683

Recently Sold Winter Park Homes

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  • /2

    $266,000

    Sold Nov 19, 2025

    1500 Gay Rd Unit 9B, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft
    • Built 1972

    Last Sold Summary

    • 1% Below List Price
    • $259/SF
    • 5 Days On Market

    Current Estimated Value $255,091

    Last Listing Agent Janice Erickson REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 9B, Winter Park, FL 32789
  • /2

    $165,000

    Sold Jun 01, 2026

    200 Saint Andrews Blvd Unit 315, Winter Park, FL 32792

    • 1 Bed
    • 1 Bath
    • 793 Sq Ft
    • Built 1970

    Last Sold Summary

    • 6% Below List Price
    • $208/SF
    • 77 Days On Market

    Current Estimated Value $165,611

    Last Listing Agent Eric Zimmerman RE/MAX ADVANTAGE

    200 Saint Andrews Blvd Unit 315, Winter Park, FL 32792
  • /2

    $1,300,000

    Sold Sep 22, 2025

    1371 Lyndale Blvd, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,714 Sq Ft
    • Built 1949

    Last Sold Summary

    • 4% Below List Price
    • $479/SF
    • 8 Days On Market

    Current Estimated Value $1,309,890

    Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

    1371 Lyndale Blvd, Winter Park, FL 32789
  • /24

    $649,000

    Sold Oct 17, 2025

    2304 Depauw Ave, Orlando, FL 32804

    • 3 Beds
    • 2.5 Baths
    • 1,668 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $389/SF
    • 199 Days On Market

    Current Estimated Value $648,000

    David Weekley Homes Central Living - Downtown

    2304 Depauw Ave, Orlando, FL 32804
  • /2

    $500,000

    Sold May 27, 2026

    720 W Webster Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft
    • Built 1950

    Last Sold Summary

    • 9% Below List Price
    • $369/SF
    • 54 Days On Market

    Current Estimated Value $501,470

    Last Listing Agent Vincent Cordaro SERHANT

    720 W Webster Ave, Winter Park, FL 32789
  • /2

    $180,000

    Sold Jan 06, 2026

    2941 Antique Oaks Cir Unit 79, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,018 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Below List Price
    • $177/SF
    • 8 Days On Market

