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

Immerse yourself in the ultimate Florida Keys lifestyle with this stunning waterfront retreat, offering breathtaking bay views and unparalleled boating access. Newly remodeled in 2024, this exceptional home is a dream for boating enthusiasts, featuring immediate bay access and just minutes from Tavernier Creek. Nestled in the highly sought-after Hammer Point subdivision of Tavernier, this exquisite two-story residence sits on a pristine, gin-clear canal and boasts a 72-foot concrete dock with a 15,000 lb boat lift. Inside, the three-bedroom, two-bath home showcases soaring ceilings, rich wood finishes, and an abundance of natural light streaming through skylights and sliding glass doors. The inviting layout seamlessly blends indoor and outdoor living, with bay views visible from the living room, kitchen, covered balcony, and first-floor entertainment area. The enclosed lower level provides a versatile space perfect for guests, a playroom, or a home gym, while the spacious attached garage offers ample storage and a dedicated area for hobbies. The crown jewel of the property is the rooftop deck, where you can take in breathtaking, unobstructed views of Florida Bay and its mesmerizing sunsets--turning every evening into a work of art. Ideally located just minutes from Tavernier Creek, this waterfront paradise provides effortless access to both the Bay and the Ocean, allowing you to explore the enchanting waters and vibrant reefs of the Florida Keys. Whether youre looking for a permanent residence or a vacation escape, this extraordinary home is ready to welcome you--schedule your showing today and step into the lifestyle youve always dreamed of!

Discover Your Private Tropical Oasis in Islamorada.Welcome to your dream retreat in the heart of the Florida Keys in the sport fishing capital of the worldaa stunning Key West-style home nestled amidst lush greenery in an exclusive gated bayfront private club community. This residence is more than just a home; its a lifestyle defined by serenity, elegance, and the natural beauty of Islamorada.From the moment you pass through the palm-lined gated front entrance, you will notice the manicured tropical beauty of this community as you make your way to the classic architectural gem that will captivate you. Vibrant hues, large sitting porches, and timeless craftsmanship create a warm, inviting ambiance. Inside, open living spaces are bathed in natural light, blending seamlessly with the lush surroundings visible through every window.Step outside and find yourself in your very own tropical sanctuary. Towering palms, old growth trees, vibrant bougainvillea, and lush greenery surround the property, offering privacy and tranquility. Relax by the pool, host unforgettable gatherings on the expansive patio, or simply unwind as the breeze carries the scent of salt air.Nestled within a private club community, this home offers access to a range of world-class amenities, including a marina, sunset point, beach, and community pool. Plus, the vibrant culture and stunning waters of Islamorada are yours to explore from the protected marina.Whether youre seeking a permanent residence or a vacation escape, this property provides the perfect balance of seclusion and connection. From sunrise strolls on pristine beaches to evenings under the stars, every moment here feels like a slice of paradise.Dont just dream of the Keys, live it. Schedule your private tour today and experience firsthand what makes this home and private community so extraordinary.

Step into your turnkey paradise in the highly desirable Port Largo community in Key Largo, where boating, relaxation, and coastal luxury come together. This move-in-ready 4-bedroom, 4.5-bathroom home is beautifully updated and fully furnished, offering effortless living in the heart of the Florida Keys. Set on a wide canal with 75 feet of dockage, this property is a dream for boaters. It features a concrete seawall, a 20,000 lb boat lift, and davits, providing quick ocean access for all your water adventures. Youll find spacious, open living areas with tile flooring, a sleek kitchen with granite countertops and stainless steel appliances. Each room is thoughtfully designed for comfort. Step outside to your private tropical oasis, complete with a sparkling pool, spacious patio, BBQ area, pizza oven, cabana, and a covered outdoor bar under the carport--perfect for hosting guests or enjoying quiet evenings under the stars. Additional features include impact-resistant windows and doors, a concrete flat roof, an electric gated entry with privacy fencing, a security system, ample parking for RVs, boat trailers, and all your water toys.Youre just steps away from the community boat ramp, public park, tennis and pickleball courts, and a community pool. Plus, youre only 1 hour from Miami, making this the perfect weekend escape, investment opportunity, or full-time residence.This home captures the essence of Florida Keys living and is ready to enjoy from day one.

Enjoy Bay Views from this stunning custom waterfront residence. Home of crystal clear canals and nightly sunsets, Hammer Point is located on the south end of Key Largo and provides excellent boating access for both ocean & bay enthusiasts. Built in 2008, this masterpiece offers four bedrooms & three and half bathrooms, coastal design, light and classic decor, a private elevator with access to each level, chefs kitchen, large open living with soaring ceilings, generous outdoor living, concrete construction & a metal roof. Relax & unwind as you take in the breathtaking views offered from this private sanctuary. The outdoors provides wonderful space for entertaining, outdoor kitchen, turf grass, chiki, and full concrete dock & boat lift. To complete this package, this home is being offered furnished, and owner financing is offered to qualified buyer.Dont let this opportunity pass you by.

