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

Sunset Haven This absolutely delightful and serene Florida bayfront beauty will take your breath away the moment you walk in. Delightful double primary ensuite layout and open porches and patios galore adorn this fresh feeling home. 180 degree open water views complete nightly with painted sky sunsets and the best boating proximity; just a stones throw to the Intracoastal waterway and both Tavernier Creek and Snake Creek for easy Bay to Ocean access. 108 of protected dockage with ramp, boat lift and tiki, ample parking and plenty of room for a pool if you need one.

Stunning Sugarloaf Beach estate, with Open Water Views, infinity pool, and private, wide sandy beach, surrounded by nature! Currently utilized as a successful vacation rental, where nightly rentals are allowed, this sprawling 4,509 Sq. Ft. floor plan features 4 bedrooms, 3.5 bathrooms, office, media room, and attached 4+ car garage, just outside the magic of Key West! The great room shows off soaring cathedral ceilings, Open Water Views through impact sliding glass doors, and access to an expansive covered veranda for year-round indoor-outdoor entertaining! Spend the day lounging on 120 of private beach, or cool off in the infinity pool, complete with spa and coral rock deck, just steps from the sand. A convenient poolside outdoor wet bar offers added convenience with beverage cooler, sink, and ice machine! An added bonus is the full cabana bathroom accessed from the pool deck, ideal for rinsing away salt and sand. Entertain for the masses with an expansive Chefs Kitchen, boasting loads of storage, premium appliances, spacious island with additional prep sink, and peninsula with counter seating. The spacious dining area is provides room for enjoying lavish meals with guests or dine al fresco on the massive covered veranda with peaceful turquoise Ocean Views! After a day in the sunshine, retire to a luxurious primary suite with a massive walk-in closet, private balcony with Ocean Views, and an opulent en suite, complete with infinity edge soaking tub, walk-in steam shower, additional laundry room, and wet bar with mini fridge! Enjoy peace and privacy on this lushly landscaped lot, nestled within coveted Sugarloaf Beach, well-established and abundantly exclusive, with proximity to fabulous dining, and nightlife in Key West! This exceptional Sugarloaf Key retreat wont last long!

Beautiful adjoining oceanfront gated estates available individually or together for a reduced price! Each parcel has a single family residence with vacationrental income potential and are zoned Suburban Commercial for development opportunities.*UPDATE: There are 50 TDRs (TREs) available, reviewed by Monroe County and transferable to these parcels for higher development potential! This unique wooded acreage has a deepbasin and channel for ocean access, with dolphin piling boat slips and boat ramp. Single Family Residences with ROGO exemptionsfor remodel/rebuild possibilities. Highest approval rate via Monroe County is for MIXED-USE COMMERCIAL development. (The 6.1acre parcel may be sold together with contiguous 3.2 acre parcel@95325 Overseas Hwy, AK#1592986,RE#00483360 000000 13 6238 PT TR 5&6 SOUTHCLIFF ESTS PB2-45 & PT GOV LOT 1 & ADJ BAY for grand total of 9.36 acres, includes 1137 sf 1970 2/1 cbshome, metal roof.) This is a duplicate listing. Broker part owner/family owned.

Discover your dream retreat in this beautiful oceanfront home, set on 1.5 acres of prime beachfront property with 150 feet of pristine white sandy beach, this is the ultimate getaway for relaxation and adventure.Unwind in the oversized heated pool or customized hot tub after a day of sun and fun. The Tiki Hut provides convenient storage for all your water toys, making your boating and beach days effortless. Enjoy practicing your swing on the private putting golf course, all while surrounded by breathtaking ocean scenery.With a lucrative 7-day rental option and an easily obtainable license, this gem is perfect for both personal enjoyment and investment. Dont miss your chance to own this slice of paradise--schedule a viewing today!

