129 Alachua Dr
Winter HavenFL33884
Cheap Homes for Rent in Osprey Pointe Neighborhood of Winter Haven, FL from $900 (6 Rentals)
Search the lowest-cost Homes available for rent right now in the Osprey Pointe area of Winter Haven.
1103 Cypress Gardens Blvd
Winter HavenFL33884
1210 Ave Z SE
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.
400 El Camino Dr
Winter HavenFL33884
76 Stebbins Dr
Winter HavenFL33884
1704 Eagle Pond Dr
Winter HavenFL33884
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
Showing Results 1-6, 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 | $1,611 | $1,325 | $1,750 |
| Osprey Pointe 3 Bedroom Homes for Rent | $2,161 | $1,700 | $5,000 |
| Osprey Pointe 4 Bedroom Homes for Rent | $2,181 | $1,800 | $2,900 |
| Osprey Pointe 5 Bedroom Homes for Rent | $2,460 | $2,200 | $3,100 |
| Osprey Pointe 6 Bedroom Homes for Rent | $2,845 | $2,845 | $2,845 |
Browse Homes for Rent in this Neighborhood
There are currently 6 rentals with your search options within a 3 mile radius of the Osprey Pointe Neighborhood of Winter Haven, FL.
Explore Winter Haven
Osprey Pointe, Winter Haven, FL Local Guide
- Nearby Winter Haven neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
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 1 Lamplight Ln priced from $1,000. Della Vita Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,160. Here are the most affordable Osprey Pointe apartments for rent in Lakeland, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 1 Lamplight Ln | Sunrise | 1BR,1BA | $1,000 |
| Della Vita Apartments | 1 Bed 1 Bath | 1BR,1BA | $1,160 |
| Vista Lake Ned | 1x1 | 1BR,1BA | $1,244 |
Best Value Apartments for Rent in Osprey Pointe, FL
As of March 23, 2026 the best value apartment in the Osprey Pointe area is the $1.41 price per square foot (H1A) Townhome Model at Carlton Arms Of Winter Haven in the in the Cypress Grove neighborhood starting from $1,580. The second greatest value Osprey Pointe apartment is the Two Bedrooms/Two Baths Reno Model at The Arbours at Garden Grove starting at $1,300 with a $1.18 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. |
|---|---|---|---|
| Carlton Arms Of Winter Haven | (H1A) Townhome | 2BR,1.5BA | $1.41 |
| The Arbours at Garden Grove | Two Bedrooms/Two Baths Reno | 2BR,2BA | $1.18 |
| Prose Cypress Pointe | A1 | 1BR,1BA | $1.73 |
| Vista Lake Ned | 1x1 | 1BR,1BA | $1.63 |
| Della Vita Apartments | 1 Bed 1 Bath | 1BR,1BA | $1.55 |
| 1 Lamplight Ln | Sunrise | 1BR,1BA | $1.43 |
| Alera at Hunters Glen | A2 | 1BR,1BA | $1.97 |
| The Waverly at Winter Haven | A3 | 1BR,1BA | $2.32 |
| 448 Avenue A NE, Unit Cozy Cottage | 448 Avenue A NE | 1BR,1BA | $2.29 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read Article
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 ArticleThe 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.
Read ArticleCash 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.
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.
Let everyone know!
Do you know the Osprey Pointe area?
If you’re an expert on all things Osprey Pointe, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Best Local Schools in Osprey Pointe, Winter Haven, FL
School data provided by Great Schools
Frequently Asked Questions about Osprey Pointe
What type of rentals are currently available in Osprey Pointe?
There are currently 32 Apartments for Rent in Osprey Pointe, FL with pricing that ranges from $959 to $3,570. There are also 62 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osprey Pointe ranging from $990 to $5,000.
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 $5,000 with an average monthly rent of $2,076.
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
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.
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.
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.
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.