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

Total Listings 534
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$3,995,000
Cudjoe Key
Cudjoe Acres   - MM: 21.50
6 Bed, 6 Baths, 4,976 SqFt Days Listed: 733
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: 25
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
Old Town Unrecord   - MM: 1.00
6 Bed, 6 Baths, 2,294 SqFt Days Listed: 240
-4.74% ($199,001) 1 Price Change : Last Change 172 Days Ago
Multi-Units - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to the Seaport Inn, where timeless island charm meets modern comfort in the heart of Old Town Key West. With six luxurious bedrooms, each boasting en suite bathrooms and kitchen facilities, this historic gem offers unparalleled convenience and privacy. Whether you seek a tranquil retreat or an investment opportunity, the Seaport Inn beckons with its unique features. Prime Location: Situated just one block from the iconic Historic Seaport boardwalk and a mere three blocks from the vibrant energy of Duval Street. Flexible Rental Options: With two transient rental licenses and four non-transient rental licenses, this property presents a myriad of rental possibilities. Excellent opportunity for vacation rentals or consider the long term and/or employee rental possibilities. Expansive Lot & Outdoor Oasis: Spanning over 5000 square feet, the Seaport Inn boasts ample space for relaxation and entertainment. Take a refreshing dip in the large pool, sip cocktails at the inviting tiki bar, or bask in the serenity of lush tropical landscaping. Historic Charm: Steeped in history and architectural beauty, the Seaport Inn exudes timeless charm and character. Immerse yourself in the rich heritage of Key West while enjoying modern amenities and comforts.Perfect for savvy investors, hospitality entrepreneurs, or those seeking a slice of paradise to call their own, the Seaport Inn offers a rare opportunity to own a piece of Key Wests storied past while embracing its vibrant present. Dont miss your chance to experience the quintessential island lifestyle at the Seaport Inn.

$3,999,999
Key West
Key West Investment Co Subdiv   - MM: 1.00
3 Bed, 3 Baths, 2,262 SqFt Days Listed: 37
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: 21
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 ***

$4,395,000
Key West
Monroe Investement Co Subdivi   - MM: 2.00
4 Bed, 4 Baths, 2,773 SqFt Days Listed: 65
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: 2
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.

$4,599,000
Key West
Old Town Unlisted   - MM: 1.00
5 Bed, 5 Baths, 3,213 SqFt Days Listed: 89
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Your DREAM home awaits.. Located in Truman Annex, where luxury meets island living. This stunning 5-bedroom, 5-bathroom residence boasts over 3000 sq ft of living space offering unparalleled comfort and elegance.As you step inside you are greeted by an expansive and open floor plan, featuring 11ft high ceilings and abundant natural light that illuminates the interior. The kitchen and dining area are open and spacious perfect for entertaining guests. The lavish master suite is a sanctuary of relaxation. Open and full of natural light streaming in from the glass doors that lead to your covered balcony. The en suite bath is completely updated, open and spacious with dual sinks. Featuring fully enclosed steam shower!Each additional bedroom is generously sized and appointed. Two of the bedrooms are adjoined by a remodeled Jack and Jill bathroom and one with a beautiful en suite bath. Outside, the tropical Oasis awaits, with sparkling resurfaced and new tile pool with brand new waterfall surrounded by beautiful landscaping. Lounge poolside or beat the heat in your pool house.Additional features include tube elevator, covered parking, and balconies on the front and back of the home. Numerous updates from bathrooms to new ac units, resurfaced pool, new waterfall and fresh paint throughout

$4,745,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 2,295 SqFt Days Listed: 193
-20.25% ($1,205,000) 12 Price Changes : Last Change 10 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.

$4,975,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
6 Bed, 6 Baths, 3,788 SqFt Days Listed: 163
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: 6
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

$4,999,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 2,281 SqFt Days Listed: 131
-5.66% ($300,000) 1 Price Change : Last Change 25 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

This magnificent TRANSIENT rental property with two homes and a heated pool blends privacy with convenience. Nestled in historic Old Town and just steps from Duval Street, this 3 bedroom/3.5 bath complex has a strong rental history. Once home to iconic fashion designers, this gated haven will astonish you. To your right is the main single-story building which includes a king bedroom and large, sleek ensuite bath. Vaulted ceilings, skylights, exposed beams, and French doors surround the expansive open concept living room and dining room. The space is bathed in sunlight and perfect for entertaining. At the far end of the main building, you will find a spectacular stainless steel commercial kitchen with a vaulted ceiling and outdoor views. Equipped with prep areas, an island, cabinetry, a double sink, and an oversized gas range with hood, you have everything you need to prepare meals or parties for large groups. A personal Chef would be delighted to cook in this kitchen. As you move out onto the covered porch, you will enjoy indoor-outdoor living at its finest. With easy access to the pool, you can spend your afternoon relaxing outdoors. The porch provides a respite from the sun and an area for al fresco dining. The two-story home at the rear of the property stacks two spacious bedrooms with ensuite baths and seating areas. Each is complemented with either a balcony or covered porch overlooking the pool. Guests or extended family can mingle around the gorgeous outdoor area or retreat to their own private spaces. Both homes surround the large pool with the convenience of an outdoor shower. The complexs stunning tropical lush landscaping and privacy fencing offers a tranquil oasis including off-street parking, a rare amenity in Key West. From here you can walk to Higgs Beach, the Southernmost Point and the shops and restaurants on Duval Street. This opportunity to own a transient rental property in an ideal location wont last long. Call today for a private showing!

