1,172

Recently Sold Winter Park, FL Homes

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    $517,000 Sold Nov 07, 2025

    1628 Lawndale Cir, Winter Park, FL 32792

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

    Last Sold Summary

    • 6% Below List Price
    • $301/SF
    • 6 Days On Market

    Last Listing Agent Robin Leedom-Hafen TOP VALUE PROPERTIES LLC

    1628 Lawndale Cir, Winter Park, FL 32792
  • /2

    $130,000 Sold May 09, 2025

    1695 Lee Rd Unit E205, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft
    • Built 1966

    Last Sold Summary

    • 10% Below List Price
    • $148/SF
    • 25 Days On Market

    Current Estimated Value $138,534

    Last Listing Agent Joseph Pacholski KELLER WILLIAMS HERITAGE REALTY

    1695 Lee Rd Unit E205, Winter Park, FL 32789
  • /2

    $2,144,000 Sold Aug 21, 2025

    1077 N Pennsylvania Ave, Winter Park, FL 32789

    • 4 Beds
    • 4 Baths
    • 3,462 Sq Ft
    • Built 2004

    Last Sold Summary

    • $619/SF
    • 0 Days On Market

    Current Estimated Value $2,125,651

    Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

    1077 N Pennsylvania Ave, Winter Park, FL 32789
  • /2

    $1,450,000 Sold Feb 27, 2025

    1101 Kenwood Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,955 Sq Ft
    • Built 2024

    Last Sold Summary

    • 23% Below List Price
    • $491/SF
    • 363 Days On Market

    Current Estimated Value $1,471,545

    Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

    1101 Kenwood Ave, Winter Park, FL 32789
  • /2

    $620,000 Sold Jul 21, 2025

    2855 Lion Heart Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,727 Sq Ft
    • Built 1963

    Last Sold Summary

    • 5% Below List Price
    • $359/SF
    • 62 Days On Market

    Current Estimated Value $590,658

    Last Listing Agent Kevin Henao LA ROSA REALTY LLC

    2855 Lion Heart Rd, Winter Park, FL 32792
  • /2

    $675,000 Sold Jul 10, 2025

    1511 Chestnut Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,275 Sq Ft
    • Built 1960

    Last Sold Summary

    • $529/SF
    • 1 Day On Market

    Current Estimated Value $659,068

    Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

    1511 Chestnut Ave, Winter Park, FL 32789
  • /2

    $280,000 Sold Jul 30, 2025

    700 Melrose Ave Unit A22, Winter Park, FL 32789

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

    Last Sold Summary

    • 11% Below List Price
    • $261/SF
    • 130 Days On Market

    Current Estimated Value $288,492

    Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    700 Melrose Ave Unit A22, Winter Park, FL 32789
  • /2

    $1,300,000 Sold Aug 28, 2025

    1500 Mizell Ave, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,303 Sq Ft
    • Built 1957

    Last Sold Summary

    • $564/SF
    • 2 Days On Market

    Current Estimated Value $1,270,234

    Last Listing Agent Lisa Ratanasirintrawoot CHARLES RUTENBERG REALTY ORLANDO

    1500 Mizell Ave, Winter Park, FL 32789
  • /2

    $374,900 Sold Oct 10, 2025

    2028 Leanne Ct, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,539 Sq Ft
    • Built 1968

    Last Sold Summary

    • $244/SF
    • 9 Days On Market

    Last Listing Agent Jamie Ampel ALL SELLERS & BUYERS REALTY INC

    2028 Leanne Ct, Winter Park, FL 32792
  • /2

    $750,000 Sold Jun 09, 2025

    2756 Summerfield Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,740 Sq Ft
    • Built 1967

    Last Sold Summary

    • 3% Above List Price
    • $431/SF
    • 4 Days On Market

    Current Estimated Value $736,992

    Last Listing Agent Alexis Davis FANNIE HILLMAN & ASSOCIATES

    2756 Summerfield Rd, Winter Park, FL 32792
  • /2

    $2,295,000 Sold Dec 16, 2025

    1661 Palm Ave, Winter Park, FL 32789

    • 4 Beds
    • 6 Baths
    • 3,570 Sq Ft
    • Built 2025

    Last Sold Summary

    • 12% Below List Price
    • $643/SF
    • 26 Days On Market

    Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    1661 Palm Ave, Winter Park, FL 32789
  • /2

