High Income-Producing Transient Licensed Gem in the Heart of Old Town Key West! Rare opportunity to own a highly sought-after transient licensed vacation rental in one of Key West's most desirable Old Town locations. This charming 2-bedroom, 2-bath home also features a versatile bonus room, offering additional space for guests, a home office, or a creative retreat. Thoughtfully updated from top to bottom, the property boasts a new roof, A/C system, appliances, water heater, furniture, decking, pool and much more--providing a truly turnkey investment. A proven performer, this popular vacation rental enjoys strong occupancy, excellent reviews, and consistent income potential. ''Potter's Cottage'' a true Key West conch house, showcases artistic character and unique touches of the former owner who was a well known Key West potter, creating an authentic Key West experience that guests love. Outside, enjoy a beautifully refreshed salt water pool area, a covered lanai, an outdoor shower, new Trex decking, and inviting outdoor living spaces designed for relaxation and entertaining. The quaint front porch offers the perfect spot to unwind and soak in the vibrant neighborhood atmosphere. Ideally situated in the heart of Old Town, you're just steps from Duval Street, world-class dining, shopping, galleries, entertainment, and historic attractions. Leave the car behind--everything Key West has to offer is within easy walking or biking distance. Whether you're seeking a profitable investment, a personal island getaway, or the best of both worlds, this exceptional property delivers. A buyer can step into existing bookings and reputation on day one, proven 5.0 rating, 100 plus reviews and strong repeat bookings. Schedule your private showing today and discover this outstanding Key West opportunity.
3BD/2BA C.B.S. home just 5 minutes from Key West. The practical open-concept layout creates a comfortable living space, while off-street parking, a carport, and updated bathrooms add value. Offering solid bones and ready for your personal touch, this home presents a great opportunity to make it your own. Close to dining, shopping, boating, and a neighborhood park within walking distance.
Prime redevelopment opportunity just minutes from Key West! This 1959 single-wide mobile home sits on a desirable lot and is ready for its next chapter. The property is vacant and offered as-is, with no repairs or improvements to be made by the seller. There are no HOA or association fees, adding flexibility for future use or redevelopment. Due to the age of the structure, this is a cash-only purchase. Proof of funds is required prior to scheduling a showing.
Welcome home! Charming Old Town Key West Cottage with Off-Street Parking. Situated on a desirable corner lot in Old Town, this 2-bedroom, 1-bath conch cottage offers the quintessential Key West lifestyle. Inside, natural light highlights the home's historic Dade County pine walls and original wood floors, blending timeless character with modern comfort. The updated kitchen and dining area create an inviting space for entertaining, flowing seamlessly into the living room and extending to a private outdoor retreat. Located in the desirable X flood zone, this property combines historic charm, modern updates, and an exceptional location--everything you need to experience the best of Key West living.
First time offered in more than 25 years, this beloved Old Town address presents a rare opportunity to own a complete compound on one of Key West's most private and premier streets. Located in the desirable X flood zone, the property features three bedrooms, three baths, and off-street parking for two vehicles. Rich in character and timeless Key West architecture, the home showcases beautifully white-painted, Dade County pine floors and walls, crown molding, and an open-concept living space. Dramatic cathedral ceilings in the living and dining areas create an airy, expansive atmosphere filled with natural light. The main residence offers excellent storage with multiple closets, two spacious bedrooms each with a private en-suite bath, a dedicated library/office, and a separate utility room. True to classic indoor-outdoor island living, French doors open from nearly every room, leading to a private oasis designed for entertaining. The backyard features a private 26' x 11' heated pool accented by dual waterfalls, a gas fire pit, an outdoor shower, and an expansive patio surrounded by lush landscaping. Enjoy the large, comfortable covered porch, perfect for enjoying coffee and the morning paper or an afternoon nap. Guests will be delighted to stay in the detached cottage with ample closet space and a beautifully appointed bath finished with floor-to-ceiling glass tile. Thoughtfully designed, the bath offers dual access--one entrance from the bedroom and another directly from the patio--making it an ideal pool bath. Adding to the property's charm is a lighted turf area with an added surprise, perfect for large parties and room for the kids or pets to play. Relax on the front porch, currently separated from the back porch by a privacy wall. With a small extension, the home's original wraparound design can be fully restored. This extraordinary opportunity to own a classic period home in the heart of Old Town is not to be missed. Call today to schedule your private showing.
