1,105

Recently Sold Winter Park, FL Homes

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  • /2

    $750,000

    Sold Oct 02, 2025

    100 S Interlachen Ave Unit 203D, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,267 Sq Ft
    • Built 1971

    Last Sold Summary

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

    Last Listing Agent Michael Ford FANNIE HILLMAN & ASSOCIATES

    100 S Interlachen Ave Unit 203D, Winter Park, FL 32789
  • /2

    $1,300,000

    Sold Oct 02, 2025

    857 Brock St, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,288 Sq Ft
    • Built 1964

    Last Sold Summary

    • $568/SF
    • 0 Days On Market

    Current Estimated Value $1,316,458

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

    857 Brock St, Winter Park, FL 32789
  • /2

    $650,000

    Sold May 08, 2026

    1098 Wildmeadow Run, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 1,770 Sq Ft
    • Built 2020

    Last Sold Summary

    • 4% Above List Price
    • $367/SF
    • 12 Days On Market

    Current Estimated Value $641,585

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

    1098 Wildmeadow Run, Winter Park, FL 32792
  • /2

    $190,000

    Sold Jun 12, 2026

    7706 Country Place Unit A8, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,230 Sq Ft
    • Built 1984

    Last Sold Summary

    • 27% Below List Price
    • $154/SF
    • 447 Days On Market

    Current Estimated Value $221,808

    Last Listing Agent Carmen Vazquez REALTY TECH INC

    7706 Country Place Unit A8, Winter Park, FL 32792
  • /2

    $360,000

    Sold Mar 10, 2026

    1690 Viburnum Ln, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Built 1960

    Last Sold Summary

    • $234/SF
    • 11 Days On Market

    Current Estimated Value $356,244

    Last Listing Agent Julie Boyd-Elrod CHARLES RUTENBERG REALTY ORLANDO

    1690 Viburnum Ln, Winter Park, FL 32792
  • /2

    $13,000,000

    Sold Feb 24, 2026

    2203 Via Tuscany, Winter Park, FL 32789

    • 6 Beds
    • 9 Baths
    • 12,190 Sq Ft
    • Built 2002

    Last Sold Summary

    • 1% Above List Price
    • $1,066/SF
    • 4 Days On Market

    Current Estimated Value $8,458,127

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

    2203 Via Tuscany, Winter Park, FL 32789
  • /2

    $440,000

    Sold Oct 10, 2025

    5073 Lake Howell Rd, Winter Park, FL 32792

    • 5 Beds
    • 2 Baths
    • 2,272 Sq Ft
    • Built 1956

    Last Sold Summary

    • 2% Below List Price
    • $194/SF
    • 2 Days On Market

    Current Estimated Value $455,095

    Last Listing Agent Alex Khalil EXP REALTY LLC

    5073 Lake Howell Rd, Winter Park, FL 32792
  • /2

    $2,155,000

    Sold Aug 23, 2025

    2915 Parkland Dr, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,356 Sq Ft
    • Built 2025

    Last Sold Summary

    • $642/SF

    Current Estimated Value $1,705,929

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

    2915 Parkland Dr, Winter Park, FL 32789
  • /2

    $690,000

    Sold Feb 20, 2026

    2904 Parkland Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 1952

    Last Sold Summary

    • $456/SF
    • 0 Days On Market

    Current Estimated Value $685,027

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

    2904 Parkland Dr, Winter Park, FL 32789
  • /2

    $560,000

    Sold May 08, 2026

    218 Orange Terrace Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,618 Sq Ft
    • Built 1955

    Last Sold Summary

    • 12% Below List Price
    • $346/SF
    • 30 Days On Market

    Current Estimated Value $559,176

    Last Listing Agent Arden Magee ANNE ROGERS REALTY GROUP INC

    218 Orange Terrace Dr, Winter Park, FL 32789
  • /2

    $85,000

    Sold Nov 13, 2025

    110 Scottsdale Square, Winter Park, FL 32792

    • 2 Beds
    • 1.5 Baths
    • 1,085 Sq Ft
    • Built 1974

    Last Sold Summary

    • $78/SF
    • 0 Days On Market

    Current Estimated Value $90,924

    Last Listing Agent Tyann Huynh JADE KEY REALTY LLC

    110 Scottsdale Square, Winter Park, FL 32792
  • /2

    $610,000

    Sold Apr 13, 2026

    1860 Staunton Ave, Winter Park, FL 32789

    • Land
    • 13,503 Sq Ft
    • $1,967,742 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 9 Days On Market

