1,110

Recently Sold Winter Park, FL Homes

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  • /2

    $450,000

    Sold Oct 17, 2025

    1660 Tremont Ln, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 1,980 Sq Ft
    • Built 1986

    Last Sold Summary

    • $227/SF
    • 12 Days On Market

    Current Estimated Value $457,665

    Last Listing Agent Jason Howell UNITED REAL ESTATE PREFERRED

    1660 Tremont Ln, Winter Park, FL 32792
  • /2

    $357,500

    Sold Nov 25, 2025

    2065 Cocos Ln, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft
    • Built 1966

    Last Sold Summary

    • 1% Below List Price
    • $247/SF
    • 3 Days On Market

    Current Estimated Value $366,968

    Last Listing Agent Stacey Mortensen KELLER WILLIAMS REALTY AT THE PARKS

    2065 Cocos Ln, Winter Park, FL 32792
  • /2

    $160,000

    Sold Oct 28, 2025

    141 Lewfield Cir Unit 141, Winter Park, FL 32792

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

    Last Sold Summary

    • 2% Below List Price
    • $236/SF
    • 95 Days On Market

    Current Estimated Value $147,958

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

    141 Lewfield Cir Unit 141, Winter Park, FL 32792
  • /2

    $300,000

    Sold Aug 26, 2026

    7426 Blue Jacket Place E, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • Built 1971

    Last Sold Summary

    • 8% Below List Price
    • $261/SF
    • 10 Days On Market

    Current Estimated Value $319,052

    Last Listing Agent Abby Nelson RE/MAX 200 REALTY

    7426 Blue Jacket Place E, Winter Park, FL 32792
  • /2

    $500,000

    Sold Jan 26, 2026

    2412 Middleton Ave, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft
    • Built 1959

    Last Sold Summary

    • 19% Below List Price
    • $373/SF
    • 54 Days On Market

    Current Estimated Value $512,146

    Last Listing Agent Santiago Borrero REAL ESTATE INVESTMENTS BY BOR

    2412 Middleton Ave, Winter Park, FL 32792
  • /2

    $595,000

    Sold Sep 10, 2026

    531 W Swoope Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,188 Sq Ft
    • Built 2006

    Last Sold Summary

    • 6% Below List Price
    • $501/SF
    • 7 Days On Market

    Current Estimated Value $623,164

    Last Listing Agent Roger Soderstrom Jr. STIRLING INTERNATIONAL REAL ES

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

    $1,350,000

    Sold Aug 31, 2026

    1560 Lakehurst Ave, Winter Park, FL 32789

    • Land
    • 13,503 Sq Ft
    • $4,354,839 per Acre

    Last Sold Summary

    • 12% Above List Price
    • 514 Days On Market

    Current Estimated Value $1,108,859

    Last Listing Agent Dawn Romance FANNIE HILLMAN & ASSOCIATES

    1560 Lakehurst Ave, Winter Park, FL 32789
  • /2

    $629,000

    Sold Apr 03, 2026

    513 Cornwall Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,735 Sq Ft
    • Built 1965

    Last Sold Summary

    • 3% Below List Price
    • $363/SF
    • 39 Days On Market

    Current Estimated Value $622,383

    Last Listing Agent Chad Isenhart PREMIER SOTHEBY'S INTL. REALTY

    513 Cornwall Rd, Winter Park, FL 32792
  • /2

    $1,425,000

    Sold May 19, 2026

    850 Juanita Rael, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,306 Sq Ft
    • Built 1966

    Last Sold Summary

    • $618/SF
    • 4 Days On Market

    Current Estimated Value $1,428,640

    Last Listing Agent Brad Grosberg PHIL KEAN REAL ESTATE LLC

    850 Juanita Rael, Winter Park, FL 32789
  • /2

    $899,000

    Sold Nov 21, 2025

    1648 Cypress Point Ln, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 2,455 Sq Ft
    • Built 1982

    Last Sold Summary

    • 3% Below List Price
    • $366/SF
    • 21 Days On Market

    Current Estimated Value $924,374

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    1648 Cypress Point Ln, Winter Park, FL 32792
  • /2

