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Lower Keys Real Estate for Sale, Homes and Condos in the Florida Keys

Total Listings 578
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$3,950,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
5 Bed, 5 Baths, 3,417 SqFt Days Listed: 67
-6.29% ($265,000) 1 Price Change : Last Change 32 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Fixe

Luxury Waterfront Condo with Transient License - Key West, FL. More pictures and videos coming soon.This stunning 5-bedroom, 4-bathroom waterfront condo in Old Town Key West offers luxury and investment potential with a coveted transient nightly rental license. Enjoy breathtaking marina views from double balconies, a private pool, and a boat dock with deep water access. The home features an island kitchen, a two-car garage, and is built to Cat 5 standards with impact windows. Perfect as a personal retreat or income producing nightly rental. Dont miss this rare opportunity!

$3,950,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 2,488 SqFt Days Listed: 51
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Exquisite Key West Retreat in Truman Annex! Experience the best of Key West with this luxurious retreat in the exclusive gated community of Truman Annex. This Caribbean and British Colonial-inspired home blends sophistication and comfort, making it ideal as an upscale vacation home or investment with rental potential. The transient license allows weekly rentals. The residence spans three levels with 4 bedrooms, 3.5 baths, and high-end features, offering an oasis of elegance in the heart of Key WestStep inside and be in awe with the light-filled open floor plan where tall ceilings and plantation shutters highlight the living, dining and updated kitchen with quartz countertops, a breakfast bar, and premium finishes. The dining area features a stunning shell chandelier, and French doors open to a private back patio with lush landscaping, perfect for entertaining or unwinding under the stars. On the second floor, the primary suite exudes luxury with reeded wallpaper, seagrass wall-to-wall carpet, and a spa-like ensuite bath with gold fixtures, double vanities, and abundant natural light. A 2nd bedroom offers style and comfort, with a picturesque window in the separate bath. A stacked washer and dryer are located on the 2nd floor. The upper level provides privacy for guests with two additional bedrooms and a full shared bath. Throughout, the home showcases coastal sophistication with wood plank vinyl flooring, seagrass carpet in the bedrooms, reeded colonial-style wallpaper, and tasteful touches like gold bathroom fixtures and glass shower doors, embodying refined Key West charm. Enjoy a shared community pool, assigned covered parking, and walkable access to Duval Street, Mallory Squares sunset celebrations, Fort Zachary Taylor State Park, and Truman Waterfront Park. Whether a personal retreat or a smart investment, this property combines historic allure with modern luxury, providing an unparalleled Key West lifestyle. Video tour https://tinyurl.com/102-Admirals

$3,975,000
Key West
Tropical Bldt & Investment Co   - MM: 2.00
4 Bed, 4 Baths, 1,802 SqFt Days Listed: 437
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

If you are looking for Key West Luxury Island living at its best, then here it is 1235 Washington St. Island modernization with ultra-luxury high end finishes. This newly renovated residence is built above the current base flood elevation and designed to the latest building codes. Home features 4bedrooms/4 bathrooms of unparalleled style & sophistication. Complete with designer kitchen, build in cabinetry from Italy, quartz counter tops, and high end appliances. Home is built with CBS construction, spray foam insulation, hurricane impact windows & doors, and V-crimp metal roof which will help lower insurances and provide low maintenance. Interior has 10 ft. ceilings throughout and a grand vaulted ceiling in the living room area. Brand new salt water pool with water feature and separate pool house/guest quarters designed with carefree life style adds to the exceptional value of this amazing home. Home is furnished with new modern furniture inside and out and is available for purchase but not included in purchase price. Sit on your super beautiful front porch with tiger wood finishes and enjoy all Key West has to offer. Home is located on a 5,348 S.F. corner lot in one of the most prestigious and desirable areas of Key West. Lush tropical landscaping, irrigation, outdoor lighting, and off St. Parking completes this very desirable luxury property. Just a short distance too many of Key West fine restaurants, galleries, museums, White St. pier, & beaches. Dont miss out on this excellent opportunity to own this impressive and newly renovated luxury residence at 1235 Washington St.

$3,995,000
Cudjoe Key
Cudjoe Acres   - MM: 21.50
6 Bed, 6 Baths, 4,976 SqFt Days Listed: 754
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp80ft.

