1,127

Recently Sold Winter Park, FL Homes

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  • 195 Sandlewood Trail Unit 2, Winter Park, FL 32789
    195 Sandlewood Trail Unit 2, Winter Park, FL 32789
    /2

    $245,900 Sold Aug 11, 2025

    195 Sandlewood Trail Unit 2, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 1,132 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Below List Price
    • $217/SF
    • 2 Days On Market

    Current Estimated Value $262,032

    Last Listing Agent Matt Merdian MERDIAN REALTY LLC

    195 Sandlewood Trail Unit 2, Winter Park, FL 32789
  • 1570 Grove Terrace, Winter Park, FL 32789
    1570 Grove Terrace, Winter Park, FL 32789
    /2

    $725,000 Sold May 13, 2025

    1570 Grove Terrace, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,663 Sq Ft
    • Built 1991

    Last Sold Summary

    • $436/SF

    Current Estimated Value $758,527

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

    1570 Grove Terrace, Winter Park, FL 32789
  • 1371 Lyndale Blvd, Winter Park, FL 32789
    1371 Lyndale Blvd, Winter Park, FL 32789
    /2

    $1,300,000 Sold Sep 22, 2025

    1371 Lyndale Blvd, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,714 Sq Ft
    • Built 1949

    Last Sold Summary

    • 4% Below List Price
    • $479/SF
    • 8 Days On Market

    Current Estimated Value $1,273,815

    Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

    1371 Lyndale Blvd, Winter Park, FL 32789
  • 1189 Lazy Hollow Place, Winter Park, FL 32792
    1189 Lazy Hollow Place, Winter Park, FL 32792
    /2

    $421,700 Sold May 29, 2025

    1189 Lazy Hollow Place, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,525 Sq Ft
    • Built 1984

    Last Sold Summary

    • $277/SF
    • 7 Days On Market

    Current Estimated Value $416,529

    Last Listing Agent Virginia Silberstein ORLANDO EXPERT REALTY LLC

    1189 Lazy Hollow Place, Winter Park, FL 32792
  • 3425 Ferndell Dr, Winter Park, FL 32792
    3425 Ferndell Dr, Winter Park, FL 32792
    /2

    $405,000 Sold Jan 09, 2026

    3425 Ferndell Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,516 Sq Ft
    • Built 1966

    Last Sold Summary

    • 5% Below List Price
    • $267/SF
    • 164 Days On Market

    Current Estimated Value $397,449

    Last Listing Agent Ivanhoe Alvarez LOKATION

    3425 Ferndell Dr, Winter Park, FL 32792
  • 613 Orange Tree Ct Unit 507, Maitland, FL 32751
    613 Orange Tree Ct Unit 507, Maitland, FL 32751
    /2

    $235,000 Sold Jan 29, 2026

    613 Orange Tree Ct Unit 507, Maitland, FL 32751

    • 3 Beds
    • 2 Baths
    • 1,256 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $187/SF
    • 10 Days On Market

    Current Estimated Value $239,768

    Last Listing Agent Deborah Morris KELLER WILLIAMS ADVANTAGE REALTY

    613 Orange Tree Ct Unit 507, Maitland, FL 32751
  • 2206 Bonanza Ave, Winter Park, FL 32792
    2206 Bonanza Ave, Winter Park, FL 32792
    /2

    $298,000 Sold Aug 15, 2025

    2206 Bonanza Ave, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,776 Sq Ft
    • Built 1971

    Last Sold Summary

    • 15% Below List Price
    • $168/SF
    • 9 Days On Market

    Current Estimated Value $424,901

    Last Listing Agent Hannah Evans FLORIDA REALTY INVESTMENTS

    2206 Bonanza Ave, Winter Park, FL 32792
  • Unlisted Address
    Unlisted Address
    /2

    $279,000 Sold Aug 11, 2025

    Unlisted Address

    • 2 Beds
    • 2.5 Baths
    • 1,186 Sq Ft
    • Built 1981

    Last Sold Summary

    • $235/SF
    • 4 Days On Market

    Current Estimated Value $259,227

    Last Listing Agent Adriana Gonzalez PERFECT INVESTMENT REALTY

    Unlisted Address
  • 1001 Tuscany Place, Winter Park, FL 32789
    1001 Tuscany Place, Winter Park, FL 32789
    /2

    $1,000,000 Sold Apr 04, 2025

    1001 Tuscany Place, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,458 Sq Ft
    • Built 1978

    Last Sold Summary

    • 22% Below List Price
    • $407/SF
    • 141 Days On Market

    Current Estimated Value $1,080,922

    Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    1001 Tuscany Place, Winter Park, FL 32789
  • 2292 Hawick Ln, Winter Park, FL 32792
    2292 Hawick Ln, Winter Park, FL 32792
    /2

