1,127

Recently Sold Winter Park, FL Homes

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  • /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 $621,087

    Last Listing Agent Caroline Fiore MAINFRAME REAL ESTATE

    649 Berwick Dr, Winter Park, FL 32792
  • /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 $679,803

    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 $644,110

    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 $1,255,064

    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 $780,768

    Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

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

    $430,000

    Sold Aug 08, 2025

    1006 Bradford Dr, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,130 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Above List Price
    • $202/SF
    • 7 Days On Market

    Current Estimated Value $449,716

    Last Listing Agent Paul Giannotti TERZA REAL ESTATE

    1006 Bradford Dr, Winter Park, FL 32792
  • /2

    $390,000

    Sold Feb 23, 2026

    1670 Clematis Ln, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,401 Sq Ft
    • Built 1962

    Last Sold Summary

    • 11% Below List Price
    • $278/SF
    • 81 Days On Market

    Current Estimated Value $382,015

    Last Listing Agent Gea Gomez LPT REALTY, LLC

    1670 Clematis Ln, Winter Park, FL 32792
  • /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 $1,143,370

    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 $1,613,895

    Last Listing Agent Jordan Freeland SOUTH REALTY, INC

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

    $749,000

    Sold Aug 13, 2025

    627 Darcey Dr, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,509 Sq Ft
    • Built 1967

    Last Sold Summary

    • 6% Below List Price
    • $299/SF
    • 52 Days On Market

    Current Estimated Value $775,588

    Last Listing Agent Ingrid Livingston COLDWELL BANKER REALTY

    627 Darcey Dr, Winter Park, FL 32792
  • /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 $1,123,145

    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 $217,744

    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 $2,215,313

    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 $409,870

    Last Listing Agent Makena Clark EXIT REALTY PREMIER LEGACY

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

    $290,000

    Sold Sep 22, 2025

    7102 Easter St, Winter Park, FL 32792

    • 3 Beds
    • 1 Bath
    • 1,114 Sq Ft
    • Built 1956

    Last Sold Summary

    • 3% Below List Price
    • $260/SF
    • 67 Days On Market

    Current Estimated Value $297,596

    Last Listing Agent Mayken Giraldo THE C SMITH REAL ESTATE GROUP LLC

    7102 Easter St, Winter Park, FL 32792
  • /2

    $805,000

    Sold Jul 01, 2025

    1795 Walker Ave, Winter Park, FL 32789

    • 5 Beds
    • 3 Baths
    • 1,813 Sq Ft
    • Built 1958

    Last Sold Summary

    • 17% Below List Price
    • $444/SF
    • 143 Days On Market

    Current Estimated Value $808,096

    Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

    1795 Walker Ave, 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 $572,260

    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 $2,150,831

    Last Listing Agent Adam Roark COMPASS FLORIDA LLC

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

    $250,000

    Sold Mar 11, 2026

    2009 Cornell Ave, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 762 Sq Ft
    • Built 1940

    Last Sold Summary

    • 7% Below List Price
    • $328/SF
    • 95 Days On Market

    Current Estimated Value $267,851

    Last Listing Agent Juliet Saldarriaga ORLANDO HOME DEALER LLC

    2009 Cornell Ave, 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 $382,604

    Last Listing Agent Eric Gross EXP REALTY LLC

    1007 Early Ave, Winter Park, FL 32789
  • /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 $465,911

    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 $834,246

    Last Listing Agent Hircanys Vicioso FIDICITY REALTY INC

    465 N Phelps Ave, Winter Park, FL 32789
  • /2

    $505,000

    Sold Aug 01, 2025

    715 Roughbeard Rd, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,250 Sq Ft
    • Built 1968

    Last Sold Summary

    • 12% Below List Price
    • $224/SF
    • 60 Days On Market

    Current Estimated Value $565,239

    Last Listing Agent Christine Gerardi NEXTHOME DIAMOND PROPERTIES

    715 Roughbeard Rd, Winter Park, FL 32792
  • /2

    $252,500

    Sold Jul 17, 2025

    2309 Sun Valley Cir, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,669 Sq Ft
    • Built 1985

    Last Sold Summary

    • 11% Below List Price
    • $151/SF
    • 65 Days On Market

    Current Estimated Value $262,325

    Last Listing Agent Kristin Vogt PLLC KGV REALTY GROUP

    2309 Sun Valley Cir, Winter Park, FL 32792
  • /2

    $445,000

    Sold Jun 04, 2026

    1832 E Cheryl Dr, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,808 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Above List Price
    • $246/SF
    • 6 Days On Market

