z SE

Winter HavenFL33880

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 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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Tzadik Brandywyne
2 Bedroom Apartments

Tzadik Brandywyne

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

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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151 Avenue C SE
2 Bedroom Apartments

151 Avenue C SE

151 Avenue C SEWinter Haven, FL 33880
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605 Piedmont Dr
2 Bedroom Apartments

605 Piedmont Dr

605 Piedmont DrWinter Haven, FL 33880
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Imperial Harbours
2 Bedroom Apartments

Imperial Harbours

333 Lake Howard Dr NWWinter Haven, FL 33880
Senior Living
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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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669 Avenue B NW
2 Bedroom Apartments

669 Avenue B NW

669 Avenue B NWWinter Haven, FL 33881

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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Downtown Winter Haven, Winter Haven, FL Local Guide

Largest Available Downtown Winter Haven 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in the Downtown Winter Haven area of Winter Haven, 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
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 Downtown Winter Haven 2 Bedroom Apartments

Currently the lowest priced 2 Bedroom apartment unit Downtown Winter Haven of Winter Haven, 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 Downtown Winter Haven is currently $1,682. 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
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
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

This website is happy to bring you Lifestyle Ratings of rentals and neighborhoods across the USA, including Winter Haven. LifeStyle Ratings are a useful tool for comparing and sorting apartments and neighborhoods when choosing your rental home. This takes in many factors including filtering automatically for easy access to the parks, luxury housing options, features that make it easier to raise kids, raising pets, transit options, walking, and biking. These search options are in the site filters at the top of this page.

Frequently Asked Questions about 2 Bedroom Downtown Winter Haven Apartments

What is the Cheapest apartment in Downtown Winter Haven with 2 Bedroom?

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

How much is the average rent for a 2 Bedroom Downtown Winter Haven Apartment?

The average rent for a 2 Bedroom Apartment in Downtown Winter Haven is $1,682.

What is the largest available 2 Bedroom Downtown Winter Haven Apartment for rent?

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

What is the average size for Downtown Winter Haven 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Downtown Winter Haven is currently 1,120 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

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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.