Why Live in Windermere Florida

The Town of Windermere is one of the nicest small towns in Florida. It is located on the secondary roads about 15 miles west-southwest of downtown Orlando on the Butler Chain of Lakes.

These lakes are popular places for waters skiing, boating and fishing. Windermere is a residential community with a population in 2022 of less than 4,000.

Windermere, Florida is a small, vibrant city in Orange County, Florida. It’s one of the best and popular suburbs of Orlando, especially for wealthy people.

Windermere is known for its luxurious lakefront homes, famous residents and a quiet, charming atmosphere.

Windermere is in Orange County and is one of the best places to live in Florida. Living in Windermere offers residents a sparse suburban feel and most residents own their homes. Residents of Windermere tend to lean conservative. The public schools in Windermere are highly rated.

  1. Windermere is one of the most affluent cities in Florida. It enjoys a low crime rate and an above average income.
  2. Isleworth is the most prestigious gated community in Orlando, FL's most prestigious neighborhood – Windermere. If you're looking for the best of the best gated community homes for sale in Windermere, FL, look no further than Isleworth.
  3. In 2021, the median household income of Windermere households was $131,392. Windermere households made slightly more than Tierra Verde households ($130,938) and Chaires households ($130,208) . However, 3.6% of Windermere families live in poverty.
  4. The unemployment rate in Windermere is 5.5% (U.S. avg. is 6.0%). Recent job growth is Positive. Windermere jobs have increased by 3.9%.
  5. Compared to the rest of the country, Windermere's cost of living is 28.3% higher than the U.S. average
  6. November, April and March are the most pleasant months in Windermere, while August and July are the least comfortable months.
  7. The median home cost in Windermere is Real Estate: $689,100. Home appreciation the last 10 years has been 24.2%.
  8. Windermere public schools spend $9,506 per student. The average school expenditure in the U.S. is $12,383. There are about 15.9 students per teacher in Windermere

Even though it is a very small town, the greater Windermere area has been steadily growing. Real estate prices are much higher here than most other sections of Orange County

The quiet neighborhoods of Windermere are located on an isthmus between Lake Down and Lake Butler. The downtown area has a small-town feel.

In more recent years, plush golf course developments like Isleworth, home of Tiger Woods, Shaquille O'Neal and other celebrities, have popped up on the edges of Windermere.

Some of these luxury homes are on one of the many golf courses, and others are on Lake Butler and Lake Down.

Windermere’s location is one of the best parts of the city. It offers a lovely blend; big-city excitement, but with small-town quality of life.

Depending on traffic, Walt Disney World is approximately 20 minutes away from the City of Windermere. Downtown Orlando is about 12 miles away.

Windermere Luxury Homes for Sale by Orlando Best Real Estate

Call Orlando Best Real Estate @ 407.961.8412 for Windermere Luxury Homes for Sale. We Have all the MLS Listings for Windermere Luxury Homes & the entire Orlando Area

9 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
6004 CARTMEL LANE
$30,000,000 9 / 1
20,240sf Y / Y

7 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
11035 SCHOONER WAY
$8,250,000 7 / 5
15,000sf N / Y
4272 ISABELLA CIRCLE
$3,650,000 7 / 7
6,544sf Y / Y
5127 LATROBE DRIVE
$3,400,000 7 / 6
6,933sf N / Y

6 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
11449 WATERSTONE LOOP DRIVE
$5,950,000 6 / 5
6,235sf Y / Y
5174 VARDON DRIVE
$5,500,000 6 / 7
10,701sf N / Y
11606 LAKE BUTLER BOULEVARD
$5,495,000 6 / 6
7,400sf Y / Y
11217 BRIDGE HOUSE ROAD
$4,980,000 6 / 8
6,755sf N / Y
4233 DOWN POINT LANE
$4,950,000 6 / 6
6,478sf Y / Y
5084 ISLEWORTH COUNTRY CLUB DR
$4,350,000 6 / 7
7,159sf N / Y
4261 ISABELLA CIRCLE
$3,575,500 6 / 6
7,129sf N / Y
11030 BRIDGE HOUSE ROAD
$3,499,999 6 / 6
7,718sf N / Y

