474

Recently Sold Homes in 32789

Section Image
  • /2

    $1,655,000

    Sold May 14, 2026

    629 Country Club Dr, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,031 Sq Ft
    • Built 2026

    Last Sold Summary

    • 2% Below List Price
    • $546/SF
    • 58 Days On Market

    Current Estimated Value $1,215,000

    Last Listing Agent Randy Lazarus CLASSIC HOMES

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

    $1,305,000

    Sold Nov 05, 2025

    1600 Barcelona Way, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,014 Sq Ft
    • Built 1972

    Last Sold Summary

    • 12% Below List Price
    • $433/SF
    • 175 Days On Market

    Current Estimated Value $1,345,383

    Last Listing Agent Laura Ascenso CREEGAN GROUP

    1600 Barcelona Way, Winter Park, FL 32789
  • /2

    $130,000

    Sold Nov 05, 2025

    1695 Lee Rd Unit C206, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft
    • Built 1966

    Last Sold Summary

    • 4% Below List Price
    • $148/SF
    • 43 Days On Market

    Current Estimated Value $130,555

    Last Listing Agent Justin Adams EXP REALTY LLC

    1695 Lee Rd Unit C206, Winter Park, FL 32789
  • /2

    $1,500,000

    Sold Mar 16, 2026

    1871 Taylor Ave, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 3,401 Sq Ft
    • Built 2016

    Last Sold Summary

    • 9% Below List Price
    • $441/SF
    • 2 Days On Market

    Current Estimated Value $1,682,199

    Last Listing Agent Laura Earl CORCORAN PREMIER REALTY

    1871 Taylor Ave, Winter Park, FL 32789
  • /2

    $995,000

    Sold Jul 22, 2025

    1821 Windsor Dr, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,188 Sq Ft
    • Built 2017

    Last Sold Summary

    • 10% Below List Price
    • $455/SF
    • 25 Days On Market

    Current Estimated Value $1,026,677

    Last Listing Agent Chris Creegan CREEGAN GROUP

    1821 Windsor Dr, Winter Park, FL 32789
  • /2

    $750,000

    Sold Oct 02, 2025

    100 S Interlachen Ave Unit 203D, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,267 Sq Ft
    • Built 1971

    Last Sold Summary

    • 3% Below List Price
    • $592/SF
    • 0 Days On Market

    Last Listing Agent Michael Ford FANNIE HILLMAN & ASSOCIATES

    100 S Interlachen Ave Unit 203D, Winter Park, FL 32789
  • /2

    $1,300,000

    Sold Oct 02, 2025

    857 Brock St, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,288 Sq Ft
    • Built 1964

    Last Sold Summary

    • $568/SF
    • 0 Days On Market

    Current Estimated Value $1,268,557

    Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    857 Brock St, Winter Park, FL 32789
  • /2

    $1,587,500

    Sold Jul 31, 2025

    279 Rippling Ln, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 3,472 Sq Ft
    • Built 1961

    Last Sold Summary

    • 12% Below List Price
    • $457/SF
    • 318 Days On Market

    Current Estimated Value $1,609,426

    Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES

    279 Rippling Ln, Winter Park, FL 32789
  • /2

    $13,000,000

    Sold Feb 24, 2026

    2203 Via Tuscany, Winter Park, FL 32789

    • 6 Beds
    • 9 Baths
    • 12,190 Sq Ft
    • Built 2002

    Last Sold Summary

    • 1% Above List Price
    • $1,066/SF
    • 4 Days On Market

    Current Estimated Value $9,411,621

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

    2203 Via Tuscany, Winter Park, FL 32789
  • /2

    $2,155,000

    Sold Aug 23, 2025

    2915 Parkland Dr, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,356 Sq Ft
    • Built 2025

    Last Sold Summary

    • $642/SF

    Current Estimated Value $1,997,131

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

    2915 Parkland Dr, Winter Park, FL 32789
  • /2

    $1,607,160

    Sold Aug 01, 2025

    1541 Chestnut Ave, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,840 Sq Ft
    • Built 2018

    Last Sold Summary

    • 4% Above List Price
    • $566/SF
    • 2 Days On Market

    Current Estimated Value $1,608,427

    Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    1541 Chestnut Ave, Winter Park, FL 32789
  • /2

