
Luxury Apartments for Rent in Winter Park, FL (151 Rentals) Page 2 of 4
The most luxurious Apartments in Winter Park with high-end amenities, features, and finishes.


782 S Pennsylvania Ave

784 S Pennsylvania Ave

4571 Kawilla Crest Pl

2075 Jewell Ave

2234 Howard Dr

Azure Winter Park

Sovereignty at Winter Park Apartments

Sapphire Winter Park

The Grand Reserve at Maitland Park
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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Courtney At Lake Shadow

Steelhouse Orlando

Evergreen Mills 50

Citron at The Packing District

The Adeline

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Cortland Lake Howell

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Inscribe Apartments

The Cannery at The Packing District

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400 North

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The Ivy Residences at Health Village Apartment Homes
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Aurora on the Trail

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Audubon Park

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The Gallery at Mills Park

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Vida at Health Village

NORA Apartments

The Majestic at Downtown Baldwin Park

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The Village at Lake Lily

The Princeton at College Park

Infinity off Baldwin Park

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Enders Place at Baldwin Park
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

Luna at Lake Shadow

The Parker at Maitland Station Apartments

MAA Baldwin Park

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The Yard at Ivanhoe

Lake House

Bell Trelago

Village at Baldwin Park

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Baldwin Harbor

Maitland City Centre

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Gables Baldwin Park

Perla Gem Lake

Highland at Park Lake

Azul Baldwin Park

1337 Cumbie St

561 Hibiscus Rd

135 N Lakewood Cir

5027 Old Cheney Hwy

1639 Oakmont Ln

612 Stetson St

612 Stetson St
Winter Park, FL Local Guide

How much does it cost to rent an apartment in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park Luxury Studio Apartments | $1,597 | $900 | $2,635 |
| Winter Park Luxury 1 Bedroom Apartments | $1,807 | $250 | $3,458 |
| Winter Park Luxury 2 Bedroom Apartments | $2,187 | $645 | $4,251 |
| Winter Park Luxury 3 Bedroom Apartments | $2,861 | $750 | $6,606 |
| Winter Park Luxury 4 Bedroom Apartments | $2,244 | $1,844 | $3,688 |
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Frequently Asked Questions about Winter Park
How much are Studio apartments in Winter Park?
There are currently 91 Studio Apartments in Winter Park with rent ranges from $900 to $2,635 with an average price of $1,597.
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 $3,458 with an average monthly rent of $1,807.
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 $645 to $4,251. Today's average rental price for Two Bedrooms here is $2,187.
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 $750 to $6,606 - averaging $2,861 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

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.

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.

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.

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

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.

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.

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.

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.