1,107

Recently Sold Winter Park, FL Homes

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  • /2

    $425,000

    Sold Jan 08, 2026

    5338 Tangerine Ave, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,195 Sq Ft
    • Built 1976

    Last Sold Summary

    • 17% Below List Price
    • $194/SF
    • 224 Days On Market

    Current Estimated Value $432,329

    Last Listing Agent Mystique Barba CENTURY 21 CARIOTI

    5338 Tangerine Ave, Winter Park, FL 32792
  • /2

    $430,000

    Sold Apr 14, 2026

    1375 Merrydale Way, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,756 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $245/SF
    • 15 Days On Market

    Current Estimated Value $431,125

    Last Listing Agent Gale Milgrim KELLER WILLIAMS WINTER PARK

    1375 Merrydale Way, Winter Park, FL 32792
  • /2

    $265,000

    Sold Sep 11, 2025

    3310 Royal St, Winter Park, FL 32792

    • 2 Beds
    • 1.5 Baths
    • 1,036 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Below List Price
    • $256/SF
    • 116 Days On Market

    Current Estimated Value $266,264

    Last Listing Agent Kevin Schudel BUY IT INC

    3310 Royal St, Winter Park, FL 32792
  • /2

    $70,000

    Sold Mar 20, 2026

    187 Scottsdale Square Unit 187, Winter Park, FL 32792

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

    Last Sold Summary

    • 10% Below List Price
    • $89/SF
    • 10 Days On Market

    Current Estimated Value $72,121

    Last Listing Agent Nataliya Voroshylo CHARLES RUTENBERG REALTY ORLANDO

    187 Scottsdale Square Unit 187, Winter Park, FL 32792
  • /2

    $850,000

    Sold Jan 08, 2026

    801 Audubon Ln, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 1952

    Last Sold Summary

    • $644/SF
    • 0 Days On Market

    Current Estimated Value $892,424

    Last Listing Agent Benjamin Cole, IV SOTERA LIVING

    801 Audubon Ln, Winter Park, FL 32789
  • /2

    $165,000

    Sold Oct 27, 2025

    200 Saint Andrews Blvd Unit 601, Winter Park, FL 32792

    • 1 Bed
    • 1 Bath
    • 727 Sq Ft
    • Built 1970

    Last Sold Summary

    • 6% Below List Price
    • $227/SF
    • 106 Days On Market

    Current Estimated Value $162,598

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    200 Saint Andrews Blvd Unit 601, Winter Park, FL 32792
  • /2

    $215,000

    Sold Jul 17, 2026

    700 Melrose Ave Unit F21, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 787 Sq Ft
    • Built 1964

    Last Sold Summary

    • 9% Below List Price
    • $273/SF
    • 20 Days On Market

    Current Estimated Value $222,397

    Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    700 Melrose Ave Unit F21, Winter Park, FL 32789
  • /2

    $700,000

    Sold Oct 20, 2025

    1729 Golfside Dr, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,372 Sq Ft
    • Built 1981

    Last Sold Summary

    • 3% Below List Price
    • $295/SF
    • 20 Days On Market

    Current Estimated Value $728,504

    Last Listing Agent Rebecca Bininger Junod KELLER WILLIAMS WINTER PARK

    1729 Golfside Dr, Winter Park, FL 32792
  • /2

    $468,000

    Sold Mar 27, 2026

    1465 Auburn Green Loop, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,716 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Below List Price
    • $273/SF
    • 5 Days On Market

    Current Estimated Value $471,504

    Last Listing Agent Amy Fouraker 4 ACRE REALTY LLC

    1465 Auburn Green Loop, Winter Park, FL 32792
  • /2

    $475,000

    Sold Oct 14, 2025

    631 Symonds Ave, Winter Park, FL 32789

    • Land
    • 5,662 Sq Ft
    • $3,653,846 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 147 Days On Market

    Current Estimated Value $485,394

    Last Listing Agent Emily Williams FANNIE HILLMAN & ASSOCIATES

    631 Symonds Ave, Winter Park, FL 32789
  • /2

    $2,325,000

    Sold Nov 10, 2025

    1268 Preserve Point Dr, Winter Park, FL 32789

    • 4 Beds
    • 4 Baths
    • 4,315 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Below List Price
    • $539/SF
    • 2 Days On Market

