NEW PRICE! Old Town Key West TRANSIENT LICENSED 2BR CONDO! One of the most luxurious condominiums in Key West. This transient licensed condominium with contemporary design and decor offers two level living and three balconies. The main level features a gourmet kitchen, balconies, powder room, and living room with pool views. Upper level has two bedrooms with designer en suite baths. Santa Maria amenities include stunning heated pool and grounds, bellman, 24 Hour full-service concierge, parking, & gym.
This updated 4-bedroom, 3-bathroom townhome in the gated Key West Golf Club community is a prime investment opportunity and active vacation rental. Offering privacy, comfort, and resort-style living, its just minutes from downtown Key West, beaches, and world-class dining.Inside, an open, light-filled floor plan features crown molding, neutral tile flooring, and refined finishes. The chef-inspired kitchen boasts ceiling-height cabinetry, sleek quartz countertops, and stainless steel appliances, flowing into the spacious living and dining area--ideal for entertaining or unwinding after a day on the water.The first-floor bedroom includes a walk-in closet and full bath, perfect for guests. Upstairs, the primary suite features a private balcony, updated en-suite bath, and ample closet space. Two additional bedrooms share access to a shady veranda overlooking lush gardens and tranquil Kestral Way. A full hall bath and upstairs laundry add convenience.Outdoor living is effortless--relax on the covered patio with refreshing sea breezes or enjoy the fenced backyard for extra privacy. Located just steps from the lagoon-style pool, clubhouse, and fitness center, this home offers unmatched convenience.With pet-friendly living, 24-hour gated security, and strong income potential, this turnkey opportunity wont last long. Schedule your private showing today!
Welcome to this coastal escape on Big Pine Key, in the Lower Florida Keys. This newly built 2022 home combines modern design with the rugged durability required for island living. This 2-bedroom, 2-bathroom residence offers 1,260 sq ft of stylish, open-concept living space designed to showcase the natural beauty of the surroundings. For those seeking life on the water, this property is a must-see. The private, on-site 38 concrete boat dock offers direct access to the renowned Bogie Channel, a sought-after haven for anglers and divers alike. Within minutes, you can be casting your line or exploring the world-class dive sites.Step inside and be greeted by an airy, sunlit open floor plan where the living, dining, and kitchen areas blend seamlessly. The kitchen features white cabinets with a large island that invites gathering and entertaining. Expansive impact-resistant windows and doors frame canal views, allowing natural light to flood the space while offering storm-ready protection. Built with longevity and storm safety in mind, this home features a metal roof, impact-rated windows, and doors for added hurricane protection. The elevated design provides extra peace of mind and allows for covered parking below. With room for 4+ vehicles, a boat trailer, or outdoor recreational gear, the space is functional and versatile.Savor the island breeze from the rear porch--perfect for morning coffee or evening cocktails--while soaking in canal views. The dual staircase access adds convenience. Beneath the home, the expansive concrete slab provides an open-air retreat for hosting friends, grilling fresh catches, or simply relaxing in the shade. Big Pine Key is celebrated for its laid-back charm, stunning natural surroundings, and easy access to world-class fishing, diving, and boating. Youll be part of a community that balances tranquility with adventure. Whether its the call of the open sea or the allure of island serenity, this property offers the best of both worlds
Located in the coveted Sanctuary enclave of the Key West Golf Club, this fully renovated, move-in ready home offers privacy, comfort, and resort-style living--just minutes from Old Town.This detached two-bedroom, two-and-a-half-bath home features a light-filled, open-concept layout. The sleek kitchen includes quartz countertops, a waterfall island with storage on both sides, and new high-end stainless steel smart appliances--including a double oven with an air-fry feature. A convenient half bath completes the main level.Step through the French doors into your own private backyard oasis. Surrounded by lush tropical landscaping, this peaceful retreat includes a sparkling jacuzzi style dipping pool, shaded lounge area, and garden space--perfect for relaxing or entertaining.Upstairs, both bedrooms offer en-suite baths with designer tile, custom lighting, and stylish finishes. The primary suite includes a spacious private balcony and remote-controlled blackout shades.Renovated in 2023 and meticulously maintained, additional upgrades include a new pool pump (2024), tankless water heater, and new AC coils. With a deeded carport and extra parking available, theres ample space for both your car and scooter.As part of The Sanctuary--a quiet, gated section of the Key West Golf Club--residents enjoy access to top-tier amenities including an 18-hole championship golf course, two resort-style pools, a fitness center, butterfly garden, and 24-hour security.Whether youre looking for a full-time residence, seasonal escape, or investment with monthly rental potential, this home delivers lifestyle, flexibility, and golf cart access to restaurants, shopping, and all that Key West has to offer.
