1,126

Recently Sold Winter Park, FL Homes

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    $429,999 Sold Oct 21, 2025

    105 Conrad Ct, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,573 Sq Ft
    • Built 1958

    Last Sold Summary

    • $273/SF
    • 24 Days On Market

    Current Estimated Value $435,594

    Last Listing Agent Pam Grabenhorst THE WILKINS WAY LLC

    105 Conrad Ct, Winter Park, FL 32789
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    $292,000 Sold May 16, 2025

    712 Baffie Ave, Winter Park, FL 32789

    • 3 Beds
    • 1 Bath
    • 1,304 Sq Ft
    • Built 1925

    Last Sold Summary

    • 10% Below List Price
    • $224/SF
    • 7 Days On Market

    Current Estimated Value $318,432

    Last Listing Agent Bobby Livera BALDWIN PARK REALTY LLC

    712 Baffie Ave, Winter Park, FL 32789
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    $600,000 Sold Jan 23, 2026

    2817 Fitzooth Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,619 Sq Ft
    • Built 1965

    Last Sold Summary

    • 6% Below List Price
    • $371/SF
    • 36 Days On Market

    Current Estimated Value $593,145

    Last Listing Agent Diego Trujillo-Castillo DJ & LINDSEY REAL ESTATE

    2817 Fitzooth Dr, Winter Park, FL 32792
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    $100,000 Sold Sep 09, 2025

    7429 Daniel Webster Dr Unit 13, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft
    • Built 1974

    Last Sold Summary

    • 8% Below List Price
    • $97/SF
    • 38 Days On Market

    Current Estimated Value $101,522

    Last Listing Agent Pedro Ramos KELLER WILLIAMS ADVANTAGE REALTY

    7429 Daniel Webster Dr Unit 13, Winter Park, FL 32792
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    $1,300,000 Sold Jan 02, 2026

    1400 S Pennsylvania Ave, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,310 Sq Ft
    • Built 1962

    Last Sold Summary

    • 6% Below List Price
    • $563/SF
    • 333 Days On Market

    Current Estimated Value $1,239,813

    Last Listing Agent Jack Keller JACK KELLER INC

    1400 S Pennsylvania Ave, Winter Park, FL 32789
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    $1,050,000 Sold Dec 05, 2025

    620 Virginia Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,577 Sq Ft
    • Built 1965

    Last Sold Summary

    • 6% Above List Price
    • $666/SF
    • 0 Days On Market

    Current Estimated Value $1,057,759

    Last Listing Agent Jason Gilkey GILKEY REAL ESTATE

    620 Virginia Dr, Winter Park, FL 32789
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    $575,000 Sold May 27, 2025

    1230 N Denning Dr, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 972 Sq Ft
    • Built 1952

    Last Sold Summary

    • 3% Below List Price
    • $592/SF
    • 24 Days On Market

    Current Estimated Value $587,455

    Last Listing Agent Ed Klein FANNIE HILLMAN & ASSOCIATES

    1230 N Denning Dr, Winter Park, FL 32789
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    $75,000 Sold Nov 20, 2025

    3053 George Mason Ave Unit 7, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft
    • Built 1974

    Last Sold Summary

    • 25% Below List Price
    • $73/SF
    • 85 Days On Market

    Last Listing Agent John Muccigrosso RE/MAX 200 REALTY

    3053 George Mason Ave Unit 7, Winter Park, FL 32792
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    $110,000 Sold Sep 15, 2025

    1000 S Semoran Blvd Unit 415, Winter Park, FL 32792

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

    Last Sold Summary

    • 18% Below List Price
    • $150/SF
    • 78 Days On Market

    Current Estimated Value $104,573

    Last Listing Agent Jhoana Loyo Urrutia LA ROSA REALTY LLC

    1000 S Semoran Blvd Unit 415, Winter Park, FL 32792
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    $465,000 Sold Oct 21, 2025

    130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789

    • 2 Beds
    • 2.5 Baths
    • 1,536 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Below List Price
    • $303/SF
    • 75 Days On Market

