EXCELLENT OPPORTUNITY! EXCELLENT LOCATION! This duplex offers several terrific options for the buyer -- from building a brand new home in a prime location to a top to bottom renovation project. In either case, you could choose to make it your own, or make it an income producing investment by living in one side and renting out the other or even renovating it to sell. Additionally, this property would be perfect for staff housing. Plenty of options in a great location make this one to see.
Located in one of Key West's newer developments at The Captains House in Bahama Village, this second floor, single level condo blends crisp renovation with classic island style. Completed in 2023, the interiors pair hardwood and Spanish style tile flooring for an easy, low maintenance flow from living space to kitchen and bath. The kitchen is finished with quartz countertops, stainless steel appliances, an amazing view of the Key West Lighthouse perfectly framed from the kitchen sink, and a Spanish inspired tile feature brings warmth, texture, and color into the main living area. The bathroom continues the same design story with tile wrapping the glass enclosed shower, plus a quartz topped vanity and modern fixtures. Outside, an open-air rooftop deck is reserved exclusively for Unit #4. This signature feature is an elevated outdoor living space tucked away in the treetops for morning coffee, breezes at sunset, and stargazing at night. Separate stairs visible at the roofline serve another unit, while this deck space remains private to Unit #4. It's in the X Flood Zone, Pets are allowed with restrictions, and it's just a short walk to Ft. Zach Beach, Truman Waterfront Park & Duval Street for all the great restaurants, shopping, and live entertainment..
This show-stopping luxury condo delivers a rare blend of historic charm with a fully renovated interior that was just completed a few years ago. The first level features an open living and dining plan with 10' ceilings, an abundance of natural light, restored Dade County Pine accent walls, plantation shutters, modern lighting, and tile flooring throughout. The kitchen was built to impress and features a large quartz island, Cafe Collection appliances, a gas range, designer tile backsplash, and a separate coffee and cocktail bar. Practical touches include an entry way storage closet, built-in closet systems, and a full-size GE washer and dryer tucked neatly under the stairs. The upstairs primary suite feels like a private retreat.. it features a sitting area with double French doors that open to the balcony perch where you'll enjoy views of beautiful sunsets through the treetops. The en suite bath is finished with gorgeous Onyx Style slab tile, a double vanity, designer fixtures and a glass shower with statement detailing. This luxury condo is offered fully furnished and turnkey, with local Key West history woven throughout. 30-day rentals are allowed with restrictions, it's in the X Flood Zone, and from here it's always an easy stroll to Fort Zach Beach, Truman Waterfront Park, and the Duval Street corridor for fine dining, shopping, and live entertainment, capturing the ease and energy of Key West living..
Step into the enchanting world of Key West history at 709 Eaton Street, a meticulously preserved gem built circa 1847 in the iconic Seaport neighborhood. Historic charm and modern comfort, this home delivers 4 bedrooms, 4.5 baths, with 3 bedrooms, 3.5 baths conveniently located on the first level. The upstairs consists of the primary bedroom suite with an additional private study as well as a wonderful, covered porch. Discover the timeless elegance of its living room, dining room, and a fantastic den with an open kitchen floorplan complete with Viking appliances. Step outside to enjoy your covered patio, private pool, and inviting outdoor living areas surrounded by lush tropical foliage on the oversized 6,150 SF lot. Driveway for two cars with one covered parking space. Perfectly situated for exploring Key West's vibrant attractions, this home offers a rare opportunity to own a piece of island history while indulging in the ultimate Key West luxury lifestyle.
Charming Single family home with multiple guest cottages in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character of Key West architecture, featuring high ceilings, large windows that invite natural light. The main house has its own private heated pool, hot tub and outdoor shower perfect for relaxation and entertainment. The main house also has 2 guest cottages off the pool. The next building has an upstairs unit with 2 bedrooms and a bath with it's own private deck. Below is a one bedroom one bath unit and up front is the 3rd unit with one bedroom and one bath. Benefit from plenty of parking spaces, accommodating residents and guests with ease a rare find in this bustling area. Nestled in one of Key West's most historic districts, this property is just minutes away from famous landmarks, restaurants, and local shops. Take advantage of nearby beaches, water sports, and lush parks, offering a vibrant lifestyle for outdoor enthusiasts. This multifamily compound not only serves as a wonderful family home but also presents a lucrative rental opportunity in one of the most sought-after destinations in Florida. Don't miss your chance to own a piece of Key West history. Schedule a viewing today. Owner financing is available.
