For the first time, the Key West home of famed landscape architect and Martha Stewart co-star Fernando Wong is available. Welcome to your dream townhouse nestled in the heart of the exclusive Truman Annex, just steps away from the restaurants, shops and bars on Duval Street. This professionally decorated 2-bedroom, 2.5-bathroom townhouse offers the perfect blend of modern comfort and island charm. As you step inside, youll be greeted by a light-filled open floor plan, featuring a charming living and dining area with tasteful furnishings and a well-appointed kitchen with new appliances. The home features furniture and lighting from Brown Jordan, Ralph Lauren, and Serna & Lilly. Recent renovations include all-new ceiling lights and stylish Legrande light switches and outlets. You will also love the new wood doors, renovated bathrooms, and a recently installed lush jungle landscape. The three beautiful outdoor areas and a strong rental history make this delightful vacation house a once-in-a-lifetime opportunity.

Great opportunity to own a single level luxury two bedroom/two bath condo at the exclusive Santa Maria Resort in Old Town Key West. Just steps from Key Wests vibrant downtown scene, this Santa Maria condo also has beach access PLUS a transient rental license with tons of income producing possibilities. This is resort living at its best with beautiful pool and grounds, off street parking and restaurant on site. Make plans to see it today.

Closest living to OLD TOWN with a boat slip!! Peace and quiet and a boaters delight! This small condo complex located in the beautiful Meadows neighborhood has an ordinance against vacation rentals which ensures consistent tranquility with a virtually private pool. One of the only properties close to Old Town where you can keep your boat in the water with an assigned boat slip. With the rising cost of boat slips and marina rates, the slip can save you upwards of a $1000 per month. This third floor 2BR/2BA unit allows for panoramic views of the marina and Key West. The property has had many upgrades during this ownership including new decorative floors with a coastal feel, an upgraded bathroom, new AC, washer and dryer, and some appliances. Enjoy entering a cool car with the covered parking, a rare find in The Meadows. Large private exterior storage space is included. The views are a must see!

This rare transiently licensed condo is designed to embrace tropical luxury exuding natural light, open concept, practicality and privacy thus creating a serene and inviting environment for you and your guests. Located at La Brisa, a gated condo community, just steps from the beach ,the updated and stylish unit lovingly named Moondance is the unforgettable retreat you have been dreaming of. Walk into the tranquil setting as you soak in the soothing colors and views from the preferred Salt Ponds location from your own balcony or make the most of the numerous desirable amenities such as saltwater pool, sauna, spa, bbq area, tennis & pickleball court, assigned covered parking space, storage, EV charging stations, car wash area and more!Offered turnkey- whether for long-term residence or short-term rental, this condo provides flexible living and is a true income producing gem. Ideally located just a few minutes away from White Street pier and Old Town.

Experience Luxury Living by the Sea.Welcome to your dream coastal retreat--this exquisite 2-bedroom, 2-bathroom luxury condominium offers stunning ocean views from the living area, both bedrooms, and your private balcony. Wake up to the sound of waves and bask in natural light that fills every corner of this beautifully upgraded home and end your day with nightly sunset views.Step inside to find lofty ceilings with upgraded flooring throughout, adding a touch of warmth and modern elegance. The thoughtfully renovated bathrooms feature premium finishes and spa-like touches, perfect for relaxing after a day by the water. Custom built-ins enhance both style and functionality, offering sleek storage solutions and refined detail throughout the home.Located in one of the most beautiful communities in Key West, residents enjoy exclusive access to world-class amenities, including: -Tennis Courts -A beautifully appointed clubhouse, fitness center, and community center -Serene courtyard gardens, BBQs, and a scenic picnic area -A private sandy beach directly on the Atlantic -An Olympic-style swimming pool perfect for laps or lounging with an adjacent heated spa, changing room with sauna, tooThis is more than a home--its your personal paradise. Experience coastal luxury at its finest. Call for your private showing today.

