Beautifully updated and styled with plush new interior designed furnishings, 401 Emma Street Unit H is a vacation rental townhome that has BOTH Ocean and Harbor views in the heart of Truman Annex. Enjoy gorgeous sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered balcony right off the main living area with living room, dining room and kitchen all in easy access. The second story's primary bedroom and bath opens out to its own private balcony. This gem is in the highly desirable Old Town location Mill's Place condominiums in Truman Annex.
Must See! Meticulously renovated house on the Riviera Canal. Owner / Seller is a carpenter. House was stripped to the concrete block walls and rebuilt (with permits) with all new materials. New impact windows & doors, roof (with straps), ductless AC ( 2 compressors, 6 heads), electrical - 200 Amp service, water supply lines, manifold style on demand water heater, Turkish tile floors throughout (no ceramic tile), drywall on walls & ceiling, kitchen cabinets & counter tops, appliances, bathroom fixtures, and much, much more. Even has interior laundry & utility room. Expansive primary bedroom with walk thru closet and spacious ensuite bath, plus pool & canal views. Enjoy the convenience of living in Key West and having your boat in your back yard. Concrete seawall (59Ft) with newer 12,000 Ibs boat lift and inground pool (with newer pump / filter) compliment the canal-front back yard. Lot is 7,670 sq ft. Located close to schools, professional offices, shopping, airport & beaches. Just a short ride to Duval St and the all the Old Town KW attractions. House is turn-key. Simply unpack your swimsuit and start enjoying the Keys lifestyle.
Welcome to 1120 Stump Lane, a beautifully renovated 2-bedroom, 2-bath retreat tucked away on a highly desirable and quiet lane in the heart of Old Town Key West. This turnkey home offers true peace of mind, with major updates completed in recent years, including a new roof, plumbing, air conditioning systems, and electrical. Impact windows and doors further enhance comfort and security. From the moment you arrive, you'll be charmed by the inviting front porch, classic wood shutters, and quality craftsmanship throughout. Inside, the living room welcomes you with stunning vaulted ceilings and an airy, open feel. The thoughtfully designed floor plan flows seamlessly into the fully renovated kitchen, featuring an island, bar top with seating, quartz countertop, upgraded appliances, and abundant cabinetry. The first floor also offers a guest bedroom, a full bath, and a convenient laundry area. Upstairs, the primary suite provides a peaceful escape, complete with an ensuite bathroom, office nook, built-ins, and two closets for ample storage. Step outside to your private backyard oasis, where a composite deck and low-maintenance yard create the perfect setting for sunbathing, relaxing, or enjoying an al fresco meal. The location is unbeatable--just a short stroll to top-rated restaurants, the historic seaport, charming shops and boutiques, and world-famous Duval Street--yet quietly removed on a serene, private lane. Move right in and start enjoying the best of Key West living.
Beautifully maintained 3-bedroom, 2.5 bath pool home located in the highly desirable Newtown neighborhood of Key West. This property offers the perfect balance of indoor comfort and outdoor island living. A flagstone pathway leads to your private, quaint, floating dock on Sunrise Canal, providing convenient access to launch kayaks, paddleboards, and personal watercraft. From here, you can explore the Atlantic Ocean, Gulf waters, and the stunning backcountry of Key West. The home features a bright, open floor plan filled with natural light, a wet bar for entertaining, and spacious living areas that flow seamlessly to the outdoor pool space. The primary suite offers an ensuite bath and direct access to the pool area, creating the perfect indoor-outdoor lifestyle. Enjoy private poolside gatherings surrounded by tropical landscaping, or relax in the peaceful courtyard complete with a charming fountain. Additional features include a large covered carport with space for multiple vehicles, ample outdoor storage, and a separate laundry room. A wonderful opportunity to own a water-access pool home in one of Key West's most sought-after residential neighborhoods.
