1,143

Recently Sold Winter Park, FL Homes

Section Image
  • 1620 Howell Branch Rd, Winter Park, FL 32789
    1620 Howell Branch Rd, Winter Park, FL 32789
    /2

    $610,000 Sold Dec 18, 2025

    1620 Howell Branch Rd, Winter Park, FL 32789

    • 3 Beds
    • 4 Baths
    • 1,984 Sq Ft
    • Built 1985

    Last Sold Summary

    • 13% Below List Price
    • $307/SF
    • 97 Days On Market

    Last Listing Agent Michelle Rhea THE WILKINS WAY LLC

    1620 Howell Branch Rd, Winter Park, FL 32789
  • 210 E Lake Sue Ave, Winter Park, FL 32789
    210 E Lake Sue Ave, Winter Park, FL 32789
    /2

    $3,130,000 Sold Mar 27, 2025

    210 E Lake Sue Ave, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 4,188 Sq Ft
    • Built 2025

    Last Sold Summary

    • $747/SF
    • 6 Days On Market

    Current Estimated Value $3,085,263

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    210 E Lake Sue Ave, Winter Park, FL 32789
  • 1532 Lawndale Cir, Winter Park, FL 32792
    1532 Lawndale Cir, Winter Park, FL 32792
    /2

    $477,500 Sold May 28, 2025

    1532 Lawndale Cir, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 2,035 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Below List Price
    • $235/SF
    • 19 Days On Market

    Current Estimated Value $483,274

    Last Listing Agent David Coker KELLER WILLIAMS WINTER PARK

    1532 Lawndale Cir, Winter Park, FL 32792
  • 1139 Fairway Dr, Winter Park, FL 32792
    1139 Fairway Dr, Winter Park, FL 32792
    /2

    $705,000 Sold Jul 14, 2025

    1139 Fairway Dr, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,385 Sq Ft
    • Built 1979

    Last Sold Summary

    • 6% Below List Price
    • $296/SF
    • 57 Days On Market

    Current Estimated Value $697,847

    Last Listing Agent Gale Milgrim KELLER WILLIAMS WINTER PARK

    1139 Fairway Dr, Winter Park, FL 32792
  • 253 Scottsdale Square, Winter Park, FL 32792
    253 Scottsdale Square, Winter Park, FL 32792
    /2

    $87,000 Sold Aug 21, 2025

    253 Scottsdale Square, Winter Park, FL 32792

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

    Last Sold Summary

    • $111/SF
    • 0 Days On Market

    Current Estimated Value $84,099

    Last Listing Agent Mary Pat Vasquez KELLER WILLIAMS ADVANTAGE REALTY

    253 Scottsdale Square, Winter Park, FL 32792
  • 2844 Scarlet Rd, Winter Park, FL 32792
    2844 Scarlet Rd, Winter Park, FL 32792
    /2

    $490,000 Sold Oct 28, 2025

    2844 Scarlet Rd, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,508 Sq Ft
    • Built 1962

    Last Sold Summary

    • 8% Below List Price
    • $325/SF
    • 92 Days On Market

    Current Estimated Value $485,744

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    2844 Scarlet Rd, Winter Park, FL 32792
  • 5055 Lake Howell Rd, Winter Park, FL 32792
    5055 Lake Howell Rd, Winter Park, FL 32792
    /2

    $399,900 Sold Mar 18, 2025

    5055 Lake Howell Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,381 Sq Ft
    • Built 1957

    Last Sold Summary

    • $290/SF
    • 8 Days On Market

    Current Estimated Value $420,179

    Last Listing Agent Alamgir Wali SPECTRUM PROPERTY GROUP LLC

    5055 Lake Howell Rd, Winter Park, FL 32792
  • 1930 Albert Lee Pkwy, Winter Park, FL 32789
    1930 Albert Lee Pkwy, Winter Park, FL 32789
    /2

    $385,000 Sold Jun 11, 2025

    1930 Albert Lee Pkwy, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,262 Sq Ft
    • Built 1955

    Last Sold Summary

    • 4% Below List Price
    • $305/SF
    • 101 Days On Market

    Current Estimated Value $387,890

    Last Listing Agent Carol van den Berg VAN DEN BERG REAL ESTATE GROUP

    1930 Albert Lee Pkwy, Winter Park, FL 32789
  • 825 Palmer Ave, Winter Park, FL 32789
    825 Palmer Ave, Winter Park, FL 32789
    /2

