1,127

Recently Sold Winter Park, FL Homes

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  • /2

    $425,000

    Sold Jun 26, 2026

    1923 Linden Rd, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 2,117 Sq Ft
    • Built 1955

    Last Sold Summary

    • 15% Below List Price
    • $201/SF
    • 57 Days On Market

    Current Estimated Value $445,672

    Last Listing Agent Milton James COLDWELL BANKER REALTY

    1923 Linden Rd, 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 $1,287,836

    Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

    1371 Lyndale Blvd, Winter Park, FL 32789
  • /2

    $405,000

    Sold Jan 09, 2026

    3425 Ferndell Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,516 Sq Ft
    • Built 1966

    Last Sold Summary

    • 5% Below List Price
    • $267/SF
    • 164 Days On Market

    Current Estimated Value $401,545

    Last Listing Agent Ivanhoe Alvarez LOKATION

    3425 Ferndell Dr, Winter Park, FL 32792
  • /2

    $235,000

    Sold Jan 29, 2026

    613 Orange Tree Ct Unit 507, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,256 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $187/SF
    • 10 Days On Market

    Current Estimated Value $234,369

    Last Listing Agent Deborah Morris KELLER WILLIAMS ADVANTAGE REALTY

    613 Orange Tree Ct Unit 507, Maitland, FL 32751
  • /2

    $298,000

    Sold Aug 15, 2025

    2206 Bonanza Ave, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,776 Sq Ft
    • Built 1971

    Last Sold Summary

    • 15% Below List Price
    • $168/SF
    • 9 Days On Market

    Current Estimated Value $423,998

    Last Listing Agent Hannah Evans FLORIDA REALTY INVESTMENTS

    2206 Bonanza Ave, Winter Park, FL 32792
  • /2

    $279,000

    Sold Aug 11, 2025

    Unlisted Address

    • 2 Beds
    • 2.5 Baths
    • 1,186 Sq Ft
    • Built 1981

    Last Sold Summary

    • $235/SF
    • 4 Days On Market

    Current Estimated Value $282,025

    Last Listing Agent Adriana Gonzalez PERFECT INVESTMENT REALTY

    Unlisted Address
  • /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 $658,000

    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 $515,477

    Last Listing Agent Vincent Cordaro SERHANT

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

    $230,000

    Sold Aug 29, 2025

    1500 Gay Rd Unit 7A, Winter Park, FL 32789

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

    Last Sold Summary

    • 6% Below List Price
    • $224/SF
    • 205 Days On Market

    Current Estimated Value $232,398

    Last Listing Agent Sean McCartney PRISTINE FLORIDA PROPERTIES LLC

    1500 Gay Rd Unit 7A, Winter Park, FL 32789
  • /2

    $3,450,000

    Sold Jul 25, 2025

    182 N Phelps Ave, Winter Park, FL 32789

    • 4 Beds
    • 5 Baths
    • 4,812 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $717/SF
    • 61 Days On Market

