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Lighthouse at a canal entrance on the ocean side of Key Largo, with palm trees, a seawall dock, and turquoise water

Florida Keys Homes for Sale Over $10 Million

It’s late. You have no intention of buying a $10 million house in the Florida Keys.

And yet, here you are.

Nobody lands on a page of $10 million Florida Keys homes, late at night, by accident. You’re either window shopping, procrastinating, or wide awake for reasons your brain has decided not to explain to you. Whatever brought you here, this page is your permission slip to spend a few minutes pretending you’re shopping for a Florida Keys estate that may be a little out of your price range and a lot out of your zip code.

Luxury Florida Keys Homes for Sale over $10 million

Aerial view of a Florida Keys waterfront estate

Before you scroll down to see what’s actually for sale, here are a few questions worth answering first.

Frequently Asked Questions

Are there off-market homes priced above $10 million in the Florida Keys?
Yes. Sellers at this level often prefer privacy and choose not to publicly list. Working with a local agent who has access to off-market and upcoming listings is usually the best way to find them.

Is $10 million the top of the Florida Keys market?
No. The Florida Keys has seen single family home sales well above that figure. $10 million marks a meaningful tier, not a ceiling.

Can I actually afford a $10 million home in the Florida Keys?
Probably not, and neither can most people. If the number needs to come down to earth, the Florida Keys Luxury Homes page starts at a friendlier $3 million.

Most people scrolling this page aren't buying a $10 million house today. But if you ever are, I've been selling Florida Keys real estate since 1988 - I'm exactly the guy you want making the call.

The Main Event

Alright, enough talk. Here’s what $10 million and up actually looks like in the Florida Keys.

16 Avacado St, Islamorada image
16 Avacado St, Islamorada $23,500,000

Rarely do the lines intersect between architectural excellence, positioning, thoughtfulness, and elite water access, until now. Set on a private street in downtown Islamo...

  • 9 Beds
  • 11 Baths
  • 621766 MLS
82719 Old Hwy, Islamorada image
82719 Old Hwy, Islamorada $24,995,000

Experience unparalleled oceanfront living at the Chateau On The Ocean, a turnkey private estate set within an exclusive enclave in Islamorada. Here elevated coastal livin...

  • 7 Beds
  • 11 Baths
  • 621626 MLS
1153 70th St, Marathon image
1153 70th St, Marathon $14,999,000

Set across three parcels totaling approximately 10.46 acres, this extraordinary Gulf-front estate offers 6,661 sq. ft. of living space, 6 bedrooms and 6.5 baths in a sett...

  • 6 Beds
  • 7 Baths
  • 621538 MLS
350 Buttonwood Bight Ln, Tavernier image
350 Buttonwood Bight Ln, Tavernier $14,000,000

The most sought-after bay in all the Florida Keys, and one of the largest properties on it. This true double lot spans 1.3 acres with more than 250' of bayfront facing du...

  • 5 Beds
  • 4 Baths
  • 621096 MLS
201 W Seaview Dr, Duck Key image
201 W Seaview Dr, Duck Key $14,500,000

Welcome to this extraordinary oceanfront estate, gracefully positioned on an oversized 17,900sqft point lot within prestigious Plantation Island, tucked away at the end o...

  • 3 Beds
  • 4 Baths
  • 621038 MLS
75751 Overseas Hwy, Islamorada image
75751 Overseas Hwy, Islamorada $10,000,000 ▼

Extraordinary opportunity to own one of the Florida Keys' most spectacular oceanfront residences. Set along a breathtaking stretch of pristine shoreline, this remarkable ...

  • 5 Beds
  • 5 Baths
  • 620965 MLS
1 E Sister Rock Is, Marathon image
1 E Sister Rock Is, Marathon $16,000,000

Own an entire private island in the heart of the Florida Keys. Located just ¼ mile offshore from Marathon, East Sister Rock Island offers extraordinary privacy surrounded...

  • 4 Beds
  • 3 Baths
  • 620952 MLS
32 Sunset, Key West image
32 Sunset, Key West $12,500,000

A distinguished offering on one of Key West's most coveted private island enclaves, 32 Sunset Key Drive embodies the ease, elegance, and exclusivity of waterfront living....

  • 6 Beds
  • 7 Baths
  • 620770 MLS
77350 Overseas Hwy, Islamorada image
77350 Overseas Hwy, Islamorada $10,950,000 ▼

Sunset Sanctuary. Natural beauty and captivating sunsets of the Florida Keys define this newly completed gated waterfront estate on Lower Matecumbe Key. Surrounded by a s...

