Orlando FL Most Expensive Homes for Sale

by | Jun 30, 2009

Orlando is not Hollywood but we also have a good amount of exclusive luxury homes available for sale here in Central Florida. In fact, some of the homes may be very similar to those you see in California, only that your money will get you much further here in sunny Florida. Take a look at the property showcase on the right to preview and browse Orlando’s most expensive homes!

Click on any of the homes to view more pictures, virtual tours and a description of its features.

There are several areas that are considered most expensive within Orlando:

  • Windermere (often referred to as “new money” area): Within Windermere the most expensive subdivisions are Isleworth (Tiger Woods owns a home here), Chain Du Lac and Reserve at Lake Butler Sound. Another popular upscale community is Keene’s Point.
  • Along Markham Woods Road (often referred to as “Millionaire’s Row”): Markham Woods Road extends from Longwood to the West Sanford/Heathrow area. Along this road you will find multiple upscale million dollar and custom home communities. Most famous among these are without a doubt Alaqua and Alaqua Lakes. Other luxury communities along Markham Woods are the new Veramonte and Carisbrooke subdivisions as well as Lake Club that was featured in the Street of Dreams. This is where famous Magic basketball player Dwight Howard bought the most expensive home ever sold in Seminole county at $8 million dollars.
  • Winter Park (often referred to as “old money” area): Since Winter Park is one of the oldest, most established areas in Orlando, there aren’t really a lot of subdivisions in the modern sense. Nevertheless, some of the most expensive and impressive homes of the Orlando area are located in the upscale Park Avenue area of Winter Park, with lakefront properties leading in price. A newer luxury community in Winter Park is Windsong.

Of course, that doesn’t mean those are the only expensive areas in Orlando, just the three you would think of first. Other upscale neighborhoods and subdivisions are among others, Heathrow and Lake Forest in Seminole County and Bay Hill and up and coming Lake Nona in Orange County.

If you have any questions about these areas or are interested in purchasing a home here give us a call at 407-340-6458 or simply send us a quick message and we will be in touch!

Orlando’s Most Expensive Luxury Homes for Sale – Most Recent Listings

$23,000,000
Single Family Home For Sale
Active
11
BED
14
TOTAL BATHS
25,466
SQFT
9912 Lake Louise Drive
Windermere, FL 34786
ISLEWORTH 02 AMD Subdivision
$17,700,000
Single Family Home For Sale
Active
17.7
ACRES
SEMINOLE, FL
COUNTY
4450 St Johns Parkway
Sanford, FL 32771
SMITHS 3RD SUB Subdivision
$9,750,000
Single Family Home For Sale
Active
15
BED
23
TOTAL BATHS
19,469
SQFT
1297 Grand Traverse Parkway
Reunion, FL 34747
REUNION WEST VILLAGE 3B Subdivision
New Listing - 2 weeks online
$8,450,033
Single Family Home For Sale
Active
6
BED
8
TOTAL BATHS
9,056
SQFT
10114 Enchanted Oak Drive
Golden Oak, FL 32836
GOLDEN OAK PH 1C Subdivision
$7,785,000
Single Family Home For Sale
Active
6
BED
10
TOTAL BATHS
8,516
SQFT
10243 Summer Meadow Way
Orlando, FL 32836
GOLDEN OAK PH 3 Subdivision
$7,400,000
Single Family Home For Sale
Active
8
BED
9
TOTAL BATHS
13,230
SQFT
5372 Isleworth Country Club Drive
Windermere, FL 34786
ISLEWORTH Subdivision
$7,095,000
Single Family Home For Sale
Active
6
BED
9
TOTAL BATHS
9,764
SQFT
9236 Bay Point Drive
Orlando, FL 32819
BAY POINT Subdivision
Price Change - 2 weeks ago
$6,975,000
Single Family Home For Sale
Active
10
BED
13
TOTAL BATHS
13,100
SQFT
520 Manor Road
Maitland, FL 32751
LAKE MAITLAND MANOR Subdivision
$6,750,000
Single Family Home For Sale
Active
6
BED
10
TOTAL BATHS
12,298
SQFT
Address Withheld
Windermere, FL 34786
 
$6,500,000
Single Family Home For Sale
Active
2.25
ACRES
ORANGE, FL
COUNTY
570 Seminole Drive
Winter Park, FL 32789
WINTER PARK OLD TOWN Subdivision
$6,350,000
Single Family Home For Sale
Active
6
BED
10
TOTAL BATHS
11,100
SQFT
9832 Laurel Valley Drive
Windermere, FL 34786
ISLEWORTH Subdivision
$6,000,000
Single Family Home For Sale
Active
57.19
ACRES
VOLUSIA, FL
COUNTY
133 S Courtland Boulevard
Deltona, FL 32738
 
$6,000,000
Single Family Home For Sale
Active
4
BED
4
TOTAL BATHS
4,082
SQFT
4950 County Road 46a
Sanford, FL 32771
SANFORD FL Subdivision
$5,988,888
Single Family Home For Sale
Active
6
BED
10
TOTAL BATHS
12,000
SQFT
9011 Mayfair Pointe Drive
Orlando, FL 32827
LAKE NONA ESTATES Subdivision
New Listing - 3 weeks online
$5,959,000
Single Family Home For Sale
Active
5
BED
9
TOTAL BATHS
10,200
SQFT
5507 Worsham Court
Windermere, FL 34786
ISLEWORTH 1ST AMD Subdivision
$5,950,000
Single Family Home For Sale
Active
5
BED
6
TOTAL BATHS
9,425
SQFT
235 Genius Drive
Winter Park, FL 32789
WINDSONG LAKESIDE SEC 02 43/71 Subdivision
$5,900,000
Single Family Home For Sale
Active
10
BED
13
TOTAL BATHS
10,285
SQFT
835 Golden Bear Drive
Reunion, FL 34747
REUNION WEST VILLAGE NORTH Subdivision
$5,250,000
Single Family Home For Sale
Active
6
BED
7
TOTAL BATHS
6,331
SQFT
9707 Vista Falls Drive
Golden Oak, FL 32836
GOLDEN OAK PH 01B Subdivision
$5,000,000
Single Family Home For Sale
Active
119.03
ACRES
VOLUSIA, FL
COUNTY
250 S State Road 415
Osteen, FL 32764
 
Price Change - 3 weeks ago
$4,995,000
Single Family Home For Sale
Active
6
BED
8
TOTAL BATHS
6,714
SQFT
9738 Vista Falls Drive
Golden Oak, FL 32836
GOLDEN OAK PH 1C Subdivision

Written By Claudia

Hi, my name is Claudia Mundlos! I moved from Germany to the USA in 2004 and now live in Sanford, FL. As a Realtor with Charles Rutenberg Realty I work in the entire Orlando area to help people like you realize their dreams of home ownership. Being a creative at heart I am passionate about design, no matter if Graphic, Web or Fashion 😉 Feel free to follow me on twitter or my blog about Sanford FL. Claudia on Google+

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