1,127

Recently Sold Winter Park, FL Homes

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  • /2

    $2,185,000

    Sold May 21, 2026

    2722 Eastern Pkwy, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 3,334 Sq Ft
    • Built 2026

    Last Sold Summary

    • 5% Below List Price
    • $655/SF
    • 105 Days On Market

    Current Estimated Value $1,678,189

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    2722 Eastern Pkwy, Winter Park, FL 32789
  • /2

    $495,000

    Sold Feb 17, 2026

    422 S Ranger Blvd, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1965

    Last Sold Summary

    • 7% Below List Price
    • $295/SF
    • 77 Days On Market

    Current Estimated Value $505,614

    Last Listing Agent David Perez COLDWELL BANKER REALTY

    422 S Ranger Blvd, Winter Park, FL 32792
  • /2

    $755,000

    Sold Jul 18, 2025

    1000 Howell Branch Rd, Winter Park, FL 32789

    • Land
    • 23,958 Sq Ft
    • $1,372,727 per Acre

    Last Sold Summary

    • 30% Below List Price
    • 241 Days On Market

    Current Estimated Value $835,809

    Last Listing Agent Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

    1000 Howell Branch Rd, Winter Park, FL 32789
  • /2

    $130,000

    Sold Nov 25, 2025

    200 Saint Andrews Blvd Unit 101, Winter Park, FL 32792

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

    Last Sold Summary

    • 13% Below List Price
    • $179/SF
    • 35 Days On Market

    Current Estimated Value $133,898

    Last Listing Agent Mary Marwick PREMIUM PROPERTIES R.E SERVICE

    200 Saint Andrews Blvd Unit 101, Winter Park, FL 32792
  • /2

    $975,000

    Sold Feb 10, 2026

    1150 Kenwood Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,557 Sq Ft
    • Built 1988

    Last Sold Summary

    • 24% Below List Price
    • $381/SF
    • 97 Days On Market

    Current Estimated Value $1,023,083

    Last Listing Agent JJ Mackle PREMIER SOTHEBY'S INTL. REALTY

    1150 Kenwood Ave, Winter Park, FL 32789
  • /2

    $195,000

    Sold Feb 16, 2026

    3254 Oak Lake Place Unit 137, Winter Park, FL 32792

    • 2 Beds
    • 2.5 Baths
    • 1,031 Sq Ft
    • Built 1984

    Last Sold Summary

    • 22% Below List Price
    • $189/SF
    • 280 Days On Market

    Current Estimated Value $196,666

    Last Listing Agent Darryl Henderson, Jr GLOBAL ENTERPRISE REALTY GROUP

    3254 Oak Lake Place Unit 137, Winter Park, FL 32792
  • /2

    $415,000

    Sold Mar 04, 2026

    1816 Ivy Ln, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,725 Sq Ft
    • Built 1959

    Last Sold Summary

    • 8% Below List Price
    • $241/SF
    • 139 Days On Market

    Current Estimated Value $406,197

    Last Listing Agent Michael Cameron CAMERON REALTY GROUP LLC

    1816 Ivy Ln, Winter Park, FL 32792
  • /2

    $475,000

    Sold May 14, 2026

    665 W Lyman Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,119 Sq Ft
    • Built 1994

    Last Sold Summary

    • 6% Above List Price
    • $424/SF
    • 6 Days On Market

    Current Estimated Value $447,753

    Last Listing Agent Jonathan Nakhnoukh CENTRAL FLORIDA PRIME REAL ESTATE LLC

