Welcome to 3011 Riviera Drive, nestled in the sought-after Riviera Shores neighborhood of Key West! This delightful 4-bedroom, 2-bathroom home boasts versatility and space, featuring a fourth bedroom with private access and an en-suite bathroom--ideal for guests or an in-law suite. The property sits on a generous 6,000 sq ft lot with a large fenced backyard, perfect for adding a pool. Relish in the tranquility of mature banana and mango trees, complemented by tall Christmas palms enhancing the front yard's allure. Enjoy off-street parking, a concrete driveway, and the nearby public boat ramp for aquatic adventures. The home includes modern comforts such as a durable metal roof, impact windows and doors, a new electric panel, storm shutters, and a privacy fence. Relax on the covered back patio, and appreciate the proximity to Key West's Old Town, beaches, schools, shopping, and businesses--truly an inviting retreat!
NEW PRICE!! Key West WATERFRONT Home with a POOL! This expansive two-story residence has everything you need, featuring a first-floor primary suite, ample off-street parking, and a canal for boating enthusiasts, along with a fantastic pool area complete with a tiki hut for shaded relaxation. With 4 bedrooms and 3 bathrooms, this home spans 2,080 sq. ft. and is just minutes away from Old Town Key West. Nestled on a cul-de-sac, Jamaica Drive is the perfect island oasis--simply drop your paddleboard in from your backyard! The kitchen is chef-ready, offering plenty of cabinet space and a large island. The open floor plan is designed for entertaining, seamlessly flowing to the backyard area with tiki hut, canal views, and a beautiful swimming pool. The first floor includes a primary suite with a luxurious bath, walk-in closet, and pool access. There are three spacious bedrooms located on the second floor. Additional features include central AC, ductless units, a workshop, soundproof windows, impact-rated doors, and hurricane panels. Saltwater pool with chiller and heater. Perfect canal home with seawall without leaving KW!
Ideally located on Simonton Street in the heart of Old Town, this charming half-duplex and lot is just steps from Duval Street and close to dining, shopping, beaches, and neighborhood parks. Perfect as a full-time island residence, second home, or investment property, this home offers the quintessential Key West lifestyle in one of the island's most desirable locations. The property features a welcoming front porch and a private patio surrounded by tropical landscaping--ideal for enjoying the island breeze and outdoor living that makes Key West so special. Inside, the home offers an updated kitchen and bath, ductless A/C units, and the convenience of an in-unit washer and dryer. An additional lot (C-1) is included in the sale, featuring a converted storage unit that provides flexibility. Additional highlights include off-street parking, X Flood Zone designation, and no HOA fees, offering both flexibility and low carrying costs. Whether you're seeking a peaceful island retreat or an investment opportunity in the heart of Old Town, this Simonton Street property captures the charm and lifestyle that define Key West living. Also available to be purchased with other half duplex. See MLS #619049
Ideally located on Simonton Street in the heart of Old Town, this charming half-duplex is just steps from Duval Street and close to dining, shopping, beaches, and neighborhood parks. Perfect as a full-time island residence, second home, or investment property, this home offers the quintessential Key West lifestyle in one of the island's most desirable locations. The property features a welcoming front porch and a private patio surrounded by tropical landscaping--complete with a relaxing jacuzzi, perfect for enjoying the island breeze. Inside, the home offers an updated kitchen, ductless A/C units, and the convenience of an in-unit washer and dryer. Additional highlights include off-street parking, X Flood Zone designation, and no association or HOA fees, providing flexibility and low carrying costs. Whether you're seeking a peaceful island retreat or a low-maintenance home in the heart of Old Town, this Simonton Street property captures the charm and lifestyle that make Key West so special. Also available to be purchased with other half duplex. See MLS #619049
Legal duplex in the heart of Old Town Key West offering flexibility for investors or owner-occupants alike. Each residence features a private entrance, in-unit laundry, electric meter, and thoughtful renovations that make the property truly turn-key. Classic Key West character shines throughout with vaulted ceilings, exposed beams, skylights, and beautiful wood floors creating a bright and airy feel. Updated kitchens, bathrooms, and high-end appliances add modern comfort while maintaining the home's historic charm. Perfect for living in one unit while renting the other, or as a full investment property. The home is fully fenced and includes an off-street parking space, just blocks from Duval Street
Situated along one of Old Town's most storied corridors, residence #6 at 616 Caroline Street offers a refined Keys lifestyle just steps from the Historic Seaport, Duval Street dining, galleries, and marinas. Tucked within a boutique setting, this private upstairs home balances character and comfort with a bright, welcoming living area and an efficient layout that makes everyday living—and easy lock-and-leave ownership—simple. Offered turnkey, the residence conveys fully furnished, allowing you to settle in immediately and enjoy the space from day one. The kitchen and downstairs bath are thoughtfully arranged to maximize storage and function, while the ensuite bedroom retreat provides a quiet place to unwind after a day on the water or in town. Large windows draw in natural light, and pleasant treetop views frame the Caroline Street streetscape. Within the intimate association, owners enjoy access to the community pool set amid well-kept common areas, adding a relaxed resort element to daily life. This rare Old Town offering delivers superb walkability to the waterfront, coffee shops, local markets, and sunset celebrations—whether you seek a full-time home base or an elegant pied-à-terre in the heart of Key West.