  • 6 Beds
  • 8 Baths
  • 620680 MLS
119 Coco Plum Dr, Marathon image
119 Coco Plum Dr, Marathon $15,000,000

Welcome to Palacio Coco Plum. Discover Your Florida Keys Oasis! Spectacular Ocean Front home in Marathon, the heart of the Florida Keys. This stunning property boasts l...

  • 5 Beds
  • 5 Baths
  • 620594 MLS
19 Avacado St, Islamorada image
19 Avacado St, Islamorada $13,750,000

Situated on one of Islamorada's premier and most sought-after bayfront streets, in the heart of Islamorada, this custom-designed poured concrete waterfront estate by reno...

  • 5 Beds
  • 7 Baths
  • 620590 MLS
57733 Morton St, Marathon image
57733 Morton St, Marathon $14,995,000

Welcome to Morton Manor, an exceptional gulf-side waterfront estate set on 2.82 private acres where luxury, privacy, and resort-style living come together in this extraor...

  • 11 Beds
  • 9 Baths
  • 620489 MLS
Howell Ky, Summerland image
Howell Ky, Summerland $16,900,000

Discover one of the Florida Keys' most extraordinary private island retreats. Encompassing 9.69 acres of pristine tropical landscape, Howell Key offers an unparalleled op...

  • 5 Beds
  • 4 Baths
  • 620413 MLS
16 Seaside Ave, Key Largo image
16 Seaside Ave, Key Largo $11,750,000

Beyond the gates lies an oceanfront estate whose finest qualities extend far beyond what you have seen! From its protected private marina offering 6 boat slips and fu...

  • 7 Beds
  • 9 Baths
  • 620408 MLS
94 Driftwood Dr, Key Haven image
94 Driftwood Dr, Key Haven $12,500,000

Where the essence of the Florida Keys meets refined coastal luxury. Widely regarded as one of Key Haven's finest waterfront residences, 94 Driftwood Drive is a rare Gulf-...

  • 5 Beds
  • 6 Baths
  • 620398 MLS
75090 Overseas Hwy, Islamorada image
75090 Overseas Hwy, Islamorada $29,000,000

Villa Lago is an Italian-inspired waterfront estate positioned along 220 feet of pristine Florida Bay frontage in Islamorada. Offering 8,194 SF of living space on 1 acre ...

  • 4 Beds
  • 6 Baths
  • 620394 MLS
89401 Old Hwy, Tavernier image
89401 Old Hwy, Tavernier $13,500,000 ▼

Private Helicopter Estate in the Florida Keys. Behind private gates on prestigious Million Air Row, this exceptional oceanfront estate spans nearly 2.5 acres and offer...

  • 8 Beds
  • 8 Baths
  • 620067 MLS
89505 Old Hwy, Tavernier image
89505 Old Hwy, Tavernier $26,400,000

Escape to Palm Paradise, a breathtaking oceanfront estate on 7.64 private acres in Islamorada, offering 369 feet of shoreline and sweeping Atlantic views. Tucked behind g...

  • 7 Beds
  • 10 Baths
  • 620022 MLS
57783 Morton St, Marathon image
57783 Morton St, Marathon $25,000,000 ▼

Newly Built Gulf-front Sanctuary with Panoramic Views, Guest and Pool Houses, Luxe Outdoor Living, and a Deepwater Navigable Dock. Set on 3 secluded acres+/- along one...

  • 10 Beds
  • 13 Baths
  • 619972 MLS
31 Sea Lore Ln, Shark Key image
31 Sea Lore Ln, Shark Key $12,500,000

This is set to become one of the most striking homes on Shark Key and it's already underway. A rare opportunity to own a completely brand new waterfront home in one of th...

  • 6 Beds
  • 7 Baths
  • 619953 MLS
88835 & 88845 Old Hwy, Tavernier image
88835 & 88845 Old Hwy, Tavernier $40,000,000

A rare dual-offering on coveted Millionaire's Row in Tavernier, this extraordinary oceanfront compound spans over multiple acres across two parcels-delivering an unmatche...

  • 8 Beds
  • 11 Baths
  • 619826 MLS
88845 Old Hwy, Tavernier image
88845 Old Hwy, Tavernier $27,000,000

Set on over 2 acres along prestigious Millionaire's Row in Tavernier, this newly constructed oceanfront estate represents a rare convergence of scale, design, and functio...

