Some opportunities require no explanation and this is one of them. A12, A13, and A14 12th Avenue sit side by side on Stock Island's waterfront, combining for 120 feet of canal frontage across three 4,800-square-foot parcels. A12 is set on 4,800 square feet with 40 feet of direct canal frontage. The three-bedroom, two-bath home was thoughtfully designed for the way people actually live in the Keys. It features ample outdoor space, multiple seating areas, and the kind of privacy that's harder to find than square footage. A13 features four-bedrooms & three bathrooms + private dock. A generous layout that offers flexibility for family & guests. A14 is the adjacent ROGO exempt lot. Two private docks. 120 feet of waterfront. 2 dwellings + a ROGO-exempt lot ready for your vision.
80 Feet on One Of The Deepest Canals in the 33040 Zip Code. A13 and A14 12th Avenue sit side by side on Stock Island's waterfront, combining for 80 feet of canal frontage across two 4,800-square-foot parcels. A13 is an 1,820-square-foot CBS home that features four-bedrooms, three bathrooms home with a private dock on one of the deepest canals in the 33040 zip code. The layout offers flexibility for a primary residence, vacation retreat, or investment property. A14, the adjacent lot (currently land only and notably ROGO exempt) is a blank canvas. Most naturally positioned as an expansion of A13: a pool or a guest cottage, an enhanced outdoor living space, the world is your oyster. For those thinking bigger: this property is also available as part of a package offering 120 feet of canal frontage with a 6-foot draft. See listing for details. For those thinking even bigger; this property is also available as part of a package offering 120 feet of canal frontage. See listing #619753 for details.
This three-bedroom, two-bath elevated CBS home sits on a fully fenced 3,570-square-foot lot with a practical, well-proportioned layout that makes every inch count. The primary suite has an ensuite bath, while the two guest bedrooms share a second full bath. The property is fully fenced and features a carport & off street parking. This is the kind of home you put your stamp on. The bones are solid, the location is only getting better, and the opportunity to add value is real.
Located in a family-friendly neighborhood with no HOA or dues, this well-maintained townhome offers both comfort and convenience. Centrally situated within walking distance to schools, grocery stores, and local baseball and football fields, it's an ideal setting for everyday living. The main level features a functional layout with a bright living area, kitchen, and a half bathroom with laundry hookups. The living room offers flexibility and can be easily converted into a third bedroom if desired. Upstairs, you'll find two spacious, light-filled bedrooms with ample closet space, along with a full bathroom. The home also includes off-street parking and a fully fenced yard, providing added privacy. Move-in ready, this property is a great opportunity for homeowners or investors alike.
Discover a rare blend of history, artistry, and luxury in this extraordinary residence at the celebrated William Fleming House--one of Old Town Key West's most iconic and meticulously restored historic buildings. Originally constructed in the 1890s as Peacon's General Store, this architectural treasure has been transformed into an exclusive boutique condominium, exquisitely and entirely renovated. Inside, the first level condo rises to an unforgettable 16 feet, creating a sense of openness and serenity that feels both dramatic and inviting. Sunlight pours through impact-rated windows and doors, illuminating the vintage wood flooring and expansive walls that are ideal for showcasing meaningful art and personal collections. The thoughtfully designed layout includes two bedrooms, two full bathrooms, a half bath and a versatile loft space- accessed by a traditional staircase--offering remarkable flexibility for work, guests, creative pursuits, or quiet retreat. A private outdoor deck extends your living space and provides a peaceful spot for morning coffee or evening unwinding. The William Fleming House elevates daily living with its heated outdoor pool, lush tropical landscaping, and assigned off-street parking. Located in the desirable X-flood zone and directly across from Williams Hall, this residence places you in the heart of Old Town's cultural and architectural richness. With its unmatched scale, history, and character, this home invites you to bring your vision and transform it into a truly exceptional Key West sanctuary--one that reflects your style, your story, and your sense of place.
