luxury houses with pool for sale Monroe County, United States (page 4)

Architectural Polynesian-Inspired Waterfront Retreat in Key Largo Inspired by the architectural philosophy of Frank Lloyd Wright, this distinctive 4-bedroom, 3.5-bath waterfront pool home was thoughtfully designed around the four natural elements: stone, water, fire and wood. Creating a harmonious blend of tropical elegance and architectural character. Custom details throughout the home reflect its Polynesian influence, with handcrafted wood banisters, tile work and natural stone imported directly from Bali. The interior showcases dramatic architectural lines, soaring ceilings and solid oak flooring installed in recent years, complemented by natural materials including hardwood, travertine, and stone. The kitchen features Jenn-Air appliances and custom granite countertops. The upstairs primary suite serves as a private retreat with a freestanding soaking tub and a unique outdoor shower, enhancing the home's indoor-outdoor island lifestyle. Additional guest accommodations include spacious bedrooms and a junior suite with shared bath. Designed for seamless indoor-outdoor living, the backyard centers around a two-level pool and entertaining area where natural stone, water features, and fire elements illuminate the outdoor spaces in the evening. Lush tropical landscaping enhances privacy and the tranquil setting. Overlooking a protected boat basin and the open waters of Largo Sound, the home enjoys expansive water views framed by mangrove islands. Boaters will appreciate the private deep-water dockage, one of only three homes in the community with its own dock. Located within the natural surroundings of John Pennekamp Coral Reef State Park, the area benefits from preserved views and limited future development. Select furnishings may be negotiable.

Estate Opportunity - Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate. The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage, and generous waterfront dockage--all while maintaining privacy rarely achieved in the Keys. Positioned on a deep basin, the property provides protected dockage while being only seconds from Florida Bay and minutes under the bridge to the Atlantic Ocean, placing world-class backcountry and offshore fishing within immediate reach. The 2/2 pool home is updated and ready for refined living.

Estate Opportunity Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate. The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage, and generous waterfront dockage--all while maintaining privacy rarely achieved in the Keys. Positioned on a deep basin, the property provides protected dockage while being only seconds from Florida Bay and minutes under the bridge to the Atlantic Ocean, placing world-class backcountry and offshore fishing within immediate reach. An existing legal nonconforming home with a waterfront swimming pool currently sits on the property and may be used as a residence or rental while architectural plans and permits are finalized, offering flexibility during the planning process. For buyers who understand the value of land in the Florida Keys, this offering represents something increasingly difficult to find: the opportunity to create a custom waterfront estate tailored entirely to your vision, rather than inheriting someone else's. A remarkable parcel for a remarkable build.

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!

&127969; Welcome to Emerald Flats a Waterfront Community in the heart of Marathon! Your brand-new dream home is here: Gated community entryway Gulf front water views and private boat docking. Built for efficiency and comfort there are 4 Bedrooms 4 Bathrooms - space for everyone High ceilings & open floor plan for a modern feel KitchenAid stainless appliances + quartz countertops Separate bar/entertainment space Fully furnished with luxury coastal style - just bring your suitcases! Boat Slip 29 included (45' long x 14.75' wide) &128205; Location: Emerald Flats. 815 39th Street Gulf

An unparalleled development opportunity in the heart of the Florida Keys. Spanning approximately 10 acres, this expansive bayfront property represents one of the largest and most versatile land offerings currently available in the Middle Keys. There are two newer construction homes (4 bedrooms/4.5 bathrooms each), 8 additional building rights (7 waterfront lots, 1 dry lot), 16 deep water boat slips in a protected basin (6 with boat lifts) and a total of 10 acres of land conveyed with the sale. The property offers exceptional flexibility for a luxury compound, secluded waterfront community or private family retreat. The 2 current homes sit on 5,200 SF lot each featuring 4 bedrooms/4.5 bathrooms with a total interior square footage of 3,300. Each has their own private pool & spa, unobstructed bay views, garage, Thermador appliances & marble kitchen countertops, impact doors & windows & designed to embrace the island lifestyle. The estate balances seclusion with convenience just minutes from Marathon Executive Airport for effortless fly-in, fly-out access. As well as seamless access to both the bay & ocean side waters via Long Key Bridge or Channel 5. The setting is defined by endless sunsets, abundant wildlife, and world-class boating & fishing just steps from your door. Whether envisioned as a multigenerational retreat, a private waterfront sanctuary or a visionary redevelopment, this legacy property offers the space, flexibility & natural beauty to bring a dream to life.

