Key West FL Real Estate & Homes for Sale

$500,000 ANNUAL RENTAL INCOME! EXCLUSIVELY LUXURIOUS COMPOUND IN KEY WEST!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. What's 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!

This stunning home in Casa Marina is nearly finished being completely remade from top to bottom. One large Master and two Guest bedrooms on the main floor all with en-suite baths and their own entrances to the large wraparound porch. The wide hallway opens up into the large living/dining/kitchen space with soaring 20 foot ceiling and skylights - all the hallway and kitchen/dining walls are done in Shiplap. The kitchen has an island with sink & electrical connect as well as seating for 6 and a wet bar, two pantries and the Full Viking Appliances professional package. There is also a laundry room with a 1/2 bath that opens onto the back deck next to the 15'X8' pool with water feature. The Shiplap continues up the stairs to the 2 additional bedrooms with en-suite baths and balcony overlooking the main living room. All exterior doors are Mahogany impact with impact transoms and all windows are impact as well. Property will be professionally landscaped including grass in the front yard and will have 4ft white picket fence on border. Also, a 250 gallon propane tank will be buried, hooked up to gas stove & on demand water heater and generator ready. Off Street Parking for 3 cars. All electrical, plumbing & HVAC is installed - waiting on sprinkler installation due to start 11/6 then walls will be added and photos will be updated. Construction expected to be finished January 2024.

Experience the epitome of luxury in this exquisite 3BD/3BA residence nestled in the heart of Old Town Key West, just a stone's throw from the Southernmost Point and mere steps away from the iconic Duval Street. Indulge in the unparalleled convenience of having Key West's renowned restaurants, museums, and art galleries at your doorstep, with the beach a leisurely bike ride away. Step into the modern charm of this meticulously maintained home, which was thoughtfully constructed in 2002. Enjoy the convenience of an open floor plan that seamlessly combines the living, dining, and kitchen areas. Revel in the sleek and stylish stainless steel appliances, complemented by the elegance of granite countertops and custom cabinetry. High vaulted ceilings create an inviting sense of space, while a harmonious blend of tile and wood floors adds a touch of sophistication. Into the backyard oasis, where a delightful heated and chilled pool awaits, ensconced in the lush embrace of tropical foliage. The custom tiki hut beckons you to entertain in style, making this outdoor space perfect for hosting gatherings with family and friends. The grandeur of the master bedroom is unparalleled, with a jaw-dropping en suite bath and an expansive walk-in closet, offering a retreat within your own home. Recent enhancements include fresh paint, the pool's artful re-tiling and resurfacing, and the installation of a brand-new Central A/C system, ensuring your comfort and satisfaction. Don't let this extraordinary opportunity slip through your fingers!

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 won't want to leave ! Call today to schedule your private tour.

Excellent water views and outstanding income! This 2 bedroom 2.5 bath unit comes with 2 transient licenses and the option of renting the unit out together or utilizing the lockout floor plan. This end unit is in the best location on the property, with added privacy and extra windows.

Located in the Seaport District of Old Town Key West this 2 bedroom 2 bathroom Conch house would make a great full-time residence or perfect vacation rental home. The interior has a split floor plan with a bedroom and full bathroom upstairs and second bedroom and bath on the first floor. This home comes with a whole house generator, heated pool, outdoor shower, temperature controlled storage shed and 1 off street parking spot. Walking distance to many restaurants, bars, shops, the Seaport and Duval Street. Perfect for the boatowner or dock rat; walk to your boat and then after fishing or diving have a beer and walk home. ,Now with an outdoor TV setup. Furnishings, not including wall art and personal items, with very few exceptions will be included. Exceptions will include all glass topped end and coffee tables, grandfather clock, safe and some decorative pillows.

One of Key West's most iconic historic homes, this property has an amazing story to tell. Built in 1869 in the classical Bahama-House style by noted carpenter Robert Watson. It was extensively remodeled in1902. More recently, and over a five-plus year period, it was painstakingly resurrected with a fanatical drive to recapture and display its historical attributes and seamlessly incorporate the latest modern technology and features. The result is a property embodying Old Key West with an understated elegance while providing the most advanced amenities demanded by a discerning buyer.A magnificent house in an incredibly special location, it affords a unique way to experience Key West.You are mere steps from our finest restaurants, world renown music venues, theaters and shopping.Yet, once you pass through the gates, you enter your own private oasis.This expansive property has a generous 3,342 square feet of living space. The stunning Great Room offers a seamless flow between the large living space, the gourmet kitchen, a spacious dining room and is open to the pool area through 18' doors. There are five ensuite bedrooms including first and second floor primary suites. Adjacent to the feature-rich pool is a luxurious self-contained guest cottage. To the front of the property is gated parking for three vehicles.If you are looking for the best location to experience Key West coupled with the best in tropical livingthat Key West can offer, you must experience Key West from this property.

