Tucked behind a new privacy fence, 1706 Seminary Street is a fully renovated home where thoughtful design meets laid-back Key West living. Set on a generous 7,480 square foot lot, this 3-bedroom, 3-bathroom (two en suite) home offers nearly 2,000 square feet of indoor space that has been completely reimagined to deliver easy, breezy island living with all the modern updates already done for you. Inside, youll find a gorgeous new kitchen with quartz waterfall-edge countertops, custom cabinetry, KitchenAide stainless steel appliances, and new flooring throughout. The spacious family room is surrounded by glass, filling the space with natural light, while a working fireplace adds warmth and charm. Sliding doors open directly to the pool deck, creating a seamless indoor-outdoor flow. A standout feature is the third bedroom, which has its own private entrance and the option to be used as a lock-out suite--ideal for guests, extended stays, or rental potential.Outdoors, meandering pathways guide you through lush landscaping to a resort-style L-shaped lap pool, two covered lounging areas, a Bahama-style outdoor dining space, a private outdoor shower, and a secure shed for additional storage. Whether youre looking for your full-time home or a part-time escape, this move-in ready residence has all the essentials for relaxed island living--just minutes from the best of Key West.
Nestled on one of the most coveted blocks in Key West, this exceptional property in the Historic District is brimming with character and untapped potential. Currently configured as four distinct apartments - (A) 2BR/1BA, (B) 2BR/2BA, (C) Studio/1BA, and (D) 1BR/1BA - totaling 2,671 sq. ft., each unit features its own private outdoor space, a well-appointed kitchen, ample storage, and high ceilings that enhance the homes historic charm. Steeped in history, the home showcases classic Dade County pine walls, intricate crown molding, original spindles, and timeless Key West architecture. While not currently producing as a high-income property due to its setup for professional housing, it presents an incredible investment opportunity with the right vision. Whether reimagined as a high-yield rental, transformed into a grand single-family residence, or curated as a private compound, the possibilities are endless. With top-rated restaurants, vibrant amenities, and beaches just a stroll or bike ride away, this address delivers the quintessential Key West lifestyle - where history, elegance, and opportunity intersect. Seize this moment. The best of Key West awaits.
BIG TIME INVESTMENT OPPORTUNITY in the heart of the Historic District of Key West. Originally built as a former church, this 4 unit active rental property offers 3,383 square feet of living space, featuring 8 bedrooms and 4 bathrooms, and currently generates $10,908.50 in monthly rental income. (See below for a breakdown of beds and baths per unit) With versatile possibilities, it has the potential for improvement and the possibility of condominium conversion. Each unit is large and spacious by Key West standards and includes high ceilings. The building is of concrete block construction and currently had all concrete spalling issues resolved and painted. Off street parking for three cars, a rarity for Old Town, Key West. This property is located in one of the most desirable neighborhoods and is just a short walk to World famous Duval street, the islands best restaurants, shopping and more! Unit breakdown: (A) 3BD/1BA leased for $3,039.50 per month (B) STUDIO/1BA leased for $2,369 per month (C) 2BD/1BA leased for $2,700 per month (D) 2BD/1BA leased for $2,800 per month
Tranquil well maintained home professionally decorated on a private island five minutes off of Key West. Sunset Key. Tropical island living at its finest. The island has beautiful sand beaches , community resort style pool, tennis courts , fitness center, full service spa and a ocean front five star restaurant and bar. This exclusive community is dreamy and very secure. the ferry service to and from Key West runs 24 hours. Experience the serenity of truly being away from it all while just a short ferry ride to all Key West has to offer. Great investment opportunity for vacation rental.,history can be provided.
