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
Showing properties
1 - 20 of 28.
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Orlando Expensive Homes.
(all data current as of
9/2/2010)
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$100,000,000 : 6121 Kirkstone Ln, Windermere13 beds, 23 full bathsSize: 66,800 sq ftLot size: 10.12 acYear built: 2011Parking spots: 5Days on market: 127Listed with COLDWELL BANKER RESIDENTIAL RE
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$20,000,000 : 1220 N Park Ave, Winter Park5 beds, 5 full, 3 part bathsSize: 11,931 sq ftLot size: 3.52 acYear built: 2003Parking spots: 4Days on market: 74Listed with COLDWELL BANKER RESIDENTIAL RE
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$10,900,000 : 5410 Osprey Isle Ln, Orlando6 beds, 10 full, 3 part bathsSize: 14,477 sq ftLot size: n/aYear built: 1998Parking spots: n/aDays on market: 664Listed with IRWIN REALTY GROUP LLC
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$8,900,000 : 11301 Bridge House Rd, Windermere5 beds, 7 full, 2 part bathsSize: 9,267 sq ftLot size: 40,628 sq ftYear built: 2006Parking spots: 3Days on market: 434Listed with STOCKWORTH REALTY GROUP
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$8,795,000 : 8943 Trout Rd, Orlando17 beds, 20 full, 6 part bathsSize: 30,838 sq ftLot size: 12.28 acYear built: 1997Parking spots: 3Days on market: 306Listed with PREMIER REALTY PARTNERS INC
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$8,750,000 : 5180 Vardon Dr, Windermere5 beds, 5 full, 4 part bathsSize: 11,340 sq ftLot size: 1.68 acYear built: 2008Parking spots: 3Days on market: 325Listed with ISLEWORTH REALTY INC
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$8,250,000 : 5018 Latrobe Dr, Windermere7 beds, 7 full, 3 part bathsSize: 12,398 sq ftLot size: 29,394 sq ftYear built: 2008Parking spots: 3Days on market: 798Listed with ISLEWORTH REALTY INC
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$7,950,000 : 5139 Fairway Oaks Dr, Windermere6 beds, 6 full, 3 part bathsSize: 11,023 sq ftLot size: 42,370 sq ftYear built: 2010Parking spots: 3Days on market: 387Listed with ISLEWORTH REALTY INC
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$7,350,000 : 8001 Clarcona Ocoee Rd, Orlando4 beds, 2 full, 1 part bathsSize: 8,662 sq ftLot size: 4.93 acYear built: 1940Parking spots: 3Days on market: 36Listed with KELLER WILLIAMS CLASSIC REALTY
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$6,995,000 : 420 N Interlachen Ave, Winter Park5 beds, 7 full bathsSize: 9,399 sq ftLot size: 1.93 acYear built: 1938Parking spots: 3Days on market: 277Listed with WINTER PARK LAND CO.
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$6,650,000 : 11223 Bridge House Rd, Windermere5 beds, 5 full, 3 part bathsSize: 10,138 sq ftLot size: n/aYear built: 2009Parking spots: 3Days on market: 906Listed with LAKE BUTLER SOUND REALTY
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$6,600,000 : 240 Trismen Terr, Winter Park7 beds, 8 full, 2 part bathsSize: 8,000 sq ftLot size: 1.41 acYear built: 1901Parking spots: 2Days on market: 108Listed with ENGEL & VOELKERS ORLANDO
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$6,500,000 : MLS # O4963775 in Orlando5 beds, 5 full, 1 part bathsSize: 9,250 sq ftLot size: 1.03 acYear built: 1999Parking spots: 4Days on market: 199Listed with OXFORD REALTY, INC.
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$6,500,000 : 9726 Kilgore Rd, Orlando5 beds, 6 full, 4 part bathsSize: 12,370 sq ftLot size: 4.36 acYear built: 1999Parking spots: 5Days on market: 407Listed with STIRLING SOTHEBY'S INT'L RLTY
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$6,495,000 : MLS # O4883990 in Orlando6 beds, 6 full, 3 part bathsSize: 11,670 sq ftLot size: n/aYear built: 2001Parking spots: 5Days on market: 649Listed with OXFORD REALTY, INC.
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$5,900,000 : 6173 Louise Cove Dr, Windermere5 beds, 5 full, 2 part bathsSize: 9,205 sq ftLot size: 39,073 sq ftYear built: 2004Parking spots: 3Days on market: 854Listed with ISLEWORTH REALTY INC
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$5,900,000 : 16619 Arezo Ct, Montverde6 beds, 7 full, 3 part bathsSize: 11,175 sq ftLot size: n/aYear built: 2006Parking spots: 4Days on market: 945Listed with OXFORD REALTY, INC.
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$5,900,000 : MLS # O4749972 in Windermere6 beds, 6 full, 2 part bathsSize: 12,973 sq ftLot size: n/aYear built: 2008Parking spots: 4Days on market: 1,302Listed with NABAVI INT'L REAL ESTATE
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$5,895,000 : 10229 Tavistock Rd, Orlando8 beds, 8 full, 2 part bathsSize: 9,131 sq ftLot size: 2.46 acYear built: 1999Parking spots: 4Days on market: 702Listed with LAKE NONA REALTY LLC
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$5,595,000 : 987 Old Mount Dora Rd, Eustis4 beds, 4 full bathsSize: 4,462 sq ftLot size: 26.00 acYear built: 1989Parking spots: n/aDays on market: 728Listed with REAL LIVING PERFORMANCE INT'L
Listing information deemed reliable but not guaranteed. Read full disclaimer.


Copyright © 2010 Mid Florida MLS. All rights reserved. Information deemed reliable but is not guaranteed. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Mid Florida MLS. Real estate listings held by brokerage firms other than Watson Realty Corp. are marked with the IDX logo and detailed information about them includes the name of the listing broker. Information provided is for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information last updated on 9/2/10 5:04 PM PDT.
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