
Cheap Homes for Rent in Osprey Pointe Neighborhood of Winter Haven, FL from $800 (6 Rentals)
Search the lowest-cost Homes available for rent right now in the Osprey Pointe area of Winter Haven.


3800 Cypress Gardens Rd

8305 Waterview Way

706 Eagle Pond Dr

5850 Cypress Gardens Blvd

211 Jane Ave
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.
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 | $1,806 | $1,450 | $2,400 |
Osprey Pointe 3 Bedroom Homes for Rent | $1,967 | $1,640 | $2,400 |
Osprey Pointe 4 Bedroom Homes for Rent | $2,364 | $2,195 | $2,800 |
Osprey Pointe 5 Bedroom Homes for Rent | $2,642 | $2,395 | $3,400 |
Browse Homes for Rent in this Neighborhood
There are currently 6 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 Barrington Place At Winter Haven priced from $1,065. Briarcrest at Winter Haven has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,080. Here are the most affordable Osprey Pointe apartments for rent in Lakeland, FL:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Barrington Place At Winter Haven | A1 | 1BR,1BA | $1,065 |
Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1,080 |
Della Vita Apartments | One Bedroom | 1BR,1BA | $1,269 |
Best Value Apartments for Rent in Osprey Pointe, FL
As of April 17, 2025 the best value apartment in the Osprey Pointe area is the $1.47 price per square foot 2x1 Model at Vista Lake Ned in the in the Graydon Hills neighborhood starting from $1,438. The second greatest value Osprey Pointe apartment is the One Bedroom/One Bath Reno Model at The Arbours at Garden Grove starting at $1,325 with a $1.50 price per square foot in the Cypress Grove 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. |
---|---|---|---|
Vista Lake Ned | 2x1 | 2BR,1BA | $1.47 |
The Arbours at Garden Grove | One Bedroom/One Bath Reno | 1BR,1BA | $1.50 |
Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.22 |
Prose Cypress Pointe | A1 | 1BR,1BA | $1.68 |
Barrington Place At Winter Haven | A1 | 1BR,1BA | $1.35 |
Della Vita Apartments | One Bedroom | 1BR,1BA | $1.69 |
RainDance | B-2 | 1BR,1BA | $2.49 |
The Carlton at Lake Dexter | Essex | 1BR,1BA | $2.34 |
The Jade | The Sunny | 1BR,1BA | $2.73 |
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Frequently Asked Questions about Osprey Pointe
What type of rentals are currently available in Osprey Pointe?
There are currently 39 Apartments for Rent in Osprey Pointe, FL with pricing that ranges from $912 to $2,920. There are also 70 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osprey Pointe ranging from $800 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 $800 to $3,400 with an average monthly rent of $1,990.
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 $1,435 to $2,920, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,640 to $2,400. Four Bedroom Single-Family rentals are also available starting from $2,195 and Four Bedroom Apartments start at $1,925.
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.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.