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Top 30 Most Luxurious Homes for sale In Orlando 

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9508 Windy Ridge Road, Windermere image
9508 Windy Ridge Road, Windermere $30,000,000

Showcasing Central Florida’s most iconic lakefront estate: an 18-acre compound with 614 feet of pristine frontage on Lake Down on The Butler Chain of Lakes. The Windy Rid...

  • 7 Beds
  • 14 Baths
  • N/A SubDv.
  • 34786 Zip Code
5603 Marleon Drive, Windermere image
5603 Marleon Drive, Windermere $27,000,000

A rare legacy estate of extraordinary scale and architectural significance, this magnificent lakefront compound spans over 22,000 square feet across more than 11 private ...

  • 7 Beds
  • 10 Baths
  • Na SubDv.
  • 34786 Zip Code
10084 Tavistock Rd, Orlando image
10084 Tavistock Rd, Orlando $20,000,000

Pre-Construction. To be built. A once-in-a-generation waterfront estate, exclusively designed and built by Mrcela Custom Homes, setting a new benchmark for luxury living ...

  • 6 Beds
  • 9 Baths
  • Lake Nona Estates SubDv.
  • 32827 Zip Code
11900 Lake Butler Boulevard, Windermere image
11900 Lake Butler Boulevard, Windermere $17,250,000 ▼

Presenting Sunset Isle: an iconic waterfront estate compound capturing timeless elegance on Windermere’s largest and most prestigious Lake Butler, offering captivating un...

  • 7 Beds
  • 9 Baths
  • Metcalf Park Rep SubDv.
  • 34786 Zip Code
6119 Grosvenor Shore Drive, Windermere image
6119 Grosvenor Shore Drive, Windermere $15,900,000

Experience luxury lakefront living on a grand scale in this exquisite estate on Lake Tibet, part of the pristine Butler Chain of Lakes in Windermere. This custom-built ma...

  • 7 Beds
  • 9 Baths
  • Keene's Point SubDv.
  • 34786 Zip Code
12488 Park Avenue, Windermere image
12488 Park Avenue, Windermere $15,500,000

Commanding a rare 2.75-acre lakefront setting on the coveted Butler Chain of Lakes, this extraordinary Windermere estate is a true work of art. Recently completed after a...

  • 10 Beds
  • 17 Baths
  • Chaine Du Lac SubDv.
  • 34786 Zip Code
10160 Autumn Mist Lane Unit 800, Golden Oak image
10160 Autumn Mist Lane Unit 800, Golden Oak — Florian Park $15,500,000

A new luxury Four Seasons Private Residences opportunity is now available at Golden Oak at Walt Disney World® Resort. The proposed project by HHR FSO LAND LLC will featur...

  • 4 Beds
  • 5 Baths
  • Golden Oak Florian Park Condominium SubDv.
  • 32836 Zip Code
1148 Grand Traverse Parkway, Reunion image
1148 Grand Traverse Parkway, Reunion $14,500,000 ▼

Welcome to 1148 Grand Traverse Pkwy, a stunning 21,397 sq. ft. estate that redefines the meaning of luxury living. This extraordinary 16-bedroom, 18-bathroom home comfort...

  • 16 Beds
  • 20 Baths
  • Reunion West Village 03a SubDv.
  • 34747 Zip Code
3057 Porto Lago Court, Windermere image
3057 Porto Lago Court, Windermere $13,995,000

BRAND NEW ESTATE. A truly exceptional one-of-one on the shores of Lake Down, boasting over 12,000SF, 6BR's, 6/5BA's, and unmatched multigenerational flexibility. Designed...

  • 6 Beds
  • 11 Baths
  • Lake Down Pointe 50 42 SubDv.
  • 34786 Zip Code
7011 Via Carmel Way, Orlando image
7011 Via Carmel Way, Orlando $13,500,000 ▲

Under Construction. Welcome to an extraordinary custom estate in the privately gated enclave of Carmel, within Arnold Palmer’s Bay Hill Club & Lodge. Perfectly set on an ...