$50,000 price improvement - now $2,240,000. Extraordinary home in the historic district! Enjoy Key West living in the prized Old Town neighborhood with the perfect combination of all the top sought after attributes requested by buyers: walkable location, swimming pool, & private parking without compromise. Offered entirely furnished, the 3 bedroom and 3 bath home is absolutely move-in ready, prepared for your immediate occupancy. With over 1500 sq. ft. of interior living on 2 floors, a bedroom/office and a full bath are on the ground level, with a full master suite and an additional bedroom and bath on the second. Generous off street parking is superb for the historic district location, with room for all full size vehicles and perhaps even 2 cars. From the charming covered front porch, through the open main living area, and on to the pool and deck, the delightful home offers a seamless, integrated living space that is welcoming and ideal to gather and entertain. Expertly crafted renovations with modern design features are highlighted by historic details to remind you of living in Old Town. If lucrative vacation rental income potential is of interest, the home has been rented for over $19,000 mo. A complete package containing a survey, elevation certificate, insurance declaration pages, and other helpful documents available on request.

Escape to your own tropical paradise with this dreamy, ultra-luxurious 6-acre estate on Key Largo Bay, just one hour south of Miami. This extraordinary private retreat features a main residence w/in-law suite, plus three accessory dwelling units, offering a total of 6 bedrooms, 6 full bathrooms, and 1 half baths, perfect for hosting family and friends or creating a secluded personal sanctuary. The estate delivers true resort-style living with a stunning brand-new heated /chilled pool and a natural pool with a tranquil fountain, all set within a lush tropical landscape. With 300 feet of private waterfront, including 100 feet of sandy beach overlooking the Gulf, the property enjoys unobstructed panoramic views and some of the most breathtaking sunsets in the Florida Keys. Designed around a wellness-focused lifestyle, the property includes a sauna, cold plunge, outdoor shower, and dedicated workout and yoga areas, ideal for meditation, fitness, and holistic living surrounded by nature.Boating enthusiasts will appreciate the exceptional waterfront infrastructure, featuring multiple dock spaces, a covered boat house, a private basin, and an approved 99’6” private dock & tiki hut with an approximately 6-foot draft. The new dock adds flexibility to accommodate larger vessels and comfortably welcome multiple boating guests. This estate is positioned near Snake Creek and Tavernier Creek and provides quick access to both the Atlantic Ocean and the Florida Bay, making it a premier launch point for backcountry flats fishing, offshore adventures, sandbar days, and sunset cruises.The location also places you by iconic Florida Keys destinations, including the Islamorada Sandbar, Alligator Reef Lighthouse, and several popular waterfront restaurants easily accessible by boat, offering the ultimate Keys lifestyle of dining, cruising, and coastal exploration.The estate is home to hundreds of tropical plants and trees, ensuring unmatched privacy and natural beauty. An urban garden with organic herbs and vegetables supports a true farm-to-table lifestyle. Outdoor living is elevated with tiki huts, outdoor kitchens, expansive entertaining areas, and ample parking, making the property ideal for intimate retreats, wellness gatherings, or peaceful island living.This one-of-a-kind Key Largo estate is more than a home, it’s a lifestyle. Truly unforgettable and irreplaceable, it must be experienced in person to fully appreciate its scale, serenity, and extraordinary details.*Information is believed to be accurate but not guaranteed. Buyer & Buyer agent/broker to verify all details.

