4 bedroom homes for sale in Winter Park, FL

14 hours on RocketTour

$1,065,000

4 beds • 3 baths • 3,057 sqft

1024 Wading Waters Cir, Winter Park, FL 32792

#O6327754, Harif Hazera, Listing office: PREMIER SOTHEBY'S INTL. REALTY

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

1 day 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

Room to negotiate?

Median Sold Price

$460K

Avg. Sale Time

41 Days

Based on our June 2025 Market Report.

4 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

4 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

5 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

6 days on Rocket

$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

$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

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

$1,100,000

4 beds • 3.5 baths • 2,826 sqft

512 Clarendon Ave, Winter Park, FL 32789

#O6323281, Sarah Tomlinson, Listing office: COMPASS FLORIDA LLC

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

$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

$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

Tour

$670,777

4 beds • 3 baths • 2,846 sqft

3115 Heartleaf Pl, Winter Park, FL 32792

#O6324437, Selby Turnbull, Listing office: EXP REALTY LLC

$765,000

4 beds • 2 baths • 2,076 sqft

620 Darcey Dr, Winter Park, FL 32792

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

$425,000

4 beds • 2 baths • 1,008 sqft

770 W Webster Ave, Winter Park, FL 32789

#O6323574, Lisa Gould, Listing office: KELLER WILLIAMS WINTER PARK

Tour

$529,900

4 beds • 2 baths • 1,508 sqft

2844 Scarlet Rd, Winter Park, FL 32792

#O6323244, Amy Turner, Listing office: KELLER WILLIAMS WINTER PARK

$658,900

4 beds • 3 baths • 2,860 sqft

3110 Heartleaf Pl, Winter Park, FL 32792

#O6322778, Hojin Chang, Listing office: RE/MAX PRIME PROPERTIES

Tour

$590,000

4 beds • 2 baths • 1,843 sqft

8065 Pleasant Pine Cir, Winter Park, FL 32792

#O6323698, Thomas Nickley, Jr, Listing office: KELLER WILLIAMS REALTY AT THE PARKS

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

$439,990

4 beds • 2.5 baths • 1,678 sqft

1299 Tarflower Dr, Winter Springs, FL 32708

#O6321209, Elizabeth Manchester, Listing office: MATTAMY REAL ESTATE SERVICES

Tour

$437,990

4 beds • 2.5 baths • 1,678 sqft

1294 Tarflower Dr, Winter Springs, FL 32708

#O6321196, Elizabeth Manchester, Listing office: MATTAMY REAL ESTATE SERVICES

2144 Ridge Dr, Winter Park, FL 32792 - photo 1

$765,000

4 beds • 3 baths • 3,020 sqft

2144 Ridge Dr, Winter Park, FL 32792

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

Tour

$4,750,000

4 beds • 5.5 baths • 3,850 sqft

1150 Via Salerno, Winter Park, FL 32789

#O6321143, Padgett McCormick, Listing office: KELLY PRICE & COMPANY LLC

$3,975,000

4 beds • 5 baths • 3,658 sqft

1742 Temple Dr, Winter Park, FL 32789

#O6320054, Nathalie Bates, Listing office: PREMIER SOTHEBY'S INTL. REALTY

$1,180,000

4 beds • 3.5 baths • 2,770 sqft

2607 Lafayette Ave, Winter Park, FL 32789

#A11826269, Malgorzata Walas, Listing office: Fortune Christie's International Real Estate

$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

$1,795,000

4 beds • 4 baths • 2,743 sqft

1780 Mizell Ave, Winter Park, FL 32789

#O6319166, Megan Byers, Listing office: PREMIER SOTHEBY'S INTL. REALTY

Tour

$1,675,000

4 beds • 4 baths • 3,478 sqft

1350 Lyndale Blvd, Winter Park, FL 32789

#O6320326, Carol Wittman, Listing office: PALMANO GROUP RE BROKERAGE LLC

$1,750,000

4 beds • 2.5 baths • 3,263 sqft

446 Alberta Dr, Winter Park, FL 32789

#O6319233, Vonda Fields, Listing office: CHARLES RUTENBERG REALTY ORLANDO

Tour

$375,000

4 beds • 3 baths • 1,674 sqft

3430 Arbutus Ln, Winter Park, FL 32792

#O6319144, Monica Ramirez, Listing office: URBAN NEST CLUB INC

Tour

$1,470,000

4 beds • 3.5 baths • 3,349 sqft

2401 Lafayette Ave, Winter Park, FL 32789

#TB8395492, Nehad Darwish, Listing office: DIVINE ESTATES REALTY LLC

Tour

$329,950

4 beds • 2 baths • 1,919 sqft

5135 Kinsley Dr, Winter Haven, FL 33884

#S5127745, Stephanie Morales, LLC, Listing office: THE REALTY EXPERIENCE POWERED BY LRR

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

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

$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

$449,999

4 beds • 2 baths • 1,795 sqft

7446 Houston Ct E, Winter Park, FL 32792

#O6316174, Walter Taylor, III, Listing office: KELLER WILLIAMS REALTY AT THE PARKS

Winter Park, FL Real Estate Market Overview

There are 104 4-bedroom homes for sale in Winter Park, FL. The following market insights reflect all property types in the Winter Park, FL real estate market. In June 2025 in Winter Park, FL there were 5% less homes for sale than in May 2025. In June 2025, listings were on the market for 41 days. During the same period, the median list price in this real estate market was $460,000. While more than 7 listings in Winter Park, FL in June 2025 were sold above asking price, there were more than 19 listings sold at asking price, and 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