  • 5 Beds
  • 8 Baths
  • 619825 MLS
88835 Old Hwy, Tavernier image
88835 Old Hwy, Tavernier $15,000,000

An exceptional opportunity on coveted Millionaire's Row in Tavernier, 88835 Old Highway offers over 3 acres of oceanfront property paired with a rare additional acre feat...

  • 3 Beds
  • 3 Baths
  • 619824 MLS
88351 Old Hwy, Islamorada image
88351 Old Hwy, Islamorada $14,990,000 ▼

Newly completed in 2025, this exceptional oceanfront estate is located in the heart of The Florida Keys on the premier ocean side of Islamorada. A gated entry welcomes yo...

  • 6 Beds
  • 9 Baths
  • 618911 MLS
20 Avacado St, Islamorada image
20 Avacado St, Islamorada $15,950,000

BAYSIDE, DEEP WATER, BREATHTAKING GULF VIEWS Welcome to one of Islamorada's premier rare bayside estate properties - a remarkable parcel that stretches from Overseas Hig...

  • 6 Beds
  • 8 Baths
  • 618816 MLS
57223 Morton St, Marathon image
57223 Morton St, Marathon $35,000,000

Zephyr Cove; the extravagant aquatically inspired retreat that you deserve. Located on the breathtaking waterfront nestled along the Gulf and designed and built by D'Asig...

  • 9 Beds
  • 10 Baths
  • 613902 MLS
81486 Overseas Hwy, Islamorada image
81486 Overseas Hwy, Islamorada $22,500,000

Introducing Isla House. A truly exceptional waterfront estate in the heart of downtown Islamorada, which exemplifies the serene beauty and elegance of Keys living. Set on...

  • 7 Beds
  • 9 Baths
  • 618525 MLS
75280 Overseas Hwy, Islamorada image
75280 Overseas Hwy, Islamorada $10,750,000 ▼

Commanding 170 feet of private Florida Bay frontage, and situated on over and acre of precious Islamorada land, Eagle Point is a contemporary coastal estate that captures...

  • 4 Beds
  • 4 Baths
  • 616886 MLS
21540 21470 Overseas Hwy, Cudjoe image
21540 21470 Overseas Hwy, Cudjoe $12,999,999

Located on Cudjoe Key, only 20 miles from Key West. Transient use property, over 3.5 acres, 15 units (15 ROGO exemptions), over 300 feet of water frontage, boat basin, 3 ...

  • 31 Beds
  • 19 Baths
  • 610484 MLS
87895 Old Hwy, Islamorada image
87895 Old Hwy, Islamorada $24,995,000

Newly completed private oceanfront estate on 2+ acres in Plantation Key, offering an extraordinary combination of scale, privacy, dockage, and resort-style living in the ...

  • 5 Beds
  • 8 Baths
  • 617705 MLS
87429 Old Hwy, Islamorada image
87429 Old Hwy, Islamorada $18,499,000 ▼

The Oasis Islamorada is a waterfront estate of exceptional scale, conceived as a private Florida Keys compound where architecture, land and water come together spanning n...

  • 6 Beds
  • 8 Baths
  • 615643 MLS
301 Ixora St, Duck Key image
301 Ixora St, Duck Key $11,450,000 ▼

For those who appreciate exceptional boating facilities without compromising luxury or privacy, Villa Splendida presents a rare opportunity on the oceanfront of exclusive...

  • 5 Beds
  • 7 Baths
  • 618181 MLS
15760 Old State Road 4a, Sugarloaf image
15760 Old State Road 4a, Sugarloaf $19,750,000

RARE PRIVATE SANDY BEACH | OCEANFRONT ESTATE | 30 MINUTES TO KEY WEST A truly extraordinary opportunity on coveted Sugarloaf Beach--over 5 acres of private oceanfront ...

  • 6 Beds
  • 7 Baths
  • 617534 MLS
57 Garden Cove Dr, Key Largo image
57 Garden Cove Dr, Key Largo $10,999,999 ▼

Introducing 57 Garden Cove Drive, a rare opportunity to own a private, resort-style Key Largo waterfront compound set on nearly 26,000 square feet of land, now OFFERED TO...

  • 6 Beds
  • 6 Baths
  • 617713 MLS

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Jim Signor - Florida Keys Real Estate

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Reference: Jim Signor – Florida Keys Real Estate

Edward J. Signor Jr., PA (Jim Signor)
Florida Real Estate License BK 525352

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