496

Recently Sold Homes in 32789

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  • /2

    $2,144,000

    Sold Aug 21, 2025

    1077 N Pennsylvania Ave, Winter Park, FL 32789

    • 4 Beds
    • 4 Baths
    • 3,462 Sq Ft
    • Built 2004

    Last Sold Summary

    • $619/SF
    • 0 Days On Market

    Current Estimated Value $2,157,909

    Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

    1077 N Pennsylvania Ave, Winter Park, FL 32789
  • /2

    $1,965,000

    Sold Jul 29, 2026

    2261 Mulbry Dr, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 3,696 Sq Ft
    • Built 2020

    Last Sold Summary

    • 2% Below List Price
    • $532/SF
    • 28 Days On Market

    Current Estimated Value $1,868,808

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

    2261 Mulbry Dr, Winter Park, FL 32789
  • /2

    $955,000

    Sold Feb 24, 2026

    512 Clarendon Ave, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,824 Sq Ft
    • Built 2001

    Last Sold Summary

    • 3% Below List Price
    • $338/SF
    • 21 Days On Market

    Current Estimated Value $954,693

    Last Listing Agent Sarah Tomlinson COMPASS FLORIDA LLC

    512 Clarendon Ave, Winter Park, FL 32789
  • /2

    $1,300,000

    Sold Aug 28, 2025

    1500 Mizell Ave, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,303 Sq Ft
    • Built 1957

    Last Sold Summary

    • $564/SF
    • 2 Days On Market

    Current Estimated Value $1,303,783

    Last Listing Agent Lisa Ratanasirintrawoot CHARLES RUTENBERG REALTY ORLANDO

    1500 Mizell Ave, Winter Park, FL 32789
  • /2

    $2,295,000

    Sold Dec 16, 2025

    1661 Palm Ave, Winter Park, FL 32789

    • 4 Beds
    • 6 Baths
    • 3,570 Sq Ft
    • Built 2025

    Last Sold Summary

    • 12% Below List Price
    • $643/SF
    • 26 Days On Market

    Current Estimated Value $2,188,495

    Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    1661 Palm Ave, Winter Park, FL 32789
  • /2

    $2,700,000

    Sold Oct 30, 2025

    1020 Mayfield Ave, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,663 Sq Ft
    • Built 1989

    Last Sold Summary

    • 15% Below List Price
    • $1,014/SF
    • 149 Days On Market

    Current Estimated Value $2,827,570

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    1020 Mayfield Ave, Winter Park, FL 32789
  • /2