    Current Estimated Value $184,304

    Last Listing Agent Chris Bessette KELLER WILLIAMS CLASSIC

    2941 Antique Oaks Cir Unit 79, Winter Park, FL 32792
  • /2

    $1,950,000

    Sold Sep 16, 2025

    141 Oakwood Way, Winter Park, FL 32789

    • 5 Beds
    • 4 Baths
    • 3,909 Sq Ft
    • Built 2015

    Last Sold Summary

    • 14% Below List Price
    • $499/SF
    • 170 Days On Market

    Current Estimated Value $2,022,969

    Last Listing Agent Nicole Rader MAINFRAME REAL ESTATE

    141 Oakwood Way, Winter Park, FL 32789
  • /2

    $640,000

    Sold Oct 22, 2025

    1922 Rowena Ave, Orlando, FL 32803

    • 3 Beds
    • 2 Baths
    • 1,490 Sq Ft
    • Built 1951

    Last Sold Summary

    • 3% Above List Price
    • $430/SF
    • 2 Days On Market

    Current Estimated Value $648,412

    Last Listing Agent William Snyder, II WILLIAM WHITE SNYDER II, PA

    1922 Rowena Ave, Orlando, FL 32803
  • /2

    $160,000

    Sold Jun 05, 2026

    2500 Lee Rd Unit 122, Winter Park, FL 32789

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

    Last Sold Summary

    • 11% Below List Price
    • $248/SF
    • 60 Days On Market

    Current Estimated Value $161,286

    Last Listing Agent Andrea Aylett-Hosch PINEAPPLE PLACE REALTY, LLC

    2500 Lee Rd Unit 122, Winter Park, FL 32789
  • /2

    $145,000

    Sold Apr 23, 2026

    2500 Lee Rd Unit 243, Winter Park, FL 32789

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

    Last Sold Summary

    • 28% Below List Price
    • $225/SF
    • 286 Days On Market

    Current Estimated Value $145,972

    Last Listing Agent Sue Gilman KELLER WILLIAMS WINTER PARK

    2500 Lee Rd Unit 243, Winter Park, FL 32789
  • /2

    $850,000

    Sold Mar 31, 2026

    1929 S Lakemont Ave, Winter Park, FL 32792

    • 3 Beds
    • 3.5 Baths
    • 2,160 Sq Ft
    • Built 2023

    Last Sold Summary

    • 10% Below List Price
    • $394/SF
    • 91 Days On Market

    Current Estimated Value $875,647

    Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

    1929 S Lakemont Ave, Winter Park, FL 32792
  • /2

    $715,000

    Sold Jun 12, 2026

    688 Brechin Dr, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,599 Sq Ft
    • Built 1961

    Last Sold Summary

    • 1% Below List Price
    • $447/SF
    • 3 Days On Market

    Current Estimated Value $712,580

    Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    688 Brechin Dr, Winter Park, FL 32792
  • /2

