
Apartments for Rent in the Osprey Pointe Neighborhood of Winter Haven, FL (142 Rentals) Page 2 of 3


204 Chaucer Ln

728 Lake Ned Rd

64 Stebbins Dr

415 Laurel Cove Way

2112 Jonathan Ln

5850 Cypress Gardens Blvd

2995 Cypress Gardens Rd

5657 Struthers Ct

5 Grove Ct SE

1098 Michelangelo Ln

400 El Camino Dr

1067 Michelangelo Ln

1100 Martinique Dr

100 El Camino Dr

1924 Bretton Ridge Dr

236 Ruby Lake Ln

2065 Whispering Trails Blvd

306 Eagle Pond Dr

407 Eagle Pond Dr

508 Eagle Pond Dr

1202 Eagle Pond Dr

704 Eagle Pond Dr

1101 Eagle Pond Dr

1105 Eagle Pond Dr

1003 Eagle Pond Dr

802 Eagle Pond Dr

903 Eagle Pond Dr

680 Grove St

707 Grove St

652 Grove St

427 Greenfield Rd

693 Reggie Rd

643 Grove St

831 Turner Ln

740 Grove St

219 Cloverdale Rd

1103 Cypress Gardens Blvd

1824-1826 Lake Mariam Dr

1826 Lake Mariam Dr

6224 Botticella Blvd

6417 Domizio Dr

6240 Botticella Blvd

6468 Domizio Dr

330 Royal Palm Wy

3864 Giorgio Dr

3889 Giorgio Dr

4973 Kaia Ave

507 Lake Lulu Dr

3079 Laurel Oak Ln
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 | $1,431 | $1,001 | $1,820 |
| Osprey Pointe 2 Bedroom Apartments | $1,733 | $1,265 | $2,040 |
| Osprey Pointe 3 Bedroom Apartments | $2,023 | $1,500 | $3,077 |
| Osprey Pointe 4 Bedroom Apartments | $3,225 | $2,050 | $4,401 |
How much does it cost to rent a home in Osprey Pointe?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $1,512 | $1,200 | $1,875 |
| 3 Bedroom Homes | $2,061 | $1,500 | $4,500 |
| 4 Bedroom Homes | $4,226 | $1,790 | $10,000+ |
| 5 Bedroom Homes | $2,498 | $2,195 | $3,100 |
| 6 Bedroom Homes | $3,000 | $3,000 | $3,000 |
Browse Apartments in this Neighborhood
There are currently 142 rentals with your search options within a 3 mile radius of the Osprey Pointe Neighborhood of Winter Haven, FL.
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Frequently Asked Questions about Osprey Pointe
What is the current pricing and availability for apartments for rent in the Osprey Pointe area of Winter Haven, FL?
As of today, August 08, 2026, there are currently 142 available Osprey Pointe apartments priced from $959 to $4,401, with an average monthly rent of $1,648.
What is the current price range for One Bedroom Osprey Pointe Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Osprey Pointe ranges from $1,001 to $1,820 with an average monthly rent of $1,431.
What does renting a Two Bedroom Apartment in Osprey Pointe cost?
The monthly rent prices of Two Bedroom Apartments currently available in Osprey Pointe range from $1,265 to $2,040. Today's average rental price for Two Bedrooms here is $1,733.
How expensive are Osprey Pointe Three Bedroom Apartments?
There are currently 9 Three Bedroom Apartments listings available in Osprey Pointe on ApartmentHomeLiving.com. The pricing ranges from $1,500 to $3,077 - averaging $2,023 for the location.
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

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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.