Windermere

Community Info

  • Price Range:
    $539,900-$22,000,000

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

7 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
4272 ISABELLA CIRCLE
 $3,650,000 7 / 7
 6,544sf Y / Y
2557 MEADOWVIEW CIRCLE
 $1,250,000 7 / 4
 4,497sf N / N
11858 OTTERBROOKE TRAIL
 $1,050,000 7 / 4
 4,253sf N / N

6 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
11900 & 11910 Lake Butler LAKE
 $22,000,000 6 / 6
 11,253sf Y / Y
9832 LAUREL VALLEY DRIVE
 $13,250,000 6 / 7
 11,100sf Y / Y
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
1516 HEMPEL AVENUE
 $4,990,000 6 / 6
 7,484sf N / Y
4233 DOWN POINT LANE
 $4,500,000 6 / 6
 6,478sf Y / Y
11217 BRIDGE HOUSE ROAD
 $4,499,000 6 / 8
 6,755sf N / Y
4029 ISABELLA CIRCLE
 $4,300,000 6 / 6
 7,217sf N / Y
4261 ISABELLA CIRCLE
 $3,500,000 6 / 6
 7,129sf N / Y
7461 LAKE ALBERT DRIVE
 $1,550,000 6 / 6
 4,615sf Y / N
7431 LAKE ALBERT DRIVE
 $1,495,000 6 / 6
 4,634sf Y / Y
8701 IRON MOUNTAIN TRAIL
 $1,200,000 6 / 4
 4,507sf N / N
4538 INDIAN DEER ROAD
 $880,000 6 / 4
 3,311sf Y / Y
4633 BLUE MAJOR DRIVE
 $649,000 6 / 4
 3,251sf Y / N

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
5190 LATROBE DRIVE
 $6,300,000 5 / 5
 7,191sf N / Y
1009 DOWN RESERVE COURT
 $5,395,000 5 / 6
 7,940sf N / Y
6109 ORTA COURT
 $5,099,000 5 / 5
 5,895sf Y / Y
9844 LAUREL VALLEY DRIVE
 $4,950,000 5 / 5
 5,613sf Y / Y
5092 ISLEWORTH COUNTRY CLUB DR
 $4,495,000 5 / 4
 6,115sf N / Y
6120 KIRKSTONE LANE
 $4,400,000 5 / 5
 6,972sf Y / Y
9725 CHESTNUT RIDGE DRIVE
 $3,969,000 5 / 6
 7,223sf Y / Y
9514 LAVILL COURT
 $3,599,000 5 / 3
 4,869sf Y / Y
800 W 2ND AVENUE
 $3,500,000 5 / 4
 5,111sf Y / Y
5138 FAIRWAY OAKS DRIVE
 $3,475,000 5 / 4
 4,330sf N / 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
11113 LAKE BUTLER BOULEVARD
 $2,699,000 5 / 5
 4,094sf N / N
4279 ISABELLA CIRCLE
 $2,490,000 5 / 4
 4,345sf N / Y
409 W 2ND AVENUE
 $1,875,000 5 / 4
 4,688sf N / Y
1415 LAKE WHITNEY DRIVE
 $1,749,000 5 / 4
 5,327sf N / Y
6336 CARTMEL LANE
 $1,550,000 5 / 4
 3,931sf N / Y
1712 LAKE ROBERTS COURT
 $1,325,000 5 / 4
 3,463sf N / Y
8713 IRON MOUNTAIN TRAIL
 $999,900 5 / 3
 3,718sf N / N
11154 PARK AVENUE
 $999,000 5 / 4
 3,355sf N / N
4926 INDIAN DEER ROAD
 $985,000 5 / 4
 3,849sf Y / N
11514 VIA LUCERNA CIRCLE
 $774,990 5 / 4
 2,871sf N / N

4 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
12264 MONTALCINO CIRCLE
 $6,500,000 4 / 5
 7,875sf N / Y
526 BUTLER STREET
 $5,125,000 4 / 4
 6,688sf Y / N
9720 NEARWATER PLACE
 $4,179,000 4 / 4
 6,119sf Y / Y
11617 WATERSTONE LOOP DRIVE
 $3,150,000 4 / 4
 4,957sf Y / Y
5379 ISLEWORTH COUNTRY CLUB DR
 $2,997,000 4 / 3
 3,872sf N / Y
12102 MONTALCINO CIRCLE
 $2,750,000 4 / 4
 4,296sf Y / Y
11112 CONISTON WAY
 $2,750,000 4 / 4
 5,014sf N / Y
930 EAST BOULEVARD
 $2,300,000 4 / 4
 2,868sf Y / Y
6226 CARTMEL LANE
 $2,299,000 4 / 4
 4,078sf N / Y
12224 MCKINNON ROAD
 $1,799,000 4 / 4
 3,777sf Y / N
1295 ESTANCIA WOODS LOOP
 $1,665,000 4 / 5
 4,098sf N / Y
826 OAKDALE STREET
 $1,650,000 4 / 6
 3,753sf N / Y
6533 CARTMEL LANE
 $1,499,000 4 / 3
 3,765sf N / Y
104 E 1ST AVENUE
 $1,475,000 4 / 2
 2,441sf N / Y
2107 WESTOVER RESERVE BOULEVAR
 $1,250,000 4 / 4
 4,676sf N / Y
1608 LAKE RHEA DRIVE
 $1,199,999 4 / 4
 3,747sf Y / Y
2049 LAKE CRESCENT COURT
 $970,000 4 / 3
 2,818sf N / Y
8738 IRON MOUNTAIN TRAIL
 $950,000 4 / 3
 3,127sf N / Y
6526 SAWYER SHORES LN
 $900,000 4 / 2
 1,842sf Y / Y
9247 LEGADO DRIVE
 $899,000 4 / 2
 2,767sf N / N
4842 INDIAN DEER ROAD
 $829,900 4 / 3
 2,656sf Y / Y
12507 OVERSTREET ROAD
 $799,999 4 / 3
 4,013sf N / Y
1243 DINGENS AVENUE
 $795,000 4 / 3
 2,502sf N / N
12863 WESTSIDE VILLAGE LOOP
 $781,990 4 / 3
 2,935sf N / N
12925 HOLDENBURY LANE
 $700,900 4 / 2
 2,981sf N / N
13885 BLUEBIRD POND ROAD
 $689,900 4 / 3
 2,786sf N / N
8582 POWDER RIDGE TRAIL
 $680,000 4 / 3
 2,297sf N / N
8608 ABBOTSBURY DRIVE
 $663,900 4 / 3
 2,599sf N / Y
6736 ROMNEY LANE
 $599,000 4 / 3
 2,774sf N / N

3 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
6132 PAYNE STEWART DR
 $2,499,000 3 / 3
 2,848sf N / Y
12001 LAKE BUTLER BOULEVARD
 $1,775,000 3 / 3
 3,135sf N / Y
116 W 7TH AVENUE
 $970,000 3 / 3
 2,412sf N / Y
8595 CRESCENDO AVENUE
 $749,000 3 / 2
 1,864sf N / N
11512 ASHLIN PARK BOULEVARD
 $649,000 3 / 2
 2,337sf N / N
133 MAIN STREET
 $629,000 3 / 2
 1,166sf N / N
11573 CHARNOCK DRIVE
 $543,000 3 / 2
 2,086sf N / N
11542 ASHLIN PARK BOULEVARD
 $539,900 3 / 2
 1,904sf N / N

Property Location

Community Info

  • Windermere
  • Price Range:
    $539,900-$22,000,000

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