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

Exceptional Investment Opportunity in the Lower Florida Keys!Owner and private financing are available. This is one of the very few vacation rental properties licensed for daily, weekly, or monthly rentals. Boasting an impressive occupancy rate and generating up to $400,000 annually, this property offers stress-free, passive income in Summerland Key, a premier location.Discover a rare gem in the heart of the Lower Keys! Recently remodeled to perfection, this luxurious three-bedroom beach house includes a sunroom with a palatial ocean view, currently used as a fourth bedroom. Just 20 miles from vibrant Key West, this coastal retreat features a private natural beach, breathtaking ocean views, and access to a private airport for island residents less than two blocks from the property.Dont miss this unparalleled investment opportunity!Please note that I have a personal interest in this property.

Exquisite Tri-Level Waterfront Estate in Islamorada!Step into luxury with this remarkable home in the prestigious Venetian Shores, designed for the most discerning buyer. Offering six bedrooms, five bathrooms, and a spacious 5000sqft of magnificently designed living space, this residence boasts an open-concept floor plan with soaring ceilings, a fireplace and a grand living area.Enjoy seamless indoor-outdoor living with an expansive wraparound veranda, perfect for soaking in the breeze and relaxing water views. The beautifully landscaped 10,000sqft lot provides privacy and tranquility, while the swimming pool offers the ultimate relaxation.For boating enthusiasts, this property is a dream come true! Featuring 100 of deep-water concrete dockage equipped with a 20,000lb catamaran width elevator boat lift and a 5500lb set of davits you will enjoy immediate access to both the Atlantic Ocean and Florida Bay for excellent offshore and backcountry fishing. A two-car garage with a new A/C unit, plus additional covered carport parking, ensures ample space for vehicles and storage along with a beautifully paved driveway.Come experience the best of the Florida Keys lifestyle in this exceptional waterfront retreat!Updates....1. NEW 2-car Air Conditioning Split with 10-year warranty2. New Dock and Stair Brick Pavers3. New third-floor Impact Windows4. Two New third-floor Impact French Doors5. Two New third-floor electric Rolladen Hurricane Shutters6. Swimming poll resurfacing with new glass edge surround7. Dock has a 220-volt pedestal to service dock-side marine electric needs

Enjoy this OPEN WATER luxury lifestyle in the coveted area of Buccaneer Point Estates in south Key Largo. Prepare to be captivated by this 5 bedroom, 4 bath extraordinary waterfront masterpiece that combines modern elegance and over 3,900 sq. ft of living space with a tropical paradise ambiance. Nestled on the shores of the bay, this custom-designed home has been thoughtfully crafted with discerning clients in mind. This rare offering promises a lifestyle beyond compare, where every moment is infused with the allure of the Florida Keys. As you step inside, ascend the interior stairs from the grand foyer to the main living level, where cathedral ceilings and an abundance of natural light create an inviting atmosphere. Revel in the breathtaking water views framed by expansive windows and doors, seamlessly blending the beauty of the outdoors with the comfort of your luxurious sanctuary. The heart of this residence lies within the great room, where a well-appointed double island creates the perfect setting for entertaining while the expansive porch areas beckon you to soak in the tranquil vistas. Designed to accommodate a large family or gathering of friends, this home boasts two master ensuites on each level, ensuring privacy and comfort for all. In addition, three guest bedrooms with adjoining bathrooms provide ample space for everyone to unwind and recharge. For water enthusiasts, this home is a dream come true with an inviting in-ground heated pool, surrounded by a custom paved deck area and lush privacy landscaping. The deep water pier dock features a boat lift and jet ski lift. The spacious four-car garage with dual doors, a second refrigerator, an ice maker, and the potential for a bar or summer kitchen makes it a versatile space for hosting unforgettable backyard gatherings.

Luxurious Florida Keys living awaits in this stunning 5-bed, 5-bath estate with 4,822 sq. ft. of living space and a total building area of 10,791 sq. ft. The first floor has a 1,300 sq. ft. of legal enclosure included and an office on the 3rd floor that can be converted into a 6th bedroom. Designed for comfort and elegance, this home features high ceilings, 8-ft. doors, and spacious interiors.A private, fenced yard with two electric gates and an intercom system ensures security, while a heated pool and jacuzzi offer resort-style relaxation. The grand entrance is flanked by two car garages with electric doors and a covered car porch, each with a 36 keyed door. Enter through the foyer to a striking staircase or an 8-ft. elevator providing access to all levels.The main living area features 20-ft. ceilings, breathtaking bay views, and an open floor plan. A chefs kitchen boasts an original Benihana cooking station, top-tier appliances, and ample storage. This level also includes a laundry room and two guest bedrooms with a shared bath.Upstairs, the master suite offers his & hers walk-in closets, a spa-like bath, an office, and a media room with surround sound. The 2,500 sq. ft. rooftop terrace showcases 360-degree panoramic views and stunning sunsets.For boating enthusiasts, the 225-ft. private Bayfront pier includes a 25,000-lb. boat lift and additional docking space.Experience the pinnacle of luxury in this Florida Keys retreat--a rare opportunity to own paradise!

