1,172

Recently Sold Winter Park, FL Homes

Section Image
  • 1921 Heathwood Dr, Winter Park, FL 32792
    1921 Heathwood Dr, Winter Park, FL 32792
    /2

    $300,000 Sold Apr 28, 2025

    1921 Heathwood Dr, Winter Park, FL 32792

    • 4 Beds
    • 3.5 Baths
    • 1,611 Sq Ft
    • Built 1980

    Last Sold Summary

    • $186/SF
    • 0 Days On Market

    Current Estimated Value $468,894

    Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES

    1921 Heathwood Dr, Winter Park, FL 32792
  • 4041 Yacht Ct, Winter Park, FL 32792
    4041 Yacht Ct, Winter Park, FL 32792
    /2

    $593,000 Sold Jul 01, 2025

    4041 Yacht Ct, Winter Park, FL 32792

    • 5 Beds
    • 3 Baths
    • 2,153 Sq Ft
    • Built 1977

    Last Sold Summary

    • 20% Below List Price
    • $275/SF
    • 297 Days On Market

    Current Estimated Value $588,530

    Last Listing Agent Andrew Livingston COLDWELL BANKER RESIDENTIAL RE

    4041 Yacht Ct, Winter Park, FL 32792
  • 2405 Firstlight Way, Winter Park, FL 32792
    2405 Firstlight Way, Winter Park, FL 32792
    /2

    $455,000 Sold Oct 27, 2025

    2405 Firstlight Way, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,964 Sq Ft
    • Built 2019

    Last Sold Summary

    • 3% Below List Price
    • $232/SF
    • 91 Days On Market

    Last Listing Agent Carmen Acosta EXP REALTY LLC

    2405 Firstlight Way, Winter Park, FL 32792
  • 7729 Country Place Unit G4, Winter Park, FL 32792
    7729 Country Place Unit G4, Winter Park, FL 32792
    7729 Country Place Unit G4, Winter Park, FL 32792
    /23

    $265,000 Sold Mar 13, 2025

    7729 Country Place Unit G4, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft
    • Built 1982

    Last Sold Summary

    • 4% Above List Price
    • $248/SF
    • 4 Days On Market

    Current Estimated Value $259,022

    Last Listing Agent Michael Gangemi CALL IT CLOSED INTL REALTY

    7729 Country Place Unit G4, Winter Park, FL 32792
  • 535 N Interlachen Ave Unit 107, Winter Park, FL 32789
    535 N Interlachen Ave Unit 107, Winter Park, FL 32789
    /2

    $412,000 Sold Aug 22, 2025

    535 N Interlachen Ave Unit 107, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,088 Sq Ft
    • Built 1972

    Last Sold Summary

    • 18% Below List Price
    • $379/SF
    • 127 Days On Market

    Current Estimated Value $417,288

    Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

    535 N Interlachen Ave Unit 107, Winter Park, FL 32789
  • 1640 Mayfield Ave, Winter Park, FL 32789
    1640 Mayfield Ave, Winter Park, FL 32789
    /2

    $1,785,000 Sold Sep 11, 2025

    1640 Mayfield Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,907 Sq Ft
    • Built 1953

    Last Sold Summary

    • 1% Below List Price
    • $614/SF
    • 29 Days On Market

    Current Estimated Value $1,747,640

    Last Listing Agent Beverly Brown RE/MAX PRIME PROPERTIES

    1640 Mayfield Ave, Winter Park, FL 32789
  • 1926 Natalen Rd, Winter Park, FL 32792
    1926 Natalen Rd, Winter Park, FL 32792
    /2

    $430,000 Sold Jan 31, 2025

    1926 Natalen Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,369 Sq Ft
    • Built 1957

    Last Sold Summary

    • 31% Below List Price
    • $314/SF
    • 103 Days On Market

    Last Listing Agent Frank Canty FRANK G CANTY REALTY

    1926 Natalen Rd, Winter Park, FL 32792
  • 3025 Northwood Blvd, Winter Park, FL 32789
    3025 Northwood Blvd, Winter Park, FL 32789
    /2

