Apartments for Rent in the Winter Park Gateway Center Neighborhood of Winter Park, FL (72 Rentals)

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property at 1250 S Denning Dr

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000
Total Monthly Price
$2,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

1250 S Denning Dr, Unit 127

1250 S Denning Dr
Winter ParkFL32789

Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

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property at 151 N Orlando Ave

$1,450 - $2,750

1 To 2 Bedroom Rentals

Available Now

151 N Orlando Ave

Winter ParkFL32789

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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property at 1695 Lee Rd

$1,400 - $1,745

1 To 3 Bedroom Rentals

Available Now

1695 Lee Rd

Winter ParkFL32789

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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property at 1627 Orange Ave

$2,750

Total Monthly Price

Total Monthly Price

Base Rent
$2,750
Total Monthly Price
$2,750

3 Bedroom, 2 Bath Home for Rent

Available Now

1627 Orange Ave

Winter ParkFL32789
property at 1440 Michigan Ave

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400
Total Monthly Price
$2,400

2 Bedroom, 2 Bath Home for Rent

Available Now

1440 Michigan Ave

Winter ParkFL32789
property at 2075 Jewell Ave

$6,600

Total Monthly Price

Total Monthly Price

Base Rent
$6,600
Total Monthly Price
$6,600

5 Bedroom, 4 Bath Home for Rent

Available Now

2075 Jewell Ave

Winter ParkFL32789
property at 2500 Lee Rd

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350
Total Monthly Price
$1,350

1 Bedroom, 1 Bath Condo for Rent

Available Now

2500 Lee Rd, Unit 244

2500 Lee Rd
Winter ParkFL32789
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542 Shoreview Ave
2 Bedroom Apartments

542 Shoreview Ave

542 Shoreview AveWinter Park, FL 32789
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Chateaux du Lac
2 Bedroom Apartments

Chateaux du Lac

1500 Gay RdWinter Park, FL 32789

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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1546 Minnesota Ave
2 Bedroom Apartments

1546 Minnesota Ave

1546 Minnesota AveWinter Park, FL 32789
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1516 Minnesota Ave
2 Bedroom Apartments

1516 Minnesota Ave

1516 Minnesota AveWinter Park, FL 32789
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1129 Minnesota Ave
3 Bedroom Apartments

1129 Minnesota Ave

1129 Minnesota AveWinter Park, FL 32789
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875 Miles Ave
2 Bedroom Apartments

875 Miles Ave

875 Miles AveWinter Park, FL 32789
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1101 Minnesota Ave
1 Bedroom Apartments

1101 Minnesota Ave

1101 Minnesota AveWinter Park, FL 32789

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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Winter Park Gateway Center, Winter Park, 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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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
Winter Park Gateway Center, Winter Park, FL

Ranked #6

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 Winter Park Gateway Center

What is the current pricing and availability for apartments for rent in the Winter Park Gateway Center area of Winter Park, FL?

As of today, July 27, 2026, there are currently 72 available Winter Park Gateway Center apartments priced from $1,355 to $4,782, with an average monthly rent of $2,171.

How much are Studio apartments in Winter Park Gateway Center?

There are currently 15 Studio Apartments in Winter Park Gateway Center with rent ranges from $1,355 to $2,515 with an average price of $1,769.

What is the current price range for One Bedroom Winter Park Gateway Center Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Winter Park Gateway Center ranges from $1,492 to $2,446 with an average monthly rent of $1,968.

What does renting a Two Bedroom Apartment in Winter Park Gateway Center cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winter Park Gateway Center range from $1,654 to $3,922. Today's average rental price for Two Bedrooms here is $2,493.

How expensive are Winter Park Gateway Center Three Bedroom Apartments?

There are currently 13 Three Bedroom Apartments listings available in Winter Park Gateway Center on ApartmentHomeLiving.com. The pricing ranges from $1,864 to $4,782 - averaging $2,959 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.

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