This charming Old Town property offers the perfect blend of historic character and future potential just steps from world-famous Duval Street. Rich with the classic charm of Old Key West, this property is a blank canvas waiting for your personal touch. The permitted main home features two spacious bedrooms, a bonus den that can easily function as an additional bedroom or office, a full bathroom, and living and kitchen areas. A private courtyard leads to a non-conforming 2nd building which includes a kitchenette, living area, two additional bedrooms and 2 bathrooms which possibly could be converted to legal living quarters which would have to be applied for through the City of Key West and which additional fees would have to be paid. A covered carport provides shaded parking for one vehicle, with additional street parking available. Located just a short walk from iconic Duval Street, the Ernest Hemingway House, the historic Key West Lighthouse, Truman Waterfront Park, and the tranquil shores of Fort Zachary Taylor State Park, this Old Town retreat offers an unparalleled Key West lifestyle nestled in a prime location. Just a short stroll to world-renowned dining, vibrant nightlife, picturesque parks and the historic seaport with endless dining, entertainment, and cultural attractions nearby, this property is the perfect blend of convenience and charm.
Welcome to 1302 11th Street, a beautifully updated 3-bedroom, 3-bathroom home in one of Key Wests most family-friendly neighborhoods. Just minutes from grocery stores and shopping this prime location offers the perfect blend of comfort and convenience.Sitting on an oversized corner lot, the home offers multiple private yards perfect for a garden, outdoor entertaining, or even adding a pool. Recent upgrades include a new roof in 2022 and new A/C mini split in 2024.The spacious attached garage offers ample storage and can be easily converted into additional living space. Even without the garage renovation and with minimal effort, the home can become a 4-bedroom, ideal for growing families or guests.A separate 1-bedroom, 1-bath lockout suite with its own entrance provides privacy for visitors or rental income potential.Move-in ready with room to grow--this is a rare opportunity to own in one of Key Wests most sought after neighborhoods at an incredible price.
Step inside this exceptional 3-bedroom condo, where modern living meets unmatched versatility. Each of the three bedrooms features its own en-suite bathroom, ensuring comfort and privacy for all. But the true standout feature? Three separate entrances, with two bedrooms featuring private exterior access! There is a door in the hallway that can be closed to separate the front and back of the house to create total privacy for the back 2 bedrooms with private entrances. This unique layout creates incredible potential for multi-generational living or savvy investors seeking to maximize rental income. Beyond the unique design, revel in the beauty of a serene courtyard, the sleek elegance of stainless steel appliances, and the spa-like luxury of custom-tiled showers. A perfect blend of style and practicality, this condo is ideal for families and investors alike. Seize this rare opportunity to own a truly exceptional property in the heart of Key West....just a short walk to Duval Street.
Discover the ultimate fusion of luxury and part time usage with this transient-licensed, 2-bedroom, 2.5-bath condo in Key West. Perfectly suited for vacation rentals, it offers the flexibility of a personal coastal retreat and a robust source of passive income. Fully furnished with sleek, modern decor, high-end appliances, and refined details throughout, this turnkey property is ready to impress guests and owners alike from day one. Situated in the entrance to Key West, the condo provides easy access to a lively array of shops, restaurants, entertainment, and the beautiful waterfront and beaches just moments away. Designed for seamless rental management, this property maximizes returns with minimal effort, making it ideal for buyers seeking consistent income or anyone desiring an elegant island escape. Two onsite restaurants as well as a small marina where slips can be rented while you are in town. The beauty of this particular unit is that is is setup with 1BR/1BA as a lockout unit so you can rent one side for the other while still being able to use your vacation home yourself. Embrace the best of Key West living--your island getaway awaits!