    $690,000

    Sold Feb 20, 2026

    2904 Parkland Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 1952

    Last Sold Summary

    • $456/SF
    • 0 Days On Market

    Current Estimated Value $685,156

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

    2904 Parkland Dr, Winter Park, FL 32789
  • /2

    $560,000

    Sold May 08, 2026

    218 Orange Terrace Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,618 Sq Ft
    • Built 1955

    Last Sold Summary

    • 12% Below List Price
    • $346/SF
    • 30 Days On Market

    Current Estimated Value $613,911

    Last Listing Agent Arden Magee ANNE ROGERS REALTY GROUP INC

    218 Orange Terrace Dr, Winter Park, FL 32789
  • /2

    $610,000

    Sold Apr 13, 2026

    1860 Staunton Ave, Winter Park, FL 32789

    • Land
    • 13,503 Sq Ft
    • $1,967,742 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 9 Days On Market

    Current Estimated Value $643,574

    Last Listing Agent Leighton Hope COMPASS FLORIDA LLC

    1860 Staunton Ave, Winter Park, FL 32789
  • /2

    $750,000

    Sold Sep 25, 2025

    311 Cortland Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,382 Sq Ft
    • Built 1952

    Last Sold Summary

    • 6% Below List Price
    • $543/SF
    • 48 Days On Market

    Current Estimated Value $711,394

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    311 Cortland Ave, Winter Park, FL 32789
  • /2

