Enjoy the relaxed Key West lifestyle at Salt Ponds, a residential condominium community surrounded by tropical landscaping and a peaceful island atmosphere. This inviting home offers a comfortable setting for everyday living or a seasonal retreat, with convenient access to Key West's beaches, dining, shopping, and Old Town. A welcoming opportunity to enjoy island life in a well-established community. Private carport included.
Turnkey Key West Investment Property with Transient Rental License! Located in the heart of Old Town, just steps from Duval Street, this charming 1-bedroom, 1.5-bathroom townhouse offers an attractive opportunity to own an income-producing property in one of Key West's most desirable locations. With a transient rental license, this property allows for short-term vacation rental potential while also serving as a personal island getaway when not in use. The first floor features an open-concept living and dining area, an open kitchen, a convenient half bath, and durable tile flooring throughout. Upstairs, the spacious bedroom offers abundant natural light, ample storage, wood flooring, and a full bathroom with a walk-in shower. The property is offered fully furnished and turnkey, making it well suited for an investor seeking a vacation rental property without the added expense and effort of furnishing it. Gated common areas enhance the appeal with lush tropical landscaping, a charming courtyard, and a shared heated swimming pool, providing desirable amenities for vacation guests. With its prime Old Town location near Duval Street's restaurants, shops, and nightlife, combined with a transient rental license and turnkey condition, this townhouse presents a compelling opportunity for investors seeking a Key West vacation rental property with personal-use flexibility.
Courtesy: Truman & Co. Real Estate
305-292-2244
Own a rare 3-bedroom, 2-bath residence at the sought-after Galleon Resort! One of only seven units of its kind, F53 sleeps 8 and offers deeded Week 2 (Jan 9-16, 2027), securing the same unit annually or rental potential of approx. $815-$1,125/night. Enjoy spectacular Gulf sunsets, Historic Seaport Marina views, passing sailboats and warm breezes from your private balcony, accompanied by live tiki bar music. January brings beautiful weather, lingering holiday lights, New Year cheer and island festivities! Ideally located in Old Town, just two blocks from Duval Street and beside the marina. Resort amenities include a private beach, heated pool, hot tub, fitness center, BBQ area, Pirates Cove restaurant, tiki bar with live music, daily poolside bingo and exclusive raffles. On-site jet ski and bike rentals, elevators and one unassigned parking space included. An exceptional opportunity to own one of the Galleon's most desirable waterfront residences! Similar unit - not exact.
Courtesy: Truman & Co. Real Estate
305-292-2244
Celebrate the holiday season in beautiful Key West! Escape the winter cold and enjoy sunshine, Gulf-front views and breathtaking sunsets from your private 4th-floor balcony! This exceptional opportunity offers deeded ownership of Unit C43, Week 50, providing the same unit and week every year, or the option to rent for approximately $795-$1,085/night. Experience the magic of Key West's Holiday Fest with festive markets, dazzling light displays and wonderful community celebrations! Watch the spectacular holiday boat parade right from your own balcony! Ideally located in the historic Seaside Village, just two blocks from famous Duval Street, this waterfront resort offers exceptional amenities, including a heated pool, hot tub, sauna, rooftop deck, marina-side gas grills, private beach and tiki bar with nightly live music. Enjoy the convenience of on-site parking, elevators and a gated community. A rare opportunity to own a prime Gulf-front residence - holidays in paradise. Similar unit
Courtesy: Truman & Co. Real Estate
305-292-2244
Happy New Year! Ring in the New Year in beautiful Key West! Celebrate the holidays with sunshine, festive island charm and breathtaking sunsets from your private penthouse balcony! This exceptional opportunity offers deeded ownership of Penthouse Unit B52, Week 52, providing the same unit and week every year, or the option to rent for approximately $815-$1,125/night. Experience Key West's magical holiday season with dazzling light displays, community celebrations and exciting New Year's Eve and New Year's Day festivities! Escape the winter cold and enjoy an unbeatable location just two blocks from famous Duval Street. Resort amenities include a heated pool, hot tub, sauna, rooftop deck, marina-side gas grills, private beach and tiki bar with nightly live music. Enjoy the convenience of on-site parking, elevators and a gated community in the historic Seaside Village. A rare opportunity to own a premier penthouse week and make New Year's in paradise an annual tradition!
