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Lower Keys Homes for Sale, Single Family Houses, MLS Home Listings

Total Listings 414
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$3,000,000
Key West
Prog Land Imp Co Diag   - MM: 0.00
4 Bed, 4 Baths, 2,276 SqFt Days Listed: 113
Duplex - Active - Waterfront No
Side of Island: Median - Dockage: None

Experience the true essence of Tropical living in Key West with this exquisite mid-century estate, the perfect blend of a private sanctuary and a highly coveted transient license, making it a lucrative income-producing asset. Located on an expansive corner lot, this property is enveloped by lush foliage, ensuring the utmost privacy and a serene ambiance that feels worlds away yet remains just moments from the vibrant heart of Key West. As you enter through the winding brick pathways, you are greeted by mature landscaped gardens and multiple outdoor spaces designed for both relaxation and entertaining. The heart of this oasis is a stunning 35-foot heated pool accompanied by a covered pavilion, offering the ideal setting for leisurely afternoons or elegant gatherings. The main residence showcases nearly 2,000 square feet of thoughtfully designed living space, featuring a primary bedroom suite with a glass enclosure sitting area that invites natural light to cascade throughout. Two additional guest bedrooms and a spacious living/dining area open through multiple sets of French doors, seamlessly blending indoor and outdoor living. Adding to the propertys allure is a separate studio guest cottage. This flexibility allows you to enjoy a tropical getaway during your visits while maximizing rental potential from the main house offering the best of both worlds. Ideally situated just a short stroll from pristine beaches, the iconic White Street Pier, and premier tennis and pickleball courts, this estate provides an unmatched opportunity to own a private oasis in one of the most sought-after destinations.

$3,100,000
Key West
Monroe Investement Co Subdivi   - MM: 2.00
5 Bed, 5 Baths, 2,711 SqFt Days Listed: 196
-6.06% ($200,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Stately Key West home has undergone a stunning renovation but maintains classic Keys charm with a beautiful wood staircase, stained glass window and transom, Dade County pine walls, and wraparound porches on both levels. Centrally located in Key West this home is the perfect island residence with POOL! The main level offers plenty of room for entertaining with large spaces for conversation, dining, games, cooking, and more. Spacious chefs kitchen with breakfast bar and natural design elements throughout. Kitchen flows to the sitting area with designer bar space and wall of sliding glass doors opening to the pool and a pass-through window to covered porch area. Main level offers one bedroom with outdoor access and a full bath. The upper level boasts four additional bedrooms including primary suite. The primary bedroom is a resort like retreat with elegant spa tub, large walk-in shower with multi-jets, rain forest shower, linear drain and walk-in closet. The primary also features access to deck space perfect for morning coffee. Bedroom with en suite bath and deck access. The other upstairs two bedrooms share an en suite full bath. Perfect tree top views from upstairs on the wraparound porch. The third level is currently a music room and offers access to the widows walk for top of the island views! Lovely private outdoor areas with mature tropical landscape. Pool area with tiki hut offers covered space for reading or relaxing. Garage has room for parking or storing your island water toys. Laundry room on second floor and bonus washer & dryer in garage. Elevator to each floor. Central AC. This is the perfect island home!

$3,141,000
Key West
Riviera Shores   - MM: 3.00
3 Bed, 3 Baths, 2,386 SqFt Days Listed: 69
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 58ft.Concrete

Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 4-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58 of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout. Marvel at the attention to detail in the updated kitchen featuring a waterfall island and all new stainless steel appliances. Outside, a heated salt pool, equipped with automation and a water feature, invites you to unwind amidst the lush turf and enchanting landscape lighting. Relish in unparalleled privacy with a comprehensive privacy wall and fencing, enhanced by a Mosquito Nix system for a pleasant outdoor experience. Enjoy the added conveniences of a whole-house automatic generator and on-demand gas water heater. Nestled in an environment that offers the best waterfront living, your lifestyle is enhanced by limitless opportunities for boating and fishing--right from your backyard: automatic front gates, circular driveway, and awning-covered parking round out this unparalleled offering. Elevate your life with this matchless blend of luxury and oceanic freedom!

