Old Town ~ Unrecord Properties for Sale in Key West, FL

Located on one of the most popular streets in Key West. This unit is all about the location! Walk to everything Key West. Located steps from the famous Blue Heaven and a 1/2 block from Duval Street. Updated interior, located in the back of the building, this unit is quiet and built like a bunker. Only 6 units in the building. Well kept and ready for its new owner. New AC & tankless water heater. Tile floors throughout, stainless steel appliances and washer & dryer located inside the unit. Public parking close by. An easy bike ride or walk to everything Key west! X flood zone make the insurances extremely affordable.Great second home and/or investment property!

Location! Location! in the Bahama Village district of Old Town Key West this property offers a wonderful opportunity to be renovated. This 3 bed 1 bath home sits on a 1996 square foot lot near shops, restaurants and the community pool. This is an historic contributing property allowing you to bring it back to life while maintaining its rich history and adding your touches. Whether you are looking for a full time residence, vacation rental, or an idyllic place to retire this property has lots of potential to own your slice of paradise.

Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fences, a concrete gated entry from Whitehead Street, a nice sized rear deck/patio, front sitting/garden area, side walkways and plenty of room to add your favorite things to the yard spaces. An outside shower finishes off the exterior, a Key West must. The interior has the sought after Dade County Pine on the walls, extremely high ceilings, and a large loft where you can stand up at the center. This home has everything you may want in a renovation project, not too big, not too small, just bring your ideas, toolbox and a paint can. Lets get to work on this home before the rest of the world finds out about it! Easy to see.

Tucked into the heart of Old Town Key West, this perfect lock n go condominium is an updated 1bed/1bath ground floor unit. Its 599sf includes a loft, currently used as second bedroom that overlooks the great room. Great room opens to a fenced private entrance and courtyard with outdoor shower. Courtyard opens to the compounds walkway to pool and deck. The $180 condo fee maintains pool and common areas. Open floor plan is bright and airy. High ceilings. Renovated kitchen. French doors open to courtyard so you can enjoy the indoor-outdoor living for which Key West is known . Ductless AC and heat. Tankless hot-water heater. Only 4 units in compound.

Sit back, relax, and enjoy the tranquility of this adorable condo! The beautiful and cozy interior features a modern kitchen with new cabinetry, stainless steel appliances, quartz countertops, and a tile backsplash. The cathedral ceilings in the kitchen/living area add a spacious vibe to your tropical setting. Two bedrooms, a newly renovated bathroom, and a private back deck with gated access to the community pool complete your piece of paradise! The great central location of this 5-unit condo complex in Old Town provides both easy access to all of Key Wests activities, plus privacy to enjoy quiet moments. The unit shares only one wall with another unit, and it also includes a coveted off-street parking spot. This condo is being sold turnkey, including all furniture, decor, linens, kitchenware, and 2 bicycles.

Welcome to 809 Southard Street, an exquisite Conch cottage nestled in the heart of Key Wests 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 chefs 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 stylish Victorian shingle roof, completing its authentic Key West character. Relax on the deep front porch, perfect for enjoying your morning con leche and people-watching in this vibrant neighborhood. The bricked courtyard provides a private oasis for entertaining or unwinding under the island sky.Situated in the X zone, just blocks from Key Wests finest restaurants, attractions, and activities, this property offers unparalleled convenience. Whether as your dream home or a vacation retreat, its move-in ready and may be offered turn-key.Dont miss the opportunity to own this quintessential piece of Key West paradise!

Classic Conch Cottage Legal Duplex Needing Complete Renovation.Excellent Opportunity to Create Your Own Dream Property in the Heart of Key West. The Cottage Sits Well on the Lot with Room for a Private Pool. Very Good Existing Interior Square Footage to Work With. The Property Abuts The Louisa Street Park, a Very Green Space. Lots of Mature and Specimen Palms Towering in the Rear of the Property with Blue Skies Beyond. MLK Community Pool & Community Center are Adjacent.

