Windermere

Community Info

  • Price Range:
    $495,000-$10,475,000

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
5271 ISLEWORTH COUNTRY CLUB DR
 $8,775,000 7 / 1
 11,403sf N / Y
12023 GOLD CREEK TRAIL
 $1,500,000 7 / 4
 3,928sf N / N

6 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
9832 LAUREL VALLEY DRIVE
 $10,475,000 6 / 7
 11,100sf Y / Y
5121 LATROBE DRIVE
 $5,900,000 6 / 5
 8,178sf N / Y
5174 VARDON DRIVE
 $5,250,000 6 / 7
 10,701sf N / Y
1516 HEMPEL AVENUE
 $4,990,000 6 / 6
 7,484sf N / Y
4029 ISABELLA CIRCLE
 $3,899,000 6 / 6
 7,217sf N / Y
2 CHASE ROAD
 $3,168,000 6 / 7
 3,894sf N / Y
1003 OAKDALE STREET
 $2,900,000 6 / 5
 4,599sf Y / Y
13596 GORGONA ISLE DRIVE
 $1,490,000 6 / 4
 3,794sf N / Y
7587 LAKE ALBERT DRIVE
 $1,300,000 6 / 6
 5,149sf N / Y
8358 LOOKOUT POINTE DRIVE
 $1,250,000 6 / 4
 4,563sf Y / N
8298 LOOKOUT POINTE DRIVE
 $1,199,000 6 / 4
 4,319sf N / N
11410 RAPALLO LANE
 $775,000 6 / 5
 3,336sf N / N

5 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
11301 BRIDGE HOUSE ROAD
 $9,995,000 5 / 7
 9,267sf Y / Y
11103 BRIDGE HOUSE ROAD
 $9,950,000 5 / 5
 9,403sf Y / Y
5507 WORSHAM COURT
 $7,850,000 5 / 7
 10,200sf N / Y
6126 KIRKSTONE LANE
 $7,650,000 5 / 6
 8,691sf N / Y
11324 BRIDGE HOUSE ROAD
 $4,995,000 5 / 5
 7,304sf N / Y
5126 FAIRWAY OAKS DR
 $4,790,000 5 / 4
 5,565sf N / Y
9844 LAUREL VALLEY DRIVE
 $4,700,000 5 / 5
 5,613sf Y / Y
12540 PARK AVENUE
 $4,650,000 5 / 5
 7,736sf Y / Y
6109 ORTA COURT
 $4,600,000 5 / 5
 5,895sf Y / Y
3428 CHAINE DU LAC BOULEVARD
 $4,500,000 5 / 5
 6,196sf N / Y
5000 DOWN POINT LANE
 $3,900,000 5 / 5
 5,802sf Y / Y
4236 ISABELLA CIRCLE
 $3,500,000 5 / 4
 5,393sf N / Y
800 W 2ND AVENUE
 $3,500,000 5 / 4
 5,111sf Y / Y
5067 LATROBE DRIVE
 $3,499,000 5 / 5
 6,216sf N / Y
5138 FAIRWAY OAKS DRIVE
 $3,250,000 5 / 4
 4,330sf N / Y
4326 ISABELLA CIRCLE
 $3,200,000 5 / 6
 5,507sf N / Y
105 PINE STREET
 $2,750,000 5 / 5
 5,696sf N / Y
4011 ISABELLA CIRCLE
 $2,698,900 5 / 5
 5,418sf N / Y
11113 LAKE BUTLER BOULEVARD
 $2,499,000 5 / 5
 4,094sf N / N
729 MAIN STREET
 $2,295,000 5 / 4
 3,950sf N / Y
6220 CARTMEL LN
 $1,799,000 5 / 4
 4,347sf N / Y
6301 SWANSON STREET
 $1,600,000 5 / 3
 3,631sf N / N
11748 WATERSTONE LOOP DRIVE
 $1,359,000 5 / 4
 3,235sf N / Y
2602 TRYON PLACE
 $1,125,000 5 / 3
 2,564sf N / Y
8745 LOOKOUT POINTE DRIVE
 $990,000 5 / 3
 3,717sf N / N
8719 CRESCENDO AVENUE
 $970,000 5 / 3
 3,720sf N / Y
11774 VIA LUCERNA CIRCLE
 $879,000 5 / 4
 2,871sf N / N
11514 VIA LUCERNA CIRCLE
 $774,990 5 / 4
 2,871sf N / N
11731 BELLA MILANO COURT
 $650,000 5 / 3
 2,497sf N / N
8329 LOOKOUT POINTE DRIVE
 $599,900 5 / 3
 2,633sf N / N