    Current Estimated Value $628,417

    Last Listing Agent Leighton Hope COMPASS FLORIDA LLC

    1860 Staunton Ave, Winter Park, FL 32789
  • /2

    $450,000

    Sold Oct 31, 2025

    2648 Amsden Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,623 Sq Ft
    • Built 1959

    Last Sold Summary

    • 8% Below List Price
    • $277/SF
    • 113 Days On Market

    Current Estimated Value $457,061

    Last Listing Agent Mary Dees CHOICEPOINTE REALTY, INC.

    2648 Amsden Rd, Winter Park, FL 32792
  • /2

    $400,000

    Sold Mar 11, 2026

    5547 Garden Grove Cir, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,517 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Above List Price
    • $264/SF
    • 5 Days On Market

    Current Estimated Value $400,231

    Last Listing Agent Steve Dalton ROYALTY R E BOUTIQUE INC

    5547 Garden Grove Cir, Winter Park, FL 32792
  • /2

    $277,000

    Sold Jun 24, 2026

    5450 Peaco Place, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Built 1984

    Last Sold Summary

    • 1% Below List Price
    • $264/SF
    • 21 Days On Market

    Current Estimated Value $277,166

    Last Listing Agent Dean Gonzalez KELLER WILLIAMS ADVANTAGE 2 REALTY

    5450 Peaco Place, Winter Park, FL 32792
  • /2

    $72,000

    Sold Feb 13, 2026

    304 Scottsdale Square Unit L304, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,020 Sq Ft
    • Built 1974

    Last Sold Summary

    • 10% Below List Price
    • $71/SF
    • 23 Days On Market

    Current Estimated Value $76,260

    Last Listing Agent Laura Hilton CHARLES RUTENBERG REALTY ORLANDO

    304 Scottsdale Square Unit L304, Winter Park, FL 32792
  • /52

    $415,000

    Sold Sep 24, 2025

    2681 Tierra Cir, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,874 Sq Ft
    • Built 1969

    Last Sold Summary

    • $221/SF
    • 5 Days On Market

    Current Estimated Value $428,034

    Last Listing Agent Robert Kirkland Simply Real Estate

    2681 Tierra Cir, Winter Park, FL 32792
  • /2

    $385,000

    Sold Jun 30, 2026

    610 Ellendale Dr, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 1,359 Sq Ft
    • Built 1957

    Last Sold Summary

    • 4% Below List Price
    • $283/SF
    • 3 Days On Market

    Current Estimated Value $388,260

    Last Listing Agent Amy Fouraker 4 ACRE REALTY LLC

    610 Ellendale Dr, Winter Park, FL 32792
  • /2

    $750,000

    Sold Sep 25, 2025

    311 Cortland Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,382 Sq Ft
    • Built 1952

    Last Sold Summary

    • 6% Below List Price
    • $543/SF
    • 48 Days On Market

    Current Estimated Value $721,871

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    311 Cortland Ave, Winter Park, FL 32789
  • /2

    $259,000

    Sold Aug 29, 2025

    1250 S Denning Dr Unit 111, Winter Park, FL 32789

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

    Last Sold Summary

    • $285/SF
    • 76 Days On Market

    Current Estimated Value $249,554

    Last Listing Agent Alayna Phillips EXP REALTY LLC

    1250 S Denning Dr Unit 111, Winter Park, FL 32789
  • /2

    $1,500,000

    Sold May 19, 2026

    246 Palmer Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 2,281 Sq Ft
    • Built 1948

    Last Sold Summary

    • $658/SF
    • 2 Days On Market

    Current Estimated Value $1,495,665

    Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

    246 Palmer Ave, Winter Park, FL 32789
  • /2

    $490,000

    Sold Apr 23, 2026

    2126 N Hampton Cir, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,745 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Below List Price
    • $281/SF
    • 6 Days On Market

