Central Florida Neighborhood

Winter Garden

Charming Historic Downtown & Top-Rated Schools

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✓ Compliance Verified: All data on this page uses official third-party sources (Walk Score, GreatSchools, Google Maps). View full disclaimers

About Winter Garden

Winter Garden is a picturesque community known for its charming historic downtown, tree-lined streets, and excellent schools. The vibrant downtown area features local restaurants, boutique shops, galleries, and a strong sense of community. With top-rated schools and a walkable lifestyle, Winter Garden appeals to families seeking a small-town feel with modern conveniences.

Why Choose Winter Garden

  • Excellent schools and family-friendly environment
  • Charming downtown with local culture and dining
  • Highly walkable neighborhoods with tree-lined streets
  • Strong sense of community and local events
  • Close to theme parks and downtown Orlando
  • Excellent property values and appreciation
Median Price

$525,000

$165 per sq ft

Avg Days on Market

22

Sold Listings

203

Ideal For

  • Families with school-age children
  • Young professionals
  • Active retirees
  • Those seeking walkable communities
  • People who value local culture

Market Data Source: Market statistics are based on recent sales and current listings from local MLS data. Market conditions change rapidly and historical data may not predict future performance. For the most current market information, please contact Kim directly.

What Makes Winter Garden Special

Discover the amenities and lifestyle that make this neighborhood unique

Historic Downtown

Charming downtown area with local restaurants, cafes, boutiques, galleries, and weekly farmers markets.

Parks & Recreation

Beautiful parks, nature trails, and the scenic Shady Brook Trail for walking, biking, and outdoor activities.

Top-Rated Schools

Highly-rated elementary, middle, and high schools serving the Winter Garden community.

Walkable Community

Tree-lined streets and pedestrian-friendly neighborhoods perfect for walking and biking.

Top-Rated Schools

Excellent educational opportunities for families

Winter Garden Elementary School

Elementary School

5/5

Westbrook Elementary School

Elementary School

5/5

Tilden Middle School

Middle School

4/5

West Orange High School

High School

4/5

School Data Source: School ratings and information are provided by GreatSchools.org. Ratings may change and vary by year. Please visit GreatSchools directly for the most current and comprehensive school information, including detailed reviews, test scores, and district data.

Commute Times

Easy access to major destinations

Downtown Orlando

20 min

Walt Disney World

20 min

Universal Studios

25 min

Orlando International Airport

40 min

Commute Data Source: Commute times are estimates based on typical traffic conditions and are provided by Google Maps. Actual commute times vary based on time of day, traffic conditions, and route selection. Always verify current commute times before making decisions.

The Winter Garden Lifestyle

Community Vibe

Charming, community-focused with a strong emphasis on local culture, outdoor activities, and family values. The downtown area buzzes with activity while neighborhoods maintain a peaceful, tree-lined character.

Diversity & Culture

Diverse, family-oriented community with young professionals, established families, and retirees attracted to the small-town charm and excellent schools.

Walkability Score

78

Very Walkable

Highlights

  • Charming historic downtown
  • Top-rated schools
  • Highly walkable neighborhoods
  • Strong sense of community
  • Local restaurants and shops
  • Beautiful parks and trails

Walkability Data Source: Walkability scores are provided by Walk Score. Scores are calculated based on proximity to nearby amenities, transit, and bike infrastructure. Scores may not reflect actual neighborhood conditions or personal preferences.

Ready to Explore Winter Garden?

Let Kim help you find your perfect home in this amazing neighborhood. Schedule a tour or get a personalized market report.

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Explore the Neighborhood

Walkability, Schools & Commute

Use these tools to explore what Winter Garden has to offer.

Walkability Score

How walkable is Winter Garden, FL? See how close you are to nearby amenities.

Walkability Score

Discover how walkable Winter Garden, FL is and see proximity to nearby amenities, transit, and bike infrastructure.

View on Walk Score →

Walk Score data provided by Walk Score

Schools in Winter Garden, FL

Find highly-rated schools and get detailed information from GreatSchools.

School ratings and information are provided by GreatSchools.org, an independent nonprofit organization. Ratings are based on state test scores, college readiness, and other metrics.

View Schools on GreatSchools →

School data provided by GreatSchools.org

Commute & Transportation

Check commute times and transportation options from this neighborhood.

Use Google Maps to explore commute times, public transportation, and directions from Winter Garden, FL to your workplace or favorite destinations.

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Location data provided by Google Maps

Important Disclaimer

The information provided on this page, including neighborhood data, market statistics, school ratings, walkability scores, and commute times, is for informational purposes only and is not guaranteed for accuracy or completeness. This data is sourced from third-party providers and public databases. Always independently verify all information before making any real estate decisions or financial commitments.

Data Accuracy & Liability

  • School Ratings: Provided by GreatSchools.org. Ratings may change and should be verified directly with school districts.
  • Walkability Scores: Provided by Walk Score. Scores are calculated based on proximity to amenities and may not reflect actual neighborhood conditions.
  • Market Data: Based on recent sales and current listings. Market conditions change rapidly and historical data may not predict future performance.
  • Commute Times: Estimates based on typical traffic conditions. Actual times vary based on time of day, traffic, and route selection.

Fair Housing Notice

Kim A. Pollaro with Real Broker is committed to providing fair and equal housing opportunities to all persons. We do not and will not discriminate based on race, color, religion, sex, national origin, familial status, disability, sexual orientation, gender identity, or any other legally protected characteristic.

Neighborhood information is provided for educational purposes only and should not be used to make decisions based on protected characteristics. If you believe you have experienced housing discrimination, please contact the U.S. Department of Housing and Urban Development (HUD) at 1-800-669-9777.

Third-Party Data Attribution

This page includes data and services from the following third parties:

Questions About Neighborhoods?

For personalized neighborhood guidance and accurate information specific to your needs, contact Kim directly.