Apartments for Rent in the Winter Park Neighborhood of Orlando, FL (231 Rentals) Page 4 of 5

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519 Henkel Cor
Studio Apartments

519 Henkel Cor

519 Henkel CorWinter Park, FL 32789
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Villa Siena
Studio Apartments

Villa Siena

315 E New England AveWinter Park, FL 32789
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THE CLOISTERS
Studio Apartments

THE CLOISTERS

106 S Interlachen AveWinter Park, FL 32789
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THE CLOISTERS
Studio Apartments

THE CLOISTERS

100 S Interlachen AveWinter Park, FL 32789
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THE CLOISTERS
Studio Apartments

THE CLOISTERS

200 S Interlachen AveWinter Park, FL 32789
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The Landmark
Studio Apartments

The Landmark

140 E Morse BlvdWinter Park, FL 32789
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Golfside Villas
1 to 2 Bedroom Apartments

Golfside Villas

1000 S Semoran BlvdWinter Park, FL 32792
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Park West Condominiums
Studio Apartments

Park West Condominiums

200-300 Carolina AveWinter Park, FL 32789
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141 E Swoope Ave
Studio Apartments

141 E Swoope Ave

141 E Swoope AveWinter Park, FL 32789
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Penn Apartments
Studio Apartments

Penn Apartments

1147 S Pennsylvania AveWinter Park, FL 32789
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Parkview Village
1 to 2 Bedroom Apartments

Parkview Village

350 S Semoran BlvdWinter Park, FL 32792
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600 N Park Ave
1 Bedroom Apartments

600 N Park Ave

600 N Park AveWinter Park, FL 32789
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400 W Swoope Ave
2 Bedroom Apartments

400 W Swoope Ave

400 W Swoope AveWinter Park, FL 32789
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940 Mead
Studio Apartments

940 Mead

940 MeadWinter Park, FL 32789
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1101 Minnesota Ave
1 Bedroom Apartments

1101 Minnesota Ave

1101 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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1212 Jamajo Blvd
5 Bedroom Apartments

1212 Jamajo Blvd

1212 Jamajo BlvdOrlando, FL 32803
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935 Amber Rd
1 to 3 Bedroom Apartments

935 Amber Rd

935 Amber RdOrlando, FL 32807
Showing Results 151-200, Page 4 of 5

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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Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities

Written by: Darla Ferrara

When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.

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The Soul of the City Beautiful: What Life in Orlando Is Really Like

Written by: Darla Ferrara

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

Written by: Darla Ferrara

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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Your Guide to the Perfect Orlando Neighborhood for Student Renters

Written by: Darla Ferrara

There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.

Articles, How-To's, and Tips

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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.

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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.

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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.

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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.