    $4,250,000

    Sold Jun 01, 2026

    1336 College Point, Winter Park, FL 32789

    • 4 Beds
    • 5 Baths
    • 3,181 Sq Ft
    • Built 1926

    Last Sold Summary

    • 8% Below List Price
    • $1,336/SF
    • 109 Days On Market

    Current Estimated Value $4,173,530

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

    1336 College Point, Winter Park, FL 32789
  • /2

    $1,590,000

    Sold Mar 06, 2026

    1166 Oaks Blvd, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,860 Sq Ft
    • Built 2018

    Last Sold Summary

    • 12% Below List Price
    • $556/SF
    • 153 Days On Market

    Current Estimated Value $1,620,787

    Last Listing Agent Kevin Kelly FANNIE HILLMAN & ASSOCIATES

    1166 Oaks Blvd, Winter Park, FL 32789
  • /2

    $2,050,000

    Sold Apr 30, 2026

    1205 Mayfield Ave, Winter Park, FL 32789

    • Land
    • 23,958 Sq Ft
    • $3,727,273 per Acre

    Last Sold Summary

    • 18% Below List Price
    • 89 Days On Market

    Current Estimated Value $2,147,768

    Last Listing Agent Abby Nelson RE/MAX 200 REALTY

    1205 Mayfield Ave, Winter Park, FL 32789
  • /2

    $261,000

    Sold May 13, 2026

    1500 Gay Rd Unit 8D, Winter Park, FL 32789

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

    Last Sold Summary

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

    Current Estimated Value $260,275

    Last Listing Agent Trevor Laug. Realtor SOLID OAK REAL ESTATE LLC

    1500 Gay Rd Unit 8D, Winter Park, FL 32789
  • /2

    $800,000

    Sold Apr 30, 2026

    737 N Capen Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,930 Sq Ft
    • Built 2021

    Last Sold Summary

    • 13% Below List Price
    • $415/SF
    • 99 Days On Market

    Current Estimated Value $832,601

    Last Listing Agent Jenn Carlisle LPT REALTY, LLC

    737 N Capen Ave, Winter Park, FL 32789
  • /2

    $640,000

    Sold Jun 05, 2026

    352 Cambridge Blvd, Winter Park, FL 32789

    • 5 Beds
    • 3 Baths
    • 1,917 Sq Ft
    • Built 1920

    Last Sold Summary

    • 2% Below List Price
    • $334/SF
    • 46 Days On Market

    Current Estimated Value $628,676

    Last Listing Agent Karen Jacobs COLDWELL BANKER REALTY

    352 Cambridge Blvd, Winter Park, FL 32789
  • /2

    $1,575,000

    Sold Aug 14, 2025

    1394 Grove Terrace, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,958 Sq Ft
    • Built 2002

    Last Sold Summary

    • $532/SF
    • 5 Days On Market

    Current Estimated Value $1,610,234

    Last Listing Agent Dee Morgan KELLY PRICE & COMPANY LLC

    1394 Grove Terrace, Winter Park, FL 32789
  • /2

    $325,000

    Sold Dec 30, 2025

    520 Killarney Bay Ct Unit 2, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,160 Sq Ft
    • Built 1986

    Last Sold Summary

    • 7% Below List Price
    • $280/SF
    • 6 Days On Market

    Current Estimated Value $321,938

    Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

    520 Killarney Bay Ct Unit 2, Winter Park, FL 32789
  • /2

    $720,000

    Sold Jan 20, 2026

    2955 Lolissa Ln, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 3,538 Sq Ft
    • Built 1969

    Last Sold Summary

    • 4% Below List Price
    • $204/SF
    • 47 Days On Market

    Current Estimated Value $784,995

    Last Listing Agent Catherine Williams COLDWELL BANKER REALTY

    2955 Lolissa Ln, Winter Park, FL 32789
  • /2

    $2,285,000

    Sold Nov 19, 2025

    521 S Phelps Ave, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 3,883 Sq Ft
    • Built 2015

    Last Sold Summary

    • 7% Below List Price
    • $588/SF
    • 118 Days On Market

    Current Estimated Value $2,398,900

    Last Listing Agent Marcio Tannus LA ROSA REALTY HORIZONS LLC

    521 S Phelps Ave, Winter Park, FL 32789
  • /2

    $4,772,500

    Sold Sep 18, 2025

    765 Via Lugano, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 4,319 Sq Ft
    • Built 2019

    Last Sold Summary

    • $1,105/SF
    • 1 Day On Market

    Current Estimated Value $4,888,049

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

    765 Via Lugano, Winter Park, FL 32789
  • /2

    $2,700,000

    Sold Oct 02, 2025

    1445 Holts Grove Cir, Winter Park, FL 32789

    • 5 Beds
    • 5 Baths
    • 4,489 Sq Ft
    • Built 2002

    Last Sold Summary

    • 2% Above List Price
    • $601/SF
    • 2 Days On Market

    Current Estimated Value $2,761,734

    Last Listing Agent Shelley Heistand PREMIER SOTHEBY'S INTL. REALTY

    1445 Holts Grove Cir, Winter Park, FL 32789
  • /2

    $3,485,000

    Sold Oct 17, 2025

    2171 Forrest Rd, Winter Park, FL 32789

    • 5 Beds
    • 6 Baths
    • 4,565 Sq Ft
    • Built 2016

    Last Sold Summary

    • 9% Below List Price
    • $763/SF
    • 134 Days On Market

    Current Estimated Value $3,521,934

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

    2171 Forrest Rd, Winter Park, FL 32789
  • /2

    $970,000

    Sold Aug 12, 2025

    207 E Kings Way, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft
    • Built 1951

    Last Sold Summary

    • $618/SF
    • 0 Days On Market

    Current Estimated Value $1,482,253

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    207 E Kings Way, Winter Park, FL 32789
  • /2

