1,102

Recently Sold Winter Park, FL Homes

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    $409,000

    Sold Jan 16, 2026

    900 Carver St, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,794 Sq Ft
    • Built 1954

    Last Sold Summary

    • 4% Below List Price
    • $228/SF
    • 10 Days On Market

    Current Estimated Value $463,185

    Last Listing Agent Tori Alexander LEGACY REALTY & BROKERS LLC

    900 Carver St, Winter Park, FL 32789
  • /2

    $418,000

    Sold Dec 22, 2025

    1030 N Lakemont Ave, Winter Park, FL 32792

    • 3 Beds
    • 1.5 Baths
    • 1,050 Sq Ft
    • Built 1959

    Last Sold Summary

    • 2% Below List Price
    • $398/SF
    • 3 Days On Market

    Current Estimated Value $424,873

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

    1030 N Lakemont Ave, Winter Park, FL 32792
  • /2

    $1,875,000

    Sold Jan 01, 2026

    1752 Chestnut Ave, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 3,314 Sq Ft
    • Built 2021

    Last Sold Summary

    • 15% Below List Price
    • $566/SF
    • 111 Days On Market

    Current Estimated Value $1,904,061

    Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

    1752 Chestnut Ave, Winter Park, FL 32789
  • /2

    $1,700,000

    Sold Oct 29, 2025

    1181 Via Capri, Winter Park, FL 32789

    • Land
    • 13,068 Sq Ft
    • $5,666,667 per Acre

    Last Sold Summary

    • 16 Days On Market

    Current Estimated Value $1,729,690

    Last Listing Agent Brad Grosberg PHIL KEAN REAL ESTATE LLC

    1181 Via Capri, Winter Park, FL 32789
  • /2

    $250,000

    Sold Jul 31, 2026

    1960 Biscayne Dr, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 1,272 Sq Ft
    • Built 1935

    Last Sold Summary

    • 17% Below List Price
    • $197/SF
    • 1 Day On Market

    Current Estimated Value $382,400

    Last Listing Agent Elly Kennedy KELLER WILLIAMS REALTY AT THE PARKS

    1960 Biscayne Dr, Winter Park, FL 32789
  • /2

    $210,000

    Sold Jun 26, 2026

    200 Saint Andrews Blvd Unit 2901, Winter Park, FL 32792

    • 2 Beds
    • 1.5 Baths
    • 1,266 Sq Ft
    • Built 1970

    Last Sold Summary

    • 7% Below List Price
    • $166/SF
    • 38 Days On Market

    Current Estimated Value $222,249

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    200 Saint Andrews Blvd Unit 2901, Winter Park, FL 32792
  • /2

    $195,000

    Sold Dec 08, 2025

    607 Saint Johns Ct Unit 607, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1981

    Last Sold Summary

    • 9% Below List Price
    • $174/SF
    • 69 Days On Market

    Current Estimated Value $196,956

    Last Listing Agent Allison Day RE/MAX TOWN & COUNTRY REALTY

    607 Saint Johns Ct Unit 607, Winter Park, FL 32792
  • /2

    $400,000

    Sold May 08, 2026

    300 Carolina Ave Unit 207C, Winter Park, FL 32789

    • 1 Bed
    • 2 Baths
    • 1,149 Sq Ft
    • Built 1981

    Last Sold Summary

    • 27% Below List Price
    • $348/SF
    • 30 Days On Market

    Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

    300 Carolina Ave Unit 207C, Winter Park, FL 32789
  • /2

    $645,000

    Sold Dec 05, 2025

    224 Overlook Rd, Winter Park, FL 32789

    • 2 Beds
    • 1.5 Baths
    • 1,399 Sq Ft
    • Built 1936

    Last Sold Summary

    • 3% Below List Price
    • $461/SF
    • 3 Days On Market

    Current Estimated Value $659,996

    Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY

    224 Overlook Rd, Winter Park, FL 32789
  • /2

    $420,000

    Sold Dec 31, 2025

    3236 Knottypine Ave, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,578 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $266/SF
    • 6 Days On Market

