1,143

Recently Sold Winter Park, FL Homes

Section Image
  • /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

    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 $603,944

    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 $377,130

    Last Listing Agent Robin Leedom-Hafen TOP VALUE PROPERTIES LLC

    2828 Whispering Way, 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

    Last Listing Agent Denise San Miguel REALTY LYNK INC

    1605 Puritan Ave, 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 $390,825

    Last Listing Agent Wendy Calvet OLDE TOWN BROKERS INC

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

    $320,000 Sold Feb 18, 2025

    821 Carver St, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 904 Sq Ft
    • Built 1949

    Last Sold Summary

    • 6% Below List Price
    • $354/SF
    • 168 Days On Market

    Current Estimated Value $350,083

    Last Listing Agent Alec Boe INNOVATIVE REALTY, LLC

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

    $1,625,000 Sold Jun 12, 2025

    1470 Place Picardy, Winter Park, FL 32789

    • 5 Beds
    • 6 Baths
    • 4,227 Sq Ft
    • Built 2003

    Last Sold Summary

    • 17% Below List Price
    • $384/SF
    • 95 Days On Market

    Current Estimated Value $1,731,727

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

    1470 Place Picardy, Winter Park, FL 32789
  • /2

    $335,000 Sold Mar 04, 2025

    764 Baffie Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Built 1954

    Last Sold Summary

    • 12% Below List Price
    • $310/SF
    • 70 Days On Market

    Current Estimated Value $348,491

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    764 Baffie Ave, Winter Park, FL 32789
  • /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 $754,256

    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 $183,750

    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

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

    1681 Woodland Ave, Winter Park, FL 32789
  • /2

    $460,000 Sold Mar 18, 2025

    1937 Eland Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1957

    Last Sold Summary

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

    Current Estimated Value $465,845

    Last Listing Agent Courtney Pelfrey MILLER GRANT AND COMPANY

    1937 Eland Ave, Winter Park, FL 32789
  • /2

    $550,000 Sold May 02, 2025

    2100 Suffield Dr, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,807 Sq Ft
    • Built 1960

    Last Sold Summary

    • 15% Below List Price
    • $304/SF
    • 67 Days On Market

    Current Estimated Value $542,638

    Last Listing Agent John Muccigrosso RE/MAX 200 REALTY

    2100 Suffield Dr, Winter Park, FL 32792
  • /2

    $420,000 Sold May 20, 2025

    2024 Linden Rd, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,872 Sq Ft
    • Built 1972

    Last Sold Summary

    • 1% Above List Price
    • $224/SF
    • 3 Days On Market

    Current Estimated Value $428,107

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

    2024 Linden Rd, Winter Park, FL 32792
  • /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

    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 $735,033

    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 $462,633

    Last Listing Agent Cora Johnson WYNNMORE REALTY LLC

    955 Minnesota Ave, Winter Park, FL 32789
  • /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

    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

    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

    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

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

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

    Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

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

    $1,700,000 Sold Oct 29, 2025

    1181 Via Capri, Winter Park, FL 32789

    • Land
    • 0.3 Acre
    • $5,666,667 per Acre

    Last Sold Summary

    • 16 Days On Market

    Current Estimated Value $1,696,976

    Last Listing Agent Brad Grosberg PHIL KEAN REAL ESTATE LLC

    1181 Via Capri, 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

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

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

    $715,000 Sold Feb 19, 2025

    648 Worthington Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,139 Sq Ft
    • Built 1958

    Last Sold Summary

    • 7% Below List Price
    • $334/SF
    • 67 Days On Market

    Current Estimated Value $746,923

    Last Listing Agent Patricia Sullivan OLDE TOWN BROKERS INC

    648 Worthington Dr, 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

    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 $459,427

    Last Listing Agent Ashley Harper COLDWELL BANKER REALTY

    5240 N Lake Burkett Ln, Winter Park, FL 32792
  • /2

    $420,000 Sold Dec 31, 2025

    3236 Knottypine Ave, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,578 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $266/SF
    • 6 Days On Market

    Last Listing Agent Jose Rojo URBAN-O REAL ESTATE SOLUTIONS

    3236 Knottypine Ave, Winter Park, FL 32792
  • /2

    $157,500 Sold Oct 31, 2025

    150 Lewfield Cir Unit 150, Winter Park, FL 32792

    • 1 Bed
    • 1 Bath
    • 678 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Below List Price
    • $232/SF
    • 41 Days On Market