FLIP FLOPS INLCUDED! Some homes are just addresses. This one is a lifestyle. Tucked into the heart of Old Town Key West, this beautiful historic Conch home is wrapped in the warmth of original Dade County pine and rich hardwood floors -- the kind of craftsmanship that simply isn't built anymore. The main house offers three bedrooms and a fully renovated bath, anchored by a large kitchen with generous cabinet space.. A fully enclosed porch is your place for morning coffee, chatting around the table or dining while overlooking the pool. Central air conditioning keeps things cool. Every window and door has been upgraded to impact, giving you peace of mind alongside the charm. Step outside and the magic continues. A sparkling pool with a waterfall feature and Trex decking invites you to linger. An outdoor shower makes coming in from the water effortless. The fully fenced front and back yards create a private tropical sanctuary, and off-street parking -- a true luxury in Old Town -- takes the stress out of coming home. The guest cottage is its own retreat, offering one bedroom, one bath, and a Murphy bed that makes the space as flexible as your plans. Whether it becomes a private getaway for family and friends, a creative studio or a detached office, it gives this property a versatility that is genuinely rare. The location is the final piece that makes everything click. A ten-minute walk from Duval Street -live music, art galleries, open-air restaurants, theaters and the electric pulse that makes Key West unlike anywhere else on earth. 7 minutes the other way brings you to the White Street District know for Fausto's Food Palace, where locals have shopped for generations, and the legendary Sandy's Café. This property comes fully turn-key, bedding, housewares, pool toys, bicycles, and yes, flip flops are included. Whether you wanting a second home, a monthly vacation rental or simply ready to walk through the door and start living living in paradise 928 United St is re
Centrally located to everything Key West has to offer, and tucked behind a concrete privacy wall on a lush, tropical corner lot, this Midtown Key West property makes a statement the moment you step through the gate. A private courtyard filled with vibrant flowers and mature landscaping immediately sets the tone, leading you to a spacious home full of character and personality! Built with concrete construction, a metal roof, hurricane impact windows and doors, and thoughtfully updated throughout. The functional layout prides itself on easy indoor-outdoor living, effortlessly flowing from the living areas and out to the pool, patios, and guest cottage. The kitchen and dining area are truly made for entertaining, mimicking a chef's kitchen offering generous counter space, ample storage, a bar setup, and abundant natural light pouring in. Step outside to a sunny patio and resort-style pool, perfect for lounging or hosting. Alongside, you'll find a separate guest cottage offering a perfect multi-purpose space. Each bedroom features its own en suite bath, including a spacious primary suite with a walk-in closet, custom built-ins, and your very own private treetop balcony. Additional guest suites are thoughtfully positioned on both levels, including one with its own private entrance. Rich details set this home apart, including Dade County Pine accent walls, stone flooring and bathrooms, multiple balconies, patios, and an outdoor shower. Can be offered turnkey and fully furnished. Additional upgrades include new central AC (2025), high-quality custom awnings, shade sails, a heavy duty storage shed, irrigation system, gutters, and new kitchen appliances.
Introducing 1704 Duncan Street, a charming 3-bedroom, 1-bathroom home located in the highly desirable Newtown neighborhood of Key West. Ideally situated in one of the island's most convenient residential areas, this property offers easy access to shopping, dining, schools, and all that Key West has to offer--while still providing a comfortable sense of privacy. Inside, the home features a functional layout with three well-proportioned bedrooms and a bright, inviting living space. The kitchen and living areas flow seamlessly, creating a practical setup for everyday living or future customization. Step outside to a generously sized backyard, offering plenty of room for entertaining, gardening, pets, or even the potential to add a pool--making it a great opportunity to create your own private outdoor oasis. The property also includes a separate storage and laundry room, adding valuable convenience and additional space that's often hard to find. Whether you're looking for a primary residence, investment property, or a piece of Key West to make your own, this home presents a solid opportunity in a sought-after location with room to add value. The property is currently tenant-occupied, so please allow 24 hours' notice for showings.
Enjoy the perfect Key West location - Old Town bordering the Casa Marina neighborhood - in this 3 bedroom, 2.5 bath pool home. You'll have peace of mind knowing that the home was completely renovated from the ground up in 2019 while keeping with the historic style of the home's origins - tongue in groove ceilings, wood floors, pecky Cypress wall accent - but adding modern amenities such as impact windows, stainless steel appliances, granite countertops, tankless water heater, in-home laundry. The Main Home has an en suite Primary Bedroom; Guest Bath accessible from the hallway and Guest Bedroom; open concept Kitchen and Family Room with vaulted ceiling and a wall of sliding glass panels overlooking the pool courtyard. Opposite the pool is the Guest Cabana with Half Bath and Outdoor Shower. The property has been offered as a vacation rental and also kept part time for the owner's use. Close to everything you could want in Key West - around the corner from world famous El Siboney Cuban Restaurant, 2 blocks from Truman, 4 blocks from Duval St., a quick walk to Higgs Beach and the White Street Pier. Home is being offered turnkey furnished. Located in Flood Zone X so no flood insurance required.