This large home on an extra large 6300 sf corner lot is an excellent opportunity for a renovation project. The main home is just under 1600 sf and consists of 4 bedrooms and 2 bathrooms and there is also a good sized detached structure of almost 200 sf that could be turned in to, among other ideas, an extra bedroom, artist's studio or pool cabana. The home had the roof replaced in 2014 and has storm shutters. There are terrazzo floors. The extra large lot has sour orange, Spanish lime and banana trees, off street parking and plenty of room for a pool.
Freshly relaunched and ready for its next chapter, this beautifully maintained 2-bedroom, 1-bath condo in Shipyard offers the Key West lifestyle everyone is looking for: easy living, a sought-after location, and true indoor-outdoor charm. Set on the second floor, the condo features two private balconies, one in front and one in back, perfect for enjoying tropical breezes, morning coffee, or a quiet moment after a day downtown. Inside, the open living area flows comfortably into a modern kitchen, creating an inviting space for relaxing or entertaining. A uniquely spacious bathroom, rarely found in Shipyard condos, adds extra comfort and practicality. Offered fully furnished, this home is move-in ready and well positioned for personal use or rental income. The lushly landscaped Shipyard community offers a pool, winding paths, and a peaceful setting just moments from Fort Zachary Taylor State Park, the waterfront, Truman Annex, and the restaurants, galleries, and energy of Duval Street. Whether you are looking for a Key West getaway, full-time island home, or investment property, this condo delivers location, lifestyle, and ease in one of Old Town's most desirable communities.
Best wet slip deal in Key West for up to 35' x 15' boat. Gated secure marina community with Bellingham floating docks, plenty of parking, a clubhouse and pool. This slip keeps your boat out of the water and includes a $40,000 HARBOR HOIST BOAT LIFT. Immediately across marina is fuel dock and ship's store. Drive in and park your car, start up your boat and immediately enjoy ingress / egress to the Gulf of Mexico and the Atlantic Ocean. Liveaboard limited to 2 nights per week / max 7 nights per month.
Experience the best of both worlds at this stunning residence on the exclusive 27-acre island of Sunset Key. Located approximately 500 yards offshore, you'll enjoy complete privacy while just a 5-minute private ferry ride from world-class dining, shopping, galleries, and nightlife. Featuring 3 beds, 3 baths, and a private pool, this waterfront home is designed to embrace water views from virtually every room. A grand entry welcomes you inside, where soaring ceilings, abundant natural light through impact windows and doors, and elegant coastal finishes immediately set the tone. The main level is thoughtfully designed for both everyday living and entertaining, featuring an open-concept Great Room, a Chef's Kitchen with premium appliances, and a spacious guest bedroom and full bath. Upstairs, a split-bedroom layout provides privacy and comfort with two luxurious suites, each offering a private balcony to enjoy the island breezes and harbor views. Step outside to your own tropical oasis, where a resort-style pool and patio create the perfect setting for relaxation. Spend your days watching boats glide through the harbor and your evenings enjoying sounds of live music drift across the water from Mallory Square. As a resident of Sunset Key, you'll enjoy access to an unmatched collection of amenities, including private sandy beaches, tennis courts, fitness center, spa, full-service concierge, 24-hour ferry, the renowned Latitudes restaurant, and beautifully maintained tropical grounds. Owners also enjoy the convenience of optional mainland parking as well as access to the private lounge while you wait for the ferry. Offering a rare combination of luxury, exclusivity, and convenience, this island retreat captures the very essence of the Key West lifestyle.
