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Top 30 Most Luxurious Homes for sale In Orlando 

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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
5192 Vardon Drive, Windermere image
5192 Vardon Drive, Windermere $19,500,000

Timeless elegance and extraordinary privacy define this magnificent lakefront estate within the renowned Isleworth Golf & Country Club. Gracefully positioned on Lake Bla...

  • 6 Beds
  • 10 Baths
  • Isleworth Amd 03 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...

  • 8 Beds
  • 11 Baths
  • Keenes Point SubDv.
  • 34786 Zip Code
3079 Rambler Avenue, St Cloud image
3079 Rambler Avenue, St Cloud $15,880,000

Virtually Staged. Rare opportunity to own a truly private estate at the end of the road. The offering includes 3067, 3075, 3077, and 3079 Rambler Ave, Saint Cloud, FL 347...

  • 9 Beds
  • 13 Baths
  • S L & I C SubDv.
  • 34772 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
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
1148 Grand Traverse Parkway, Reunion image
1148 Grand Traverse Parkway, Reunion $13,500,000 ▼

Few vacation homes can match the scale, amenities and established rental performance of 1148 Grand Traverse Pkwy. This exceptional 16-bedroom luxury estate comfortably ac...

  • 16 Beds
  • 20 Baths
  • Reunion West Village 03a SubDv.
  • 34747 Zip Code
9323 Gladys Garden Court, Windermere image
9323 Gladys Garden Court, Windermere $11,900,000 ▼

Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, c...

  • 6 Beds
  • 10 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
9236 Bay Point Drive, Orlando image
9236 Bay Point Drive, Orlando $10,800,000 ▼

Lakefront estate on Lake Tibet, part of Orlando’s renowned Butler Chain of Lakes, within the gated Bay Point community at Bay Hill, this residence offers nearly 10,000 s...

  • 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
4226 Downeast Lane, Windermere image
4226 Downeast Lane, Windermere $9,250,000 ▼

NEW 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...

  • 5 Beds
  • 3 Baths
  • Na SubDv.
  • 34786 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
8506 Lake Nona Shore Dr, Orlando image
8506 Lake Nona Shore Dr, Orlando $8,995,000 ▼

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
10300 Winter Sparkle Circle, Golden Oak image
10300 Winter Sparkle Circle, Golden Oak — N/A $8,569,000 ▲

A new luxury Four Seasons Private Residences opportunity is now available in Golden Oak at Walt Disney World® Resort. The proposed Florian Park project by HHR FSO LAND LL...

  • 4 Beds
  • 5 Baths
  • Golden Oak Florian Park Condominium SubDv.
  • 32836 Zip Code
5092 Isleworth Country Club Drive, Windermere image
5092 Isleworth Country Club Drive, Windermere $8,500,000

Set along the front nine of Isleworth championship golf course with breathtaking views of Hole 6, this grand estate occupies an oversized lot along Isleworth’s main drive...

  • 4 Beds
  • 5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
7500 Daetwyler Drive, Belle Isle image
7500 Daetwyler Drive, Belle Isle $7,999,000

IMPRESSIVE BELLE ISLE ESTATE on 3.7 ACRES with 430’ FEET OF WATER FRONTAGE! GATED and WALLED IN for PRIVACY & LUXURY! A rare opportunity to own a LAKE CONWAY LAKEFRONT E...

  • 7 Beds
  • 8 Baths
  • Silver Beach Sub SubDv.
  • 32812 Zip Code
10335 Winter Sparkle Circle, Golden Oak image
10335 Winter Sparkle Circle, Golden Oak — Building 2 $7,995,000 ▼

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
905 Golden Bear Drive, Reunion image
905 Golden Bear Drive, Reunion $7,994,900 ▼

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
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
15211 Vinola Place, Montverde image
15211 Vinola Place, Montverde $7,500,000

GOLDEN OAKS ESTATE OVER 21 ACRES, THREE RESIDENCES, LUXURY EQUESTRIAN ESTATE AN EXTRAORDINARY PRIVATE RETREAT IN THE HEART OF MONTVERDE, FLORIDA! Spanning over 21 breath...

  • 9 Beds
  • 9 Baths
  • Vinola Gardens SubDv.
  • 34756 Zip Code
9108 Sheen Sound Street, Orlando image
9108 Sheen Sound Street, Orlando $7,495,000

Under Construction. Final Opportunity for Lakefront Living in Lake Sheen Sound | Butler Chain of Lakes Introducing a rare opportunity to own the final lakefront homesite...

  • 6 Beds
  • 9 Baths
  • Lake Sheen Sound SubDv.
  • 32836 Zip Code
9343 Tibet Pointe Circle, Windermere image
9343 Tibet Pointe Circle, Windermere $7,450,000

Located directly on Lake Tibet within the guard-gated community of Keene’s Pointe, this extensively updated Stonebridge custom residence blends Mediterranean-inspired arc...

  • 7 Beds
  • 10 Baths
  • Keenes Pointe Unit 03 46/104 SubDv.
  • 34786 Zip Code
5074 Isleworth Country Club Drive, Windermere image
5074 Isleworth Country Club Drive, Windermere $7,250,000 ▼

A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely r...

  • 5 Beds
  • 7 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
5373 Isleworth Country Club Drive, Windermere image
5373 Isleworth Country Club Drive, Windermere $7,200,000

Impressively elegant NEW CONSTRUCTION Isleworth estate, prominently positioned on the 17th fairway of the championship golf course, with sweeping Lake Louise vistas beyon...

  • 5 Beds
  • 6 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
9700 Blandford Road, Orlando image
9700 Blandford Road, Orlando $7,200,000 ▲

Virtually Staged. Under Construction. Being expertly built by Mrcela Custom Homes, this modern estate will exemplify architectural sophistication and curated luxury withi...

  • 5 Beds
  • 7 Baths
  • Lake Nona Estates SubDv.
  • 32827 Zip Code
2636 Reagan Trail, Lake Mary image
2636 Reagan Trail, Lake Mary $7,095,000

Pre-Construction. To be built. Generational ownership property is now available to new owners! This six-acre lakefront property presents a rare opportunity to own one of ...

  • 5 Beds
  • 7 Baths
  • The Cove SubDv.
  • 32746 Zip Code
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