1855 Eastbrook Blvd
Winter ParkFL32792
Homes for Rent in Winter Park, FL Under $2,000 (141 Rentals) Page 2 of 3
400 E Colonial Dr, Unit 408
400 E Colonial Dr
OrlandoFL32803
821 Mulberry St, Unit D
821 Mulberry St
MaitlandFL32751
1225 E Livingston St
OrlandoFL32803
205 E New Hampshire St
OrlandoFL32804
5730 Oleander Dr
OrlandoFL32807
101 Samuel St
OrlandoFL32810
1517 Harwood St
OrlandoFL32803
470 Sunnyview Cir
OrlandoFL32810
1708 Garvin St
OrlandoFL32803
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara
1607 Dauphin Ln
OrlandoFL32803
1427 Asher Ln
OrlandoFL32803
2934 Plaza Terrace Dr
OrlandoFL32803
3011 Legacy Villas Dr
MaitlandFL32751
2808 Plaza Terrace Dr
OrlandoFL32803
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$1,8501 Bedroom Apartments Available Now
1027 Juel St
1027 Juel StOrlando, FL 32814
488 W Par St
OrlandoFL32804
2406 Musselwhite Ave
OrlandoFL32804
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$1,799Studio Apartments Available Now
1776 Pembrook Dr
1776 Pembrook DrOrlando, FL 32810
2935 Embassy Ct
CasselberryFL32707
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
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$1,7861 Bedroom Apartments Available Now
110 Zora Pl, Unit 6-209
110 Zora PlLockhart, FL 32810
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$1,7861 Bedroom Apartments Available Sep 30
110 Zora Pl, Unit 3-206
110 Zora PlLockhart, FL 32810
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$1,7781 Bedroom Apartments Available Oct 31
110 Zora Pl, Unit 5-205
110 Zora PlLockhart, FL 32810
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$1,7771 Bedroom Apartments Available Nov 19
110 Zora Pl, Unit 5-312
110 Zora PlLockhart, FL 32810
911 N Orange Ave, Unit 441
911 N Orange Ave
OrlandoFL32801
0000 Undisclosed
AlomaFL32792
110 N Mills Ave
OrlandoFL32801
13 E Winter Park St
OrlandoFL32804
3215 N Orange Ave
OrlandoFL32803
316 Georgetown Dr
CasselberryFL32707
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.
5039 Old Cheney Hwy
OrlandoFL32807
408 Banyon Tree Cir
MaitlandFL32751
807 Vassar St
OrlandoFL32804
1172 Calle Del Rey, Unit A
1172 Calle Del Rey
CasselberryFL32707
4521 Edgewater Dr
OrlandoFL32804
1420 Lake Shadow Cir
MaitlandFL32751
627 Shady Ln Dr
OrlandoFL32804
5301 Andrus Ave
OrlandoFL32810
108 E Hazel St
OrlandoFL32804
3100 E Jefferson St
OrlandoFL32803
4418 Eli St
OrlandoFL32804
4328 Edgewater Dr
OrlandoFL32804
5122 Old Cheney Hwy
OrlandoFL32807
1000 Lake of the Woods Blvd, Unit 201
1000 Lake of the Woods Blvd
Fern ParkFL32730
610 S Lake Formosa Dr
OrlandoFL32803
644 Kenwick Cir
CasselberryFL32707
119 Georgetown Dr, Unit 119 D Georgetown
119 Georgetown Dr
CasselberryFL32707
5222 2nd St
OrlandoFL32810
1160 Calle Del Norte
CasselberryFL32707
5306 Satel Dr
OrlandoFL32810
Showing Results 51-100, Page 2 of 3
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 | $1,821 | $1,175 | $2,750 |
| Winter Park 3 Bedroom Homes for Rent | $2,909 | $1,795 | $9,500 |
| Winter Park 4 Bedroom Homes for Rent | $3,627 | $2,100 | $7,995 |
| Winter Park 5 Bedroom Homes for Rent | $6,331 | $2,395 | $9,900 |
| Winter Park 6 Bedroom Homes for Rent | $10,000 | $10,000 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 313 Apartments for Rent in Winter Park, FL with pricing that ranges from $529 to $6,500. There are also 288 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $795 to $10,000.
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 $795 to $10,000 with an average monthly rent of $2,338.
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 $750 to $6,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,795 to $9,500. Four Bedroom Single-Family rentals are also available starting from $2,100 and Four Bedroom Apartments start at $1,844.
Expert Rental Resources
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.
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When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.
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