$3,150,000
Key West
New Town Unrecord   - MM: 3.00
5 Bed, 5 Baths, 3,105 SqFt Days Listed: 84
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Expect the unexpected at 1400 1st Street, an exquisite retreat where unmatched craftsmanship meets island luxury. This custom-built 5-bedroom, 4-bathroom home offers a perfect balance of sophistication and quality. From the moment you step inside, the rich Brazilian cherry floors guide you through this elegant home, exuding warmth and elegance The chefs kitchen is a culinary dream, featuring polished granite countertops and top-of-the-line stainless steel appliances, including a Sub-Zero refrigerator and a six-burner Viking gas range. Custom tile work adorns each bathroom, elevating every space with exceptional detail.Soaring ceilings enhance the open-concept design, filling the home with natural light. Every poolside bedroom boasts its own private balcony, offering stunning views of the tropical surroundings. The expansive primary suite is a true retreat, featuring a private beverage center for added luxury and convenience. The spa-inspired primary bath includes a soaking tub and rain shower, creating an intimate oasis within your own home.Designed for effortless entertaining, the custom bar area is a true highlight. Equipped with a wine cooler, sink, and ice maker, its ideal for hosting memorable gatherings. Step outside into your private tropical oasis, where mature trees create a sense of serenity and two cascading waterfalls frame the serene swimming lagoon. A beautiful dining gazebo spans the water, perfect for outdoor dining and entertaining. Lush landscaping surrounds the entire property, providing privacy and an idyllic backdrop for relaxation.This home also includes a rare two-car garage, with secure parking for up to three additional vehicles or watercraft, offering unparalleled convenience. With its seamless blend of design, luxury, and functionality, this home is a true Key West gem.Just moments from the islands beaches, marinas, dining, and shopping, this property offers both tranquility and access to all that Key West has to offer!

$3,195,000
Key West
Martello Towers   - MM: 1.00
4 Bed, 4 Baths, 2,147 SqFt Days Listed: 123
-5.89% ($200,000) 2 Price Changes : Last Change 59 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

1522 Georgia St., a stunning retreat that captures the iconic charm of Key West with a modern twist, offering a lifestyle of unparalleled luxury. Located one block from the islands beaches and Casa Marina District, this newly built residence is a perfect combination of timeless island elegance & contemporary sophistication.Four exceptional bedrooms, each a private sanctuary of comfort and style, boast spa-like en-suite bathrooms and spacious walk-in closets. Wrapped in a palette of serene, calming hues, these retreats are adorned with elegant Eastern Accent Linens, gorgeous window treatments and handcrafted wood shutters that invite the Island breeze. Stunning wallpaper, worthy of an Architectural Digest spread, adds a touch of artistry to every space, creating bedrooms that feel less like rooms and more like luxurious personal havens.Open floor plan where indoor and outdoor living blend effortlessly, creating a space for relaxation and entertaining alike. The gourmet kitchen, elegant dining area and inviting living rooms flow together with ease, all offering panoramic views of the majestic saltwater pool. Outside a serene waterfall cascades into the crystal-clear waters, while the sun drenched patio, glass railing and mature landscaping provide a private, resort-like escape - a true oasis where every days feels like a vacation.The Kitchen is nothing short of breathtaking, a masterpiece of design and function where every details has been meticulously curated. The designers eye for perfection is evident in the harmonious blend of colors, textures and finishes, all layered with stunning precision. At its heart, a spacious, statement-making Island invites both conversation and culinary creativity. Overhead, brass-covered light fixtures cast a warm inviting glow, perfectly complementing the gorgeous artful backsplash that adds that final touch.Additional features include, impact windows/patio doors, & off street parking.

$3,200,000
Little Torch Key
Windward Beach Estates   - MM: 28.50
3 Bed, 3 Baths, 1,636 SqFt Days Listed: 159
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Feel the Barefoot Elegance upon entering this gulf front estate, perfectly situated on two expansive open-water lots totaling 16,890 square feet for privacy. Immerse yourself in a tropical paradise featuring meticulously landscaped gardens adorned with lush greenery, rare orchids, mature palms, all professionally designed and fully irrigated. A sandy beach area invites you to launch kayaks and paddleboards. Tasteful landscape and underwater lighting creates a serene, magical ambiance at dusk. This boaters dream property is equipped with a 16,000-lb boat lift, electric, fresh water, a lighted fish-cleaning station, and swim ladder for ultimate convenience. The outdoor Tiki kitchen is perfect for cooking your fresh catch or simply relaxing with a cold beverage. Here, meals are more than just food, they are celebrations of the seas bounty, shared under the golden sunset of the Florida Keys sky. Enjoy year-round outdoor living with a heated and chilled pool, a newly screened-in dining area, and an enclosed outdoor shower featuring both hot and cold water. Inside, the home offers 3 bedrooms and 2 baths with an inviting open-concept design that showcases vaulted wood ceilings and panoramic water views. The heart of the home is a stunning custom kitchen by Hansen & Bringle of Key West, where no detail has been overlooked. Additional recent upgrades include updated central AC and mini-split units, new Tiki kitchen appliances including grill, sink, and refrigerator. A professional irrigation and lighting system, freshly painted interior and exterior. New screened-in dining area on the lower level. Conveniently close to Picnic Island, Content Keys, American Shoal and Looe Key. This home is perfectly positioned for boating adventures as well as the convenience to grocery stores and amenities. Whether youre entertaining or enjoying some well deserved peaceful solitude, this Little Torch Key estate offers a lifestyle like no other.