Shipyard Condominiums are in the Truman Annex Complex which is located 2 blocks from Duval Street and all the Old Town Key West attractions. The properties are also located ¼ mile from one of the best beaches on the island. This two-bedroom, one bath gem is conveniently located and overlooking the Truman Waterfront Park and walking paths. Recently updated with new furniture this a perfect place to rewind and relax! Includes a non-transient rental license that allows rentals of 1 month or more. Off street parking with one assigned space.
Architect-designed and purpose-built for modern island living, 1614 Washington Street delivers a rare combination of durability, intelligence, and refined restraint. This is a luxury home defined not by excess, but by performance, longevity, and thoughtful design. Constructed with solid masonry, impact-rated windows and doors, and positioned above flood elevation, the home offers a level of resilience and peace of mind increasingly sought in today's coastal market. Materials and systems were selected for low maintenance and long-term reliability, creating a residence that is as practical as it is elegant. The home reflects the work of award-winning local architect Matthew Stratton, whose projects have been featured in Architectural Digest and Coastal Living. It is designed with a philosophy centered on efficiency, foresight, and long-term coastal performance. Energy independence is integral to the design. A solar infrastructure paired with Tesla battery storage supports uninterrupted power, and a quieter, more secure lifestyle--an elevated approach to sustainability that enhances daily living rather than complicating it. The interior floor plan is owner-forward and highly livable. The primary suite is located on the main level, offering privacy and ease. At the same time, three additional en-suite guest bedrooms are intentionally arranged around a den/lounge space on the second level, ideal for extended stays or visiting guests. Finishes include porcelain tile flooring, quartz surfaces, custom cabinetry, and high ceilings that bring light and volume throughout. Outdoor living is private and well-defined. A two-tiered pool with a splash deck and water features anchors the backyard, surrounded by mature tropical landscaping that creates a true island retreat. At its core, 1614 Washington is not about excess; it's about intelligence. A fortress when needed, a retreat when desired, and a design-forward home whose value is revealed in daily living, not just on paper.
Tucked into the heart of Midtown Key West, this striking 4 bedroom, 3 bathroom concrete home is where modern design meets island rhythm. Behind a private electric gate, you'll discover a home that feels like a quiet retreat lush landscaping, full irrigation, off street parking, and a sense of privacy that's rare and refreshing. Step inside and the tone changes... in the best way. Large windows and expansive doors invite natural light to pour in from every angle, blurring the lines between indoors and out. Three of the bedrooms open directly to outdoor spaces perfect for morning coffee, late night swims, or simply letting the island breeze drift through. The kitchen is effortlessly chic: Quartz countertops. Stainless steel appliances. Warm brass accents. Open cabinetry that feels curated and intentional. Every finish feels thoughtful. Elegant. Collected. And then there's the pool large, inviting, and designed for both sun drenched afternoons and candlelit evenings. It's the kind of space that makes gatherings feel intimate and weekends feel endless. This home carries a creative pulse. The spaces feel expressive yet refined modern yet soulful. There's a quiet rhythm to it. A sense that each room has something to say. Concrete construction for peace of mind. Privacy for tranquility. Style for inspiration. This isn't just a house it's a composition. And it plays beautifully in Key West.
Welcome to your ideal island escape at 1607 Sunshine Drive in vibrant Key West, FL! This newer-construction 2014 single-family home offers the modern coastal lifestyle you want - built to the latest building codes for improved insurance options- featuring impact glass windows and doors, metal roof, concrete siding, and an elevated structure above base flood for added peace of mind. Step inside to a bright, breezy layout with a full bedroom and bath on the first floor with a convenient Murphy bed for ultimate flexibility, plus two spacious en-suite bedrooms upstairs -- each opening to private decks where you can catch the island breeze and have a morning con leche or an evening Cuba Libre. You'll love the coastal finishes throughout, including plantation shutters, granite countertops, and stainless steel appliances, plus a beverage pantry that adds a fun, functional touch. Outside is where this home truly shines: the fully fenced lot includes privacy fencing around the backyard, composite decking on all deck surfaces, and tropical landscaping complete with lighting and irrigation--creating a polished, resort-like setting for relaxing or entertaining. A heated pool and two off-street parking spots round out the experience. The home may be offered furnished for a true turn-key opportunity, 1607 Sunshine Drive is ready for you to start living the Key West lifestyle from day one.
