1,127

Recently Sold Winter Park, FL Homes

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    $455,500 Sold Oct 16, 2025

    1317 Medinah Ct, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 2,015 Sq Ft
    • Built 1979

    Last Sold Summary

    • 9% Below List Price
    • $226/SF

    Current Estimated Value $738,992

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    1317 Medinah Ct, Winter Park, FL 32792
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    $1,575,000 Sold Jan 20, 2026

    1780 Mizell Ave, Winter Park, FL 32789

    • 4 Beds
    • 4 Baths
    • 2,743 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $574/SF
    • 0 Days On Market

    Current Estimated Value $1,532,660

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1780 Mizell Ave, Winter Park, FL 32789
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    $1,825,000 Sold Oct 16, 2025

    1361 Palmer Ave, Winter Park, FL 32789

    • 5 Beds
    • 3.5 Baths
    • 3,558 Sq Ft
    • Built 2005

    Last Sold Summary

    • 22% Below List Price
    • $513/SF
    • 121 Days On Market

    Current Estimated Value $1,806,244

    Last Listing Agent Michelle Hochfelder PREMIER SOTHEBY'S INTL. REALTY

    1361 Palmer Ave, Winter Park, FL 32789
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    $400,000 Sold Jul 15, 2025

    1017 Manchester Cir, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,704 Sq Ft
    • Built 1974

    Last Sold Summary

    • $235/SF
    • 23 Days On Market

    Current Estimated Value $395,997

    Last Listing Agent Jenaia Fowlkes FOWLKES REALTY CO

    1017 Manchester Cir, Winter Park, FL 32792
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    $2,550,000 Sold Aug 15, 2025

    1400 Place Picardy, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 4,338 Sq Ft
    • Built 2008

    Last Sold Summary

    • 10% Below List Price
    • $588/SF
    • 82 Days On Market

    Current Estimated Value $2,548,097

    Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

    1400 Place Picardy, Winter Park, FL 32789
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    $1,100,000 Sold Oct 08, 2025

    930 S Kentucky Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,495 Sq Ft
    • Built 2014

    Last Sold Summary

    • $441/SF
    • 4 Days On Market

    Current Estimated Value $1,085,711

    Last Listing Agent Debi Callahan Adams, Cameron & Co., Realtors

    930 S Kentucky Ave, Winter Park, FL 32789
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    $160,000 Sold Mar 24, 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
    • $190/SF
    • 12 Days On Market

    Current Estimated Value $164,203

    Last Listing Agent Kirsten Weir PARK VIEW REALTY INC

    3651 N Goldenrod Rd Unit 101, Winter Park, FL 32792
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    $81,000 Sold Jul 01, 2025

    262 Scottsdale Square Unit 262, Winter Park, FL 32792

    • 1 Bed
    • 1 Bath
    • 756 Sq Ft
    • Built 1974

    Last Sold Summary

    • 19% Below List Price
    • $107/SF
    • 10 Days On Market

    Current Estimated Value $74,396

    Last Listing Agent Edward Lee LA ROSA REALTY ORLANDO LLC

    262 Scottsdale Square Unit 262, Winter Park, FL 32792
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    $475,000 Sold Nov 14, 2025

    260 Orange Terrace Dr, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 1,330 Sq Ft
    • Built 1953

    Last Sold Summary

    • 1% Below List Price
    • $357/SF
    • 6 Days On Market

    Current Estimated Value $468,992

    Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

    260 Orange Terrace Dr, Winter Park, FL 32789
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    $2,800,000 Sold Aug 14, 2025

    1891 Lake Spier Dr, Winter Park, FL 32789

    • 5 Beds
    • 4 Baths
    • 3,932 Sq Ft
    • Built 2024

    Last Sold Summary

    • 12% Below List Price
    • $712/SF
    • 57 Days On Market

    Current Estimated Value $2,758,731

    Last Listing Agent Mike Derenthal DERENTHAL REALTY

    1891 Lake Spier Dr, Winter Park, FL 32789
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    $425,000 Sold Aug 04, 2025

