Winter Garden
FL
Average Sales Price
$712,971
Median Sales Price
$610,557
Population
57,340
Total Listings
982
Discover Life in Winter Garden with Eric Campbell
Local Perspective
If I were walking a client through Winter Garden, I’d point out how this community captures the best of Central Florida living—balancing small-town charm with modern conveniences. Winter Garden holds a unique spot in the Orlando area market: it’s not just a place people move to, but a place they fall in love with and tend to stay. I often recommend Winter Garden to clients who value a strong sense of community, walkable historic districts, and a calendar full of local events. The area’s growth has been intentional, preserving its character while supporting new amenities, which is why I see it as a standout for both first-time buyers and those looking to settle in for the long haul.
Neighborhood Highlights
Winter Garden’s vibe is warm, inviting, and unmistakably family-oriented. The historic downtown is the heartbeat of the area, with brick-lined streets, farmers markets, and a lively arts scene. What sets Winter Garden apart from nearby neighborhoods is its blend of old Florida charm and thoughtfully planned new developments. You’ll find a community that’s active—whether it’s neighbors gathering at Plant Street Market, families biking the West Orange Trail, or friends meeting up for outdoor concerts. The atmosphere feels safe, connected, and genuinely welcoming to newcomers.
Homes & Architecture
The housing landscape in Winter Garden is as diverse as its residents. You’ll see everything from lovingly restored craftsman bungalows and classic Florida ranches in the historic core, to spacious new-build single-family homes and townhomes in master-planned communities like Independence and Hamlin. Many homes feature open-concept layouts, generous outdoor living spaces, and architectural touches that nod to the area’s history. It’s common to find properties with front porches, mature landscaping, and community amenities like pools and playgrounds—perfect for enjoying Florida’s year-round sunshine.
Demographics
Data provided by Attom Data
Population
Employment
Population
57.3K
57.3K in 2020
Density
636.8
per square mile
Households
20.4K
39 With Children
Gender
48% / 52%
Men Vs Women
Occupancy
74% / 26%
Owned Vs Rented
Age Median: Years
Education Level
Educational Environment
Elementary Schools (16)Middle Schools (10)High Schools (7)
Name
Category
Grades
Library
Ratio
9/10
Maxey Elementary School
1100 E Maple St, Winter Garden, FL 34787
Public
PK - 5
No
14:1 STUDENTS/TEACHERS
9/10
Hope Charter
1550 E Crown Point Rd, Ocoee, FL 34761
Public
KG - 8
No
14:1 STUDENTS/TEACHERS
9/10
Whispering Oak Elementary School
15300 Stoneybrook West Pkwy, Winter Garden, FL 34787
Public
PK - 5
No
15:1 STUDENTS/TEACHERS
8/10
Tildenville Elementary School
1221 Brick Rd, Winter Garden, FL 34787
Public
PK - 5
No
16:1 STUDENTS/TEACHERS
5/10
Montessori of Winter Garden Charter
855 E Plant St, Winter Garden, FL 34787
Public
KG - 8
No
15:1 STUDENTS/TEACHERS
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Amenities & Attractions
Featured Listings
For Sale (866)
For Sold (15790)
Open Sun 2PM-4PM4 Beds3 Baths1,860 SqFt6982 TWILIGHT BAY DR, Winter Garden, FL 34787
Listed by Eric Campbell LPT REALTY, LLC
Open Sat 11AM-4PM4 Beds3 Baths1,853 SqFt8174 BLUEJACK OAK DR, Winter Garden, FL 34787
Listed by Lizette Rodriguez LPT REALTY, LLC
Open Sun 12PM-3PM5 Beds5 Baths4,365 SqFt2450 DAHLGREN WAY, Winter Garden, FL 34787
Listed by Keegan Siegfried LPT REALTY, LLC
New3 Beds4 Baths3,012 SqFt15199 LAKE CLAIRE OVERLOOK DR, Winter Garden, FL 34787
Listed by Shawn Romano LPT REALTY, LLC
New4 Beds3 Baths2,567 SqFt12462 WESTFIELD LAKES CIR, Winter Garden, FL 34787
Listed by Claudia Montes LPT REALTY, LLC
Active3 Beds2 Baths1,584 SqFt33 TIMBERCREEK PINES CIR, Winter Garden, FL 34787
Listed by Christina Sosa LPT REALTY, LLC
Winter Garden Living: Your Top Local Questions Answered
To help you make informed decisions, we've compiled answers to some of the most commonly asked questions.
What types of homes are common in Winter Garden?
Winter Garden offers a mix of single-family homes, townhouses, and some condos. Many properties feature modern amenities while preserving a charming, small-town feel. You’ll find both established neighborhoods and newer developments, catering to a variety of needs and lifestyles.
How is the commute and connectivity in Winter Garden?
What’s the lifestyle and walkability like here?
How quickly do homes sell in Winter Garden?
What should I know about local schools?
Are there HOA fees or community rules to consider?