Fabulous Find on the Atlantic Side of Key West! Welcome to a truly unique opportunity in the heart of Key West. As the last and only remaining undeveloped property in the Historic Commercial Tourist District (HCT zone), this listing presents a rare and final chance to create something extraordinary. Imagine waking up to breathtaking, unobstructed ocean and beach views every day. Seabirds passing overhead, gentle breezes arriving at your lanai--it's an experience like nowhere else. This is island living at its finest! Permitted HCT uses include: Single-family and two-family residential dwellings, Multiple-family residential dwellings, Restaurant, Business and professional offices, Hotels, Motels, transient lodging, and more. This two-story home comes equipped with two separate electric meters. This exceptional property is truly one of a kind, with no identical or closely similar listings anywhere in Key West. The ideal circumstances are here and now-- an unparalleled combination of an oversized ocean-view lot, located just three blocks from Duval Street, the gateway to downtown. Spanning 8,700 square feet, this property offers ample space for your creative vision, whether you dream of building a luxurious residence, alongside a commercial venture boutique hotel, or restaurant, -- this and more are supported by HCT zoning. This property is all about the excitement of shaping a new vision for a future in paradise. Let your imagination run wild and transform this blank canvas into something extraordinary. Don't miss out on this once-in-lifetime opportunity--call today for your private tour and start envisioning your future in Key West!
Located directly across the street from the Ocean/ Smather's Beach, this beautifully renovated 2 Bedroom, 2 Bathroom condo is available at Key West by the Sea! Impact resistant Doors and Windows, newer mini splits, new cabinets, granite counters, an In- Unit Washer and Dryer, and best of all - a Brand New- Second Full Bathroom!!! Beautifully tiled baths with new vanities, light fixtures, and the beautifully painted light bluish-green paint give this condo a wonderful coastal feel. This gated community has 2 large pools, tennis, a club house, and is situated on 8 acres of land- and best of all- it is across the street from Smather's Beach- offering great snorkeling, kite surfing, and a bike path which can get you anywhere in Key West, or on a great ride or run up the Keys!
Seclusion meets striking contemporary design in this elevated sanctuary, positioned just moments from Higgs Beach and White Street Pier. Behind a signature pivoting red gate and architectural peekaboo wall, the residence unfolds as a curated experience of light and geometry. The entry foyer--anchored by a sun-drenched desk nook and an open-tread staircase--leads to a living space defined by floor-to-ceiling glass and transom detailing that frames the outdoor oasis like a living gallery. The culinary space is anchored by a sleek, minimalist aesthetic, featuring custom cabinetry, crisp white surfaces, and Bosch appliances. A glass-door pantry provides a sophisticated home for provisions, blending functional utility with the kitchen's clean geometry For guests, a private main-level suite is tucked away behind a discreet pocket door, offering an ensuite bathroom and ample closet space for a completely independent wing. The second floor is dedicated entirely to the primary retreat. This suite features a large walk-in closet and a refined ensuite bathroom. Just beyond the sleeping quarters is a private balcony where an open-air soaking tub offers a quiet moment of luxury under the stars. The exterior of the home is a masterwork of tropical landscaping, where beautifully mature and lush greenery wraps the property in total privacy. At the heart of the grounds is an expansive heated pool bordered by a large deck, perfect for sun-drenched afternoons. For the host, the covered outdoor dining pavilion is fully equipped with an integrated grill and ample countertop space for seamless entertaining. Nearby, a serene Zen garden with a tranquil fountain feature provides a quiet corner for meditation and reflection. This is more than a home; it is a sophisticated, high-design haven just steps from the ocean.
This brand new home is a beauty! Completed in 2025, this 2 story , Cat 5 home, with Impact windows and doors, Hardiboard siding , has 4 Bedrooms, 3 bathrooms, a large spacious Living/ Dining/ Kitchen occupying the majority of the First level, with a downstairs bedroom and bath. The second floor has 3 bedrooms and 2 baths. The outside - back yard is incredible, with about a 30 foot long chickee hut poolside, a large heated pool/spa surrounded by beautiful stone work, landscaping, a putting green, and lots of room for lounging in the sun. toys, and a large covered area under the home, with seating , power, and tv- adjacent to a permitted downstairs enclosure. Completely fenced yard, and lots of room for covered, off street parking. This home is being sold furnished.
