This Key West resort-style home sounds like an absolute dream! It combines the perfect blend of luxury, functionality, and tropical charm. With almost 2,800 sq ft of living space, 5 bedrooms, and 3 baths, its designed for both comfort and elegance. The fact that its just steps from White Street Pier and the beach makes it an ideal location for those who love coastal living. Some standout features includes an expansive lot at 7,775 sq ft, theres plenty of space for the lush tropical landscaping and custom amenities like the grilling area, electric gate, and the stunning 20x40 pool with a spillover spa (one of the largest pools in Key West). The heated and chilled pool makes it suitable for year-round enjoyment. Enjoy your own tropical Oasis with the daybed swing under the lanai next to a custom water feature is the perfect spot for relaxation. The tiki bar also sounds like a great place to unwind after a swim or a day out exploring Key West. The 12ft elevation and oversized windows let in tons of natural light, making the home feel airy and bright. The 20-foot cathedral ceilings add grandeur to the living areas, and the built-in bookshelves give the space a cozy, welcoming vibe. The High-end Kitchen with sleek countertops, stainless steel appliances, and top-notch finishes, the gourmet kitchen is both stylish and functional--perfect for entertaining guests or cooking up a family feast. This home seems to be a perfect blend of relaxation and luxury with a variety of features to enjoy both inside and out. It truly is a must-see for anyone looking to live in or invest in Key West!Separate Apartment: The one-bedroom, one-bath apartment is an added bonus--whether for a caretaker or potential extra income, it adds flexibility to the property.

This Key West resort-style home sounds like an absolute dream! It combines the perfect blend of luxury, functionality, and tropical charm. With almost 2,800 sq ft of living space, 5 bedrooms, and 3 baths, its designed for both comfort and elegance. The fact that its just steps from White Street Pier and the beach makes it an ideal location for those who love coastal living. Some standout features includes an expansive lot at 7,775 sq ft, theres plenty of space for the lush tropical landscaping and custom amenities like the grilling area, electric gate, and the stunning 20x40 pool with a spillover spa (one of the largest pools in Key West). The heated and chilled pool makes it suitable for year-round enjoyment. Enjoy your own tropical Oasis with the daybed swing under the lanai next to a custom water feature is the perfect spot for relaxation. The tiki bar also sounds like a great place to unwind after a swim or a day out exploring Key West. The 12ft elevation and oversized windows let in tons of natural light, making the home feel airy and bright. The 20-foot cathedral ceilings add grandeur to the living areas, and the built-in bookshelves give the space a cozy, welcoming vibe. The High-end Kitchen with sleek countertops, stainless steel appliances, and top-notch finishes, the gourmet kitchen is both stylish and functional--perfect for entertaining guests or cooking up a family feast. This home seems to be a perfect blend of relaxation and luxury with a variety of features to enjoy both inside and out. It truly is a must-see for anyone looking to live in or invest in Key West!Separate Apartment: The one-bedroom, one-bath apartment is an added bonus--whether for a caretaker or potential extra income, it adds flexibility to the property.

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!

Exceptional newly built (2023) 4-bedroom, 4 1/2-bath home situated on a corner lot in Key West, featuring a large saltwater, heated pool and hot tub. This home offers a blend of luxury and practicality with highlights including: a corner lot location, soaring ceilings on both levels, crown molding, and a full ensuite bath in every bedroom. The open-concept first floor is perfect for entertaining, with a spacious kitchen boasting a large island, white 42 cabinetry, and high-end appliances. The living area flows seamlessly into the kitchen and beautifully landscaped backyard with a pool and hot tub. A covered deck with fans provides a relaxing spot to enjoy the outdoors, while the fenced yard offers privacy. The second-floor laundry room includes ample cabinet storage, and the home is raised on piers above flood zone, with several private parking spaces. The first-floor primary suite features a walk-in closet and an ensuite with a 5 shower, double sinks, and a separate whirlpool tub. Built to the highest wind load and flood standards, this home is both a sanctuary and a fortress. Enjoy the perfect balance of privacy and convenience, just moments from all that Key West has to offer. Dont miss this rare opportunity to own your dream retreat! One of the owners is a licensed Florida real estate agent. Home appraised for $2.8 M in December, so you would have instant equity!

