523

Recently Sold Homes in 32789

Section Image
  • 255 Stirling Ave, Winter Park, FL 32789
    255 Stirling Ave, Winter Park, FL 32789
    /2

    $2,835,000 Sold Nov 24, 2025

    255 Stirling Ave, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,635 Sq Ft
    • Built 1982

    Last Sold Summary

    • 14% Below List Price
    • $780/SF
    • 25 Days On Market

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

    255 Stirling Ave, Winter Park, FL 32789
  • 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 $434,268

    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 $833,747

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

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

    $400,000 Sold Dec 31, 2024

    1847 Azalea Ave, Winter Park, FL 32789

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

    Last Sold Summary

    • 5% Below List Price
    • $271/SF
    • 93 Days On Market

    Last Listing Agent Dylan Pino REALTY HUB

    1847 Azalea Ave, Winter Park, FL 32789
  • 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

    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 $1,000,691

    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 $919,350

    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 $159,574

    Last Listing Agent TOM NOELKE EXP REALTY LLC

    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 $375,453

    Last Listing Agent Kayla Barnes LPT REALTY, LLC

    2259 Minnesota Ave, Winter Park, FL 32789
  • 2172 Temple Dr, Winter Park, FL 32789
    2172 Temple Dr, Winter Park, FL 32789
    /2

    $2,300,000 Sold Feb 04, 2025

    2172 Temple Dr, Winter Park, FL 32789

    • 5 Beds
    • 4 Baths
    • 3,467 Sq Ft
    • Built 2024

    Last Sold Summary

    • 3% Above List Price
    • $663/SF
    • 0 Days On Market

    Current Estimated Value $2,281,569

    Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

    2172 Temple Dr, 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 $276,500

    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 $1,858,041

    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 $5,076,075

    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

    Last Listing Agent Laura Ascenso LPT REALTY, LLC

    1600 Barcelona Way, Winter Park, FL 32789
  • 800 Greens Ave, Winter Park, FL 32789
    800 Greens Ave, Winter Park, FL 32789
    /2

    $735,000 Sold Jan 29, 2025

    800 Greens Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,218 Sq Ft
    • Built 1992

    Last Sold Summary

    • 1% Below List Price
    • $331/SF
    • 45 Days On Market

    Current Estimated Value $741,079

    Last Listing Agent Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

    800 Greens Ave, 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

    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 $1,005,212

    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

    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 $1,593,040

    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 $1,905,732

    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 $1,575,060

    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

    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 $255,628

    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 $432,524

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

    693 Minnesota Ave, Winter Park, FL 32789
  • 2341 Mulbry Dr, Winter Park, FL 32789
    2341 Mulbry Dr, Winter Park, FL 32789
    /2

    $505,000 Sold Feb 07, 2025

    2341 Mulbry Dr, Winter Park, FL 32789

    • 3 Beds
    • 1 Bath
    • 1,165 Sq Ft
    • Built 1952

    Last Sold Summary

    • 4% Below List Price
    • $433/SF
    • 0 Days On Market

    Current Estimated Value $514,612

    Last Listing Agent Rachael Klinker DAHLIA REALTY GROUP

    2341 Mulbry Dr, 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

    Last Listing Agent Ahmad Karain R MICHAELS REALTY LLC

    1409 Sunset 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 $1,107,347

    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 $732,965

    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 $345,113

    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
  • 1231 Via Salerno, Winter Park, FL 32789
    1231 Via Salerno, Winter Park, FL 32789
    /2

    $4,100,000 Sold Feb 03, 2025

    1231 Via Salerno, Winter Park, FL 32789

    • 5 Beds
    • 7 Baths
    • 5,633 Sq Ft
    • Built 2005

    Last Sold Summary

    • 11% Below List Price
    • $728/SF
    • 116 Days On Market

    Current Estimated Value $4,226,415

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

    1231 Via Salerno, Winter Park, FL 32789
  • 1804 Mondrian Cir, Winter Park, FL 32789
    1804 Mondrian Cir, Winter Park, FL 32789
    /2

    $699,000 Sold Feb 07, 2025

    1804 Mondrian Cir, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 2,016 Sq Ft
    • Built 2018

    Last Sold Summary

    • 4% Below List Price
    • $347/SF
    • 68 Days On Market

    Current Estimated Value $726,541

    Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

    1804 Mondrian Cir, 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 $694,862

    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 $2,212,352

    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
  • 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

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

    215 Salvador Square, Winter Park, FL 32789
  • 1771 Windsor Dr, Winter Park, FL 32789
    1771 Windsor Dr, Winter Park, FL 32789
    /2

    $850,000 Sold Dec 26, 2024

    1771 Windsor Dr, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,059 Sq Ft
    • Built 1953

    Last Sold Summary

    • 29% Below List Price
    • $413/SF
    • 164 Days On Market

    Current Estimated Value $875,800

    Last Listing Agent Dawn Romance FANNIE HILLMAN & ASSOCIATES

    1771 Windsor Dr, Winter Park, FL 32789

Showing Results 81 - 120, Page 3 of 14

Florida Orange County Winter Park 32789

Recently Sold Real Estate & Homes in 32789

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