Courtesy: Truman & Co. Real Estate
305-292-2244
Celebrate Southernmost Regatta Week in beautiful Key West! Enjoy exciting boat races, sunshine and breathtaking sunsets from your private penthouse balcony! This exceptional opportunity offers deeded ownership of Penthouse Unit D53, Week 4, providing the same unit and week every year, or the option to rent for approximately $815-$1,125/night. Experience Key West's 29th Annual Half Marathon Run Fest, along with live music, theater performances and exciting island festivities! Escape the winter cold and enjoy an unbeatable location just two blocks from famous Duval Street. Resort amenities include a heated pool, hot tub, sauna, rooftop deck, marina-side gas grills, private beach and tiki bar with nightly live music. Enjoy the convenience of on-site parking, elevators and a gated community in the historic Seaside Village. A wonderful opportunity to own a prime penthouse week in paradise! Photos shown are of a similar unit, not the exact residence offered.
Courtesy: Truman & Co. Real Estate
305-292-2244
Celebrate Southernmost Regatta Week in beautiful Key West! Enjoy exciting boat races, sunshine and breathtaking sunsets from your private penthouse balcony! This exceptional opportunity offers deeded ownership of Penthouse Unit D54, Week 3, providing the same unit and week every year, or the option to rent for approximately $815-$1,125/night. Experience the excitement of Key West's 29th Annual Half Marathon Run Fest, along with live music, theater performances and island festivities! Escape the winter cold and enjoy an unbeatable location just two blocks from famous Duval Street. Resort amenities include a heated pool, hot tub, sauna, rooftop deck, marina-side gas grills, private beach and tiki bar with nightly live music. Enjoy the convenience of on-site parking, elevators and a gated community in the historic Seaport Village. A wonderful opportunity to own a prime penthouse week in paradise! Photos and views shown are of a similar unit, not the exact residence.
Courtesy: Truman & Co. Real Estate
305-292-2244
Experience deeded ownership of Week 1, Unit C22 at Key West's sought-after Galleon Resort! This bright C Building residence offers a private balcony with stairs to the Gulfside deck, passing sailboat views, warm breezes, and sounds of the water and live tiki bar music. Enjoy the same unit annually, Jan. 2-9, 2027, amid lingering holiday festivities, beautiful weather, and island events—or rent it out, with estimated rates of $795-$1,085/night. In Old Town, just two blocks from Duval Street and beside Historic Seaport Marina, the resort features a private beach, heated pool, hot tub, fitness center, BBQ area, Pirates Cove restaurant, tiki bar, poolside bingo, and owner raffles. Jet ski and bike rentals are available on-site. Includes one unassigned parking space. A rare opportunity for a prime week at a highly rated waterfront resort!
Courtesy: Truman & Co. Real Estate
305-292-2244
Own deeded Week 1 (Jan 2-9, 2027) every year in the same unit at the sought-after Galleon Resort! Located in desirable C Building, this light-filled waterfront residence features a private balcony with spectacular Key West sunsets, passing boats, Gulf breezes and live acoustic music from the tiki bar. Enjoy the unit annually or rent it for approximately $795-$1,085/night. Week 2 (Jan 9-16, 2027) is also available—purchase both for a two-week stay! Enjoy beautiful weather, lingering holiday festivities and local events. In the heart of Old Town, just two blocks from Duval Street and beside Historic Seaport Marina. Resort amenities include a private beach, heated pool, hot tub, fitness center, BBQ area, Pirates Cove restaurant, tiki bar, poolside bingo and exclusive raffles. On-site jet ski and bike rentals available. Includes one unassigned parking space. A rare opportunity at a premier Key West waterfront resort!
Courtesy: Truman & Co. Real Estate
305-292-2244
Discover your own slice of paradise with deeded Week 2 (Jan 9-16, 2027) at the highly desirable Galleon Resort! Located in the coveted C Building, this bright waterfront residence offers a private balcony with breathtaking Key West sunsets, passing sailboats, warm Gulf breezes and live music from the tiki bar below. Enjoy this same unit annually or take advantage of rental potential at approximately $795-$1,085/night. Week 1 (Jan 2-9, 2027) is also available—own both for two weeks in paradise! January brings beautiful weather, festive charm and island events. Perfectly situated in Old Town, just two blocks from Duval Street and steps from Historic Seaport Marina. Resort amenities include a private beach, heated pool, hot tub, fitness center, BBQ area, Pirates Cove restaurant, tiki bar, daily bingo and exclusive raffles. Jet ski and bike rentals on-site. Includes one unassigned parking space. A fantastic opportunity to own at one of Key West's premier waterfront resorts!
