Located in Old Town Key West, and on one of the most sought after tranquil lanes, sits this perfectly updated home in the X zone. Upon entering, the foyer seamlessly flows into an open-concept living room and kitchen. You're welcomed by a breathtaking cathedral ceiling that enhances the sense of space, while large pocket doors draw your gaze to the outdoors. An expansive lanai extends the living space, featuring a dedicated dining area and alfresco kitchen. This home offers three spacious en suite bedrooms, each thoughtfully designed for comfort and privacy. The Sea Grass green kitchen features a glass backsplash, quartz countertops, and top of the line appliances including a Wolf Range. Th
Nestled in a quiet lane in Old Town Key West, this charming 2-bedroom, 2-bathroom, low maintenance single-family Conch house is the perfect blend of historic charm and modern convenience. Located just a short stroll from the Historic Seaport, Duval Street, restaurants, and vibrant art galleries, this home offers an amazing combination of location and lifestyle. Relax on the cozy front porch, the perfect spot to watch the world go by while sipping a cocktail or just enjoying a quiet moment. Renovated to perfection in 2006, the house underwent a meticulous transformation adhering to FEMA and the Historic Architectural Review Comm'n. standards. This renovation earned the Historic Florida Keys
Welcome to 809 Southard Street, an exquisite Conch cottage nestled in the heart of Key West's historic district. This charming 3-bedroom, 1.5-bath home embodies timeless island elegance and modern convenience. Step inside to find gleaming hardwood floors and a thoughtful split floor plan, offering privacy and comfort. The stunning cathedral ceiling and Dade County pine accent wall create a warm, inviting atmosphere. The kitchen is a chef's delight, featuring solid wood cabinetry, granite countertops, and a seamless blend of classic and contemporary design. The bathrooms are tastefully updated, and an outdoor shower adds a touch of tropical luxury. The home is crowned by a durable and stylis
This home has not been sold in over 100 years! The property sits on the corner of world famous Millionaire Row and one of the last not to be renovated. Do not buy someone else's overpriced flip. Bring your imagination, contractor and bring this home back to its original beauty. The lot is almost 5000 SF and runs from Fleming St. to Stickeny Lane, where there is ample off-street parking. The 1890 Sanborn maps show an additional house on the property, that may be able to be rebuilt with permission from the city (buyers to verify). The home has plenty of the original Dade County pine waiting for restoration. Also featuring historic windows and double balconies. Currently the home is a legal du
Welcome to 511 Frances St. offered at $3,395,000, this exquisite residence includes four bedrooms and three bathrooms with additional powder room in fourth bedroom adjacent to the outdoor shower. Located within the heart of Old Town, scoring a full 10 on the walkability scale, this single-story home offers a harmonious blend of layered and textured materials, complimented by sleek modern lines imbuing the home with a sense of subtle warmth and fluidity. Rear of the home is thoughtfully designed to maximize the use of the 5000 sq. ft. lot, with a sun-kissed patio overlooking the gorgeous pool and waterfall. A covered exterior dining area is the perfect spot to host your winter dinner gatheri
Close to the Historic Seaport, restaurants, art galleries, and more!. Recently renovated, this 2 bedroom, 1 bath condo has high impact windows and door, washer/ dryer, tankless hot water heater, new flooring, kitchen, mini splits, appliances, and is being sold furnished! Prime Old Town location, walk or bike to everything! This is easy island living- close to everything, and no need for a car.
Enjoy Key West living on one of our most picturesque Old Town lanes. Located in the heart of the historic district and near the seaport, everything you want in Key West is right out your door. Built in the early 1900s, over the years the home was converted into a legal 2-unit property with separate water & electric accounts, however easily returned to a single family residence. The current configuration is upstairs (large 1 BR & 1 BA with a sleeping loft) and downstairs (2 BR & 1.5 BA) units, with an exterior staircase. Both units have a front & rear porch, balcony, or deck. For your parking convenience, an off-street spot is in front of the property. Lease informati
Investment opportunity! Weekly rentals are allowed! Nestled within the highly sought-after Truman Annex in Old Town Key West, 202 Admirals Lane exudes coastal charm and luxury living at its finest. Boasting 5 bedrooms and 4 full bathrooms, this meticulously maintained residence showcases beautifully renovated bathrooms and a private pool oasis, offering an idyllic retreat for residents and vacationers alike. Situated nearby the iconic Duval Street and the tranquil expanse of Fort Zachary Taylor State Park, this home epitomizes the quintessential Key West lifestyle. Upon entering, you're greeted by an inviting main living area, adorned with French doors that effortlessly blur the lines betwe
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, you'll 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
This ground floor unit in the beautiful and gated Truman annex has been an extremely successful vacation rental for the past 11 years. It comes as no surprise that it has gained rave reviews and repeat guests over the years who delight in the ideal location, functionality, beautiful grounds , amazing pool and privacy!