    Current Estimated Value $2,374,964

    Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    1268 Preserve Point Dr, Winter Park, FL 32789
  • /2

    $220,000

    Sold Jul 27, 2026

    200 Saint Andrews Blvd Unit 3206, Winter Park, FL 32792

    • 2 Beds
    • 1.5 Baths
    • 1,219 Sq Ft
    • Built 1970

    Last Sold Summary

    • 4% Below List Price
    • $180/SF
    • 13 Days On Market

    Current Estimated Value $228,006

    Last Listing Agent Ginny Adkins EXP REALTY LLC

    200 Saint Andrews Blvd Unit 3206, Winter Park, FL 32792
  • /2

    $655,000

    Sold Sep 12, 2025

    1640 Cypress Point Ln, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,704 Sq Ft
    • Built 1980

    Last Sold Summary

    • 8% Below List Price
    • $384/SF
    • 23 Days On Market

    Current Estimated Value $660,719

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    1640 Cypress Point Ln, Winter Park, FL 32792
  • /2

    $700,000

    Sold Feb 26, 2026

    2002 Karolina Ave, Winter Park, FL 32789

    • Land
    • 19,602 Sq Ft
    • $1,555,556 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 68 Days On Market

    Current Estimated Value $621,238

    Last Listing Agent Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    2002 Karolina Ave, Winter Park, FL 32789
  • /2

    $7,164,000

    Sold May 15, 2026

    1821 Pinetree Rd, Winter Park, FL 32789

    • 5 Beds
    • 6.5 Baths
    • 5,006 Sq Ft
    • Built 2018

    Last Sold Summary

    • 2% Above List Price
    • $1,431/SF
    • 5 Days On Market

    Current Estimated Value $7,109,574

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1821 Pinetree Rd, Winter Park, FL 32789
  • /2

