Overview
$741,560
Average Sales Price
$630,527
Median Sales Price
57,340
Population
1,023
Total Listings
Discover Life in Winter Garden with Mike Vein
Local Perspective
If I were walking a client through Winter Garden, I’d point out how this area stands at the crossroads of small-town charm and modern Florida living. Having moved my own family here from out of state, I know firsthand why so many buyers—especially those relocating from other regions—gravitate to Winter Garden. It’s a place where the historic downtown, with its brick-lined streets and local shops, seamlessly blends with new master-planned communities and lakeside living. For families, professionals, and investors alike, Winter Garden offers a lifestyle that’s hard to match in Central Florida. I recommend it often to those who want a true sense of community without sacrificing access to Orlando’s opportunities.
Neighborhood Highlights
Winter Garden has a vibrant, welcoming atmosphere. The historic downtown district is the heartbeat of the area, bustling with farmer’s markets, festivals, and local eateries. There’s a genuine sense of community here—you’ll see neighbors chatting at the Saturday market or families biking along the West Orange Trail. Unlike some nearby areas that lean more suburban or resort-oriented, Winter Garden feels both rooted and lively. It’s family-friendly, dog-friendly, and has a creative spirit, thanks in part to its independent businesses and arts scene. The lakes and parks add a peaceful, outdoorsy vibe that sets it apart from busier urban neighborhoods.
Homes & Architecture
You’ll find a mix of classic Florida bungalows, Craftsman-style homes, and newer construction in thoughtfully planned communities. Many homes feature inviting front porches, open layouts, and plenty of natural light—perfect for enjoying the Florida sunshine. Some areas offer townhomes or condos, but the majority are single-family residences, ranging from well-preserved historic houses to modern builds with energy-efficient features. Waterfront properties along the lakes or in gated communities are especially sought after for their privacy and views.
Featured Listings
For Sale (848)
For Sold (15351)
Active3 Beds2 Baths1,453 SqFt142 SOUTHERN PECAN CIR #205, Winter Garden, FL 34787
Listed by Mildred Hershiser EXP REALTY LLC
Active5 Beds4 Baths3,174 SqFt8866 BISMARCK PALM DR, Winter Garden, FL 34787
Listed by Phil Mariani EXP REALTY LLC
Active4 Beds4 Baths2,487 SqFt16031 PEBBLE BLUFF LOOP, Winter Garden, FL 34787
Listed by Phil Mariani EXP REALTY LLC
Active5 Beds4 Baths3,893 SqFt7720 SUMMERLAKE POINTE BLVD, Winter Garden, FL 34787
Listed by Jeffrey Funk, PA EXP REALTY LLC
Active2 Beds2 Baths1,265 SqFt14501 GROVE RESORT AVE #1111, Winter Garden, FL 34787
Listed by Michael Prendergast EXP REALTY LLC
Open Sat 11AM-2PM5 Beds3 Baths2,918 SqFt1642 CHANDELLE LN, Winter Garden, FL 34787
Listed by Nikhil Vashist THE FLORIDA PROPERTY SHOP SALE
Amenities & Attractions
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
Show More
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
No Data
Education Level
No Data
Winter Garden Living: Local Insights & FAQs
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, townhomes, and some condos. Many communities feature newer construction, with a blend of traditional and modern styles. You'll also find established neighborhoods with mature landscaping and a few historic homes near downtown.
How is the commute and connectivity from Winter Garden?
What is the lifestyle and walkability like here?
How fast do homes typically sell in Winter Garden?
What should I know about schools in Winter Garden?
Are there HOAs or extra fees in the area?