Owner is a licensed real estate agent and listing agent.Charming End Unit Townhome in the Heart of Truman Annex, Key WestNestled in the highly sought-after Truman Annex, this exceptional end unit townhome offers the perfect blend of privacy, luxury, and tropical living. Boasting an unbeatable location just steps from the vibrant attractions of Old Town Key West and the serene beauty of Fort Zachary Taylor State Park, this property provides the quintessential island lifestyle.Step inside to find a bright and airy open floor plan with abundant natural light streaming through large windows. The tastefully appointed interiors include a well appointed kitchen and dining areas with ample space--perfect for both casual meals and entertaining guests. The living area flows seamlessly to a private outdoor deck, an ideal spot for sipping your morning coffee or enjoying an evening cocktail under the swaying palms.Upstairs, the spacious bedrooms feature ample closet space, and en-suite bathrooms. Both bedrooms offer a tranquil retreat with a private balconies overlooking lush tropical landscaping. Additional perks include a designated parking space, access to a sparkling community pool, and the peace of mind that comes with living in a secure, gated community.Whether youre seeking a full-time residence, vacation getaway, or investment property, this townhome checks all the boxes. Dont miss the opportunity to own a slice of paradise in one of Key Wests most prestigious neighborhoods!Please provide 24-48 hour notice for showings as this home as it is currently an active transient rental. Saturdays are turnover days.,

Located in the prestigious Truman Annex community, this town home in The Foundry is the perfect getaway offering the perfect blend of luxury, comfort, and convenience. This beautifully designed 2-bedroom, 2.5-bathroom home enjoys a highly desirable location with easy access to Key Wests vibrant Old Town, while maintaining privacy and security within a gated community.As you step inside the spacious open-concept living area you will find 11 foot high ceilings, impact rated windows and glass doors that bathe the interior with natural light, and updated finishes throughout. The kitchen has been recently updated with all stainless steel appliances. Moving up stairs, the master bedroom is a private sanctuary featuring an ensuite bathroom. A private balcony off the master suite offers a peaceful retreat to enjoy the island breeze. The guest bedroom is up one more floor and is equally inviting with its own ensuite bathroom ensuring privacy and comfort for visitors. Stand out features of this town home include its street facing orientation, not something all homes in The Foundry have. The town home also has its own carport with additional storage above- a highly convenient feature few have and holds a value in excess of $75,000. Finally, The Foundry has its own pool, reserved for use by only Foundry owners and their guests.With a strong rental history and a Truman Annex Special Transient License, this home is an excellent investment opportunity. The license allows for short-term rentals with restrictions, providing flexibility and a steady stream of income when the property is not in use.Whether youre seeking a full-time residence, a seasonal escape, or a profitable rental investment, this townhome provides the ultimate opportunity to experience the best of Key West living.

A rare blend of charm, privacy, and prime location--this Old Town stunner is just steps from Duval but feels worlds away.Just two blocks from Duval Street, this updated 2-bedroom, 2-bath home in the gated Windward Park community offers the ideal balance of island ease and elevated design--all in a quiet, tucked-away setting within Key Wests coveted X Flood Zone, the highest and safest elevation on the island.Step into a light-filled living space featuring soaring ceilings, beautiful wood floors, and a seamless layout that invites both relaxation and entertaining. The thoughtfully designed kitchen boasts high-end, custom cabinetry, river rock granite countertops, and stainless steel appliances--blending style and function with ease.One bedroom is located downstairs with access to a full bath and French doors that open to a private patio framed by lush tropical landscaping. The fully decked outdoor space includes an outdoor shower, tables, chairs, and a lounge chair--perfect for sunbathing or enjoying island evenings under the stars.Upstairs, the primary suite offers exceptional privacy and comfort with its own full bath, a generous walk-in closet, and access to a large attic ideal for storage. There is also a breezy covered balcony that provides a peaceful spot to relax and unwind.This home also includes central AC, a washer and dryer, off-street parking, a welcoming front porch, and access to a resort-style shared pool within the gated compound.Whether youre searching for a full-time residence, a vacation retreat, or an investment, this home offers the perfect Key West lifestyle--private, practical, and steps from everything Old Town has to offer.

Take a look at this picture perfect townhouse located in the prestigious Truman Annex . Nice end unit located just off Southard St is in excellent condition with many renovations throughout the house. Kitchen has been nicely updated with stainless steel appliances, custom cabinetry and granite countertops. Bamboo flooring throughout the first level leads to a cozy back brick patio and the convenient entrance to Southard St. Both bedrooms upstairs have bathrooms that are ensuite. There are porches (one covered) upstairs and downstairs front and back. Hard to beat this location with Truman Waterfront down one end of the street and Duval St and all it offers just two blocks away. Call for your private showing and make this your own Piece of Paradise!!