    $259,000

    Sold Aug 29, 2025

    1250 S Denning Dr Unit 111, Winter Park, FL 32789

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

    Last Sold Summary

    • $285/SF
    • 76 Days On Market

    Current Estimated Value $251,873

    Last Listing Agent Alayna Phillips EXP REALTY LLC

    1250 S Denning Dr Unit 111, Winter Park, FL 32789
  • /2

    $435,000

    Sold Jun 06, 2025

    693 Minnesota Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,038 Sq Ft
    • Built 2000

    Last Sold Summary

    • $419/SF

    Current Estimated Value $421,275

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

    693 Minnesota Ave, Winter Park, FL 32789
  • /2

    $1,600,000

    Sold Apr 22, 2026

    446 Alberta Dr, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 3,263 Sq Ft
    • Built 1968

    Last Sold Summary

    • 12% Below List Price
    • $490/SF
    • 271 Days On Market

    Current Estimated Value $1,634,792

    Last Listing Agent Vonda Fields CHARLES RUTENBERG REALTY ORLANDO

    446 Alberta Dr, Winter Park, FL 32789
  • /2

    $530,000

    Sold Oct 02, 2025

    1409 Sunset Dr, Winter Park, FL 32789

    • 2 Beds
    • 1.5 Baths
    • 1,107 Sq Ft
    • Built 1930

    Last Sold Summary

    • 2% Above List Price
    • $479/SF
    • 4 Days On Market

    Current Estimated Value $526,303

    Last Listing Agent Ahmad Karain R MICHAELS REALTY LLC

    1409 Sunset Dr, Winter Park, FL 32789
  • /2

    $4,800,000

    Sold Jan 02, 2026

    641 Bonita Dr, Winter Park, FL 32789

    • 5 Beds
    • 6 Baths
    • 6,699 Sq Ft
    • Built 1948

    Last Sold Summary

    • 4% Below List Price
    • $717/SF
    • 0 Days On Market

    Current Estimated Value $4,739,331

    Last Listing Agent Nicole Seybold FANNIE HILLMAN & ASSOCIATES

    641 Bonita Dr, Winter Park, FL 32789
  • /2

    $4,720,000

    Sold May 15, 2026

    1302 Raintree Place, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 4,738 Sq Ft
    • Built 2025

    Last Sold Summary

    • 11% Below List Price
    • $996/SF
    • 182 Days On Market

    Current Estimated Value $5,012,937

    Last Listing Agent Rikhil Amin FANNIE HILLMAN & ASSOCIATES

    1302 Raintree Place, Winter Park, FL 32789
  • /2

    $760,000

    Sold Jun 09, 2025

    2838 Wright Ave, Winter Park, FL 32789

    • 3 Beds
    • 1 Bath
    • 1,128 Sq Ft
    • Built 1952

    Last Sold Summary

    • 5% Below List Price
    • $674/SF
    • 2 Days On Market

    Current Estimated Value $717,274

    Last Listing Agent Jordan Suglio BALDWIN PARK REALTY LLC

    2838 Wright Ave, Winter Park, FL 32789
  • /2

    $341,000

    Sold Aug 08, 2025

    2827 Euston Rd, Winter Park, FL 32789

    • 4 Beds
    • 2 Baths
    • 1,568 Sq Ft
    • Built 1956

    Last Sold Summary

    • 20% Below List Price
    • $217/SF
    • 205 Days On Market

    Current Estimated Value $342,910

    Last Listing Agent Evelyn Tejada REGENCY REAL ESTATE LLC

    2827 Euston Rd, Winter Park, FL 32789
  • /2

    $2,288,215

    Sold Dec 19, 2025

    1602 Alabama Dr Unit 404, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 2,709 Sq Ft
    • Built 1981

    Last Sold Summary

    • 8% Below List Price
    • $845/SF
    • 179 Days On Market

    Current Estimated Value $2,223,533

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    1602 Alabama Dr Unit 404, Winter Park, FL 32789
  • /2

    $699,000

    Sold Jul 31, 2025

    1891 Bryan Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,622 Sq Ft
    • Built 1989

    Last Sold Summary

    • $431/SF
    • 14 Days On Market

    Current Estimated Value $707,308

    Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

    1891 Bryan Ave, Winter Park, FL 32789
  • /2

    $2,250,000

    Sold Jun 25, 2025

    301 Rippling Ln, Winter Park, FL 32789

    • 4 Beds
    • 6 Baths
    • 3,694 Sq Ft
    • Built 1958

    Last Sold Summary

    • 10% Below List Price
    • $609/SF
    • 98 Days On Market

    Current Estimated Value $2,165,377

    Last Listing Agent Cynthia Fernandez XCLUSIVE HOMES LLC

    301 Rippling Ln, Winter Park, FL 32789
  • /2

    $359,900

    Sold Dec 12, 2025

    780 Baffie Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,283 Sq Ft
    • Built 1955

    Last Sold Summary

    • 1% Below List Price
    • $281/SF
    • 22 Days On Market

    Current Estimated Value $360,168

    Last Listing Agent Rachael Klinker DAHLIA REALTY GROUP

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

    $260,000

    Sold Jan 30, 2026

    1250 S Denning Dr Unit 213, Winter Park, FL 32789

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

    Last Sold Summary

    • 5% Below List Price
    • $286/SF
    • 114 Days On Market

    Current Estimated Value $257,106

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

    1250 S Denning Dr Unit 213, Winter Park, FL 32789
  • /61

    $610,000

    Sold Feb 10, 2026

    1451 Cavendish Rd, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,437 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Below List Price
    • $424/SF