Charming Single family home with multiple guest cottages in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character of Key West architecture, featuring high ceilings, large windows that invite natural light. The main house has its own private heated pool, hot tub and outdoor shower perfect for relaxation and entertainment. The main house also has 2 guest cottages off the pool. The next building has an upstairs unit with 2 bedrooms and a bath with it's own private deck. Below is a one bedroom one bath unit and up front is the 3rd unit with one bedroom and one bath. Benefit from plenty of parking spaces, accommodating residents and guests with ease a rare find in this bustling area. Nestled in one of Key West's most historic districts, this property is just minutes away from famous landmarks, restaurants, and local shops. Take advantage of nearby beaches, water sports, and lush parks, offering a vibrant lifestyle for outdoor enthusiasts. This multifamily compound not only serves as a wonderful family home but also presents a lucrative rental opportunity in one of the most sought-after destinations in Florida. Don't miss your chance to own a piece of Key West history. Schedule a viewing today. Owner financing is available.

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.

Fully furnished and move-in ready, just four blocks from the Atlantic. This private corner-lot retreat features cathedral ceilings, French doors, a split floor plan with custom California Closets, and an updated kitchen with quartz counters and new Caf appliances. Outside: a wrap-around patio and heated/chilled pool with water feature. Plus a whole-house generator, remote-controlled blinds, and a new roof. Private parking, 2 outside storage units, plus outdoor shed with new freezer. Has operated as a successful vacation rental, this property offers excellent income potential. Must see to appreciate!

Waterfront pool home with dockage in Venetian Shores offered furnished. Experience the ultimate Florida Keys lifestyle in this beautifully updated canal-front residence designed for relaxed coastal living and effortless entertaining. The home offers 5 bedrooms and 3 bathrooms, with approximately 2,640 square feet of living space, including 3 bedrooms and 2 bathrooms upstairs totaling approximately 1,500 square feet, and 2 bedrooms and 1 bathroom downstairs totaling approximately 1,140 square feet. The private resort-style backyard features a heated pool with sun shelf, hot tub, expansive patio, hammock lounge, and mature palms creating a true tropical setting. Enjoy deep-water canal frontage with 70 feet of dockage and two boat lifts rated at approximately 15,000 pounds and 20,000 pounds, providing exceptional boating capacity. Located on one of Venetian Shores' desirable 100-foot-wide canals, the property offers generous maneuvering space and convenient access to both the Atlantic Ocean and Florida Bay through nearby Snake Creek, making offshore fishing and backcountry boating easily accessible within minutes. The custom tiki pavilion includes a full outdoor kitchen with built-in grill, refrigeration, sink, bar seating, mounted TV, and generous space for hosting gatherings year-round. Inside, the bright open-concept living area showcases vaulted ceilings with exposed beams, abundant natural light, and French doors that create seamless indoor-outdoor flow to the balcony overlooking the canal. The primary suite offers balcony access, dual vanities, soaking tub, glass-enclosed shower, and walk-in closet. A gated brick driveway provides generous parking, and the home is offered furnished for immediate enjoyment or continued use as a full-time residence, seasonal escape, or investment opportunity. This Venetian Shores waterfront property delivers the location, spacious layout, wide canal setting, and boating infrastructure buyers are searching for in the Florida Keys.

Spectacular Open-Water Retreat with Unmatched Sunset View This exceptional open-water property offers breathtaking western-facing sunset views and premier ocean access with no bridges--perfect for boating enthusiasts. Enjoy privacy and natural beauty bordering the Florida Key Deer Preserve. The property features over 200 feet of concrete seawall, a 35' x 15' boat basin making it ideal for waterfront living. Step inside this impressive concrete-built home, where water views surround the main living area. The spacious living room showcases vaulted wood ceilings and abundant natural light. The home offers three en-suite bedrooms, plus an additional full bath conveniently located off the kitchen. Designed for true Florida Keys living, the resort-style in-ground pool and tiki hut are perfectly positioned to take in the spectacular western sunset views, creating an unforgettable setting for relaxing evenings and waterfront entertaining. Additional highlights include: Impact windows and slidersLarge attached garage Separate utility/storage building Exceptional privacy Direct ocean access This is a rare opportunity to own a private, west-facing luxury estate that seamlessly blends modern construction, boating convenience, and breathtaking sunset views.

