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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 861
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: 1687
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.

144  Bayview Drive  For Sale, MLS 573791
$3,395,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
3 Bed, 3 Baths, 3,805 SqFt Days Listed: 1225
-12.93% ($504,000) 18 Price Changes : Last Change 167 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin113ft.

Beyond compare, this Polynesian inspired exquisite keys waterway Harum Designed custom home is 99% complete, pool is in, landscaping is underway. This spectacular home is not to be missed if you are looking for a yachtsmans location w/over 110ft of deep water dockage w/unlimited beam on deep water Hurricane Creek. Cathedral ceilings grace this masterpiece and its 3 bedroom and 3.5 baths is complimented by custom LED lighting, drop down TV. Incredible storage, 2 garages, generous and spacious covered gathering areas. The residence boasts an extraordinary creekside covered balconies overlooking Hurricane Creek with views of the Florida Bay making this a Florida Keys Treasure. The finished work detail is to much to list. Contact agent for full details and showing appointment.

110  Bayview Isle Drive  For Sale, MLS 574354
$2,850,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 3,240 SqFt Days Listed: 1192
-22.97% ($850,000) 4 Price Changes : Last Change 215 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift140ft.

ANCHORS AWEIGH - 140 of deep-water, protected, concrete/paved dockage is enjoyed at this serenely secluded property with sunset views. It is rare to find 2 adjoining lots in Venetian Shores with beautiful bay views, and convenient, direct access to Snake Creek. Remodeled in 2005 & designed to take advantage of magnificent views from every level. Downstairs rec room also used as 5th bedroom.

974  Flagship Drive  For Sale, MLS 575049
$3,700,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
4 Bed, 4 Baths, 4,250 SqFt Days Listed: 1149
+15.63% ($500,000) 1 Price Change : Last Change 865 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat SlipConcrete

Stunning watercolor views from this well-built Oceanfront concrete home. Direct Ocean access from the step down concrete seawall that wraps around the property, including the boat basin with two boat lifts. Relax in large pool with over-spill hot tub & a big patio area for entertaining that drinks in the Ocean view. Interior elegance abounds: wood cabinetry, granite, marble, stainless appliances and more. Double bronze doors adorn the entrance and foyer. There is a formal dining room off the kitchen. The master bedroom opens onto a porch, facing the Ocean. Soaring ceilings in the living room, with Casablanca style rotating fans. The upstairs TV and game room has a lovely deck that faces the Ocean, where you can see for miles.

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: 1071
-20.12% ($3,400,000) 2 Price Changes : Last Change 489 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.

88547  Old Highway  For Sale, MLS 576121
$4,500,000
Plantation Key
Key Heights   - MM: 88.50
4 Bed, 4 Baths, 4,103 SqFt Days Listed: 1060
+4.65% ($200,000) 6 Price Changes : Last Change 590 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Davits400f

Open Oceanfront Estate with Deep Dockage on 1.5 Acres on Millionaires Row... Islamoradas premier address. Brand new dock with two new boat lifts to enjoy the best boating in the Keys! Spacious 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame the ocean view. Open ocean views from the living room, Florida room, porches, master bedroom and upstairs loft. Living room with wet bar and pass-through window to the gourmet kitchen and separate dining room, all with Saturnia stone floors. Direct boating access to the best offshore fishing and diving, plus quick Florida Bay access. RE Zoning allows weekly rentals for income potential. Call today!

303  Ann Bonny Drive  For Sale, MLS 578413
$1,194,000
Key Largo
Pirates Cove   - MM: 98.50
3 Bed, 3 Baths, 1,869 SqFt Days Listed: 853
-14.71% ($205,900) 3 Price Changes : Last Change 321 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits200ft.

What an incredible location with endless views of the bay and deep water dock! This is a corner lot with water on 2 sides, 200 Ft +/- of concrete protected dockage, a boat slip, T dock and jet ski davit . Solid concrete construction including the roof. Expansive glass on the waterside of the house maximizes the incredible views. Large open concept entertainment area and tiled floors throughout. Expansive master suite encompasses the second floor and includes a master sitting area, bedroom with bay views, exterior concrete roof deck, and en suite bath. There is a concrete storage building, outdoor shower, accordion shutters, private boat ramp and a beautiful electric privacy gate. This is a wonderful island retreat, only 1 hour to MIA and yet a tropical world away!