    $1,600,000 Sold Dec 15, 2025

    825 Palmer Ave, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 3,297 Sq Ft
    • Built 1953

    Last Sold Summary

    • 11% Below List Price
    • $485/SF
    • 87 Days On Market

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    825 Palmer Ave, Winter Park, FL 32789
  • 2463 Brookshire Ave, Winter Park, FL 32792
    2463 Brookshire Ave, Winter Park, FL 32792
    /2

    $490,000 Sold May 02, 2025

    2463 Brookshire Ave, Winter Park, FL 32792

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

    Last Sold Summary

    • 7% Below List Price
    • $467/SF
    • 6 Days On Market

    Current Estimated Value $485,000

    Last Listing Agent Tom Kimbrough HOME WISE REALTY GROUP, INC.

    2463 Brookshire Ave, Winter Park, FL 32792
  • 7317 Forest Hill Ct Unit 235, Winter Park, FL 32792
    7317 Forest Hill Ct Unit 235, Winter Park, FL 32792
    /2

    $190,000 Sold May 28, 2025

    7317 Forest Hill Ct Unit 235, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,117 Sq Ft
    • Built 1984

    Last Sold Summary

    • 22% Below List Price
    • $170/SF
    • 163 Days On Market

    Current Estimated Value $193,112

    Last Listing Agent GOKHAN YILHAN COLDWELL BANKER RESIDENTIAL RE

    7317 Forest Hill Ct Unit 235, Winter Park, FL 32792
  • 1682 Arbor Park Dr, Winter Park, FL 32789
    1682 Arbor Park Dr, Winter Park, FL 32789
    /2

    $1,800,000 Sold Oct 24, 2025

    1682 Arbor Park Dr, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,950 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $610/SF
    • 16 Days On Market

    Current Estimated Value $1,767,811

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1682 Arbor Park Dr, Winter Park, FL 32789
  • 2612 Lafayette Ave, Winter Park, FL 32789
    2612 Lafayette Ave, Winter Park, FL 32789
    /2

    $550,000 Sold Nov 10, 2025

    2612 Lafayette Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,447 Sq Ft
    • Built 1956

    Last Sold Summary

    • 39% Below List Price
    • $225/SF
    • 573 Days On Market

    Last Listing Agent Maoline Herrera EXP REALTY LLC

    2612 Lafayette Ave, Winter Park, FL 32789
  • 1835 Karolina Ave, Winter Park, FL 32789
    1835 Karolina Ave, Winter Park, FL 32789
    /2

    $1,063,303 Sold Dec 10, 2025

    1835 Karolina Ave, Winter Park, FL 32789

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

    Last Sold Summary

    • 23% Above List Price
    • $399/SF
    • 50 Days On Market

    Last Listing Agent Laura Hope COMPASS FLORIDA LLC

    1835 Karolina Ave, Winter Park, FL 32789
  • 1346 Golfside Dr, Winter Park, FL 32792
    1346 Golfside Dr, Winter Park, FL 32792
    /2

    $699,450 Sold Nov 19, 2025

    1346 Golfside Dr, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,829 Sq Ft
    • Built 1979

    Last Sold Summary

    • 1% Above List Price
    • $382/SF
    • 4 Days On Market

    Last Listing Agent Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

    1346 Golfside Dr, Winter Park, FL 32792
  • 5422 Albert Dr, Winter Park, FL 32792
    5422 Albert Dr, Winter Park, FL 32792
    /2

    $387,000 Sold Dec 23, 2025

    5422 Albert Dr, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,689 Sq Ft
    • Built 1978

    Last Sold Summary

    • 9% Below List Price
    • $229/SF
    • 74 Days On Market

    Last Listing Agent Virginia Bellhorn WATSON REALTY CORP

    5422 Albert Dr, Winter Park, FL 32792
  • 1921 Dartmouth Ave, Winter Park, FL 32789
    1921 Dartmouth Ave, Winter Park, FL 32789
    /2

