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
Explore Winter Park
/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
/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 $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
/2
$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

Florida Orange County Winter Park

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

On average, homes in Winter Park, FL sell after 63 days on the market compared to the national average of 53 days. The median sale price for homes in Winter Park, FL over the last 12 months is $495,000, up 5% from the median home sale price over the previous 12 months.

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

Median Home Sale Price YoY Change

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