    Current Estimated Value $428,800

    Last Listing Agent Jose Rojo URBAN-O REAL ESTATE SOLUTIONS

    3236 Knottypine Ave, Winter Park, FL 32792
  • /2

    $425,000

    Sold Mar 12, 2026

    1816 Meadowgold Ln, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,546 Sq Ft
    • Built 1986

    Last Sold Summary

    • 7% Below List Price
    • $275/SF
    • 23 Days On Market

    Current Estimated Value $432,349

    Last Listing Agent Kyle Clark RE/MAX TOWN & COUNTRY REALTY

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

    $157,500

    Sold Oct 31, 2025

    150 Lewfield Cir Unit 150, Winter Park, FL 32792

    • 1 Bed
    • 1 Bath
    • 678 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Below List Price
    • $232/SF
    • 41 Days On Market

    Last Listing Agent Randall Shirey CHARLES RUTENBERG REALTY ORLANDO

    150 Lewfield Cir Unit 150, Winter Park, FL 32792
  • /2

    $2,475,000

    Sold Jul 31, 2026

    426 Worthington Dr, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 3,520 Sq Ft
    • Built 2026

    Last Sold Summary

    • 1% Below List Price
    • $703/SF
    • 13 Days On Market

    Current Estimated Value $2,141,444

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

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

    $331,985

    Sold Mar 25, 2026

    638 Warrenton Rd, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,362 Sq Ft
    • Built 1984

    Last Sold Summary

    • 8% Above List Price
    • $244/SF
    • 157 Days On Market

    Current Estimated Value $332,541

    Last Listing Agent Nicholas Musashe SUN PROPERTIES, INC.

    638 Warrenton Rd, Winter Park, FL 32792
  • /2

    $625,000

    Sold Jan 30, 2026

    785 Mcintyre Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,015 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $310/SF
    • 11 Days On Market

    Current Estimated Value $629,096

    Last Listing Agent Beth Logullo KELLER WILLIAMS WINTER PARK

    785 Mcintyre Ave, Winter Park, FL 32789
  • /2

    $1,300,000

    Sold May 15, 2026

    1661 Woodland Ave, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 3,215 Sq Ft
    • Built 1948

    Last Sold Summary

    • $404/SF
    • 0 Days On Market

    Current Estimated Value $1,306,139

    Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    1661 Woodland Ave, Winter Park, FL 32789
  • /2

    $1,900,000

    Sold Feb 20, 2026

    319 Santiago Dr, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 3,515 Sq Ft
    • Built 1973

    Last Sold Summary

    • 5% Below List Price
    • $541/SF
    • 104 Days On Market

    Current Estimated Value $1,896,081

    Last Listing Agent Anne Rogers ANNE ROGERS REALTY GROUP INC

    319 Santiago Dr, Winter Park, FL 32789
  • /2

    $127,000

    Sold Dec 22, 2025

    1000 S Semoran Blvd Unit 716, Winter Park, FL 32792

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

    Last Sold Summary

    • 7% Below List Price
    • $160/SF
    • 131 Days On Market

    Current Estimated Value $124,360

    Last Listing Agent Nathalie Romero HOME WISE REALTY GROUP, INC.