    Current Estimated Value $456,449

    Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

    130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789
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    $260,000 Sold Aug 07, 2025

    3015 Casselwood St, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Built 1981

    Last Sold Summary

    • 3% Below List Price
    • $241/SF
    • 18 Days On Market

    Current Estimated Value $262,012

    Last Listing Agent Michelle Parrish PARRISH REALTY GROUP INC

    3015 Casselwood St, Winter Park, FL 32792
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    $445,000 Sold May 23, 2025

    2207 Winter Woods Blvd, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,710 Sq Ft
    • Built 1969

    Last Sold Summary

    • 7% Below List Price
    • $260/SF
    • 89 Days On Market

    Current Estimated Value $442,829

    Last Listing Agent Abigail Vollmann COLDWELL BANKER PARADISE

    2207 Winter Woods Blvd, Winter Park, FL 32792
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    $1,555,000 Sold Sep 12, 2025

    817 Antonette Ave, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 3,971 Sq Ft
    • Built 1990

    Last Sold Summary

    • 22% Below List Price
    • $392/SF
    • 146 Days On Market

    Current Estimated Value $1,566,037

    Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

    817 Antonette Ave, Winter Park, FL 32789
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    $1,550,000 Sold May 30, 2025

    1181 Via Capri, Winter Park, FL 32789

    • Land
    • 0.3 Acre
    • $5,166,667 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 42 Days On Market

    Current Estimated Value $1,707,399

    Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES

    1181 Via Capri, Winter Park, FL 32789
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    $363,000 Sold Jan 23, 2026

    1436 Auburn Green Loop, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,415 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Above List Price
    • $257/SF
    • 9 Days On Market

    Current Estimated Value $358,066

    Last Listing Agent Victoria Myers RE/MAX TOWN & COUNTRY REALTY

    1436 Auburn Green Loop, Winter Park, FL 32792
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    $367,500 Sold Nov 17, 2025

    1975 Staunton Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1949

    Last Sold Summary

    • 15% Below List Price
    • $306/SF
    • 225 Days On Market

    Current Estimated Value $362,713

    Last Listing Agent Marion McGrath ABSOLUTE REALTY GROUP, LLC

    1975 Staunton Ave, Winter Park, FL 32789
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    $1,516,500 Sold Apr 24, 2025

    335 Beloit Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,420 Sq Ft
    • Built 1978

    Last Sold Summary

    • 5% Below List Price
    • $627/SF
    • 31 Days On Market

    Current Estimated Value $1,513,830

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    335 Beloit Ave, Winter Park, FL 32789
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    $192,000 Sold Jul 16, 2025

    4878 Tangerine Ave, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,059 Sq Ft
    • Built 1973

    Last Sold Summary

    • 7% Below List Price
    • $181/SF
    • 40 Days On Market

    Current Estimated Value $182,248

    Last Listing Agent Arthur Love LA ROSA REALTY ORLANDO LLC

    4878 Tangerine Ave, Winter Park, FL 32792
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    $535,000 Sold May 02, 2025

    2012 Loch Berry Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,522 Sq Ft
    • Built 1956

    Last Sold Summary

    • 5% Below List Price
    • $352/SF
    • 1 Day On Market

    Current Estimated Value $1,872,527

    Last Listing Agent Al Sines PREMIER SOTHEBY'S INTL. REALTY

    2012 Loch Berry Rd, Winter Park, FL 32792
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    $1,250,000 Sold Aug 29, 2025

    1621 Hillcrest Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,755 Sq Ft
    • Built 1947

    Last Sold Summary

    • $454/SF
    • 0 Days On Market

    Current Estimated Value $1,264,108

    Last Listing Agent Julie Glass KEYSEEKERS REAL ESTATE

    1621 Hillcrest Ave, Winter Park, FL 32789
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    $749,900 Sold Oct 14, 2025

    1465 Lone Feather Trail, Winter Park, FL 32792

    • 4 Beds
    • 3.5 Baths
    • 2,582 Sq Ft
    • Built 2021

    Last Sold Summary

    • $290/SF
    • 11 Days On Market

    Current Estimated Value $738,477

    Last Listing Agent Chris Watts THE TEAM REAL ESTATE GROUP INC

    1465 Lone Feather Trail, Winter Park, FL 32792
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    $6,300,000 Sold Nov 04, 2025