    Current Estimated Value $437,334

    Last Listing Agent Shanon Luiz SELECTIVE REALTY GROUP LLC

    1832 E Cheryl Dr, Winter Park, FL 32792
  • /2

    $268,000

    Sold Feb 24, 2026

    609 Gallery Dr Unit 204, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 893 Sq Ft
    • Built 1984

    Last Sold Summary

    • 10% Below List Price
    • $300/SF
    • 99 Days On Market

    Current Estimated Value $255,023

    Last Listing Agent Olga Ray A2Z REALTY GROUP

    609 Gallery Dr Unit 204, Winter Park, FL 32792
  • /2

    $468,000

    Sold Aug 28, 2025

    541 London Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,899 Sq Ft
    • Built 1965

    Last Sold Summary

    • $246/SF
    • 8 Days On Market

    Current Estimated Value $496,066

    Last Listing Agent Christopher Bauman REVEL REALTY LLC

    541 London Rd, Winter Park, FL 32792
  • /2

    $710,000

    Sold Apr 01, 2026

    630 Saint Dunstan Way, Winter Park, FL 32792

    • 5 Beds
    • 2 Baths
    • 2,240 Sq Ft
    • Built 1966

    Last Sold Summary

    • 5% Above List Price
    • $317/SF
    • 5 Days On Market

    Current Estimated Value $704,942

    Last Listing Agent Melissa Johnson EXP REALTY LLC

    630 Saint Dunstan Way, Winter Park, FL 32792
  • /2

    $360,000

    Sold Mar 27, 2026

    7213 Silver Place, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,252 Sq Ft
    • Built 1984

    Last Sold Summary

    • 8% Below List Price
    • $288/SF
    • 3 Days On Market

    Current Estimated Value $365,172

    Last Listing Agent Michael Rogers INNOVATIVE REALTY, LLC

    7213 Silver Place, Winter Park, FL 32792
  • /2

    $935,000

    Sold Dec 19, 2025

    7706 Waunatta Ct, Winter Park, FL 32792

    • 5 Beds
    • 3 Baths
    • 3,858 Sq Ft
    • Built 1978

    Last Sold Summary

    • 11% Below List Price
    • $242/SF
    • 70 Days On Market

    Current Estimated Value $988,558

    Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

    7706 Waunatta Ct, Winter Park, FL 32792
  • /2

    $1,110,000

    Sold Aug 26, 2025

    233 Hampden Place, Winter Park, FL 32789

    • 5 Beds
    • 3 Baths
    • 2,813 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Below List Price
    • $395/SF
    • 7 Days On Market

    Current Estimated Value $1,211,574

    Last Listing Agent Frank Ferrell FERRELL REALTY, INC.

    233 Hampden Place, Winter Park, FL 32789
  • /2

    $200,000

    Sold Sep 13, 2025

    3251 Oak Lake Place Unit 135, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,151 Sq Ft
    • Built 1984

    Last Sold Summary

    • 11% Below List Price
    • $174/SF
    • 131 Days On Market

    Current Estimated Value $206,735

    Last Listing Agent Nick Nesta, III NESTA REAL ESTATE CONSULTANTS

    3251 Oak Lake Place Unit 135, Winter Park, FL 32792
  • /2

    $180,000

    Sold May 18, 2026

    200 Saint Andrews Blvd Unit 705, Winter Park, FL 32792

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

    Last Sold Summary

    • $248/SF
    • 45 Days On Market

    Current Estimated Value $176,619

    Last Listing Agent Jonathan Lacko WINTER PARK REAL ESTATE CO LLC

    200 Saint Andrews Blvd Unit 705, Winter Park, FL 32792
  • /2

    $3,200,000

    Sold Nov 04, 2025

    1900 W Fawsett Rd, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 4,600 Sq Ft
    • Built 1969

    Last Sold Summary

    • 4% Below List Price
    • $696/SF
    • 6 Days On Market

    Current Estimated Value $3,167,326

    Last Listing Agent Bianca Rey PREMIER SOTHEBY'S INTL. REALTY

    1900 W Fawsett Rd, Winter Park, FL 32789
  • /2

    $600,000

    Sold May 15, 2026

    3110 Heartleaf Place, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 2,704 Sq Ft
    • Built 1998

    Last Sold Summary

    • 5% Below List Price
    • $222/SF
    • 3 Days On Market

    Current Estimated Value $627,726

    Last Listing Agent Hajime Shimabukuro FUSILIER MANAGEMENT GROUP

    3110 Heartleaf Place, Winter Park, FL 32792
  • /2

    $879,000

    Sold Nov 14, 2025

    451 Fairfax Ave, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 2,227 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $395/SF
    • 5 Days On Market

    Current Estimated Value $886,383

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

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

    $630,000

    Sold Aug 11, 2025

    1792 Killarney Dr, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,264 Sq Ft
    • Built 1958

    Last Sold Summary

    • 3% Below List Price
    • $278/SF
    • 1 Day On Market

    Current Estimated Value $664,443

    Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

    1792 Killarney Dr, Winter Park, FL 32789
  • /2

    $965,000

    Sold Mar 12, 2026

    1444 Pelican Bay Trail, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 3,121 Sq Ft
    • Built 1984

    Last Sold Summary

    • 12% Below List Price
    • $309/SF
    • 314 Days On Market

    Current Estimated Value $944,125

    Last Listing Agent Jacob Hara TRANSCEND REALTY

    1444 Pelican Bay Trail, Winter Park, FL 32792
  • /2

    $382,000

    Sold Jul 02, 2025

    1909 Edwin Blvd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,355 Sq Ft
    • Built 1955

    Last Sold Summary

    • 7% Below List Price
    • $282/SF
    • 34 Days On Market

    Current Estimated Value $431,586

    Last Listing Agent Brian Craib OLDE TOWN BROKERS INC

    1909 Edwin Blvd, Winter Park, FL 32792
  • /2

    $89,750

    Sold Dec 05, 2025

    3002 George Mason Ave Unit 3, Winter Park, FL 32792

    • 2 Beds
    • 2.5 Baths
    • 1,085 Sq Ft
    • Built 1974

    Last Sold Summary

    • 25% Below List Price
    • $83/SF
    • 92 Days On Market

    Last Listing Agent Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY

    3002 George Mason Ave Unit 3, Winter Park, FL 32792

Showing Results 121 - 160, Page 4 of 18

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