Winter Park, FL homes for sale & real estate

1 hour on Rocket

$949,900

3 beds • 2 baths • 1,536 sqft

2823 Wright Ave, Winter Park, FL 32789

#O6323468, Tal Busidan, Listing office: TAL BUSIDAN PA

17 hours on RocketTour

$265,000

2 beds • 2 baths • 1,173 sqft

2480 Tahoe Cir Unit 2480, Winter Park, FL 32792

#O6319026, Michael Wood, Listing office: UNITED REAL ESTATE PREFERRED

Room to negotiate?

Median Sold Price

$460K

Avg. Sale Time

41 Days

Based on our June 2025 Market Report.

22 hours on RocketTour

$444,990

4 beds • 2.5 baths • 1,678 sqft

1299 Tarflower Dr, Winter Springs, FL 32708

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

22 hours on RocketTour

$442,990

4 beds • 2.5 baths • 1,678 sqft

1294 Tarflower Dr, Winter Springs, FL 32708

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

1 day on RocketTour

$3,950,000

Land • 8.34 Acres

2403 Euston Rd, Winter Park, FL 32789

#O6322947, Marie Helen Ledbetter, Listing office: COLDWELL BANKER RESIDENTIAL RE

1 day on RocketTour

$370,000

3 beds • 2 baths • 987 sqft

1921 Dartmouth Ave, Winter Park, FL 32789

#O6320307, Patrick Hancock, Listing office: THOMAS LYNNE REALTY GROUP LLC

1 day on RocketTour

$485,000

4 beds • 2 baths • 2,171 sqft

1921 Japonica Rd, Winter Park, FL 32792

#S5129798, Jose Gabriel Rodriguez, Listing office: COLDWELL BANKER RESIDENTIAL RE

1 day on RocketTour

$1,575,000

4 beds • 3.5 baths • 2,958 sqft

1394 Grove Ter, Winter Park, FL 32789

#O6319510, Dee Morgan, Listing office: KELLY PRICE & COMPANY LLC

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

3 days on Rocket

$765,000

4 beds • 3 baths • 3,020 sqft

2144 Ridge Dr, Winter Park, FL 32792

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

3 days on RocketTour

$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

4 days on Rocket

$279,900

2 beds • 2 baths • 1,241 sqft

3153 Greenwood St Winter Spr, Unit Winter Spr, Winter Park, FL 32792

#O6322349, Allison Day, Listing office: RE/MAX TOWN & COUNTRY REALTY

4 days on RocketTour

$225,000

2 beds • 2 baths • 1,036 sqft

3220 Netherwood Dr, Winter Park, FL 32792

#O6321953, Nimrah Ashraf, Listing office: THE FIRM RE

4 days on RocketTour

$6,180,000

5 beds • 6.5 baths • 7,278 sqft

2211 Azalea Pl, Winter Park, FL 32789

#A11824988, Malgorzata Walas, Listing office: Fortune Christie's International Real Estate

