1,127

Recently Sold Winter Park, FL Homes

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  • /2

    $519,180

    Sold Jul 08, 2025

    2518 Sweetwater Trail, Winter Park, FL 32789

    • 4 Beds
    • 2 Baths
    • 2,205 Sq Ft
    • Built 1965

    Last Sold Summary

    • 21% Below List Price
    • $235/SF
    • 201 Days On Market

    Current Estimated Value $593,285

    Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    2518 Sweetwater Trail, Winter Park, FL 32789
  • /2

    $1,565,000

    Sold Sep 24, 2025

    1450 Glencoe Rd, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,662 Sq Ft
    • Built 1952

    Last Sold Summary

    • 1% Below List Price
    • $588/SF
    • 42 Days On Market

    Current Estimated Value $1,598,405

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1450 Glencoe Rd, Winter Park, FL 32789
  • /2

    $414,000

    Sold Feb 19, 2026

    740 Baffie Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 1960

    Last Sold Summary

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

    Current Estimated Value $416,452

    Last Listing Agent Chris Creegan CREEGAN GROUP

    740 Baffie Ave, Winter Park, FL 32789
  • /2

    $240,000

    Sold Sep 10, 2025

    2480 Tahoe Cir, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft
    • Built 1980

    Last Sold Summary

    • 9% Below List Price
    • $205/SF
    • 41 Days On Market

    Current Estimated Value $235,034

    Last Listing Agent Michael Wood UNITED REAL ESTATE PREFERRED

    2480 Tahoe Cir, Winter Park, FL 32792
  • /2

    $194,995

    Sold May 26, 2026

    4790 Tangerine Ave Unit 4790, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,058 Sq Ft
    • Built 1973

    Last Sold Summary

    • 13% Below List Price
    • $184/SF
    • 71 Days On Market

    Current Estimated Value $193,331

    Last Listing Agent Sonny Manku SUNSHINE BROKERAGE, LLC

    4790 Tangerine Ave Unit 4790, Winter Park, FL 32792
  • /2

    $450,000

    Sold Dec 29, 2025

    443 S Lakemont Ave, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,364 Sq Ft
    • Built 1955

    Last Sold Summary

    • $330/SF
    • 0 Days On Market

    Current Estimated Value $463,275

    Last Listing Agent Courtney Pelfrey MILLER GRANT AND COMPANY

    443 S Lakemont Ave, Winter Park, FL 32792
  • /2

    $550,000

    Sold Jul 17, 2025

    1387 Sawgrass Ct, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,867 Sq Ft
    • Built 1979

    Last Sold Summary

    • 4% Below List Price
    • $295/SF
    • 8 Days On Market

    Current Estimated Value $577,463

    Last Listing Agent Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

    1387 Sawgrass Ct, Winter Park, FL 32792
  • /2

    $2,250,000

    Sold Nov 17, 2025

    600 Ololu Dr, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,749 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $600/SF
    • 2 Days On Market

    Current Estimated Value $2,254,086

    Last Listing Agent David Francetic COLDWELL BANKER REALTY

    600 Ololu Dr, Winter Park, FL 32789
  • /2

    $560,000

    Sold Jan 27, 2026

    1875 Staunton Ave, Winter Park, FL 32789

    • 4 Beds
    • 2 Baths
    • 2,036 Sq Ft
    • Built 1954

    Last Sold Summary

    • 3% Below List Price
    • $275/SF
    • 89 Days On Market

    Current Estimated Value $561,029

    Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

    1875 Staunton Ave, Winter Park, FL 32789
  • /2

    $649,000

    Sold Jul 02, 2025

    958 Dunraven Dr, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 1,835 Sq Ft
    • Built 1957

    Last Sold Summary

    • 9% Below List Price
    • $354/SF
    • 126 Days On Market

    Current Estimated Value $641,367

    Last Listing Agent Rhonda Hunter COLDWELL BANKER REALTY

    958 Dunraven Dr, Winter Park, FL 32792
  • /2

    $73,500

    Sold May 21, 2026

    3053 George Mason Ave Unit 8, Winter Park, FL 32792

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

    Last Sold Summary

    • 2% Below List Price
    • $91/SF
    • 3 Days On Market

    Last Listing Agent Carmen Quintana COLDWELL BANKER REALTY

    3053 George Mason Ave Unit 8, Winter Park, FL 32792
  • /2

    $760,000

    Sold May 13, 2026

    2919 Bower Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 2,325 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Below List Price
    • $327/SF
    • 22 Days On Market

