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Florida Keys Luxury Waterfront Home Search

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Florida Keys Luxury Waterfront Homes for Sale

Life in the Keys is about the water, and the best way to live it is from your own dock. This page shows every waterfront home listed at $1.5 million and up, from Key Largo to Key West: oceanfront estates, bayfront homes with sunset views, and canal homes with dockage for your boat.

Luxury Waterfront Market Snapshot

As of November 2026, about 330 waterfront homes are for sale in the Florida Keys at $1.5 million and up. The average asking price is around $5 million, and listings range from $1.5 million to $40 million. Here is roughly how they break down:

  • Upper Keys (Key Largo, Tavernier, Islamorada): about 145 homes, averaging around $5.8 million
  • Middle Keys (Long Key, Duck Key, Marathon, Key Colony Beach): about 100 homes, averaging around $4.9 million
  • Lower Keys (Big Pine Key to Sugarloaf Key): about 65 homes, averaging around $3.8 million
  • Key West area: about 25 homes, averaging around $4.3 million

Figures come from the live MLS listings on this site and change daily.

Oceanfront, Bayfront or Canal?

Oceanfront homes face the Atlantic, with sunrise views and the shortest run to the reef and offshore fishing. Bayfront homes face Florida Bay or the Gulf, with sunset views and easy access to the backcountry flats. Canal homes give you protected dockage right behind the house, often at a lower price than open-water property, but the route out to open water matters: how shallow it gets and how long the run takes.

Canal homes with private docks and sailboats in Key Largo, Florida Keys
Canal homes with dockage in Key Largo. Photo: Elmschrat, CC BY-SA 3.0, via Wikimedia Commons (straightened and cropped).

What We Check on Every Waterfront Home

  • Control depth: the shallowest water you have to pass through to get from your dock to open water at mean low tide, plus how long the run takes and bridge clearance on the way, if any.
  • Dock, seawall and lift: their condition, and whether they were built with permits.
  • Flood zone and elevation: the FEMA flood zone, the elevation certificate, and what that means for future renovations.
  • Insurance: flood and windstorm quotes need the wind mitigation and 4-point reports from your home inspection, and the elevation certificate from your survey. We help you line them up quickly so you have the real numbers in hand when you find your dream home.
  • Permitted space: whether every bedroom, bath and downstairs enclosure is legal.
  • Rental rules: what the local rules allow if you plan to rent the home part of the year.

Why work with us on a waterfront home?

We're Ewa & Peter Schwarz, boaters and divers who first came down in 2005 and made the Keys home in 2009. We've run these canals ourselves, so we know a dock is only as good as the water leading to it. Our team covers Key Largo to Key West, and you'll get straight answers on permits, flood zones and insurance, plus help long after closing.

Be first to the best waterfront. Sign up for free email alerts on new luxury waterfront listings and price changes, or create a market report for any neighborhood.

Selling a waterfront home? Contact us for a valuation from people who know what dockage and water access are worth.

Photo credits: Header photo by R9 Studios FL, CC BY 2.0, via Wikimedia Commons.

Newest Luxury Waterfront Listings

59720 Overseas Highway Unit 8, Marathon image
59720 Overseas Highway Unit 8, Marathon $3,500,000

Welcome to a stunning coastal retreat in the heart of the Florida Keys. Located within SeaGlass Cove, an intimate gated enclave of only 14 residences on beautiful Grassy ...

  • 4 Beds
  • 5 Baths
  • 622078 MLS
1220 Coury Dr, Key Colony image
1220 Coury Dr, Key Colony $3,299,000

A grand and elegant statement in waterfront luxury, this exceptional 6-bedroom, 4-bath residence offers 2,990 sq ft of beautifully designed living space where expansive i...

  • 6 Beds
  • 4 Baths
  • 622068 MLS
77521 Overseas Highway Unit 10, Islamorada image
77521 Overseas Highway Unit 10, Islamorada $4,000,000

Discover the beauty of oceanfront living in one of Islamorada's most exclusive gated communities. This stunning four-bedroom, three-story luxury residence offers an excep...

  • 4 Beds
  • 4 Baths
  • 622066 MLS
17134 Buttonwood Dr, Sugarloaf image
17134 Buttonwood Dr, Sugarloaf $1,985,000

Exceptional Waterfront Living in Sugarloaf Shores! Discover coastal elegance and relaxed island living in this beautifully appointed Glenn Gray-designed, 3-bedroom, 3-bat...

  • 3 Beds
  • 3 Baths
  • 622059 MLS
74051 Overseas Hwy, Islamorada image
74051 Overseas Hwy, Islamorada $3,595,000

Beach Day Every Day! Experience true beachfront living in Islamorada with sweeping Atlantic Ocean views, spectacular sunrises, and a sandy beach right in your backyard. T...

  • 6 Beds
  • 4 Baths
  • 622056 MLS
233 And 33 Jolly Roger Dr, Key Largo image
233 And 33 Jolly Roger Dr, Key Largo $2,298,000

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  • 2 Beds
  • 2 Baths
  • 622041 MLS
131 Ave G, Marathon image
131 Ave G, Marathon $3,488,000

Morning coffee overlooking the canal, afternoons by the pool, and evenings beneath your own tiki hut, this is the kind of home that makes you want to stay awhile. Set in ...

  • 6 Beds
  • 5 Baths
  • 622036 MLS
16 Bass Ave, Key Largo image
16 Bass Ave, Key Largo $3,795,000

Spacious, Modern Luxury! Brand-New Construction on Adams Waterway! Welcome to this exceptional, fully furnished 4-bedroom, 5.5-bathroom waterfront residence in Key Largo....