    $2,700,000 Sold Oct 30, 2025

    1020 Mayfield Ave, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,663 Sq Ft
    • Built 1989

    Last Sold Summary

    • 15% Below List Price
    • $1,014/SF
    • 149 Days On Market

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    1020 Mayfield Ave, Winter Park, FL 32789
  • /89

    $830,000 Sold Mar 11, 2025

    1223 Formosa Ave, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 3,834 Sq Ft
    • Built 1940

    Last Sold Summary

    • 31% Below List Price
    • $216/SF
    • 240 Days On Market

    Current Estimated Value $849,806

    Last Listing Agent Farah Bloom KELLER WILLIAMS WINTER PARK

    1223 Formosa Ave, Winter Park, FL 32789
  • /2

    $4,100,000 Sold Apr 18, 2025

    1691 Chestnut Ave, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 4,582 Sq Ft
    • Built 2024

    Last Sold Summary

    • 15% Below List Price
    • $895/SF
    • 1 Day On Market

    Current Estimated Value $3,840,500

    Last Listing Agent Sue Silberbusch COMPASS FLORIDA LLC

    1691 Chestnut Ave, Winter Park, FL 32789
  • /2

    $3,900,000 Sold Feb 18, 2025

    1341 College Point, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 4,279 Sq Ft
    • Built 2005

    Last Sold Summary

    • 8% Below List Price
    • $911/SF
    • 66 Days On Market

    Current Estimated Value $3,820,842

    Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    1341 College Point, Winter Park, FL 32789
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    $638,250 Sold Sep 02, 2025

    1536 Golfside Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,888 Sq Ft
    • Built 1980

    Last Sold Summary

    • $338/SF
    • 3 Days On Market

    Current Estimated Value $635,045

    Last Listing Agent Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

    1536 Golfside Dr, Winter Park, FL 32792
  • /2

    $401,000 Sold Oct 15, 2025

    1809 Palmer Ave, Winter Park, FL 32792

    • Land
    • 0.21 Acre
    • $1,909,524 per Acre

    Last Sold Summary

    • 5 Days On Market

    Last Listing Agent Christina Munkberg COLDWELL BANKER RESIDENTIAL RE

    1809 Palmer Ave, Winter Park, FL 32792
  • /2

    $775,000 Sold May 21, 2025

    1818 Mondrian Cir, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 2,265 Sq Ft
    • Built 2018

    Last Sold Summary

    • 6% Below List Price
    • $342/SF
    • 189 Days On Market

    Current Estimated Value $802,463

    Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

    1818 Mondrian Cir, Winter Park, FL 32789
  • /2

    $690,000 Sold Aug 14, 2025

    2433 Whitehall Cir, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,841 Sq Ft
    • Built 1962

    Last Sold Summary

    • 5% Above List Price
    • $375/SF
    • 2 Days On Market

    Current Estimated Value $637,887

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

    2433 Whitehall Cir, Winter Park, FL 32792
  • /2

    $555,000 Sold Apr 25, 2025

    633 London Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,772 Sq Ft
    • Built 1966

    Last Sold Summary

    • 2% Below List Price
    • $313/SF
    • 15 Days On Market

    Current Estimated Value $549,341

    Last Listing Agent Barry Sanford PA CHARLES RUTENBERG REALTY ORLANDO

    633 London Rd, Winter Park, FL 32792
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    $500,000 Sold Feb 06, 2025

    2842 Eastern Pkwy, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 1,048 Sq Ft
    • Built 1953

    Last Sold Summary

    • $477/SF
    • 0 Days On Market

    Current Estimated Value $510,438

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    2842 Eastern Pkwy, Winter Park, FL 32789
  • /2