Charming townhouse situated on Porter Lane in Presidents Walk community of the Truman Annex. This bright and sunny end unit is in excellent condition and offers many renovations throughout. Enjoy an updated kitchen with stainless appliances, subway tile backsplash and granite countertops. Engineered wood-look LVT flooring is not only very attractive but also extremely durable. Impact doors and windows throughout are finished in plantation shutters and offer peace of mind, soundproofing and efficiency. Enjoy an open concept floor plan and a wall of sliding glass that opens to a charming brick patio. Upstairs features two bedrooms each with covered balconies. A large shared bathroom has been fully renovated with double sinks and large capacity washer and dryer. Lastly enjoy the ease of a deeded off street parking spot right outside the unit.

Beautifully renovated 3bd/2.5ba townhouse incredibly located just 1.5 blocks from Duval Street with off street parking. The first floor is dedicated to an open concept living room and kitchen with built in custom banquette for dining and extra storage. Off the kitchen you will find a covered stone patio for outdoor living or dining. The second floor features 2 bedrooms , balcony and a newly renovated full bathroom. Enjoy custom fit closets throughout to maximize storage. The 3rd floor is a private oasis dedicated to the primary suite with newly renovated full bathroom, laundry and more custom storage. You will appreciate details that create a hassle free investment including CBS construction, new metal roof, central a/c, new recessed lighting, skylights and updated windows and doors with shutters. Come take a look at this perfectly located slice of paradise.

This beautifully renovated and furnished end unit townhouse in the award winning Truman Annex is now for sale. This 2 story 2 bedroom/ 1 1/2 bath townhouse has a wonderfully renovated kitchen with quartz countertops, new cabinets and stainless appliances. The dining and living area flow outside to a poolside deck area. The front porch is wonderful for people watching and a great spot for the Fantasy Fest parade. Upstairs there are two covered porches, two bedrooms with vaulted ceilings and hardwood (oak) flooring and a recently renovated bathroom. Impact doors and rear windows provide protection and quiet. Location can not be beat as its a two block walk to Duval St in one direction and the Truman Waterfront Park in the other direction. Make this your Piece of Paradise.

Remarkable Waterfront Retreat- 32 Hilton Haven #9, Key West, FLWelcome to an exclusive waterfront sanctuary in the private community of Bay Villas in Hilton Haven. This beautiful 2 bedroom, 2.5 bath residence offers direct water views making it a rare gem in Key West.The primary suite boasts panoramic water views and balcony. The peaceful setting is just minutes from Old Town Key West, This home is ideal for those seeking the ultimate island lifestyle, Whether as a full-time residence, vacation getaway or investment opportunity, 32 Hilton Haven #9 is a rare find . Schedule your private showing today...

Enjoy unparalleled flexibility and luxury with this transient-licensed 3-bedroom, 3-bathroom condo, an exceptional opportunity for a personal coastal escape or a versatile vacation rental. Fully furnished with modern decor, high-end appliances, and meticulous craftsmanship, this turnkey property is poised to impress from the moment you step in. Conveniently located at the entrance to the island of Key West, it offers seamless access to a wealth of shops, dining, entertainment, and recreation options, delivering convenience and enjoyment at every turn. With its streamlined rental setup, this condo is perfect for buyers seeking potential income or for those desiring an upscale island retreat all to themselves with all the amenities one could possibly ask for. Property has two restaurants, a bar, covered parking, mini marina dockage for boating while visiting and a fitness center all on site. Experience the best of refined island living!

Very spacious and elevated three bedroom/three bathroom (all ensuite) condo close to the Casa Marina area is now for sale. Built in 2008, this two story property has a first floor bedroom and bathroom with two generous sized bedrooms and bathrooms upstairs and a large laundry room with full size washer and dryer. Kitchen and bathrooms have granite countertops. Extra sized brand new back deck with a private pool, mature vegetation and fenced rear yard provide a place to relax and entertain. Location is great as just down the street is Higgs Beach, tennis and pickleball courts and Salute restaurant. There are only two units in this association with both having the same amenities including off street parking..