This performing vacation rental sold as shown is a beautiful property which exudes a sense of warmth and character from the moment you set eyes on it. As you approach the home, you are greeted by a picturesque facade that captures the essence of Key West architecture. The vibrant colors and tropical landscaping create a welcoming atmosphere that invites you to step inside and explore further. Upon entering the home, you are immediately struck by the inviting interior filled with natural light and coastal charm. The open layout seamlessly blends the living spaces, creating a perfect setting for both relaxation and entertaining. The kitchen is a chef's delight, equipped with modern appliances and stylish finishes. The home at 906 Truman Ave 1 also boasts a tranquil outdoor oasis, where you can unwind and enjoy the tropical breeze. Whether lounging on the deck or relaxing in the pool, this space offers a peaceful retreat from the hustle and bustle of everyday life. Overall, the home at 906 Truman Ave in Key West is a true gem that combines comfort, style, and the laid-back elegance of island living. It is a place where memories are made and dreams are realized. At this time an adjacent unit is also for sale that can be purchased to create a four bedroom three bath convertible if a door is added. Professional Vacation Rental Management is available for this property.
OWNER FINANCING AVAILABLE!! Dock in a safe place for you vessel or liveaboard this boat slip with an overall length of 45' and width of 16' 1'. This floating concrete deep water boat slip has a 6' draft and is located in Sunset Marina in Key West, a locals favorite for 2 decades. Immediate access to gulf and easy access to Atlantic. Showers, laundry, dog walk, bike racks, convenience store, fuel and use of 1 parking space . Slip has separate water and electric meters with (2) 30 amp service portals, dock box and available access to a PO Box, pool, cable/internet and storage space. Owner of slip may have pets with restrictions. Low fees!
Located in the heart of the Seaport Historic District, on two lots, this charming Conch home features a 2-bedroom main residence and a separate 1-bedroom guest cottage. The property offers exceptional outdoor living, highlighted by a large L-shaped, recently resurfaced heated pool and spa, surrounded by brick and wood decking. Inside, painted Dade County Pine accent walls add authentic character, while the marble-appointed bathrooms elevate the home's appeal. The spacious primary suite offers flexibility, with the option to be located either upstairs or in the downstairs bedroom. The kitchen and living area feature bar-top seating and a cozy cove dining space, flanked by French doors that open to the lush, tropical outdoor setting. The owners have completed extensive due diligence, including updated plumbing, electrical systems, and water heaters. The property offers off-street bricked parking.
Privacy. Seclusion. Serenity. Tucked away at the end of a quiet lane, 610 Griffin Lane is a rare Old Town retreat--an intimate, multi-structure compound that feels worlds away from the everyday. Set on an oversized lot nearly twice the size of most in the area, the property unfolds like a private estate. The beautifully renovated two-bedroom, two-bath main residence offers effortless comfort and refined finishes, while just steps away, a charming two-story one-bedroom, one-bath guest house adds character and flexibility--perfect for hosting, extended stays, or creative use. A third detached structure, currently styled as a home office, easily transitions into a private guest suite or additional bedroom. Outdoors is where this property truly captivates. Two covered decks invite slow mornings with coffee and unhurried evenings with cocktails. A sparkling pool and tranquil courtyard are surrounded by lush tropical landscaping that creates a natural sense of enclosure and calm. Every space feels intentional, serene, and designed for both relaxation and entertaining. With no through traffic and unmatched privacy, the atmosphere is that of a secluded sanctuary. The rare off-street parking space and home generator provide peace of mind and convenience, while the location cannot be beat-- unrivaled privacy yet just moments from Old Town's top restaurants, shops, and walkable attractions. This is more than a home. It's a hidden escape, a gathering place, and a lifestyle--right where you want to be.
