
Homes for Rent in Winter Park Neighborhood of Orlando, FL (81 Rentals)


1719 Durock Ct

5303 High Park Ln

2892 Lincroft Ave

2851 Dorell Ave

1470 Lake Baldwin Ln

5401 Decatur St

2617 Marble Ave

2611 Marble Ave

2609 Marble Ave
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.

1419 Lake Baldwin Ln

1780 Carley Ct

5434 Decatur St

5366 Horton Ln

2916 Lake Shore Dr

5519 Lehigh Ave

5521 Lehigh Ave

922 Eldridge St

5214 Josephine St

4803 Roush Ave
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

1719 Durock Ct

1504 Minnesota St

1100 Delaney Ave

1423 Lake Highland Dr

1215 Lake Highland Dr

7200 Aloma Ave

1526 E Marks St

941 Pine Grove Ave

1406 Park Lake St

1407 Woodward St
How a Move-In Inspection Can Protect Your Security Deposit
Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.

7508 Carolyn Ave

7426 Golden Glenn Ct

7524 Marietta St

6761 Belmar Dr

7343 Azalea Cove Cir

5058 Seminole Ave, Unit Seminole Unit 4

504 St Dunstan Way

3065 George Mason Ave

4967 Magnolia Ave

7423 Antietam Ct E
Winter Park - One of the Best Affordable Neighborhoods in Orlando
Named as one of the Best Affordable Areas to rent in Orlando by our , Local Expert Darla F. See how it ranks!

525 S Lakemont Ave

424 Dunraven Dr

384 Perth Ln

1791 Goodrich Ave

690 Osceola Ave

2101 Edwin Blvd

200 St Andrews Blvd

2730 Prince John Rd

311 E Morse Blvd

2941 Antique Oaks Cir
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F
Winter Park, Orlando, 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 | $2,129 | $1,450 | $8,000 |
Winter Park 3 Bedroom Homes for Rent | $2,824 | $1,999 | $5,800 |
Winter Park 4 Bedroom Homes for Rent | $5,230 | $2,150 | $9,800 |
Winter Park 5 Bedroom Homes for Rent | $8,200 | $6,900 | $9,500 |
Browse Homes for Rent in this Neighborhood
There are currently 81 rentals with your search options within a 2 mile radius of the Winter Park Neighborhood of Orlando, FL.
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Winter Park, Orlando, FL Local Guide
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Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 125 Apartments for Rent in Winter Park, FL with pricing that ranges from $1,032 to $9,543. There are also 81 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $1,050 to $9,800.
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 $1,050 to $9,800 with an average monthly rent of $3,955.
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 $1,261 to $9,543, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,999 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,150 and Four Bedroom Apartments start at $3,936.
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.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.