496

Recently Sold Homes in 32789

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  • /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

    $1,675,000

    Sold May 08, 2026

    1560 Woodland Ave, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 3,851 Sq Ft
    • Built 1990

    Last Sold Summary

    • 9% Below List Price
    • $435/SF
    • 16 Days On Market

    Current Estimated Value $1,698,693

    Last Listing Agent Chris Creegan CREEGAN GROUP

    1560 Woodland Ave, Winter Park, FL 32789
  • /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 $2,185,609

    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 $324,389

    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 $376,452

    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 $1,541,393

    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 $657,046

    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 $1,070,017

    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 $457,888

    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 $451,679

    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 $3,711,995

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

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

    $900,000

    Sold Aug 29, 2025

    3011 Temple Trail, Winter Park, FL 32789

    • 5 Beds
    • 2.5 Baths
    • 2,406 Sq Ft
    • Built 1965

    Last Sold Summary

    • 10% Below List Price
    • $374/SF
    • 83 Days On Market

    Current Estimated Value $933,653

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    3011 Temple Trail, 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 $3,621,837

    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 $194,685

    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 $371,934

    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 $1,633,057

    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 $829,296

    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 $912,809

    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 $1,851,965

    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 $2,081,033

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

    1521 Harris Cir, 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 $293,978

    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 $1,125,293

    Last Listing Agent Julieta Knapp ACCUMARK PROPERTIES

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

    $610,000

    Sold Aug 11, 2025

    843 W Swoope Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 1962

    Last Sold Summary

    • 10% Below List Price
    • $495/SF
    • 67 Days On Market

    Current Estimated Value $606,877

    Last Listing Agent Jean Chalifour COLDWELL BANKER REALTY

    843 W Swoope Ave, 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 $1,288,500

    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 $381,000

    Last Listing Agent David Nicholson DAWN REALTY

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

    $1,770,000

    Sold Sep 22, 2025

    690 Williams Dr, Winter Park, FL 32789

    • 3 Beds
    • 4 Baths
    • 3,121 Sq Ft
    • Built 1962

    Last Sold Summary

    • 2% Below List Price
    • $567/SF
    • 0 Days On Market

    Current Estimated Value $1,815,848

    Last Listing Agent Tiffany Grindstaff KELLY PRICE & COMPANY LLC

    690 Williams Dr, 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 $1,417,481

    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 $1,739,444

    Last Listing Agent Keith Moore HOMEVEST REALTY

    1705 Elizabeths Walk, 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 $976,978

    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 $481,446

    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 $969,765

    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 $574,460

    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 $1,051,449

    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 $453,053

    Last Listing Agent Pam Grabenhorst THE WILKINS WAY LLC

    105 Conrad Ct, 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 $1,309,627

    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 $1,247,092

    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 $1,084,358

    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 $4,507,670

    Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

    887 Georgia Ave, Winter Park, FL 32789
  • /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 $452,889

    Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

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

Showing Results 161 - 200, Page 5 of 13

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