Indulge in the essence of luxury island living at 1309 Royal Street, a meticulously reimagined Conch-style masterpiece nestled in the prestigious Casa Marina enclave. Rebuilt in 2024 with an unwavering commitment to craftsmanship and design, this elegant single-level residence offers 1,600 square feet of impeccably curated living space on a 4,350-square-foot lot in the highly coveted X Flood Zone.Perfectly positioned just moments from Key Wests pristine beaches, dog parks, tennis & pickleball courts, and the vibrant energy of Duval Street, this home is a sanctuary of sophistication and comfort.Step inside to an expansive great room and dining area, where white wood walls and ceilings exude coastal elegance, bathed in natural light. The gourmet kitchen, adorned with custom white shaker cabinetry, hand-crafted Zellige Moroccan tile backsplash, and top-tier Sub-Zero, Wolf, and Bosch appliances. Wide-plank washed oak flooring and white travertine accents elevate the ambiance creating a warm and inviting retreat.Designed for effortless living, the home is equipped with state-of-the-art zoned central heating and air, eliminating the need for mini-splits, while impact-rated windows and doors with aluminum shutters provide both style and security. An on-demand LP gas water heater ensures energy efficiency, complemented by an all-new electrical and plumbing system featuring high-end Kohler fixtures.Outside, a private tropical oasis awaits. A brand new pool with a tranquil water feature invites you to unwind, framed by lush landscaping and premium Trex decking. A private outdoor shower enhances the island lifestyle, while a dedicated dog run adds convenience for pet owners. The property is fully enclosed with new custom picket fencing and stainless steel hardware, offering the utmost privacy and exclusivity. Off-street parking for two vehicles completes this rare offering.Schedule your private showing today and experience this exquisite, turn-key retreat

ELEVATE YOUR QUALITY OF LIFE. Positioned within the highly sought-after Casa Marina district with unique design 1104 South St will appeal to those who demand the best in quality design, finishes, and lifestyle. The indoor-outdoor spaces are seamlessly connected by stack-away sliding-glass doors, promoting a flawless integration of outdoor/indoor living with architectural detailing that adds a romantic touch. The property is surrounded by landscaped gardens and a tranquil pool with a water feature that provides the soothing sound of the water throughout the home. The new kitchen has ample counter space, is equipped with stainless appliances, and adjoins the dining room for easy communication between hosts and guests. The lower level contains office space, a full bedroom, and 1.5 baths. On the second floor, youll find an airy, light-filled master suite with a walk-in closet, ensuite bathroom with an oversized soaking tub and two adjoining balconies. A second guest suite is accessible from the circular exterior staircase, complete with a private balcony and bathroom. Garage and off-street parking, private entry, and courtyard designed for comfort and practicality while maintaining aesthetic excellence. This property presents an outstanding lifestyle or vacation rental investment opportunity. Schedule your private tour now.

Situated in the coveted Historic Seaport neighborhood, 1015 Eaton Street offers charm and convenience, creating the ultimate Key West lifestyle. This meticulously reimagined Historic Eyebrow home offers 4 bedrooms and 3 bathrooms thoughtfully designed for quintessential island life. As you enter through the white picket fence, the home welcomes you with an inviting front porch, ideal for soaking in the sights and energy of this sought-after neighborhood. Upon opening the front door adorned with a stained glass transom, you are greeted by Dade County pine floors and walls lined with elegant wallpaper. The airy open-concept kitchen and living space are highlighted by soaring ceilings and a waterfall island. Stainless steel appliances and a marble counter top complete this ideal chefs kitchen. Natural light cascades through expansive wall-to-wall sliding glass doors, seamlessly connecting the indoor and outdoor living areas.The main-level primary ensuite bedroom features a luxurious bath with a basalt accent wall, sleek natural finishes, and direct access to the pool area. A first-floor ensuite guest bedroom and two additional upstairs bedrooms ensure plenty of space for family and friends. Each bathroom features custom anti-fog mirrors, porcelain tiles, and exquisite accents, blending functionality with sophisticated design. IPE decking along with a dazzling saltwater pool and adjoining hot tub with a glass mosaic-tiled waterfall sets the stage for relaxation and entertaining. This fully fenced backyard oasis offers the ideal space for tanning and unwinding after a long day on the island.With its unbeatable location and close proximity to all Key West has to offer, from eclectic boutiques, waterfront dining, or the islands renowned attraction, 1015 Eaton Street offers a rare opportunity to embrace the vibrancy of island life. Schedule your private showing today and make this Historic Seaport home yours!

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/chilled 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.