    $400,000 Sold May 07, 2025

    2292 Hawick Ln, Winter Park, FL 32792

    • 3 Beds
    • 1.5 Baths
    • 1,322 Sq Ft
    • Built 1958

    Last Sold Summary

    • $303/SF
    • 3 Days On Market

    Current Estimated Value $405,968

    Last Listing Agent Jason Alderman KELLER WILLIAMS ADVANTAGE REALTY

    2292 Hawick Ln, Winter Park, FL 32792
  • 1265 Park Pointe Ln, Winter Park, FL 32789
    1265 Park Pointe Ln, Winter Park, FL 32789
    /2

    $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 $995,846

    Last Listing Agent Frances Speights KELLER WILLIAMS ADVANTAGE III

    1265 Park Pointe Ln, Winter Park, FL 32789
  • 140 Dana Way, Winter Park, FL 32789
    140 Dana Way, Winter Park, FL 32789
    /2

    $1,975,000 Sold Mar 27, 2025

    140 Dana Way, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 3,441 Sq Ft
    • Built 2011

    Last Sold Summary

    • 6% Below List Price
    • $574/SF
    • 16 Days On Market

    Current Estimated Value $1,989,581

    Last Listing Agent Maria Blanchard OLDE TOWN BROKERS INC

    140 Dana Way, Winter Park, FL 32789
  • 1500 Gay Rd Unit 7A, Winter Park, FL 32789
    1500 Gay Rd Unit 7A, Winter Park, FL 32789
    /2

    $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
  • 182 N Phelps Ave, Winter Park, FL 32789
    182 N Phelps Ave, Winter Park, FL 32789
    /2

    $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 $3,340,418

    Last Listing Agent Marcio Tannus LA ROSA REALTY HORIZONS LLC

    182 N Phelps Ave, Winter Park, FL 32789
  • 5325 Cypress Reserve Place, Winter Park, FL 32792
    5325 Cypress Reserve Place, Winter Park, FL 32792
    /2

    $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 $891,360

    Last Listing Agent Dori Estrada LPT REALTY, LLC

    5325 Cypress Reserve Place, Winter Park, FL 32792
  • 2941 Antique Oaks Cir Unit 79, Winter Park, FL 32792
    2941 Antique Oaks Cir Unit 79, Winter Park, FL 32792
    /2

    $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 $181,175

    Last Listing Agent Chris Bessette KELLER WILLIAMS CLASSIC

    2941 Antique Oaks Cir Unit 79, Winter Park, FL 32792
  • 141 Oakwood Way, Winter Park, FL 32789
    141 Oakwood Way, Winter Park, FL 32789
    /2

    $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 $1,967,770

    Last Listing Agent Nicole Rader MAINFRAME REAL ESTATE

    141 Oakwood Way, Winter Park, FL 32789
  • 3208 Oak Lawn Place Unit 218, Winter Park, FL 32792
    3208 Oak Lawn Place Unit 218, Winter Park, FL 32792
    /2

    $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 $164,792

    Last Listing Agent Ali Khaku, MBA DALTON WADE INC

    3208 Oak Lawn Place Unit 218, Winter Park, FL 32792
  • 1401 Lone Feather Trail, Winter Park, FL 32792
    1401 Lone Feather Trail, Winter Park, FL 32792
    /2

    $625,000 Sold May 09, 2025

    1401 Lone Feather Trail, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,770 Sq Ft
    • Built 2022

    Last Sold Summary

    • 4% Below List Price
    • $353/SF
    • 75 Days On Market

    Current Estimated Value $618,043

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

    1401 Lone Feather Trail, Winter Park, FL 32792
  • 210 Laurel Park Ct, Winter Park, FL 32792
    210 Laurel Park Ct, Winter Park, FL 32792
    /2

    $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 $918,318

    Last Listing Agent Alireza Partovi EXP REALTY LLC

    210 Laurel Park Ct, Winter Park, FL 32792
  • 1920 Magnolia Ave, Winter Park, FL 32792
    1920 Magnolia Ave, Winter Park, FL 32792
    /2

    $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 $332,504

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

    1920 Magnolia Ave, Winter Park, FL 32792
  • 1921 Japonica Rd, Winter Park, FL 32792
    1921 Japonica Rd, Winter Park, FL 32792
    /2

    $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 $485,686

    Last Listing Agent Jose Gabriel Rodriguez COLDWELL BANKER REALTY

    1921 Japonica Rd, Winter Park, FL 32792
  • 3525 Baxter Dr, Winter Park, FL 32792
    3525 Baxter Dr, Winter Park, FL 32792
    /2

    $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 $324,590

    Last Listing Agent Ashley Fisak COLDWELL BANKER REALTY

    3525 Baxter Dr, Winter Park, FL 32792
  • 708 Balmoral Rd, Winter Park, FL 32789
    708 Balmoral Rd, Winter Park, FL 32789
    708 Balmoral Rd, Winter Park, FL 32789
    /45

    $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 $1,133,199

    Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

    708 Balmoral Rd, Winter Park, FL 32789
  • 1632 Haven Dr, Orlando, FL 32803
    1632 Haven Dr, Orlando, FL 32803
    /2

    $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

    Last Listing Agent Robert St. Pierre WEEKLEY HOMES REALTY COMPANY

    1632 Haven Dr, Orlando, FL 32803
  • 1129 Golfside Dr, Winter Park, FL 32792
    1129 Golfside Dr, Winter Park, FL 32792
    /2