    Current Estimated Value $2,938,183

    Last Listing Agent Marcio Tannus LA ROSA REALTY HORIZONS LLC

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

    $905,000

    Sold Mar 11, 2026

    5325 Cypress Reserve Place, Winter Park, FL 32792

    • 5 Beds
    • 3.5 Baths
    • 3,598 Sq Ft
    • Built 1998

    Last Sold Summary

    • 5% Below List Price
    • $252/SF
    • 322 Days On Market

    Current Estimated Value $891,828

    Last Listing Agent Dori Estrada AXEN REALTY, LLC

    5325 Cypress Reserve Place, Winter Park, FL 32792
  • /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 $183,770

    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 $1,979,738

    Last Listing Agent Nicole Rader MAINFRAME REAL ESTATE

    141 Oakwood Way, Winter Park, FL 32789
  • /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 $176,362

    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 $156,952

    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 $861,186

    Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

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

    $912,500

    Sold Jan 14, 2026

    210 Laurel Park Ct, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 2,838 Sq Ft
    • Built 2006

    Last Sold Summary

    • 4% Below List Price
    • $322/SF
    • 25 Days On Market

    Current Estimated Value $916,359

    Last Listing Agent Alireza Partovi EXP REALTY LLC

    210 Laurel Park Ct, Winter Park, FL 32792
  • /2

    $485,000

    Sold Aug 18, 2025

    1921 Japonica Rd, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,171 Sq Ft
    • Built 1971

    Last Sold Summary

    • $223/SF
    • 11 Days On Market

    Current Estimated Value $494,279

    Last Listing Agent Jose Gabriel Rodriguez COLDWELL BANKER REALTY

    1921 Japonica Rd, Winter Park, FL 32792
  • /2

    $335,000

    Sold Oct 31, 2025

    3525 Baxter Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1970

    Last Sold Summary

    • 14% Above List Price
    • $215/SF
    • 5 Days On Market

    Current Estimated Value $336,288

    Last Listing Agent Ashley Fisak COLDWELL BANKER REALTY

    3525 Baxter Dr, 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 $690,389

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

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

    $699,000

    Sold Jun 30, 2025

    1632 Haven Dr, Orlando, FL 32803

    • 3 Beds
    • 2.5 Baths
    • 1,772 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $394/SF
    • 110 Days On Market

