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

Preconstruction opportunity to build your very own 5-bedroom, 4.5-bathroom home at Bonefish Harbor and enjoy unparalleled open water views and quick access by boat to the Atlantic Ocean and Gulf. Price includes lot, building right, house, dock and pool. There are 3 distinct levels to this floor plan. The first floor consists of ample enclosed storage, covered entertaining area with pool and access to the dock. The second floor has an open kitchen & living area, master suite and covered terrace for taking in the ocean views. The third floor has the remaining sleeping quarters and an open air deck. Lot has 90 of waterfrontage with dock permit in place. The lucky buyer will have the unique opportunity to customize the interior design, from selecting flooring and cabinet colors to choosing countertops and finishes, ensuring every detail reflects your own personal taste. Take advantage of this rare opportunity to be a part of the build and design of your own luxury home in one of Marathons most desirable neighborhoods. Ask me about Lot Loans and Construction Loans to help you achieve your goal in constructing your new home.

Discover your dream Transient Vacation Rental in the heart of mid-town Key West! This beautifully refreshed home boasts a light and airy atmosphere and is sold fully furnished with rentals on the books and ready to go. Featuring three bedroooms, including a spacious primary suite and three baths, this property offers an inviting open living and kitchen area, highlighted by soft hues and vibrant tropical accents. Dine al fresco in the charming attached pavilion, perfect for enjoying the lush surroundings.Each bedroom provides direct access to different areas of the yard, enhancing the privacy and outdoor experience for every guest. The luxurious primary suite opens to the pool area through stunning French doors, while the primary bath features a spacious, tiled walk-in shower. The second bedroom, painted in serene green tones and decorated with inspiring Key West art, offers a tranquil retreat with two twins that may be turned into a king. The versatile third bedroom is on the opposite side of the house with remodeled bath ensuite.Nestled in a quiet residential neighborhood, this home is just a short bike ride from the beautiful beaches on the south side of the island and the vibrant Duval Street, with the Casa Marina area even closer. This home is the ultimate vacation getaway!

NEWEST DEVELOPMENT IN DOWNTOWN ISLAMORADA!! Come preview finished units NOW. Only ONE HOUSE LEFT. An exclusive, gated enclave on the Atlantic Ocean, Oceanside is nestled between the Cheeca Lodge and the Caribbean Resort, offering the very best of location, privacy and island living. Low maintenance concrete block construction, this home has been built above flood level. Spacious living area of more than 2,500 square feet, with fully collapsing Euro doors both on the second floor, leading out to a covered balcony, and on the first floor, opening to the private pool and deck, Oceanside House 6 boasts four bedrooms with ensuite baths, plus a first floor powder room. Large open kitchen, island and living area flow seamlessly. The property also allows vacation rentals. This beauty will not last! Make an appointment to visit the site today.Owner is Florida licensed real estate agent.

Located in the highly regarded Casa Marina neighborhood, this exceptional property offers a unique opportunity to own a piece of Key West history. Ernest Hemingway the iconic literary figure once called this house his Winter retreat during 1928 -1929, where he penned the timeless classic, A FAREWELL TO ARMS. This sprawling single story property spans an impressive 8100 square feet, occupying a prominent corner lot, with a reimagined interior floor-plan. Constructed with white-painted Savannah brick over a wood frame, this residence exudes classic charm with a modern twist. Tall ceilings and a welcoming fireplace create an inviting atmosphere. Sliding glass doors seamlessly connect the interior to the outdoor patio, allowing for a harmonious blend of indoor and outdoor living spaces. The outdoor space is a tropical paradise, complete with a heated pool and soothing water feature. The main house features 3 bedrooms, 2 bathrooms, and a laundry area. Two of the bedrooms share a bathroom, while the primary suite offers a generously sized bathroom with a bath tub, double sinks, and an indoor and an outdoor shower. Enjoy the airy ambiance of the open floor plan, with a spacious living room and dining area that together span over approximately 1200 square feet. The modern kitchen is well-appointed, with easy access to the pool area and the charming conch-style 1/1 guesthouse. The main house has a semi-circular driveway and can accommodate 3-4 cars. The guesthouse also includes its own entrance on Walton Street and an off-street parking space.

