1,143

Recently Sold Winter Park, FL Homes

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  • 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

    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 $516,169

    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 $592,563

    Last Listing Agent Jean Chalifour COLDWELL BANKER RESIDENTIAL RE

    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

    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
  • 625 N Interlachen Ave Unit A, Winter Park, FL 32789
    625 N Interlachen Ave Unit A, Winter Park, FL 32789
    /2

    $1,145,000 Sold Mar 17, 2025

    625 N Interlachen Ave Unit A, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,718 Sq Ft
    • Built 1981

    Last Sold Summary

    • 7% Below List Price
    • $666/SF
    • 196 Days On Market

    Current Estimated Value $1,124,267

    Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

    625 N Interlachen Ave Unit A, Winter Park, FL 32789
  • 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

    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

    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 $742,930

    Last Listing Agent Elizabeth Binder REDFIN CORPORATION

    5618 Winterbrook Way, Winter Park, FL 32792
  • 1655 N Park Ave, Winter Park, FL 32789
    1655 N Park Ave, Winter Park, FL 32789
    1655 N Park Ave, Winter Park, FL 32789
    /13

    $820,000 Sold Mar 14, 2025

    1655 N Park Ave, Winter Park, FL 32789

    • Land
    • 0.33 Acre
    • $2,484,848 per Acre

    Last Sold Summary

    • 14% Below List Price
    • 56 Days On Market

    Current Estimated Value $795,702

    Last Listing Agent Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

    1655 N Park Ave, Winter Park, FL 32789
  • 160 Glenridge Way, Winter Park, FL 32789
    160 Glenridge Way, Winter Park, FL 32789
    /2

    $1,835,000 Sold Feb 21, 2025

    160 Glenridge Way, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,709 Sq Ft
    • Built 1935

    Last Sold Summary

    • 6% Below List Price
    • $495/SF
    • 0 Days On Market

    Current Estimated Value $1,847,286

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    160 Glenridge Way, Winter Park, FL 32789
  • 2361 Mulbry Dr, Winter Park, FL 32789
    2361 Mulbry Dr, Winter Park, FL 32789
    /2

    $586,500 Sold Feb 20, 2025

    2361 Mulbry Dr, Winter Park, FL 32789

    • 3 Beds
    • 1 Bath
    • 1,456 Sq Ft
    • Built 1952

    Last Sold Summary

    • $403/SF

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

    2361 Mulbry Dr, Winter Park, FL 32789
  • 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 $448,381

    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

    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 $148,343

    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 $377,427

    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

    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 $1,763,816

    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 $2,436,440

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1700 Palm Ave, Winter Park, FL 32789
  • 884 Audubon Ln, Winter Park, FL 32789
    884 Audubon Ln, Winter Park, FL 32789
    /2

    $2,797,500 Sold Mar 21, 2025

    884 Audubon Ln, Winter Park, FL 32789

    • 4 Beds
    • 4 Baths
    • 2,995 Sq Ft
    • Built 1947

    Last Sold Summary

    • 7% Below List Price
    • $934/SF
    • 16 Days On Market

    Current Estimated Value $2,737,450

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

    884 Audubon Ln, 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

    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

    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 $423,384

    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

    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 $377,499

    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 $1,961,131

    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 $1,056,600

    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

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    1817 Jessica Ct, Winter Park, FL 32789
  • 105 Conrad Ct, Winter Park, FL 32789
    105 Conrad Ct, Winter Park, FL 32789
    /2

    $429,999 Sold Oct 21, 2025

    105 Conrad Ct, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,573 Sq Ft
    • Built 1958

    Last Sold Summary

    • $273/SF
    • 24 Days On Market

    Current Estimated Value $436,189

    Last Listing Agent Pam Grabenhorst THE WILKINS WAY LLC

    105 Conrad Ct, Winter Park, FL 32789
  • 712 Baffie Ave, Winter Park, FL 32789
    712 Baffie Ave, Winter Park, FL 32789
    /2

    $292,000 Sold May 16, 2025

    712 Baffie Ave, Winter Park, FL 32789

    • 3 Beds
    • 1 Bath
    • 1,304 Sq Ft
    • Built 1925

    Last Sold Summary

    • 10% Below List Price
    • $224/SF
    • 7 Days On Market

    Current Estimated Value $312,871

    Last Listing Agent Bobby Livera BALDWIN PARK REALTY LLC

    712 Baffie Ave, Winter Park, FL 32789
  • 2817 Fitzooth Dr, Winter Park, FL 32792
    2817 Fitzooth Dr, Winter Park, FL 32792
    /2

