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

Move in ready! This quaint, well maintained, Key West cottage on secluded Curry Lane in Old Town has an ideal location: just a stroll away from fine restaurants, the historic marina, popular attractions and bike lanes to and from Duval Street and Zachary Taylor State Park. The interior includes a bedroom, living room and updated kitchen and bathroom. Outside a new rear deck leads to a lush private garden with a dining area and a custom built shed with a washer/dryer. The front porch has an overhead fan, and infrared heater for chilly days. Other updated features include mini split HVAC, hurricane resistant metal roof, and wooden hurricane rated windows. The cottage is in the most favorable flood zone. It is part of a duplex undergoing condo conversion. With its double studded construction, it feels like living in a standalone cottage. Ideal for one or two adults and maximum one pet. Includes all appliances, two smart TVs, new furnishings and available Blink and SimpliSafe security systems. Schedule your showing today!

Ground floor 1b/1b condo features a 599sf interior that includes a loft, which basically makes this a two bedroom unit; which basically makes this the best priced condominium in Old Town Key West. Open floor plan is bright and airy. High ceilings. Renovated kitchen. French doors open to private courtyard to enjoy the indoor-outdoor living for which Key West is known. The great room opens to your fenced private entrance and courtyard with outdoor shower. Courtyard opens to the compounds walkway to pool and deck. The $180 monthly condo fee maintains pool and common areas.. Ductless AC and heat. Tankless hot-water heater. Only 4 units in compound that is perfectly located in the heart of Old Town.

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.

Nestled in the X flood zone of Old Town Key West, this charming one level, two bedroom and one bathroom home offers the perfect blend of historic character and modern convenience. Featuring classic island architecture, the property boasts a spacious open floor plan, high ceilings, and beautiful hardwood floors throughout. Located mere steps from Key Wests vibrant downtown, renowned restaurants, shops, and attractions, this home offers both tranquility and convenience. Whether youre looking for a full-time residence or a vacation getaway, this property is an incredible opportunity to experience all that Key West has to offer.Dont miss your chance to own a piece 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.

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.

Great location in the heart of Old Town, just off Southard Street. This updated single family home features an open floor plan with living area, dining area and kitchen. The full bath on the first floor is updated and features a shower and the washer/dryer. The open staircase has a high ceiling and leads to the bedroom and full bath on the second floor. Enjoy a peaceful wraparound-covered porch just off the bedroom. There is also a small courtyard that is very private and has enough room for grilling and chilling out in the Key West lifestyle.

Step into a piece of Key West history with this inviting home, perfectly situated in the prime Historic District of Key West. Offering great curb appeal, original craftsmanship, and plenty of potential, this home features rare Dade County pine walls and flooring with high ceilings, making it a true gem with timeless character and room for your personal touch. Downstairs, youll find a comfortable living area, kitchen, and a guest bedroom, while upstairs, the spacious primary suite includes its own closet and private bath. The backyard is a blank canvas, perfect for lounging, gardening, or even adding a custom pool to create your own outdoor retreat. Located within walking and biking distance to Duval Street, Key Wests best beaches, and Fort Zachary Taylor, this home puts you in the heart of it all while offering a quiet place to unwind. Dont miss this chance to own a true piece of Key West history--schedule your private showing now!

Tucked away on one of the best streets in Old Town Key West, 710 Ashe Street Rear is a beautifully remodeled 2 bedroom, 1 bath residence offering the perfect balance of family living and an optional vacation rental opportunity. Upon entering, an expansive open floor plan invites you in, with the living, dining, and kitchen areas flow effortlessly into one another. Framed by four sets of French doors, the space is showcased by natural light, highlighting the homes contemporary design. Every detail has been carefully selected, from the stylish fixtures to the sleek, modern touches, creating an atmosphere that is both vibrant and welcoming. The private outdoor patio, surrounded by tropical landscaping, provides an inviting space for family gatherings, morning coffee, or simply relaxing in the warm island breeze. Located within walking distance from Duval Street and Key Wests vibrant dining and shopping scenes, youll enjoy easy access to everything this island has to offer. Whether for family living or as an income-generating vacation rental, 710 Ashe Street Rear is more than a home--its a unique opportunity to experience the Key West lifestyle with privacy and elegance in one of its most desirable neighborhoods. Schedule your private showing today.

