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

Discover the ultimate Florida Keys retreat at this stunning waterfront estate in Key Colony Beach. This 5 bedroom, 3 bathroom home blends tropical elegance with modern luxury, offering an unparalleled coastal lifestyle.A lushly landscaped entrance welcomes you to an open-concept living space with soaring ceilings, large windows, and seamless indoor-outdoor flow. The gourmet kitchen boasts stainless steel appliances, custom cabinetry, and a spacious island, perfect for entertaining.Step outside to your private paradise featuring a resort-style pool, spa, and expansive patio surrounded by lush greenery. A private dock with deepwater access makes this a boaters dream, providing quick access to the Atlantic and Gulf.The primary suite offers a spa-like en-suite bath, while spacious guest rooms ensure comfort for family and friends. Additional amenities include a two-car garage, high-end finishes, and a prime location near pristine, dining, and world-class fishing.Whether as a primary residence, vacation home, or investment, this waterfront oasis delivers the best of the Florida Keys lifestyle.

Discover the perfect blend of modern elegance and island charm in this updated 5-bedroom, 4-bathroom Key West retreat. Just blocks from the beach and moments from the vibrant energy of Duval Street, this fully furnished home is ideal for full-time residency or a high-performing investment property.Step inside to an inviting open floor plan featuring gorgeous gray-blue tile flooring and a stylish kitchen with premium finishes. The main level boasts spacious living and dining areas, while the upper level offers two additional rooms--perfect for guests, a home office, or a cozy den. With accommodations for up to 14 guests, this home is designed for both comfort and convenience.Outside, escape to your private oasis featuring a large deck, lush landscaping, and an expansive pool--perfect for relaxing or entertaining. A detached pool house adds incredible value, offering a 1-bedroom, 1-bathroom studio with a kitchenette.With new exterior paint and thoughtful updates throughout, this home is a rare opportunity to own a slice of paradise in Key West. Dont miss your chance to experience the best of island living!

Freshly renovated throughout and nestled on one of Old Towns most coveted streets, youll discover this captivating home steeped in rich history. The kitchen has new granite counters, new stainless-steel appliances & has been opened up to completely transform the space creating a modern feel and functional room. The Richard Roberts home, originally transported from Green Turtle Cay, Bahamas in 1847, stands as a cherished Key West icon. With 4 or 5 bedrooms, 3 baths, plus an office space (or 5th bedroom), its versatile floor plan offers endless possibilities. Enjoy the outdoors with four inviting porches (two on each side), warm wood pine walls, and heart pine floors throughout, this residence has earned 2 stars through the years from the Historical Florida Keys foundation. A wonderful great room or downstairs primary suite effortlessly spills onto a side yard deck & jacuzzi. Access to the second floor is via an outdoor staircase and the third floor hosts a generous bedroom and bath suite or could also serve as two bedrooms. This historically significant home is a true Key West landmark. Just 3 blocks from Duval St. & the waterfront, its quiet neighborhood is walkable to all the shops, galleries & fine restaurants.

Beautiful open water 5 bedroom 4 bathroom South Point Sugarloaf Key dream home. Very well laid out for an array of guests or family to gather with a split floor plan including a large master suite with a wall of windows to wake up each morning to the turquoise water of the Florida Keys. Enjoy wall to wall stunning open water views, there are so many areas to bask in this waterfront delight. The 12,500 sq. ft. lot offers an endless array of possibilities for outdoor play or the addition of a pool. The 120 ft. concrete seawall with davits is a boaters delight for great and easy access to world class fishing, diving or lounging at the famous sandbars. The elevated home allows for the entire lower level to be another outdoor lounge and entertainment area. There are two large storage areas to store all your toys and gear as well as plenty of room for parking.Enjoy the magic of peaceful waterfront living in one of the Lower Keys most coveted neighborhoods and also just a 15 minute drive from Key West. Schedule your private showing today, in person or with a live video showing.

