luxury houses for sale Key West, United States (page 2)

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. Photos include virtually staged furniture.

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.

Where the essence of the Florida Keys meets refined coastal luxury, 94 Driftwood Drive stands as a rare bayfront sanctuary in coveted Key Haven. Just moments from the vibrancy of Key West, this residence offers a lifestyle defined by serenity, sophistication, and seamless access to world-class culture, cuisine, and adventure. Framed by spectacular water views from every room, the home's 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 striking 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. Offering 5 bedrooms and 5.5 baths, including primary suites on both levels, the residence is 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 thoughtful craftsmanship throughout. 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 Keys' endless waterways at your doorstep. A custom iron staircase rising from the first to the third floor serves as a sculptural showpiece, its ocean-inspired artistry echoing the home's coastal surroundings. 94 Driftwood Drive is more than a residence--it is a statement of lifestyle, where tranquility and sophistication meet the unmistakable allure of the Florida Keys.

RARE Solar-Powered Waterfront Tropical Gem with TESLA Solar Storage Banks on Prestigious Sugarloaf Key! A rare opportunity to own a fully solar-powered waterfront residence featuring 26 solar panels and two Tesla Solar Powerwall storage banks, offering exceptionally low energy costs, backup power, and the potential to earn credits by supplying excess energy back to the grid. This elevated 3 BD, 2 BA, 1,764 SF home sits on exclusive Southpoint--only three homes from open water and just 20 minutes to Key West.Step inside to a breathtaking cathedral Cupola, soaring above the open living, dining, and great room. Impact-glass windows fill the space with natural light, highlighting the home's tropical architecture and warm coastal finishes. The kitchen is designed for effortless entertaining with a double island, stainless steel appliances, and new quartz countertops. The split floor plan creates exceptional privacy. The primary suite features a large walk-in shower, jacuzzi tub, double vanity, and a spacious walk-in closet that connects to a versatile laundry/fitness/office room--also home to the Tesla storage banks. The opposite wing offers two guest bedrooms and a dual-access bathroom with two private vanities. Enhance your waterfront lifestyle with an impressive concrete boat ramp for jet skis, boats, kayaks, and paddleboards, plus a newly installed 10,000 lb boat lift on a deep, wide, crystal-clear canal providing fast access to both the Gullf and Atlantic. The oversized 15,000 SF lot bursts with vibrant tropical landscaping and includes a newly completed tropical pool with natural rock feature. Enjoy sunset views and star-filled nights from the rooftop observation deck. Additional features include Andersen impact windows and sliding glass doors, low insurance costs, covered parking, and excellent storage below the home.A rare Keys offering combining sustainable energy, modern resilience, and luxurious waterfront living--an exceptional opportunity in today's market

Rare Private Sandy Beach - Oceanfront Estate with endless open ocean views, just 30 minutes to Key West! This is a once-in-a-lifetime opportunity to own over 5 acres of sprawling oceanfrontage on exclusive Sugarloaf Beach, with over 500 feet of pristine sandy shoreline. Zoned Sub Urban Residential, this rare estate offers unmatched potential--create a private luxury compound, a boutique resort rental, or VIP luxury retreat. One of the few properties in the Lower Keys where lucrative nightly rentals are allowed with Special Vacation Rental Permits, this remarkable estate provides exceptional flexibility with ample room to expand. This estate has two existing Single Family Residences - the main house has 4 bedrooms 4 bathrooms and the second house has 2 bedrooms, 2 bathrooms and 1 half bath. Currently set up as two luxury nightly vacation rental homes! New 430-foot dock with stainless steel pilings, stainless steel support beams and composite decking. The 5-foot draft welcomes larger boats! Arrange private charter pick ups at the dock for your guests. Enjoy world-class boating, fishing and diving on your doorstep. American Shoal Lighthouseis only 5 miles directly in front of this spectacular property. Located on highly desirable Lower Sugarloaf Key in the Lower Keys, only 30 minutes to Key West, this hidden sanctuary is an unmatched offering for a discerning buyer seeking privacy, scale, and fantastic re-development potential. Nothing comparable exists in the area! Sugarloaf Beach remains one of the most coveted and rare stretches of beachfront in the Florida Keys. Whether you envision a secluded tropical retreat, a boutique luxury rental, or a visionary new oceanfront compound, this property is incredible with amazing potential to redefine with your personal touch. Opportunities like this come once in a lifetime. Take your private tour today and unlock the full potential of this iconic oceanfront estate!