    Current Estimated Value $767,035

    Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

    2919 Bower Rd, Winter Park, FL 32792
  • /2

    $2,100,000

    Sold Jul 07, 2025

    104 Cortland Ave, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 3,182 Sq Ft
    • Built 1926

    Last Sold Summary

    • 12% Below List Price
    • $660/SF
    • 36 Days On Market

    Current Estimated Value $2,097,262

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

    104 Cortland Ave, Winter Park, FL 32789
  • /2

    $480,000

    Sold Mar 03, 2026

    4591 Whimbrel Place, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,942 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Below List Price
    • $247/SF
    • 0 Days On Market

    Current Estimated Value $479,349

    Last Listing Agent Nicole Wilbur CHARLES RUTENBERG REALTY ORLANDO

    4591 Whimbrel Place, Winter Park, FL 32792
  • /2

    $192,000

    Sold Feb 24, 2026

    623 Saint Johns Ct Unit 623, Winter Park, FL 32792

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

    Last Sold Summary

    • 15% Below List Price
    • $171/SF
    • 28 Days On Market

    Current Estimated Value $194,655

    Last Listing Agent David Dorman CENTURY 21 CARIOTI

    623 Saint Johns Ct Unit 623, Winter Park, FL 32792
  • /2

    $620,000

    Sold Apr 10, 2026

    1137 Oaks Blvd, Winter Park, FL 32789

    • 2 Beds
    • 1.5 Baths
    • 1,149 Sq Ft
    • Built 1958

    Last Sold Summary

    • 4% Below List Price
    • $540/SF
    • 44 Days On Market

    Current Estimated Value $614,190

    Last Listing Agent David Gallup RE/MAX 200 REALTY

    1137 Oaks Blvd, Winter Park, FL 32789
  • /2

    $3,978,550

    Sold May 18, 2026

    2020 Via Tuscany, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 4,665 Sq Ft
    • Built 2026

    Last Sold Summary

    • 5% Below List Price
    • $853/SF
    • 4 Days On Market

    Current Estimated Value $3,139,915

    Last Listing Agent Mauro Costa VISTA CAY REALTY COMPANY

    2020 Via Tuscany, Winter Park, FL 32789
  • /2

    $749,000

    Sold Aug 01, 2025

    1429 Indiana Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 1,939 Sq Ft
    • Built 2019

    Last Sold Summary

    • 6% Below List Price
    • $386/SF
    • 63 Days On Market

    Current Estimated Value $761,130

    Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

    1429 Indiana Ave, Winter Park, FL 32789
  • /2

    $500,000

    Sold Jul 25, 2025

    2138 Whitehall Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,752 Sq Ft
    • Built 1964

    Last Sold Summary

    • 9% Below List Price
    • $285/SF
    • 63 Days On Market

    Current Estimated Value $504,148

    Last Listing Agent Angela McCloskey KELLER WILLIAMS REALTY AT THE PARKS

    2138 Whitehall Dr, Winter Park, FL 32792
  • /2

    $819,000

    Sold Oct 31, 2025

    734 Maryland Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Built 1926

    Last Sold Summary

    • 3% Below List Price
    • $655/SF
    • 44 Days On Market

    Current Estimated Value $829,713

    Last Listing Agent Michael Domi COMPASS FLORIDA LLC

    734 Maryland Ave, Winter Park, FL 32789
  • /2

    $715,000

    Sold Sep 26, 2025

    438 W Swoope Ave, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,604 Sq Ft
    • Built 2014

    Last Sold Summary

    • 9% Below List Price
    • $275/SF
    • 46 Days On Market

    Current Estimated Value $771,750

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    438 W Swoope Ave, Winter Park, FL 32789
  • /2

