1,127

Recently Sold Winter Park, FL Homes

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  • /2

    $400,000

    Sold Jun 24, 2026

    721 Dunbar St, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,018 Sq Ft
    • Built 1950

    Last Sold Summary

    • $393/SF
    • 4 Days On Market

    Current Estimated Value $475,488

    Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    721 Dunbar St, Winter Park, FL 32789
  • /2

    $217,000

    Sold Jun 22, 2026

    2400 Dominica Run, Winter Park, FL 32792

    • 2 Beds
    • 1 Bath
    • 854 Sq Ft
    • Built 1979

    Last Sold Summary

    • 4% Below List Price
    • $254/SF
    • 48 Days On Market

    Current Estimated Value $218,637

    Last Listing Agent Laura Toppin FLORIDA HOME TEAM REALTY LLC

    2400 Dominica Run, Winter Park, FL 32792
  • /2

    $710,000

    Sold Jun 23, 2026

    1108 Fairway Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,677 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Below List Price
    • $423/SF
    • 82 Days On Market

    Current Estimated Value $704,612

    Last Listing Agent Rene Droz, III CHARLES RUTENBERG REALTY ORLANDO

    1108 Fairway Dr, Winter Park, FL 32792
  • /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 $2,128,691

    Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

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

    $290,000

    Sold Feb 06, 2026

    1920 Carrigan Ave, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,242 Sq Ft
    • Built 1954

    Last Sold Summary

    • 14% Below List Price
    • $233/SF
    • 141 Days On Market

    Current Estimated Value $290,933

    Last Listing Agent Virginia Bellhorn WATSON REALTY CORP

    1920 Carrigan Ave, Winter Park, FL 32792
  • /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 $609,863

    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 $681,645

    Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

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

    $955,000

    Sold Feb 24, 2026

    512 Clarendon Ave, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,824 Sq Ft
    • Built 2001

    Last Sold Summary

    • 3% Below List Price
    • $338/SF
    • 21 Days On Market

    Current Estimated Value $965,643

    Last Listing Agent Sarah Tomlinson COMPASS FLORIDA LLC

    512 Clarendon 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 $285,523

    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 $1,279,216

    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

    $1,200,000

    Sold May 29, 2026

    3711 Vinsetta Ct, Winter Park, FL 32792

    • 6 Beds
    • 4 Baths
    • 4,214 Sq Ft
    • Built 2015

    Last Sold Summary

    • 20% Below List Price
    • $285/SF
    • 75 Days On Market

    Current Estimated Value $1,325,347

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

    3711 Vinsetta Ct, 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

    Current Estimated Value $2,201,722

    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

    Current Estimated Value $2,787,254

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    1020 Mayfield Ave, Winter Park, FL 32789
  • /2

    $714,000

    Sold Mar 12, 2026

    636 Dunblane Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,803 Sq Ft
    • Built 1962

    Last Sold Summary

    • 2% Below List Price
    • $396/SF
    • 7 Days On Market

    Current Estimated Value $704,388

    Last Listing Agent Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

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

    $581,000

    Sold May 26, 2026

    7917 Pleasant Pine Cir, Winter Park, FL 32792

    • 4 Beds
    • 2.5 Baths
    • 2,157 Sq Ft
    • Built 2014

    Last Sold Summary

    • 3% Below List Price
    • $269/SF
    • 0 Days On Market

    Current Estimated Value $589,421

    Last Listing Agent Lori Gilmore LORI GILMORE REAL ESTATE LLC

    7917 Pleasant Pine Cir, Winter Park, FL 32792
  • /2

    $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 $649,392

    Last Listing Agent Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

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

    $354,900

    Sold May 15, 2026

    5330 Tangerine Ave, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,642 Sq Ft
    • Built 1976

    Last Sold Summary

    • $216/SF
    • 0 Days On Market

    Current Estimated Value $355,785

    Last Listing Agent Courtney Pelfrey MILLER GRANT AND COMPANY

    5330 Tangerine Ave, Winter Park, FL 32792
  • /2

    $401,000

    Sold Oct 15, 2025

    1809 Palmer Ave, Winter Park, FL 32792

    • Land
    • 9,147 Sq Ft
    • $1,909,524 per Acre

    Last Sold Summary

    • 5 Days On Market

    Current Estimated Value $399,359

    Last Listing Agent Christina Munkberg COLDWELL BANKER REALTY

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

    $4,250,000

    Sold Jun 01, 2026

    1336 College Point, Winter Park, FL 32789

    • 4 Beds
    • 5 Baths
    • 3,181 Sq Ft
    • Built 1926

    Last Sold Summary

    • 8% Below List Price
    • $1,336/SF
    • 109 Days On Market

    Current Estimated Value $4,442,314

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

    1336 College Point, Winter Park, FL 32789
  • /2

    $567,000

    Sold Apr 02, 2026

    1459 Nottingham Dr, Winter Park, FL 32792

    • 5 Beds
    • 2.5 Baths
    • 1,885 Sq Ft
    • Built 1971

    Last Sold Summary

    • $301/SF
    • 2 Days On Market

    Current Estimated Value $562,783

    Last Listing Agent Shirley Jones COLDWELL BANKER REALTY

    1459 Nottingham Dr, Winter Park, FL 32792
  • /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 $691,233

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

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

    $730,000

    Sold Mar 23, 2026

    1213 Lindenwood Ln, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,505 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Below List Price
    • $291/SF
    • 81 Days On Market

    Current Estimated Value $718,031

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    1213 Lindenwood Ln, Winter Park, FL 32792
  • /2

