1,110

Recently Sold Winter Park, FL Homes

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  • /2

    $517,000

    Sold Nov 07, 2025

    1628 Lawndale Cir, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,716 Sq Ft
    • Built 1984

    Last Sold Summary

    • 6% Below List Price
    • $301/SF
    • 6 Days On Market

    Current Estimated Value $514,611

    Last Listing Agent Robin Leedom-Hafen TOP VALUE PROPERTIES LLC

    1628 Lawndale Cir, Winter Park, FL 32792
  • /2

    $779,000

    Sold Aug 31, 2026

    1826 Banchory Rd, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,391 Sq Ft
    • Built 1962

    Last Sold Summary

    • $326/SF
    • 0 Days On Market

    Current Estimated Value $864,499

    Last Listing Agent Karen Jacobs COLDWELL BANKER REALTY

    1826 Banchory Rd, Winter Park, FL 32789
  • /2

    $5,410,000

    Sold Sep 02, 2026

    2025 Summerland Ave, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 4,432 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Above List Price
    • $1,221/SF
    • 0 Days On Market

    Current Estimated Value $3,548,658

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

    2025 Summerland Ave, Winter Park, FL 32789
  • /2

    $2,000,000

    Sold May 11, 2026

    2820 Bear Island Pointe, Winter Park, FL 32792

    • 3 Beds
    • 4.5 Baths
    • 5,138 Sq Ft
    • Built 1998

    Last Sold Summary

    • 5% Below List Price
    • $389/SF
    • 6 Days On Market

    Current Estimated Value $1,998,560

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    2820 Bear Island Pointe, Winter Park, FL 32792
  • /2

    $6,200,000

    Sold Aug 21, 2026

    550 Palmer Ave, Winter Park, FL 32789

    • 5 Beds
    • 6.5 Baths
    • 5,939 Sq Ft
    • Built 2025

    Last Sold Summary

    • 14% Below List Price
    • $1,044/SF
    • 285 Days On Market

    Current Estimated Value $5,859,205

    Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES

    550 Palmer Ave, Winter Park, FL 32789
  • /2

    $720,000

    Sold Jan 20, 2026

    2955 Lolissa Ln, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 3,538 Sq Ft
    • Built 1969

    Last Sold Summary

    • 4% Below List Price
    • $204/SF
    • 47 Days On Market

    Current Estimated Value $832,826

    Last Listing Agent Catherine Williams COLDWELL BANKER REALTY

    2955 Lolissa Ln, Winter Park, FL 32789
  • /2

    $2,285,000

    Sold Nov 19, 2025

    521 S Phelps Ave, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 3,883 Sq Ft
    • Built 2015

    Last Sold Summary

    • 7% Below List Price
    • $588/SF
    • 118 Days On Market

    Current Estimated Value $2,394,095

    Last Listing Agent Marcio Tannus LA ROSA REALTY HORIZONS LLC

    521 S Phelps Ave, Winter Park, FL 32789
  • /2

    $350,000

    Sold May 22, 2026

    989 Eastbrook Blvd, Winter Park, FL 32792

    • 3 Beds
    • 1.5 Baths
    • 1,140 Sq Ft
    • Built 1959

    Last Sold Summary

    • 3% Below List Price
    • $307/SF
    • 35 Days On Market

    Current Estimated Value $347,400

    Last Listing Agent Jane Pedigree COLDWELL BANKER REALTY

    989 Eastbrook Blvd, Winter Park, FL 32792
  • /2

    $290,000

    Sold Nov 24, 2025

    2411 Gallery View Dr Unit 5, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,004 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Below List Price
    • $289/SF
    • 54 Days On Market