Experience effortless island living in this stunning, recently renovated estate, situated on a rare double lot in the high-and-dry X flood zone. Framed by lush tropical landscaping, the home welcomes you with a classic wrap-around porch--a quintessential setting for morning coffee or golden-hour cocktails. This sophisticated residence comprises four bedrooms and three bathrooms across a main house and a detached guest cottage, offering a seamless blend of historic island charm and high-end contemporary refinement. The main home boasts soaring ceilings and sun-drenched volumes that flow seamlessly toward the outdoors. A chef's dream, the kitchen is a masterclass in design, featuring custom cabinetry, a striking quartz waterfall island, and a suite of stainless steel Thermador appliances--including an oversized professional 6-door, French-door refrigerator. The entire second floor is a dedicated primary retreat designed for ultimate sanctuary. This sprawling level features a private balcony overlooking the grounds, spacious walk-in closets, and a spa-inspired bath complete with a double vanity and a soaking tub. The outdoor lifestyle is equally unmatched. An expansive deck surrounds a 15' x 22' heated saltwater pool accented by a Dekton waterfall, complemented by a refreshing outdoor shower and a fully equipped alfresco kitchen. A powered lanai ensures year-round entertaining, while the brand-new, furnished one bedroom, one bathroom guest cottage offers a private haven for visitors. With a gated driveway providing off-street parking for two and every modern upgrade imaginable, this is a rare opportunity to own a contemporary masterpiece in the heart of Key West--all within easy walking distance of the island's most iconic destinations.
Strong value-add multi-family fourplex investment opportunity with major improvements already completed. The heavy lifting has been done, including a new roof, brand-new windows, and updated concrete throughout, setting the stage for the next owner to bring the project to completion. Once finished and delivered furnished, the property has the potential to generate over $200,000 in annual income across all four units. Additional upside includes the option to condo-convert, with projected rental income of approximately $6,000/month for the lower units and $7,000/month for the upper. An ideal opportunity for an investor looking to step into a project with reduced risk, immediate upside, and strong income potential. A rare chance to step in, complete the project, and capture the upside of a fully optimized, income-producing asset.
DUPLEX! Discover the breathtaking corner property at Sunrise Shores, set on an expansive lot exceeding 13,000 square feet. POOL! The main residence offers over 1,750 square feet of living space, complemented by a detached guest cottage of 640 square feet. This meticulously maintained property has been cherished by its owners. The main home features three bedrooms and two bathrooms. It boasts a thoughtfully designed layout that includes a spacious family room and a large living room with a fireplace that opens up to the lanai. The primary bedroom provides direct access to the pool area and features an updated bathroom and a generous walk-in closet. The second bedroom also opens to the pool area, while the third bedroom is conveniently located next to the updated hall bath. There is also a laundry room with additional storage space. The detached guest cottage includes one bedroom and one bathroom. This property is perfect for owner-occupiers, investors, multi-generational living, and more.
Courtesy: Truman & Co. Real Estate
305-292-2244
Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lock door unit - where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café--everything you need for a relaxing island escape. Enjoy Key West's renowned annual Boat Float Week featuring an international event with thrilling races, lively race villages, and prime spectator viewing areas right to your island doorstep! Ideally located just two blocks from the iconic Duval Street and steps from the marina and Key West's Historic Seaport Village, you'll be surrounded by endless options for dining, shopping, and entertainment. In 2025, similar units generated rental income ranging from $3,605 to $5,775 per week, making this not only a personal getaway but also a compelling investment opportunity.
Tucked into one of Old Town's most peaceful and charming pockets, this unique multi-unit property offers the perfect blend of classic Key West character and flexible living. At 800 Elizabeth Street, you'll find a quintessential two-story Conch home featuring 5 bedrooms and 3 bathrooms, soaring ceilings, and timeless architectural details. Start your mornings on the inviting front porch and wind down in the evenings on the upstairs balcony overlooking the quiet, tree lined street. Just steps away, 624 Petronia Street offers a well designed duplex with two separate 1-bedroom, 1-bath units: each complete with a full kitchen and private washer and dryer, making them ideal for guests, tenants, or extended family. Between the two homes, a welcoming shared patio creates the perfect setting for outdoor dining, grilling, and relaxed island living under the palms. Situated in a desirable X flood zone (one of the highest elevations in Key West) this property combines peace of mind with an unbeatable Old Town location close to everything, yet tucked away from the hustle. Whether you're seeking an income producing investment, a family compound, or a private island retreat with room for everyone, this rare offering captures the true spirit of Key West living.
Affordability and proximity - just 10 miles from downtown Key West! This Seaside Resort home is clean and compact; ready for a new owner to move in and add their personal touch. The large, covered deck maximizes indoor-outdoor living with a relaxed space to take in the views. Added storage space can be found in the shed off the deck. Not only is it close to Key West, the 1 bedroom, 1 bath unit has a fantastic location inside the community, situated on Fantasy Island, just a short walk from the Seaside Marina and boat ramp. The marina is one of many great amenities offered in Seaside Resort's gated community. Homeowners enjoy access to two pools, secure boat/RV storage, laundry facilities, fitness room, library, club house, shuffleboard, bocce courts, and 24-hour security. Call to schedule your showing today!