In a neighborhood renowned for its unique and distinctive homes, this exceptional masterpiece truly stands apart. Nestled on a spacious corner lot in the prestigious Casa Marina neighborhood, this property underwent a comprehensive renovation in 2020, resulting in a stunning residence featuring 4 Bedrooms/ 3 Bathrooms, and nearly 2,100 square feet of living space. Situated on an expansive 10,000 square foot lot, this home offers a wealth of appealing features. The heart of this home is its exquisite Chef's Kitchen, equipped with top-of-the-line Dacor appliances and adorned with custom-built bespoke cabinetry. Inside, you'll find vaulted ceilings and energy-efficient LED lighting that work in harmony with all-new hurricane-rated impact windows and doors, flooding the interior with abundant natural light. The open floor plan lends itself to effortless and enjoyable gatherings with family and friends. This property also boasts a state-of-the-art 2-Zone Central A/C system, complete with linear air conditioning vents, ensuring a comfortably cool environment throughout the year. All the bedrooms are equipped with built-in closets, and the master bedroom, located at the rear of the home, provides an ensuite bath and direct access to the lanai through sliding glass doors. Step into the backyard, and you'll discover a custom-built, in-ground heated pool with a water feature, surrounded by elegant travertine decking and a spacious covered patio--an oasis for relaxation and entertainment. The front yard has been thoughtfully designed for low maintenance, featuring artificial grass and outdoor lighting that accentuates the tropical foliage in the evenings.Moreover, this property offers a rare one-car garage and ample off-street parking in the driveway. It also boasts a new standing seam roof, which not only enhances the aesthetic but also qualifies for additional wind insurance credits as well as a whole house generator!

Circa 1892, this charming Old Town Key West Hideaway checks the boxes! Two bedrooms and two baths, built in the X-Flood Zone, and with coveted off-street Parking! After a day on the water, It's a mere three-block stroll to the fanfare of Duval with its Fine Dining, Theatre, Live Music, Vibrant Nightlife, Galleries, Museums, and so very much more which, let's face it, made you fall in love with this Tiny Little Island Paradise with its Rich History and Diverse Community! The home also boasts Dade County Pine, cathedral ceilings, and both a front porch & rear patio deck with hot tub to relax and soak up all this Tropical Ambiance to your heart's delight. Additional features include French Doors allowing for lots of afternoon natural light in the living room & kitchen, stainless refrigerator and designer range, wood & tiled floors, and Central A/C. Located in a quaint and private neighborhood. Are you Ready!

TRANSIENTLY licensed income producing single family home in the center of Old Town and in the X flood zone. Located just steps from Key West's best restaurants, shops and attractions. The property was completely gutted to the studs in 2012, offering the classic Old Town charm with modern finishes.Four bedrooms, four en suite baths, Transient license, private pool, impact windows/doors and parking! You have a winner here! As you enter the home you will be greeted with an open concept living and dining space. French doors open up to your private pool and bar giving you ample space to enjoy indoor and outdoor living. A large hallway extends the length of the home and each bedroom can be accessed from the hallway. The rear bedroom offers its own private entrance. Going outside you will find a beautiful L shaped pool with decking, a large bar and lounge chairs. The perfect space to enjoy happy hour with friends or a quiet morning soaking up the sun with a cup of coffee. If an easily managed, low maintenance, private and tranquil home is what you are looking for, look no further!Available to purchased with main house as a large 11 BR/ 11 BA Estate. See MLS #605218

TRANSIENTLY licensed single family home in the center of Old Town Key West. 7 Br, 7Ba, private pool, transient license, off street parking for 2 vehicles, and in the x Flood Zone. The Watson House is Located centrally on Key West's most iconic street and only 1 block off Duval street. The Grand Estate is comprised of a 7 Bedroom and & 7 Bath Mansion with 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. Going 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 in 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.Available to purchased with Villa as a large 11 BR/ 11 BA Estate. See MLS #605218

