Florida Keys LUXURY Homes for Sale, Single Family Houses, Florida Keys Real Estate

Luxury homes for sale in the Florida Keys are some of the most impressive pieces of real estate in the country.  These beautiful estates are often situated waterfront - directly on either the bay or the ocean, making for homes with stunning views and a peaceful tranquility that is unparalleled in other markets.  It is rare to find homes that exude a level of the highest luxury and sophistication mixed with the feeling of being located on a private oasis of paradise - yet this is exactly what you will find in the Florida Keys.  Luxury properties in the Keys often come equipped with the finest amenities, including boat docks and private beaches, allowing residents a superior lifestyle and quality of life.

Luxury houses in the Florida Keys can be found throughout the market - from Key Largo to Key West.  Properties often include multi-million dollar estates and private islands.  Those looking to purchase a luxury estate in the Keys have a wealth of choices in one of the most beautiful places in the country!

Total Listings 858
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$16,000,000 - Islamorada (Upper Matecumbe Key) , FL

  • Beds: 6 Baths: 7
    Type: Single Family Home - MM: 82
  • MLS ID 564784
    Sq Ft: 7,522
  • Community: Palm Harbor Days on Market: 131
  • Waterfront: Yes - Waterview: Oceanfront,Open Water
  • Side of Island: Ocean Dockage: Basin,Boat Lift,Boat Ramp,Davits 500ft.

Ultra private and secluded waterfront estate on 6.5 acres with expansive dockage, private boat basin, ramp, lifts and davits. Principal house with 4BR/5.5BA and separate 2/2 guest house. Multiple indoor/outdoor entertaining areas and true chefs kitchen with Carrara marble countertops. Hardwood floors throughout. Lush tropical gardens designed by Raymond Jungles with oversized pool and spa.

$11,999,000 - Key Largo, FL

  • Beds: 10 Baths: 14
    Type: Single Family Home - MM: 98
  • MLS ID 562766
    Sq Ft: 12,800
  • Community: Mandalay Days on Market: 349
  • Waterfront: Yes - Waterview: Oceanfront,Open Water
  • Side of Island: Ocean Dockage: Basin,Boat Lift,Boat Ramp,Boat Slip

Rare opportunity to own one of the largest, most exclusive oceanfront estates in the Florida Keys! With four luxury houses and a private 1.55 acre marina, this coveted property has all of the elements for a vacationers paradise and is the epitome of the Florida Keys lifestyle. From fishing, scuba diving, and boating to lounging by one of the estates two pools, this property has something for

$10,900,000 - Other (Little Torch Key) , FL

  • Beds: 4 Baths: 3
    Type: Single Family Home - MM: 27
  • MLS ID 120182
    Sq Ft: 1,920
  • Community: Misc Little Torch Ke Days on Market: 110
  • Waterfront: Yes - Waterview: Oceanfront,Open Water
  • Side of Island: Ocean Dockage: Basin

Just 25 minutes from Key West and Marathon awaits Hopkins Island with its lush 11.25 acres on the Atlantic with next door exclusive neighbor Little Palm Island, a gourmet meal is a boat ride away. Snorkeling in neighboring Looe Key National Marine Sanctuary could be your next hobby. With a grassy inland area to accommodate several helicopters or the interior hidden basin with extensive dock space provides a haven from waves, storms and wandering eyes just 2.5 miles offshore no one will know youre home relaxing and enjoying life to the fullest. Caribbean style furnishings and island equipment included.

$9,900,000 - Key West, FL

  • Beds: 5 Baths: 4
    Type: Single Family Home - MM: 4
  • MLS ID 119330
    Sq Ft: 3,804
  • Community: New Town Unrecord Days on Market: 290
  • Waterfront: Yes - Waterview: Canal Front
  • Side of Island: Median Dockage: Davits

Presenting an exclusive waterfront estate in Key West with superior Moorish inspired design. Expansive ornamental grounds afford unparalleled indoor/outdoor living and entertainment possibilities. The home was designed and handcrafted to reflect the best of Moorish style and built using state-of-the-art luxurious materials, conveniences and appliances. A beautifully intricate dome crowns the formal living area. Chefs kitchen with breakfast area, master bedroom and bath, three bedrooms, two and one half baths, and separate staffs quarters with kitchen. A mangrove canal, lawns, abundant flora, waterfalls, fountains, pool, private beach, and outdoor kitchen envelop this most exotic of estates, a short hop from Old Town Key West.