Introducing this stunning new listing with the best lake view on the golf course, this meticulously maintained and updated 2-bedroom, 2 ½-bathroom, 900 sqft townhome in Key West Golf Course community offers serene vistas of the 6th hole. Ideally positioned near the community entrance for easy access, this home features a host of impressive updates including a custom kitchen renovation, wood floors, outdoor tile and wood decking, an additional half bath, and a screened porch. Large glass doors and windows are impact glass in the back of town-house. Upstairs, two primary bedrooms each boast full bathrooms, with the front bedroom featuring a walkout covered deck. Monthly HOA fees are a low $510, covering cable TV and internet to the home, maintenance of common areas and amenities, and community management. Steps away are one of two heated swimming pools, a fitness center, and 24-hour gated security for ultimate convenience and relaxation. Located just a short drive from Key West and its vibrant attractions, this home offers everything you desire and more! For detailed community association information, please visit KwgcHoa.com.
Two well kept condo units at Solana Village in Key West's New Town neighborhood represents a solid investment opportunity. Conveniently situated near local schools, government offices, retail centers, a movie theater, and marinas, the property offers both lifestyle and income potential. The second-floor unit (13) is a 2-bedroom, 2-bathroom with all-tile flooring and a private balcony, while the first-floor unit (13A ) is a 1 bedroom, 1 bathroom both in move-in ready, rentable condition. Investors can lease out both units for steady rental income, or choose to live in one while renting the other to help cover mortgage and ongoing expenses. Unit 13 is currently occupied by tenants, so a minimum of 24 hours' notice is required for showings.
This is your chance to own a piece of paradise in the middle of Key West. This two bedroom home is located in a prime midtown location and has been completely renovated with all the modern amenities you could want. The vinyl plank flooring, recessed lighting, and lighted crown moldings create a sleek and stylish look, while the stone countertops, wood cabinetry, and stainless steel appliances give it a touch of luxury. Plus, the bathroom has been updated with beautiful tilework and new fixtures. Best of all, this home lives like a townhome as it has its own enormous private courtyard, as well as a grilling area just outside of the kitchen. And if that's not enough, the compound also features lush tropical landscaping with large heated pool, perfect for enjoying South Florida's year-round sunshine. Finally, this home comes complete with a new roof, off-street parking and private laundry in a detached building.. So don't miss your chance, call today to schedule your showing!
Welcome to island living at its finest in this beautifully maintained 1-bedroom, 1-bathroom ground-floor unit at the highly desirable Key West by the Sea. This light-filled residence offers a comfortable open layout with tile flooring throughout, a spacious living area, and a seamless flow to your private deck, where you can enjoy tropical breezes and garden views just steps from the pool. Ground-floor access makes coming and going effortless -- no stairs, no elevators -- perfect for full-time living. Newly added maintenance free 400 sq ft deck just 20 steps to the olympic sized pool. Private oasis surrounded by banana tree, cacti, and tropical plants. The unit was upgraded that 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. The unit comes with the ability to park 2 cars. 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 promenade 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. Whether you're searching for a serene island retreat, a full-time residence, or a smart coastal investment, this condo delivers the best of Key West living location, views, and lifestyle all in one exceptional package
Enjoy the view of the Salt Ponds & catch sunset from the balcony of this 2 bedroom / 2 bath Transient Licensed condo. Good investment opportunity to have your own place in Key West and generate rental income when you are not here to offset carrying costs. The condo comes fully furnished (turnkey) and has been updated with LVP flooring throughout, renovated baths with tiled, glass enclosed walk-in showers. The renovated kitchen is fully stocked with all dishes & supplies for rentals. There is a king bed in main bedroom with a queen in the second and a fold out murphy bed in the living room so the condo can accommodate up to 6 people. There is a community pool and spa with ample uncovered parking.
