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 915
Order By:

10  Cannon Point   For Sale, MLS 568695
$95,000,000
Key Largo
Ocean Reef Club   - MM: 905.00
10 Bed, 10 Baths, 5,000 SqFt Days Listed: 1564
Off Shore Isl - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Pumpkin Key is an extraordinary private island totaling 26 acres in the tropics of Card Sound Bay located in the Florida Keys. Just 10 minutes by helicopter to Miamis infamous South Beach and 10 minutes by boat to its shore home with dockage at Ocean Reef, a private club in Key Largo, Florida with an airstrip for private jets.

94100  Overseas Highway  For Sale, MLS 589250
$24,500,000
Key Largo
Seven Acres   - MM: 94.00
8 Bed, 8 Baths, 8,949 SqFt Days Listed: 8
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage30ft.

Prepare to be amazed by a property such as this, which is rarely available in the Florida Keys. This 13 acre +/- coastal estate on the Florida Bay and overlooking Everglades National Park in the distance, boasts two stretches of white sandy beaches, private boat dockage, acres of lush orchid filled trails and three separate structures comprising a total of 8 bedrooms, 9 bathrooms and 4 powder rooms. Upon entering the expansive main house through the porte cochere one begins to feel the essence of the property as you cross a bridge overlooking waterfalls, koi ponds and lush greenery. With exceptional direct unobstructed views of the bay and open airy spaces this house was made for entertaining.

75900  Overseas Highway  For Sale, MLS 583768
$18,000,000
Lower Matecumbe
Mat Ocean Bay   - MM: 75.00
7 Bed, 7 Baths, 6,198 SqFt Days Listed: 373
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Nestled in six tropical acres on the bay in Islamorada on Lower Matecumbe Key is this rare parcel boasting over 600 feet of white sand beach and deep water dockage. This spectacular private estate offers 6,198 square feet of living space with six bedrooms and six-and-a-half bathrooms. The guest home offers an additional 418 square feet with one bedroom and one bathroom. Enter down a private driveway cocooned by tropical landscaping and arrive on the doorstep of this stately island-style residence. The distinctive design and craftsmanship are evident upon entering. This one-of-a-kind estate was designed to take in the captivating bay views from every room. Offering an elegant living room, formal dining room, comfortable family room and spacious sunroom with vaulted ceilings.

79775  Overseas Highway  For Sale, MLS 585835
$15,000,000
Upper Matecumbe Key Islamorada
Tea Table   - MM: 79.50
5 Bed, 5 Baths, 3,104 SqFt Days Listed: 246
-11.76% ($2,000,000) 1 Price Change : Last Change 113 Days Ago
Off Shore Isl - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits40ft.

An extremely rare and stunning private island, accessible by car, Terras Key is a gated Caribbean Island located at Mile Marker 79.7 in Islamorada. Jutting into the blue-green waters of the Atlantic Ocean, Terras Key features a 2,000+- driveway enabling you to reach restaurants and shopping easily.Enjoy the conveniences of the modern world, including all utilities, while surrounded with the privacy of your own +15.5 Acre Island with miles of open water views and views of Alligator Reef Light. The compound includes 5 bedrooms and 4 baths, pool, cabana, dockage, and a tennis court. This extraordinary private island is a landmark in Islamorada and the Florida Keys and has not been offered for sale for over 27 years.

95351  Overseas Highway  For Sale, MLS 575992
$13,500,000
Key Largo
Southcliff Ests   - MM: 95.00
7 Bed, 7 Baths, 2,489 SqFt Days Listed: 948
-20.12% ($3,400,000) 2 Price Changes : Last Change 366 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat RampConcr

This parcel to be sold together only with contiguous parcel@ 95325 Overseas Hwy, AK#1592986,RE#00483360 000000 13 62 38 PT TR 5&6 SOUTHCLIFF ESTS PB2-45 & PT GOV LOT 1 & ADJ BAY,3.24 acres for grand total of 9.36 acres. Includes 1137 sf 1970 2/1 cbs home metal roof. Broker part owner/family owned. This unique wooded acreage has a deep basin with dolphin piling and channel directly on the ocean. Residential use (non-conforming) now, but commercial zoning.Best approval rating via Monroe County is MIXED-USE COMMERCIAL development. *Includes data for both parcels and for taxes. This is a duplicate listing also found in MLS as Commercial #579482, as both uses permitted.