Enjoy the largest floor plan in the Santa Clara building with this spacious 2-bedroom, 2-bath condo in the heart of New Town Key West! Welcome to easy island living in tropical Key West, FL! This spacious 2-bedroom, 2-bath condo features the largest floor plan in the building and is conveniently located on the second floor with elevator access. The residence offers tile and laminate flooring, hurricane-resistant windows and doors, and a comfortable layout. Embrace a true resort-style lifestyle as residents enjoy outstanding amenities, including a large sparkling pool, tennis court, secure entry, on-site laundry facilities, and maintained common areas. The building has recently undergone extensive renovations with continued improvements, making this a wonderful opportunity to own in one of New Town's desirable communities. On top of that, this home is ideally located just minutes from some of Key West's finest dining, shopping, stunning beaches, downtown attractions, the airport, and medical facilities, ensuring that this property truly places the best of island living at your doorstep. Whether you're seeking a full-time residence, a smart investment, or the perfect vacation getaway, this condo delivers exceptional island lifestyle, comfort, and location. Don't miss your chance to own this slice of paradise. Schedule your private showing today and experience island living at its finest.
**Seller financing available ** Discover this inviting 3-bedroom, 1-bath home on a spacious 8,000 sqft corner. With ample room to add a pool, this property offers endless possibilities for creating your own tropical retreat. Inside, the open living and dining area is perfect for entertaining, while terrazzo floors throughout add classic keys charm. A bright sunroom provides the perfect flex space ideal for a home office, playroom, or relaxation area. Enjoy the convenience of being just down the street from the neighborhood park and boat ramp, making it easy to launch your kayak/boat and enjoy a day on the water. Plus, you're within walking distance of the beloved Bobalu's restaurant, known for its delicious local flavors and live music. Schedule your private showing today.
This two-bedroom, two-bathroom condominium residence at Santa Maria Suites Resort offers both personal use and strong rental income potential. One of the resort's limited single-level units, the property produces nearly $200,000 in annual gross rental income and allows for transient nightly rentals. The floor plan features a generous living and dining area, full kitchen, and two private bedroom suites. Located just steps from iconic Duval Street, the property provides convenient access to Old Town restaurants, shops, and nightlife while maintaining a quiet resort setting. Resort amenities include swimming pool, fitness center, and off-street parking. Planned improvements to the residences, pool, and fitness areas are scheduled for completion in 2027. The current owner has paid the majority of the special assessment associated with these upgrades. Owners may choose their own rental management company or participate in the on-site program. Suitable for buyers seeking an income-producing investment, second home, or a combination of both.
Welcome to your dream home in the heart of Key West's MidTown! This beautifully updated 3-bedroom, 2-bathroom residence blends modern comfort with island charm. Step inside to a spacious, open-concept living area designed for both relaxing and entertaining. The true highlight is the private backyard oasis — featuring a sparkling pool surrounded by fresh tropical landscaping, an expansive deck, and plenty of room for outdoor dining and lounging. Whether hosting guests or enjoying a quiet evening under the palms, this outdoor retreat feels like your own private paradise. Recent renovations provide peace of mind, including new impact windows and doors, Hardie board siding, and other thoughtful upgrades. Off-street parking adds everyday convenience. Perfectly located in the desirable MidTown neighborhood, this home keeps you close to shopping, dining, and all the best of Key West living. Don't miss this opportunity to own a beautifully updated slice of paradise in Key West — schedule your private showing today!
LARGE YACHT COUNTRY * Four Boat Slips - Perfect for large boats and wide beam catamarans. Rare opportunity to purchase four liveaboard boat slips side by side as a package at Safe Harbour Marina on Stock Island. Slip sizes: 1A 100' x 39', 1B 100' x 27', 1C 100' x 34' and 1D 100' x 25'. Each slip can accommodate up to 125' boat. (each slip has 20'' steel pylons approximately 60' from dock) The total beam of the 4 slips along the dock is 125'. Safe Harbour Marina is a deep water (14' min.) protected port and recreational marina. Originally constructed in the late 1950's and located in the heart of the last vestiges of the commercial fishing and shrimping docks, it is a throwback to the old Key West, with a collection of locals, transplants, snowbirds, artists and craftsmen. Four dockside assigned parking spaces, plus moped and bicycle parking. Private gated entrance, 3 phase electric, phone, cable and wireless internet. City water and pump-out. Unrestricted rental ability. Popular Restaurant / Bar on-site, secure bath, showers and laundry room. Small dip pool, dog park. Slip taxes included in the low quarterly total $7,310.48 maintenance fee. 3 miles to Key West Airport. 5 miles to downtown iconic Duval Street. Key West area the most convenient port in Florida to the Caribbean, Mexico, the Gulf States & South America.
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. Features 3 bedrooms, 2 full baths & 2 half baths, plus separate pool / canal side cottage. Open & airy living room and kitchen give you spectacular views of backyard, pool and canal. You can even see the pool and canal from the front door. 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 Marble 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.
