Apartments near Windward Village in Winter Park, FL (144 Rentals)

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625 Trinidad Ct, Unit 625
Home for Rent
$1,650
Total Monthly Price

Total Monthly Price

Base Rent
$1,650
Total Monthly Price
$1,650
2 Bedroom, 2 Bath Condo for RentAvailable Now

625 Trinidad Ct, Unit 625

625 Trinidad CtWinter Park, FL 32792
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3463 Arnel Dr
Home for Rent
$2,950
Total Monthly Price

Total Monthly Price

Base Rent
$2,950
Total Monthly Price
$2,950
3 Bedroom, 2 Bath Home for RentAvailable Now

3463 Arnel Dr

3463 Arnel DrWinter Park, FL 32792
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Lazy Oaks
Studio Apartments

Lazy Oaks

5162 Lazy Oaks DrWinter Park, FL 32792
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Parkview Village
1 to 2 Bedroom Apartments

Parkview Village

350 S Semoran BlvdWinter Park, FL 32792
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519 Henkel Cor
Studio Apartments

519 Henkel Cor

519 Henkel CorWinter Park, FL 32789
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Sapphire Winter Park
1 to 3 Bedroom Apartments

Sapphire Winter Park

1743 Semoran North CirWinter Park, FL 32792
Corporate Housing
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Sorrento
Studio to 3 Bedroom Apartments

Sorrento

2400 Howell Branch RdWinter Park, FL 32792
Showing Results 51-100, Page 2 of 3

Frequently Asked Questions about Winter Park

How much are Studio apartments in Winter Park?

There are currently 89 Studio Apartments in Winter Park with rent ranges from $900 to $3,137 with an average price of $1,616.

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 $250 to $3,743 with an average monthly rent of $1,835.

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 $956 to $5,113. Today's average rental price for Two Bedrooms here is $2,197.

How expensive are Winter Park Three Bedroom Apartments?

There are currently 105 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,082 to $6,500 - averaging $2,866 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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An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent

Written by: Darla Ferrara

For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.

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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.

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

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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.

Articles, How-To's, and Tips

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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.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

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

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.