Apartments for Rent in the Winter Park Neighborhood of Orlando, FL (231 Rentals) Page 5 of 5

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The Colonies
2 Bedroom Apartments

The Colonies

3065 George Mason AveOrlando, FL 32792
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The Fisher
1 to 2 Bedroom Apartments

The Fisher

2001 Glenridge WayWinter Park, FL 32792
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Westminster Baldwin Park
1 to 3 Bedroom Apartments

Westminster Baldwin Park

2653 Lake Baldwin LnOrlando, FL 32803
Senior Living
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Winter Park Oaks
1 to 3 Bedroom Apartments

Winter Park Oaks

325 Balfour DrWinter Park, FL 32792
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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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Azure Winter Park
Studio to 3 Bedroom Apartments

Azure Winter Park

3650 Summer Wind DrWinter Park, FL 32792
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Indigo Winter Park
1 to 2 Bedroom Apartments

Indigo Winter Park

220 S Semoran BlvdWinter Park, FL 32792
Corporate Housing
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1450 Meeting Pl
Studio Apartments

1450 Meeting Pl

1450 Meeting PlOrlando, FL 32814
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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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Citrus Gardens
1 Bedroom Apartments

Citrus Gardens

1200-1334 Citrus Gardens DrOrlando, FL 32807
Senior Living
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The Juliette
1 Bedroom Apartments

The Juliette

1225 Moselle AveOrlando, FL 32807
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On Baldwin Pond
2 Bedroom Apartments

On Baldwin Pond

829 Lowell BlvdOrlando, FL 32803
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Tuscany at Aloma
1 to 3 Bedroom Apartments

Tuscany at Aloma

6999 Aloma AveWinter Park, FL 32792
Senior Living
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Sun Bay Apartments
1 to 2 Bedroom Apartments

Sun Bay Apartments

7001 Aloma AveWinter Park, FL 32792
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1219 Oregon St
Studio Apartments

1219 Oregon St

1219 Oregon StOrlando, FL 32803
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Goldenrod Pointe
1 to 4 Bedroom Apartments

Goldenrod Pointe

5560 Solidago DrWinter Park, FL 32792
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1613 Illinois St
1 Bedroom Apartments

1613 Illinois St

1613 Illinois StOrlando, FL 32803
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Chapel Trace
1 to 3 Bedroom Apartments

Chapel Trace

562 Chapel Trace DrOrlando, FL 32807
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Frequently Asked Questions about Winter Park

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

As of today, July 31, 2026, there are currently 231 available Winter Park apartments priced from $740 to $6,955, with an average monthly rent of $2,150.

How much are Studio apartments in Winter Park?

There are currently 38 Studio Apartments in Winter Park with rent ranges from $1,000 to $2,790 with an average price of $1,754.

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

Today's rental pricing for One Bedroom Apartments in Winter Park ranges from $740 to $3,021 with an average monthly rent of $1,796.

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

The monthly rent prices of Two Bedroom Apartments currently available in Winter Park range from $1,141 to $5,755. Today's average rental price for Two Bedrooms here is $2,269.

How expensive are Winter Park Three Bedroom Apartments?

There are currently 48 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,307 to $6,955 - averaging $2,993 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.

Helpful Local Expert Guides

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When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.

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Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers

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When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.

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Articles, How-To's, and Tips

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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.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

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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.