Welcome to your dream Florida Keys oasis! This stunning open water home is a luxurious waterfront retreat, offering the epitome of elegance and comfort. With 6 bedrooms and 6 bathrooms, this spacious estate is perfect for accommodating family and friends or hosting extravagant gatherings.Upon entering the property, youll be greeted by a sense of exclusivity and security, as it is gated and walled, ensuring your utmost privacy and serenity. The lush landscaping surrounding the home adds to its allure, creating a tranquil and inviting ambiance.The interior boasts an impeccable design with meticulous attention to detail. The custom kitchen is a chefs delight, featuring top-of-the-line appliances, premium finishes, and ample counter space for preparing gourmet meals. As you explore the residence, youll be captivated by the panoramic water views from every room, seamlessly blending the indoors with the breathtaking outdoors. One of the highlights of this exceptional property is its rooftop swimming pool and bar, where you can soak up the Florida sun while savoring refreshing cocktails and enjoying unobstructed vistas of the sparkling waters. Imagine entertaining guests under the stars, with the gentle ocean breeze as your companion. Additionally, this estate comes with a guest house for extended family or visitors who will be enchanted by the beauty of the Florida Keys. Sitting on over an acre of pristine Florida Keys property, this home offers an abundance of space for various outdoor activities and potential additions, should you desire to further customize your slice of paradise. As a waterfront haven, this property provides direct access to the water, allowing you to indulge in water sports, fishing, and boating whenever your heart desires. In conclusion, this exceptional Florida Keys estate combines the allure of open water living with exquisite design.

$3,999,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 2,421 SqFt Days Listed: 46
Townhouse - Active - Waterfront No
Side of Island: Median - Dockage: None

This Old Town Villas luxury townhome is within a gated community, built in 2017 and located in the heart of Old Town. A private elevator takes you to each of the 4 floors from the 2+ car garage to the rooftop terrace. Enjoy 3 private bedrooms, 3.5 baths and a 41x14 (574 sq.ft.) garage on the ground level. Just under 2,600 SF of solid concrete construction, a large shared pool & cabana area, high end appliances, quality decor and sold turn key.

$3,999,999
Key West
Key West Investment Co Subdiv   - MM: 1.00
3 Bed, 3 Baths, 2,262 SqFt Days Listed: 58
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Discover the epitome of refined Key West living in this beautifully renovated single-level home, situated in the desirable Casa Marina area. Sunlight floods the spacious interiors through oversized impact windows and doors, creating a seamless connection to the lush landscaping outside. Thoughtfully transformed into an island oasis, this home offers tranquil views of the salt generated heated pool and its cascading waterfall from the dining and living rooms. Designed for effortless entertaining, the expansive kitchen flows naturally into both the dining and living areas. Outfitted with new quartz countertops, Viking stainless-steel appliances, a 2 zone wine fridge, island & bar, the kitchen is a delight for culinary enthusiasts. Sold fully furnished, complete with new furniture and televisions, making it truly move-in ready--just bring your swimsuit and flip-flops. Other features include new designer porcelain tile floors throughout, freshly renovated bathrooms with custom vanities, in the primary suite a new soaking tub has also been added as well as custom closets. Practical amenities include a gated double carport, generator, landscape lighting, irrigation system, and full privacy walls. Freshly painted inside and out, this large 6,890sf corner property is a rare find, balancing luxury, comfort, and convenience in an idyllic location walkable to the beach & downtown.

$4,250,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,524 SqFt Days Listed: 42
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

**BREATHTAKING RENOVATION** Nestled in the heart of Old Town, this century-old gem has been lovingly renovated and is waiting for you to call it home. This historic residence perfectly balances convenience and tranquility, offering a true slice of paradise just waiting for you.Every inch of this home has been thoughtfully updated and perfected--from the floors to the air ducts to the attic. The kitchen boasts luxurious black leather granite countertops, new Bosch appliances, and a beautifully modified centuries-old cabinet from England surrounding the sink. New flooring and high-impact resistant windows and doors have been installed throughout the entire home. The third bedroom, currently used as an office, features a large, bold window with a view of the pool.Upstairs, youll find two master en suites, each with a fully renovated bathroom and ample storage space. A new Miele washer and dryer and a bonus media room that doubles as a fourth bedroom for guests.This stunning residence offers an incredible outdoor living space with a refreshing pool, a beautiful outdoor kitchen, and a covered lanai, creating a serene oasis just blocks from Duval Street. Plus, a cedar-lined shed offers something truly rare in Key West: space for storage! This meticulously cared for home is situated on one of the most coveted streets in Old Town, youll be steps from groceries, restaurants, the beach, and the vibrant historic district. If youve been searching for your piece of Key West, this historic home offers everything youve dreamed of.*** Check under documents for a complete renovations list ***