    $287,500

    Sold Jun 12, 2026

    119 Oak Grove Rd, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,134 Sq Ft
    • Built 1994

    Last Sold Summary

    • 1% Above List Price
    • $254/SF
    • 2 Days On Market

    Current Estimated Value $287,366

    Last Listing Agent Lorena Ortega INT'L PROFESSIONAL REALTY INC

    119 Oak Grove Rd, Winter Park, FL 32789
  • /2

    $170,000

    Sold Jul 03, 2025

    200 Saint Andrews Blvd Unit 2804, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,067 Sq Ft
    • Built 1970

    Last Sold Summary

    • 10% Below List Price
    • $159/SF
    • 58 Days On Market

    Current Estimated Value $181,430

    Last Listing Agent Patricia Wojewoda BETTER HOMES & GARDENS RE STAR

    200 Saint Andrews Blvd Unit 2804, Winter Park, FL 32792
  • /2

    $410,000

    Sold Dec 02, 2025

    2464 Lotafun Ave, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 1,804 Sq Ft
    • Built 1951

    Last Sold Summary

    • 9% Below List Price
    • $227/SF
    • 112 Days On Market

    Current Estimated Value $415,959

    Last Listing Agent Irina Paul FUTURE HOME REALTY INC

    2464 Lotafun Ave, Winter Park, FL 32789
  • /2

    $755,000

    Sold Dec 30, 2025

    2074 Laurelwood Way, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 2,192 Sq Ft
    • Built 2019

    Last Sold Summary

    • 4% Below List Price
    • $344/SF
    • 8 Days On Market

    Current Estimated Value $762,564

    Last Listing Agent Janki Thakkar DJ & LINDSEY REAL ESTATE

    2074 Laurelwood Way, Winter Park, FL 32792
  • /2

    $415,000

    Sold Dec 25, 2025

    1921 Taylor Ave, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,322 Sq Ft
    • Built 1956

    Last Sold Summary

    • 1% Above List Price
    • $314/SF
    • 167 Days On Market

    Current Estimated Value $418,000

    Last Listing Agent Brianna Perez Montalvo EXP REALTY LLC

    1921 Taylor Ave, Winter Park, FL 32792
  • /2

    $1,000,000

    Sold May 21, 2026

    101 S New York Ave Unit 302, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 3,174 Sq Ft
    • Built 2009

    Last Sold Summary

    • 39% Below List Price
    • $315/SF
    • 36 Days On Market

    Current Estimated Value $1,506,734

    Last Listing Agent Julie Scott COLDWELL BANKER REALTY

    101 S New York Ave Unit 302, Winter Park, FL 32789
  • /2

    $199,000

    Sold Aug 01, 2025

    851 Miles Ave Unit 8, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 808 Sq Ft
    • Built 1984

    Last Sold Summary

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

    Current Estimated Value $200,612

    Last Listing Agent Bobby Christiano COLDWELL BANKER REALTY

    851 Miles Ave Unit 8, Winter Park, FL 32789
  • /2

    $270,000

    Sold Oct 15, 2025

    1871 Casselwood St, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,616 Sq Ft
    • Built 1988

    Last Sold Summary

    • 16% Below List Price
    • $167/SF
    • 33 Days On Market

    Current Estimated Value $297,619

    Last Listing Agent Nicholas Zervos ERA GRIZZARD REAL ESTATE

    1871 Casselwood St, Winter Park, FL 32792
  • /2

    $1,100,000

    Sold Jun 16, 2026

    2922 Reef Knot Place, Winter Park, FL 32792

    • 4 Beds
    • 3.5 Baths
    • 3,153 Sq Ft
    • Built 2019

    Last Sold Summary

    • 23% Below List Price
    • $349/SF
    • 328 Days On Market

    Current Estimated Value $1,231,659

    Last Listing Agent Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

    2922 Reef Knot Place, Winter Park, FL 32792
  • /2

    $593,000

    Sold Jul 01, 2025

    4041 Yacht Ct, Winter Park, FL 32792

    • 5 Beds
    • 3 Baths
    • 2,153 Sq Ft
    • Built 1977

    Last Sold Summary

