Historic Old Town Key West home offering character, a prime location, and strong potential for a buyer looking to add value. Originally built in 1908 and positioned on a desirable corner lot, this 3-bedroom, 3-bath property is just moments from galleries, dining, the waterfront, and Key West's well-known sunsets. The interior features high ceilings, Dade County pine floors, and an open living and dining layout with good natural light. The kitchen includes gas cooking, ample storage, and a functional footprint that can be updated or reconfigured to fit your needs. Upstairs, the primary suite offers vaulted ceilings with exposed beams and an en-suite bath with mosaic tilework. Additional bedrooms provide flexibility for guests, roommates, or rental use. Exterior features include multiple porch areas, mature tropical landscaping, and a private yard. Off-street parking, a spacious pantry, and distinctive details such as a hand-carved Brazilian mahogany front door contribute to the home's overall value. Located in the heart of Old Town, this property presents an opportunity for a full-time residence, second home, or investment in one of Key West's most desirable neighborhoods.
First time ever on the market! This is an excellent opportunity to own a charming single-family home in Key West. Lovingly maintained and custom-built for the current owners, this property has remained in the same family for over 60 years. This tranquil residence features 2 bedrooms and 2 bathrooms and sits on a spacious 5,016 sq. ft. lot. The home includes off-street, covered parking for one vehicle. Recent updates include central A/C and a new water heater. A detached metal storage shed provides additional storage space. The backyard offers a relaxing outdoor area--perfect for enjoying the island lifestyle. Inside, tile flooring runs throughout the home for easy maintenance. The yard features mature tropical landscaping with local fruit bearing trees. Centrally located, this property is just minutes from shopping, schools, dining, and beaches. This mid-century modern home offers great potential for upgrades, renovations, or possible additions to suit your needs. The property is being sold as-is and is currently tenant-occupied, offering flexibility for investors or future homeowners ready to create their own vision. Listing agents are related to the sellers.
Beautiful. Historic. Designed for Entertaining. Step through the front door of this stunning two-story historic home and you're immediately welcomed by soaring ceilings, an expansive open-concept living area, and timeless original hardwood floors. Elegant archways define the entry and multiple seating areas, creating both character and flow. The spacious dining room, featuring a vaulted ceiling with wood beams and an adjoining sitting area, is perfect for hosting. Multiple French doors open seamlessly to the outdoor deck and large heated pool, offering the ultimate indoor/outdoor lifestyle. The main level also includes a private ensuite bedroom with direct access to the pool area. Upstairs, two beautifully appointed ensuite bedrooms--finished in rich Dade County Pine--offer a peaceful retreat. The primary suite opens to a large balcony overlooking lush tropical landscaping, along with a second private balcony off the bath with views of the pool. Thoughtful updates throughout the home enhance both comfort and style while preserving its historic charm. Enjoy quiet mornings on the inviting front porch or unwind on one of the home's multiple balconies. A unique loft space, finished in Dade County Pine, leads to a hidden gem--a widow's walk offering treetop views of the desirable Casa Marina neighborhood. Situated on a generously sized lot with off-street parking and a fenced yard, this property is ideally located within walking distance to Bayview Park, dog parks, White Street Fishing Pier, the beach, and local dining. Currently operating as a successful monthly vacation rental, this home is being offered fully furnished and turnkey--ready to enjoy or continue as an income-producing property.
Welcome to 214 Eanes Lane, a classic Key West property offering flexibility, character, and exceptional investment potential in a prime Old Town location. Located in an X flood zone, this property offers added peace of mind and potential savings on insurance--an increasingly valuable feature in today's market. This unique property is configured as two separate units, featuring a main two-story residence and a detached guest quarters, with a combined total of 2,573 square feet of living space. The detached unit is separately licensed and equipped with its own electric and water meters, providing true independence and strong income-producing potential. The main home offers a spacious and functional layout designed for island living. The first floor includes multiple living areas, with a generous living room, separate dining space, family room, and a well-appointed kitchen that opens to outdoor patio and deck areas--perfect for entertaining. Upstairs, you'll find three bedrooms, including a primary suite, along with multiple bathrooms and private balconies that capture the charm of Key West. The detached unit provides a private retreat complete with a bedroom, bathroom, kitchenette, and living space--ideal for guests, extended family, or rental income. Additional highlights include off-street parking for two vehicles, a rare and valuable feature in Old Town, as well as inviting outdoor spaces designed for relaxing and entertaining. Whether you're looking for a primary residence with additional income, a second home with flexibility, or a pure investment opportunity, 214 Eanes Lane delivers versatility and value in one of Key West's most sought-after neighborhoods.
