1,110

Recently Sold Winter Park, FL Homes

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  • /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 $645,421

    Last Listing Agent Sheri Malin REDFIN CORPORATION

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

    $425,000

    Sold Jun 25, 2026

    1416 Border Dr, Winter Park, FL 32789

    • 3 Beds
    • 1 Bath
    • 1,243 Sq Ft
    • Built 1956

    Last Sold Summary

    • $342/SF

    Current Estimated Value $425,681

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

    1416 Border Dr, Winter Park, FL 32789
  • /2

    $90,000

    Sold Sep 02, 2026

    145 Scottsdale Square Unit 145, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,020 Sq Ft
    • Built 1974

    Last Sold Summary

    • 10% Below List Price
    • $88/SF
    • 13 Days On Market

    Current Estimated Value $99,739

    Last Listing Agent Shaunda Hall GENSTONE REALTY

    145 Scottsdale Square Unit 145, 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 $631,472

    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 $1,496,120

    Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES

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

    $470,000

    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

    • 1% Below List Price
    • $203/SF
    • 3 Days On Market

    Current Estimated Value $467,363

    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 $401,447

    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 $775,525

    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 $2,255,601

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

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

    $2,875,000

    Sold Jul 15, 2026

    1724 Pine Ave, Winter Park, FL 32789

    • 3 Beds
    • 5 Baths
    • 4,425 Sq Ft
    • Built 2012

    Last Sold Summary

    • 7% Below List Price
    • $650/SF
    • 6 Days On Market

    Current Estimated Value $2,913,809

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

    1724 Pine Ave, 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 $2,599,390

    Last Listing Agent Julie Bettosini STOCKWORTH REALTY GROUP

    1341 Place Picardy, Winter Park, FL 32789
  • /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 $730,404

    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 $432,320

    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 $241,714

    Last Listing Agent Jessica Geer COLDWELL BANKER REALTY

    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 $538,198

    Last Listing Agent Edwin Ayala, Jr EXP REALTY LLC

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

    $1,300,000

    Sold Jul 24, 2026

    321 Sylvan Blvd, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,821 Sq Ft
    • Built 1940

    Last Sold Summary

    • 7% Below List Price
    • $461/SF
    • 0 Days On Market

    Current Estimated Value $1,381,639

    Last Listing Agent Mel Bernstein PREMIER SOTHEBYS INT'L REALTY

    321 Sylvan Blvd, Winter Park, FL 32789
  • /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 $430,677

    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 $1,866,195

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

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

    $119,000

    Sold Aug 13, 2026

    1695 Lee Rd Unit E215, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Built 1966

    Last Sold Summary

    • 26% Below List Price
    • $104/SF
    • 153 Days On Market

    Current Estimated Value $139,910

    Last Listing Agent Jenaia Fowlkes FOWLKES REALTY CO

    1695 Lee Rd Unit E215, Winter Park, FL 32789
  • /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 $450,210

    Last Listing Agent Nicholas Kovats KELLER WILLIAMS ADVANTAGE REALTY

    3720 Jonquil Ln, Winter Park, FL 32792
  • /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 $714,798

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

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

    $445,000

    Sold Jul 02, 2026

    1468 Auburn Green Loop, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,676 Sq Ft
    • Built 1984

    Last Sold Summary

    • 7% Below List Price
    • $266/SF
    • 26 Days On Market

    Current Estimated Value $450,367

    Last Listing Agent Jodie Ma COLDWELL BANKER VANGUARD EDGE REALTY

    1468 Auburn Green Loop, 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 $3,842,825

    Last Listing Agent Whitney Johnson COLDWELL BANKER REALTY

    637 N Park Ave, Winter Park, FL 32789
  • /2

    $260,000

    Sold May 27, 2026

    1952 Spring St, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Built 1983

    Last Sold Summary

    • 5% Below List Price
    • $248/SF
    • 76 Days On Market

    Current Estimated Value $261,288

    Last Listing Agent Bethanne Baer BEAR TEAM REAL ESTATE

    1952 Spring St, Winter Park, FL 32792
  • /2

    $1,655,000

    Sold May 14, 2026

    629 Country Club Dr, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,031 Sq Ft
    • Built 2026

    Last Sold Summary

    • 2% Below List Price
    • $546/SF
    • 58 Days On Market

    Current Estimated Value $1,683,667

    Last Listing Agent Randy Lazarus CLASSIC HOMES

    629 Country Club Dr, Winter Park, FL 32789
  • /2

    $1,305,000

    Sold Nov 05, 2025

    1600 Barcelona Way, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,014 Sq Ft
    • Built 1972

    Last Sold Summary

    • 12% Below List Price
    • $433/SF
    • 175 Days On Market

    Current Estimated Value $1,380,085

    Last Listing Agent Laura Ascenso CREEGAN GROUP

    1600 Barcelona Way, Winter Park, FL 32789
  • /2

    $1,300,000

    Sold Sep 02, 2026

    1778 Mondrian Cir, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 2,377 Sq Ft
    • Built 2023

    Last Sold Summary

    • 3% Below List Price
    • $547/SF
    • 4 Days On Market

    Current Estimated Value $1,290,556

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    1778 Mondrian Cir, Winter Park, FL 32789
  • /2

