Cheap Apartments for Rent in the Osprey Landings Neighborhood of Winter Haven, FL from $700 (16 Rentals)

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

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Sunset Apartments
1 to 2 Bedroom Apartments

Sunset Apartments

710 Avenue C SWWinter Haven, FL 33880
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730 W Central Ave
1 to 2 Bedroom Apartments

730 W Central Ave

730 W Central AveWinter Haven, FL 33880
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655 Avenue B SW
1 Bedroom Apartments

655 Avenue B SW

655 Avenue B SWWinter Haven, FL 33880
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37 Carla Ct
2 Bedroom Apartments

37 Carla Ct

37 Carla CtWinter Haven, FL 33880
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Cypress Acres
Studio Apartments

Cypress Acres

8 Powell RdWinter Haven, FL 33880
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701 W Central Ave
1 Bedroom Apartments

701 W Central Ave

701 W Central AveWinter Haven, FL 33880
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Wis-Flo
1 Bedroom Apartments

Wis-Flo

635 W Central AveWinter Haven, FL 33880

Osprey Landings, Winter Haven, FL Local Guide

Cheapest Available Osprey Landings Apartments for Rent

 
Apartment ListingModel NameBed/BathPriced From
The Landings Apartment Homes1 Bedroom - LANDINGS1BR,1BA$1,100
Lakeshore Club2 Bedroom, 2 Bathroom2BR,2BA$1,500

Best Value Apartments for Rent in Osprey Landings, FL

As of November 13, 2025 the best value apartment in the Osprey Landings area is the $0.74 price per square foot 82 Coleman Rd Model at 82 Coleman Rd, Unit 84 in the in the Inwood neighborhood starting from $1,500. The second greatest value Osprey Landings 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 Osprey Landings apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
82 Coleman Rd, Unit 8482 Coleman Rd3BR,1.5BA$0.74
Lakeshore Club2 Bedroom, 2 Bathroom2BR,2BA$1.71
669 Avenue B NW, Unit 2669 Avenue B NW1BR,1BA$2.08
The Landings Apartment Homes1 Bedroom - LANDINGS1BR,1BA$1.91

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Pet Friendly Lifestyle
Osprey Landings, Winter Haven, FL

Ranked #12

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Frequently Asked Questions about Cheap Osprey Landings Apartments

How much is rent for a Cheap One Bedroom Osprey Landings Apartment?

The lowest price for a Cheap One Bedroom Osprey Landings Apartment is $1,100 at The Landings Apartment Homes.

What is the lowest price for a Cheap Two Bedroom Osprey Landings Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Osprey Landings is starting from $1,285 at The Landings Apartment Homes.

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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

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.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

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.