1740  Overseas Highway 4 For Sale, MLS 584692
$12,750,000
Marathon
Palm Island   - MM: 48.00
7 Bed, 7 Baths, 6,432 SqFt Days Listed: 322
-17.74% ($2,750,000) 1 Price Change : Last Change 73 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip

Private bayfront island situated in the heart of the Florida Keys. Nestled behind gates and lush tropical landscaping are a magnificent main house and two private guest houses, a swimming pool, and deep water protected dockage for multiple boats. The island-style two-story main home offers two inviting bedrooms, a spacious living and dining area, a showcase kitchen, and French doors that open to lovely first and second floor porches overlooking the bay. The impressive guest quarters provide comfort and privacy with four bedrooms, four bathrooms, and a private patio with bay views. An additional one-bedroom guest cottage offers open bay views and a sandy beach area. The swimming pool with sundeck is surrounded by swaying palm trees and tropical gardens

72100  Overseas Highway  For Sale, MLS 583865
$12,500,000
Craig Key
Craig Cay Island   - MM: 72.00
6 Bed, 6 Baths, 9,737 SqFt Days Listed: 367
+19.05% ($2,000,000) 1 Price Change : Last Change 304 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin106ft.

Craig Cay Island Estate - Construction has commenced! A unique opportunity for a buyer to participate in this exciting project, affording a buyer an option to choose their interior finishes, based on their personal preferences, within a specified budget. When completed, this magnificent, ground-level & sprawling, 9,737 sq. ft. home will be an exceptional masterpiece, with 6 bedrooms, 6 full baths, 2 half baths, exercise room, full entertainment room (above the dining room), glass solarium, tackle room, 3 car garage, captains quarters (above the garage) overlooking the 300 of deep-water, protected boat basin with 106 of concrete dock and a custom, a summer kitchen with the appearance of being set inside the 222 long pool which will wrap around both sides of the house, facing the bay.

1150  Bulevar De Palmas   For Sale, MLS 579340
$11,995,000
Marathon
Waloriss Subdivision   - MM: 49.50
8 Bed, 8 Baths, 11,674 SqFt Days Listed: 676
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift191ft.

A magnificent deep-water estate on a peninsula with 190 feet of dockage. Situated on the lagoon side, the homes location was specifically chosen for its protected harbor right behind the house, a rare find in the Florida Keys. The property includes an exquisite main house, resort-like grounds with an in-ground pool and tennis court, and a large guest house. The dock is large enough to park an 80-foot yacht and a 60-foot yacht at the same time on the same seawall. Views of the open ocean exist from the second floor as the home is only minutes from the Atlantic Ocean. Affectionately called Fish Camp by its current owner who is an avid boater and fisherman, this home is far from a camp. This one-of-a-kind property is centrally located in the fishing capital of the Florida Keys.

1300  Sunset Boulevard  For Sale, MLS 582782
$11,900,000
Summerland Key
Snug Harbor Subdivision   - MM: 25.00
6 Bed, 6 Baths, 7,720 SqFt Days Listed: 438
-14.39% ($2,000,000) 1 Price Change : Last Change 429 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift100ft.Concr

The epitome of relaxed elegance -- a masterful combination of architectural splendor within the casual atmosphere that defines the Keys lifestyle. Exquisite estate w/ 6 bedrooms, 6 full baths & two 1/2 baths, evenly split between the Main House & the Guest House. Interior is executed w/superb craftsmanship where soaring ceilings are structured by striking wood beams. Great room wraps around open chef s kitchen, full bar, & includes spacious formal & casual dining areas. Fabulous open water views everywhere, seen through abundance of large impact glass windows & 10 glass doors. Home also includes indoor-outdoor sunroom & kitchen w/top of the line Lynx appliances, wine cellar, multi-zoned audio system, dedicated fly fishing room, carport parking for at least.....

97251  Overseas Highway  For Sale, MLS 588315
$9,900,000
Key Largo
Mandalay   - MM: 97.50
12 Bed, 12 Baths, 12,800 SqFt Days Listed: 66
Multi-Units - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Basin,

Premier family compound estate with over 250 of ocean frontage! Featuring 2 luxurious main houses and 2 spectacular guest houses, a club house, 9 slip marina with deep water channel, 2 boat lifts, paver stone driveway , elevators in all 4 houses, 2 ocean front swimming pools and spas, sandy beach and all on 5.08 acres plus additional 1.55 acres of bay bottom.First Main house offers 4 bedrooms, 4 full baths and 1 half bath with a 5 car garage. 1 st Guest home offers 2 bedrooms, 3 full baths and a garage. 2nd main home offers 3 bedrooms, 4 full baths and 1 half bath and 5 car garage. 2nd guest home offers 2 bedrooms, 3 full baths and garage. These custom design homes are fit with expansive great room, soaring ceilings, keystone fireplace, media room, elevators, designer kitchens

100  Corte Del Brisas   For Sale, MLS 584864
$9,750,000
Marathon
Waloriss Subdivision   - MM: 49.50
8 Bed, 8 Baths, 13,245 SqFt Days Listed: 308
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip80ft.