    1308 Green Cove Rd, Winter Park, FL 32789

    • 4 Beds
    • 5.5 Baths
    • 6,981 Sq Ft
    • Built 1990

    Last Sold Summary

    • $902/SF
    • 0 Days On Market

    Current Estimated Value $6,327,408

    Last Listing Agent Nicole Seybold FANNIE HILLMAN & ASSOCIATES

    1308 Green Cove Rd, Winter Park, FL 32789
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    $1,340,000 Sold May 28, 2025

    571 Lakefront Blvd, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 5,500 Sq Ft
    • Built 1967

    Last Sold Summary

    • 68% Below List Price
    • $244/SF
    • 293 Days On Market

    Current Estimated Value $1,358,927

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

    571 Lakefront Blvd, Winter Park, FL 32789
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    $445,000 Sold Dec 17, 2025

    2380 Shadowland Loop, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 2,076 Sq Ft
    • Built 2020

    Last Sold Summary

    • 4% Below List Price
    • $214/SF
    • 45 Days On Market

    Current Estimated Value $443,985

    Last Listing Agent Cristian Cen Chen SIMPSON REALTY LLC

    2380 Shadowland Loop, Winter Park, FL 32792
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    $1,450,000 Sold Apr 11, 2025

    141 W Lake Sue Ave, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 1,559 Sq Ft
    • Built 1951

    Last Sold Summary

    • $930/SF

    Current Estimated Value $1,575,417

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

    141 W Lake Sue Ave, Winter Park, FL 32789
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    $455,000 Sold Mar 03, 2026

    1221 Valley Creek Run, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,916 Sq Ft
    • Built 1994

    Last Sold Summary

    • 1% Above List Price
    • $237/SF
    • 3 Days On Market

    Current Estimated Value $464,825

    Last Listing Agent Tricia Jenkins LPT REALTY, LLC

    1221 Valley Creek Run, Winter Park, FL 32792
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    $675,000 Sold Apr 11, 2025

    604 Darcey Dr, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,258 Sq Ft
    • Built 1968

    Last Sold Summary

    • 3% Below List Price
    • $299/SF
    • 4 Days On Market

    Current Estimated Value $682,569

    Last Listing Agent Tiffany Grindstaff KELLY PRICE & COMPANY LLC

    604 Darcey Dr, Winter Park, FL 32792
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    $315,000 Sold Mar 27, 2026

    2249 Minnesota Ave, Winter Park, FL 32789

    • 4 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Built 1955

    Last Sold Summary

    • 28% Below List Price
    • $205/SF
    • 42 Days On Market

    Current Estimated Value $415,430

    Last Listing Agent Emily Nickley MARKET CONNECT REALTY LLC

    2249 Minnesota Ave, Winter Park, FL 32789
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    $350,000 Sold Jun 11, 2025

    1517 Florentino Ln, Winter Park, FL 32792

    • 2 Beds
    • 2.5 Baths
    • 1,550 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Below List Price
    • $226/SF
    • 27 Days On Market

    Current Estimated Value $339,566

    Last Listing Agent Lou DiBerardino KELLER WILLIAMS WINTER PARK

    1517 Florentino Ln, Winter Park, FL 32792
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    $80,000 Sold Jun 30, 2025

    348 Scottsdale Square, Winter Park, FL 32792

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

    Last Sold Summary

    • 27% Below List Price
    • $106/SF
    • 3 Days On Market

    Current Estimated Value $74,018

    Last Listing Agent Alan Barbosa DALTON WADE INC

    348 Scottsdale Square, Winter Park, FL 32792
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    $575,000 Sold Jun 11, 2025

    4353 Steed Terrace, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,275 Sq Ft
    • Built 1989

    Last Sold Summary

    • $253/SF
    • 4 Days On Market

    Current Estimated Value $579,491

    Last Listing Agent Ingrid Livingston COLDWELL BANKER REALTY

    4353 Steed Terrace, Winter Park, FL 32792
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    $265,000 Sold Jul 31, 2025