    $1,688,750

    Sold Apr 01, 2026

    1705 Elizabeths Walk, Winter Park, FL 32789

    • 5 Beds
    • 5 Baths
    • 3,820 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Above List Price
    • $442/SF
    • 3 Days On Market

    Current Estimated Value $1,712,545

    Last Listing Agent Keith Moore HOMEVEST REALTY

    1705 Elizabeths Walk, Winter Park, FL 32789
  • /2

    $525,000

    Sold Aug 10, 2026

    1232 Valley Creek Run, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 2,071 Sq Ft
    • Built 1994

    Last Sold Summary

    • 2% Below List Price
    • $254/SF
    • 12 Days On Market

    Current Estimated Value $532,917

    Last Listing Agent James Clark CENTURY 21 ALTON CLARK

    1232 Valley Creek Run, Winter Park, FL 32792
  • /81

    $2,925,000

    Sold Sep 16, 2026

    1597 Oakhurst Ave, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 4,410 Sq Ft
    • Built 2015

    Last Sold Summary

    • 8% Above List Price
    • $663/SF
    • 2 Days On Market

    Current Estimated Value $2,538,752

    Last Listing Agent Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

    1597 Oakhurst Ave, Winter Park, FL 32789
  • /2

    $895,000

    Sold Dec 29, 2025

    1802 Arbor Park Dr, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 1,808 Sq Ft
    • Built 1968

    Last Sold Summary

    • $495/SF
    • 1 Day On Market

    Current Estimated Value $973,177

    Last Listing Agent Jennifer Roberts FLORIDA EXECUTIVE REALTY

    1802 Arbor Park Dr, Winter Park, FL 32789
  • /2

    $260,000

    Sold Aug 28, 2026

    642 Warrenton Rd, Winter Park, FL 32792

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

    Last Sold Summary

    • 13% Below List Price
    • $191/SF
    • 5 Days On Market

    Current Estimated Value $324,623

    Last Listing Agent Marisol Medina NOVA REAL ESTATE SERVICES INC

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

    $421,000

    Sold Apr 29, 2026

    633 Lander Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1956

    Last Sold Summary

    • 1% Below List Price
    • $301/SF
    • 6 Days On Market

    Current Estimated Value $422,453

    Last Listing Agent Raymond Lopez KELLER WILLIAMS ADVANTAGE 2 REALTY

    633 Lander Rd, Winter Park, FL 32792
  • /2

    $470,000

    Sold Dec 23, 2025

    2381 Roxbury Rd, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,785 Sq Ft
    • Built 1949

    Last Sold Summary

    • 8% Below List Price
    • $263/SF
    • 24 Days On Market

    Current Estimated Value $481,464

    Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY

    2381 Roxbury Rd, Winter Park, FL 32789
  • /2

    $1,010,000

    Sold Sep 30, 2025

    2880 Old Castle Dr, Winter Park, FL 32792

    • 5 Beds
    • 4.5 Baths
    • 3,839 Sq Ft
    • Built 1993

    Last Sold Summary

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

    Current Estimated Value $1,015,240

    Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

    2880 Old Castle Dr, Winter Park, FL 32792
  • /2

    $540,000

    Sold Dec 29, 2025

    1817 Jessica Ct, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,870 Sq Ft
    • Built 1981

    Last Sold Summary

    • 3% Above List Price
    • $289/SF
    • 3 Days On Market

    Current Estimated Value $579,358

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    1817 Jessica Ct, Winter Park, FL 32789
  • /2

