Cheap Homes for Rent in Osprey Pointe Neighborhood of Winter Haven, FL from $900 (20 Rentals)

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

property at 115 8th St SE

115 8th St SE

Winter HavenFL33880

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.

Read Article
property at 645 7th St NE

645 7th St NE

Winter HavenFL33881

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.

Read Article
property at 211 Jane Ave

211 Jane Ave

DundeeFL33838

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 Article
Showing Results 1-20, Page 1 of 1

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 1 Bed unit found at 1 Lamplight Ln priced from $975. The Waverly at Winter Haven has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,338. Here are the most affordable Osprey Pointe apartments for rent in Lakeland, FL:

Apartment ListingModel NameBed/BathPriced From
1 Lamplight LnSunrise1BR,1BA$975
The Waverly at Winter HavenA21BR,1BA$1,338
Della Vita ApartmentsTwo Bed 1 Bath2BR,1BA$1,365
The Carlton at Lake DexterEssex1BR,1BA$1,450
Prose Cypress PointeA11BR,1BA$1,499

Best Value Apartments for Rent in Osprey Pointe, FL

As of September 08, 2025 the best value apartment in the Osprey Pointe area is the $1.59 price per square foot 2x1 Model at Vista Lake Ned in the in the Cypress Grove neighborhood starting from $1,547. The second greatest value Osprey Pointe apartment is the Two Bed 1 Bath Model at Della Vita Apartments starting at $1,365 with a $1.56 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 ListingModel NameBed/BathPrice Per Sq.Ft.
Vista Lake Ned2x12BR,1BA$1.59
Della Vita ApartmentsTwo Bed 1 Bath2BR,1BA$1.56
Prose Cypress PointeA11BR,1BA$1.80
1 Lamplight LnSunrise1BR,1BA$1.30
1 Lamplight Ln, Unit 4C1 Lamplight Ln1BR,1BA$1.39
The Waverly at Winter HavenA31BR,1BA$2.32
The Carlton at Lake DexterEssex1BR,1BA$2.32

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Pet Friendly Lifestyle
Osprey Pointe, Winter Haven, FL

Ranked #9

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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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 $700 to $2,215. There are also 123 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osprey Pointe ranging from $995 to $6,500.

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 $995 to $6,500 with an average monthly rent of $2,673.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

decorative image for The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

decorative image for Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting article

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

decorative image for Roommate Matching: Finding the Right Fit and Avoiding Pitfalls article

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.