Punta Dorada stands at the entrance to Marathons Harbor on the coveted Sisters Creek with 200 of white sand beach, spectacular ocean views and deep water dockage. All three levels are accessed by elevator. Generator back up power services the main section. The guest wing includes a full granite kitchen, a pool with swim-up bar and outdoor grilling station, wet bar loft and caretakers apartment. His and her ocean view offices and his and her gyms complete this bespoke offering. Garage space for 7 cars and massive storage on the ground level. All designer furnishings are included.All finishing materials, appliances and furnishings are the best money can buy. Close to airport, schools, hospital, shopping and legendary fishing grounds.

139  Gimpy Gulch Drive  For Sale, MLS 582483
$8,900,000
Plantation Key
Misc Plantation Key   - MM: 85.00
6 Bed, 6 Baths, 6,573 SqFt Days Listed: 455
-6.27% ($595,000) 1 Price Change : Last Change 82 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin

Opulent, alluring and meticulously detailed, this Islamorada Estate is where perfection meets the Bay ~ welcome to The Fish Ranch. Located on Plantation Key, The Fish Ranch estate features two (2) single family residences plus a media house, and cabana with outdoor kitchen. World-class designs make this one of the more distinguished estates for the most discriminating buyer. Elevator shaft, 100 swimming pool with two beach entries, hot tub, 250 of sandy beach, putting green, dockage, architectural designed landscaping with fire pit and lighting throughout. Also included with this property is an additional 19,729sf lot.

89707  Old Highway  For Sale, MLS 587281
$8,300,000
Plantation Key
Lake Harbor   - MM: 89.00
5 Bed, 5 Baths, 6,269 SqFt Days Listed: 137
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Lift,Davi

Welcome to Mima Grada... your Florida Keys oceanfront dream estate with everything you desire to live the ultimate island life. Enjoy your own private boat basin with boat lift and jet ski davits, sprawling sandy beach, lagoon-style pool/spa with poolside tiki bar, private lighted tennis court, and of course expansive ocean views. This spacious beach mansion stands out as one of the most elegant on Islamoradas Millionaires Row, which is an eclectic collection of unique open water estates all with distinctive entry gates, winding driveways and lush tropical foliage. Enjoy the serenity and privacy of Mima Grada with your immediate family or feel free to invite all your friends with plenty of room for entertaining both inside and out including two private guest suites. Must see!

75300  Overseas Highway  For Sale, MLS 586167
$7,950,000
Lower Matecumbe
Lower Mat Harbor   - MM: 75.00
4 Bed, 4 Baths, 4,610 SqFt Days Listed: 221
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp,

Sea Garden is located on an impressive landscaped 1.5 acre bayfront parcel sprinkled with orchids and boasts a highly unique bayside coral reef right behind the docks. This completely solar powered home has been built to last and offers over 120 of deep water dockage with 13k boat lift plus kayak/paddleboard ramp and floating dock. Three car garage with upstairs guest house is an added bonus to this already impeccable estate. Watch the bald eagles fly by, the painted sky sunsets and enjoy the natural surrounding beauty of the Florida Keys right from your back porch!

158  Key Heights Drive  For Sale, MLS 588557
$7,900,000
Plantation Key
Key Heights   - MM: 88.50
5 Bed, 5 Baths, 6,183 SqFt Days Listed: 50
+6.84% ($506,000) 1 Price Change : Last Change 26 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Lift,Boat

Only the finest of materials, appliances, whole house systems and true attention to detail make up this custom-built bayfront estate which exemplifies all the best in quality home construction. Enjoy sweeping open water views and unequaled casual Keys living from the security and comfort of expansive spaces set with a classic understated design. Amenities include: Vaulted ceilings of Yellow Alaskan Cedar Spanish Limestone floors Large screen theater/media room Gym Grand master suite with private balcony Two guest suites Two den/office spaces (both can be utilized as addl bedrooms) Solid maple cabinetry Wolfe & Subzero Appliances Multi-head shower systems Mahogany interior doors Security system Anderson impact/insulated windows

200  Atlantic Street  For Sale, MLS 589035
$7,900,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 82.00
8 Bed, 8 Baths, 4,744 SqFt Days Listed: 17
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Introducing Bunny Key, an extraordinary historic Islamorada oceanfront plantation. Once you enter the gate you will be entranced by the prettiest beach on the island of Islamorada with an estimated 240 feet lining the Atlantic ocean. The main home and guest wing of 3 bedrooms radiate character at every corner, reminiscent of a time gone by with the inviting Old Florida porch stepping out on to the beach. The Kitchen is lined in custom Pecky Cypress cabinets and stone counters which blends beautifully with the Dade County pine flooring throughout. There is a historic 3 bedroom guest home and a 2 bedroom caretakers cottage on the sprawling grounds each with beautiful verandas featuring ocean vistas. Detached garage and outdoor kitchen area can also be found.