Nestled on the exclusive, gated island of Sunrise Isles in Marathon, Florida Keys, this magnificent new construction oceanfront estate redefines luxury living. With only 20 residences on this private island, youll experience a rare blend of privacy and community, surrounded by the serene beauty of the Keys. This exquisite 4-Bedroom, 5-Bathroom residence spans 3,900 square feet of meticulously crafted living space, designed to capture stunning ocean views from every angle.Set on 20,000 square feet of prime waterfront land, the property features 110 feet of sandy beach oceanfront shoreline and an additional 110 feet of protected dockage outfitted with a 20,000LB lift along a private canal ideal for boating enthusiasts seeking convenient, safe access to open waters. The open-concept floor plan seamlessly connects a gourmet kitchen, spacious dining, and living areas, with floor-to-ceiling windows that flood the home with natural light and offer unobstructed views of the Atlantic.Outdoor amenities include a resort-style pool with water features and a relaxing jacuzzi, creating a true island oasis for entertaining or unwinding. All bedrooms are designed with an en-suite bathroom for the utmost privacy, while offering 2 master suites as a luxurious retreats with panoramic views, a spa-inspired bathroom, and a custom walk-in closets.This one-of-a-kind property in Sunrise Isles is the ultimate Florida Keys sanctuary, where privacy, luxury, and coastal beauty come together in perfect harmony. Just 1/2 mile from stunning Sombrero Beach. Shopping, dining, and Marathon Airport private airstrip within a few miles of the home. Dont miss the rare opportunity to own your piece of paradise in the beautiful Florida KeysModel home available for preview showings. Take advantage and choose your finishes and decors prior to completion. Seldom are new construction residences offered in the Florida Keys, reach out for a private model home tour and additional details

Nestled on the exclusive, gated island of Sunrise Isles in Marathon, Florida Keys, this magnificent new construction oceanfront estate redefines luxury living. With only 20 residences on this private island, youll experience a rare blend of privacy and community, surrounded by the serene beauty of the Keys. This exquisite 5-bedroom, 4-bathroom residence spans 3,415 square feet of meticulously crafted living space, designed to capture stunning ocean views from every angle.Set on over 20,000 square feet of prime waterfront land, the property features 110 feet of sandy beach oceanfront shoreline and an additional 110 feet of protected dockage outfitted with a 20,000LB lift along a private canal ideal for boating enthusiasts seeking convenient, safe access to open waters. The open-concept floor plan seamlessly connects a gourmet kitchen, spacious dining, and living areas, with floor-to-ceiling windows that flood the home with natural light and offer unobstructed views of the Atlantic.Outdoor amenities include a resort-style pool with water features and a relaxing jacuzzi, creating a true island oasis for entertaining or unwinding. Each bedroom is designed with an en-suite bathroom for the utmost privacy, while the primary suite serves as a luxurious retreat with panoramic views, a spa-inspired bathroom, and a custom walk-in closet.This one-of-a-kind property in Sunrise Isles is the ultimate Florida Keys sanctuary, where privacy, luxury, and coastal beauty come together in perfect harmony. Just 1/2 mile from stunning Sombrero Beach. Shopping, dining, and Marathon Airport private airstrip within a few miles of the home. Dont miss the rare opportunity to own your piece of paradise in the beautiful Florida KeysModel home available for preview showings. Take advantage and choose your finishes and decors prior to completion. Seldom are new construction residences offered in the Florida Keys, reach out for a private model home tour and additional details.

This Key Haven Estate rests on over 15,000 square feet of land with more than 260 linear feet of water access all while boasting over 6500 square feet of the finest living accommodations in the Florida Keys. The main Home has 5 Bedrooms and 4 and 1/2 bathrooms, the guest house has 3 bedrooms and 3 bathrooms. 39 Evergreen has the finest finishings all encased in 11 inches of solid concrete using insulated concrete forms and solid poured floors and stairs. Utilizing this type of Construction not only provides tremendous safety and privacy but allows for the impact glass windows and doors to be protected by hidden European style roll down shutters. The home has a vast 60 long pool with multiple levels, waterfalls and 6 seats to the swim up bar in the custom gazebo, perfect for entertaining, or when you are finished in the homes Private 400+ Square foot Gym. This home can accommodate over 9 vehicles in its 3800 Square Foot garage and has a Generator and Fire Suppression system for additional safety and security.

