Windermere
FL
Average Sales Price
$2,030,284
Median Sales Price
$978,327
Population
23,567
Total Listings
300
Discover Life in Windermere with Matthew Buckley
Local Perspective
If I were walking you through Windermere, I’d tell you right away—this is where classic Central Florida charm meets a sense of genuine community. Windermere has a unique position in our market: it’s highly sought-after for its established neighborhoods, picturesque lakes, and a slower, more intentional pace of life that still keeps you close to everything Orlando has to offer. I often recommend Windermere to clients who want a blend of privacy, prestige, and everyday comfort. Whether you’re seeking a family home or a peaceful retreat from the city, Windermere’s tree-lined streets and friendly atmosphere make it a standout choice.
Neighborhood Highlights
Windermere feels like a hidden gem, even as it’s become one of the most recognized names in Greater Orlando. The vibe here is peaceful and refined—think shaded sidewalks, local coffee shops, and a real sense of belonging among neighbors. What sets Windermere apart from nearby areas is its intimate village core, surrounded by the Butler Chain of Lakes, and its commitment to preserving natural beauty and small-town character. The lifestyle is decidedly family-oriented and tranquil, but there’s also an undercurrent of sophistication, thanks to the area’s history and its proximity to world-class golf, dining, and recreation.
Homes & Architecture
Windermere offers a diverse mix of homes, from classic lakefront estates with sprawling lawns to modern custom builds tucked behind gated entries. You’ll find everything from traditional Southern-style residences to Mediterranean-inspired villas, many with mature landscaping and generous outdoor living spaces. Homes here often feature open layouts, large windows to take in the lake views, and thoughtful details like wraparound porches or private docks. The age range varies—some properties date back decades and have been lovingly updated, while others are newer constructions that blend seamlessly with the area’s established charm.
Demographics
Data provided by Attom Data
Population
Employment
Population
23.6K
23.6K in 2020
Density
833.3
per square mile
Households
8.1K
42 With Children
Gender
49% / 51%
Men Vs Women
Occupancy
80% / 20%
Owned Vs Rented
Age Median: Years
Education Level
Educational Environment
Elementary Schools (6)Middle Schools (1)High Schools (1)
Name
Category
Grades
Library
Ratio
9/10
Keene's Crossing Elementary School
5240 Keenes Pheasant Dr, Windermere, FL 34786
Public
PK - 5
No
15:1 STUDENTS/TEACHERS
9/10
Lake Whitney Elementary School
1351 Windermere Rd, Winter Garden, FL 34787
Public
PK - 5
No
14:1 STUDENTS/TEACHERS
9/10
Windermere Elementary School
11125 Park Ave, Windermere, FL 34786
Public
PK - 5
No
15:1 STUDENTS/TEACHERS
7/10
Sunset Park Elementary School
12050 Overstreet Rd, Windermere, FL 34786
Public
KG - 5
No
15:1 STUDENTS/TEACHERS
0/10
Windemere Preparatory School
6189 Winter Garden Vineland Road, Windermere, FL 34786
Private
PK - 12
Yes
12:1 STUDENTS/TEACHERS
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Amenities & Attractions
Featured Listings
For Sale (311)
For Sold (6700)
Active3 Beds3 Baths1,526 SqFt8641 BROOKVALE DR, Windermere, FL 34786
Listed by Ron Sprague LPT REALTY, LLC
Active4 Beds3 Baths2,064 SqFt6828 HELMSLEY CIR, Windermere, FL 34786
Listed by Abdallah Fawaz LPT REALTY, LLC
Active2 Beds2 Baths1,161 SqFt8156 BOAT HOOK LOOP #602, Windermere, FL 34786
Listed by Hector Leon LPT REALTY, LLC
Active
Active3 Beds3 Baths1,644 SqFt8470 IRON MOUNTAIN TRL, Windermere, FL 34786
Listed by Francis Acosta LPT REALTY, LLC
Open Tue 9AM-7PM3 Beds2 Baths2,147 SqFt7271 LONDALE BLVD, Windermere, FL 34786
Listed by Karen Albright OPENDOOR BROKERAGE LLC
Windermere Living: Your Top 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 Windermere?
Windermere offers a mix of luxury estates, single-family homes, and some newer townhomes. Many properties feature larger lots and mature landscaping, with several gated communities. Architectural styles range from Mediterranean to modern, giving buyers a variety of options to fit their preferences.
How is Windermere for commuting and connectivity?
What is the lifestyle and walkability like in Windermere?
How quickly do homes sell in Windermere?
What should I know about schools in Windermere?
Are there HOAs or community fees in Windermere?
