Windermere

Community Info

  • Price Range:
    $462,000-$20,000,000

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
11900 LAKE BUTLER BOULEVARD
 $20,000,000 7 / 8
 10,649sf Y / Y
5271 ISLEWORTH COUNTRY CLUB DR
 $8,775,000 7 / 1
 11,403sf N / Y
225 MAGNOLIA STREET
 $4,899,000 7 / 1
 5,935sf Y / 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
 $9,490,000 6 / 7
 11,100sf Y / 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
1003 OAKDALE STREET
 $2,800,000 6 / 5
 4,599sf Y / Y
13596 GORGONA ISLE DRIVE
 $1,490,000 6 / 4
 3,794sf N / Y
1502 HEMPEL AVENUE
 $1,450,000 6 / 4
 5,511sf N / Y
7443 LAKE ALBERT DRIVE
 $1,425,000 6 / 6
 5,095sf Y / N
11689 HAMPSTEAD STREET
 $1,300,000 6 / 4
 4,551sf N / Y
8352 LOOKOUT POINTE DRIVE
 $1,100,000 6 / 4
 5,098sf N / N
8298 LOOKOUT POINTE DRIVE
 $1,099,900 6 / 4
 4,319sf N / N
7180 BEEK STREET
 $820,000 6 / 4
 3,648sf 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
5507 WORSHAM COURT
 $7,850,000 5 / 7
 10,200sf N / Y
11103 BRIDGE HOUSE ROAD
 $7,500,000 5 / 5
 9,403sf Y / Y
6126 KIRKSTONE LANE
 $7,500,000 5 / 6
 8,691sf N / Y
9844 LAUREL VALLEY DRIVE
 $4,700,000 5 / 5
 5,613sf Y / Y
805 W 2ND AVENUE
 $4,698,000 5 / 4
 4,783sf 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
801 W 2ND AVENUE
 $4,495,000 5 / 6
 5,639sf Y / Y
5126 FAIRWAY OAKS DR
 $4,495,000 5 / 4
 5,565sf N / Y
3428 CHAINE DU LAC BOULEVARD
 $4,400,000 5 / 5
 6,196sf N / Y
11002 LAKE BUTLER BOULEVARD
 $4,200,000 5 / 6
 6,248sf N / Y
13125 CASABELLA DRIVE
 $4,200,000 5 / 5
 7,561sf Y / Y
11306 BRIDGE HOUSE ROAD
 $3,999,999 5 / 5
 6,742sf N / Y
4326 ISABELLA CIRCLE
 $3,200,000 5 / 6
 5,507sf N / Y
5001 LATROBE DRIVE
 $3,199,999 5 / 4
 4,417sf N / Y
4236 ISABELLA CIRCLE
 $3,190,000 5 / 4
 5,393sf N / Y
5067 LATROBE DRIVE
 $3,109,500 5 / 6
 6,219sf N / Y
800 W 2ND AVENUE
 $3,100,000 5 / 4
 5,111sf Y / Y
409 W 2ND AVENUE
 $2,599,000 5 / 4
 4,688sf N / Y
11113 LAKE BUTLER BOULEVARD
 $2,499,000 5 / 5
 4,094sf N / N
4279 ISABELLA CIRCLE
 $2,499,000 5 / 4
 4,345sf N / Y
729 MAIN STREET
 $2,295,000 5 / 4
 3,950sf N / Y
6220 CARTMEL LN
 $1,799,000 5 / 4
 4,347sf N / Y
2926 MARQUESAS CT
 $1,750,000 5 / 4
 4,026sf Y / Y
6301 SWANSON STREET
 $1,569,800 5 / 3
 3,631sf N / N
13112 LUNTZ POINT LANE
 $1,540,000 5 / 4
 3,694sf N / Y
1825 LAKE ROBERTS COURT
 $1,259,000 5 / 4
 3,754sf N / Y
9224 LEGADO DRIVE
 $1,200,000 5 / 3
 3,407sf N / Y
2602 TRYON PLACE
 $1,015,000 5 / 3
 2,564sf N / Y
2128 LAKE CRESCENT COURT
 $998,900 5 / 2
 2,987sf N / N
6607 CRESTMONT GLEN
 $949,000 5 / 3
 3,199sf N / Y
12791 WESTSIDE VILLAGE LOOP
 $900,000 5 / 4
 3,769sf N / N
11774 VIA LUCERNA CIRCLE
 $850,000 5 / 4
 2,871sf N / N
8330 VIVARO ISLE WAY
 $850,000 5 / 3
 3,465sf N / N
12880 WESTSIDE VILLAGE LOOP
