Apartments for Rent with Specials in the Osprey Pointe Neighborhood of Winter Haven, FL (5 Rentals)

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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.

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The Waverly at Winter Haven
Rent Specials
$1,480 - $2,175Special Offer
2 Months Free Receive 2 months free on lease terms of 1319 months and 3 months free on lease terms of 2024 months. PLUS if you look & lease
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The Waverly at Winter Haven

1015 Lake Forest BlvdWinter Haven, FL 33884
Eco-Friendly
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Prose Cypress Pointe
Rent Specials
$1,299 - $1,599Special Offer
1 Month Free Home should come with peace of mind. Not confusing pricing. Apartments Starting at $1,299 + 1 Month FREE
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Prose Cypress Pointe

3110 Gowan DrWinter Haven, FL 33884
Family Friendly
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  • Customer Reviewed
  • 3D Tour

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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Alera at Hunters Glen
Rent Specials
$1,380 - $2,265Special Offer
Specials NOW OPEN! Score a CRUISE FOR TWO plus lock in up to 3 MONTHS FREE & REDUCED RATES when you look & lease within 24HRS! That’s a tota
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Alera at Hunters Glen

3005 Willow Glen CirLake Wales, FL 33859
Family Friendly
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Osprey Pointe, Winter Haven, FL Local Guide

Top Winter Haven Apartments in the Osprey Pointe Area with Move-In Specials Ending Soon

Specials updated: 01-28-2026

Take advantage of these move-in and rent specials that are ending soon for top Osprey Pointe, FL apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!

Barrington Place At Winter Haven

Reduced Rent & $500 OFF Select Units - Move in by 1/30/26Expires 01-28-2026

The Waverly at Winter Haven

Receive 2 months free on lease terms of 1319 months and 3 months free on lease terms of 2024 months. PLUS if you look & lease within 24 hours youll get waived upfront fees & Disney & Legoland Annual Passes! *issued after move in* *Restrictions may apply, contact us today to learn more.*Expires 01-28-2026

Prose Cypress Pointe

Home should come with peace of mind. Not confusing pricing. Apartments Starting at $1,299 + 1 Month FREEExpires 01-28-2026

Alera at Hunters Glen

NOW OPEN! Score a CRUISE FOR TWO plus lock in up to 3 MONTHS FREE & REDUCED RATES when you look & lease within 24HRS! That’s a total maximum value of $8,795! Don’t miss our GRAND OPENING Specials! Restrictions and qualifying lease terms apply.Expires 01-28-2026

Newly Listed Move-In Specials offers for Apartments in Osprey Pointe, FL

Specials updated: 01-28-2026

Here 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.

Barrington Place At Winter Haven

Reduced Rent & $500 OFF Select Units - Move in by 1/30/26Expires 01-28-2026

The Waverly at Winter Haven

Receive 2 months free on lease terms of 1319 months and 3 months free on lease terms of 2024 months. PLUS if you look & lease within 24 hours youll get waived upfront fees & Disney & Legoland Annual Passes! *issued after move in* *Restrictions may apply, contact us today to learn more.*Expires 01-28-2026

Prose Cypress Pointe

Home should come with peace of mind. Not confusing pricing. Apartments Starting at $1,299 + 1 Month FREEExpires 01-28-2026

Alera at Hunters Glen

NOW OPEN! Score a CRUISE FOR TWO plus lock in up to 3 MONTHS FREE & REDUCED RATES when you look & lease within 24HRS! That’s a total maximum value of $8,795! Don’t miss our GRAND OPENING Specials! Restrictions and qualifying lease terms apply.Expires 01-28-2026

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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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 $1,622.

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 1,260 square feet unit starting from $1,380 at Alera at Hunters Glen.

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 707 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

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.