This Historic Florida Keys Foundation Ceramic Star Preservation Award winning classic conch house was built in 1906, and has been historically recreated from the ground up. This is essentially a brand-new home. The property boasts off-street parking and a heated dip pool. It is being offered as fully furnished and turnkey. Located in the X-Zone on one of Old Town's most quintessential streets, the spacious porches provide ample room to relax. Classic painted tiles greet you on the porch as you enter the home to find reclaimed heart pine flooring throughout. The open floor plan with a line of sight from the living room to the pool deck creates a space that is equally ideal for both relaxing
Immerse yourself and come home to prestigious Sunset Key and enjoy all the ambiance and attractions of Key West, just minutes away, while preserving maximum peacefulness and privacy on a beautiful, private island, just offshore from Old Town Key West. Complete with four bedrooms and four bathrooms, this oceanfront residence features a large . 19 acre waterfront lot with sixty-three feet of shoreline, expansive ocean and Key West Harbor views, heated pool, spacious, vaulted living area, upper-level master suite plus one additional upper-level en suite bedroom, two main-level bedrooms and baths, natural stone flooring inside and out, golf cart parking and separate garage, electric roll-down h
Exceptional 360' PRIVACY SW facing S of Truman X-zone. LOW INSURANCES. A+ LOCATION! Duval grocery shops beaches QUIET away from tourism & traffic. Wonderful neighbors. Gated covered tiled car port/outdoor dining patio w EV charger. Quintessential Key West charm, high ceilings dade pine original claw foot tub! . Lush garden courtyard Pond & water fountain + upper patio. Renos 2000- 2015. Generous rooms well separated abundant natural light. Attention to detail: Crown moldings & chandeliers. Kitchen Viking pro appliances Formal dining. 2 master bedrooms each with en suites. Finished storage space. Well maintained home exuding the passion and love that the owners have p
Congratulations, you just discovered one the best priced historic homes in Old Town Key West located in the coveted X-Flood Zone!! You will be within walking and biking distance to all the amenities including the neighborhood grocery store and deli, shops, art galleries, cafes, fitness studios, bocce, tennis and pickleball courts, beaches, the Historic Seaport and the world famous Duval Street. This two-story home boasts high ceilings and Dade County Pine walls and floors and offers two bedrooms along with a large bonus loft which can be used as a third bedroom or office/studio and features two porches in the front and one in the upper rear along with a 450 SF private deck in the large back
Escape the noise of the city and enjoy the simple pleasures of life in this 4-bedroom, 3-bath home. Nestled on Solares Hill in the X Zone and tucked away on a charming lane, this property offers a unique living experience. Step into a home that exudes rustic charm with timeless, rich wood flooring and vaulted beamed ceilings. The sitting area is enhanced by a built-in hutch, perfect for displaying cherished china or storing essentials. The kitchen features sleek Corian countertops, a propane stove, and additional Whirlpool appliances. French doors create an open and airy atmosphere connecting the living and dining areas to a cocktail pool and outdoor sitting space on new wood decking. This
Welcome to your new Key West home! Move in ready and located in desirable midtown! This spacious 1,412 sq. ft. 3 bedroom, 2 full bathroom single family home is CBS constructed and fenced in on a 5000 sq. ft. corner lot. With plenty of on-street parking, this home also features off-street parking and a coveted attached car garage with abundant storage under same roof line (1694 gross sq. ft. ). This home features a spacious chef lovers kitchen with granite counters, stainless steel appliances, and lots of cabinet space. Other notable features include, a brand new Central A/C system, new metal roof, new neutral colored wood look tile flooring throughout, newly constructed impact resistant win
Welcome to 846 Olivia St, this over 1800 sqft three bedroom three full bathroom c property with off street parking is a hidden gem nestled in the heart of Old Town Key West. With its prime location, this home offers the perfect blend of tranquility and convenience. Surrounded by luxurious palms and a large Mango tree, this Historic home has new 2023 Hurricane resistant Windows, 2022 detailed exterior and 2021 roofing system. This 3 bedroom, 3 bath home boasts 1,817 square feet of living space and off street parking. In addition to a spacious living room with high ceilings, the first floor also offers a primary bedroom with ensuite bathroom and a second full bathroom. The second floor featur
Price reduced! Nestled in the heart of Old Town Key West, this historic gem boasts an impeccable blend of classic architecture and modern amenities. With a rich history dating back to the late1800's, this captivating residence offers the perfect opportunity to own a piece of Key West's storied past. Listed on the National Register of Historic Places and awarded the Gold Star for Historic Preservations, 516 Elizabeth St. is the perfect example of a Classical Revival Eyebrow House - a style unique to Key West. The roof overhangs over the second floor windows onto classic porch columns giving the suggested appearance of 'eyebrows' providing protection from rain and sun allowing the inside to h
$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 pro
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. T
A 50' Oceanside Marina wet slip on the north pier for rent, located on Stock Island at Ocean's Edge Key West Hotel & Marina. Enjoy direct deep-water access to the Atlantic Ocean. Fuel Dock on site. World class restaurant as well. Long term rental preferred. 6+ months
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 c
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
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 in 1902. 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
TRANSIENT, TRANSIENT, TRANSIENT! Attention Island Investors looking to buy a nightly vacation rental condo in Key West. Here is your chance to own one of the best income producing properties on the island with a transient license in a popular Sunrise Suites Resort allowing for nightly rentals. Investors can take advantage of more than a decade long rental history and take over all future bookings, guaranteeing strong and steady rental income. This unique island destination has a lot to offer to all the owners and guests. You can relax by the lagoon-shaped pool surrounded by lush tropical foliage overlooking the salt ponds preserve, grill your fresh catch downstairs using the community BBQ g
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 i
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 Fren
Best location!! Located at pier end for EASY in and out. This Key West boat slip at Sunset Marina will accommodate a 45' max LOA vessel. Includes configurable Jet Dock. This is a floating concrete slip (Bellingham Marine) and offers direct access to Gulf and easy access to Atlantic. Excellent location located adjacent to T-Head at pier end. Enjoy safe harbor here on leeward side of island in gated community offering parking, heated waterfront pool, spa and clubhouse and new waterfront boardwalk. 6' draft, no bridges. Individual water/electric meters. This is a deeded, real property dockominium boat slip. Convenience store and fuel dock across channel just feet away. Walk to Key West Golf C
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 loun
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 acce
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 de
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 a
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 speci
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
Don't miss your chance to own this exceptional Key West residence that effortlessly combines Luxury, 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 entertaini
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. Original
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!
