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


Elon Winter Park

Seven41 Winter Park

Juno Winter Park

Paseo at Winter Park Village

Park East - Park Knowles Apartments

Berkshire Winter Park

Total Monthly Price
Westmount at Winter Park

The Lofts of Winter Park Village

Hannibal Square

Total Monthly Price
2333 Winter Park Rd, Unit Guest House

Total Monthly Price
955 Aragon Ave, Unit Apt A

Total Monthly Price
1250 S Denning Dr, Unit 127

Total Monthly Price
662 Callahan St, Unit SI ID1545989P

522 Holt Ave

Total Monthly Price
2007 Cornell Ave, Unit SI ID1032296P

955 Aragon Ave, Unit Apt A

1250 S Denning Dr

540 W Comstock Ave

853 W Lyman Ave

2866 Euston Rd

151 N Orlando Ave

438 Lakeview Ave

731 W Comstock Ave

937 Aragon Ave

540 W Comstock Ave

1830 Staunton Ave

1403 Michigan Ave

1618 Indiana Ave

640 N Park Ave

1261 Richmond Rd

660 Osceola Ave

825 Driver Ave

1603 Alabama Dr

2234 Howard Dr

Total Monthly Price
1627 Orange Ave

Total Monthly Price
1440 Michigan Ave

Total Monthly Price
2075 Jewell Ave

Total Monthly Price
2500 Lee Rd, Unit 244

Lake Killarney Condominiums

The Mondrian Winter Park

Chateaux du Lac

Browse Top Apartments in Winter Park
Explore Winter Park
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.







