
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

501 Ave G SE

83 Stebbins Dr

5850 Cypress Gardens Blvd, Unit #607

821 Orchid Springs Dr
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 | $1,674 | $1,250 | $2,400 |
Osprey Pointe 3 Bedroom Homes for Rent | $2,001 | $1,630 | $2,545 |
Osprey Pointe 4 Bedroom Homes for Rent | $2,205 | $1,625 | $2,800 |
Osprey Pointe 5 Bedroom Homes for Rent | $2,650 | $2,600 | $2,700 |
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 Briarcrest at Winter Haven priced from $1,080. Della Vita Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,269. 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 | Ariana II | 1BR,1BA | $1,080 |
Della Vita Apartments | One Bedroom | 1BR,1BA | $1,269 |
The Jade | The Cozy | 1BR,1BA | $1,325 |
Best Value Apartments for Rent in Osprey Pointe, FL
As of March 29, 2025 the best value apartment in the Osprey Pointe area is the $1.29 price per square foot 235 Lake Eloise Pointe Blvd Model at 235 Lake Eloise Pointe Blvd in the in the Eloise Woods neighborhood starting from $1,899. The second greatest value Osprey Pointe apartment is the Two Bedrooms/Two Baths Reno Model at The Arbours at Garden Grove starting at $1,625 with a $1.47 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. |
---|---|---|---|
235 Lake Eloise Pointe Blvd | 235 Lake Eloise Pointe Blvd | 5BR,2BA | $1.29 |
The Arbours at Garden Grove | Two Bedrooms/Two Baths Reno | 2BR,2BA | $1.47 |
Vista Lake Ned | 2x2 | 2BR,2BA | $1.38 |
Briarcrest at Winter Haven | Ariana II | 1BR,1BA | $1.22 |
Prose Cypress Pointe | A1 | 1BR,1BA | $1.68 |
Serenity at Lake Wales | Arcadian | 1BR,1BA | $2.23 |
Della Vita Apartments | One Bedroom | 1BR,1BA | $1.69 |
RainDance | B5 | 1BR,1BA | $2.49 |
The Waverly at Winter Haven | A3 | 1BR,1BA | $2.32 |
The Carlton at Lake Dexter | Essex | 1BR,1BA | $2.33 |
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Frequently Asked Questions about Osprey Pointe
What type of rentals are currently available in Osprey Pointe?
There are currently 40 Apartments for Rent in Osprey Pointe, FL with pricing that ranges from $912 to $2,920. There are also 62 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osprey Pointe ranging from $800 to $2,800.
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 $2,800 with an average monthly rent of $1,935.
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 $1,470 to $2,920, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,630 to $2,545. Four Bedroom Single-Family rentals are also available starting from $1,625 and Four Bedroom Apartments start at $1,975.
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.

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.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.