    690 Osceola Ave Unit 410, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Built 1969

    Last Sold Summary

    • 3% Below List Price
    • $370/SF
    • 8 Days On Market

    Current Estimated Value $421,796

    Last Listing Agent Catherine Mitchell SANDRONI HOLDINGS REAL ESTATE LLC

    690 Osceola Ave Unit 410, Winter Park, FL 32789
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    $750,000 Sold Jun 09, 2025

    2804 Dike Rd, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 2,503 Sq Ft
    • Built 1980

    Last Sold Summary

    • 12% Below List Price
    • $300/SF
    • 284 Days On Market

    Current Estimated Value $740,270

    Last Listing Agent Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY

    2804 Dike Rd, Winter Park, FL 32792
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    $180,000 Sold Feb 18, 2026

    Unlisted Address

    • 3 Beds
    • 2 Baths
    • 1,686 Sq Ft
    • Built 1960

    Last Sold Summary

    • $107/SF
    • 0 Days On Market

    Current Estimated Value $220,743

    Last Listing Agent Dragana Todorovic ENGEL & VOLKERS NEW SMYRNA

    Unlisted Address
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    $440,000 Sold Jul 10, 2025

    2312 Poinciana Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,806 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Below List Price
    • $244/SF
    • 6 Days On Market

    Current Estimated Value $434,457

    Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

    2312 Poinciana Rd, Winter Park, FL 32792
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    $505,000 Sold Jan 05, 2026

    1651 N Park Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,263 Sq Ft
    • Built 1965

    Last Sold Summary

    • $400/SF
    • 0 Days On Market

    Current Estimated Value $511,792

    Last Listing Agent Ingrid Livingston COLDWELL BANKER REALTY

    1651 N Park Ave, Winter Park, FL 32789
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    $2,100,000 Sold Apr 15, 2025

    1032 Early Ave, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,894 Sq Ft
    • Built 1999

    Last Sold Summary

    • 9% Below List Price
    • $726/SF
    • 35 Days On Market

    Current Estimated Value $2,130,901

    Last Listing Agent Teresa Corbett KINCAID REALTY

    1032 Early Ave, Winter Park, FL 32789
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    $270,000 Sold Apr 04, 2025

    609 Gallery Dr Unit 2, Winter Park, FL 32792

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

    Last Sold Summary

    • 5% Below List Price
    • $291/SF
    • 12 Days On Market

    Current Estimated Value $249,889

    Last Listing Agent Kim Oliver NONA LEGACY POWERED BY LA ROSA

    609 Gallery Dr Unit 2, Winter Park, FL 32792
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    $119,000 Sold Dec 08, 2025

    1000 S Semoran Blvd Unit 608, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,049 Sq Ft
    • Built 1969

    Last Sold Summary

    • 30% Below List Price
    • $113/SF
    • 155 Days On Market

    Current Estimated Value $135,101

    Last Listing Agent Maria Peralta CHARLES RUTENBERG REALTY ORLANDO

    1000 S Semoran Blvd Unit 608, Winter Park, FL 32792
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    $750,000 Sold Jan 12, 2026

    1278 S Pennsylvania Ave Unit 13, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 1,957 Sq Ft
    • Built 2007

    Last Sold Summary

    • 6% Below List Price
    • $383/SF
    • 84 Days On Market

    Current Estimated Value $756,755

    Last Listing Agent Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    1278 S Pennsylvania Ave Unit 13, Winter Park, FL 32789
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    $270,000 Sold Aug 28, 2025

    2426 Windward Way, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 932 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Below List Price
    • $290/SF
    • 50 Days On Market

    Current Estimated Value $264,094

    Last Listing Agent Kim Coburn RE/MAX TOWN & COUNTRY REALTY

    2426 Windward Way, Winter Park, FL 32792
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    $420,000 Sold Jul 11, 2025