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

    $168,146

    Sold Jun 01, 2026

    1000 S Semoran Blvd Unit 805, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,003 Sq Ft
    • Built 1969

    Last Sold Summary

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

    Current Estimated Value $173,010

    Last Listing Agent Carrie Shawfield SHAWFIELD REALTY GROUP

    1000 S Semoran Blvd Unit 805, Winter Park, FL 32792
  • /2

    $170,000

    Sold Sep 24, 2025

    200 Saint Andrews Blvd Unit 2607, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,119 Sq Ft
    • Built 1970

    Last Sold Summary

    • 10% Below List Price
    • $152/SF
    • 74 Days On Market

    Current Estimated Value $181,789

    Last Listing Agent Evelyn Pilchick RE/MAX 200 REALTY

    200 Saint Andrews Blvd Unit 2607, Winter Park, FL 32792
  • /2

    $475,000

    Sold Feb 02, 2026

    1740 Anzle Ave, Winter Park, FL 32789

    • 4 Beds
    • 2 Baths
    • 1,808 Sq Ft
    • Built 1956

    Last Sold Summary

    • 40% Below List Price
    • $263/SF
    • 109 Days On Market

    Current Estimated Value $607,200

    Last Listing Agent Freddy DeCoster GOYAL & DECOSTER REALTY

    1740 Anzle Ave, Winter Park, FL 32789
  • /2

    $350,000

    Sold Feb 06, 2026

    1438 Tierra Cir, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,627 Sq Ft
    • Built 1968

    Last Sold Summary

    • 8% Below List Price
    • $215/SF
    • 3 Days On Market

    Current Estimated Value $502,344

    Last Listing Agent Meir Tenenbaum CARDINAL REALTY GROUP, LLC.

    1438 Tierra Cir, Winter Park, FL 32792
  • /2

    $2,750,000

    Sold Jun 18, 2026

    151 Oakwood Way, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 4,129 Sq Ft
    • Built 2023

    Last Sold Summary

    • 14% Below List Price
    • $666/SF
    • 113 Days On Market

    Current Estimated Value $2,884,311

    Last Listing Agent Matthew Burks CORCORAN PREMIER REALTY

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

    $325,000

    Sold Oct 03, 2025

    260 Killarney Bay Ct Unit 6, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 1,140 Sq Ft
    • Built 1986

    Last Sold Summary

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

    Current Estimated Value $325,603

    Last Listing Agent Tyler Gibson LPT REALTY, LLC

    260 Killarney Bay Ct Unit 6, Winter Park, FL 32789
  • /2

    $1,725,000

    Sold Mar 05, 2026

    617 Worthington Dr, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 3,533 Sq Ft
    • Built 2018

    Last Sold Summary

    • 13% Below List Price
    • $488/SF
    • 215 Days On Market

    Current Estimated Value $1,755,958

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    617 Worthington Dr, Winter Park, FL 32789
  • /2

    $286,000

    Sold May 22, 2026

    3204 Netherwood Dr, Winter Park, FL 32792

    • 2 Beds
    • 1.5 Baths
    • 1,056 Sq Ft
    • Built 1983

    Last Sold Summary

    • 12% Below List Price
    • $271/SF
    • 66 Days On Market

    Current Estimated Value $294,110

    Last Listing Agent Renee Anthony WATSON REALTY CORP.

