1,105

Recently Sold Winter Park, FL Homes

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  • /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 $2,081,033

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

    1521 Harris Cir, Winter Park, FL 32789
  • /2

    $287,500

    Sold Jun 29, 2026

    4428 Steed Terrace, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 1990

    Last Sold Summary

    • $160/SF

    Current Estimated Value $441,467

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

    4428 Steed Terrace, Winter Park, FL 32792
  • /2

    $290,000

    Sold Jul 15, 2026

    184 Sandlewood Trail Unit 2, Winter Park, FL 32789

    • 2 Beds
    • 2.5 Baths
    • 1,133 Sq Ft
    • Built 1985

    Last Sold Summary

    • 12% Below List Price
    • $256/SF
    • 141 Days On Market

    Current Estimated Value $293,978

    Last Listing Agent Tom Noelke NOELKE REALTY

    184 Sandlewood Trail Unit 2, 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 $1,125,293

    Last Listing Agent Julieta Knapp ACCUMARK PROPERTIES

    100 S Virginia Ave Unit 314, 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 $538,971

    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 $606,877

    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 $232,920

    Last Listing Agent Ray Al-Malt EXP REALTY LLC

    7449 Restful St, Winter Park, FL 32792
  • /2

    $1,245,000

    Sold Jul 22, 2026

    2465 Banchory Rd, Winter Park, FL 32792

    • 4 Beds
    • 5 Baths
    • 3,971 Sq Ft
    • Built 2007

    Last Sold Summary

    • 4% Below List Price
    • $314/SF
    • 31 Days On Market

    Current Estimated Value $1,276,403

    Last Listing Agent Melissa Johnson EXP REALTY LLC

    2465 Banchory Rd, 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 $754,712

    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 $1,288,500

    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 $498,484

    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 $739,182

    Last Listing Agent Elizabeth Binder REDFIN CORPORATION

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

    $350,000

    Sold Jul 01, 2026

    2002 Indiana Ave, Winter Park, FL 32789

    • Land
    • 6,969 Sq Ft
    • $2,187,500 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 125 Days On Market

    Current Estimated Value $381,000

    Last Listing Agent David Nicholson DAWN REALTY

    2002 Indiana Ave, Winter Park, FL 32789
  • /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 $428,138

    Last Listing Agent Ben Jones SOUTHERN LAND & HOMES

    1367 Tierra Cir, Winter Park, FL 32792
  • /2

    $465,000

    Sold Jul 07, 2026

    4190 Bear Gully Rd, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 2,058 Sq Ft
    • Built 2003

    Last Sold Summary

    • 14% Below List Price
    • $226/SF
    • 166 Days On Market

    Current Estimated Value $494,114

    Last Listing Agent Craig Swetnam ADVANCE REALTY & MANAGEMENT LLC

    4190 Bear Gully Rd, 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 $450,089

    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 $360,067

    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 $150,770

    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 $368,901

    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 $512,726

    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 $1,815,848

    Last Listing Agent Tiffany Grindstaff KELLY PRICE & COMPANY LLC

    690 Williams Dr, 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 $621,901

    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 $1,417,481

    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 $915,827

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    1648 Cypress Point Ln, Winter Park, FL 32792
  • /2

    $1,688,750

    Sold Apr 01, 2026

    1705 Elizabeths Walk, Winter Park, FL 32789

    • 5 Beds
    • 5 Baths
    • 3,820 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Above List Price
    • $442/SF
    • 3 Days On Market

    Current Estimated Value $1,739,444

    Last Listing Agent Keith Moore HOMEVEST REALTY

    1705 Elizabeths Walk, Winter Park, FL 32789
  • /2

    $525,000

    Sold Aug 10, 2026

    1232 Valley Creek Run, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 2,071 Sq Ft
    • Built 1994

    Last Sold Summary

    • 2% Below List Price
    • $254/SF
    • 12 Days On Market

    Current Estimated Value $533,322

    Last Listing Agent James Clark CENTURY 21 ALTON CLARK

    1232 Valley Creek Run, Winter Park, FL 32792
  • /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 $976,978

    Last Listing Agent Jennifer Roberts FLORIDA EXECUTIVE REALTY

    1802 Arbor Park Dr, Winter Park, FL 32789
  • /2

    $421,000

    Sold Apr 29, 2026

    633 Lander Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1956

    Last Sold Summary

    • 1% Below List Price
    • $301/SF
    • 6 Days On Market

    Current Estimated Value $420,496

    Last Listing Agent Raymond Lopez KELLER WILLIAMS ADVANTAGE 2 REALTY

    633 Lander Rd, Winter Park, FL 32792
  • /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 $481,446

    Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY

    2381 Roxbury Rd, Winter Park, FL 32789
  • /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 $1,032,936

    Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

    2880 Old Castle Dr, Winter Park, FL 32792
  • /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 $574,460

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

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

    $1,450,000

    Sold Mar 19, 2026

    141 W Lake Sue Ave, Winter Park, FL 32789

    • Land
    • 22,215 Sq Ft
    • $2,843,137 per Acre

    Last Sold Summary

    • 14% Below List Price
    • 137 Days On Market

    Current Estimated Value $3,847,510

    Last Listing Agent Brian Mitnik RE/MAX 200 REALTY

    141 W Lake Sue Ave, Winter Park, FL 32789
  • /2

    $1,100,000

    Sold Apr 15, 2026

    100 S Interlachen Ave Unit 404, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,220 Sq Ft
    • Built 1971

    Last Sold Summary

    • 8% Below List Price
    • $902/SF
    • 51 Days On Market

    Current Estimated Value $1,051,449

    Last Listing Agent Ruth Harris COLDWELL BANKER REALTY

    100 S Interlachen Ave Unit 404, 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 $453,053

    Last Listing Agent Pam Grabenhorst THE WILKINS WAY LLC

    105 Conrad Ct, Winter Park, FL 32789
  • /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

    Current Estimated Value $592,353

    Last Listing Agent Diego Trujillo-Castillo REALTY HUB

    2817 Fitzooth Dr, 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 $106,579

    Last Listing Agent Pedro Ramos ROCKER'S REAL ESTATE, LLC

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

    $1,200,000

    Sold Jul 24, 2026

    106 S Interlachen Ave Unit 118, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft
    • Built 1971

    Last Sold Summary

    • 20% Below List Price
    • $654/SF
    • 151 Days On Market

    Current Estimated Value $1,309,627

    Last Listing Agent Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    106 S Interlachen Ave Unit 118, 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

    Current Estimated Value $1,247,092

    Last Listing Agent Jack Keller JACK KELLER INC

    1400 S Pennsylvania Ave, 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

    Current Estimated Value $1,084,358

    Last Listing Agent Jason Gilkey GILKEY REAL ESTATE

    620 Virginia Dr, Winter Park, FL 32789

Showing Results 401 - 440, Page 11 of 18

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