81  Cannon Royal Drive  For Sale, MLS 578510
$4,950,000
Shark Key
Shark Key   - MM: 11.00
7 Bed, 7 Baths, 6,800 SqFt Days Listed: 846
-23.26% ($1,500,000) 2 Price Changes : Last Change 374 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Sophisticated & understated Shark Key home spread over 3 open water lots, on 1.5 acres, is built in timeless style & beauty. Plantation style, one level design is elegantly minimal yet luxurious with a living area featuring vast frontages that make the most of the views of the water. An extensive restoration was just completed with a brand-new kitchen & all new bath rooms. Lime stone floors, mahogany doors through-out, reclaimed cypress and oiled bronze hardware are a few of the elegant materials used & all built 11 ft over grade. 6800 SF w/ beautifully scaled rooms, 12 ft ceilings, custom 8ft doors & an abundance of indoor & outdoor dining areas. This home makes the ideal setting for an unforgettable experience, offering a combination of privacy & relaxation. Walk the Key stone accented

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: 799
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.

1507  Atlantic Boulevard  For Sale, MLS 579636
$1,099,000
Key West
Kamien Plat #2   - MM: 2.00
4 Bed, 4 Baths, 2,450 SqFt Days Listed: 780
-12.01% ($150,000) 2 Price Changes : Last Change 122 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Extremely well built private compound with Pool in Key West just steps from popular beaches, local dog park, and bocce ball court. Sprawling split level floor plan with 3 ensuites provides versatile living options and optimum individual privacy. Expansive kitchen and entertaining area perfectly positioned to overlook the pool! The detached auxiliary unit currently used as the sauna room can easily be converted to crafts room or guest quarters. Extra large garage providing ample off street parking and mature landscaping throughout the grounds.

189  Indian Mound Trail  For Sale, MLS 580281
$3,699,000
Plantation Key
Indian Waterways   - MM: 89.00
4 Bed, 4 Baths, 2,343 SqFt Days Listed: 737
-7.41% ($296,000) 2 Price Changes : Last Change 5 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Boat Slip

SANCTUARY BEACH HOUSE- This unique Islamorada residence is supremely located on the Florida Bay with year-round sunset views. Tranquil, natural beauty embraces the beautiful azure waters which create a breathtaking backdrop for this beach-style home. One and a half lots on the bay feature a lush tropical vegetation, great lawn, large pool and spa, sandy beach, protected deep-water boat basin with boat ramp, Jacuzzi deck and rock pond with bridge. Once you enter through one of the two electric gated entrances, you are immediately struck by the privacy and tranquility, hence the name Sanctuary. This residence affords stunning, vast panoramas of the Florida Bay. Open and enclosed patios and porches offer abundant opportunities to relax in the sun or the shade.

701  8Th Street  For Sale, MLS 580294
$3,320,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
9 Bed, 9 Baths, 7,642 SqFt Days Listed: 736
-28.60% ($1,330,000) 22 Price Changes : Last Change 22 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift230ft.Concr

Key Colony Beach waterfront gated estate. 2 Beautiful custom built homes. Main house has 5 beds, 4 baths, upper and lower living rooms, covered porches, heated pool/Spa , garage with workshop with direct access to dock area. Custom touches throughout. Attached Guest/Staff house has 2 bed, 1 bath with separate entrance . Main and guest house being offered fully furnished.Additional custom build(Ryder built) guest house has 2 beds, 3 baths, anglers room which could be converted into additional bedrooms, covered porches on canal side, garage with access to dock area. Furnished.There is 230 Ft of deep water docking with fast access to either ocean or gulf. 2 boat lifts, electric service to docking area, 50 Amp/30 Amp, 220/110 and a dedicated Spotless water system for rinsing bo

22  Hilton Haven Road  For Sale, MLS 580606
$4,400,000
Key West
Hilton Haven Sec 2 A   - MM: 2.00
5 Bed, 5 Baths, 5,898 SqFt Days Listed: 713
-19.93% ($1,095,000) 2 Price Changes : Last Change 287 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift105ft.Concr

Wondrous waterfront estate only a few minutes from downtown Key West. Capturing the relaxed grandeur of a bygone era, this sprawling home features water views from almost every room in the house. Facing South with views from East to West, the main house was restored in 1995 with walls rebuilt in concrete to include Pella windows & Anderson glass pocket doors to complete the indoor/outdoor living dream. When entering the home through the huge hand made art pieces that comprise the front door you immediately see through to the fantastic central courtyard with pool and entertainment areas along with the open water beyond....

154  Sea Lane  For Sale, MLS 581324
$774,500
Geiger Key
Geiger Mobile Home   - MM: 9.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 664
-6.12% ($50,500) 2 Price Changes : Last Change 269 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift92ft.Concre

Are you a serious fisherman or boater who wants quick deep-water access to the ocean? If so, this is a rare opportunity in the lower keys to find this one with 6 draft access with an open water view of the Atlantic Ocean. This home sits 1 lot off the ocean on deep protected canal. It has 92 of concrete seawall with a 25,000 lb. boat lift with enough room to still park a 60 vessel. This home is positioned on an over sized lot so that it has vast unobstructed views of the Atlantic Ocean. You can sit on your deck just feet from the ocean and relax and watch the sea gulls or go dive the Vandenberg just 7 miles away, fish Sand Key light house, Bonefish the flats or just snorkel the beautiful turquoise waters of the lower keys. As a bonus this keys home has just been tastefully updated

298  South Drive  For Sale, MLS 581391
$3,800,000
Plantation Key
Plantation Lake Estates   - MM: 87.00
4 Bed, 4 Baths, 3,938 SqFt Days Listed: 659
-23.85% ($1,190,000) 5 Price Changes : Last Change 93 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Lift38ft.

