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

Total Listings 681
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$3,295,000
Key West
Key West Investment Co Subdiv   - MM: 1.00
3 Bed, 3 Baths, 2,100 SqFt Days Listed: 139
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Located in Old Town Key West, and on one of the most sought after tranquil lanes, sits this perfectly updated home in the X zone. Upon entering, the foyer seamlessly flows into an open-concept living room and kitchen. Youre welcomed by a breathtaking cathedral ceiling that enhances the sense of space, while large pocket doors draw your gaze to the outdoors. An expansive lanai extends the living space, featuring a dedicated dining area and alfresco kitchen. This home offers three spacious en suite bedrooms, each thoughtfully designed for comfort and privacy. The Sea Grass green kitchen features a glass backsplash, quartz countertops, and top of the line appliances including a Wolf Range. The open loft space, currently furnished with twin beds, can easily be transformed into a home office. Tucked away in the loft is a hidden, generously sized closet, perfect for additional storage. The master suite, located just off the pool, boasts elegant built-in cabinetry. A hallway leads to the laundry facility, and two additional en suite bedrooms, one of which has its own private porch. The exterior of this home is truly exceptional, featuring IPE decking that surrounds a stunning 20 x 10 pool with a sleek tiled water feature, an outdoor shower, and tropical landscaping with a privacy fence. Most importantly, there is an antique, bricked driveway enough for two cars.

$3,299,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 2,697 SqFt Days Listed: 80
-9.62% ($351,000) 3 Price Changes : Last Change 4 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Median - Dockage: None

Old Town Villas at Key West is a luxurious gated development just 1 block off of Duval Street. This townhome has 3 bedrooms, 3.5 baths on 4 floors. A private elevator in each unit takes you from the 2 car garage to the rooftop terrace. Just under 2,700 SF of solid concrete construction accompanied with high end appliances, a large community pool & cabana area.

$3,311,000
Key West
Investment Co Subdivision   - MM: 1.00
4 Bed, 4 Baths, 2,928 SqFt Days Listed: 302
-16.18% ($639,000) 3 Price Changes : Last Change 58 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to your dream oasis in the heart of Key West! This stunning 4-bedroom, 4-bathroom home embodies luxury and entertainment, offering an unparalleled lifestyle in a prime, central location on the island.Stepping through Brazilian-Walnut Entry doors into this exquisitely updated residence, you are captivated by the lush courtyard and lured over the Pond bridge to the sounds of cascading waterfalls. Massive Custom-made entry leads to an expansive grand foyer and open-concept living area, perfect for hosting gatherings or relaxing in style. The gourmet kitchen is a chefs delight, featuring top-of-the-line Viking gas-fueled appliances, custom cabinetry, and a large island with seating for casual dining. Adjacent to the kitchen, the elegant dining area features a unique white slate gas fireplace and flows seamlessly to the spacious living room, creating an ideal space for entertaining guests.Each of the four bedrooms is a private retreat, boasting generous proportions, and high-end finishes and furnishings. The primary suite is a true sanctuary, offering a spa-like bathroom with a soaking tub, walk-in shower, and dual vanities, as well as 2 walk-in closets.Outside, the home is a paradise for outdoor living. The meticulously landscaped backyard features a sparkling pool, joined by a spacious patio with plenty of room for lounging and alfresco dining. The covered terrace and outdoor kitchen are perfect for year-round entertaining, while the tropical lounging lawn provides a serene sunbathing escape.This luxurious home also includes modern amenities such as a state-of-the-art home automation system, new energy-efficient HVAC, and ample storage with TWO garages. With its unbeatable location in the heart of Key West, youll enjoy easy access to the islands vibrant nightlife, world-class dining, and stunning beaches.Offered completely furnished, you will experience the epitome of luxury living in this exceptional Key West home.

