129 Alachua Dr
Winter HavenFL33884
Cheap Homes for Rent in Osprey Pointe Neighborhood of Winter Haven, FL from $900 (10 Rentals)
Search the lowest-cost Homes available for rent right now in the Osprey Pointe area of Winter Haven.
400 El Camino Dr
Winter HavenFL33884
76 Stebbins Dr
Winter HavenFL33884
7708 Waterview Way, Unit 7708 Waterview Way, Unit 7708 Waterview Way
7708 Waterview Way
Winter HavenFL33884
900 Ave Z SE
Winter HavenFL33880
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.
611 Ave G SE
Winter HavenFL33880
609 Ave G SE
Winter HavenFL33880
1101 Eagle Pond Dr
Winter HavenFL33884
1707 Eagle Pond Dr
Winter HavenFL33884
100 El Camino Dr
Winter HavenFL33884
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
Showing Results 1-10, Page 1 of 1
Osprey Pointe, Winter Haven, FL Local Guide
How much does it cost to rent a home in Osprey Pointe?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Osprey Pointe 2 Bedroom Homes for Rent | $1,508 | $1,325 | $1,650 |
| Osprey Pointe 3 Bedroom Homes for Rent | $2,124 | $1,550 | $4,500 |
| Osprey Pointe 4 Bedroom Homes for Rent | $2,254 | $1,725 | $4,500 |
| Osprey Pointe 5 Bedroom Homes for Rent | $2,566 | $2,100 | $3,100 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 10 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 1 Bed unit found at Della Vita Apartments priced from $1,160. Prose Cypress Pointe has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,299. Here are the most affordable Osprey Pointe apartments for rent in Lakeland, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Della Vita Apartments | 1 Bed 1 Bath | 1BR,1BA | $1,160 |
| Prose Cypress Pointe | A1 | 1BR,1BA | $1,299 |
| Alera at Hunters Glen | A2 | 1BR,1BA | $1,299 |
Best Value Apartments for Rent in Osprey Pointe, FL
As of May 08, 2026 the best value apartment in the Osprey Pointe area is the $1.11 price per square foot Oxford Model at The Carlton at Lake Dexter in the in the Cypress Grove neighborhood starting from $1,637. The second greatest value Osprey Pointe apartment is the (H2A) Townhome Model at Carlton Arms Of Winter Haven starting at $1,621 with a $1.33 price per square foot in the Cypress Grove neighborhood. 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 | Oxford | 2BR,2BA | $1.11 |
| Carlton Arms Of Winter Haven | (H2A) Townhome | 2BR,2.5BA | $1.33 |
| The Arbours at Garden Grove | Two Bedrooms/Two Baths Reno | 2BR,2BA | $1.18 |
| Vista Lake Ned | 2x1 | 2BR,1BA | $1.40 |
| Prose Cypress Pointe | A1 | 1BR,1BA | $1.56 |
| Alera at Hunters Glen | A4 | 1BR,1BA | $1.89 |
| Della Vita Apartments | 1 Bed 1 Bath | 1BR,1BA | $1.55 |
| The Waverly at Winter Haven | A2 | 1BR,1BA | $2.17 |
| 448 Avenue A NE, Unit Cozy Cottage | 448 Avenue A NE | 1BR,1BA | $2.29 |
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.
Read Article
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.
Read ArticleQuick 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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Best Local Schools in Osprey Pointe, Winter Haven, FL
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Frequently Asked Questions about Osprey Pointe
What type of rentals are currently available in Osprey Pointe?
There are currently 33 Apartments for Rent in Osprey Pointe, FL with pricing that ranges from $800 to $6,385. There are also 88 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osprey Pointe ranging from $990 to $4,500.
What is the current price range for Rental Homes in Osprey Pointe?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Osprey Pointe ranges from $990 to $4,500 with an average monthly rent of $1,959.
How much are larger Three and Four Bedroom Rentals in Osprey Pointe?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Osprey Pointe range from $1,575 to $2,846, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,550 to $4,500. Four Bedroom Single-Family rentals are also available starting from $1,725 and Four Bedroom Apartments start at $6,385.
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
A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.