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Winter Park Real Estate & Winter Park, FL Homes For Sale | Page 10

484 Homes
 
609 S Phelps Ave, Winter Park, FL 32789
  • $2,800,000
  • 5Bd
  • 5Ba
  • 4,018 Sq Ft
410 Saint Dunstan Way, Winter Park, FL 32792
  • $500,000
  • 3Bd
  • 2Ba
  • 1,512 Sq Ft
1421 Chapman Cir, Winter Park, FL 32789
  • $1,377,500
  • 4Bd
  • 4Ba
  • 3,578 Sq Ft
4798 Tangerine Ave #4798, Winter Park, FL 32792
  • $175,000
  • 2Bd
  • 2Ba
  • 1,058 Sq Ft
311 E Morse Blvd #6-12, Winter Park, FL 32789
  • $275,000
  • 1Bd
  • 1Ba
  • 570 Sq Ft
840 W Canton Ave, Winter Park, FL 32789
  • $649,900
  • 3Bd
  • 2Ba
  • 1,370 Sq Ft
2006 Cornell Ave, Winter Park, FL 32789
  • $328,000
  • 2Bd
  • 1Ba
  • 797 Sq Ft
1840 Aster Dr, Winter Park, FL 32792
  • $389,950
  • 3Bd
  • 2Ba
  • 1,667 Sq Ft
2157 Lake Dr, Winter Park, FL 32789
  • $689,000
  • 3Bd
  • 3Ba
  • 2,124 Sq Ft
1420 Magnolia Ave, Winter Park, FL 32789
  • $1,690,000
  • 4Bd
  • 4Ba
  • 3,174 Sq Ft
1120 Wisconsin Ave, Winter Park, FL 32789
  • $999,000
  • 3Bd
  • 4Ba
  • 2,213 Sq Ft
1821 Killarney Dr, Winter Park, FL 32789
  • $599,999
  • 0.38 Acre
1540 Florentino Ln, Winter Park, FL 32792
  • $315,000
  • 3Bd
  • 3Ba
  • 1,682 Sq Ft
2228 Howard Dr, Winter Park, FL 32789
  • $2,460,000
  • 4Bd
  • 4Ba
  • 3,294 Sq Ft
2482 Roxbury Rd, Winter Park, FL 32789
  • $375,000
  • 2Bd
  • 1Ba
  • 913 Sq Ft
311 E Morse Blvd #1-3, Winter Park, FL 32789
  • $1,825,000
  • 2Bd
  • 2Ba
  • 2,304 Sq Ft
440 Cambridge Blvd, Winter Park, FL 32789
  • $369,900
  • 2Bd
  • 1Ba
  • 988 Sq Ft
1438 Tierra Cir, Winter Park, FL 32792
  • $514,900
  • 3Bd
  • 2Ba
  • 1,627 Sq Ft
1695 Lee Rd #B210, Winter Park, FL 32789
  • $89,000
  • 1Bd
  • 1Ba
  • 638 Sq Ft
3371 River View Way #46, Winter Park, FL 32792
  • $205,000
  • 3Bd
  • 3Ba
  • 1,151 Sq Ft
106 S Interlachen Ave #518, Winter Park, FL 32789
  • $1,795,000
  • 3Bd
  • 2Ba
  • 1,807 Sq Ft
1261 Indiana Ave, Winter Park, FL 32789
  • $540,000
  • 3Bd
  • 3Ba
  • 1,660 Sq Ft
1741 Westchester Ave, Winter Park, FL 32789
  • $529,000
  • 3Bd
  • 2Ba
  • 1,434 Sq Ft
1807 Hammerlin Ave #G, Winter Park, FL 32789
  • $499,000
  • 3Bd
  • 3Ba
  • 1,818 Sq Ft
2560 Franklin Ave, Winter Park, FL 32789
  • $479,000
  • 4Bd
  • 2Ba
  • 1,514 Sq Ft
1500 Gay Rd #20D, Winter Park, FL 32789
  • $245,000
  • 2Bd
  • 2Ba
  • 1,026 Sq Ft
2412 Chantilly Ave, Winter Park, FL 32789
  • $2,394,500
  • 5Bd
  • 7Ba
  • 4,506 Sq Ft
630 Killarney Bay Ct #3, Winter Park, FL 32789
  • $475,000
  • 2Bd
  • 3Ba
  • 1,428 Sq Ft
2651 Cayman Way, Winter Park, FL 32792
  • $255,000
  • 2Bd
  • 2Ba
  • 1,020 Sq Ft
1885 Temple Dr, Winter Park, FL 32789
  • $2,195,000
  • 5Bd
  • 4Ba
  • 3,691 Sq Ft
770 W Webster Ave #REAR, Winter Park, FL 32789
  • $725,000
  • 0.34 Acre
770 W Webster Ave, Winter Park, FL 32789
  • $725,000
  • 4Bd
  • 2Ba
  • 1,008 Sq Ft
1150 Via Salerno, Winter Park, FL 32789
  • $3,750,000
  • 4Bd
  • 6Ba
  • 3,826 Sq Ft
632 Country Club Dr, Winter Park, FL 32789
  • $1,050,000
  • 3Bd
  • 2Ba
  • 2,342 Sq Ft
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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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Frequently Asked Questions about Winter Park, FL

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