1,127

Recently Sold Winter Park, FL Homes

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  • /2

    $335,000

    Sold Sep 17, 2025

    3103 Ash Park Loop, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,408 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Below List Price
    • $238/SF
    • 20 Days On Market

    Current Estimated Value $343,646

    Last Listing Agent Pam Hagood Ryan PREMIER SOTHEBY'S INTL. REALTY

    3103 Ash Park Loop, Winter Park, FL 32792
  • /2

    $183,000

    Sold Apr 03, 2026

    2529 Windward Way, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,105 Sq Ft
    • Built 1977

    Last Sold Summary

    • 12% Below List Price
    • $166/SF
    • 4 Days On Market

    Current Estimated Value $195,179

    Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES

    2529 Windward Way, Winter Park, FL 32792
  • /2

    $1,500,000

    Sold Apr 15, 2026

    132 Burks Cir, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 3,022 Sq Ft
    • Built 1997

    Last Sold Summary

    • 10% Below List Price
    • $496/SF
    • 130 Days On Market

    Current Estimated Value $1,470,822

    Last Listing Agent Ivey Geisler KELLER WILLIAMS REALTY AT THE PARKS

    132 Burks Cir, Winter Park, FL 32789
  • /2

    $1,186,200

    Sold Oct 30, 2025

    2105 Fosgate Dr, Winter Park, FL 32789

    • 5 Beds
    • 4 Baths
    • 3,068 Sq Ft
    • Built 1956

    Last Sold Summary

    • 18% Below List Price
    • $387/SF
    • 145 Days On Market

    Current Estimated Value $1,208,601

    Last Listing Agent Eileen Winfrey IAD REAL ESTATE

    2105 Fosgate Dr, Winter Park, FL 32789
  • /2

    $1,500,000

    Sold Dec 23, 2025

    1460 Via Sangro Place, Winter Park, FL 32792

    • 7 Beds
    • 4 Baths
    • 5,111 Sq Ft
    • Built 2015

    Last Sold Summary

    • 6% Below List Price
    • $293/SF
    • 18 Days On Market

    Current Estimated Value $1,486,404

    Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

    1460 Via Sangro Place, Winter Park, FL 32792
  • /2

    $234,000

    Sold Feb 24, 2026

    151 N Orlando Ave Unit 204, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft
    • Built 1960

    Last Sold Summary

    • 6% Below List Price
    • $330/SF
    • 244 Days On Market

    Current Estimated Value $230,514

    Last Listing Agent Eddie Cooper MAINFRAME REAL ESTATE

    151 N Orlando Ave Unit 204, Winter Park, FL 32789
  • /2

    $510,000

    Sold Jul 22, 2025

    2804 Mulford Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,522 Sq Ft
    • Built 1953

    Last Sold Summary

    • $335/SF

    Current Estimated Value $542,023

    Last Listing Agent Megan Lowe FANNIE HILLMAN & ASSOCIATES

    2804 Mulford Ave, Winter Park, FL 32789
  • /2

    $850,000

    Sold Dec 05, 2025

    2573 Madeline Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,035 Sq Ft
    • Built 2023

    Last Sold Summary

    • 5% Below List Price
    • $418/SF
    • 5 Days On Market

    Current Estimated Value $858,900

    Last Listing Agent Kristen Hamilton LOMBARDO TEAM REAL ESTATE LLC

    2573 Madeline Ave, Winter Park, FL 32789
  • /2

    $425,000

    Sold Aug 29, 2025

    1871 Staunton Ave, Winter Park, FL 32789

    • Land
    • 13,939 Sq Ft
    • $1,328,125 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 3 Days On Market

    Current Estimated Value $421,162

    Last Listing Agent Greg Staker WATSON REALTY CORP.

