1,128

Recently Sold Winter Park, FL Homes

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  • /2

    $1,318,000

    Sold Oct 31, 2025

    1741 Palmer Ave, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 2,351 Sq Ft
    • Built 2013

    Last Sold Summary

    • 17% Below List Price
    • $561/SF
    • 143 Days On Market

    Current Estimated Value $1,326,552

    Last Listing Agent Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

    1741 Palmer Ave, Winter Park, FL 32789
  • /2

    $630,000

    Sold Feb 25, 2026

    2805 Northwood Blvd, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,252 Sq Ft
    • Built 1953

    Last Sold Summary

    • 4% Below List Price
    • $503/SF
    • 6 Days On Market

    Current Estimated Value $629,780

    Last Listing Agent Daniel Francoforte LIVE OAK EQUITIES

    2805 Northwood Blvd, Winter Park, FL 32789
  • /2

    $255,000

    Sold Aug 21, 2025

    2398 Dominica Run, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft
    • Built 1979

    Last Sold Summary

    • 4% Below List Price
    • $198/SF
    • 7 Days On Market

    Current Estimated Value $257,968

    Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    2398 Dominica Run, Winter Park, FL 32792
  • /2

    $68,000

    Sold Mar 18, 2026

    282 Scottsdale Square Unit 282, Winter Park, FL 32792

    • 1 Bed
    • 1 Bath
    • 756 Sq Ft
    • Built 1974

    Last Sold Summary

    • 14% Below List Price
    • $90/SF
    • 2 Days On Market

    Current Estimated Value $70,921

    Last Listing Agent Karina Mendez CHARLES RUTENBERG REALTY ORLANDO

    282 Scottsdale Square Unit 282, Winter Park, FL 32792
  • /2

    $189,900

    Sold Apr 15, 2026

    102 Lewfield Cir Unit 102, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 953 Sq Ft
    • Built 1973

    Last Sold Summary

    • $199/SF
    • 11 Days On Market

    Current Estimated Value $186,239

    Last Listing Agent Jennifer Thompson UNITED REALTY GROUP INC

    102 Lewfield Cir Unit 102, Winter Park, FL 32792
  • /2

    $315,000

    Sold Jan 27, 2026

    5475 Bracken Ct, Winter Park, FL 32792

    • 3 Beds
    • 3.5 Baths
    • 1,499 Sq Ft
    • Built 1984

    Last Sold Summary

    • $210/SF
    • 11 Days On Market

    Current Estimated Value $313,803

    Last Listing Agent Jean Scott KELLER WILLIAMS ADVANTAGE REALTY

    5475 Bracken Ct, Winter Park, FL 32792
  • /2

    $510,000

    Sold Oct 29, 2025

    8136 Lazy Bear Ln, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,843 Sq Ft
    • Built 2013

    Last Sold Summary

    • 3% Below List Price
    • $277/SF
    • 53 Days On Market

    Current Estimated Value $506,088

    Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES

    8136 Lazy Bear Ln, Winter Park, FL 32792
  • /2

    $382,575

    Sold Nov 03, 2025

    1001 Early Ave, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 1,222 Sq Ft
    • Built 1956

    Last Sold Summary

    • 4% Below List Price
    • $313/SF
    • 37 Days On Market

    Current Estimated Value $393,114

    Last Listing Agent John Neusaenger COLDWELL BANKER REALTY

    1001 Early Ave, Winter Park, FL 32789
  • /2

    $672,000

    Sold Jun 27, 2025

    300 Carolina Ave Unit 304, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Below List Price
    • $498/SF
    • 4 Days On Market