 $798,000 5 / 4
 3,769sf N / N
12971 WESTSIDE VILLAGE LOOP
 $740,000 5 / 3
 3,694sf N / N
12627 SALOMON COVE DRIVE
 $700,000 5 / 4
 2,886sf N / N
6613 DUNCASTER STREET
 $650,000 5 / 3
 3,045sf 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
12812 JACOB GRACE COURT
 $3,899,000 4 / 5
 6,054sf Y / Y
5138 FAIRWAY OAKS DRIVE
 $3,200,000 4 / 4
 4,330sf N / Y
2 CHASE ROAD
 $3,168,000 4 / 4
 3,889sf N / Y
11617 WATERSTONE LOOP DRIVE
 $3,125,000 4 / 4
 4,957sf Y / Y
12428 SUMMERPORT LANE
 $2,995,000 4 / 4
 3,072sf Y / Y
6120 PAYNE STEWART DR
 $2,899,000 4 / 4
 3,636sf N / N
325 MAGNOLIA STREET
 $2,881,000 4 / 3
 3,975sf Y / Y
4108 DOWNEAST LANE
 $2,675,000 4 / 3
 3,150sf Y / N
3413 LILAS COURT
 $2,300,000 4 / 4
 5,084sf N / Y
6143 CARTMEL LANE
 $2,250,000 4 / 5
 4,582sf N / Y
98 E 10TH AVE
 $1,995,000 4 / 3
 3,650sf N / Y
3130 BUTLER BAY DRIVE N
 $1,950,000 4 / 4
 4,490sf N / Y
830 OAKDALE STREET
 $1,950,000 4 / 4
 3,670sf N / Y
11036 SCHOONER WAY
 $1,825,000 4 / 3
 3,866sf Y / Y
2931 SUNBITTERN COURT
 $1,610,000 4 / 3
 4,018sf N / Y
6533 CARTMEL LANE
 $1,598,888 4 / 3
 3,751sf N / Y
109 E 12TH AVENUE
 $1,300,000 4 / 3
 2,791sf N / Y
11507 CENTER LAKE DRIVE
 $1,200,000 4 / 3
 3,766sf N / N
11314 LEDGEMENT LANE
 $1,050,000 4 / 3
 3,080sf N / Y
1519 LAKE RHEA DRIVE
 $1,050,000 4 / 4
 3,838sf N / Y
1912 WESTOVER RESERVE BOULEVAR
 $1,035,000 4 / 3
 3,937sf N / Y
8533 GREENBANK BOULEVARD
 $1,000,000 4 / 3
 2,551sf N / N
11823 OTTERBROOKE TRAIL
 $999,500 4 / 3
 3,454sf N / Y
7508 LAKE ALBERT DRIVE
 $955,000 4 / 3
 3,059sf N / Y
13413 HOPKINTON COURT
 $949,000 4 / 3
 2,642sf N / N
6550 CRESTMONT GLEN LANE
 $914,000 4 / 3
 3,282sf N / Y
9538 LAVILL COURT
 $899,000 4 / 3
 2,748sf N / Y
9248 LEGADO DRIVE
 $895,000 4 / 3
 2,823sf N / Y
11130 PARK AVENUE
 $895,000 4 / 2
 1,925sf N / N
2532 WATERVIEW PLACE
 $849,900 4 / 2
 2,478sf N / Y
12755 WESTSIDE VILLAGE LOOP
 $849,000 4 / 3
 3,064sf N / N
6799 HELMSLEY CIRCLE
 $799,000 4 / 3
 2,876sf N / N
8498 POWDER RIDGE TRAIL
 $720,000 4 / 3
 2,393sf N / Y
8555 ABBOTSBURY DRIVE
 $670,000 4 / 3
 2,599sf N / N
11313 VIA ANDIAMO
 $659,000 4 / 3
 2,727sf N / N
12880 HOLDENBURY LANE
 $600,000 4 / 2
 3,103sf N / N
12285 JOSHUA TREE TRAIL
 $549,000 4 / 2
 2,149sf N / N
12109 SILVERLAKE PARK DRIVE
 $525,000 4 / 2
 2,063sf N / N
8624 POWDER RIDGE TRAIL
 $499,900 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
AVENUE
 $699,000 3 / 2
 1,864sf N / N
8839 ABBOTSBURY DRIVE
 $559,500 3 / 2
 1,875sf N / N
13324 LONGACRE DRIVE
 $520,000 3 / 2
 2,058sf N / N
11822 SILVERLAKE PARK DRIVE
 $462,000 3 / 2
 1,829sf N / N

Property Location

Community Info

  • Windermere
  • Price Range:
    $462,000-$20,000,000

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