
Apartments near Lakeside Crossing in Winter Park, FL (169 Rentals)


The Oxford at Winter Park

362 S Pennsylvania Ave

875 Miles Ave

1101 Minnesota Ave

1129 Minnesota Ave

470 W New England Ave

402 W Welbourne Ave

1500 Minnesota Ave

1516 Minnesota Ave

400 W Swoope Ave

The Crossing at Winter Park

1546 Minnesota Ave

The Crossing at Winter Park

720 N Pennsylvania Ave

Park West Condominiums

Douglas Grand at Winter Park

Winter Park Gardens

Penn Apartments

1136 S Pennsylvania Ave

Waterfall Cove at Winter Park

Mead Garden Condominiums

940 Mead

1757-1769 Indiana Ave

The Landmark

600 N Park Ave

The Verandas of Winter Park

141 E Swoope Ave

125 S Interlachen Ave

147 S Interlachen Ave

Whispering Waters

Casa Disena Apartments

THE CLOISTERS

Villa Siena

The Residences Winter Park

THE CLOISTERS

THE CLOISTERS

1858 Cornell Ave

Lakeside Manor Condominiums

Sutton Place South Apartments

Perle Du Lac Winter Park

460 E Fairbanks Ave

Lake Virginia Condominiums

519 Henkel Cor

Village Park Senior

Plymouth Apartments

Tranquil Terrace Apartments

The Oaks

Railroad Avenue Apartments

Calvary Tower

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Frequently Asked Questions about Winter Park
How much are Studio apartments in Winter Park?
There are currently 93 Studio Apartments in Winter Park with rent ranges from $900 to $2,847 with an average price of $1,625.
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 $3,409 with an average monthly rent of $1,810.
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 $5,966. Today's average rental price for Two Bedrooms here is $2,244.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 104 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $750 to $7,275 - averaging $2,775 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

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.

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.

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.

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

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
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.

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.