Winter Park

Q: When was Winter Park founded?

Loring Chase and Oliver Chapman bought 600 acres for $13,000 in 1881 and chose a name about a park in winter. Rollins College held its first term in November 1885, and the city calls it the oldest college in Florida. Winter Park was incorporated as a town in October 1887 and became the City of Winter Park in 1925.

Q: What is the population of Winter Park?

Winter Park had 29,795 residents in the 2020 Census. The Census Bureau's estimate for July 1, 2025 is 30,444.

Q: What is Park Avenue, and is there a SunRail station in Winter Park?

The city lists the shopping district on Park Avenue among its most prominent features. Central Park was deeded to the city by Charles Hosmer Morse, one of its early citizens. SunRail and Amtrak stop at the Winter Park station at 148 West Morse Boulevard, between the Maitland and AdventHealth stations.

Q: What is the Winter Park Chain of Lakes?

The Chain of Lakes runs from Lake Sue at the top through Lake Virginia and Lake Osceola to Lake Maitland, the lowest lake, at about 451 acres. Lakes Osceola and Minnehaha can be reached from Lake Maitland by navigable canal, the Fern Canal links Lake Virginia and Lake Osceola, and the Genius Canal links Lake Mizell to Lake Virginia.

Q: What schools serve Winter Park?

The City of Winter Park is served by Orange County Public Schools, including Winter Park High, Lakemont Elementary, Brookshire Elementary and Aloma Elementary. Homes with a Winter Park mailing address in Seminole County are served by Seminole County Public Schools. Zoning can change and varies by street, so confirm a specific address with Orange County Public Schools' Find My School tool, and compare school grades in the Florida School Accountability Reports. For an address in Seminole County, use Seminole County Public Schools' School Zone Search.

Q: How much do homes cost in Winter Park?

Over the past two years (MLS data, October 2026), single-family homes with Winter Park addresses sold for a median of about $606,000, condos for about $200,000 and townhomes for about $399,000. Many of these addresses are outside city limits, where prices differ. For today's listings, see the listings on this page.

Winter Park is a city in Orange County just north of Orlando. It's known for Park Avenue and Central Park, Rollins College, the Winter Park Chain of Lakes, and the Morse Museum of American Art.

Average Sales Price

$1,147,535

Median Sales Price

$639,189

Population

82,536

Total Listings

438

Discover Life in Winter Park with Mike Vein

Living in Winter Park

Winter Park's neighborhoods range from historic homes on brick streets and lakefront estates to mid-century ranch homes, townhomes and condos near Park Avenue. Central Park hosts the Winter Park Farmers' Market each Saturday, and the Scenic Boat Tour runs through the canals of the Chain of Lakes. SunRail stops at the Winter Park station next to Central Park, and I-4, US 17-92 and SR 408 connect the city to downtown Orlando.

Winter Park Communities

Winter Park: Local Questions Answered

Is Winter Park in Orange County or Seminole County?

The City of Winter Park is in Orange County, and Census Bureau records place the entire city in Orange County. The Winter Park mailing address covers a wider area. In MLS sales from the past two years, about 28 percent of sales with a Winter Park address were in Seminole County, and others are in unincorporated Orange County. Check the county property appraiser record to confirm the city and county for a specific home.

When was Winter Park founded?

What is the population of Winter Park?

What is Park Avenue, and is there a SunRail station in Winter Park?

What is the Winter Park Chain of Lakes?

What schools serve Winter Park?

How much do homes cost in Winter Park?

Places Around Winter Park

The top restaurants, shops, health care, parks, and arts & culture in Winter Park.