    Current Estimated Value $677,368

    Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

    300 Carolina Ave Unit 304, Winter Park, FL 32789
  • /2

    $806,000

    Sold Jul 21, 2025

    1261 Burning Tree Ln, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,223 Sq Ft
    • Built 1979

    Last Sold Summary

    • $363/SF
    • 4 Days On Market

    Current Estimated Value $799,664

    Last Listing Agent Adrienne Kane REAL BROKER, LLC

    1261 Burning Tree Ln, Winter Park, FL 32792
  • /2

    $425,000

    Sold Oct 06, 2025

    524 Byron Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,469 Sq Ft
    • Built 1957

    Last Sold Summary

    • 6% Below List Price
    • $289/SF
    • 21 Days On Market

    Current Estimated Value $433,302

    Last Listing Agent John Muccigrosso RE/MAX 200 REALTY

    524 Byron Rd, Winter Park, FL 32792
  • /2

    $262,500

    Sold Apr 09, 2026

    200 Saint Andrews Blvd Unit 2504, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,322 Sq Ft
    • Built 1970

    Last Sold Summary

    • 6% Below List Price
    • $199/SF
    • 25 Days On Market

    Current Estimated Value $263,858

    Last Listing Agent Jonathan Lacko WINTER PARK REAL ESTATE CO LLC

    200 Saint Andrews Blvd Unit 2504, Winter Park, FL 32792
  • /2

    $195,000

    Sold Jan 02, 2026

    700 Melrose Ave Unit D21, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 871 Sq Ft
    • Built 1964

    Last Sold Summary

    • 2% Below List Price
    • $224/SF
    • 57 Days On Market

    Current Estimated Value $198,226

    Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    700 Melrose Ave Unit D21, Winter Park, FL 32789
  • /2

    $360,000

    Sold Apr 14, 2026

    1552 Florentino Ln, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,682 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $214/SF
    • 76 Days On Market