Waterfront Paradise for Anglers & Entertainers - Perfect for Family, Friends & Vacation Rentals.Welcome to the Ultimate Waterfront Luxury Retreat, Completely remodeled and redesigned for those who love to entertain. Excellent deep water access and yet just minutes to all the action downtown Key West has to offer.Seller will consider Owner Financing/Private Financing or even a full or partial trade. Elevated and storm resistant concrete construction, this home offers unmatched durability while embracing a modern coastal lifestyle.With four Spacious bedrooms and four beautifully appointed bathrooms, this home comfortably accommodates large groups with almost 2500 Sq Ft. interior Space. The newly finished open-concept dream kitchen is designed for socialising, featuring an oversized Island, seating up to 12 guests, making it the ideal host house for unforgettable gatherings and events.On the Second Floor, this dream home continues with a stunning custom built bar and lounge offering the ideal spot to start the party, watch a game or wind down after an exhilarating day on the water. The adjacent waterfront balcony sets the stage for relaxing and entertainment.The outdoor experience is just as impressive, featuring a large pool, hot tub, New Tiki Hut for those looking for shade, boatlift, concrete patio and game room - perfect for guests of all ages to enjoy. Excellent off Street parking for multiple vehicles, Boat Trailers or RV on over 9000 Sq. Ft. Lot.Whether you are heading out for world class fishing, or simply unwinding by the water, this Keys Home delivers the ultimate Florida Keys lifestyle.
Introducing a Stunning New Build (2023): A Luxury 5-Bedroom, 5-Bathroom Home Step into modern elegance with this newly constructed 3,062 sq. ft. masterpiece on a 5,040 sq. ft. lot. Thoughtfully designed with premium materials and meticulous craftsmanship, this home offers exceptional living spaces and luxurious features that redefine comfort. Boasting 9+ ceilings on both floors, complemented by 8 solid doors, this home exudes grandeur. Porcelain wood-style tiles throughout the first floor, paired with LVT flooring upstairs, provide durability and style. All-wood cabinetry, built-in closets, and custom trimwork highlight attention to detail.Impressive Design Elements: A chefs dream with a sprawling 17-foot island featuring dual-sided cabinetry and seating for 8. Outfitted with professional appliances, a 36 gas stove, vent hood, and a separate bar area with a wine fridge. Dual laundry rooms, located on both floors, make everyday chores effortless. Two distinct living areas--one on each floor--ensure a harmonious balance for family gatherings and private retreats. Primary suite located on the main floor, includes a spacious walk-in closet and a lavish bathroom with dual showerheads, a clawfoot soaking tub, dual vanities with lighted mirrors, and a private water closet. Guest Room includes private entrance, which offers both flexibility and privacy.Built by a Certified General Contractor, this home exceeds current building code standards and State-of-the-Art Features: Impact-resistant windows and doors Double-strapped roof trusses and stainless-steel fasteners Custom seamless gutters and downspouts Spray foam insulation in walls, ceilings, and attic Ice & Water shield secondary roof protection under reflective insulation and aluminum standing seam roof
Nestled in the heart of Key Wests Historic Seaport District, this outstanding two-story residence is a true architectural gem. Tucked away on a tranquil lane with coveted off-street parking, the homes origins date back to the 1850s, showcasing timeless craftsmanship with stunning historic details, including rich Dade County Pine walls and flooring. Designed with both elegance and functionality in mind, the thoughtfully curated layout boasts a beautifully appointed kitchen that seamlessly flows into a vaulted living and dining area. A striking wall of French doors bathes the space in natural light and opens onto a spacious, newly renovated composite deck and covered porch--an idyllic setting overlooking the lushly landscaped pool area. The sparkling 23-foot heated saltwater pool, complete with a tranquil waterfall feature and swim jets, is the ultimate private oasis. Enhancing the outdoor experience, a wet bar and outdoor shower provide both luxury and convenience. The kitchen is equally impressive, featuring sleek stainless-steel appliances, gleaming granite countertops, and a built-in wine cooler--perfect for entertaining. The main level offers a well-appointed bedroom and a stylish full bathroom with a deep soaking tub and exquisite Brazilian slate flooring. A versatile den on this floor provides the flexibility to serve as an additional sleeping area, making it ideal for vacation rentals or accommodating guests. Upstairs, the primary suite is a private sanctuary, encompassing the entire second floor. This serene retreat features two generously sized closets and a beautifully designed en-suite bathroom adorned with Brazilian slate finishes. Recent updates include new AC systems and an energy-efficient on-demand water heater. For added peace of mind, storm shutters protect all windows and doors. Offering a rare blend of historic charm and modern luxuries, this exceptional Key West home is a true island treasure.