$4,300,000
Key Haven
Key Haven 5th Add   - MM: 5.00
4 Bed, 4 Baths, 3,204 SqFt Days Listed: 9
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift60ft

This 4b/4.5ba luxurious home boasts Gulf of Mexico & deep canal waterfront living in Key West. It includes hurricane shutters, impact windows, metal roof with solar panels, and automated blinds. Ample parking with 2 large garages & driveway for 3 cars. 1st floor has a Chefs kitchen, a dining room perfect for hosting parties, a luxurious master suite with walk-in custom closets and the en-suite bath is a sanctuary of relaxation, with adjustable color lighting, his/hers vanity sinks on opposite walls, & full-size stacked washer/dryer with lots of storage. A half bath is also available for guests. Kitchen appliances include; induction cooktop with downdraft, D/W, Bev. cooler, convection wall oven & M/W, warming drawer & a fridge with TV. Abundant storage and appliance garages. Wood ceilings in the living room add to the charm, while the dining area has seating for 8 with a coffee/wine nook. On the 2nd floor, youll find 3 more bedrooms and a washer/dryer. One bedrm is a 2nd master with en-suite bath and large balcony overlooking the Gulf. Another bedrm is repurposed into a lounge, though it can easily be reverted back. This area shares access to a Jack n Jill bathroom equipped with his/hers sinks, connecting to the 4th bedroom featuring side-by-side closets and private porch overlooking the canal. Downstairs is an outdoor area, complete with a workshop and a full bath. Elevator runs from ground to 2nd floor. The kitchen has a sink, fridge, and gas grill. Also, an electric smoker and wood-burning pizza oven complete the outdoor cooking facilities. There are multiple gas grills. An outdoor TV swivels for viewing from the couch for 8, dining table for 6, the hot tub or a round table for 4. There is a splash pool w/ sail shade, a hot tub, shuffleboard, ping pong and outdoor wireless speakers. A private dock sits on the canal including 2 boat lifts with direct access to the Gulf and Atlantic. A fish cleaning station is on the dock, with water and electric.

$4,395,000
Key West
Monroe Investement Co Subdivi   - MM: 2.00
4 Bed, 4 Baths, 2,773 SqFt Days Listed: 86
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Inspired by a deep commitment to environmental stewardship, award-winning local architect Matthew Stratton presents his latest masterpiece at 1614 Washington. This custom home marries sustainable luxury with modern design, perfectly embodying the islands bright, eco-conscious future. Spanning 2,773 square feet, this four-bedroom, 4.5-bathroom residence exudes sophistication from the moment you arrive. Its elevated, contemporary island aesthetic is a testament to exceptional quality and craftsmanship. Setting it apart is the innovative suite of energy-saving features, including a solar grid infrastructure, Tesla energy storage batteries for uninterrupted clean energy, and ENERGY STAR(r) certified appliances. High-performance impact aluminum windows, fortified concrete block walls, spray foam insulation, and a reflective metal cool roof ensure optimal energy efficiency and comfort. An off-streel car charging station further highlights the homes green design, making eco-friendly living as seamless as it is stylish. Every detail of the home reflects a deep commitment to sustainability and craftsmanship. Environmentally friendly porcelain tile floors, quartz countertops, and custom cabinetry and wardrobes by local artisans Hansen and Bringle blend form and function beautifully. Hand-blown glass light fixtures, a backlit blue agate backsplash, and high ceilings elevate the homes refined atmosphere, while a centralized media closet ensures all electronics are conveniently organized in one user-friendly space.Outside, the lush tropical landscaping frames a two-tiered pool complete with a splash deck and waterfalls, creating an enchanting private oasis. More than just a residence, 1614 Washington is a sanctuary where sustainability and luxury harmoniously converge. This is the pinnacle of modern island living, where thoughtful design meets the future of eco-conscious luxury.