Spacious, Turn-key Retreat on one of New Town's Largest Lots: Welcome to a rare opportunity in New Town - set on an oversized 14,000+ sq.ft. lot, one of the largest in the neighborhood. This 4- bedroom, 2.5 bath home offers the space, flexibility and outdoor living today's buyers are searching for, all in a move-in ready package. The backyard is the true showstopper. A 14 x 28 ft. swimming pool anchors an impressive 75ft outdoor entertaining area, complete with two tiki huts, creating the ultimate oasis for gatherings, relaxing weekends or sunset evenings under the palms. This is classic Key West living - private, expansive and designed for entertaining. Inside the home has been renovated with new flooring, updated AC and being SOLD fully furnished. The layout offers comfortable living for families, guests or those looking to spread out and enjoy single-family island living. The extra -large lot provides exceptional versatility with room for boat parking, RV parking, trailers and multiple vehicles - a rare and valuable feature in Key West. Whether you're a full-time resident, a growing family or someone who needs rooms for island toys and hobbies, this property delivers. Located in a quiet, established New Town neighborhood with easy access to beaches, shopping and downtown Key West, this home combines space, privacy and lifestyle in a way that's increasingly hard to find. A true island compound - turn-key, spacious and built for the way you want to live.
Experience an authentic island lifestyle at this classic conch cottage nestled in the heart of Old Town. Located on a quiet lane, just steps to Duval Street and The Green Parrot, this updated home provides a unbeatable location for walking to all of the best spots in Key West. Designed in the iconic ''conch cottage'' style, the interior features Dade County Pine walls, vaulted ceilings, and modern appliances. Enjoy the ease of main-floor living with two bedrooms--each paired with a dedicated bathroom--complemented by a versatile loft space featuring the third bedroom and bathroom. The private, fully fenced outdoor space is surrounded by lush tropical greenery and offers the perfect outdoor dining setting. The front porch provides a discrete vantage point to enjoy morning coffee or evening cocktails while watching the world go by on Aronovitz Lane. Newly installed impact rated doors and windows, a newer roof (replaced in 2021), and X flood zone location keep insurances very reasonable. Offered fully furnished and with years of monthly vacation rental history, this home is ready for it's next owner, weather as a Winter home, full-time residence, or investment property.
Spacious and well-designed 3-bedroom, 2-bathroom home offering a flexible and functional floor plan perfect for today's lifestyle. The main level features an open kitchen with center island, ample cabinetry, and stainless appliances, flowing seamlessly into a bright family room. A separate living room and dedicated office provide additional space for work, relaxation, or entertaining. The first floor includes a convenient guest bedroom and full bathroom, ideal for visitors or single-level living. Upstairs, you'll find a private primary suite with en-suite bathroom and walk-in closet, along with a second guest bedroom—creating excellent separation and privacy. Step outside to your own tropical retreat featuring a covered tiki-style deck and private backyard, perfect for outdoor dining and year-round entertaining. With its versatile layout, multiple living areas, and inviting outdoor space, this home is well suited for families, professionals, or those seeking strong rental potential. Conveniently located near local amenities and offering great value in today's market.
PRICE REDUCTION!! This secluded condo is close to all the fun Key West has to offer, including famous Duval St! Bike to local markets, theaters, restaurants, music venues, and the beach!! The home is tucked away among a lush garden of mature trees in desirable Truman Gardens. Take in the beauty by sitting on either one of two porches. Inside, a split layout offers privacy with each of the two bedrooms with their own bathrooms. Vaulted ceilings throughout give this home a bright and roomy feel. The home has been very well kept and lightly used as a secondary residence for the current owners. This home's bonus offer for downtown...a designated off street parking space, although you may not need a car since you can bike or walk to everywhere!
Welcome to 1422 Catherine Street in The Heart of Key West. Two structures with a total of two (2) bedrooms and two (2) bathrooms. The front structure is a one (1) bedroom and one (1) bathroom and the back structure is also a one (1) bedroom and one (1) bathroom. The front structure has just recently gone through a major improvement, totally redone foundation with concrete, new floors and totally updated. Outdoors is a perfect courtyard for dining under the stars or just hanging out and solving all the world's problems. There are also washer and dryer hook ups and an outdoor shower. This home is perfect for full time residents, second home or a great rental property. Call today for your private showing.