Waterfront luxury in the heart of Key Largo, Florida. This newly constructed home combines modern opulence and an unmatched location. Tastefully designed for island living, the property boasts an array of high-end finishes and a thoughtfully curated layout. The main level of the home features 4 bedrooms and 4 and a half bathrooms along with a sprawling covered patio and plentiful entertainment space. Upstairs, youll find the primary suite, kitchen, great room, and additional porch space to embrace true indoor-outdoor Keys living. Relax and entertain in style with a private infinity-edge lap pool and luxurious champagne spa, perfect for unwinding after a day on the water. Your boats are ready to be docked at the newly installed 70-foot concrete seawall and dock, making this an ideal retreat for boating enthusiasts. Additional highlights include Miele kitchen appliances, nine-foot impact glass windows and doors, a solar panel system, full audio throughout all rooms and outdoor spaces, a CCTV camera security system, an outdoor summer kitchen, a putting green and much more.

Manatee Bay Club Marina - Rare Investment Opportunity in the Florida Keys Located on the iconic 18-Mile Stretch entering Key Largo at the Miami-Dade/Monroe County line, Manatee Bay Club is a private, gated marina condominium association offering a truly unique investment opportunity. This offering includes 56 boat slips (2,309 linear feet) within a 94-slip marina that is exceptionally well maintained and financially strong, with healthy reserve funding in place. The marina features aluminum docks, pool, beach, laundry facilities and a floating bathhouse. The Marina is configured with 7 finger piers and 1 dock that parallels US1. . A Dock and G Dock are included in this sale, with A Dock also conveying a large upland area, presenting the rare possibility to create a private, secluded enclave within the community. Other docks in this sale are scattered throughout the community in varying lengths. Beautiful buttonwood landscaping enhances the natural surroundings and creates a distinctive, tranquil ambiance rarely found in marina properties. This is more than just a marina--it is also a strong income-producing rental asset. Most slips are leased on 6-month terms, attracting Miami boaters who enjoy weekend trips to the Keys, as well as seasonal snowbirds escaping northern winters. Financials are available for qualified investors. For those seeking a well-run, income-generating marina in a prime Florida Keys location, Manatee Bay Club stands out as a hidden gem. Showings are easy to schedule--don't miss this exceptional opportunity. Please see site plan and highlight areas for sale. SEE DOCUMENT TAB FOR SITE PLAN

Designed for relaxed island living, this modern home blends privacy, comfort, and convenience in Midtown, just minutes from dining, beaches, and nightlife. Clean lines, tall ceilings, and an abundance of natural light define the open-concept living spaces, while retractable impact glass doors invite seamless indoor-outdoor living. The updated kitchen pairs style with function, featuring quartz countertops, a tile backsplash, premium stainless-steel appliances, and open sightlines to the dining and living areasperfect for entertaining. The living space extends outdoors to a backyard retreat with a pool, generous lounge areas, and room for both sun-soaked afternoons and relaxed evening gatherings. The covered pool bar and adjacent half bath add thoughtful convenience for hosting. The primary suite is elevated and positioned in its own wing, offering a calm retreat with en suite bath, walk-in closet, and access to a private deck overlooking the pool. Two additional bedrooms are equally well-appointed, providing comfortable accommodations for family or guests. Built with durability and ease of maintenance in mind, the concrete construction includes a metal roof, impact doors and windows, security system, and a private gated driveway with two keypad entry gatesideal for full-time residents or seasonal use. For buyers seeking investment potential, the property already offers a strong rental history, with January through March secured at $41,500 and returning tenants eager to continue year after year. Bright, airy, and thoughtfully designed, this home captures the essence of relaxed modern living in one of Key West's premier neighborhoods.

