Winter Park
An alpine escape with world-class skiing, vibrant nightlife, and a year-round sense of adventure.
An alpine escape with world-class skiing, vibrant nightlife, and a year-round sense of adventure.
Winter Park is one of Central Florida’s most charming and upscale communities, known for its tree-lined streets, sparkling lakes, historic estates, boutique shopping and a vibrant cultural scene. Just north of downtown Orlando, Winter Park blends old-world elegance with modern amenities, offering residents a refined yet relaxed lifestyle. With beautiful parks, award-winning restaurants, top-rated schools and walkable neighborhoods, Winter Park is widely considered one of Florida’s most desirable places to live.
Winter Park stands out for its sophistication, natural beauty and cultural richness.
Residents love:
The iconic Park Avenue shopping and dining district
Picturesque lakes and the scenic Winter Park Chain of Lakes
Top-rated schools and private academies
Historic homes with stunning architecture
The Scenic Boat Tour showcasing waterfront estates
A thriving arts scene led by Rollins College and local museums
Walkable neighborhoods with mature oak canopies
Winter Park blends elegance, charm and community spirit.
Life in Winter Park is sophisticated, active and relaxed all at once. Mornings might include lakeside walks or coffee along Park Avenue. Afternoons are filled with boating, shopping, tennis, golf or enjoying the city’s museums and galleries. Evenings often feature fine dining, family events, live music or strolls through leafy residential streets.
Winter Park attracts families, professionals and retirees who value culture, convenience and a refined suburban environment.
Lakeside Luxury Living defines Winter Park’s lifestyle. With multiple interconnected lakes, scenic parks and waterfront estates, the town embraces the beauty and recreation of lakefront living.
Lifestyle highlights include:
Boating, kayaking and paddleboarding on the Chain of Lakes
Waterfront parks and jogging paths
Outdoor dining with lake views
Prestigious lakefront homes with private docks
Community events and festivals in beautiful outdoor settings
Winter Park offers a lifestyle centered around water, nature and elegance.
Winter Park provides an exceptional range of cultural, recreational and outdoor activities.
Popular attractions include:
Park Avenue – boutiques, cafés, fine dining and local shops
Winter Park Scenic Boat Tour – guided cruise through lakes and canals
Charles Hosmer Morse Museum of American Art – Tiffany glass collections
Mead Botanical Garden – hiking, birdwatching and nature programs
Rollins College – campus events, concerts and theater
Winter Park Farmers’ Market – beloved community gathering
Casa Feliz Historic Home Museum – Spanish Revival architecture
There’s always something to enjoy for residents and visitors.
Winter Park is served by top-rated public schools within Orange County Public Schools, along with a number of highly regarded private institutions.
School advantages include:
Winter Park High School, known for strong academics and athletics
Exceptional elementary and middle schools
Prestigious private schools including Trinity Preparatory and Lake Highland Prep
Access to Rollins College for enrichment opportunities
Safe, walkable neighborhoods supporting student life
Families value Winter Park’s dedication to education and enrichment.
Founded in the late 1800s as a winter resort for affluent Northerners, Winter Park has preserved its historic charm through architecture, museums and tree-shaded streets.
Cultural highlights include:
Historic estates and brick-lined avenues
A rich arts culture centered on museums and Rollins College
Long-standing community traditions and festivals
Preservation of scenic lakes and lush parks
Spanish, Mediterranean and Craftsman architectural influences
Winter Park embraces a timeless, elegant heritage.
Winter Park offers a diverse mix of upscale residences, from charming historic cottages to multimillion-dollar lakefront estates.
Common home types include:
Mediterranean, Spanish and Colonial Revival homes
Modern luxury new construction
Historic brick cottages and bungalows
Lakefront estates with private docks
Townhomes and condos near Park Avenue
Family homes in quiet, tree-lined neighborhoods
Winter Park homes are known for architecture, craftsmanship and curb appeal.
Winter Park’s real estate market is among the strongest in Central Florida.
Current trends include:
High demand for homes near Park Avenue and the Chain of Lakes
Premium pricing for renovated historic properties
Continued interest in luxury new construction
Strong demand from relocating professionals and families
Competitive bidding due to limited inventory in desirable areas
Winter Park remains a premier Florida market with long-term value.
Winter Park includes several iconic and highly desirable residential areas.
Notable neighborhoods include:
Winter Park Olde Winter Park – historic estates and tree-lined streets
Windsong – luxury homes with lake access and resort-style amenities
College Quarter – walkable streets near Rollins College
Virginia Heights – charming character homes near lakes and parks
Via Tuscany Area – prestigious lakefront estates
Dubsdread/College Park Border – classic homes with urban convenience
Each neighborhood offers beauty, lifestyle and strong market appeal.
Winter Park’s prestigious reputation, historic charm and lakefront lifestyle create a highly competitive real estate market. Buyers often prioritise proximity to Park Avenue, updated interiors and waterfront opportunities, while sellers benefit from steady demand and limited inventory.
Understanding neighborhood character, market dynamics and buyer preferences ensures successful results in Winter Park’s high-value real estate market.
1,237 people live in Winter Park, where the median age is 64.2 and the average individual income is $48,681. Data provided by the U.S. Census Bureau.
Total Population
Median Age
Population Density Population Density This is the number of people per square mile in a neighborhood.
Average individual Income
There's plenty to do around Winter Park, including shopping, dining, nightlife, parks, and more. Data provided by Walk Score and Yelp.
Explore popular things to do in the area, including Liquor Depot, Monarch Lake Chocolate & Coffee, and Moon Frog Coffee.
| Name | Category | Distance | Reviews |
Ratings by
Yelp
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|---|---|---|---|---|
| Dining | 1.5 miles | 9 reviews | 5/5 stars | |
| Dining | 0.9 miles | 15 reviews | 4.9/5 stars | |
| Dining · $$ | 1.3 miles | 94 reviews | 4.9/5 stars | |
| Dining | 1.44 miles | 18 reviews | 4.8/5 stars | |
| Dining | 3.08 miles | 22 reviews | 4.8/5 stars | |
| Shopping | 2.74 miles | 25 reviews | 4.8/5 stars | |
| Active | 4.73 miles | 21 reviews | 5/5 stars | |
| Active | 1.41 miles | 37 reviews | 4.9/5 stars | |
| Beauty | 3.56 miles | 6 reviews | 5/5 stars | |
| Beauty | 0.92 miles | 15 reviews | 5/5 stars | |
| Beauty | 1.61 miles | 54 reviews | 4.8/5 stars | |
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Winter Park has 699 households, with an average household size of 1.73. Data provided by the U.S. Census Bureau. Here’s what the people living in Winter Park do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 1,237 people call Winter Park home. The population density is 8.73 and the largest age group is Data provided by the U.S. Census Bureau.
Total Population
Population Density Population Density This is the number of people per square mile in a neighborhood.
Median Age
Men vs Women
Population by Age Group
0-9 Years
10-17 Years
18-24 Years
25-64 Years
65-74 Years
75+ Years
Education Level
Total Households
Average Household Size
Average individual Income
Households with Children
With Children:
Without Children:
Marital Status
Blue vs White Collar Workers
Blue Collar:
White Collar:
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