    2809 Sanbina St, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • Built 1961

    Last Sold Summary

    • 2% Below List Price
    • $368/SF
    • 4 Days On Market

    Current Estimated Value $432,978

    Last Listing Agent Harry Kazarian STRONG FOUNDATION REALTY LLC

    2809 Sanbina St, Winter Park, FL 32789
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    $480,000 Sold Jul 28, 2025

    1545 Indiana Ave Unit B, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 1,598 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Below List Price
    • $300/SF
    • 3 Days On Market

    Current Estimated Value $474,578

    Last Listing Agent Ron Murray MAGIC REALTY LLC

    1545 Indiana Ave Unit B, Winter Park, FL 32789
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    $2,910,000 Sold Jul 21, 2025

    1911 Stonehurst Rd, Winter Park, FL 32789

    • 4 Beds
    • 6 Baths
    • 5,097 Sq Ft
    • Built 2001

    Last Sold Summary

    • 14% Below List Price
    • $571/SF
    • 82 Days On Market

    Current Estimated Value $2,912,546

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1911 Stonehurst Rd, Winter Park, FL 32789
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    $1,685,000 Sold Apr 30, 2025

    1871 Winchester Dr, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,421 Sq Ft
    • Built 1957

    Last Sold Summary

    • $493/SF

    Current Estimated Value $1,722,297

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

    1871 Winchester Dr, Winter Park, FL 32789
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    $370,000 Sold Oct 20, 2025

    513 Dunraven Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,458 Sq Ft
    • Built 1956

    Last Sold Summary

    • $254/SF

    Current Estimated Value $407,778

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

    513 Dunraven Dr, Winter Park, FL 32792
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    $465,000 Sold Sep 29, 2025

    1809 Pineview Cir, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,631 Sq Ft
    • Built 1956

    Last Sold Summary

    • 15% Below List Price
    • $285/SF
    • 106 Days On Market

    Current Estimated Value $450,505

    Last Listing Agent Eric Trumble II CHARLES RUTENBERG REALTY ORLANDO

    1809 Pineview Cir, Winter Park, FL 32792
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    $987,500 Sold Jun 10, 2025

    1585 Chestnut Ave, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,220 Sq Ft
    • Built 1959

    Last Sold Summary

    • 21% Below List Price
    • $445/SF
    • 101 Days On Market

    Current Estimated Value $1,009,023

    Last Listing Agent Ashley Landers KELLER WILLIAMS WINTER PARK

    1585 Chestnut Ave, Winter Park, FL 32789
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    $385,000 Sold Jul 12, 2025

    151 N Orlando Ave Unit 131, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1960

    Last Sold Summary

    • 4% Below List Price
    • $385/SF
    • 355 Days On Market

    Current Estimated Value $360,176

    Last Listing Agent Adriana Montes MBA FLORIDA DREAMS REALTY GRP INC

    151 N Orlando Ave Unit 131, Winter Park, FL 32789
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    $425,000 Sold Jul 07, 2025

    7249 Abbey Ln, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,508 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Below List Price
    • $282/SF
    • 42 Days On Market

    Current Estimated Value $420,933

    Last Listing Agent Jackie Criswell RE/MAX TOWN & COUNTRY REALTY

    7249 Abbey Ln, Winter Park, FL 32792
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    $849,900 Sold Jun 10, 2025

    1791 Spruce Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,776 Sq Ft
    • Built 1956

    Last Sold Summary

    • $479/SF
    • 8 Days On Market

    Current Estimated Value $869,661

    Last Listing Agent Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

    1791 Spruce Ave, Winter Park, FL 32789
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    $3,200,000 Sold Oct 20, 2025

    1610 Oakhurst Ave, Winter Park, FL 32789

    • 5 Beds
    • 7 Baths
    • 4,255 Sq Ft
    • Built 2021

    Last Sold Summary

    • 2% Below List Price
    • $752/SF
    • 3 Days On Market

    Current Estimated Value $3,115,603

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

    1610 Oakhurst Ave, Winter Park, FL 32789
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    $335,000 Sold Sep 17, 2025