Expect the unexpected at 1400 1st Street, an exquisite retreat where unmatched craftsmanship meets island luxury. This custom-built 5-bedroom, 4-bathroom home offers a perfect balance of sophistication and quality. From the moment you step inside, the rich Brazilian cherry floors guide you through this elegant home, exuding warmth and elegance The chefs kitchen is a culinary dream, featuring polished granite countertops and top-of-the-line stainless steel appliances, including a Sub-Zero refrigerator and a six-burner Viking gas range. Custom tile work adorns each bathroom, elevating every space with exceptional detail.Soaring ceilings enhance the open-concept design, filling the home with natural light. Every poolside bedroom boasts its own private balcony, offering stunning views of the tropical surroundings. The expansive primary suite is a true retreat, featuring a private beverage center for added luxury and convenience. The spa-inspired primary bath includes a soaking tub and rain shower, creating an intimate oasis within your own home.Designed for effortless entertaining, the custom bar area is a true highlight. Equipped with a wine cooler, sink, and ice maker, its ideal for hosting memorable gatherings. Step outside into your private tropical oasis, where mature trees create a sense of serenity and two cascading waterfalls frame the serene swimming lagoon. A beautiful dining gazebo spans the water, perfect for outdoor dining and entertaining. Lush landscaping surrounds the entire property, providing privacy and an idyllic backdrop for relaxation.This home also includes a rare two-car garage, with secure parking for up to three additional vehicles or watercraft, offering unparalleled convenience. With its seamless blend of design, luxury, and functionality, this home is a true Key West gem.Just moments from the islands beaches, marinas, dining, and shopping, this property offers both tranquility and access to all that Key West has to offer!

New offering by Marathons renowned luxury developer Dynamic Construction featuring gorgeous Boot Key Harbor and golf course views and the best deep draft dockage in Marathon. Upon entry, the open concept Great Room is bright and spacious with soaring ceilings and designer decor. The focal point of the space is a retractable wall of impact-resistant glass doors leading out to a full-length covered veranda boasting stunning views of the sailboats in the harbor. Entertaining is a breeze in the expertly equipped Chefs Kitchen, complete with luxurious Cambria quartz countertops and backsplash, custom soft-close wood cabinetry, and sleek Cafe appliances, including a gas range, microwave drawer, double oven, and Bertazzoni vent hood. Visitors will enjoy well-appointed accommodations in any of 4 generous guest bedrooms boasting harbor or golf course views. Retire to an opulent primary suite, with walk-in closet and oversized windows offering sweeping views of Boot Key Harbor. Water views continue in the elegant en suite bathroom evoking feelings of relaxation with stunning tile work, standing soaker tub, and glass shower with dual shower heads. Across the street from Florida Keys Country Club Golf Course this home offers a rare combination of waterfront luxury and scenic fairway vistas. Outside, a spacious T-dock accommodates multiple vessels for frequent and easy boating. With approvals already in place for a 4-post 20K boat lift, this property is perfect for avid boaters looking to maximize convenience and functionality. Cool off after a day on the water in the gorgeous pool and spa with striking white marble deck and grill up your fresh catch on the spacious waterfront veranda! Plenty of parking with covered carport, and open parking in front. Just minutes to grocery stores and dining, yet tucked in a quiet, exclusive neighborhood.