$4,500,000
Key West
Key West Fwdn Subdivision   - MM: 4.00
3 Bed, 3 Baths, 2,744 SqFt Days Listed: 23
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

3741 Eagle Avenue - A Masterpiece of Coastal Luxury This stunning 3 bedroom, 3.5 bath fully furnished residence on a generous 10,800 SF lot offers unparalleled coastal elegance at an impressive elevation of 10.5ft. The new concrete construction features an open concept with cathedral ceilings and large impact sliding doors throughout. Premium materials, high-end appliances, and thoughtful layout create both functionality and sophistication.Two en-suite primary bedrooms, both upstairs and downstairs, open to the outdoors. The property includes a fully equipped guest cottage featuring sliding doors that offer stunning views. The grounds, masterfully designed by Craig Reynolds, showcase lush tropical landscaping, covered patios all surrounding a heated/chilled pool with shelf seating and a distinctive coral rock outdoor shower which adds a luxurious touch. The garage provides 481 square foot for parking and ample storage.Security and comfort are ensured with a whole-house Generac generator, standing seam metal roof, impact windows and doors. Every detail of this turnkey residence has been executed to perfection, creating an extraordinary Keys retreat.

$4,745,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 2,295 SqFt Days Listed: 214
-20.25% ($1,205,000) 12 Price Changes : Last Change 34 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Davit Pads25f

Perched on the oceanfront, this extraordinary Cudjoe Key estate boasts breathtaking views from every vantage point, including the rooftop deck. The solid concrete construction, complete with impact-resistant doors and windows, concrete dock, and poolside cabana featuring a bar, sink, and ice machine, ensures a luxurious haven. Lush landscaping, meticulously maintained on a weekly basis, adds to the propertys allure. Upon entering the coded-entry home, a stunning living, dining, and kitchen area unfolds, complete with quartz countertops, stainless steel appliances, and a convenient laundry room. The kitchens center island is spacious and includes refrigerator and freezer drawers, a cooktop and barstools, making it a great entertaining area. The main levels ensuite bedroom, featuring double beds and a jack-and-jill bathroom, offers direct access to the oceanfront patio and a spiral staircase leading down to the pool. Ascend to the master suite, where a lavish bathroom awaits, complete with a jetted tub, double sinks, programmable commode, and walk-in shower, all set against the backdrop of dazzling ocean views. A third ensuite bedroom, features a walk-in shower, single sink, and expansive mirror, with the king-size bed positioned to maximize the stunning vistas. The private outdoor area, complete with a mermaid-adorned pool, large BBQ area, and cabana room, is perfect for outdoor entertaining. World-class fishing and diving opportunities are minutes away, with the Gulf and Atlantic within easy reach. This idyllic location also offers a front-row seat to the marine life of Cudjoe Bay, including porpoise, ospreys, sharks, stingrays, and manatees. Situated in a highly sought-after area of Cudjoe Key, this estate is surrounded by excellent restaurants and boasts wonderful views of the American Shoals Lighthouse.

$4,799,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
4 Bed, 4 Baths, 3,817 SqFt Days Listed: 18
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift150ft.Concr

Exquisite Waterfront Estate in the exclusive Cudjoe GardensWelcome to 20816 4th Ave W, A masterpiece blending luxurious design with the serene beauty of the Florida Keys. Built on a sprawling waterfront elevated corner lot of 16,500sf with 260 feet of water frontage offering deep draft. This gorgeous property offers an unparalleled tropical lifestyle, perfect for those who demand the best in comfort and elegance.PRICE INCLUDES, MAKING THIS A TURNKEY PARADISE - Designer furnishings & decor,2021 Pathfinder 2400 TRS Boat & 2 Hobie Cats: Step right into the island lifestyle with these included.Property Highlights4 Bedrooms + Office/Studio: Spacious, sunlit rooms designed for relaxation and productivity, including a versatile office or creative studio space which could be 5th Bedroom.4 Bathrooms: Impeccably designed with high-end fixtures and finishes.Gourmet Kitchen: A chefs dream, featuring state-of-the-art appliances, custom cabinetry, and expansive Quartz countertops ideal for entertaining.Italian Flooring: Stunning, high-quality flooring that enhances the luxurious ambiance throughout.12-15 Ft Ceilings: Create an open, airy feel while showcasing architectural sophistication.Saltwater Pool: Dive into the generously sized, chilled & heated concrete pool with water feature and lounging platformOutdoor Kitchen: Stainless Steel Appliances, Spacious layout, Perfect for entertaining.2 Boat Lifts, 20k and 10kAdditional Amenities3 A/C Units: Individually climate-controlled zones, including the 3-car garage for comfort and convenience.Full Property GeneratorThis meticulously designed property combines sophisticated interiors with exceptional outdoor living spaces. Located in a prime area of Cudjoe Key, this home offers privacy, stunning water views, and direct access to the pristine waters of the Lower Keys.Dont miss the opportunity to own this extraordinary piece of paradise. Contact us today to schedule your private tour

