1,127

Recently Sold Winter Park, FL Homes

Section Image
  • 3028 George Mason Ave Unit 7, Winter Park, FL 32792
    3028 George Mason Ave Unit 7, Winter Park, FL 32792
    /2

    $60,000 Sold Feb 19, 2026

    3028 George Mason Ave Unit 7, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,088 Sq Ft
    • Built 1974

    Last Sold Summary

    • 50% Above List Price
    • $55/SF
    • 87 Days On Market

    Last Listing Agent David Rollins FLORIDA REALTY INVESTMENTS

    3028 George Mason Ave Unit 7, Winter Park, FL 32792
  • 200 Saint Andrews Blvd Unit 1707, Winter Park, FL 32792
    200 Saint Andrews Blvd Unit 1707, Winter Park, FL 32792
    /2

    $205,000 Sold Dec 09, 2025

    200 Saint Andrews Blvd Unit 1707, Winter Park, FL 32792

    • 2 Beds
    • 1.5 Baths
    • 1,219 Sq Ft
    • Built 1970

    Last Sold Summary

    • 5% Below List Price
    • $168/SF
    • 14 Days On Market

    Current Estimated Value $204,593

    Last Listing Agent Tiffany Yates COMPASS FLORIDA LLC

    200 Saint Andrews Blvd Unit 1707, Winter Park, FL 32792
  • 6901 Jackman Blvd, Winter Park, FL 32792
    6901 Jackman Blvd, Winter Park, FL 32792
    /2

    $394,900 Sold Apr 22, 2025

    6901 Jackman Blvd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • Built 1978

    Last Sold Summary

    • 3% Below List Price
    • $330/SF
    • 17 Days On Market

    Current Estimated Value $381,650

    Last Listing Agent David Bollet REDFIN CORPORATION

    6901 Jackman Blvd, Winter Park, FL 32792
  • 1314 Canterbury Rd, Winter Park, FL 32789
    1314 Canterbury Rd, Winter Park, FL 32789
    /2

    $810,000 Sold Nov 26, 2025

    1314 Canterbury Rd, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,738 Sq Ft
    • Built 1950

    Last Sold Summary

    • $466/SF

    Current Estimated Value $795,300

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    1314 Canterbury Rd, Winter Park, FL 32789
  • 5047 Ferncrest Dr, Winter Park, FL 32792
    5047 Ferncrest Dr, Winter Park, FL 32792
    /2

    $325,000 Sold Mar 06, 2026

    5047 Ferncrest Dr, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,242 Sq Ft
    • Built 1969

    Last Sold Summary

    • 7% Below List Price
    • $262/SF
    • 67 Days On Market

    Current Estimated Value $345,503

    Last Listing Agent Wanda Perkins GLOBAL PROPERTIES SALES & MGMT

    5047 Ferncrest Dr, Winter Park, FL 32792
  • 181 N Phelps Ave, Winter Park, FL 32789
    181 N Phelps Ave, Winter Park, FL 32789
    /2

    $1,180,000 Sold May 01, 2025

    181 N Phelps Ave, Winter Park, FL 32789

    • 4 Beds
    • 4 Baths
    • 3,000 Sq Ft
    • Built 1948

    Last Sold Summary

    • 13% Below List Price
    • $393/SF
    • 43 Days On Market

    Current Estimated Value $1,267,241

    Last Listing Agent Iluska Kruse ORLANDO BROTHERS REAL ESTATE LLC

    181 N Phelps Ave, Winter Park, FL 32789
  • 131 Stefanik Rd, Winter Park, FL 32792
    131 Stefanik Rd, Winter Park, FL 32792
    /2

    $485,000 Sold Feb 03, 2026

    131 Stefanik Rd, Winter Park, FL 32792

    • 4 Beds
    • 4 Baths
    • 2,000 Sq Ft
    • Built 1980

    Last Sold Summary

    • 4% Above List Price
    • $242/SF
    • 154 Days On Market

    Last Listing Agent Thomas McNamara EXP REALTY LLC

    131 Stefanik Rd, Winter Park, FL 32792
  • 7446 Houston Ct E, Winter Park, FL 32792
    7446 Houston Ct E, Winter Park, FL 32792
    /2

    $449,999 Sold Aug 22, 2025

    7446 Houston Ct E, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,795 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Below List Price
    • $251/SF
    • 56 Days On Market