Desirable Oceanfront, third floor corner end unit, with panoramic ocean views located in the beautiful, gated condominium complex, Key West By The Sea. Enjoy the ocean views and warm tropical breezes while sitting on your private balcony. The living room/dining area is an open floor plan with direct ocean view. The unit has two large bedrooms, the main bedroom has windows with ocean views and the second bedroom has pool view as well as ocean. This unit has an in-unit washer/dryer, a unique feature within this community. Also, this unit comes with its own storage locker directly across the hall, a very rare and desirable feature. Upgraded impact doors and windows, almost new central A/C system and freshly painted interior walls. The gated community offers resort style amenities, two large swimming pools, one of which is heated, two tennis courts, a clubhouse for gatherings, parking, bike racks as well as a pet walking trail. There is also a laundry room on first floor, for larger bulky items if needed. Located across from Smathers Beach where you can enjoy walks along the wide paved beachfront sidewalk. Ride your bikes into town to experience the many amazing restaurants Key West has to offer. The condo fees cover many essential services such asbuilding insurance, pest control, basic cable TV, building and ground maintenance for stress free living. This is a pet friendly condominium complex and allows rentals after the first year of ownership, with a minimum lease of two months, this allows for seasonal or long-term rental opportunities. This is a great investment opportunity, vacant and easy to show. Get ready to enjoy the tropical, relaxed lifestyle that is the heart of Key West!

KEY WEST mid town open water 2/2 gem boasting an open floor plan offered turnkey with new furnishings and a deeded 12 X 24 gulf side boat dock. Hilton Haven is a unique neighborhood located mid island on a strip of land that offers a mixed use of waterfront properties on each side. This 8 unit condominium complex is at the end enjoying peace and quiet and also has its own private white sand beach and waterfront pool. Many extras to be enjoyed including tile floors throughout, 2 balconies offer both waterfront and sunset views and an abundance of closet space plus a designated generous storage room for all of your beach/water toys. Property was recently enrolled in a professional monthly vacation rental program. All of this within the city limits of Key West where you will find both nightlife, easy airport access and all of your shopping needs a bike ride or short drive away.

PERCHED on the coveted top floor of La Brisa, this 4th-story condo offers an unbeatable vantage point where the horizon seems to melt into the turquoise waters of the Atlantic. As you step inside, your eyes are immediately drawn through the open-concept living space to the expansive balcony--a private outdoor sanctuary that feels like its floating above the sea. Whether you sip your morning coffee watching the shrimp boats head out or unwind with evening cocktails, youll feel a disconnect from your everyday tasks. Take a swim in the pool or the ocean, ride a bike in to town, or jog along Smathers Beach. Its all here at your fingertips and just 1.6 miles from the Key West airport. Resort-style amenities include a gated community with an elevator, pool, clubhouse, car charging station, and tennis courts.Youll have covered parking and a storage unit below for your bicycles or mopeds.Key West is more than just a real estate investment--its an invitation to live at the vibrant crossroads of art, culture, and history.If panoramic views are what youre searching for stop and look no further.

This 3-bedroom 2-bathroom condo is located on the 3rd floor in the gated community Key West by the Sea and is ready for you to move in. This spacious condo offers amazing views of the green lush yard and pool. Perfect place to relax and enjoy Key West. The common area features 2 swimming pools, barbecue area and 2 tennis courts, not to mention you are just steps from Smathers Beach.

Experience the pinnacle of island sophistication with these beautifully appointed courtyard residences at the sought-after Beachside Condominiums in Key West. With two TRANSIENT RENTAL LICENSES, this turnkey property offers exceptional flexibility as a personal retreat, full-time residence, or lucrative vacation rental. Thoughtfully designed as two separate, fully furnished units, this condo offers incredible versatility. Live in the spacious main condo (1074 sq.ft.) while renting out the second studio (282 sq.ft.) through the resort rental program--doing so could even offset your condo fees! Each unit has its private entrance, giving both owner and guest complete independence, privacy, and ease. Its premier lower-level location offers direct access to the pool and is in close proximity to parking, ensuring seamless convenience for both owners and guests. The interiors showcase refined finishes, designer furnishings, and a coastal aesthetic that perfectly captures the Key West lifestyle. Living here means enjoying a full suite of resort-style experiences right at your doorstep. Begin your day with a yoga class by the water or a workout in the fitness studio overlooking the Gulf. Lounge by the expansive waterfront pool or stroll to the private beach and marina, where you can relax in shaded loungers or embark on a sandbar or sunset cruise with on-site excursions. When its time to dine, enjoy fresh island flavors and elevated cuisine at the resorts acclaimed restaurants. The complimentary downtown shuttle makes exploring Key West effortless, while covered parking, concierge services, and on-site rental management ease every stay or investment. Whether youre soaking in the sun on your private terrace, enjoying the vibrant resort atmosphere, or maximizing income potential through nightly rentals, this property offers a rare chance to own a piece of paradise with all the benefits of a world-class resort.