711 Olivia Street is a rare gem that fuses timeless Conch-style architecture with sophisticated, modern upgrades. This 3-bed, 3-bath home has been meticulously remodeled, creating a private sanctuary that honors its historic heritage while offering all the comforts of -contemporary living. The open-concept layout welcomes you with premium flooring & abundant natural light, all designed to enhance the seamless flow between indoor and outdoor spaces. At the center of the home is a beautifully appointed gourmet kitchen equipped with high-end appliances, a gas range, expansive counters, and custom cabinetry.Significant enhancements have been made with no detail overlooked. All windows, French doors, and sliders have been upgraded to hurricane-rated impact glass, while the original HARC-protected front windows remain beautifully preserved with hurricane shutters for protection. The roof is securely tied to the structure and treated with a specialized coating that reflects heat and seals out humidity. The outdoor space is a lush tropical retreat, surrounded by professionally designed landscaping featuring mature palms & vibrant orchids supported by an irrigation system. A heated pool with updated plumbing and a new pump invites you to relax in style, complete with a spacious deck and an outdoor kitchen. Further upgrades include spray foam insulation beneath the main home and throughout the pool house to enhance energy efficiency & guard against moisture. New AC units provide reliable comfort year-round. Smart home technology, a security system, and ductless climate control elevate the living experience with comfort & peace of mind. Situated on a 3,350 sq. ft. lot in the highly desirable X flood zone, this home also offers the rare advantage of off-street parking. More than just a home--its a refined blend of historic charm and luxury living in one of Key Wests most coveted neighborhoods.
Step inside 1511 South Street -- a fully reimagined Key West residence where modern design and island living come together in a private tropical oasis. Completed renovations in 2024/2025 have transformed both the main house and guest cottage into thoughtfully curated spaces with high-end finishes and effortless indoor-outdoor flow. Behind the gate, youll find a lush, low-maintenance landscape and multiple updated outdoor entertaining areas, perfect for gatherings or quiet relaxation. Complete privacy surrounds the property, allowing you to enjoy the serenity of island life just moments from the heart of Key West. Inside the main house, vaulted ceilings and an open-concept layout create a sense of space and light, with every room offering access to the outdoors through its own impact-rated door. The living, dining, and kitchen areas connect seamlessly, with a commercial-style kitchen featuring open shelving, high-end appliances, and direct access to the covered carport--ideal for everyday convenience. French doors open to an 18 x 14 Caribbean-inspired loggia and a custom outdoor kitchen by Paradise Grills, perfectly positioned alongside the heated pool. Surrounded by new stonework and low-maintenance WEARDECK composite decking, the pool area is just one of several outdoor spaces designed to make entertaining effortless. Each of the main houses bedrooms opens directly to the pool, while the large laundry room provides additional storage and functionality. Just beyond the pool, the two-story guest cottage offers flexibility and comfort, with a bedroom and bathroom on each level, generous walk-in closets, and a dedicated generator for added peace of mind. Additional features include multiple outdoor storage closets, an air-conditioned attic above the carport, and a canvas-covered rear yard that expands your living space even further. Understated from the street, yet unforgettable once inside--this property is a private retreat designed for the best of Key West living.