Welcome to your slice of paradise in the highly sought-after Key Cove community in Key West, FL, where island living meets enjoyable comfort. This beautifully designed townhome offers the perfect blend of coastal charm and modern convenience. Featuring a bright, open-concept layout, the living and dining spaces flow seamlessly with the well appointed kitchen. Ideal for entertaining or unwinding after a long day. Enjoy outdoor living with the covered balcony off of the living room. The Living Room & Foyer has updated Engineered Hardwood - European French Oak Flooring in March 2023. Kitchen Tile updated in August 2025. The stairs and Hallway have Hardwood flooring as well updated in June 2021. New Hot Water Heater in August 2025 along with updated Kitchen Light and Faucet in March 2026. Most of the rooms in the home have been freshly repainted with Sherwin Williams Paint. Upstairs features two spacious bedrooms with high ceilings. A gorgeous bathroom with plenty of light. There's also a hall laundry room for easier lifestyle duties. This home features covered parking with a garage door. Plenty of space underneath for extra storage. Key Cove residents love the laid-back lifestyle. Convenient location for food shopping, dining and entertainment. Also, there's a Community Pool to hangout and enjoy your day. Whether you're searching for a full-time residence or a second home, this home delivers the Key West lifestyle you've been waiting for and more.
Life on the water feels effortless at 34 Key Haven Road! Set along a wide canal in one of Key Haven's most desirable pockets, this 4 bedroom, 2 bathroom home is designed for those who want to be on the boat within minutes and back home just as easily. From the moment you arrive, the elevated setting and clean curb appeal set the tone. Step inside and the home opens up into a bright, modern layout where the kitchen naturally becomes the center of it all. With updated finishes and stainless steel appliances, it connects to both living areas, creating space to gather, relax, and entertain. As you move through the home, your attention is drawn toward the water. Sliding glass doors from both the main living area and primary bedroom lead to a spacious covered patio. Just a few steps down, the canal becomes an extension of your backyard, offering quick access to both the Atlantic and Gulf. The layout offers flexibility, including a fourth bedroom with its own entrance, ideal for guests, a home office, or additional privacy. Outside, a 60ft concrete seawall and generous dockage space make it easy to accommodate your boating lifestyle. With a metal roof, shutters, and an elevated lot helping to keep insurance costs very manageable, this is a home that blends practicality with the kind of lifestyle that makes the Keys so special. Simple, functional, and centered around the water, just the way it should be!
Waterfront, turnkey, and completely private 2412 Linda Avenue delivers the ultimate Key West lifestyle. This fully renovated tropical retreat is designed for effortless indoor outdoor living offering the perfect blend of entertaining space and serene seclusion.The home features 2 bedrooms plus a flexible office/optional third bedroom with a bright open layout and a sunken living and dining area overlooking the pool and water through expansive windows.The primary suite is a standout, featuring a walk in closet and a spa inspired indoor outdoor ensuite with a dual head open air shower surrounded by lush palms. Outside the property lives like a private resort complete with a heated and chilled saltwater pool/spa, outdoor kitchen, and mature tropical landscaping. With direct water frontage you can easily enjoy the natural surroundings right from your backyard. Extensively improved and move in ready this home offers a seamless combination of comfort, style, and functionality.