$9,600,000 - Key West, FL

  • Beds: 5 Baths: 4
    Type: Single Family Home - MM: 1
  • MLS ID 116814
    Sq Ft: 10,822
  • Community: Old Town Unrecord Days on Market: 839
  • Waterfront: No
  • Side of Island: Median Dockage: None

This home now relisted at a reduced price. It is a once in a lifetime opportunity. For the first time in three decades the historic Lowe Mansion is being offered for sale. This majestic property stands alone in its beauty,historical significance,and renovation. The privacy of this property is unparalleled. It sits on one of the largest parcels of land in Old Town amidst a magnificent tropical garden atop the highest point on the island, Solares Hill. The property includes the main house,private guest or caretakers house,large studio,conservatories,and numerous other structures.Qualified individuals are welcome to request additional information, or arrange for a showing.

$9,000,000 - Islamorada (Plantation Key) , FL

  • Beds: 9 Baths: 9
    Type: Single Family Home - MM: 89
  • MLS ID 562950
    Sq Ft: 5,633
  • Community: Trop Coral Reef Days on Market: 332
  • Waterfront: Yes - Waterview: Oceanfront,Open Water
  • Side of Island: Ocean Dockage: Other Dockage

Schooner Bay EstatesOverlooking the clear blue waters surrounding Islamorada in the Florida Keys is this 2.87 acre gated beachfront estate. This stunning private residence features lush tropical foliage with 3 oceanfront homes, 2 pools, and 3 docks. Boasting 394 feet of private white sand beach it offers 8 bedrooms/6.5 baths with expansive private balconies and amazing ocean views.

$9,000,000 - Islamorada (Plantation Key) , FL

  • Beds: 9 Baths: 9
    Type: Single Family Home - MM: 88
  • MLS ID 119169
    Sq Ft: 7,855
  • Community: Plantation Beach Days on Market: 307
  • Waterfront: Yes - Waterview: Canal Front,Oceanfront,Open Water
  • Side of Island: Ocean Dockage: Basin,Boat Lift Other

Rare opportunity!Oceanfront estate with 6.5 acres and over 300 ft of ocean frontage in the fishing capital of the world.The estate has 9 bedroom and 9 baths with a indoor and outdoor pool.Theres is a boat basin with two boat lifts and a concrete sea wall for all the toys.The property has a tiki hut on the open water and a light house.The main house has a open floor plan with open water views from every room .There is also a guest house with a great sun deck overlooking the open water .The house is easy to show and comes fully furnished.Sale includes adjacent property, 87963 Old Hwy.

$6,500,000 - Islamorada (Plantation Key) , FL

  • Beds: 5 Baths: 3
    Type: Multi-units - MM: 89
  • MLS ID 562582
    Sq Ft: 3,640
  • Community: Pearl City Days on Market: 371
  • Waterfront: Yes - Waterview: Oceanfront,Open Water
  • Side of Island: Ocean Dockage: Basin,Boat Ramp

Stunning Millionaires Row estate consisting of 6.78 acres of prime oceanfront property with 1.16 acres submerged with 200 x 70 protect boat basin and boat ramp. With 5 permitted homes, this property is ideal for multi home development, corporate, or large family compound where guest privacy and pleasure are priority. More...

$6,250,000 - Islamorada (Upper Matecumbe Key) , FL

  • Beds: 2 Baths: 2
    Type: Single Family Home - MM: 83
  • MLS ID 564240
    Sq Ft: 959
  • Community: Strattons Days on Market: 199
  • Waterfront: Yes - Waterview: Oceanfront,Open Water
  • Side of Island: Ocean Dockage: None

Located oceanfront in downtown Islamorada, the historical Gilmore Estate is locally known as the Bay Bourne Houseboat. Situated on 5+ acres, with 300 feet of beach, the Houseboat is an actual 60 foot 1948 Chris Craft with 1 stateroom, 2 baths, a galley kitchen, salon, on the first deck. Top deck consists of a 4-bunk stateroom and private upper deck with wide open ocean views!

$6,000,000 - Islamorada (Plantation Key) , FL

  • Beds: 6 Baths: 7
    Type: Single Family Home - MM: 88
  • MLS ID 120169
    Sq Ft: 7,855
  • Community: Plantation Beach Days on Market: 111
  • Waterfront: Yes - Waterview: Canal Front,Oceanfront,Open Water
  • Side of Island: Ocean Dockage: None

Rare opportunity!Oceanfront estate with 4 acre and over 300 ft of ocean frontage in the fishing capital of the world.The estate has 6 bedroom and 7 baths with a indoor pool and hot tub.The main house has a open floor plan with open water views from every room .The house is easy to show and comes fully furnished.Also the adjacent property 87963 is for sale for an additional price.