    Current Estimated Value $496,000

    Last Listing Agent Robert St. Pierre WEEKLEY HOMES REALTY COMPANY

    1632 Haven Dr, Orlando, FL 32803
  • /2

    $179,900

    Sold Jun 02, 2026

    3651 N Goldenrod Rd Unit 101, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • Built 1990

    Last Sold Summary

    • 3% Below List Price
    • $214/SF
    • 44 Days On Market

    Current Estimated Value $175,255

    Last Listing Agent REZA Shirzad ANNE ROGERS REALTY GROUP INC

    3651 N Goldenrod Rd Unit 101, Winter Park, FL 32792
  • /2

    $689,500

    Sold Jul 19, 2025

    1129 Golfside Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • Built 1978

    Last Sold Summary

    • 5% Below List Price
    • $394/SF
    • 21 Days On Market

    Current Estimated Value $687,363

    Last Listing Agent Tess Muccigrosso RE/MAX 200 REALTY

    1129 Golfside Dr, Winter Park, FL 32792
  • /2

    $893,000

    Sold Oct 09, 2025

    2890 Wild Ginger Ct, Winter Park, FL 32792

    • 4 Beds
    • 4.5 Baths
    • 3,408 Sq Ft
    • Built 1993

    Last Sold Summary

    • 27% Below List Price
    • $262/SF
    • 78 Days On Market

    Current Estimated Value $899,928

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

    2890 Wild Ginger Ct, Winter Park, FL 32792
  • /2

    $800,200

    Sold Oct 03, 2025

    4107 Gabriella Ln, Winter Park, FL 32792

    • 4 Beds
    • 3.5 Baths
    • 3,074 Sq Ft
    • Built 1998

    Last Sold Summary

    • 33% Below List Price
    • $260/SF
    • 112 Days On Market

    Current Estimated Value $1,014,949

    Last Listing Agent Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY

    4107 Gabriella Ln, Winter Park, FL 32792
  • /2

    $405,500

    Sold May 28, 2026

    2834 Bright Bird Ln, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft
    • Built 2024

    Last Sold Summary

    • 7% Below List Price
    • $213/SF
    • 108 Days On Market

    Current Estimated Value $398,920

    Last Listing Agent Irene Navarro LIFESTYLE INTERNATIONAL REALTY

    2834 Bright Bird Ln, Winter Park, FL 32792
  • /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 $3,037,611

    Last Listing Agent David Hung KELLER WILLIAMS ADVANTAGE III

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

    $1,120,000

    Sold Jan 08, 2026

    5236 Lake Howell Rd, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 3,710 Sq Ft
    • Built 2025

    Last Sold Summary

    • 23% Below List Price
    • $302/SF
    • 129 Days On Market

    Current Estimated Value $1,066,409

    Last Listing Agent Troy Hensley BHHS FLORIDA REALTY

    5236 Lake Howell Rd, Winter Park, FL 32792
  • /2

    $423,000

    Sold Aug 07, 2025

    2812 Bright Bird Ln, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft
    • Built 2024

    Last Sold Summary

    • 8% Below List Price
    • $222/SF
    • 87 Days On Market

    Current Estimated Value $433,720

    Last Listing Agent Jessica Snyder LPT REALTY, LLC

    2812 Bright Bird Ln, Winter Park, FL 32792
  • /2

    $760,000

    Sold Jul 17, 2025

    2159 Marsh Sedge Ln, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 2,192 Sq Ft
    • Built 2019

    Last Sold Summary

    • 4% Below List Price
    • $347/SF
    • 42 Days On Market

    Current Estimated Value $770,776

    Last Listing Agent Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

    2159 Marsh Sedge Ln, Winter Park, FL 32792
  • /2

    $450,000

    Sold Jul 22, 2025

    1624 Little Wren Ln, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 2,308 Sq Ft
    • Built 2019

    Last Sold Summary

    • 5% Below List Price
    • $195/SF
    • 23 Days On Market

    Current Estimated Value $473,984

    Last Listing Agent Steven Kwong CHARLES RUTENBERG REALTY ORLANDO

    1624 Little Wren Ln, Winter Park, FL 32792
  • /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 $381,081

    Last Listing Agent Mary Harmening ROAM FLORIDA REALTY LLC

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

    $605,000

    Sold Dec 22, 2025

    2478 Whitehall Cir, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 2,256 Sq Ft
    • Built 1965

    Last Sold Summary

    • 19% Below List Price
    • $268/SF
    • 123 Days On Market

    Current Estimated Value $614,793

    Last Listing Agent Erica Magtira LPT REALTY, LLC

    2478 Whitehall Cir, Winter Park, FL 32792
  • /2

    $565,000

    Sold Jun 04, 2026

    1018 Bradford Dr, Winter Park, FL 32792

    • 5 Beds
    • 3 Baths
    • 2,513 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Above List Price
    • $225/SF
    • 4 Days On Market

    Current Estimated Value $520,231

    Last Listing Agent Janie Harris UNITED REAL ESTATE PREFERRED

    1018 Bradford Dr, Winter Park, FL 32792
  • /2

    $260,000

    Sold Apr 03, 2026

    3580 Wilde Ave, Winter Park, FL 32792

    • Land
    • 35,283 Sq Ft
    • $320,988 per Acre

    Last Sold Summary

    • 340 Days On Market

    Current Estimated Value $261,624

    Last Listing Agent Gwendolen Flynn COLDWELL BANKER REALTY

    3580 Wilde Ave, Winter Park, FL 32792
  • /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 $427,343

    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 $1,183,121

    Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

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

    $435,800

    Sold Apr 27, 2026

    5418 Ardmore Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Below List Price
    • $279/SF
    • 5 Days On Market

    Current Estimated Value $441,958

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    5418 Ardmore Dr, Winter Park, FL 32792
  • /2

    $1,206,400

    Sold Oct 15, 2025

    4048 Gilder Rose Place, Winter Park, FL 32792

    • 4 Beds
    • 3.5 Baths
    • 3,321 Sq Ft
    • Built 1992

    Last Sold Summary

    • $363/SF
    • 101 Days On Market

    Current Estimated Value $1,190,451

    Last Listing Agent Abby Greenberg COMPASS FLORIDA LLC

    4048 Gilder Rose Place, Winter Park, FL 32792
  • /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 $495,055

    Last Listing Agent David Augello ON POINT REALTY LLC

    275 N Ranger Blvd, Winter Park, FL 32792

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