Fabulous Investment Property with a beautiful Villa with passive income of Half Millionper year! Great opportunity to live in on property in 2-bedroom Carriage House whilemake millions with high earning vacation Villa in the Florida Keys.Solid investment property for short-term rental while living in paradise in the FloridaKeys.Smart investors will buy this destination location home in the islands to optimize youryear-round income no other location in the nation (USA) brings in this high returnincome. 10-12% return annuallyOwner will consider financing possible depending on credit score down payment andminimum down payment is 40% of asking price of $5,750,000. You can either managethis yourself or we can manage it for you for passive income!Welcome to the world of azure blue waters, tropical warm weather gently oceanbreezes and the island sun of the Florida Keys. The Florida Keys is one of the mostsought-after destinations for anyone wanting to get-away from the mainland and relax orgo fishing. Once you arrive, youll feel a laid-back Island Time atmosphere where timeseems to stand still, and everyone feels more relaxed.Great Family Reunion Large Vacation Rental has 6 bedrooms 5 bath steps away fromthe most famous of the best beaches in the Florida Keys - Sombrero Beach.Sombrero Beach is 3 blocks walking distance - where you can rent kayaks atthe beach, and you can enjoy fishing off our new dock. Great for fishermen - 85 ft. Deep Water Dock 10 min. ride through the famedSisters Creek to the open ocean, 15 min. to the 7-mile bridge, six NM toSombrero Reef.Spacious accommodations with over 6,600 sq. ft. luxury living and a 90dock DETACHED CARRIAGE HOUSE RENTS FOR 3,000 A MONTH

Isla del Sueno - Isle of dreams. Live on your own peninsula with over 700 feet of concrete dockage on deep water access straight out to the ocean. This magnificent Tavernier home is nestled on nearly an acre of land, this exquisite property offers a rare amount of waterfront situated on its own peninsula, providing privacy and great marina view. Imagine inviting all your friends to your yacht party on your peninsula. Deep-water access leading directly to the open ocean or easy bay access too --perfect for the avid boater or water enthusiast.This stunning concrete 5-bedroom 5 bath home is thoughtfully designed with:Main Level: Two ensuite bedrooms, two additional guest bedrooms, and two guest baths, offering ample space for family and guests.Guest Quarters: A separate one-bedroom, one-bathroom suite on the ground floor with direct access to the pool area, ensuring privacy and convenience.The property is an entertainers dream, featuring:Two 2-car garages and abundant parking to accommodate all your vehicles and toys.A wraparound balcony and two covered waterfront terraces to enjoy the breathtaking views, ocean breezes, and year-round shade.A pristine pool area perfect for relaxing after a day on the water.This homes location offers sweeping vistas of the water and marina, creating a serene ambiance that feels like a world of its own. Whether youre seeking tranquility, adventure, or a little of both, Isla del Sueno is the ultimate Florida Keys retreat.Dont miss the chance to live your dream--schedule your private showing today!

Nestled in the storied heart of Old Town Key West, this grand estate is a masterpiece of luxury & history. Spanning a majestic 8,397 sq. ft. lot, the property at 1014 Southard St. Invites you into a world where classic charm meets modern elegance.With 4 bedrooms and 3.5 Baths and over 3,000 sq. ft. of interior space across two separate structures, enjoy an unparalleled gem in one of Key Wests most coveted neighborhoods. Constructed in 1899 by renowned William Cash, this estate radiates a colonial grandeur, enriched with a cranberry cut -glass transom sophisticated dark green shutters & classic french doors.The current owners have meticulously restored the property using only the finest selection of materials, from river reclaimed old growth hardwood floors in living room and hallways, to stunning Blue Castle Limestone in master suite and kitchen and continued through the magnificent garden and pool to the separate guest quarters. Smarthome features have been introduced, including Zigbee Lights integrated with Home assistant, sensor mixs, Ecobee Thermostats, 6 Node Eero Mesh Network, Abode Alarm Systems & Nest protect Sensors.The master suite located on the ground level is a peaceful sanctuary with private library & den, exceptional ensuite, three sets of French doors and opens out to the magnificent saltwater pool and tropical landscaped garden. Two additional bedrooms on second floor in main house share a bath and private veranda.Separate cottage provides exceptional guest quarters and can be accessed from Roberts Lane for additional convenience. Stunning post & beam cathedral ceilings, Limestone floor, built-in bar and kitchenette and spacious living room offers excellent space for entertaining with deck and pool access.Additional features include, One off-street parking spot, equipped with Tesla charging station & new 2023 generator powered by dual propane tanks.Welcome to Key West Living at its finest.