$3,350,000
Key West
Monroe Investement Co Subdivi   - MM: 2.00
5 Bed, 5 Baths, 2,500 SqFt Days Listed: 65
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Discover an incredible opportunity in the heart of Key West! This 7,500 sq. ft. lot is cleared, ready for the new construction of this single-family home. Planned for a 5 bed, 5 1/2 bath, pool home. Buyer still has time to choose design materials and possible floor plan changes . Soaring ceilings on both levels, crown molding, and a full ensuite bath in every bedroom. The open-concept first floor is perfect for entertaining, with a spacious kitchen boasting a large island, white 42 cabinetry, and high-end appliances. The living area flows seamlessly into the kitchen and beautifully landscaped backyard with a pool w/hot tub. The second-floor laundry room includes ample cabinet storage, and the home is raised on piers above flood zone, with several private parking spaces. The first-floor primary suite features a walk-in closet and an ensuite with a 5 shower, double sinks, and a separate whirlpool tub. Built to the highest wind load and flood standards, this home is both a sanctuary and a fortress. Contact agent about this New Build home! Photos are not exact and just an estimated of the new build.

$3,395,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 2,488 SqFt Days Listed: 177
-14.05% ($555,000) 4 Price Changes : Last Change 31 Days Ago
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

$3,395,000
Key West
Martello Towers   - MM: 1.00
4 Bed, 4 Baths, 2,507 SqFt Days Listed: 27
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to your slice of paradise in the heart of Key Wests prestigious Casa Marina district! This enchanting property is situated on a double lot at a prime corner location, offering a unique blend of vintage charm and modern potential. Built in 1958, the main house boasts three spacious bedrooms and three baths, each exuding classic elegance and inviting warmth. The property also includes off-street parking and a secluded patio, perfect for relaxing or entertaining. Additionally, theres a delightful studio apartment, complete with a full bath and kitchen, ideal for use as a rental or a private retreat for visitors.Cherished by the same owner since 1977, this home has been meticulously maintained and lovingly cared for, reflecting decades of pride and attention to detail. Just blocks from the beach, it offers easy access to sun-soaked shores and ocean breezes. The yard is a true tropical oasis, featuring lush landscaping that provides both privacy and a serene atmosphere. Imagine transforming this expansive outdoor space into your personal paradise with the addition of a sparkling pool, perfect for cooling off on warm Key West days or hosting unforgettable gatherings.The Casa Marina district is one of Key Wests most sought-after neighborhoods, known for its charming tree-lined streets, historic homes, and a sense of community that is both welcoming and vibrant. Residents enjoy close proximity to the iconic Casa Marina Hotel, beautiful beaches, and a variety of local shops, cafes, and restaurants. The neighborhood offers a perfect blend of tranquility and convenience, making it an ideal location for those seeking both relaxation and adventure.Whether youre looking to preserve its nostalgic charm or infuse your own modern touches, this property is a rare find with limitless potential. Dont miss the chance to own a piece of Key West history in one of its most desirable neighborhoods.

$3,400,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 2,295 SqFt Days Listed: 340
-42.86% ($2,550,000) 18 Price Changes : Last Change 16 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.

$3,450,000
Key West
Kamien Plat #2   - MM: 2.00
5 Bed, 5 Baths, 3,081 SqFt Days Listed: 84
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Extraordinary transformation of this luxurious elevated midtown home boasting 5 spacious bedrooms each with stunning designer ensuite baths. Originally built in 1997 with a full scale ground up renovation completed in 2024, this home boasts the gorgeous custom details at every turn. The elevated main floor of the home features an open floor plan and wet bar that leads seamlessly to a sprawling deck, new pool and outdoor shower. You will find one of two primary suites on this floor as well as one of two laundry facilities and powder room. The 2nd and 3rd floor feature 4 generous ensuite bedrooms each with great closet space and impact sliding glass doors to balconies. Enjoy a dedicated laundry room with quartz and counters and generous storage. In addition to 3100+ sq.ft. of a/c living space. you will marvel at the outdoor living beneath the home featuring an outdoor living room with T.V , dining space and games area. Off Street parking behind an electronic gate as well and additional driveway. Come to take a look at the countless designer details that set this home apart.

$3,475,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,223 SqFt Days Listed: 392
-0.57% ($20,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

First time on the market in over 50 years! This property is a plant lovers paradise. The owner spent his entire life collecting plants and seeds from all over the world and created a quiet serene and private oasis in the middle of Old Town Key West, on a huge oversized lot. Some of the rare plants and palms are found nowhere else in the continental United States. The main house has many structural upgrades, but the best thing is that the existing carport has HARC approved plans to turn it into a large guest cottage or studio. This is an artist/musicians dream. Quiet solitude in the middle of Key West to stimulate creative juices, or just to chill out in paradise.