Experience the quintessential Key West lifestyle in this beautifully transformed gem in the heart of Old Towns Solaris Hill. Restored and reimagined in 2022, this unique home seamlessly blends modern comfort with the historic charm of an 1889 cigar makers factory, as noted in Key West Sanborn maps. Enter through an inviting white picket fence to a spacious front porch, perfect for enjoying lazy afternoons with a cool drink or chatting with neighbors under swaying palms.Inside, a refreshing breeze welcomes you into an airy foyer with exquisite hickory hardwood floors, custom lighting, and a stunning locally crafted floating staircase that serves as a stylish focal point. The chef-inspired kitchen is the heart of the home, equipped with top-of-the-line Wolf appliances and a Sub-Zero refrigerator, all nestled in custom cabinetry with gorgeous soapstone countertops. An eye-catching iron and marble island takes center stage, surrounded by a handcrafted Cle tile wall that sets the scene for culinary adventures.Bright and inviting, the spacious living area features two sets of impact-rated French doors, enhancing the essence of indoor-outdoor living, where you can bask in the gentle sea breeze. Original Dade County pine adds warmth and character throughout. The retreat-like primary bedroom and two thoughtfully designed guest bedrooms offer ample relaxation space, each with beautifully upgraded bathrooms featuring custom tiles and Kohler fixtures.Step outside to your personal oasis, complete with a brand-new saltwater pool surrounded by tropical landscaping and a travertine deck, ideal for sun-soaked gatherings or starlit evenings. An outdoor shower adds a refreshing touch, while a custom-built privacy fence ensures your sanctuary from the outside world.Enjoy the convenience of private off-street parking and proximity to the vibrant culture, dining, and entertainment that Key West offers. Duval Street is just two blocks away, with nightlife and fabulous restaurants..

This stunning, Completely remodeled Like NEW 3-bedroom, 2-bathroom Ground-Level home is truly a Gem. CBS Dream Home with New Pool & Boat Lift in the Prestigious Indian Waterways! . Every detail has been meticulously updated with brand new finishes and features.Step outside to your private oasis, complete with an inground saltwater pool, enhanced by both a heater and chiller for year-round comfort. The property includes a 15,000 LB boat lift, with easy access to the Bay & Ocean making it a boaters paradise. Relax in the spa, surrounded by lush landscaping that adds a touch of serenity to your outdoor deck area. Enjoy the convenience of the Pool House under AC, concrete pavers, and outdoor turf for low-maintenance landscaping.Inside, the kitchen is a chefs delight with exquisite blue ocean quartzite countertops and open layout perfect for entertaining. Each room features elegant Carrara polished porcelain tile floors, ensuring beauty and durability throughout the home. For added efficiency, a tankless water heater.This home is centrally located, providing easy access to shopping, schools, and restaurants, making it ideal for both relaxation and convenience. Dont miss the opportunity to own this remarkable property that combines modern luxury with the beauty of nature! Schedule your viewing today!

Nestled in the heart of Tavernier in the Village of Islamorada, this waterfront gem at 324 Woods Avenue is the perfect blend of elegance, comfort, and island living. This property isnt just a home--its a lifestyle experience. Imagine waking up and starting your day with a cup of coffee on one of two waterfront balconies overlooking the serene San Pedro Lake. From sunrise to sunset, this home offers views that will make every moment feel like a vacation.Step inside and youre greeted with an open-concept living area designed to let natural light pour in, creating an inviting and refreshing ambiance. Recently updated to reflect the modern charm of island living, this home is truly move-in ready for those seeking a luxurious Florida Keys retreat.If youre a fan of outdoor entertaining or simply love to relax by the water, youre in for a treat. This homes resort-style outdoor space includes:An Infinity Edge Pool with decorative finishes and custom lighting.A covered patio complete with a built-in bar for hosting unforgettable gatherings.A private dock with a fish cleaning station--perfect for anglers.A boat lift and jet ski lifts for easy access to the water.A media room just off the pool, that can compete with any theater in town, complete with wet-bar and bath. Lush landscaping with tropical palms, accent lighting, and paved walkways for added elegance.With direct Bay and ocean access via Tavernier Creek, this home is a boaters paradise. Whether you enjoy fishing, diving, or simply cruising the turquoise waters, adventure is always just a step away.Whether youre looking for a full-time residence or a vacation home, accessibility is key--and 324 Woods Avenue delivers. This is more than just a home--its an opportunity to embrace the lifestyle youve always dreamed of.

Come explore 17270 Old State Road 4A, a rare gem nestled on almost 3 expansive acres of prime oceanfront land in Sugarloaf Key. This stunning property offers sweeping, unobstructed open ocean views, making it a perfect escape or retreat for those who appreciate natures beauty and tranquility.Featuring large wrap-around decks on both floors, this home is designed to seamlessly blend indoor and outdoor living. Take in the breathtaking vistas, enjoy sunrise and sunset views, or entertain guests in style, all from the comfort of your expansive decks. For a truly panoramic experience, head up to the crows nest viewing area on the roof, where you can enjoy 360-degree views of the surrounding waters and lush landscapes.Enjoy ultimate privacy with a long, 500-foot driveway that leads you to your secluded paradise, away from the bustle of everyday life. Surrounded by natural beauty, this property offers a sense of peace and serenity thats hard to find anywhere else in the Florida Keys.With plenty of room to grow, this property offers endless possibilities. The large cleared lot provides ample space to expand the current footprint of the home, whether by extending out onto the decks or adding additional structures on the land. Whether youre looking to build your dream home or create a larger, more elaborate estate, the options are limitless.This is truly a one-of-a-kind opportunity to own a piece of paradise in the Florida Keys. Dont miss your chance to own a slice of heaven at 17270 Old State Road 4A, Sugarloaf Key--where luxury meets nature in perfect harmony.

