Gavin Hatcher
← All of Winter Park

Winter Park homes $500K – $750K

47 active listings in Winter Park, Florida

2010 SUMMERFIELD ROAD

$594,500

2010 SUMMERFIELD ROAD, WINTER PARK

3 bd · 2 ba · 1,889 sqft

436 W SWOOPE AVENUE

$719,900

436 W SWOOPE AVENUE, WINTER PARK

4 bd · 3.5 ba · 2,602 sqft

786 MCINTYRE AVENUE

$625,000

786 MCINTYRE AVENUE, WINTER PARK

3 bd · 2.5 ba · 1,934 sqft

4353 STEED TERRACE

$614,990

4353 STEED TERRACE, WINTER PARK

4 bd · 2 ba · 2,275 sqft

1908 CYRIL COURT

$639,000

1908 CYRIL COURT, WINTER PARK

4 bd · 2.5 ba · 2,471 sqft

2803 RIDDLE DRIVE

$589,000

2803 RIDDLE DRIVE, WINTER PARK

3 bd · 2.5 ba · 1,637 sqft

1122 WASHINGTON AVENUE UNIT 7B

$575,000

1122 WASHINGTON AVENUE UNIT 7B, WINTER PARK

2 bd · 2.5 ba · 1,556 sqft

1622 ARBOR PARK DRIVE

$695,000

1622 ARBOR PARK DRIVE, WINTER PARK

3 bd · 1.5 ba · 1,351 sqft

1316 BLUE STEM LANE

$725,000

1316 BLUE STEM LANE, WINTER PARK

4 bd · 2.5 ba · 2,196 sqft

2087 LAURELWOOD WAY

$625,000

2087 LAURELWOOD WAY, WINTER PARK

4 bd · 2 ba · 1,920 sqft

1956 JAPONICA ROAD

$549,000

1956 JAPONICA ROAD, WINTER PARK

3 bd · 2 ba · 1,923 sqft

512 N LAKEMONT AVENUE

$500,000

512 N LAKEMONT AVENUE, WINTER PARK

3 bd · 2 ba · 1,413 sqft

2361 ROXBURY ROAD

$599,000

2361 ROXBURY ROAD, WINTER PARK

3 bd · 2 ba · 1,723 sqft

981 ARAGON AVENUE

$535,000

981 ARAGON AVENUE, WINTER PARK

2 bd · 1 ba · 857 sqft

1037 N VIRGINIA AVENUE

$649,000

1037 N VIRGINIA AVENUE, WINTER PARK

3 bd · 1 ba · 1,101 sqft

2054 EASTBROOK BOULEVARD

$500,000

2054 EASTBROOK BOULEVARD, WINTER PARK

4 bd · 3 ba · 2,031 sqft

1250 FORMOSA AVENUE

$560,000

1250 FORMOSA AVENUE, WINTER PARK

3 bd · 3.5 ba · 1,937 sqft

860 N DENNING DRIVE

$699,900

860 N DENNING DRIVE, WINTER PARK

3 bd · 2.5 ba · 1,411 sqft

2418 EUSTON ROAD

$671,111

2418 EUSTON ROAD, WINTER PARK

3 bd · 2.5 ba · 2,048 sqft

2008 HOUNDSLAKE DRIVE

$515,000

2008 HOUNDSLAKE DRIVE, WINTER PARK

4 bd · 2 ba · 2,250 sqft

528 SAINT DUNSTAN WAY

$524,990

528 SAINT DUNSTAN WAY, WINTER PARK

3 bd · 2 ba · 1,656 sqft

2215 WOODCREST DRIVE

$695,000

2215 WOODCREST DRIVE, WINTER PARK

4 bd · 2 ba · 1,688 sqft

333 CORNWALL ROAD

$579,000

333 CORNWALL ROAD, WINTER PARK

4 bd · 2 ba · 1,660 sqft

2831 MULFORD AVENUE

$715,000

2831 MULFORD AVENUE, WINTER PARK

4 bd · 2.5 ba · 1,647 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
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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 13, 2026 at 6:37 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.