1,127

Recently Sold Winter Park, FL Homes

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  • /2

    $4,150,000

    Sold Feb 18, 2026

    702 Via Bella, Winter Park, FL 32789

    • 4 Beds
    • 5.5 Baths
    • 3,720 Sq Ft
    • Built 2025

    Last Sold Summary

    • 11% Below List Price
    • $1,116/SF
    • 149 Days On Market

    Current Estimated Value $4,006,725

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

    702 Via Bella, Winter Park, FL 32789
  • /2

    $360,000

    Sold Oct 09, 2025

    1309 Paradise Ln, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,606 Sq Ft
    • Built 1984

    Last Sold Summary

    • 15% Below List Price
    • $224/SF
    • 242 Days On Market

    Current Estimated Value $370,840

    Last Listing Agent Barbara Mills COLDWELL BANKER REALTY

    1309 Paradise Ln, Winter Park, FL 32792
  • /2

    $190,000

    Sold Mar 20, 2026

    1250 S Denning Dr Unit 104, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 908 Sq Ft
    • Built 1967

    Last Sold Summary

    • 17% Below List Price
    • $209/SF
    • 60 Days On Market

    Current Estimated Value $195,635

    Last Listing Agent John Harbuck SERHANT

    1250 S Denning Dr Unit 104, Winter Park, FL 32789
  • /2

    $368,500

    Sold Apr 03, 2026

    958 Dupont Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,572 Sq Ft
    • Built 1956

    Last Sold Summary

    • 3% Below List Price
    • $234/SF
    • 49 Days On Market

    Current Estimated Value $369,630

    Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

    958 Dupont Ave, Winter Park, FL 32789
  • /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
  • /2

    $1,650,000

    Sold May 01, 2026

    1016 Howell Branch Rd, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 3,142 Sq Ft
    • Built 1959

    Last Sold Summary

    • 3% Below List Price
    • $525/SF
    • 7 Days On Market

    Current Estimated Value $1,661,660

    Last Listing Agent Andrew Birr PLAID PROPERTIES, LLC

    1016 Howell Branch Rd, Winter Park, FL 32789
  • /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 $211,654

    Last Listing Agent Tiffany Yates COMPASS FLORIDA LLC

    200 Saint Andrews Blvd Unit 1707, Winter Park, FL 32792
  • /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 $808,157

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

    1314 Canterbury Rd, Winter Park, FL 32789
  • /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 $329,434

    Last Listing Agent Wanda Perkins GLOBAL PROPERTIES SALES & MGMT

    5047 Ferncrest Dr, Winter Park, FL 32792
  • /2

    $892,500

    Sold Jun 25, 2026

    1960 E Winter Park Rd, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 1,864 Sq Ft
    • Built 1948

    Last Sold Summary

    • 1% Below List Price
    • $479/SF
    • 13 Days On Market

    Current Estimated Value $916,623

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1960 E Winter Park Rd, Winter Park, FL 32789
  • /2

    $887,500

    Sold Jun 11, 2026

    627 Dunblane Dr, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 2,086 Sq Ft
    • Built 1962

    Last Sold Summary

    • 1% Below List Price
    • $425/SF
    • 5 Days On Market

    Current Estimated Value $772,763

    Last Listing Agent Steven Ritz KELLER WILLIAMS WINTER PARK

    627 Dunblane Dr, 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
  • /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 $444,577

