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Homes for rent in Winter Park

70 active listings in Winter Park, Florida

4571 KAWILLA CREST PLACE

$5,950

4571 KAWILLA CREST PLACE, WINTER PARK

6 bd · 5 ba · 3,676 sqft

4059 WATERVIEW LOOP

$2,650

4059 WATERVIEW LOOP, WINTER PARK

3 bd · 2 ba · 1,647 sqft

1603 Alabama Dr # 0, Winter Park FL 32789

$2,400

1603 Alabama Dr # 0, Winter Park FL 32789, WINTER PARK

2 bd · 2 ba

2561 GALLIANO CIRCLE

$2,250

2561 GALLIANO CIRCLE, WINTER PARK

2 bd · 2.5 ba · 1,550 sqft

640 N PARK AVENUE UNIT 4

$2,200

640 N PARK AVENUE UNIT 4, WINTER PARK

1 bd · 1 ba · 673 sqft

3045 AARON BURR AVENUE UNIT 12D

$1,650

3045 AARON BURR AVENUE UNIT 12D, WINTER PARK

2 bd · 2 ba · 1,062 sqft

1695 LEE ROAD UNIT A103

$1,550

1695 LEE ROAD UNIT A103, WINTER PARK

2 bd · 1 ba · 881 sqft

1000 S SEMORAN BOULEVARD UNIT 715

$1,200

1000 S SEMORAN BOULEVARD UNIT 715, WINTER PARK

1 bd · 1 ba · 735 sqft

301 W COMSTOCK AVENUE

$6,000

301 W COMSTOCK AVENUE, WINTER PARK

2 bd · 2.5 ba · 1,500 sqft

784 S PENNSYLVANIA AVENUE

$5,500

784 S PENNSYLVANIA AVENUE, WINTER PARK

3 bd · 2.5 ba · 1,940 sqft

344 STARLING ROAD

$4,500

344 STARLING ROAD, WINTER PARK

3 bd · 3 ba · 1,345 sqft

508 DUNBLANE DRIVE

$2,900

508 DUNBLANE DRIVE, WINTER PARK

3 bd · 2 ba · 1,600 sqft

887 EASTBROOK BOULEVARD

$2,650

887 EASTBROOK BOULEVARD, WINTER PARK

4 bd · 2 ba · 1,701 sqft

521 OHIO STREET

$2,500

521 OHIO STREET, WINTER PARK

3 bd · 3 ba · 1,852 sqft

5418 ARDMORE DRIVE

$2,495

5418 ARDMORE DRIVE, WINTER PARK

3 bd · 2 ba · 1,560 sqft

150 KILLARNEY BAY COURT UNIT 5-5

$2,450

150 KILLARNEY BAY COURT UNIT 5-5, WINTER PARK

2 bd · 2 ba · 1,140 sqft

151 N ORLANDO AVENUE UNIT 207

$2,300

151 N ORLANDO AVENUE UNIT 207, WINTER PARK

2 bd · 1 ba · 710 sqft

151 N ORLANDO AVENUE UNIT 203

$2,200

151 N ORLANDO AVENUE UNIT 203, WINTER PARK

2 bd · 1 ba · 800 sqft

2013 LOCH BERRY ROAD

$1,997

2013 LOCH BERRY ROAD, WINTER PARK

1 bd · 1 ba · 650 sqft

3050 AUTUMN COURT

$1,995

3050 AUTUMN COURT, WINTER PARK

3 bd · 2 ba · 1,266 sqft

3374 CEDAR SPRINGS PLACE UNIT 155

$1,750

3374 CEDAR SPRINGS PLACE UNIT 155, WINTER PARK

2 bd · 2.5 ba · 1,031 sqft

7302 SWALLOW RUN UNIT 7302

$1,495

7302 SWALLOW RUN UNIT 7302, WINTER PARK

2 bd · 2 ba · 756 sqft

2942 ANTIQUE OAKS CIRCLE UNIT 88

$1,450

2942 ANTIQUE OAKS CIRCLE UNIT 88, WINTER PARK

1 bd · 1 ba · 749 sqft

3651 N GOLDENROD ROAD UNIT 110

$1,450

3651 N GOLDENROD ROAD UNIT 110, WINTER PARK

2 bd · 2 ba · 840 sqft

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.

CENTURY 21 Edge
© 2026 CENTURY 21® and the CENTURY 21 Logo are registered service marks owned by Century 21 Real Estate LLC. Sunseria Real Estate Group LLC d/b/a CENTURY 21 Edge fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with, or related to Century 21 Real Estate LLC nor any of its affiliated companies.

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Stellar MLS / MFRMLSCopyright © MFRMLS.com. All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated July 19, 2026 at 10:20 PM UTC. The listing information on this page last changed on July 19, 2026 at 10:20 PM UTC. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MFR MLS. Updated on July 19, 2026 at 10:20 PM UTC.

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Southeast Florida MLSCopyright Southeast Florida Multiple Listing Service © 2026. Accuracy of listing information is not guaranteed. Listing information is provided for personal consumer, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited, is a violation of the terms of use, and may violate federal and state law. Data Last Updated: July 19, 2026 at 10:20 PM UTC.

Space Coast AORThese listings are provided by the IDX Program of Brevard County, Florida. Real Estate listings held by brokerage firms other than CENTURY 21 Edge Central Florida are marked with the IDX Logo and detailed information about them includes the name of the listing brokers. IDX information is provided exclusively for consumers'' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed.

Beaches MLSAll information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer''s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.