  • 5 Beds
  • 10 Baths
  • Carmel SubDv.
  • 32819 Zip Code
9621 Windy Ridge Road, Windermere image
9621 Windy Ridge Road, Windermere $12,999,999 ▼

Under Construction. Under Construction. Experience unmatched privacy, prestige, and personalization with this brand-new mansion on 2.5 pristine acres in the heart of Wind...

  • 9 Beds
  • 16 Baths
  • Windsor Hill SubDv.
  • 34786 Zip Code
9832 Laurel Valley Drive, Windermere image
9832 Laurel Valley Drive, Windermere $12,750,000 ▼

Virtually Staged. A true Lake Butler trophy estate. Set within the world-famous gates of Isleworth and commanding panoramic western sunset water views of Lake Butler from...

  • 6 Beds
  • 10 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
570 Manor Road, Maitland image
570 Manor Road, Maitland $12,500,000

Welcome to Maison du Lac – a breathtaking lakefront estate that epitomizes unrivaled luxury, timeless elegance, and an extraordinary lifestyle. Situated on an expansive 2...

  • 6 Beds
  • 10 Baths
  • Lake Maitland Manor SubDv.
  • 32751 Zip Code
9312 Blanche Cove Dr, Windermere image
9312 Blanche Cove Dr, Windermere $12,350,000

Set along beautiful Lake Blanche within the gates of Isleworth, this extraordinary modern estate is a grand haven of remarkable scale and design. Spanning more than 11,00...

  • 7 Beds
  • 10 Baths
  • Isleworth 5th Amd SubDv.
  • 34786 Zip Code
9236 Bay Point Drive, Orlando image
9236 Bay Point Drive, Orlando $11,490,000 ▲

Lake Front, this home comes furnished, within the gated community of Bay Point in Bay Hill, this lakefront estate offers a rare combination of luxury, comfort, and waterf...

  • 5 Beds
  • 10 Baths
  • Bay Point SubDv.
  • 32819 Zip Code
10160 Autumn Mist Lane Unit 601, Golden Oak image
10160 Autumn Mist Lane Unit 601, Golden Oak — Florian Park $10,500,000 ▲

Under Construction. A new luxury Four Seasons Private Residences opportunity is now available at Golden Oak at Walt Disney World® Resort. The proposed project by HHR FSO ...

  • 4 Beds
  • 5 Baths
  • Golden Oak-Florian Park Condominium SubDv.
  • 32836 Zip Code
728 Forest Street, Windermere image
728 Forest Street, Windermere $10,200,000

An extraordinary brand-new contemporary lakefront estate on prestigious LAKE BUTLER, part of the renowned Butler Chain of Lakes, offering an exceptional blend of architec...

  • 6 Beds
  • 9 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
9107 Sloane Street, Orlando image
9107 Sloane Street, Orlando $10,000,000

Virtually Staged. Pre-Construction. To be built. Located on an expansive home site within the prestigious Lake Nona Golf & Country Club, this property offers panoramic wa...

  • 5 Beds
  • 7 Baths
  • Lake Nona Estates SubDv.
  • 32827 Zip Code
4226 Downeast Lane, Windermere image
4226 Downeast Lane, Windermere $9,750,000 ▼

DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre LAKE DOWN development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and...

  • 5 Beds
  • 3 Baths
  • Na SubDv.
  • 34786 Zip Code
8506 Lake Nona Shore Dr, Orlando image
8506 Lake Nona Shore Dr, Orlando $9,495,000

Introducing One of the Most Remarkable Lakefront Estates in Lake Nona Golf & Country Club. Positioned on approximately 3/4 of an acre along the shores of Lake Nona, this ...

