Homes for Rent in Winter Park Neighborhood of Orlando, FL (102 Rentals)

2148 Fresco Alley

5403 Decatur St

1725 Durock Ct

1811 Oregon St

7508 Carolyn Ave

7524 Marietta St

507 Beasley Ct
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2875 Dorell Ave

2835 Stanfield Ave

1854 Meeting Pl

3700 Corrine Dr

1516 Dove Dr

1563 Common Way Rd

5401 Decatur St

1467 Lake Baldwin Ln

5454 Decatur St

4701 Anson Ln
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

1308 Lake Baldwin Ln

3066 Plaza Terrace Dr

2962 Plaza Terrace Dr

1212 Jamajo Blvd

1056 Avila Ln

1027 Chichester St

1705 Virginia Dr

825 N Primrose Dr
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Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

1024 Manor Dr

1111 Hardy Ave

1504 Minnesota St

1110 Hardy Ave

2621 Illinois St

1911 Canton St

1233 Virginia Dr

1239 Virginia Dr

1036 Altaloma Ave

1215 Lake Highland Dr

1317 Weber St

909 N Thornton Ave
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 Ferrara. See how it ranks!

1411 Woodward St

2851 Dorell Ave

779 West Lyman Avenue

1253 Indiana Ave

7345 Daniel Webster Dr, Unit D

384 St Dunstan Way

630 N Lakemont Ave

2717 Amsden Rd

860 N Denning Dr

1305 Viburnum Ln

1381 Viburnum Ln
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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 | $1,940 | $1,450 | $3,500 |
Winter Park 3 Bedroom Homes for Rent | $3,020 | $1,935 | $6,000 |
Winter Park 4 Bedroom Homes for Rent | $4,543 | $2,749 | $7,495 |
Winter Park 5 Bedroom Homes for Rent | $6,200 | $3,750 | $8,650 |
Browse Homes for Rent in this Neighborhood
There are currently 102 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 127 Apartments for Rent in Winter Park, FL with pricing that ranges from $976 to $6,231. There are also 102 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $1,050 to $8,650.
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 $8,650 with an average monthly rent of $3,061.
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 $6,231, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,935 to $6,000. Four Bedroom Single-Family rentals are also available starting from $2,749 and Four Bedroom Apartments start at $3,060.
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.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.