1,102

Recently Sold Winter Park, FL Homes

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  • /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 $354,385

    Last Listing Agent Jessica Lee ONE LUXURY INTERNATIONAL LLC

    2320 High St, Winter Park, FL 32792
  • /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 $1,695,869

    Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

    1915 Stonehurst Rd, Winter Park, FL 32789
  • /2

    $1,810,000

    Sold Mar 31, 2026

    1710 Oneco Ave, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 3,240 Sq Ft
    • Built 2020

    Last Sold Summary

    • $559/SF

    Current Estimated Value $1,816,787

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

    1710 Oneco Ave, Winter Park, FL 32789
  • /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 $561,389

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    7864 Pleasant Pine Cir, 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 $516,602

    Last Listing Agent Jonathan Ruiz KELLER WILLIAMS WINTER PARK

    1819 Shadyhill Terrace, Winter Park, FL 32792
  • /2

    $600,000

    Sold Oct 17, 2025

    2812 Woodside Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,842 Sq Ft
    • Built 1952

    Last Sold Summary

    • 4% Below List Price
    • $326/SF
    • 50 Days On Market

    Current Estimated Value $610,753

    Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

    2812 Woodside Ave, Winter Park, FL 32789
  • /2

    $400,000

    Sold Jun 24, 2026

    721 Dunbar St, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,018 Sq Ft
    • Built 1950

    Last Sold Summary

    • $393/SF
    • 4 Days On Market

    Current Estimated Value $400,203

    Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    721 Dunbar St, Winter Park, FL 32789
  • /2

    $439,900

    Sold Feb 12, 2026

    2835 Bongart Rd, Winter Park, FL 32792

    • 3 Beds
    • 3 Baths
    • 1,880 Sq Ft
    • Built 1961

    Last Sold Summary

    • $234/SF
    • 4 Days On Market

    Current Estimated Value $441,956

    Last Listing Agent Irina Paul FUTURE HOME REALTY INC

    2835 Bongart Rd, Winter Park, FL 32792
  • /59

    $300,000

    Sold Dec 23, 2025

    1405 Auburn Green Loop, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,126 Sq Ft
    • Built 1984

    Last Sold Summary

    • 17% Below List Price
    • $266/SF
    • 170 Days On Market

    Current Estimated Value $308,036

    Last Listing Agent Geannina Mejia-Acevedo Charles Rutenberg Realty Orlan

    1405 Auburn Green Loop, Winter Park, FL 32792
  • /2

    $615,000

    Sold Jun 10, 2026

    1034 Turner Rd, Winter Park, FL 32789

    • Land
    • 23,522 Sq Ft
    • $1,138,889 per Acre

    Last Sold Summary

    • 15% Below List Price
    • 77 Days On Market

    Current Estimated Value $637,764

    Last Listing Agent Parker Blanchard OLDE TOWN BROKERS INC

    1034 Turner Rd, Winter Park, FL 32789
  • /2

    $660,000

    Sold Jun 05, 2026

    5275 Pine Lily Cir, Winter Park, FL 32792

    • 5 Beds
    • 3.5 Baths
    • 3,152 Sq Ft
    • Built 2014

    Last Sold Summary

    • 4% Below List Price
    • $209/SF
    • 87 Days On Market

    Current Estimated Value $665,217

    Last Listing Agent Kathy Williams REAL BROKER, LLC

    5275 Pine Lily Cir, Winter Park, FL 32792
  • /18

    $1,000,000

    Sold May 15, 2026

    1903 S Lakemont Ave, Winter Park, FL 32792

    • 4,056 Sq Ft
    • Built 1964

    Last Sold Summary

    • 60% Below List Price
    • $247/SF
    • 386 Days On Market

    Last Listing Agent Maria Tenner Platinum Properties Int'l Inc.

    1903 S Lakemont Ave, Winter Park, FL 32792
  • /2

    $390,000

    Sold Oct 27, 2025

    5346 Cypress Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,670 Sq Ft
    • Built 1976

    Last Sold Summary

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

    Current Estimated Value $391,863

    Last Listing Agent Kristy Kesterson KELLER WILLIAMS ADVANTAGE REALTY

    5346 Cypress Dr, Winter Park, FL 32792
  • /2

    $405,000

    Sold Apr 01, 2026

    1028 Lake Bell Dr, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,418 Sq Ft
    • Built 1956

    Last Sold Summary

    • 1% Above List Price
    • $286/SF
    • 4 Days On Market

    Current Estimated Value $401,409

    Last Listing Agent Maria Nunez COMPASS FLORIDA LLC

    1028 Lake Bell Dr, Winter Park, FL 32789
  • /2

    $170,000

    Sold Sep 04, 2025

    3651 N Goldenrod Rd Unit 210, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • Built 1990

    Last Sold Summary

    • 15% Below List Price
    • $202/SF
    • 176 Days On Market

    Last Listing Agent Elenice Pereira WRA BUSINESS & REAL ESTATE

    3651 N Goldenrod Rd Unit 210, Winter Park, FL 32792
  • /2

    $507,500

    Sold Jun 17, 2026

    2009 Shadyhill Terrace, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,670 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Below List Price
    • $304/SF
    • 19 Days On Market