Welcome to your dream getaway in the heart of Key West! This beautifully remodeled and updated 2 bedroom, 1 bath home offers the perfect blend of modern amenities and island charm.Enjoy a bright and airy living space with a contemporary open floor plan that maximizes comfort and style. The living, and kitchen areas flow seamlessly, creating an inviting environment for both relaxing and entertaining.Every detail has been thoughtfully updated, from the stylish fixtures to the high-quality finishes. Experience the convenience of modern living with a fresh and vibrant aesthetic. Step outside to your private outdoor area, perfect for soaking up the sunshine, enjoying al fresco dining, or simply unwinding after a day exploring the island. The outdoor space offers endless possibilities for creating your own tropical oasis.This home is nestled behind 710 Ashe Street Front, which is also available for purchase. Whether you choose to buy them together or separately, this property offers flexibility and potential for expanded living options.Situated in one of Key Wests most desirable neighborhoods, youll be just minutes away from vibrant local shops, dining, and world-renowned beaches. Enjoy the island lifestyle with easy access to all that Key West has to offer.Dont miss this opportunity to own a beautifully updated home in paradise. Contact us today to schedule a viewing and see all that this exceptional property has to offer!

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 construction, new metal roof, central a/c, new recessed lighting, skylights and updated windows and doors with shutters. Come take a look at this perfectly located slice of paradise.

Located in the heart of Old Town, this modern redesigned historic home is filled with light and love as a welcomed new addition to the Key West real estate market. On an intimate less traveled street, an inviting front porch brings you into a truly wonderful haven that is entirely move in ready with no loose ends or repairs needed. Distressed pine walls of old and a sparkling new kitchen and baths are refreshing for you to enjoy a true coastal modernist experience. French doors off the main living open to a tranquil tropical outdoor space to hear the palms rustle in the breeze and gaze at starry nights. The upstairs features 2 en-suite bedrooms & baths for ultimate privacy, and a balcony is off the guest suite to sip coffee to take in the sunrise. With a higher elevation in Key West, the property is in the preferred X Zone reducing insurance costs. Reasonably priced for just $1,359,000

Great location in Old Town with restaurants, bars & shopping around the corner. Isle of Key West was composed in this home by Ellen Sanchez. X Flood Zone. New roof in 2022. New impact windows in 2020. 3/4 real wood floors, high-end appliances. Two bedrooms, plus 2 bonus rooms (could easily be 3rd and 4th bedrooms). 4-point insurance inspection passed. Can be enjoyed day of closing, ready for immediate occupancy. Comes with 2 SPCA community cats, Coucous and Babaganoush, as well as mango, avocado, and key lime trees. Look at the Comps on Chapman Ln. 709 is Priced to Sell!

Rare opportunity to own a versatile property in the heart of Key Wests vibrant Truman Waterfront. This property has been home to several Grocery Stores making it the perfect investment for those who seek flexibility and multi-purpose functionality. Loaded with potential, this property sits on a large 94.6 X 43 foot lot approximately 4069 square feet. Located on the corner of Truman Avenue and Emma Street with a 1200sf building being sold ASIS. Many possibilities with the NEW Truman Waterfront Park, Amphitheater, Fort Zachary Taylor beach park all nearby. Future use based on city approval.

Old Town Key West elevated two-story duplex on a quiet lane just a half block from the X Flood zone. This duplex already has Condo documents in place but is being sold together. Each unit features 2 bedrooms, 1 bathroom, and inviting living spaces with lots of light and high ceilings, ideal for comfortable island living. Enjoy the convenience of living only 3 blocks to Duval St but having the tranquility of lane living. The downstairs unit has a breezy front porch perfect for morning coffee, and a spacious back deck, ready for outdoor entertaining. Whether youre seeking investment income, a multi-generational home, or live in one and rent the other, this property delivers.

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 information available upon request. Competitively priced for $1,490,000.

Rare 2 unit property in Old Town! 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. The 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 information available upon request. Competitively priced for $1,490,000.