Tucked away on 2 gated acres along the pristine waters of Bogie Channel, Dei Paradiso is a one-of-a-kind open water estate offering total privacy, resort-style amenities, and world-class boating access to both the ocean and backcountry. Just a mile off the Overseas Highway, peace and convenience converge in this tropical retreat. Awaken to dazzling sunrises and wind down beneath the glow of moonrises over the channel, all from your expansive 1,500 sq. ft. saltwater pool, wrapped in swaying palms and endless sea views. Inside, the open-concept living space connects effortlessly to the outdoors, with floor-to-ceiling glass bringing the water right to your doorstep. The heart of the home is a chef's kitchen built to impress: quartz counters, a six-burner gas stove, four ovens, stainless steel appliances, and a massive island with seating for eight ideal for gatherings and memory-making. Outdoor features abound: a private sandy beach, multiple dining and lounging areas, a 50-foot RV pad with 30/50 amp service overlooking the water, and a 40x40 four-bay garage for your boat, cars, and toys. A dock permit is in progress, opening up quick access to prime fishing grounds and sandbars. Surrounded by flowering tropical plants and a bounty of fruit trees, including Hayden mangoes, Catalina avocados, and Key lime hedges, this home is as nourishing as it is beautiful. Built like a fortress, Dei Paradiso features poured concrete construction, CBS walls, hurricane windows/shutters, prestressed beams, and a standing seam aluminum roof. Elevated for peace of mind with living spaces over 15' above sea level. A rare and radiant offering in the Florida Keys. Dei Paradiso isn't just a home...it's a legacy.

Refined Key West living in the coveted Casa Marina neighborhood, located in the Old Town Historic District. Built in 2004 and thoughtfully updated in 2021, this elegant residence blends timeless design with modern comfort--anchored by a showstopping Wedgewood Blue kitchen featuring Viking appliances and a wine cooler. Designed for both entertaining and everyday ease, the home offers a spacious living room plus a cozy den--ideal for formal gatherings or relaxed conversations. Step outside to your private tropical oasis with a heated pool and spa, surrounded by lush landscaping and inviting spaces for alfresco dining.The main level features a generous guest suite with cathedral ceilings, a walk-in closet, and an en-suite bath, with direct access to the pool and spa through glass doors. Upstairs, two additional en-suite bedrooms include a serene primary suite with a walk-in closet and a spa-inspired bath with soaking tub, large shower, dual vanities, and abundant storage. Glass doors open to a covered porch overlooking the pool. Another upstairs suite includes a balcony facing White Street--perfect for enjoying the neighborhood energy.The third floor provides a flexible bonus space with a half bath and ample storage--ideal as a fourth bedroom, office, media room, or creative studio.Additional features include a security system with remote-access cameras, Sonos throughout, and a Generac whole-house generator. Enjoy the rare convenience of off-street parking for a small car in Old Town. Walk to Higgs Beach, the White Street Pier, tennis courts, the dog park, Fausto's, and local favorites like Sandy's Cafe--this is Key West living at its finest. Low insurances Wind and Home $6900, Flood $2000. Call for your private viewing today!

VA Assumable! Experience refined waterfront living in the Florida Keys, where luxury meets effortless access to world-class boating and fishing. This exceptional canal-front residence is thoughtfully designed for discerning buyers who value privacy, convenience, and a true connection to the water. A private dock with newly added 15,000 lb boat lift provides seamless access to open water, allowing you to leave your backyard and reach premier fishing grounds in minutes. A utility elevator lift enhances everyday comfort, making it easy to move gear, provisions, and luggage between levels with ease. Outdoor living is elevated for both entertaining and function. A custom storage shed equipped with an ice machine and two deep freezers caters perfectly to avid anglers and boating enthusiasts, offering an ideal setup for bait, ice, and fresh catch storagean uncommon and highly desirable feature in the Keys. Inside, the home offers a bright, coastal interior that complements the surrounding water views, creating a calm and inviting retreat. Designed for both full-time living and elegant escapes, the residence balances relaxed island style with upscale practicality. Whether hosting sunset gatherings, heading offshore at first light, or enjoying quiet evenings by the water, this property delivers a lifestyle defined by ease, sophistication, and the unparalleled beauty of the Florida Keys. An exceptional opportunity for those seeking a premier waterfront home that supports both luxury living and an active boating lifestyle.

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.

