Winter Park, FL Real Estate & Homes for Sale

40 of 548 results

155 FALLWOOD STREET
Active
$371,599
4 bd • 3 ba • 1,982 sq ft
155 FALLWOOD STREET
1210 FAIRWAY DR
Active
$549,000
3 bd • 2 ba • 2,304 sq ft
1210 FAIRWAY DR
1300 MAYFIELD AVENUE
Active
$2,850,000
5 bd • 6 ba • 6,196 sq ft
1300 MAYFIELD AVENUE
841 W SWOOPE AVENUE
Active
$499,000
2 bd • 1 ba • 1,396 sq ft
841 W SWOOPE AVENUE
2514 TUSCARORA TRAIL
Active
$779,000
4 bd • 3 ba • 3,279 sq ft
2514 TUSCARORA TRAIL
1500 GAY ROAD UNIT 24B
Active
$261,500
2 bd • 2 ba • 1,026 sq ft
1500 GAY ROAD UNIT 24B
2823 WRIGHT AVENUE
Active
$929,900
3 bd • 2 ba • 1,978 sq ft
2823 WRIGHT AVENUE
2211 OREGON STREET
Active
$469,500
2 bd • 1 ba • 1,291 sq ft
2211 OREGON STREET
310 CHEROKEE COURT UNIT F
Active
$174,900
2 bd • 2 ba • 1,161 sq ft
310 CHEROKEE COURT UNIT F
1735 FOSS AVENUE
Active
$3,295,000
5 bd • 6 ba • 7,391 sq ft
1735 FOSS AVENUE
Active
$495,000
1 bd • 2 ba • 1,149 sq ft
300 CAROLINA AVENUE UNIT 207
Active
$424,900
3 bd • 2 ba • 2,083 sq ft
1367 TIERRA CIRCLE
Active
$740,000
3 bd • 3 ba • 2,101 sq ft
418 GILBERT ROAD
Active
$560,000
3 bd • 4 ba • 2,856 sq ft
1250 FORMOSA AVENUE
Active
$610,000
3 bd • 3 ba • 2,640 sq ft
1132 HARDY AVENUE
Active
$1,399,900
4 bd • 4 ba • 3,777 sq ft
1540 MILLER AVENUE
Active
$450,000
2 bd • 1 ba • 1,100 sq ft
220 ALPINE DRIVE
Active
$139,990
2 bd • 1 ba • 881 sq ft
1695 LEE ROAD UNIT E103
Active
$139,950
1 bd • 1 ba • 411 sq ft
860 N ORANGE AVENUE UNIT 219
Active
$769,000
4 bd • 2 ba • 3,395 sq ft
101 MARINER WAY
Active
$599,000
4 bd • 4 ba • 3,552 sq ft
1161 CHARMING STREET
Active
$585,000
4 bd • 2 ba • 2,559 sq ft
2453 WORTHINGTON ROAD
Active
$1,640,000
4 bd • 4 ba • 4,020 sq ft
1570 PALMER AVENUE
Active
$725,000
4 bd • 2 ba • 1,571 sq ft
3605 CHELSEA STREET
Active
$415,000
3 bd • 4 ba • 2,491 sq ft
1994 KENASTON ROAD UNIT 1994
Active
$459,999
3 bd • 2 ba • 2,121 sq ft
405 LAKE FAIR LANE
Active
$1,449,900
4 bd • 4 ba • 3,620 sq ft
2505 AMHERST AVENUE
Active
$599,000
3 bd • 2 ba • 3,771 sq ft
1951 STAUNTON AVENUE
Active
$139,999
2 bd • 2 ba • 967 sq ft
926 LAKE DESTINY ROAD UNIT F
Active
$320,000
3 bd • 2 ba • 1,719 sq ft
2401 ANTILLES DRIVE
Active
$285,000
2 bd • 2 ba • 1,026 sq ft
1120 PORTLAND AVENUE UNIT 9
Active
$1,395,000
3 bd • 2 ba • 1,834 sq ft
106 S INTERLACHEN AVENUE UNIT 118
Active
$599,000
4 bd • 2 ba • 2,119 sq ft
800 N WESTMORELAND DRIVE
Active
$100,000
2 bd • 2 ba • 967 sq ft
954 LAKE DESTINY ROAD UNIT G
Active
$2,195,000
4 bd • 5 ba • 4,500 sq ft
1636 ELIZABETHS WALK
Active
$2,300,000
5 bd • 4 ba • 4,624 sq ft
800 JUANITA RAEL
Active
$1,695,000
4 bd • 4 ba • 5,386 sq ft
4416 TWINVIEW LANE
Active
$950,000
3 bd • 2 ba • 2,766 sq ft
250 CORTLAND AVENUE
Active
$215,000
3 bd • 2 ba • 1,344 sq ft
520 GEORGETOWN DRIVE
Active
$1,499,000
5 bd • 4 ba • 3,639 sq ft
1473 BERKSHIRE AVENUE
Page 1 of 14 (548 results)
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Lubbock Association of REALTORS®

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Greater El Paso Association of REALTORS®

The data relating to real estate for sale on this web site comes in part from the IDX Program of the Greater El Paso Association of REALTORS®. Real estate listings held by brokerage firms other than Zillow, Inc are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing brokers. Listing data is deemed reliable but not guaranteed. Copyright 2026 the Greater El Paso Association of REALTORS®, MLS Inc. All rights reserved.

Laredo Association of REALTORS®

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Central Texas MLS

Listing and property data is from an Internet Data Exchange (IDX) provided by the Central Texas MLS. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. Copyright 2026 Central Texas MLS, All Rights Reserved.

Greater Tyler Association of REALTORS®

IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed to be reliable but not guaranteed.

Odessa Board of REALTORS®

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ZIP Codes Near Winter Park

3273032715327013279432707327513278932792

Winter Park Area Overview

Population30,274
Median Household Income$105,724
Median Age44
Land Area8.77 sq mi
Water Area1.62 sq mi
Population Density3,452 / sq mi
Owner-Occupied Housing66.2%

Source: U.S. Census Bureau (ACS 5-year estimates)