111 Laura St
DundeeFL33838
Cheap Homes for Rent in the Osprey Pointe Neighborhood of Winter Haven, FL from $800 (14 Rentals)
Search the lowest-cost Homes available for rent right now in the Osprey Pointe area of Winter Haven.
428 Ave E SE
Winter HavenFL33880
2995 Cypress Gardens Rd
Winter HavenFL33884
400 El Camino Dr
Winter HavenFL33884
4320 Dundee Rd
Winter HavenFL33884
112 Laura St
DundeeFL33838
513 Ave J SE
Winter HavenFL33880
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
5667 Struthers Ct
Winter HavenFL33884
1103 Cypress Gardens Blvd
Winter HavenFL33884
8302 Waterview Way
Winter HavenFL33884
1101 Eagle Pond Dr
Winter HavenFL33884
5850 Cypress Gardens Blvd, Unit #607
5850 Cypress Gardens Blvd
Winter HavenFL33884
1100 Martinique Dr
Winter HavenFL33884
5850 Cypress Gardens Blvd
Winter HavenFL33884
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.
Showing Results 1-14, 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 | $1,512 | $1,200 | $1,875 |
| Osprey Pointe 3 Bedroom Homes for Rent | $2,061 | $1,500 | $4,500 |
| Osprey Pointe 4 Bedroom Homes for Rent | $4,226 | $1,790 | $10,000+ |
| Osprey Pointe 5 Bedroom Homes for Rent | $2,498 | $2,195 | $3,100 |
| Osprey Pointe 6 Bedroom Homes for Rent | $3,000 | $3,000 | $3,000 |
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 14 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 Studio unit found at 218 Florida Ave priced from $995. Carlton Arms Of Winter Haven has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,200. Here are the most affordable Osprey Pointe apartments for rent in Lakeland, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 218 Florida Ave | 0 Beds, 1 Baths | Studio,1BA | $995 |
| Carlton Arms Of Winter Haven | (B2) Upstairs | 1BR,1BA | $1,200 |
| The Arbours at Garden Grove | One Bedroom/One Bath | 1BR,1BA | $1,225 |
| Della Vita Apartments | Two Bed 1 Bath | 2BR,1BA | $1,265 |
| Prose Cypress Pointe | A1 | 1BR,1BA | $1,299 |
Best Value Apartments for Rent in Osprey Pointe, FL
As of August 08, 2026 the best value apartment in the Osprey Pointe area is the $1.13 price per square foot 690 Avenue C SE Model at 690 Avenue C SE, Unit 690 in the in the Graydon Hills neighborhood starting from $1,600. The second greatest value Osprey Pointe apartment is the B1 Model at Barrington Place At Winter Haven starting at $1,275 with a $1.29 price per square foot in the Graydon Hills 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. |
|---|---|---|---|
| 690 Avenue C SE, Unit 690 | 690 Avenue C SE | 3BR,2BA | $1.13 |
| Barrington Place At Winter Haven | B1 | 2BR,1.5BA | $1.29 |
| The Carlton at Lake Dexter | Berkeley | 1BR,1BA | $1.41 |
| Alera at Hunters Glen | B1 | 2BR,2BA | $1.82 |
| The Arbours at Garden Grove | One Bedroom/One Bath | 1BR,1BA | $1.38 |
| Della Vita Apartments | Two Bed 1 Bath | 2BR,1BA | $1.45 |
| Prose Cypress Pointe | A1 | 1BR,1BA | $1.56 |
| Vista Lake Ned | 1x1 | 1BR,1BA | $1.71 |
| Carlton Arms Of Winter Haven | (B2) Upstairs | 1BR,1BA | $1.64 |
| 836 Lake Martha Dr NE, Unit B | 836 Lake Martha Dr NE | 1BR,1BA | $1.83 |
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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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 Osprey Pointe
What type of rentals are currently available in Osprey Pointe?
There are currently 37 Apartments for Rent in Osprey Pointe, FL with pricing that ranges from $959 to $4,401. There are also 106 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osprey Pointe ranging from $850 to $50,000.
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 $850 to $50,000 with an average monthly rent of $2,362.
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 $1,500 to $3,077, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,500 to $4,500. Four Bedroom Single-Family rentals are also available starting from $1,790 and Four Bedroom Apartments start at $2,050.
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
Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.
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.