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.

This idyllic Old Town Key West home offers an extraordinary location and super-coveted parking. Light, Bright and in move-in condition, this furnished, turn-key oasis works well as an exceptional rental property and/or second home. Your own Key West pied a terre. Outstanding features include vaulted wood ceilings, loft, wood floors, oak cabinets, and a private deck perfect for al fresco dining under Key Wests tropical stars. Enjoy evening breezes on an iconic Key West front porch. Centrally located near prime restaurants, shopping, and more. Located in an X Zone with no flood insurance required. Just 2 blocks from Duval, yet private enough to relax.Your Key west adventure starts HERE!

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.

Take advantage of this $24,000 price improvement!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. Priced to sell for just $1,270,000.

Come check out the Magic on Mickens Lane!Nestled in the heart of Old Town Key West, 612 Mickens Lane offers a unique blend of historic charm and modern potential. This single-family home, built in 1901, encompasses 805 square feet of living space, featuring 2 bedrooms and 1.5 bathrooms, with a great outdoor entertaining area. The property is situated in the X-Flood Zone on a 2,250 square foot lot, providing ample outdoor space.Located on a tranquil lane that exudes the Old Key West charm, this colorful residence offers both privacy and convenience. Youre just steps away from the exciting energy of Key Wests renowned restaurants, theaters, and world famous hotspots.The homes interior boasts a comfortable floor plan with cathedral ceilings and French doors that invite abundant natural light. The kitchen is equipped with built-in cabinets and modern appliances, including amazing custom Dade County Pine counter tops.Bedrooms are perfectly sized and are complemented with Dade County Pine ceilings, which enhances the homes cozy ambiance.The exterior features a privacy wall and a spacious backyard, offering a serene retreat. An outbuilding provides additional storage or the opportunity for a creative space. With room to add a pool, the outdoor area is perfect for entertaining or relaxing in the Florida sunshine. Amazing fruit trees are abound!Call today for your private showing!

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.

Location, Location, Location! Old Town in X-Flood Zone on Solaris Hill with Off Street Parking! Quintessential conch cottage has a cozy front porch & has been in the same family for decades. All wood structure shows a glimpse of wood boards behind the existing interior paneling. This is believed to be the much-desired Dade County Pine. Roof and main electrical panel replaced (w/ permits) in 2014. House is currently configured as seven rooms in total (3 bed, 1 bath, den, dining & kitchen). Front yard provides the highly coveted Off-Street-Parking & the back yard is 31 Ft X 26 Ft (total 806 sq ft). House is a renovation project. This is an estate sale & there will be NO repair and NO clean up by the sellers. However, there will be NO waiting on Probate & NO court approvals needed. Make 719 Elizabeth St your Old Town Island Oasis!

Located in the heart of historic Key West in the X Flood Zone (no flood insurance required), this beautifully renovated conch cottage offers a perfect blend of classic charm and modern comfort. Just three blocks from Duval Street and half a block from the Truman Annex, it sits in a quiet yet walkable neighborhood close to top attractions. This flexible two- or three-bedroom home features tall ceilings, new impact windows, 3/4 inch wood flooring, and rich Dade County pine walls. The dining room flows into the well appointed kitchen, where Dade County pine counters complement high-end appliances, including a Sub-Zero refrigerator, Big Chill gas stove, and dishwasher. A rare oversized laundry and utility room provides extra space for projects or storage. Originally built between 1899 -1907, as a Henry Flagler Railroad home, this historic gem has a classic front porch where the song The Beautiful Isle of Key West by Ellen Sanchez was composed. The private backyard is filled with fruit trees--mango, avocado, and Key lime, its a butterflys haven and there is even room to add a small pool. With the Truman Water Park, Amphitheater, and Fort Zachary Taylor Beach just moments away, this is island living at its finest!