OPEN WATER RESORT STYLE CONCRETE POOL home on sought after Southpoint, Sugarloaf Shores. This exceptional 4-bedroom, 3-bath concrete waterfront residence captures breathtaking open water views from nearly every room and delivers the ultimate Florida Keys lifestyle.Positioned on a generous, beautifully landscaped lot with mature palms and established tropical greenery, the property welcomes you with a paved circular driveway, garage, expansive storage area, and pristine curb appeal. Inside, soaring cathedral ceilings elevate the open-concept living and dining area, where walls of glass frame endless turquoise water views and natural light pours in.The thoughtfully designed floor plan offers flexibility for luxury living and hosting. The second level features a spacious guest suite ideal as an alternate primary, 2 guest bedrooms, while the entire third level is dedicated to an enormous primary retreat. This private sanctuary includes a separate sitting area, panoramic open water vistas, and a stunning spa-inspired bathroom with soaking tub and refined finishes.Outdoor living is where this home truly shines. A screened-in porch overlooks the sparkling pool and unobstructed open water, creating the perfect setting for sunset cocktails or morning coffee. The expansive waterfront patio, low-maintenance turf, and fenced yard provide both privacy and ease of upkeep. Boaters will appreciate the concrete seawall and boat lift with immediate access to world-class fishing, diving, and offshore adventures.Concrete block construction, generous interior storage, dedicated laundry room, and meticulous landscaping complete this exceptional home.Rarely does a true open water pool home in this coveted Southpoint location combine views, elevation, lot size, and boating access so seamlessly. Private resort style home ideal for entertaing. Updated and move-in ready. Call to view this beautiful home in person.

Rare opportunity to acquire Sugarloaf Lodge & Marina - 10.6+/- Acre Waterfront Resort Redevelopment Opportunity Near Key West, located on Lower Sugarloaf Key, 15 minutes from Key West along the Overseas Highway. Positioned on the waterfront of Sugarloaf Sound, this unique property offers significant resort redevelopment and expansion potential in one of the most supply-constrained hospitality markets in the USA. Historically the property operated as a larger waterfront lodge destination. Several hotel units were lost during Hurricane Wilma in 2005, however 24 development rights associated with those units remain vested, creating a rare opportunity to rebuild and expand the resort footprint. Based on existing development rights, potential density may allow future expansion to approximately 101 hotel rooms, subject to approvals. The 10.6-acre site includes an operating lodge, waterfront restaurant (real estate only) , tiki bar, marina (real estate only), dockage, pool, and resort amenities. The restaurant operates with an SRX liquor license, and the property also includes a separate transferable 5COP liquor license, a valuable asset allowing the sale of beer, wine, and spirits.Additional improvements include a commercial retail building with four office spaces (real estate only), which may be expanded or repositioned to support hospitality, marina, or retail uses, as well as a three-bedroom residential unit that may offer redevelopment potential. With 10.6 acres of waterfront land, existing hospitality use, vested development rights, and close proximity to Key West, the property offers a rare opportunity for investors seeking to develop a boutique waterfront resort, eco-luxury destination retreat, or marina resort redevelopment.Buyer to verify development rights, zoning, density, and redevelopment potential. Qualified buyers only. Shown by appointment only. Do not disturb staff or businesses. NDA required for information. Call for your exclusive showing!

