Recently Sold Winter Park, FL Homes

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  $1,002,000 Sold May 31, 2025

  1265 Park Pointe Ln, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,295 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Above List Price
  • $437/SF
  • 4 Days On Market

  Current Estimated Value $1,006,067

  Last Listing Agent Frances Speights KELLER WILLIAMS ADVANTAGE III

  1265 Park Pointe Ln, Winter Park, FL 32789
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  $649,000 Sold Oct 17, 2025

  2304 Depauw Ave, Orlando, FL 32804

  • 3 Beds
  • 2.5 Baths
  • 1,668 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $389/SF
  • 199 Days On Market

  Current Estimated Value $657,000

  David Weekley Homes Central Living - Downtown

  2304 Depauw Ave, Orlando, FL 32804
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  $230,000 Sold Aug 29, 2025

  1500 Gay Rd Unit 7A, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft
  • Built 1972

  Last Sold Summary

  • 6% Below List Price
  • $224/SF
  • 205 Days On Market

  Last Listing Agent Sean McCartney PRISTINE FLORIDA PROPERTIES LLC

  1500 Gay Rd Unit 7A, Winter Park, FL 32789
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  $3,450,000 Sold Jul 25, 2025

  182 N Phelps Ave, Winter Park, FL 32789

  • 4 Beds
  • 5 Baths
  • 4,812 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Below List Price
  • $717/SF
  • 61 Days On Market

  Current Estimated Value $3,181,636

  Last Listing Agent Marcio Tannus LA ROSA REALTY HORIZONS LLC

  182 N Phelps Ave, Winter Park, FL 32789
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  $905,000 Sold Mar 11, 2026

  5325 Cypress Reserve Place, Winter Park, FL 32792

  • 5 Beds
  • 3.5 Baths
  • 3,598 Sq Ft
  • Built 1998

  Last Sold Summary

  • 5% Below List Price
  • $252/SF
  • 322 Days On Market

  Current Estimated Value $885,231

  Last Listing Agent Dori Estrada AXEN REALTY, LLC

  5325 Cypress Reserve Place, Winter Park, FL 32792
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  $180,000 Sold Jan 06, 2026

  2941 Antique Oaks Cir Unit 79, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,018 Sq Ft
  • Built 1984

  Last Sold Summary

  • 3% Below List Price
  • $177/SF
  • 8 Days On Market

  Current Estimated Value $181,621

  Last Listing Agent Chris Bessette KELLER WILLIAMS CLASSIC

  2941 Antique Oaks Cir Unit 79, Winter Park, FL 32792
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  $1,950,000 Sold Sep 16, 2025

  141 Oakwood Way, Winter Park, FL 32789

  • 5 Beds
  • 4 Baths
  • 3,909 Sq Ft
  • Built 2015

  Last Sold Summary

  • 14% Below List Price
  • $499/SF
  • 170 Days On Market

  Current Estimated Value $1,959,270

  Last Listing Agent Nicole Rader MAINFRAME REAL ESTATE

  141 Oakwood Way, Winter Park, FL 32789
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  $170,000 Sold Jun 09, 2025

  3208 Oak Lawn Place Unit 218, Winter Park, FL 32792

  • 2 Beds
  • 2.5 Baths
  • 1,031 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Below List Price
  • $165/SF
  • 53 Days On Market

  Current Estimated Value $172,227

  Last Listing Agent Ali Khaku, MBA DALTON WADE INC

  3208 Oak Lawn Place Unit 218, Winter Park, FL 32792
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  $145,000 Sold Apr 23, 2026

  2500 Lee Rd Unit 243, Winter Park, FL 32789

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

  Last Sold Summary

  • 28% Below List Price
  • $225/SF
  • 286 Days On Market

  Last Listing Agent Sue Gilman KELLER WILLIAMS WINTER PARK

  2500 Lee Rd Unit 243, Winter Park, FL 32789
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  $850,000 Sold Mar 31, 2026