    $135,000

    Sold Jun 17, 2026

    144 Lewfield Cir, Winter Park, FL 32792

    • 1 Bed
    • 1 Bath
    • 678 Sq Ft
    • Built 1973

    Last Sold Summary

    • 9% Below List Price
    • $199/SF
    • 67 Days On Market

    Current Estimated Value $134,622

    Last Listing Agent Sandra Da Silva KELLER WILLIAMS HERITAGE REALTY

    144 Lewfield Cir, Winter Park, FL 32792
  • /2

    $410,000

    Sold Jul 17, 2026

    7532 Azurebrook Ct, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,402 Sq Ft
    • Built 1979

    Last Sold Summary

    • $292/SF
    • 10 Days On Market

    Current Estimated Value $407,371

    Last Listing Agent Christina Frucci RE/MAX TOWN & COUNTRY REALTY

    7532 Azurebrook Ct, Winter Park, FL 32792
  • /2

    $470,000

    Sold Aug 10, 2026

    1521 Cavendish Rd, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 1,036 Sq Ft
    • Built 1946

    Last Sold Summary

    • $454/SF
    • 20 Days On Market

    Current Estimated Value $464,057

    Last Listing Agent John Goggin STOCKWORTH REALTY GROUP

    1521 Cavendish Rd, Winter Park, FL 32789
  • /2

    $610,000

    Sold Jun 30, 2026

    2220 Fairglenn Way, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 2,636 Sq Ft
    • Built 1986

    Last Sold Summary

    • 10% Below List Price
    • $231/SF
    • 54 Days On Market

    Current Estimated Value $625,420

    Last Listing Agent Jay LaCourt ELLIS GROUP REALTY, LLC

    2220 Fairglenn Way, Winter Park, FL 32792
  • /2

    $510,000

    Sold Aug 29, 2025

    2739 Amsden Rd, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 1,877 Sq Ft
    • Built 1959

    Last Sold Summary

    • 3% Above List Price
    • $272/SF
    • 6 Days On Market

    Current Estimated Value $519,442

    Last Listing Agent D'Anne Mica ARROWSMITH REALTY, INC

    2739 Amsden Rd, Winter Park, FL 32792
  • /2

    $470,000

    Sold Aug 18, 2025

    4026 Tenita Dr, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,122 Sq Ft
    • Built 1979

    Last Sold Summary

    • 16% Below List Price
    • $221/SF
    • 226 Days On Market

    Current Estimated Value $495,605

    Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

    4026 Tenita Dr, Winter Park, FL 32792
  • /2

    $655,000

    Sold Dec 03, 2025

    2825 Mulford Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,249 Sq Ft
    • Built 1952

    Last Sold Summary

    • 6% Below List Price
    • $524/SF
    • 50 Days On Market

    Current Estimated Value $671,812

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

    2825 Mulford Ave, Winter Park, FL 32789
  • /2

    $272,500

    Sold Aug 26, 2025

    2358 Sun Valley Cir, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,295 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Below List Price
    • $210/SF
    • 24 Days On Market

    Current Estimated Value $269,100

    Last Listing Agent Natalie Kauffman KELLER WILLIAMS CLASSIC

    2358 Sun Valley Cir, Winter Park, FL 32792
  • /2

    $610,000

    Sold Jun 01, 2026

    1489 Aster Ct, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 2,227 Sq Ft
    • Built 1983

    Last Sold Summary

    • 6% Below List Price
    • $274/SF
    • 144 Days On Market

    Current Estimated Value $603,031

    Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

    1489 Aster Ct, Winter Park, FL 32792
  • /2

    $576,000

    Sold Jul 17, 2026

    517 Roughbeard Rd, Winter Park, FL 32792

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

    Last Sold Summary

    • 2% Above List Price
    • $308/SF
    • 2 Days On Market

    Current Estimated Value $561,640

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    517 Roughbeard Rd, Winter Park, FL 32792
  • /2

