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Winter Park Real Estate & Winter Park, FL Homes For Sale | Page 6

440 Homes
 
230 Killarney Dr, Winter Park, FL 32789
  • $1,150,000
  • 4Bd
  • 1Ba
  • 1,260 Sq Ft
$100K
240 Killarney Dr, Winter Park, FL 32789
  • $1,175,000
  • 3Bd
  • 3Ba
  • 1,329 Sq Ft
$100K
2526 Passamonte Dr #10F, Winter Park, FL 32792
  • $335,000
  • 3Bd
  • 3Ba
  • 1,790 Sq Ft
7450 Wynnewood Sq #189, Winter Park, FL 32792
  • $170,000
  • 2Bd
  • 3Ba
  • 1,031 Sq Ft
$15K
250 Killarney, Winter Park, FL 32789
  • $1,600,000
  • 4Bd
  • 4Ba
  • 2,568 Sq Ft
922 N Pennsylvania Ave, Winter Park, FL 32789
  • $1,795,000
  • 4Bd
  • 4Ba
  • 3,440 Sq Ft
$80K
1418 Lone Feather Trl, Winter Park, FL 32792
  • $699,500
  • 4Bd
  • 3Ba
  • 2,197 Sq Ft
$25.5K
462 W Lyman Ave, Winter Park, FL 32789
  • $1,450,000
  • 3Bd
  • 3Ba
  • 1,944 Sq Ft
$55K
1415 Grove Ter, Winter Park, FL 32789
  • $1,995,000
  • 0.54 Acre
$205K
777 Halifax Ave, Winter Park, FL 32792
  • $1,449,000
  • 5Bd
  • 5Ba
  • 3,109 Sq Ft
$51K
2450 Grand Teton Cir #2450, Winter Park, FL 32792
  • $250,000
  • 3Bd
  • 2Ba
  • 1,311 Sq Ft
$5K
5184 Lazy Oaks Dr, Winter Park, FL 32792
  • $268,000
  • 2Bd
  • 2Ba
  • 1,008 Sq Ft
$7K
2305 Sun Valley Cir Winter Park #FL 32792, Winter Park, FL 32792
  • $279,900
  • 2Bd
  • 2Ba
  • 1,295 Sq Ft
1000 S Semoran Blvd #408, Winter Park, FL 32792
  • $138,000
  • 1Bd
  • 1Ba
  • 776 Sq Ft
$10K
1000 S Semoran Blvd #404, Winter Park, FL 32792
  • $138,000
  • 1Bd
  • 1Ba
  • 776 Sq Ft
$10K
1000 S Semoran Blvd #306, Winter Park, FL 32792
  • $138,000
  • 1Bd
  • 1Ba
  • 796 Sq Ft
$10K
2228 Azalea Pl, Winter Park, FL 32789
  • $5,600,000
  • 5Bd
  • 6Ba
  • 5,152 Sq Ft
Open SUN 2-5
981 Aragon Ave, Winter Park, FL 32789
  • $474,999
  • 2Bd
  • 1Ba
  • 857 Sq Ft
$14K
3006 Northwood Blvd, Winter Park, FL 32789
  • $899,000
  • 4Bd
  • 3Ba
  • 2,075 Sq Ft
$26K
1003 Lake Bell Dr, Winter Park, FL 32789
  • $549,900
  • 3Bd
  • 2Ba
  • 1,837 Sq Ft
$30K
660 W Morse Blvd, Winter Park, FL 32789
  • $2,695,000
  • 3Bd
  • 4Ba
  • 3,286 Sq Ft
$105K
7488 Whisperwood Dr #28, Winter Park, FL 32792
  • $210,000
  • 2Bd
  • 3Ba
  • 1,578 Sq Ft
$11K
1564 Lawndale Cir, Winter Park, FL 32792
  • $424,900
  • 4Bd
  • 3Ba
  • 1,980 Sq Ft
$25.1K
2712 Tortoise Cv, Winter Park, FL 32792
  • $230,000
  • 2Bd
  • 1Ba
  • 924 Sq Ft
$5K
Jessica Court, Winter Park, FL 32789
  • $449,000
  • 0.14 Acre
1591 Cardinal Ct, Winter Park, FL 32789
  • $2,995,000
  • 5Bd
  • 3Ba
  • 3,523 Sq Ft
2015 Summerfield Rd, Winter Park, FL 32792
  • $1,250,000
  • 4Bd
  • 4Ba