Luxury Beachfront Oasis - Your Dream Home Awaits! Step into paradise with this stunning 7-bedroom, 6- bathroom beachfront estate offering breathtaking ocean views, a private in-ground pool and an atmosphere of pure relaxation. Unparalleled Views and Tranquility. Wake up to mesmerizing sunrises from your spacious master suite with a private jacuzzi or enjoy your morning coffee from one of the expansive balconies overlooking the ocean. Designed for Comfort and Entertainment. Sprawling indoor and outdoor living spaces. Perfect for hosting unforgettable gatherings, family reunions or simply unwinding in a serene setting. A gourmet kitchen featuring double ovens, ideal for home chefs and entertainers. A majestic sun-drenched patio leading to your luxurious private pool, where relaxation meets elegance. Prime Location. Just 15 min to top rated restaurants and shopping. Only 3.5 miles to Seabird Marina, perfect for boating and water activities. This one-of-a-kind private retreat blends elegance, comfort and breathtaking scenery, making it the ultimate beachfront getaway. Dont miss this rare opportunity-schedule your showing today!

Welcome to one of Shark Keys most extraordinary waterfront estates--an exceptional opportunity on a rare double lot. Nearly an acre of land makes this one of the largest properties on the island, offering unparalleled space, privacy, and potential.This five-bedroom, five-bathroom residence spans 6,325 square feet with a grand, well-designed layout featuring soaring ceilings, multiple living areas, and an elevator for easy access to all levels. The expansive garage provides space for multiple vehicles and a personal workshop. A full-house generator adds peace of mind.The home blends lush tropical landscaping with a refined British Colonial aesthetic, creating an elegant coastal retreat. Outdoor highlights include a large pool, tiki hut, fire pit, outdoor kitchen, and an expansive terrace perfect for entertaining or relaxing in the ocean breeze. An observation dock allows you to take in stunning water views.Move-in ready, yet offering a rare opportunity to personalize and tap into the full potential of this exceptional property.Shark Key is a gated community just minutes from Key West, known for its privacy, prestige, and spectacular waterfront estates.

Modern Coastal in Buccaneer Point Estates. This bay front solid CBS home tucked away near the end of a private street offers unparalleled privacy and the sought-after allure of waterfront living. Experience a masterpiece built to incorporate and withstand natures elements. Interior and features that draw on the natural backdrop fusing coastal design w/contemporary architecture. Upon entering the residence and ascending the stairs, panoramic waterfront views unfold across the entire home through floor-to-ceiling windows. Fluidity in design is the essence of the concept for this home. The kitchen is adorned with opulent finishes including sleek quartz countertops, lacquer kitchen cabinets, a natural wood island, recessed lighting, and Thermador appliances. This home offers 5 bedrooms, 3 full bathrooms, and 3 half bathrooms. Two spacious bedrooms share a bathroom on the main living level with an additional half bath in the hallway and additional 2 bedrooms located on the third floor share an adjoining bathroom. The primary suite features floor-to-ceiling windows overlooking the bay, two private balconies, an office nook, and a resort-style bathroom. Notable features in the primary suite include a custom walk-in closet, a dual entry rain shower, a stand alone jet tub, and marble tile throughout. Continue up the stairs to access the rooftop terrace where you can enjoy 360 degree sunset views, soak in the hot tub, entertain guests, and serve drinks from the enclosed wet bar! Complete with an elevator accessing each floor up to the third story. Outdoor amenities include an in-ground pool, artificial turf grass, mature landscaping, cabana pool space, a two-car carport, charging station and a pier dock offering deepwater dockage for all your vessels including a 20,000 pound lift and jet ski lift. This location offers unparalleled boating access with close proximity to Adams Cut & Tavernier Creek for ocean access. We invite you to experience the epitome of coastal living.