    Current Estimated Value $488,517

    Last Listing Agent Joseph Sipp KELLER WILLIAMS WINTER PARK

    2126 N Hampton Cir, Winter Park, FL 32792
  • /2

    $391,250

    Sold Aug 13, 2025

    1985 Japonica Rd, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,096 Sq Ft
    • Built 1972

    Last Sold Summary

    • 13% Below List Price
    • $187/SF
    • 71 Days On Market

    Current Estimated Value $585,300

    Last Listing Agent Aaron Mighty MIGHTY REALTY INC

    1985 Japonica Rd, Winter Park, FL 32792
  • /2

    $500,000

    Sold Nov 26, 2025

    382 Perth Ln, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,277 Sq Ft
    • Built 1958

    Last Sold Summary

    • 3% Below List Price
    • $392/SF
    • 6 Days On Market

    Current Estimated Value $508,574

    Last Listing Agent Jennifer Draper REAL BROKER, LLC

    382 Perth Ln, Winter Park, FL 32792
  • /2

    $1,600,000

    Sold Apr 22, 2026

    446 Alberta Dr, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 3,263 Sq Ft
    • Built 1968

    Last Sold Summary

    • 12% Below List Price
    • $490/SF
    • 271 Days On Market

    Current Estimated Value $1,612,748

    Last Listing Agent Vonda Fields CHARLES RUTENBERG REALTY ORLANDO

    446 Alberta Dr, Winter Park, FL 32789
  • /2

    $622,000

    Sold Jul 23, 2026

    685 Overspin Dr, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • Built 2003

    Last Sold Summary

    • 1% Below List Price
    • $295/SF
    • 13 Days On Market

    Current Estimated Value $629,664

    Last Listing Agent Corey Van Dyke HOMEVEST REALTY

    685 Overspin Dr, Winter Park, FL 32789
  • /2

    $175,000

    Sold Sep 08, 2025

    2936 Antique Oaks Cir Unit 71, Winter Park, FL 32792

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

    Last Sold Summary

    • 15% Below List Price
    • $172/SF
    • 165 Days On Market

    Current Estimated Value $185,647

    Last Listing Agent Dean D Nikolic PMI PROPERTY ALLIANCE

    2936 Antique Oaks Cir Unit 71, Winter Park, FL 32792
  • /2

    $530,000

    Sold Oct 02, 2025

    1409 Sunset Dr, Winter Park, FL 32789

    • 2 Beds
    • 1.5 Baths
    • 1,107 Sq Ft
    • Built 1930

    Last Sold Summary

    • 2% Above List Price
    • $479/SF
    • 4 Days On Market

    Current Estimated Value $552,933

    Last Listing Agent Ahmad Karain R MICHAELS REALTY LLC

    1409 Sunset Dr, Winter Park, FL 32789
  • /2

    $4,800,000

    Sold Jan 02, 2026

    641 Bonita Dr, Winter Park, FL 32789

    • 5 Beds
    • 6 Baths
    • 6,699 Sq Ft
    • Built 1948

    Last Sold Summary

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

    Current Estimated Value $4,789,987

    Last Listing Agent Nicole Seybold FANNIE HILLMAN & ASSOCIATES

    641 Bonita Dr, Winter Park, FL 32789
  • /2

    $427,500

    Sold Mar 26, 2026

    2152 Conifer Ave, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,694 Sq Ft
    • Built 1969

    Last Sold Summary

    • 10% Below List Price
    • $252/SF
    • 134 Days On Market

    Current Estimated Value $429,758

    Last Listing Agent Denise Korrey KORR REALTY CORP

    2152 Conifer Ave, Winter Park, FL 32792
  • /2

    $3,675,000

    Sold Jul 30, 2026

    150 Dana Way, Winter Park, FL 32789

    • 5 Beds
    • 5 Baths
    • 4,451 Sq Ft
    • Built 2026

    Last Sold Summary

    • 3% Below List Price
    • $826/SF
    • 35 Days On Market

    Current Estimated Value $3,484,719