$3,491,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
16 Bed, 16 Baths, 6,000 SqFt Days Listed: 120
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

EMPLOYEE HOUSING, DEVELOPERS, CONDO CONVERSION! 1714 Bertha St and 1716 Bertha St are two fourplexes with 16 bedrooms and 8 baths, 8 units of 2/1 each, comprising 6,000 sq ft of Floor Living Area on 8,755 sq ft of land, offered with the vacant lot adjacent to 1714 Bertha St, a bonus 5,765 sq ft lot comprising a total of 14,529 sq ft of land. Both buildings have new metal roofs as of 2024. Property Data Cards can be found in Documents.

$3,495,000
Key West
Old Town Unlisted   - MM: 1.00
2 Bed, 2 Baths, 1,650 SqFt Days Listed: 2
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to your private oasis in the heart of Old Town Key West, where modern luxury meets historic charm. This beautifully renovated home perfectly blends timeless island architecture with sleek, contemporary comforts, offering an unparalleled living experience just steps from the Seaport and world-renowned Duval Street. Behind its classic facade, an airy, open floor plan awaits, thoughtfully designed for effortless indoor-outdoor living. Soaring vaulted ceilings crown the expansive living, dining, and kitchen space, where folding glass doors dissolve the boundaries between inside and out. The gourmet chefs kitchen features a premium Sub-Zero and Wolf appliance package, ideal for preparing island-inspired meals at home. Step outside to a lush backyard retreat anchored by a stunning saltwater pool--heated and chilled for year-round enjoyment--with a relaxing sun shelf, tranquil waterfall, and optional scupper cascades. A fully equipped poolside gazebo with a built-in grill, refrigerator, and ice maker invites unforgettable alfresco gatherings under the stars. The flexible layout includes two elegant bedroom suites and a versatile den with an adjacent full bath, perfect for guests or a home office. The first-floor primary suite offers a serene escape with a luxurious king bed and spa-inspired bath, while upstairs, a second bedroom shares a full bath and a convenient laundry area. Additional features enhance both comfort and value, including hurricane-rated windows and panels, roof certification, and a coveted X-flood zone location--offering significant savings on insurance costs. A private off-street parking space adds to the ease of island living. Tucked away on a quiet residential street yet just moments from the best of Key West, this exceptional home offers the rare opportunity to own a fully updated historic property in one of the islands most sought-after neighborhoods--where every day feels like a vacation, and every evening invites you to savor the sunset.

$3,499,000
Cudjoe Key
Cudjoe Acres   - MM: 21.50
6 Bed, 6 Baths, 4,976 SqFt Days Listed: 22
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Experience the epitome of island luxury in this custom built 5,000 sq. ft. ICF (super energy efficient insulated concrete forms) constructed estate, where masterful design, refined finishes, and breathtaking ocean views come together in perfect harmony. Situated on over an acre of prime oceanfront land, this gated and walled compound offers the ultimate in privacy, serenity, and sophisticated coastal living. Step into the light-filled, open-concept Great Room, where walls of impact doors frame sweeping views of the Atlantic Ocean. Designed to impress, the heart of the home is the chefs kitchen featuring custom concrete countertops, top-of-the-line appliances, and a layout that blends functionality with effortless entertaining. The main residence includes 4 generously sized en-suite bedrooms, all thoughtfully designed to provide a seamless balance of comfort and elegance. The expansive primary suite is a true retreat, offering stunning ocean views, a spacious layout, and a spa-inspired bath. Each guest suite is tastefully appointed to create a tranquil, private experience. For added versatility, a separate 2 bedroom guest house, complete with private entrances, serves as an ideal mother-in-law suite or a luxurious space for extended family and guests to enjoy their own secluded oasis. Step outside into your own resort-style paradise and entertain in style with a summer kitchen, multiple lounging areas, and an elevated pool featuring a waterfall, swim-up bar, and submerged seating. With over an acre of lush tropical grounds and direct oceanfront access, this property is a dream for water enthusiasts, anglers, and watersport lovers alike. This rare offering is more than a home, its an extraordinary lifestyle defined by luxury, privacy, and the natural beauty of the Florida Keys. A truly unique opportunity that must be experienced to be fully appreciated.

