405 Georgetown Dr
CasselberryFL32707
Condos for Rent in Winter Park, FL (71 Rentals) Page 2 of 2
606 Georgetown Dr
CasselberryFL32707
536 Cascade Cir
CasselberryFL32707
518 Polaris Loop
CasselberryFL32707
633 Desoto Dr
CasselberryFL32707
111 Georgetown Dr
CasselberryFL32707
348 Georgetown Dr
CasselberryFL32707
5311 Davisson Ave
OrlandoFL32810
5523 Lehigh Ave
OrlandoFL32807
1245 Virginia Dr
OrlandoFL32803
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
617 N Hyer Ave
OrlandoFL32803
776 N Orange Ave
OrlandoFL32801
320 Lakeview St
OrlandoFL32804
400 E Colonial Dr
OrlandoFL32803
4113 Fairview Vista Point
OrlandoFL32804
1110 W Ivanhoe Blvd
OrlandoFL32804
2305 Edgewater Dr
OrlandoFL32804
2521 Caper Ln
MaitlandFL32751
110 Zora Pl
LockhartFL32810
110 Zora Pl
LockhartFL32810
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara
110 Zora Pl
LockhartFL32810
Winter Park, FL Local Guide
How much does it cost to rent a home in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park 2 Bedroom Homes for Rent | $1,917 | $875 | $4,850 |
| Winter Park 3 Bedroom Homes for Rent | $2,664 | $1,300 | $5,650 |
| Winter Park 4 Bedroom Homes for Rent | $5,115 | $2,165 | $10,000+ |
| Winter Park 5 Bedroom Homes for Rent | $10,130 | $2,450 | $10,000+ |
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Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 308 Apartments for Rent in Winter Park, FL with pricing that ranges from $850 to $7,111. There are also 335 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $800 to $25,000.
What is the current price range for Rental Homes in Winter Park?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Park ranges from $800 to $25,000 with an average monthly rent of $5,050.
How much are larger Three and Four Bedroom Rentals in Winter Park?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Park range from $1,099 to $7,111, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,300 to $5,650. Four Bedroom Single-Family rentals are also available starting from $2,165 and Four Bedroom Apartments start at $3,150.
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
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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
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.