LEGAL DUPLEX with INVESTMENT OPPORTUNITY. Located in the Old Town Key West neighborhood in the X Flood zone, this historic property presents many opportunities. Increase the square footage and/or covert to a single family home. Bring your creativity to this historic charmer. Currently set up as a Legal Duplex with 2 bedrooms/1 bath downstairs, and 1 bedroom/ 1 bath upstairs with separate electric and water meters. The attic can easily be converted to additional living space the same size as the upstairs unit. Adding approximately 700 sq ft. Park your car in your own private driveway. Add a pool to your backyard. The property is fenced in and very private. An aquifer exists on the property allowing you a water source for your irrigation and landscape. The amenities of this location offer a neighborhood grocery store, bakery, restaurants, art galleries and Bayview Park all with in walking distance. Now is your chance to bring your vision to reality in Old Town Key West. Schedule your private tour today!
Lowes cost liveaboard slip for 45' x 15' boat in Key West. Live in Paradise for only $250,000 and circa $592/month (HOA fee/property taxes) + utilities. Well-protected 120 slip marina on leeward side of the island, with state of the art Bellingham floating concrete docks. Deeded dockominium (you own bay bottom rights). Easy access to Gulf of Mexico, Atlantic Ocean and The Caribbean. Has mailboxes for $25/mo., $5 pump-out and security cameras throughout. Pool and Fitness Ctr available for $75/mo. Rents well when not personally using by on-site rental mgt office. Can close in two weeks. Visit: https://www.sunsetmarinakw.com/
Welcome to paradise at 1800 Atlantic! This stunning, fully renovated 2-bedroom, 2-bath oceanfront condominium offers the perfect blend of luxury, comfort, and unbeatable views of the Atlantic Ocean. Previously a 3 bedroom and easily converted back if desired. Located in a prime spot within the complex, this unit is just steps from the Olympic-size heated lap pool and features easy access to parking and elevators--ideal for guests with accessibility needs. The highlight of the property is the expansive 60-foot wraparound balcony, accessible from the living room and both bedrooms, where you can relax and enjoy breathtaking ocean vistas. Inside, the condo has been completely remodeled with thoughtful design and upscale finishes. The spacious primary suite includes a cozy sitting area and a private en-suite bath. The guest bedroom is furnished with a brand new queen bedroom set. Resort-style amenities include: Heated Olympic-size lap pool & 20-person oceanfront jacuzzi Sauna and fully equipped fitness center 3 lighted tennis courts (including one clay court) BBQ grills and beautifully landscaped courtyard areas Small sunning beach on-site; Smathers Beach is just a 5-minute walk away One assigned covered parking space per unit Conveniently located just 1.5 miles from the Atlantic end of Duval Street and 2.5 miles from Mallory Square, you'll be close to all the action while enjoying a peaceful, private retreat. The end units at 1800 are rarely on the market.
This charming conch retreat property has been completely renovated and refurbished to contemporary standards and expectations: two bedrooms, two baths, an impressive great room, tranquil pool area, and one of the best geographic locations on the island. This lodging is named the Conch Republic Retreat in reference to Key West's laid-back attitude and, more specifically, to its Meadows neighborhood, which is the peaceful part of town yet walking distance to Key West iconic Duval Street.
