Lower Keys Homes for Sale, Single Family Houses, MLS Home Listings

Welcome to your dream home in the heart of Big Pine Key designed by renowned architect Glen Gray. This magnificent 4-bedroom, 5-bathroom estate offers an unparalleled blend of luxury and comfort. Step inside to discover an open floorplan that seamlessly connects the living, dining, and kitchen areas, creating a perfect space for both entertaining and everyday living. The spacious, well-appointed kitchen features modern appliances, ample counter space, and a large island, making it a chefs delight. Adding to the convenience and luxury, this home features a personal elevator, providing easy access to all levels and ensuring that every part of your estate is just a button-press away. A whole house generator, impact doors and windows and concrete construction to give you peace of mind. The property has ADT Control for remote access of the security system and door locks. Your private outdoor oasis awaits with a sparkling pool with Aqualink remote pool controls (also transferrable), inviting hot tub, and a beautifully paved patio, perfect for relaxing or hosting gatherings. The lush landscaping and serene surroundings provide a sense of tranquility and privacy. Additionally, this estate includes detached guest quarters connected by a covered breezeway, offering a private retreat for visitors or an ideal space for a home office or studio. The paved driveway and carport offer ample space for all your vehicles and recreational equipment. In the backyard, you can entertain family and friends or head out on the water with access to some of the best boating the Florida Keys has to offer. With over 300 feet of concrete seawall, youll have plenty of room for all your watercraft, complete with two sets of boat davits, a fish cleaning table, and a ladder for easy swimming access. This Big Pine Key estate is not just a home; its a lifestyle. Experience the best of Florida Keys living with this exquisite property. Schedule your private tour today and make this paradise your own

This magnificent TRANSIENT rental property with two homes and a heated pool blends privacy with convenience. Nestled in historic Old Town and just steps from Duval Street, this 3 bedroom/3.5 bath complex has a strong rental history. Once home to iconic fashion designers, this gated haven will astonish you. To your right is the main single-story building which includes a king bedroom and large, sleek ensuite bath. Vaulted ceilings, skylights, exposed beams, and French doors surround the expansive open concept living room and dining room. The space is bathed in sunlight and perfect for entertaining. At the far end of the main building, you will find a spectacular stainless steel commercial kitchen with a vaulted ceiling and outdoor views. Equipped with prep areas, an island, cabinetry, a double sink, and an oversized gas range with hood, you have everything you need to prepare meals or parties for large groups. A personal Chef would be delighted to cook in this kitchen. As you move out onto the covered porch, you will enjoy indoor-outdoor living at its finest. With easy access to the pool, you can spend your afternoon relaxing outdoors. The porch provides a respite from the sun and an area for al fresco dining. The two-story home at the rear of the property stacks two spacious bedrooms with ensuite baths and seating areas. Each is complemented with either a balcony or covered porch overlooking the pool. Guests or extended family can mingle around the gorgeous outdoor area or retreat to their own private spaces. Both homes surround the large pool with the convenience of an outdoor shower. The complexs stunning tropical lush landscaping and privacy fencing offers a tranquil oasis including off-street parking, a rare amenity in Key West. From here you can walk to Higgs Beach, the Southernmost Point and the shops and restaurants on Duval Street. This opportunity to own a transient rental property in an ideal location wont last long. Call today for a private showing!

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.