Welcome to the breathtaking Casa Caselles townhouse, boasting picturesque water views from each of its four private balconies! This recently renovated residence features an updated floorplan, kitchen, baths, and storage, complete with impact windows and doors, custom lighting, tile flooring, and elegant granite countertops. The gourmet kitchen is a chef's delight, showcasing stainless steel appliances, a wine cooler, custom cabinetry, and a spacious island perfect for entertaining and dining. Each bathroom is adorned with floor-to-ceiling wall tiles, exquisite vanities, designer lighting, and top-of-the-line fixtures. Enjoy stunning views of the beach, ocean, and beyond from the walk-out decks located off the living room and primary suite. Ample storage is available with multiple walk-in closets and recently added custom closets for your convenience, whether for storage, hobbies, or recreational gear. The bedroom level features vaulted ceilings complemented by beautiful stainless steel cable staircase railings. A large carport provides covered storage for your vehicle, scooter, and golf cart, leading to a quiet sitting room and additional storage. Outside, the entertainment area beckons with a luxurious hot tub, glass-top bar, expansive lounging area, manicured hedges, and a low-maintenance private backyard. A huge storage room with built-in shelving offers even more organizational options. Situated in a gated community directly on the Atlantic Ocean between two nature preserves, this home exudes a quaint Mediterranean feel and provides a front-row seat to breathtaking sunrises and wildlife sightings. The beachside pool offers VIP seating for star-gazing, fireworks, and watersports, making it the ultimate retreat for relaxation and recreation. This exclusive 20-home complex is designated for owner-occupancy only, ensuring a serene and private atmosphere with no rentals allowed. Don't miss this opportunity to experience luxury coastal living at its finest.

If you are looking for Key West Luxury Island living at its best, then here it is 1235 Washington St. Island modernization with ultra-luxury high end finishes. This newly renovated residence is built above the current base flood elevation and designed to the latest building codes. Home features 4bedrooms/4 bathrooms of unparalleled style & sophistication. Complete with designer kitchen, build in cabinetry from Italy, quartz counter tops, and high end appliances. Home is built with CBS construction, spray foam insulation, hurricane impact windows & doors, and V-crimp metal roof which will help lower insurances and provide low maintenance. Interior has 10 ft. ceilings throughout and a grand vaulted ceiling in the living room area. Brand new salt water pool with water feature and separate pool house/guest quarters designed with carefree life style adds to the exceptional value of this amazing home. Sit on your super beautiful front porch with tiger wood finishes and enjoy all Key West has to offer. Home is located on a 5,348 S.F. corner lot in one of the most prestigious and desirable areas of Key West. Lush tropical landscaping, irrigation, outdoor lighting, and off St. Parking completes this very desirable luxury property. Just a short distance too many of Key West fine restaurants, galleries, museums, White St. pier, & beaches. Don't miss out on this excellent opportunity to own this impressive and newly renovated luxury residence at 1235 Washington St.

New Town-Exquisite Corner Property in family friendly neighborhood, close to schools, beaches, shopping, dining, recreation. Beautiful 4 bedroom, 2 bath single level home with inviting open concept living area for entertaining, with updated kitchen, featuring stainless appliances, decorative counters. So many possibilities -separate entrance lock out with one bedroom and en suite bath and for guests/relatives ensures privacy. A delightful sunny bonus Florida room leads to the amazing fenced back yard, with a stunning 15'X30' pool. A single car garage with automatic door and impact windows boasts bonus storage space for your toys. Plentiful off street parking available. Make this special slice of paradise yours!

Magical In the Meadows! Exceptional opportunity to own this Charming Conch Cottage circa 1892, totally renovated and lovingly maintained. Currently configured as 2 bedrooms- plus bonus office/bedroom-and 2 baths, this jewel is located in a much sought after location- a quiet, friendly neighborhood,y et steps to all. Features of this quintessential property include custom built ins, crown molding, and trim (created by a master shipbuilder, )soaring ceilings, Dade County Pine throughout, impact windows, skylights, and doors, copper gutters, outdoor lighting, fencing and fresh paint. Entertain in your private backyard- Ipe decking surrounds the pool. New heater/chiller, and an outdoor shower for your outdoor experience. This unique property personifies the epitome of Key West Style-make it yours today for the ultimate in Key West living!

