
Homes for Rent in Winter Park Neighborhood of Orlando, FL (102 Rentals) Page 2 of 3


525 S Lakemont Ave

1917 Woodcrest Dr

1946 Strathaven Rd

1816 Mizell Ave

101 S Lakemont Ave

332 N Phelps Ave

690 Osceola Ave

1846 Barker Dr

2227 Howard Dr
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

200 St Andrews Blvd

2680 Fitzhugh Rd

2817 Eastern Pkwy

2831 Lion Heart Rd

1580 Oakhurst Ave

2952 De Brocy Way

2929 Antique Oaks Cir

758 Warrenton Rd

644 N Knowles Ave

115 Scottsdale Square
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.

628 Trinidad Ct

645 Huntington Ave

960 Georgia Ave

1096 Azalea Ln

316 Scottsdale Square

1250 S Denning Dr

830 Douglas Ave

936 Aragon Ave

1057 Minnesota Ave
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.

851 Miles Ave

1037 N Virginia Ave

850 W Canton Ave

1288 Michigan Ave

1000 S Semoran Blvd

3392 Bougainvillea Dr

1436 Tangerine Ct

3057 Aaron Burr Ave

3045 Aaron Burr Ave

7328 Forest Hill Ct

3267 Forest Oaks Ct

7337 Cedar Creek Ct

3007 George Mason Ave

7429 Daniel Webster Dr

7449 Wynnewood Square

7473 Belle River Ct

4968 Tangerine Ave

7542 Cranes Creek Ct

3651 N Goldenrod Rd

1841 Harland Park Dr

5846 Willow Leaf Ct
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.
Explore Orlando
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.