    $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 $673,611

    Last Listing Agent Tess Muccigrosso RE/MAX 200 REALTY

    1129 Golfside Dr, Winter Park, FL 32792
  • 2890 Wild Ginger Ct, Winter Park, FL 32792
    2890 Wild Ginger Ct, Winter Park, FL 32792
    /2

    $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 $885,674

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

    2890 Wild Ginger Ct, Winter Park, FL 32792
  • 4107 Gabriella Ln, Winter Park, FL 32792
    4107 Gabriella Ln, Winter Park, FL 32792
    /2

    $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 $940,446

    Last Listing Agent Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY

    4107 Gabriella Ln, Winter Park, FL 32792
  • 3877 Waterview Loop, Winter Park, FL 32792
    3877 Waterview Loop, Winter Park, FL 32792
    /2

    $380,000 Sold Mar 27, 2025

    3877 Waterview Loop, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,527 Sq Ft
    • Built 1988

    Last Sold Summary

    • $249/SF

    Current Estimated Value $383,082

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

    3877 Waterview Loop, Winter Park, FL 32792
  • 7543 Dockside St, Winter Park, FL 32792
    7543 Dockside St, Winter Park, FL 32792
    /2

    $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 $389,650

    Last Listing Agent Juan Matias LPT REALTY, LLC

    7543 Dockside St, Winter Park, FL 32792
  • 1820 Englewood Rd, Winter Park, FL 32789
    1820 Englewood Rd, Winter Park, FL 32789
    /2

    $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 $3,022,056

    Last Listing Agent David Hung KELLER WILLIAMS ADVANTAGE III

    1820 Englewood Rd, Winter Park, FL 32789
  • 5236 Lake Howell Rd, Winter Park, FL 32792
    5236 Lake Howell Rd, Winter Park, FL 32792
    /2

    $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 $1,066,080

    Last Listing Agent Troy Hensley BHHS FLORIDA REALTY

    5236 Lake Howell Rd, Winter Park, FL 32792
  • 2320 Janice Ave, Winter Park, FL 32789
    2320 Janice Ave, Winter Park, FL 32789
    /2

    $799,000 Sold Apr 30, 2025

    2320 Janice Ave, Winter Park, FL 32789

    • Land
    • 0.28 Acre
    • $2,853,571 per Acre

    Last Sold Summary

    • 2 Days On Market

    Current Estimated Value $793,000

    Last Listing Agent Lisa Fleming FANNIE HILLMAN & ASSOCIATES

    2320 Janice Ave, Winter Park, FL 32789
  • 2529 Leeward Way, Winter Park, FL 32792
    2529 Leeward Way, Winter Park, FL 32792
    /2

    $235,000 Sold Apr 29, 2025

    2529 Leeward Way, Winter Park, FL 32792

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft
    • Built 1977

    Last Sold Summary

    • $258/SF
    • 26 Days On Market

    Current Estimated Value $231,692

    Last Listing Agent Chris Creegan CREEGAN GROUP

    2529 Leeward Way, Winter Park, FL 32792
  • 2812 Bright Bird Ln, Winter Park, FL 32792
    2812 Bright Bird Ln, Winter Park, FL 32792
    /2

    $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
  • 2159 Marsh Sedge Ln, Winter Park, FL 32792
    2159 Marsh Sedge Ln, Winter Park, FL 32792
    /2

    $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 $747,588

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

    2159 Marsh Sedge Ln, Winter Park, FL 32792
  • 1624 Little Wren Ln, Winter Park, FL 32792
    1624 Little Wren Ln, Winter Park, FL 32792
    /2

    $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 $455,676

    Last Listing Agent Steven Kwong CHARLES RUTENBERG REALTY ORLANDO

    1624 Little Wren Ln, Winter Park, FL 32792
  • 700 Melrose Ave Unit M4, Winter Park, FL 32789
    700 Melrose Ave Unit M4, Winter Park, FL 32789
    /2

    $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 $384,173

    Last Listing Agent Mary Harmening ROAM FLORIDA REALTY LLC

    700 Melrose Ave Unit M4, Winter Park, FL 32789
  • 2472 Firstlight Way, Winter Park, FL 32792
    2472 Firstlight Way, Winter Park, FL 32792
    /2

    $432,000 Sold May 08, 2025

    2472 Firstlight Way, Winter Park, FL 32792

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

    Last Sold Summary

    • 8% Below List Price
    • $208/SF
    • 53 Days On Market

    Current Estimated Value $436,660

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    2472 Firstlight Way, Winter Park, FL 32792
  • 2478 Whitehall Cir, Winter Park, FL 32792
    2478 Whitehall Cir, Winter Park, FL 32792
    /2

    $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

Showing Results 81 - 120, Page 3 of 18

Florida Orange County Winter Park

Recently Sold Real Estate & Homes in Winter Park, FL

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