    Current Estimated Value $357,744

    Last Listing Agent Nohora Gomez COLDWELL BANKER REALTY

    1552 Florentino Ln, Winter Park, FL 32792
  • /2

    $1,295,000

    Sold Aug 22, 2025

    1422 Via Sangro Place, Winter Park, FL 32792

    • 6 Beds
    • 4 Baths
    • 4,161 Sq Ft
    • Built 2015

    Last Sold Summary

    • $311/SF
    • 8 Days On Market

    Current Estimated Value $1,319,616

    Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

    1422 Via Sangro Place, Winter Park, FL 32792
  • /2

    $525,000

    Sold Jul 23, 2025

    4029 Cool Water Ct Unit 2, Winter Park, FL 32792

    • 5 Beds
    • 3 Baths
    • 2,733 Sq Ft
    • Built 1979

    Last Sold Summary

    • 8% Below List Price
    • $192/SF
    • 104 Days On Market

    Current Estimated Value $542,630

    Last Listing Agent Cedrick Williams MAGNUS REALTY GROUP LLC

    4029 Cool Water Ct Unit 2, Winter Park, FL 32792
  • /2

    $310,000

    Sold Jul 17, 2025

    3520 Wilde Ave, Winter Park, FL 32792

    • Land
    • 1.01 Acres
    • $306,931 per Acre

    Last Sold Summary

    • 94 Days On Market

    Current Estimated Value $310,717

    Last Listing Agent Gwendolen Flynn COLDWELL BANKER REALTY

    3520 Wilde Ave, Winter Park, FL 32792
  • /31

    $430,000

    Sold Mar 20, 2026

    1543 Lawndale Cir, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 1,840 Sq Ft
    • Built 1986

    Last Sold Summary

    • 1% Above List Price
    • $234/SF
    • 5 Days On Market

    Current Estimated Value $428,776

    Last Listing Agent Lesley Byrd Arium Real Estate, LLC

    1543 Lawndale Cir, Winter Park, FL 32792
  • /2

    $475,000

    Sold Mar 16, 2026

    2748 Lion Heart Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,502 Sq Ft
    • Built 1963

    Last Sold Summary

    • 5% Below List Price
    • $316/SF
    • 1 Day On Market

    Current Estimated Value $482,938

    Last Listing Agent Jean Scott KELLER WILLIAMS ADVANTAGE REALTY

    2748 Lion Heart Rd, Winter Park, FL 32792
  • /2

    $3,200,000

    Sold Jul 31, 2025

    141 S Phelps Ave, Winter Park, FL 32789

    • 6 Beds
    • 5.5 Baths
    • 5,878 Sq Ft
    • Built 2006

    Last Sold Summary

    • 20% Below List Price
    • $544/SF
    • 63 Days On Market

    Current Estimated Value $3,238,402

    Last Listing Agent Donna Bryant COLDWELL BANKER REALTY

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

    $200,000

    Sold Dec 29, 2025

    200 Saint Andrews Blvd Unit 2306, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,015 Sq Ft
    • Built 1970

    Last Sold Summary

    • 20% Below List Price
    • $197/SF
    • 218 Days On Market

    Current Estimated Value $199,672

    Last Listing Agent Lucy Gonzalez Zabala CHARLES RUTENBERG REALTY ORLANDO

    200 Saint Andrews Blvd Unit 2306, Winter Park, FL 32792
  • /2

    $200,000

    Sold Apr 10, 2026

    1996 Indiana Ave, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 818 Sq Ft
    • Built 1938

    Last Sold Summary

    • 20% Below List Price
    • $244/SF
    • 78 Days On Market

    Current Estimated Value $247,385

    Last Listing Agent Mike Rance RE/MAX 200 REALTY

    1996 Indiana Ave, Winter Park, FL 32789
  • /2

    $170,000

    Sold Oct 13, 2025

    200 Saint Andrews Blvd Unit 2206, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 987 Sq Ft
    • Built 1970

    Last Sold Summary

    • 15% Below List Price
    • $172/SF
    • 53 Days On Market

    Current Estimated Value $177,485

    Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

    200 Saint Andrews Blvd Unit 2206, Winter Park, FL 32792
  • /2

    $370,000

    Sold Aug 29, 2025

    1021 Mare Bello Dr, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,730 Sq Ft
    • Built 1965

    Last Sold Summary

    • 10% Below List Price
    • $214/SF
    • 151 Days On Market

    Current Estimated Value $397,187

    Last Listing Agent Lori Hutchinson THE WILKINS WAY LLC

    1021 Mare Bello Dr, Winter Park, FL 32792
  • /2

    $125,000

    Sold Jul 14, 2025

    7344 Swallow Run Unit 7344, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 802 Sq Ft
    • Built 1983

    Last Sold Summary

    • $156/SF
    • 5 Days On Market

    Current Estimated Value $133,925

    Last Listing Agent Merigan Barton DON HARKINS REALTY LLC

    7344 Swallow Run Unit 7344, Winter Park, FL 32792
  • /2

    $622,500

    Sold Jan 06, 2026

    1835 Jessica Ct, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,637 Sq Ft
    • Built 1980

    Last Sold Summary

    • 4% Above List Price
    • $380/SF
    • 1 Day On Market

    Current Estimated Value $612,302

    Last Listing Agent Melissa Johnson EXP REALTY LLC

    1835 Jessica Ct, Winter Park, FL 32789
  • /2

    $350,000

    Sold Dec 30, 2025

    5110 N Woodcrest Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,220 Sq Ft
    • Built 1969

    Last Sold Summary

    • 5% Below List Price
    • $287/SF
    • 26 Days On Market

    Current Estimated Value $351,029

    Last Listing Agent DANIELLE RICHARDSON LPT REALTY, LLC

    5110 N Woodcrest Dr, Winter Park, FL 32792
  • /2

    $425,000

    Sold Jan 08, 2026

    5338 Tangerine Ave, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,195 Sq Ft
    • Built 1976

    Last Sold Summary

    • 17% Below List Price
    • $194/SF
    • 224 Days On Market

    Current Estimated Value $428,189

    Last Listing Agent Mystique Barba CENTURY 21 CARIOTI

    5338 Tangerine Ave, Winter Park, FL 32792
  • /2

    $430,000

    Sold Apr 14, 2026

    1375 Merrydale Way, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,756 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $245/SF
    • 15 Days On Market

    Current Estimated Value $429,675

    Last Listing Agent Gale Milgrim KELLER WILLIAMS WINTER PARK

    1375 Merrydale Way, Winter Park, FL 32792
  • /2

    $599,000

    Sold Jul 25, 2025

    490 Shoreview Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,266 Sq Ft
    • Built 1935

    Last Sold Summary

    • $264/SF
    • 20 Days On Market

    Current Estimated Value $651,152

    Last Listing Agent Justin Harvey FLORIDA HOME TEAM REALTY LLC

    490 Shoreview Ave, Winter Park, FL 32789
  • /2

    $265,000

    Sold Sep 11, 2025

    3310 Royal St, Winter Park, FL 32792

    • 2 Beds
    • 1.5 Baths
    • 1,036 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Below List Price
    • $256/SF
    • 116 Days On Market