1627 Johnson St. -- A Legacy of Design, A Life Fully Lived. Some homes reveal themselves slowly -- and this is one of them. Designed by the late Michael Ingram, one of Key West's most celebrated architects, this was his final project and, for three years, his own home. He built it the way he lived -- with intention, precision, and an uncompromising commitment to quality that no passing glance from the street could convey. Step through the gate and the story becomes immediately clear. Completed in 2019 on an oversized 7,200-square-foot corner lot, the residence is enclosed by solid concrete walls that create a world entirely apart -- private, lush, and serene. Soaring vaulted ceilings, white oak floors, and six skylights flood the open living spaces with natural light. Impact-rated windows and doors, automatic electric blinds throughout, and a built-in generator ensure effortless comfort in every season. The kitchen features a gas stove, custom cabinetry, and a butler's pantry. The primary suite is finished in deep charcoal tones with an oversized shower. The current owner layered Ingram's architecture with a fearless, joyful personality entirely their own -- designer wallpaper in sweeping hues of hot pink crowns the guest room ceiling, setting the tone for interiors that are bold, tropical, and entirely alive. Offered fully furnished and move-in ready. Outside, the resort-style experience unfolds across an elevated pool with an infinity-edge waterfall, in-pool lounge chairs, and a bespoke weatherproof TV enclosure -- custom-designed to open automatically so you never have to leave the water. The surrounding IPE hardwood deck, prized for its density and natural resistance to the elements, frames it all beautifully. Mature palms, lush tropical plantings, a covered two-car carport, and a detached one-bedroom guest house -- ideal for visitors, rental income, or a private office -- complete a property that simply cannot be appreciated from the street.
Stunning 3 bed, 3 bath town home overlooking the pool with Transient License. You read that correctly, Short Term Rentals are allowed! This end unit is the biggest floor plan built in Coral Hammock. #42 has many upgrades not seen in the others within the gated community. Boasts totally renovated kitchen w/ NEW granite counter tops, cabinets (w/ soft close drawer / cabinet doors), farmhouse sink & stainless appliances (even a wine cooler). Two of the 3 bathrooms are totally renovated as well (vanities, fixtures, tile in the showers, flooring, commodes). Located poolside so less Hwy noise /grim than some others, plus better parking than some others. The upper level features a covered balcony spanning the entire width of the townhome (not all of them have this up grade). Impeccably maintained with more recent work including Azek decking on exterior steps-porches-balconies, all 4 sets of french doors on the poolside replaced with impacted rated metal ones, entire exterior painted, tented (w/ warranty) & replaced Central AC! Upper level boasts 2 bedrooms, 2 ensuite baths & ample closet space. Primary bath (upstairs) again was totally renovated, even has new tub! 2nd bathroom (upstairs) has shower/tub combo & new vanity. Lower level has 1 bedroom, 1 bath, kitchen, dining area / den & closets. Front door (on lower level) protected by covered porch as well. Gated community boasts pool, club house w/work out room & Short Term (transient) Rentals! Close to the lower Keys only golf course (KW Golf Club), hospital, several marinas, airport, beaches, bars & restaurants. Just a short ride into Old Town KW w/ world famous Duval St.. Not here all the time, no problem - Lock it & Leave. HOA (not a condo) takes care of pool & grounds. Gated community so you must have code to enter gate. These sellers have not done rentals, so there is NO rental history to share, but it's evident by the condition this one has been owner use only. Buyers must pay $880 to HOA at closing
Discover the ease of Keys living in this recently updated 2 bedroom 1 bath manufactured home. Located on a 50' wide canal with boating access to both the Atlantic and Gulf. Gated off street parking. Neighborhood is 15 minutes away from Key West and features a community park with tennis and pickleball courts!