This town house is in the award-winning Truman Annex and is located on a private lane surrounded by charming custom-built homes. The generous open floor plan features 10-foot ceilings both on the first and second levels with hardwood floors and crown molding. Enjoy the theater style kitchen with quartz countertops and stainless-steel appliances with a gas cook top. The large living and dining area feature custom built-ins and ample storage. The beautiful rear tiled patio enjoys ample room for outdoor living & entertaining and includes additional storage space. The 2nd floor has two generous size bedrooms with private baths. Impact rated windows and doors. Includes the special Truman Annex transient rental license with restrictions.
Dona Calabash - Located just a half a block from the upper end of Duval Street this charming Old Town beauty has it all! Three bedrooms including a luxurious master suite with spa bath, two guest bedrooms and two full baths. The gourmet kitchen features commercial grade stainless appliances, granite countertops and plenty of storage. Rear French doors open to a covered deck and the refreshing pool and surrounding lush gardens. The adjacent cabana house has a beautifully appointed bath and cozy sleeping/sitting area. Features here also include high ceilings, hardwood Brazilian cherry floors, Dade County pine feature walls, gorgeous grounds and a convenient electric gate for the off street parking for multiple vehicles. This property has been meticulously designed and maintained for the discerning new owners! Walking distance to the ocean, restaurants, shops and nightlife and still have privacy & quiet, this special fully appointed property is a must see.! Very easy to show!
Gorgeous tropical gardens greet you to this enchanting home in the coveted Casa Marina neighborhood. Enjoy a spacious 3 beds/ 2.5 baths with pool and off-street parking. While the home is complete with all the amenities one would expect in an island home the improvements are intentionally simple yet thoughtful to preserve its vintage charm. Through the front door you will be welcomed to a spacious sitting room that can adapt to your personal needs as a generous bonus space. Just past the two guest rooms with shared bath you will find a striking greatroom with soaring 2 story ceiling heights that flood the room with natural light. Enjoy the open yet dedicated dining room and a delightful petite kitchen that overlooks the pool and back gardens. The upstairs is reserved for the primary suite alone and boasts a unique balcony overlooking the great room for a spacious open and airy feel. Thoughtful improvements carry to the outside with low maintenance composite decking, full exterior paint just completed and storage for your extras. Come take a look at this gracious home awaiting someone to adore its thoughtful preservations and authentic charm.
Embrace the unique opportunity for eco-friendly Key West living, with significantly reduced electric bills. The solar panel system, installed by Salt Air, features 39 high-efficiency solar modules, each delivering 327 watts, for a total capacity of 12.75 kilowatts. Designed for low maintenance, this system is fully covered under warranty for your peace of mind. The system is upgraded to ensure that panels unaffected by shading continue to generate power efficiently. It charges and stores the energy produced, and once fully charged, it sells any excess energy back to Keys Energy. This exceptional one level home features expansive impact windows and sliding glass doors, seamlessly blending indoor and outdoor spaces. The fully-equipped kitchen, anchored by a spacious eat-in island, is perfect for intimate dinners or hosting grand soirees.Step into the master bedroom, where sliding doors lead to your tranquil swimming pool and a private ensuite bathroom. Adjacent to the master suite, a convenient half-bath, and a versatile office space that could serve as an additional living space or extension to your master suite. The guest wing includes two bedrooms sharing a bath, along with a charming outside guest cottage complete with a full bathroom--ideal for a guest suite, gym, or art studio.Nestled in the coveted Midtown neighborhood, this home is just a short bike ride from Old Town and mere moments from Higgs Beach and White Street Pier. Dont miss the chance to experience this distinctive Key West gem, where modern luxury and sustainable living
If you are looking for location and a historic home, this wonderful home is tucked away on one of Old Town Key Wests most peaceful lanes. This charming Conch home won the distinguished Historic Florida Keys Preservation Star in 1988 and has been in the same family for over 40 years--a true testament to its warmth, character, and enduring appeal. The main house features generously sized rooms, high ceilings, and Dade County pine walls, all beautifully restored by local craftsmen. Attached to the main house is a versatile studio apartment, originally part of the homes original footprint and easily convertible back into a grand primary suite. In addition, there is a detached studio cottage perfect for guests or additional income. Part of the historic preservation focused on the large wraparound front porch with delicate gingerbread trim. The original water cistern was turned into a pool. This residence is a living piece of Key Wests vibrant history. Jimmy Buffett used to live next door for some time writing his book and songs. Now available as part of an estate sale, dont miss your opportunity to be the next steward of this extraordinary legacy.