    $1,450,000

    Sold Mar 19, 2026

    141 W Lake Sue Ave, Winter Park, FL 32789

    • Land
    • 22,215 Sq Ft
    • $2,843,137 per Acre

    Last Sold Summary

    • 14% Below List Price
    • 137 Days On Market

    Current Estimated Value $3,847,510

    Last Listing Agent Brian Mitnik RE/MAX 200 REALTY

    141 W Lake Sue Ave, Winter Park, FL 32789
  • /2

    $1,100,000

    Sold Apr 15, 2026

    100 S Interlachen Ave Unit 404, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,220 Sq Ft
    • Built 1971

    Last Sold Summary

    • 8% Below List Price
    • $902/SF
    • 51 Days On Market

    Current Estimated Value $1,063,035

    Last Listing Agent Ruth Harris COLDWELL BANKER REALTY

    100 S Interlachen Ave Unit 404, Winter Park, FL 32789
  • /2

    $429,999

    Sold Oct 21, 2025

    105 Conrad Ct, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,573 Sq Ft
    • Built 1958

    Last Sold Summary

    • $273/SF
    • 24 Days On Market

    Current Estimated Value $455,880

    Last Listing Agent Pam Grabenhorst THE WILKINS WAY LLC

    105 Conrad Ct, Winter Park, FL 32789
  • /2

    $1,887,500

    Sold Aug 31, 2026

    1130 Park North Place, Winter Park, FL 32789

    • 5 Beds
    • 3.5 Baths
    • 4,011 Sq Ft
    • Built 1968

    Last Sold Summary

    • 29% Below List Price
    • $471/SF
    • 120 Days On Market

    Current Estimated Value $2,113,656

    Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

    1130 Park North Place, Winter Park, FL 32789
  • /2

    $600,000

    Sold Jan 23, 2026

    2817 Fitzooth Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,619 Sq Ft
    • Built 1965

    Last Sold Summary

    • 6% Below List Price
    • $371/SF
    • 36 Days On Market

    Current Estimated Value $607,260

    Last Listing Agent Diego Trujillo-Castillo REALTY HUB

    2817 Fitzooth Dr, Winter Park, FL 32792
  • /2

    $560,000

    Sold Aug 28, 2026

    1122 Washington Ave Unit 7, Winter Park, FL 32789

    • 2 Beds
    • 2.5 Baths
    • 1,556 Sq Ft
    • Built 1978

    Last Sold Summary

    • 3% Below List Price
    • $360/SF
    • 13 Days On Market

    Current Estimated Value $539,735

    Last Listing Agent Cara Edwards ALL REAL ESTATE & INVESTMENTS

    1122 Washington Ave Unit 7, Winter Park, FL 32789
  • /2

    $1,200,000

    Sold Jul 24, 2026

    106 S Interlachen Ave Unit 118, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft
    • Built 1971

    Last Sold Summary

    • 20% Below List Price
    • $654/SF
    • 151 Days On Market

    Current Estimated Value $1,209,547

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

    106 S Interlachen Ave Unit 118, Winter Park, FL 32789
  • /2

    $1,300,000

    Sold Jan 02, 2026

    1400 S Pennsylvania Ave, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,310 Sq Ft
    • Built 1962

    Last Sold Summary

    • 6% Below List Price
    • $563/SF
    • 333 Days On Market

    Current Estimated Value $1,250,586

    Last Listing Agent Jack Keller JACK KELLER INC

    1400 S Pennsylvania Ave, Winter Park, FL 32789
  • /2

    $1,050,000

    Sold Dec 05, 2025

    620 Virginia Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,577 Sq Ft
    • Built 1965

    Last Sold Summary

    • 6% Above List Price
    • $666/SF
    • 0 Days On Market

    Current Estimated Value $1,102,393

    Last Listing Agent Jason Gilkey GILKEY REAL ESTATE

    620 Virginia Dr, Winter Park, FL 32789
  • /2

    $4,500,000

    Sold Apr 30, 2026

    887 Georgia Ave, Winter Park, FL 32789

    • 6 Beds
    • 5.5 Baths
    • 5,759 Sq Ft
    • Built 1924

    Last Sold Summary

    • 31% Below List Price
    • $781/SF
    • 222 Days On Market

    Current Estimated Value $4,547,802

    Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

    887 Georgia Ave, Winter Park, FL 32789
  • /2

    $75,000

    Sold Nov 20, 2025

    3053 George Mason Ave Unit 7, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft
    • Built 1974

    Last Sold Summary

    • 25% Below List Price
    • $73/SF
    • 85 Days On Market

    Last Listing Agent John Muccigrosso RE/MAX 200 REALTY

    3053 George Mason Ave Unit 7, Winter Park, FL 32792
  • /2

    $465,000

    Sold Oct 21, 2025

    130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789

    • 2 Beds
    • 2.5 Baths
    • 1,536 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Below List Price
    • $303/SF
    • 75 Days On Market

