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    Top 30 Most Luxurious Homes for sale In Orlando 

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    10114 Enchanted Oak Drive, Golden Oak image
    10114 Enchanted Oak Drive, Golden Oak $8,450,033

    Golden Oak at Walt Disney World® Resort Home for Sale - Beauvoir is a stately French Eclectic home that transcends beauty and style. This 9,056 square foot home is perfec...

    • 6 Beds
    • 7 Baths
    • Golden Oak Ph 1c SubDv.
    • 32836 Zip Code
    6432 Deacon Circle, Windermere image
    6432 Deacon Circle, Windermere $8,300,000

    This stunning Georgian manor located within the gates of the renowned Isleworth community tastefully intertwines timeless old world charm with modern style. Upon entry, y...

    • 5 Beds
    • 5 Baths
    • Isleworth 1st Amendment SubDv.
    • 34786 Zip Code
    9288 Blanche Cove Drive, Windermere image
    9288 Blanche Cove Drive, Windermere $7,495,000

    Under Construction. Under construction, with a small window of time to still make it your own. Nestled behind the famed gates of Isleworth, one of the most exclusive pri...

    • 6 Beds
    • 4 Baths
    • Isleworth 7th Amd SubDv.
    • 34786 Zip Code
    9236 Bay Point Drive, Orlando image
    9236 Bay Point Drive, Orlando $6,950,000 ▼

    Constructed to seamlessly blend the best of old-world design and contemporary elegance, this BRAND NEW lakefront home exudes an air of sophistication through perfectly pl...

    • 6 Beds
    • 8 Baths
    • Bay Point SubDv.
    • 32819 Zip Code
    55 Trismen Terrace, Winter Park image
    55 Trismen Terrace, Winter Park $6,595,000

    Presenting to the market for the first time in 54 years and the first time ever as three properties combined over the years all within footsteps of Park Avenue and situat...

    • 4 Beds
    • 6 Baths
    • Osceola Shores Sec 01 SubDv.
    • 32789 Zip Code
    11055 Bridge House Road, Windermere image
    11055 Bridge House Road, Windermere $6,400,000

    WATERFRONT MASTERPIECE ON THE FAMED BUTLER CHAIN OF LAKES! Showcasing grand scale living spaces, unprecedented finishes and resort-style grounds, this privately gated Ria...

    • 6 Beds
    • 6 Baths
    • Reserve At Lake Butler Sound SubDv.
    • 34786 Zip Code
    9838 Laurel Valley Drive, Windermere image
    9838 Laurel Valley Drive, Windermere $6,300,000

    Capturing majestic sunset views of beautiful Lake Butler, this fabulous lakefront estate is perfectly set between Lake Butler’s shoreline and the 15th hole of Isleworth’s...

    • 5 Beds
    • 6 Baths
    • Isleworth SubDv.
    • 34786 Zip Code
    5318 Isleworth Country Club Drive, Windermere image
    5318 Isleworth Country Club Drive, Windermere $6,100,000 ▼

    NEW PRICE! MOTIVATED SELLER OFFERS A $500,000. PRICE REDUCTION! WONDERFUL OPPORTUNITY TO PURHASE IN EXCLUSIVE GATED GOLF AND COUNTRY CLUB COMMUNITY, FULL-TIME GUARD-GAT...

    • 6 Beds
    • 8 Baths
    • Isleworth SubDv.
    • 34786 Zip Code
    9011 Mayfair Pointe Drive, Orlando image
    9011 Mayfair Pointe Drive, Orlando $5,988,888 ▼

    Adjacent to the 10th fairway and taking full advantage of its 0.76-acre home site, this transitional estate offers exceptional modern appointments perfectly balanced by i...

    • 6 Beds
    • 6 Baths
    • Lake Nona Estates SubDv.
    • 32827 Zip Code
    5507 Worsham Court, Windermere image
    5507 Worsham Court, Windermere $5,959,000

    Immaculate custom estate perfectly situated on the 14th green of the Isleworth Country Club. This Isleworth mansion features an exquisite transitional, contemporary and t...

