1111 Cypress Gardens Blvd
Winter HavenFL33884
Cheap Apartments for Rent in the Osprey Pointe Neighborhood of Winter Haven, FL from $600 (36 Rentals)
Search the lowest-cost Apartments available for rent right now in the Osprey Pointe area of Winter Haven.
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$959 - $1,793Studio to 3 Bedroom Apartments Available Now
Carlton Arms Of Winter Haven
7676 Carlton Arms BlvdWinter Haven, FL 33884
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$1,055 - $1,5981 to 2 Bedroom Apartments Available Now
Barrington Place At Winter Haven
1101 Cambridge SqWinter Haven, FL 33880
514 Ave C NE
Winter HavenFL33881
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$1,160 - $1,5751 to 3 Bedroom Apartments Available Now
Della Vita Apartments
4200 Mahogany RunWinter Haven, FL 33884
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$1,185
Total Monthly Price
2 Bedroom Apartment Available NowTotal Monthly Price
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$1,185
Total Monthly Price
$1,185
501 Avenue L NE
501 Avenue L NEWinter Haven, FL 33881
3601 Cypress Gardens Rd
Winter HavenFL33884
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$1,219 - $2,4051 to 3 Bedroom Apartments Available Now
The Carlton at Lake Dexter
1015 Mahaffey RdWinter Haven, FL 33884
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$1,259 - $1,7151 to 3 Bedroom Apartments Available Now
Vista Lake Ned
4025 Lake Ned Village CirWinter Haven, FL 33884
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.
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$1,299 - $1,699
Total Monthly Price
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
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$1,299 - $1,699
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$1,299 - $1,699
Prose Cypress Pointe
3110 Gowan DrWinter Haven, FL 33884
150 El Dorado Blvd
Winter HavenFL33884
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$1,310 - $1,8251 to 3 Bedroom Apartments Available Now
The Arbours at Garden Grove
4900 Cypress Gardens RdWinter Haven, FL 33884
5663 Struthers Ct, Unit 5663 Struthers Ct, Winter Haven FL, 33837
5663 Struthers Ct
Winter HavenFL33884
5665 Struthers Ct
Winter HavenFL33884
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$1,375
Total Monthly Price
1 Bedroom Apartment Available NowTotal Monthly Price
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$1,375
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$1,375
448 Avenue A NE, Unit Cozy Cottage
448 Avenue A NEWinter Haven, FL 33881
5624 Struthers Ct
Winter HavenFL33884
23 Kinsmen Dr
Winter HavenFL33884
850 17th Terrace NE
Winter HavenFL33881
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.
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1 to 2 Bedroom Apartments
Tzadik Brandywyne
411 18th St SEWinter Haven, FL 33884
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1 to 2 Bedroom Apartments
Brandywyne Apartment Homes
473 18th St SEWinter Haven, FL 33884
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1 Bedroom Apartments
1 Lamplight Ln
1 Lamplight LnWinter Haven, FL 33884
400 El Camino Dr
Winter HavenFL33884
1103 Cypress Gardens Blvd
Winter HavenFL33884
100 El Camino Dr
Winter HavenFL33884
630 Pavare Ct
Winter HavenFL33884
630 Pavare Ct
Winter HavenFL33884
8305 Waterview Way
Winter HavenFL33884
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.
611 Ave G SE
Winter HavenFL33880
5667 Struthers Ct
Winter HavenFL33884
513 Ave J SE
Winter HavenFL33880
900 Ave Z SE
Winter HavenFL33880
1101 Eagle Pond Dr
Winter HavenFL33884
1202 Eagle Pond Dr
Winter HavenFL33884
508 Eagle Pond Dr
Winter HavenFL33884
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Rent Specials
$1,299 - $2,2401 to 3 Bedroom Apartments Available Now
Alera at Hunters Glen
3005 Willow Glen CirLake Wales, FL 33859
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Studio Apartments
218 Florida Ave
218 Florida AveDundee, FL 33838
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 1-36, Page 1 of 1
Osprey Pointe, Winter Haven, FL Local Guide
How much does it cost to rent an apartment in Osprey Pointe?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Osprey Pointe Studio Apartments | $948 | $800 | $1,021 |
| Osprey Pointe 1 Bedroom Apartments | $1,375 | $1,001 | $1,775 |
| Osprey Pointe 2 Bedroom Apartments | $1,648 | $1,150 | $2,040 |
| Osprey Pointe 3 Bedroom Apartments | $2,068 | $1,575 | $2,991 |
| Osprey Pointe 4 Bedroom Apartments | $3,094 | $2,050 | $4,933 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 36 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. 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 |
|---|---|---|---|
| 218 Florida Ave | 0 Beds, 1 Baths | Studio,1BA | $995 |
| Della Vita Apartments | 1 Bed 1 Bath | 1BR,1BA | $1,160 |
| Vista Lake Ned | 1x1 | 1BR,1BA | $1,259 |
| Barrington Place At Winter Haven | B1 | 2BR,1BA | $1,275 |
| Prose Cypress Pointe | A1 | 1BR,1BA | $1,299 |
| Alera at Hunters Glen | A2 | 1BR,1BA | $1,299 |
| The Arbours at Garden Grove | Two Bedrooms/Two Baths Reno | 2BR,2BA | $1,375 |
| The Carlton at Lake Dexter | Berkeley | 1BR,1BA | $1,397 |
Best Value Apartments for Rent in Osprey Pointe, FL
As of June 12, 2026 the best value apartment in the Osprey Pointe area is the $1.24 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 $1,750. The second greatest value Osprey Pointe apartment is the Two Bedrooms/Two Baths Reno Model at The Arbours at Garden Grove starting at $1,375 with a $1.24 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. |
|---|---|---|---|
| 690 Avenue C SE, Unit 690 | 690 Avenue C SE | 3BR,2BA | $1.24 |
| The Arbours at Garden Grove | Two Bedrooms/Two Baths Reno | 2BR,2BA | $1.24 |
| 501 Avenue L NE | 501 Avenue L NE | 2BR,1BA | $1.19 |
| 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 | $1.90 |
| Carlton Arms Of Winter Haven | (CC1-2) Upstairs | 2BR,2BA | $1.58 |
| Prose Cypress Pointe | A1 | 1BR,1BA | $1.56 |
| Vista Lake Ned | 1x1 | 1BR,1BA | $1.65 |
| Della Vita Apartments | 1 Bed 1 Bath | 1BR,1BA | $1.55 |
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 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 $1,160 at Della Vita Apartments.
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 Della Vita Apartments and starts from $1,575.
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
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.
Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.
Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.