
Homes for Rent in Winter Park, FL (337 Rentals) Page 6 of 7


5306 Satel Dr

1506 E Jefferson St

909 N Thornton Ave

1413 Woodward St

1384 Lake Baldwin Ln

1411 Woodward St

12 W Hazel St

42 E Princeton St

4425 Fairview Ave

832 N Hyer Ave

4435 Fairview Ave

1650 Crestwood Dr

737 Carlson Dr

776 Carew Ave

1004 Fleck Ave

727 W Fairbanks Ave

5465 Barton Dr

947 Morris Ave

2500 Harrison Ave

419 N Fern Creek Ave

5300 Locksley Ave

2113 Harrison Ave

1239 E Ridgewood St

400 E Colonial Dr

4113 Fairview Vista Point

1417 Belgrade Ave

1915 E Central Blvd

1537 Truman Rd

1523 E Concord St

1432 Lantry Ct

1826 Park Lake St

3511 Backspin Ln

40 E Princeton St

1410 Illinois St

1110 W Ivanhoe Blvd

1922 Canton St

224 Emory Pl

2216 Musselwhite Ave

1640 Salem Dr

1009 Alfred Dr

1221 Poinsettia Ave

1025 Hunter Ave

226 Harvard St

776 Eldridge St

101 S Glenwood Ave

1141 W Smith St

539 W Yale St

2627 Taft Ave

2697 E Washington St
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 | $1,945 | $1,290 | $5,000 |
| Winter Park 3 Bedroom Homes for Rent | $2,711 | $1,445 | $6,050 |
| Winter Park 4 Bedroom Homes for Rent | $4,015 | $1,950 | $10,000+ |
| Winter Park 5 Bedroom Homes for Rent | $9,316 | $2,450 | $10,000+ |
| Winter Park 6 Bedroom Homes for Rent | $4,869 | $2,989 | $6,750 |
Browse Top Homes for Rent in Winter Park
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Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 298 Apartments for Rent in Winter Park, FL with pricing that ranges from $900 to $7,090. There are also 328 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $750 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 $750 to $25,000 with an average monthly rent of $4,842.
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 $7,090, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,445 to $6,050. Four Bedroom Single-Family rentals are also available starting from $1,950 and Four Bedroom Apartments start at $3,150.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

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.

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.