Restaurants & Cafés20Shopping20Health & Medical20Parks & Recreation12Arts & Culture11

Restaurants & Cafés in Winter Park

1Las Carretas Mexican RestaurantMexican Restaurant · 4030 N Goldenrod Rd, Winter Park
2Bulla Gastrobar Winter ParkSpanish Restaurant · 110 S Orlando Ave #7, Winter Park
3AVA MediterrAegean Winter ParkGreek Restaurant · 290 S Park Ave, Winter Park
4Agave Azul Winter ParkMexican Restaurant · 900 S Orlando Ave, Winter Park
5Briarpatch RestaurantAmerican Restaurant · 252 N Park Ave, Winter Park
6Hillstone RestaurantAmerican Restaurant · 215 S Orlando Ave, Winter Park
7The Glass KnifeRestaurant · 276 S Orlando Ave, Winter Park
8Anejo Cocina Winter ParkMexican Restaurant · 1035 N Orlando Ave #101, Winter Park
9Another Broken Egg CafeBrunch Restaurant · 410 N Orlando Ave Ste N100A, Winter Park
10PratoItalian Restaurant · 124 N Park Ave, Winter Park
11The Ravenous PigAmerican Restaurant · 565 W Fairbanks Ave, Winter Park
12Pepe's Cantina Winter ParkMexican Restaurant · 433 W New England Ave A, Winter Park
13Keke's Breakfast CafeBreakfast Restaurant · 345 W Fairbanks Ave, Winter Park
14Sixty Vines Winter ParkRestaurant · 110 S Orlando Ave #12, Winter Park
15El Potro Mexican RestaurantMexican Restaurant · 501 N Orlando Ave Ste 217, Winter Park
16The Porch Winter ParkAmerican Restaurant · 643 N Orange Ave, Winter Park
17The Hangry Bison - Winter ParkAmerican Restaurant · 480 N Orlando Ave Ste 130, Winter Park
18BocaAmerican Restaurant · 358 N Park Ave, Winter Park
19Pannullo's Italian RestaurantItalian Restaurant · 216 S Park Ave, Winter Park
20La HaciendaMexican Restaurant · 3090 Aloma Ave #145, Winter Park

Shopping in Winter Park

1Winter Park VillageShopping Mall · 510 Orlando Ave, Winter Park
2Trader Joe'sGrocery Store · 131 N Orlando Ave, Winter Park
3Whole Foods MarketGrocery Store · 1030 N Orlando Ave, Winter Park
4Publix Super Market at Winter Park VillageSupermarket · 440 N Orlando Ave, Winter Park
5Center of Winter ParkShopping Mall · 501 N Orlando Ave, Winter Park
6Publix Super Market at University PlazaSupermarket · 4000 N Goldenrod Rd, Winter Park
7University PlazaShopping Mall · 4000 N Goldenrod Rd, Winter Park
8Winter Park Farmers' MarketFarmers' Market · 150 N New York Ave, Winter Park
9Publix Super Market at Hollieanna Shopping CenterSupermarket · 741 S Orlando Ave, Winter Park
10Marshalls & HomeGoodsDepartment Store · 501 N Orlando Ave, Winter Park
11Publix Super Market at Aloma Shopping CenterSupermarket · 2295 Aloma Ave, Winter Park
12Unigold Shopping CenterShopping Mall · 7530-7762 University Blvd, Winter Park
13Aloma Shopping CenterShopping Mall · 2279 Aloma Ave, Winter Park
14ALDISupermarket · 6766 Aloma Ave, Winter Park
15Sprouts Farmers MarketGrocery Store · 1989 Aloma Ave, Winter Park
16The Grove at Winter ParkShopping Mall · 4270 Aloma Ave, Winter Park
17Winter Park CornersShopping Mall · 1951 Aloma Ave, Winter Park
18Key Food Supermarket Winter ParkGrocery Store · 3020 N Goldenrod Rd, Winter Park
19Orange Tree Antiques MallHome Goods Store · 853 S Orlando Ave, Winter Park
20All Fired Up (Winter Park) Pottery PaintingStore · 229 W Fairbanks Ave, Winter Park