    Current Estimated Value $514,827

    Last Listing Agent Byron Kirkpatrick HOUSE HUNTING IN FLORIDA LLC

    2009 Shadyhill Terrace, Winter Park, FL 32792
  • /2

    $595,000

    Sold Jul 20, 2026

    508 Dunraven Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,370 Sq Ft
    • Built 1958

    Last Sold Summary

    • $434/SF
    • 3 Days On Market

    Current Estimated Value $584,655

    Last Listing Agent Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

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

    $1,480,000

    Sold Sep 19, 2025

    1742 Barcelona Way, Winter Park, FL 32789

    • 5 Beds
    • 8 Baths
    • 3,626 Sq Ft
    • Built 1973

    Last Sold Summary

    • 18% Below List Price
    • $408/SF
    • 81 Days On Market

    Current Estimated Value $1,583,290

    Last Listing Agent Dee Morgan KELLY PRICE & COMPANY LLC

    1742 Barcelona Way, Winter Park, FL 32789
  • /2

    $365,000

    Sold May 13, 2026

    765 Baffie Ave, Winter Park, FL 32789

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

    Last Sold Summary

    • 4% Below List Price
    • $390/SF
    • 32 Days On Market

    Current Estimated Value $362,027

    Last Listing Agent Anne Rogers ANNE ROGERS REALTY GROUP INC

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

    $560,000

    Sold Aug 19, 2025

    1339 Orchid Ave, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 789 Sq Ft
    • Built 1953

    Last Sold Summary

    • 12% Below List Price
    • $710/SF
    • 46 Days On Market

    Current Estimated Value $562,246

    Last Listing Agent Barbara Allen ABIDE REALTY

    1339 Orchid Ave, Winter Park, FL 32789
  • /2

    $975,000

    Sold Mar 25, 2026

    456 Carolina Ave, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 1,615 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Below List Price
    • $604/SF
    • 9 Days On Market

    Current Estimated Value $986,033

    Last Listing Agent Heather Frazee FANNIE HILLMAN & ASSOCIATES

    456 Carolina Ave, Winter Park, FL 32789
  • /2

    $140,000

    Sold Nov 17, 2025

    4960 Tangerine Ave Unit 4960, Winter Park, FL 32792

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

    Last Sold Summary

    • 10% Below List Price
    • $183/SF
    • 72 Days On Market

    Current Estimated Value $144,986

    Last Listing Agent Stacy Chen KELLER WILLIAMS ADVANTAGE III

    4960 Tangerine Ave Unit 4960, Winter Park, FL 32792
  • /2

    $475,000

    Sold Oct 14, 2025

    621 Symonds Ave, Winter Park, FL 32789

    • Land
    • 5,662 Sq Ft
    • $3,653,846 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 147 Days On Market

    Current Estimated Value $485,894

    Last Listing Agent Emily Williams FANNIE HILLMAN & ASSOCIATES

    621 Symonds Ave, Winter Park, FL 32789
  • /2

    $735,000

    Sold Jun 30, 2026

    738 S Pennsylvania Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,739 Sq Ft
    • Built 1925

    Last Sold Summary

    • $423/SF
    • 2 Days On Market

    Current Estimated Value $756,128

    Last Listing Agent Justin Jodha COMPASS FLORIDA LLC

    738 S Pennsylvania Ave, Winter Park, FL 32789
  • /2

    $245,000

    Sold Jul 21, 2026

    700 Melrose Ave Unit K25, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 787 Sq Ft
    • Built 1964

    Last Sold Summary

    • $311/SF
    • 4 Days On Market

    Current Estimated Value $239,285

    Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    700 Melrose Ave Unit K25, Winter Park, FL 32789
  • /2

