Single family homes for sale in Winter Park, FL

8 hours 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

10 hours on Rocket

$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

Room to negotiate?

Median Sold Price

$460K

Avg. Sale Time

41 Days

Based on our June 2025 Market Report.

13 hours on Rocket

$649,000

4 beds • 3 baths • 2,264 sqft

1792 Killarney Dr, Winter Park, FL 32789

#O6327021, Jill Healey, Listing office: KELLER WILLIAMS WINTER PARK

1 day 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

1 day 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

1 day on RocketTour

$1,285,000

4 beds • 2 baths • 2,471 sqft

1049 Tuscany Pl, Winter Park, FL 32789

#O6329237, Sarah Tomlinson, Listing office: COMPASS FLORIDA LLC

2 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

2 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

2 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

3 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

3 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

3 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

5 days on Rocket

$750,000

3 beds • 2 baths • 2,256 sqft

2478 Whitehall Cir, Winter Park, FL 32792

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

5 days on RocketTour

$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

6 days on Rocket

$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

6 days on RocketTour

$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

6 days on RocketTour

$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

7 days on Rocket

$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

7 days on RocketTour

$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

Tour

$595,000

3 beds • 2 baths • 1,785 sqft

2708 Lion Heart Rd, Winter Park, FL 32792

#O6327241, Corey Cannon, Listing office: BHHS FLORIDA REALTY

$500,000

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

$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

Tour

$363,108

4 beds • 3 baths • 2,077 sqft

5163 Kinsley Dr, Winter Haven, FL 33884

#S5130838, Stephanie Morales, LLC, Listing office: THE REALTY EXPERIENCE POWERED BY LRR

Tour

$354,950

4 beds • 3 baths • 2,077 sqft

5143 Kinsley Dr, Winter Haven, FL 33884

#S5130840, Stephanie Morales, LLC, Listing office: THE REALTY EXPERIENCE POWERED BY LRR

$845,000

2 beds • 2 baths • 1,250 sqft

734 Maryland Ave, Winter Park, FL 32789

#O6326369, Michael Domi, Listing office: PREMIER SOTHEBY'S INTL. REALTY

$5,800,000

5 beds • 5.5 baths • 5,164 sqft

1221 Richmond Rd, Winter Park, FL 32789

#O6321906, Audra Wilks, Listing office: KELLER WILLIAMS WINTER PARK

Tour

$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

$340,190

4 beds • 2 baths • 1,824 sqft

1507 Jessica Blvd, Winter Haven, FL 33884

#O6326185, Ben Goldstein, Listing office: LENNAR REALTY

Tour

$535,000

4 beds • 2.5 baths • 1,811 sqft

1819 Shadyhill Ter, Winter Park, FL 32792

#O6325093, Jonathan Ruiz, Listing office: KELLER WILLIAMS WINTER PARK

Tour

$1,150,000

5 beds • 5 baths • 4,442 sqft

226 Woodfall Ln, Winter Garden, FL 34787

#O6325915, Adrienne Escott, Listing office: PULTE REALTY OF NORTH FLORIDA LLC

Tour

$1,199,000

5 beds • 5 baths • 4,546 sqft

214 Woodfall Ln, Winter Garden, FL 34787

#O6325877, Adrienne Escott, Listing office: PULTE REALTY OF NORTH FLORIDA LLC

Tour

$749,000

4 beds • 2 baths • 1,891 sqft

346 Elkhorn Ct, Winter Park, FL 32792

#O6325028, Ryan Everroad, Listing office: 407 PROPERTIES

Tour

$629,777

4 beds • 3 baths • 2,672 sqft

3102 Heartleaf Pl, Winter Park, FL 32792

#O6323967, Karen Arbutine, Listing office: RE/MAX CENTRAL REALTY

Tour

$949,000

4 beds • 3 baths • 2,646 sqft

1840 Biscayne Dr, Winter Park, FL 32789

#O6325009, Jennifer King, Listing office: CORCORAN PREMIER REALTY

Tour

$425,000

3 beds • 2 baths • 1,516 sqft

3425 Ferndell Dr, Winter Park, FL 32792

#O6325015, Ivanhoe Alvarez, Listing office: LOKATION

Tour

$390,000

2 beds • 1 bath • 1,028 sqft

1516 Pinewood Dr, Winter Park, FL 32789

#G5099279, Matt Buttner, Listing office: LIST NOW REALTY, LLC

Tour

$689,900

4 beds • 2.5 baths • 2,251 sqft

3759 Kinsley Pl, Winter Park, FL 32792

#O6319795, Drew Belani, Listing office: COMPASS FLORIDA LLC

$1,750,000

3 beds • 4 baths • 2,964 sqft

1270 Arlington Pl, Winter Park, FL 32789

#O6324320, Brian Mitnik, Listing office: RE/MAX 200 REALTY

Winter Park, FL Real Estate Market Overview

There are 234 single family homes for sale in Winter Park, FL. The following market insights reflect all property types in the Winter Park, FL real estate market. Between May 2025 and June 2025, Winter Park, FL real estate market has seen a decrease in the number of listings by 5%. The median list price of listings available in June 2025 was $460,000, while the average time on the real estate market was 41 days. In June 2025 more than 7 listings in Winter Park, FL were sold above the asking price. During the same period more than 19 listings were sold at asking price, while more than 58 were sold below.

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