This home has not been sold in over 100 years! The property sits on the corner of world famous Millionaire Row and one of the last not to be renovated. Do not buy someone elses overpriced flip. Bring your imagination, contractor and bring this home back to its original beauty. The lot is almost 5000 SF and runs from Fleming St. to Stickeny Lane, where there is ample off-street parking. The 1890 Sanborn maps show an additional house on the property, that may be able to be rebuilt with permission from the city (buyers to verify). The home has plenty of the original Dade County pine waiting for restoration. Also featuring historic windows and double balconies. Currently the home is a legal duplex, each a 2 bedroom, 1 bath apartment. Buyers could retain the duplex or transform it into a stunning single family residence in the most sought after neighborhood in all of Key West.

Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether youre looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in one unit and rent the other, or enjoy the entire home for yourself! There is an interior staircase to enter the upstairs unit.Each spacious level features 2 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, laundry, and an open-concept living/kitchen/dining area. The lower unit opens to a deck and pool--perfect for relaxing and entertaining. The upper unit boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Both units come fully furnished, and the upstairs unit has a long-term tenant in place, ensuring immediate rental income.Located in a prime spot close to the Old Seaport, top restaurants, and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!

Over 100k price reduction!Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether youre looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in one unit and rent the other, or enjoy the entire home for yourself! There is an interior staircase to enter the upstairs unit.Each spacious level features 2 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, laundry, and an open-concept living/kitchen/dining area. The lower unit opens to a deck and pool--perfect for relaxing and entertaining. The upper unit boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Both units come fully furnished, and the upstairs unit has a long-term tenant in place, ensuring immediate rental income.Located in a prime spot close to the Old Seaport, top restaurants, and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!

PRICE IMPROVEMENT! Now being offered at under $550/sq ft! At 3,924 square feet, 2718 Harris Ave is one of the larger private residences in Key West. 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.

A Historic Masterpiece originally built prior to 1912 and completely updated to the highest quality in the legendary Meadows neighborhood of Key West. 1317 Olivia Street is a two-story designer home perfectly paired with exotic tropical landscaping, custom swimming pool and water feature, IPE Brazilian hardwood decking, and sophisticated outdoor shower. The spacious master bedroom offers privacy and comfort, complete with a walk-in closet and custom built-in dresser. At the heart of the home, the chefs kitchen features a natural quartzite island with a waterfall edge flowing effortlessly into the open dining and living area with hardwood floors throughout. Here youll find 12 foot saw-tooth vaulted ceilings and low hung floating cabinetry along the entire western wall, creating a striking visual anchor for the room. A full bathroom is conveniently located off the kitchen, adding ease for guests. The living space extends to a dramatic wall of accordion-style impact sliding doors, opening to the saltwater pool and lush gardens that softly illuminate at dusk. Thoughtfully designed outdoor areas include sunbathing spaces, outdoor dining, and multiple seating areas, making it an ideal island retreat. With off-street parking, an X-Flood zone location, a whole house generator, and a minimalist yet impeccable design, this home is a unique opportunity to experience the Key West lifestyle with privacy and elegance in one of its most desirable neighborhoods.

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.

Tucked away on one of Key Wests most private and secluded streets--seriously, if youve never been to 913 Watson Street, youve probably never been on this block--this meticulously reimagined historic home, built prior to 1912, is the epitome of island living. Located in the coveted Old Town neighborhood and Key Wests highest elevation (X-500 Flood Zone), this property seamlessly blends historic charm with modern conveniences. Every inch of this residence, completed in April 2025, has been thoughtfully revitalized with no expense spared. Were talking historic-approved impact-rated windows and sliding doors, a brand-new roof, plumbing, electrical, HVAC, and foundation piers, plus gleaming hardwood floors. Step inside the main house, where youll find a bright and airy one-bedroom, 1.5-bath layout featuring a stylish kitchen with all-new appliances, a dedicated laundry room, and tranquil garden and pool views. Oversized sliding doors blur the lines between indoor and outdoor living, leading you to a serene outdoor space complete with a saltwater cocktail pool, water feature, and composite decking--ideal for al fresco dining, lounging, or simply enjoying the tropical ambiance. Directly across from the main home is the separate guest house, which could serve as a second full bedroom or a spacious living room. This versatile space includes a large walk-in closet, en-suite bathroom, and tranquil pool views, offering both comfort and privacy. The property also features a large carport, offering ample space for parking. And lets talk location--walking and biking distance to Key Wests top restaurants, nightlife, and beaches, yet nestled on a street so private, it feels like a secret.