    $300,000

    Sold Feb 20, 2026

    600 W Webster Ave, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 754 Sq Ft
    • Built 1950

    Last Sold Summary

    • 2% Above List Price
    • $398/SF
    • 5 Days On Market

    Current Estimated Value $299,341

    Last Listing Agent Nicholas Cadwallader REALTY ONE GROUP MVP

    600 W Webster Ave, Winter Park, FL 32789
  • /2

    $1,422,750

    Sold Oct 21, 2025

    8041 Lake Waunatta Dr, Winter Park, FL 32792

    • 5 Beds
    • 4.5 Baths
    • 5,329 Sq Ft
    • Built 1984

    Last Sold Summary

    • 16% Below List Price
    • $267/SF
    • 170 Days On Market

    Current Estimated Value $1,470,191

    Last Listing Agent Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

    8041 Lake Waunatta Dr, Winter Park, FL 32792
  • /2

    $985,000

    Sold Jun 05, 2026

    1453 Via Sangro Place, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 3,057 Sq Ft
    • Built 2015

    Last Sold Summary

    • 1% Below List Price
    • $322/SF
    • 3 Days On Market

    Current Estimated Value $981,193

    Last Listing Agent Brian Diaz KELLER WILLIAMS ADVANTAGE REALTY

    1453 Via Sangro Place, Winter Park, FL 32792
  • /2

    $720,000

    Sold Aug 07, 2026

    2222 Marsh Sedge Ln, Winter Park, FL 32792

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

    Last Sold Summary

    • 10% Below List Price
    • $328/SF
    • 323 Days On Market

    Current Estimated Value $742,376

    Last Listing Agent Carmen Molina LA ROSA REALTY LLC

    2222 Marsh Sedge Ln, Winter Park, FL 32792
  • /2

    $845,000

    Sold Jun 12, 2026

    2208 Howard Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,155 Sq Ft
    • Built 1957

    Last Sold Summary

    • $392/SF
    • 0 Days On Market

    Current Estimated Value $844,179

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

    2208 Howard Dr, Winter Park, FL 32789
  • /2

    $719,000

    Sold Nov 19, 2025

    7895 Pleasant Pine Cir, Winter Park, FL 32792

    • 5 Beds
    • 3.5 Baths
    • 3,568 Sq Ft
    • Built 2014

    Last Sold Summary

    • 2% Below List Price
    • $202/SF
    • 115 Days On Market

    Current Estimated Value $737,539

    Last Listing Agent Yvette Hoover ALL REAL ESTATE & INVESTMENTS

    7895 Pleasant Pine Cir, Winter Park, FL 32792
  • /2

    $278,250

    Sold Dec 15, 2025

    1509 Sugarwood Cir, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,706 Sq Ft
    • Built 1983

    Last Sold Summary

    • 47% Above List Price
    • $163/SF
    • 38 Days On Market

    Current Estimated Value $335,478

    Last Listing Agent Heather Unger, PA ACME REAL ESTATE FLORIDA LLC

    1509 Sugarwood Cir, Winter Park, FL 32792
  • /2

    $765,000

    Sold Nov 21, 2025

    441 N Capen Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 1,745 Sq Ft
    • Built 2017

    Last Sold Summary

    • 4% Below List Price
    • $438/SF
    • 183 Days On Market

    Current Estimated Value $795,987

    Last Listing Agent Susan Taliaferro COLDWELL BANKER REALTY

    441 N Capen Ave, Winter Park, FL 32789
  • /2

    $440,000

    Sold Mar 27, 2026

    1028 Princess Gate Blvd, Winter Park, FL 32792

    • 5 Beds
    • 2 Baths
    • 2,044 Sq Ft
    • Built 1977

    Last Sold Summary

    • 4% Below List Price
    • $215/SF
    • 46 Days On Market

    Current Estimated Value $440,457

    Last Listing Agent Jose Hernandez LA ROSA REALTY CW PROPERTIES L

    1028 Princess Gate Blvd, Winter Park, FL 32792
  • /2

    $195,000

    Sold Oct 17, 2025

    3220 Netherwood Dr, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft
    • Built 1982

    Last Sold Summary

    • 13% Below List Price
    • $188/SF
    • 87 Days On Market

    Current Estimated Value $262,380

    Last Listing Agent Nimrah Ashraf THE FIRM RE

    3220 Netherwood Dr, Winter Park, FL 32792
  • /2

    $1,700,000

    Sold May 07, 2026

    633 Balmoral Rd, Winter Park, FL 32789

    • Land
    • 23,086 Sq Ft
    • $3,207,547 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 152 Days On Market

    Current Estimated Value $1,688,898

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

    633 Balmoral Rd, Winter Park, FL 32789
  • /2

    $370,000

    Sold Mar 24, 2026

    1448 E Brookshire Ct, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,518 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Below List Price
    • $244/SF
    • 28 Days On Market

    Current Estimated Value $372,181

    Last Listing Agent Antoine Divay FCG REALTY

    1448 E Brookshire Ct, Winter Park, FL 32792
  • /2

    $5,250,000

    Sold Oct 06, 2025

    1155 Woodmere Dr, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 5,051 Sq Ft
    • Built 2003

    Last Sold Summary

    • 1% Below List Price
    • $1,039/SF
    • 0 Days On Market

    Current Estimated Value $4,866,901

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

    1155 Woodmere Dr, Winter Park, FL 32789
  • /2

    $630,000

    Sold Jun 15, 2026

    3018 Northwood Blvd, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,761 Sq Ft
    • Built 1954

    Last Sold Summary

    • 16% Below List Price
    • $358/SF
    • 216 Days On Market

    Current Estimated Value $625,147

    Last Listing Agent Joel Bornstein ROCK SPRINGS REALTY, LLC

    3018 Northwood Blvd, Winter Park, FL 32789
  • /2

    $218,000

    Sold Jun 10, 2026

    7117 Swallow Run Unit G-1, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,565 Sq Ft
    • Built 2011

    Last Sold Summary

    • 15% Below List Price
    • $139/SF
    • 93 Days On Market

    Current Estimated Value $225,542

    Last Listing Agent Greg Traub COMPLETE FLORIDA REALTY LLC

    7117 Swallow Run Unit G-1, Winter Park, FL 32792

Showing Results 521 - 560, Page 14 of 18

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