Health & Medical in Winter Park

1Park Smiles DentistryDentist · 1566 W Fairbanks Ave, Winter Park
2GuideWell Emergency DoctorsMedical Clinic · 113 N Orlando Ave, Winter Park
3AdventHealth Centra Care Winter ParkMedical Clinic · 3099 Aloma Ave, Winter Park
4MD Now Urgent Care - Winter ParkMedical Clinic · 7460 University Blvd Ste 110, Winter Park
5AdventHealth Centra Care Lee RoadMedical Clinic · 2540 Lee Rd, Winter Park
6Winter Park DentistryDentist · 1110 W Fairbanks Ave, Winter Park
7Winter Park Family Dentistry & ProsthodonticsDentist · 731 W Morse Blvd, Winter Park
8AdventHealth Winter Park ERServices · 200 N Lakemont Ave, Winter Park
9Dapper DentalDentist · 595 W Fairbanks Ave, Winter Park
10AdventHealth Centra Care Kids Winter ParkMedical Clinic · 2325 W Fairbanks Ave, Winter Park
11The Dentist's StudioDental Clinic · 1350 N Orange Ave #106, Winter Park
12Anderson Family DentalDentist · 1435 Howell Branch Rd, Winter Park
13Desai DentalDentist · 2610 Audrey Ave, Winter Park
14AFM HealthcareDoctor · 7221 Aloma Ave Suite 200, Winter Park
15Bright Health ClinicMedical Clinic · 3592 Aloma Ave Ste 5, Winter Park
16Winter Park SmilesDentist · 2600 Temple Dr Suite A, Winter Park
17Sage Dental of Winter ParkDentist · 110 S Orlando Ave Ste 10, Winter Park
18Dentists of Winter ParkDentist · 1973 Aloma Ave, Winter Park
19Ivory DentalDentist · 4270 Aloma Ave #130, Winter Park
20The House of DentalDentist · 6504 University Blvd, Winter Park

Parks & Recreation in Winter Park

1Mead Botanical GardenBotanical Garden · 1300 S Denning Dr, Winter Park
2Kraft Azalea GardenGarden · 1365 Alabama Dr, Winter Park
3Central ParkPark · 150 W Morse Blvd, Winter Park
4Lake Baldwin ParkPark · 2000 S Lakemont Ave, Winter Park
5Ward ParkPark · Cady Way & Perth Ln, Winter Park
6Dinky Dock ParkPark · 410 Ollie Ave, Winter Park
7Phelps ParkPark · 1206 N Phelps Ave, Winter Park
8Azalea Lane PlaygroundPark · 1045 Azalea Ln, Winter Park
9Howell Branch PreservePark · 1205 Howell Branch Rd, Winter Park
10Goldenrod ParkPark · 4863 N Goldenrod Rd, Winter Park
11Winter Park Golf CourseGolf Course · 761 Old England Ave, Winter Park
12Shady ParkPark · 721 W New England Ave, Winter Park

Arts & Culture in Winter Park

1Regal Winter Park VillageMovie Theater · 510 N Orlando Ave, Winter Park
2The Charles Hosmer Morse Museum of American ArtArt museum · 445 N Park Ave, Winter Park
3Aloma Cinema GrillMovie Theater · 2155 Aloma Ave, Winter Park
4Albin Polasek Museum & Sculpture GardensMuseum · 633 Osceola Ave, Winter Park
5Rollins Museum of ArtArt museum · 1000 Holt Ave, Winter Park
6Casa Feliz Historic Home MuseumMuseum · 656 N Park Ave, Winter Park
7Winter Park LibraryLibrary · 1052 W Morse Blvd, Winter Park
8Ocean Blue GalleriesArt Gallery · 202 S Park Ave, Winter Park
9Winter Park History MuseumHistory Museum · 200 W New England Ave, Winter Park
10Hannibal Square Heritage CenterArt museum · 642 W New England Ave, Winter Park
11Creative Jane Art StudioArt Studio · 1781 W Fairbanks Ave, Winter Park

List updated October 2026. Businesses change; confirm details before visiting.

Schools in Winter Park

Public, charter, and private schools with a Winter Park, FL address. Letter grades are the official 2026 Florida school grades. Zoning depends on the exact address, so check a specific home with OCPS Find My School or Seminole County Public Schools.