This beautifully renovated conch home is a proud recipient of the 2024 Historic Florida Keys Foundation Preservation Award. Originally built in 1906, it has been meticulously restored from the ground up, essentially making it a brand-new property. The home features off-street parking, a heated dip pool, and comes fully furnished, offering a turnkey experience. Situated within walking distance of restaurants, art galleries, and Duval Street, the location is ideal. A spacious porch with classic painted Cuban tiles provides a relaxing outdoor retreat, while reclaimed heart pine flooring extends throughout the interior. The open floor plan offers a seamless view from the living room to the pool deck, making it perfect for both relaxation and entertaining. The original tongue-and-groove Dade County Pine has been carefully removed, refinished, and reinstalled, creating a warm and inviting atmosphere.The L-shaped kitchen overlooks the heated dip pool and features custom craftsman shaker cabinets and quartz countertops. The master suite is conveniently located on the first floor, complete with an en-suite bathroom and walk-in shower. Two guest bedrooms, each with en-suite baths and vaulted ceilings, are located on the second floor.This home has been completely rewired, replumbed, and foam-insulated, ensuring compliance with modern building codes. A new foundation and a reinforced metal shingle roof have been added, along with fabric hurricane shutters for protection and insurance benefits. Smart switches, appliances, locks, and wired ethernet connectivity allow for remote home management via phone.The property is located in the X Flood Zone! The propertys historic charm makes it a remarkable piece of Key West history. Owner is a Lic. FL Real Estate Agent.

At 3,924 square feet, 2718 Harris Ave is one of the larger private residences in Key West. Now being offered at under $600/sq ft! This impressive home offers an open and airy layout that is perfect for entertaining indoors and out. Entering through the majestic front door, youll immediately notice the high-end finishes and just how spacious the home is--marvel at the soaring ceilings and high windows in the main living area with ample natural light. The chefs kitchen is open to the living room, featuring top-of-the-line appliances (Viking, Bosch, Kitchenaid), and includes a coffee bar and built-in ice maker. The left wing of the house consists of 3 bedrooms and 3 bathrooms, including the oversized primary bedroom with a breathtaking bathroom and massive walk-in closet. The right wing of the house is ideal for guest quarters with a second-floor bedroom, en-suite bathroom, and private balcony. A concrete privacy wall surrounds the backyard and features lush tropical landscaping. The heated saltwater pool is perfect for relaxing in after a long day at work or out exploring the island; theres plenty of room to relax poolside or BBQ using the deluxe propane grill. Additional benefits include a whole house generator, two new air conditioning units, a rare large 9,165 sq ft lot, professional landscaping with turf, and plenty of off-street parking in the circular driveway and under the portico covered entrance. This home is being offered fully furnished. Whether youre looking for your forever home or investing in Key Wests thriving vacation rental market, this home is a must-see! Schedule your private showing today.

Stunning Summerland Cove Isles retreat, situated on a picturesque, deep-water canal with no bridge hindering navigability! Unpack and relax, this beautifully renovated home comes move-in ready with high end finishes throughout. Room for a 10X20 Ft pool. The open-concept main living space, ideal for entertaining, is flooded with natural light and features oversized impact picture windows overlooking the backyard and turquoise Canal Views below. The breathtaking chefs kitchen is the epitome of luxury and convenience. Fully equipped for your next culinary creation, enjoy ample storage with modern white cabinetry, custom tile backsplash and sleek quartz countertops, large island, coveted Sub-Zero appliances including wine cooler, and an oversized kitchen sink with built-in knife storage and multiple faucets for the ultimate prep space. Two spacious guest bedrooms and two luxurious full bathrooms on the main floor provide guests with an exemplary experience. Enjoy privacy from the rest of the house with a second-floor primary suite, complete with loft space, rare walk-in closet, and resort style en suite bathroom boasting dual vanity and custom glass shower. Take in sought-after Sunset Views from a spacious covered patio on the main floor, or from either of two sprawling observation decks accessed from the second floor. A sizeable brick paver driveway provides abundant parking, while the attached garage offers additional parking and storage out of the elements. The backyard is an oasis, fully equipped to meet the needs of the avid angler. Maintenance-free turf makes for attractive greenspace just steps from approximately 75 feet of concrete dock space with 20K boat lift and 5500 lb. davits. Enjoy easy ocean access in this prime location, just a short boat ride to world famous fishing and diving. Nestled within a quiet neighborhood but just minutes from shops and restaurants in town, this gem has it all! Schedule a tour of this extraordinary property today!