    $1,905,000

    Sold Apr 10, 2026

    501 Henkel Cir, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 3,746 Sq Ft
    • Built 2009

    Last Sold Summary

    • 4% Above List Price
    • $509/SF
    • 4 Days On Market

    Current Estimated Value $1,956,262

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    501 Henkel Cir, Winter Park, FL 32789
  • /2

    $420,000

    Sold Jan 15, 2026

    1847 Azalea Ave, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 1,477 Sq Ft
    • Built 1961

    Last Sold Summary

    • $284/SF
    • 1 Day On Market

    Current Estimated Value $424,431

    Last Listing Agent Trace Christian, III COLDWELL BANKER REALTY

    1847 Azalea Ave, Winter Park, FL 32789
  • /2

    $199,900

    Sold Nov 03, 2025

    2500 Lee Rd Unit 134, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft
    • Built 1969

    Last Sold Summary

    • 5% Below List Price
    • $310/SF
    • 130 Days On Market

    Current Estimated Value $185,870

    Last Listing Agent Jesus Garcia YOUR HOME SOLD GUARANTEED REAL

    2500 Lee Rd Unit 134, Winter Park, FL 32789
  • /2

    $266,000

    Sold Nov 19, 2025

    1500 Gay Rd Unit 9B, Winter Park, FL 32789

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

    Last Sold Summary

    • 1% Below List Price
    • $259/SF
    • 5 Days On Market

    Current Estimated Value $255,091

    Last Listing Agent Janice Erickson REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 9B, Winter Park, FL 32789
  • /2

    $245,900

    Sold Aug 11, 2025

    195 Sandlewood Trail Unit 2, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 1,132 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Below List Price
    • $217/SF
    • 2 Days On Market

    Current Estimated Value $244,673

    Last Listing Agent Matt Merdian MERDIAN REALTY LLC

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

    $1,300,000

    Sold Sep 22, 2025

    1371 Lyndale Blvd, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,714 Sq Ft
    • Built 1949

    Last Sold Summary

    • 4% Below List Price
    • $479/SF
    • 8 Days On Market

    Current Estimated Value $1,309,890

    Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

    1371 Lyndale Blvd, Winter Park, FL 32789
  • /2

    $235,000

    Sold Jan 29, 2026

    613 Orange Tree Ct Unit 507, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,256 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $187/SF
    • 10 Days On Market

    Current Estimated Value $232,163

    Last Listing Agent Deborah Morris KELLER WILLIAMS ADVANTAGE REALTY

    613 Orange Tree Ct Unit 507, Maitland, FL 32751
  • /24

    $649,000

    Sold Oct 17, 2025

    2304 Depauw Ave, Orlando, FL 32804

    • 3 Beds
    • 2.5 Baths
    • 1,668 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $389/SF
    • 199 Days On Market