Income producing Duplex in Old Town Key West! The Owner would prefer to hold the financed note for a new owner. Fully renovated offering strong income potential and turnkey condition. Recent upgrades include a new roof, siding, impact windows, updated kitchens and baths, and new flooring in the rear unit. The downstairs features two lockout units--rear unit with large private backyard, and front unit with private front porch. Upstairs treetop unit is currently tenant-occupied. Centrally located directly across from Bayview Park, this property offers consistent rental demand and separate electric. X Flood zone with plenty of room for a pool in the backyard.
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.
New 2025 waterfront construction on the final canal in Key Haven--an architectural entertainer designed for seamless indoor-outdoor living just 5 minutes from Key West. Unlike typical Keys homes, this residence was designed around outdoor living, offering over 2,400 Sq.Ft. of covered entertaining space seamlessly connected to the interior. Completed in 2025, this striking modern waterfront residence offers 4 bedrooms + office, 4 bathrooms, and 2,458 Sq.Ft. of interior living space. Positioned on the coveted final canal in the exclusive Key Haven community, the home is designed for privacy, entertaining, and exceptional boating access. The layout offers rare flexibility. The entire top level functions as a private guest quarters, ideal as an elevated primary suite, luxury guest retreat, or in-law residence with some of the best water views in the home. This level also features a large covered porch spanning the entire floor, creating an additional private entertaining space. Inside, the architecture emphasizes volume, light, and clean modern lines. Tall ceilings, expansive glass, and large polished porcelain tile flooring create a refined coastal aesthetic. The open living area centers around a gourmet kitchen with Thermador appliances designed for entertaining. Stackable glass doors open the entire main living space onto a wide covered waterfront porch, for seamless indoor-outdoor living. A private elevator with access from ground level.Outdoor spaces include four decks, a rooftop deck with sweeping water views, a pool with swim-up bar, and a private putting green. The rooftop deck is ideal for spectacular sunsets and stargazing. For boating enthusiasts, the property features a 15,000 lb boat lift and davit with quick access to both the Gulf and Atlantic. Additional highlights include solid concrete construction, standing seam metal roof, elevator access, high-end finishes, and a large air-conditioned storage room. Photos include virtually staged furniture.
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.
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.
All Offers Welcome, Motivated Seller Looking to Relocate. This multifamily duplex-style home with a bonus suite has been gotten nothing but upgrades with each unit offering its own private living space, entrance, kitchen, laundry, and A/C Key Features: Waterfront Living: Over 80' of concrete seawall with an 8,000 lb boat lift provides easy access to the open water and Geiger Key Marina--perfect for boating enthusiasts! Electric Gated Entry: The main unit features a secure electric gate and parking directly at your front door for ultimate convenience. Downstairs units have separate gravel parking area with additional gated access. Incredible Flexibility: Live in the spacious upstairs unit and use the downstairs units for family, guests, or as rental income. Each unit is fully self-contained. Main Upstairs Unit: Size: 3 Bedrooms / 3.5 Bathrooms The expansive living room is perfect for entertaining guests and opens up to a private deck overlooking the canal--ideal for relaxing or hosting family and friends. Kitchen: Large, open, and fully equipped with loads of storage space, a central island, and both a pre-sink and a main sink for added convenience. Private Suite: Each of the 3 bedrooms has its own private bathroom, plus there's a half bath located near the living room for guests. Upgrades: A brand new 5-ton A/C unit and duct-work were installed in 2024, ensuring the large living area stays comfortable year-round. Downstairs Unit: Size: 2 Bedrooms / 1 Bathroom Spacious living area with its own laundry room and a kitchen that's fully equipped with a large island and plenty of prep space. New A/C: A 3-ton split A/C system was recently installed in 2025. Bonus Suite: This self-contained suite includes its own living room, kitchen, laundry, and bathroom. This Suite also has two Bonus rooms. New A/C: A 2-ton A/C system was installed in 2025.
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 currently rented for $2,975, while the first-floor unit (13A ) is a 1 bedroom, 1 bathroom both in move-in ready, rentable condition estimating $2,675 monthly rent. 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.
Deep Water Dockage just 15 minutes from Key West! This rare corner canal-front property in Tamarac Park offers approximately 152' of dockage with 5' control depth and quick ocean access, a true boater's opportunity. Situated on one of the largest lots in the neighborhood (7,017 sq ft), this 3 Bedroom, 2 Bathroom home features 1,666 sq ft including a dramatic 2-story Great Room addition with loft-style bedroom above. The corner canal lot location provides expansive concrete seawall frontage, exceptional maneuverability, and ample space for multiple vessels.The oversized yard is designed for low-maintenance Keys living with mature palms, tropical landscaping, and generous outdoor areas perfect for entertaining or relaxing dockside. The canal offers clear water and immediate access to open water, ideal for serious offshore anglers or cruising enthusiasts. The whole house generator ensures comfort when the power goes out. Located close to Key West dining, shopping, and nightlife while enjoying the quiet boating lifestyle of Geiger Key. A rare opportunity for deep water dockage this close to Key West.
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 $602/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/
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.
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.