Completely renovated and being offered turn-key, The Foundry #23 in Key West's exclusive Truman Annex is a rare gem that blends historic charm with modern luxury. This beautifully updated townhome features custom Hansen & Bringle cabinetry throughout, quartz countertops, and brand-new appliances in the kitchen. The Primary Suite offers ample closet space and a redesigned bath with custom cabinetry and a linen closet. Elegant finishes include travertine and hardwood floors, crown molding, baseboards, and custom handrails. Impact-rated windows and doors enhance both style and energy efficiency. Additional upgrades include square recessed LED lighting with dimmers, re-ducted A/C vents, new washer and dryer, water heater, and ceiling fans. Bathrooms have been refreshed with new layouts, vanities, sinks, and fixtures. Located within the gated Truman Annex, this home offers privacy and tranquility just steps from Duval Street, the Ernest Hemingway Home, and Fort Zachary Taylor Beach. Whether you're seeking a full-time residence, vacation retreat, or investment property, The Foundry #23 delivers exceptional craftsmanship, prime location, and timeless appeal.
Welcome to 1025 Elgin Lane, an exquisite residence nestled in the heart of Key West's Historic Seaport District. This recently updated home seamlessly blends historic charm with modern comforts, offering an unparalleled living experience in one of Florida's most sought-after locales. The interiors are adorned with original Dade County Pine walls and flooring, exuding warmth and character that pay homage to the home's rich heritage. Recent enhancements have elevated the home's functionality and aesthetic appeal including a new foundation, beautiful new flooring, tastefully updated bathrooms, and fresh paint inside and outside. The home features high ceilings with exposed beams and French doors that open to a private patio. This outdoor space is perfect for morning coffee or evening gatherings under the stars. The second-floor primary suite offers a private sanctuary, complete with a walk-in closet and an en-suite bathroom featuring a classic clawfoot tub. The downstairs bedroom is generously sized and includes a walk-in closet. The private patio, accessible through French doors, is ideal for alfresco dining and relaxation. The front porch offers a quiet spot to enjoy the tranquility of Elgin Lane, a quiet lane that ensures privacy and minimal traffic. A designated off-street parking space adds to the convenience of this property. A private walkway provides direct access to Eaton Street, placing local bakeries, shops, and the vibrant Seaport just steps away. Situated less than a block from the renowned Old Town Bakery and just two blocks from the lively Seaport, this home offers unparalleled access to Key West's finest dining, shopping, and entertainment venues. Whether you're seeking a serene personal retreat or a lucrative investment property, this residence offers an exceptional opportunity to own a piece of Key West's storied history.
With five bedrooms and three bathrooms, it seems perfect for families or hosting guests. The location ensures easy access to fantastic dining, coffee shops, and shopping, along with recreational options like sports venues and schools. The emphasis on beautiful finishes and an inviting floor plan suggests a luxurious yet comfortable living space, ideal for entertaining. Plus, the proximity to the beach and downtown, complemented by lush landscaping and tropical breezes, adds to its charm.
Nestled within a private tropical oasis on a 7,500-square-foot lot, this charming Mid-Century Modern home offers the perfect blend of architectural character and island living. Approximately 64 feet of floor-to-ceiling sliders and windows fill the home with natural light and frame lush garden views from nearly every room. The three-bedroom, two-bath floor plan features clean modern lines, concrete finishes, abundant storage, and a versatile third bedroom ideal for an office, studio, nursery, or home gym. Additional highlights include central air conditioning and accordion hurricane shutters. Outside, beautifully landscaped grounds showcase crushed granite, Chicago brick, and coral pathways winding through mature palms, fruit trees, and tropical plantings. The fully fenced property offers exceptional privacy, a gated drive with off-street parking for two vehicles, an outdoor bar, and multiple entertaining areas. With ample room for a generous pool, this property presents a rare opportunity to create your own tropical retreat just a short bike ride from Old Town.
This charming Shipyard unit on the ground level is situated at the rear of the Truman Annex community, boasting a generous back deck overlooking the outer mole. The living room and master bedroom feature elegant French doors that open up to the back deck. Experience a peaceful and serene environment, all while being conveniently located within walking or biking distance to numerous Key West attractions and exceptional dining options. The unit comes with rental records from when the transient license was active and is in turnkey condition. Additionally, this unit includes its own designated parking space.