    Current Estimated Value $648,000

    David Weekley Homes Central Living - Downtown

    2304 Depauw Ave, Orlando, FL 32804
  • /2

    $500,000

    Sold May 27, 2026

    720 W Webster Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft
    • Built 1950

    Last Sold Summary

    • 9% Below List Price
    • $369/SF
    • 54 Days On Market

    Current Estimated Value $499,401

    Last Listing Agent Vincent Cordaro SERHANT

    720 W Webster Ave, Winter Park, FL 32789
  • /2

    $230,000

    Sold Aug 29, 2025

    1500 Gay Rd Unit 7A, Winter Park, FL 32789

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

    Last Sold Summary

    • 6% Below List Price
    • $224/SF
    • 205 Days On Market

    Current Estimated Value $231,615

    Last Listing Agent Sean McCartney PRISTINE FLORIDA PROPERTIES LLC

    1500 Gay Rd Unit 7A, Winter Park, FL 32789
  • /2

    $1,950,000

    Sold Sep 16, 2025

    141 Oakwood Way, Winter Park, FL 32789

    • 5 Beds
    • 4 Baths
    • 3,909 Sq Ft
    • Built 2015

    Last Sold Summary

    • 14% Below List Price
    • $499/SF
    • 170 Days On Market

    Current Estimated Value $2,022,969

    Last Listing Agent Nicole Rader MAINFRAME REAL ESTATE

    141 Oakwood Way, Winter Park, FL 32789
  • /2

    $160,000

    Sold Jun 05, 2026

    2500 Lee Rd Unit 122, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft
    • Built 1969

    Last Sold Summary

    • 11% Below List Price
    • $248/SF
    • 60 Days On Market

    Current Estimated Value $161,286

    Last Listing Agent Andrea Aylett-Hosch PINEAPPLE PLACE REALTY, LLC

    2500 Lee Rd Unit 122, Winter Park, FL 32789
  • /2

    $145,000

    Sold Apr 23, 2026

    2500 Lee Rd Unit 243, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft
    • Built 1969

    Last Sold Summary

    • 28% Below List Price
    • $225/SF
    • 286 Days On Market

    Current Estimated Value $145,972

    Last Listing Agent Sue Gilman KELLER WILLIAMS WINTER PARK

    2500 Lee Rd Unit 243, Winter Park, FL 32789
  • /2

    $850,000

    Sold Mar 31, 2026

    1929 S Lakemont Ave, Winter Park, FL 32792

    • 3 Beds
    • 3.5 Baths
    • 2,160 Sq Ft
    • Built 2023

    Last Sold Summary

    • 10% Below List Price
    • $394/SF
    • 91 Days On Market

    Current Estimated Value $875,647

    Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

    1929 S Lakemont Ave, Winter Park, FL 32792
  • /2

    $510,000

    Sold Jul 21, 2026

    641 W Lyman Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 2003

    Last Sold Summary

    • $455/SF
    • 12 Days On Market

    Current Estimated Value $547,708

    Last Listing Agent Ted Moseley REAL BROKER, LLC

    641 W Lyman Ave, Winter Park, FL 32789
  • /2

    $3,020,000

    Sold Oct 02, 2025

    1820 Englewood Rd, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 4,263 Sq Ft
    • Built 2015

    Last Sold Summary

    • 8% Below List Price
    • $708/SF
    • 70 Days On Market

    Current Estimated Value $3,087,570

    Last Listing Agent David Hung KELLER WILLIAMS ADVANTAGE III

    1820 Englewood Rd, Winter Park, FL 32789
  • /2

    $389,900

    Sold Mar 18, 2026

    700 Melrose Ave Unit M4, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,074 Sq Ft
    • Built 1964

    Last Sold Summary

    • 1% Below List Price
    • $363/SF
    • 7 Days On Market

    Current Estimated Value $377,531

    Last Listing Agent Mary Harmening ROAM FLORIDA REALTY LLC

    700 Melrose Ave Unit M4, Winter Park, FL 32789
  • /2

    $417,100

    Sold Nov 24, 2025

    690 Osceola Ave Unit 502, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1969

    Last Sold Summary

    • 26% Below List Price
    • $298/SF
    • 196 Days On Market

    Current Estimated Value $425,764

    Last Listing Agent Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO

    690 Osceola Ave Unit 502, Winter Park, FL 32789
  • /2

    $1,200,000

    Sold Mar 20, 2026

    950 Aragon Ave, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,592 Sq Ft
    • Built 2020

    Last Sold Summary

    • $463/SF
    • 5 Days On Market

    Current Estimated Value $1,197,659

    Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

    950 Aragon Ave, Winter Park, FL 32789
  • /2

    $168,500

    Sold Jul 02, 2026

    1500 Gay Rd Unit 5, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 732 Sq Ft
    • Built 1972

    Last Sold Summary

    • 14% Below List Price
    • $230/SF
    • 97 Days On Market

    Last Listing Agent Jacob Hara TRANSCEND REALTY

    1500 Gay Rd Unit 5, Winter Park, FL 32789

Showing Results 1 - 40, Page 1 of 13

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