Windermere

Community Info

  • Price Range:
    $500,000-$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
2557 MEADOWVIEW CIRCLE
 $1,220,000 7 / 4
 4,497sf 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
 $12,495,000 6 / 7
 11,100sf Y / Y
11947 LAKE BUTLER BOULEVARD
 $9,998,500 6 / 6
 14,364sf N / 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
8316 LOOKOUT POINTE DRIVE
 $1,275,000 6 / 4
 4,332sf N / N
4538 INDIAN DEER ROAD
 $880,000 6 / 4
 3,311sf Y / Y
7336 PENKRIDGE LANE
 $830,000 6 / 3
 3,773sf N / 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
6324 DEACON CIRCLE
 $10,000,000 5 / 7
 8,377sf Y / Y
5507 WORSHAM COURT
 $8,200,000 5 / 7
 10,200sf N / Y
5518 WORSHAM COURT
 $6,650,000 5 / 7
 8,203sf N / Y
5190 LATROBE DRIVE
 $5,999,999 5 / 5
 7,191sf N / Y
6109 ORTA COURT
 $5,099,000 5 / 5
 5,895sf Y / Y
5000 DOWN POINT LANE
 $4,495,000 5 / 5
 5,802sf Y / Y
5092 ISLEWORTH COUNTRY CLUB DR
 $4,450,000 5 / 4
 6,115sf N / Y
4806 ALEXANDRA GARDEN COURT
 $3,895,000 5 / 5
 5,695sf N / Y
800 W 2ND AVENUE
 $3,500,000 5 / 4
 5,111sf Y / Y
9514 LAVILL COURT
 $3,490,000 5 / 3
 4,869sf Y / Y
5138 FAIRWAY OAKS DRIVE
 $3,475,000 5 / 4
 4,330sf N / Y
11048 BRIDGE HOUSE ROAD
 $2,999,900 5 / 5
 6,972sf N / Y
5001 LATROBE DRIVE
 $2,850,000 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
2925 BUTLER BAY DRIVE N
 $1,950,000 5 / 4
 4,100sf Y / Y
2551 MEADOWVIEW CIRCLE
 $1,479,000 5 / 5
 4,118sf N / Y
17550 BLACK RAIL STREET
 $1,325,000 5 / 4
 4,908sf Y / Y
3443 WILD MYRTLE COURT
 $1,250,000 5 / 3
 2,918sf N / Y
715 MAGNOLIA STREET
 $1,250,000 5 / 4
 3,390sf N / N
9111 OUTLOOK ROCK TRAIL
 $1,165,000 5 / 3
 4,070sf N / Y
8355 TORCELLO ISLE DRIVE
 $1,018,900 5 / 3
 4,202sf N / N
6607 CRESTMONT GLEN LANE
 $998,999 5 / 3
 3,199sf N / Y
8745 LOOKOUT POINTE DRIVE
 $990,000 5 / 3
 3,483sf N / N
11154 PARK AVENUE
 $984,000 5 / 4
 3,355sf N / N
8243 PROCIDA ISLE LANE
 $950,000 5 / 4
 3,226sf N / Y
8713 IRON MOUNTAIN TRAIL
 $899,000 5 / 3
 3,718sf N / N
7318 AUBURNWOOD LANE
 $799,000 5 / 3
 3,286sf N / N
11514 VIA LUCERNA CIRCLE
 $774,990 5 / 4
 2,871sf N / N
11761 BELLA MILANO COURT
 $699,000 5 / 4
 2,844sf N / N

4 Bedroom Homes

Address Price Bed / Baths Interior Space WF / Pool
904 MAIN STREET
 $4,850,000 4 / 4
 6,079sf Y / Y
5056 ISLEWORTH COUNTRY CLUB DR
 $4,000,000 4 / 4
 4,225sf N / Y
12428 SUMMERPORT LANE
 $3,195,000 4 / 4
 3,072sf Y / Y
11617 WATERSTONE LOOP DRIVE
 $3,150,000 4 / 4
 4,957sf Y / Y
325 MAGNOLIA STREET
 $3,148,000 4 / 3
 3,975sf Y / Y
7 1ST COURT
 $2,999,000 4 / 3
 3,149sf Y / Y
5379 ISLEWORTH COUNTRY CLUB DR
 $2,997,000 4 / 3
 3,872sf N / Y
5181 LATROBE DRIVE
 $2,649,000 4 / 4
 3,645sf N / Y
6143 CARTMEL LANE
 $2,395,000 4 / 5
 4,582sf N / Y
930 EAST BOULEVARD
 $2,197,500 4 / 4
 2,868sf Y / Y
6226 CARTMEL LANE
 $1,899,999 4 / 4
 4,078sf N / Y
12848 JACOB GRACE COURT
 $1,700,000 4 / 4
 4,077sf N / Y
1295 ESTANCIA WOODS LOOP
 $1,625,000 4 / 5
 4,098sf N / Y
6533 CARTMEL LANE
 $1,449,000 4 / 3
 3,765sf N / Y
9327 GOTHA ROAD
 $1,250,000 4 / 3
 4,036sf Y / Y
11823 OTTERBROOKE TRAIL
 $1,015,000 4 / 3
 3,454sf N / Y
11918 OTTERBROOKE TRAIL
 $939,999 4 / 3
 3,390sf N / N
8738 IRON MOUNTAIN TRAIL
 $935,000 4 / 3
 3,127sf N / Y
11130 PARK AVENUE
 $895,000 4 / 2
 1,925sf N / N
12507 OVERSTREET ROAD
 $830,000 4 / 3
 3,768sf N / Y
8249 PROCIDA ISLE LANE
 $799,999 4 / 3
 2,219sf N / N
12863 WESTSIDE VILLAGE LOOP
 $765,000 4 / 3
 2,935sf N / N
13272 ROXBORO ROAD
 $745,000 4 / 3
 2,469sf N / N
6769 HELMSLEY CIRCLE
 $725,000 4 / 3
 2,958sf N / Y
13872 BLUEBIRD POND ROAD
 $679,990 4 / 3
 2,786sf N / N
8544 GREENBANK BOULEVARD
 $675,000 4 / 3
 2,610sf N / Y
11630 VIA LUCERNA CIRCLE
 $670,999 4 / 3
 2,823sf N / N
13885 BLUEBIRD POND ROAD
 $669,000 4 / 3
 2,786sf N / N
6811 HELMSLEY CIRCLE
 $650,000 4 / 3
 2,485sf N / Y
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
884 MAIN STREET
 $3,350,000 3 / 2
 2,104sf Y / N
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
235 OAKDALE STREET
 $997,500 3 / 2
 2,562sf N / Y
4 CHASE ROAD
 $950,000 3 / 2
 2,386sf N / N
9143 WOODBREEZE BOULEVARD
 $589,999 3 / 2
 1,723sf N / N
5257 BEACH RIVER ROAD
 $539,900 3 / 2
 2,083sf N / N

Property Location

Community Info

  • Windermere
  • Price Range:
    $500,000-$22,000,000

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