$4,850,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 3,148 SqFt Days Listed: 23
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Investment opportunity! Weekly rentals are allowed! Nestled within the highly sought-after Truman Annex in Old Town Key West, 202 Admirals Lane exudes coastal charm and luxury living at its finest. Boasting 5 bedrooms and 4 full bathrooms, this meticulously maintained residence showcases beautifully renovated bathrooms and a private pool oasis, offering an idyllic retreat for residents and vacationers alike. Situated nearby the iconic Duval Street and the tranquil expanse of Fort Zachary Taylor State Park, this home epitomizes the quintessential Key West lifestyle. Upon entering, youre greeted by an inviting main living area, adorned with French doors that effortlessly blur the lines between indoor and outdoor living. A sun-drenched sunroom, encased in glass doors, is the perfect setting for relaxation or entertainment year-round. Additional living spaces abound, including a bright and airy sitting room. The main floor is thoughtfully appointed with a convenient full bathroom, ensuring comfort and convenience for guests. The 2nd level offers 4 bedrooms and 3 full baths and the ensuite 3rd floor is great for guest . Included is a Truman Annex transient rental license allowing for weekly rentals, 202 Admirals Lane presents a lucrative investment opportunity as a successful vacation rental. Rare for Key West, this home features a coveted 2-car garage, providing secure parking and storage, a coveted amenity for sure. Offered turnkey, the residence comes complete with all furnishings and future reservations, promising a seamless transition for discerning buyers or investors seeking the ultimate Key West retreat.

$4,975,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
6 Bed, 6 Baths, 3,788 SqFt Days Listed: 184
Multi-Units - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Ahoy, dreamers and visionaries! Step into the pages of Key West history with this captivating waterfront property, whispering tales of Old Town charm from its perch on the edge of paradise.Built before 1912, and lovingly held by the same family for over a century, this sprawling 15,609 square foot lot, zoned General Commercial, awaits your masterpiece. Picture a bustling restaurant serving up fresh seafood and island vibes, a charming boutique hotel nestled amidst tropical gardens, or a tranquil marina where sailboats sway in the gentle breeze. The possibilities are as endless as the ocean views.This unique property boasts a legal five-unit multi-family configuration, including a historic main house and a separate cottage. The main house features four units with a total of 5 bedrooms and 4 bathrooms, perfect for accommodating guests or creating a vibrant community. Meanwhile, the charming cottage, with its 2 bedrooms and 1 bathroom, offers a private oasis for rest and relaxation.Nestled beside Garrison Bight, a stones throw from Bayview Park and Tennis Courts, and just a bike ride away from some of the islands most stunning beaches and attractions, this location is a true Key West treasure.Now, for the fine print: the property is currently tenant-occupied, so please allow 48 hours notice for viewings (and you might not be able to see all units in one go). Savvy investors should verify restoration and development rights to unlock the full potential of this historic gem.Ready to set sail on a new adventure? This once-in-a-lifetime Key West investment is calling your name. Dont miss out on the chance to turn your dreams into reality!