    • 20% Below List Price
    • $275/SF
    • 297 Days On Market

    Current Estimated Value $594,239

    Last Listing Agent Andrew Livingston COLDWELL BANKER REALTY

    4041 Yacht Ct, Winter Park, FL 32792
  • /2

    $455,000

    Sold Oct 27, 2025

    2405 Firstlight Way, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,964 Sq Ft
    • Built 2019

    Last Sold Summary

    • 3% Below List Price
    • $232/SF
    • 91 Days On Market

    Current Estimated Value $451,017

    Last Listing Agent Carmen Acosta BP REALTY

    2405 Firstlight Way, Winter Park, FL 32792
  • /2

    $412,000

    Sold Aug 22, 2025

    535 N Interlachen Ave Unit 107, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,088 Sq Ft
    • Built 1972

    Last Sold Summary

    • 18% Below List Price
    • $379/SF
    • 127 Days On Market

    Current Estimated Value $445,607

    Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

    535 N Interlachen Ave Unit 107, Winter Park, FL 32789
  • /2

    $1,785,000

    Sold Sep 11, 2025

    1640 Mayfield Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,907 Sq Ft
    • Built 1953

    Last Sold Summary

    • 1% Below List Price
    • $614/SF
    • 29 Days On Market

    Current Estimated Value $1,783,808

    Last Listing Agent Beverly Brown RE/MAX PRIME PROPERTIES

    1640 Mayfield Ave, Winter Park, FL 32789
  • /2

    $520,000

    Sold Nov 24, 2025

    3025 Northwood Blvd, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft
    • Built 1953

    Last Sold Summary

    • 5% Below List Price
    • $336/SF
    • 2 Days On Market

    Current Estimated Value $527,804

    Last Listing Agent Alie Gattis MAINFRAME REAL ESTATE

    3025 Northwood Blvd, Winter Park, FL 32789
  • /2

    $612,500

    Sold Jun 16, 2026

    259 E Canton Ave Unit 259, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft
    • Built 1971

    Last Sold Summary

    • 6% Below List Price
    • $589/SF
    • 45 Days On Market

    Current Estimated Value $617,473

    Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

    259 E Canton Ave Unit 259, Winter Park, FL 32789
  • /2

    $398,000

    Sold Nov 24, 2025

    3529 Australian Cir, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,255 Sq Ft
    • Built 1963

    Last Sold Summary

    • $317/SF
    • 8 Days On Market

    Current Estimated Value $389,514

    Last Listing Agent Lori Hoover EXP REALTY LLC

    3529 Australian Cir, Winter Park, FL 32792
  • /2

    $405,000

    Sold Sep 12, 2025

    5234 Ohio St, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,226 Sq Ft
    • Built 1973

    Last Sold Summary

    • 6% Above List Price
    • $330/SF
    • 15 Days On Market

    Current Estimated Value $387,126

    Last Listing Agent Emily Nickley MARKET CONNECT REALTY LLC

    5234 Ohio St, Winter Park, FL 32792
  • /2

    $502,000

    Sold Oct 30, 2025

    2308 Mulbry Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft
    • Built 1952

    Last Sold Summary

    • 9% Below List Price
    • $352/SF
    • 4 Days On Market

    Current Estimated Value $525,540

    Last Listing Agent Daniel Sposato BALDWIN PARK REALTY LLC

    2308 Mulbry Dr, Winter Park, FL 32789
  • /2

    $1,400,000

    Sold Jul 15, 2025

    1750 Winchester Dr, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,637 Sq Ft
    • Built 1960

    Last Sold Summary

    • 11% Below List Price
    • $531/SF
    • 91 Days On Market

    Current Estimated Value $1,420,469

    Last Listing Agent Michael Ford FANNIE HILLMAN & ASSOCIATES

    1750 Winchester Dr, Winter Park, FL 32789

Showing Results 481 - 520, Page 13 of 18

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