    $245,000 Sold Jun 26, 2025

    2471 Tahoe Cir, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,295 Sq Ft
    • Built 1981

    Last Sold Summary

    • 6% Below List Price
    • $189/SF
    • 84 Days On Market

    Current Estimated Value $243,413

    Last Listing Agent Kevin Wilhelm MLSB THE BUREAU POWERED BY CAROM REALTY

    2471 Tahoe Cir, Winter Park, FL 32792
  • /2

    $400,000 Sold Jul 16, 2025

    3443 Arnel Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,503 Sq Ft
    • Built 1967

    Last Sold Summary

    • 6% Below List Price
    • $266/SF
    • 15 Days On Market

    Current Estimated Value $400,724

    Last Listing Agent Lana More KELLER WILLIAMS WINTER PARK

    3443 Arnel Dr, Winter Park, FL 32792
  • /2

    $1,335,000 Sold Jul 15, 2025

    1077 Minnesota Ave, Winter Park, FL 32789

    • 4 Beds
    • 4 Baths
    • 3,046 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $438/SF
    • 75 Days On Market

    Current Estimated Value $1,299,936

    Last Listing Agent Jake Johnson SHORES REAL ESTATE

    1077 Minnesota Ave, Winter Park, FL 32789
  • /2

    $510,000 Sold Mar 25, 2025

    5101 N Orange Ave, Winter Park, FL 32792

    • 6 Beds
    • 2 Baths
    • 1,922 Sq Ft
    • Built 1956

    Last Sold Summary

    • 27% Below List Price
    • $265/SF
    • 198 Days On Market

    Last Listing Agent Sonia Reyes INVESTOR'S HOME REALTY

    5101 N Orange Ave, Winter Park, FL 32792
  • /2

    $580,000 Sold Apr 21, 2025

    3006 Northwood Blvd, Winter Park, FL 32789

    • 4 Beds
    • 2 Baths
    • 1,710 Sq Ft
    • Built 1953

    Last Sold Summary

    • 2% Below List Price
    • $339/SF
    • 1 Day On Market

    Current Estimated Value $652,346

    Last Listing Agent Chris Creegan CREEGAN GROUP

    3006 Northwood Blvd, Winter Park, FL 32789
  • /2

    $890,000 Sold Jun 12, 2025

    1762 Mondrian Cir, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 2,265 Sq Ft
    • Built 2024

    Last Sold Summary

    • 4% Below List Price
    • $393/SF
    • 114 Days On Market

    Current Estimated Value $897,262

    Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

    1762 Mondrian Cir, Winter Park, FL 32789
  • /2

    $420,000 Sold May 06, 2025

    627 Carvell Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,346 Sq Ft
    • Built 1957

    Last Sold Summary

    • 6% Below List Price
    • $312/SF
    • 152 Days On Market

    Current Estimated Value $397,767

    Last Listing Agent Ray Al-Malt EXP REALTY LLC

    627 Carvell Dr, Winter Park, FL 32792
  • /2

    $223,000 Sold Oct 30, 2025

    1378 Chilean Ln, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,325 Sq Ft
    • Built 1960

    Last Sold Summary

    • $168/SF

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

    1378 Chilean Ln, Winter Park, FL 32792
  • /2

    $1,575,000 Sold Aug 14, 2025

    1394 Grove Terrace, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,958 Sq Ft
    • Built 2002

    Last Sold Summary

    • $532/SF
    • 5 Days On Market

    Current Estimated Value $1,558,272

    Last Listing Agent Dee Morgan KELLY PRICE & COMPANY LLC

    1394 Grove Terrace, Winter Park, FL 32789
  • /2

    $625,000 Sold Sep 29, 2025

    3759 Kinsley Place, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 2,251 Sq Ft
    • Built 1988

    Last Sold Summary

    • 11% Below List Price
    • $278/SF
    • 50 Days On Market

    Last Listing Agent Drew Belani COMPASS FLORIDA LLC

    3759 Kinsley Place, Winter Park, FL 32792
  • /2

    $285,000 Sold Sep 24, 2025

    7777 Fernbrook Way, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Above List Price
    • $261/SF
    • 3 Days On Market