5 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
11301 BRIDGE HOUSE ROAD
$11,995,000 5 / 7
9,267sf Y / Y
5507 WORSHAM COURT
$8,650,000 5 / 7
10,200sf N / Y
6462 DEACON CIRCLE
$6,950,000 5 / 4
7,178sf Y / Y
5190 LATROBE DRIVE
$6,300,000 5 / 5
7,191sf N / Y
6120 KIRKSTONE LANE
$5,400,000 5 / 5
6,972sf Y / Y
9844 LAUREL VALLEY DRIVE
$5,300,000 5 / 5
5,613sf Y / Y
6109 ORTA COURT
$5,099,000 5 / 5
5,895sf Y / Y
5092 ISLEWORTH COUNTRY CLUB DR
$4,495,000 5 / 4
6,115sf N / Y
9725 CHESTNUT RIDGE DRIVE
$4,335,000 5 / 6
7,223sf Y / Y
9514 LAVILL COURT
$3,999,000 5 / 3
4,869sf Y / Y
800 W 2ND AVENUE
$3,500,000 5 / 4
5,111sf Y / Y
11012 ULLSWATER LANE
$2,849,000 5 / 5
6,909sf N / Y
5001 LATROBE DRIVE
$2,750,000 5 / 4
4,417sf N / Y
11106 CONISTON WAY
$2,700,000 5 / 5
5,934sf N / Y
11113 LAKE BUTLER BOULEVARD
$2,699,000 5 / 5
4,094sf N / N
9025 BALMORAL MEWS SQUARE
$2,399,999 5 / 3
4,463sf N / Y
11131 CONISTON WAY
$2,395,900 5 / 5
5,753sf N / Y
6336 CARTMEL LANE
$1,589,000 5 / 4
3,931sf N / Y
1712 LAKE ROBERTS COURT
$1,325,000 5 / 4
3,463sf N / Y
3443 WILD MYRTLE COURT
$1,250,000 5 / 3
2,918sf N / Y
8745 LOOKOUT POINTE DRIVE
$1,249,900 5 / 3
3,483sf N / N
1942 HEMPEL AVENUE
$1,249,900 5 / 3
4,780sf N / Y
8361 TORCELLO ISLE DRIVE
$1,249,000 5 / 3
4,176sf N / Y
7318 AUBURNWOOD LANE
$845,000 5 / 3
3,279sf N / N
13254 PENSHURST LANE
$799,000 5 / 3
3,720sf N / N
11514 VIA LUCERNA CIRCLE
$789,900 5 / 4
2,871sf N / N
11526 VIA LUCERNA CIRCLE
$699,900 5 / 4
3,084sf N / N

4 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
526 BUTLER STREET
$5,755,000 4 / 4
6,688sf Y / N
9720 NEARWATER PLACE
$4,250,000 4 / 4
6,119sf Y / Y
11617 WATERSTONE LOOP DRIVE
$3,300,000 4 / 4
4,957sf Y / Y
325 MAGNOLIA STREET
$3,148,000 4 / 3
3,975sf Y / Y
5379 ISLEWORTH COUNTRY CLUB DR
$2,997,000 4 / 3
3,872sf N / Y
12102 MONTALCINO CIRCLE
$2,850,000 4 / 4
4,296sf Y / Y
5186 VARDON DRIVE
$2,695,000 4 / 4
4,739sf N / Y
11629 WATERSTONE LOOP DRIVE
$2,490,000 4 / 4
4,441sf N / Y
1238 LAKE WHITNEY DRIVE
$2,475,000 4 / 5
5,514sf Y / Y
6449 CARTMEL LANE
$1,850,000 4 / 3
3,452sf N / Y
12224 MCKINNON ROAD
$1,799,000 4 / 4
3,777sf Y / N
6533 CARTMEL LANE
$1,750,000 4 / 3
4,257sf N / Y
6509 CARTMEL LANE
$1,600,000 4 / 3
3,739sf N / Y
104 E 1ST AVENUE
$1,475,000 4 / 2
2,441sf N / Y
1608 LAKE RHEA DRIVE
$1,450,000 4 / 4
3,747sf Y / Y
11671 HAMPSTEAD STREET
$1,239,900 4 / 4
3,291sf Y / Y
1930 MAPLE LEAF DRIVE
$999,000 4 / 3
2,509sf N / Y
3417 BAY MEADOW COURT
$959,000 4 / 3
2,681sf N / Y
6526 SAWYER SHORES LN
$930,000 4 / 2
1,842sf Y / Y
9573 LAVILL LANE
$900,000 4 / 2
2,564sf N / N
12507 OVERSTREET ROAD
$825,000 4 / 3
4,013sf N / Y
11689 SPRAWLING OAK DRIVE
$785,000 4 / 3
2,795sf Y / N
12925 HOLDENBURY LANE
$750,000 4 / 2
2,981sf N / N
11531 CHARNOCK DRIVE
$684,900 4 / 2
2,214sf N / N
12730 BIDEFORD AVENUE
$680,000 4 / 3
3,072sf N / N
8606 POWDER RIDGE TRAIL
$617,000 4 / 2
2,090sf N / N
7885 BERKSHIRE OAK ALLEY
$599,900 4 / 2
2,214sf N / N
12160 CANYON SUN TRAIL
$565,000 4 / 3
2,184sf N / N
12006 SILVERLAKE PARK DRIVE
$499,900 4 / 2
2,081sf N / N

3 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
6132 PAYNE STEWART DR
$2,999,000 3 / 3
2,848sf N / Y
4704 JOANNA GARDEN CT
$2,950,000 3 / 3
4,261sf N / Y
12001 LAKE BUTLER BOULEVARD
$1,775,000 3 / 3
3,135sf N / Y
111 MAIN STREET
$795,000 3 / 2
2,272sf N / N
8595 CRESCENDO AVENUE
$749,000 3 / 2
1,864sf N / N
11512 ASHLIN PARK BOULEVARD
$649,000 3 / 2
2,337sf N / N
10750 REAMS ROAD
$530,000 3 / 2
1,826sf N / N
12990 GARRIDAN AVENUE
$530,000 3 / 2
1,669sf N / N
13347 OVERSTREET ROAD
$520,000 3 / 2
2,058sf N / N

Property Location