    Current Estimated Value $435,408

    Last Listing Agent Walter Taylor KELLER WILLIAMS REALTY AT THE PARKS

    7446 Houston Ct E, Winter Park, FL 32792
  • 1157 Valley Creek Run, Winter Park, FL 32792
    1157 Valley Creek Run, Winter Park, FL 32792
    /2

    $455,000 Sold Oct 03, 2025

    1157 Valley Creek Run, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,171 Sq Ft
    • Built 1995

    Last Sold Summary

    • 16% Below List Price
    • $210/SF
    • 133 Days On Market

    Current Estimated Value $461,697

    Last Listing Agent Roberta Shoopman CHARLES RUTENBERG REALTY ORLANDO

    1157 Valley Creek Run, Winter Park, FL 32792
  • 1050 Reading Ct, Winter Park, FL 32792
    1050 Reading Ct, Winter Park, FL 32792
    /2

    $349,000 Sold Aug 29, 2025

    1050 Reading Ct, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,637 Sq Ft
    • Built 1983

    Last Sold Summary

    • 8% Below List Price
    • $213/SF
    • 52 Days On Market

    Current Estimated Value $356,103

    Last Listing Agent Carmen Vazquez REALTY TECH INC

    1050 Reading Ct, Winter Park, FL 32792
  • 1690 Palm Ave, Winter Park, FL 32789
    1690 Palm Ave, Winter Park, FL 32789
    /2

    $2,495,000 Sold Jul 21, 2025

    1690 Palm Ave, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 3,967 Sq Ft
    • Built 2020

    Last Sold Summary

    • 12% Below List Price
    • $629/SF
    • 56 Days On Market

    Current Estimated Value $2,534,909

    Last Listing Agent Daniel Robinson HOUWZER INC

    1690 Palm Ave, Winter Park, FL 32789
  • 4887 Seminole Ave, Winter Park, FL 32792
    4887 Seminole Ave, Winter Park, FL 32792
    4887 Seminole Ave, Winter Park, FL 32792
    /52

    $480,000 Sold Jun 05, 2025

    4887 Seminole Ave, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 2,256 Sq Ft
    • Built 1954

    Last Sold Summary

    • 4% Below List Price
    • $213/SF
    • 28 Days On Market

    Current Estimated Value $482,722

    Last Listing Agent Timothy Oster CHARLES RUTENBERG REALTY ORLANDO

    4887 Seminole Ave, Winter Park, FL 32792
  • 1690 Oneco Ave, Winter Park, FL 32789
    1690 Oneco Ave, Winter Park, FL 32789
    /2

    $1,075,000 Sold Jul 31, 2025

    1690 Oneco Ave, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,703 Sq Ft
    • Built 1967

    Last Sold Summary

    • 10% Below List Price
    • $398/SF
    • 140 Days On Market

    Current Estimated Value $1,121,293

    Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY

    1690 Oneco Ave, Winter Park, FL 32789
  • 767 Baffie Ave, Winter Park, FL 32789
    767 Baffie Ave, Winter Park, FL 32789
    /2

    $411,250 Sold Mar 27, 2025

    767 Baffie Ave, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 1,132 Sq Ft
    • Built 1958

    Last Sold Summary

    • 3% Above List Price
    • $363/SF
    • 2 Days On Market

    Current Estimated Value $402,785

    Last Listing Agent Jeffrey Petch GECKO REALTY, INC

    767 Baffie Ave, Winter Park, FL 32789
  • 328 Lake Fair Ln, Winter Park, FL 32789
    328 Lake Fair Ln, Winter Park, FL 32789
    /2

    $430,000 Sold May 01, 2025

    328 Lake Fair Ln, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,485 Sq Ft
    • Built 1958

    Last Sold Summary

    • 1% Above List Price
    • $290/SF
    • 6 Days On Market

    Current Estimated Value $440,707

    Last Listing Agent Tom Langmann RE/MAX 200 REALTY

    328 Lake Fair Ln, Winter Park, FL 32789
  • 100 S Virginia Ave Unit 314, Winter Park, FL 32789
    100 S Virginia Ave Unit 314, Winter Park, FL 32789
    /2