Introducing Beautiful ''Blu on White'', one of Key West's Most Stunning Historic Residences located In Desirable Old Town Key West. An easy stroll to the Beaches, Galleries on White and a wide selection of restaurants and Cafes.Located on a generous sized lot of 5800 sq. ft, this 5BD, 4BA home offers so much space and versatility with almost 3,000 Sq. Ft. of Interior Space. Currently configured as a 4BD/3BA Main house with a separate 1/1 Apartment that can be rented Transiently (yes nightly) generating excellent vacation rental income. The transient license can be extended to a 2/2 if one desires. The main house is also an Active Monthly vacation rental with strong rental history.Originally Two Historic Shotgun homes, thoughtfully combined with an addition of a stunning Great room overlooking the gorgeous saltwater pool and garden, featuring a high Vaulted Ceiling with Post and Beam design. Wide Plank Wood Floors combined with built in bookshelves, exquisite glass doors and skylights offer an exquisite setting to this gorgeous home.Prepare to be captivated by the heart of the home...The luxuriously appointed kitchen, crafted with the finest materials & unparalleled design, this culinary masterpiece is a haven for any aspiring Chef who loves to entertain.Large Pocket Patio doors unveil the oversized Saltwater Pool, private tropical landscaped garden and Cozy Shaded Gazebo ideal for Family BBQ's and Celebrations of all kinds.Possibility exists of an additional accessory structure should you need a studio or office.This home is the epitome of a Fine Key West Historic Residence and can offer so many options to a Family who want a combination of Versatility and Luxury. Make your appointment today for your private Tour!

Key West hotel living in a large 2BD/2BA condominium! Imagine living your life with on-site resort amenities to include; private beach, spa, heated waterfront pool, poolside bar and grill, on-site live music every night at Tavern and Town, on-site management company. Stone floors! Fully Furnished! Amazing kitchen and bathrooms! Includes Two transient licenses! Impact windows and doors!

Pool, off-street parking and in the X flood zone in the heart of Old Town, Key West, this amazing home has it all! Rebuilt from the ground up in 2018, with recent upgrades completed including impact windows and doors, new tropical landscaping, fresh paint inside and out, brand new pool heater, pool pump, and new Split AC system, to name a few. This home is also a successful monthly vacation rental, with current reservations that convey with this home purchase. This amazing Three (3) Bedroom and Three (3) bathroom property is situated on a double lot with a main house and a detached guest house, making this a very rare sought after home in Old Town. All new AC split units with dehumidifiers make this home a perfect climate controlled property. A stunning kitchen that any professional chef would love to cook in, all high-end luxury brand appliances in this kitchen. Don't like to cook indoors? There is also a very well appointed outdoor bar with a built-in grill. Beautiful French doors open to any entertainer's dream pool, with a beautiful water feature. Open up all the doors and let your friends and family come over for a beautiful evening dinner or just enjoy a wonderful day by the pool. This historic home has it all. There is a driveway and parking spot for your vehicle (if you need one), this home's location is second to none. A quick stroll to all of the greatest Key West restaurants, beaches, museums, nightlife, galleries, and shopping. Close to everything but far enough away to enjoy a quiet morning or evening on the front porch, on the highly coveted Olivia Street. Call today for your private showing.

Don't miss your chance to own this exceptional Key West residence that effortlessly combinesLuxury, functionality, and a prime location.This exquisite 3 bedroom, 3-bathroom house is nestled on a fully fenced corner lot.This home boasts an expansive, open-concept living space with bone tile flooring throughout.The split bedrooms are cleverly separated by a massive living/dining area with cathedral ceilings.Enjoy seamless indoor/outdoor living with French doors leading from the master bedroom, guest bedroom, living, and dining areas to the enchanting exterior spaces. The U-shaped granite countertop kitchen with stainless steel appliances is perfect for culinary exploration and entertaining guests. The oversized primary suite is adorned with Hunter-Douglas remote blackout shades and features a stunning en suite bathroom that offers the perfect escape.The shared bathroom is uniquely designed with a telescope skylight. The third bathroom features a bath tub and is located within the laundry area. Step outside to a concrete wrap-around patio with a shaded outdoor dining area and cool off in the heated/chilled pool which includes a soothing water feature. The property is equipped with a whole house generator, remote hurricane shutters, and On Demand hot water. Additional conveniences include 3 exterior storages sheds, one housing a full-sized freezer, another with 2 small beverage refrigerators. Dedicated off-street parking provides space for 2 cars, with 3 separate entrances to this private property.