LUXURY LIVING IN THE LOWER KEYS where the pace of life is a bit slower, and the fishing and diving are exceptional. The 16,875 sq. ft. property features 150 ft. of frontage along a 46 ft. wide canal, a 50 ft. concrete dock, and two boat lifts (the larger lift is 21,000 lbs.) Its a private, tropical setting where one can relax under the tiki or in the heated, salt system pool, enjoy down time in the hot tub, and entertain on the primary canal-side porch overlooking protected lands across the canal to the north. This impressive home offers 2812 sq. ft. of living area and an open floor plan with cathedral ceilings, wall-to-wall glass doors and windows in the great room, a formal dining area, a study that can easily be a fourth bedroom, and a master suite with water views. For guests theres a two-bedroom, one-bath wing boasting its own laundry room and canal-side porches. 3-zone central air and heat. Spacious two-car garage and ample ground level storage; plenty of space for guest parking and room to park your motor home and boat trailer. Fly privately into the Marathon International Airport or commercially into Key West International Airport.

Discover the charm of Casa Grande, a stunning TRANSIENT residence with a strong rental history. Nestled on a tranquil dead-end street, just one block from the vibrant Duval Street in Key West, this exceptional home offers off-street parking for two vehicles.Designed for entertaining, Casa Grande features an expansive open floor plan that seamlessly connects the spacious living room to the kitchen, creating the perfect setting for gatherings. Step outside to enjoy one of the largest private pools on the island, surrounded by a beautifully landscaped backyard that includes a half bath and outdoor shower--ideal for lounging, dining, or barbecuing in complete privacy.This remarkable home boasts five well-appointed bedrooms and six bathrooms. One suite includes a kitchenette and separate living area. You can walk or bike to local attractions, dining, shopping, and beaches.Dont miss out on this incredible opportunity to own a transient rental property in Key West!

Nestled along the pristine shores of Buccaneer Point, this exquisite bayfront estate offers an unparalleled fusion of opulence, tranquility, and sweeping water views, redefining luxury living in the Florida Keys. Perfectly positioned at the tip of the peninsula, this exceptional property offers breathtaking panoramic views of the bay from every major living area. Experience unrivaled privacy and serenity with conservation land bordering the property to the West, ensuring unobstructed vistas and a tranquil setting.This meticulously updated 5-bedroom, 4-bathroom estate combines modern elegance with resort-style amenities. The open-concept gourmet kitchen is a chefs delight, featuring high-end appliances, custom cabinetry, and seamless flow into the expansive living and dining spaces--all with stunning water views. A sleek glass elevator provides effortless access to all levels, making every part of this home easily accessible.Step outside to your personal paradise: a lush backyard with low-maintenance turf, a custom putting green, and an inground pool equipped with heaters for year-round comfort. Boating enthusiasts will appreciate the 15,000-pound boat lift, offering direct access to the bay for endless adventures on the water.Additional highlights include a spacious two-car garage, ample storage, and a quiet cul-de-sac location that ensures privacy. Whether youre relaxing poolside, savoring sunsets from the expansive balcony, or entertaining guests in style, this home truly embodies the ultimate in luxury coastal living.Dont miss the rare opportunity to own this spectacular bayfront retreat in coveted Buccaneer Point Estates--schedule your private showing today!

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.

This Casa Marina estate home was built for the Edward Strunk family and has had only two owners. The current owners restored and upgraded the entire home, inside and out, using the finest materials and incredible attention to detail. The four bedroom, two and a half home sits on an expansive 12,000+ sq. ft. corner lot in the most desirable Casa Marina area. One of the four bedrooms is now a den that opens to a large sun porch with panoramic island views. One enters the home through the sun room which, like the rest of the first floor has 14 ft. ceilings. Upstairs the ceilings are 12. The Mahogany interior doors and millwork are all custom by Hansen & Bringle. The exterior windows and doors are also custom Mahagony and are hurricane rated. The first floor includes a living room with a fireplace, an office with powder room, a spacious dining room and a top-of-the-line gourmet kitchen with incredible appliances and details. The restoration included new wiring, plumbing, a new hurricane rated roof on the main house and the garage, a whole house generator with buried propane tank, new hardware, refurbished Cuban tile floors, and a 7,000 gallon cistern connected to the copper gutter system for irrigation Theres also Cat 5 & 6 wiring, and a McIntosh audio system throughout the house. The amazing grounds are completely fenced and surrounded by lush native landscaping. A large outbuilding is presently used for storage. An electronic gate opens to the two-car garage and parking area. This incredible property is a rare find.

Come home to outstanding views with 109 feet of bay frontage in Lower Matecumbe Key. This cottage-style home combines all of the elements of Florida Keys charm with captivating open water views and is situated on 1.3 acres of land. Complete with three bedrooms and two bathrooms, this ground-level, and updated residence is the perfect place to entertain while basking in all of the beauty the Keys offers. Zoned residential estate, this income-producing home qualifies for weekly rentals, which provides ample opportunities for a discerning buyer.