Wonderful Cudjoe Gardens property! High quality concrete construction and custom metal roof. This 3 bed 2 bathroom home has large, open living and wonderful outdoor living space- complete with pool, tiki and firepit. Exceptional boating- the 100 concrete dock is set up for 2 boats- with a 20,000 lb lift and davits rated to 10,000 lbs. Enjoy easy boating access to world class fishing and diving hotpots nearby!!! Enjoy backcountry sand bars and even bar hopping from your private dock. Cudjoe Gardens community has an optional homeowner association, A full service marina, boat ramp, marina store and restaurant. Just 25 minutes to Key West.

Effortless style, prime location, and outdoor living at its best. Welcome to your dream coastal beach cottage, tucked away in a quiet midtown neighborhood. This completely updated one-level home offers the perfect combination of privacy, convenience, and island charm. Just minutes from the beach and walkable or bikeable to Key Wests best restaurants and cafes, 1619 Rose Street is perfectly situated to embrace the ultimate island lifestyle.Step into a thoughtfully designed home with an open floor plan that flows seamlessly from the living area to the dining room, kitchen, and out to the expansive lanai. The master suite is a true retreat, with sliding glass doors opening directly to the pool area, a walk-through shower, and a custom-fitted walk-in closet.The centerpiece of this home is the lushly landscaped backyard oasis. Surrounded by tropical greenery, it features a heated pool, multiple outdoor living spaces, and a serene ambiance perfect for relaxing or entertaining. Completing this outdoor paradise is a detached one-bedroom, one-bath guest cottage with its own private deck overlooking the heated and chilled pool--ideal for visitors or a private home office.Modern design, thoughtful details, and the very best of Key West living await you in this stunning island retreat.

Rare Licensed Oceanfront Short-Term Vacation Rental in the Lower Florida Keys. Welcome to Fandango, a highly successful transient (daily-weekly) vacation rental home offering an exceptional investment opportunity and a personal retreat. This stunning 5-bedroom, 3-bathroom property, built in 2011 and expanded in 2018, was thoughtfully designed as the ultimate family vacation rental retreat. Featuring an adjacent oceanfront parcel with a private beach, kayaks, and a floating dock for fishing or docking boats up to 24 feet, this property provides everything needed for fun and relaxation. Outdoors, enjoy a sparkling swimming pool, soothing hot tub, tropical landscaping with coconut palms and banana trees, and a screened-in porch for al fresco dining. Inside, the open floor plan includes four king bedrooms and a fifth bedroom with a queen and single bed, smart TVs, and updated appliances. Centrally located at MM21.5, Fandango is just 20 minutes from Key West, 10 minutes from Big Pine Key, and 15 minutes from Bahia Honda State Park, with dining options nearby, including a 5-star restaurant within a mile. This property is offered fully furnished and equipped, including bookings into 2025 and 9-years average income of $160+k. Professional property management is in place, ensuring both secure investment returns and worry-free family vacations. This low-maintenance, turn-key home offers the rare opportunity to own one of the few legally licensed short-term rentals in the Lower Keys. Show up, relax, and let your investment work for you.

Elevated concrete home with enclosed aircraft and hangar below. Largest parcel of land on Summerland Key airport, surrounded by concrete privacy wall and lush landscaping. A true piece of paradise with a private runway in your front yard and a Dock with boat lift in the back - minutes from world-class diving and fishing.

Endless Possibilities. This well-built waterfront home, offering 110 feet of deep-water canal frontage, a private boat ramp, and dock space for multiple LARGE vessels, is ready for its next chapter. With easy ocean access and a 200-foot wide canal, its the perfect setting to embrace the island lifestyle. Conveniently located within walking distance of Coco Plum Beach adds to the homes appeal both on and off the water. The main living area features an expansive open-concept design, with vaulted ceilings that amplify the already ample space across the living, dining, and kitchen areas. Multiple sliding glass doors lead to a sprawling screened-in lanai spanning over 700 square feet-- offering additional outdoor living space perfect for relaxing, dining, or hosting while enjoying peaceful water views and refreshing ocean breezes. The generously sized primary suite includes a spacious en-suite bath, walk-in closet, and direct lanai access. A second bedroom also connects to the lanai, enhancing the homes seamless indoor-outdoor flow. A third bedroom, two additional full baths, and laundry room complete the main living level. The lower level features a legal one-bedroom, one-bath suite with a private entrance, its own screened-in patio, a kitchenette, laundry room, and 9-foot ceilings--ideal for accommodating in-laws, guests or crew with privacy and comfort. While the home is structurally sound and move-in ready, cosmetic updates would elevate its appeal and transform it into a truly show-stopping island retreat. The expansive lot also offers ample room to add a pool, further enhancing its outdoor living possibilities. Not a Drive-By! The true scale, layout, and impressive outdoor spaces must be experienced in person to appreciate this remarkable homes potential. This property presents an exceptional opportunity for motivated buyers or contractors to transform it into a show-stopping Keys retreat. Bring Your Vision. Live the Dream.

