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Winter Park Real Estate & Winter Park, FL Homes For Sale | Page 8

440 Homes
 
662 Trinidad Ct #662, Winter Park, FL 32792
  • $177,000
  • 1Bd
  • 1Ba
  • 759 Sq Ft
1124 N Pennsylvania Ave, Winter Park, FL 32789
  • $1,650,000
  • 3Bd
  • 3Ba
  • 2,254 Sq Ft
5415 N Lake Burkett Ln, Winter Park, FL 32792
  • $435,000
  • 3Bd
  • 3Ba
  • 2,027 Sq Ft
2141 Lake Dr, Winter Park, FL 32789
  • $569,900
  • 3Bd
  • 2Ba
  • 1,824 Sq Ft
3462 Seagrape Dr, Winter Park, FL 32792
  • $225,000
  • 3Bd
  • 1Ba
  • 1,227 Sq Ft
200 St Andrews Blvd #906, Winter Park, FL 32792
  • $175,000
  • 1Bd
  • 1Ba
  • 727 Sq Ft
257 Lincolnshire Rd, Winter Park, FL 32792
  • $550,000
  • 3Bd
  • 2Ba
  • 1,610 Sq Ft
1900 Sunset Dr, Winter Park, FL 32789
  • $1,650,000
  • 4Bd
  • 4Ba
  • 2,754 Sq Ft
541 Virginia Dr, Winter Park, FL 32789
  • $5,695,000
  • 4Bd
  • 4Ba
  • 4,725 Sq Ft
2168 Ridge Dr, Winter Park, FL 32792
  • $359,900
  • 3Bd
  • 2Ba
  • 1,208 Sq Ft
1641 Hibiscus Ave, Winter Park, FL 32789
  • $1,725,000
  • 4Bd
  • 5Ba
  • 3,594 Sq Ft
1021 Princess Gate Blvd, Winter Park, FL 32792
  • $410,000
  • 3Bd
  • 2Ba
  • 1,318 Sq Ft
1401 Pelham Rd, Winter Park, FL 32789
  • $650,000
  • 3Bd
  • 2Ba
  • 1,594 Sq Ft
1735 Demetree Dr, Winter Park, FL 32789
  • $1,050,000
  • 4Bd
  • 3Ba
  • 2,787 Sq Ft
624 Dunraven Dr, Winter Park, FL 32792
  • $620,000
  • 3Bd
  • 2Ba
  • 1,762 Sq Ft
239 Orange Terrace Dr, Winter Park, FL 32789
  • $450,000
  • 4Bd
  • 3Ba
  • 1,866 Sq Ft
1458 Lone Feather Trl, Winter Park, FL 32792
  • $650,000
  • 4Bd
  • 3Ba
  • 1,770 Sq Ft
7536 Village Green Dr, Winter Park, FL 32792
  • $479,900
  • 3Bd
  • 2Ba
  • 1,647 Sq Ft
2640 Beverly Ave, Winter Park, FL 32789
  • $305,000
  • 3Bd
  • 1Ba
  • 1,216 Sq Ft
1740 Puritan Ave, Winter Park, FL 32792
  • $314,000
  • 3Bd
  • 2Ba
  • 1,229 Sq Ft
148 Oak Grove Rd, Winter Park, FL 32789
  • $320,000
  • 3Bd
  • 2Ba
  • 1,156 Sq Ft
2356 Shadowland Loop, Winter Park, FL 32792
  • $460,000
  • 3Bd
  • 3Ba
  • 2,076 Sq Ft
1399 Aloma Ave, Winter Park, FL 32789
  • $575,000
  • 0.19 Acre
1751 Glencoe Rd, Winter Park, FL 32789
  • $3,390,000
  • 5Bd
  • 7Ba
  • 4,520 Sq Ft
1931 Aster Dr, Winter Park, FL 32792
  • $575,000
  • 3Bd
  • 3Ba
  • 2,031 Sq Ft
1462 Siciliano Pt, Winter Park, FL 32792
  • $325,000
  • 3Bd
  • 3Ba
  • 1,628 Sq Ft
775 Mcintyre Ave #9, Winter Park, FL 32789
  • $849,999
  • 3Bd
  • 3Ba
  • 2,052 Sq Ft
510 Fitzwalter Dr, Winter Park, FL 32792
  • $530,000
  • 3Bd
  • 2Ba
  • 1,385 Sq Ft
304 Santiago Dr, Winter Park, FL 32789
  • $2,195,000
  • 5Bd
  • 5Ba
  • 4,213 Sq Ft
2052 Wood Thrush Ln, Winter Park, FL 32792
  • $900,000
  • 4Bd
  • 3Ba
  • 2,807 Sq Ft
200 Saint Andrews Blvd #3408, Winter Park, FL 32792
  • $170,000
  • 1Bd
  • 1Ba
  • 793 Sq Ft
170 Balfour Dr #1, Winter Park, FL 32792
  • $299,000
  • 2Bd
  • 2Ba
  • 1,032 Sq Ft
640 N Park Ave #3, Winter Park, FL 32789
  • $745,000
  • 2Bd
  • 2Ba
  • 897 Sq Ft
2139 Blossom Ln, Winter Park, FL 32789
  • $699,000
  • 0.46 Acre
870 N Phelps Ave, Winter Park, FL 32789
  • $850,000
  • 0.24 Acre
7348 Grand Ave, Winter Park, FL 32792
  • $255,000
  • 3Bd
  • 2Ba
  • 1,509 Sq Ft
7560 Aloma Pines Ct, Winter Park, FL 32792
  • $325,000
  • 3Bd
  • 3Ba
  • 1,866 Sq Ft
1257 Wading Waters Cir, Winter Park, FL 32792
  • $1,550,000
  • 6Bd
  • 5Ba
  • 5,239 Sq Ft
2136 Linden Rd, Winter Park, FL 32792
  • $365,000
  • 3Bd
  • 2Ba
  • 1,185 Sq Ft
3651 N Goldenrod Rd #C109, Winter Park, FL 32792
  • $165,000
  • 2Bd
  • 2Ba
  • 840 Sq Ft
2626 Ambergate Rd, Winter Park, FL 32792
  • $380,000
  • 3Bd
  • 1Ba
  • 1,143 Sq Ft
1922 Hammerlin Ave, Winter Park, FL 32789
  • $1,095,000
  • 3Bd
  • 3Ba
  • 1,873 Sq Ft
2349 Shadowland Loop, Winter Park, FL 32792
  • $425,000
  • 3Bd
  • 3Ba
  • 1,755 Sq Ft
3020 Antique Oaks Cir #129, Winter Park, FL 32792
  • $135,000
  • 2Bd
  • 2Ba
  • 1,018 Sq Ft
2211 King Richards Ct, Winter Park, FL 32792
  • $529,000
  • 4Bd
  • 2Ba
  • 1,845 Sq Ft
160 W Rockwood Way, Winter Park, FL 32789
  • $3,395,000
  • 5Bd
  • 6Ba
  • 4,015 Sq Ft
151 N Orlando Ave #118, Winter Park, FL 32789
  • $299,999
  • 2Bd
  • 1Ba
  • 710 Sq Ft
$297K
3718 N Goldenrod Rd, Winter Park, FL 32792
  • $499,000
  • 0.62 Acre
3071 George Mason Ave #5, Winter Park, FL 32792
  • $89,900
  • —Bd
  • 1Ba
  • 549 Sq Ft
$7.1K
1695 Lee Rd #C202, Winter Park, FL 32789
  • $205,000
  • 3Bd
  • 2Ba
  • 1,149 Sq Ft
$5K
351 - 400 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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