Enjoy beautiful open Atlantic Ocean views from this spacious 2-bedroom, 2-bath condo at 5960 Peninsular Avenue, Unit 210, on Stock Island. Offering 1,352 square feet of comfortable living space, this well-maintained condo features tile flooring throughout, an updated kitchen, impact windows and doors, and a bright, open floor plan. Step outside onto the generously sized balcony and take in the expansive ocean views. Clean, move-in ready, and ideally located just minutes from Key West, this condo offers the perfect opportunity to enjoy the Florida Keys lifestyle with convenience and incredible views
Rare DOUBLE SIZE LOT on OPEN WATER with BOATING ACCESS and ROGO EXEMPT LETTER IN HAND!! This property offers magnificent sunset views over the open water and has plenty of room to add a dock for your boat. There is a canal cut around the perimeter of Saddlebunch Key giving the property shallow boating access to the Atlantic and Gulf and the most breathtaking kayaking right from your backyard. This subdivision has a nice park with tennis & pickleball courts, bocce, basketball, a fenced playground and large grassy area to enjoy. Baby's Coffee is a short walk from this property. Located just 10 minutes from Key West, where you will find superior dining and nightly entertainment, unique boutique shopping, plus major grocery chains, gyms, and most anything you could need. There are two structures on this lot, one is a single wide mobile home and the other is a concrete accessory building, both are in need of repairs. Build your dream home now, and enjoy beautiful open water sunset views forever. ROGO EXEMPT LETTER IN HAND means no waiting and hoping for a building right, this property comes with one!
KEY WEST LIFESTYLE !!!!!! Prime Old Town Duplex Just Two Blocks Off Duval. (each unit also available for sale ) Exceptional investment and island living opportunity in the heart of Old Town Key West. 220 Angela Street offers a classic two-story Conch duplex featuring two private residences (Units A & B), each designed for effortless indoor-outdoor living. Both units boast functional multi-level layouts, central A/C, dedicated interior laundry, and expansive upstairs and downstairs wrap-around porches overlooking lush tropical surroundings. The fully fenced grounds provide a private, shaded yard and the ultimate Old Town luxury: rare off-street parking. Live in one unit while generating passive income from the other, or hold as an income-producing multi-family portfolio piece in one of the nation's strongest rental markets. Situated on a quiet residential stretch just steps from Duval Street, Bahama Village dining, Fort Zachary Taylor State Park & Beach, and the Truman Waterfront. KEYWEST EVENTS : https://www.keywestchamber.org/visit.html
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.
Located in Key West's coveted Old Town Historic District, this two-story residence offers the opportunity to enjoy the character and lifestyle of one of the island's most desirable locations. A welcoming front porch leads into the home, where a foyer entry, first-floor sitting room, and wood floors throughout create a comfortable and inviting interior. The kitchen boasts stainless steel appliances with a gas range and a convenient snack bar. The primary suite includes a large walk-in closet, mini-split A/C for added comfort, and a private bathroom with a walk-in shower. Outdoor space features multiple areas for relaxing and entertaining. Practical features include a metal roof, exterior hurricane shutters, interior plantation shutters, attic storage, and a detached shed.
Your Slice of Paradise -- 12 Miles from Key West Tucked at the end of a quiet cul-de-sac, this beautifully appointed 2020-built home puts you one house in from open water -- with all the Keys lifestyle and none of the wave slap. Just a short boat ride to open water via a flow-through canal (no seaweed here!), this island retreat is where salt air meets easy living. Step inside to a bright, open-concept living, kitchen, and dining space made for entertaining- a gas range for the chef- and a screened porch where your morning coffee comes with ocean views and your evenings come with island breezes. Three bedrooms, two baths, and thoughtful finishes throughout make this home as comfortable as it is charming. Outside is where this property truly shines. Unwind under your own tiki hut, take a dip in the pool, or load up the boat at your private 12k lb lift and floating dock -- perfect for kayaks, paddleboards, and all your water toys. Beneath the home you'll find generous storage plus covered parking for cars, boat trailers and other vehicles, ideal for Keys living and all your gear. Mature fruit trees dot the property, adding to that true tropical, island-grown feel. Whether you're searching for a full-time slice of paradise or the ultimate weekend escape, this flow-through canal home offers boating access, privacy, and island charm just minutes from all the dining, sunsets, and live music Key West has to offer. Come see why life is better on island time.