Fully renovated in the last 4 years, this 5-bed, 5-bath, exquisite gated estate with its brand new resort-style pool, and Chefs kitchen boasting new Sub-zero, Wolf, and Miele appliances, offers 2 master suites on the 3rd floor with a private balcony and new interior 3-story elevator! This waterfront Key Haven estate offers a full length concrete dock and 15K lift, while the stunning indoor/outdoor integration invites you to savor the idyllic surroundings. The 4,500 SF of luxurious living space harmonizes with the tranquil beauty of its environment, featuring breezy outdoor spaces and light-filled interiors. Every detail has been thoughtfully designed for refined living, from the Hubbardton Forge lighting to the expansive walls of impact windows that frame breathtaking views of the turquoise Gulf waters. Enter through a grand entryway with a sweeping staircase and elevator into a spacious Great Room perfect for entertaining. The Chefs kitchen is a culinary masterpiece, equipped with high-end, stainless appliances, striking quartz countertops with a waterfall edge, and a breakfast area offering picturesque canal views. Dine in the elegant dining room or al fresco on the sprawling waterfront covered veranda. Guests will revel in the comfort of three well-appointed en suite guest bedrooms, one equipped with a steam shower, while you retreat to one of two third-floor primary suites, featuring spa-inspired bathrooms complete with Hansen & Bringle cabinetry, expansive walk-in showers, and terrace perfect for soaking in Keys famous sunsets. For added convenience each floor includes a laundry area and kitchenette, making lifes conveniences just steps away. After a day on the water, dock your boat, take a refreshing dip in the brand new custom pool, or cook your fresh catch in the outdoor kitchen. Situated within a peaceful, established neighborhood yet just minutes from the magic of Key West, this one-of-a-kind Caribbean masterpiece has it all.

Available for sale with owner financing options: $3 million down and $2 million seller-financed at 5% interest, with negotiable terms. The building, made from rare coral limestone, features Gothic architecture, including arched stained glass windows, a bell tower, and exposed beams.ROCKHOUSE consists of three units: two vacation rentals and a mixed-use gallery with modern renovations, offering 5 bathrooms and 5 sleeping quarters across the units. The property is in the higher X-Flood Zone, offering safer flood conditions. It has flexible zoning for residential or mixed-use purposes, making it a unique luxury investment with historical significance.Located just steps from popular Key West landmarks like Duval Street and, the Hemingway House, the property offers proximity to cultural and entertainment amenities in Old Town. Ideal for buyers seeking luxury, flexibility, and a piece of Key West history, this is the largest residential flex property in the area.

Welcome to 524 Frances Street, where sophisticated style meets Old Town charm. Rarely does an architectural gem such as this property become available for purchase. This iconic home has been completely and professionally updated, including impact windows and doors. Enter the property through a white picket fence and ascend the front porch steps with views of Frances Street. Just beyond the historic, glass-etched front door is a welcoming foyer; prepare to be awestruck by the style and craftsmanship of the home. Situated on a double lot, this 4 bedroom/3.5 bathroom property is the ultimate Key West escape, with Brazilian Cherry wood floors, crown moulding and top of the line finishes. The first floor offers three bedrooms. Two spacious guest bedrooms, each with Queen-sized bed and custom closets, are adjoined by a shared bathroom with standup shower. Opposite side of these guest bedrooms is a formal living room with double sliding pocket doors leading into a formal dining room with access to a side porch. Beyond the dining room is a gourmet kitchen that overlooks an additional living room with wall-to-wall glass doors. A hallway leads to a separate wing inviting you to one of two Primary Suites at this property (the second Primary Suite is upstairs). With a King-sized four-posted bed, and ensuite bathroom with dual headed shower and soaking tub. Upstairs is the second Primary Suite with open-concept layout, no need to ever leave this room, as the second floor is only for this room. A beautiful soaking tub to just let all your trouble slip away, with a double stand-up shower. A wet bar with wine fridge serves as the perfect coffee bar for your morning cup, or an evening drink on your private sundeck overlooking the backyard. The private backyard offers a huge in-ground lap pool, outdoor shower, Ipe wood decking, & outdoor dining gazebo with built-in Wolf grill. This home comes with two brick-paved, gated driveways. Offered turn key with a very small exclusion list.

