2 Bedroom Apartments for Rent in Winter Haven, FL (195 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
Prose Cypress Pointe
Rent Specials
$1,599 - $1,699
Total Monthly Price

Total Monthly Price

Base Rent
$1,299 - $1,699
Total Monthly Price
$1,299 - $1,699
2 Bedroom Apartments Available Now

Prose Cypress Pointe

3110 Gowan DrWinter Haven, FL 33884
Affordability
  • Verified
  • Customer Reviewed
  • 3D Tour

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Looking for the perfect new rental? Learn great ways to spot the perfect apartment for you, identify common red flags, and avoid rental issues and scams with these expert provided actionable tips.

Read Article

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.

Read Article

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.

Read Article

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.

Read Article

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.

Read Article
Showing Results 1-50, Page 1 of 4

Winter Haven, FL Local Guide

Photo of Staff Writer - Local Guide Expert
Written By:
Staff Writer
Local Guide Expert

Winter Haven 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: August 23, 2026

There are currently 62 available 2 Bedroom apartment units in Winter Haven, FL neighborhoods that range in price from $1,075 to $3,250. Heres is today's list of the top neighborhoods in Winter Haven with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Downtown Winter Haven62$1,575$1,075

Largest Available Winter Haven 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Winter Haven, FL is found at Raingarden Apartments in the Graydon Hills neighborhood and is 2,000 square feet priced from $3,250. The Carlton at Lake Dexter in the Cypress Grove neighborhood has the second largest 2 Bedroom, which is sized at 1,472 square feet and currently listed start at $1,637. Here is today’s list of the largest available 2 Bedroom units in Winter Haven:

Apartment ListingModel NameSquare FootagePriced From
Raingarden ApartmentsRaingarden2,000 Sq Ft$3,250
The Carlton at Lake DexterOxford1,472 Sq Ft$1,637
Lakeshore Club2 Bedroom, 2 Bathroom1,400 Sq Ft$2,050
Briarcrest at Winter HavenThe Hamilton II1,236 Sq Ft$1,220
Serenity at Lake WalesSanctuary1,214 Sq Ft$2,245
Prose Cypress PointeB11,180 Sq Ft$1,599
Carlton Arms Of Winter Haven(C6A-2) Upstairs1,150 Sq Ft$1,473
The Arbours at Garden GroveTwo Bedrooms/Two Baths Reno1,105 Sq Ft$1,425
The BreezeCPH11,086 Sq Ft$2,050
RaindanceC-11,077 Sq Ft$1,895

Cheapest Available Winter Haven 2 Bedroom Apartments

As of August 23, 2026 the lowest priced 2 Bedroom apartment unit in Winter Haven, FL is the 2BR 2BA Model starting from $993 at Villas at Lake Smart Apartments in the Brandywyne neighborhood. The second most affordable Winter Haven 2 Bedroom is the The Hamilton II Model at Briarcrest at Winter Haven starting at $1,220 in the Graydon Hills neighborhood. The average price for all 2 Bedroom apartments in Winter Haven is currently $1,699. Here is today’s list of the cheapest available 2 Bedroom options in Winter Haven:

Apartment ListingModel NamePriced From
Villas at Lake Smart Apartments2BR 2BA$993
Briarcrest at Winter HavenThe Hamilton II$1,220
Della Vita ApartmentsTwo Bed 1 Bath$1,265
Central Haven Apartments2 Beds, 1 bath$1,275
Barrington Place At Winter HavenB1$1,275
Haven at Lake Deer2 Bedroom$1,345
1016 East Lake Silver Drive NE2BR/1.0BA$1,350
Carlton Arms Of Winter Haven(CC1-2) Upstairs$1,407
The Arbours at Garden GroveTwo Bedrooms/Two Baths Reno$1,425
Vista Lake Ned2x2$1,447

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.

Read Article
Decorative image

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.

decorative image of people with a giant lease agreement

Winter Haven Overview

Living in apartments in Winter Haven, Florida offers you plenty of amenities, outdoor recreation opportunities, and larger cities a short commute away. You get a country feel, while being able to live in a city. The weather is warm throughout most of the year, with only a few months of cooler weather during the winter. Residents enjoy the variety of restaurants and shopping, while there are great work opportunities in nearby Tampa and Orlando. It's a good city to call home, as residents describe it as affordable, relaxing, and quiet.

Why live in Winter Haven, FL?

With an easy commute to Orlando and Tampa, Winter Haven is in an excellent location. It's more affordable than the two nearby cities, and there are a lot of amenities for residents to enjoy. It's a medium-sized city that offers plenty of opportunities for fun, outdoor recreation, dining, shopping, and entertainment. The lakes and canal system are a big draw for residents, and there are many hiking trails throughout the city for those that love nature.

Best Local Schools in
Winter Haven, FL

School data provided by Great Schools

Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winter Haven, FL Rentals by Map

Decorative image of map

See the most popular apartments and homes in Winter Haven, FL

View Map
Winter Haven, FL Apartments Map
View Map
Winter Haven, FL Rental Homes Map

Frequently Asked Questions about 2 Bedroom Winter Haven Apartments

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

The average rent for a 2 Bedroom Apartment in Winter Haven is $1,699.

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

Today's apartment with the most square footage in Winter Haven is a 2,000 square feet unit starting from $3,250 at Raingarden Apartments.

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

The average size for a 2 Bedroom rental in Winter Haven is currently 1,067 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

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags article

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.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

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.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.