If you are looking for a renovation property or clean slate to design your own Key West cottage, 210 Angela is it. This single-story Conch-style home offers 760 sq. ft. of interior living space- currently configured with a 2-bedroom, 1-bathroom floor plan on a 1,998 sq. ft. lot. Positioned entirely within the highly desirable X Flood Zone, this property represents a true blank canvas for an investor, flipper, or permanent resident looking to build equity from the ground up.The property features a fenced yard area ready to be reimagined into a private island oasis. Don't miss this rare opportunity to create a custom Key West retreat at an attainable price point. Showings are limited and require advance notice- long-term tenant in place until 9/30/26. Property is being sold as-is.
Nestled inside the intimate, gated Coral Hammock community of just 55 properties, this 3 bed, 3 bathroom home is a perfect option for full-time single-family living or the ease of a lock-and-leave lifestyle with it's transient license making it a great income-producing rental property. Built in 2004 and meticulously maintained, this is the rare Stock Island find that checks every box. Step outside and you're steps from the community's lushly landscaped pool, Two private balconies invite you to slow down, catch the breeze, and remember why you fell in love with the Keys in the first place. Whether you're sipping morning coffee or watching the sunset, there's plenty of outdoor living here to enjoy. Inside, the layout is open and functional with a fully equipped kitchen, spacious living areas, and 2.5 bathrooms, meaning room to breathe whether you're using this as a primary residence, winter retreat, or income-producing rental. The community also offers a clubhouse and fitness center, and covered parking for two vehicles is included. Location-wise, you're minutes from the buzz of Duval Street, world-class dining, marinas, and everything Key West has to offer, without the Old Town price tag. Gated. Private. Pool & amenities. Income potential. This one won't last.
Mermaid Landing: Investment Opportunity & Coastal Retreat Discover a one-of-a-kind property in the Florida Keys that offers unparalleled flexibility — Mermaid Landing. This 3-bedroom, 2-bathroom home is perfect for savvy investors or those seeking a personal paradise, featuring rare access to a beach on the Gulf of Mexico. Located just 15 minutes from Key West, the property currently generates income with a long-term tenant while offering the ultimate coastal lifestyle. The 33,000 sqft lot is a treasure trove of potential. A partially fenced yard with a double gate provides ample parking for vehicles, boats, and RVs. This property is as versatile as it is attractive. The true gem? Direct access to a beach that lets you step straight from your artificial turf yard onto the Gulf shoreline, delivering breathtaking water views that most can only dream about. Newly renovated with a spacious primary bedroom and modern kitchen, Mermaid Landing seamlessly transitions between a profitable investment and a personal sanctuary. The existing tenant ensures immediate income potential, while the property's design offers endless possibilities for rental management or personal use. More than just real estate, this is your ticket to Florida Keys magic. Whether you're an investor seeking reliable returns or a buyer wanting a coastal retreat, Mermaid Landing delivers. With its prime location, access to a beach, and incredible versatility, this property is a rare find. Don't miss your chance to own something extraordinary. Schedule an exclusive viewing today and prepare to be captivated by the endless possibilities of Mermaid Landing.
Beautiful 3-Bedroom, 2-Bath Home in a Prime Old Town Location Nestled beside the famed Tennessee Williams property, this immaculate home offers charm, privacy, and an exceptional location. Soaring vaulted ceilings and stunning windows fill the interior with natural light, creating an inviting and spacious atmosphere throughout. The first floor features two comfortable guest bedrooms that share a beautifully appointed bath with a large soaking tub. Occupying the entire second floor, the expansive primary suite serves as a private retreat, complete with a sitting area and a luxurious en-suite bath featuring separate spaces for the soaking tub, dual vanities, and a bidet. Step outside to enjoy the relaxing front porch, lush tropical landscaping, and a deep swimming pool perfect for entertaining or unwinding in paradise. Situated on a desirable corner lot, the property also offers the convenience of off-street parking. A rare opportunity to own a beautifully maintained home in one of Key West's most sought-after neighborhoods.