UPSCALE OPEN WATER RETREAT available on prestigious Stirrup Key! Experience stunning OPEN WATER views from this exceptional home, offering the ultimate island lifestyle. Nestled on the coveted Stirrup Key, this 3 bedroom, 2 bath residence boasts mesmerizing Gulf views that captivate you from the moment you arrive. Relax on the expansive upstairs balcony - perfect for watching boats cruise by or take a refreshing dip in your private pool. This home is perfect for entertaining with its spacious outdoor balcony and open concept living area featuring vaulted ceilings with light wood accents that enhance the airy, coastal feel. The master bedroom and living room offer panoramic views of the shimmering waters. The property is equipped with two boat slips - one with a 7000-pound boat lift and another ideal for a jet ski - and an EZ-Dock to park your kayak or canoe. An additional lot to the west and a half-lot to the east provide over 28,000 square feet of land! Complete the package with a multi-car capacity garage and ample space for storage, a swimming pool, and a lift for easy access.This 60-acre gated community offers peace of mind and privacy, yet is only minutes from fine dining, shopping, the airport, and other local amenities. Tastefully furnished and ready for you to move in, this homes let you embrace the exclusive Keys lifestyle. For additional details about the Stirrup Key HOA, visit https://skhoa.com. Dont miss this opportunity to own your slice of paradise. Its a hidden gem!

3 bedroom/4 Bath ground level home on a private gated island in an exclusive neighborhood. Home has an open floor plan with clean lines. Each bedroom has a private bath ( two of the three have huge walk-in closets) The 4th full bath is open to the outside and pool area. Tiki Hut with table and 6 chairs on back patio with plenty of room to add an outdoor kitchen and seating area. The property has 102 feet on the canal with two boat lifts (14,000 lb. and 20,000 lb.)and trex decking on the dock all done in 2013. You are able to see the Ocean from the dock and it is a straight shot out to open water and a perfect location for fishing and diving. Inside the open floor plan has a white kitchen with a huge marble island that is perfect for entertaining with all high end appliances, (Subzero refrigerator and freezer, Wolf microwave with drawers, Scotsman icemaker, Wolf oven and stove.Home was totally renovated in 2013/2014 with marble floors in the main area and carpet in the bedrooms. Swimming pool was replastered in 2014. Electrical was upgraded to 300 Amp service during the renovation. New metal roof in 2012 and fasteners checked and replaced a couple of years ago. Two tankless hot water heaters and three central AC units. The home also has a nice utility room with a washer and dryer and extra storage. This home would make a perfect primary residence, vacation home or perfect vacation rental. It even has a decorator electric fireplace. It is being sold furnished and will please the most discerning buyers. Easy to show.

This is the ultimate living experience. You get all Historic Key West has to offer, but are tucked away on your own private island paradise. Access to Sunset Key is by the island ferry which runs 24 hours a day, but is only a 4 minute boat ride. Have all the fun you can stand in Key West, but then come home to absolute peace and quiet. Have your own Sunset Party from your covered roof top observation deck. The island has all the conveniences of a world class luxury resort, including three beaches within a minutes walk, a full service spa, golf cart parking, gourmet restaurant, tennis courts, and much more. Ample covered parking is available at discounted rates in the Opal Resort parking garage. For a truly unique and eye opening experience, call now and make an appointment for a private grand tour of the island. You will be glad you did!

Introducing this beautifully renovated Eyebrow home, Winner of the Ceramic Star Award from the Historic FL Keys Foundation. An Old Town treasure that carries an inviting ambiance, instantly making you feel at ease. Lush landscaping and exterior lighting enhance the homes charming exterior. Step inside the foyer, where youll find the library on your right - A private and adaptable space with pocket doors, which could make for a productive office or an additional bedroom. To the left, the primary suite offers a walk-in closet and en-suite bath. Down the hall, youll find an additional full bath, a laundry room, and an open-concept living area that flows into a thoughtfully curated kitchen with high-end finishes - Six-burner propane stove, an expansive island, custom cabinetry (including glass-front accent lighting), a separate pantry, and french doors and pass-through windows that make for airy indoor-outdoor living. Upstairs, two guest bedrooms share a naturally lit bathroom. The expansive outdoor area features two levels--an upper terrace with a sitting area and dining space, and a lower level surrounding the pool, complete with a pool bath. Additional highlights include two off-street parking spaces with access from Canfield Lane and a whole-house generator.