Welcome to your piece of paradise in the exclusive gated community of Venture Out on Cudjoe Key. This stunning high-rise, built in 2018, embodies the perfect blend of modern luxury and island life. As you step inside, you are greeted by an inviting atmosphere that captures the essence of coastal living. The master bedroom boasts an en suite bathroom, offering a serene retreat at the end of the day, while an additional versatile room provides the ideal space for an office or cozy guest accommodations. Imagine docking your boat at the expansive 37-foot concrete seawall, a seamless transition from sea adventure to relaxation. The heart of the home--the kitchen--provides breathtaking open water views, creating a culinary experience like no other. Equipped with upgraded stainless steel appliances and a sleek induction cook top, its designed for both functionality and style. Accessibility is paramount in this property, featuring a thoughtfully designed elevator that ensures easy navigation for everyone. Step out onto the screened-in patio, where you can enjoy the fresh breeze and views of the open water. This high-rise is more than just a home; its a lifestyle waiting for you to embrace. Venture Out is a vibrant community that embraces the spirit of island living, offering many amenities designed to cater to both owners and guests. Spend your afternoons soaking in the warmth of the heated pool. The marina invites boating enthusiasts to indulge their passions, while the boat ramp provides seamless access to adventure on the waters. For those seeking a little friendly competition, the courts for tennis, bocce ball, basketball, and pickleball create an atmosphere of active recreation. At the recreation hall, residents gather for activities and social events, creating a strong sense of community.
AMAZING NEW PRICE~~ Escape to island living here at 1728 Laird Street. Charming, bright and open, this immaculate home is your piece of Key West paradise. Situated on a large 5,290 square foot corner lot in desirable Mid-Town West, this sanctuary is just a short distance to White Street District, beaches, Sunday Farmers Markets and other Key West adventures. Move-in-ready, this meticulously cared for gem blends modern luxury with laid-back coastal charm. The kitchen offers Craft Made maple cabinets with pull-out drawers, a large pantry for additional storage, quartz counters, and stainless GE appliances--including an induction cooktop and convection oven. Impact windows throughout the home fill the living spaces with beautiful natural light, giving the home a warm, airy glow. The split three-bedroom layout with two full baths offers privacy and comfort for visiting family or friends. The private back yard is an oasis unto itself; lushly landscaped, fully fenced, ready for the perfect pool of your dreams. Enjoy the large patio ideal for evening BBQs and visiting with friends. The private outdoor shower awaits to rinse away your awesome barefoot beach day. Additional features offered with this home include; New 2024 standing seam metal roof with double strapping, 2020 HVAC system, 2021 electrical upgrade featuring a standby generator connection. Bose indoor/outdoor sound system. Convenient off-street parking and dedicated boat/RV parking. Here, your island adventures are always within reach.
Experience the pinnacle of island sophistication with these beautifully appointed courtyard residences at the sought-after Beachside Condominiums in Key West. With two TRANSIENT RENTAL LICENSES, this turnkey property offers exceptional flexibility as a personal retreat, full-time residence, or lucrative vacation rental. Thoughtfully designed as two separate, fully furnished units, this condo offers incredible versatility. Live in the spacious main condo (1074 sq.ft.) while renting out the second studio (282 sq.ft.) through the resort rental program--doing so could even offset your condo fees! Each unit has its private entrance, giving both owner and guest complete independence, privacy, and ease. Its premier lower-level location offers direct access to the pool and is in close proximity to parking, ensuring seamless convenience for both owners and guests. The interiors showcase refined finishes, designer furnishings, and a coastal aesthetic that perfectly captures the Key West lifestyle. Living here means enjoying a full suite of resort-style experiences right at your doorstep. Begin your day with a yoga class by the water or a workout in the fitness studio overlooking the Gulf. Lounge by the expansive waterfront pool or stroll to the private beach and marina, where you can relax in shaded loungers or embark on a sandbar or sunset cruise with on-site excursions. When its time to dine, enjoy fresh island flavors and elevated cuisine at the resorts acclaimed restaurants. The complimentary downtown shuttle makes exploring Key West effortless, while covered parking, concierge services, and on-site rental management ease every stay or investment. Whether youre soaking in the sun on your private terrace, enjoying the vibrant resort atmosphere, or maximizing income potential through nightly rentals, this property offers a rare chance to own a piece of paradise with all the benefits of a world-class resort.
Experience the charm of this beautifully renovated split-level home, designed with privacy and elegance in mind. The elevated master suite ensures a peaceful retreat, while additional spaces offer the versatile of an office or separate family room perfect for relaxation or entertaining. Step through the bedroom doors onto a spacious deck, where you can enjoy views of the meticulously landscaped backyard and expansive pool. Nestled on a generous double lot, this property features wonderfully lush greenery, providing seclusion in the tranquil setting of Big Pine Key. Every detail has been thoughtfully considered, from the stylish Plantation shutters and open-concept living area to the new metal roof and AC system. This home truly offers everything you could wish for. Schedule your showing today and experience all the beauty this home has to offer!
