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Top 30 Most Luxurious Homes for sale In Orlando 

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9291 Point Cypress Drive, Orlando image
9291 Point Cypress Drive, Orlando $25,000,000

Welcome to Entrelagos, an extraordinary estate located on a private peninsula between Lake Sheen and Lake Tibet on the prestigious Butler Chain of Lakes in Windermere Flo...

  • 12 Beds
  • 13.5 Baths
  • Cypress Point Ph 02 SubDv.
  • 32836 Zip Code
10224 Summer Meadow Way, Golden Oak image
10224 Summer Meadow Way, Golden Oak $16,385,000

Welcome to Capolavoro, an Italianate masterpiece located in the Four Seasons Private Residences within Golden Oak at Walt Disney World Resort. Exceptional luxury, thought...

  • 6 Beds
  • 6.5 Baths
  • Golden Oak Ph 3 SubDv.
  • 32836 Zip Code
1220 N Park Avenue, Winter Park image
1220 N Park Avenue, Winter Park $15,986,000

Casa del Mondo, known as House of the World on Park Avenue in Winter Park, is situated on Winter Park Chain of Lakes in the exclusive Twelve Oaks on a private road. Built...

  • 7 Beds
  • 5.5 Baths
  • Twelve Oaks SubDv.
  • 32789 Zip Code
9200 Bentley Park Circle, Orlando image
9200 Bentley Park Circle, Orlando $15,000,000

This incredible estate known as 'Bentley Hall' sits on a massive 2 Acre lot located in the heart of Central Florida just minutes from Walt Disney World and Universal! Wor...

  • 7 Beds
  • 8.5 Baths
  • Bentley Park 2nd Rep SubDv.
  • 32819 Zip Code
10151 Enchanted Oak Drive, Golden Oak image
10151 Enchanted Oak Drive, Golden Oak $14,995,000

Exquisite modern Mediterranean estate, located in the coveted Carolwood neighborhood in Golden Oak at Walt Disney World® Resort. This stunning home is truly one of a kind...

  • 7 Beds
  • 9.5 Baths
  • Golden Oak Ph 1c SubDv.
  • 32836 Zip Code
3801 Mckinnon Road, Windermere image
3801 Mckinnon Road, Windermere $10,000,000

One or more photo(s) has been virtually staged. Under Construction. The most anticipated Listing to hit the market in Orlando this year: THE LAKE HOUSE 2022 - An award-wi...

  • 6 Beds
  • 12.5 Baths
  • The Lake House SubDv.
  • 34786 Zip Code
10030 Enchanted Oak Drive, Golden Oak image
10030 Enchanted Oak Drive, Golden Oak $9,500,000

Located in the coveted Carolwood Reserve neighborhood of Golden Oak at Walt Disney World® Resort, this custom-built home offers a harmonious blend of modern comfort and t...

  • 6 Beds
  • 6.5 Baths
  • Golden Oak Ph 01c SubDv.
  • 32836 Zip Code
1311 Via Tuscany, Winter Park image
1311 Via Tuscany, Winter Park $8,950,000 ▼

Casa Bianca, the extraordinary Winter Park estate, has entered the market for the first time available in over 40 years. Perfectly positioned on the corner of Via Tuscany...

  • 7 Beds
  • 6.5 Baths
  • J Kronenberger Sub SubDv.
  • 32789 Zip Code
510 Muirfield Loop, Reunion image
510 Muirfield Loop, Reunion $8,950,000 ▼

Under Construction. Transferrable Active Reunion Resort Memberships Included. Projected Completion Date December 2022. Save yourself 8 months of an 18 month build process...

  • 12 Beds
  • 14.5 Baths
  • Reunion West Vlgs North SubDv.
  • 34747 Zip Code
5139 Isleworth Country Club Drive, Windermere image
5139 Isleworth Country Club Drive, Windermere $8,900,000

Spectacular Tuscan Modern Custom-Built estate is a once in a lifetime opportunity inspired by the Italian Renaissance. One of the most exclusive private golf and country ...