Welcome to the ultimate tropical sanctuary in Key Largo! An extraordinary waterfront estate spanning over 2.5 acres along Tarpon Basin. This breathtaking property offers unparalleled sunset vistas, a coral jetty framed by a lagoon, a boat ramp, lush mangroves, and a canopy of majestic mahogany trees.Green sloping land is elevated for privacy and optimal protection . The estate features two impeccably remodeled homes with high-end finishes. The main house includes three bedrooms, four elegantly appointed bathrooms, a full kitchen, and spacious living areas. The second home offers two beautifully crafted bedrooms, two luxurious bathrooms, and a full kitchen. Both homes are adorned with lavish spa-like bathrooms and hand-carved, imported Bali doors and casings.The Suburban/Commercial Zoning offers limitless investment possibilities, or a private sanctuary, a high-end vacation rental, an exclusive event venue, or a family compound. Imagine creating an oversized dream home surrounded by tropical splendor.Just 65 minutes from Miami International Airport, this one-of-a-kind estate is perfect as a peaceful hideaway, a lucrative income property, or a stunning family compound. Create your private sanctuary and embrace the essence of the Florida Keys lifestyle.

Exceptional waterfront living with amazing open water views over looking Barnes Sound. A quick jaunt to Miami yet this tropical oasis feels like youre on your own private island estate. 60 concrete dock on a protected inlet for your boats and other watercrafts . Over 4100 sq ft of living area over 3 levels in a thoughtfully laid out floor plan with elevator access, wrap around decks, plus a rooftop terrace for sunning and entertaining with jaw dropping views. 3 suite Bedrooms, Study (or 4th BR) 3.5 Baths, Exercise Room, 2 extra deep garages, an expansive screened lanai on the ground level and terraces on the 2nd & 3rd levels.

Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires Row... Islamoradas premier address. New dock with two boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 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 great income potential. The sandy backyard is shaded by palms and the large pool is fenced for privacy. The winding drive from the gate to the home is dotted with seating spots for enjoying the wildlife and tropical foliage. There is also a separate storage room and workshop downstairs, a gardening shed and landscape lighting along the driveway. Call today!

This magnificent 10-acre waterfront parcel offers a rare opportunity to own a genuinely extraordinary slice of paradise with a building right! Situated in a prime location, next to a bird Sanctuary. Build your forever home surrounded by stunning panoramic water views of the Gulf of Mexico on both sides, so you are not on a highway. There is also a small private beach located on the property. There is ample space to build your dream oasis with endless possibilities. This lot is part of the City of Marathon and will allow 7-day rentals should you wish to make this an incredible vacation retreat. Curry Hammock State Park is located on the opposite side of Overseas Highway. This park is the largest undeveloped parcel of land between Key Largo and Big Pine Key.For those with a vision, inquire today!

Brand New Ocean Front Family Estate. Be the first to own these 2 new gorgeous sister home. Enjoy daily sunrises, exciting ocean views, all while relaxing in the luxury of 2 quality built coastal homes. Combined 8 Beds/ 6 Baths provides room for the whole family. While sharing the identical footprints and layouts these homes each present different stylish tiles and cool color palettes. Both homes feature 5 star chef kitchens, elevators, porcelain tiles throughout, flawless T&G ceilings, and Brizo faucets. Step outside and soak up the warm sun and take a dip in the 2nd floor elevated concrete pools or unwind and enjoy the the endless cool ocean breezes.Great location to enjoy active ocean views of local sandbars, Snake Creek, kite surfing, and Alligator Lighthouse. **Dockage available at very close by marina.** Active permits from DEP and Army Core to build 295 Observation Pier through mangroves. These homes are a must see in person. Top quality finishes throughout that will surly impress. ** Seller Financing Possible** Each home may be purchased individually.

