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Mile Marker 0 - 10 homes for Sale in the Florida Keys Real Estate

Total Listings 252
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$3,850,000
Key West
Tropical Bldt & Investment Co   - MM: 2.00
4 Bed, 4 Baths, 2,585 SqFt Days Listed: 371
-2.53% ($100,000) 1 Price Change : Last Change 16 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

BRAND NEW CONSTRUCTION. Four bedrooms, 4.5 bathrooms including guest quarters and pool. High end trim package includes Thermador appliances with wet bar, 58 bottle dual temperature wine cooler, beverage center, ice maker, induction stovetop. Upstairs and downstairs laundry. Riva European white oak wood flooring manufactured in Spain, white Thassos marble in primary first floor bath. Free standing bathtub in beautiful shower enclosure in second floor bath. Euro sliders that create a 16 foot opening to Ipe decking, oolite walking paths with crushed granite. Saltwater pool with all Pentair equipment, automation for heater/chiller, waterfall, LED lighting, 65K BTU multi speed pump. Remote controlled gate for secure off street parking and separate secure off street golf cart space. Lush landscaping with lighting and irrigation. Warranties still in place. Owner is Florida licensed real estate agent.

$3,850,000
Key West
Riviera Shores   - MM: 3.00
5 Bed, 5 Baths, 3,124 SqFt Days Listed: 46
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

CANAL HOME WITH MAIN HOUSE AND GUEST COTTAGE PLUS GARAGE! Waterfront home in Key West! Canal home with pool, garage and guest quarters. Spacious main house plus guest apartment with separate entrance. Expansive lot with a gated privacy fence Main house has 3 bedrooms plus a den and 3 full baths. Large light filled rooms for entertaining including grand foyer, dining room, and the perfect living room with walls of windows showcasing canal & water views! Kitchen has wood flooring, built-in cabinets, stainless steel appliances and leads to the dining area. Kitchen opens to breezeway to garage, laundry room and courtyard. Bedrooms offer large closets and two have private access to pool/decks.. Primary bedroom suite has double closets, en suite bath and pool /water views. Central AC, terrazo flooring, laundry room, cedar lined closets, and garage.Upstairs guest suite has a 2 bedroom/1 bath apartment with kitchen and balcony with tree top canal views. Plenty of room for boat and auto parking. Lovely decked areas for relaxing poolside or enjoying the canal views while dining. Kayak from your backyard! Large lot 104x130 fenced and secluded with no neighbors on other side of the canal.

$3,895,000
Key West
Tropical Bldt & Investment Co   - MM: 2.00
4 Bed, 4 Baths, 2,197 SqFt Days Listed: 19
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Newly reimagined, tucked behind a picturesque white picket fence and lush tropical gardens lies, 1231 South Street. Designed to embody the relaxed elegance of the Key West lifestyle, this Conch-style retreat is a true sanctuary, featuring a main residence and a completely private guest cottage. Thoughtfully blending modern updates this single-story residence invites you to experience the essence of island living. Begin your mornings on the wraparound porch surrounded by vibrant greenery on an 8,500 SQ FT lot, expertly designed by Craig Reynolds landscape architects. This remarkable property features 4 bedrooms and 3 baths, meticulously designed for comfort and style.The spacious (24 x 20) living area features soaring ceilings and abundant natural light are perfect for hosting large gatherings. Throughout the home you will find freshly painted walls.The kitchen and dining room have been repositioned to flow naturally. The kitchen has been newly outfitted with Quartz counters. Maple cabinets, and a Wolf stainless-steel gas range complete this space . The expansive primary ensuite bedroom offers a walk-in closet, vaulted ceiling, and access to the private outdoor shower. A second ensuite bedroom includes outdoor access, a generous closet, and a unique loft space perfect for additional storage or quiet relaxation. Separate from the home you will find a private one bedroom guest cottage with an additional bath ideal for overnight guests.Outdoors, a free-flowing saltwater lagoon pool with a stone waterfall anchors the private oasis, perfect for al fresco dining. The fenced backyard offers ultimate privacy, while the covered patio, complete with ceiling fans and skylights provides a haven for conversations or watching the game. Additional features of this property include 2 private outdoor showers, laundry room, and a custom-designed carport.1231 South is located just blocks from White Streets galleries, beaches, Old Town and all Key West has to offer!

$3,895,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 1,870 SqFt Days Listed: 356
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Located in the Heart of Old Town, this Rare Home has It all. 3 Bedrooms with 3.5 Baths in the Main House plus a Guest Cottage with Bedroom & Bath and Outdoor Shower. Completed in 2021 to the Highest Standards with Design by Matthew Stratton Architecture, Landscape and Pool Design by Craig Reynolds Landscape Architecture, and Custom Cabinetry by Hansen and Bringle. No Expense was Spared. All Impact Doors and Windows throughout with Soaring Ceilings, 8 Ft. Doors, Sub- Zero and Wolf Appliances including Built-in Wine Refrigerator and Ice maker, 4-Zone HVAC, Restored Dade County Pine, and Marble-Tiled Baths. Furnished by Ben Teague Design, Off Street Parking for 2 Cars. This house is located in a transient receiver zone.

$3,900,000
Key Haven
Key Haven 3rd Add   - MM: 5.00
4 Bed, 4 Baths, 2,057 SqFt Days Listed: 34
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Ramp,Boa

Spectacular open water Key Haven residence with stunning panoramic views of the turquoise Gulf waters located just minutes from Key West. Spanning a large spacious 15,000 sq ft. corner lot where the two wide canals meet, with over 200 linear ft. of concrete seawall, accommodating multiple boats and sea faring toys. Private boat ramp, boat lift, and excellent easy access for all your boating needs.Features 4BD/3.5BA CBS two story home, with stunning vistas of the Gulf from every room. Newly remodeled kitchen features a unique three paneled window opening to pool and ocean allowing the gorgeous Gulf Breezes to flow through the house. All new cabinets and stainless steel appliances, newly tiled floors, and three sets of impact sliders opening up the property to the enviable outdoors.Pool, Jacuzzi, and covered living pavilion are a spectacular addition to the property with new Tiki, outdoor bar, and entertaining area offering the ideal spot for the family BBQ and weekend gathering. The spacious lot offers so much flexibility for entertaining and while the vista views are spectacular, the seawall position is perfectly positioned to protect your boat.Two car garage with storage for rods and reels, off street parking for an RV, boat trailers, multiple vehicles, and a wide selection of stunning palms and tropical landscaping are just some additional features of this exquisite home. Being offered turn-key with all furnishings to ensure a seamless transition for the new owners.

$3,950,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 2,488 SqFt Days Listed: 49
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: 435
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.

$3,999,999
Key West
Old Town Unrecord   - MM: 1.00
6 Bed, 6 Baths, 2,294 SqFt Days Listed: 259
-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: 56
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: 40
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: 7
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: 84
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: 21
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.

$4,850,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 3,148 SqFt Days Listed: 21
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.

$4,999,999
Key Haven
Key Haven 10th Add   - MM: 5.00
5 Bed, 5 Baths, 4,480 SqFt Days Listed: 196
-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: 200
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: 5
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: 678
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: 390
-10.00% ($600,000) 2 Price Changes : Last Change 119 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 finest.

$5,495,000
Key West
W C Maloney Diagram   - MM: 2.00
5 Bed, 5 Baths, 3,300 SqFt Days Listed: 21
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 craftsmanship.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 12-23-2024.
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