Discover the breathtaking corner property at Sunrise Shores, set on an expansive lot exceeding 13,000 square feet. POOL! The main residence offers over 1,750 square feet of living space, complemented by a detached guest cottage of 640 square feet. This meticulously maintained property has been cherished by its owners. The main home features three bedrooms and two bathrooms. It boasts a thoughtfully designed layout that includes a spacious family room and a large living room with a fireplace that opens up to the lanai. The primary bedroom provides direct access to the pool area and features an updated bathroom and a generous walk-in closet. The second bedroom also opens to the pool area, while the third bedroom is conveniently located next to the updated hall bath. There is also a laundry room with additional storage space. The detached guest cottage includes one bedroom and one bathroom. This property is perfect for owner-occupiers, investors, multi-generational living, and more.
This modern and luxury property consist of 3 bedrooms, 3 full baths, plus an office and detached office. The private gated corner lot has a home and guest house, large yard and beautiful pool, outdoor shower, dining and conversation seating. The main residence offers a full kitchen with gas cooking and stainless steel appliances, a primary bedroom suite with bath, and a large loft. The loft is perfect for guests, work, or an activity center. The detached, oversized, air-conditioned two-car garage was built in 2021 and could be used as a gym, workshop, or studio. Above the garage is the guest home with a living room, two bedrooms, and two full baths. Elevated above FEMA flood zone AE-8 and modern, the home includes a whole-house generator. Enjoy the beautiful Key West weather with a two-tier saltwater pool and deck surrounded by tropical landscaping. You have full privacy with a custom metal and wood fence, creating a peaceful oasis that is still close to everything that makes Key West special.
There is a reason so many locals dream about living on Von Phister Street. The mature trees create shade across the wide streets, the neighborhood feels calm and residential, and everything from the beach to Old Town is still just a quick bike ride away. 1626 Von Phister Street offers the rare opportunity to enjoy one of Key West's most desirable locations while still being one of the more attainable homes within the neighborhood. Set on a 4,755 square foot lot, the home offers 4 bedrooms, 2 bathrooms, and a layout centered around easy island living. The spacious family room connects naturally to the open kitchen, creating a comfortable gathering place that feels welcoming whether you are entertaining guests or simply spending a quiet evening at home. Toward the rear of the home, the bedrooms are separated from the main living spaces to create added privacy. One bedroom includes an en suite bathroom, while another has its own private exterior entrance, making it ideal for visiting friends and family or a flexible in law style setup. Outside, the property offers a level of functionality that is becoming increasingly rare in Key West. The gated off street parking area is large enough for multiple vehicles, boats, trailers, or an RV. There is also plenty of room for a future pool, giving the next owner the ability to create a true backyard retreat. An outdoor shower and air conditioned storage shed complete the outdoor space. Comfortable, flexible, and ideally located, 1626 Von Phister Street captures the relaxed lifestyle that has made Midtown West and Von Phister Street some of the island's most sought after places to live.
Waterfront Mid-century home in Key Haven. Great Boating Access and Beautiful Open Water View! Two bedroom home with a spacious family room. Terrazo flooring, wood beam ceiling, laundry room, and dining area. Large front and rear yard. Off street parking. This home is ready for your updates.
Come home to this stylish and updated townhome. Open floorplan with spacious kitchen, loads of cabinets. Convenient half bath on the main floor with a full size washer and dryer. Upstairs are two spacious bedrooms and a lovely renovated bath. This home sits on a corner lot, fenced for privacy, and there's room for a pool. There's an outdoor shower, mature landscaping, pavers, and a storage shed. New HVAC 9/2024. Call to schedule a showing of this well-maintained and well-priced home.
Welcome to your Key West waterfront retreat. This 3bedroom 2bath home is featuring key upgrades already in place with a new roof, all new windows, updated electrical, fresh paint, and a beautiful brand new pool. Situated on an oversized 9,794 sq ft lot with room for your boat this home offers the ideal blend of comfort, outdoor living, and the flexibility to personalize over time. A rare opportunity to step into waterfront living in one of Key West's most desirable locations.
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The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) Program of the Space Coast Association of REALTORS®, Inc. Real estate listings held by brokerage firms other than the owner of this site are marked with the Space Coast Association of REALTORS®, Inc. logo and detailed information about them includes the name of the listing brokers. Copyright 2026 Space Coast Association of REALTORS®, Inc. All rights reserved.
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.