Discover the charm of what was once a carriage house and now a single-level home nestled in the highly desirable Meadows neighborhood of Old Town Key West. This inviting 3-bedroom, 2-bath residence blends historic character with modern updates, offering the quintessential island lifestyle. Effortless indoor-outdoor living defines this home, which features an open, airy feel that flows seamlessly to a private backyard oasis. The renovated kitchen features quartz countertops, modern finishes perfect for entertaining or everyday living. A versatile bonus loft provides the ideal space for a home office. Step outside to your own tropical retreat, complete with a sparkling pool surrounded by a spacious brick patio, cabana bar, fabulous outdoor shower and mature landscaping that creates privacy and a lush island ambiance. Topped off with off-street parking, whole house generator, x flood zone and close proximity to everything that makes Key West living so special, while still providing a peaceful neighborhood setting. This is truly a gem waiting to become your tropical island home!
ROGO exemption, swim canal, many mobile homes have been replaced in the subdivision with new structures. Rear deck, seawall, nice side entry. Just down the road is Geiger Key restaurant, bar, water activities.
Discreetly tucked within the storybook streets of the coveted Meadows, this enchanting Key West residence is a rare expression of timeless elegance and island sophistication. Rich in history yet effortlessly refined, the home invites you into a world where classic Conch architecture meets curated, modern luxury. From the moment you enter, the ambiance is unmistakable--soaring ceilings, warm Dade County Pine, and bespoke craftsmanship create an atmosphere that is both grand and inviting. Every space has been thoughtfully composed, balancing texture, light, and artistry to deliver a home that feels as beautiful as it is livable. Beyond the interiors, a private tropical sanctuary unfolds. Surrounded by lush greenery and designed for complete seclusion, the poolside setting evokes a boutique resort experience. Whether basking in the sun, enjoying the gentle sound of water, or hosting intimate evenings under the glow of ambient lighting, this outdoor retreat is nothing short of extraordinary. The upper-level primary suite offers a serene escape, complete with its own sitting area and a covered balcony that captures the essence of relaxed island mornings and golden-hour evenings. Guest accommodations are equally inviting, offering comfort, privacy, and flexibility for hosting family or discerning visitors. Offered turnkey, the home presents a seamless opportunity for immediate enjoyment--whether as a private coastal retreat or a high-performing luxury rental. Every detail has been considered to ensure effortless living without compromising character or authenticity. Just moments from the vibrancy of Old Town, yet worlds away in feel, this is a residence that embodies the true spirit of Key West--elegant, intimate, and undeniably captivating.
Discover laid back island living in this canal front, two bedroom home located in Big Coppitt Key, just minutes to Key West. Positioned on a wide canal this property is a boaters dream, complete with a 50 foot concrete seawall. With ample parking, storage for your gear and low maintenance tropical landscaping, this home is designed for easy Keys living.
Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 4-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58' of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout. Marvel at the attention to detail in the updated kitchen featuring a waterfall island and all new stainless steel appliances. Outside, a heated salt pool, equipped with automation and a water feature, invites you to unwind amidst the lush turf and enchanting landscape lighting. Relish in unparalleled privacy with a comprehensive privacy wall and fencing, enhanced by a Mosquito Nix system for a pleasant outdoor experience. Enjoy the added conveniences of a whole-house automatic generator and on-demand gas water heater. Nestled in an environment that offers the best waterfront living, your lifestyle is enhanced by limitless opportunities for boating and fishing--right from your backyard: automatic front gates, circular driveway, and awning-covered parking round out this unparalleled offering. Elevate your life with this matchless blend of luxury and oceanic freedom!