$5,999,000 - Other (Sugarloaf Key) , FL

  • Beds: 10 Baths: 11
    Type: Single Family Home - MM: 17
  • MLS ID 114426
    Sq Ft: 10,036
  • Community: Sugarloaf Shores Days on Market: 1354
  • Waterfront: Yes - Waterview: Canal Front,Oceanfront,Open Water
  • Side of Island: Ocean Dockage: Boat Slip,Davits Other

Breathtaking 4.5 acre oceanfront estate on Sugarloaf Key. Sand Castle, formerly the Jerry Herman estate, offers multiple homes on a park-like parcel w/water on 3 sides. The elegant 8,219sf main home sits on its own beach, has 6BD/7.5BA, ocean views from most every room, custom pickled cypress walls & accents throughout, family room w/fireplace, formal dining room, sunroom & an enormous game room w/wet bar. Other amenities include a home office, pool, lagoon w/fountain & waterfall & a garage. Meander over a charming bridge to the 2BD/2BA, 745sf guesthouse w/its own covered boat slip & roundabout driveway. The grounds also include a 2BD/2BA, 1,072sf fully equipped caretakers home. Truly a rare opportunity to enjoy your own private Sandcastle!

$5,945,000 - Other (Sugarloaf Key) , FL

  • Beds: 7 Baths: 6
    Type: Single Family Home - MM: 17
  • MLS ID 118496
    Sq Ft: 3,340
  • Community: Sugarloaf Beach Days on Market: 454
  • Waterfront: Yes - Waterview: Oceanfront,Open Water
  • Side of Island: Ocean Dockage: Boat Lift

Looking for absolute privacy and pristine waterfront? This beautiful gated compound sits on 3.7 acres with 350 feet of natural white sandy beach on the Atlantic Ocean. Driving through a beautifully landscaped garden with palm trees, black bamboo and fruit trees youll arrive at the main house with 3 bedrooms/ 2 baths, high ceilings, porch and a private Tiki hut. From the living room you look out to the beach and a magnificent 500 ft Dock with a boat lift, ready for your fishing trip. Bring your guests and family along to use the 3 cottages with their own porches and Tiki huts. Cool down in a one of a kind rock pool with waterfall, hot tub, separate pond and a huge pool bar. This would also be a great investment allowing vacation rentals.

$5,945,000 - Other (Sugarloaf Key) , FL

  • Beds: 7 Baths: 6
    Type: Multi-units - MM: 17
  • MLS ID 118515
    Sq Ft: 3,340
  • Community: Sugarloaf Beach Days on Market: 451
  • Waterfront: Yes - Waterview: Oceanfront,Open Water
  • Side of Island: Ocean Dockage: Boat Lift

Looking for absolute privacy and pristine waterfront? This beautiful gated compound sits on 3.7 acres with 350 feet of natural white sandy beach on the Atlantic Ocean. Driving through a beautifully landscaped garden with palm trees, black bamboo and fruit trees youll arrive at the main house with 3 bedrooms/ 2 baths, high ceilings, porch and a private Tiki hut. From the living room you look out to the beach and a magnificent 500 ft Dock with a boat lift, ready for your fishing trip. Bring your guests and family along to use the 3 cottages with their own porches and Tiki huts. Cool down in a one of a kind rock pool with waterfall, hot tub, separate pond and a huge pool bar. This would also be a great investment allowing vacation rentals.

$5,749,000 - Key West, FL

  • Beds: 4 Baths: 4
    Type: Single Family Home - MM: 0
  • MLS ID 119748
    Sq Ft: 3,416
  • Community: Sunset Key Days on Market: 206
  • Waterfront: Yes - Waterview: Oceanfront,Open Water
  • Side of Island: Ocean Dockage: None

Located on the prestigious private island of Sunset Key, just 5 minutes from Key West, by launch, sits a custom built ocean front 3,416 sq.ft. compound. In the main house, on the first level you are awed by incredible views of the Atlantic. Features include dramatically high coffered ceilings, custom moldings, wood flooring, and spacious open living areas. A second floor master suite includes a sitting room, spa-sized bath, and dressing room. A pergola connects the guest cottage with the main house accented by lush tropical landscaping, free form pool, water feature and spa. The private two story guest house includes 2 bedrooms and 2 baths with the same attention to detail. Beach, spa, gym and a gourmet restaurant are there for you.