    $312,000 Sold Oct 16, 2025

    1921 Dartmouth Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 987 Sq Ft
    • Built 1956

    Last Sold Summary

    • 16% Below List Price
    • $316/SF
    • 76 Days On Market

    Current Estimated Value $316,689

    Last Listing Agent Pat Hancock THOMAS LYNNE REALTY GROUP LLC

    1921 Dartmouth Ave, Winter Park, FL 32789
  • 7642 Glenmoor Ln, Winter Park, FL 32792
    7642 Glenmoor Ln, Winter Park, FL 32792
    /2

    $310,000 Sold Aug 29, 2025

    7642 Glenmoor Ln, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,217 Sq Ft
    • Built 1984

    Last Sold Summary

    • 24% Above List Price
    • $255/SF
    • 4 Days On Market

    Current Estimated Value $299,031

    Last Listing Agent Pam Grabenhorst THE WILKINS WAY LLC

    7642 Glenmoor Ln, Winter Park, FL 32792
  • 330 Scottsdale Square Unit 330, Winter Park, FL 32792
    330 Scottsdale Square Unit 330, Winter Park, FL 32792
    /2

    $78,000 Sold Nov 25, 2025

    330 Scottsdale Square Unit 330, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,020 Sq Ft
    • Built 1974

    Last Sold Summary

    • 12% Below List Price
    • $76/SF
    • 25 Days On Market

    Last Listing Agent Milton James COLDWELL BANKER RESIDENTIAL RE

    330 Scottsdale Square Unit 330, Winter Park, FL 32792
  • 1730 Winchester Dr, Winter Park, FL 32789
    1730 Winchester Dr, Winter Park, FL 32789
    /2

    $3,000,000 Sold Aug 18, 2025

    1730 Winchester Dr, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 4,080 Sq Ft
    • Built 2024

    Last Sold Summary

    • 9% Below List Price
    • $735/SF
    • 313 Days On Market

    Current Estimated Value $2,997,800

    Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

    1730 Winchester Dr, Winter Park, FL 32789
  • 1710 Aster Dr, Winter Park, FL 32792
    1710 Aster Dr, Winter Park, FL 32792
    /2

    $449,000 Sold Dec 10, 2025

    1710 Aster Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft
    • Built 1979

    Last Sold Summary

    • 11% Below List Price
    • $270/SF
    • 302 Days On Market

    Last Listing Agent Dora Siler FOLIO REALTY LLC

    1710 Aster Dr, Winter Park, FL 32792
  • 1554 Lake Knowles Cir, Winter Park, FL 32789
    1554 Lake Knowles Cir, Winter Park, FL 32789
    /2

    $2,200,000 Sold Sep 09, 2025

    1554 Lake Knowles Cir, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 3,155 Sq Ft
    • Built 1954

    Last Sold Summary

    • 12% Below List Price
    • $697/SF
    • 2 Days On Market

    Current Estimated Value $2,222,312

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

    1554 Lake Knowles Cir, Winter Park, FL 32789
  • 3318 Amber Wood Way Unit 100, Winter Park, FL 32792
    3318 Amber Wood Way Unit 100, Winter Park, FL 32792
    /2

    $150,000 Sold Aug 15, 2025

    3318 Amber Wood Way Unit 100, Winter Park, FL 32792

    • 2 Beds
    • 2.5 Baths
    • 1,031 Sq Ft
    • Built 1983

    Last Sold Summary

    • 7,795% Above List Price
    • $145/SF
    • 0 Days On Market

    Current Estimated Value $159,324

    Last Listing Agent Ramon Ortiz Cruz DIAMOND 2000 REALTY, INC

    3318 Amber Wood Way Unit 100, Winter Park, FL 32792
  • 1000 S Semoran Blvd Unit 511, Winter Park, FL 32792
    1000 S Semoran Blvd Unit 511, Winter Park, FL 32792
    /2

    $140,000 Sold Apr 22, 2025

    1000 S Semoran Blvd Unit 511, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,003 Sq Ft
    • Built 1969

    Last Sold Summary

    • 10% Below List Price
    • $140/SF
    • 21 Days On Market

    Current Estimated Value $145,206

    Last Listing Agent Jeff Stewart WEICHERT REALTORS HALLMARK PROPERTIES

    1000 S Semoran Blvd Unit 511, Winter Park, FL 32792
  • 2339 Lafayette Ave, Winter Park, FL 32789
    2339 Lafayette Ave, Winter Park, FL 32789
    /2