    Current Estimated Value $603,861

    Last Listing Agent Spencer Flory LoKation

    1451 Cavendish Rd, Winter Park, FL 32789
  • /2

    $1,000,000

    Sold Nov 03, 2025

    215 Salvador Square, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,565 Sq Ft
    • Built 1973

    Last Sold Summary

    • 16% Below List Price
    • $390/SF
    • 44 Days On Market

    Current Estimated Value $1,035,382

    Last Listing Agent Carrie Bantel PREMIER SOTHEBY'S INTL. REALTY

    215 Salvador Square, Winter Park, FL 32789
  • /2

    $675,000

    Sold Nov 28, 2025

    2190 Temple Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Built 1956

    Last Sold Summary

    • 4% Below List Price
    • $468/SF
    • 108 Days On Market

    Current Estimated Value $723,626

    Last Listing Agent Sharon Mikol MAINFRAME REAL ESTATE

    2190 Temple Dr, Winter Park, FL 32789
  • /2

    $380,000

    Sold Sep 26, 2025

    690 Osceola Ave Unit 209, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Built 1969

    Last Sold Summary

    • 11% Below List Price
    • $331/SF
    • 34 Days On Market

    Current Estimated Value $383,486

    Last Listing Agent Mike Wang LOKATION

    690 Osceola Ave Unit 209, Winter Park, FL 32789
  • /2

    $440,000

    Sold Aug 22, 2025

    3019 Northwood Blvd, Winter Park, FL 32789

    • 3 Beds
    • 1.5 Baths
    • 1,662 Sq Ft
    • Built 1953

    Last Sold Summary

    • 35% Below List Price
    • $265/SF
    • 98 Days On Market

    Current Estimated Value $464,771

    Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

    3019 Northwood Blvd, Winter Park, FL 32789
  • /2

    $312,500

    Sold Oct 21, 2025

    1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 823 Sq Ft
    • Built 1983

    Last Sold Summary

    • 4% Below List Price
    • $380/SF
    • 9 Days On Market

    Current Estimated Value $303,565

    Last Listing Agent Livia Petraru EXP REALTY LLC

    1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789
  • /2

    $1,690,000

    Sold Mar 06, 2026

    1630 Chestnut Ave, Winter Park, FL 32789

    • 3 Beds
    • 4.5 Baths
    • 3,164 Sq Ft
    • Built 2021

    Last Sold Summary

    • 3% Below List Price
    • $534/SF
    • 70 Days On Market

    Current Estimated Value $1,666,772

    Last Listing Agent Brian Teach COLDWELL BANKER REALTY

    1630 Chestnut Ave, Winter Park, FL 32789
  • /2

    $520,000

    Sold May 30, 2025

    2507 Lafayette Ave, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 943 Sq Ft
    • Built 1956

    Last Sold Summary

    • 1% Below List Price
    • $551/SF
    • 41 Days On Market

    Current Estimated Value $536,174

    Last Listing Agent William Grim, III RE/MAX ASSURED

    2507 Lafayette Ave, Winter Park, FL 32789
  • /2

    $425,000

    Sold Aug 21, 2025

    535 N Interlachen Ave Unit 205, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 986 Sq Ft
    • Built 1972

    Last Sold Summary

    • $431/SF
    • 0 Days On Market

    Current Estimated Value $425,108

    Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

    535 N Interlachen Ave Unit 205, Winter Park, FL 32789
  • /2

    $610,000

    Sold Dec 18, 2025

    1620 Howell Branch Rd, Winter Park, FL 32789

    • 3 Beds
    • 4 Baths
    • 1,984 Sq Ft
    • Built 1985

    Last Sold Summary

    • 13% Below List Price
    • $307/SF
    • 97 Days On Market

    Current Estimated Value $636,627

    Last Listing Agent Michelle Rhea THE WILKINS WAY LLC

    1620 Howell Branch Rd, Winter Park, FL 32789
  • /2

    $1,860,000

    Sold Mar 26, 2026

    1540 Palm Ave, Winter Park, FL 32789

    • 5 Beds
    • 3.5 Baths
    • 3,423 Sq Ft
    • Built 2014

    Last Sold Summary

    • 11% Below List Price
    • $543/SF
    • 158 Days On Market

    Current Estimated Value $1,915,407

    Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES

    1540 Palm Ave, Winter Park, FL 32789
  • /2

    $385,000

    Sold Jun 11, 2025

    1930 Albert Lee Pkwy, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,262 Sq Ft
    • Built 1955

    Last Sold Summary

    • 4% Below List Price
    • $305/SF
    • 101 Days On Market

    Current Estimated Value $386,632

    Last Listing Agent Carol van den Berg VAN DEN BERG REAL ESTATE GROUP

    1930 Albert Lee Pkwy, Winter Park, FL 32789

Showing Results 81 - 120, Page 3 of 12

How to Buy a Home How to Finance a Home How to Sell a Home