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

    $475,000

    Sold Sep 19, 2025

    1414 Bessmor Rd, Winter Park, FL 32789

    • Land
    • 6,969 Sq Ft
    • $2,968,750 per Acre

    Last Sold Summary

    • 4% Below List Price
    • 22 Days On Market

    Current Estimated Value $493,089

    Last Listing Agent Miranda Azer PARKVIEW REAL ESTATE

    1414 Bessmor Rd, Winter Park, FL 32789
  • /2

    $395,000

    Sold Dec 09, 2025

    3214 Lowndes Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1965

    Last Sold Summary

    • 1% Below List Price
    • $329/SF
    • 53 Days On Market

    Current Estimated Value $399,490

    Last Listing Agent Gregory Roberts LPT REALTY LLC

    3214 Lowndes Dr, Winter Park, FL 32792
  • /2

    $395,000

    Sold Feb 11, 2026

    1362 Tierra Cir, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 2,179 Sq Ft
    • Built 1969

    Last Sold Summary

    • 10% Below List Price
    • $181/SF
    • 107 Days On Market

    Current Estimated Value $401,689

    Last Listing Agent John Muccigrosso RE/MAX 200 REALTY

    1362 Tierra Cir, Winter Park, FL 32792
  • /2

    $215,000

    Sold Jun 01, 2026

    5130 Lazy Oaks Dr, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 1982

    Last Sold Summary

    • 12% Below List Price
    • $213/SF
    • 43 Days On Market

    Current Estimated Value $229,027

    Last Listing Agent Jacob Zampella CHARLES RUTENBERG REALTY ORLANDO

    5130 Lazy Oaks Dr, Winter Park, FL 32792
  • /2

    $1,025,000

    Sold Jan 27, 2026

    1840 Shiloh Ln, Winter Park, FL 32789

    • Land
    • 11,761 Sq Ft
    • $3,796,296 per Acre

    Last Sold Summary

    • 2 Days On Market

    Current Estimated Value $1,021,068

    Last Listing Agent Gwyn Clark FANNIE HILLMAN & ASSOCIATES

    1840 Shiloh Ln, Winter Park, FL 32789
  • /2

    $570,000

    Sold Jan 02, 2026

    640 Killarney Bay Ct Unit 4, Winter Park, FL 32789

    • 2 Beds
    • 2.5 Baths
    • 1,718 Sq Ft
    • Built 1986

    Last Sold Summary

    • 22% Below List Price
    • $332/SF
    • 231 Days On Market

    Current Estimated Value $514,196

    Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

    640 Killarney Bay Ct Unit 4, Winter Park, FL 32789
  • /2

    $600,000

    Sold Oct 31, 2025

    786 Antonette Ave, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 1,146 Sq Ft
    • Built 1925

    Last Sold Summary

    • 25% Below List Price
    • $524/SF
    • 200 Days On Market

    Current Estimated Value $610,052

    Last Listing Agent John Muccigrosso RE/MAX 200 REALTY

    786 Antonette Ave, Winter Park, FL 32789
  • /2

    $379,000

    Sold Oct 01, 2025

    2828 Whispering Way, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Below List Price
    • $289/SF
    • 99 Days On Market

    Current Estimated Value $373,609

    Last Listing Agent Robin Leedom-Hafen TOP VALUE PROPERTIES LLC

    2828 Whispering Way, Winter Park, FL 32792
  • /2

    $401,000

    Sold Jun 09, 2026

    3330 Coleus Ct, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,988 Sq Ft
    • Built 1968

    Last Sold Summary

    • 2% Below List Price
    • $202/SF
    • 50 Days On Market

    Current Estimated Value $385,715

    Last Listing Agent Raquel Littlejohn MAINSTAY BROKERAGE LLC

    3330 Coleus Ct, Winter Park, FL 32792
  • /2

    $250,000

    Sold Jan 16, 2026

    1605 Puritan Ave, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,285 Sq Ft
    • Built 1963

    Last Sold Summary

    • 28% Below List Price
    • $195/SF
    • 26 Days On Market

    Current Estimated Value $294,878

    Last Listing Agent Denise San Miguel REALTY LYNK INC

    1605 Puritan Ave, Winter Park, FL 32792
  • /2

    $349,000

    Sold Mar 11, 2026

    5202 Lake Howell Rd, Winter Park, FL 32792

    • 3 Beds
    • 1.5 Baths
    • 1,112 Sq Ft
    • Built 1957

    Last Sold Summary

    • $314/SF
    • 5 Days On Market

    Current Estimated Value $343,767

    Last Listing Agent Crystal Vann CHARLES RUTENBERG REALTY ORLANDO

    5202 Lake Howell Rd, Winter Park, FL 32792
  • /2

    $1,000,000

    Sold Jun 26, 2026

    520 Fitzwalter Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 2,111 Sq Ft
    • Built 2022

    Last Sold Summary

    • $474/SF
    • 5 Days On Market

    Current Estimated Value $981,347

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    520 Fitzwalter Dr, Winter Park, FL 32792
  • /2

