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$1,600,000
3 Beds ⋅ 3 Baths ⋅ 620898 MLS
Nestled along a peaceful canal in the highly desirable Key Haven neighborhood, just minutes from Key West, this beautifully updated waterfront home offers the perfect blend of island tranquility and modern comfort. With a private waterfront seawall, this residence invites you to fully embrace the Florida Keys lifestyle--whether that means sunset cruises, kayaking at dawn, or simply enjoying the water views from home. Inside, light-filled living spaces create an inviting flow, complemented by a picturesque kitchen featuring beautiful stone countertops, stainless steel appliances, and custom cabinetry with ample storage. Multiple living areas provide flexibility for entertaining or everyday living, all enhanced by calming canal views. The primary suite offers a private retreat with water views, an en suite bath, and a spacious walk-in closet, while additional bedrooms--including a studio-style space with private entrance--add versatility for guests, in-laws, or a home office. Outdoor living shines with a covered lanai, bricked patio, and lush tropical landscaping, creating a private oasis just beyond the doors. Perfectly positioned close to dining, entertainment, and attractions, this Key Haven canal-front home delivers relaxed waterfront living with easy access to everything Key West has to offer. Seller financing available to qualified buyer!

12 Bamboo Ter, Key Haven
$2,199,000
4 Beds ⋅ 4 Baths ⋅ 620883 MLS
Getting out on the water is simple from this beautifully remodeled 4-bedroom, 4-bath home, and coming home feels just as inviting. Set along a wide canal, the property offers quick access to open water with no fixed bridges. A private pool and inviting indoor-outdoor living spaces make being at home just as enjoyable as a day on the water. Inside, the open layout feels bright, spacious, and thoughtfully designed, with impact-rated windows and doors throughout. The kitchen is finished with KraftMaid cabinetry, quartz countertops, and stainless steel appliances, creating a clean space that connects naturally with the main living area. Impact-rated folding sliders open fully to a 450 sq. ft. covered lanai, making the home ideal for entertaining or unwinding. The spacious primary suite includes a walk-in closet and an updated bathroom with a rainfall shower head. One of the guest bedrooms also features a walk-in closet, adding valuable storage and comfort. Porcelain tile flooring runs throughout the main home, while arched architectural details inside and out give the property a distinctive sense of character. The outdoor area offers the kind of setting that makes it easy to lose track of time, with 1.25' Shellstone pavers, covered patio space, privacy fencing, and a full bathroom conveniently located off the pool deck. Along the canal, the concrete seawall offers excellent dockage and room for a future boat lift. Additional features include two-zone air conditioning, two on-demand water heaters, brand new PVC plumbing throughout, upgraded electrical, a detached poolside cabana with electricity. Located in Key Haven, just minutes from Key West, this home brings together privacy, thoughtful updates, excellent boating access, and the easy indoor-outdoor lifestyle that makes the Florida Keys so special.

52 Key Haven, Key Haven
$1,350,000
3 Beds ⋅ 2 Baths ⋅ 620485 MLS
Welcome to 103 Key Haven Road! This home is on an over-sized lot, which overlooks a small bay, and has mangrove and sunset views. The expansive back yard feels very private and has a large patio area. There is plenty of room for your boat along the seawall, and it is the perfect spot to watch sunset. The 3 bedroom home is livable as it is, or you can add your own current updates.

103 Key Haven, Key Haven
$12,500,000
5 Beds ⋅ 6 Baths ⋅ 620398 MLS
Where the essence of the Florida Keys meets refined coastal luxury. Widely regarded as one of Key Haven's finest waterfront residences, 94 Driftwood Drive is a rare Gulf-front home in a premier neighborhood just minutes from the energy and culture of Key West offering a lifestyle defined by serenity, sophistication, and seamless access to world-class cuisine and adventure. Framed by spectacular water views from every room, the architecture embraces its setting with an effortless elegance. A mesmerizing infinity-edge pool and spa appear to merge with the open sea, creating a private resort experience at the water's edge. Inside, the chef's kitchen commands attention with state-of-the-art appliances and a dramatic solid-walnut entertainment island--an exquisite centerpiece for gatherings both intimate and grand. 5 bedrooms and 5.5 baths, including primary suites on both levels, this home is thoughtfully designed for comfort, privacy, and elevated living. Hardwood floors, impact-glass windows, and an oversized 2-car garage with direct dock access and room for a boat trailer reflect attention to detail. Flexible spaces accommodate a gym, studio, or entertainment room, while a meticulously organized storage area supports both home and pool systems with precision. For the boating and water-sport enthusiast, a dedicated equipment room provides direct access to the oceanfront dock and boat lift, placing the Key's endless waterways at your doorstep. A custom iron staircase rising from the first to the third floor serves as a sculptural showpiece with its ocean-inspired artistry echoing the coastal surroundings. This is more than a home-it is a statement of lifestyle, where tranquility and sophistication meet the unmistakable allure of the Florida Keys.

