Apartments for Rent in the Downtown Winter Park Neighborhood of Winter Park, FL (76 Rentals) Page 2 of 2

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Chateaux du Lac
2 Bedroom Apartments

Chateaux du Lac

1500 Gay RdWinter Park, FL 32789
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Penn Apartments
Studio Apartments

Penn Apartments

1147 S Pennsylvania 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

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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1129 Minnesota Ave
3 Bedroom Apartments

1129 Minnesota Ave

1129 Minnesota AveWinter Park, FL 32789
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542 Shoreview Ave
2 Bedroom Apartments

542 Shoreview Ave

542 Shoreview AveWinter Park, FL 32789
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519 Henkel Cor
Studio Apartments

519 Henkel Cor

519 Henkel CorWinter 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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Gem Lake Apartments
1 to 3 Bedroom Apartments

Gem Lake Apartments

201 Monroe AveMaitland, FL 32751
  • Utilities Included
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1546 Minnesota Ave
2 Bedroom Apartments

1546 Minnesota Ave

1546 Minnesota AveWinter Park, FL 32789
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El Cortez Apartments
1 to 2 Bedroom Apartments

El Cortez Apartments

210 E Morse BlvdWinter Park, FL 32789
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Barbour House
Studio Apartments

Barbour House

544 N Knowles AveWinter Park, FL 32789
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Village Park Senior
1 to 3 Bedroom Apartments

Village Park Senior

550 W Denning DrWinter Park, FL 32789
Senior Living
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The Oaks
Studio to 2 Bedroom Apartments

The Oaks

700 N Denning DrWinter Park, FL 32789
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Plymouth Apartments
Studio to 1 Bedroom Apartments

Plymouth Apartments

1550 Gay RdWinter Park, FL 32789
Senior Living

Frequently Asked Questions about Downtown Winter Park

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

As of today, August 21, 2026, there are currently 76 available Downtown Winter Park apartments priced from $1,330 to $3,669, with an average monthly rent of $2,269.

How much are Studio apartments in Downtown Winter Park?

There are currently 17 Studio Apartments in Downtown Winter Park with rent ranges from $1,330 to $1,965 with an average price of $1,672.

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

Today's rental pricing for One Bedroom Apartments in Downtown Winter Park ranges from $1,400 to $2,500 with an average monthly rent of $1,963.

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

The monthly rent prices of Two Bedroom Apartments currently available in Downtown Winter Park range from $1,475 to $3,431. Today's average rental price for Two Bedrooms here is $2,608.

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.

Helpful Local Expert Guides

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Articles, How-To's, and Tips

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

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First Apartment Regrets: Real Renters Share What They'd Do Differently

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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.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

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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.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

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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.