  • 6 Beds
  • 8 Baths
  • Lake Nona Estates SubDv.
  • 32827 Zip Code
3018 Kingfisher Point, Chuluota image
3018 Kingfisher Point, Chuluota $9,000,000

What if your home could replace your country club, luxury resort, wellness retreat, guest accommodation, and weekend getaway all at once? Known as "Zoelyon," The Kingfish...

  • 8 Beds
  • 11 Baths
  • Mills Cove SubDv.
  • 32766 Zip Code
10331 Winter Sparkle Circle, Golden Oak image
10331 Winter Sparkle Circle, Golden Oak — N/A $8,995,000

Virtually Staged. Welcome to an extraordinary brand-new boutique home in the exclusive Florian Park at Four Seasons Private Residences, nestled within the community of Go...

  • 5 Beds
  • 6 Baths
  • Golden Oak Florian Park SubDv.
  • 32836 Zip Code
1120 Preserve Point Drive, Winter Park image
1120 Preserve Point Drive, Winter Park $8,950,000

In the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area...

  • 7 Beds
  • 11 Baths
  • Windsong-Preserve Point SubDv.
  • 32789 Zip Code
10300 Winter Sparkle Circle, Golden Oak image
10300 Winter Sparkle Circle, Golden Oak — N/A $8,569,000 ▲

Under Construction. A new luxury Four Seasons Private Residences opportunity is now available in Golden Oak at Walt Disney World® Resort. The proposed Florian Park projec...

  • 4 Beds
  • 5 Baths
  • Golden Oak Florian Park Condominium SubDv.
  • 32836 Zip Code
10335 Winter Sparkle Circle, Golden Oak image
10335 Winter Sparkle Circle, Golden Oak — Building 2 $8,395,000

Virtually Staged. Discover a new Four Seasons Private Residences opportunity in Golden Oak at Walt Disney World® Resort. Located within the exclusive Florian Park enclave...

  • 4 Beds
  • 5 Baths
  • Golden Oak Florian Park Condominium SubDv.
  • 32836 Zip Code
901 Golden Bear Drive, Reunion image
901 Golden Bear Drive, Reunion $8,250,000

Experience true luxury living in one of Reunion’s most striking custom-built homes — crafted by Trophy Custom Homes and showcasing one of the community’s very first moder...

  • 11 Beds
  • 14 Baths
  • Reunion West Village North SubDv.
  • 34747 Zip Code
9317 Gladys Garden Court, Windermere image
9317 Gladys Garden Court, Windermere $7,999,000

Under Construction. Currently under construction in the renowned golf course community of Isleworth, this exceptional residence by Goehring & Morgan, thoughtfully designe...

  • 6 Beds
  • 9 Baths
  • Gardens/Isleworth SubDv.
  • 34786 Zip Code
905 Golden Bear Drive, Reunion image
905 Golden Bear Drive, Reunion $7,995,000

Welcome to the Golden Bear Mansion, an extraordinary 10-bedroom custom estate situated on an oversized double lot in the renowned golf community of Reunion Resort this on...

  • 10 Beds
  • 14 Baths
  • Reunion West Vlgs North SubDv.
  • 34747 Zip Code
812 Sweetwater Club Boulevard, Longwood image
812 Sweetwater Club Boulevard, Longwood $7,990,000 ▼

One or more photo(s) has been virtually staged. Presenting The Fortress, set on nearly 12 acres, a one-of-a-kind architectural masterpiece created for those who understan...

  • 9 Beds
  • 13 Baths
  • Sweetwater Club Un 1-A SubDv.
  • 32779 Zip Code
1530 Waterwitch Drive, Orlando image
1530 Waterwitch Drive, Orlando $7,900,000

Welcome to the jewel of the Lake Conway Chain of Lakes- a truly extraordinary lakefront estate nestled on over 2.5 acres along the highly coveted North Shore of Lake Conw...

  • 5 Beds
  • 7 Baths
  • Tuxedo Estates SubDv.
  • 32806 Zip Code
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