Located in the prestigious gated Truman Annex, this beautifully appointed 2-bedroom, 2.5-bath home offers refined coastal living just steps from Duval Street and Truman Waterfront. Thoughtfully designed with elegant finishes and an open, airy layout, this residence is perfect for those seeking a private sanctuary in Old Town.A private entrance welcomes you into a turn-key interior, where Serena & Lily accents and carefully curated decor create a sophisticated yet relaxed atmosphere. The kitchen features Bosch stainless steel appliances, an induction oven, a farmhouse sink, and a waterfall-edge peninsula with bar seating. The open-concept dining and living areas are designed for both comfort and style, with striking furnishings, a large wall-mounted TV, and plenty of space for entertaining. Two sets of French doors lead to a private, lushly landscaped patio, offering a peaceful retreat for outdoor dining and relaxation. A first-floor powder room adds convenience.Upstairs, 2 bedrooms each with a king size bed provide a luxurious escape. The primary suite boasts French doors opening to a covered balcony, perfect for enjoying the island breeze. The ensuite bath features dual sinks, waterfall faucets, and a beautifully tiled walk-in shower. Down the hall, the second bedroom is a tranquil retreat with ample closet space and access to a hall bath with a walk-in shower.The outdoor space is designed for year-round enjoyment, with a fully fenced paver patio, seating, and a grill. Just a short walk away, the heated community pool offers lounge chairs, shaded tables, and restroom facilities. A designated parking space is conveniently located just steps from the home.216 Fleming Street is just mere blocks away from world-class dining, shopping, and entertainment. This home presently has a transient license and future bookings through 2025 in place. Whether youre looking for a full-time residence, a vacation home, or an investment opportunity, this home offers it all.

Renovated, highest quality. New heated pool, ipe deck, new metal shingle roof, entire two bedroom is brand new.6,254 square feet of land, corner lot, park your RV, add guest house, etc. Two on site parking spaces. Home was renovated to convert to single family, currently set up as two units, one two bedroom, two bath with large sleeping loft and a one bedroom, one bath, (two legal units). Both floor plans attached, as is and the proposed conversion to single family. Tennis courts across the street. Keep as is and rent one side or easily finish conversion to single family. Room for your RV on the very large fenced lot. Current owners are licensed Florida Realtors.

LOCATION! LOCATION! LOCATION! You do not want to miss out on the opportunity to own one of the most sought after properties in Old Town Key West, a truly special home and lot that you MUST see in person. Permitted for transient license receivership HRCC1 (buyer to verify). The ONLY single family home on the market with DIRECT access to DUVAL Street via a walking lane. Remarkably secluded and completely hidden from view. The moment you step behind the gate, you will feel that you have entered your own tropical paradise. Add a pool and expand on this beautiful 4200 square foot lot. Zoned as a non contributing structure with HARC (buyer to verify), this is a restoration project. This is the first time the property has ever been on the market!

Step into the charm of this beautifully designed two-story Conch home, originally built in 1923 and thoughtfully expanded to offer the perfect amount of space.The historic character shines through with rare Dade County pine walls, while the open floor plan, Birch hardwood floors, and soaring 10-foot ceilings create a bright and inviting space. The kitchen is a chefs dream, featuring stainless steel appliances and an oversized split farmhouse sink. This home offers three ensuite bedrooms, each providing comfort and privacy.Step outside to enjoy the stunning Ipe wood decking, perfect for relaxing or entertaining. The newer heated and chilled pool is ideal for year-round enjoyment, whether youre cooling off in the summer or warming up on cooler nights.And you cant beat the location! Just one block from world-famous Duval Street and a few blocks from the Southernmost Point, this home puts you right in the heart of Key West. Stroll to galleries, dine at amazing restaurants, and enjoy some of the best local music in town--all just a short walk from your front door.Not only is this home perfect for personal use, but its also in a fantastic area for an investment property. With its prime location and desirable features, it has great potential for rental income.This home blends history with modern comfort--dont miss the chance to make it yours!

Beautiful 3 bedroom 2.5 bath home being offered Turn-key, perfect walking location to restaurants, historic waterfront, shopping and all the nightlife on Duval St . Spacious open floor plan for easy living and entertaining friends and family includes the ever important first floor bedroom, half bath and laundry room. Just off the kitchen/ dining area sneak out to the hot tub to relax, or outdoor patio for dining with plenty of shade and privacy. Back inside, make your way up the gorgeous staircase to the second level to find an oversized master bedroom with walk in closet and ensuite bath. The second floor also includes the third bedroom and second full bathroom! 400 White St is a home you wont want to leave ! Call today to schedule your private tour.