$3,600,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,890 SqFt Days Listed: 112
-7.57% ($295,000) 2 Price Changes : Last Change 13 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Impeccably preserved historic residence located in the heart of Old Town Key West. Discover the enticing charm of Key West and stroll through the majestic tree lined streets from 715 Frances Street. A rare combination of Key West luxury and historic architecture, this beautiful eyebrow home is perfectly positioned on a large spacious lot on sought after X Flood zone keeping you high and dry.Three beautifully appointed bedrooms, all ensuite upgraded bathrooms with a master on the ground floor and two bedrooms on second Floor.Recently completed 360 sq. ft. gazebo completes the property adding a stunning entertainers dream with outdoor kitchen, dining and seating area overlooking large saltwater pool, jacuzzi, and private garden.Gourmet kitchen finished with custom cabinetry, large countertops, gas Viking stove, Subzero appliances and glass chandeliers.Property is being sold turn key and is beautifully appointed with a stunning designer furniture package and interior plantation shutters.Additional features include full house generator, outdoor storage, off street parking for car and golf cart, outdoor shower, 2 new AC units and dehumidifier, new pool heater and chiller, new landscape lighting, new Ipe decking, Oolite stepping stones and bench, 3 new on-demand tankless hot water heaters, kevlar shutter package for entire house & 5 Camera security system.

$3,650,000
Big Pine Key
Piney Point Subdivision   - MM: 29.50
4 Bed, 4 Baths, 2,050 SqFt Days Listed: 243
-3.69% ($140,000) 1 Price Change : Last Change 5 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Slip,Boa

Welcome to Tarpon Cove, an exclusive, resort-like retreat nestled on a sprawling estate lot in the heart of Big Pine Key. This recently renovated home offers a perfect blend of modern elegance and natural beauty, surrounded by the pristine flora and fauna of the Florida Key Deer Preserve. With four spacious bedrooms and three and a half bathrooms, this unique multi-level residence is designed for those who appreciate the finer things in life.As you approach the gated entrance, a long, driveway, shaded by mature native trees, leads you to this private oasis. The fully fenced yard offers complete privacy and is beautifully landscaped with tropical foliage. Designed with both luxury and durability in mind, this concrete home features a metal roof and impact-resistant windows and doors, ensuring peace of mind in any weather.Step inside to find an open-concept living space that flows effortlessly from room to room, all bathed in natural light and offering stunning views of the surrounding landscape. The modern kitchen is a chefs dream, complete with quartz countertops, a Samsung Bespoke appliance package, and a professional-grade gas cooktop. Whether youre entertaining guests or enjoying a quiet meal, the beauty of the Florida Keys is your constant companion, with breathtaking water views from almost every room in the house.Outdoors, the expansive dockage provides incredible boating access on the ocean side, with ample space for multiple boats. This property is a boaters paradise, offering direct access to the sparkling waters of the Atlantic. Additional amenities include RV hookup, covered parking, and garage storage, making this home as practical as it is beautiful.Tarpon Cove is not just a home--its a lifestyle. A rare and special property, it offers the tranquility and seclusion of a private resort, right in your own backyard. Discover the magic of the Florida Keys and make Tarpon Cove your ultimate escape.

$3,650,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,524 SqFt Days Listed: 168
-14.12% ($600,000) 2 Price Changes : Last Change 15 Days Ago
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 ***

$3,675,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 2,438 SqFt Days Listed: 58
-2.00% ($75,000) 1 Price Change : Last Change 3 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This stunning Gingerbread-style home seamlessly blends historic charm with modern luxury right in the heart of Old Town . A covered wraparound porch welcomes you into a bright, window-lined foyer, leading to an elegant living and dining area. Throughout, gorgeous pine floors and walls highlight the homes timeless character.The open gourmet kitchen, featuring high-end appliances, flows into the living room and out to the covered loggia through vanishing pocket doors, creating seamless indoor-outdoor living. With 3 or 4 bedrooms, the main floor offers two en-suite bedrooms + a custom office, while upstairs, a spacious sitting room with a breakfast bar leads to the primary suite, complete with dual closets and a private balcony overlooking the heated pool and lush backyard.Designed for relaxation and entertaining, the large covered back porch offers serene views of the tropical landscaping and tranquil pool waterfall. A gazebo-style outdoor living space expands your backyard retreat and could easily convert back into a guest cottage as it once was.A rolling front gate, off-street parking, and a charming front porch perfect for people-watching complete this exceptional property.

