505

Recently Sold Homes in 32789

Section Image
  • 1011 Mckean Cir, Winter Park, FL 32789
    1011 Mckean Cir, Winter Park, FL 32789
    /2

    $1,430,000 Sold Nov 10, 2025

    1011 Mckean Cir, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,230 Sq Ft
    • Built 1955

    Last Sold Summary

    • $641/SF
    • 0 Days On Market

    Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES

    1011 Mckean Cir, Winter Park, FL 32789
  • 1945 Bering Ave, Winter Park, FL 32789
    1945 Bering Ave, Winter Park, FL 32789
    /2

    $439,900 Sold Jul 22, 2025

    1945 Bering Ave, Winter Park, FL 32789

    • 3 Beds
    • 1.5 Baths
    • 1,576 Sq Ft
    • Built 1958

    Last Sold Summary

    • $279/SF
    • 6 Days On Market

    Current Estimated Value $436,025

    Last Listing Agent Carmen Gonzalez, Pa HORIZON WEST REALTY

    1945 Bering Ave, Winter Park, FL 32789
  • Unlisted Address
    Unlisted Address
    /2

    $799,000 Sold Apr 08, 2025

    Unlisted Address

    • 3 Beds
    • 2.5 Baths
    • 2,331 Sq Ft
    • Built 1952

    Last Sold Summary

    • $343/SF
    • 3 Days On Market

    Current Estimated Value $833,360

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

    Unlisted Address
  • 1341 Place Picardy, Winter Park, FL 32789
    1341 Place Picardy, Winter Park, FL 32789
    /2

    $2,575,000 Sold Oct 20, 2025

    1341 Place Picardy, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 4,469 Sq Ft
    • Built 2016

    Last Sold Summary

    • 8% Below List Price
    • $576/SF
    • 95 Days On Market

    Current Estimated Value $2,558,211

    Last Listing Agent Julie Bettosini STOCKWORTH REALTY GROUP

    1341 Place Picardy, Winter Park, FL 32789
  • 193 Overlook Rd, Winter Park, FL 32789
    193 Overlook Rd, Winter Park, FL 32789
    /2

    $1,000,000 Sold Feb 18, 2025

    193 Overlook Rd, Winter Park, FL 32789

    • 3 Beds
    • 1.5 Baths
    • 2,201 Sq Ft
    • Built 1925

    Last Sold Summary

    • 17% Below List Price
    • $454/SF
    • 44 Days On Market

    Current Estimated Value $1,018,084

    Last Listing Agent Kimberley Gernert BALDWIN PARK REALTY LLC

    193 Overlook Rd, Winter Park, FL 32789
  • 830 W Canton Ave, Winter Park, FL 32789
    830 W Canton Ave, Winter Park, FL 32789
    /2

    $900,000 Sold Feb 18, 2025

    830 W Canton Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 1,965 Sq Ft
    • Built 2018

    Last Sold Summary

    • 6% Below List Price
    • $458/SF
    • 14 Days On Market

    Current Estimated Value $939,359

    Last Listing Agent Claudia Kester FOLIO REALTY LLC

    830 W Canton Ave, Winter Park, FL 32789
  • 151 N Orlando Ave Unit 142, Winter Park, FL 32789
    151 N Orlando Ave Unit 142, Winter Park, FL 32789
    /2

    $140,000 Sold Apr 14, 2025

    151 N Orlando Ave Unit 142, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 582 Sq Ft
    • Built 1960

    Last Sold Summary

    • 33% Below List Price
    • $241/SF
    • 152 Days On Market

    Current Estimated Value $156,975

    Last Listing Agent TOM NOELKE NOELKE REALTY

    151 N Orlando Ave Unit 142, Winter Park, FL 32789
  • 419 W Morse Blvd, Winter Park, FL 32789
    419 W Morse Blvd, Winter Park, FL 32789
    /2

    $1,850,000 Sold Dec 15, 2025

    419 W Morse Blvd, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 3,027 Sq Ft
    • Built 2018

    Last Sold Summary

    • 5% Below List Price
    • $611/SF
    • 0 Days On Market

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

    419 W Morse Blvd, Winter Park, FL 32789
  • 2259 Minnesota Ave, Winter Park, FL 32789
    2259 Minnesota Ave, Winter Park, FL 32789
    /2

    $375,000 Sold Apr 28, 2025

    2259 Minnesota Ave, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 1,015 Sq Ft
    • Built 1948

    Last Sold Summary

    • 10% Below List Price
    • $369/SF
    • 11 Days On Market

    Current Estimated Value $378,516

    Last Listing Agent Kayla Barnes LPT REALTY, LLC

    2259 Minnesota Ave, Winter Park, FL 32789
  • 2446 Lotafun Ave, Winter Park, FL 32789
    2446 Lotafun Ave, Winter Park, FL 32789
    /2