    Current Estimated Value $306,099

    Last Listing Agent Maria Elena Perez MEP REALTY INVESTMENTS LLC

    2411 Gallery View Dr Unit 5, Winter Park, FL 32792
  • /2

    $180,000

    Sold Feb 27, 2026

    200 Saint Andrews Blvd Unit 2302, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 987 Sq Ft
    • Built 1970

    Last Sold Summary

    • 8% Below List Price
    • $182/SF
    • 11 Days On Market

    Current Estimated Value $189,830

    Last Listing Agent Ingrid Livingston COLDWELL BANKER REALTY

    200 Saint Andrews Blvd Unit 2302, Winter Park, FL 32792
  • /2

    $1,825,000

    Sold Sep 22, 2026

    631 Williams Dr, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,972 Sq Ft
    • Built 1962

    Last Sold Summary

    • $614/SF
    • 1 Day On Market

    Current Estimated Value $1,683,847

    Last Listing Agent Katherine Mcelyea CHARLES RUTENBERG REALTY ORLANDO

    631 Williams Dr, Winter Park, FL 32789
  • /2

    $115,000

    Sold May 08, 2026

    1000 S Semoran Blvd Unit 512, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft
    • Built 1969

    Last Sold Summary

    • 11% Below List Price
    • $107/SF
    • 41 Days On Market

    Current Estimated Value $123,366

    Last Listing Agent Cristina Burgos REALSOURCE PROPERTY MANGNT LLC

    1000 S Semoran Blvd Unit 512, Winter Park, FL 32792
  • /2

    $2,700,000

    Sold Oct 02, 2025

    1445 Holts Grove Cir, Winter Park, FL 32789

    • 5 Beds
    • 5 Baths
    • 4,489 Sq Ft
    • Built 2002

    Last Sold Summary

    • 2% Above List Price
    • $601/SF
    • 2 Days On Market

    Current Estimated Value $2,767,437

    Last Listing Agent Shelley Heistand PREMIER SOTHEBY'S INTL. REALTY

    1445 Holts Grove Cir, Winter Park, FL 32789
  • /2

    $375,000

    Sold Dec 30, 2025

    3083 Crane Strand Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1972

    Last Sold Summary

    • $312/SF
    • 12 Days On Market

    Current Estimated Value $387,721

    Last Listing Agent Sheri Malin REDFIN CORPORATION

    3083 Crane Strand Dr, Winter Park, FL 32792
  • /2

    $660,000

    Sold Nov 17, 2025

    2421 Summerfield Rd, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,256 Sq Ft
    • Built 1968

    Last Sold Summary

    • 2% Above List Price
    • $293/SF
    • 6 Days On Market

    Current Estimated Value $676,496

    Last Listing Agent Simi Lakhani KELLER WILLIAMS CLASSIC

    2421 Summerfield Rd, Winter Park, FL 32792
  • /60

    $384,000

    Sold Aug 14, 2026

    1662 Tremont Ln, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,534 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $250/SF
    • 42 Days On Market

    Current Estimated Value $380,407

    Last Listing Agent Michael Heacock Results Team Prop.& Investment

    1662 Tremont Ln, Winter Park, FL 32792
  • /2

    $610,000

    Sold Jun 12, 2026

    1174 Wildmeadow Run, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,770 Sq Ft
    • Built 2021

    Last Sold Summary

    • 9% Below List Price
    • $345/SF
    • 54 Days On Market

    Current Estimated Value $612,480

    Last Listing Agent Kara Lushear COLDWELL BANKER REALTY

    1174 Wildmeadow Run, Winter Park, FL 32792
  • /2

    $3,485,000

    Sold Oct 17, 2025

    2171 Forrest Rd, Winter Park, FL 32789

    • 5 Beds
    • 6 Baths
    • 4,565 Sq Ft
    • Built 2016

    Last Sold Summary

    • 9% Below List Price
    • $763/SF
    • 134 Days On Market

    Current Estimated Value $3,497,606

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

    2171 Forrest Rd, Winter Park, FL 32789
  • /29

    $1,810,000

    Sold Sep 10, 2026

    721 Pansy Ave, Winter Park, FL 32789

    • 4 Beds
    • 4 Baths
    • 2,653 Sq Ft
    • Built 2018

    Last Sold Summary

    • 6% Below List Price
    • $682/SF
    • 129 Days On Market

    Current Estimated Value $1,826,478

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

    721 Pansy Ave, Winter Park, FL 32789
  • /71

    $1,000,000

    Sold Apr 01, 2026

    2607 Lafayette Ave, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,770 Sq Ft
    • Built 2018

    Last Sold Summary

    • 15% Below List Price
    • $361/SF
    • 244 Days On Market

    Current Estimated Value $1,053,677

    Last Listing Agent Malgorzata Walas Fortune Christie's International Real Estate

    2607 Lafayette Ave, Winter Park, FL 32789
  • /2

    $390,000

    Sold May 28, 2026

    1036 Manchester Cir, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,574 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Below List Price
    • $248/SF
    • 22 Days On Market

    Current Estimated Value $391,619

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    1036 Manchester Cir, Winter Park, FL 32792
  • /2

    $530,000

    Sold Aug 31, 2026

    2552 Brookshire Ave, Winter Park, FL 32792

    • 3 Beds
    • 1.5 Baths
    • 1,314 Sq Ft
    • Built 1959

    Last Sold Summary

    • $403/SF
    • 3 Days On Market

    Current Estimated Value $528,189

    Last Listing Agent Nicole Howell FANNIE HILLMAN & ASSOCIATES

    2552 Brookshire Ave, Winter Park, FL 32792
  • /2

    $1,905,000

    Sold Apr 10, 2026

    501 Henkel Cir, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 3,746 Sq Ft
    • Built 2009

    Last Sold Summary

    • 4% Above List Price
    • $509/SF
    • 4 Days On Market

    Current Estimated Value $1,941,572

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    501 Henkel Cir, Winter Park, FL 32789
  • /2