  1929 S Lakemont Ave, Winter Park, FL 32792

  • 3 Beds
  • 3.5 Baths
  • 2,160 Sq Ft
  • Built 2023

  Last Sold Summary

  • 10% Below List Price
  • $394/SF
  • 91 Days On Market

  Current Estimated Value $907,218

  Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

  1929 S Lakemont Ave, Winter Park, FL 32792
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  $912,500 Sold Jan 14, 2026

  210 Laurel Park Ct, Winter Park, FL 32792

  • 4 Beds
  • 3 Baths
  • 2,838 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Below List Price
  • $322/SF
  • 25 Days On Market

  Current Estimated Value $908,796

  Last Listing Agent Alireza Partovi EXP REALTY LLC

  210 Laurel Park Ct, Winter Park, FL 32792
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  $324,000 Sold Jun 17, 2025

  1920 Magnolia Ave, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft
  • Built 1986

  Last Sold Summary

  • $242/SF

  Current Estimated Value $340,869

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

  1920 Magnolia Ave, Winter Park, FL 32792
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  $485,000 Sold Aug 18, 2025

  1921 Japonica Rd, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 2,171 Sq Ft
  • Built 1971

  Last Sold Summary

  • $223/SF
  • 11 Days On Market

  Current Estimated Value $495,539

  Last Listing Agent Jose Gabriel Rodriguez COLDWELL BANKER REALTY

  1921 Japonica Rd, Winter Park, FL 32792
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  $335,000 Sold Oct 31, 2025

  3525 Baxter Dr, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1970

  Last Sold Summary

  • 14% Above List Price
  • $215/SF
  • 5 Days On Market

  Current Estimated Value $326,527

  Last Listing Agent Ashley Fisak COLDWELL BANKER REALTY

  3525 Baxter Dr, Winter Park, FL 32792
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  $1,100,000 Sold May 29, 2025

  708 Balmoral Rd, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,786 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Below List Price
  • $395/SF
  • 130 Days On Market

  Current Estimated Value $1,126,539

  Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

  708 Balmoral Rd, Winter Park, FL 32789
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  $699,000 Sold Jun 30, 2025

  1632 Haven Dr, Orlando, FL 32803

  • 3 Beds
  • 2.5 Baths
  • 1,772 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $394/SF
  • 110 Days On Market

  Current Estimated Value $496,000

  Last Listing Agent Robert St. Pierre WEEKLEY HOMES REALTY COMPANY

  1632 Haven Dr, Orlando, FL 32803
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  $689,500 Sold Jul 19, 2025

  1129 Golfside Dr, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 1978

  Last Sold Summary

  • 5% Below List Price
  • $394/SF
  • 21 Days On Market

  Current Estimated Value $673,583

  Last Listing Agent Tess Muccigrosso RE/MAX 200 REALTY

  1129 Golfside Dr, Winter Park, FL 32792
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  $893,000 Sold Oct 09, 2025

  2890 Wild Ginger Ct, Winter Park, FL 32792

  • 4 Beds
  • 4.5 Baths
  • 3,408 Sq Ft
  • Built 1993

  Last Sold Summary

  • 27% Below List Price
  • $262/SF
  • 78 Days On Market

  Current Estimated Value $892,310

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

  2890 Wild Ginger Ct, Winter Park, FL 32792
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  $800,200 Sold Oct 03, 2025

  4107 Gabriella Ln, Winter Park, FL 32792

  • 4 Beds
  • 3.5 Baths
  • 3,074 Sq Ft
  • Built 1998

  Last Sold Summary

  • 33% Below List Price
  • $260/SF
  • 112 Days On Market

  Current Estimated Value $966,076

  Last Listing Agent Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY

  4107 Gabriella Ln, Winter Park, FL 32792
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  $396,477 Sold May 20, 2025

  7543 Dockside St, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Above List Price
  • $276/SF
  • 7 Days On Market

  Current Estimated Value $400,602

  Last Listing Agent Juan Matias LPT REALTY, LLC

  7543 Dockside St, Winter Park, FL 32792
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  $3,020,000 Sold Oct 02, 2025