    $280,000 Sold Jun 27, 2025

    2446 Lotafun Ave, Winter Park, FL 32789

    • Land
    • 0.17 Acre
    • $1,647,059 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 123 Days On Market

    Current Estimated Value $286,333

    Last Listing Agent David Francetic COLDWELL BANKER RESIDENTIAL RE

    2446 Lotafun Ave, Winter Park, FL 32789
  • 1446 Berkshire Ave, Winter Park, FL 32789
    1446 Berkshire Ave, Winter Park, FL 32789
    /2

    $1,877,500 Sold Apr 01, 2025

    1446 Berkshire Ave, Winter Park, FL 32789

    • 5 Beds
    • 6 Baths
    • 4,612 Sq Ft
    • Built 1925

    Last Sold Summary

    • 15% Below List Price
    • $407/SF
    • 5 Days On Market

    Current Estimated Value $1,871,116

    Last Listing Agent Jimmy Hendrickson SERHANT

    1446 Berkshire Ave, Winter Park, FL 32789
  • 541 Virginia Dr, Winter Park, FL 32789
    541 Virginia Dr, Winter Park, FL 32789
    /2

    $5,400,000 Sold Jul 14, 2025

    541 Virginia Dr, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 4,725 Sq Ft
    • Built 2008

    Last Sold Summary

    • 14% Below List Price
    • $1,143/SF
    • 152 Days On Market

    Current Estimated Value $5,143,011

    Last Listing Agent Keith Moore HOMEVEST REALTY

    541 Virginia Dr, Winter Park, FL 32789
  • 1600 Barcelona Way, Winter Park, FL 32789
    1600 Barcelona Way, 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 $1,351,087

    Last Listing Agent Laura Ascenso LPT REALTY, LLC

    1600 Barcelona Way, Winter Park, FL 32789
  • 1695 Lee Rd Unit C206, Winter Park, FL 32789
    1695 Lee Rd Unit C206, 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 $131,986

    Last Listing Agent Justin Adams EXP REALTY LLC

    1695 Lee Rd Unit C206, Winter Park, FL 32789
  • 1821 Windsor Dr, Winter Park, FL 32789
    1821 Windsor Dr, 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 $1,048,300

    Last Listing Agent Chris Creegan CREEGAN GROUP

    1821 Windsor Dr, Winter Park, FL 32789
  • 100 S Interlachen Ave Unit 203D, Winter Park, FL 32789
    100 S Interlachen Ave Unit 203D, 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
  • 857 Brock St, Winter Park, FL 32789
    857 Brock St, 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 $1,278,927

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

    857 Brock St, Winter Park, FL 32789
  • 279 Rippling Ln, Winter Park, FL 32789
    279 Rippling Ln, 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 $1,599,171

    Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES

    279 Rippling Ln, Winter Park, FL 32789
  • 2915 Parkland Dr, Winter Park, FL 32789
    2915 Parkland Dr, 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 $2,033,626

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

    2915 Parkland Dr, Winter Park, FL 32789
  • 1541 Chestnut Ave, Winter Park, FL 32789
    1541 Chestnut Ave, 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 $1,579,657

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

    1541 Chestnut Ave, Winter Park, FL 32789
  • 311 Cortland Ave, Winter Park, FL 32789
    311 Cortland 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 $751,161

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    311 Cortland Ave, Winter Park, FL 32789
  • 1250 S Denning Dr Unit 111, Winter Park, FL 32789
    1250 S Denning Dr Unit 111, 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 $256,565

    Last Listing Agent Alayna Phillips EXP REALTY LLC

    1250 S Denning Dr Unit 111, Winter Park, FL 32789
  • 693 Minnesota Ave, Winter Park, FL 32789
    693 Minnesota Ave, 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 $434,497

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

    693 Minnesota Ave, Winter Park, FL 32789
  • 1409 Sunset Dr, Winter Park, FL 32789
    1409 Sunset 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 $525,110

    Last Listing Agent Ahmad Karain R MICHAELS REALTY LLC

    1409 Sunset Dr, Winter Park, FL 32789
  • 641 Bonita Dr, Winter Park, FL 32789
    641 Bonita 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

    Last Listing Agent Nicole Seybold FANNIE HILLMAN & ASSOCIATES

    641 Bonita Dr, Winter Park, FL 32789
  • 567 Osceola Ave, Winter Park, FL 32789
    567 Osceola Ave, Winter Park, FL 32789
    /2