    $386,000

    Sold Jul 09, 2025

    2009 Nottingdale Ln, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,582 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Below List Price
    • $244/SF
    • 6 Days On Market

    Current Estimated Value $404,434

    Last Listing Agent Wendy Calvet OLDE TOWN BROKERS INC

    2009 Nottingdale Ln, Winter Park, FL 32792
  • /2

    $470,000

    Sold Jun 05, 2026

    3167 Ash Park Loop, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 1,906 Sq Ft
    • Built 1988

    Last Sold Summary

    • $247/SF
    • 3 Days On Market

    Current Estimated Value $457,202

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    3167 Ash Park Loop, Winter Park, FL 32792
  • /2

    $750,000

    Sold Jun 27, 2025

    1151 Wildmeadow Run, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 2,196 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $342/SF
    • 22 Days On Market

    Current Estimated Value $744,991

    Last Listing Agent Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

    1151 Wildmeadow Run, Winter Park, FL 32792
  • /2

    $180,000

    Sold Sep 18, 2025

    200 Saint Andrews Blvd Unit 1901, Winter Park, FL 32792

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

    Last Sold Summary

    • 10% Below List Price
    • $182/SF
    • 8 Days On Market

    Current Estimated Value $186,146

    Last Listing Agent peggy amos FANNIE HILLMAN & ASSOCIATES

    200 Saint Andrews Blvd Unit 1901, Winter Park, FL 32792
  • /2

    $750,000

    Sold Nov 19, 2025

    1681 Woodland Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,422 Sq Ft
    • Built 1953

    Last Sold Summary

    • $310/SF

    Current Estimated Value $769,380

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

    1681 Woodland Ave, Winter Park, FL 32789
  • /74

    $310,000

    Sold Feb 03, 2026

    1733 Winter Green Blvd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft
    • Built 1987

    Last Sold Summary

    • 11% Below List Price
    • $200/SF
    • 10 Days On Market

    Current Estimated Value $313,873

    Last Listing Agent TJ TAMARA FISHER Compass Florida LLC

    1733 Winter Green Blvd, Winter Park, FL 32792
  • /2

    $705,000

    Sold Jul 03, 2025

    1840 Laurel Rd, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,245 Sq Ft
    • Built 1957

    Last Sold Summary

    • 9% Below List Price
    • $314/SF
    • 13 Days On Market

    Current Estimated Value $814,861

    Last Listing Agent Julie Glass KEYSEEKERS REAL ESTATE

    1840 Laurel Rd, Winter Park, FL 32789
  • /2

    $458,000

    Sold Jul 31, 2025

    955 Minnesota Ave, Winter Park, FL 32789

    • 3 Beds
    • 1 Bath
    • 1,349 Sq Ft
    • Built 1940

    Last Sold Summary

    • 4% Below List Price
    • $340/SF
    • 4 Days On Market

    Current Estimated Value $483,994

    Last Listing Agent Cora Johnson WYNNMORE REALTY LLC

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

    $350,000

    Sold Jun 05, 2026

    3627 Seagrape Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,233 Sq Ft
    • Built 1965

    Last Sold Summary

    • 3% Above List Price
    • $284/SF
    • 13 Days On Market

    Current Estimated Value $370,064

    Last Listing Agent Kelly Sue Stonebreaker RE/MAX TOWN & COUNTRY REALTY

    3627 Seagrape Dr, Winter Park, FL 32792
  • /2

    $490,000

    Sold Jan 21, 2026

    259 Blossom Ln, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,354 Sq Ft
    • Built 1954

    Last Sold Summary

    • 8% Below List Price
    • $362/SF
    • 50 Days On Market

    Current Estimated Value $475,348