    $510,000

    Sold Jul 21, 2026

    641 W Lyman Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 2003

    Last Sold Summary

    • $455/SF
    • 12 Days On Market

    Current Estimated Value $547,708

    Last Listing Agent Ted Moseley REAL BROKER, LLC

    641 W Lyman Ave, Winter Park, FL 32789
  • /2

    $3,020,000

    Sold Oct 02, 2025

    1820 Englewood Rd, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 4,263 Sq Ft
    • Built 2015

    Last Sold Summary

    • 8% Below List Price
    • $708/SF
    • 70 Days On Market

    Current Estimated Value $3,087,570

    Last Listing Agent David Hung KELLER WILLIAMS ADVANTAGE III

    1820 Englewood Rd, Winter Park, FL 32789
  • /2

    $2,150,000

    Sold Aug 13, 2026

    2361 Mulbry Dr, Winter Park, FL 32789

    • 4 Beds
    • 4 Baths
    • 3,130 Sq Ft
    • Built 2026

    Last Sold Summary

    • 10% Below List Price
    • $687/SF
    • 77 Days On Market

    Current Estimated Value $2,089,254

    Last Listing Agent Ahmad Hassan COMPASS FLORIDA LLC

    2361 Mulbry Dr, Winter Park, FL 32789
  • /2

    $389,900

    Sold Mar 18, 2026

    700 Melrose Ave Unit M4, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,074 Sq Ft
    • Built 1964

    Last Sold Summary

    • 1% Below List Price
    • $363/SF
    • 7 Days On Market

    Current Estimated Value $377,531

    Last Listing Agent Mary Harmening ROAM FLORIDA REALTY LLC

    700 Melrose Ave Unit M4, Winter Park, FL 32789
  • /2

    $417,100

    Sold Nov 24, 2025

    690 Osceola Ave Unit 502, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1969

    Last Sold Summary

    • 26% Below List Price
    • $298/SF
    • 196 Days On Market

    Current Estimated Value $425,764

    Last Listing Agent Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO

    690 Osceola Ave Unit 502, Winter Park, FL 32789
  • /2

    $1,200,000

    Sold Mar 20, 2026

    950 Aragon Ave, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,592 Sq Ft
    • Built 2020

    Last Sold Summary

    • $463/SF
    • 5 Days On Market

    Current Estimated Value $1,197,659

    Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

    950 Aragon Ave, Winter Park, FL 32789
  • /2

    $487,500

    Sold Mar 26, 2026

    275 N Ranger Blvd, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 1,864 Sq Ft
    • Built 1965

    Last Sold Summary

    • 2% Below List Price
    • $262/SF
    • 2 Days On Market

    Current Estimated Value $734,852

    Last Listing Agent David Augello ON POINT REALTY LLC

    275 N Ranger Blvd, Winter Park, FL 32792
  • /2

    $630,000

    Sold Apr 16, 2026

    649 Berwick Dr, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,943 Sq Ft
    • Built 1966

    Last Sold Summary

    • 3% Above List Price
    • $324/SF
    • 3 Days On Market

    Current Estimated Value $621,986

    Last Listing Agent Caroline Fiore MAINFRAME REAL ESTATE

    649 Berwick Dr, Winter Park, FL 32792
  • /2

    $168,500

    Sold Jul 02, 2026

    1500 Gay Rd Unit 5, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 732 Sq Ft
    • Built 1972

    Last Sold Summary

    • 14% Below List Price
    • $230/SF
    • 97 Days On Market

    Last Listing Agent Jacob Hara TRANSCEND REALTY

    1500 Gay Rd Unit 5, Winter Park, FL 32789
  • /2

    $625,090

    Sold Jun 03, 2026

    2713 Eastern Pkwy, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,304 Sq Ft
    • Built 1988

    Last Sold Summary

    • 7% Below List Price
    • $479/SF
    • 12 Days On Market

    Current Estimated Value $645,250

    Last Listing Agent Helen Thompson RE/MAX SELECT GROUP

    2713 Eastern Pkwy, Winter Park, FL 32789
  • /2

    $637,500

    Sold Jan 16, 2026

    595 Huntington Ave Unit 4, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 1,951 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Below List Price
    • $327/SF
    • 149 Days On Market

    Current Estimated Value $638,985

    Last Listing Agent Andrew Livingston COLDWELL BANKER REALTY

    595 Huntington Ave Unit 4, Winter Park, FL 32789
  • /2

    $1,250,000

    Sold Dec 29, 2025

    359 Beloit Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,395 Sq Ft
    • Built 1979

    Last Sold Summary

    • $522/SF
    • 0 Days On Market

    Current Estimated Value $1,276,215

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    359 Beloit Ave, Winter Park, FL 32789
  • /2

    $775,000

    Sold May 22, 2026

    521 Fairfax Ave, Winter Park, FL 32789

    • 4 Beds
    • 2 Baths
    • 2,112 Sq Ft
    • Built 1955

    Last Sold Summary

    • 2% Below List Price
    • $367/SF
    • 2 Days On Market

    Current Estimated Value $775,190

    Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

    521 Fairfax Ave, Winter Park, FL 32789
  • /2

    $1,800,000

    Sold Mar 24, 2026

    2059 Woodlawn Dr, Orlando, FL 32803

    • 4 Beds
    • 4.5 Baths
    • 3,646 Sq Ft
    • Built 2003

    Last Sold Summary

    • $494/SF
    • 3 Days On Market

    Current Estimated Value $1,772,275

    Last Listing Agent Bobby Livera BALDWIN PARK REALTY LLC

    2059 Woodlawn Dr, Orlando, FL 32803
  • /2

    $1,199,000

    Sold Jun 09, 2026

    1807 Magnolia Ave, Winter Park, FL 32789

    • 5 Beds
    • 3 Baths
    • 2,618 Sq Ft
    • Built 2026

    Last Sold Summary

    • $458/SF
    • 9 Days On Market

    Current Estimated Value $1,140,096

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1807 Magnolia Ave, Winter Park, FL 32789
  • /2

    $1,595,000

    Sold Sep 02, 2025

    1733 Harmon Ave, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 3,267 Sq Ft
    • Built 2025

    Last Sold Summary

    • $488/SF
    • 27 Days On Market

    Current Estimated Value $1,703,811

    Last Listing Agent Jordan Freeland SOUTH REALTY, INC

    1733 Harmon Ave, Winter Park, FL 32789
  • /2

    $1,095,000

    Sold Dec 01, 2025

    1450 Chestnut Ave, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 1,942 Sq Ft
    • Built 2009

    Last Sold Summary

    • 16% Below List Price
    • $564/SF
    • 49 Days On Market

    Current Estimated Value $1,130,622

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    1450 Chestnut Ave, Winter Park, FL 32789
  • /2

    $220,000

    Sold Jan 30, 2026

    700 Melrose Ave Unit J23, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 772 Sq Ft
    • Built 1964

    Last Sold Summary

    • 6% Below List Price
    • $285/SF
    • 107 Days On Market

    Current Estimated Value $216,749

    Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    700 Melrose Ave Unit J23, Winter Park, FL 32789
  • /2