  • 7 Beds
  • 7.5 Baths
  • Isleworth 01 Amd SubDv.
  • 34786 Zip Code
6513 Rosella Court, Windermere image
6513 Rosella Court, Windermere $8,590,000

Sitting on one of the most magnificent and private lots in all of Windermere, with your own personal view of nightly Disney fireworks from both Magic Kingdom and Epcot, t...

  • 6 Beds
  • 6.5 Baths
  • Keenes Pointe 46/104 SubDv.
  • 34786 Zip Code
501 Muirfield Loop, Reunion image
501 Muirfield Loop, Reunion $8,500,000

THE MAGICAL MANSION – Dreams do come TRUE. Welcome to Reunion Resort, and one of the most iconic one-of-a-kind properties in the world. This 9 bedroom, 10.5 bath, 13,58...

  • 9 Beds
  • 10.5 Baths
  • Reunion West Vlgs North SubDv.
  • 34747 Zip Code
5020 Down Point Lane, Windermere image
5020 Down Point Lane, Windermere $7,959,000

This stunning estate is the epitome of luxury Windermere lakefront living. Designed by legendary architect John Henry, this exquisite lakefront residence is perfectly pos...

  • 8 Beds
  • 8 Baths
  • Sunset Bay Rep SubDv.
  • 34786 Zip Code
9726 Kilgore Road, Orlando image
9726 Kilgore Road, Orlando $7,900,000 ▲

Presenting GRANDE OAKS, and perhaps there is no other palatial estate that is comparable. Custom designed and built by celebrity singer who had grandiose ideas on what wa...

  • 5 Beds
  • 6.5 Baths
  • Millionaire's Row SubDv.
  • 32836 Zip Code
10988 Down Yonder Lane, Windermere image
10988 Down Yonder Lane, Windermere $7,500,000

Pre-Construction. To be built. Rare, Exclusive Lakefront property in Windermere, Florida. Front and rear water views! Gated community with only three home sites. TWO OPTI...

  • 4 Beds
  • 4.5 Baths
  • Lake Down Estates SubDv.
  • 34786 Zip Code
11035 Schooner Way, Windermere image
11035 Schooner Way, Windermere $7,500,000

Pre-Construction. To be built. Where Art Meets Architecture! Build your Custom Dream Home with state of the art energy efficiency engineering in the tranquility of the so...

  • 7 Beds
  • 5.5 Baths
  • Marina Bay Estates SubDv.
  • 34786 Zip Code
1201 Alberta Drive, Winter Park image
1201 Alberta Drive, Winter Park $7,495,000

This custom built “Santa Barbara” Estate home is situated on 1.07 acres on the shores of Lake Osceola. This extraordinary, one of a kind estate was built in 1996 and off...

  • 4 Beds
  • 5.5 Baths
  • Osceola Summit SubDv.
  • 32789 Zip Code
7840 Palmilla Court, Reunion image
7840 Palmilla Court, Reunion $6,999,900

Indulge in resort-style living in the sought-after Reunion Resort! An enviable life of leisure awaits at this luxurious residence set within the high-demand Reunion Resor...

  • 8 Beds
  • 8.5 Baths
  • Reunion West Vlgs North SubDv.
  • 34747 Zip Code
10203 Atterbury Court, Orlando image
10203 Atterbury Court, Orlando $6,995,000

Set along the front nine of Lake Nona Golf & Country Club’s renowned championship golf course with magnificent panoramas over multiple golf holes and water, this exquisit...

  • 5 Beds
  • 5.5 Baths
  • Lake Nona Estates SubDv.
  • 32827 Zip Code
11940 Lake Butler Boulevard, Windermere image
11940 Lake Butler Boulevard, Windermere $6,995,000

UNIQUE ESTATE HOME SET ON 300 FEET OF LAKE BUTLER SHORELINE WITH 300’ SEAWALL. This private, gated lakefront home is set on 2.4 acres in old Windermere, with over 6,500 S...