  • 4 Beds
  • 6 Baths
  • 622031 MLS
142 Harbor Dr, Islamorada image
142 Harbor Dr, Islamorada $1,850,000

Experience the ultimate Florida Keys lifestyle in this spacious Islamorada canal front home featuring 70 feet of dockage and a 10,000 lb boat lift! The home offers 3 beds...

  • 3 Beds
  • 2 Baths
  • 622027 MLS
359 S Coconut Palm Blvd, Tavernier image
359 S Coconut Palm Blvd, Tavernier $1,999,000

These are the ones everyone loves! Islamorada waterfront living in an all-concrete home with a concrete roof and new impact windows and doors. A straight shot to one of t...

  • 3 Beds
  • 3 Baths
  • 622005 MLS
411 Sombrero Beach Rd, Marathon image
411 Sombrero Beach Rd, Marathon $3,199,500

Every corner of this home has been thoughtfully designed. imported Italian Marble floors, three fully equipped kitchens. walking distance to Sombrero Beach. 6 stunning b...

  • 6 Beds
  • 5 Baths
  • 621980 MLS
990 41st St Unit 9, Marathon image
990 41st St Unit 9, Marathon $2,950,000

Luxury 5-Bedroom Waterfront Home in the Florida Keys Welcome to your dream retreat in Marathon, Florida! This stunning 5-bedroom, 5.5-bath residence sits on the desira...

  • 5 Beds
  • 6 Baths
  • 621988 MLS
154 Milano Dr, Islamorada image
154 Milano Dr, Islamorada $2,900,000

HONEY LOOK AT THIS ONE! What does everyone want? The smallest house in a great neighborhood! Tucked away in the sought-after Venetian Shores neighborhood of Islamorada...

  • 2 Beds
  • 2 Baths
  • 621951 MLS
2394 Coco Plum Dr Unit 3, Marathon image
2394 Coco Plum Dr Unit 3, Marathon $4,750,000

Welcome to one of the most exclusive waterfront parcels in the Florida Keys. Located just steps from Coco Plum Beach and the Atlantic Ocean, this rare investment opportun...

  • 6 Beds
  • 7 Baths
  • 621947 MLS
2394 Coco Plum Dr Unit 2, Marathon image
2394 Coco Plum Dr Unit 2, Marathon $4,500,000

Welcome to one of the most exclusive waterfront parcels in the Florida Keys. Located just steps from Coco Plum Beach and the Atlantic Ocean, this rare investment opportun...

  • 6 Beds
  • 7 Baths
  • 621946 MLS
2394 Coco Plum Dr Unit 1, Marathon image
2394 Coco Plum Dr Unit 1, Marathon $4,750,000

Welcome to one of the most exclusive waterfront parcels in the Florida Keys. Located just steps from Coco Plum Beach and the Atlantic Ocean, this rare investment opportun...

  • 6 Beds
  • 7 Baths
  • 621945 MLS
101 Madeira Ct, Islamorada image
101 Madeira Ct, Islamorada $2,799,000

Welcome to your coastal retreat in the highly sought-after Port Antigua neighborhood--where relaxed Keys living meets exceptional boating access and resort-style amenitie...

  • 3 Beds
  • 3 Baths
  • 621941 MLS
21966 Raffy Rd, Cudjoe image
21966 Raffy Rd, Cudjoe $9,999,000

RARE WATERFRONT ESTATE WITH TWO RESIDENCES ON CUDJOE KEY! Discover Casa Aqua, an extraordinary Spanish Mediterranean estate nestled among acres of native hardwood hammock...

  • 6 Beds
  • 5 Baths
  • 621938 MLS
755 Sawyer Dr, Cudjoe image
755 Sawyer Dr, Cudjoe $2,999,000

Welcome to the ''Oceanfront Gardens'' of Cudjoe Gardens! This magnificent, lush tropical paradise is truly one of a kind. Nestled directly along the Atlantic Ocean and tu...

  • 3 Beds
  • 2 Baths
  • 621937 MLS
308 Alamanda St, Duck Key image
308 Alamanda St, Duck Key $5,600,000

A Rare FIND, located on Yacht Club Island, Prestigious Duck Key Island, a Premier Oceanfront positioning, boast it's privacy, scale and Oceanfront presence, on Lots 112,1...

  • 4 Beds
  • 3 Baths
  • 621933 MLS
79 Mutiny Pl, Key Largo image
79 Mutiny Pl, Key Largo $3,700,000

Wide-open Florida Bay views stretch as far as you can see from this 4 bedroom, 3 bath bayfront home in Key Largo's sought-after Buccaneer Point. Set right on the water wi...

  • 4 Beds
  • 3 Baths
  • 621921 MLS
38 Bass Ave, Key Largo image
38 Bass Ave, Key Largo $1,950,000

THE CUT! Pool and boatlift permits in hand! Adam's Cut connects the bay to the ocean, putting the best of the Florida Keys right at your doorstep. Whether heading bayside...

  • 3 Beds
  • 2 Baths
  • 621918 MLS
100 Camino Real, Marathon image
100 Camino Real, Marathon $1,695,000

Set along a mangrove-fringed basin in the heart of Marathon, this three-bedroom, two-bath waterfront pool home at 100 Camino Real is a rare offering for the serious boate...

  • 3 Beds
  • 2 Baths
  • 621916 MLS
1043 84th St, Marathon image
1043 84th St, Marathon $1,599,000

Wide-open Atlantic views take center stage at this beautifully remodeled waterfront home in Marathon. Walls of windows frame the ocean from the living area, kitchen, and ...

  • 2 Beds
  • 2 Baths
  • 621913 MLS
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Ewa and Peter Schwarz, Realtors®                  mls
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