$3,249,999
Key West
Benj Alburys Subdivisiond   - MM: 2.00
3 Bed, 3 Baths, 2,033 SqFt Days Listed: 12
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Behind the gates of this nearly 5,000 sq ft lot in The Meadows awaits a refined Key West retreat offering comfort, privacy, and seamless indoor-outdoor living. This charming residence features 3 bedrooms, 2.5 baths, and just over 2,000 sq ft of living space, surrounded by lush tropical landscaping.The main living area impresses with vaulted ceilings and three sets of French doors that open onto a covered outdoor dining area beside a 300 sq ft pool--ideal for entertaining or quiet relaxation. The kitchen is well-appointed with quartz countertops, custom cabinetry, a butlers pantry, and a full wet bar. Premium appliances include a Viking and Wolf stainless steel appliances.The spacious primary suite, located on the first floor, is filled with natural light and offers double French doors, crown molding, custom built-ins, a walk-in closet, and an adjoining office. Upstairs are two guest bedrooms, each with in-room vanity basins and a shared full bath.IPE decking wraps around the home, providing approximately 2,000 sq ft of outdoor space for lounging and gatherings. Located just blocks from Duval Street and the Historic Seaport, with convenient access to New Town, this property blends classic Key West character with modern livability.

$3,250,000
Key West
Monroe Investement Co Subdivi   - MM: 2.00
5 Bed, 5 Baths, 2,500 SqFt Days Listed: 112
-2.99% ($100,000) 1 Price Change : Last Change 2 Days Ago
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.

$3,275,000
Key West
Webb Realty Co Subdivision   - MM: 1.00
3 Bed, 3 Baths, 3,049 SqFt Days Listed: 432
-9.00% ($324,000) 1 Price Change : Last Change 101 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Wonderful 3BD/3.5BA home with just over 3,000 sf of living space situated in the desirable Casa Marina neighborhood. Centrally located & just a short walk to Duval Street, the beaches, museums, galleries & many of Key West fine dining that it has to offer. With a spacious open floor plan & lots of windows & French doors throughout allow for plenty of natural light to fill this spectacular home. The master bathroom was recently renovated, a whole home generator was installed, a commercial on demand hot water heater was installed, new copper gutters and downspouts, newer Central A/C systems, downstairs interior was re-painted, composite decking on the exterior & a new carport canopy are all just some of the many great features this property has to offer. The kitchen has stainless appliances and the flooring throughout the downstairs & patio was replaced. Located just off the kitchen through the French doors you will find a large loggia which is an incredible space for your outdoor living & dining room where you can host family or friends comfortably. Upstairs you will find the master bedroom w/ ensuite bath and the 2 additional guest bedrooms. Off the master bedroom is a gorgeous & private sundeck which also has access to the pool deck via a spiral staircase. Additionally you can find stained glass throughout the home and cathedral ceilings. Property is located in the X Flood Zone and is completely fenced adding for that extra privacy. Potential for a great monthly vacation rental!

$3,295,000
Key West
Key West Investment Co Subdiv   - MM: 1.00
3 Bed, 3 Baths, 2,100 SqFt Days Listed: 186
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.

$3,311,000
Key West
Investment Co Subdivision   - MM: 1.00
4 Bed, 4 Baths, 2,928 SqFt Days Listed: 349
-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.

$3,395,000
Key West
Old Town Unlisted   - MM: 1.00
2 Bed, 2 Baths, 1,650 SqFt Days Listed: 49
-2.86% ($100,000) 1 Price Change : Last Change 10 Days Ago
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.

$3,400,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 2,295 SqFt Days Listed: 387
-42.86% ($2,550,000) 18 Price Changes : Last Change 68 Days Ago
Single Family - Contingent - 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.