    Current Estimated Value $265,279

    Last Listing Agent Kevin Schudel BUY IT INC

    3310 Royal St, Winter Park, FL 32792
  • /2

    $70,000

    Sold Mar 20, 2026

    187 Scottsdale Square Unit 187, Winter Park, FL 32792

    • 1 Bed
    • 1 Bath
    • 785 Sq Ft
    • Built 1974

    Last Sold Summary

    • 10% Below List Price
    • $89/SF
    • 10 Days On Market

    Current Estimated Value $72,035

    Last Listing Agent Nataliya Voroshylo CHARLES RUTENBERG REALTY ORLANDO

    187 Scottsdale Square Unit 187, Winter Park, FL 32792
  • /2

    $850,000

    Sold Jan 08, 2026

    801 Audubon Ln, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 1952

    Last Sold Summary

    • $644/SF
    • 0 Days On Market

    Current Estimated Value $886,557

    Last Listing Agent Benjamin Cole, IV SOTERA LIVING

    801 Audubon Ln, Winter Park, FL 32789
  • /2

    $165,000

    Sold Oct 27, 2025

    200 Saint Andrews Blvd Unit 601, Winter Park, FL 32792

    • 1 Bed
    • 1 Bath
    • 727 Sq Ft
    • Built 1970

    Last Sold Summary

    • 6% Below List Price
    • $227/SF
    • 106 Days On Market

    Current Estimated Value $162,150

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    200 Saint Andrews Blvd Unit 601, Winter Park, FL 32792
  • /2

    $618,900

    Sold Jul 11, 2025

    624 Dunraven Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,762 Sq Ft
    • Built 1963

    Last Sold Summary

    • 13% Below List Price
    • $351/SF
    • 65 Days On Market

    Current Estimated Value $632,873

    Last Listing Agent Brian Rotenberger COMPASS FLORIDA LLC

    624 Dunraven Dr, Winter Park, FL 32792
  • /2

    $700,000

    Sold Oct 20, 2025

    1729 Golfside Dr, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,372 Sq Ft
    • Built 1981

    Last Sold Summary

    • 3% Below List Price
    • $295/SF
    • 20 Days On Market

    Current Estimated Value $724,105

    Last Listing Agent Rebecca Bininger Junod KELLER WILLIAMS WINTER PARK

    1729 Golfside Dr, Winter Park, FL 32792
  • /2

    $468,000

    Sold Mar 27, 2026

    1465 Auburn Green Loop, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,716 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Below List Price
    • $273/SF
    • 5 Days On Market

    Current Estimated Value $470,183

    Last Listing Agent Amy Fouraker 4 ACRE REALTY LLC

    1465 Auburn Green Loop, Winter Park, FL 32792
  • /2

    $475,000

    Sold Oct 14, 2025

    631 Symonds Ave, Winter Park, FL 32789

    • Land
    • 5,662 Sq Ft
    • $3,653,846 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 147 Days On Market

    Current Estimated Value $480,871

    Last Listing Agent Emily Williams FANNIE HILLMAN & ASSOCIATES

    631 Symonds Ave, Winter Park, FL 32789
  • /2

    $2,325,000

    Sold Nov 10, 2025

    1268 Preserve Point Dr, Winter Park, FL 32789

    • 4 Beds
    • 4 Baths
    • 4,315 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Below List Price
    • $539/SF
    • 2 Days On Market

    Current Estimated Value $2,331,974

    Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    1268 Preserve Point Dr, Winter Park, FL 32789
  • /2

    $155,000

    Sold Jun 30, 2025

    7266 Swallow Run, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 756 Sq Ft
    • Built 1985

    Last Sold Summary

    • 15% Below List Price
    • $205/SF
    • 107 Days On Market

    Current Estimated Value $152,865

    Last Listing Agent Jessica Riccardo TRINITY REAL ESTATE SALES LLC

    7266 Swallow Run, Winter Park, FL 32792

Showing Results 521 - 560, Page 14 of 18

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