
Apartments for Rent in the Winter Park Neighborhood of Orlando, FL (222 Rentals) Page 3 of 5


2344 Woodcrest Dr

1814 Barker Dr

418 Gilbert Rd

2730 Prince John Rd

1671 Dale Ave

747 Maryland Ave

2918 Antique Oaks Cir

782 S Pennsylvania Ave

784 S Pennsylvania Ave

1119 S Pennsylvania Ave

1137 S Pennsylvania Ave

640 N Park Ave

350 Carolina Ave

667 Trinidad Ct

540 W Comstock Ave

614 St Johns Ct

1760 Alabama Dr

731 W Comstock Ave

2530 Passamonte Dr

925 Mead Ave

830 Carver St

151 N Orlando Ave

7004 Mills Rd

1000 S Semoran Blvd

3075 Aaron Burr Ave

7328 Swallow Run

3045 Aaron Burr Ave

7340 Swallow Run

7338 Swallow Run

3011 George Mason Ave

1220 Linda Ln

7425 Daniel Webster Dr

4800 Tangerine Ave

7454 Wynnewood Square

3651 N Goldenrod Rd

4968 Tangerine Ave

7542 Cranes Creek Ct

3651 Goldenrod Rd

7480 Azalea Cove Cir

625 Trinidad Ct, Unit 625

Winter Park Villas

Lake Killarney Condominiums

Lancelot At Winter Park

Laverne Apartments

519 Henkel Cor

Lake Virginia Condominiums

460 E Fairbanks Ave

Perle Du Lac Winter Park

Sutton Place South Apartments
Winter Park, Orlando, FL Local Guide

How much does it cost to rent an apartment in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park Studio Apartments | $1,724 | $1,000 | $2,685 |
| Winter Park 1 Bedroom Apartments | $1,840 | $695 | $3,743 |
| Winter Park 2 Bedroom Apartments | $2,187 | $956 | $5,113 |
| Winter Park 3 Bedroom Apartments | $2,993 | $1,082 | $5,073 |
| Winter Park 4 Bedroom Apartments | $3,938 | $3,938 | $3,938 |
Browse Apartments in this Neighborhood
There are currently 222 rentals with your search options within a 2 mile radius of the Winter Park Neighborhood of Orlando, FL.
See all Apartments in OrlandoExplore Orlando
Frequently Asked Questions about Winter Park
How much are Studio apartments in Winter Park?
There are currently 59 Studio Apartments in Winter Park with rent ranges from $1,000 to $2,685 with an average price of $1,724.
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 $695 to $3,743 with an average monthly rent of $1,840.
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 $2,187.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 67 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,082 to $5,073 - 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

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
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.
Articles, How-To's, and Tips

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.

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.

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.