94 Driftwood Dr, Key Haven
$2,250,000
5 Beds ⋅ 3 Baths ⋅ 620153 MLS
Welcome to luxury waterfront living in sought-after Key Haven. Completely reimagined by Affiliated Builders, this stunning residence offers the perfect blend of sophisticated design, modern functionality, and island lifestyle. This home has been thoughtfully renovated with gorgeous designer finishes and meticulous attention to detail, creating a truly turnkey coastal retreat. The spacious floor plan features 2086 sq foot, 4 bedrooms plus a flexible office/living space that can easily serve as a 5th bedroom, along with a dedicated laundry room, mudroom, and 1-car garage. At the heart of the home is a spectacular gourmet kitchen and dining complete with premium Bosch & Bertazzoni appliances, quartz countertops, and custom cabinetry designed for both everyday living and entertaining. Custom built-in closets throughout the home add both style and functionality. Step outside to your private waterfront oasis featuring a heated and chilled custom saltwater pool surrounded by elegant limestone decking, creating the ultimate setting for relaxing or entertaining year-round. Boaters will appreciate the 10,000-pound boat lift accommodating up to a 25-foot boat, offering quick access to the beautiful waters of the Florida Keys. Additional upgrades include a whole-house Generac generator, irrigation system, and countless high-end improvements throughout. Furniture is negotiable, making this exceptional Key Haven property ready to enjoy immediately.

1 Bougainvillea Ave, Key Haven
$5,700,000
5 Beds ⋅ 5 Baths ⋅ 619762 MLS
TROPICAL ESTATE-Tucked away in the sought after exclusive neighborhood of Key Haven at mile marker 5. Spanning over half an acre this elevated, impact resistant, waterfront estate redefines island luxury. The private compound offers a stunning 3-bedroom 3.5-bath main residence alongside a beautiful 2-bedroom 1-bath bonus house, ideal for hosting extended family. For boating enthusiasts, the property boasts 2 docks-one private dock directly behind the home with gulf access, stunning sunset views and serene mangroves-the second is a deeded slip for a large vessel at the renowned Lunara Bay Marina, just across the street. Built in 2021 with impeccable attention to every detail, the main home showcases 10-foot vaulted ceilings, 9-foot doors, and an open concept design that seamlessly blends indoor and outdoor living. A wall of glass opens to a covered waterfront deck, creating the perfect sunset view for entertaining or relaxing in the coastal breeze. The gourmet kitchen featuring natural stone counter tops flows effortlessly into an inviting den, formal dining area and spacious family room with stone accent wall. Each space is thoughtfully designed with high-end finishes throughout. Step outside to your own tropical oasis, where lush landscaping features a rare collection of fruit trees including multiple mango varieties, key lime, lemon, starfruit, avocado and banana trees. Entire estate is equipped with automatic irrigation system and custom low voltage lighting. The resort-style pool is a true showstopper, complete with an infinity edge hot tub, water features, fire bowls, and dramatic pool lighting. Some additional highlights include a full-house generator, outdoor bar, security cameras, integrated sound system, elevator lift for accessibility and convenience, widow's walk and a private electric gate with dual entrances leading to a circular paver driveway.This is more than a home! This is a rare opportunity to own a True Tropical Waterfront Estate in Key West FL