Owner is a licensed real estate agent and listing agent. This charming townhome has it all! Located in the heart of Key West's prestigious Truman Annex, this home offers a perfect blend of luxury, comfort and privacy along with easy access to all that Old Town has to offer. The first floor features a well-appointed kitchen, with eat-in bar. The space has been designed to take advantage of all storage areas and offers a conveniently located half bath. As you step further into the open concept first floor, you will find a light filled living area with a view to your lush private backyard. Through the two sets of French doors is a beautifully landscaped private backyard with a large deck for
Nautical charm meets modern comfort at this meticulously designed villa located in Truman Annex, Key West's most exclusive gated community. 413 Porter Lane maximizes every square foot, showcasing clever built-ins and ample storage. The first floor features a spacious living room, elegant dining area, and the efficient kitchen. Step through the back French doors onto the secluded deck, perfect for sunbathing on chaises or dining al fresco. Climb the stairs to the second floor where two generous bedrooms and two full bathrooms await. The primary suite features double closets and an en-suite bathroom with a walk-in shower. The second bedroom also offers double closets and easy access to a full
Discover the epitome of island living in this exquisite single family detached, two bedroom, two and a half bath home nestled within the coveted Sanctuary gated community of the Key West Golf Club. Just a short 15-minute drive from the vibrant heart of Old Town Key West, offering the perfect blend of tranquility and convenience. As you approach the home you are greeted by double decker porches, and classic Key West architecture. Step inside and you will find a light filled open concept living and dining space, a spacious chef's kitchen featuring quartz countertops, substantial storage, and stainless-steel appliances. As a bonus there is a half bath on the first floor. French doors off the l
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 constructi
Your slice of paradise awaits in the exclusive Butterfly Garden enclave of the KW Golf Club! Nestled in a lushly landscaped oasis, this charming 2-bedroom/1.5-bath townhome offers the perfect blend of tropical tranquility/resort-style living. Step inside to find an inviting open floor plan w/ abundance of natural light. The spacious living area flows seamlessly upon entering a fully renovated, modern kitchen, expansive granite countertops/pendant lighting above, newer upgraded stainless appliances; open design kitchen layout w/ refrigerator located @ base of the steps provides ideal space utilization. Plantation shutters throughout add elegance; lovely Bamboo floors grace the lower level/s
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 West's 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 pr
MOTIVATED SELLERS' A must see this desirable beautiful bright condo located in the heart of historic Old Town area. This charming 1 bedroom 1 bath home offers high ceilings, with open spacious floor plan. The perfect spot within walking distance of great restaurants and a few blocks to the Historic Seaport and the famous Duval Street.
Calling boat owners! For sale is a 40' wet slip at the beautiful Oceans Edge Resort & Marina. Direct deep water access to the Atlantic Ocean, no bridges, this can make a perfect Key West getaway, a place to keep your boat, or perhaps a permanent home on your boat. This slip can also be rented nightly, weekly, monthly or used for a charter boat captain's business. Owners have full access to the resort facilities which include 6 pools, a fitness center, bath house, laundry facility, dog park, pump outs, fuel dock, and much more! A full service restaurant & bar are onsite. This is deeded real estate. Property tax, condo fees, utilities are billed separately. Marina life may be exac
Welcome to luxury waterfront living at Sunset Marina Residence! This unique corner unit offers breathtaking open water and sunset views. Nestled in a premium gated community, enjoy the spaciousness of the largest 2-bed, 2-bath model, spanning 1,558 sq ft of elegantly designed space. The glass-fronted living area floods the home with natural light, complemented by 9' ceilings and an open concept split floor plan. The master suite features private access to a lanai and side balcony, a spa-like bath with a jetted tub, shower, double vanity, and a large walk-in closet. The guest bedroom boasts an ensuite bathroom with plenty of closet space. Additional conveniences include a laundry closet, ass
Highly desirable 60' live-aboard wet slip ready for your Key West lifestyle! Located in Oceanside Marina, includes parking, dock box, electric/water hookup, newer docks, on-site restaurant, pump out service, amenities of a fitness center, laundry/bath facilities, 6 pools, laundromat, fuel dock, dog park, and hourly shuttle to Duval Street. You own the bay bottom, and can either live in the slip or rent it out when you're not here, with some restrictions. 8' control depth and 20.70' width, it's quick-access direct to the open ocean and world class fishing or head out for back-country island excursions along beaches, sandbars, and hidden coves. This is your dream, call now to make it come tru
Welcome to The Chavez House, a beautiful 3-bedroom, 2 bath Allen Law transient rental home proudly listed on the National Register of Historic Places. With a solid rental history, this property is a fantastic investment opportunity in the heart of the historic seaport neighborhood. Upon entering, you're greeted by a bright and inviting family room bathed in natural light—an ideal space for intimate conversations and gatherings. The main floor features a spacious primary en-suite bedroom with king-size accommodations, accentuated by Dade County pine walls and a thoughtfully designed bath with dual sinks, a tub/shower combination, and a separate pedestal sink room. The inviting dining a