    $1,100,000 Sold Mar 28, 2025

    567 Osceola Ave, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,651 Sq Ft
    • Built 1912

    Last Sold Summary

    • 12% Below List Price
    • $415/SF
    • 42 Days On Market

    Current Estimated Value $1,116,234

    Last Listing Agent Susannah Dance COLDWELL BANKER RESIDENTIAL RE

    567 Osceola Ave, Winter Park, FL 32789
  • 2838 Wright Ave, Winter Park, FL 32789
    2838 Wright Ave, 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 $743,488

    Last Listing Agent Jordan Suglio BALDWIN PARK REALTY LLC

    2838 Wright Ave, Winter Park, FL 32789
  • 2827 Euston Rd, Winter Park, FL 32789
    2827 Euston Rd, 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 $345,038

    Last Listing Agent Evelyn Tejada REGENCY REAL ESTATE LLC

    2827 Euston Rd, Winter Park, FL 32789
  • 1602 Alabama Dr Unit 404, Winter Park, FL 32789
    1602 Alabama Dr Unit 404, 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

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    1602 Alabama Dr Unit 404, Winter Park, FL 32789
  • 1891 Bryan Ave, Winter Park, FL 32789
    1891 Bryan Ave, 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 $702,258

    Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

    1891 Bryan Ave, Winter Park, FL 32789
  • 301 Rippling Ln, Winter Park, FL 32789
    301 Rippling Ln, 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 $2,231,353

    Last Listing Agent Cynthia Fernandez XCLUSIVE HOMES LLC

    301 Rippling Ln, Winter Park, FL 32789
  • 780 Baffie Ave, Winter Park, FL 32789
    780 Baffie Ave, 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

    Last Listing Agent Rachael Klinker DAHLIA REALTY GROUP

    780 Baffie Ave, Winter Park, FL 32789
  • 1250 S Denning Dr Unit 213, Winter Park, FL 32789
    1250 S Denning Dr Unit 213, 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

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

    1250 S Denning Dr Unit 213, Winter Park, FL 32789
  • 215 Salvador Square, Winter Park, FL 32789
    215 Salvador Square, 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 $1,048,121

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

    215 Salvador Square, Winter Park, FL 32789
  • 1900 W Fawsett Rd, Winter Park, FL 32789
    1900 W Fawsett Rd, Winter Park, FL 32789
    1900 W Fawsett Rd, Winter Park, FL 32789
    /93

    $3,125,000 Sold May 15, 2025

    1900 W Fawsett Rd, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 4,600 Sq Ft
    • Built 1969

    Last Sold Summary

    • 13% Below List Price
    • $679/SF
    • 139 Days On Market

    Current Estimated Value $3,169,326

    Last Listing Agent Tiffany Grindstaff KELLY PRICE & COMPANY LLC

    1900 W Fawsett Rd, Winter Park, FL 32789
  • 2190 Temple Dr, Winter Park, FL 32789
    2190 Temple Dr, 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

    Last Listing Agent Sharon Mikol MAINFRAME REAL ESTATE

    2190 Temple Dr, Winter Park, FL 32789
  • 690 Osceola Ave Unit 209, Winter Park, FL 32789
    690 Osceola Ave Unit 209, 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 $382,813

    Last Listing Agent Mike Wang LOKATION

    690 Osceola Ave Unit 209, Winter Park, FL 32789
  • 690 Osceola Ave Unit 308, Winter Park, FL 32789
    690 Osceola Ave Unit 308, Winter Park, FL 32789
    /2

    $315,000 Sold Apr 14, 2025

    690 Osceola Ave Unit 308, Winter Park, FL 32789

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

    Last Sold Summary

    • 15% Below List Price
    • $274/SF
    • 35 Days On Market

    Current Estimated Value $352,113

    Last Listing Agent Deborah Teixeira STRAWBERRY FIELDS FOREVER REALY LLC

    690 Osceola Ave Unit 308, Winter Park, FL 32789
  • 3019 Northwood Blvd, Winter Park, FL 32789
    3019 Northwood Blvd, 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 $456,086

    Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

    3019 Northwood Blvd, Winter Park, FL 32789
  • 1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789
    1308 S Pennsylvania Ave Unit 3, 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 $311,746

    Last Listing Agent Livia Petraru EXP REALTY LLC

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

Showing Results 81 - 120, Page 3 of 13

Florida Orange County Winter Park 32789

Recently Sold Real Estate & Homes in 32789

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