$3,499,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 1,714 SqFt Days Listed: 16
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Spectacular Oceanfront Retreat with canal front dockage! Experience the ultimate in Keys living at this beautifully renovated 3 bedroom, 2 bath oceanfront oasis with an additional canal-front lot featuring boat dockage just across the street. This smart, solar-powered home with 6 Tesla Powerwalls, 2 EV chargers, plus an annual check for excess energy production offers eco-conscious luxury with remarkably low electric bills. Enjoy breathtaking ocean views from your private pool and raised spa, entertain effortlessly in the multiple outdoor living spaces, launch kayaks and paddleboards from your own sandy beach, or relax in the tropical breeze surrounded by lush landscaping.Inside, no detail has been overlooked. The home boasts hurricane impact doors and windows, new plank floor, and a fully updated designer kitchen with center island and exquisite lighted quartzite countertops. Wake up to stunning ocean views from the Primary Suite complete with custom built-out walk-in closet and beautifully updated bath. Offered turn key, this smart home seamlessly blends modern convenience with coastal charm. Kayaks, Paddle Boards and 2 almost new (less than 10 hours) 2022 Sea Doo GTX 300 Jet Skis are also included in the sale to make this a fantastic vacation rental from day 1! Dont miss this rare opportunity to own a move-in-ready oceanfront property with additional dockage and lot included plus lot of toys--a true Florida Keys gem!

$3,499,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 2,349 SqFt Days Listed: 5
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Exquisite Old Town residence just completed!Rare opportunity to own your Key West dream home designed to satisfy both peace of mind and self-indulging luxuries. This historic structure has been rebuilt from the foundation up to create the perfect harmony of historic restoration, structural integrity and custom design. Luxurious 5 bed/ 4 bath including a detached poolside cabana and off-street parking. An exceptional floor plan perfectly combines open concept living and defined spaces with attention to both function and elegance. Practice your culinary skills in a luxury kitchen with a high end appliance package to include Viking and Subzero. Delight in the perfect combination of indoor/outdoor living with custom door wall and sliders off bedrooms that lead to vast covered porches both up and down that cater to space for both dining and lounging Relax around the custom pool with sun shelf and waterfall or on the sunny poolside patio surrounded with tropical vegetation. Located in the X flood zone plus new roof and new impact windows/doors throughout lend itself to energy saving, sound proofing, insurance discounts and ease of ownership. An ideal combination of historic character,a modern floor plan, sprawling spaces and designer finishes await you in this Key West dream home!

$3,499,000
Cudjoe Key
Cudjoe Acres   - MM: 21.50
6 Bed, 6 Baths, 4,976 SqFt Days Listed: 69
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.

$3,500,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
4 Bed, 4 Baths, 3,228 SqFt Days Listed: 30
-6.67% ($250,000) 1 Price Change : Last Change 4 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

DIRECT OCEAN FRONT - BOATERS PARADISE FOUND with room for 3 Boats on unobstructed sunset view over open water - oversized corner lot with water on 2 sides at end of a private road offering picture perfect sunsets in a protected bay! Boasting 323 of water frontage, includes 175 of open water and 148 of canal frontage featuring a 90 concrete dock, and a private kayak launch. The main level of the home features a wrap-a-round deck, a spacious living area, including 2 owner retreats, bathroom with jacuzzi tub, separate shower & his & hers vanities, 2nd bedroom, half bathroom and a chefs kitchen with Sub Zero Fridge. The third level has a private bedroom, bathroom and balcony accessible by a spiral staircase with ocean views. On the opposite side of the home is a private mother-in-law/teen suite that could be separated and or rented separately with an open floor plan that includes a large living area, 2 Story tongue & groove West Indies Great room w/wet bar and its own updated kitchen with brand new SS appliances overlooking the water! Smart home panels & security cameras thruout. Outdoor living including new Giant 16ft Swim Spa w/55 jets, blue tooth ss & fiber optic lights that fits 14 people, outdoor sun TV, pool table, lounge chairs, multiple hammocks & grill. Boat Dockage is super with room for up to 42 ft boat plus a floating 2 Jet Ski Dock! Plenty of parking underneath 12ft concrete pillars for all the guests w/an efficiency for storage as well! Easy access with channel directly in front of home, super fishing spots & reefs! 20 mins to Key West w/plenty of shopping, Nightlife and super restaurants. Home was recently tented, has fresh paint, lighting, updated electrical, plumbing, hot water heater, new HVACs 2025. Home is entirely fenced & Gated w/privacy PVC fencing. The best of all is the wide open water & gorgeous sunset views! Income producing 5 Star Air Bnb Rating! Seller Financing Avail at 4% RATE - Owner / Agent