Come and take a look at this perfect Old Town Key West home with a heated, salt water in-ground pool. This three (3) bedroom and two and a half (2.5) bathroom property is located in the X Flood Zone on a beautiful street adjacent to the infamous Key West Cemetery. Just a short walk to all of Key West's best amenities, Duval Street restaurants, art galleries and shopping. Downstairs is an open concept floor plan, colorfully and tropically painted with a nicely sized guest room/office and half bathroom. A large kitchen opens up to a spacious and bright dining and living area. French doors open to a decked backyard with in-ground pool with waterfall, and outdoor shower. The second level has two bedrooms both with ensuite bathrooms with skylight windows in the ceilings. One bedroom has an amazing outdoor porch that overlooks the backyard pool area. A perfect spot to enjoy some sunshine or take in a morning sunrise or evening sunset.This home is current an active vacation rental, with great rental income.This home is a perfect little gem! Sit on your front porch and watch Key West go by in this quiet, but central location. Old style with white picket fencing but with modern updates just steps inside. Call today for your private showing!

Located in Midtown West, you are surely to be impressed with this charming house that offers the perfect blend of modern comfort and island living that make it an ideal choice for any buyer. When stepping inside the house, you will appreciate the thoughtful renovations and updates with meticulous attention to detail completed by the owners. The over 1200 square foot house boasts 2 bedrooms and 2 bathrooms with a lot of natural light, creating a warm and inviting atmosphere. The kitchen is a chef's delight, with ample counter space for culinary adventures and entertaining. The versatile office/den space can easily be customized to suit your lifestyle. Whether you work from home or desire a cozy reading nook, it is up to you! Outside of the house is a carport and off-street parking. The sizable back yard offers endless possibilities for outdoor enjoyment with room for a pool, lush landscaping, and a private patio area. Located near Higgs Beach, you'll have quick and easy access to sun, sand, and sea.Don't miss your chance to make this beautiful house your forever home. Contact us today to schedule a viewing and experience paradise living at its finest!

Old Town! Close to Duval, this condominium is centrally located in the heart of Old Town Key West. This condo offers two levels of living space. Elevated second level entry with living area, two bedrooms, full bath, and laundry. Third level offers beautiful wood throughout, full kitchen, additional living/dining space, room for 3rd bedroom or home office and a full bath. X flood zone. 2 assigned off street parking spaces!Great monthly vacation rental income. Licensed monthly rental.

TRANSIENT LICENCED Sunrise Suites Unit that can be rented daily. Rent all the time or choose when you want to visit Key West and make rental income the rest of the time! Unit is sold Turn key with all furniture, bedding, appliances and rental necessities. Brand new AC unit installed 4.27. Unit has a split floor plan and a lovely balcony. The community has a pool and is conveniently located close to the beach and the airport.

Discover the potential of this charming fixer-upper tucked away at 612 Petronia Street rear, nestled in the heart of Key West's historic Old Town. This cozy property offers an exceptional opportunity to create your dream oasis in an ideal location. This home can be transformed into a gem that reflects your unique style. The quaint neighborhood boasts a rich history and vibrant atmosphere, making it the perfect backdrop for your creative vision. Don't miss out on this chance to own a slice of Key West's coveted lifestyle and turn this fixer-upper into a true masterpiece.' CASH ONLY DUE TO THE CONDITION OF THE HOUSE.

Freshly painted beautiful 2 bedroom, 2 bath Salt Ponds unit. This condo is centrally located and biking distance of the picturesque Smathers beach. Step onto the balcony and immerse yourself in the breathtaking and serene views of the surrounding nature and salt ponds, creating a tranquil atmosphere right at your doorstep.Indulge in the luxurious amenities offered by this community, including a resort-style pool and hot tub, ideal for relaxation and rejuvenation. Stay active with the convenience of a tennis court, and rest easy knowing your vehicles and bicycles are protected with covered parking and bicycle storage.Convenience is key, as this property is ideally located near all your shopping needs and just a short distance from the Key West airport. Don't miss out on this incredible opportunity. Schedule a showing today and experience the allure of this remarkable home.There is a covered parking space included and second covered parking space available for purchase for those that might need space for a second vehicle or additional toys.