Investment opportunity! Weekly rentals are allowed! Nestled within the highly sought-after Truman Annex in Old Town Key West, 202 Admirals Lane exudes coastal charm and luxury living at its finest. Boasting 5 bedrooms and 4 full bathrooms, this meticulously maintained residence showcases beautifully renovated bathrooms and a private pool oasis, offering an idyllic retreat for residents and vacationers alike. Situated nearby the iconic Duval Street and the tranquil expanse of Fort Zachary Taylor State Park, this home epitomizes the quintessential Key West lifestyle. Upon entering, youre greeted by an inviting main living area, adorned with French doors that effortlessly blur the lines between indoor and outdoor living. A sun-drenched sunroom, encased in glass doors, is the perfect setting for relaxation or entertainment year-round. Additional living spaces abound, including a bright and airy sitting room. The main floor is thoughtfully appointed with a convenient full bathroom, ensuring comfort and convenience for guests. The 2nd level offers 4 bedrooms and 3 full baths and the ensuite 3rd floor is great for guest . Included is a Truman Annex transient rental license allowing for weekly rentals, 202 Admirals Lane presents a lucrative investment opportunity as a successful vacation rental. Rare for Key West, this home features a coveted 2-car garage, providing secure parking and storage, a coveted amenity for sure. Offered turnkey, the residence comes complete with all furnishings and future reservations, promising a seamless transition for discerning buyers or investors seeking the ultimate Key West retreat.

This spacious 5 bedroom and 5 1/2 bath two story home was beautifully restored and finished in 2019. Stepping through the inviting main floor porch the entryway opens to a large open floor plan on the right with a living room that will seat 8-10 comfortably then flows into the custom kitchen. To the left of the entry is a first floor master with king and and an ensuite bath and walk-in closet. Up the stairs is a customized wall of restored Dade County Pine from the original home which beautifully showcases the custom cut heart pine floors throughout the entire home. The second floor holds 4 additional bedrooms - 1 guest room with queen bed and ensuite bath and another guest room with an ensuite bath and a queen murphy bed that could also be used as an office. There are two additional master bedrooms with kings, both ensuite with walk-in closets. Between the two masters is the exit to the second floor balcony with porch swing and rocking chairs overlooking the beautiful front yard. The custom kitchen has french doors spread out across one wall, a wet bar and a large kitchen island with counter seating for 7. The 1/2 bath is accessible to all on main floor and just steps to the french doors opening to the large covered deck with seating for 6 and an additional large open air back deck with table and seating for 8 and showcasing the 12X24 pool with waterfall. A few steps down from the back porch is the parking with an electric gate and stepping stones winding through the exquisitely landscaped yard. A full house generator with large buried propane tank are installed on the far side of the yard along with some storage bins for pool toys and furniture covers. Property being sold turnkey with just a few exclusions.

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 Fines

Talk about views! This waterfront property offers breathtaking panoramic vistas of Key West Harbor and the historic waterfront area. Additionally, it boasts beachfront and water panoramas from every room within the house. This dramatic and sophisticated residence spared no expense. The seller is a licensed Real Estate Agent.

Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. A recently sold $3.5M, 4000 sq. ft. home was torn down just to obtain a buildable lot on Hilton Haven. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront pool, 15,000 lb. boat lift and convenient dock while overlooking the Key West Yacht Club and Garrison Bight. On the north side, enjoy unencumbered views from the serene, covered entry porch of the Gulf of Mexico with a deeded 75 by 300 bay bottom parcel. Upon entering through the handsome oversized wooden doors, you are greeted by the living rooms custom hand built beamed wood cathedral ceiling, gas fireplace, and a majestic staircase. The current sunroom, converted into a dining room, features French doors that open to views of the pool and harbor. The expansive deck leads down to the lower entertaining level. The chefs kitchen is designed for entertaining, equipped with ample counter space, Viking appliances, and a Fisher Paykel cooktop. The first-floor primary suite opens to the rear private deck and dock. Completing the first floor are the laundry room, a half-bath, a full bath, and a charming guest bedroom. The sunroom with a wet bar and bathroom provides access to the one car garage, and second staircase leading to the second-floor office with custom wood paneling, cabinetry, a full bath and deck with views of the Florida Bay and Garrison Bight. The second floor provides a bonus game room and hosts two additional bedrooms connected by a beautiful bathroom. Throughout this meticulously renovated residence, the present owner has incorporated vaulted ceilings on all levels, custom woodwork, and built-ins, creating a truly spectacular living space. https://show.tours/e/4vNFpvG

