
Cheap Apartments for Rent in the Osprey Pointe Neighborhood of Winter Haven, FL from $675 (14 Rentals)
Search the lowest-cost Apartments available for rent right now in the Osprey Pointe area of Winter Haven.


The Carlton at Lake Dexter

Carlton Arms Of Winter Haven

Vista Lake Ned

Barrington Place At Winter Haven

Della Vita Apartments

The Arbours at Garden Grove
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801 US Highway 27 N

218 Florida Ave
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Osprey Pointe, Winter Haven, FL Local Guide

How much does it cost to rent an apartment in Osprey Pointe?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Osprey Pointe Studio Apartments | $985 | $959 | $1,021 |
| Osprey Pointe 1 Bedroom Apartments | $1,400 | $1,001 | $1,820 |
| Osprey Pointe 2 Bedroom Apartments | $1,718 | $1,265 | $2,060 |
| Osprey Pointe 3 Bedroom Apartments | $2,060 | $1,673 | $3,853 |
| Osprey Pointe 4 Bedroom Apartments | $6,130 | $6,130 | $6,130 |
Browse Apartments in this Neighborhood
There are currently 14 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 Studio unit found at 218 Florida Ave priced from $995. The Arbours at Garden Grove has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,251. Here are the most affordable Osprey Pointe apartments for rent in Lakeland, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 218 Florida Ave | 0 Beds, 1 Baths | Studio, 1BA | $995 |
| The Arbours at Garden Grove | One Bedroom/One Bath | 1BR, 1BA | $1,251 |
| Della Vita Apartments | Two Bed 1 Bath | 2BR, 1BA | $1,265 |
| The Waverly at Winter Haven | A2 | 1BR, 1BA | $1,269 |
| Prose Cypress Pointe | A1 | 1BR, 1BA | $1,299 |
Best Value Apartments for Rent in Osprey Pointe, FL
As of September 22, 2026 the best value apartment in the Osprey Pointe area is the $1.41 price per square foot Berkeley Model at The Carlton at Lake Dexter in the Cypress Grove neighborhood starting from $1,397. The second greatest value Osprey Pointe apartment is the 2x1 Model at Vista Lake Ned in the Cypress Grove neighborhood starting at $1,417 with a $1.45 price per square foot. 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. |
|---|---|---|---|
| The Carlton at Lake Dexter | Berkeley | 1BR, 1BA | $1.41 |
| Vista Lake Ned | 2x1 | 2BR, 1BA | $1.45 |
| The Arbours at Garden Grove | One Bedroom/One Bath | 1BR, 1BA | $1.41 |
| Della Vita Apartments | Two Bed 1 Bath | 2BR, 1BA | $1.45 |
| Prose Cypress Pointe | A1 | 1BR, 1BA | $1.56 |
| Alera at Hunters Glen | A4 | 1BR, 1BA | $2.28 |
| The Waverly at Winter Haven | A3 | 1BR, 1BA | $2.32 |
| 448 Avenue A NE, Unit Cozy Cottage | 448 Avenue A NE | 1BR, 1BA | $2.46 |
| Carlton Arms Of Winter Haven | Efficiency Downstairs | Studio, 1BA | $1.96 |
| 218 Florida Ave | 0 Beds, 1 Baths | Studio, 1BA | $3.69 |
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Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
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Best Local Schools in Osprey Pointe, Winter Haven, FL
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Frequently Asked Questions about Cheap Osprey Pointe Apartments
How much is rent for a Cheap One Bedroom Osprey Pointe Apartment?
The lowest price for a Cheap One Bedroom Osprey Pointe Apartment is $1,251 at The Arbours at Garden Grove.
What is the lowest price for a Cheap Two Bedroom Osprey Pointe Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Osprey Pointe is starting from $1,265 at Della Vita Apartments.
What is the most affordable Osprey Pointe Three Bedroom Apartment?
The best deal on a cheap Osprey Pointe Three Bedroom Apartment rental is at Carlton Arms Of Winter Haven and starts from $1,678.
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

Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.