    $1,129,000 Sold Dec 10, 2025

    100 S Virginia Ave Unit 314, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 2,615 Sq Ft
    • Built 2009

    Last Sold Summary

    • $432/SF
    • 4 Days On Market

    Current Estimated Value $1,126,567

    Last Listing Agent Julieta Knapp ACCUMARK PROPERTIES

    100 S Virginia Ave Unit 314, Winter Park, FL 32789
  • 300 Carolina Ave Unit 201, Winter Park, FL 32789
    300 Carolina Ave Unit 201, Winter Park, FL 32789
    /2

    $702,050 Sold Jan 23, 2026

    300 Carolina Ave Unit 201, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,305 Sq Ft
    • Built 1981

    Last Sold Summary

    • 5% Below List Price
    • $538/SF
    • 19 Days On Market

    Current Estimated Value $711,378

    Last Listing Agent Teri Webster LPT REALTY, LLC

    300 Carolina Ave Unit 201, Winter Park, FL 32789
  • 426 S Lakemont Ave, Winter Park, FL 32792
    426 S Lakemont Ave, Winter Park, FL 32792
    /2

    $510,000 Sold Sep 24, 2025

    426 S Lakemont Ave, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft
    • Built 1955

    Last Sold Summary

    • 10% Below List Price
    • $308/SF
    • 150 Days On Market

    Current Estimated Value $509,312

    Last Listing Agent Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

    426 S Lakemont Ave, Winter Park, FL 32792
  • 843 W Swoope Ave, Winter Park, FL 32789
    843 W Swoope Ave, Winter Park, FL 32789
    /2

    $610,000 Sold Aug 11, 2025

    843 W Swoope Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 1962

    Last Sold Summary

    • 10% Below List Price
    • $495/SF
    • 67 Days On Market

    Current Estimated Value $593,144

    Last Listing Agent Jean Chalifour COLDWELL BANKER REALTY

    843 W Swoope Ave, Winter Park, FL 32789
  • 7449 Restful St, Winter Park, FL 32792
    7449 Restful St, Winter Park, FL 32792
    /2

    $235,000 Sold Dec 11, 2025

    7449 Restful St, Winter Park, FL 32792

    • Land
    • 0.73 Acre
    • $321,918 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 30 Days On Market

    Current Estimated Value $231,123

    Last Listing Agent Ray Al-Malt EXP REALTY LLC

    7449 Restful St, Winter Park, FL 32792
  • 3651 N Goldenrod Rd Unit 107, Winter Park, FL 32792
    3651 N Goldenrod Rd Unit 107, Winter Park, FL 32792
    /2

    $155,000 Sold Aug 06, 2025

    3651 N Goldenrod Rd Unit 107, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • Built 1990

    Last Sold Summary

    • 28% Below List Price
    • $185/SF
    • 388 Days On Market

    Last Listing Agent Veronica Figueroa EXP REALTY LLC

    3651 N Goldenrod Rd Unit 107, Winter Park, FL 32792
  • 1712 Golfside Dr, Winter Park, FL 32792
    1712 Golfside Dr, Winter Park, FL 32792
    /2

    $750,000 Sold Jan 08, 2026

    1712 Golfside Dr, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,111 Sq Ft
    • Built 1979

    Last Sold Summary

    • $355/SF
    • 11 Days On Market

    Current Estimated Value $740,691

    Last Listing Agent Shawn McCormick ERA GRIZZARD REAL ESTATE

    1712 Golfside Dr, Winter Park, FL 32792
  • 2831 Lion Heart Rd, Winter Park, FL 32792
    2831 Lion Heart Rd, Winter Park, FL 32792
    /2

    $460,000 Sold Dec 05, 2025

    2831 Lion Heart Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,978 Sq Ft
    • Built 1963

    Last Sold Summary

    • 4% Below List Price
    • $233/SF
    • 35 Days On Market

    Current Estimated Value $464,361

    Last Listing Agent Joyce Tang JOY ESTATE ENTERPRISE INC

    2831 Lion Heart Rd, Winter Park, FL 32792
  • 5618 Winterbrook Way, Winter Park, FL 32792
    5618 Winterbrook Way, Winter Park, FL 32792
    /2

    $730,000 Sold Oct 07, 2025

    5618 Winterbrook Way, Winter Park, FL 32792

    • 5 Beds
    • 4 Baths
    • 2,866 Sq Ft
    • Built 2020

    Last Sold Summary

    • 14% Below List Price
    • $255/SF
    • 206 Days On Market

    Current Estimated Value $723,683

    Last Listing Agent Elizabeth Binder REDFIN CORPORATION

    5618 Winterbrook Way, Winter Park, FL 32792
  • 1660 Tremont Ln, Winter Park, FL 32792
    1660 Tremont Ln, Winter Park, FL 32792
    /2

