Winter Park, FL homes for sale & real estate

7 hours on RocketTour

$529,900

3 beds • 2 baths • 2,254 sqft

7682 Glenmoor Ln, Winter Park, FL 32792

#R4909612, Bob Holston, Jr, Listing office: HOLSTON PROPERTIES & DEV., INC

9 hours on Rocket

$450,000

4 beds • 3 baths • 1,804 sqft

2464 Lotafun Ave, Winter Park, FL 32789

#O6331071, Irina Paul, LLC, Listing office: FUTURE HOME REALTY INC

Room to negotiate?

Median Sold Price

$460K

Avg. Sale Time

41 Days

Based on our June 2025 Market Report.

17 hours on RocketTour

$649,000

3 beds • 2 baths • 1,539 sqft

2758 Banchory Rd, Winter Park, FL 32792

#O6329628, Erwin Vargas, Listing office: MR VARGAS PROPERTY MANAGEMENT LLC

3 days on RocketTour

$1,150,000

5 beds • 3 baths • 2,813 sqft

233 Hampden Pl, Winter Park, FL 32789

#O6330474, Frank Ferrell, Listing office: FERRELL REALTY, INC.

3 days on Rocket

$540,000

4 beds • 2 baths • 2,030 sqft

1713 W Cheryl Dr, Winter Park, FL 32792

#O6330333, Andi Gamble, Listing office: LPT REALTY, LLC

3 days on Rocket

$790,000

4 beds • 3.5 baths • 2,604 sqft

438 W Swoope Ave, Winter Park, FL 32789

#O6329098, Padgett McCormick, Listing office: KELLY PRICE & COMPANY LLC

3 days on Rocket

$675,000

3 beds • 2.5 baths • 1,951 sqft

595 Huntington Ave Unit 4, Winter Park, FL 32789

#O6329412, Andrew Livingston, Listing office: COLDWELL BANKER RESIDENTIAL RE

3 days on RocketTour

$265,000

2 beds • 2 baths • 1,290 sqft

2398 Dominica Run, Winter Park, FL 32792

#O6329964, Thomas Nickley, Jr, Listing office: KELLER WILLIAMS REALTY AT THE PARKS

3 days on RocketTour

$1,450,000

4 beds • 3 baths • 3,710 sqft

5236 Lake Howell Rd, Winter Park, FL 32792

#O6330075, Troy Hensley, Listing office: BHHS FLORIDA REALTY

3 days on RocketTour

$137,000

1 bed • 1 bath • 796 sqft

1000 S Semoran Blvd Unit 716, Winter Park, FL 32792

#O6329763, Nathalie Romero, Listing office: HOME WISE REALTY GROUP, INC.