Elementary Schools (12)Middle Schools (6)High Schools (5)Charter Schools (1)Private Schools (6)

Elementary Schools in Winter Park

A
Brookshire ElementaryPublic · 2500 Cady Way
A
Lake Howell High SchoolPublic · 4200 Dike Rd
A
Lakemont ElementaryPublic · 901 N Lakemont Ave
A
Orlando Gifted AcademyPublic · 901 Webster Avenue
B
Eastbrook Elementary SchoolPublic · 5525 Tangerine Ave
B
Killarney ElementaryPublic · 2401 Wellington Blvd
C
Aloma ElementaryPublic · 2949 Scarlet Rd
–
Conductive Ed Ctr of OrlandoPrivate · Grades K-12
–
Creative Learners AcademyPrivate · Grades PreK-1
–
Florida Children'S AcademyPrivate · Grades PreK-5
–
Park Maitland SouthPrivate · Grades PreK-5
–
Saint Margaret MaryPrivate · Grades PreK-8 · Catholic

Show moreShow less

Middle Schools in Winter Park

A
Lake Howell High SchoolPublic · 4200 Dike Rd
A
Orlando Gifted AcademyPublic · 901 Webster Avenue
–
Aloma High CharterCharter · 495 N Semoran Blvd Ste 8 · not graded
–
Conductive Ed Ctr of OrlandoPrivate · Grades K-12
–
Saint Margaret MaryPrivate · Grades PreK-8 · Catholic
–
Trinity Preparatory SchoolPrivate · Grades 6-12 · Episcopalian

High Schools in Winter Park

A
Lake Howell High SchoolPublic · 4200 Dike Rd
A
Winter Park HighPublic · 2100 Summerfield Rd
–
Aloma High CharterCharter · 495 N Semoran Blvd Ste 8 · not graded
–
Conductive Ed Ctr of OrlandoPrivate · Grades K-12
–
Trinity Preparatory SchoolPrivate · Grades 6-12 · Episcopalian

Charter Schools in Winter Park

–
Aloma High CharterCharter · 495 N Semoran Blvd Ste 8 · not graded

Private Schools in Winter Park

–
Conductive Ed Ctr of OrlandoPrivate · Grades K-12
–
Creative Learners AcademyPrivate · Grades PreK-1
–
Florida Children'S AcademyPrivate · Grades PreK-5
–
Park Maitland SouthPrivate · Grades PreK-5
–
Saint Margaret MaryPrivate · Grades PreK-8 · Catholic
–
Trinity Preparatory SchoolPrivate · Grades 6-12 · Episcopalian

Schools and addresses: FLDOE Master School ID directory. Grades: Florida Department of Education, 2026 School Grades. Private schools: FLDOE Private Schools Directory; the state does not grade private schools. Updated October 2026.

Winter Park Homes for Sale

$159,000

1 Bed1 Bath793 SqFt

200 SAINT ANDREWS BLVD #704, Winter Park, FL 32792

Listed by Alexis Jacobsen EXP REALTY LLC
$1,350,000

4 Beds4 Baths2,998 SqFt

1320 ORCHID AVE, Winter Park, FL 32789

Listed by Isis Sarcos EXP REALTY LLC
$535,000

3 Beds4 Baths1,937 SqFt

1250 FORMOSA AVE, Winter Park, FL 32789

Listed by Jeanine Louis, LLC EXP REALTY LLC
$2,450,000

4 Beds5 Baths3,308 SqFt

2718 EASTERN Pkwy, Winter Park, FL 32789

Listed by Nick McKee KELLER WILLIAMS WINTER PARK
$1,850,000

4 Beds6 Baths2,675 SqFt

2507 LAFAYETTE AVE, Winter Park, FL 32789

Listed by Christopher Christensen ONE LUXURY INTERNATIONAL LLC
$1,100,000

3 Beds3 Baths2,626 SqFt

531 WORTHINGTON DR, Winter Park, FL 32789

Listed by Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

Demographics

Data provided by Attom Data

Population

Employment

Population

82.5K

82.5K in 2020

Density

3.7K

per square mile

Households

37.2K

Total households

Gender

49% / 51%

Men Vs Women

Occupancy

54% / 46%

Owned Vs Rented

Age Median: Years

Education Level

Work With Mike

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