This Islamorada Gem is located in a very private ocean front enclave. The open living/dining area over looks the ocean with 20 ceilings through floor to ceiling windows. Both master suites open to ocean view terraces. A luxurious den with 50 flat screen Apple TV is a quiet retreat. All levels are serviced by elevator. Situated on a gated 1/2 acre lushly landscaped lot with paver drive and two car garage, this home is one of only 4 in the enclave. The 38 protected dock has 20K LB lift in the HOA marina. The new marina park is newly landscaped. Concrete pool and spa has new equipment. A fully equipped poolside bar has new appliances including stainless grill, refrigerator and Ice maker. Quality construction with West Indies design. Offered furnished.

35  Sea Lore Lane  For Sale, MLS 581980
$2,250,000
Shark Key
Shark Key   - MM: 11.00
4 Bed, 4 Baths, 3,408 SqFt Days Listed: 615
-8.16% ($200,000) 1 Price Change : Last Change 195 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Nestled among the palms at the end of picturesque Sea Lore Lane, this grand elevated home rests on nearly half an acre of waterfront splendor. Luxurious and secluded with dramatic open water views on 3 sides, this beautifully renovated home has soaring vaulted ceilings and magnificent natural light. Interior features include 4 spacious bedrooms, all with en-suite bathrooms, large kitchen, separate laundry room, and bonus sleeping loft. Covered parking and plenty of storage under the house, huge backyard with lush grass, beautifully maintained landscaping, a tiki hut, and ipe hardwood dock. A private path leads to the communitys swimming lagoon and sandy beach, and its just a short stroll to the tennis courts and clubhouse. Experience luxury waterfront living at its finest...

53  Bay Drive  For Sale, MLS 581987
$875,000
Saddlebunch
Bay Point Amd & 1st   - MM: 15.00
3 Bed, 3 Baths, 1,428 SqFt Days Listed: 614
-20.45% ($225,000) 4 Price Changes : Last Change 137 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits56ft.

If you want a half acre on the open water, close to Key West, this is the home for you!!This is the most wonderful spot with a sturdy CBS home of 2 bed, 2 bath, and large family room addition. There are new impact reistant windows and doors installed in 2015 in addition to spalling repairs all done by Rutherford Construction. There is a non conforming bedroom and 1/2 bath down in addition to ample storage. The home survived Hurricane Irma very well with the exception of the vegetation. All has been cleared, filled and graded. New rock has been spread in the drive area making for a blank slate for your own landscaping ideas.The interior is in need of some updating, again allowing for personal tastes and preferences. It has been used as a vacation rental with good rental history.

57733  Morton Street  For Sale, MLS 582147
$2,450,000
Marathon
Grassy Key   - MM: 58.00
9 Bed, 9 Baths, 7,006 SqFt Days Listed: 602
-7.55% ($200,000) 10 Price Changes : Last Change 91 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Davits

Gulf front estate located on exclusive Morton Street in Grassy Key, this 2.82 Acre property offers six individual living units plus a large storage garage. The main house has expansive open water Gulf views with three bedrooms, three bathrooms, soaring ceilings and granite kitchen. Private boat basin and salt water pond. Additional homes include a 2/1 separate living unit below main house, 2 bed/2 bath CBS cottage and separate 1/1CBS cottage with metal roofs. A 1600 sq ft apartment over the storage garage and a 1 bed, 1 bath efficiency

311  Amelia Street  For Sale, MLS 582189
$1,075,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 2,105 SqFt Days Listed: 600
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Located in the heart of Old Town, this 3 bedroom 3 bath home features many updates.

83  Lake Shore Drive  For Sale, MLS 582251
$1,569,000
Key Largo
Key Largo Park   - MM: 101.00
6 Bed, 6 Baths, 3,238 SqFt Days Listed: 594
-7.65% ($130,000) 4 Price Changes : Last Change 95 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Sunsets galore and from every floor. One of a kind bay-front estate with lots of privacy, sandy beach, great dockage and 2 of everything (2 master suites, 2 living areas and more). This open water home built in 2002 boasts 6 bedrooms and 2 separate living areas with room for 2 families and more. The property can be used in its entirety or be used as a vacation rental; the possibilities are endless. Its great location puts it close to Miami for an easy commute. Investors beware.

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 05-26-2020.

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

1(800) 692-3605
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