    Last Listing Agent Randall Shirey CHARLES RUTENBERG REALTY ORLANDO

    150 Lewfield Cir Unit 150, Winter Park, FL 32792
  • /2

    $2,585,000 Sold Jun 18, 2025

    815 Bonita Dr, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 4,328 Sq Ft
    • Built 2000

    Last Sold Summary

    • $597/SF

    Current Estimated Value $2,592,731

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

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

    $599,000 Sold Mar 14, 2025

    220 Blossom Ln, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,193 Sq Ft
    • Built 1954

    Last Sold Summary

    • 8% Below List Price
    • $273/SF
    • 331 Days On Market

    Current Estimated Value $598,153

    Last Listing Agent Newton Hieda SUMMERHILL REALTY GROUP LLC

    220 Blossom Ln, Winter Park, FL 32789
  • /2

    $625,000 Sold Jan 30, 2026

    785 Mcintyre Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,015 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $310/SF
    • 11 Days On Market

    Last Listing Agent Beth Logullo KELLER WILLIAMS WINTER PARK

    785 Mcintyre Ave, Winter Park, FL 32789
  • /2

    $127,000 Sold Dec 22, 2025

    1000 S Semoran Blvd Unit 716, Winter Park, FL 32792

    • 1 Bed
    • 1 Bath
    • 796 Sq Ft
    • Built 1969

    Last Sold Summary

    • 7% Below List Price
    • $160/SF
    • 131 Days On Market

    Last Listing Agent Nathalie Romero HOME WISE REALTY GROUP, INC.

    1000 S Semoran Blvd Unit 716, Winter Park, FL 32792
  • /2

    $800,000 Sold Jul 18, 2025

    1823 Sunset Dr, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 2,414 Sq Ft
    • Built 1940

    Last Sold Summary

    • 3% Above List Price
    • $331/SF
    • 0 Days On Market

    Current Estimated Value $814,422

    Last Listing Agent Sue Silberbusch COMPASS FLORIDA LLC

    1823 Sunset Dr, Winter Park, FL 32789
  • /2

    $1,640,000 Sold Sep 26, 2025

    101 S New York Ave Unit 313, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 3,147 Sq Ft
    • Built 2008

    Last Sold Summary

    • 3% Below List Price
    • $521/SF
    • 3 Days On Market

    Current Estimated Value $1,644,825

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

    101 S New York Ave Unit 313, Winter Park, FL 32789
  • /2

    $450,000 Sold Aug 07, 2025

    5326 Lanyard Ct, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,634 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Below List Price
    • $275/SF
    • 87 Days On Market

    Current Estimated Value $460,044

    Last Listing Agent Deborah Summers CHARLES RUTENBERG REALTY ORLANDO

    5326 Lanyard Ct, Winter Park, FL 32792
  • /2

    $1,042,500 Sold Dec 19, 2025

    1341 Lyndale Blvd, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,388 Sq Ft
    • Built 2007

    Last Sold Summary

    • 20% Below List Price
    • $437/SF
    • 214 Days On Market

    Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

    1341 Lyndale Blvd, Winter Park, FL 32789
  • /2

    $595,000 Sold May 01, 2025

    1848 Mizell Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,162 Sq Ft
    • Built 1953

    Last Sold Summary

    • 14% Below List Price
    • $512/SF
    • 211 Days On Market

    Current Estimated Value $590,635

    Last Listing Agent Jorge Zea BLUE LIGHTHOUSE REALTY INC

    1848 Mizell Ave, Winter Park, FL 32789
  • /2

    $205,000 Sold Dec 16, 2025

    4928 Tangerine Ave Unit 4928, Winter Park, FL 32792

    • 2 Beds
    • 1.5 Baths
    • 1,281 Sq Ft
    • Built 1973

    Last Sold Summary

    • $160/SF
    • 38 Days On Market

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

    4928 Tangerine Ave Unit 4928, Winter Park, FL 32792
  • /2

    $325,000 Sold Jul 01, 2025

    5481 Park Vale Blvd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • Built 1980

    Last Sold Summary

    • 16% Below List Price
    • $224/SF
    • 424 Days On Market

    Current Estimated Value $349,161

    Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

    5481 Park Vale Blvd, Winter Park, FL 32792

Showing Results 641 - 680, Page 17 of 18

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