Key West Oasis - A Tropical Compound Steps from the Sea. House, Pool & Guest Retreat located near by Casa Marina and steps from Old Town. Welcome to your own private tropical compound just blocks from the beach, tennis and pickleball courts, and the iconic White Street Pier where you're perfectly positioned for sunrise strolls, sunset views, and everything in between. Nestled on a lush corner lot surrounded by swaying palms and vibrant tropical foliage, this property offers both privacy and proximity to the best of island living. The main house blends timeless Key West charm with modern comfort, featuring sunlit living spaces and breezy indoor-outdoor flow. Step outside to your resort-style backyard, where a sparkling pool is the centerpiece for relaxation and entertaining. The separate pool house offers flexible space for guests, a studio, or home office. Whether you're hosting sunset gatherings, enjoying a dip after a morning beach walk, or strolling to local shops and cafes, this is island living at its finest. Experience the perfect blend of tranquility, convenience, and tropical beauty—right in the heart of Key West. Here, mornings begin with the sound of the ocean in the distance, afternoons are spent floating in the pool, and evenings bring gatherings under starlit skies. This is more than a home—it's a slice of paradise in the heart of Key West. All you need is to move in and start living your Key West dream. Built with storm readiness in mind, the residence features hurricane-impact windows and doors, offering enhanced safety, sound reduction, and energy efficiency. Complementing these upgrades is a whole-house generator, delivering seamless power during outages and elevating everyday comfort with true peace of mind.
Modern luxury meets historic charm at this ultimate Key West sanctuary! Experience the pinnacle of island living in this stunning multi-story home built in 2018. Situated on the largest and most private parcel within an exclusive gated community, this home offers a rare combination of space and privacy in an unbeatable location. Tucked away off Whitehead Street, you'll be just steps from the Southernmost Point, access to the beach, and Duval Street. The crown jewel of this home is the expansive rooftop deck-- offering breathtaking views of the Atlantic Ocean and Old Town, coupled with refreshing breezes all day long. Built for peace of mind, the home features termite-resistant Hardie board siding, a metal roof, and impact rated doors and windows throughout. Inside, the open-concept first floor is an entertainer's dream, anchored by a chef-inspired kitchen with a large island that flows seamlessly into the living room. The 1,787 sq ft floor plan features four spacious bedrooms and three modern bathrooms, offering plenty of space for both privacy and entertaining, in addition to an abundance of storage - a rarity in Key West. The expansive master suite is a true luxury retreat, highlighted by soaring vaulted ceilings and an oversized en-suite bathroom. The outdoor space is equally as impressive, with a saltwater pool that includes a dual-temp heater (installed in late 2022) for year-round comfort. The IPE wood pool deck offers ample room for lounging, grilling, and dining, complemented by custom landscaping. Enjoy the security and tranquility of a well-managed HOA with low fees and active management, ensuring your property value remains protected. Whether you're seeking a primary residence or a high-performing vacation rental investment, this property is being sold completely turnkey. Complete with designated off-street parking and low insurances, this home truly has it all.
Stylish ''Spa'' home within the enclave of The Sanctuary of the Key West Golf Club. An open floor plan greets you to this light filled home that overlooks a private backyard oasis with dip pool, covered brick patio and maintenance free yard. Thoughtful kitchen updates including sleek quartz countertops with waterfall edge, stainless appliance package and new island lighting. The upstairs enjoys 2 spacious bedrooms each with renovated ensuite bathrooms. Spacious covered porches off of 1st and 2nd floor and deeded carport complete this carefree tropical retreat!
Prime redevelopment opportunity in the coveted upper section of Eagle Avenue, now offered with owner financing. This legal duplex is situated on one of the most desirable blocks in Key West, within a well-established residential neighborhood, presenting a compelling opportunity for investors, builders, or end users looking to create value. The main house is ready for a full renovation, offering a blank canvas to reimagine, customize, or redevelop to maximize returns. A City of Key West build-back letter is already in place, preserving valuable redevelopment rights and helping to streamline the process. For those seeking a larger project, this property can be combined with the adjacent vacant, buildable lot at 3705 Eagle Avenue creating a unique opportunity for expansion or future development. Ideally located near schools, shopping, beaches, and just minutes from Old Town, this is a rare chance to invest, renovate, or rebuild in a premier Key West location.