    Last Listing Agent Carlinhos Fregonezi TALENT REALTY SOLUTIONS

    259 Blossom Ln, Winter Park, FL 32789
  • /15

    $985,000

    Sold Feb 03, 2026

    240 E Lake Sue Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,329 Sq Ft
    • Built 1952

    Last Sold Summary

    • 11% Below List Price
    • $741/SF
    • 50 Days On Market

    Current Estimated Value $981,110

    Last Listing Agent Tika Van Den Hurk Compass Florida, LLC

    240 E Lake Sue Ave, Winter Park, FL 32789
  • /2

    $409,000

    Sold Jan 16, 2026

    900 Carver St, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,794 Sq Ft
    • Built 1954

    Last Sold Summary

    • 4% Below List Price
    • $228/SF
    • 10 Days On Market

    Current Estimated Value $426,168

    Last Listing Agent Tori Alexander LEGACY REALTY & BROKERS LLC

    900 Carver St, Winter Park, FL 32789
  • /2

    $418,000

    Sold Dec 22, 2025

    1030 N Lakemont Ave, Winter Park, FL 32792

    • 3 Beds
    • 1.5 Baths
    • 1,050 Sq Ft
    • Built 1959

    Last Sold Summary

    • 2% Below List Price
    • $398/SF
    • 3 Days On Market

    Current Estimated Value $412,191

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

    1030 N Lakemont Ave, Winter Park, FL 32792
  • /2

    $1,700,000

    Sold Oct 29, 2025

    1181 Via Capri, Winter Park, FL 32789

    • Land
    • 13,068 Sq Ft
    • $5,666,667 per Acre

    Last Sold Summary

    • 16 Days On Market

    Current Estimated Value $1,777,813

    Last Listing Agent Brad Grosberg PHIL KEAN REAL ESTATE LLC

    1181 Via Capri, Winter Park, FL 32789
  • /2

    $1,875,000

    Sold Jan 01, 2026

    1752 Chestnut Ave, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 3,314 Sq Ft
    • Built 2021

    Last Sold Summary

    • 15% Below List Price
    • $566/SF
    • 111 Days On Market

    Current Estimated Value $1,894,464

    Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

    1752 Chestnut Ave, Winter Park, FL 32789
  • /2

    $195,000

    Sold Dec 08, 2025

    607 Saint Johns Ct Unit 607, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1981

    Last Sold Summary

    • 9% Below List Price
    • $174/SF
    • 69 Days On Market

    Current Estimated Value $199,263

    Last Listing Agent Allison Day RE/MAX TOWN & COUNTRY REALTY

    607 Saint Johns Ct Unit 607, Winter Park, FL 32792
  • /2

    $400,000

    Sold May 08, 2026

    300 Carolina Ave Unit 207C, Winter Park, FL 32789

    • 1 Bed
    • 2 Baths
    • 1,149 Sq Ft
    • Built 1981

    Last Sold Summary

    • 27% Below List Price
    • $348/SF
    • 30 Days On Market

    Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

    300 Carolina Ave Unit 207C, Winter Park, FL 32789
  • /2

    $645,000

    Sold Dec 05, 2025

    224 Overlook Rd, Winter Park, FL 32789

    • 2 Beds
    • 1.5 Baths
    • 1,399 Sq Ft
    • Built 1936

    Last Sold Summary

    • 3% Below List Price
    • $461/SF
    • 3 Days On Market

    Current Estimated Value $648,327

    Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY

    224 Overlook Rd, Winter Park, FL 32789
  • /2

    $436,000

    Sold Jul 24, 2025

    5240 N Lake Burkett Ln, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 2,290 Sq Ft
    • Built 1987

    Last Sold Summary

    • 24% Below List Price
    • $190/SF
    • 224 Days On Market

    Current Estimated Value $468,279

    Last Listing Agent Ashley Harper COLDWELL BANKER REALTY

    5240 N Lake Burkett Ln, Winter Park, FL 32792

Showing Results 641 - 680, Page 17 of 18

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