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Homes Under $1.9M Price For Sale in Winter Park, FL | Page 5

361 Homes
 
981 Aragon Ave, Winter Park, FL 32789
  • $489,000
  • 2Bd
  • 1Ba
  • 857 Sq Ft
$5.99K
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
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
2015 Summerfield Rd, Winter Park, FL 32792
  • $1,250,000
  • 4Bd
  • 4Ba
  • 3,024 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
  • $1,399,000
  • 3Bd
  • 3Ba
  • 2,585 Sq Ft
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
  • $470,000
  • 4Bd
  • 2Ba
  • 2,250 Sq Ft
$5K
437 N Capen Ave, Winter Park, FL 32789
  • $849,000
  • 3Bd
  • 3Ba
  • 1,904 Sq Ft
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
  • $420,000
  • 3Bd
  • 2Ba
  • 1,676 Sq Ft
$5K
1265 Arlington Pl, Winter Park, FL 32789
  • $774,900
  • 3Bd
  • 4Ba
  • 2,030 Sq Ft
$35.1K
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
$30K
2715 Prince John Rd, Winter Park, FL 32792
  • $494,900
  • 3Bd
  • 2Ba
  • 1,565 Sq Ft
$4K
2831 Mulford Ave, Winter Park, FL 32789
  • $695,000
  • 4Bd
  • 3Ba
  • 1,647 Sq Ft
$40K
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
Open TUE 12-2
2054 Eastbrook Blvd, Winter Park, FL 32792
  • $500,000
  • 4Bd
  • 3Ba
  • 2,031 Sq Ft
715 S Ranger Blvd, Winter Park, FL 32792
  • $695,000
  • 4Bd
  • 3Ba
  • 2,312 Sq Ft
641 Northwood Cir, Winter Park, FL 32789
  • $1,499,000
  • 3Bd
  • 5Ba
  • 2,756 Sq Ft
$41K
1840 Aster Dr, Winter Park, FL 32792
  • $374,900
  • 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
1320 Gladiolas Dr, Winter Park, FL 32792
  • $459,900
  • 4Bd
  • 2Ba
  • 1,624 Sq Ft
$10K
1448 Lake Florence Way, Winter Park, FL 32792
  • $1,049,900
  • 5Bd
  • 5Ba
  • 3,652 Sq Ft
$50K
1841 Lake Spier Dr, Winter Park, FL 32789
  • $1,498,000
  • 3Bd
  • 4Ba
  • 2,467 Sq Ft
$97K
193 Lewfield Cir, Winter Park, FL 32792
  • $248,900
  • 2Bd
  • 3Ba
  • 1,300 Sq Ft
7522 Aloma Pines Ct, Winter Park, FL 32792
  • $375,000
  • 3Bd
  • 3Ba
  • 1,872 Sq Ft
700 Melrose Ave #J24, Winter Park, FL 32789
  • $350,000
  • 1Bd
  • 1Ba
  • 987 Sq Ft
$20K
616 Brechin Dr, Winter Park, FL 32792
  • $999,000
  • 4Bd
  • 5Ba
  • 2,638 Sq Ft
$46K
300 Carolina Ave #402C, Winter Park, FL 32789
  • $650,000
  • 3Bd
  • 2Ba
  • 1,350 Sq Ft
$60K
2512 Eastbrook Blvd, Winter Park, FL 32792
  • $390,000
  • 4Bd
  • 2Ba
  • 1,607 Sq Ft
1995 Canny Cv, Winter Park, FL 32792
  • $399,000
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
$6K
408 Holt Ave, Winter Park, FL 32789
  • $745,000
  • 2Bd
  • 3Ba
  • 1,440 Sq Ft
7327 Forest Hill Ct #223, Winter Park, FL 32792
  • $175,000
  • 2Bd
  • 3Ba
  • 1,031 Sq Ft
$5K
1864 Grinnell Ter, Winter Park, FL 32789
  • $1,599,000
  • 5Bd
  • 4Ba
  • 3,028 Sq Ft
446 Melrose Ave, Winter Park, FL 32789
  • $1,495,000
  • 4Bd
  • 2Ba
  • 2,640 Sq Ft
$30K
726720 N Pennsylvania Ave, Winter Park, FL 32789
  • $999,000
  • 6Bd
  • 4Ba
  • 2,282 Sq Ft
$186K
1741 Westchester Ave, Winter Park, FL 32789
  • $524,900
  • 3Bd
  • 2Ba
  • 1,434 Sq Ft
$4.1K
7454 Wynnewood Sq #188, Winter Park, FL 32792
  • $229,000
  • 3Bd
  • 3Ba
  • 1,151 Sq Ft
102 Bell Pl, Winter Park, FL 32792
  • $1,299,000
  • 4Bd
  • 4Ba
  • 2,459 Sq Ft
$50K
201 - 250 of 361 Homes for sale in Winter Park, FL
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Winter Park, FL real estate market trends

Statistics as of October 2026
$599K
Avg. list price
$346/Sqft
Avg. price/sqft
445
Homes for sale
1,786 Sqft
Avg. home size
67 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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