Positioned on a rare west facing point lot with 270 ft of sparkling open water frontage on Sugarloaf Sound, this fully reimagined 3 Bedroom 3 Bathroom estate captures breathtaking sunset views across endless turquoise waters. Privately set on a gated 17,000 SF lot, the property lives like a private island compound framed by swaying palms, lush tropical landscaping, and the endless blue waters of the sound. The CBS constructed residence is complemented by a new aluminum standing seam metal roof and a complete set of impact windows/doors, offering exceptional structural integrity paired with refined island sophistication. Walls of glass flood the expansive open concept living area with natural light and showcase panoramic water views from nearly every vantage point, immersing the home in its spectacular waterfront setting. The coastal modern interior features tile plank flooring throughout, clean architectural lines, and a serene coastal palette that reflects its tropical surroundings. The chef's kitchen is anchored by an oversized waterfall edge island, custom cabinetry, high end stainless appliances, wine refrigeration, and designer lighting, all positioned to embrace the open water backdrop. The spacious primary suite overlooks the sound and serves as a private retreat, featuring a spa inspired bath with dual vanities, custom tile work, and a frameless glass walk in shower. Two additional ensuite guest bedrooms are beautifully appointed, offering privacy and comfort for family and visitors. Outdoors, the brand new concrete pool and inviting tiki hut create a true resort style setting, complemented by expansive lawn space rarely found in the Keys. After a day of world class fishing and diving in the Lower Keys, dock your vessel on the 14,000 lb boat lift, an exceptional enhancement to the waterfront lifestyle. Completely renovated and move in ready, this extraordinary estate defines sophisticated island living at its finest.

Contemporary coastal living meets premier boating access in this elevated 2BD/2BA waterfront home on a 12,500 sq ft canal-front lot with 100 ft of waterfront and coveted SW exposure. Ideally positioned on one of the only flow-through, crystal-clear canals in desirable Sugarloaf Shores, offering exceptional access to both the ocean and backcountry.Light-filled interiors showcase impact windows and doors, wood-look porcelain flooring, and an open-concept chef's kitchen with porcelain countertops, custom cabinetry, stainless steel appliances, and an entertainer's bar. The spacious great room and dining area flow seamlessly to a covered, screened porch--perfect for alfresco dining, sunset views, and watching dolphins pass through to Sugarloaf Sound.A full wraparound composite deck with marine-grade stainless steel railings enhances outdoor living. The expansive, landscaped yard offers ample room for a pool and includes two RV hookups. A rare opportunity for boaters seeking clear water, prime location, and effortless Keys living.

Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on a gated 33,750 sq. ft. peninsula with approximately 730 feet of waterfront, this spectacular 4 Bed, 3.5 Bath modern coastal showpiece is surrounded by glistening water and enjoys Keys famous sunset views over Sugarloaf Sound. Fully renovated with premium craftsmanship, the home features a standing seam metal roof, PGT impact windows/doors, and Hardi board siding. Inside, enjoy a sunlit open-concept floor plan with soaring ceilings, a gourmet kitchen with quartz counters, premium stainless appliances, gas stove, a hidden butler's pantry, and a waterfront Bedroom wing, all oriented to frame the water from every room. Step outside and immerse yourself in resort-style living with a heated and chilled waterfront pool, soothing spa, hot tub, invigorating cold plunge, and a fire pit encircled by flickering tiki torches to gather with friends and family while sipping cocktails as the sun melts into the horizon. Lounge on the expansive covered porch while enjoying views of the peaceful nature preserve for incredible bird watching, and a setting that offers total privacy and serenity. Boaters will love the protected canal access with 2 boat lifts (8K & 12K lbs), just minutes from open water. Additional features include a 4-car garage with EV charger, covered RV Tiki with 50 amp service, whole-house 35kW generator (750-gal tank), whole house water softening system and Sonos throughout, including garage and outdoor zones. Whether you're seeking a private sanctuary, a trophy lot, or the ultimate Florida Keys lifestyle, Blue Sky Pointe delivers. This is the most premiere lot on Sugarloaf Key a once-in-a-lifetime opportunity.