1,105

Recently Sold Winter Park, FL Homes

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  • /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 $2,780,288

    Last Listing Agent Matthew Burks CORCORAN PREMIER REALTY

    151 Oakwood Way, 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 $1,751,487

    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 $287,065

    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 $412,441

    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 $2,904,020

    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 $633,842

    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 $555,236

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

    1416 Border Dr, Winter Park, FL 32789
  • /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 $619,071

    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 $1,502,953

    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 $515,696

    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 $394,749

    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 $781,405

    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 $2,395,569

    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 $3,030,610

    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 $2,605,737

    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 $457,220

    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 $714,972

    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 $431,372

    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 $234,719

    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 $527,072

    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 $1,280,780

    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 $440,049

    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 $1,850,314

    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 $570,173

    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 $453,359

    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 $700,413

    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 $471,349

    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 $3,815,914

    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 $261,472

    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 $2,165,333

    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 $1,385,779

    Last Listing Agent Laura Ascenso CREEGAN GROUP

    1600 Barcelona Way, 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 $125,061

    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 $435,046

    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 $307,231

    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 $458,875

    Last Listing Agent Jennifer Conrado CHARLES RUTENBERG REALTY ORLANDO

    1422 Tierra Cir, 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 $1,536,399

    Last Listing Agent Jerad Withrow SPECTRUM GLOBAL REALTY, INC

    7841 Georgeann St, 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 $647,226

    Last Listing Agent Shirley Jones COLDWELL BANKER REALTY

    3135 Heartleaf Place, 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 $1,578,327

    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 $1,399,496

    Last Listing Agent Maria Huff PORCH LIGHT REALTY, LLC.

    1144 Wading Waters Cir, Winter Park, FL 32792

Showing Results 161 - 200, Page 5 of 18

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