
Condos for Rent in Winter Park, FL (50 Rentals)


1000 S Semoran Blvd

3069 Aaron Burr Ave

261 Scottsdale Square

1695 Lee Rd

3035 George Mason Ave

2500 Lee Rd

169 Lewfield Cir

7340 Swallow Run

7268 Swallow Run
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

186 Scottsdale Square

4968 Tangerine Ave

1250 S Denning Dr

200 St Andrews Blvd

7474 Canford Ct

2463 Grand Teton Cir

1500 Gay Rd

151 N Orlando Ave

782 S Pennsylvania Ave

400 E Colonial Dr, Unit 701

4113 Fairview Vista Point, Unit 212

2520 Caper Ln, Unit 102

911 N Orange Ave, Unit 441

860 N Orange Ave, Unit 268

400 E Colonial Dr, Unit 408

400 E Colonial Dr, Unit Park Lake Towers #904

555 Flemming Way

1000 Lake of the Woods Blvd

408 Banyon Tree Cir

440 Banyon Tree Cir

1100 Lake Shadow Cir

2407 Branch Way

658 Kenwick Cir

1172 Calle Del Rey

654 Kenwick Cir

5311 Davisson Ave

32 N Primrose Dr

320 Lakeview St

2880 Plaza Terrace Dr

7200 Aloma Ave

911 N Orange Ave

860 N Orange Ave

35 E Winter Park St

1100 Delaney Ave

400 E Colonial Dr

488 W Par St

3148 Crown Jewel Ct

4113 Fairview Vista Point

492 W Par St

4177 N Orange Blossom Trl
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 | $1,912 | $850 | $3,500 |
Winter Park 3 Bedroom Homes for Rent | $2,722 | $1,750 | $6,000 |
Winter Park 4 Bedroom Homes for Rent | $4,555 | $2,175 | $10,000+ |
Winter Park 5 Bedroom Homes for Rent | $23,722 | $2,445 | $10,000+ |
Winter Park 6 Bedroom Homes for Rent | $11,000 | $10,000 | $10,000+ |
Browse Top Condos for Rent in Winter Park
Explore Winter Park
Winter Park, FL Local Guide
- Winter Park Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
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 304 Apartments for Rent in Winter Park, FL with pricing that ranges from $820 to $9,609. There are also 211 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $850 to $45,000.
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 $850 to $45,000 with an average monthly rent of $7,548.
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 $1,146 to $9,609, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,750 to $6,000. Four Bedroom Single-Family rentals are also available starting from $2,175 and Four Bedroom Apartments start at $2,414.
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 F
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.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.