Experience the true essence of Tropical living in Key West with this exquisite mid-century estate, the perfect blend of a private sanctuary and a highly coveted transient license, making it a lucrative income-producing asset. Located on an expansive corner lot, this property is enveloped by lush foliage, ensuring the utmost privacy and a serene ambiance that feels worlds away yet remains just moments from the vibrant heart of Key West. As you enter through the winding brick pathways, you are greeted by mature landscaped gardens and multiple outdoor spaces designed for both relaxation and entertaining. The heart of this oasis is a stunning 35-foot heated pool accompanied by a covered pavilion, offering the ideal setting for leisurely afternoons or elegant gatherings. The main residence showcases nearly 2,000 square feet of thoughtfully designed living space, featuring a primary bedroom suite with a glass enclosure sitting area that invites natural light to cascade throughout. Two additional guest bedrooms and a spacious living/dining area open through multiple sets of French doors, seamlessly blending indoor and outdoor living. Adding to the propertys allure is a separate studio guest cottage. This flexibility allows you to enjoy a tropical getaway during your visits while maximizing rental potential from the main house offering the best of both worlds. Ideally situated just a short stroll from pristine beaches, the iconic White Street Pier, and premier tennis and pickleball courts, this estate provides an unmatched opportunity to own a private oasis in one of the most sought-after destinations.

Beach life simplicity perfectly describes this pristine 3 bedroom, 2 bath oceanfront home with pool, covered patio, and gated for privacy. Stunning beach and ocean views are enjoyed from upper porch, lower level covered patio, living room and 2 of the 3 bedrooms.Fully remodeled in 2021, this charming get-away has been entirely refreshed with new everything...including impact windows and doors, metal roof, flooring, new appliances, central air, pool equipment and electric gate. Furnishings and finishes reflect the coastal cottage style creating the epitome of relaxation and embodying the Florida Keys lifestyle.

Vacation rental Ocean and Harbor view unit in Truman Annex. Beautiful sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered balcony right off the main living area with living room, dining room and kitchen. The second storys primary bedroom and bath opens out to its own private balcony. Highly desirable Old Town location in Mills Place condominiums in Truman Annex.

Welcome to this stunning CBS (Concrete Block Stucco) Home located in the desirable Cudjoe Gardens neighborhood on Cudjoe Key. This charming 4-bedroom, 3-bathroom residence offers 255 feet of seawall, perfect for boating enthusiasts with ample dock space and 2 boat lifts.As you approach this meticulously landscaped property, on a lot & half, youll be greeted by the serene ambiance of the tropical surroundings. Step inside and enjoy the spacious open-concept living area, where the kitchen flows seamlessly into the large living room. Beautiful granite countertops add a touch of luxury, and the keystone fireplace creates a cozy atmosphere.The home features a heated pool with a great outdoor seating area, ideal for relaxing or entertaining guests year-round. Whether youre enjoying a swim or savoring the scenic canal views, its easy to see why this home is perfect for outdoor living in paradise.Additional highlights include a large two-car garage, accordion shutters for storm protection, and a recently replaced metal roof for added peace of mind.This property is a boaters dream with quick access to the waters of the Florida Keys, making it an ideal place for fishing, kayaking, or just cruising around the beautiful surrounding area. Dont miss out on this incredible opportunity to own a piece of paradise in the Florida Keys. Call today for more information or to schedule a showing! Comes Furnished and ready for a new owner....Bring your boat and enjoy the finest fishing and diving spots in the Lower Keys. Quick commute to Key West & fine dining, fun and International Airport.....