Location, location, location! Directly in the heart of Key Wests vibrant Historic District, 718 Chapman Lane is the island escape youve been dreaming of! Perfectly placed among the islands best restaurants, shopping, beaches, and amenities this charming 4-bedroom, 3-bathroom Conch Cottage was built prior to 1899 and is now available for the first time ever in over 50 years. The home boasts a classic covered front porch, 2 separate structures -- the 3bd/2ba main home and a 1bd/1ba guest house, and a large hot tub. Currently used as a vacation rental, the property is offered completely turnkey and has over $24k in completed bookings year to date with an additional $15k in reservations that convey with sale. Located in the highly desirable X-500 flood zone the property is just a leisurely stroll to Blue Heaven restaurant, World-famous Duval Street, and Truman Waterfront Park. Very easy to show. Call to schedule your private showing today!

Fantastic Old Town home located in the historic neighborhood of Bahama Village. Enjoy this downtown location in a worry free home built in 2019 boasting modern building codes, above flood & impact doors and windows. This home ticks many boxes with a heated pool, off Street parking for 2, 3 covered porches, luxurious finishes and furnishings included. The downstairs boasts an open concept floor plan overlooking a covered porch and an oasis of tropical vegetation surrounding the pool with waterfall. The upstairs is private to a sprawling primary suite with gorgeous vaulted ceilings, covered balcony, spa style bathroom and generous walk in closet. Come see this tropical sanctuary awaiting someone seeking a peaceful, worry and hassle free Key West retreat!

Welcome to 317 Virgina Street, located in the heart of Old Town Key West. A few short blocks from the world-famous Duval Street and the Southernmost Point. This two-story home was constructed in 2021 above flood elevation with elegance and grace. Every detail was carefully planned from the 2-car driveway to the concrete pool. Each of the 3 bedrooms are spacious and inviting with lots of natural lighting. The 3.5 bathrooms are gorgeous statically positioned for convenience. The half bath offers additional entry from the exterior ideal for when enjoying outdoors. Front and rear covered patios allow you to enjoy the outdoor living experience of Key West at its best. Living is made easy at this residence with impact doors/windows, new metal roof, low maintenance yard and composite decking. Property is equipped with parking for two full sized vehicles with an electric vehicle (EV) charging station. Solid wood Cabinets, Quartz counter tops and professional Viking kitchen appliances create a top-of-the-line kitchen. Each floor level of the home is controlled by their own AC units and on demand tankless hot water heaters. Top of the line washer and dryer are located on each floor. The 1,324 square feet of living space is of exceptional craftsmanship. This home is a must see, you will not be disappointed.

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 Commn. standards. This renovation earned the Historic Florida Keys Foundations highest preservation award for its seamless blend of timeless craftsmanship and modern reliability. It was restored to the same footprint it had in 1892.Inside, youll find warm Dade County Pine walls, vintage Bakelite doorknobs, and sleek Northstar appliances. Theres even a cozy dining nook, a sweet spot for sharing meals or sipping your morning coffee. The kitchen features custom cabinetry, stainless steel, marble countertops, and a design that balances function and style.Practical upgrades include a fully revamped foundation and substructure, elevation for added security (and lower Insurance), central air conditioning, new electrical and plumbing.Off-street parking is a rare perk in this sought-after neighborhood, making it easy to enjoy all that Key West has to offer. Whether youre seeking a full-time residence, a vacation getaway, or an investment opportunity, this home checks every box. Schedule your private showing today and own a piece of Key West history!

LOCATION CUBED! Located on one of Key Wests most charming, quiet and private lanes, this home is perfect for entertaining guests with 2 separate guest cottages, flanking a 12 x 18 pool. The cottages have their own entry door from the off-street parking space through a faux wall, allowing for privacy for hosts and guests alike. The vaulted ceilings in the main house and in the cottages create an airy sense of space. The verdant outdoors and the suns shifting light are brought inside through the large windows and French doors. Theres also a kitchen pass-through to the deck and pool area. Everyone loves an outdoor shower. Right in the heart of Old Town, and convenient for a leisurely stroll or a brief bike ride to all downtown and the seaport has to offer. Tranquil and welcoming--a must see!