    $520,000 Sold Nov 24, 2025

    3025 Northwood Blvd, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft
    • Built 1953

    Last Sold Summary

    • 5% Below List Price
    • $336/SF
    • 2 Days On Market

    Last Listing Agent Alie Gattis MAINFRAME REAL ESTATE

    3025 Northwood Blvd, Winter Park, FL 32789
  • 3529 Australian Cir, Winter Park, FL 32792
    3529 Australian Cir, Winter Park, FL 32792
    /2

    $398,000 Sold Nov 24, 2025

    3529 Australian Cir, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,255 Sq Ft
    • Built 1963

    Last Sold Summary

    • $317/SF
    • 8 Days On Market

    Last Listing Agent Lori Hoover EXP REALTY LLC

    3529 Australian Cir, Winter Park, FL 32792
  • 1216 Park Green Place, Winter Park, FL 32789
    1216 Park Green Place, Winter Park, FL 32789
    /2

    $445,000 Sold Dec 27, 2024

    1216 Park Green Place, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 2,020 Sq Ft
    • Built 1982

    Last Sold Summary

    • 26% Below List Price
    • $220/SF
    • 207 Days On Market

    Current Estimated Value $454,067

    Last Listing Agent Dustin Hope BUY THE SEA REALTY LLC

    1216 Park Green Place, Winter Park, FL 32789
  • 5234 Ohio St, Winter Park, FL 32792
    5234 Ohio St, Winter Park, FL 32792
    /2

    $405,000 Sold Sep 12, 2025

    5234 Ohio St, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,226 Sq Ft
    • Built 1973

    Last Sold Summary

    • 6% Above List Price
    • $330/SF
    • 15 Days On Market

    Current Estimated Value $394,924

    Last Listing Agent Emily Nickley MARKET CONNECT REALTY LLC

    5234 Ohio St, Winter Park, FL 32792
  • 2308 Mulbry Dr, Winter Park, FL 32789
    2308 Mulbry Dr, Winter Park, FL 32789
    /2

    $502,000 Sold Oct 30, 2025

    2308 Mulbry Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft
    • Built 1952

    Last Sold Summary

    • 9% Below List Price
    • $352/SF
    • 4 Days On Market

    Last Listing Agent Daniel Sposato BALDWIN PARK REALTY LLC

    2308 Mulbry Dr, Winter Park, FL 32789
  • 2607 Verde Ln, Winter Park, FL 32792
    2607 Verde Ln, Winter Park, FL 32792
    /2

    $515,000 Sold Jun 25, 2025

    2607 Verde Ln, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,953 Sq Ft
    • Built 1968

    Last Sold Summary

    • 6% Below List Price
    • $264/SF
    • 68 Days On Market

    Current Estimated Value $505,506

    Last Listing Agent David Wald FOUNDERS REALTY GROUP

    2607 Verde Ln, Winter Park, FL 32792
  • 1531 Norfolk Ave, Winter Park, FL 32789
    1531 Norfolk Ave, Winter Park, FL 32789
    /2

    $535,000 Sold Apr 25, 2025

    1531 Norfolk Ave, Winter Park, FL 32789

    • 4 Beds
    • 2 Baths
    • 1,795 Sq Ft
    • Built 1947

    Last Sold Summary

    • 5% Below List Price
    • $298/SF
    • 5 Days On Market

    Current Estimated Value $558,351

    Last Listing Agent Erica Diaz HOMEVEST REALTY

    1531 Norfolk Ave, Winter Park, FL 32789
  • 1750 Winchester Dr, Winter Park, FL 32789
    1750 Winchester Dr, Winter Park, FL 32789
    /2

    $1,400,000 Sold Jul 15, 2025

    1750 Winchester Dr, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,637 Sq Ft
    • Built 1960

    Last Sold Summary

    • 11% Below List Price
    • $531/SF
    • 91 Days On Market

    Current Estimated Value $1,342,598

    Last Listing Agent Michael Ford FANNIE HILLMAN & ASSOCIATES

    1750 Winchester Dr, Winter Park, FL 32789
  • 1741 Palmer Ave, Winter Park, FL 32789
    1741 Palmer Ave, Winter Park, FL 32789
    /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

    Last Listing Agent Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

    1741 Palmer Ave, Winter Park, FL 32789
  • 2398 Dominica Run, Winter Park, FL 32792
    2398 Dominica Run, Winter Park, FL 32792
    /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 $258,129

    Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    2398 Dominica Run, Winter Park, FL 32792
  • 140 Cortland Ave, Winter Park, FL 32789
    140 Cortland Ave, Winter Park, FL 32789
    /2