    $450,000 Sold Oct 17, 2025

    1660 Tremont Ln, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 1,980 Sq Ft
    • Built 1986

    Last Sold Summary

    • $227/SF
    • 12 Days On Market

    Current Estimated Value $443,093

    Last Listing Agent Jason Howell REAL BROKER, LLC

    1660 Tremont Ln, Winter Park, FL 32792
  • 160 Moyses Rd, Winter Park, FL 32792
    160 Moyses Rd, Winter Park, FL 32792
    /2

    $780,000 Sold May 16, 2025

    160 Moyses Rd, Winter Park, FL 32792

    • 8 Beds
    • 8 Baths
    • 3,600 Sq Ft
    • Built 1979

    Last Sold Summary

    • $217/SF
    • 34 Days On Market

    Last Listing Agent Marybeth Brown FLORIDA ONE REAL ESTATE LLC

    160 Moyses Rd, Winter Park, FL 32792
  • 2065 Cocos Ln, Winter Park, FL 32792
    2065 Cocos Ln, Winter Park, FL 32792
    /2

    $357,500 Sold Nov 25, 2025

    2065 Cocos Ln, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft
    • Built 1966

    Last Sold Summary

    • 1% Below List Price
    • $247/SF
    • 3 Days On Market

    Current Estimated Value $354,144

    Last Listing Agent Stacey Mortensen KELLER WILLIAMS REALTY AT THE PARKS

    2065 Cocos Ln, Winter Park, FL 32792
  • 141 Lewfield Cir Unit 141, Winter Park, FL 32792
    141 Lewfield Cir Unit 141, Winter Park, FL 32792
    /2

    $160,000 Sold Oct 28, 2025

    141 Lewfield Cir Unit 141, Winter Park, FL 32792

    • 1 Bed
    • 1 Bath
    • 678 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Below List Price
    • $236/SF
    • 95 Days On Market

    Current Estimated Value $153,399

    Last Listing Agent Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

    141 Lewfield Cir Unit 141, Winter Park, FL 32792
  • 2008 Nottingdale Ln, Winter Park, FL 32792
    2008 Nottingdale Ln, Winter Park, FL 32792
    /2

    $365,000 Sold Sep 11, 2025

    2008 Nottingdale Ln, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,278 Sq Ft
    • Built 1980

    Last Sold Summary

    • $286/SF
    • 9 Days On Market

    Current Estimated Value $360,843

    Last Listing Agent Robert Bretz, PA EXP REALTY LLC

    2008 Nottingdale Ln, Winter Park, FL 32792
  • 2412 Middleton Ave, Winter Park, FL 32792
    2412 Middleton Ave, Winter Park, FL 32792
    /2

    $500,000 Sold Jan 26, 2026

    2412 Middleton Ave, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft
    • Built 1959

    Last Sold Summary

    • 19% Below List Price
    • $373/SF
    • 54 Days On Market

    Current Estimated Value $530,637

    Last Listing Agent Santiago Borrero REAL ESTATE INVESTMENTS BY BOR

    2412 Middleton Ave, Winter Park, FL 32792
  • 690 Williams Dr, Winter Park, FL 32789
    690 Williams Dr, Winter Park, FL 32789
    /2

    $1,770,000 Sold Sep 22, 2025

    690 Williams Dr, Winter Park, FL 32789

    • 3 Beds
    • 4 Baths
    • 3,121 Sq Ft
    • Built 1962

    Last Sold Summary

    • 2% Below List Price
    • $567/SF
    • 0 Days On Market

    Current Estimated Value $1,773,832

    Last Listing Agent Tiffany Grindstaff KELLY PRICE & COMPANY LLC

    690 Williams Dr, Winter Park, FL 32789
  • 1700 Palm Ave, Winter Park, FL 32789
    1700 Palm Ave, Winter Park, FL 32789
    /2

    $2,440,000 Sold Jul 01, 2025

    1700 Palm Ave, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 3,770 Sq Ft
    • Built 2016

    Last Sold Summary

    • 8% Below List Price
    • $647/SF
    • 41 Days On Market

    Current Estimated Value $2,456,290

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1700 Palm Ave, Winter Park, FL 32789
  • 1648 Cypress Point Ln, Winter Park, FL 32792
    1648 Cypress Point Ln, Winter Park, FL 32792
    /2