    Last Listing Agent Walter Taylor KELLER WILLIAMS REALTY AT THE PARKS

    7446 Houston Ct E, 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 $472,428

    Last Listing Agent Roberta Shoopman CHARLES RUTENBERG REALTY ORLANDO

    1157 Valley Creek Run, 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 $365,393

    Last Listing Agent Carmen Vazquez REALTY TECH INC

    1050 Reading Ct, Winter Park, FL 32792
  • /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 $2,542,761

    Last Listing Agent Daniel Robinson HOUWZER INC

    1690 Palm Ave, Winter Park, FL 32789
  • /2

    $4,500,000

    Sold May 29, 2026

    1521 Harris Cir, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 3,922 Sq Ft
    • Built 2026

    Last Sold Summary

    • $1,147/SF
    • 0 Days On Market

    Current Estimated Value $1,839,735

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

    1521 Harris Cir, 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 $1,145,705

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

    1690 Oneco Ave, 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 $1,135,646

    Last Listing Agent Julieta Knapp ACCUMARK PROPERTIES

    100 S Virginia Ave Unit 314, 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 $699,216

    Last Listing Agent Teri Webster LPT REALTY, LLC

    300 Carolina Ave Unit 201, Winter Park, FL 32789
  • /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 $534,650

    Last Listing Agent Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

    426 S Lakemont Ave, Winter Park, FL 32792
  • /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 $603,434

    Last Listing Agent Jean Chalifour COLDWELL BANKER REALTY

    843 W Swoope Ave, Winter Park, FL 32789
  • /2

    $610,000

    Sold Apr 09, 2026

    5150 Old Howell Branch Rd, Winter Park, FL 32792

    • 3 Beds
    • 1.5 Baths
    • 2,108 Sq Ft
    • Built 1964

    Last Sold Summary

    • 6% Below List Price
    • $289/SF
    • 168 Days On Market

    Last Listing Agent John Sadri JOHN SADRI & COMPANY

    5150 Old Howell Branch Rd, Winter Park, FL 32792
  • /2

    $235,000

    Sold Dec 11, 2025

    7449 Restful St, Winter Park, FL 32792

    • Land
    • 31,798 Sq Ft
    • $321,918 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 30 Days On Market

    Current Estimated Value $233,552

    Last Listing Agent Ray Al-Malt EXP REALTY LLC

    7449 Restful St, 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
  • /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 $744,744

    Last Listing Agent Shawn McCormick ERA GRIZZARD REAL ESTATE

    1712 Golfside Dr, Winter Park, FL 32792
  • /2

    $2,280,000

    Sold Jun 08, 2026

    436 N Knowles Ave, Winter Park, FL 32789

    • Land
    • 11,325 Sq Ft
    • $8,769,231 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 0 Days On Market

    Current Estimated Value $764,000

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

    436 N Knowles Ave, Winter Park, FL 32789
  • /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 $483,219

    Last Listing Agent Joyce Tang JOY ESTATE ENTERPRISE INC

    2831 Lion Heart Rd, 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 $733,637

    Last Listing Agent Elizabeth Binder REDFIN CORPORATION

    5618 Winterbrook Way, Winter Park, FL 32792
  • /2

    $424,900

    Sold May 25, 2026

    1367 Tierra Cir, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 2,083 Sq Ft
    • Built 1969

    Last Sold Summary

    • 6% Below List Price
    • $204/SF
    • 98 Days On Market

    Current Estimated Value $424,032

    Last Listing Agent Ben Jones SOUTHERN LAND & HOMES

    1367 Tierra Cir, 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 $450,363

    Last Listing Agent Jason Howell REAL BROKER, LLC

    1660 Tremont 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 $358,695

    Last Listing Agent Stacey Mortensen KELLER WILLIAMS REALTY AT THE PARKS

    2065 Cocos Ln, 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 $152,048

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

    141 Lewfield Cir Unit 141, 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 $362,813

    Last Listing Agent Robert Bretz, PA EXP REALTY LLC

    2008 Nottingdale Ln, 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 $510,527

    Last Listing Agent Santiago Borrero REAL ESTATE INVESTMENTS BY BOR

    2412 Middleton Ave, Winter Park, FL 32792
  • /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 $1,779,248

    Last Listing Agent Tiffany Grindstaff KELLY PRICE & COMPANY LLC

    690 Williams Dr, 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 $2,442,271

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1700 Palm Ave, Winter Park, FL 32789
  • /2

    $629,000

    Sold Apr 03, 2026

    513 Cornwall Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,735 Sq Ft
    • Built 1965

    Last Sold Summary

    • 3% Below List Price
    • $363/SF
    • 39 Days On Market

    Current Estimated Value $621,056

    Last Listing Agent Chad Isenhart PREMIER SOTHEBY'S INTL. REALTY

    513 Cornwall Rd, Winter Park, FL 32792
  • /2

    $1,425,000

    Sold May 19, 2026

    850 Juanita Rael, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,306 Sq Ft
    • Built 1966

    Last Sold Summary

    • $618/SF
    • 4 Days On Market

    Current Estimated Value $1,415,112

    Last Listing Agent Brad Grosberg PHIL KEAN REAL ESTATE LLC

    850 Juanita Rael, Winter Park, FL 32789
  • /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 $908,413

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    1648 Cypress Point Ln, Winter Park, FL 32792

Showing Results 401 - 440, Page 11 of 18

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