Sunset Marina offers a range of amenities and attractions that make it a desirable destination for live aboard boaters and visitors alike. Starfish # 6 is a 30 ft boat slip that accommodates a max of 35 ft overall boat length. The marina features a variety of boat slips that can accommodate different sizes of vessels, providing easy access to the water. A convenient fuel dock is available for quick refueling, ensuring that boaters can get back on the water without delay. Clean and well-maintained restrooms and shower facilities are provided for guests, enhancing comfort during extended stays. On-site laundry facilities offer the convenience of washing clothes while enjoying time at the marina. Sunset Marina is known for its stunning views, particularly during sunset, making it a great spot for relaxation and photography. The surrounding waters are perfect for a variety of activities, including fishing, kayaking, and paddleboarding. Nearby restaurants and bars provide a range of dining experiences, from casual bites to fine dining, often with waterfront views. Located near local attractions such as parks, beaches, and shops, visitors can easily explore the surrounding area. The combination of these amenities and the beautiful setting makes Sunset Marina a popular choice for boaters seeking both convenience and enjoyment.
Don't miss this rare opportunity to own a legal duplex on a spacious 10,000 SqFt corner lot! The main residence, solid CBS construction, offers 2 bedrooms, 2 bathrooms, and a generous 2,004 SqFt of living space. The open-concept layout features a large living room, a well-appointed kitchen with an adjoining dining area, and plenty of natural light. There's also a garage, laundry room, and potential to easily add a third bedroom. The separate 2-bedroom, 1-bath cottage spans 660 SqFt—perfect for rental income, extended family, or a private guest house. Outside, the expansive yard offers endless possibilities. With plenty of space for a custom patio, outdoor kitchen, or fire pit, it's the ideal setup for entertaining, weekend gatherings, or simply enjoying the outdoors. Plenty of parking for multiple vehicles, a boat, or a trailer—perfect for those who need both space and versatility. Whether you're an investor or looking for a multi-generational living solution, this property is packed with potential and ready to make your vision a reality!
3 bedroom single-family home offering the opportunity to add a second bathroom within the existing roofline. Relax on the covered front porch and enjoy the Key West lifestyle. The private backyard provides space for a pool or outdoor entertaining. A great chance to renovate and make this home your own. Being sold As-Is.
Welcome to 3841 North Roosevelt Blvd, Unit 121, the epitome of beachfront living at the Key West Beachside Resort and Residences. This stunning waterfront corner suite invites you to live like you are on vacation every day. This is a rare to come on the market opportunity, as there are only three one-bedroom units on the entire property, and this beachfront location remains the most desired. Inside, designer-grade finishes and furnishings create an atmosphere of refined elegance. Travertine flooring flows throughout the spacious living areas, complemented by an open gourmet kitchen featuring granite countertops, stainless steel appliances, and custom cabinetry. The well-appointed bedroom and two bathrooms provide ample space and privacy, while a sleeper sofa offers additional sleeping accommodations for guests. An oversized balcony provides a private retreat to enjoy the tropical breeze and breathtaking Gulf sunsets. Beyond your door, the resort's world-class amenities await, including a restaurant, bar, pool, spa, and fitness center. The on-site parking garage includes one deeded parking space, and there is a property shuttle for added convenience. This superb property offers incredible flexibility: use it as your private getaway, generate income through the onsite professionally managed rental program with no maximum stay restriction for owners, or both. The property boasts a proven track record of strong rental performance throughout 2025, demonstrating its appeal as a high-performing investment. Don't miss this prime opportunity to own a piece of paradise that is perfect for part-time residency and robust passive income. Reach out to learn more about how to make this your 2026 lifestyle.
Priced to Sell - Exceptional Value in Old Town Key West! Opportunity meets island charm in this recently updated 4-bedroom, 2-bath home located in Old Town -- just a short walk or bike ride to everything Key West has to offer. Listed below market value for a swift sale, this is your chance to own a true tropical retreat at an incredible price. A classic white picket fence welcomes you in, leading to a beautifully landscaped, fenced yard filled with lush tropical greenery that creates both privacy and ambiance. Off-street parking adds convenience, while the large front porch with a swing invites you to slow down and savor the island breeze. Inside, the open-concept layout is warm and inviting, highlighted by stunning Miami Dade County pine accent walls. The designated office space makes working from home effortless, while the spacious design is ideal for entertaining friends and family. Step outside to your private backyard oasis featuring a sparkling pool with a tranquil water feature, a dining area for al fresco gatherings, comfortable lounge seating, and a covered seating area complete with TV -- perfect for game days or relaxing evenings. The primary suite offers its own balcony with seating, creating a peaceful retreat to unwind after a day enjoying all that Key West has to offer. This is Old Town living at its finest -- charm, character, location, and value all in one exceptional property. Don't miss this rare opportunity -- schedule your private tour today before it's gone!