$3,695,000
Big Torch Key
Misc Big Torch Key   - MM: 28.00
3 Bed, 3 Baths, 2,134 SqFt Days Listed: 73
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift300ft.

Tucked away on Big Torch Key, one of the Florida Keys best-kept secrets, this rare 3 acre luxurious custom estate offers the ultimate in privacy, tranquility and breathtaking waterfront views.With 357 feet of pristine shoreline on the Niles Channel and 180 views, this west-facing retreat is perfectly positioned for year-round sunset vistas. The design seamlessly connects over 4000 ft. of indoor and outdoor living, offering 2100 ft. of air-conditioned, light-filled interior and 2000 ft. of covered wrap-around screened-in porches. The elevated classically styled Key West Sea Captain architecture maximizes the view, allowing for ocean breezes and panoramas from nearly every room.The mid-century modern interior features an open concept design with floor-ceiling pocket slider doors to bring the outdoors in. The third floor master suite is a private sanctuary with a TV lounge, desk area, custom closets, and a spa-like ensuite bath with a soaking tub. Two additional bedrooms offer serene accommodations with custom built-in cabinetry while the homes three full bathrooms are elegantly appointed. The second floor opens to an additional 460-ft. shady patio while the third floor sundeck provides a private perch to take in the vast unobstructed views.Outside, the estate is also equipped for the active fisherman and boater featuring a 300-foot Lifetime dock with fiber grate decking and a 5,000-pound boat lift, floating swim platform, fish cleaning station and full dock utilities. Beyond the T-dock with its 4-foot draft, there is a 4-post boat slip allowing installation of a larger lift for bigger vessels. The Niles Channel affords quick access to both Gulf and Atlantic waters with 40-foot clearance at the Niles Channel bridge, while back country flats fishing is minutes away.A tiki bar, small beach and lush, tropical landscaping including many specimen trees (mahogany, gumbo limbo, blolly) and many species of palm ...(see documents for full description)

$3,695,000
Key West
Tropical Bldt & Investment Co   - MM: 2.00
4 Bed, 4 Baths, 2,197 SqFt Days Listed: 147
-5.13% ($200,000) 2 Price Changes : Last Change 20 Days Ago
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!

$3,749,000
Key West
Tropical Bldt & Investment Co   - MM: 2.00
4 Bed, 4 Baths, 1,802 SqFt Days Listed: 563
-5.69% ($226,000) 2 Price Changes : Last Change 27 Days Ago
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.

$3,750,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 3,665 SqFt Days Listed: 308
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

Zen Villa represents a rare opportunity in the heart of Old Town, Key West, comprised of three homes on a spacious 5,891 SF lot. The main residence at 400 Aronovitz Lane is a luxurious 3-bedroom, 4-bathroom contemporary island estate and an active vacation rental, while 621 and 623 Whitehead Street offer two charming 1-bedroom, 1-bathroom cottages, currently rented long-term.The main home redefines island elegance, welcoming you with an airy lounge boasting 18-foot cathedral ceilings, a chic wet bar with granite countertops, a beverage cooler, and an ice maker. The open-concept living and dining areas flow effortlessly into multiple outdoor spaces, creating the ultimate indoor-outdoor lifestyle. Expansive sliding glass doors open to a tropical poolside oasis designed by Craig Reynolds, featuring a heated pool with a tranquil water feature, lush landscaping, ambient lighting, and a refreshing outdoor shower.The first-floor primary suite is a serene retreat with a spa-like bathroom, marble finishes, and a steam shower. The chefs kitchen is a showstopper, equipped with a large granite island, Sub-Zero and Thermador appliances, and custom lighting. Upstairs, the second primary suite opens to a private covered porch with an outdoor shower. A cozy guest bedroom with a soaking tub provides direct access to a covered patio.Zoned Historic Residential Office (HRO) with an ADA-compliant entrance, this flexible property offers endless possibilities for live-work or investment use. Just steps from Duval Street, Truman Waterfront Park, and Fort Zachary Taylor Beach, the property is located in the coveted X-Flood Zone and features 3+ off-street parking spaces. Dont miss the chance to own a piece of paradise--schedule your private tour today!

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 04-30-2025.
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