
Cheap Homes for Rent in Osprey Pointe Neighborhood of Winter Haven, FL from $1,000 (8 Rentals)
Search the lowest-cost Homes available for rent right now in the Osprey Pointe area of Winter Haven.


8305 Waterview Way
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

706 Eagle Pond Dr

5850 Cypress Gardens Blvd
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.

1607 Eagle Pond Dr

1005 Eagle Pond Dr
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

83 Stebbins Dr

8507 Waterview Way
Osprey Pointe, Winter Haven, FL Local Guide

How much does it cost to rent a home in Osprey Pointe?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Osprey Pointe 2 Bedroom Homes for Rent | $1,716 | $1,450 | $2,200 |
Osprey Pointe 3 Bedroom Homes for Rent | $1,978 | $1,700 | $2,250 |
Osprey Pointe 4 Bedroom Homes for Rent | $2,220 | $1,699 | $2,800 |
Osprey Pointe 5 Bedroom Homes for Rent | $2,759 | $2,200 | $3,400 |
Browse Homes for Rent in this Neighborhood
There are currently 8 rentals with your search options within a 3 mile radius of the Osprey Pointe Neighborhood of Winter Haven, FL.
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Osprey Pointe, Winter Haven, FL Local Guide
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Cheapest Available Osprey Pointe Apartments for Rent
 The cheapest available apartment rental in the Osprey Pointe area of Lakeland, FL is a 1 Bed unit found at Briarcrest at Winter Haven priced from $1,032. Della Vita Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,099. Here are the most affordable Osprey Pointe apartments for rent in Lakeland, FL:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Briarcrest at Winter Haven | The Ariana | 1BR,1BA | $1,032 |
Della Vita Apartments | One Bedroom | 1BR,1BA | $1,099 |
The Arbours at Garden Grove | One Bedroom/One Bath Reno | 1BR,1BA | $1,290 |
Best Value Apartments for Rent in Osprey Pointe, FL
As of May 14, 2025 the best value apartment in the Osprey Pointe area is the $1.98 price per square foot Empyral Model at Serenity at Lake Wales in the in the Cypress Grove neighborhood starting from $2,495. The second greatest value Osprey Pointe apartment is the Berkeley Model at The Carlton at Lake Dexter starting at $1,387 with a $1.40 price per square foot in the Pine Crest Heights neighborhood. Here is today’s list of the best values for Osprey Pointe apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
Serenity at Lake Wales | Empyral | 3BR,2BA | $1.98 |
The Carlton at Lake Dexter | Berkeley | 1BR,1BA | $1.40 |
Vista Lake Ned | 2x1 | 2BR,1BA | $1.67 |
Della Vita Apartments | Two Bedroom 2 Bath | 2BR,2BA | $1.68 |
The Arbours at Garden Grove | One Bedroom/One Bath Reno | 1BR,1BA | $1.46 |
Prose Cypress Pointe | A1 | 1BR,1BA | $1.80 |
Briarcrest at Winter Haven | The Ariana | 1BR,1BA | $1.31 |
The Waverly at Winter Haven | A3 | 1BR,1BA | $2.32 |
448 Avenue A NE, Unit Cozy Cottage | 448 Avenue A NE | 1BR,1BA | $2.38 |
The Jade | The Sunny | 1BR,1BA | $2.73 |
Quick Rent Budget Calculator
How much rent can you afford?
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Frequently Asked Questions about Osprey Pointe
What type of rentals are currently available in Osprey Pointe?
There are currently 38 Apartments for Rent in Osprey Pointe, FL with pricing that ranges from $912 to $3,045. There are also 79 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osprey Pointe ranging from $1,050 to $3,400.
What is the current price range for Rental Homes in Osprey Pointe?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Osprey Pointe ranges from $1,050 to $3,400 with an average monthly rent of $1,969.
How much are larger Three and Four Bedroom Rentals in Osprey Pointe?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Osprey Pointe range from $1,460 to $3,045, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,700 to $2,250. Four Bedroom Single-Family rentals are also available starting from $1,699 and Four Bedroom Apartments start at $2,105.
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.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.