88663  Old Highway  For Sale, MLS 589040
$7,900,000
Plantation Key
Key Heights   - MM: 88.50
5 Bed, 5 Baths, 5,457 SqFt Days Listed: 17
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 100ft.Concrete

Expansive oceanfront family estate compound never before offered for sale! Known as Plantation House, this unique property was once the star of the Islamorada Tour of Homes and was featured for its 2.5+ acres of tropical gardens complete with numerous manicured foot paths lined with coral stones. As one of Islamoradas exclusive Millionaires Row properties, the homes entrance is privately gated and offers a winding paved driveway meandering through the trees and opening to reveal the 5,457 sf home with oceanfront pool, elevator, deep dockage, sandy beach, private boat ramp and endless ocean views. The permit has been approved to replace the damaged dock in its previous footprint, including the gazebo at the end. This one-of-a-kind property is ready to refresh and make your own!

133  Lowe Street  For Sale, MLS 583404
$7,499,000
Key Largo
Tavernier Beach   - MM: 91.50
7 Bed, 7 Baths, 5,445 SqFt Days Listed: 395
-5.67% ($451,000) 1 Price Change : Last Change 116 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

BALLAST TRAIL is a bespoke, contemporary masterpiece with vast and uninterrupted ocean views. This custom built home is a 5 bedroom, 6.5 bath remarkable example of minimalism with a floor plan that is laid out expertly. A warm, welcoming ambiance is evident throughout the home. This home has spacious living areas ideal for entertaining, is a state-of-the-art smart house and has an expansive solar panel system. Located on 4 wooded acres, this property is extremely private with a drive that extends more than 700 and enjoys 190 on the ocean. The guest house is a remodeled and historic 2B/2B, 1936 Red Cross house. Outdoor amenities include an infinity edge pool that extends along the rear of the main house, extensive entertaining decks, an outdoor Summer kitchen and deep-water dockage.

94225  Overseas Highway  For Sale, MLS 585890
$7,199,999
Key Largo
Misc Subdivision Lower K.l.   - MM: 94.00
7 Bed, 7 Baths, 6,529 SqFt Days Listed: 241
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Slip

Come home to Sunset Paradise! This exquisite new construction estate will excite the discerning buyer who is looking for quality, uniqueness and all the beauty the Florida Keys has to offer. Two fantastic homes totaling 7 bedrooms and 8.5 bathrooms situated on 2.75 acres of private property with expansive views of the gorgeous Florida Bay. Nestled among the lush tropical landscape, this property will not disappoint. The main house features 5 bedrooms, 6.5 bathrooms of solid concrete construction, elevator, gourmet kitchen and many high-end features. The guest cottage was renovated to feature 2 bedrooms with ensuite bathrooms, living room and kitchen all tastefully designed and decorated. Open water views, dockage, immediate access to the bay and easy access to the Atlantic Ocean!

88987  Old Highway  For Sale, MLS 587930
$6,995,000
Plantation Key
Trop Coral Reef   - MM: 89.00
6 Bed, 6 Baths, 5,839 SqFt Days Listed: 89
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Through a long winding and manicured driveway off of the Old Highway you will enter this exquisite Seaside Villa located on Plantation Key in Islamorada, FL. Sitting on 2 acres, this Atlantic Ocean facing property has 170 ft of shoreline with deep water dockage, boat lift and sandy beach, a rare find in the Florida Keys. Step up the imperial staircase into the breathtaking great room with commanding views overlooking the ocean featuring 5839 sq ft plus an additional 2387 sq ft on the ground floor for a total of 8,226 sq ft. of grand living space with 3 levels offering 6 bedrooms, 4 bathrooms, and 1 half bath with an additional 1 bedroom en suite, 1 full bath and 1 half bath on ground level. The distinctive features of this home consist of exquisite wood and marble floors, 8 high solid

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 01-24-2020.

Broker's Edge Realty
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
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