Spectacular open water Key Haven residence with stunning panoramic views of the turquoise Gulf waters located just minutes from Key West. Spanning a large spacious 15,000 sq ft. corner lot where the two wide canals meet, with over 200 linear ft. of concrete seawall, accommodating multiple boats and sea faring toys. Private boat ramp, boat lift, and excellent easy access for all your boating needs. Features 4BD/3.5BA CBS two story home, with stunning vistas of the Gulf from every room. Newly remodeled kitchen features a unique three paneled window opening to pool and ocean allowing the gorgeous Gulf Breezes to flow through the house. All new cabinets and stainless steel appliances, newly til
This elevated above flood 4/3 Key Haven home is renovated throughout and move in ready. There are soaring 10' ceilings on both floors with large dual master suites upstairs, one with freestanding tub. The home is built of solid concrete, has a metal roof and two central AC's. Recently painted and on one of the most desirable streets in Key Haven. There is plenty of off street parking, and even room for an RV! The yard is fully irrigated and there is enough dock space for 2 boats of approximately 30 feet each. Easy to add a boat lift (quote for a15k pound boat lift for $26,000). Listing price is below current appraised value. Showings only with pre-qualification or proof of funds. Listing ag
Welcome to this character-filled, 3 bedroom, 2.5 bathroom home, built in 1918, which is situated in a much sought-after neighborhood found within the X-zone. As you enter the home, the charming foyer features rich wood floors, crisp white walls, and a convenient half bath. A staircase leads to a bright and spacious bedroom/sitting area, ideal for hosting guests. While the main floor corridor guides you to what the rest of the Old Town home has to showcase. A guest bedroom offers a versatile space, easily accommodating twin beds or a king, his-and-hers closets, and a private en suite bathroom with a relaxing tub. The living room is bathed in abundant natural light, thanks to french doors tha
Welcome to 247 Golf Club Dr. , a stunning oasis located in the gated enclave of The Sanctuary within the Key West Golf Club. This freestanding, meticulously maintained residence rests on a generous lot offering panoramic views of the golf course's pristine fairways & a tranquil lake. Upon entering, you're greeted by rich hardwood flooring that flows seamlessly throughout, enhancing this residence's open-concept design. The living room is perfectly positioned to capture the serene beauty of the golf course, creating a harmonious blend of indoor-outdoor living with large French doors opening to a fully screened back porch. The main level features a versatile room that can easily functio
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
Step into Key West history with this remarkable property, available for the first time in generations! Located just a block from world-famous Duval Street and across from the Federal Courthouse, this property at 314 Simonton Street offers a unique blend of historic charm and modern potential. Originally a hotel with a Ford dealership on the ground floor, this three-level building is steeped in heritage. Even the legendary Ernest Hemingway chose it as his base, staying here for a month while awaiting delivery of his car in 1928. Currently set up and legally recognized as 8 units, an atrium, garage, and a pool, this property provides an unmatched opportunity for someone who loves trophy prope
MOTIVATED SELLERS Turn-key home with a history of rentals. Beautifully maintained, fully furnished Golf Club home overlooking the 17th hole in the Sanctuary. This lot is one of the largest in the development and is approved by the HOA to build your dream pool! Upgrades include new flooring upstairs, a new cooktop stove, a new kitchen sink, new light fixtures, and freshly painted exterior within the past 3 years. The home features a private carport for two vehicles and a detached storage shed. It is currently being used as a vacation rental and will be sold fully equipped to continue rentals. The Key West Golf Club community features two gorgeous pools surrounded by lush tropical landscaping
This 4 Bedroom 2-bathroom doublewide sits on a corner fenced lot with ample parking. This home has a roof that is only a few years old as well as newer central A/C. Currently it is being used as a rental with good monthly income. And you own the land
This 1970 single-wide trailer, situated on a spacious, fenced dry lot, offers incredible potential for future development or investment. Currently rented on a month-to-month basis, the property provides immediate income while you plan your next move. The lot is a perfect size for building your dream home or a vacation getaway. Enjoy the unique bonus of mature fruit trees—lemons, oranges, bananas, and guava—right on your property. Ideally located just a short bike ride from Key West and nearby beaches, marinas, bars, and restaurants, this location offers the perfect balance of convenience and charm. Whether you're looking for a future development opportunity or a prime piece of r
Happiness is having the space to enjoy your possessions, rain or shine! Here's an incredible chance to secure a solid and safe haven for your cherished possessions. Why leave your prized possessions behind when you migrate to Key West for the winter? This impeccably crafted structure is engineered to withstand winds of 180 mph and X flood levels. Featuring two expansive 12x14 overhead doors, it also boasts an inviting man cave with a full bath, along with a high quality 2-bedroom, 2-bathroom apartment on the second floor. If you've already acquired everything you desire, this building could be the missing puzzle piece to keep your possessions conveniently close at hand. Countless delightful
This 2-bedroom one bath manufacture home, is located in Harbour Shores a well run condominium association park with very reasonable fees of $200 a month. This home sits on one of the bigger lots with provides off street parking with its own private driveway. The park also offers boat docking at very good rates for owners with easy ocean access. The home has a newer roof and central air conditioner.