Courtesy: Truman & Co. Real Estate
305-292-2244
Experience deeded ownership of the same week each year (Week 22) at the highly desirable Galleon Resort. This timeshare offers a fantastic location and some of the most spectacular sunsets in Key West. Filled with light, the unit features a private balcony overlooking the Gulf and Marina. Enjoy views of passing sails and evening cruises, along with warm Gulf breezes and live acoustic music from the resort's tiki bar. Owners may place the unit in the on-site Galleon Concierge rental program. Comparable units during this week rent for apx. $3,885-$5,775 per week. Annual dues are $1,585 (2025), with taxes around $262 yearly. Enjoy the property yourself or generate rental income. Week 22 (May. 31- June 6) is an ideal time to visit, offering beautiful weather and a relaxed island atmosphere. Located in the heart of Old Town, just two blocks from Duval Street and next to the Historic Seaport Marina. The resort features a gym, BBQ area, private beach, pool and hot tub, 1 parking space
A BOATER’S DREAM & KAYAKER’S PARADISE—JUST MINUTES FROM KEY WEST! Experience the ultimate Florida Keys lifestyle in the beautiful Sunset Harbor Waterfront Community, where it’s more than just a home—it’s a lifestyle! Boaters will love the convenience of community boat slips with Cow Key Channel just a 2-minute ride away, providing quick access to both the Atlantic Ocean and Gulf. Kayakers can launch right from the community and be on the water in minutes. This freshly painted, turnkey 2-bedroom, 2-bath home features soaring 9-foot ceilings, a bright open-concept floor plan, private driveway, and inviting outdoor space perfect for relaxing or entertaining. Enjoy resort-style amenities including an impressive heated and cooled saltwater pool, outdoor grilling areas, a 19-seat community bar with granite countertops, outdoor flat-screen TV, Tiki Hut, gas fire pit, and dedicated kayak launch and storage—all within a gated waterfront community. NO PROPERTY TAXES & NO HOA FEES! Land lease is $1,419.87 per month. Whether you’re searching for a full-time Keys residence or your own island getaway, this property offers an exceptional opportunity to enjoy the boating, kayaking, sunshine, and laid-back Key West lifestyle at an attractive low price. Simply nothing else like it this close to Key West at this price! Cash buyers only.
Updated 2-Bedroom Golf Club Home with First Fairway Views Welcome to this beautifully updated 2-bedroom, 1.5-bath home in the gated Key West Golf Club community. This two-story residence offers a peaceful tropical setting, modern comfort, and a prime location! The bright, open-concept interior features a spacious living and dining area with an updated kitchen, granite countertops, and modern appliances. A new AC system provides year-round comfort, while the inviting layout is ideal for relaxing or entertaining. Upstairs, the two bedrooms offer comfortable accommodations, with the front bedroom featuring a private balcony. Step outside to the new screened-in porch and spacious fenced backyard, where you can enjoy beautiful views of the first fairway and lush tropical surroundings. The porch provides a comfortable outdoor space for morning coffee, dining, or relaxing in the island breeze. Residents of Key West Golf Club enjoy access to community amenities including a resort-style pool and fitness center. Conveniently located, this home offers easy access to Key West's renowned dining, shopping, entertainment, and attractions while providing a peaceful retreat in a desirable gated community.
Nestled along a peaceful canal in the highly desirable Key Haven neighborhood, just minutes from Key West, this beautifully updated waterfront home offers the perfect blend of island tranquility and modern comfort. With a private waterfront seawall, this residence invites you to fully embrace the Florida Keys lifestyle--whether that means sunset cruises, kayaking at dawn, or simply enjoying the water views from home. Inside, light-filled living spaces create an inviting flow, complemented by a picturesque kitchen featuring beautiful stone countertops, stainless steel appliances, and custom cabinetry with ample storage. Multiple living areas provide flexibility for entertaining or everyday living, all enhanced by calming canal views. The primary suite offers a private retreat with water views, an en suite bath, and a spacious walk-in closet, while additional bedrooms--including a studio-style space with private entrance--add versatility for guests, in-laws, or a home office. Outdoor living shines with a covered lanai, bricked patio, and lush tropical landscaping, creating a private oasis just beyond the doors. Perfectly positioned close to dining, entertainment, and attractions, this Key Haven canal-front home delivers relaxed waterfront living with easy access to everything Key West has to offer. Seller financing available to qualified buyer!