    $1,590,000

    Sold Mar 06, 2026

    1166 Oaks Blvd, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,860 Sq Ft
    • Built 2018

    Last Sold Summary

    • 12% Below List Price
    • $556/SF
    • 153 Days On Market

    Current Estimated Value $1,621,179

    Last Listing Agent Kevin Kelly FANNIE HILLMAN & ASSOCIATES

    1166 Oaks Blvd, Winter Park, FL 32789
  • /2

    $390,000

    Sold Jun 11, 2026

    7517 Laurel Springs Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,678 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Below List Price
    • $232/SF
    • 4 Days On Market

    Current Estimated Value $413,579

    Last Listing Agent Jay Patterson KELLER WILLIAMS ADVANTAGE REALTY

    7517 Laurel Springs Dr, 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 $402,735

    Last Listing Agent Lana More KELLER WILLIAMS WINTER PARK

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

    $2,050,000

    Sold Apr 30, 2026

    1205 Mayfield Ave, Winter Park, FL 32789

    • Land
    • 23,958 Sq Ft
    • $3,727,273 per Acre

    Last Sold Summary

    • 18% Below List Price
    • 89 Days On Market

    Current Estimated Value $2,208,348

    Last Listing Agent Abby Nelson RE/MAX 200 REALTY

    1205 Mayfield Ave, Winter Park, FL 32789
  • /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 $1,441,948

    Last Listing Agent Jake Johnson SHORES REAL ESTATE

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

    $261,000

    Sold May 13, 2026

    1500 Gay Rd Unit 8D, Winter Park, FL 32789

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

    Last Sold Summary

    • 2% Below List Price
    • $254/SF
    • 19 Days On Market

    Current Estimated Value $264,210

    Last Listing Agent Trevor Laug. Realtor SOLID OAK REAL ESTATE LLC

    1500 Gay Rd Unit 8D, Winter Park, FL 32789
  • /2

    $440,000

    Sold Jan 29, 2026

    1621 Puritan Ave, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 1,765 Sq Ft
    • Built 1963

    Last Sold Summary

    • 12% Below List Price
    • $249/SF
    • 342 Days On Market

    Current Estimated Value $435,235

    Last Listing Agent Alejandro Colon PREFERRED REAL ESTATE BROKERS

    1621 Puritan Ave, Winter Park, FL 32792
  • /2

    $800,000

    Sold Apr 30, 2026

    737 N Capen Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,930 Sq Ft
    • Built 2021

    Last Sold Summary

    • 13% Below List Price
    • $415/SF
    • 99 Days On Market

    Current Estimated Value $883,096

    Last Listing Agent Jenn Carlisle LPT REALTY, LLC

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

    $640,000

    Sold Jun 05, 2026

    352 Cambridge Blvd, Winter Park, FL 32789

    • 5 Beds
    • 3 Baths
    • 1,917 Sq Ft
    • Built 1920

    Last Sold Summary

    • 2% Below List Price
    • $334/SF
    • 46 Days On Market

    Current Estimated Value $631,911

    Last Listing Agent Karen Jacobs COLDWELL BANKER REALTY

    352 Cambridge Blvd, Winter Park, FL 32789
  • /2

    $340,000

    Sold May 15, 2026

    7529 Village Green Dr, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,575 Sq Ft
    • Built 1972

    Last Sold Summary

    • 5% Above List Price
    • $216/SF
    • 4 Days On Market

    Current Estimated Value $327,985

    Last Listing Agent Kim Goldin KELLER WILLIAMS ADVANTAGE REALTY

    7529 Village Green Dr, Winter Park, FL 32792
  • /2

    $1,088,000

    Sold Jan 30, 2026

    1092 Wading Waters Cir, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 3,057 Sq Ft
    • Built 2019

    Last Sold Summary

    • 9% Below List Price
    • $356/SF
    • 60 Days On Market

    Current Estimated Value $1,084,074

    Last Listing Agent Tara Haefner KELLER WILLIAMS HERITAGE REALTY

    1092 Wading Waters Cir, 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

    Current Estimated Value $363,791

    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 $1,595,861

    Last Listing Agent Dee Morgan KELLY PRICE & COMPANY LLC

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

    $379,990

    Sold Feb 27, 2026

    1378 Chilean Ln, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,424 Sq Ft
    • Built 1960

    Last Sold Summary

    • $267/SF
    • 13 Days On Market

    Current Estimated Value $363,791

    Last Listing Agent Constantin Florean FUTURE HOME REALTY INC

    1378 Chilean Ln, Winter Park, FL 32792
  • /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

    Current Estimated Value $645,881

    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

    Current Estimated Value $287,744

    Last Listing Agent Vonda Fields CHARLES RUTENBERG REALTY ORLANDO

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

    $675,000

    Sold Mar 16, 2026

    620 Darcey Dr, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,075 Sq Ft
    • Built 1967

    Last Sold Summary

    • 9% Below List Price
    • $325/SF
    • 14 Days On Market

    Current Estimated Value $685,935

    Last Listing Agent Jason Asa LPT REALTY, LLC

    620 Darcey Dr, Winter Park, FL 32792

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 $956,772.
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 67 days on the market.
What is the number of active homes for sale in Winter Park, FL?
There are 322 active homes for sale in Winter Park, FL.
How many homes have sold over the last 12 months in Winter Park, FL?
1,005 homes have sold in Winter Park, FL over the last 12 months.

Home Price Trends

Median Sale Price
$479,000
Median Single Family Sale Price
$615,000
Median Townhouse Sale Price
$450,000
Median 2 Bedroom Sale Price
$250,000
Median 1 Bedroom Sale Price
$154,900
Average Price Per Sq Ft
$372
Number of Homes for Sale
322
Last 12 months Home Sales
1,005
Months of Supply
3.80
Median List Price
$535,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
0%
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