Welcome to this state-of-the-art Smart Conch House at 904 Olivia Street, a property that blends cutting-edge technology and design while retaining the rich charm of Key Wests historic essence. Fully renovated from the ground up and finished in 2019, this home is meticulously maintained by the current owners. 904 Olivia is a 2-bedroom, 2-bathroom residence boasts timeless Dade County Pine feature-walls upcycled from Key Wests historic City Hall. Its unmatched craftsmanship is apparent from the moment you arrive, with a facade blending craftsman and contemporary styles, exposed structural hardware, and oversized Parallam beams for a stunning street presence and hurricane-rated durability. This remodel was done with one element that most dont, and that is love, once you see this for yourself you will see the love that was poured into this home. Attention to detail was also not missed in this home.The kitchen is a chefs dream, featuring a large walnut butcher block island ideal for preparation, dining, and entertaining, along with Silestone countertops, custom cherry cabinetry, and stainless steel smart appliances. Convenience and technology are at your fingertips with Amazon Alexa screens, this home does come with intelligence and could be said it is a smart home.Sustainability and resilience are central to this homes design, with impact-resistant windows and doors, Hardie board siding, a hurricane-rated roofing system, and full wind mitigation credits. A high-efficiency PEX water manifold system, Moen U Smart Shower, and on-demand tankless water heater add to the eco-friendly features, while LED lighting inside and out ensures energy savings.Move to the second floor with a beautiful backlit staircase, to your private primary bedroom, with walk in closet and en suite luxury bathroom. The second floor is your oasis from it all.Enjoy your private backyard with amazing outdoor shower, for your true getaway.Call today for your private showing!

LOCATION! LOCATION! LOCATION! You do not want to miss out on the opportunity to own one of the most sought after properties in Old Town Key West, a truly special home and lot that you MUST see in person. Permitted for transient license receivership HRCC1 (buyer to verify). The ONLY single family home on the market with DIRECT access to DUVAL Street via a walking lane. Remarkably secluded and completely hidden from view. The moment you step behind the gate, you will feel that you have entered your own tropical paradise. Add a pool and expand on this beautiful 4200 square foot lot. Zoned as a non contributing structure with HARC (buyer to verify), this is a restoration project. This is the first time the property has ever been on the market!

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 elses 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 duplex, each a 2 bedroom, 1 bath apartment. Buyers could retain the duplex or transform it into a stunning single family residence in the most sought after neighborhood in all of Key West.

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 elses 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 duplex, each a 2 bedroom, 1 bath apartment. Buyers could retain the duplex or transform it into a stunning single family residence in the most sought after neighborhood in all of Key West.

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 tranquil oasis is perfect for unwinding on sunny afternoons, with the added luxury of an outdoor shower. Two comfortable bedrooms share a spacious bathroom. One bedroom features Dade County accent walls which adds a unique and stylish touch. The master bedroom is a sanctuary within your home, a place where you can unwind and recharge having access to the outdoor deck. The ensuite bathroom welcomes light through a porthole window. As you ascend the outdoor steps, youll discover an addition to this property - an oversized studio. This unique space offers a private sun deck entrance, a full kitchen, and a bathroom. The property is equipped with Kevlar hurricane shutters, a roof less than 3 years old and offers a rare gem: two coveted off-street parking spaces. This location makes for a wonderful monthly rental opportunity.

Triplex investment property! Prime location only 1 block from the historic Key West seaport and 2 blocks from Duval St. The downstairs offers 2 units which include a 1/1 with kitchenette and a 1/1 with full kitchen. Enjoy the front porch facing Caroline St. or spend a lazy afternoon lounging by the dip pool in the backyard. Ascend the gorgeous wooden staircase to the upstairs unit which includes the 2nd and 3rd floors and has many features reminiscent of an old ship accented by beautifully detailed wood trim. This 2/3 unit includes hardwood floors, stained glass details, a loft/office, a front porch for relaxing, a small back porch overlooking the pool, and a unique widows walk where you can enjoy a bit of privacy in the treetops. The kitchen includes a built-in water filtration system, the master bedroom is a generous size, and youll find storage galore throughout the home with built-ins, nooks, and crannies. This historic home has high ceilings throughout, and the windows (except skylights) are hurricane rated. The owners currently live in the upstairs unit and use the first-floor units as monthly vacation rentals. Any of the units could be used as long-term rentals, or the property could potentially be converted into an up/down duplex or returned to its original configuration as a single-family home. Enjoy the close proximity to all the amenities this great location offers in Old Town. This historic gem is awaiting your vision.

