Winter Park, FL Homes for Sale & Real Estate

Winter Park, Florida, is a charming city located just north of Orlando, known for its picturesque tree-lined streets, historic architecture, and vibrant cultural scene. Founded in the late 19th century as a winter retreat for wealthy Northerners, it retains an elegant, small-town feel with its centerpiece, Park Avenue, lined with boutique shops, upscale restaurants, and cozy cafés. The city is home to Rollins College, a prestigious liberal arts institution, and cultural gems like the Charles Hosmer Morse Museum of American Art, which houses the world’s largest collection of Louis Comfort Tiffany works. Scenic lakes, boat tours, and lush parks like Central Park add to its appeal, making Winter Park a beloved destination for both residents and visitors seeking a blend of sophistication and relaxation.

Location

County Orange County

State Florida

Zip Codes 32789 32792

Averages

Taxes $6,702

House $1,344,744

Townhouse $868,244

Condo $378,439

Homes for Sale

Winter Park currently has 351 single family homes for sale, 36 townhouses for sale, 128 condos for sale, and 28 lots for sale. There are 3 foreclosures for sale, and 2 short sales. For anyone looking for a brand new home, there are 157 new construction homes for sale.

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Homes 351 for sale $230,000–$6,900,000

Condos 128 for sale $89,500–$3,250,000

Townhouses 36 for sale $169,000–$3,645,000

Multi-unit 9 for sale $469,000–$2,499,000

Lots/Land 28 for sale $210,000–$4,500,000

Manufactured 0 for sale

Short Sales 2 for sale $325,000–$1,800,000

Foreclosures 3 for sale $255,000–$375,000

New Construction 157 for sale $140,000–$6,000,000

Schools

Winter Park, FL is served by Orange County School District and Seminole School District. The area has 9 elementary schools, 5 middle schools, 3 high school schools.

Orange County School District Elementary, Middle, High School

Elementary Aloma Elementary Grades PK, KG-5 Baldwin Park Elementary Grades PK, KG-5 Brookshire Elementary Grades PK, KG-5 Dommerich Elementary Grades PK, KG-5 Killarney Elementary Grades PK, KG-5 Lakemont Elementary Grades PK, KG-5 Orange Center Elementary Grades PK, KG-5

Middle College Park Middle School Grades 6-8 Glenridge Middle School Grades 6-8 Horizon West Middle School Grades 6-8 Maitland Middle School Grades 6-8

High School Edgewater High School Grades 9-12 Winter Park High School Grades 9-12

Seminole School District Elementary, Middle, High School

Elementary Eastbrook Elementary School Grades PK, KG-5 English Estates Elementary School Grades PK, KG-5

Middle Tuskawilla Middle School Grades 6-8

High School Lake Howell High School Grades 9-12

Schools

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Neighborhoods

	Neighborhood	Median Price
	Hawks Crest Hawks Crest is a residential neighborhood in Winter Park, Florida, located near the intersection of Aloma Avenue and Lakemont Avenue with direct access to the Cady Way Trail for walking and cycling. The area places residents close to the shops and restaurants of Park Avenue and the cultural and educational resources of Rollins College. Nearby public schools include Aloma Elementary and Winter Park High School. ... Read more	Median price: $660,000

Neighborhoods

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Subdivisions in Winter Park

Winter Park has 225 subdivisions offering single family homes, townhouses, and condos. Prices range from $169,000 to $6,900,000. 73 subdivisions offer new construction homes. Eastbrook currently has the most active listings with 18 homes for sale.

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225

Subdivisions in Winter Park

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Hottest

Eastbrook

18 active listings

Starter Homes

Hidden Oaks

From $169,000

Luxury

J Kronenberger