    • 5 Beds
    • 5 Baths
    • Isleworth 1st Amd SubDv.
    • 34786 Zip Code
    1048 Strimenos Lane, Leesburg image
    1048 Strimenos Lane, Leesburg $5,900,000

    Aviators or Innovators, Artists or Athletes, Designers or Dreamers this trophy property is a rare estate offering of magnificent quality and timeless elegance. Located in...

    • 5 Beds
    • 5 Baths
    • Flying Baron Estates SubDv.
    • 34748 Zip Code
    13337 Kirby Smith Road, Orlando image
    13337 Kirby Smith Road, Orlando $5,900,000

    One or more photo(s) has been virtually staged. Live the dream on Lake Hart. Minutes to the Lake Nona Medical City, OIA, golf courses, great schools and much more. This p...

    • 5 Beds
    • 7 Baths
    • N/A SubDv.
    • 32832 Zip Code
    8506 Lake Nona Shore Drive, Orlando image
    8506 Lake Nona Shore Drive, Orlando $5,750,000

    Pre-Construction. To be built. Currently under construction by DeVoe Custom Homes, this stunning two-story estate offers unparalleled privacy and is full of character, el...

    • 5 Beds
    • 6 Baths
    • Lake Nona Estates SubDv.
    • 32827 Zip Code
    1001 Anchorage Court, Winter Park image
    1001 Anchorage Court, Winter Park $5,750,000

    Magnificent mew construction Downtown Winter Park estate, built by one of the country’s top builders, this architectural masterpiece is situated just steps from Park Aven...

    • 5 Beds
    • 6 Baths
    • Chapman & Chase Plan/Town/Wint SubDv.
    • 32789 Zip Code
    2501 Alaqua Drive, Longwood image
    2501 Alaqua Drive, Longwood $5,750,000

    Magnificent and eloquent golf-front Charles Clayton custom-built estate in Alaqua, available for the first time ever. The dramatic interior welcomes you with a grand ston...

    • 7 Beds
    • 8 Baths
    • Alaqua SubDv.
    • 32779 Zip Code
    5434 Osprey Isle Lane, Orlando image
    5434 Osprey Isle Lane, Orlando $5,700,000

    ULTRA PRIVATE LUXURY ESTATE ON THE BUTLER CHAIN! This astonishing, custom-built 10,676 SqFt home features 5 bedrooms, 6/1 bathrooms, a split floor plan with a separate ma...

    • 5 Beds
    • 6 Baths
    • Isle Of Osprey At Dr Phillips SubDv.
    • 32819 Zip Code
    501 Muirfield Loop, Reunion image
    501 Muirfield Loop, Reunion $5,010,000

    Under Construction. This home is currently under construction by award winning Custom home builder McNally Construction Group. Home will be turn key(fully furnished) and ...

    • 9 Beds
    • 8 Baths
    • Reunion West Vlgs North SubDv.
    • 34747 Zip Code
    7625 Clarcona Ocoee Road, Orlando image
    7625 Clarcona Ocoee Road, Orlando $5,000,000

    Beautiful Property consits of 4 Connected parcels for total 58.81 acres. Mostly cleared pasture land. Current zoning A-1 Currently has a single family home with indoor po...

    • 2 Beds
    • 2 Baths
    • 32818 Zip Code
    8590 Apache Trail, Kissimmee image
    8590 Apache Trail, Kissimmee $5,000,000

    If you have been searching for an exquisite estate home with the utmost of privacy, this is it. This grande estate is a rare equestrian find with 5 acres. Conveniently lo...

    • 5 Beds
    • 5 Baths
    • Happy Trails Unit 05 SubDv.
    • 34747 Zip Code
    3018 Kingfisher Point, Chuluota image
    3018 Kingfisher Point, Chuluota $4,999,714

    Welcome Home! This could be your chance at the rare opportunity to have the peace and quiet that only 12+ acres can offer. Add to that a gated community where horses ar...

