Most expensive homes for sale in 32792, FL

Tour

$4,100,000

5 beds • 6.5 baths • 4,782 sqft

1782 Pine Ave, Winter Park, FL 32789

#O6297161, Prentice Williams, Listing office: EXP REALTY LLC

$2,849,000

5 beds • 3.5 baths • 4,200 sqft

2652 Lake Howell Ln, Winter Park, FL 32792

#O6316547, Brigitte Elzarki, Listing office: COLDWELL BANKER REALTY

Room to negotiate?

Median Sold Price

$412K

Avg. Sale Time

41 Days

Based on our June 2025 Market Report.

Tour

$1,899,000

5 beds • 4.5 baths • 4,288 sqft

4469 Old Bear Run, Winter Park, FL 32792

#O6294027, Teresa Smith, Listing office: HOME WISE REALTY GROUP, INC.

$1,595,000

4 beds • 4 baths • 4,000 sqft

7841 Georgeann St, Winter Park, FL 32792

#O6291551, Jerad Withrow, Listing office: SPECTRUM GLOBAL REALTY, INC

Tour

$1,590,000

5 beds • 4.5 baths • 5,329 sqft

8041 Lake Waunatta Dr, Winter Park, FL 32792

#O6295392, Kathryn Stelljes, Listing office: KELLER WILLIAMS REALTY AT THE PARKS

Tour

$1,495,000

3 beds • 3 baths • 2,351 sqft

1741 Palmer Ave, Winter Park, FL 32789

#O6310656, Albin Hubscher, Listing office: CENTRAL FLORIDA PRIME REAL ESTATE LLC

Tour

$1,425,000

4 beds • 4 baths • 3,024 sqft

2015 Summerfield Rd, Winter Park, FL 32792

#O6323573, Mick Night, Listing office: PREMIER SOTHEBY'S INTL. REALTY

Tour

$1,395,000

4 beds • 3.5 baths • 3,153 sqft

2922 Reef Knot Pl, Winter Park, FL 32792

#O6316445, Ellen Bessette, Listing office: CHARLES RUTENBERG REALTY ORLANDO

Tour

$1,299,000

5 beds • 4.5 baths • 4,435 sqft

7440 Aloma Ave, Winter Park, FL 32792

#O6258176, DeShawn Robinson, Listing office: MARZUCCO REAL ESTATE

$1,295,000

4 beds • 3 baths • 2,841 sqft

1701 Palmer Ave, Winter Park, FL 32789

#O6291619, Jackie Swisher, Listing office: TRUST EQUITY GROUP LLC

4 days on Rocket

$1,295,000

6 beds • 4 baths • 4,161 sqft

1422 Via Sangro Pl, Winter Park, FL 32792

#O6325928, Jennifer Sloan, Listing office: KELLY PRICE & COMPANY LLC

$1,225,000

4 beds • 4.5 baths • 3,408 sqft

2890 Wild Ginger Ct, Winter Park, FL 32792

#O6321617, Alison Mosley, Listing office: PREMIER SOTHEBY'S INTL. REALTY

Tour

$1,210,000

4 beds • 3.5 baths • 3,321 sqft

4048 Gilder Rose Pl, Winter Park, FL 32792

#O6316911, Abby Greenberg, Listing office: COMPASS FLORIDA LLC

4 days on RocketTour

$1,200,000

6 beds • 4 baths • 4,277 sqft

2080 Wood Thrush Ln, Winter Park, FL 32792

#TB8405864, Nathan Klutznick, Listing office: LOKATION

Tour

$1,200,000

4 beds • 3.5 baths • 3,074 sqft

4107 Gabriella Ln, Winter Park, FL 32792

#O6307317, Barrett Spray, Listing office: KELLER WILLIAMS ADVANTAGE REALTY

Tour

$1,120,000

5 beds • 4.5 baths • 3,839 sqft

2880 Old Castle Dr, Winter Park, FL 32792

#O6313631, Jennifer King, Listing office: CORCORAN PREMIER REALTY

$1,080,000

5 beds • 4.5 baths • 4,307 sqft

2011 Soaring Oak Way, Winter Park, FL 32792

#O6292969, Brandy Hill, Listing office: DEGREE REALTY LLC

Tour

$1,070,000

4 beds • 2.5 baths • 3,121 sqft

1444 Pelican Bay Trl, Winter Park, FL 32792

#S5122502, Jacob Hara, Listing office: TRANSCEND REALTY

Tour

$998,000

4 beds • 3.5 baths • 4,088 sqft

1319 Heavenly Cv, Winter Park, FL 32792

#TB8394560, Douglas Addeo, Listing office: COMMUNITY REALTY ASSOCIATES

Tour

$995,000

4 beds • 3 baths • 2,838 sqft

210 Laurel Park Ct, Winter Park, FL 32792

#O6279127, Lizzie Beaudoin, Listing office: PR REAL ESTATE SERVICES

$995,000

2 beds • 1.5 baths • 1,374 sqft

2260 Hawick Ln, Winter Park, FL 32792

#O6232951, Michael Rasmussen, Listing office: DAVEN REAL ESTATE INC

Tour

$950,000

4 beds • 4 baths • 3,646 sqft