$4,995,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
4 Bed, 4 Baths, 3,727 SqFt Days Listed: 27
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits300ft.Concrete

Welcome to your dream home in the heart of Big Pine Key designed by renowned architect Glen Gray. This magnificent 4-bedroom, 5-bathroom estate offers an unparalleled blend of luxury and comfort. Step inside to discover an open floorplan that seamlessly connects the living, dining, and kitchen areas, creating a perfect space for both entertaining and everyday living. The spacious, well-appointed kitchen features modern appliances, ample counter space, and a large island, making it a chefs delight. Adding to the convenience and luxury, this home features a personal elevator, providing easy access to all levels and ensuring that every part of your estate is just a button-press away. A whole house generator, impact doors and windows and concrete construction to give you peace of mind. The property has ADT Control for remote access of the security system and door locks. Your private outdoor oasis awaits with a sparkling pool with Aqualink remote pool controls (also transferrable), inviting hot tub, and a beautifully paved patio, perfect for relaxing or hosting gatherings. The lush landscaping and serene surroundings provide a sense of tranquility and privacy. Additionally, this estate includes detached guest quarters connected by a covered breezeway, offering a private retreat for visitors or an ideal space for a home office or studio. The paved driveway and carport offer ample space for all your vehicles and recreational equipment. In the backyard, you can entertain family and friends or head out on the water with access to some of the best boating the Florida Keys has to offer. With over 300 feet of concrete seawall, youll have plenty of room for all your watercraft, complete with two sets of boat davits, a fish cleaning table, and a ladder for easy swimming access. This Big Pine Key estate is not just a home; its a lifestyle. Experience the best of Florida Keys living with this exquisite property. Schedule your private tour today and make this paradise your own

$4,999,500
Big Pine Key
Pine Channel Estates   - MM: 29.50
4 Bed, 4 Baths, 2,812 SqFt Days Listed: 31
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.

LUXURY LIVING IN THE LOWER KEYS where the pace of life is a bit slower, and the fishing and diving are exceptional. The 16,875 sq. ft. property features 150 ft. of frontage along a 46 ft. wide canal, a 50 ft. concrete dock, and two boat lifts (the larger lift is 21,000 lbs.) Its a private, tropical setting where one can relax under the tiki or in the heated, salt system pool, enjoy down time in the hot tub, and entertain on the primary canal-side porch overlooking protected lands across the canal to the north. This impressive home offers 2812 sq. ft. of living area and an open floor plan with cathedral ceilings, wall-to-wall glass doors and windows in the great room, a formal dining area, a study that can easily be a fourth bedroom, and a master suite with water views. For guests theres a two-bedroom, one-bath wing boasting its own laundry room and canal-side porches. 3-zone central air and heat. Spacious two-car garage and ample ground level storage; plenty of space for guest parking and room to park your motor home and boat trailer. Fly privately into the Marathon International Airport or commercially into Key West International Airport.

$4,999,999
Key Haven
Key Haven 10th Add   - MM: 5.00
5 Bed, 5 Baths, 4,480 SqFt Days Listed: 198
-12.20% ($695,001) 2 Price Changes : Last Change 154 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.

Fully renovated in the last 4 years, this 5-bed, 5-bath, exquisite gated estate with its brand new resort-style pool, and Chefs kitchen boasting new Sub-zero, Wolf, and Miele appliances, offers 2 master suites on the 3rd floor with a private balcony and new interior 3-story elevator! This waterfront Key Haven estate offers a full length concrete dock and 15K lift, while the stunning indoor/outdoor integration invites you to savor the idyllic surroundings. The 4,500 SF of luxurious living space harmonizes with the tranquil beauty of its environment, featuring breezy outdoor spaces and light-filled interiors. Every detail has been thoughtfully designed for refined living, from the Hubbardton Forge lighting to the expansive walls of impact windows that frame breathtaking views of the turquoise Gulf waters. Enter through a grand entryway with a sweeping staircase and elevator into a spacious Great Room perfect for entertaining. The Chefs kitchen is a culinary masterpiece, equipped with high-end, stainless appliances, striking quartz countertops with a waterfall edge, and a breakfast area offering picturesque canal views. Dine in the elegant dining room or al fresco on the sprawling waterfront covered veranda. Guests will revel in the comfort of three well-appointed en suite guest bedrooms, one equipped with a steam shower, while you retreat to one of two third-floor primary suites, featuring spa-inspired bathrooms complete with Hansen & Bringle cabinetry, expansive walk-in showers, and terrace perfect for soaking in Keys famous sunsets. For added convenience each floor includes a laundry area and kitchenette, making lifes conveniences just steps away. After a day on the water, dock your boat, take a refreshing dip in the brand new custom pool, or cook your fresh catch in the outdoor kitchen. Situated within a peaceful, established neighborhood yet just minutes from the magic of Key West, this one-of-a-kind Caribbean masterpiece has it all.