  • 5 Beds
  • 6.5 Baths
  • Metcalf Park Rep SubDv.
  • 34786 Zip Code
11049 Bridge House Road, Windermere image
11049 Bridge House Road, Windermere $6,950,000

Exquisite Mediterranean masterpiece, located in the 24-hour guard-gated community of Lake Butler Sound. This stunning residence features over 10,000 square feet of luxury...

  • 5 Beds
  • 5.5 Baths
  • Reserve At Lake Butler Sound 45/120 SubDv.
  • 34786 Zip Code
1014 Jack Nicklaus Court, Reunion image
1014 Jack Nicklaus Court, Reunion $6,900,000 ▼

Welcome to this brand NEW luxurious mansion, Located within the Exclusive BEAR'S DEN private Enclave neighborhood in Reunion Resort featuring 3 signature golf courses, ...

  • 10 Beds
  • 10.5 Baths
  • Reunion West Fairways 17 & 18 SubDv.
  • 34747 Zip Code
835 Golden Bear Drive, Reunion image
835 Golden Bear Drive, Reunion $6,799,000

This spectacular castle style chateau has all the 5-star amenities you could dream of to enhance your vacation as an investment property, or your lifestyle as a permanent...

  • 10 Beds
  • 12.5 Baths
  • Reunion West Village North SubDv.
  • 34747 Zip Code
521 Muirfield Loop, Reunion image
521 Muirfield Loop, Reunion $6,500,000 ▼

***New photos, video and 3D walkthrough!*** Located in the renowned Reunion Resort, this turnkey custom built estate home sits on a double lot with sunny westerly aspect ...

  • 12 Beds
  • 12.5 Baths
  • Reunion West Vlgs North SubDv.
  • 34747 Zip Code
801 W 2nd Avenue, Windermere image
801 W 2nd Avenue, Windermere $6,495,000

Set within one of the most coveted streets in all of Windermere, this Mediterranean contemporary masterpiece combines grandeur and elegance for your enjoyment of living. ...

  • 5 Beds
  • 6 Baths
  • Aladar On Lake Butler SubDv.
  • 34786 Zip Code
3400 Ohio Avenue, Sanford image
3400 Ohio Avenue, Sanford $6,200,000

One or more photo(s) has been virtually staged. This Property may only be sold as package deal with 3450 Ohio Avenue Sanford Florida 32773. Parcel Id of 07-20-31-300-0210...

  • 9 Beds
  • 5.5 Baths
  • Silver Lake SubDv.
  • 32773 Zip Code
3140 Friars Cove Road, St Cloud image
3140 Friars Cove Road, St Cloud $5,999,999 ▲

Pass through the gated entrance of this lakefront estate and experience one of St. Cloud’s finest gems. Throughout this completely remodeled Mediterranean style home, you...

  • 6 Beds
  • 4.5 Baths
  • Acreage & Unrec SubDv.
  • 34772 Zip Code
5132 Fairway Oaks Drive, Windermere image
5132 Fairway Oaks Drive, Windermere $5,900,000

Tucked along Isleworth’s signature 12th fairway with stunning golf and water views, this modern Isleworth estate has been fully updated to create a contemporary haven alo...

  • 6 Beds
  • 6.5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
16716 Artimino Loop, Montverde image
16716 Artimino Loop, Montverde $5,800,000

Discover the ultimate blend of Luxury and Nature in the guard gated and sought after Bella Collina Golf Community. Spread out over 1,900 acres of rolling hills and freshw...

  • 7 Beds
  • 7.5 Baths
  • Bella Collina Sub SubDv.
  • 34756 Zip Code
900 Jack Nicklaus Court, Kissimmee image
900 Jack Nicklaus Court, Kissimmee $5,690,000 ▼

If you are looking for two of the most iconic homesites in arguably the BEST LOCATION in Reunion Resort look no further! This exquisitely finished 8 BR CUSTOM BUILD insi...

  • 8 Beds
  • 10.5 Baths
  • Reunion West Fairways 17 & 18 SubDv.
  • 34747 Zip Code
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