4 days on Rocket

$425,000

5 beds • 3 baths • 1,906 sqft

3415 N Goldenrod Rd, Winter Park, FL 32792

#O6330193, Maria Borges Jaime, Listing office: BORGES & JAIME REAL ESTATE , LLC

4 days on RocketTour

$1,050,000

4 beds • 3.5 baths • 2,173 sqft

208 Brewer Ave, Winter Park, FL 32789

#O6330008, Cassandra King, Listing office: COMPASS FLORIDA LLC

4 days on Rocket

$215,000

2 beds • 1.5 baths • 1,281 sqft

4786 Tangerine Ave Unit 4786, Winter Park, FL 32792

#O6329095, John Muccigrosso, PA, Listing office: RE/MAX 200 REALTY

4 days on Rocket

$195,000

1 bed • 1 bath • 645 sqft

2500 Lee Rd Unit It237, Winter Park, FL 32789

#O6329825, Layla Zayed, Listing office: MARK SPAIN REAL ESTATE

4 days on Rocket

$479,000

2 beds • 2.5 baths • 1,536 sqft

130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789

#O6329395, Lisa Gould, Listing office: KELLER WILLIAMS WINTER PARK

5 days on Rocket

$365,000

3 beds • 2 baths • 1,278 sqft

2008 Nottingdale Ln, Winter Park, FL 32792

#O6325381, Bob Bretz, PA, Listing office: EXP REALTY LLC

5 days on Rocket

$2,200,000

5 beds • 4.5 baths • 3,174 sqft

1710 Oneco Ave, Winter Park, FL 32789

#O6328878, Rhonda Chesmore, Listing office: KELLY PRICE & COMPANY LLC

5 days on RocketTour

$609,900

3 beds • 3 baths • 1,701 sqft

915 Aragon Ave, Winter Park, FL 32789

#O6329542, Shelby Kirsch, Listing office: REAL PROPERTY MANAGEMENT AND REALTY

5 days on RocketTour

$170,000

1 bed • 1 bath • 759 sqft

614 Grenadine Ct Unit S, Winter Park, FL 32792

#O6325855, Fabian Berastegui, Listing office: P & C PROPERTIES

6 days on RocketTour

$382,500

3 beds • 2 baths • 1,226 sqft

5234 Ohio St, Winter Park, FL 32792

#O6328009, Emily Nickley, Listing office: MARKET CONNECT REALTY LLC

6 days on RocketTour

$714,900

3 beds • 2 baths • 1,704 sqft

1640 Cypress Point Ln, Winter Park, FL 32792

#O6327831, Amy Turner, Listing office: KELLER WILLIAMS WINTER PARK

959 Lunar Ln, Winter Haven, FL 33884 - photo 1

6 days on Rocket

$318,532

3 beds • 2 baths • 1,730 sqft

959 Lunar Ln, Winter Haven, FL 33884

#R4909658, Ed Laderer, Listing office: VANTAGE PROPERTY MANAGEMENT LLC

7 days on Rocket

$620,000

3 beds • 3.5 baths • 1,937 sqft

1250 Formosa Ave, Winter Park, FL 32789

#O6328855, Dominick Florio, Listing office: RE/MAX TOWN & COUNTRY REALTY

7 days on Rocket

$700,000

3 beds • 4 baths • 1,984 sqft

1620 Howell Branch Rd, Winter Park, FL 32789

#O6326651, Michelle Rhea, Listing office: THE WILKINS WAY LLC

974 Lunar Ln, Winter Haven, FL 33884 - photo 1

7 days on Rocket

$333,506

4 beds • 2 baths • 1,816 sqft

974 Lunar Ln, Winter Haven, FL 33884

#R4909641, Ed Laderer, Listing office: VANTAGE PROPERTY MANAGEMENT LLC

7 days on RocketTour

$699,900

3 beds • 3 baths • 1,876 sqft

618 Blairshire Cir, Winter Park, FL 32792

#O6328772, Nicole Howell, Listing office: FANNIE HILLMAN & ASSOCIATES

$750,000

3 beds • 2 baths • 2,256 sqft

2478 Whitehall Cir, Winter Park, FL 32792

#O6328694, Erica Magtira, Listing office: LPT REALTY, LLC

Tour

$3,150,000

6 beds • 5 baths • 4,767 sqft

575 Palmer Ave, Winter Park, FL 32789

#O6327058, Joe Devlin, Listing office: DEVLIN INVESTORS & ASSOCIATES

Tour

$370,000

2 beds • 2 baths • 1,140 sqft

150 Killarney Bay Ct Unit 5, Winter Park, FL 32789

#O6328063, Brandon Geers, Listing office: COMPASS FLORIDA LLC

$339,500

2 beds • 2 baths • 1,408 sqft

3103 Ash Park Loop, Winter Park, FL 32792

#O6328271, Pamela Ryan, Listing office: PREMIER SOTHEBY'S INTL. REALTY

Tour

$1,390,000

4 beds • 4.5 baths • 3,253 sqft

525 Lakeview Ave, Winter Park, FL 32789

#O6325165, Marie Helen Ledbetter, Listing office: COLDWELL BANKER RESIDENTIAL RE

Tour

$1,390,000

4 beds • 4.5 baths • 3,253 sqft

501 Lakeview Ave, Winter Park, FL 32789

#O6325192, Marie Helen Ledbetter, Listing office: COLDWELL BANKER RESIDENTIAL RE

$1,349,500

4 beds • 2.5 baths • 2,714 sqft

1371 Lyndale Blvd, Winter Park, FL 32789

#O6317480, Tiffany Pantozzi, Listing office: ALIGN REAL ESTATE LLC

Tour

$365,000

3 beds • 2 baths • 1,467 sqft

2006 Ponderosa Ave, Winter Park, FL 32792

#O6327977, Kelly Price, Listing office: KELLY PRICE & COMPANY LLC

Tour

$460,000

3 beds • 2 baths • 1,263 sqft

5331 Oak Ct, Winter Park, FL 32792

#S5130868, Nataliya Voroshylo Hylton, Listing office: CHARLES RUTENBERG REALTY ORLANDO

$630,000

4 beds • 2.5 baths • 2,267 sqft

7988 Pleasant Pine Cir, Winter Park, FL 32792

#O6327388, David Teller, Listing office: ABSOLUTE REALTY GROUP, LLC

1414 Bessmor Rd, Winter Park, FL 32789 - photo 1

$495,000

Land • 0.16 Acres

1414 Bessmor Rd, Winter Park, FL 32789

#O6327873, Miranda Azer, Listing office: PARKVIEW REAL ESTATE

$499,999

3 beds • 2.5 baths • 1,906 sqft

7602 Lodge Pole Trl, Winter Park, FL 32792

#O6326358, Jorge Martinez, Jr, Listing office: KELLER WILLIAMS CLASSIC

Tour

$394,990

3 beds • 2.5 baths • 1,476 sqft

1314 Tarflower Dr, Winter Springs, FL 32708

#O6327307, Elizabeth Manchester, Listing office: MATTAMY REAL ESTATE SERVICES

Tour

$366,589

4 beds • 3 baths • 2,077 sqft

5131 Kinsley Dr, Winter Haven, FL 33884

#S5130836, Stephanie Morales, LLC, Listing office: THE REALTY EXPERIENCE POWERED BY LRR

Winter Park, FL Real Estate Market Overview

There are 391 homes for sale in Winter Park, FL. The following market insights reflect all property types in the Winter Park, FL real estate market. The number of homes for sale in Winter Park, FL decreased by 5% between May 2025 and June 2025. Listings spent 41 days on the market in June 2025, and had a median list price of $460,000 during the same period. Over 7 listings were sold over their listed price in June 2025 in Winter Park, FL. In the same period over 58 listings were sold below the listed price and 19 listings were sold for the listed price.

From Rocket Homes Real Estate and based on county public records data

What is it like to live in Winter Park, FL

Overview

Winter Park is located in Orange County, Florida. There are roughly 30,427 residents, living in 13,373 households. The average temperature for Winter Park this time of the year is low of 72F and high of 92F. On average, Winter Park gets about 7.27 inches of precipitation in July. Most residents are home owners (62%), have a post secondary degree (63%) and are single, no kids (51%).

Data provided by Home Junction

Schools near Winter Park, FL