    $1,650,000 Sold Jun 30, 2025

    2339 Lafayette Ave, Winter Park, FL 32789

    • 4 Beds
    • 6 Baths
    • 3,379 Sq Ft
    • Built 2005

    Last Sold Summary

    • 6% Below List Price
    • $488/SF
    • 15 Days On Market

    Current Estimated Value $1,661,906

    Last Listing Agent Skip Kirst COLLADO REAL ESTATE

    2339 Lafayette Ave, Winter Park, FL 32789
  • 3084 Heartleaf Place, Winter Park, FL 32792
    3084 Heartleaf Place, Winter Park, FL 32792
    /2

    $540,000 Sold Feb 28, 2025

    3084 Heartleaf Place, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,439 Sq Ft
    • Built 1997

    Last Sold Summary

    • 4% Below List Price
    • $221/SF
    • 6 Days On Market

    Current Estimated Value $546,704

    Last Listing Agent Susie Stewart RE/MAX SIGNATURE

    3084 Heartleaf Place, Winter Park, FL 32792
  • 3291 Oak Lake Place Unit 125, Winter Park, FL 32792
    3291 Oak Lake Place Unit 125, Winter Park, FL 32792
    /2

    $150,000 Sold May 07, 2025

    3291 Oak Lake Place Unit 125, Winter Park, FL 32792

    • 2 Beds
    • 2.5 Baths
    • 1,031 Sq Ft
    • Built 1984

    Last Sold Summary

    • 32% Below List Price
    • $145/SF
    • 251 Days On Market

    Current Estimated Value $158,288

    Last Listing Agent Greg Vazzana FANNIE HILLMAN & ASSOCIATES

    3291 Oak Lake Place Unit 125, Winter Park, FL 32792
  • 3117 Shady Pine Ave, Winter Park, FL 32792
    3117 Shady Pine Ave, Winter Park, FL 32792
    /2

    $350,000 Sold Dec 30, 2025

    3117 Shady Pine Ave, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,214 Sq Ft
    • Built 1983

    Last Sold Summary

    • 10% Below List Price
    • $288/SF
    • 88 Days On Market

    Last Listing Agent Alistair Baxter EXP REALTY LLC

    3117 Shady Pine Ave, Winter Park, FL 32792
  • 2250 Forrest Rd, Winter Park, FL 32789
    2250 Forrest Rd, Winter Park, FL 32789
    /2

    $1,050,000 Sold Aug 14, 2025

    2250 Forrest Rd, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft
    • Built 1950

    Last Sold Summary

    • 12% Below List Price
    • $704/SF
    • 0 Days On Market

    Current Estimated Value $1,056,371

    Last Listing Agent Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

    2250 Forrest Rd, Winter Park, FL 32789
  • 1821 Killarney Dr, Winter Park, FL 32789
    1821 Killarney Dr, Winter Park, FL 32789
    /2

    $200,000 Sold Jan 30, 2026

    1821 Killarney Dr, Winter Park, FL 32789

    • Land
    • 0.38 Acre
    • $526,316 per Acre

    Last Sold Summary

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

    1821 Killarney Dr, Winter Park, FL 32789
  • 1760 Mondrian Cir, Winter Park, FL 32789
    1760 Mondrian Cir, Winter Park, FL 32789
    /2

    $965,000 Sold Jul 07, 2025

    1760 Mondrian Cir, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 2,245 Sq Ft
    • Built 2024

    Last Sold Summary

    • 1% Below List Price
    • $430/SF
    • 11 Days On Market

    Current Estimated Value $951,672

    Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

    1760 Mondrian Cir, Winter Park, FL 32789
  • 2805 Bongart Rd, Winter Park, FL 32792
    2805 Bongart Rd, Winter Park, FL 32792
    /2

    $370,000 Sold Jun 01, 2025

    2805 Bongart Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,409 Sq Ft
    • Built 1958

    Last Sold Summary

    • 10% Below List Price
    • $263/SF
    • 12 Days On Market

    Current Estimated Value $372,303

    Last Listing Agent Jamie Stolinas Crame CENTURY 21 CARIOTI

    2805 Bongart Rd, Winter Park, FL 32792
  • 901 Palmer Ave, Winter Park, FL 32789
    901 Palmer Ave, Winter Park, FL 32789
    /2