    Current Estimated Value $448,900

    Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

    130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789
  • /2

    $215,000

    Sold May 01, 2026

    200 Saint Andrews Blvd Unit 3001, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft
    • Built 1974

    Last Sold Summary

    • 9% Below List Price
    • $198/SF
    • 98 Days On Market

    Current Estimated Value $218,306

    Last Listing Agent Magaly Laplana Kleros Realty

    200 Saint Andrews Blvd Unit 3001, Winter Park, FL 32792
  • /2

    $363,000

    Sold Jan 23, 2026

    1436 Auburn Green Loop, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,415 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Above List Price
    • $257/SF
    • 9 Days On Market

    Current Estimated Value $373,143

    Last Listing Agent Victoria Myers RE/MAX TOWN & COUNTRY REALTY

    1436 Auburn Green Loop, Winter Park, FL 32792
  • /2

    $3,278,530

    Sold May 20, 2026

    700 Pinetree Rd, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 3,897 Sq Ft
    • Built 1955

    Last Sold Summary

    • $841/SF
    • 1 Day On Market

    Current Estimated Value $3,153,423

    Last Listing Agent Lauren Richardson FANNIE HILLMAN & ASSOCIATES

    700 Pinetree Rd, Winter Park, FL 32789
  • /2

    $367,500

    Sold Nov 17, 2025

    1975 Staunton Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1949

    Last Sold Summary

    • 15% Below List Price
    • $306/SF
    • 225 Days On Market

    Current Estimated Value $371,359

    Last Listing Agent Marion McGrath ABSOLUTE REALTY GROUP, LLC

    1975 Staunton Ave, Winter Park, FL 32789
  • /2

    $375,000

    Sold Jun 10, 2026

    4923 N Magnolia Ave, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,559 Sq Ft
    • Built 1953

    Last Sold Summary

    • 4% Below List Price
    • $241/SF
    • 0 Days On Market

    Current Estimated Value $376,066

    Last Listing Agent Deanna Chance A+ REALTY PROFESSIONALS, INC

    4923 N Magnolia Ave, Winter Park, FL 32792
  • /2

    $419,900

    Sold Jul 10, 2026

    1871 Casselwood St, Winter Park, FL 32792

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

    Last Sold Summary

    • 1% Below List Price
    • $260/SF
    • 24 Days On Market

    Current Estimated Value $411,158

    Last Listing Agent Alexa Monasterio Flores KELLER WILLIAMS ADVANTAGE 2 REALTY

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

    $749,900

    Sold Oct 14, 2025

    1465 Lone Feather Trail, Winter Park, FL 32792

    • 4 Beds
    • 3.5 Baths
    • 2,582 Sq Ft
    • Built 2021

    Last Sold Summary

    • $290/SF
    • 11 Days On Market

    Current Estimated Value $776,209

    Last Listing Agent Chris Watts THE TEAM REAL ESTATE GROUP INC

    1465 Lone Feather Trail, Winter Park, FL 32792
  • /2

    $6,300,000

    Sold Nov 04, 2025

    1308 Green Cove Rd, Winter Park, FL 32789

    • 4 Beds
    • 5.5 Baths
    • 6,981 Sq Ft
    • Built 1990

    Last Sold Summary

    • $902/SF
    • 0 Days On Market

    Current Estimated Value $6,391,253

    Last Listing Agent Nicole Seybold FANNIE HILLMAN & ASSOCIATES

    1308 Green Cove Rd, Winter Park, FL 32789
  • /2

    $445,000

    Sold Dec 17, 2025

    2380 Shadowland Loop, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 2,076 Sq Ft
    • Built 2020

    Last Sold Summary

    • 4% Below List Price
    • $214/SF
    • 45 Days On Market

    Current Estimated Value $459,193

    Last Listing Agent Cristian Cen Chen SIMPSON REALTY LLC

    2380 Shadowland Loop, Winter Park, FL 32792

Showing Results 401 - 440, Page 11 of 18

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