    3103 Ash Park Loop, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,408 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Below List Price
    • $238/SF
    • 20 Days On Market

    Current Estimated Value $339,610

    Last Listing Agent Pam Hagood Ryan PREMIER SOTHEBY'S INTL. REALTY

    3103 Ash Park Loop, Winter Park, FL 32792
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    $215,000 Sold Jun 13, 2025

    7468 Swallow Run Unit 38, Winter Park, FL 32792

    • 2 Beds
    • 2.5 Baths
    • 1,578 Sq Ft
    • Built 1974

    Last Sold Summary

    • 12% Below List Price
    • $136/SF
    • 52 Days On Market

    Current Estimated Value $208,053

    Last Listing Agent Chris Creegan CREEGAN GROUP

    7468 Swallow Run Unit 38, Winter Park, FL 32792
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    $464,000 Sold May 01, 2025

    215 E Canton Ave Unit 215, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,057 Sq Ft
    • Built 1971

    Last Sold Summary

    • 7% Below List Price
    • $439/SF
    • 78 Days On Market

    Last Listing Agent Harris Ganey HARRISS M GANEY REALTY

    215 E Canton Ave Unit 215, Winter Park, FL 32789
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    $1,186,200 Sold Oct 30, 2025

    2105 Fosgate Dr, Winter Park, FL 32789

    • 5 Beds
    • 4 Baths
    • 3,068 Sq Ft
    • Built 1956

    Last Sold Summary

    • 18% Below List Price
    • $387/SF
    • 145 Days On Market

    Current Estimated Value $1,175,684

    Last Listing Agent Eileen Winfrey IAD FLORIDA LLC

    2105 Fosgate Dr, Winter Park, FL 32789
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    $1,500,000 Sold Dec 23, 2025

    1460 Via Sangro Place, Winter Park, FL 32792

    • 7 Beds
    • 4 Baths
    • 5,111 Sq Ft
    • Built 2015

    Last Sold Summary

    • 6% Below List Price
    • $293/SF
    • 18 Days On Market

    Current Estimated Value $1,483,330

    Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

    1460 Via Sangro Place, Winter Park, FL 32792
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    $585,000 Sold Apr 07, 2025

    1424 Cavendish Rd, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 1,132 Sq Ft
    • Built 1949

    Last Sold Summary

    • 1% Below List Price
    • $517/SF
    • 38 Days On Market

    Current Estimated Value $603,119

    Last Listing Agent Lisa Grey KEYSEEKERS REAL ESTATE

    1424 Cavendish Rd, Winter Park, FL 32789
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    $234,000 Sold Feb 24, 2026

    151 N Orlando Ave Unit 204, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft
    • Built 1960

    Last Sold Summary

    • 6% Below List Price
    • $330/SF
    • 244 Days On Market

    Current Estimated Value $219,665

    Last Listing Agent Eddie Cooper MAINFRAME REAL ESTATE

    151 N Orlando Ave Unit 204, Winter Park, FL 32789
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    $510,000 Sold Jul 22, 2025

    2804 Mulford Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,522 Sq Ft
    • Built 1953

    Last Sold Summary

    • $335/SF

    Current Estimated Value $524,437

    Last Listing Agent Megan Lowe FANNIE HILLMAN & ASSOCIATES

    2804 Mulford Ave, Winter Park, FL 32789
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    $850,000 Sold Dec 05, 2025

    2573 Madeline Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,035 Sq Ft
    • Built 2023

    Last Sold Summary

    • 5% Below List Price
    • $418/SF
    • 5 Days On Market

    Current Estimated Value $849,907

    Last Listing Agent Kristen Hamilton LOMBARDO TEAM REAL ESTATE LLC

    2573 Madeline Ave, Winter Park, FL 32789

Showing Results 601 - 640, Page 16 of 18

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