This distinguished estate, erected in 1904, proudly stands as the revered historic landmark known as Building 11, The Smithery within the esteemed confines of the Truman Annex--an exclusive gated community formerly part of the United States Naval Station, Key West. This exceptional offering epitomizes expert restoration, boasting lofty ceilings, majestic 22 brick exterior walls, and imposing wooden beams that seamlessly marry historic allure with contemporary finesse upon an expansive, idyllic plot. A quintet of majestic arched French doors adorns the facade, beckoning vistas of the verdant tropical surroundings. The ground level unfolds with sweeping travertine floors adorned with artisanal fixtures, housing a gracious great room with a bespoke bar, a gourmet kitchen, an elegant dining area, and additional living space. Nestled on this level, a guest suite seamlessly extends to the inviting poolside retreat, graced with a cascading waterfall and tranquil stone deck. Ascending to the upper level reveals an enchanting realm, where the primary and guest suites are interconnected by a captivating gallery bridge, each enveloped in luxurious amenities and adorned with custom built-ins, sumptuous hardwood flooring, and exquisite lighting fixtures. Lavish bathrooms, featuring opulent upgrades, adorn both wings, ensuring unparalleled comfort and refinement. Exquisitely maintained, this abode has garnered the admiration of a select few, its architectural brilliance cherished by those fortunate enough to experience its splendor. The expansive carport, a newly fashioned storage enclave echoing the original architectural charm--further enhances the allure of this hidden treasure. Nestled amidst illustrious neighbors, including Trumans Little White House this jewel epitomizes one of the most coveted addresses within the Florida Keys, offering a lifestyle of unrivaled sophistication and allure.

Welcome to Casa De Artista, a one-of-a-kind luxury estate located in the exclusive enclave of Sombrero Isle. Set on over an acre of pristine land, this exceptional property offers an unparalleled opportunity to experience the ultimate in Keys living. With just 27 homes on the island, privacy and seclusion are guaranteed, yet youre only one block from the renowned Sombrero Beach.Boasting an incredible 415 feet of waterfront, this estate was extensively remodeled by DAsign Source in 2016 and feels like new. The property offers a wealth of luxurious amenities, including a sparkling pool and spa, sandy beach, deep-water dockage, and a detached artist studio--all surrounded by lush, manicured grounds filled with exotic palm trees.For boating enthusiasts, the estate features two boat lifts (24K and 5K) and an 86-foot dock, providing easy access to the Keys world-class fishing and diving spots. The main house offers 4 bedrooms and 3.5 baths total 4,649 sqft, with a beautifully crafted tongue-and-groove ceiling spanning the open-plan living and dining areas. The chefs kitchen is a true culinary haven, featuring high-end appliances, dual wine refrigerators, and double islands.Step outside through glass sliding doors into an outdoor living space designed for entertaining, complete with a built-in grill and beverage coolers. The detached artist studio is 299 sqft with its own half bath is an ideal retreat for creative pursuits or relaxation.Additional features include a massive 5,176-square-foot garage and storage area, perfect for accommodating all your toys and equipment. Floorplan is included in the photos to show layout. Located just 10 minutes from Marathon Airport and offering weekly rental potential, Casa De Artista epitomizes Florida Keys ultra-luxury living.Dont miss this rare opportunity to own a trophy property on Sombrero Isle!

Motivated Sellers... Welcome to Serenity Cove, a remarkable, comfortably luxurious estate set along the shores of the Florida Bay. This custom-designed property, stretching from the highway to the bay is almost 1.75 acres. It is perfect for those who value peace, relaxation, and the simple joys of what the Florida Keys has to offer.This home offers four bedrooms and four bathrooms and 110 of dock with multiple slips accommodating up to a 45 boat with 5 draft and 16k lift. This home has been thoughtfully designed with tasteful moldings, and warm, inviting finishes. The kitchen, is equipped with top-tier appliances, custom cabinetry, and a roomy island - perfect for those who love to cook and entertain. It smoothly transitions into the formal dining room, making it an ideal space for both quiet family dinners and larger celebrations.The second-floor suite, with its spacious layout, welcoming fireplace, and private balcony, is the ultimate retreat. The en-suite bathroom, has a dual vanity, a claw-foot soaking tub, and a walk-in shower, guarantees moments of relaxation.The first floor offers a smart design with separate living areas and bedrooms. The 1st floor suite includes a steam shower and a reinforced safe room that doubles as a walk-in closet. The additional two bedrooms and a den with surround sound and a wet bar are comfortably located on the opposite side of the home.Enjoy quiet moments on the covered patio or engage in lively gatherings around the spacious poolside patio, which leads directly to the sandy beach for amazing sunsets. Here, youll find ample seating, a fire pit, a Boat House and steps leading to the basin for swimming and exploring the Bays unique ecosystem.Serenity Cove is comfortably tucked away from the hustle of US1, offering a sense of privacy and security, while maintaining easy access to schools, shopping, dining that make Islamorada so desirable.