An extraordinary opportunity to own one of Key West's most coveted addresses -- iconic Caroline Street in the Historic Seaport, just steps from Duval Street. Fully renovated in 2023, this stunning residence was completely redesigned, raised to modern flood standards, and upgraded with impact-rated windows and doors, delivering a rare combination of historic charm, modern luxury, and total peace of mind. Spanning approximately 2,250 of high-ceiling square feet, the home showcases refinished heart pine throughout, coral-clad walls, Jerusalem limestone and terrazzo flooring, marble accents, and designer finishes abound. Four generously sized bedrooms each feature beautifully appointed en-suite bathrooms, plus an additional guest half bath. The oversized upstairs primary suite includes walk-in closets and a spa-caliber bath with double shower, custom artist-made cabinetry, and stunning coral accents. Two additional spacious bedrooms round out the upper level, while a second primary suite on the main floor offers ideal flexibility for owners or guests alike. The chef's kitchen is built for entertaining -- a large six-seat island anchors the space alongside a premium JennAir appliance package. The open living and dining areas flow naturally into a sitting room with daybed and collapsing rear doors that open to your private outdoor retreat: a heated and chilled plunge pool with waterfall, creating a true resort-style escape in the heart of Old Town. The investment story is equally compelling, should you choose to go that direction. The property comes with over $175,000 in already-booked upcoming rental revenue that transfers with the sale -- meaning your income starts on day one. A loyal base of repeat renters is in place and ready to continue, providing immediate cash flow and long-term earning potential with minimal ramp-up. Whether you're looking for a full-time residence, a seasonal getaway, or a high-performing income property, this home delivers on every
3-bedroom, 2-bath waterfront stilted home offers the perfect tropical retreat just 6 miles from Key West. Elevated on stilts, the property features 80 feet of concrete seawall, complete with davits and stunning emerald waters. The canal provides easy access for swimming, paddleboarding, and kayaking. In addition, it's just a short boat ride to Snipe Keys, Mud Keys, and Marvin Keys. Excellent spot for outdoor enthusiasts seeking a peaceful coastal lifestyle. The house has concrete spalling throughout and won't qualify for financing. Being sold 'as-is' and cash only.
Welcome to your piece of paradise in the Lower Florida Keys. Situated on a spacious 11,475-square-foot corner lot, this elevated and fully remodeled 4-bedroom, 2-bathroom home offers over 1,680 square feet of comfortable island living. The thoughtfully updated interior features a beautiful kitchen with granite countertops, premium Viking appliances, upgraded electrical, and a new central air conditioning system. The open and versatile floor plan provides plenty of space for family, guests, or a vacation retreat. Outside, you'll find a fully fenced yard with ample room to create your dream outdoor oasis, including space for a pool. Boaters will appreciate the 50 feet of concrete seawall, providing easy access and endless opportunities to enjoy the Florida Keys lifestyle. The oversized corner lot offers additional space for landscaping, entertaining, storage, or future enhancements. Ideally located just minutes from Key West and close to the natural beauty of Snipes Point, this property offers the perfect blend of privacy, convenience, and island charm. While many major improvements have already been completed, there is still room to add your own personal touches and further increase the property's value. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this Keys property delivers space, upgrades, and exceptional potential.
Discover the perfect blend of island charm, comfort, and versality in this exceptional Key West property featuring a main residence and a spacious guest house. The main home offers 2 bed, and 2 baths thoughtfully designed with bright, open living space and classic Key West character. Added value is the separate guest house featuring an open concept floor plan, a beautiful bathroom, with open first floor bedroom, and an additional sleeping area on the second floor overlook that accommodates up to six guests. Perfect for the extended family/friends, or income producing opportunities, this flexible space offers endless possibilities. End your day with a relaxing swim in your inground 15x15 pool while looking at the stars.