Nestled within the coveted Casa Marina neighborhood, this exceptional property offers a unique opportunity to own a piece of history. Ernest Hemingway the iconic literary figure once called this house his Winter retreat during 1928 -1929, where he penned the timeless classic, 'A FAREWELL TO ARMS. '' This sprawling property spans an impressive 8100 square feet, occupying a prominent corner lot, making it a rare find. Constructed with Savannah brick over a wood frame, this residence exudes classic charm. Tall ceilings and a welcoming fireplace create an inviting atmosphere. Sliding glass doors seamless connect the interior to the outdoor patio, allowing for a harmonious blend of indoor and
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 tw
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 ½ 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 m
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.
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 sh
Historic home in the heart of Old Town Key West. Which is very deceiving from the outside. This legal DUPLEX is perfect whether an investor wanting two rental properties, a family needing a lot of space, or someone who wants their own paradise while enjoying income from a separate legal apartment, this is the place for you. Built in the early 1900s, this house has gone through several renovations. The downstairs unit is completely furnished and turnkey which consists of 3 bedrooms 3 Bathroom with the main house having 2 bedrooms, 2 full baths, and a living room/kitchen with a vaulted ceiling. Past the heated, saltwater pool in the backyard, you will find a cozy cottage with 1 bedroom, 1 f
At the best location in the heart of old town you will find this great duplex on Julia street in between Duval street and Whitehead street, 86 FOOTSTEPS TO DUVAL STREET. The back is a two bedroom two bathroom with a nice back yard. And in the front is a recently renovated one bedroom with two bathrooms with high ceilings and a great loft. It has an outdoor shower. A new A/C was installed 01/24. When you are sitting on your front porch it's hard to believe that you are in between the two busiest streets as Julia street is a really quiet and cute street! Don't miss out on this great opportunity!
Discover the ultimate family compound in the heart of Old Town Key West, just steps away from the legendary Hemingway House. With two distinct addresses—407 and 415 Olivia—and situated in the X Zone, this property offers a unique blend of historic charm and modern luxury, making it a versatile oasis for families. The main house, a mid century modern gem, underwent a comprehensive renovation just 5 years ago, ensuring peace of mind for years to come. The grand entrance foyer sets the stage for what lies ahead and the expansive living, dining, and media area is an entertainer's paradise. Enjoy cozy evenings by the working fireplace or catch the latest movie on the impressive 76-in
Investment opportunity in the heart of Old Town Key West, Florida—a strategically positioned Multi-Family Property. Comprising two buildings hosting five legal units, it presents a unique proposition for savvy investors. Building 1, CBS features a spacious 3BR/1BA unit strategically situated for optimal visibility along Truman Ave. Building 2 consists of four well-designed units: Unit A: 1BR/1BA Unit B: 1BR/1BA Unit C: 3BR/1BA Unit D: Studio with a bath on the second level. This investment opportunity aligns with the goals of both property investors and those seeking employee housing solutions. Invest confidently in this strategically positioned and income-generating Multi-Family Prop
Attention developers! Three, 5,200 square foot lots available for development in Key West, two vacant and one with a home that could be renovated or redeveloped. The lots have never been developed and qualify for a B-Pass ROGO unit. Develop 2-units and keep one for yourself, develop all three and take advantage of the lucrative Key West housing market, or if you are looking for a residence with plenty of rare space on the island this opportunity is for you!
Be on the water & still in Key West with a house that's over 2,200 interior sq ft & priced below $915 per sq ft! Keep your boat behind your house & stop paying storage fees! Larger, CBS, two story, single family being offered for sale for first time in 40 years. No traffic hassles at 'the triangle' when trying to drive into KW because you are already in KW! Interior of over 2,200 sq ft with 5 bedrooms & 2 full baths, plus one 1/2 bath. Second floor boasts primary bedroom plus additional bedroom (could be used as extravagant closet or 2nd den or office) both with sliding glass doors leading out to balcony (42 ft long) overlooking pool, back yard & canal. Upper l