This stunning property spans 1.82 acres and is ideally located on the ocean in the heart of Islamorada, Florida Keys. A gated entry welcomes you leading to a Royal Palm-lined circular driveway up to a portico providing a grand entrance. Upon entering the foyer, the wrought iron staircase sets the stage for the impressive interior.With five spacious bedrooms and four well-appointed bathrooms, this residence offers ample space for family and guests. Enjoy stunning ocean views from various vantage points within the home, enhancing the comfort and breathtaking natural beauty. The observation dock provides a perfect spot for relaxation, while the saltwater pool equipped with heater/chiller, ensures year-round enjoyment. Added features are quartz countertops, top-of-the-line appliances and the Residential Estate zoning allows weekly vacation rentals with a high-income stream.This combination of amenities creates an inviting atmosphere that reflects the privacy and charm of the Florida Keys lifestyle.

Discover a world of refined luxury and tranquility at 71 Cannon Royal Drive, an architectural masterpiece in the exclusive community of Shark Key. This meticulously maintained, 4,000-square-foot, custom-built home features 5 bedrooms and 4.5 bathrooms, embodying sophistication and island living at its finest. Sold turnkey, this property offers an unparalleled, ready-to-enjoy lifestyle.Set against breathtaking open water views, this residence is designed to impress. From the grand exterior that lights up beautifully at night to the spacious interiors featuring soaring ceilings and wall-to-wall windows. The main floor invites you into an expansive great room with glass doors that open to a veranda, seamlessly blending indoor and outdoor living. This flows effortlessly into the dining area, chefs kitchen, and multiple entertaining spaces. Expansive retractable windows in the kitchen open to an inviting outdoor sitting bar and dining area, creating a perfect flow for effortless entertaining and al fresco dining.The upstairs level reveals a luxurious primary suite with cathedral ceilings, a lavish bathroom, and a private terrace overlooking the water. An elevator connects all levels, adding convenience to this sophisticated layout.Additional features include a whole-house generator, integrated sound system, large pantry, wet bar, 2 laundry rooms, 2+ car garage, coffee bar, and balconies throughout.Outdoors, the home is a private oasis crafted for unforgettable gatherings. Set on half an acre, the property boasts exquisite landscaping that enhances its natural beauty. The outdoor storage spaces provide both convenience and functionality. With multiple lounging areas, an outdoor living room, and a stunning 50-foot lap pool, youll enjoy endless days and nights of entertainment and relaxation. Located just minutes from Key West, Shark Key has exclusive amenities that include a swimming lagoon, private beach, tennis and pickleball courts and a clubhouse.