5510 Howell Branch Rd, Winter Park, FL 32792

#1047087, Shaun Shaffner, Listing office: Blue Marlin Real Estate

$935,000

5 beds • 3.5 baths • 3,598 sqft

5325 Cypress Reserve Pl, Winter Park, FL 32792

#O6288234, Dori Estrada PLLC, Listing office: LPT REALTY, LLC

Tour

$925,000

3 beds • 2 baths • 3,158 sqft

7801 Georgeann St, Winter Park, FL 32792

#O6320877, Kelly Butterfield, Listing office: RE/MAX TOWN & COUNTRY REALTY

Tour

$885,000

4 beds • 3.5 baths • 2,589 sqft

1263 Verdant Glade Pl, Winter Park, FL 32792

#TB8331485, Stephen Hachey, Listing office: FLAT FEE MLS REALTY

Tour

$875,000

4 beds • 3.5 baths • 2,589 sqft

1090 Wildmeadow Run, Winter Park, FL 32792

#O6300667, Rod Chevalier, Listing office: BHHS FLORIDA REALTY

$799,000

3 beds • 2 baths • 1,827 sqft

676 Dunblane Dr, Winter Park, FL 32792

#O6314037, Emma Kaplan, Listing office: BALDWIN PARK REALTY LLC

Tour

$799,000

4 beds • 3 baths • 2,192 sqft

2168 Marsh Sedge Ln, Winter Park, FL 32792

#O6303093, Marcelle Da Silva Sampaio, Listing office: SELECTA REALTY LLC

Tour

$795,000

3 beds • 2 baths • 1,827 sqft

625 Brechin Dr, Winter Park, FL 32792

#O6280564, Kelly Price, Listing office: KELLY PRICE & COMPANY LLC

Tour

$784,000

5 beds • 4 baths • 2,866 sqft

5618 Winterbrook Way, Winter Park, FL 32792

#TB8352579, Elizabeth Binder, Listing office: REDFIN CORPORATION

$775,000

4 beds • 2 baths • 2,076 sqft

620 Darcey Dr, Winter Park, FL 32792

#O6324428, Michael Domi, Listing office: PREMIER SOTHEBY'S INTL. REALTY

$775,000

4 beds • 3.5 baths • 2,587 sqft

1340 Blue Stem Ln, Winter Park, FL 32792

#O6307026, Andrea Luna, Listing office: AGL BROKERAGE CORP

2144 Ridge Dr, Winter Park, FL 32792 - view of front of property with concrete driveway

$765,000

4 beds • 3 baths • 3,020 sqft

2144 Ridge Dr, Winter Park, FL 32792

#1215089, Sahil Rama, Listing office: EXP Realty LLC

$765,000

3 beds • 2 baths • 2,134 sqft

2418 Whitehall Cir, Winter Park, FL 32792

#O6288728, Alice Anne Jackson, Listing office: CORCORAN PREMIER REALTY

Tour

$749,000

4 beds • 2 baths • 2,509 sqft

627 Darcey Dr, Winter Park, FL 32792

#O6306441, Ingrid Livingston, Listing office: COLDWELL BANKER RESIDENTIAL RE

5 days on RocketTour

$749,000

4 beds • 2 baths • 1,891 sqft

346 Elkhorn Ct, Winter Park, FL 32792

#O6325028, Ryan Everroad, Listing office: 407 PROPERTIES

Tour

$749,000

3 beds • 1.5 baths • 2,108 sqft

5150 Old Howell Branch Rd, Winter Park, FL 32792

#O6282162, Sanya Avazpour, Listing office: COMPASS FLORIDA, LLC

$742,000

5 beds • 3.5 baths • 3,152 sqft

5275 Pine Lily Cir, Winter Park, FL 32792

#O6301592, Dominick Florio, Listing office: RE/MAX TOWN & COUNTRY REALTY

Tour

$730,000

5 beds • 3.5 baths • 3,568 sqft

7895 Pleasant Pine Cir, Winter Park, FL 32792

#O6321261, Yvette Hoover, Listing office: ALL REAL ESTATE & INVESTMENTS

Tour

$729,000

4 beds • 2.5 baths • 2,046 sqft

607 Dunblane Dr, Winter Park, FL 32792

#O6289998, Khozaif Merali, Listing office: CHARLES RUTENBERG REALTY ORLANDO

32792, FL Real Estate Market Overview

There are 225 most expensive homes for sale in 32792, FL. The following market insights reflect all property types in the 32792, FL real estate market. The number of homes in 32792, FL decreased by 3.3% between May 2025 and June 2025. The median list price of listings available in June 2025 was $412,000, while the average time on the real estate market was 41 days. Over 6 listings were sold over their listed price in June 2025 in 32792, FL. In the same period over 34 listings were sold below the listed price and 13 listings were sold for the listed price.