29 Key Haven, Key Haven
$1,395,000
4 Beds ⋅ 2 Baths ⋅ 619542 MLS
Life on the water feels effortless at 34 Key Haven Road! Set along a wide canal in one of Key Haven's most desirable pockets, this 4 bedroom, 2 bathroom home is designed for those who want to be on the boat within minutes and back home just as easily. From the moment you arrive, the elevated setting and clean curb appeal set the tone. Step inside and the home opens up into a bright, modern layout where the kitchen naturally becomes the center of it all. With updated finishes and stainless steel appliances, it connects to both living areas, creating space to gather, relax, and entertain. As you move through the home, your attention is drawn toward the water. Sliding glass doors from both the main living area and primary bedroom lead to a spacious covered patio. Just a few steps down, the canal becomes an extension of your backyard, offering quick access to both the Atlantic and Gulf. The layout offers flexibility, including a fourth bedroom with its own entrance, ideal for guests, a home office, or additional privacy. Outside, a 60ft concrete seawall and generous dockage space make it easy to accommodate your boating lifestyle. With a metal roof, shutters, and an elevated lot helping to keep insurance costs very manageable, this is a home that blends practicality with the kind of lifestyle that makes the Keys so special. Simple, functional, and centered around the water, just the way it should be!

34 Key Haven, Key Haven
$3,950,000
4 Beds ⋅ 4 Baths ⋅ 618942 MLS
New 2025 waterfront construction on the final canal in Key Haven--an architectural entertainer designed for seamless indoor-outdoor living just 5 minutes from Key West. Unlike typical Keys homes, this residence was designed around outdoor living, offering over 2,400 Sq.Ft. of covered entertaining space seamlessly connected to the interior. Completed in 2025, this striking modern waterfront residence offers 4 bedrooms + office, 4 bathrooms, and 2,458 Sq.Ft. of interior living space. Positioned on the coveted final canal in the exclusive Key Haven community, the home is designed for privacy, entertaining, and exceptional boating access. The layout offers rare flexibility. The entire top level functions as a private guest quarters, ideal as an elevated primary suite, luxury guest retreat, or in-law residence with some of the best water views in the home. This level also features a large covered porch spanning the entire floor, creating an additional private entertaining space. Inside, the architecture emphasizes volume, light, and clean modern lines. Tall ceilings, expansive glass, and large polished porcelain tile flooring create a refined coastal aesthetic. The open living area centers around a gourmet kitchen with Thermador appliances designed for entertaining. Stackable glass doors open the entire main living space onto a wide covered waterfront porch, for seamless indoor-outdoor living. A private elevator with access from ground level.Outdoor spaces include four decks, a rooftop deck with sweeping water views, a pool with swim-up bar, and a private putting green. The rooftop deck is ideal for spectacular sunsets and stargazing. For boating enthusiasts, the property features a 15,000 lb boat lift and davit with quick access to both the Gulf and Atlantic. Additional highlights include solid concrete construction, standing seam metal roof, elevator access, high-end finishes, and a large air-conditioned storage room.

3 Evergreen Ave, Key Haven
$25,000,000
609597 MLS
Introducing Enchanted Island, an unparalleled private island located 1.5 miles from Key West accessible via its own private highway exit from US 1. This rare real estate jewel offers an exclusive escape like no other. Presently zoned for sub urban residential use, the island permits the construction of up to two homes. Elevated 15 feet to meet construction codes and with building permits already secured, Enchanted Island is posed for your development aspirations. Additionally, the seller has completed engineered architectural plans for a 7,437 SF home. For those with a vision grander in scale, the option of rezoning and securing permits for up to ten homes exists, providing endless possibilities for your imagination. Enchanted Island boasts all essential utilities, including a new 1000A 120/240V power service, underwater sewer and power lines, and AT&T fiber connectivity. With building permits in hand, your journey from blueprint to building can commence without delay. Spanning an impressive 4 acres, Enchanted Island offers both tranquility and unique features, such as a private ocean reef and partial dredging, ideal for potential boat dock installation. In addition to its private highway access, the island has a history with helicopter use, hinting at the potential for establishing a heliport to further enhance its exclusivity and convenience for the distinguished few who will call it home or their luxury getaway. Enchanted Island seamlessly combines isolation with connectivity, offering a lifestyle statement for the discerning few. This exotic haven envisioned for the elite seeking not just a residence but a statement of lifestyle, stands ready to fulfill visions of grandeur against the breathtaking backdrop of the Florida Keys. Seize the unparalleled opportunity to turn your dream of island living into your reality with Enchanted Island.