    $975,000 Sold Nov 18, 2025

    901 Palmer Ave, Winter Park, FL 32789

    • Land
    • 0.32 Acre
    • $3,046,875 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 33 Days On Market

    Last Listing Agent Sharon Helsby FANNIE HILLMAN & ASSOCIATES

    901 Palmer Ave, Winter Park, FL 32789
  • 2320 High St, Winter Park, FL 32792
    2320 High St, Winter Park, FL 32792
    /2

    $365,000 Sold Nov 05, 2025

    2320 High St, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,071 Sq Ft
    • Built 1971

    Last Sold Summary

    • 9% Below List Price
    • $341/SF
    • 63 Days On Market

    Current Estimated Value $360,977

    Last Listing Agent Jessica Lee ONE LUXURY INTERNATIONAL LLC

    2320 High St, Winter Park, FL 32792
  • 1915 Stonehurst Rd, Winter Park, FL 32789
    1915 Stonehurst Rd, Winter Park, FL 32789
    /2

    $1,650,000 Sold Oct 09, 2025

    1915 Stonehurst Rd, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,489 Sq Ft
    • Built 1956

    Last Sold Summary

    • $663/SF
    • 0 Days On Market

    Current Estimated Value $1,632,927

    Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

    1915 Stonehurst Rd, Winter Park, FL 32789
  • 311 E Morse Blvd Unit 6-7, Winter Park, FL 32789
    311 E Morse Blvd Unit 6-7, Winter Park, FL 32789
    /2

    $362,500 Sold Jul 30, 2025

    311 E Morse Blvd Unit 6-7, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 884 Sq Ft
    • Built 1960

    Last Sold Summary

    • 19% Below List Price
    • $410/SF
    • 103 Days On Market

    Current Estimated Value $367,621

    Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES

    311 E Morse Blvd Unit 6-7, Winter Park, FL 32789
  • 7864 Pleasant Pine Cir, Winter Park, FL 32792
    7864 Pleasant Pine Cir, Winter Park, FL 32792
    /2

    $550,000 Sold Oct 23, 2025

    7864 Pleasant Pine Cir, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 2,182 Sq Ft
    • Built 2016

    Last Sold Summary

    • 2% Above List Price
    • $252/SF
    • 6 Days On Market

    Current Estimated Value $548,378

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    7864 Pleasant Pine Cir, Winter Park, FL 32792
  • 1819 Shadyhill Terrace, Winter Park, FL 32792
    1819 Shadyhill Terrace, Winter Park, FL 32792
    /2

    $513,000 Sold Aug 22, 2025

    1819 Shadyhill Terrace, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 1,811 Sq Ft
    • Built 1989

    Last Sold Summary

    • 4% Below List Price
    • $283/SF
    • 16 Days On Market

    Current Estimated Value $525,660

    Last Listing Agent Jonathan Ruiz KELLER WILLIAMS WINTER PARK

    1819 Shadyhill Terrace, Winter Park, FL 32792
  • 5334 Cypress Dr, Winter Park, FL 32792
    5334 Cypress Dr, Winter Park, FL 32792
    /2

    $420,000 Sold Jul 17, 2025

    5334 Cypress Dr, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,734 Sq Ft
    • Built 1976

    Last Sold Summary

    • 1% Above List Price
    • $242/SF
    • 4 Days On Market

    Current Estimated Value $424,980

    Last Listing Agent Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

    5334 Cypress Dr, Winter Park, FL 32792
  • 1932 Temple Dr, Winter Park, FL 32789
    1932 Temple Dr, Winter Park, FL 32789
    /2

    $1,100,000 Sold Apr 10, 2025

    1932 Temple Dr, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,432 Sq Ft
    • Built 1952

    Last Sold Summary

    • 15% Below List Price
    • $452/SF
    • 44 Days On Market

    Current Estimated Value $1,091,350

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

    1932 Temple Dr, Winter Park, FL 32789

Showing Results 281 - 320, Page 8 of 18

Florida Orange County Winter Park

Recently Sold Real Estate & Homes in Winter Park, FL

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