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

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property at 780 Overlook Grove Dr

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300
Total Monthly Price
$2,300

4 Bedroom, 2 Bath Home for Rent

Available Now

780 Overlook Grove Dr

Winter HavenFL33884
property at 6220 Botticella Blvd

$2,295

Total Monthly Price

Total Monthly Price

Base Rent
$2,295
Total Monthly Price
$2,295

4 Bedroom, 3 Bath Home for Rent

Available Now

6220 Botticella Blvd

Winter HavenFL33884
property at 8302 Waterview Way

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400
Total Monthly Price
$1,400

2 Bedroom, 2 Bath Condo for Rent

Available Now

8302 Waterview Way

Winter HavenFL33884
property at 172 Inman Blvd

$1,999

Total Monthly Price

Total Monthly Price

Base Rent
$1,999
Total Monthly Price
$1,999

3 Bedroom, 2 Bath Home for Rent

Available Now

172 Inman Blvd

Winter HavenFL33881
property at 5667 Struthers Ct

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300
Total Monthly Price
$1,300

2 Bedroom, 1 Bath Home for Rent

Available Now

5667 Struthers Ct

Winter HavenFL33884
property at 604 Lime Ave

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100
Total Monthly Price
$2,100

3 Bedroom, 3 Bath Home for Rent

Available Now

604 Lime Ave

DundeeFL33838
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Cypress Harbor
Studio Apartments

Cypress Harbor

3400 Cypress Gardens RdWinter Haven, FL 33884
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3333 Sage Rd
Studio Apartments

3333 Sage Rd

3333 Sage RdWinter Haven, FL 33884
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Tzadik Brandywyne
1 to 2 Bedroom Apartments

Tzadik Brandywyne

411 18th St SEWinter Haven, FL 33884
  • Utilities Included
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Halcyon Apartments
Studio to 3 Bedroom Apartments

Halcyon Apartments

2237 9th St SEWinter Haven, FL 33880
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700 Avenue Q SE
1 Bedroom Apartments

700 Avenue Q SE

700 Avenue Q SEWinter Haven, FL 33880
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605 Avenue Q SE
2 Bedroom Apartments

605 Avenue Q SE

605 Avenue Q SEWinter Haven, FL 33880
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605 Piedmont Dr
2 Bedroom Apartments

605 Piedmont Dr

605 Piedmont DrWinter Haven, FL 33880
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230 6th St NE
1 Bedroom Apartments

230 6th St NE

230 6th St NEWinter Haven, FL 33881
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1 Lamplight Ln
1 Bedroom Apartments

1 Lamplight Ln

1 Lamplight LnWinter Haven, FL 33884
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218 Florida Ave
Studio Apartments

218 Florida Ave

218 Florida AveDundee, FL 33838
Showing Results 101-142, Page 3 of 3

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

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

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.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention article

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.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

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.