This rare transiently licensed condo is designed to embrace tropical luxury exuding natural light, open concept, practicality and privacy thus creating a serene and inviting environment for you and your guests. Located at La Brisa, a gated condo community, just steps from the beach ,the updated and stylish unit lovingly named 'Serenity by the Sea' is the unforgettable retreat you have been dreaming of. Walk into the tranquil setting as you soak in the soothing colors and views from the preferred Salt Ponds location from your own balcony or make the most of the numerous desirable amenities such as saltwater pool, sauna, spa, bbq area, tennis & pickleball court, assigned covered parking space, storage, EV charging stations, car wash area and more! Offered turnkey- whether for long-term residence or short-term rental, this condo provides flexible living and is a true income producing gem. Ideally located just a few minutes away from White Street pier and Old Town.
Step inside this lovely townhome nestled in the secluded Key West Golf Club community! This 2 beds, 1.5 baths home is offered turnkey, it has been beautifully updated showcasing colorful tropical vibes with freshly painted walls, new cabinets, countertops and appliances. Adding to the list and for your peace of mind is a newer AC system, new impact windows, new LVP flooring, IPE on front and back stairs and Truly Nolan termite bond among others. Currently a well performing vacation rental , the condo offers the flexibility to utilize it as either an income producing source or as a comfortable full time home.
Enjoy relaxed island living in this spacious 3-bedroom, 2-bath condo located in the gated community of Key West by the Sea, directly across from Smathers Beach. This bright and comfortable residence offers an open living and dining area, a private balcony with tropical surroundings, and a thoughtful layout ideal for everyday living or hosting guests. Residents enjoy resort-style amenities including two swimming pools, tennis courts, a clubhouse, and beautifully landscaped grounds. Conveniently located near beaches, shopping, dining, and all the attractions of Old Town Key West, this condo is perfect as a primary residence, second home, or island getaway.
Beautifully appointed home that offers a charming backyard with a covered patio and built in spa offers a perfect blend of comfort and luxury. The open-concept design features a spacious living area with large windows that flood the space with natural light. Stunning 2 story home in the gated Sanctuary of the Key West Golf Course. 2 upstairs bedrooms both with en suite full bathrooms and a half bath on the main level. Elegant tile flooring and tasteful décor create a welcoming atmosphere. Step outside to a beautifully landscaped yard with a patio, perfect for enjoying the Florida sun or hosting barbecues' A private covered parking bay conveys. Gated community ,24 hr. security 2 fabulous pools, community center building/fitness room and of course the top notch 18 hole golf course. This home is not just a place to live; it's a lifestyle choice, offering the perfect balance of relaxation and recreational opportunities.
Quietly set within the gated Seaside Residences community, 97 Seaside Court North is a 2-bedroom, 3-full-bath, light-filled end-unit townhome offering privacy, volume, and a distinctly calm island feel. Built with solid masonry construction and impact-rated windows and doors, the home provides durability, security, and peace of mind. Solar panels paired with a Generac battery storage system further enhance efficiency and resilience. Mature palms rise to the third floor, creating a lush green canopy in every direction, while the rear of the home overlooks established mahogany trees. In contrast, the front overlooks the pool at a comfortable distance. Opposing balconies on each level create excellent indoor-outdoor flow and steady cross-breezes, giving the home a relaxed tropical rhythm. Living spaces are generous and well-proportioned, supported by an in-unit elevator serving all floors and by laundry and trash chutes for everyday convenience. A standout feature is the expanded outdoor footprint, approximately 450 square feet of additional side-yard space, uncommon in the community, and offering flexibility for gardening, lounging, or future customization. The ground-level enclosure can function beautifully as a yoga studio, home gym, or covered dining and entertaining area, extending usable living space beyond the interior. Just around the corner from Smathers Beach, Key West's longest stretch of sand and a favorite spot for sunrise walks, the home remains remarkably quiet with minimal road and aircraft noise. Residents enjoy access to resort-style amenities, including a pool and association fitness center, all within a secure, well-maintained community. Built in 2005 on a larger-than-average lot with approximately 1,824 square feet of interior living space and a two-car garage, 97 Seaside Court North offers a rare combination of light, privacy, outdoor flexibility, and tranquility in one of Key West's most solid and well-run communities.