Welcome home to 531 Frances Street, located in the heart of old town Key West within walking distance to shops, restuarants, harbor walk and Duval. From the white picket fence to the wide front porch, this charming home is a classic. The first floor features high ceilings and gorgeous natural light in an open floor plan. The living room, dining and kitchen all open to the decked pool area. A covered loggia is perfect for outdoor dining, entertaining or relaxing rain or shine. The heated blue tiled pool is the focal point for the outdoor space. The primary bedroom with en-suite bathroom, den/third bedroom with walk-in closet and convenient half bath are also located on the first floor. Upstairs is a guest suite including a bedroom and a large bathroom that has plenty of storage space and access to the upstairs deck. The brick walkway, formerly used as parking, meanders around one side of the house and on the other side is a ramp which is one aspect of the full accessibility of this home. The location on the corner of Frances and Stump Lane is ideal, tree lined and surrounded by beautiful homes. Features and amenities include Smart Home technology with cameras and thermostat, Rain Barrel water collection system, Azek and wood decking. This home has been lovingly maintained and will please the most discerning buyers.

Charmingly restored and updated historic home on a quiet street in the heart of Old Town, one of the best neighborhoods. This island oasis is spacious with plenty of storage and ample off street parking. The master bedroom with ensuite bath is on the first floor. There is plenty of room to entertain around the pool or relax on the front porch. The property is very private with a lush tropical landscape, visible from the open kitchen which has accordion hurricane impact windows and a full size hurricane impact pocket door that transforms the inside to outside.

New lower price! Gorgeous move in ready, 2,205 sq ft conch style home, where historic charm seamlessly blends with modern luxury situated in the best location in Old Town. Just steps from Duval St and one block from the ocean, beach and the Southernmost Point. Priced at $2,800,000, this exquisite property offers a turn- key experience that includes a fully furnished house, in addition a Jeep Unlimited and a 6-person golf cart, making it easy to navigate the island and experience all that Key West has to offer. The ground floor has an inviting open floor plan with plenty of natural light filled rooms wrapped in Dade County pine and glorious flooring that allows for seamless flow between the living spaces, perfect for entertaining guests or simply unwinding after a day of adventure. With high ceilings and top-of-the-line finishes, every detail has been carefully curated to create a space the exudes elegance and comfort. The gourmet kitchen is a chefs dream with high end appliances generous countertops and custom cabinetry. Relax outside in the heated kidney shaped swimming pool surrounded by lush tropical landscaping or enjoy the covered pergola great for dining or shade. The 2nd floor has two double sized bedrooms with a spacious balcony with a glimpse of the ocean and Southernmost House. There is also a marvelous grand foyer with space for a small office. The 3rd floor master suite offers ultimate privacy encompassing the entire third floor which has a huge walk in closet with built in dressers drawers with quartz counters and lots of storage. The lavish master bathroom has a spa shower with a luxury rainfall shower head system. Double marble sink vanities, Vintage reclaimed wood walls and luxury vinyl flooring. While preserving its historic character, this home has been thoughtfully updated with modern amenities. Dont miss this opportunity to own a historic residence in Key Wests highly sought after neighborhood. Call today for your private showing

Discover your dream home at the prestigious Truman Annex Community, situated on the serene Admirals Lane. This two-story detached single-family residence offers a perfect blend of comfort and elegance with 3 bedrooms and 3 full bathrooms. Enhanced by impact windows and doors, the house also features a private carport for added convenience.Adjacent to the property lies a shared community pool, ideal for relaxation and enjoyment. Inside, the main living area boasts exquisite travertine floors, creating a luxurious ambiance. Open the French doors to the composite wood back deck, where outdoor dining, barbecues, and lounging become a daily indulgence.The fully equipped kitchen is a culinary haven, catering to every chefs desires. With one bedroom on the first floor and two bedrooms on the second floor, each with a private bathroom, this home is designed for utmost comfort and privacy.Emphasizing its prime location, this property is just a stones throw from Duval Street, the Key West White House, and the Key West Harbor, all while being nestled within the security of a gated community. Live out your Key West dreams in this exceptional property that epitomizes the essence of island living.