This ground-floor unit was thoughtfully converted from three bedrooms into a spacious two-bedroom, two-bath residence -- each with its own ensuite -- plus an open dining room and wet bar built for Keys-style living: relaxed, social, and always ready for company. Kitchen and bathrooms are fully renovated. Marble floors throughout. Soundproof impact doors and windows. Dual-zone split A/C systems mean cool bedrooms and comfortable common areas -- no compromises in the tropics. Hurricane-rated glass doors frame a lush garden view and open directly to the resort-style pool -- engineered for outward visibility with true privacy from outside. An elevated private patio puts the pool, tennis courts, and tropical grounds steps away. HOA includes cable, security, building insurance, exterior maintenance, and exterminating -- predictable carrying costs, no surprise weekends managing a property. In 50 years since 1974, Key West by the Sea has never flooded through a single named storm. The City and State recently completed a raised stormwater system and elevated South Roosevelt -- infrastructure built for the next 50 years. Old Town, Duval Street, the Historic Seaport, Mallory Square -- all a short bike ride away. You're connected to everything Key West is, and then you come home to a quiet, gated community that feels a world apart. Full-time residence, mainland escape, or the life you've been working toward, #103C is ready. Key West isn't accidental. You choose it. Choose this.
Excellent investment opportunity. This condo unit comes with a 25 X 60 deep water slip. The unit has been divide into three separate rental spaces. one bedroom, full bathroom with a kitchenette and two separate sleeping rooms with full bathrooms. Minutes from Key West.
Welcome to an extraordinary oceanfront residence in exclusive Casa Caselles, where two townhomes have been beautifully combined into one remarkable 4,224 sq. ft. luxury retreat. Completely reimagined, this one-of-a-kind home features a private interior elevator with automatic doors accessing all floors and effortless oceanfront and poolside living. Offering 4 en-suite bedrooms, 4.5 baths, 2 expansive living rooms divided by a wall insulated with commercial soundproofing, an exercise room, and a hidden office integrated into the custom kitchen. The chef’s kitchen features an oversized island, European-style cabinetry, quartz countertops, BlueStar gas range, paneled Sub-Zero refrigerator, Cove dishwasher, U-Line ice maker, wine refrigerator, and Perlick refrigerator/freezer drawers. The family room includes an electric fireplace and custom wet bar. Twelve balconies and hurricane-rated sliding glass doors provide beautiful light in every room, with every bedroom offering private balcony access. Additional features include remote-controlled window coverings, a guest suite with zero-entry shower, multiple laundry areas, covered parking for four vehicles, an outdoor shower, and a whole-house generator that provides peace of mind. Residents also enjoy an oceanfront pool overlooking the Atlantic.
Experience modern waterfront living at this exceptional 2-bed, 2.5-bath oceanfront home on Geiger Key, where contemporary design meets exceptional engineering. Envisioned by original owner and renowned author Reese Palley, the residence was designed to maximize breathtaking open-water views, natural light, and indoor-outdoor living. Remote-controlled blinds reveal an endless blue horizon, while expansive walls of impact glass and soaring cathedral ceilings create a dramatic sense of openness. The elegant, open-concept floor plan features clean architectural lines and spacious living areas. Engineered by structural and civil engineer Joel Roseblatt, the home was intentionally “over-engineered” for strength and durability. Reinforced concrete block construction and rare hollow-core concrete floor and roof systems provide remarkable structural integrity, fire resistance, thermal efficiency, and quiet security. Encompassing 3,672 sq. ft. under roof, the home offers expansive covered outdoor spaces for entertaining, waterfront dining, or peaceful mornings overlooking the water. Approximately 270' of concrete dockage and immediate ocean access provide an ideal setting for boating, world-class fishing, and sunset cruises. Located minutes from Key West yet surrounded by the tranquility of Geiger Key, 156 Sea Lane was built to endure for generations. See the “Supplement” tab for additional history on the property’s architecture and design.
Discover the opportunity to own a piece of the Lower Florida Keys in this 3-bedroom, 2-bath home located on Stock Island. Offering approximately 1,418 square feet of living space, this home features a functional floor plan ready for your personal updates and vision. A storage building provides additional space for tools, hobbies, or recreational equipment. Conveniently located near marinas, world-class boating and fishing, waterfront dining, and just a short drive to Smathers Beach, Higgs Beach, Duval Street, Mallory Square, and all that historic Key West has to offer. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property offers the chance to create your own island retreat in one of the most desirable areas of the Florida Keys.
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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.