Exceptional opportunity to own a dry rack boat slip accommodating vessels up to 35 feet at sought-after Stock Island Marina, offering some of the best boating access in the Florida Keys with quick, direct entry to the Atlantic Ocean. This covered, secure rack storage provides convenient launch and retrieval along with well-maintained marina facilities designed for ease and protection. Ideal for avid boaters, the location offers close proximity to world-class fishing, diving, and cruising waters, making it a perfect home base for enjoying everything the Keys have to offer.
Ready for immediate occupancy! This Spa home located in the Sanctuary at the Key West Golf Club features a private dip pool and carport. The first floor is an open floor plan with kitchen, living area and half bath. French doors open to the walled, private rear yard with your own dip pool. Upstairs feature the primary and guest bedroom ensuites. The Key West Golf Club also features a fitness center and large community pool.
Well-maintained duplex offering flexible living and strong income potential in a desirable Key West location. The property features a charming 3-bedroom, 2-bath main home plus a separate 1-bedroom, 1-bath studio cottage—ideal for extended family, guests, or rental income. Both units are thoughtfully laid out with comfortable living spaces and plenty of natural light. Currently fully leased and income-producing, this is an excellent opportunity for investors or owner-occupants looking to offset expenses while enjoying island living.
Charming Old Town Key West home blending historic island style with comfortable modern living. This well-maintained three-bedroom, two-bath residence features beautiful hardwood floors, abundant natural light, and inviting living spaces that create a relaxed Key West atmosphere. The functional layout works well for full-time living, a second home, or an income-producing investment property, with comfortable bedrooms and well-appointed baths. Located in the heart of Old Town, you're just minutes from world-famous dining, shopping, galleries, and the waterfront, with bike-friendly streets and classic Key West architecture all around. Ready for immediate occupancy, this property offers an excellent opportunity to enjoy the island lifestyle or begin generating rental income right away in one of Key West's most desirable neighborhoods.
Old Town First floor 2 Bedroom, 2 Bath condo, pool side!. Great Old Town location, close to Restaurants, '' Walk on White' , Grocery store, and a short walk or bicycle ride to Duval street. This wonderful 2 bedroom, 2 bath condo is one of 4 units and is located steps from the shared pool. Unique to this condo is an outside covered area with a Grill, wet-bar, and seating, exclusively for use with this condo only. Additionally, this condo also has its own washer and dryer. This condo is in a Rental Program, please call listing agent for details. Being sold furnished. This Building has a new roof, and hurricane panels. The condo fees are coming down to roughly $600 a month starting July 1, 2026
Wake up to breathtaking direct ocean views from this second-floor, 1-bedroom, 1-bath residence located in the desirable 'A' building at Key West by the Sea. This bright and airy condo designed to capture natural light and showcase the stunning beach and ocean scenery. The unit was upgraded through the 2018 Airport Noise Improvement Project and includes hurricane-impact, sound-insulated windows and doors, providing exceptional tranquility throughout the home. Energy-efficient ductless mini-split A/C systems in both the living area and bedroom offer customized comfort year-round. Situated directly across the street from iconic Smathers Beach, this location is ideal for beach lovers and outdoor enthusiasts alike. Enjoy swimming, sunbathing, and watersports, or take advantage of the wide, paved beachfront promenadeâ€'perfect for biking, jogging, skating, or leisurely sunset strolls. The gated Key West by the Sea community offers resort-style amenities including two swimming pools, two tennis courts, a clubhouse, four conveniently located laundry rooms, bike racks, a car-wash station, and a pet walking area. The community is pet-friendly and well maintained, with condo fees covering building insurance, cable TV, security, pest control, and full grounds and building maintenance. After the first year of ownership, the unit may be rented with a minimum two-month term, adding flexibility and investment potential. Whether you're searching for a serene island retreat, a full-time residence, or a smart coastal investment, this oceanview condo delivers the best of Key West livingâ€'location, views, and lifestyleâ€'all in one exceptional package.

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 has a population of 26,776. Key West is more family-centric than the surrounding county with 23.73% 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 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 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.