High style in a highly desirable location. Amidst the quaint lanes and the best restaurants on the island you will find this completely renovated, incredibly designed and decorated 1,620 square foot, three bedroom and three and one-half bathroom delightful Conch home. In arguably the best location in Old Town you are close enough to walk or bike to everywhere you want to go yet tucked away behind your white picket fence and in your own private sanctuary. The property is being sold turnkey-the renovations have been done, the furniture has been purchased and the closets are ready for your clothes! Finished in 2020 the home was completely rebuilt including the foundation and roof. A gorgeous pool with waterfall, impact windows, impact doors, air conditioning, Plantation shutters, Dade county pine, frosted interior doors and more were added. This thoughtfully restored home has a guest room with bath ensuite on the main living level as well as another bedroom/den/office and full bath in the hallway. The kitchen, dining and great room have a vaulted ceiling and open to a covered outdoor patio with dining area, heated pool, and the perfect place to lounge. Up the floating staircase you will find the primary bedroom with bath en-suite as well as an additional bonus space that can be used as an office, gym, or overflow sleeping quarters. There is also a laundry room with a half bath. You will love the generous rooms with vaulted ceilings, open kitchen with designer cabinets, stainless steel appliances, tile flooring, and Impact disappearing glass doors that bring the outside in. At the rear of the property on Griffin Lane is an area for parking a golf cart and bicycles. When you are not cooking in your gourmet kitchen you have Cafe Sole, Five Brothers, Bobs on Margaret, Azur, Mangia Mangia, and Date and Thyme right outside your door. As a full-time residence, vacation getaway, or investment property this one really does tick all the boxes.

PRICED TO SELL - This is a rare and exceptional opportunity!Land is at premium in Key West, and this expansive nearly 12,000 sq. ft. lot with not one but essentially 3 houses and room to grow, is an extraordinary find. Discover a balanced blend of Key West character, mid-century charm, and modern updates with this one-of-a-kind multi family compound. This property could not be more well designed for seclusion and private entertainment. Whether youre looking for a spacious primary residence, an income-producing property, a redevelopment opportunity, or a combination of all three, this is your drawing board.Once home to a beloved local artist, this award-winning property--recognized by the Old Island Restoration Foundation--is a nostalgic tribute to its time period. The current owner has preserved and enhanced its retro artistic flair, creating a truly unique ambiance that transports you back in time.Property Highlights:✅ Three Separate units- Each with its own private access and gated tropical yard✅ Main House (4 BD | 3.5 BA) - An open combo entertainment area overlooks a resort-style outdoor space featuring a stunning collection of mature and rare plant species, creating a lush, tropical sanctuary. At its heart, a luxurious heated pool basks in the sunshine by day and transforms into a glowing oasis by night, illuminated by soft ambient lighting.✅ Second Unit (3 BD | 2 BA) - Exposed beam ceilings, skylights, and a serene outdoor shower.✅ Third Unit (2 BD | 2 BA) - A cozy retreat with an expansive patio space✅ Concrete Block Construction, Impact windows and doors for added security✅ Off-Street Parking & Endless Storage - A rare convenience in Key West✅ Only three blocks from the beach/pier and a short stroll to Old Town. This property is an entertainers dream that must be seen in person to truly understand and appreciate all it has to offer.

Nestled in the prestigious gated community of Stirrup Key, this 2013 custom built CBS Open water home features 4 bedrooms 4 bathrooms and is a contemporary coastal masterpiece, showcasing luxurious finishes, panoramic open water views and the ultimate Keys lifestyle. Surrounded by lush tropical landscaping, this property is a private sanctuary, featuring vibrant greenery, fruit trees, and butterfly-friendly gardens that create a serene, natural oasis. In the evenings, outdoor landscape lighting adds an enchanting ambiance making the property ideal for entertaining or quiet relaxation. Inside, the open-concept design is bathed in natural light from floor-to-ceiling impact-resistant windows/doors that frame uninterrupted water views. The main level features a thoughtfully designed layout, highlighted by a chefs kitchen with stainless appliances, custom cabinetry and generous counter space, all perfect for entertaining. The primary suite, conveniently located on the main level, offers a luxurious retreat with spectacular water views, a spa-like en-suite bathroom, and direct access to the outdoor living area. The rear of the property is designed for outdoor living at its finest. An elevated infinity-edge pool blends seamlessly with the horizon, offering a tranquil space to relax while overlooking the water. A private observation platform provides the perfect spot for morning coffee or evening cocktails under the stars. For boating enthusiasts, a deeded boat slip in the communitys protected marina is also included. The lower enclosure includes a spacious 2 car garage and an abundance of storage for recreational gear, tools and equipment. This rare gem combines luxury, privacy and convenience and is located just minutes from local restaurants, shopping, beaches and the Marathon Jet Center.

