By Josh Hill
If you're searching for the best neighborhoods in Central Florida, Winter Park, FL should be at the top of your list. Located just minutes from Downtown Orlando, Winter Park offers a perfect blend of small-town charm, upscale living, and natural beauty. With its picturesque streets, scenic lakes, and thriving downtown district, Winter Park is one of the most desirable communities for homebuyers, families, and real estate investors alike.
The Winter Park real estate market is known for its architectural beauty, mature tree canopies, and proximity to both culture and nature. Whether you’re searching for historic homes, luxury lakefront estates, or modern new builds, Winter Park has something to offer every type of buyer.
Popular property types in Winter Park include:
Lakefront estates on the Winter Park Chain of Lakes
Restored 1920s Mediterranean and Colonial-style homes
Contemporary luxury homes near Park Avenue
Townhomes and condos with walkable access to dining and shopping
Looking for homes for sale in Winter Park, Florida? As a local real estate expert, I can help you navigate this high-demand market and find the perfect fit for your lifestyle and budget.
Winter Park is also known for its vibrant dining and culinary scene. Whether you're craving gourmet cuisine or casual bites, Park Avenue and the surrounding area offer some of the top restaurants in Central Florida.
Must-visit Winter Park restaurants include:
Prato – Trendy Italian hotspot known for wood-fired pizza and handmade pasta
The Ravenous Pig – A James Beard-nominated gastropub with seasonal menus
Boca Winter Park – Upscale, farm-to-table dining in a chic setting
Buttermilk Bakery – Popular for fresh pastries and weekend brunch
Hamilton’s Kitchen at The Alfond Inn – Elevated Southern fare with refined charm
Whether you're a foodie or simply enjoy great ambiance, Winter Park’s food scene is one of the best in the Orlando area.
Winter Park is a haven for outdoor enthusiasts and nature lovers. With over 70 parks and miles of lakes and trails, it’s easy to enjoy Florida’s sunshine year-round.
Top outdoor attractions in Winter Park include:
Central Park – A scenic downtown park perfect for picnics, art festivals, and dog walks
Winter Park Chain of Lakes – Ideal for boating, paddleboarding, and sunset cruises
Mead Botanical Garden – A peaceful escape with walking trails, gardens, and wildlife
Scenic Boat Tour – A unique way to experience the area’s waterways and lakefront homes
Living in Winter Park means you’re always close to nature, water, and wellness.
Families are drawn to Winter Park real estate for its access to some of the best public and private schools in Central Florida. The neighborhood is known for its focus on education, safety, and community involvement.
Notable schools near Winter Park include:
Audubon Park K-8 – A top-rated school with strong academics and community engagement
Winter Park High School – One of Orange County’s most respected public high schools
Glenridge Middle School – Well-regarded for its academic programs
Trinity Prep and Lake Highland Prep – Elite private school options nearby
Whether you're raising a family or planning for the future, Winter Park offers strong educational choices and a family-friendly environment.
Winter Park hosts year-round events, festivals, and local markets that bring the community together and support local artisans and businesses.
Local favorites include:
Winter Park Sidewalk Art Festival – One of the nation's top outdoor art festivals
Saturday Farmers Market – Held weekly at the historic train depot downtown
Winter on the Avenue – A holiday event with lights, music, and family fun
Park Avenue Fashion Week – Showcasing local style and boutique fashion
There’s always something to do in Winter Park — from cultural events to family-friendly festivals.
Winter Park combines timeless elegance, natural beauty, and convenient urban living — making it one of the top places to live in Central Florida. Whether you’re searching for a dream home, downsizing, or investing in real estate, Winter Park offers:
A walkable, vibrant downtown
Award-winning schools
Scenic lakes and parks
Diverse dining and cultural experiences
Strong property values and community pride
Interested in homes for sale in Winter Park FL? I live and work in the area and would love to help you find a home that matches your goals. From first tours to final closings, I’ll guide you every step of the way.
Ready to explore Winter Park real estate? Contact me today to schedule a home tour, receive a custom home list, or get market insights tailored to your needs.
29,929 people live in Winter Park, where the median age is 44.2 and the average individual income is $78,652. 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 That Shoe Store & More, Lacastro Store, and Darwin Fitness - Maitland.
| Name | Category | Distance | Reviews |
Ratings by
Yelp
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|---|---|---|---|---|
| Shopping | 3.48 miles | 5 reviews | 5/5 stars | |
| Shopping | 3.01 miles | 5 reviews | 5/5 stars | |
| Active | 2.31 miles | 17 reviews | 5/5 stars | |
| Active | 2.41 miles | 15 reviews | 5/5 stars | |
| Active | 2.99 miles | 7 reviews | 5/5 stars | |
| Active | 3.08 miles | 6 reviews | 5/5 stars | |
| Beauty | 2.58 miles | 6 reviews | 5/5 stars | |
| Beauty | 4.22 miles | 10 reviews | 5/5 stars | |
| Beauty | 3.59 miles | 5 reviews | 5/5 stars | |
| Beauty | 2.29 miles | 7 reviews | 5/5 stars | |
| Beauty | 1.29 miles | 5 reviews | 5/5 stars | |
| Beauty | 4.71 miles | 9 reviews | 5/5 stars | |
| Beauty | 0.47 miles | 11 reviews | 5/5 stars | |
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Winter Park has 12,653 households, with an average household size of 2.19. 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. 29,929 people call Winter Park home. The population density is 3,415.21 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:
The Agency Orlando
1007 Lewis Drive Suite 100 Winter Park FL 32789