    $489,000

    Sold Jun 17, 2026

    5236 Albert Dr, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,843 Sq Ft
    • Built 1979

    Last Sold Summary

    • $265/SF
    • 3 Days On Market

    Current Estimated Value $487,818

    Last Listing Agent Cody Hancock COLDWELL BANKER REALTY

    5236 Albert Dr, Winter Park, FL 32792
  • /2

    $399,900

    Sold Oct 08, 2025

    7553 Laurel Springs Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,182 Sq Ft
    • Built 1973

    Last Sold Summary

    • $338/SF
    • 20 Days On Market

    Current Estimated Value $403,679

    Last Listing Agent Yamila Lopez EMPIRE NETWORK REALTY

    7553 Laurel Springs Dr, Winter Park, FL 32792
  • /2

    $420,000

    Sold Jan 15, 2026

    1847 Azalea Ave, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 1,477 Sq Ft
    • Built 1961

    Last Sold Summary

    • $284/SF
    • 1 Day On Market

    Current Estimated Value $440,159

    Last Listing Agent Trace Christian, III COLDWELL BANKER REALTY

    1847 Azalea Ave, Winter Park, FL 32789
  • /2

    $199,900

    Sold Nov 03, 2025

    2500 Lee Rd Unit 134, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft
    • Built 1969

    Last Sold Summary

    • 5% Below List Price
    • $310/SF
    • 130 Days On Market

    Current Estimated Value $189,633

    Last Listing Agent Jesus Garcia YOUR HOME SOLD GUARANTEED REAL

    2500 Lee Rd Unit 134, Winter Park, FL 32789
  • /2

    $340,000

    Sold Feb 26, 2026

    7580 Aloma Pines Ct, Winter Park, FL 32792

    • 3 Beds
    • 3.5 Baths
    • 1,872 Sq Ft
    • Built 2016

    Last Sold Summary

    • 7% Below List Price
    • $182/SF
    • 94 Days On Market

    Current Estimated Value $356,308

    Last Listing Agent Simon Colak USCO CAPITAL GROUP

    7580 Aloma Pines Ct, Winter Park, FL 32792
  • /2

    $250,000

    Sold Apr 10, 2026

    1823 Maywood Rd, Winter Park, FL 32792

    • 3 Beds
    • 1.5 Baths
    • 1,232 Sq Ft
    • Built 1956

    Last Sold Summary

    • $203/SF
    • 1 Day On Market

    Current Estimated Value $245,784

    Last Listing Agent Abby Nelson RE/MAX 200 REALTY

    1823 Maywood Rd, Winter Park, FL 32792
  • /2

    $266,000

    Sold Nov 19, 2025

    1500 Gay Rd Unit 9B, Winter Park, FL 32789

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

    Last Sold Summary

    • 1% Below List Price
    • $259/SF
    • 5 Days On Market

    Current Estimated Value $255,709

    Last Listing Agent Janice Erickson REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 9B, Winter Park, FL 32789
  • /2

    $470,000

    Sold Jan 15, 2026

    3319 Ellwood Ct, Winter Park, FL 32792

    • 5 Beds
    • 3 Baths
    • 1,546 Sq Ft
    • Built 1968

    Last Sold Summary

    • 2% Above List Price
    • $304/SF
    • 78 Days On Market

    Current Estimated Value $473,727

    Last Listing Agent Elena Sanchez BALDWIN PARK REALTY LLC

    3319 Ellwood Ct, Winter Park, FL 32792
  • /2

    $165,000

    Sold Jun 01, 2026

    200 Saint Andrews Blvd Unit 315, Winter Park, FL 32792

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

    Last Sold Summary

    • 6% Below List Price
    • $208/SF
    • 77 Days On Market

    Current Estimated Value $165,611

    Last Listing Agent Eric Zimmerman RE/MAX ADVANTAGE

    200 Saint Andrews Blvd Unit 315, Winter Park, FL 32792
  • /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 $431,184

    Last Listing Agent Milton James COLDWELL BANKER REALTY

    1923 Linden Rd, Winter Park, FL 32792
  • /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 $405,494

    Last Listing Agent Ivanhoe Alvarez LOKATION

    3425 Ferndell Dr, Winter Park, FL 32792
  • /41

    $2,750,000

    Under Contract
    • 4 Beds
    • 4.5 Baths
    • 3,676 Sq Ft

    948 Poinciana Ln, Winter Park, FL 32789

    Under contract-accepting backup offers. Virtually Staged. Beautifully updated and thoughtfully designed, this four-bedroom, three-and-one-half-bath residence blends sophisticated interiors, inviting living spaces and an impressive outdoor setting. Gorgeous curb appeal and meticulously maintained landscaping create a welcoming first impression, while extensive recent improvements bring a fresh,

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    948 Poinciana Ln, Winter Park, FL 32789
  • /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 $237,334

    Last Listing Agent Deborah Morris KELLER WILLIAMS ADVANTAGE REALTY

    613 Orange Tree Ct Unit 507, Maitland, FL 32751
  • /28

    $570,000

    Sold Sep 16, 2026

    786 Mcintyre Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 1,934 Sq Ft
    • Built 1988

    Last Sold Summary

    • 9% Below List Price
    • $295/SF
    • 15 Days On Market

    Current Estimated Value $627,586

    Last Listing Agent Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

    786 Mcintyre Ave, Winter Park, FL 32789
  • /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 $687,000

    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 $501,470

    Last Listing Agent Vincent Cordaro SERHANT

    720 W Webster Ave, Winter Park, FL 32789
  • /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 $189,757

    Last Listing Agent Chris Bessette KELLER WILLIAMS CLASSIC

    2941 Antique Oaks Cir Unit 79, Winter Park, FL 32792

Showing Results 41 - 80, Page 2 of 18

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