Own a piece of Key West history! Opportunity awaits at this charming 4-bedroom, 3-bathroom home now available for the first time over half a century. Built prior to 1899, and ideally located in the heart of Old Key West, the property offers two separate structures - a 3-bedroom 2-bathroom main home and a private 1-bedroom 1-bathroom guest cottage - perfect for accommodating up to 8 guests. Just steps away from World-Famous Duval Street, the islands best beaches, Truman Waterfront Park, and top-rated restaurants, this property offers the ultimate island lifestyle. Features include a 96 deep lot, a spacious hot tub, and a turnkey vacation rental business with over $54,000 in confirmed bookings. Situated in the preferred X-500 flood zone, this is a rare opportunity to acquire a prime piece of Key West real estate with established rental history. Schedule your private showing today!

Now priced to sell with this $50,000 price improvement! 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 just $1,440,000.

Now priced to sell with this $50,000 price improvement! 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 just $1,440,000.

Completely transformed by its new owner into a one-of-a-kind masterpiece. Every inch of the house has been meticulously renovated, including a breathtaking $50,000 custom mermaid bath with a mermaid mural crafted entirely from exquisite tile. The home now features impeccable Dade County pine details throughout, while preserving the original Spanish cedar kitchen cabinets that add a touch of historic charm. The outdoor space has a full restaurant style bar, an outdoor kitchen and, offering an outdoor shower and a soaking pool. The outdoor living area is nothing short of extraordinary, perfect for relaxing or entertaining.This corner property is located just five houses from Duval Street, this home is a once in a lifetime opportunity. Use while youre in town and rent seasonally or monthly if you like. So many wonderful options. Call now for your private in person or video showing. Proof of funds required. The seller has renovated an approximately 500-square-foot patio deck, transforming it into an exceptional outdoor living area. This space includes a fully equipped outdoor kitchen, a cocktail soaking pool, an outdoor shower, and a restaurant-style sports bar, creating a unique and expansive space for relaxation and entertainment. These features significantly enhance the functionality and livability of the home, making it feel and function like a much larger property. The house itself offers (((3))) bedrooms, including the spacious Master Bedroom with private lockout entrance and a beautifully renovated full en suite bath, for a total of ((2)) two large full bathrooms, providing comfort and convenience for guests.

***NOW PRICED BELOW APPRAISAL VALUE****Welcome to this Turn Key, Smart Conch House at 904 Olivia Street, 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.

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. Home comes with all of the furnishings and landscaping has been added for privacy. The 1,324 square feet of living space is of exceptional craftsmanship. This home is a must see, you will not be disappointed.

Welcome to Casa Bella Petite le Bleu., an architectural gem in the heart of Old Town Key West, honored with a prestigious Ceramic Star for historic preservation. Nestled in the desirable X-Flood Zone, this home blends timeless charm with contemporary upgrades, off street parking and a private pool making it the perfect tropical retreat. From the moment you arrive, the classic front porch invites you in. Inside, open concept living awaits, highlighted by rich Dade County Pine, a chefs kitchen featuring Viking appliances and custom cherry cabinets. Making it the perfect space to entertain as the indoors flow seamlessly into the outdoors. Double sets of french doors open up to a tropical wonderland featuring a heated pool with a tranquil water feature, surrounded by lush landscaping. The expansive deck offers a covered lounge area, outdoor dining space, outdoor shower, and a charming historic accessory structure--perfect for a small guest suite, art studio, or office.Located on the quiet end of Elizabeth Street in the sought-after Solares Hill neighborhood, one of the highest points on the island. This property is just two blocks from Duval Street and centrally located. Walking distance to Key Wests best restaurants, beaches, and galleries, all while savoring the peace of a quiet, picturesque Old Town neighborhood.Whether youre seeking a luxurious island getaway or a full-time residence with historic charm, 819 Elizabeth Street offers the best of Old Town living. Dont miss this rare opportunity to own the perfect Key West home.