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

    150 Dana Way, Winter Park, FL 32789
  • /2

    $925,000

    Sold Mar 27, 2026

    667 Dunblane Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 2,017 Sq Ft
    • Built 1962

    Last Sold Summary

    • $459/SF
    • 1 Day On Market

    Current Estimated Value $908,047

    Last Listing Agent Paola Padovan PADOVAN REALTY CORP.

    667 Dunblane Dr, Winter Park, FL 32792
  • /2

    $430,000

    Sold Nov 10, 2025

    5122 N Woodcrest Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,499 Sq Ft
    • Built 1969

    Last Sold Summary

    • $287/SF
    • 5 Days On Market

    Current Estimated Value $424,296

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    5122 N Woodcrest Dr, Winter Park, FL 32792
  • /2

    $4,720,000

    Sold May 15, 2026

    1302 Raintree Place, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 4,738 Sq Ft
    • Built 2025

    Last Sold Summary

    • 11% Below List Price
    • $996/SF
    • 182 Days On Market

    Current Estimated Value $4,575,631

    Last Listing Agent Rikhil Amin FANNIE HILLMAN & ASSOCIATES

    1302 Raintree Place, Winter Park, FL 32789
  • /2

    $292,175

    Sold May 27, 2026

    5473 Bracken Ct, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,178 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $248/SF
    • 119 Days On Market

    Current Estimated Value $289,212

    Last Listing Agent David Fraser KELLER WILLIAMS ADVANTAGE III

    5473 Bracken Ct, Winter Park, FL 32792
  • /2

    $300,000

    Sold Jul 13, 2026

    121 Stefanik Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft
    • Built 1949

    Last Sold Summary

    • 14% Below List Price
    • $216/SF
    • 228 Days On Market

    Current Estimated Value $316,794

    Last Listing Agent Moe Mossa SAVVY AVENUE, LLC

    121 Stefanik Rd, Winter Park, FL 32792
  • /2

    $345,000

    Sold Nov 03, 2025

    731 Bongart Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,526 Sq Ft
    • Built 1961

    Last Sold Summary

    • 5% Below List Price
    • $226/SF
    • 3 Days On Market

    Current Estimated Value $489,446

    Last Listing Agent Liz Jones ORANGE SLICE PROPERTIES

    731 Bongart Rd, Winter Park, FL 32792
  • /2

    $2,288,215

    Sold Dec 19, 2025

    1602 Alabama Dr Unit 404, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 2,709 Sq Ft
    • Built 1981

    Last Sold Summary

    • 8% Below List Price
    • $845/SF
    • 179 Days On Market

    Current Estimated Value $2,223,283

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    1602 Alabama Dr Unit 404, Winter Park, FL 32789
  • /2

    $502,000

    Sold Feb 25, 2026

    326 Fitzhugh Rd, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 1,835 Sq Ft
    • Built 1966

    Last Sold Summary

    • 6% Above List Price
    • $274/SF
    • 4 Days On Market

    Current Estimated Value $496,983

    Last Listing Agent Rebecca Bininger Junod KELLER WILLIAMS WINTER PARK

    326 Fitzhugh Rd, Winter Park, FL 32792
  • /100

    $1,699,000

    Sold Jul 15, 2026

    1110 Alabama Dr, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 2,488 Sq Ft
    • Built 1958

    Last Sold Summary

    • 3% Below List Price
    • $683/SF
    • 78 Days On Market

    Current Estimated Value $1,661,600

    Last Listing Agent Non-Member Mls Agent

    1110 Alabama Dr, Winter Park, FL 32789

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