Discover the epitome of island elegance with this stunning Spanish Mediterranean-style home situated on an expansive 10,000+ sq. ft. corner lot in the heart of Key West. This exceptional property offers over 3,100 sq. ft. of living space, featuring 4 spacious bedrooms and 3 full bathrooms. Step inside to find a light-filled living and dining area that seamlessly opens to a lush tropical oasis, complete with mature landscaping and an oversized heated saltwater pool--an entertainers dream. The chef-inspired kitchen is designed for those who love to cook, offering ample space and functionality. The first-floor primary suite is a true retreat, boasting an ensuite bathroom and charming French doors that lead to the expansive garden and pool area. Upstairs, youll find 3 additional generously-sized bedrooms and a full bath, perfect for family and guests. Adding to the homes appeal is a carport providing off-street parking for 2, a whole-home generator for peace of mind, and an ambiance that perfectly balances indoor and outdoor living. Experience the ultimate Key West lifestyle in this one-of-a-kind Key West residence!

Discover the perfect blend of historic charm and modern elegance in this fully renovated and expanded Key West home, tucked away on a picturesque lane. Offering 4 bedrooms, 4.5 bathrooms, and 2,985 square feet of thoughtfully designed living space, this property is a rare find. The light-filled interiors feature soaring cathedral ceilings and walls adorned with rich Dade County pine, seamlessly blending classic character with contemporary upgrades. Engineered wood floors flow throughout, while the downstairs master suite boasts a spa-like bathroom with marble floors and travertine walls. Entertain effortlessly with high-end Miele appliances in the gourmet kitchen and a custom bar complete with an icemaker. The home opens to a private outdoor oasis, where an ipe deck surrounds a heated and chilled saltwater pool. Two outdoor showers complete the tropical lifestyle experience. This 4,616-square-foot lot also includes two off-street parking spaces, 2 custom stair cases, Cummins diesel generator, impact glass windows for peace of mind, and a durable metal shingle roof. Additional features include two central A/C systems and the finest materials throughout, making this home as functional as it is beautiful. Whether relaxing in the elegance of your home or enjoying the vibrant lifestyle in Old Town Key West, this property is the best location for it all. Home is expected to be completed in the next 4-5 weeks. ***Images are renderings and are approximations of the finished product, not representations. ***

Welcome to paradise at 117 Leoni Drive in the exclusive Venetian Shores neighborhood! This stunning 4,100 sq. ft., canal-front home offers bay and ocean access via snake creek, 70 feet of dockage, and luxurious living with 5 bedrooms and 6 bathrooms. Built with precision and modern style, this brand-new custom CBS residence boasts lush landscaping, a sparkling pool, and high-end finishes throughout.Step upstairs to find a tranquil master suite with an expansive walk-in closet, a beverage center, a large shower, and dual vanities. Three additional guest suites with private bathrooms, a spacious living area, a large laundry room, and a versatile bonus room complete the upper level, providing ample space for relaxation and recreation.On the main floor, the gourmet kitchen is a chefs dream, featuring top-of-the-line appliances, storage pantry, Taj Mahal quartzite countertops, a wine cooler, and custom cabinetry throughout. A private guest room with an ensuite bathroom is perfect for the friends and family to visit for a staycation. The open-concept main living area flows seamlessly into the outdoors where a full bath and outdoor kitchen await. Relax by the lounge pool, enjoy synthetic grass surroundings, and take advantage of the full dock.This canal-front oasis is a rare find in the coveted Upper Keys and offers the perfect blend of luxury, comfort, and convenience. Your slice of paradise awaits!

Huge Price Improvement! Welcome to your waterfront paradise! This solid concrete, newly built 4-bedroom, 4.5-bath home offers unparalleled luxury finishes and an open floor plan designed for modern coastal living. The chefs kitchen is a culinary dream, featuring state-of-the-art appliances and an open layout flowing seamlessly into the spacious living and dining areas. Expansive balconies offer beautiful views and include a summer kitchen for outdoor dining and entertaining. The master suite is a private oasis on its own floor, complete with a sun deck, walk-in closets, and a large balcony perfect for relaxation.With a 100-foot seawall, a 25,000 lb boat lift, and a floating dock for jet skis, this property is an ideal base for water enthusiasts. Relax in the heated pool or enjoy the thoughtfully designed outdoor spaces for cooking and lounging. Just 20 minutes from Key West and 15 minutes from Marathon, this luxurious property combines convenience and tranquility. Furniture, boat, and jet ski are available as optional add-ons, making this turnkey retreat an exceptional opportunity to own your piece of paradise!