    $365,000

    Sold Dec 31, 2025

    1083 Eastbrook Blvd, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,530 Sq Ft
    • Built 1959

    Last Sold Summary

    • 4% Below List Price
    • $239/SF
    • 17 Days On Market

    Current Estimated Value $375,570

    Last Listing Agent Jo Ann Ortiz ORANGE SLICE PROPERTIES

    1083 Eastbrook Blvd, Winter Park, FL 32792
  • /2

    $265,000

    Sold Jul 02, 2026

    2401 Sun Valley Cir, Winter Park, FL 32792

    • 2 Beds
    • 2.5 Baths
    • 1,495 Sq Ft
    • Built 1984

    Last Sold Summary

    • 7% Below List Price
    • $177/SF
    • 77 Days On Market

    Current Estimated Value $262,321

    Last Listing Agent Jamie Vanosdol EXP REALTY LLC

    2401 Sun Valley Cir, Winter Park, FL 32792
  • /2

    $645,000

    Sold Jul 21, 2026

    2774 Banchory Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1965

    Last Sold Summary

    • $413/SF
    • 5 Days On Market

    Current Estimated Value $565,657

    Last Listing Agent Shelley Dawson COMPASS FLORIDA LLC

    2774 Banchory Rd, Winter Park, FL 32792
  • /2

    $448,000

    Sold Sep 23, 2025

    1471 Broad Wing Ln, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 2,010 Sq Ft
    • Built 2020

    Last Sold Summary

    • $223/SF
    • 29 Days On Market

    Current Estimated Value $464,114

    Last Listing Agent Kathryn West EXP REALTY LLC

    1471 Broad Wing Ln, Winter Park, FL 32792
  • /2

    $2,755,000

    Sold Jun 25, 2026

    670 Williams Dr, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 4,091 Sq Ft
    • Built 2016

    Last Sold Summary

    • 5% Below List Price
    • $673/SF
    • 18 Days On Market

    Current Estimated Value $2,813,582

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

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

    $1,740,000

    Sold Aug 29, 2025

    443 Beloit Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,964 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Below List Price
    • $587/SF
    • 0 Days On Market

    Current Estimated Value $1,787,533

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    443 Beloit Ave, Winter Park, FL 32789
  • /2

    $435,000

    Sold Dec 11, 2025

    2708 Lion Heart Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,785 Sq Ft
    • Built 1963

    Last Sold Summary

    • 27% Below List Price
    • $244/SF
    • 128 Days On Market

    Current Estimated Value $598,269

    Last Listing Agent Corey Cannon BHHS FLORIDA REALTY

    2708 Lion Heart Rd, Winter Park, FL 32792
  • /2

    $409,000

    Sold Nov 14, 2025

    3128 Patel Dr, Winter Park, FL 32792

    • 4 Beds
    • 4 Baths
    • 1,934 Sq Ft
    • Built 1989

    Last Sold Summary

    • 32% Below List Price
    • $211/SF
    • 615 Days On Market

    Current Estimated Value $423,362

    Last Listing Agent Keith Race FUSILIER MANAGEMENT GROUP

    3128 Patel Dr, Winter Park, FL 32792
  • /2

    $760,000

    Sold May 01, 2026

    5233 Lake Howell Rd, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 1,778 Sq Ft
    • Built 1956

    Last Sold Summary

    • 2% Below List Price
    • $427/SF
    • 7 Days On Market

    Current Estimated Value $751,945

    Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

    5233 Lake Howell Rd, Winter Park, FL 32792
  • /2

    $120,500

    Sold Feb 27, 2026

    7326 Swallow Run Unit 7326, Winter Park, FL 32792

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

    Last Sold Summary

    • 7% Below List Price
    • $151/SF
    • 128 Days On Market

    Current Estimated Value $135,430

    Last Listing Agent Kevin Mernan CREATIVE HOMES OF ORLANDO

    7326 Swallow Run Unit 7326, Winter Park, FL 32792
  • /2

    $940,000

    Sold Aug 29, 2025

    1840 Biscayne Dr, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,646 Sq Ft
    • Built 2024

    Last Sold Summary

    • 1% Below List Price
    • $355/SF
    • 17 Days On Market

    Current Estimated Value $959,697

    Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

    1840 Biscayne Dr, Winter Park, FL 32789
  • /2

    $669,000

    Sold Mar 26, 2026

    681 Overspin Dr, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,220 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $301/SF
    • 34 Days On Market

    Current Estimated Value $669,561

    Last Listing Agent Gail Higley RE/MAX SELECT GROUP

    681 Overspin Dr, Winter Park, FL 32789
  • /2

    $600,000

    Sold Jul 21, 2026

    332 Fleet Rd, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,355 Sq Ft
    • Built 1966

    Last Sold Summary

    • 1% Above List Price
    • $255/SF
    • 3 Days On Market

    Current Estimated Value $599,532

    Last Listing Agent Melissa Condrey COMPASS FLORIDA LLC

    332 Fleet Rd, Winter Park, FL 32792
  • /2

    $410,000

    Sold May 18, 2026

    7761 Fox Knoll Place, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,485 Sq Ft
    • Built 1989

    Last Sold Summary

    • 4% Below List Price
    • $276/SF
    • 8 Days On Market

    Current Estimated Value $413,160

    Last Listing Agent Raymond Lopez KELLER WILLIAMS ADVANTAGE 2 REALTY

    7761 Fox Knoll Place, Winter Park, FL 32792
  • /2

    $222,500

    Sold Aug 03, 2026

    7771 Country Place Unit 7, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,230 Sq Ft
    • Built 1987

    Last Sold Summary

    • 7% Below List Price
    • $181/SF
    • 189 Days On Market

    Current Estimated Value $217,930

    Last Listing Agent Ivan Tobon OUTLET REALTY

    7771 Country Place Unit 7, Winter Park, FL 32792

Showing Results 321 - 360, Page 9 of 18

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