    $1,900,000

    Sold Jun 03, 2026

    1760 Alabama Dr, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,841 Sq Ft
    • Built 1971

    Last Sold Summary

    • 24% Below List Price
    • $669/SF
    • 75 Days On Market

    Current Estimated Value $1,884,993

    Last Listing Agent Brian Ruth DAILLAND REAL ESTATE

    1760 Alabama Dr, Winter Park, FL 32789
  • /2

    $400,000

    Sold Feb 13, 2026

    2833 Prince John Rd, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,605 Sq Ft
    • Built 1963

    Last Sold Summary

    • 7% Below List Price
    • $249/SF
    • 9 Days On Market

    Current Estimated Value $636,389

    Last Listing Agent Makena Clark EXIT REALTY PREMIER LEGACY

    2833 Prince John Rd, Winter Park, FL 32792
  • /2

    $793,500

    Sold Aug 14, 2026

    729 Monmouth Way, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 2,332 Sq Ft
    • Built 1970

    Last Sold Summary

    • 1% Below List Price
    • $340/SF
    • 4 Days On Market

    Current Estimated Value $631,279

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    729 Monmouth Way, Winter Park, FL 32792
  • /2

    $425,000

    Sold Jun 30, 2026

    2142 Blossom Ln, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,363 Sq Ft
    • Built 1957

    Last Sold Summary

    • 6% Above List Price
    • $312/SF
    • 7 Days On Market

    Current Estimated Value $402,527

    Last Listing Agent Billy Wygle THE WILKINS WAY LLC

    2142 Blossom Ln, Winter Park, FL 32789
  • /2

    $567,500

    Sold Dec 09, 2025

    1010 Aragon Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,453 Sq Ft
    • Built 1949

    Last Sold Summary

    • 1% Below List Price
    • $391/SF
    • 2 Days On Market

    Current Estimated Value $582,502

    Last Listing Agent Devin Loh COLDWELL BANKER REALTY

    1010 Aragon Ave, Winter Park, FL 32789
  • /2

    $2,078,500

    Sold Dec 11, 2025

    715 Via Bella, Winter Park, FL 32789

    • 5 Beds
    • 4 Baths
    • 4,328 Sq Ft
    • Built 1976

    Last Sold Summary

    • 12% Below List Price
    • $480/SF
    • 70 Days On Market

    Current Estimated Value $2,169,228

    Last Listing Agent Adam Roark COMPASS FLORIDA LLC

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

    $375,000

    Sold Mar 06, 2026

    1007 Early Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,721 Sq Ft
    • Built 1956

    Last Sold Summary

    • 12% Below List Price
    • $218/SF
    • 101 Days On Market

    Current Estimated Value $385,682

    Last Listing Agent Eric Gross EXP REALTY LLC

    1007 Early Ave, Winter Park, FL 32789
  • /2

    $625,000

    Sold Jul 30, 2026

    2652 Abbey Rd, Winter Park, FL 32792

    • 5 Beds
    • 2 Baths
    • 1,938 Sq Ft
    • Built 1967

    Last Sold Summary

    • $322/SF
    • 7 Days On Market

    Current Estimated Value $564,288

    Last Listing Agent Mario Zendeli COMPASS FLORIDA LLC

    2652 Abbey Rd, Winter Park, FL 32792
  • /2

    $434,000

    Sold Sep 12, 2025

    1122 Washington Ave Unit 7, Winter Park, FL 32789

    • 2 Beds
    • 2.5 Baths
    • 1,556 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Above List Price
    • $279/SF
    • 55 Days On Market

    Current Estimated Value $539,735

    Last Listing Agent Raul Veitia BELMONT REALTY

    1122 Washington Ave Unit 7, Winter Park, FL 32789
  • /2

    $850,000

    Sold Mar 25, 2026

    465 N Phelps Ave, Winter Park, FL 32789

    • Land
    • 11,761 Sq Ft
    • $3,148,148 per Acre

    Last Sold Summary

    • 7 Days On Market

    Current Estimated Value $841,542

    Last Listing Agent Hircanys Vicioso KELLER WILLIAMS ADVANTAGE III

    465 N Phelps Ave, Winter Park, FL 32789

Showing Results 41 - 80, Page 2 of 18

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