    5164 Lazy Oaks Dr, Winter Park, FL 32792

    • 2 Beds
    • 2.5 Baths
    • 1,236 Sq Ft
    • Built 1984

    Last Sold Summary

    • 5% Below List Price
    • $214/SF
    • 8 Days On Market

    Current Estimated Value $252,759

    Last Listing Agent Jeremy Wood KELLER WILLIAMS HERITAGE REALTY

    5164 Lazy Oaks Dr, Winter Park, FL 32792
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    $198,000 Sold Feb 20, 2026

    7457 Belle River Ct Unit 12, Winter Park, FL 32792

    • 2 Beds
    • 2.5 Baths
    • 1,031 Sq Ft
    • Built 1983

    Last Sold Summary

    • 6% Below List Price
    • $192/SF
    • 88 Days On Market

    Current Estimated Value $203,070

    Last Listing Agent Jasmin Cabral LIFESTYLE INTERNATIONAL REALTY

    7457 Belle River Ct Unit 12, Winter Park, FL 32792
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    $455,000 Sold Aug 20, 2025

    3304 Bennington Ct, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,804 Sq Ft
    • Built 2003

    Last Sold Summary

    • 4% Below List Price
    • $252/SF
    • 59 Days On Market

    Current Estimated Value $457,223

    Last Listing Agent Peter Hamilton DAHLIA REALTY GROUP

    3304 Bennington Ct, Winter Park, FL 32792
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    $4,430,000 Sold Oct 09, 2025

    2161 Sharon Rd, Winter Park, FL 32789

    • 5 Beds
    • 6.5 Baths
    • 6,338 Sq Ft
    • Built 2023

    Last Sold Summary

    • 11% Below List Price
    • $699/SF
    • 247 Days On Market

    Current Estimated Value $4,294,685

    Last Listing Agent Marcio Tannus LA ROSA REALTY HORIZONS LLC

    2161 Sharon Rd, Winter Park, FL 32789
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    $519,180 Sold Jul 08, 2025

    2518 Sweetwater Trail, Winter Park, FL 32789

    • 4 Beds
    • 2 Baths
    • 2,205 Sq Ft
    • Built 1965

    Last Sold Summary

    • 21% Below List Price
    • $235/SF
    • 201 Days On Market

    Current Estimated Value $579,566

    Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    2518 Sweetwater Trail, Winter Park, FL 32789
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    $1,565,000 Sold Sep 24, 2025

    1450 Glencoe Rd, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,662 Sq Ft
    • Built 1952

    Last Sold Summary

    • 1% Below List Price
    • $588/SF
    • 42 Days On Market

    Current Estimated Value $1,560,730

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1450 Glencoe Rd, Winter Park, FL 32789
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    $600,000 Sold Apr 04, 2025

    631 Callahan St, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,751 Sq Ft
    • Built 1950

    Last Sold Summary

    • 8% Below List Price
    • $343/SF
    • 41 Days On Market

    Current Estimated Value $618,158

    Last Listing Agent Yousef Zeidan RE/MAX PRIME PROPERTIES

    631 Callahan St, Winter Park, FL 32789
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    $414,000 Sold Feb 19, 2026

    740 Baffie Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 1960

    Last Sold Summary

    • 12% Below List Price
    • $284/SF
    • 94 Days On Market

    Current Estimated Value $425,153

    Last Listing Agent Chris Creegan CREEGAN GROUP

    740 Baffie Ave, Winter Park, FL 32789
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    $240,000 Sold Sep 10, 2025

    2480 Tahoe Cir, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft
    • Built 1980

    Last Sold Summary

    • 9% Below List Price
    • $205/SF
    • 41 Days On Market

    Current Estimated Value $223,675

    Last Listing Agent Michael Wood UNITED REAL ESTATE PREFERRED

    2480 Tahoe Cir, Winter Park, FL 32792

Showing Results 441 - 480, Page 12 of 18

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