    1000 S Semoran Blvd Unit 716, Winter Park, FL 32792
  • /2

    $185,000

    Sold Apr 02, 2026

    2924 Antique Oaks Cir Unit 46, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,105 Sq Ft
    • Built 1984

    Last Sold Summary

    • 5% Below List Price
    • $167/SF
    • 21 Days On Market

    Current Estimated Value $188,868

    Last Listing Agent Donna Layton CENTURY 21 EDGE

    2924 Antique Oaks Cir Unit 46, Winter Park, FL 32792
  • /2

    $1,640,000

    Sold Sep 26, 2025

    101 S New York Ave Unit 313, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 3,147 Sq Ft
    • Built 2008

    Last Sold Summary

    • 3% Below List Price
    • $521/SF
    • 3 Days On Market

    Current Estimated Value $1,653,994

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

    101 S New York Ave Unit 313, Winter Park, FL 32789
  • /2

    $475,000

    Sold Jul 22, 2026

    3207 Lowndes Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 2,028 Sq Ft
    • Built 1967

    Last Sold Summary

    • 7% Below List Price
    • $234/SF
    • 121 Days On Market

    Current Estimated Value $488,030

    Last Listing Agent Courtney Pelfrey MILLER GRANT AND COMPANY

    3207 Lowndes Dr, Winter Park, FL 32792
  • /2

    $1,042,500

    Sold Dec 19, 2025

    1341 Lyndale Blvd, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,388 Sq Ft
    • Built 2007

    Last Sold Summary

    • 20% Below List Price
    • $437/SF
    • 214 Days On Market

    Current Estimated Value $1,073,234

    Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

    1341 Lyndale Blvd, Winter Park, FL 32789
  • /2

    $185,000

    Sold Jul 27, 2026

    639 Saint Johns Ct Unit 639, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1981

    Last Sold Summary

    • 7% Below List Price
    • $165/SF
    • 31 Days On Market

    Current Estimated Value $193,467

    Last Listing Agent Adam Eisen PLATINUM REALTY GROUP FLORIDA INC

    639 Saint Johns Ct Unit 639, Winter Park, FL 32792
  • /2

    $205,000

    Sold Dec 16, 2025

    4928 Tangerine Ave Unit 4928, Winter Park, FL 32792

    • 2 Beds
    • 1.5 Baths
    • 1,281 Sq Ft
    • Built 1973

    Last Sold Summary

    • $160/SF
    • 38 Days On Market

    Current Estimated Value $211,703

    Last Listing Agent Allison Day RE/MAX TOWN & COUNTRY REALTY

    4928 Tangerine Ave Unit 4928, Winter Park, FL 32792
  • /2

    $545,000

    Sold Nov 13, 2025

    1123 Fairway Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,772 Sq Ft
    • Built 1979

    Last Sold Summary

    • 5% Below List Price
    • $308/SF
    • 73 Days On Market

    Current Estimated Value $572,892

    Last Listing Agent Tiffany Licata IRON VALLEY REAL ESTATE OSCEOLA

    1123 Fairway Dr, Winter Park, FL 32792
  • /2

    $400,000

    Sold Jul 23, 2026

    1023 Worthing Ct, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,184 Sq Ft
    • Built 1983

    Last Sold Summary

    • 13% Below List Price
    • $338/SF
    • 11 Days On Market

    Current Estimated Value $447,239

    Last Listing Agent Yolon Riveiro COLDWELL BANKER REALTY

    1023 Worthing Ct, Winter Park, FL 32792
  • /2

    $450,000

    Sold Feb 20, 2026

    1932 Houndslake Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,671 Sq Ft
    • Built 1982

    Last Sold Summary

    • 5% Below List Price
    • $269/SF
    • 128 Days On Market

    Current Estimated Value $444,816

    Last Listing Agent Trung Nguyen LA ROSA REALTY LLC

    1932 Houndslake Dr, Winter Park, FL 32792
  • /2

    $980,000

    Sold Aug 04, 2026

    1725 Carollee Ln, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,335 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Below List Price
    • $420/SF
    • 25 Days On Market

    Current Estimated Value $998,084

    Last Listing Agent Kyle Grafton FANNIE HILLMAN & ASSOCIATES

    1725 Carollee Ln, Winter Park, FL 32789
  • /2

    $956,809

    Sold Dec 18, 2025

    Lot #20 Karolina Ave, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,662 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Above List Price
    • $359/SF
    • 63 Days On Market