    3204 Netherwood Dr, Winter Park, FL 32792
  • /2

    $385,000

    Sold Nov 12, 2025

    4421 Steed Terrace, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 1,788 Sq Ft
    • Built 1989

    Last Sold Summary

    • 14% Below List Price
    • $215/SF
    • 209 Days On Market

    Current Estimated Value $416,071

    Last Listing Agent Andrey Bustamante BUSTAMANTE REAL ESTATE INC

    4421 Steed Terrace, Winter Park, FL 32792
  • /2

    $2,835,000

    Sold Nov 24, 2025

    255 Stirling Ave, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,635 Sq Ft
    • Built 1982

    Last Sold Summary

    • 14% Below List Price
    • $780/SF
    • 25 Days On Market

    Current Estimated Value $2,868,037

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

    255 Stirling Ave, Winter Park, FL 32789
  • /2

    $627,000

    Sold Mar 23, 2026

    428 Selkirk Dr, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 1,782 Sq Ft
    • Built 1957

    Last Sold Summary

    • 5% Below List Price
    • $352/SF
    • 103 Days On Market

    Current Estimated Value $625,658

    Last Listing Agent Sheri Malin REDFIN CORPORATION

    428 Selkirk Dr, Winter Park, FL 32792
  • /2

    $625,000

    Sold Mar 27, 2026

    1500 Berkshire Ave, Winter Park, FL 32789

    • 3 Beds
    • 1.5 Baths
    • 1,485 Sq Ft
    • Built 1925

    Last Sold Summary

    • $421/SF
    • 51 Days On Market

    Current Estimated Value $615,808

    Last Listing Agent Lianna D'Angelo SOTERA LIVING

    1500 Berkshire Ave, Winter Park, FL 32789
  • /2

    $1,430,000

    Sold Nov 10, 2025

    1011 Mckean Cir, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,230 Sq Ft
    • Built 1955

    Last Sold Summary

    • $641/SF
    • 0 Days On Market

    Current Estimated Value $1,470,576

    Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES

    1011 Mckean Cir, Winter Park, FL 32789
  • /2

    $439,900

    Sold Jul 22, 2025

    1945 Bering Ave, Winter Park, FL 32789

    • 3 Beds
    • 1.5 Baths
    • 1,576 Sq Ft
    • Built 1958

    Last Sold Summary

    • $279/SF
    • 6 Days On Market

    Current Estimated Value $447,104

    Last Listing Agent Carmen Gonzalez, Pa HORIZON WEST REALTY

    1945 Bering Ave, Winter Park, FL 32789
  • /2

    $570,000

    Sold May 04, 2026

    1537 Bantam Way, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 2,312 Sq Ft
    • Built 2022

    Last Sold Summary

    • 20% Above List Price
    • $247/SF
    • 3 Days On Market

    Current Estimated Value $497,367

    Last Listing Agent Jared Dunn LIVE MVRK LLC

    1537 Bantam Way, Winter Park, FL 32792
  • /2

    $385,000

    Sold Feb 09, 2026

    5563 Garden Grove Cir, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Below List Price
    • $268/SF
    • 36 Days On Market

    Current Estimated Value $391,445

    Last Listing Agent Anne Jones COLDWELL BANKER HUBBARD HANSEN

    5563 Garden Grove Cir, Winter Park, FL 32792
  • /2

    $786,000

    Sold Jun 09, 2026

    2940 de Brocy Way, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 2,679 Sq Ft
    • Built 1971

    Last Sold Summary

    • $293/SF
    • 5 Days On Market

    Current Estimated Value $695,670

    Last Listing Agent Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

    2940 de Brocy Way, Winter Park, FL 32792
  • /2

    $2,200,000

    Sold Jun 16, 2026

    2550 Venetian Way, Winter Park, FL 32789

    • 4 Beds
    • 5 Baths
    • 5,051 Sq Ft
    • Built 2008

    Last Sold Summary

    • 10% Below List Price
    • $436/SF
    • 63 Days On Market

    Current Estimated Value $2,393,667

    Last Listing Agent Felicia Donateli PALM PROPERTIES OF CF, INC.

    2550 Venetian Way, Winter Park, FL 32789
  • /2

    $2,575,000

    Sold Oct 20, 2025

    1341 Place Picardy, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 4,469 Sq Ft
    • Built 2016

    Last Sold Summary

    • 8% Below List Price
    • $576/SF
    • 95 Days On Market

    Current Estimated Value $2,613,346

    Last Listing Agent Julie Bettosini STOCKWORTH REALTY GROUP

    1341 Place Picardy, Winter Park, FL 32789
  • /2

    $435,000

    Sold Aug 31, 2025

    2209 Fairglenn Way, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,027 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Below List Price
    • $215/SF
    • 54 Days On Market