This stunning Florida ranch-style home has been completely remodeled to offer a blend of modern luxury and comfortable living. From the moment you step inside, youll be captivated by the expansive open floor plan, which creates a seamless flow between the living spaces, ideal for both everyday living and entertaining.The heart of the home is the chefs kitchen, featuring high-end Cafe appliances with elegant bronze finishes, ensuring both style and functionality for any culinary enthusiast. Whether youre preparing a gourmet meal or enjoying a casual breakfast, the spacious layout offers ample room and top-of-the-line finishes that elevate the entire space.With four generously-sized bedrooms and three and a half baths, this home offers the perfect balance of privacy and shared space. Each bathroom is meticulously updated, offering sleek, modern fixtures and luxurious finishes. The master suite is an oasis of tranquility, complete with a spa-like ensuite bath designed for relaxation.Every detail of this home has been thoughtfully updated, including all new electric and plumbing systems, ensuring both convenience and peace of mind. The entire property is protected with brand-new impact-resistant glass, adding security and energy efficiency to the already impressive home.The oversized corner lot offers privacy and plenty of room for outdoor activities. The new in-ground pool is an entertainers dream, providing a private retreat where you can relax and soak in the Florida sunshine. The massive back porch is perfect for hosting gatherings, with ample seating under the cool breeze of ceiling fans. The space is designed with tropical landscaping, creating a lush, serene environment that enhances the homes connection to nature.This home combines the best of modern design with the timeless charm of its original style. With meticulous attention to detail and a perfect blend of indoor and outdoor living spaces.
Open Water, Elevated, Concrete Home in best Waterfront community with easy proximity to Key West. 117 Key Haven Road was built to stand the test of time. With its Elevated concrete construction, metal roof and impact windows and doors, this home offers excellent protection of your investment and safety for your family and high quality comfort.Its combination of large 9300 sq ft. lot, excellent deep water access and stunning open water views of the bay and Gulf of Mexico make this an amazing opportunity for the buyer looking for a waterfront home.Configured as a 3BD/2BA, all on one elevated level with master suite and wrap around balcony overlooking the open water.Renovated kitchen with stainless steel appliances and beautiful granite countertops provides excellent space to prepare and enjoy a dining experience.Two separate single car garages offer ample storage, additional off-street parking and boat trailer parking also available.Large concrete deck in the rear offers many options to those who love to entertain and enjoy the outdoors. Plenty of room for a pool and property can accommodate multiple boats.
Indulge in the pinnacle of luxury at this stunning three-story Old Town Key West residence, a property that simply must be seen. Located directly across from the historic Key West Lighthouse and just steps from the renowned Duval Street, this home offers unparalleled access to Key Wests finest attractions. A leisurely stroll takes you to the Southernmost Point and the Atlantic Ocean, mere minutes away. Located in the coveted X Flood Zone, one of Key Wests highest elevation points and boasting over 3,000 square feet of meticulously designed living space, including four bedrooms and four bathrooms featuring two master suites, this home effortlessly blends sophistication with contemporary comfort. The first floor showcases a generous eat-in kitchen, a versatile guest bedroom or sitting room, and two full bathrooms, while the expansive great room provides an ideal retreat for relaxation or entertainment. French doors open to reveal a spacious in-ground pool, perfect for enjoying refreshing breezes and ample outdoor space. The second and third floors house two additional master suites, each offering privacy and opulence. Embrace a lifestyle of refinement and coastal allure in this exclusive Key West haven. Ideally situated for walking or biking to renowned restaurants, enjoying live music, exploring galleries, spending the day at Fort Zachary Taylor State Park or savoring the vibrant energy of Duval Street.