    Last Listing Agent Laura Hope COMPASS FLORIDA LLC

    Lot #20 Karolina Ave, Winter Park, FL 32789
  • /2

    $1,100,000

    Sold Dec 30, 2025

    1701 Palmer Ave, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,841 Sq Ft
    • Built 1953

    Last Sold Summary

    • $387/SF
    • 0 Days On Market

    Current Estimated Value $1,152,646

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

    1701 Palmer Ave, Winter Park, FL 32789
  • /2

    $765,000

    Sold May 20, 2026

    2681 Fitzhugh Rd, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 2,375 Sq Ft
    • Built 1966

    Last Sold Summary

    • 2% Above List Price
    • $322/SF
    • 4 Days On Market

    Current Estimated Value $754,630

    Last Listing Agent Rebecca Bininger Junod KELLER WILLIAMS WINTER PARK

    2681 Fitzhugh Rd, Winter Park, FL 32792
  • /2

    $896,628

    Sold Nov 05, 2025

    3870 Tucks Point, Winter Park, FL 32792

    • 4 Beds
    • 4 Baths
    • 3,323 Sq Ft
    • Built 2003

    Last Sold Summary

    • 10% Below List Price
    • $270/SF
    • 31 Days On Market

    Current Estimated Value $889,742

    Last Listing Agent Nicole Dege REDFIN CORPORATION

    3870 Tucks Point, Winter Park, FL 32792
  • /2

    $377,500

    Sold May 21, 2026

    3505 Corrine Dr, Orlando, FL 32803

    • 2 Beds
    • 1 Bath
    • 987 Sq Ft
    • Built 1952

    Last Sold Summary

    • 6% Below List Price
    • $382/SF
    • 39 Days On Market

    Current Estimated Value $415,998

    Last Listing Agent Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

    3505 Corrine Dr, Orlando, FL 32803
  • /2

    $165,000

    Sold Jan 26, 2026

    224 Lewfield Cir Unit 224, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 953 Sq Ft
    • Built 1973

    Last Sold Summary

    • 8% Below List Price
    • $173/SF
    • 124 Days On Market

    Current Estimated Value $173,059

    Last Listing Agent Chris Creegan CREEGAN GROUP

    224 Lewfield Cir Unit 224, Winter Park, FL 32792
  • /2

    $1,475,000

    Sold Nov 21, 2025

    1453 Lyndale Blvd, Winter Park, FL 32789

    • 5 Beds
    • 3.5 Baths
    • 3,292 Sq Ft
    • Built 2012

    Last Sold Summary

    • 8% Below List Price
    • $448/SF
    • 54 Days On Market

    Current Estimated Value $1,546,871

    Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

    1453 Lyndale Blvd, Winter Park, FL 32789
  • /2

    $775,000

    Sold Apr 02, 2026

    1760 Bryan Ave, Winter Park, FL 32789

    • Land
    • 8,276 Sq Ft
    • $4,078,947 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 168 Days On Market

    Current Estimated Value $751,939

    Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

    1760 Bryan Ave, Winter Park, FL 32789
  • /2

    $600,000

    Sold Sep 04, 2025

    618 Blairshire Cir, Winter Park, FL 32792

    • 3 Beds
    • 3 Baths
    • 1,876 Sq Ft
    • Built 1964

    Last Sold Summary

    • 14% Below List Price
    • $320/SF
    • 38 Days On Market

    Current Estimated Value $616,986

    Last Listing Agent Nicole Howell FANNIE HILLMAN & ASSOCIATES

    618 Blairshire Cir, Winter Park, FL 32792
  • /2

    $280,000

    Sold May 27, 2026

    5180 Lazy Oaks Dr, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Below List Price
    • $278/SF
    • 7 Days On Market

    Current Estimated Value $266,973

    Last Listing Agent Farzana Zalil CHARLES RUTENBERG REALTY ORLANDO

    5180 Lazy Oaks Dr, Winter Park, FL 32792
  • /2

    $2,600,000

    Sold Jan 23, 2026

    560 Country Club Dr, Winter Park, FL 32789

    • 6 Beds
    • 7 Baths
    • 3,946 Sq Ft
    • Built 2019

    Last Sold Summary

    • $659/SF
    • 4 Days On Market

    Current Estimated Value $2,647,421

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

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

    $771,000

    Sold Oct 23, 2025

    1340 Pelham Rd, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,042 Sq Ft
    • Built 1946

    Last Sold Summary

    • 1% Above List Price
    • $378/SF
    • 2 Days On Market

    Current Estimated Value $791,417

    Last Listing Agent Courtney Pelfrey MILLER GRANT AND COMPANY

    1340 Pelham Rd, Winter Park, FL 32789

Showing Results 641 - 680, Page 17 of 18

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