Brand new 2026 coastal luxury in Islamorada's White Marlin Beach. 181 Nautilus Dr offers the ultimate Keys lifestyle with 5 bedrooms, 5.5 baths, and 5,320 SF of living area across three levels. Served by a private elevator that opens on all floors. Designed for indoor/outdoor living, enjoy a resort-style pool and a modern outdoor setting ideal for entertaining. Built for peace of mind with impact glass doors and windows and a concrete flat roof, the home features a state-of-the-art chef's kitchen and elevated finishes throughout. Boaters will love approximately 70' of concrete dockage on a straight seawall plus a 15,000-lb boat lift (remote-controlled). Enjoy quick bay access and ocean access via the Channel 5 Bridge, known for its high-clearance fixed span (approx. 65' vertical clearance) (buyer to verify vessel requirements and navigation). The White Marlin Beach community is also known for a gated private sandy neighborhood beach with amenities, an exceptional Islamorada bonus.

This 2-story estate sits on a 7,300 SF point lot at the tip of Adam's Cut w/167 FT WF & views to Largo Sound w/ocean access. Spanning 3,723 SF the 4BR/5+2BA home features La Finestra impact windows, elevator & Shell Reef limestone floors. 1st floor offers living room w/floor-to-ceiling windows, drop-down TV, terrace access, open dining area, & chef's kitchen w/backlit polished Plume Quartz island & top-tier Jenn Air appliances. 3 BRs include a junior suite w/private balcony plus 2 ensuite guest rooms. 2nd-floor principal suite has an additional room, lux spa-style bath, & private terrace w/rooftop infinity pool-jacuzzi, & bar. Ground-level highlights: Large covered terrace, summer kitchen, pool, bar, cabana bath, & wine cellar. 77 FT dock w/permitting in progress for a 30,000 lb boat lift.

Are you dreaming of your own personal paradise? Look no further than this stunning property in the highly sought after Cutthroat Harbor Estates. With features that check off every box on your list, this home is truly a gem. Enjoy the luxury of CBS construction and a spacious 9000 sq. ft. lot. The 65' dock has been newly resurfaced with composite decking and comes equipped with a 10k lb boat lift and Jet ski dock. Take a dip in the heated pool with a saltwater filtration system and relax under the 10 x 16' thatched tiki hut overlooking the canal. Enjoy evenings by the firepit on the beach area or rinse off in the outdoor shower with hot/cold water. Take in the stunning sunset views from the 35' high observation deck while sipping on a drink during happy hour. You'll love the beautiful landscape, including a Zen garden, and the convenience of a circular drive with pavers and plenty of parking space under the house. Other features include a new metal roof (2017), glass outside elevator, and a large storage room. With easy access to world-class fishing and diving, this property won't last long!

Tired of waiting on Uber or Freebee? Why not make this stunning bayfront estate your own private slice of paradise, right in the heart of Islamorada? Just a flip-flop stroll away from local favorites like MEAT Eatery, Shima, Marker 88, and City Hall Caf, this property places you at the vibrant core of island living. Behind its private, fully fenced grounds, you'll discover sweeping bay views and a rare tiki hut at the end of the dockyour new go-to spot for toasting unforgettable sunsets. Upstairs, the open-concept living area spills out through sliding glass doors onto a spacious, screened-in terrace, perfect for laid-back evenings or lively gatherings. This level also features three bedrooms and two baths, providing plenty of space for guests or family. Step down from the terrace to your own tropical oasis, complete with a pool, backyard, beach, and dock. The ground floor adds even more flexibility with two additional bedrooms, a bath, and a relaxed living areaideal for guests or extended family. Whether you're looking for your forever getaway in the Keys or a smart investment when you're not soaking it all in yourself, this property is a rare find. Come see why life really is better by the bay.

Welcome to Casa Lanka in Key West! This unique property consists of a 4 bedroom 3.5 bath CBS home on a double lot with an abundance of mature tropical plants creating a private oasis. Tucked away from the main home, a separate cottage makes an ideal space for guests, extended family, or a private office. A sparkling pool anchors the outdoor living space, surrounded by mature tropical landscaping and a peaceful walking path that winds through the property. Additional features include a spacious carport accommodating up to four vehicles, a large airconditioned utility room and a large shed. This unique offering blends indoor and outdoor living, creating a peaceful island hideaway close to everything Key West has to offer. Seller is open to reviewing all offers!