Perhaps the largest residential property in the Keys, this sprawling Big Torch Key estate offers a coveted 12+ acres and incomparable 2,000 ft of waterfront, with concrete dock, davits, and boat house! Unbeatable access to both the Atlantic and the Gulf from deep Blue Fish canal! Relax and unwind with incomparable privacy at this unique estate, surrounded by nature. The home is an expertly designed fusion of Key West character and Old Florida charm. The open main living space is flooded with natural light and thoughtfully oriented to take full advantage of prevailing sea breezes. The space is ideal for entertaining with generous living and dining rooms blending harmoniously with an open chefs kitchen, boasting abundant cabinetry, large pantry, and premium appliances. Linger around the table with friends in the adjacent dining room or dine al fresco on the massive patio, complete with stunning Views of Niles Channel! Plans in place for a luxurious Infinity Pool to be built off of the living room of the main house, which will feature stunning Open Water Views! Seller to begin build pending DEP permit. A large guest bedroom and additional private guest house provide comfortable accommodation for visitors. A cherry wood staircase nestled in the heart of the home leads to a private main suite, with walk-in closet, en suite bathroom, stunning panoramic views of the Open Water, and private garden terrace, the ideal backdrop for enjoying peaceful Sunrise Views. A rooftop observation deck provides unobstructed views from Port Pine Heights to Cudjoe Bay. Equipped with impact windows, a whole-home generator, cisterns and elevator for added convenience. The lush topical grounds are adorned with a plethora of tropical trees such as plumeria and canary island palms. Toast to your dream Keys lifestyle from the comfort of a seaside tiki hut, the perfect place for enjoying Keys Famous Sunsets. Dont miss the opportunity to see this truly unique Keys paradise!

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

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

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

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

With its special transient license, The Royal Compound is currently generating $500,000 a year from first-class guests who will accept only the best in vacation homes. Whats interesting is that most of the rental income comes from monthly rentals, so you can expect almost as much income without a transient license. This extraordinary home is situated on one of the largest lots (14,183 SF) in Truman Annex and is being offered as the ultimate turnkey property. There are a total of 5 bedrooms and 4 bathrooms: 3 bedrooms and 2 bathrooms in the main house and two 1 bedroom, 1 bathroom private cottages. This expansive property includes a covered seating and dining area under the gazebo, which overlooks the resort-style heated pool and outdoor kitchen. The value of this home is not only its privacy with exotic landscaping, but its ability to generate income when you are away. Schedule your private showing of The Royal Compound to appreciate the uniqueness of this one-of-a-kind property!

Nestled in the heart of Key Wests historic district, 616 Eaton Street is a testament to quality, timeless beauty, and refined living. This single-family residence was constructed in 1911 and painstakingly renovated and reimagined over the last few years culminating in 2024 with the spectacular like new home. Most hidden from the Street, it exudes classic Key West architecture blended with modern elegant designs. With 5 bedrooms, 5 full baths & 2 half baths, the home spans 4,000sf on a large 12,478sf lot. The 2-story primary home contains the living room, dining room, kitchen, 2 office spaces/dens, one of which could be a bedroom if desired, 2 half baths on the living level & a spectacular 2nd floor primary suite with office/ laundry & an enormous outside covered deck for private lounging. Thoughtful renovations include a stunning glass wall that opens between the outdoor dining pavilion & the top of the line kitchen w/ functional pass-through windows from the kitchen to the pool area. Reclaimed hardwood floors & tall ceilings ensure a perfect balance of historical character & contemporary functionality. The substantial living area, accented by natural light, offers a warm & inviting atmosphere & the gorgeous central pool w/ a water feature creates a stunning outdoor oasis & is perfect for entertaining. Surrounding the pool & outdoor dining pavilion are 2 phenomenal guest houses, housing a total of 4BD/4BA plus a full 1,512sf attic w/ staircase that is built for storage. Lots of off-street parking is offered along w/ a carport & small garage. Everything is new, from the hard wood floors & bathrooms to the salt generated heated pool & generator. This property is a rare offering that combines historical significance, luxurious living & an unbeatable location in one of Key Wests most coveted neighborhoods. Located in the X flood zone just 2 blocks from both Duval St. & the Historic Seaport, it is walkable to all the wonderful restaurants, galleries & shops.