The perfect home for comfort and relaxation in the beautiful Florida Keys. This beautiful 2-bedroom, 1-bath home is located in the Eden Pines Neighborhood in Big Pine Key. Nestled along a serene canal, this property is an ideal haven for boaters. Enjoy direct access to the FL Keys waters right from your backyard. Its modern kitchen, stylish floors, and cozy bedrooms are perfect for your Keys family. The laundry room is conveniently located downstairs with plenty of room for storage and organization. Whether youre visiting a few months out of the year or living here full-time, youll be sure to enjoy this great piece of property.
This beautiful home sits on TWO LOTS FULLY FENCED and has 100 of canal frontage with a concrete seawall and a #15,000 boat lift. Great boating access to both the Atlantic and Gulf. It is move in ready, just bring your boat. Impeccably maintained, this home includes impact windows and doors and a metal roof for EXTREMELY LOW INSURANCE PREMIUMS. This home offers cathedral ceilings and an open floor plan filled with natural light for a bright and spacious feel. The generous quartz counter tops, updated appliances, oversized drawers, and large pantry make the kitchen a pleasure to work in. An oversized master bedroom stretches from one end of the house to the other with tons of closet space and plenty of room for an office, sitting area, or add a 3rd bedroom. It has a large deck overlooking the canal which is the perfect place for outdoor dining and entertaining. The home sits on a fenced 10,000 square foot lot with plenty of room for an addition, a pool & tiki bar, as well as space for your RV and boat trailers. It is nicely landscaped with tropical foliage and has a fenced yard with two large rolling gates. There is a storage area below and an additional shed near the boat lift with an RV hook up. This tropical island home is nestled in the quiet neighborhood of Eden Pines on Big Pine Key in the Florida Keys. Big Pine Key is perfectly situated in the middle of the Lower Florida Keys which offers the most pristine backcountry ecosystem with many islands, creeks, sandbars and patch reefs to fish and explore. Also enjoy world class fishing & diving in both the Atlantic and Gulf just minutes from your house. The neighborhood boat ramp is conveniently located just around the corner.
Nightly Licensed Transient Rental!!!This amazing, two bedroom / one bathroom, open water front, nightly transient rental is ready for you to enjoy both the beauty of this location and the income off the nightly rent license. The floor plan makes the open water views as its main focus. Cook the catch of the day over looking the waters that you just caught that prized fish in. Sit back and watch your friends and family enjoy those waters with your favorite beverage in hand, and enjoy those fruits of your hard labor. This home is built with easy maintenance in mind, dont worry just enjoy. This home does come with approved engineered plans to build a second bathroom if needed.There is covered parking and a covered storage for all your needs. Just sit back and enjoy this amazing location. This one is location, location, location!Enjoy tropical breezes and island living in this amenity-rich resort-style neighborhood. Venture Out features 24-hour gated security, an oceanfront heated pool, hot tub, fuel station, marina, boat ramp, tennis and pickleball courts, a waterfront picnic pavilion, and much more.Located just 19 miles from Key West and minutes from world-class fishing, diving, and boating, Home 49 offers everything the Keys lifestyle promises--sun, sea, and serenity.Call today for a showing!
This beautifully updated ranch-style CBS home offers both modern comfort and versatility. Designed with a split-bedroom layout, its perfect for a growing family, those seeking affordability, or anyone in need of a private mother-in-law or guest suite.Key renovations include: metal roof (2018), impact windows for added security and energy efficiency, a tasteful combination of travertine and wood flooring throughout the home, upgraded appliances, and stunning epoxy countertops - all added in 2018, as well as central A/C added in 2020, and a mini-split A/C system for the left side of the home added in 2025, and a brand new tankless hot water heater added in 2025 as well. The homes layout is thoughtfully designed, with two bedrooms, a full bathroom, a laundry room, a living room, a kitchen, and a dining area on one side. The opposite side boasts a spacious bedroom, an additional full bathroom with a tiled shower, a washer/dryer, a kitchenette, and a bonus room that can be used as an office or extra bedroom.Step outside to enjoy the large back deck, screened-in porch, and a fenced side yard--ideal for outdoor living and entertaining. The property also features new landscaping and an irrigation system, with plenty of space to add a pool.Three off-street parking spots on this corner lot make parking a breeze.This home combines practicality and charm, making it a fantastic opportunity for any buyer. Dont miss out!
