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$1,675 - $1,8992 Bedroom Apartments Available Now
The Waverly at Winter Haven
1015 Lake Forest BlvdWinter Haven, FL 33884
2 Bedroom Apartments for Rent in Winter Haven, FL (120 Rentals)
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$1,799 - $1,8652 Bedroom Apartments Available Now
Prose Cypress Pointe
3110 Gowan DrWinter Haven, FL 33884
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$1,567 - $1,9452 Bedroom Apartments Available Now
The Carlton at Lake Dexter
1015 Mahaffey RdWinter Haven, FL 33884
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$1,595 - $1,9992 Bedroom Apartments Available Now
Dream Winter Haven
5004 Dream DrWinter Haven, FL 33881
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$1,385 - $1,5492 Bedroom Apartments Available Now
Haven at Lake Deer
350 24th St NWWinter Haven, FL 33880
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$1,402 - $1,7322 Bedroom Apartments Contact Us For Availability
Carlton Arms of Winter Haven
7676 Carlton Arms BlvdWinter Haven, FL 33884
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$1,500 - $2,0502 Bedroom Apartments Available Now
Lakeshore Club
1300 Lake Howard Dr SWWinter Haven, FL 33880
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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$1,435 - $1,5922 Bedroom Apartments Available Oct 10
Barrington Place At Winter Haven
1101 Cambridge SqWinter Haven, FL 33880
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Rent Specials
$1,532 - $1,5982 Bedroom Apartments Available Now
Vista Lake Ned
4025 Lake Ned Village CirWinter Haven, FL 33884
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$1,365 - $1,3752 Bedroom Apartments Available Now
Della Vita Apartments
4200 Mahogany RunWinter Haven, FL 33884
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$1,160 - $1,2952 Bedroom Apartments Available Now
Briarcrest at Winter Haven
200 Avenue K SEWinter Haven, FL 33880
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$1,500 - $1,6252 Bedroom Apartments Available Sep 26
The Arbours at Garden Grove
4900 Cypress Gardens RdWinter Haven, FL 33884
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$1,3002 Bedroom Apartments Available Now
Lake Buckeye Apartments
101 NE Parker LnWinter Haven, FL 33881
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$1,2752 Bedroom Apartments Available Now
Central Haven Apartments
130 Avenue C SEWinter Haven, FL 33880
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$1,285 - $1,3852 Bedroom Apartments Available Now
The Landings Apartment Homes
102 Landings WayWinter Haven, FL 33880
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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329 7th St SW
Winter HavenFL33880
4980 Spirit Lake Rd
Winter HavenFL33880
720 6th St NW
Winter HavenFL33881
720 6th St NE
Winter HavenFL33881
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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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2 Bedroom Apartments
The Townhomes of Evergreen on Lake Idylwild
2402 Willow WayWinter Haven, FL 33881
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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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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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Winter Haven, FL Local Guide
Cypress Gardens in Winter Haven by Flickr User: hyku is licensed under CC BY 2.0
How much does it cost to rent an apartment in Winter Haven?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Haven Studio Apartments | $1,207 | $859 | $1,455 |
| Winter Haven 1 Bedroom Apartments | $1,484 | $925 | $1,895 |
Winter Haven 2 Bedroom Apartments | $1,729 | $700 | $2,305 |
| Winter Haven 3 Bedroom Apartments | $1,976 | $1,460 | $3,045 |
| Winter Haven 4 Bedroom Apartments | $2,795 | $2,795 | $2,795 |
Browse Top Apartments in Winter Haven
See all Apartments in Winter HavenExplore Winter Haven
Winter Haven, FL Local Guide
Written By:
Staff Writer Local Guide Expert
- Winter Haven Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
Winter Haven 2 Bedroom Apartment Units with Current Availability by Neighborhood
Availability Confirmed As of: September 19, 2025There are currently 49 available 2 Bedroom apartment units in Winter Haven, FL neighborhoods that range in price from $700 to $2,305. Heres is today's list of the top neighborhoods in Winter Haven with the most available 2 Bedroom apartments:
| Neighborhood | Available Units | Median Price | Min Price |
|---|---|---|---|
| Downtown Winter Haven | 49 | $1,524 | $700 |
Largest Available Winter Haven 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in Winter Haven, FL is found at The Carlton at Lake Dexter in the Cypress Grove neighborhood and is 1,472 square feet priced from $1,621. Lakeshore Club in the Graydon Hills neighborhood has the second largest 2 Bedroom, which is sized at 1,400 square feet and currently listed start at $1,800. Here is today’s list of the largest available 2 Bedroom units in Winter Haven:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| The Carlton at Lake Dexter | Oxford | 1,472 Sq Ft | $1,621 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 1,400 Sq Ft | $1,800 |
| Briarcrest at Winter Haven | The Hamilton II | 1,236 Sq Ft | $1,220 |
| Serenity at Lake Wales | Sanctuary | 1,214 Sq Ft | $2,245 |
| Prose Cypress Pointe | B1 | 1,180 Sq Ft | $1,799 |
| Mediterranean Villas | 2 Bed, 2 Bath | 1,150 Sq Ft | $1,476 |
| The Breeze | CPH1 | 1,086 Sq Ft | $2,255 |
| Dream Winter Haven | B3 | 1,077 Sq Ft | $1,999 |
| RainDance | C-3 | 1,077 Sq Ft | $2,291 |
| Terra Hill | 2 Beds, 1 bath | 1,000 Sq Ft | $1,450 |
Cheapest Available Winter Haven 2 Bedroom Apartments
As of September 19, 2025 the lowest priced 2 Bedroom apartment unit in Winter Haven, FL is the The Hamilton II Model starting from $1,220 at Briarcrest at Winter Haven in the Graydon Hills neighborhood. The second most affordable Winter Haven 2 Bedroom is the 2 Beds, 1 bath Model at Central Haven Apartments starting at $1,275 . The average price for all 2 Bedroom apartments in Winter Haven is currently $1,729. Here is today’s list of the cheapest available 2 Bedroom options in Winter Haven:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Briarcrest at Winter Haven | The Hamilton II | $1,220 |
| Central Haven Apartments | 2 Beds, 1 bath | $1,275 |
| The Landings Apartment Homes | 2 Bedroom - BRANDYWYNE | $1,285 |
| Lake Buckeye Apartments | 2B2B Upstairs or Downstairs Tile Flooring | $1,300 |
| Della Vita Apartments | Two Bed 1 Bath | $1,365 |
| Haven at Lake Deer | 2 Bedroom | $1,385 |
| Terra Hill | 2 Beds, 1 bath | $1,450 |
| Mediterranean Villas | 2 Bed, 2 Bath | $1,476 |
| Lakeshore Club | 2 Bedroom, 2 Bathroom | $1,500 |
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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.
Pet Friendly Lifestyle
Ranked #
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
Pet Friendly
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
See the most popular apartments and homes in Winter Haven, FL
Getting Around Winter Haven, FL
Walk Score®
44 / 100
Car-Dependent
Most errands require a car
Bike Score®
49 / 100
Somewhat Bikeable
Minimal bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about 2 Bedroom Winter Haven Apartments
What is the Cheapest apartment in Winter Haven with 2 Bedroom?
Currently the most affordable 2 Bedroom in Winter Haven is at Briarcrest at Winter Haven listed at $1,220.
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 $1,729.
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 1,472 square feet unit starting from $1,621 at The Carlton at Lake Dexter.
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 1,086 sq ft.
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.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
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.
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.
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.