Discover your dream surfers cottage on a tropical island! Built in 1918, this charming home still showcases elements of its historic architecture, blending timeless character with a unique coastal vibe. Located at 1020 Fleming Street in the Historic Seaport area of Old Town Key West, youll be just a short walk from amazing restaurants, great bars, and some of the best fishing and diving charters in the world.This rare gem has not been available on the market for nearly two decades and appears on the Key West map of 1848--dont miss the opportunity to make it yours. Start living your dream today. Call now!

This Conch House is filled with Key West Charm that all starts with the covered front porch perfect for relaxing. Entertain with ease in todays kitchen with its marble countertops, stainless steel appliances, and farmers sink. The open dining and living room continue to flow through French Doors to the outdoor living area with a private wraparound porch, sun deck, and heated dipping pool. A bedroom and full bathroom are on the main level offering one story living. Two large bright and airy bedrooms with vaulted ceilings and a bath are upstairs. Bahama hurricane shutters, metal roof, storage inside and outside, off-street parking.

Welcome to 613 Olivia Street, a charming single-family home nestled in the heart of Old Town, Key West. Built in 1933, and located in the X Flood Zone, this historic residence offers 1,680 square feet of living space on two floors and on a 3,240 square foot lot. This property has been owner occupied for over 30 years. First time on the market in generations. Here is your chance to have that location, location, location home in Historic Old Town Key West.With a white picket fence and spacious front porch framed by stately palm trees, this home features four (4) bedrooms and one and a half (1.5) bathrooms. Its classic architecture, which includes custom crown moulding and Dade County Pine walls, reflects the rich heritage of Key West.Enter the home into the light-filled living room, which connects to the spacious kitchen with vaulted ceilings and wall-to-wall sliders leading to the private and fenced-in backyard. Two bedrooms on the ground floor and two on the second floor. There is also an unused cistern pool in the backyard, with a concrete pad that once was a second structure. The creative possibilities for this home are endless, just steps away from the vibrant culture, dining, and entertainment that Old Town Key West is renowned for. Embrace the potential of this historic gem and envision the possibilities that await at 613 Olivia Street.

Picture perfect Old Town home with off street parking located in the historic neighborhood of Bahama Village. Enjoy this downtown location renovated from the ground up in 2021. A thoughtful floor plan combines indoor and outdoor living seamlessly with a doorwall that opens to pool side stone patios surrounded in tropical vegetation. Totaling 3bd/2ba enjoy a bedroom on the 1st floor and 2 additional bedrooms with a shared bath private to the upstairs. You will appreciate the luxury finishes throughout this gem including impact windows and doors, custom woodwork/cabinetry, Viking and Thermador appliance package, heated and chilled pool, reclaimed heart pine flooring, charming antique doors and more. Impressive vacation rental history with future reservations to convey. Come see this tropical sanctuary awaiting someone seeking a peaceful and hassle free Key West retreat!

Experience the epitome of Key West living in this exquisitely renovated 2-bedroom, single family home nestled within the exclusive gated community of Truman Annex. The first floor of this beautifully renovated Coastal designed home features a gourmet kitchen with top-of-the-line appliances, a spacious sun-filled Living Room and Dining Room made for hosting unforgettable gatherings. The private back patio offers outdoor entertaining space for dining, grilling, and soaking up the sun. Both elegantly appointed bedrooms are located on the second floor, each with their own dedicated bathroom. A truly unique feature of this home is the elevator, allowing for easy access and transport to the second floor. The prime location of this home makes it easy to take a quick Stroll to all that Key West has to offer - the nearby Truman Waterfront Park, first-class restaurants, art galleries, shopping, and the lively music scene. Additional benefits include one designated parking space, access to the community pool, a private outdoor shower, Impact Resistant Windows & Doors, and weekly transient rental license. Being offered turn-key, this home is ready to move right in and enjoy your slice of paradise!

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!