Welcome to your private slice of paradise at 3675 Seaside Dr Unit 342 -- a desirable end unit offering added privacy, extra natural light, and a peaceful coastal setting. Thoughtfully designed, this bright and airy residence features open living spaces perfect for both everyday comfort and effortless entertaining. The well-appointed kitchen flows seamlessly into the dining and living areas, creating an inviting atmosphere for gatherings or relaxed evenings at home. Spacious bedrooms provide tranquil retreats, while generous storage ensures practical island living. Step onto your private balcony to enjoy ocean breezes and a pee-a-boo view of the ocean. Just beyond your door, the beautifully maintained grounds reflect the pride of ownership throughout the community. The amenity pool has just completed a full renovation, offering a fresh, resort-style setting to unwind and soak up the Florida sunshine. With the added benefit of end-unit positioning, updated community amenities, and a well-kept property environment, Unit 342 delivers the ideal blend of comfort, privacy, and lifestyle.
Wonderful large home with a 7400 square foot yard!. Currently configured as 3 units, this property can be lived in as is or renovated for maximum potential. Located on the corner of White street and Stump lane, this property has beautiful grounds, room for a large pool, a workshop, decking, and off street parking. The First level features 2 units, each one has 2 bedrooms and 1 bath. Each unit is large, one faces the back yard and has decking off of the glass sliding doors, cathedral ceilings, and also an entrance from the side porch. The Second downstairs unit has lots of Dade pine on the walls, and also has wood flooring. The Third unit is upstairs, has a large private deck, inside is 1 bedroom, large living room and kitchen. There are stairs in the living room leading to a loft/storage space. This home has great curb appeal, wrap around porches, off street parking, and loads of potential.
1501 Georgia Street is a masterclass in design. Conceived by local architect Rob Delaune and set within lush, museum worthy grounds by renowned landscape architect Raymond Jungles, this striking 2,810sf residence sits on an expansive 8,800sf lot and captures the essence of tropical modernism. Clean lines. Soaring ceilings. Walls of glass. A seamless and intentional dialogue between indoors and out. This is true Mid Century Modern, authentically executed. A single story design with 4 bedrooms and 4.5 baths, wrapped in glass and stone, where skylights, pocket doors, and oversized windows flood the interiors with natural light. Every room frames the landscape, transforming the gardens into living artwork. Designed for both refined entertaining & comfortable family living, the home features stone floors throughout and a modern floor plan with garden views in every direction. Natural light fills the interiors, blurring the boundary between architecture and nature and creating a seamless indoor outdoor lifestyle that defines island living. At the heart of the home, a newly renovated showpiece kitchen elevates everyday life and gatherings alike, featuring dramatic Cambria quartz countertops with a waterfall island, warm wood cabinetry, pendant lighting, and stainless steel appliances. A full wall opens directly to the 55 foot heated and chilled saltwater pool and stone terrace, creating effortless flow for events large or intimate. The primary suite offers privacy and tranquil garden views, while all four bedrooms provide generous proportions and high ceilings. Oversized glass highlights the extraordinary tropical landscaping surrounding the home. The grounds showcase native and exotic flora from around the world, tropical atriums, a water garden with koi, multiple water features, an outdoor shower, and exceptional privacy inside & out. Properties of this caliber and architectural significance rarely become available, so don't wait, schedule your private showing today!

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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.