YOUR ULTIMATE ESCAPE to paradise awaits...This EXPANSIVE 5 bed / 3 bath waterfront CBS home boasts a fantastic location, LARGE lot size, A metal roof, pavered driveway, 98 of CONCRETE dockage, a new 20K lbs BOAT LIFT, 3 New ACs w/ UV system/air scrubber making the air smell fresh, a spacious heated POOL, NEW exterior paint (Sherwin Williams Loxon XP) & plenty of room to RELAX! Situated close to the end of street in renowned Sombrero Beach neighborhood, this 3,628 Sqft home, is being sold TURN-KEY and fully furnished! Currently a weekly vacation rental, live here part-time, full time or rent weekly ~ all year long w/ the potential to house up to 12 guests/ week. There is TONS of room & privacy situated on three levels. This home is perfect for a large family or extended family & is all accessible under one roof! The main entry way is on the ground level, offering; 2 bedrooms & 1 bath & its own guest living area that opens up to a spacious screened-in porch/Lanai, just steps from the pool / dock area. The 2nd floor offers; 2 bedrooms & 1 bath, along w/ the main living areas, an expansive & modern kitchen, w/ new stainless steel appliances and GRANITE counter tops, a large dining area with HIGH ceilings & another screened-in porch area overlooking the water. The top floor is a primary suite that includes a 3rd living area/den. The primary suite also has its own private screened-in porch with peek-a-boo OCEAN views! Outside youll find a refreshing & large pool area w/ plenty of room to sun bathe and additional space to store your fishing gear/scuba gear etc. This desirable Sombrero location, large lot, turn-key condition & easy boating access, make this the perfect property for a large / expanding family who love enjoying ISLAND life! Only a mile to the beach but still close to all the BEST shopping & restaurants in Marathon. With so much to offer, this home will not last! Call today to schedule a showing and make this home your ultimate Keys DR

This beachfront property offers breathtaking ocean views and features a spacious open floor plan, redesigned with top-of-the-line finishes. On the upper level, youll find two bedrooms and two bathrooms, including a stunning master suite with awe-inspiring ocean views. The lower level provides an additional bedroom and bathroom with equally impressive water views and charming outdoor living spaces, including a hot tub and a covered patio overlooking a sandy beach. This secluded gem is both gated and fenced for added privacy. The property promises to capture your heart with its water views visible from nearly every angle.

PARADISE! Why Dream about it when you can live it! This waterfront beauty custom-built in 2023 has it ALL! 3,362 SF under A/C plus over 4,000 SF of outdoor living space. 4 Bedrooms & 4 Bathrooms! Ground floor is a wide open covered outdoor space overlooking the pool & water. The 2nd floor has a large custom kitchen with top of line appliances, nice open living space along with two bedrooms & two bathrooms. 3rd Floor features a large master suite with a spa inspired bathroom, a wet bar & balcony overlooking the pool & water. Plus, the 4th bedroom & bathroom & a large laundry room. The roof top deck has 1,562 Sq Ft of endless Bay views! Some of the many additional features include; elevator, 1,000-gallon propane tank, electric car charger, 2 50 AMP outlets, 4 pole boat lift, all this & MUCH more only seconds away from open waters!