501

Recently Sold Homes in 32789

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  • /2

    $2,232,000

    Sold Apr 17, 2026

    660 Osceola Ave Unit 101, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 2,714 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Below List Price
    • $822/SF
    • 145 Days On Market

    Current Estimated Value $2,189,219

    Last Listing Agent Richard Traynor FLORIDA ONE REAL ESTATE LLC

    660 Osceola Ave Unit 101, Winter Park, FL 32789
  • /2

    $300,000

    Sold Mar 27, 2026

    1313 S Denning Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 1950

    Last Sold Summary

    • $176/SF

    Current Estimated Value $463,287

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

    1313 S Denning Dr, Winter Park, FL 32789
  • /2

    $360,000

    Sold Nov 20, 2025

    611 Ololu Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,145 Sq Ft
    • Built 1973

    Last Sold Summary

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

    Current Estimated Value $377,542

    Last Listing Agent Amanda Johnson HOMERUN REALTY, LLC

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

    $1,535,000

    Sold Mar 30, 2026

    507 Country Club Dr, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,985 Sq Ft
    • Built 2020

    Last Sold Summary

    • 1% Below List Price
    • $514/SF
    • 27 Days On Market

    Current Estimated Value $1,562,585

    Last Listing Agent Lianna D'Angelo SOTERA LIVING

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

    $640,000

    Sold Jun 29, 2026

    1618 Indiana Ave, Winter Park, FL 32789

    • 4 Beds
    • 2 Baths
    • 1,604 Sq Ft
    • Built 1963

    Last Sold Summary

    • 7% Below List Price
    • $399/SF
    • 49 Days On Market

    Current Estimated Value $641,491

    Last Listing Agent Johnathan Lam NATIONAL REAL ESTATE

    1618 Indiana Ave, Winter Park, FL 32789
  • /2

    $1,000,500

    Sold Dec 11, 2025

    210 E Rockwood Way, Winter Park, FL 32789

    • 3 Beds
    • 1.5 Baths
    • 1,431 Sq Ft
    • Built 1950

    Last Sold Summary

    • $699/SF
    • 0 Days On Market

    Current Estimated Value $1,097,800

    Last Listing Agent Penny Puente DALTON WADE INC

    210 E Rockwood Way, Winter Park, FL 32789
  • /2

    $555,000

    Sold Jan 29, 2026

    1267 Michigan Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 1,798 Sq Ft
    • Built 2019

    Last Sold Summary

    • 17% Below List Price
    • $309/SF
    • 88 Days On Market

    Current Estimated Value $564,039

    Last Listing Agent Megan Cross FANNIE HILLMAN & ASSOCIATES

    1267 Michigan Ave, Winter Park, FL 32789
  • /2

    $450,000

    Sold Mar 31, 2026

    764 W Comstock Ave, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 925 Sq Ft
    • Built 1935

    Last Sold Summary

    • 5% Below List Price
    • $486/SF
    • 17 Days On Market

    Current Estimated Value $460,555

    Last Listing Agent Manny del Valle KELLER WILLIAMS WINTER PARK

    764 W Comstock Ave, Winter Park, FL 32789
  • /2

    $4,950,000

    Sold Jul 30, 2026

    1660 Palmer Ave, Winter Park, FL 32789

    • 5 Beds
    • 6.5 Baths
    • 5,636 Sq Ft
    • Built 2024

    Last Sold Summary

    • 13% Below List Price
    • $878/SF
    • 438 Days On Market

    Current Estimated Value $4,216,715

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

    1660 Palmer Ave, Winter Park, FL 32789
  • /2

    $4,150,000

    Sold Feb 18, 2026

    702 Via Bella, Winter Park, FL 32789

    • 4 Beds
    • 5.5 Baths
    • 3,720 Sq Ft
    • Built 2025

    Last Sold Summary

    • 11% Below List Price
    • $1,116/SF
    • 149 Days On Market

    Current Estimated Value $3,836,776

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

    702 Via Bella, Winter Park, FL 32789
  • /2

    $190,000

    Sold Mar 20, 2026

    1250 S Denning Dr Unit 104, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 908 Sq Ft
    • Built 1967

    Last Sold Summary

    • 17% Below List Price
    • $209/SF
    • 60 Days On Market

    Current Estimated Value $199,792

    Last Listing Agent John Harbuck SERHANT

    1250 S Denning Dr Unit 104, Winter Park, FL 32789
  • /2

    $368,500

    Sold Apr 03, 2026

    958 Dupont Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,572 Sq Ft
    • Built 1956

    Last Sold Summary

    • 3% Below List Price
    • $234/SF
    • 49 Days On Market

    Current Estimated Value $377,528

    Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

    958 Dupont Ave, Winter Park, FL 32789
  • /2

    $1,650,000

    Sold May 01, 2026

    1016 Howell Branch Rd, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 3,142 Sq Ft
    • Built 1959

    Last Sold Summary

    • 3% Below List Price
    • $525/SF
    • 7 Days On Market

    Current Estimated Value $1,642,454

    Last Listing Agent Andrew Birr PLAID PROPERTIES, LLC

    1016 Howell Branch Rd, Winter Park, FL 32789