  • 2,928 Sq Ft
$12.5K
1500 Gay Rd #3C, Winter Park, FL 32789
  • $235,000
  • 2Bd
  • 2Ba
  • 1,026 Sq Ft
$3K
512 W Swoope Ave, Winter Park, FL 32789
  • $1,375,000
  • 3Bd
  • 3Ba
  • 2,585 Sq Ft
$24K
101 S New York Ave #311, Winter Park, FL 32789
  • $1,775,000
  • 3Bd
  • 4Ba
  • 3,112 Sq Ft
$74.9K
1605 Puritan Ave, Winter Park, FL 32792
  • $374,000
  • 3Bd
  • 2Ba
  • 1,285 Sq Ft
$5K
2008 Houndslake Dr, Winter Park, FL 32792
  • $449,500
  • 4Bd
  • 2Ba
  • 2,250 Sq Ft
$20.5K
1316 Blue Stem Ln, Winter Park, FL 32792
  • $725,000
  • 4Bd
  • 3Ba
  • 2,196 Sq Ft
8433 Commander Cv, Winter Park, FL 32792
  • $455,000
  • 4Bd
  • 3Ba
  • 1,903 Sq Ft
$20K
1113 Via Del Mar, Winter Park, FL 32789
  • $1,595,000
  • 0.41 Acre
1535 Lawndale Cir, Winter Park, FL 32792
  • $415,000
  • 3Bd
  • 2Ba
  • 1,676 Sq Ft
$5K
240 N Phelps Ave, Winter Park, FL 32789
  • $1,999,900
  • 5Bd
  • 5Ba
  • 2,889 Sq Ft
Open SUN 12-2
231 Chelton Cir, Winter Park, FL 32789
  • $4,500,000
  • 4Bd
  • 7Ba
  • 5,550 Sq Ft
$200K
151 N Orlando Ave #142, Winter Park, FL 32789
  • $199,900
  • 1Bd
  • 1Ba
  • 582 Sq Ft
2500 Lee Rd #220, Winter Park, FL 32789
  • $199,900
  • 2Bd
  • 1Ba
  • 851 Sq Ft
1473 Berkshire Ave, Winter Park, FL 32789
  • $1,369,000
  • 5Bd
  • 4Ba
  • 2,446 Sq Ft
Open SUN 11-2
413 W Morse Blvd, Winter Park, FL 32789
  • $2,625,000
  • 3Bd
  • 4Ba
  • 3,048 Sq Ft
$70K
2240 Venetian Way, Winter Park, FL 32789
  • $3,500,000
  • 4Bd
  • 4Ba
  • 4,036 Sq Ft
5503 Albert Dr, Winter Park, FL 32792
  • $399,900
  • 3Bd
  • 2Ba
  • 1,366 Sq Ft
$90
1250 Formosa Ave, Winter Park, FL 32789
  • $535,000
  • 3Bd
  • 4Ba
  • 1,937 Sq Ft
$15K
715 S Ranger Blvd, Winter Park, FL 32792
  • $695,000
  • 4Bd
  • 3Ba
  • 2,312 Sq Ft
641 Northwood Cir, Winter Park, FL 32789
  • $1,425,000
  • 3Bd
  • 5Ba
  • 2,756 Sq Ft
Open SUN 2-4
1840 Aster Dr, Winter Park, FL 32792
  • $369,900
  • 3Bd
  • 2Ba
  • 1,666 Sq Ft
$5K
338 Blue Heron Dr, Winter Park, FL 32789
  • $836,000
  • 3Bd
  • 3Ba
  • 2,017 Sq Ft
$4K
1404 Border Dr, Winter Park, FL 32789
  • $998,000
  • 4Bd
  • 4Ba
  • 2,469 Sq Ft
$77K
251 - 300 of 440 Homes for sale in Winter Park, FL
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Winter Park, FL real estate market trends

Statistics as of November 2026
$575K
Avg. list price
$333/Sqft
Avg. price/sqft
430
Homes for sale
1,836 Sqft
Avg. home size
70 Days
Avg. days on market
Movoto makes it easy to track market trends in Winter Park, FL. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Winter Park, FL?
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