
Cheap Apartments for Rent in the Osprey Pointe Neighborhood of Winter Haven, FL from $600 (28 Rentals)
Search the lowest-cost Apartments available for rent right now in the Osprey Pointe area of Winter Haven.


Total Monthly Price
836 Lake Martha Dr NE, Unit B

Barrington Place At Winter Haven

514 Ave C NE

Della Vita Apartments

The Carlton at Lake Dexter

513 Ave J SE
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.

Total Monthly Price
Prose Cypress Pointe

150 El Dorado Blvd

5665 Struthers Ct

Vista Lake Ned

The Arbours at Garden Grove

1210 Ave Z SE

850 17th Terrace NE
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.

Tzadik Brandywyne

Brandywyne Apartment Homes

428 Ave E SE

1 Lamplight Ln

400 El Camino Dr

8305 Waterview Way

5667 Struthers Ct
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

1103 Cypress Gardens Blvd

8302 Waterview Way

1101 Eagle Pond Dr

111 Laura St

112 Laura St

Alera at Hunters Glen

218 Florida Ave
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.
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 | $985 | $959 | $1,021 |
| Osprey Pointe 1 Bedroom Apartments | $1,433 | $1,001 | $1,780 |
| Osprey Pointe 2 Bedroom Apartments | $1,748 | $1,150 | $2,040 |
| Osprey Pointe 3 Bedroom Apartments | $2,051 | $1,575 | $3,047 |
| Osprey Pointe 4 Bedroom Apartments | $3,220 | $2,050 | $4,391 |
Browse Apartments in this Neighborhood
There are currently 28 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 |
| Prose Cypress Pointe | A1 | 1BR,1BA | $1,299 |
| Vista Lake Ned | 1x1 | 1BR,1BA | $1,307 |
| The Arbours at Garden Grove | One Bedroom/One Bath | 1BR,1BA | $1,310 |
| The Carlton at Lake Dexter | Berkeley | 1BR,1BA | $1,397 |
| Carlton Arms Of Winter Haven | (C6-2) Upstairs | 2BR,2BA | $1,463 |
| The Waverly at Winter Haven | A2 | 1BR,1BA | $1,499 |
Best Value Apartments for Rent in Osprey Pointe, FL
As of July 28, 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 (C6A-2) Upstairs Model at Carlton Arms Of Winter Haven starting at $1,473 with a $1.28 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 | $1.13 |
| Carlton Arms Of Winter Haven | (C6A-2) Upstairs | 2BR,2BA | $1.28 |
| The Carlton at Lake Dexter | Berkeley | 1BR,1BA | $1.41 |
| The Arbours at Garden Grove | One Bedroom/One Bath | 1BR,1BA | $1.48 |
| Prose Cypress Pointe | A1 | 1BR,1BA | $1.56 |
| Alera at Hunters Glen | A4 | 1BR,1BA | $2.15 |
| Vista Lake Ned | 1x1 | 1BR,1BA | $1.72 |
| Della Vita Apartments | 1 Bed 1 Bath | 1BR,1BA | $1.55 |
| The Waverly at Winter Haven | A3 | 1BR,1BA | $2.32 |
| 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.
Read ArticleReal 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.
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.
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 $1,265 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 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

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.

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.

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.