$5,200,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 3,015 SqFt Days Listed: 202
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 524 Frances Street, where sophisticated style meets Old Town charm. Rarely does an architectural gem such as this property become available for purchase. This iconic home has been completely and professionally updated, including impact windows and doors. Enter the property through a white picket fence and ascend the front porch steps with views of Frances Street. Just beyond the historic, glass-etched front door is a welcoming foyer; prepare to be awestruck by the style and craftsmanship of the home. Situated on a double lot, this 4 bedroom/3.5 bathroom property is the ultimate Key West escape, with Brazilian Cherry wood floors, crown moulding and top of the line finishes. The first floor offers three bedrooms. Two spacious guest bedrooms, each with Queen-sized bed and custom closets, are adjoined by a shared bathroom with standup shower. Opposite side of these guest bedrooms is a formal living room with double sliding pocket doors leading into a formal dining room with access to a side porch. Beyond the dining room is a gourmet kitchen that overlooks an additional living room with wall-to-wall glass doors. A hallway leads to a separate wing inviting you to one of two Primary Suites at this property (the second Primary Suite is upstairs). With a King-sized four-posted bed, and ensuite bathroom with dual headed shower and soaking tub. Upstairs is the second Primary Suite with open-concept layout, no need to ever leave this room, as the second floor is only for this room. A beautiful soaking tub to just let all your trouble slip away, with a double stand-up shower. A wet bar with wine fridge serves as the perfect coffee bar for your morning cup, or an evening drink on your private sundeck overlooking the backyard. The private backyard offers a huge in-ground lap pool, outdoor shower, Ipe wood decking, & outdoor dining gazebo with built-in Wolf grill. This home comes with two brick-paved, gated driveways. Offered turn key with a very small exclusion list.

$5,250,000
Key West
Old Town Unlisted   - MM: 1.00
5 Bed, 5 Baths, 3,434 SqFt Days Listed: 7
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Discover the charm of Casa Grande, a stunning TRANSIENT residence with a strong rental history. Nestled on a tranquil dead-end street, just one block from the vibrant Duval Street in Key West, this exceptional home offers off-street parking for two vehicles.Designed for entertaining, Casa Grande features an expansive open floor plan that seamlessly connects the spacious living room to the kitchen, creating the perfect setting for gatherings. Step outside to enjoy one of the largest private pools on the island, surrounded by a beautifully landscaped backyard that includes a half bath and outdoor shower--ideal for lounging, dining, or barbecuing in complete privacy.This remarkable home boasts five well-appointed bedrooms and six bathrooms. One suite includes a kitchenette and separate living area. You can walk or bike to local attractions, dining, shopping, and beaches.Dont miss out on this incredible opportunity to own a transient rental property in Key West!

$5,350,000
Key West
Old Town Unlisted   - MM: 1.00
5 Bed, 5 Baths, 2,248 SqFt Days Listed: 680
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This spacious 5 bedroom and 5 1/2 bath two story home was beautifully restored and finished in 2019. Stepping through the inviting main floor porch the entryway opens to a large open floor plan on the right with a living room that will seat 8-10 comfortably then flows into the custom kitchen. To the left of the entry is a first floor master with king and and an ensuite bath and walk-in closet. Up the stairs is a customized wall of restored Dade County Pine from the original home which beautifully showcases the custom cut heart pine floors throughout the entire home. The second floor holds 4 additional bedrooms - 1 guest room with queen bed and ensuite bath and another guest room with an ensuite bath and a queen murphy bed that could also be used as an office. There are two additional master bedrooms with kings, both ensuite with walk-in closets. Between the two masters is the exit to the second floor balcony with porch swing and rocking chairs overlooking the beautiful front yard. The custom kitchen has french doors spread out across one wall, a wet bar and a large kitchen island with counter seating for 7. The 1/2 bath is accessible to all on main floor and just steps to the french doors opening to the large covered deck with seating for 6 and an additional large open air back deck with table and seating for 8 and showcasing the 12X24 pool with waterfall. A few steps down from the back porch is the parking with an electric gate and stepping stones winding through the exquisitely landscaped yard. A full house generator with large buried propane tank are installed on the far side of the yard along with some storage bins for pool toys and furniture covers. Property being sold turnkey with just a few exclusions.

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