  • /2

    $810,000

    Sold Nov 26, 2025

    1314 Canterbury Rd, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,738 Sq Ft
    • Built 1950

    Last Sold Summary

    • $466/SF

    Current Estimated Value $825,479

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

    1314 Canterbury Rd, Winter Park, FL 32789
  • /2

    $892,500

    Sold Jun 25, 2026

    1960 E Winter Park Rd, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 1,864 Sq Ft
    • Built 1948

    Last Sold Summary

    • 1% Below List Price
    • $479/SF
    • 13 Days On Market

    Current Estimated Value $911,719

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1960 E Winter Park Rd, Winter Park, FL 32789
  • /2

    $1,755,000

    Sold Jul 24, 2026

    1813 Harland Park Dr, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,551 Sq Ft
    • Built 2013

    Last Sold Summary

    • 12% Below List Price
    • $494/SF
    • 67 Days On Market

    Current Estimated Value $1,816,189

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1813 Harland Park Dr, Winter Park, FL 32789
  • /2

    $4,500,000

    Sold May 29, 2026

    1521 Harris Cir, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 3,922 Sq Ft
    • Built 2026

    Last Sold Summary

    • $1,147/SF
    • 0 Days On Market

    Current Estimated Value $3,635,666

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

    1521 Harris Cir, Winter Park, FL 32789
  • /46

    $840,000

    Sold Sep 15, 2026

    1405 Miller Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 1,884 Sq Ft
    • Built 2023

    Last Sold Summary

    • 12% Below List Price
    • $446/SF
    • 67 Days On Market

    Current Estimated Value $883,640

    Last Listing Agent Rikhil Amin FANNIE HILLMAN & ASSOCIATES

    1405 Miller Ave, Winter Park, FL 32789
  • /2

    $290,000

    Sold Jul 15, 2026

    184 Sandlewood Trail Unit 2, Winter Park, FL 32789

    • 2 Beds
    • 2.5 Baths
    • 1,133 Sq Ft
    • Built 1985

    Last Sold Summary

    • 12% Below List Price
    • $256/SF
    • 141 Days On Market

    Current Estimated Value $286,351

    Last Listing Agent Tom Noelke NOELKE REALTY

    184 Sandlewood Trail Unit 2, Winter Park, FL 32789
  • /2

    $1,129,000

    Sold Dec 10, 2025

    100 S Virginia Ave Unit 314, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 2,615 Sq Ft
    • Built 2009

    Last Sold Summary

    • $432/SF
    • 4 Days On Market

    Current Estimated Value $1,149,771

    Last Listing Agent Julieta Knapp ACCUMARK PROPERTIES

    100 S Virginia Ave Unit 314, Winter Park, FL 32789
  • /2

    $1,420,000

    Sold Sep 18, 2026

    607 Ellen Dr, Winter Park, FL 32789

    • 4 Beds
    • 5 Baths
    • 2,812 Sq Ft
    • Built 2025

    Last Sold Summary

    • 13% Below List Price
    • $505/SF
    • 294 Days On Market

    Current Estimated Value $1,166,306

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    607 Ellen Dr, Winter Park, FL 32789
  • /2

    $2,280,000

    Sold Jun 08, 2026

    436 N Knowles Ave, Winter Park, FL 32789

    • Land
    • 11,325 Sq Ft
    • $8,769,231 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 0 Days On Market

    Current Estimated Value $1,779,843

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

    436 N Knowles Ave, Winter Park, FL 32789
  • /2

    $350,000

    Sold Jul 01, 2026

    2002 Indiana Ave, Winter Park, FL 32789

    • Land
    • 6,969 Sq Ft
    • $2,187,500 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 125 Days On Market

    Current Estimated Value $383,333

    Last Listing Agent David Nicholson DAWN REALTY

    2002 Indiana Ave, Winter Park, FL 32789
  • /2

    $230,000

    Sold Sep 21, 2026

    1500 Gay Rd Unit 17D, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft
    • Built 1972

    Last Sold Summary

    • 12% Below List Price
    • $224/SF
    • 96 Days On Market

    Current Estimated Value $234,030

    Last Listing Agent Janice Erickson REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 17D, Winter Park, FL 32789
  • /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

    $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

    $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
  • /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

    $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

    $952,000

    Sold Jul 08, 2026

    67 Cypress Ln, Maitland, FL 32751

    • 4 Beds
    • 3 Baths
    • 2,292 Sq Ft
    • Built 1979

    Last Sold Summary

    • 29% Below List Price
    • $415/SF
    • 160 Days On Market

    Current Estimated Value $970,097

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    67 Cypress Ln, Maitland, FL 32751
  • /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

    $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

Showing Results 161 - 200, Page 5 of 13

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