    Last Listing Agent Vonda Fields CHARLES RUTENBERG REALTY ORLANDO

    7777 Fernbrook Way, Winter Park, FL 32792
  • /2

    $790,000 Sold Jun 05, 2025

    600 Brechin Dr, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 2,360 Sq Ft
    • Built 1962

    Last Sold Summary

    • 1% Below List Price
    • $335/SF
    • 12 Days On Market

    Current Estimated Value $776,151

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    600 Brechin Dr, Winter Park, FL 32792
  • /2

    $690,000 Sold May 08, 2025

    1806 Mondrian Cir, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 2,016 Sq Ft
    • Built 2018

    Last Sold Summary

    • 1% Below List Price
    • $342/SF
    • 61 Days On Market

    Current Estimated Value $715,739

    Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

    1806 Mondrian Cir, Winter Park, FL 32789
  • /2

    $360,000 Sold Apr 30, 2025

    1493 Hyde Park Dr, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,408 Sq Ft
    • Built 1989

    Last Sold Summary

    • 1% Above List Price
    • $256/SF
    • 4 Days On Market

    Current Estimated Value $361,359

    Last Listing Agent Erica Diaz HOMEVEST REALTY

    1493 Hyde Park Dr, Winter Park, FL 32792
  • /2

    $300,000 Sold Dec 31, 2024

    3425 Ferndell Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft
    • Built 1966

    Last Sold Summary

    • 5% Below List Price
    • $212/SF
    • 1 Day On Market

    Last Listing Agent Rebecca Vazquez HOMERIVER GROUP

    3425 Ferndell Dr, Winter Park, FL 32792
  • /2

    $351,000 Sold Sep 09, 2025

    1041 Manchester Cir, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,678 Sq Ft
    • Built 1977

    Last Sold Summary

    • 16% Below List Price
    • $209/SF
    • 147 Days On Market

    Last Listing Agent Bob Paulson COLDWELL BANKER RESIDENTIAL RE

    1041 Manchester Cir, Winter Park, FL 32792
  • /2

    $329,900 Sold Jan 30, 2025

    311 E Morse Blvd Unit 7-15, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 482 Sq Ft
    • Built 1960

    Last Sold Summary

    • $684/SF
    • 3 Days On Market

    Current Estimated Value $322,715

    Last Listing Agent Susan Logan LOGAN LAND & HOMES, INC.

    311 E Morse Blvd Unit 7-15, Winter Park, FL 32789
  • /2

    $550,000 Sold May 08, 2025

    2906 Rapidan Trail, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,326 Sq Ft
    • Built 1965

    Last Sold Summary

    • $236/SF
    • 4 Days On Market

    Current Estimated Value $609,023

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    2906 Rapidan Trail, Winter Park, FL 32789
  • /2

    $2,285,000 Sold Nov 19, 2025

    521 S Phelps Ave, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 3,883 Sq Ft
    • Built 2015

    Last Sold Summary

    • 7% Below List Price
    • $588/SF
    • 118 Days On Market

    Last Listing Agent Marcio Tannus LA ROSA REALTY HORIZONS LLC

    521 S Phelps Ave, Winter Park, FL 32789

Showing Results 1 - 40, Page 1 of 18

Frequently Asked Questions

What is the average home price in Winter Park, FL?
Homes for sale in Winter Park, FL have an average home price of $968,535.
What is the average time to sell a house in Winter Park, FL?
The houses for sale in Winter Park, FL spend an average of 63 days on the market.
What is the number of active homes for sale in Winter Park, FL?
There are 277 active homes for sale in Winter Park, FL.
How many homes have sold over the last 12 months in Winter Park, FL?
1,033 homes have sold in Winter Park, FL over the last 12 months.

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$495,000
Median Single Family Sale Price
$610,000
Median Townhouse Sale Price
$459,500
Median 2 Bedroom Sale Price
$220,000
Median 1 Bedroom Sale Price
$155,000
Average Price Per Sq Ft
$371
Number of Homes for Sale
277
Last 12 months Home Sales
1,033
Months of Supply
3.20
Median List Price
$539,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
5%
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