UNDER CONSTRUCTION NOW! Luxury water view home with an in-ground pool on a 14,680 sq ft lot with boating access. Brand new single level elevated CBS home over parking. Impact windows and doors, metal roof, 10-foot interior ceilings,stainless appliances and much more. Construction is nearing completion; dont delay!Get it under contract soon and customize your finishes!

Located in Old Town of Key West, this 2412 Sq Ft, 3-story single-family home offers the perfect blend of space, comfort, and island charm. The main house features 3 spacious en-suite bedrooms and 3.5 bathrooms, providing plenty of privacy for family and guests. The 2nd floor has 2 en-suite bedrooms and the 3rd floor features a spacious full-floor primary suite, complete with a sitting room that can easily serve as a fourth bedroom or a home office. The property includes a guest house with a full bathroom, ideal for visitors. Exit the sliding glass doors and youll find a private in-ground heated pool, creating a tranquil oasis for relaxing and entertaining. This home embodies the best of the Key West lifestyle. Enjoy an easy walk to world-famous Duval Street, Higgs Beach, the White Street Pier, the Historic Seaport District, and many of Key Wests renowned restaurants, galleries, and shops. Off-street parking is available at the rear of the house, and there is space to park out front. The property has a strong vacation rental history, making it an excellent investment opportunity, and is located in the X flood zone. Whether youre looking for a full-time residence, a vacation home, or an income-producing property, this single-family home has it all. Experience the best of island living in this exceptional Key West getaway.

Welcome to paradise at 22562 Jolly Roger Dr in beautiful Cudjoe Key! This custom built, 4-bedroom, 2-bath home features open water views, a designer kitchen with high-end finishes and Viking appliances. In addition, on the first floor there are two guest bedrooms, an office and bathroom. The second floor is where you will find the third bedroom as well the primary bedroom complete with private balcony, ensuite bathroom and walk in closet. Outside the property boasts double decker porches, covered hot tub, full swim spa, and new dock. In addition to the garage there is ample room for vehicles, boats and extra storage. The property is equipped with RV electrical and sewer hookups for added convenience. The property features impact windows and doors and is a stones throw from American Shoal, Lighthouse, Looe Key Reef, and Square Grouper restaurant.

This newly renovated waterfront home in the idyllic neighborhood of Stillwright Point offers seamless indoor/outdoor living with 60 ft. of waterfront frontage, providing quick access to the bay and ocean. Spacious terraces on the 2nd & 3rd floors offer stunning sunrise and sunset views, along with vistas of the canal and open bay. The open-concept living area fills the home with natural light, creating a warm and inviting atmosphere. The gourmet kitchen is equipped with top-of-the-line Fulgor Milano appliances, custom cabinetry, and a large island perfect for entertaining. A private elevator makes it easy to transport groceries and luggage. This home features 3 bedrooms, including an oversized primary suite with high vaulted ceilings, sitting area, two walk-in closets, and a spa-style marble master bathroom with an oversized shower and soaking tub. There are 2 large living rooms on the 2nd and 3rd floors; the 3rd floor living room/media room can be easily converted into a 2nd primary suite (or partitioned into a den and 4th bedroom). Or enjoy it as is, complete with a wet bar, wine fridge, and ample storage for movie night snacks. Outside, enjoy your private oasis with a beautifully landscaped yard, a saltwater swimming pool, and both covered and uncovered areas, ideal for sunbathing or hosting gatherings. A cabana bathroom and an additional outdoor staircase are conveniently located steps away from the pool. This turn-key property also includes a private dock, offering direct access to the crystal-clear waters of the Atlantic Ocean, perfect for boating and fishing enthusiasts. The property features two boat lifts: davits that can support a 5,000 pound boat and an electric lift that can support 16,000 pounds. Extras include interior and exterior video security system, recessed lighting, surround sound system, electric car charger, & 4 car garage. Total Adj. Sq Ft: 5,463.