    $130,000

    Sold Nov 05, 2025

    1695 Lee Rd Unit C206, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft
    • Built 1966

    Last Sold Summary

    • 4% Below List Price
    • $148/SF
    • 43 Days On Market

    Current Estimated Value $125,984

    Last Listing Agent Justin Adams EXP REALTY LLC

    1695 Lee Rd Unit C206, Winter Park, FL 32789
  • /2

    $440,000

    Sold May 12, 2026

    3642 Periwinkle Dr, Winter Park, FL 32792

    • 5 Beds
    • 3 Baths
    • 1,945 Sq Ft
    • Built 1964

    Last Sold Summary

    • 3% Below List Price
    • $226/SF
    • 218 Days On Market

    Current Estimated Value $432,362

    Last Listing Agent John Hwangbo HONEST REAL ESTATE COMPANY

    3642 Periwinkle Dr, Winter Park, FL 32792
  • /2

    $299,000

    Sold Jan 15, 2026

    2804 Whispering Way, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,078 Sq Ft
    • Built 1986

    Last Sold Summary

    • $277/SF
    • 4 Days On Market

    Current Estimated Value $312,444

    Last Listing Agent Robin Leedom-Hafen TOP VALUE PROPERTIES LLC

    2804 Whispering Way, Winter Park, FL 32792
  • /2

    $450,000

    Sold Mar 10, 2026

    1422 Tierra Cir, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,827 Sq Ft
    • Built 1968

    Last Sold Summary

    • 12% Below List Price
    • $246/SF
    • 132 Days On Market

    Current Estimated Value $465,020

    Last Listing Agent Jennifer Conrado CHARLES RUTENBERG REALTY ORLANDO

    1422 Tierra Cir, Winter Park, FL 32792
  • /2

    $645,000

    Sold Jul 17, 2026

    3135 Heartleaf Place, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 2,749 Sq Ft
    • Built 1994

    Last Sold Summary

    • 3% Below List Price
    • $235/SF
    • 32 Days On Market

    Current Estimated Value $644,822

    Last Listing Agent Shirley Jones COLDWELL BANKER REALTY

    3135 Heartleaf Place, Winter Park, FL 32792
  • /2

    $1,500,000

    Sold Nov 14, 2025

    7841 Georgeann St, Winter Park, FL 32792

    • 4 Beds
    • 4 Baths
    • 4,000 Sq Ft
    • Built 1977

    Last Sold Summary

    • 33% Below List Price
    • $375/SF
    • 180 Days On Market

    Current Estimated Value $1,545,582

    Last Listing Agent Jerad Withrow SPECTRUM GLOBAL REALTY, INC

    7841 Georgeann St, Winter Park, FL 32792
  • /2

    $1,500,000

    Sold Mar 16, 2026

    1871 Taylor Ave, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 3,401 Sq Ft
    • Built 2016

    Last Sold Summary

    • 9% Below List Price
    • $441/SF
    • 2 Days On Market

    Current Estimated Value $1,577,821

    Last Listing Agent Laura Earl CORCORAN PREMIER REALTY

    1871 Taylor Ave, Winter Park, FL 32789
  • /2

    $1,400,000

    Sold Mar 20, 2026

    1144 Wading Waters Cir, Winter Park, FL 32792

    • 5 Beds
    • 4.5 Baths
    • 4,307 Sq Ft
    • Built 2020

    Last Sold Summary

    • 7% Below List Price
    • $325/SF
    • 19 Days On Market

    Current Estimated Value $1,385,428

    Last Listing Agent Maria Huff PORCH LIGHT REALTY, LLC.

    1144 Wading Waters Cir, Winter Park, FL 32792
  • /2

    $750,000

    Sold Oct 02, 2025

    100 S Interlachen Ave Unit 203D, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,267 Sq Ft
    • Built 1971

    Last Sold Summary

    • 3% Below List Price
    • $592/SF
    • 0 Days On Market

    Last Listing Agent Michael Ford FANNIE HILLMAN & ASSOCIATES

    100 S Interlachen Ave Unit 203D, Winter Park, FL 32789
  • /58

    $560,000

    Sold Sep 10, 2026

    2881 Temple Trail, Winter Park, FL 32789

    • 2 Beds
    • 2.5 Baths
    • 1,704 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Below List Price
    • $329/SF
    • 12 Days On Market

    Current Estimated Value $485,968

    Last Listing Agent Alexis Davis FANNIE HILLMAN & ASSOCIATES

    2881 Temple Trail, Winter Park, FL 32789
  • /2

    $1,300,000

    Sold Oct 02, 2025

    857 Brock St, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,288 Sq Ft
    • Built 1964

    Last Sold Summary

    • $568/SF
    • 0 Days On Market

    Current Estimated Value $1,342,845

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

    857 Brock St, Winter Park, FL 32789
  • /26

    $132,500

    Sold Sep 08, 2026

    3019 Antique Oaks Cir Unit 124, Winter Park, FL 32792

    • 1 Bed
    • 1 Bath
    • 749 Sq Ft
    • Built 1984

    Last Sold Summary

    • 24% Below List Price
    • $177/SF
    • 362 Days On Market

    Current Estimated Value $144,158

    Last Listing Agent Cassandra Kelly Flores COLDWELL BANKER REALTY

    3019 Antique Oaks Cir Unit 124, Winter Park, FL 32792

Showing Results 161 - 200, Page 5 of 18

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