$3,599,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
5 Bed, 5 Baths, 3,817 SqFt Days Listed: 191
-25.01% ($1,200,000) 4 Price Changes : Last Change 13 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift150ft.Concr

GORGEOUS LUXURY WATERFRONT ESTATE in the prestigious Cudjoe Gardens. A STUNNING TURNKEY PARADISE, SOLD AS IS WITH HIGH END DESIGNER FURNISHINGS & DECOR FROM RESTORATION HARDWARE, POTTERY BARN, & SERENA AND LILY. ALSO 2 HOBIE CATS. This Custom Built Home with a total of 5,373sf under roof is a masterpiece blending luxurious design with the serene beauty of the Florida Keys. Built on a sprawling waterfront ELEVATED corner lot of 16,500sf with 260FT of water frontage and deep draft. This gorgeous property offers an unparalleled tropical lifestyle, perfect for those who demand the best in comfort and elegance.Property Highlights4 Bedrooms + 5th Bedroom/office, Spacious, sunlit rooms designed for relaxation and productivity, including a versatile office or creative studio space which could be a 5th Bedroom.4 Full Bathrooms: Impeccably designed with high-end fixtures and finishes.Gourmet Kitchen: A chefs dream, featuring state-of-the-art appliances, custom cabinetry, and expansive Quartz countertops ideal for entertaining.Imported Italian & Moroccan Flooring: Stunning, high-quality flooring that enhances the luxurious ambiance throughout.12-16 Ft Ceilings: Create an open, airy feel while showcasing architectural sophistication.Saltwater Pool: Dive into the generously sized, chilled & heated concrete pool with water feature, lights and lounging platformOutdoor Kitchen: Stainless Steel Appliances, Spacious layout, Perfect for entertaining.2 Boat Lifts, 20k and 10kAdditional Amenities3 A/C Units: Individually climate-controlled zones, including the 3-car garage for comfort and convenience.Full Property Generator, 1000 gallon Propane Tank, Full Security System, Phantom SunShades for Screened in PorchThis meticulously designed property combines sophisticated interiors with exceptional outdoor living spaces. Located in a prime area of Cudjoe Key, this home offers privacy, stunning water views, and direct access to the pristine waters of the Lower Ke

$3,600,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,890 SqFt Days Listed: 159
-7.57% ($295,000) 2 Price Changes : Last Change 45 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
Key West
Gg Watson Subdivision   - MM: 1.00
5 Bed, 5 Baths, 2,721 SqFt Days Listed: 158
-18.89% ($850,000) 4 Price Changes : Last Change 9 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

X FLOOD ZONE! Luxurious Old Town Key West Oasis with separate Guest House! Nestled in the heart of Key Wests historic district, this impeccably remodeled property redefines island elegance. Situated in the coveted X Flood Zone, this home boasts an unparalleled location just steps from iconic Duval Street, world-class dining, vibrant galleries, and pristine beaches. Step inside to discover a light-filled sanctuary where 14-foot cathedral ceilings crown an expansive open-plan living, dining, and chefs kitchen area. French doors seamlessly blend indoor and outdoor living, inviting you to a private paradise. The spacious kitchen features Caesarstone Quartz countertops, a Sub-Zero refrigerator, a Wolf gas range, Fisher & Paykel double-drawer dishwasher, beverage drawers, and a microwave drawer. Outdoors, indulge in Key West living at its finest with a sparkling heated swimming pool, a large deck for entertaining and sunbathing, a serene waterfall, and lush tropical landscaping. A covered sitting area offers the perfect spot to unwind. There is a Sonos sound with Focal low-profile speakers to fill the air with your favorite tunes throughout the main house. The main house,1908 SF, features two guest rooms, a shared bathroom and a washer and dryer conveniently located between them, and a luxurious primary suite upstairs with its own washer and dryer. Impact windows and doors ensure peace of mind, while privacy fencing and off-street parking for two cars provide unmatched convenience. A super cute, separate guest house, 813 SF, completes this property, offering two ensuite bedrooms, a kitchenette, a dining area, and a loft sitting space--perfectly positioned at the back for ultimate guest privacy. A storage shed for pool toys and tools ensures everything has its place. This Key West masterpiece is a rare gem, blending timeless charm with modern luxury. Dont miss the chance to own your own slice of paradise! Easy to show! Video https://n9.cl/1114packer

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 06-16-2025.
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