Stunning Waterfront Oasis in Key Haven - Elevated 3BR/3BA Home with Boating AccessWelcome to 37 Evergreen Ave. in Key Haven, Key West! Nestled at the end of a peaceful cul-de-sac, this beautifully updated 3-bedroom, 3-bathroom waterfront home offers the perfect blend of elegance and comfort. With 2,685 square feet of elevated living space on a generous 10,290 sq ft lot, every detail of this residence has been thoughtfully designed.Step inside to a light-filled large living room open to the waterfront balcony and an adjoining dining area--perfect for entertaining or simply relaxing with family and friends. The first floor also features a spacious updated kitchen with granite countertops, hardwood cabinetry, and stainless steel appliances. Upstairs, the expansive master suite serves as a true sanctuary, complete with a spa-style ensuite bathroom, large closets, and multiple French doors that open to a private balcony. The two additional bedrooms also offer balcony access.The home is elevated and equipped with hurricane-impact windows and doors and a full house generator providing peace of mind year-round. Enjoy the fresh coastal breeze from balconies off every room, or head downstairs to your private waterfront yard with direct boating access to open water offering access to the Gulf or Atlantic for fishing, diving, or sunset cruising.Additional highlights include a freshly painted interior and exterior, an enclosed air conditioned garage, and a paved driveway offering ample parking.
Nestled on a tranquil lane in Old Town Key West, this classic Conch home offers an ideal blend of historic charm and modern amenities. The property features multiple entertainment spaces both indoors and outdoors, seamlessly connecting the expansive living area & kitchen to a covered patio & spacious pool deck. This home includes 3 bedrooms plus a poolside cottage. The gourmet kitchen is equipped with stainless steel appliances and custom cabinetry, flowing effortlessly into the island-style dining room. The main floor primary suite exudes a calming energy with its vaulted ceilings and glass doors opening onto the pool. Features include Dade County Pine walls, wood floors, open floor plan, and tall ceilings. The poolside cottage enhances the outdoor experience with an outdoor shower and an additional bathroom, providing ultimate convenience. Experience the casual yet elegant island lifestyle, where every detail has been thoughtfully designed for comfort and style.
Discover the ultimate island escape, where luxury knows no limits and every detail is designed to wow. This stunning mid-century modern home has been meticulously updated with premium appliances, Emtek hardware, Somfy electric blinds, and elegant crown molding, creating the perfect blend of comfort and sophistication. Nestled in one of Key Wests quiet residential neighborhood, youll be just moments away from pristine beaches, White Street Pier, Key West Dog Park, and premier Pickle Ball and Tennis Courts. Tucked behind private walls on an expansive 6,500 square foot corner lot, the property is surrounded by meandering pathways, specimen palms, and swaying orchids that set a tranquil, tropical scene. Step inside to discover 2,309 square feet of light-filled living space, featuring floor-to-ceiling impact glass windows and an expansive open-concept layout, making it ideal for seamless entertaining. The kitchen boasts a dramatic 13-foot ceiling, while the grand formal living and dining area flows effortlessly through impact sliding glass doors on both sides to a large covered sitting/dining area and the custom swimming pool. The primary suite is a serene retreat, complete with a walk-in closet, a spa-like bath, and a frameless glass shower. A separate bedroom wing offers two additional bedrooms--each with their own private bathrooms and one with direct pool access and another that adjoins a stylish guest bath with sliding doors leading to a private outdoor lounge area. Outside, the private pool area provides generous space for sunbathing, dining, and relaxation. Custom-built gates and an enclosed carport with built-in storage enhance the homes modern appeal and convenience. This isnt just a home; its a sanctuary of sophistication, privacy, and effortless island living. Your slice of paradise awaits--dont miss the opportunity to make it yours.