Cheap Apartments for Rent in the Osprey Pointe Neighborhood of Winter Haven, FL from $675 (14 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Osprey Pointe area of Winter Haven.

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Prose Cypress Pointe
Rent Specials
$1,299 - $1,649

Total Monthly Price

Base Rent$1,299 - $1,649

Total Monthly Price$1,299 - $1,649
1 to 2 Bedroom Apartments Available Now

Prose Cypress Pointe

3110 Gowan DrWinter Haven, FL 33884
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Halcyon Apartments
Studio to 3 Bedroom Apartments

Halcyon Apartments

2237 9th St SEWinter Haven, FL 33880
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218 Florida Ave
Studio Apartments

218 Florida Ave

218 Florida AveDundee, FL 33838

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Osprey Pointe, Winter Haven, FL Local Guide

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. The Arbours at Garden Grove has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,251. Here are the most affordable Osprey Pointe apartments for rent in Lakeland, FL:

Apartment ListingModel NameBed/BathPriced From
218 Florida Ave0 Beds, 1 BathsStudio, 1BA$995
The Arbours at Garden GroveOne Bedroom/One Bath1BR, 1BA$1,251
Della Vita ApartmentsTwo Bed 1 Bath2BR, 1BA$1,265
The Waverly at Winter HavenA21BR, 1BA$1,269
Prose Cypress PointeA11BR, 1BA$1,299

Best Value Apartments for Rent in Osprey Pointe, FL

As of September 22, 2026 the best value apartment in the Osprey Pointe area is the $1.41 price per square foot Berkeley Model at The Carlton at Lake Dexter in the Cypress Grove neighborhood starting from $1,397. The second greatest value Osprey Pointe apartment is the 2x1 Model at Vista Lake Ned in the Cypress Grove neighborhood starting at $1,417 with a $1.45 price per square foot. Here is today’s list of the best values for Osprey Pointe apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
The Carlton at Lake DexterBerkeley1BR, 1BA$1.41
Vista Lake Ned2x12BR, 1BA$1.45
The Arbours at Garden GroveOne Bedroom/One Bath1BR, 1BA$1.41
Della Vita ApartmentsTwo Bed 1 Bath2BR, 1BA$1.45
Prose Cypress PointeA11BR, 1BA$1.56
Alera at Hunters GlenA41BR, 1BA$2.28
The Waverly at Winter HavenA31BR, 1BA$2.32
448 Avenue A NE, Unit Cozy Cottage448 Avenue A NE1BR, 1BA$2.46
Carlton Arms Of Winter HavenEfficiency DownstairsStudio, 1BA$1.96
218 Florida Ave0 Beds, 1 BathsStudio, 1BA$3.69

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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Navigating the Rental Market: Tips for First-Time Renters

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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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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 $1,251 at The Arbours at Garden Grove.

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 $1,265 at Della Vita Apartments.

What is the most affordable Osprey Pointe Three Bedroom Apartment?

The best deal on a cheap Osprey Pointe Three Bedroom Apartment rental is at Carlton Arms Of Winter Haven and starts from $1,678.

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

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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.

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How Commercial-to-Residential Property Conversions Help the Housing Crisis

Written by: Robin Stewart

Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.