1 Seppala Way, Key Haven
$3,399,000
618029 MLS
An exceptional opportunity to purchase this premier waterfront vacant lot with easy access to the Gulf and Atlantic. Ideally positioned to capture privacy, views, and natural beauty, this luxury vacant lot offers the perfect canvas. Surrounded by upscale muti-million-dollar properties and set within a highly desirable area. This lot combines exclusivity, tranquility, and convenience-an ideal setting. Rare luxury vacant lot. Generous in size and thoughtfully situated, this vacant lot is located on one of the most desirables streets in Key Haven. Enjoy serene surroundings, ample privacy, and close proximity to top-tier amenities, dining, and recreation. A truly special opportunity. Vacant lot is cleared and comes with a professionally built concrete seawall permitted and completed in 2016. In addition is a 10,000 LB professionally installed boat lift by Hurricane Boat Lifts permitted, built, and completed in 2021. This property is being sold as vacant land/lot only. Buyer to verify buildability of a home to their own satisfaction. 25 Ft. Scout Boat is not included in the sale.

15 Driftwood Dr, Key Haven
$2,300,000
4 Beds ⋅ 3 Baths ⋅ 617283 MLS
Welcome to 16 Azalea Drive, a completely reimagined home that embodies sophisticated coastal living, blending modern elegance with meticulous attention to detail at every turn. Thoughtfully redesigned from the ground up, this 4-bedroom, 3-bath property spans nearly 2,400 sq ft of refined living space. The open layout creates a seamless flow between the living, dining & kitchen areas, each curated to maximize light, function & aesthetic appeal. Impact-rated windows & sliding glass doors frame lush tropical views & invite in the natural beauty of the Florida Keys, while the soft coastal palette & high-end finishes create a serene, contemporary atmosphere. The custom kitchen is both striking & functional, featuring quartz countertops, shaker-style cabinetry, a farmhouse sink & top-of-the-line stainless steel appliances. Bathrooms are masterfully finished with designer vanities, custom glass shower enclosures & LED-lit mirrors, creating a spa-like retreat. Throughout the interior, new tile flooring laid in a herringbone pattern adds visual interest & luxury underfoot, complemented by modern black fixtures & ceiling fans that bring a clean architectural touch. This property underwent a comprehensive renovation, including full replacement of plumbing & electrical components, a seamless V-Crimp metal roof, exterior stucco, & interior/exterior painting. The landscape was redesigned with artificial turf, tropical palms & decorative shell features, creating a refined, low-maintenance aesthetic. Expansive deck & patio areas are ideal for outdoor living, with paver walkways leading to a pool & hot tub beside a private canal-front setting. Situated on a wide canal with excellent boating access, this residence offers the ultimate Keys lifestyle for those who appreciate fine craftsmanship, privacy & quick access to open water. A new wood privacy fence, polished detailing & smart LED lighting complete this exceptional home where craftsmanship, comfort & design excellence converge.

16 Azalea Dr, Key Haven
$1,689,000
3 Beds ⋅ 2 Baths ⋅ 618618 MLS
Boaters Paradise Seize-The-Day in a Key Haven waterfront home with immediate Gulf and Atlantic access just minutes from Key West. This rare boating property offers 62 feet of solid concrete seawall on a clean, free-flowing 100-foot-wide canal. Approximately a two-minute idle to open bay with no bridges and no restrictions -- true open-water access for larger vessels. Enjoy a remarkable 500-foot canal view from the primary suite and Florida room, delivering the long-water vistas serious Florida Keys buyers seek. Step-down dock, effortless maneuvering, and a 12' x 24' garage for boating and fishing gear. Ground-level concrete block construction with three bedrooms and two baths. Ideal as a primary residence, second home, or luxury Florida Keys retreat. Wide canal frontage. Deep water dockage. No bridge access. Minutes to Key West by boat or car. NUTS & BOLTS Other buyers points: *Lots of storage space in the attic *pet friendly with the doggie doors, grassy yard, and fences*new grinder toilets in the bathrooms to prevent sewage backups/clogs out to street *Shutters on all doors and windows - exception: the sliders which are hurricane rated *garage door opener with access code on exterior wall*boat lift on a quarterly maintenance inspection. Photos enhanced for aesthetics.

21 Bougainvillea Ave, Key Haven