4 days on Rocket

$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

4 days on Rocket

$205,000

2 beds • 2.5 baths • 1,031 sqft

3247 Forest Oaks Ct Unit 116, Winter Park, FL 32792

#O6321956, B Feng, Listing office: KELLER WILLIAMS WINTER PARK

5 days on Rocket

$354,900

3 beds • 2 baths • 1,715 sqft

2020 Cocos Ct, Winter Park, FL 32792

#O6320342, Justin Core, Listing office: EXP REALTY LLC

5 days on RocketTour

$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

5 days on Rocket

$189,900

2 beds • 2 baths • 1,119 sqft

200 Saint Andrews Blvd Unit 2607, Winter Park, FL 32792

#O6321205, Evelyn Pilchick, Listing office: RE/MAX 200 REALTY

5 days on Rocket

$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

5 days on Rocket

$799,900

2 beds • 2 baths • 1,382 sqft

311 Cortland Ave, Winter Park, FL 32789

#O6319137, Amy Turner, Listing office: KELLER WILLIAMS WINTER PARK

6 days on Rocket

$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

6 days on RocketTour

$429,000

2 beds • 2.5 baths • 1,536 sqft

240 Killarney Bay Ct Unit 4, Winter Park, FL 32789

#O6321287, Blaike Gill, Listing office: KELLER WILLIAMS WINTER PARK

7 days on Rocket

$174,900

1 bed • 1 bath • 727 sqft

200 St Andrews Blvd Unit 601, Winter Park, FL 32792

#O6319141, Amy Turner, Listing office: KELLER WILLIAMS WINTER PARK

7 days on RocketTour

$1,976,000

5 beds • 4.5 baths • 3,533 sqft

617 Worthington Dr, Winter Park, FL 32789

#O6320955, Kelly Price, Listing office: KELLY PRICE & COMPANY LLC

Tour

$985,000

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

$163,000

1 bed • 1 bath • 678 sqft

141 Lewfield Cir Unit 141, Winter Park, FL 32792

#O6312660, Jo Ann Lamar, Listing office: PREMIER SOTHEBY'S INTL. REALTY

Tour

$475,000

4 beds • 2 baths • 1,748 sqft

2860 Sheriff Way, Winter Park, FL 32792

#RX-11101851, Ismael Esteves, Listing office: KW Reserve Palm Beach

Tour

$6,180,000

5 beds • 6.5 baths • 7,278 sqft

2211 Azalea Pl, Winter Park, FL 32789

#O6319674, Maggie Walas, Listing office: FORTUNE INTERNATIONAL REALTY

Tour

$2,800,000

5 beds • 5.5 baths • 4,469 sqft

1341 Place Picardy, Winter Park, FL 32789

#O6319556, Julie Bettosini, PA, Listing office: STOCKWORTH REALTY GROUP

Tour

$3,895,000

5 beds • 6 baths • 4,055 sqft

1820 Glencoe Rd, Winter Park, FL 32789

#O6317785, Laura Earl, Listing office: CORCORAN PREMIER REALTY

$1,799,000

3 beds • 2.5 baths • 2,907 sqft

1640 Mayfield Ave, Winter Park, FL 32789

#O6320591, Beverly Brown, Listing office: RE/MAX PRIME PROPERTIES

Tour

$1,575,000

5 beds • 4 baths • 2,895 sqft

1473 Berkshire Ave, Winter Park, FL 32789

#O6320741, Milena Fernandes, Listing office: GOLDEN GROUP REALTY LLC

Tour

$269,000

3 beds • 2 baths • 1,080 sqft

3015 Casselwood St, Winter Park, FL 32792

#G5098688, Michelle Parrish, Listing office: PARRISH REALTY GROUP INC

$2,277,000

2 beds • 3 baths • 2,450 sqft

140 E Morse Blvd Unit C, Winter Park, FL 32789

#O6320375, Sue Gilman, Listing office: KELLER WILLIAMS WINTER PARK

$3,960,000

Land • 1.81 Acres

Aloma Ave, Winter Park, FL 32789

#R4909507, Ruth Ryan, Listing office: RUTH PRITCHARD RYAN

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

$150,000

1 bed • 1 bath • 793 sqft

200 St Andrews Blvd Unit 911, Winter Park, FL 32792

#O6320474, Jonathan Lacko, Listing office: WINTER PARK REAL ESTATE CO LLC

Tour

$459,900

3 beds • 2 baths • 1,806 sqft

2151 Conifer Ave, Winter Park, FL 32792

#O6320288, Denise Korrey, Listing office: KORR REALTY CORP

$575,000

3 beds • 2 baths • 1,771 sqft

212 Blossom Ln, Winter Park, FL 32789

#G5098632, Michele Pietrowski, Listing office: BHHS FLORIDA REALTY

Tour

$379,900

3 beds • 2.5 baths • 1,397 sqft

3352 Hamlet Loop, Winter Park, FL 32792

#O6319271, Henry Mejia, Listing office: CHARLES RUTENBERG REALTY ORLANDO

Winter Park, FL Real Estate Market Overview

There are 404 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%. In June 2025 median list price was $460,000 and the average listing age was 41 days. Winter Park, FL housing market in June 2025 saw over 7 listings sold above listed price, more than 19 sold at listed price and over 58 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