Apartments for Rent in the Cypress Grove Neighborhood of Winter Haven, FL (135 Rentals)

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Prose Cypress Pointe
Rent Specials
$1,299 - $1,699
Total Monthly Price

Total Monthly Price

Base Rent
$1,299 - $1,699
Total Monthly Price
$1,299 - $1,699
1 to 2 Bedroom Apartments Available Now

Prose Cypress Pointe

3110 Gowan DrWinter Haven, FL 33884
Affordability
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property at 6224 Botticella Blvd

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300
Total Monthly Price
$2,300

5 Bedroom, 2.5 Bath Home for Rent

Available Now

6224 Botticella Blvd

Winter HavenFL33884
property at 711 Avenue B NE

$1,685

Total Monthly Price

Total Monthly Price

Base Rent
$1,685
Total Monthly Price
$1,685

3 Bedroom, 2 Bath Home for Rent

Available Now

711 Avenue B NE

Winter HavenFL33881

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.

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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.

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Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

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property at 679 Ave G SE

$1,000 - $2,000

1 To 3 Bedroom Rentals

Available Now

679 Ave G SE

Winter HavenFL33880

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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Showing Results 1-50, Page 1 of 3

Cypress Grove, Winter Haven, FL Local Guide

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.

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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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Quick 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.

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Pet Friendly Lifestyle
Cypress Grove, Winter Haven, FL

Ranked #10

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

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Frequently Asked Questions about Cypress Grove

What is the current pricing and availability for apartments for rent in the Cypress Grove area of Winter Haven, FL?

As of today, August 26, 2026, there are currently 135 available Cypress Grove apartments priced from $945 to $2,984, with an average monthly rent of $1,666.

What is the current price range for One Bedroom Cypress Grove Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Cypress Grove ranges from $945 to $1,820 with an average monthly rent of $1,409.

What does renting a Two Bedroom Apartment in Cypress Grove cost?

The monthly rent prices of Two Bedroom Apartments currently available in Cypress Grove range from $1,265 to $2,060. Today's average rental price for Two Bedrooms here is $1,754.

How expensive are Cypress Grove Three Bedroom Apartments?

There are currently 10 Three Bedroom Apartments listings available in Cypress Grove on ApartmentHomeLiving.com. The pricing ranges from $1,600 to $2,984 - averaging $2,043 for the location.

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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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.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

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.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention article

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.