    • 7 Beds
    • 8 Baths
    • Mills Cove SubDv.
    • 32766 Zip Code
    9707 Vista Falls Dr, Golden Oak image
    9707 Vista Falls Dr, Golden Oak $4,950,000 ▲

    Golden Oak at WALT DISNEY WORLD Resort Home for Sale - Timeless elements define this Italianate home. La Luce makes a memorable first impression with spectacular water vi...

    • 6 Beds
    • 5 Baths
    • Golden Oak Ph 01b SubDv.
    • 32836 Zip Code
    5020 Down Point Lane, Windermere image
    5020 Down Point Lane, Windermere $4,949,000 ▼

    Villa Constantia is the epitome of luxury Windermere lakefront living. Designed by legendary architect, John Henry, this exquisite lake front mansion is perfectly positio...

    • 8 Beds
    • 8 Baths
    • Sunset Bay Rep SubDv.
    • 34786 Zip Code
    9726 Kilgore Road, Orlando image
    9726 Kilgore Road, Orlando $4,888,000 ▼

    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 Baths
    • Millionaire's Row SubDv.
    • 32836 Zip Code
    8168 Valhalla Terrace, Reunion image
    8168 Valhalla Terrace, Reunion $4,400,000 ▼

    Luxurious contemporary fully furnished newly built custom home in prestigious Reunion Resort. Truly one of a kind on a south facing double lot overlooking intense conserv...

    • 10 Beds
    • 11 Baths
    • Reunion West Village 03b SubDv.
    • 34747 Zip Code
    8005 Twin Eagles Loop, Reunion image
    8005 Twin Eagles Loop, Reunion $4,250,000

    This amazing one-of-a-kind luxurious property with 14 themed bedroom suites, 14 bathrooms and 6 half bathrooms has to be viewed to appreciate its magnificence. Spanning o...

    • 14 Beds
    • 15 Baths
    • Reunion West Village 03a SubDv.
    • 34747 Zip Code
    11307 Bridge House, Windermere image
    11307 Bridge House, Windermere $4,200,000

    Elegantly appointed Mediterranean home built by Ray Coudriet located on the Butler Chain of Lakes. Beautiful property for the discriminating buyer nestle directly on Lake...

    • 5 Beds
    • 6 Baths
    • Reserve At Lake Butler Sound 45/120 SubDv.
    • 34786 Zip Code
    1206 Old Eustis Road, Mount Dora image
    1206 Old Eustis Road, Mount Dora $3,999,999 ▼

    Incredible lakefront estate in historic Mt. Dora on Lake Gertrude with an additional parcel of land included for a total of 4 acres. Iron fencing securely surrounds this ...

    • 6 Beds
    • 6 Baths
    • 0003 SubDv.
    • 32757 Zip Code
    925 Desert Mountain Court, Reunion image
    925 Desert Mountain Court, Reunion $3,995,000

    BEYOND ORDINARY, this is a Home of purpose and meaning for those who seek to stand out against the common. An exceptional high preforming asset superior in both detail an...

    • 12 Beds
    • 12 Baths
    • Reunion West Village 03a SubDv.
    • 34747 Zip Code
    433 E New England Avenue, Winter Park image
    433 E New England Avenue, Winter Park $3,995,000

    Known as the Webster-Wagner House this extraordinary residence exudes vintage character and timeless charm, located on one half acre in downtown Winter Park. This histor...

    • 10 Beds
    • 12 Baths
    • Winter Park SubDv.
    • 32789 Zip Code
    3555 Rice Lake Loop, Longwood image
    3555 Rice Lake Loop, Longwood $3,950,000

    Impressive in stature with attention to intimate lifestyle details, this exceptionally designed custom built home is stately positioned in the exclusive Lake Club enclave...

    • 5 Beds
    • 5 Baths
    • Lake Club SubDv.
    • 32779 Zip Code
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