    $600,000 Sold Jan 23, 2026

    2817 Fitzooth Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,619 Sq Ft
    • Built 1965

    Last Sold Summary

    • 6% Below List Price
    • $371/SF
    • 36 Days On Market

    Last Listing Agent Diego Trujillo-Castillo DJ & LINDSEY REAL ESTATE

    2817 Fitzooth Dr, Winter Park, FL 32792
  • 2337 Antilles Dr, Winter Park, FL 32792
    2337 Antilles Dr, Winter Park, FL 32792
    /2

    $249,900 Sold Mar 27, 2025

    2337 Antilles Dr, Winter Park, FL 32792

    • 2 Beds
    • 1 Bath
    • 849 Sq Ft
    • Built 1979

    Last Sold Summary

    • $294/SF
    • 20 Days On Market

    Current Estimated Value $244,223

    Last Listing Agent Diane Sterling KELLER WILLIAMS ADVANTAGE REALTY

    2337 Antilles Dr, Winter Park, FL 32792
  • 7429 Daniel Webster Dr Unit 13, Winter Park, FL 32792
    7429 Daniel Webster Dr Unit 13, Winter Park, FL 32792
    /2

    $100,000 Sold Sep 09, 2025

    7429 Daniel Webster Dr Unit 13, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft
    • Built 1974

    Last Sold Summary

    • 8% Below List Price
    • $97/SF
    • 38 Days On Market

    Current Estimated Value $103,625

    Last Listing Agent Pedro Ramos KELLER WILLIAMS ADVANTAGE REALTY

    7429 Daniel Webster Dr Unit 13, Winter Park, FL 32792
  • 1400 S Pennsylvania Ave, Winter Park, FL 32789
    1400 S Pennsylvania Ave, Winter Park, FL 32789
    /2

    $1,300,000 Sold Jan 02, 2026

    1400 S Pennsylvania Ave, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,310 Sq Ft
    • Built 1962

    Last Sold Summary

    • 6% Below List Price
    • $563/SF
    • 333 Days On Market

    Last Listing Agent Jack Keller JACK KELLER INC

    1400 S Pennsylvania Ave, Winter Park, FL 32789
  • 620 Virginia Dr, Winter Park, FL 32789
    620 Virginia Dr, Winter Park, FL 32789
    /2

    $1,050,000 Sold Dec 05, 2025

    620 Virginia Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,577 Sq Ft
    • Built 1965

    Last Sold Summary

    • 6% Above List Price
    • $666/SF
    • 0 Days On Market

    Last Listing Agent Jason Gilkey GILKEY REAL ESTATE

    620 Virginia Dr, Winter Park, FL 32789
  • 1230 N Denning Dr, Winter Park, FL 32789
    1230 N Denning Dr, Winter Park, FL 32789
    /2

    $575,000 Sold May 27, 2025

    1230 N Denning Dr, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 972 Sq Ft
    • Built 1952

    Last Sold Summary

    • 3% Below List Price
    • $592/SF
    • 24 Days On Market

    Current Estimated Value $569,902

    Last Listing Agent Ed Klein FANNIE HILLMAN & ASSOCIATES

    1230 N Denning Dr, Winter Park, FL 32789
  • 3053 George Mason Ave Unit 7, Winter Park, FL 32792
    3053 George Mason Ave Unit 7, Winter Park, FL 32792
    /2

    $75,000 Sold Nov 20, 2025

    3053 George Mason Ave Unit 7, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft
    • Built 1974

    Last Sold Summary

    • 25% Below List Price
    • $73/SF
    • 85 Days On Market

    Last Listing Agent John Muccigrosso RE/MAX 200 REALTY

    3053 George Mason Ave Unit 7, Winter Park, FL 32792
  • 1000 S Semoran Blvd Unit 415, Winter Park, FL 32792
    1000 S Semoran Blvd Unit 415, Winter Park, FL 32792
    /2

    $110,000 Sold Sep 15, 2025

    1000 S Semoran Blvd Unit 415, Winter Park, FL 32792

    • 1 Bed
    • 1 Bath
    • 735 Sq Ft
    • Built 1969

    Last Sold Summary

    • 18% Below List Price
    • $150/SF
    • 78 Days On Market

    Current Estimated Value $110,884

    Last Listing Agent Jhoana Loyo Urrutia LA ROSA REALTY LLC

    1000 S Semoran Blvd Unit 415, Winter Park, FL 32792
  • 130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789
    130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789
    /2

    $465,000 Sold Oct 21, 2025

    130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789

    • 2 Beds
    • 2.5 Baths
    • 1,536 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Below List Price
    • $303/SF
    • 75 Days On Market

    Current Estimated Value $462,476

    Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

    130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789

Showing Results 401 - 440, Page 11 of 18

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Recently Sold Real Estate & Homes in Winter Park, FL

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