4 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
12264 MONTALCINO CIRCLE
 $5,700,000 4 / 5
 7,875sf Y / Y
904 MAIN STREET
 $4,100,000 4 / 4
 6,079sf Y / Y
12812 JACOB GRACE COURT
 $3,899,000 4 / 5
 6,054sf Y / Y
5056 ISLEWORTH COUNTRY CLUB DR
 $3,799,999 4 / 4
 4,225sf N / Y
11617 WATERSTONE LOOP DRIVE
 $3,150,000 4 / 4
 4,957sf Y / Y
325 MAGNOLIA STREET
 $3,049,900 4 / 3
 3,975sf Y / Y
12428 SUMMERPORT LANE
 $2,995,000 4 / 4
 3,072sf Y / Y
3412 LILAS COURT
 $2,780,000 4 / 4
 4,712sf N / Y
4108 DOWNEAST LANE
 $2,675,000 4 / 3
 3,150sf Y / N
3413 LILAS COURT
 $2,600,000 4 / 4
 5,084sf N / Y
98 E 10TH AVE
 $2,300,000 4 / 3
 3,650sf N / Y
11036 SCHOONER WAY
 $2,200,000 4 / 3
 3,866sf Y / Y
830 OAKDALE STREET
 $1,950,000 4 / 4
 3,670sf N / Y
2115 LAKE CRESCENT COURT
 $1,800,000 4 / 5
 3,597sf Y / Y
6533 CARTMEL LANE
 $1,648,888 4 / 3
 4,099sf N / Y
12848 JACOB GRACE COURT
 $1,590,000 4 / 4
 4,077sf N / Y
109 E 12TH AVENUE
 $1,395,000 4 / 3
 2,791sf N / Y
6228 LECCO WAY
 $1,339,000 4 / 3
 2,755sf N / Y
1519 LAKE RHEA DRIVE
 $1,100,000 4 / 4
 3,838sf N / Y
11823 OTTERBROOKE TRAIL
 $1,015,000 4 / 3
 3,454sf N / Y
8533 GREENBANK BOULEVARD
 $1,000,000 4 / 3
 2,551sf N / N
12983 WESTSIDE VILLAGE LOOP
 $997,000 4 / 3
 3,064sf N / N
12814 WESTSIDE VILLAGE LOOP
 $995,000 4 / 3
 3,085sf N / Y
7508 LAKE ALBERT DRIVE
 $905,000 4 / 3
 3,059sf N / Y
8738 IRON MOUNTAIN TRAIL
 $899,000 4 / 3
 3,127sf N / Y
11130 PARK AVENUE
 $895,000 4 / 2
 1,925sf N / N
9271 PATRIMONIO LOOP
 $820,000 4 / 2
 2,834sf N / N
17514 BLACK RAIL STREET
 $819,990 4 / 2
 2,373sf N / N
7282 BACKWOODS TRAIL
 $729,000 4 / 4
 2,588sf N / N
8249 PROCIDA ISLE LANE
 $720,000 4 / 3
 2,219sf N / N
7343 DEREXA DRIVE
 $700,000 4 / 3
 2,612sf N / N
13272 ROXBORO ROAD
 $699,000 4 / 3
 2,469sf N / N
6558 HELMSLEY CIRCLE
 $670,000 4 / 3
 2,575sf N / N
11313 VIA ANDIAMO
 $659,000 4 / 3
 2,727sf N / N
12925 HOLDENBURY LANE
 $649,000 4 / 2
 2,981sf N / N
6963 NORTHWICH DRIVE
 $629,000 4 / 2
 3,068sf N / N
7358 TATTANT BOULEVARD
 $625,000 4 / 3
 2,623sf N / N
12615 SALOMON COVE
 $615,000 4 / 3
 2,604sf N / N
8468 POWDER RIDGE TRAIL
 $590,000 4 / 3
 2,633sf N / N
13780 BLUEBIRD POND ROAD
 $589,000 4 / 2
 2,283sf N / N
12285 JOSHUA TREE TRAIL
 $565,000 4 / 2
 2,149sf N / N
5014 WISE BIRD DRIVE
 $559,000 4 / 2
 2,342sf N / N
10710 REAMS ROAD
 $500,000 4 / 2
 2,092sf N / N

3 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
9648 MCCORMICK PLACE
 $4,000,000 3 / 3
 4,889sf N / Y
12001 LAKE BUTLER BOULEVARD
 $1,775,000 3 / 3
 3,135sf N / Y
11923 LAKE BUTLER BOULEVARD
 $1,630,000 3 / 2
 2,238sf N / N
9792 WILD OAK DRIVE
 $900,000 3 / 3
 3,102sf N / Y
9605 HOLLYGLEN PLACE
 $824,900 3 / 2
 2,447sf Y / Y
AVENUE
 $699,000 3 / 2
 1,864sf N / N
116 MAIN STREET
 $695,000 3 / 2
 1,269sf N / N
426 E 6TH AVENUE
 $649,000 3 / 2
 1,698sf N / N
11560 ASHLIN PARK BOULEVARD
 $625,000 3 / 2
 2,270sf N / N
8432 ABBOTSBURY DRIVE
 $575,000 3 / 2
 1,890sf N / N
10726 REAMS ROAD
 $549,000 3 / 2
 1,834sf N / N
11555 CHARNOCK DRIVE
 $545,000 3 / 2
 1,886sf N / N
12777 BOSWORTH AVENUE
 $495,000 3 / 2
 1,696sf N / N

Property Location

Community Info

  • Windermere
  • Price Range:
    $495,000-$10,475,000

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