Florida
Homes for Sale in Winter Park
“Discover your next home in Winter Park”
153 listings
Avg $1,087,958
105 days avg
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Market Overview
Winter Park Real Estate at a Glance
Current market statistics for Winter Park, FL
153
Active Listings
$1.1M
Avg Price
$549K
Median Price
2,232
Avg Sqft
105
Avg Days
Price Range
From
$109,900
To
$12,500,000
Handpicked
Editor's Picks
Our curated selection of the finest winter park homes homes
Featured
More Winter Park Homes
Discover more properties that match this lifestyle
Single Family
$2.8M
1630 LASBURY AVENUE
Winter Park, FL
5 bd5 ba4,917
Single Family
$850K
1287 VERDANT GLADE PLACE
Winter Park, FL
4 bd4 ba3,020
Single Family
$445K
2052 LEANNE COURT
Winter Park, FL
4 bd2 ba2,264
Townhouse
$249K
7470 CANFORD COURT
Winter Park, FL
3 bd3 ba1,580
Single Family
$3.9M
1782 PINE AVENUE
Winter Park, FL
5 bd7 ba4,782
Single Family
$700K
3114 HEARTLEAF PLACE
Winter Park, FL
4 bd3 ba2,702
Single Family
$500K
4190 BEAR GULLY ROAD
Winter Park, FL
4 bd3 ba2,058
Condo
$250K
7484 CANFORD COURT
Winter Park, FL
3 bd3 ba1,578
Browse
Homes for Sale in Winter Park
Every active listing in Winter Park, browsable page by page.
Single Family
$2.3M
240 N PHELPS AVENUE
Winter Park, FL
5 bd5 ba2,889
Single Family
$470K
1521 CAVENDISH RD
Winter Park, FL
2 bd1 ba1,036
Single Family
$470K
1511 GLADIOLAS DRIVE
Winter Park, FL
4 bd2 ba1,594
Single Family
$475K
3641 OAK VISTA LANE
Winter Park, FL
3 bd2 ba1,645
Single Family
$2.2M
2032 KIMBRACE PLACE
Winter Park, FL
5 bd4 ba3,382
Single Family
$495K
5340 N LAKE BURKETT LANE
Winter Park, FL
3 bd2 ba1,746
Single Family
$735K
2831 MULFORD AVENUE
Winter Park, FL
4 bd3 ba1,647
Single Family
$535K
528 SAINT DUNSTAN WAY
Winter Park, FL
3 bd2 ba1,656
Single Family
$629K
685 OVERSPIN DRIVE
Winter Park, FL
3 bd3 ba2,112
Condo
$1.3M
1600 ALABAMA DRIVE
Winter Park, FL
2 bd2 ba1,574
Single Family
$509K
641 W LYMAN AVENUE
Winter Park, FL
3 bd2 ba1,120
Single Family
$338K
2006 CORNELL AVENUE
Winter Park, FL
2 bd1 ba797
Condo
$185K
4798 TANGERINE AVENUE
Winter Park, FL
2 bd2 ba1,058
Single Family
$2.2M
525 S LAKEMONT AVENUE
Winter Park, FL
4 bd4 ba3,330
Single Family
$500K
2054 EASTBROOK BOULEVARD
Winter Park, FL
4 bd3 ba2,031
Single Family
$519K
1944 NATALEN ROAD
Winter Park, FL
3 bd2 ba1,380
Single Family
$759K
2157 LAKE DRIVE
Winter Park, FL
3 bd3 ba2,633
Single Family
$6M
1571 WOODLAND AVENUE
Winter Park, FL
5 bd8 ba7,397
Single Family
$485K
1320 GLADIOLAS DR
Winter Park, FL
4 bd2 ba1,624
Single Family
$495K
2803 BANCHORY ROAD
Winter Park, FL
4 bd2 ba1,596
Single Family
$500K
1850 ASTER DRIVE
Winter Park, FL
4 bd3 ba1,656
Single Family
$675K
840 W CANTON AVENUE
Winter Park, FL
3 bd2 ba1,370
Single Family
$2M
723 SYMONDS AVENUE
Winter Park, FL
4 bd4 ba3,065
Single Family
$500K
1850 Aster Drive
Winter Park, FL
4 bd3 ba1,656
Single Family
$675K
1946 STRATHAVEN ROAD
Winter Park, FL
4 bd2 ba2,102
Condo
$200K
2500 LEE ROAD
Winter Park, FL
2 bd1 ba851
Single Family
$1.1M
1120 WISCONSIN AVENUE
Winter Park, FL
3 bd4 ba2,213
Single Family
$865K
338 BLUE HERON DRIVE
Winter Park, FL
3 bd3 ba2,017
Single Family
$699K
1009 LAKE BELL DRIVE
Winter Park, FL
3 bd2 ba1,467
Single Family
$579K
333 CORNWALL ROAD
Winter Park, FL
4 bd2 ba1,660
Single Family
$1.2M
1448 LAKE FLORENCE WAY
Winter Park, FL
5 bd5 ba3,652
Land
$699K
1009 LAKE BELL DRIVE
Winter Park, FL
0 bd0 ba
Single Family
$729K
7740 LAKE DAWN DR
Winter Park, FL
5 bd3 ba2,495
Single Family
$789K
2418 EUSTON ROAD
Winter Park, FL
3 bd3 ba2,228
Townhouse
$425K
1995 CANNY COVE
Winter Park, FL
3 bd3 ba1,907
Single Family
$719K
2333 WESTMINSTER COURT
Winter Park, FL
4 bd2 ba1,877
Single Family
$430K
1914 BONANZA COURT
Winter Park, FL
3 bd2 ba1,727
Single Family
$6.9M
2661 Via Tuscany
Winter Park, FL
4 bd5 ba4,636
Condo
$395K
340 KILLARNEY BAY COURT
Winter Park, FL
2 bd3 ba1,428
Single Family
$719K
2215 WOODCREST DRIVE
Winter Park, FL
4 bd2 ba1,688
Single Family
$1.3M
2465 BANCHORY ROAD
Winter Park, FL
4 bd5 ba3,971
Single Family
$480K
1593 LAWNDALE CIRCLE
Winter Park, FL
3 bd3 ba1,808
Multi-Family
$289K
5806 MARBLE COURT
Winter Park, FL
2 bd2 ba1,140
Single Family
$2.5M
450 LAKEWOOD DRIVE
Winter Park, FL
5 bd6 ba4,572
Condo
$159K
3282 OAK LAKE PLACE
Winter Park, FL
2 bd2 ba990
Single Family
$2.8M
1630 LASBURY AVENUE
Winter Park, FL
5 bd5 ba4,917
Commercial
$545K
4947 N PALM AVENUE
Winter Park, FL
0 bd0 ba1,088
Single Family
$370K
3374 HAMLET LOOP
Winter Park, FL
3 bd3 ba1,397
Land
$849K
1780 BRYAN AVENUE
Winter Park, FL
0 bd0 ba
Single Family
$1.1M
1981 BLUE RIDGE ROAD
Winter Park, FL
4 bd2 ba2,750
Showing 1–50 of 155 · Page 1 of 4
About Winter Park Real Estate
Winter Park, Florida offers a diverse real estate market with 153 homes currently for sale. Whether you're looking for a starter home, family property, or luxury estate, Winter Park has options for every budget and lifestyle.
Average listing price: $1,087,958 · 153 homes available