Historic Luxury Meets Modern Elegance in Old Town Key West!Step into a piece of Key West history with this remarkable home built in 1869 by Robert Watson, now completely reimagined as a luxury retreat while preserving its historic charm. Located on iconic lower Simonton Street, X Flood, this 6,608 sq ft sanctuary boasts 3,342 sq ft of living space with 5 en-suite bedrooms, including two primary suites, each with its own unique luxuries. The 1st-floor suite offers a jetted shower with chromotherapy lighting, while the 2nd-floor suite includes a private porch and soaking tub.This estate blends old-world craftsmanship with modern amenities, featuring a gourmet chefs kitchen with Viking, KitchenAid, and Bosch appliances, plus a separate dining room with a private porch--perfect for morning coffee. The spacious great room, with 20-foot retractable doors, opens directly to the outdoor oasis where youll find an 18,000-gallon saltwater pool with swim-up bar, waterfall, and color LED lighting, plus a separate spa for ultimate relaxation.The detached guest house with kitchenette is ideal for visitors or extended family. Entertain outdoors with the fully equipped outdoor kitchen and al-fresco dining areas surrounded by lush tropical landscaping for complete privacy.Historic touches, including restored windows, doors, and custom woodwork, blend seamlessly with modern upgrades like a whole-house Generac generator, hurricane shutters, and advanced smart-home technology--control everything from pool settings to security from your phone.With gated parking for 3 cars, EV charging station, and just steps from the best dining and entertainment in Key West, this estate offers the rare opportunity to own a piece of history while enjoying unparalleled luxury. Dont miss out on a home that offers everything youve been searching for, and more! Step into Luxury! For the Discerning Few: Arrange Your Exclusive Private Showing Today!

The Islands of Islamorada Beach Club is a meticulously designed private gated enclave offering waterfront single-family residences. With every comfort considered, this residence exudes coastal living with four bedrooms, four and one-half bathrooms, and stunning ocean views. The three-floor villa offers 3,137 sq ft of interior and 930 sq ft of exterior contemporary island architecture with an open, airy, and light-filled design. Three bedrooms are king-sized with en-suite bathrooms; the fourth is a twin room. Additionally, the residence is being offered fully furnished with artwork from local Florida artists. Residence amenities include a top-of-the-line kitchen, open-concept kitchen, dining, and living spaces, a powder room, ample closets, two oceanfront balconies, a ground floor waterfront loggia, a laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. This turn-key home is maintenance-free, providing the possibility of passive income. The safe and secure environment within the club allows for effortless multigenerational vacations with a gated entry and attentive staff. The Beach Club delivers a luxurious experience with its 615 ft of pristine crescent-shaped swimming beach and a private boat basin with ample dockage. Enjoy two oceanfront pools, an oceanfront bar, and pickleball courts for some friendly competition. Golf enthusiasts can practice their swing at the unique driving range that extends into the ocean. The well-equipped fitness center caters to health enthusiasts, while children can have fun in the dedicated play area. Surrounded by lush, mature landscaping, the Beach Club also provides a plethora of water activities, allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this area set it apart as a secluded destination.

Introducing 522 Elizabeth Street, a fully reimagined Key West masterpiece offering 6 bedrooms, 6.5 bathrooms, and over 3,000 sq ft of luxurious living space. Just 2 blocks from vibrant Duval Street, this rare gem combines historic charm with modern sophistication. The home has been meticulously rebuilt with all-new concrete footings, structural lumber, impact windows, copper gutters, a brand-new roof, two 5-ton A/C units, dual washers/dryers, and much more. Inside, the layout has been entirely redesigned with award-winning David L. Smith Interiors curating a stunning decor.Upon entering the home, youre greeted by elegant three-piece base and crown molding- setting the tone for the homes attention to detail. The first floor features a spacious primary ensuite bedroom with a custom walk-in closet, Italian glass tile accents, a floating double vanity, a walk-in shower, and a fully automated Kohler toilet. A beautifully appointed living room leads to an additional ensuite bedroom and the show-stopping gourmet kitchen. This culinary space boasts Viking appliances, quartz counters, and a massive waterfall island perfect for entertaining.Step outside to your private oasis, featuring a new Gunite pool with a large sun ledge and 4 custom waterfalls cascading from a glass mosaic wall. The professionally landscaped yard is complete with mature trees and a 6-zone irrigation system. The expansive IPE deck with a covered outdoor dining area is the ideal backdrop for island living and entertaining. Upstairs, the home offers another primary ensuite bedroom with spiral stairs that lead to loft storage. The 3 additional ensuite bedrooms each offer their own unique charm- some with treetop views, Italian porcelain, or private balcony.This residence epitomizes luxurious island living with two off-street parking spaces and a carport for added convenience.Dont miss the opportunity to make it yours- schedule a private showing today!