$5,500,000 - Key West, FL

  • Beds: 3 Baths: 2
    Type: Single Family Home - MM: 0
  • MLS ID 119858
    Sq Ft: 2,987
  • Community: Sunset Key Days on Market: 179
  • Waterfront: Yes - Waterview: Gulf Front,Oceanfront,Open Water
  • Side of Island: Bay/Gulf Dockage: Dock Privileges,First Come Dock,Other Dockage

Recently listed waterfront residence on world famous Sunset Key. This waterfront beach house makes for the perfect island getaway. Located directly on the Beach with an unbelievable view of the open ocean and surrounding keys. This residence has three bedrooms with two and a half baths. The downstairs master bedroom has doors leading out to the pool area and the beach. Imagine living on your own secluded island, but being only three minutes from historic downtown Key West accessible only by an island ferry which runs 24 hours a day. On Sunset Key Island, there are no cars and no parking problems, only quiet island living with plenty of beaches, tennis courts, and resort amenities. Come see this incredible beachfront residence.

$5,499,000 - Summerland (Summerland Key) , FL

  • Beds: 4 Baths: 3
    Type: Single Family Home - MM: 25
  • MLS ID 564390
    Sq Ft: 3,568
  • Community: Summerland Key Cove Days on Market: 179
  • Waterfront: Yes - Waterview: Oceanfront
  • Side of Island: Ocean Dockage: Boat Lift,Boat Ramp 420ft.

Magnificent Ocean Front 2.65 Acre Estate located on Summerland Cove with Helicopter Pad and 3 Car Garage. This property consists of a Main Home and a Guest House completely remodeled with impact doors, windows, and cypress ceilings. New Pool, Tiki Hut, 120,000 Pound Boat Lift (Biggest in Florida Keys), 2nd Boat Lift, and a 4 Waverunner lift. Includes 42 ft Hatteras, 22 ft Mako, and 2 Waverunner

$5,400,000 - Islamorada (Windley Key) , FL

  • Beds: 3 Baths: 2
    Type: Single Family Home - MM: 85
  • MLS ID 549574
    Sq Ft: 1,839
  • Community: Windley Key Mobile Home Park Condominiums Days on Market: 1915
  • Waterfront: Yes - Waterview: Oceanfront,Open Water
  • Side of Island: Ocean Dockage: Basin,Boat Ramp

HUGE OCEANFRONT PARCEL IN ISLAMORADA offering a deep water basin...rare for oceanfront! 200 on the ocean! You will enjoy this gated compound with a remodeled ground level home with many extras including fireplace and home theater screen. Large deck to enjoy the unobstructed oceanviews. This is a rare and unique property!

$4,600,000 - Key Colony, FL

  • Beds: 4 Baths: 4
    Type: Single Family Home - MM: 54
  • MLS ID 565674
    Sq Ft: 5,079
  • Community: Coury Subdivision Days on Market: 21
  • Waterfront: Yes - Waterview: Oceanfront,Open Water
  • Side of Island: Ocean Dockage:

This magnificent OCEAN FRONT estate is located on almost an acre of tropically landscaped property. Quality finishes and close attention to detail are evident through this 4bd/4.5ba 5,000+ s/f home. Custom pool, spa, sandy beach and deep water dock complete the dream. Garage space for up to (3) vehicles, storage, workshop area and elevator. Gourmet kitchen with Sub Zero and Wolf appliances

$4,600,000 - Key Largo, FL

  • Beds: 3 Baths: 3
    Type: Single Family Home - MM: 91
  • MLS ID 564834
    Sq Ft: 3,876
  • Community: Tavernier Subdivision Days on Market: 124
  • Waterfront: Yes - Waterview: Oceanfront,Open Water
  • Side of Island: Ocean Dockage: Boat Lift 300ft.

ULTIMATE PRIVACY! 425 ft of ocean frontage with 2.3 acres of land! Magnificent panoramic ocean views! Gorgeous home has spacious living room, great room, 2 large bedroom suites, plus an enormous master suite, tiled throughout, large maple and granite kitchen, elevator ready, 8 ft doors, 5 spectacular open porches with forever ocean views, 2 large carports and enclosed storage. Fully furnished!

$4,500,000 - Islamorada (Plantation Key) , FL

  • Beds: 4 Baths: 5
    Type: Single Family Home - MM: 88
  • MLS ID 562256
    Sq Ft: 3,093
  • Community: Plantation Beach Days on Market: 408
  • Waterfront: Yes - Waterview: Bay Front,Gulf Front,Open Water
  • Side of Island: Bay/Gulf Dockage: Davits

Exquisite Tri Level 4 BR/ 5 BA Beach Estate features unobstructed panoramic Gulf views from almost every room! The Ground floor features foyer, master bedroom room suite, and full bathroom. The second floor consists of 2 bedrooms, 2 Baths, den, great room, laundry, room, and kitchen. Third story there is a second master suite. Open Concept dream kitchen with granite and stainless steel appliances.

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The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 11-22-2014.