$4,999,500
Big Pine Key
Pine Channel Estates   - MM: 29.50
4 Bed, 4 Baths, 2,812 SqFt Days Listed: 10
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: 177
-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.

$5,000,000
Key West
Old Town Unlisted   - MM: 1.00
Bed, Baths, 4,849 SqFt Days Listed: 341
-16.67% ($1,000,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Available for sale with owner financing options: $3 million down and $2 million seller-financed at 5% interest, with negotiable terms. The building, made from rare coral limestone, features Gothic architecture, including arched stained glass windows, a bell tower, and exposed beams.ROCKHOUSE consists of three units: two vacation rentals and a mixed-use gallery with modern renovations, offering 5 bathrooms and 5 sleeping quarters across the units. The property is in the higher X-Flood Zone, offering safer flood conditions. It has flexible zoning for residential or mixed-use purposes, making it a unique luxury investment with historical significance.Located just steps from popular Key West landmarks like Duval Street and, the Hemingway House, the property offers proximity to cultural and entertainment amenities in Old Town. Ideal for buyers seeking luxury, flexibility, and a piece of Key West history, this is the largest residential flex property in the area.

$5,200,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 3,015 SqFt Days Listed: 181
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.

$5,275,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 3,148 SqFt Days Listed: 181
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.

$5,350,000
Key West
Old Town Unlisted   - MM: 1.00
5 Bed, 5 Baths, 2,248 SqFt Days Listed: 659
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.

$5,399,000
Key West
Old Town Unlisted   - MM: 1.00
4 Bed, 4 Baths, 3,026 SqFt Days Listed: 371
-10.00% ($600,000) 2 Price Changes : Last Change 9 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Nestled in the Storied Heart of Old Town Key West, This Grand Estate is a Masterpiece of Luxury & History. Spanning a majestic 8,397 Sq. Ft. Lot, the property at 1014 Southard St. Invites you into a world where classic charm meets modern elegance.With 4 bedrooms and 3.5 Baths and over 3,000 Sq. Ft. of Interior Space across two separate structures, enjoy an unparalleled gem in one of Key Wests most coveted Neighborhoods. Constructed in 1899 by renowned William Cash, this Estate radiates a colonial grandeur, enriched with a cranberry cut -glass transom sophisticated dark green shutters & classic French Doors.The Current Owners have Meticulously Restored the property using only the finest selection of materials, from River Reclaimed Old Growth HardWood Floors in Living room and Hallways, to stunning Blue Castle Limestone in Master Suite and Kitchen and continued through the Magnificent Garden and pool to the Separate Guest Quarters. Smarthome features have been introduced, including Zigbee Lights integrated with Home assistant, sensor mixs, Ecobee Thermostats, 6 Node Eero Mesh Network, Abode Alarm Systems & Nest protect Sensors.The Master Suite located on the ground level is a Peaceful Sanctuary with private Library & Den, exceptional ensuite, three sets of French doors and opens out to the magnificent Saltwater Pool and Tropical landscaped Garden. Two additional bedrooms on Second Floor in Main house share a Bath and Private veranda.Separate Cottage provides exceptional guest Quarters and can be accessed from Roberts Lane for additional convenience. Stunning Post & Beam Cathedral Ceilings, Limestone floor, Built-in Bar and Kitchenette and spacious living room offers excellent space for entertaining with deck and pool access.Additional features include, One off Street Parking Spot, equipped with Tesla Charging Station & New 2023 Generator powered by dual propane tanks.Welcome to Key West Living at Its Fines

$5,495,000
Key West
W C Maloney Diagram   - MM: 2.00
5 Bed, 5 Baths, 3,300 SqFt Days Listed: 2
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Built in 1943, and Originally owned within the Singleton Estate, 1319 Olivia St. is more than just a home. Its a legacy, embodying beauty, elegance and history at every turn.Ideally Located within the Heart of the Meadows, this Historic Grand Dame is one of the most impressive homes in Key West today, known for its stunning architecture and superb craftmanship.Both Kitchen and Living rooms flow out to an abundant outdoor area, featuring a large covered Gazebo, saltwater pool, deck and Impressive Garden allowing a wonderful setting for large scale entertaining or intimate gatherings. Meandering gardens with mature fruit trees and dozens of blooming orchids with wrap around porches and roof-top decks offer many ways to enjoy the home.With 5 bedrooms and three full Bathrooms, three floors and a New Master Suite with stunning marble Bathroom, Olivia has room for a large family with 3300 Sq Ft. interior space and situated on an enviable sizable 7800 sq Ft. Lot.Dade County Pine Floors and Walls throughout, Wrap-around porches, French Doors, Marble Bathrooms, Elevated and Built to last, this home is sure to leave a lasting impression with a longing for more.Permanent Carport offers Covered Off Street Parking with additional street parking available. A must see for any buyer looking for the Ultimate Key West Home.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 12-04-2024.
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