    $2,495,000 Sold Apr 01, 2025

    140 Cortland Ave, Winter Park, FL 32789

    • 5 Beds
    • 3.5 Baths
    • 4,168 Sq Ft
    • Built 1926

    Last Sold Summary

    • $599/SF
    • 4 Days On Market

    Current Estimated Value $2,440,841

    Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY

    140 Cortland Ave, Winter Park, FL 32789
  • 285 Lewfield Cir Unit 285, Winter Park, FL 32792
    285 Lewfield Cir Unit 285, Winter Park, FL 32792
    /2

    $168,000 Sold Dec 27, 2024

    285 Lewfield Cir Unit 285, Winter Park, FL 32792

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

    Last Sold Summary

    • 4% Below List Price
    • $248/SF
    • 30 Days On Market

    Current Estimated Value $153,581

    Last Listing Agent ARETHIA DOUGLAS UNITED REALTY GROUP INC

    285 Lewfield Cir Unit 285, Winter Park, FL 32792
  • 100 S Virginia Ave Unit 401, Winter Park, FL 32789
    100 S Virginia Ave Unit 401, Winter Park, FL 32789
    /2

    $1,131,000 Sold Feb 28, 2025

    100 S Virginia Ave Unit 401, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 2,615 Sq Ft
    • Built 2008

    Last Sold Summary

    • 3% Above List Price
    • $433/SF
    • 1 Day On Market

    Current Estimated Value $1,121,378

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

    100 S Virginia Ave Unit 401, Winter Park, FL 32789
  • 8136 Lazy Bear Ln, Winter Park, FL 32792
    8136 Lazy Bear Ln, 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

    Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES

    8136 Lazy Bear Ln, Winter Park, FL 32792
  • 1001 Early Ave, Winter Park, FL 32789
    1001 Early Ave, Winter Park, FL 32789
    /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

    Last Listing Agent John Neusaenger COLDWELL BANKER REALTY

    1001 Early Ave, Winter Park, FL 32789
  • 300 Carolina Ave Unit 304, Winter Park, FL 32789
    300 Carolina Ave Unit 304, 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 $669,450

    Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

    300 Carolina Ave Unit 304, Winter Park, FL 32789
  • 1261 Burning Tree Ln, Winter Park, FL 32792
    1261 Burning Tree Ln, Winter Park, FL 32792
    /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 $768,596

    Last Listing Agent Adrienne Kane REAL BROKER, LLC

    1261 Burning Tree Ln, Winter Park, FL 32792
  • 524 Byron Rd, Winter Park, FL 32792
    524 Byron Rd, 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

    Last Listing Agent John Muccigrosso RE/MAX 200 REALTY

    524 Byron Rd, Winter Park, FL 32792
  • 2073 Shadyhill Terrace, Winter Park, FL 32792
    2073 Shadyhill Terrace, Winter Park, FL 32792
    /2

    $465,000 Sold Apr 17, 2025

    2073 Shadyhill Terrace, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,647 Sq Ft
    • Built 1988

    Last Sold Summary

    • 11% Below List Price
    • $282/SF
    • 80 Days On Market

    Current Estimated Value $464,255

    Last Listing Agent Holly Kroll KROLL REALTY GROUP

    2073 Shadyhill Terrace, Winter Park, FL 32792
  • 1422 Via Sangro Place, Winter Park, FL 32792
    1422 Via Sangro Place, 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 $1,289,721

    Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

    1422 Via Sangro Place, Winter Park, FL 32792
  • 4029 Cool Water Ct Unit 2, Winter Park, FL 32792
    4029 Cool Water Ct Unit 2, 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 $534,344

    Last Listing Agent Cedrick Williams MAGNUS REALTY GROUP LLC

    4029 Cool Water Ct Unit 2, Winter Park, FL 32792
  • 3520 Wilde Ave, Winter Park, FL 32792
    3520 Wilde Ave, 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 $309,086

    Last Listing Agent Gwendolen Flynn COLDWELL BANKER RESIDENTIAL RE

    3520 Wilde Ave, Winter Park, FL 32792
  • 141 S Phelps Ave, Winter Park, FL 32789
    141 S Phelps Ave, Winter Park, FL 32789
    /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 $3,063,939