    $899,000 Sold Nov 21, 2025

    1648 Cypress Point Ln, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 2,455 Sq Ft
    • Built 1982

    Last Sold Summary

    • 3% Below List Price
    • $366/SF
    • 21 Days On Market

    Current Estimated Value $885,871

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    1648 Cypress Point Ln, Winter Park, FL 32792
  • 1802 Arbor Park Dr, Winter Park, FL 32789
    1802 Arbor Park Dr, Winter Park, FL 32789
    /2

    $895,000 Sold Dec 29, 2025

    1802 Arbor Park Dr, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 1,808 Sq Ft
    • Built 1968

    Last Sold Summary

    • $495/SF
    • 1 Day On Market

    Current Estimated Value $1,036,687

    Last Listing Agent Jennifer Roberts FLORIDA EXECUTIVE REALTY

    1802 Arbor Park Dr, Winter Park, FL 32789
  • 1604 Nottingham Dr, Winter Park, FL 32792
    1604 Nottingham Dr, Winter Park, FL 32792
    /2

    $420,000 Sold Jun 16, 2025

    1604 Nottingham Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,562 Sq Ft
    • Built 1970

    Last Sold Summary

    • 7% Below List Price
    • $269/SF
    • 15 Days On Market

    Current Estimated Value $422,492

    Last Listing Agent Keegan Siegfried LPT REALTY, LLC

    1604 Nottingham Dr, Winter Park, FL 32792
  • 2381 Roxbury Rd, Winter Park, FL 32789
    2381 Roxbury Rd, Winter Park, FL 32789
    /2

    $470,000 Sold Dec 23, 2025

    2381 Roxbury Rd, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,785 Sq Ft
    • Built 1949

    Last Sold Summary

    • 8% Below List Price
    • $263/SF
    • 24 Days On Market

    Current Estimated Value $470,047

    Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY

    2381 Roxbury Rd, Winter Park, FL 32789
  • 565 Heritage Blvd, Winter Park, FL 32792
    565 Heritage Blvd, Winter Park, FL 32792
    /2

    $375,000 Sold Apr 01, 2025

    565 Heritage Blvd, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 1967

    Last Sold Summary

    • 13% Below List Price
    • $248/SF
    • 320 Days On Market

    Current Estimated Value $378,625

    Last Listing Agent Bethanne Baer BEAR TEAM REAL ESTATE

    565 Heritage Blvd, Winter Park, FL 32792
  • 1394 Stewart St, Winter Park, FL 32789
    1394 Stewart St, Winter Park, FL 32789
    /2

    $1,942,000 Sold Jul 14, 2025

    1394 Stewart St, Winter Park, FL 32789

    • 5 Beds
    • 5 Baths
    • 3,907 Sq Ft
    • Built 1961

    Last Sold Summary

    • 12% Below List Price
    • $497/SF
    • 50 Days On Market

    Current Estimated Value $1,926,624

    Last Listing Agent Richard Vaughn REALTY ONE GROUP INSPIRATION

    1394 Stewart St, Winter Park, FL 32789
  • 2880 Old Castle Dr, Winter Park, FL 32792
    2880 Old Castle Dr, Winter Park, FL 32792
    /2

    $1,010,000 Sold Sep 30, 2025

    2880 Old Castle Dr, Winter Park, FL 32792

    • 5 Beds
    • 4.5 Baths
    • 3,839 Sq Ft
    • Built 1993

    Last Sold Summary

    • 10% Below List Price
    • $263/SF
    • 90 Days On Market

    Current Estimated Value $1,025,605

    Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

    2880 Old Castle Dr, Winter Park, FL 32792
  • 1817 Jessica Ct, Winter Park, FL 32789
    1817 Jessica Ct, Winter Park, FL 32789
    /2

    $540,000 Sold Dec 29, 2025

    1817 Jessica Ct, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,870 Sq Ft
    • Built 1981

    Last Sold Summary

    • 3% Above List Price
    • $289/SF
    • 3 Days On Market

    Current Estimated Value $542,584

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    1817 Jessica Ct, Winter Park, FL 32789

Showing Results 401 - 440, Page 11 of 18

Florida Orange County Winter Park

Recently Sold Real Estate & Homes in Winter Park, FL

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