Recently Sold Winter Park, FL Homes

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  $375,000 Sold Apr 01, 2025

  565 Heritage Blvd, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1967

  Last Sold Summary

  • 13% Below List Price
  • $248/SF
  • 320 Days On Market

  Current Estimated Value $379,277

  Last Listing Agent Bethanne Baer BEAR TEAM REAL ESTATE

  565 Heritage Blvd, Winter Park, FL 32792
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  $1,942,000 Sold Jul 14, 2025

  1394 Stewart St, Winter Park, FL 32789

  • 5 Beds
  • 5 Baths
  • 3,907 Sq Ft
  • Built 1961

  Last Sold Summary

  • 12% Below List Price
  • $497/SF
  • 50 Days On Market

  Current Estimated Value $1,945,055

  Last Listing Agent Richard Vaughn REALTY ONE GROUP INSPIRATION

  1394 Stewart St, Winter Park, FL 32789
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  $1,010,000 Sold Sep 30, 2025

  2880 Old Castle Dr, Winter Park, FL 32792

  • 5 Beds
  • 4.5 Baths
  • 3,839 Sq Ft
  • Built 1993

  Last Sold Summary

  • 10% Below List Price
  • $263/SF
  • 90 Days On Market

  Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

  2880 Old Castle Dr, Winter Park, FL 32792
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  $437,000 Sold Jan 24, 2025

  3324 Alena Ct, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,873 Sq Ft
  • Built 1971

  Last Sold Summary

  • $233/SF
  • 15 Days On Market

  Current Estimated Value $434,611

  Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY

  3324 Alena Ct, Winter Park, FL 32792
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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

  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 $310,842

  Last Listing Agent Bobby Livera BALDWIN PARK REALTY LLC

  712 Baffie Ave, Winter Park, FL 32789
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  $249,900 Sold Mar 27, 2025

  2337 Antilles Dr, Winter Park, FL 32792

  • 2 Beds
  • 1 Bath
  • 849 Sq Ft
  • Built 1979

  Last Sold Summary

  • $294/SF
  • 20 Days On Market

  Current Estimated Value $244,720

  Last Listing Agent Diane Sterling KELLER WILLIAMS ADVANTAGE REALTY

  2337 Antilles 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 $102,919

  Last Listing Agent Pedro Ramos ROCKER'S REAL ESTATE, LLC

  7429 Daniel Webster Dr Unit 13, Winter Park, FL 32792
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  $1,635,000 Sold Dec 27, 2024

  2619 Lafayette Ave, Winter Park, FL 32789

  • 3 Beds
  • 4 Baths
  • 2,835 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $577/SF
  • 2 Days On Market

  Current Estimated Value $1,591,272

  Last Listing Agent Ahmad Hassan COMPASS FLORIDA LLC

  2619 Lafayette Ave, Winter Park, FL 32789
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  $220,000 Sold Jan 05, 2025

  1250 S Denning Dr Unit 210, Winter Park, FL 32789

  • 2 Beds
  • 1.5 Baths
  • 908 Sq Ft
  • Built 1967

  Last Sold Summary

  • 15% Below List Price
  • $242/SF
  • 133 Days On Market

  Current Estimated Value $235,656

  Last Listing Agent Tina Beshara REALTY GROUP SPECIALISTS, LLC

  1250 S Denning Dr Unit 210, 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

  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 $561,098

  Last Listing Agent Ed Klein FANNIE HILLMAN & ASSOCIATES

  1230 N Denning Dr, Winter Park, FL 32789
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  $1,005,000 Sold Feb 05, 2025

  627 N Interlachen Ave Unit B, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,610 Sq Ft
  • Built 1981

  Last Sold Summary

  • 16% Below List Price
  • $624/SF
  • 164 Days On Market

  Current Estimated Value $1,003,559

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

  627 N Interlachen Ave Unit B, 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 $107,792

  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

  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 $263,382

  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 $441,424

  Last Listing Agent Abby Moyer COLDWELL BANKER PARADISE

  2207 Winter Woods Blvd, Winter Park, FL 32792
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  $449,000 Sold Jan 30, 2025

  2112 Staunton Ave, Winter Park, FL 32789

  • 3 Beds
  • 1 Bath
  • 1,438 Sq Ft
  • Built 1954

  Last Sold Summary

  • $312/SF
  • 12 Days On Market

  Current Estimated Value $449,971

  Last Listing Agent Stacey Payne PREFERRED REAL ESTATE BROKERS

  2112 Staunton Ave, Winter Park, FL 32789
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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 $1,567,703

  Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

  817 Antonette Ave, Winter Park, FL 32789
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  $98,000 Sold Jan 17, 2025

  335 Scottsdale Square Unit 335, Winter Park, FL 32792

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

  Last Sold Summary

  • 22% Below List Price
  • $130/SF
  • 159 Days On Market

  Current Estimated Value $85,965

  Last Listing Agent Michel Pineda HOMERIVER GROUP

  335 Scottsdale Square Unit 335, Winter Park, FL 32792
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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

  Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  1181 Via Capri, Winter Park, FL 32789
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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

  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 $1,476,670

  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 $189,686

  Last Listing Agent Arthur Love LA ROSA REALTY ORLANDO LLC

  4878 Tangerine Ave, Winter Park, FL 32792
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  $295,000 Sold Feb 07, 2025

  218 Balfour Dr Unit 12, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,256 Sq Ft
  • Built 1985

  Last Sold Summary

  • $235/SF
  • 19 Days On Market

  Current Estimated Value $299,913

  Last Listing Agent Dawn Romance FANNIE HILLMAN & ASSOCIATES

  218 Balfour Dr Unit 12, 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 $541,066

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

  2012 Loch Berry Rd, Winter Park, FL 32792
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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

  Last Listing Agent Chris Watts THE TEAM REAL ESTATE GROUP INC

  1465 Lone Feather Trail, 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 $1,254,137

  Last Listing Agent Julie Glass KEYSEEKERS REAL ESTATE

  1621 Hillcrest Ave, Winter Park, FL 32789
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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

  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 $1,340,403

  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

  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

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

  141 W Lake Sue Ave, Winter Park, FL 32789
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  $3,450,000 Sold Feb 04, 2025

  1821 Summerland Ave, Winter Park, FL 32789

  • 5 Beds
  • 4.5 Baths
  • 5,097 Sq Ft
  • Built 2014

  Last Sold Summary

  • 1% Below List Price
  • $677/SF
  • 0 Days On Market

  Current Estimated Value $3,462,326

  Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  1821 Summerland Ave, Winter Park, FL 32789
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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 $678,902

  Last Listing Agent Tiffany Grindstaff KELLY PRICE & COMPANY LLC

  604 Darcey Dr, Winter Park, FL 32792
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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 $346,990

  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 $80,508

  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 $579,479

  Last Listing Agent Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

  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 $269,061

  Last Listing Agent Jeremy Wood KELLER WILLIAMS HERITAGE REALTY

  5164 Lazy Oaks Dr, Winter Park, FL 32792
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  $1,400,000 Sold Feb 04, 2025

  907 Moss Ln, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,503 Sq Ft
  • Built 2003

  Last Sold Summary

  • 6% Below List Price
  • $559/SF
  • 8 Days On Market

  Current Estimated Value $1,387,669

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

  907 Moss Ln, Winter Park, FL 32789

Showing Results 441 - 480, Page 12 of 18