Tucked along a quiet canal in Cudjoe Key, this thoughtfully designed waterfront residence offers the ideal blend of comfort, durability, and island style. A large paver driveway leads to a spacious under-home parking area with room for two vehicles, while a concrete drive wraps around to a second covered patio--offering ample space for guests, toys, or trailers.Composite decking leads to a covered front porch that overlooks the canal and is framed by lush tropical landscaping for added privacy. Inside, tile flooring runs throughout the open-concept living area, where natural light pours into the family room, dining space, and kitchen. The kitchen is appointed with granite countertops, a full-length tile backsplash, and stainless steel appliances--perfect for preparing meals after a day on the water.The generously sized laundry room offers additional storage and functionality, while a well-appointed guest bathroom features granite counters and a tiled shower with glass doors. The second bedroom easily accommodates two full beds and includes a large closet, making it ideal for guests or family. The primary suite is spacious and serene, offering a walk-in closet, dual vanities, and a beautifully finished bathroom with built-in linen storage.Freshly painted exterior adds to the clean, move-in-ready feel, while the full-length concrete seawall, private fencing, and boat lift create a waterfront setup thats both functional and secure. The property also features a fish cleaning station and plenty of room to entertain outdoors.Below, the tiled lower enclosure includes a half bath, utility sink, and wash basin, along with ample storage space for all your gear--whether its paddleboards, fishing rods, or snorkel sets. With a layout built for easy Keys living, this home offers the perfect balance of indoor comfort and outdoor adventure.
Welcome to your dream waterfront retreat! This 1,120 sq. ft. 2-bedroom, 2-bath home offers million-dollar open water views, with two sets of sliders from the dining area and living room leading to a spacious screened patio--perfect for enjoying stunning sunsets.Features include: 3 split A/C units for optimal comfort Wraparound walkway for easy access around the home812 sq ft downstairs enclosure 25-ft dock just seconds from Pine Channel--ideal for boating, fishing, and exploring the Content Keys Vacant lots on both sides for ultimate privacy✅ Walking distance to a scenic waterfront community park✅ Nearby bike paths for outdoor enthusiastsLaunch your boat and head to the Atlantic, explore nearby sandbars, or enjoy world-class fishing and lobstering. This home is a rare find for those seeking the perfect mix of adventure and tranquility.Dont miss this opportunity--schedule a viewing today!
Key Deer, Canal Views & Updated Island Living: Your Florida Keys Dream Awaits!Imagine: breathtaking sunsets painting the sky, the gentle presence of Key Deer just outside your fence, and the tranquility of canal-front living in the heart of the National Key Deer Refuge. This charming 2-bedroom, 2-bathroom home offers a rare opportunity to live in harmony with nature without sacrificing modern comfort.Spend your days boating, fishing, diving, or simply relaxing on your canal-side wrap around porch, soaking in the vibrant colors of the sunset. Key Deer sightings are a regular occurrence, making this property a true nature lovers paradise.Enjoy 50 feet of canal frontage with excellent boating access, a control depth of 3, and quick access to open water. Inside, soaring cathedral ceilings create a spacious and airy atmosphere. The updated kitchen features stainless steel appliances, granite countertops, and wood cabinets, flowing seamlessly onto the canal-side wrap around porch - perfect for morning coffee or evening cocktails. Upstairs offers a spacious private master suite with with a soaring ceiling, walk in closet and master bath with soaking tub. Downstairs is the second bedroom, guest bath, full size laundry room with lots of storage, kitchen, large dining area and living room.Meticulously updated for comfort and peace of mind, this home boasts impact windows, a new front door, a standing seam metal roof, and updated electrical. Durable Hardie board siding and facia protect the exterior of the home. The yard is fully fenced adding to the propertys appeal. Plus ample storage in the large enclosed lower level. Low insurance rates add to the value!Dont miss your chance to make this island dream a reality! Pre-qualification is available.
On a beautiful street in mid-town Key West, this inviting mid-century bungalow offers 2 bedrooms, 1 bath, and a stunning pool--one of the homes standout features. The updated kitchen boasts granite countertops and stainless steel appliances, while the spacious 5,280 sq. ft. lot and large backyard provides ample room to relax, entertain, or soak up the sun.A fenced yard ensures privacy, and off-street parking accommodates multiple vehicles, leaving plenty of space for all your toys. With a brand-new multimillion-dollar home next door, this is a prime location for a new build or a great opportunity to enjoy Key West living as is.Bike or stroll to nearby beaches, White Street and Duval Streets shops and galleries, and the world-famous Casa Marina. Enjoy easy access to top dining, pickleball, tennis, and parks--embrace the best of island living.