Stunning possibilities abound for this home on a double lot on the best street in the much sought after Casa Marina neighborhood in Key West. 1017 Washington Street is a renovation away from being your trophy property. The existing house has lots of room with 2,604 square feet of finished space with 4 bedrooms and 2.5 bathrooms. The oversized lot has even more room with 10, 724 square feet, a large swimming pool and an outdoor shed perfect for outdoor kitchen and living space. The property has never flooded and sits above flood. The possibilities are endless. Come see it today.
Own not rent your very own 50 x 22 liveaboard boat slip in Key West/Stock Island. Not many opportunities like this so do not hesitate! Located at the prestigious Oceans Edge Resort & Marina. It is a premium deeded and 9' control draft deep water slip with direct access to the Atlantic Ocean. This Marina is the home to many Luxury Yachts and Larger Boats. Owners are able to enjoy the wonderful resort amenities offered. Oceans Edge has 6 swimming pools, state of the art fitness center, full restaurant and bar, Starbucks, dog park, full bath house and laundry, fuel dock, pump out service, and plenty of parking. Also available is a convenient shuttle to downtown Key West to enjoy the nightlife and shopping. Slip includes dock box storage and separate water and power meters. With this slip you own the Bay bottom as well. Slip is financeable. Call today to live on the water or just park your Yacht!
**Low Insurances totaling $4300/year** Furnished and move in ready, this beautifully appointed Midtown Key West half townhouse offers the perfect blend of comfort and island living. The open floor plan features high ceilings, abundant natural light, and a spacious living, dining, and kitchen area, along with a convenient half bath on the main level. Upstairs the private bedroom suites provide comfortable accommodations and separation from the living space. Enjoy plenty of room for outdoor entertaining, relaxing, and dining al fresco, along with ample off street parking ...a rare Key West convenience. Centrally located near beaches, restaurants, shopping and all that Key West has to offer this property is ideal as a primary residence, vacation home or investment opportunity.
There is something special about a home where everything has already been done for you, and at 2101 Harris Avenue, all that is left is to move in and start enjoying it! Completely reimagined from top to bottom in 2025, this beautifully renovated Midtown East home feels fresh, welcoming, and ready for its next chapter. Set on a fully fenced corner lot with all new landscaping, the property offers both privacy and convenience, just minutes from schools, restaurants, shopping, and everything that makes Key West so special. Inside, sunlight fills the home through impact windows and doors, filling the home with a bright and airy feel. At the center of it all is a beautifully designed kitchen, where a large island with waterfall quartz counters comfortably seats 4 and naturally becomes the place where family and friends gather. From there, everything flows effortlessly outdoors. Large entertaining spaces connect beautifully to the covered rear porch and pool area, making the home feel bigger, brighter, and built for gathering. Whether it is dinner with friends, a lazy afternoon by the water, or simply enjoying the view from inside, the connection between indoor and outdoor living feels natural and easy. The heated pool, complete with a shallow sun shelf, becomes the centerpiece of the backyard, surrounded by generous space for lounging and outdoor dining. The 3 bedroom, 2.5 bathroom layout is equally inviting, highlighted by a spacious primary suite featuring a large walk in closet and private balcony. Beautifully renovated and thoughtfully designed, this is a home ready to be enjoyed from day one.
The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Florida Keys Board of Realtors® Florida Keys MLS, Inc. Real Estate listings held by brokerage firms other than the owner of this site are marked with the MLS logo and detailed information about them includes the name of the listing broker's office. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate.
Key West is located in Florida. Key West, Florida 33040has a population of 26,776. Key West 33040 is more family-centric than the surrounding county with 24.54% of the households containing married families with children. The county average for households married with children is 20.65%.
The median household income in Key West, Florida 33040 is $75,638. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Key West 33040 is 44.2 years.
The average high temperature in July is 89.4 degrees, with an average low temperature in January of 63.6 degrees. The average rainfall is approximately 43.8 inches per year, with 0 inches of snow per year.
