
Cheap Homes for Rent in Osprey Landings Neighborhood of Winter Haven, FL from $1,000 (9 Rentals)
Search the lowest-cost Homes available for rent right now in the Osprey Landings area of Winter Haven.


3062 St Paul Dr

1870 Ave Q SW

1874 Ave Q SW
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

1059 Spirit Lake Rd

320 Spirit Lndg Cir

1935 Ave O SW, Unit 201

333 N Lake Howard Dr
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.

338 W Bay Ave
Osprey Landings, Winter Haven, FL Local Guide

How much does it cost to rent a home in Osprey Landings?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Osprey Landings 2 Bedroom Homes for Rent | $1,326 | $1,199 | $1,525 |
| Osprey Landings 3 Bedroom Homes for Rent | $1,897 | $1,495 | $2,360 |
| Osprey Landings 4 Bedroom Homes for Rent | $2,116 | $1,875 | $2,700 |
| Osprey Landings 5 Bedroom Homes for Rent | $2,347 | $2,295 | $2,400 |
Browse Homes for Rent in this Neighborhood
There are currently 9 rentals with your search options within a 3 mile radius of the Osprey Landings Neighborhood of Winter Haven, FL.
Explore Winter Haven
Cheapest Available Osprey Landings Apartments for Rent
 The cheapest available apartment rental in the Osprey Landings area of Lakeland, FL is a 1 Bed unit found at The Landings Apartment Homes priced from $899. Lakeview Tower has the second lowest priced unit, which is a 1 Bed apartment currently listed from $950. Here are the most affordable Osprey Landings apartments for rent in Lakeland, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $899 |
| Lakeview Tower | One Bedroom | 1BR,1BA | $950 |
| 306 Lake Millsite Rd E | 1/1 | 1BR,1BA | $1,000 |
Best Value Apartments for Rent in Osprey Landings, FL
As of June 10, 2026 the best value apartment in the Osprey Landings area is the $1.61 price per square foot 2 Bedroom, 2 Bathroom Model at Lakeshore Club in the in the Graydon Hills neighborhood starting from $1,625. The second greatest value Osprey Landings apartment is the 1/1 Model at 306 Lake Millsite Rd E starting at $1,000 with a $1.67 price per square foot in the Lake Shipp Heights neighborhood. Here is today’s list of the best values for Osprey Landings apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Lakeshore Club | 2 Bedroom, 2 Bathroom | 2BR,2BA | $1.61 |
| 306 Lake Millsite Rd E | 1/1 | 1BR,1BA | $1.67 |
| 669 Avenue B NW | 1 Beds, 1 Baths | 1BR,1BA | $2.05 |
| The Landings Apartment Homes | 1 Bedroom - LANDINGS | 1BR,1BA | $1.56 |
| Lakeview Tower | One Bedroom | 1BR,1BA | $1.65 |
Frequently Asked Questions about Osprey Landings
What type of rentals are currently available in Osprey Landings?
There are currently 46 Apartments for Rent in Osprey Landings, FL with pricing that ranges from $850 to $2,200. There are also 73 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osprey Landings ranging from $1,095 to $2,700.
What is the current price range for Rental Homes in Osprey Landings?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Osprey Landings ranges from $1,095 to $2,700 with an average monthly rent of $1,776.
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

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

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.