CENTURY 21 Edge
← All of Winter Park

Winter Park homes $500K – $750K

53 active listings in Winter Park, Florida

640 N PARK AVENUE UNIT 3

$745,000

640 N PARK AVENUE UNIT 3, WINTER PARK

2 bd · 1.5 ba · 897 sqft

518 GILBERT ROAD

$649,000

518 GILBERT ROAD, WINTER PARK

3 bd · 2 ba · 1,573 sqft

112 BELL PLACE

$575,000

112 BELL PLACE, WINTER PARK

3 bd · 2 ba · 2,253 sqft

2067 POINCIANA ROAD

$560,000

2067 POINCIANA ROAD, WINTER PARK

4 bd · 2 ba · 2,352 sqft

510 FITZWALTER DRIVE

$530,000

510 FITZWALTER DRIVE, WINTER PARK

3 bd · 2 ba · 1,385 sqft

731 BONGART ROAD

$519,900

731 BONGART ROAD, WINTER PARK

4 bd · 3 ba · 1,842 sqft

2228 KING CHARLES COURT

$575,000

2228 KING CHARLES COURT, WINTER PARK

4 bd · 3 ba · 2,551 sqft

2322 WOODCREST DRIVE

$675,000

2322 WOODCREST DRIVE, WINTER PARK

4 bd · 2 ba · 1,650 sqft

266 N RANGER BOULEVARD

$724,900

266 N RANGER BOULEVARD, WINTER PARK

4 bd · 3 ba · 1,692 sqft

4260 BEAR GULLY ROAD

$599,000

4260 BEAR GULLY ROAD, WINTER PARK

4 bd · 3.5 ba · 2,322 sqft

1905 BONANZA CT

$520,000

1905 BONANZA CT, WINTER PARK

4 bd · 2 ba · 1,774 sqft

250 CAROLINA AVENUE UNIT 202

$699,000

250 CAROLINA AVENUE UNIT 202, WINTER PARK

3 bd · 2 ba · 1,450 sqft

5303 PINE LILY CIRCLE

$659,000

5303 PINE LILY CIRCLE, WINTER PARK

3 bd · 2 ba · 2,265 sqft

2215 WOODCREST DRIVE

$675,000

2215 WOODCREST DRIVE, WINTER PARK

4 bd · 2 ba · 1,688 sqft

274 N RANGER BOULEVARD

$659,900

274 N RANGER BOULEVARD, WINTER PARK

3 bd · 2 ba · 1,420 sqft

508 BRECHIN DRIVE

$629,000

508 BRECHIN DRIVE, WINTER PARK

3 bd · 2 ba · 1,783 sqft

2260 COLDSTREAM DRIVE

$675,000

2260 COLDSTREAM DRIVE, WINTER PARK

4 bd · 2 ba · 1,509 sqft

1287 VERDANT GLADE PLACE

$745,000

1287 VERDANT GLADE PLACE, WINTER PARK

4 bd · 3.5 ba · 3,020 sqft

4039 COOL WATER COURT

$739,777

4039 COOL WATER COURT, WINTER PARK

4 bd · 2 ba · 2,267 sqft

2211 KING RICHARDS COURT

$529,000

2211 KING RICHARDS COURT, WINTER PARK

4 bd · 2 ba · 1,845 sqft

1259 INDIANA AVENUE

$575,000

1259 INDIANA AVENUE, WINTER PARK

2 bd · 2.5 ba · 1,648 sqft

1850 BRYAN AVENUE

$725,000

1850 BRYAN AVENUE, WINTER PARK

3 bd · 2 ba · 1,563 sqft

1416 BORDER DRIVE

$620,000

1416 BORDER DRIVE, WINTER PARK

3 bd · 1 ba · 1,243 sqft

7525 LODGE POLE TRAIL

$575,000

7525 LODGE POLE TRAIL, WINTER PARK

4 bd · 2 ba · 1,936 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.

MLS® Disclaimers

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 October 11, 2026 at 5:15 AM UTC. The listing information on this page last changed on October 11, 2026 at 5:15 AM 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 October 11, 2026 at 5:15 AM 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: October 11, 2026 at 5:15 AM 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.