    Last Listing Agent Donna Bryant COLDWELL BANKER RESIDENTIAL RE

    141 S Phelps Ave, Winter Park, FL 32789
  • 2607 Verde Ln, Winter Park, FL 32792
    2607 Verde Ln, Winter Park, FL 32792
    /2

    $355,000 Sold Jan 02, 2025

    2607 Verde Ln, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,953 Sq Ft
    • Built 1968

    Last Sold Summary

    • 11% Below List Price
    • $182/SF
    • 32 Days On Market

    Current Estimated Value $505,506

    Last Listing Agent Travis Sladewski PARK VIEW REALTY INC

    2607 Verde Ln, Winter Park, FL 32792
  • 200 Saint Andrews Blvd Unit 2206, Winter Park, FL 32792
    200 Saint Andrews Blvd Unit 2206, Winter Park, FL 32792
    /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

    Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

    200 Saint Andrews Blvd Unit 2206, Winter Park, FL 32792
  • 4309 Enright Ct, Winter Park, FL 32792
    4309 Enright Ct, Winter Park, FL 32792
    /2

    $500,000 Sold Apr 11, 2025

    4309 Enright Ct, Winter Park, FL 32792

    • 3 Beds
    • 3 Baths
    • 2,204 Sq Ft
    • Built 1985

    Last Sold Summary

    • $227/SF
    • 23 Days On Market

    Current Estimated Value $506,484

    Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    4309 Enright Ct, Winter Park, FL 32792
  • 7783 Country Place Unit J2, Winter Park, FL 32792
    7783 Country Place Unit J2, Winter Park, FL 32792
    /2

    $260,000 Sold Apr 21, 2025

    7783 Country Place Unit J2, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,230 Sq Ft
    • Built 1988

    Last Sold Summary

    • 7% Below List Price
    • $211/SF
    • 102 Days On Market

    Current Estimated Value $262,421

    Last Listing Agent Patty Munsey FANNIE HILLMAN & ASSOCIATES

    7783 Country Place Unit J2, Winter Park, FL 32792
  • 1021 Mare Bello Dr, Winter Park, FL 32792
    1021 Mare Bello Dr, 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 $406,458

    Last Listing Agent Lori Hutchinson THE WILKINS WAY LLC

    1021 Mare Bello Dr, Winter Park, FL 32792
  • 7344 Swallow Run Unit 7344, Winter Park, FL 32792
    7344 Swallow Run Unit 7344, 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 $134,021

    Last Listing Agent Merigan Barton DON HARKINS REALTY LLC

    7344 Swallow Run Unit 7344, Winter Park, FL 32792
  • 1915 S Lakemont Ave, Winter Park, FL 32792
    1915 S Lakemont Ave, Winter Park, FL 32792
    /2

    $800,000 Sold Mar 07, 2025

    1915 S Lakemont Ave, Winter Park, FL 32792

    • 3 Beds
    • 3.5 Baths
    • 2,104 Sq Ft
    • Built 2024

    Last Sold Summary

    • 9% Below List Price
    • $380/SF
    • 149 Days On Market

    Current Estimated Value $811,283

    Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

    1915 S Lakemont Ave, Winter Park, FL 32792
  • 490 Shoreview Ave, Winter Park, FL 32789
    490 Shoreview Ave, Winter Park, FL 32789
    /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 $598,665

    Last Listing Agent Justin Harvey FLORIDA HOME TEAM REALTY LLC

    490 Shoreview Ave, Winter Park, FL 32789
  • 3310 Royal St, Winter Park, FL 32792
    3310 Royal St, Winter Park, FL 32792
    /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 $265,196

    Last Listing Agent Kevin Schudel BUY IT INC

    3310 Royal St, Winter Park, FL 32792
  • 220 N Ranger Blvd, Winter Park, FL 32792
    220 N Ranger Blvd, Winter Park, FL 32792
    /2

    $530,000 Sold May 28, 2025

    220 N Ranger Blvd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,590 Sq Ft
    • Built 1963

    Last Sold Summary

    • $333/SF

    Current Estimated Value $522,719

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

    220 N Ranger Blvd, Winter Park, FL 32792

Showing Results 521 - 560, Page 14 of 18

Florida Orange County Winter Park

Recently Sold Real Estate & Homes in Winter Park, FL

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