Exclusive opportunity to own one of the largest TRANSIENTLY licensed properties in Old Town Key West. 11 Br, 11Ba, 2 pools, 2 transient licenses, and off street parking for 4+ vehicles. The Watson House is Located centrally on Key Wests most iconic street and only 1 block off Duval street. The Grand Estate is comprised of a 7 Bedroom Mansion and a 4 bedroom Villa. Each home offering a private pool.The mansion was refitted by a local designer in July 2022, including fresh paint and new furniture. Upon entering the mansion you will be greeted with 12 foot soaring ceilings, 2 first floor guest rooms with bath, parlor, living room, dining room and kitchen. The kitchen opens up to a private pool with decking and lounge chairs. A large family style outdoor table is provided for dining al fresco. Heading back inside you will take the Victorian staircase to the second floor. On the second floor you will find 4 bedrooms with en suite baths. The front primary suite offers a private balcony overlooking Simonton Street. A secondary balcony is provided for the rear primary suite overlooking the pool. Take the spiral staircase to the third floor and you will discover a large third floor private suite. Bright and airy the suite provides a living room, wet bar and balcony overlooking the pool. All three floors can also be accessed by exterior and interior staircases. Going back into the parking area, you will take a side entrance to the villa. The villa was renovated to the studs in 2014 with modern and sleek finishes. The villa offers 4 bedrooms and 4 baths, full kitchen, living room, private pool and outdoor bar. The 2 transient licenses give versatility for the property to be rented as an 11 bedroom and 11 bath estate or rented separately as a 7br main house and 4br villa. There are few large estates in Key West, which gives way to its popularity and advance bookings.

Discover the epitome of unique luxury in the Florida Keys with the REAL Southernmost House of the Continental United States of America, a property that perfectly blends history, elegance, and an unrivaled location. Positioned adjacent to the iconic Southernmost Point buoy, where the Atlantic Ocean meets the Gulf of Mexico, this concrete 4,008-square-foot home stands as a landmark at the southernmost edge of the Continental United States on a large 17,000 sq. ft. lot. This exceptional property is the beloved home of renowned and honored American Artist, SEWARD JOHNSON and his wife. Johnson is famous for his life size figurative sculptures which are exhibited in public spaces locally (Marilyn Monroe at our Tropic Cinema) and internationally. This multi-family designated home boasts five bedrooms and five and a half bathrooms. Enjoy the charm and elegance of a historic home with modern amenities. As you enter through the front door into a formal living room, you are transported back to the Hemingway era. The formal living room opens up to a Florida room with tropical vibes, and glass sliding doors lead to the pool area. The home also features sealed coral stone flooring. From the living room, an elevator leads to the upstairs primary bedroom and two guest bedrooms, surrounded by a large balcony with endless vistas over the property and the Atlantic Ocean.Enjoy swimming in a beautiful large 50 x 20 ft. pool and the spacious outdoor lounging area with Ocean breezes. Bird watching will be your new favorite pastime. With its unique location, this property offers unparalleled ocean views and proximity to all of Key Wests vibrant attractions. Southernmost Beach is on the on the same block, with its sandy beach and restaurant. The property is equipped with a coveted transient license, allowing for nightly rentals, making it a prime investment opportunity for vacation rentals or a lavish private residence. THE Southernmost House is a rare gem in the heart of Key West.