  1820 Englewood Rd, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 4,263 Sq Ft
  • Built 2015

  Last Sold Summary

  • 8% Below List Price
  • $708/SF
  • 70 Days On Market

  Current Estimated Value $3,004,771

  Last Listing Agent David Hung KELLER WILLIAMS ADVANTAGE III

  1820 Englewood Rd, Winter Park, FL 32789
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  $1,120,000 Sold Jan 08, 2026

  5236 Lake Howell Rd, Winter Park, FL 32792

  • 4 Beds
  • 3 Baths
  • 3,710 Sq Ft
  • Built 2025

  Last Sold Summary

  • 23% Below List Price
  • $302/SF
  • 129 Days On Market

  Current Estimated Value $1,074,766

  Last Listing Agent Troy Hensley BHHS FLORIDA REALTY

  5236 Lake Howell Rd, Winter Park, FL 32792
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  $423,000 Sold Aug 07, 2025

  2812 Bright Bird Ln, Winter Park, FL 32792

  • 3 Beds
  • 2.5 Baths
  • 1,907 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Below List Price
  • $222/SF
  • 87 Days On Market

  Current Estimated Value $431,251

  Last Listing Agent Jessica Snyder LPT REALTY, LLC

  2812 Bright Bird Ln, Winter Park, FL 32792
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  $760,000 Sold Jul 17, 2025

  2159 Marsh Sedge Ln, Winter Park, FL 32792

  • 4 Beds
  • 3 Baths
  • 2,192 Sq Ft
  • Built 2019

  Last Sold Summary

  • 4% Below List Price
  • $347/SF
  • 42 Days On Market

  Current Estimated Value $767,563

  Last Listing Agent Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

  2159 Marsh Sedge Ln, Winter Park, FL 32792
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  $450,000 Sold Jul 22, 2025

  1624 Little Wren Ln, Winter Park, FL 32792

  • 3 Beds
  • 2.5 Baths
  • 2,308 Sq Ft
  • Built 2019

  Last Sold Summary

  • 5% Below List Price
  • $195/SF
  • 23 Days On Market

  Current Estimated Value $468,312

  Last Listing Agent Steven Kwong CHARLES RUTENBERG REALTY ORLANDO

  1624 Little Wren Ln, Winter Park, FL 32792
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  $389,900 Sold Mar 18, 2026

  700 Melrose Ave Unit M4, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Below List Price
  • $363/SF
  • 7 Days On Market

  Current Estimated Value $383,763

  Last Listing Agent Mary Harmening ROAM FLORIDA REALTY LLC

  700 Melrose Ave Unit M4, Winter Park, FL 32789
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  $605,000 Sold Dec 22, 2025

  2478 Whitehall Cir, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 2,256 Sq Ft
  • Built 1965

  Last Sold Summary

  • 19% Below List Price
  • $268/SF
  • 123 Days On Market

  Current Estimated Value $612,149

  Last Listing Agent Erica Magtira LPT REALTY, LLC

  2478 Whitehall Cir, Winter Park, FL 32792
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  $260,000 Sold Apr 03, 2026

  3580 Wilde Ave, Winter Park, FL 32792

  • Land
  • 35,283 Sq Ft
  • $320,988 per Acre

  Last Sold Summary

  • 340 Days On Market

  Current Estimated Value $257,181

  Last Listing Agent Gwendolen Flynn COLDWELL BANKER REALTY

  3580 Wilde Ave, Winter Park, FL 32792
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  $417,100 Sold Nov 24, 2025

  690 Osceola Ave Unit 502, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1969

  Last Sold Summary

  • 26% Below List Price
  • $298/SF
  • 196 Days On Market

  Current Estimated Value $437,105

  Last Listing Agent Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO

  690 Osceola Ave Unit 502, Winter Park, FL 32789
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  $435,800 Sold Apr 27, 2026

  5418 Ardmore Dr, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Below List Price
  • $279/SF
  • 5 Days On Market

  Current Estimated Value $427,547

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  5418 Ardmore Dr, Winter Park, FL 32792
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  $1,200,000 Sold Mar 20, 2026

