
Apartments for Rent with Specials in the Osprey Pointe Neighborhood of Winter Haven, FL (9 Rentals)
Apartments in the Osprey Pointe area of Winter Haven with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.


Total Monthly Price
Prose Cypress Pointe

The Carlton at Lake Dexter

Barrington Place At Winter Haven
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

711 Avenue B NE

1881 N Lake Eloise Dr

2112 Jonathan Ln

413 Lake Ned Rd
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Alera at Hunters Glen
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 |
Browse Apartments in this Neighborhood
There are currently 9 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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Top Winter Haven Apartments in the Osprey Pointe Area with Move-In Specials Ending This Month
Specials updated: 08-08-2026Take advantage of these move-in and rent specials that are ending this month for top Osprey Pointe, FL apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!
The Carlton at Lake Dexter
1 Bedroom Starting at $1,339/Month* 2 Bedrooms Starting at $1,529/Month* 3 Bedrooms Starting at $1,859/Month* *Based on select lease terms. ?? Limited Availability! Only 2 first-floor apartment homes remain. Call today before they're gone!Expires August 31, 2026
Prose Cypress Pointe
Lease your new apartment today and enjoy one month rent-free on select homes. Limited-time offer – Apply Now!Expires August 09, 2026
The Waverly at Winter Haven
Receive 10 weeks FREE on all 1 and 2-bedrooms, and 6 weeks FREE on all 3-bedroom homes for 12–19 month lease terms! For a limited time - enjoy 3 months FREE on a 20 - 24 month lease! PLUS a $500 Look & Lease Gift Card through 7/31! *Restrictions do apply, contact us for more information. Must apply within 48 hours to receive look & lease special.*Expires August 09, 2026
Alera at Hunters Glen
Act Fast! Lock in up to 3 MONTHS FREE & REDUCED RATES when you look & lease within 24HRS! Total maximum value of $8,795! PLUS limited-time pricing on select 2-bedrooms now just $1,599! Don’t miss our GRAND OPENING Specials! Qualifying homes & lease terms apply.Expires August 09, 2026
Barrington Place At Winter Haven
Summer Specials - Newly Reduced Rates on Select Apartment Homes + $500 Look & Lease!Expires August 09, 2026
Newly Listed Move-In Specials offers for Apartments in Osprey Pointe, FL
Specials updated: 08-08-2026Here are the most recently added special offers for renters looking to find the best deals on apartments in Osprey Pointe, FL. Be sure to take advantage of some of the area’s top offers.
The Waverly at Winter Haven
Receive 10 weeks FREE on all 1 and 2-bedrooms, and 6 weeks FREE on all 3-bedroom homes for 12–19 month lease terms! For a limited time - enjoy 3 months FREE on a 20 - 24 month lease! PLUS a $500 Look & Lease Gift Card through 7/31! *Restrictions do apply, contact us for more information. Must apply within 48 hours to receive look & lease special.*
Alera at Hunters Glen
Act Fast! Lock in up to 3 MONTHS FREE & REDUCED RATES when you look & lease within 24HRS! Total maximum value of $8,795! PLUS limited-time pricing on select 2-bedrooms now just $1,599! Don’t miss our GRAND OPENING Specials! Qualifying homes & lease terms apply.
Barrington Place At Winter Haven
Summer Specials - Newly Reduced Rates on Select Apartment Homes + $500 Look & Lease!
The Carlton at Lake Dexter
1 Bedroom Starting at $1,339/Month* 2 Bedrooms Starting at $1,529/Month* 3 Bedrooms Starting at $1,859/Month* *Based on select lease terms. ?? Limited Availability! Only 2 first-floor apartment homes remain. Call today before they're gone!
Prose Cypress Pointe
Lease your new apartment today and enjoy one month rent-free on select homes. Limited-time offer – Apply Now!
Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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Best Local Schools in Osprey Pointe, Winter Haven, FL
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Frequently Asked Questions about Rent Specials Osprey Pointe Apartments
How much is the average rent for a Rent Specials Osprey Pointe Apartment?
The average rent for a Rent Specials Apartment in Osprey Pointe is $1,635.
What is the largest Rent Specials Osprey Pointe Apartment for rent?
Today's Rent Specials apartment with the most square footage in Osprey Pointe is a 1,587 square feet unit starting from $1,219 at The Carlton at Lake Dexter.
What is the average size for Osprey Pointe Rent Specials Apartments for rent?
The average size for a Rent Specials rental in Osprey Pointe is currently at 690 sq ft.
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.