This Old Town Villas luxury townhome is within a gated community, built in 2017 and located in the heart of Old Town. A private elevator takes you to each of the 4 floors from the 2+ car garage to the rooftop terrace. Enjoy 3 private bedrooms, 3.5 baths and a 41x14 (574 sq. ft. ) garage on the ground level. Just under 2,600 SF of solid concrete construction, a large shared pool & cabana area, high end appliances, quality decor and sold turn key.
Rent this versatile boat slip at Ocean's Edge Marina on a daily, monthly, or long-term basis. Suitable for boats up to 50 feet, this wet slip on the North pier offers direct deep water access with a 6-foot control depth. Enjoy the convenience of an adjacent fuel station and access to the pool, making it an attractive option for all boating enthusiasts seeking diverse rental choices.
Prestigious boat slip for rent at Ocean's Edge Marina, suitable for boats up to 50FT located on the North pier with ample water access boasting a 6ft control depth. Features include a nearby fuel station and access to the hotel pool for tenants. Ideal for water enthusiasts seeking a premium marina experience. Daily, monthly or long term rentals available. Air bnb's or houseboats are not allowed.
3 bedroom 2 bathroom CBS Home. Lovingly maintained by the same family since 1972, this turn-key property is ready for its next chapter! Nestled in a desirable neighborhood, this home offers the perfect balance of comfort, potential, and convenience. Step inside to find a freshly updated space, complete with a new metal roof and mini-split ACs for energy-efficient cooling. The home features three spacious bedrooms, two bathrooms, and plenty of outdoor space with both a side yard and a back yard, perfect for entertaining or personal enjoyment. Storage shed and a laundry room. Off-street parking adds ease to daily living, a rare find in this area! Lots of room to grow. This property is ideal f
Exquisite Key West Retreat in Truman Annex! Experience the best of Key West with this luxurious retreat in the exclusive gated community of Truman Annex. This Caribbean and British Colonial-inspired home blends sophistication and comfort, making it ideal as an upscale vacation home or investment with rental potential. The transient license allows weekly rentals. The residence spans three levels with 4 bedrooms, 3.5 baths, and high-end features, offering an oasis of elegance in the heart of Key West Step inside and be in awe with the light-filled open floor plan where tall ceilings and plantation shutters highlight the living, dining and updated kitchen with quartz countertops, a breakfast b
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 ov
Historic Luxury Meets Modern Elegance in Old Town Key West! Step into a piece of Key West history with this remarkable home built in 1869 by Robert Watson, now completely reimagined as a luxury retreat while preserving its historic charm. Located on iconic lower Simonton Street, X Flood, this 6,608 sq ft sanctuary boasts 3,342 sq ft of living space with 5 en-suite bedrooms, including two primary suites, each with its own unique luxuries. The 1st-floor suite offers a jetted shower with chromotherapy lighting, while the 2nd-floor suite includes a private porch and soaking tub. This estate blends old-world craftsmanship with modern amenities, featuring a gourmet chef's kitchen with Viking, Kit
Welcome Home! Turnkey, Recently Remodeled and Ready to move in! This three (3) bedroom and two (2) bathroom property has been fully upgraded throughout. Including a brand new central A/C system, all new plumbing and updated electric system! The brand new kitchen is filled with natural light and welcomes you into the heart of the home, with new stainless steel appliances, a Farmhouse Sink, granite countertops and a walk-in pantry. Just beyond the kitchen island is a dining area and large sliding glass doors leading to the spacious backyard which comes complete with a brand new in-ground pool, with a new heater/chiller, outdoor backyard living and dining space, and a private outdoor shower. T
Based on information submitted to the MLS GRID as of Fri Dec 13 2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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