    Current Estimated Value $452,098

    Last Listing Agent Benjamin Benami CHARLES RUTENBERG REALTY ORLANDO

    2209 Fairglenn Way, Winter Park, FL 32792
  • /2

    $714,000

    Sold Feb 25, 2026

    1449 Pelican Bay Trail, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 2,928 Sq Ft
    • Built 1982

    Last Sold Summary

    • $244/SF
    • 2 Days On Market

    Current Estimated Value $709,765

    Last Listing Agent Steven Ritz KELLER WILLIAMS WINTER PARK

    1449 Pelican Bay Trail, Winter Park, FL 32792
  • /2

    $435,000

    Sold May 15, 2026

    7445 Betty St, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,576 Sq Ft
    • Built 1983

    Last Sold Summary

    • $276/SF
    • 3 Days On Market

    Current Estimated Value $430,631

    Last Listing Agent Nicholas Macy LISTY, LLC

    7445 Betty St, Winter Park, FL 32792
  • /2

    $242,000

    Sold Oct 15, 2025

    200 Saint Andrews Blvd Unit 3002, Winter Park, FL 32792

    • 2 Beds
    • 1.5 Baths
    • 1,219 Sq Ft
    • Built 1970

    Last Sold Summary

    • 9% Below List Price
    • $199/SF
    • 125 Days On Market

    Current Estimated Value $234,414

    Last Listing Agent Jessica Geer A+ REALTY PROFESSIONALS, INC

    200 Saint Andrews Blvd Unit 3002, Winter Park, FL 32792
  • /2

    $99,000

    Sold May 27, 2026

    3028 George Mason Ave Unit 7, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,088 Sq Ft
    • Built 1974

    Last Sold Summary

    • 6% Below List Price
    • $91/SF
    • 5 Days On Market

    Last Listing Agent Alex Khalil EXP REALTY LLC

    3028 George Mason Ave Unit 7, Winter Park, FL 32792
  • /2

    $528,000

    Sold Nov 25, 2025

    4991 Tangerine Ave, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,124 Sq Ft
    • Built 1972

    Last Sold Summary

    • $249/SF
    • 5 Days On Market

    Current Estimated Value $528,891

    Last Listing Agent Edwin Ayala, Jr EXP REALTY LLC

    4991 Tangerine Ave, Winter Park, FL 32792
  • /2

    $415,000

    Sold Mar 02, 2026

    875 W Lyman Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 760 Sq Ft
    • Built 1925

    Last Sold Summary

    • 13% Below List Price
    • $546/SF
    • 60 Days On Market

    Current Estimated Value $415,924

    Last Listing Agent Joey Bruno CHARLES RUTENBERG REALTY ORLANDO

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

    $1,850,000

    Sold Dec 15, 2025

    419 W Morse Blvd, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 3,027 Sq Ft
    • Built 2018

    Last Sold Summary

    • 5% Below List Price
    • $611/SF
    • 0 Days On Market

    Current Estimated Value $1,854,791

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

    419 W Morse Blvd, Winter Park, FL 32789
  • /2

    $470,000

    Sold Aug 21, 2025

    2920 Abbey Ct, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 2,035 Sq Ft
    • Built 1964

    Last Sold Summary

    • 6% Below List Price
    • $231/SF
    • 2 Days On Market

    Current Estimated Value $573,652

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    2920 Abbey Ct, Winter Park, FL 32792
  • /2

    $445,000

    Sold Jun 01, 2026

    3720 Jonquil Ln, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,647 Sq Ft
    • Built 1982

    Last Sold Summary

    • $270/SF
    • 1 Day On Market

    Current Estimated Value $445,478

    Last Listing Agent Nicholas Kovats KELLER WILLIAMS ADVANTAGE REALTY

    3720 Jonquil Ln, Winter Park, FL 32792
  • /2

    $280,000

    Sold Jun 27, 2025

    2446 Lotafun Ave, Winter Park, FL 32789

    • Land
    • 7,405 Sq Ft
    • $1,647,059 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 123 Days On Market

    Current Estimated Value $274,667

    Last Listing Agent David Francetic COLDWELL BANKER REALTY

    2446 Lotafun Ave, Winter Park, FL 32789
  • /2

    $684,000

    Sold Dec 23, 2025

    1909 Cyril Ct, Winter Park, FL 32792

    • 3 Beds
    • 3.5 Baths
    • 3,102 Sq Ft
    • Built 1990

    Last Sold Summary

    • 9% Below List Price
    • $221/SF
    • 56 Days On Market

    Current Estimated Value $698,575

    Last Listing Agent James Hurst, II JAMES F. HURST II, BROKER

    1909 Cyril Ct, Winter Park, FL 32792
  • /2

    $3,800,000

    Sold Feb 24, 2026

    637 N Park Ave, Winter Park, FL 32789

    • 3 Beds
    • 5 Baths
    • 4,237 Sq Ft
    • Built 2019

    Last Sold Summary

    • 2% Below List Price
    • $897/SF
    • 24 Days On Market

    Current Estimated Value $3,812,464

    Last Listing Agent Whitney Johnson COLDWELL BANKER REALTY

    637 N Park Ave, Winter Park, FL 32789

Showing Results 161 - 200, Page 5 of 18

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