  950 Aragon Ave, Winter Park, FL 32789

  • 4 Beds
  • 2.5 Baths
  • 2,592 Sq Ft
  • Built 2020

  Last Sold Summary

  • $463/SF
  • 5 Days On Market

  Current Estimated Value $1,184,514

  Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

  950 Aragon Ave, Winter Park, FL 32789
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  $1,206,400 Sold Oct 15, 2025

  4048 Gilder Rose Place, Winter Park, FL 32792

  • 4 Beds
  • 3.5 Baths
  • 3,321 Sq Ft
  • Built 1992

  Last Sold Summary

  • $363/SF
  • 101 Days On Market

  Current Estimated Value $1,198,506

  Last Listing Agent Abby Greenberg COMPASS FLORIDA LLC

  4048 Gilder Rose Place, Winter Park, FL 32792
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  $487,500 Sold Mar 26, 2026

  275 N Ranger Blvd, Winter Park, FL 32792

  • 4 Beds
  • 3 Baths
  • 1,864 Sq Ft
  • Built 1965

  Last Sold Summary

  • 2% Below List Price
  • $262/SF
  • 2 Days On Market

  Current Estimated Value $498,763

  Last Listing Agent David Augello ON POINT REALTY LLC

  275 N Ranger Blvd, Winter Park, FL 32792
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  $72,000 Sold Jun 24, 2025

  273 Scottsdale Square Unit 273, Winter Park, FL 32792

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

  Last Sold Summary

  • 24% Below List Price
  • $92/SF
  • 4 Days On Market

  Current Estimated Value $75,230

  Last Listing Agent Erin Tompkins COLDWELL BANKER REALTY

  273 Scottsdale Square Unit 273, Winter Park, FL 32792
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  $630,000 Sold Apr 16, 2026

  649 Berwick Dr, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 1,943 Sq Ft
  • Built 1966

  Last Sold Summary

  • 3% Above List Price
  • $324/SF
  • 3 Days On Market

  Current Estimated Value $608,599

  Last Listing Agent Caroline Fiore MAINFRAME REAL ESTATE

  649 Berwick Dr, Winter Park, FL 32792
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  $660,000 Sold May 23, 2025

  2732 Lion Heart Rd, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,975 Sq Ft
  • Built 1962

  Last Sold Summary

  • $334/SF
  • 2 Days On Market

  Current Estimated Value $648,234

  Last Listing Agent Sue Grafton FANNIE HILLMAN & ASSOCIATES

  2732 Lion Heart Rd, Winter Park, FL 32792
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  $685,000 Sold May 27, 2025

  1321 Medinah Ct, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 2,446 Sq Ft
  • Built 1979

  Last Sold Summary

  • 9% Below List Price
  • $280/SF
  • 53 Days On Market

  Current Estimated Value $695,619

  Last Listing Agent Courtney Pelfrey MILLER GRANT AND COMPANY

  1321 Medinah Ct, Winter Park, FL 32792
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  $637,500 Sold Jan 16, 2026

  595 Huntington Ave Unit 4, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,951 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $327/SF
  • 149 Days On Market

  Current Estimated Value $637,457

  Last Listing Agent Andrew Livingston COLDWELL BANKER REALTY

  595 Huntington Ave Unit 4, Winter Park, FL 32789
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  $400,000 Sold May 29, 2025

  5144 Goldenrod Place Rd, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,467 Sq Ft
  • Built 1972

  Last Sold Summary

  • 6% Below List Price
  • $273/SF
  • 36 Days On Market

  Current Estimated Value $409,951

  Last Listing Agent Rebecca Sparks C. APOLLO REALTY INC

  5144 Goldenrod Place Rd, Winter Park, FL 32792
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  $1,250,000 Sold Dec 29, 2025

  359 Beloit Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,395 Sq Ft
  • Built 1979

  Last Sold Summary

  • $522/SF
  • 0 Days On Market

  Current Estimated Value $1,250,312

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  359 Beloit Ave, Winter Park, FL 32789

Showing Results 81 - 120, Page 3 of 18