close
View Me
$859 - $2,006Studio to 3 Bedroom Apartments Contact Us For Availability
Carlton Arms of Winter Haven
7676 Carlton Arms BlvdWinter Haven, FL 33884
Cheap Apartments for Rent in the Osprey Pointe Neighborhood of Winter Haven, FL from $600 (10 Rentals)
Search the lowest-cost Apartments available for rent right now in the Osprey Pointe area of Winter Haven.
2924 Whispering Trails Dr
Winter HavenFL33884
514 Ave C NE
Winter HavenFL33881
close
View Me
Rent Specials
$1,155 - $1,5981 to 2 Bedroom Apartments Available Now
Barrington Place At Winter Haven
1101 Cambridge SqWinter Haven, FL 33880
close
View Me
1 to 2 Bedroom Apartments
Tzadik Brandywyne
411 18th St SEWinter Haven, FL 33884
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.
close
View Me
1 to 2 Bedroom Apartments
Brandywyne Apartment Homes
473 18th St SEWinter Haven, FL 33884
close
View Me
1 Bedroom Apartments
1 Lamplight Ln
1 Lamplight LnWinter Haven, FL 33884
1103 Cypress Gardens Blvd
Winter HavenFL33884
5651 Struthers Ct
Winter HavenFL33884
5649 Struthers Ct
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 1-10, Page 1 of 1
Osprey Pointe, Winter Haven, FL Local Guide
Cypress Gardens in Winter Haven by Flickr User: hyku is licensed under CC BY 2.0
How much does it cost to rent an apartment in Osprey Pointe?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Osprey Pointe Studio Apartments | $891 | $859 | $923 |
| Osprey Pointe 1 Bedroom Apartments | $1,481 | $1,138 | $1,795 |
| Osprey Pointe 2 Bedroom Apartments | $1,686 | $1,150 | $2,035 |
| Osprey Pointe 3 Bedroom Apartments | $2,024 | $1,573 | $3,007 |
Browse Apartments 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.
See all Apartments in Winter HavenExplore 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 2 Beds unit found at Barrington Place At Winter Haven priced from $1,250. The Carlton at Lake Dexter has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,257. Here are the most affordable Osprey Pointe apartments for rent in Lakeland, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Barrington Place At Winter Haven | B1 | 2BR,1BA | $1,250 |
| The Carlton at Lake Dexter | Berkeley | 1BR,1BA | $1,257 |
| Prose Cypress Pointe | A1 | 1BR,1BA | $1,299 |
Best Value Apartments for Rent in Osprey Pointe, FL
As of January 27, 2026 the best value apartment in the Osprey Pointe area is the $1.29 price per square foot B1 Model at Barrington Place At Winter Haven in the in the Graydon Hills neighborhood starting from $1,275. The second greatest value Osprey Pointe apartment is the Berkeley Model at The Carlton at Lake Dexter starting at $1,257 with a $1.27 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. |
|---|---|---|---|
| Barrington Place At Winter Haven | B1 | 2BR,1.5BA | $1.29 |
| The Carlton at Lake Dexter | Berkeley | 1BR,1BA | $1.27 |
| Della Vita Apartments | Two Bed 1 Bath | 2BR,1BA | $1.56 |
| Prose Cypress Pointe | A1 | 1BR,1BA | $1.56 |
| Vista Lake Ned | 1x1 | 1BR,1BA | $1.79 |
| The Waverly at Winter Haven | A3 | 1BR,1BA | $2.32 |
| Alera at Hunters Glen | A1 | 1BR,1BA | $2.23 |
| 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
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.
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 Cheap Osprey Pointe Apartments
How much is rent for a Cheap One Bedroom Osprey Pointe Apartment?
The lowest price for a Cheap One Bedroom Osprey Pointe Apartment is $1,257 at The Carlton at Lake Dexter.
What is the lowest price for a Cheap Two Bedroom Osprey Pointe Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Osprey Pointe is starting from $1,275 at Barrington Place At Winter Haven.
What is the most affordable Osprey Pointe Three Bedroom Apartment?
The best deal on a cheap Osprey Pointe Three Bedroom Apartment rental is at Vista Lake Ned and starts from $1,573.
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
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.
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.