**Golf course frontage. No rear neighbors. Minutes to Old Town Key West.** Welcome to your private island retreat in the sought-after Key West Golf Club community on Stock Island. Overlooking the first green of the Rees Jones-designed golf course, this beautifully updated 2-bedroom, 1.5-bath home offers a rare combination of privacy, scenic views, and resort-style living. Inside, the 780-square-foot home features waterproof flooring, crown molding, and a renovated kitchen and full bath (2021) with modern finishes and appliances. Additional upgrades include a WiFi-enabled LG laundry center, whole-home water filtration system, and Bahama shutters that enhance the home's classic island charm while providing added storm protection. Relax on the screened rear porch overlooking the first green--perfect for morning coffee or evening cocktails. The guest bedroom also features a private front balcony to enjoy the island breeze. Ideally located directly across from the community's lagoon-style pool, fitness center, HOA office, and butterfly garden, this home offers convenient access to the neighborhood's premier amenities. HOA dues include community maintenance, high-speed fiber optic internet, and DIRECTV streaming service within this gated community. Whether you're looking for a primary residence, vacation home, or income-producing investment, this property offers exceptional flexibility with 28-day minimum rentals permitted with the required City of Key West license. Street parking for two vehicles adds everyday convenience. Enjoy peaceful golf course living just minutes from the restaurants, shops, waterfront, and nightlife of Old Town Key West and Duval Street. **Now offered at $624,500.** Owner is a licensed Florida real estate agent and the listing agent.
Two Parcels Included!!! Welcome to 1320 6th Street, a fantastic investment opportunity in a prime midtown Key West location. This property features three private units, each offering great rental income potential. Your chance to make money and have a home in paradise. Newly remodeled kitchen in the rental home. Enjoy the large inviting pool and well-maintained grounds, all just minutes from downtown Key West. Whether you're looking for a lucrative rental property or a versatile family compound, this unique property is a perfect choice. Don't miss your chance to own this gem in the heart of Key West! Prime Corner Lot enjoy the benefits of a corner lot with enhanced privacy and curb appeal. The property has ample parking and features a three-vehicle covered carport, along with additional off-street parking that can accommodate your boat or RV. The layout and landscaping provide a sense of seclusion, ensuring a comfortable living experience for tenants. This multi-family property is a rare find, combining practicality, privacy, and profitability. Don't miss out on this outstanding investment opportunity!
On a quiet lane in Old Town, this classic Conch home offers a setting where life feels just a little slower and a lot more enjoyable. From the moment you step inside, the home draws you outward, where indoor living blends naturally with the surrounding outdoor spaces. The heart of the home is built around entertaining. The living area, kitchen, and dining space come together in a way that encourages gathering, while the outdoor covered patio is perfect for dining or lounging creating a natural extension for everything from slow mornings to late evenings. Step outside and the pace shifts. Sitting on a large L shaped lot, the pool becomes the centerpiece, surrounded by deck space, greenery, and just enough privacy to make it feel like your own little corner of the island. The inviting primary suite is a peaceful retreat, featuring vaulted ceilings and French doors that open directly to the pool. Upstairs, two additional bedrooms and a shared bath provide comfortable separation, while the detached poolside cottage, with its own bath and outdoor shower offers flexible space for guests, a workspace, or added privacy. A convenient powder room is also located just off the kitchen. Dade County pine walls, wood floors, and tall ceilings bring warmth and authenticity, giving the home a sense of history without ever feeling heavy. It is comfortable, inviting, and easy to live in, the kind of home that makes everyday moments feel just a little more special. Quiet, central, and layered with history, 1109 Stump Lane stands as one of Old Town's most compelling hidden opportunities, a rare chance to own a truly private retreat in the heart of Key West.
This lovely townhome is located within the Islander Village HOA, a Local's Only Workforce Community. The home is elevated and above a garage for 2 cars. It has 9' ceilings on the first floor, a kitchen, ½ bath, living room and a lovely front and back porch. Upstairs is a large primary bedroom with 3 closets, two additional bedrooms and 2 full bathrooms. Additionally, the home has a metal roof and impact windows and doors for low insurances. The HOA dues are only $165 a month and the community has a pool, dog park and an additional small park. If you live and work in Monroe County and want to join the Islander Village family please call for more information.

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.