PARADISE! Why Dream about it when you can live it! This waterfront beauty custom-built in 2023 has it ALL! 3,362 SF under A/C plus over 4,000 SF of outdoor living space. 4 Bedrooms & 4 Bathrooms! Ground floor is a wide open covered outdoor space overlooking the pool & water. The 2nd floor has a large custom kitchen with top of line appliances, nice open living space along with two bedrooms & two bathrooms. 3rd Floor features a large master suite with a spa inspired bathroom, a wet bar & balcony overlooking the pool & water. Plus, the 4th bedroom & bathroom & a large laundry room. The roof top deck has 1,562 Sq Ft of endless Bay views! Some of the many additional features include; elevator, 1,000-gallon propane tank, electric car charger, 2 50 AMP outlets, 4 pole boat lift, all this & MUCH more only seconds away from open waters!

INVESTORS! Discover 11 Bay Road and the charm reminiscent of Old Florida in this exquisite Bayfront open water home in North Key Largo. This estate sized property offers spectacular, due west-facing sunset views year-round. Set on an oversized lot with palm tree lined driveway and lush, mature landscaping, this property provides both privacy and serenity. A rare and private basin, sandy beach, jetty and dockage with 100 of deeded bay bottom enhance the appeal, while the native tropical surroundings invites ultimate relaxation. The residence features three bedrooms and three bathrooms within 1,724 square feet of air-conditioned space, complemented by expansive screened-in porches that overlook the Florida bay and waterfront. Dade County pine, tray ceilings and authentic Mexican tiled floors highlight the homes Old Florida charm. The well-designed split floor plan ensures privacy for the guest bedrooms, while the main living area offers a seamless connection to the stunning views and outdoor spaces.With the option to add an extended pier or boat lift, this property is perfect for boating enthusiasts. Additionally, this property offers a detached two-story garage and carport with ample storage and room for expansion. A neighborhood boat ramp and bayside park with 72-hour overnight boat parking are just a short drive away for added convenience. Access the ocean with a short boat ride through famous Adams Cut. This remarkable home offers an opportunity to embrace the Key Largo island lifestyle, whether as a private retreat or as a future redevelopment project. Dont miss your chance to experience this rare offering in one of the areas most sought-after locations just one hour from Miami. Contact us today to arrange a viewing.

Enjoy the best of FL Keys living in prestigious Port Largo! This meticulously designed 4-bedroom, 3-bath concrete residence spans over 3,300 square feet, offering incredible value and 75 feet of concrete dockage on an 80-foot-wide deepwater canal with a 15,000-pound boat lift and unrestricted ocean access.Step through frosted impact double doors into the main level, where a bright foyer opens to a spacious living room, custom gourmet kitchen, dining area, and two large bedrooms with a shared bath. The kitchen is a chefs dream, featuring soft-close wood cabinetry, Emerald granite countertops, a cooktop island with a modern stainless hood, and top-tier stainless appliances, including a wall-mounted KitchenAid oven, induction cooktop, and French door refrigerator. Sliding impact glass doors lead to a vast covered patio overlooking the canal--perfect for entertaining or relaxing by the water.The private top-floor suite is a sanctuary with a walk-in closet, private balcony, and luxurious bath featuring custom cherry cabinetry, dual glass bowl sinks, and granite countertops. A custom-carved mango wood staircase adds a touch of tropical elegance. Plantation shutters adorn every window, adding charm and privacy.The ground floor hosts an above-flood 1-bedroom suite with an updated kitchenette and bath, ideal for guests or extended family. Additional highlights include a workshop, 2-car garage, 2 carports, and ample storage. Four central air units provide efficient zoning, and a whole-house water treatment system ensures premium water quality. The upgraded electrical panel is ready for future expansion. There is room for a pool and more!Fully walled with an electric gate, impact windows & doors, a metal roof, and additional shutters, this home benefits from full windstorm credits. Assumable Flood insurance is exceptionally low at just $953/year. Embrace the beauty and luxury of Key Largo living!

NEW PRICE!A Secluded Waterfront Paradise in the Heart of the Florida Keys. Step into a world of minimalistic elegance and tranquility at this one-of-a-kind coastal oasis. Tucked away on over an acre of lushly landscaped, private property stretching from highway to water, this architecturally unique home offers serene luxury and endless possibilities. Arrive via a tree-lined driveway to discover a striking three-story coastal retreat. Featuring four private en suite bedrooms, each with its separate entrance, the home is designed to provide privacy and relaxation for family and guests alike. The sleek, contemporary design integrates seamlessly with the natural surroundings, offering captivating water views from every vantage point. Designed with entertaining in mind, this property boasts multiple spacious outdoor entertainment areas, including verandas overlooking the sparkling pool, sand-laden grounds, and tranquil waterfront oasis. Gather around the expansive fire-pit with seating for up to 14, perfectly situated at the waters edge for unforgettable evenings under the Keys starry skies. Adding to its versatility, a secondary garage structure--measuring over 700 sq. ft. with soaring 11-foot ceilings--has been artfully re-imagined as a flexible guest space or personal retreat.With SR zoning permitting vacation rentals, this unique property offers endless opportunities, whether as a family compound, corporate retreat, or lucrative investment. Its layout, designed to maximize privacy and individuality, makes it especially appealing for those seeking a distinctive and adaptable space.Additional features include:Potential for docking a houseboat or watercraft, as previously enjoyed. Ample parking and storage, ideal for all your waterfront toys. A kayakers or paddleboarders dream, with access to nearby mangrove trails. A secluded yet accessible location, offering privacy while remaining close to the best of the Keys.Dont miss the opportunity to own this

OPEN HOUSE THURS May 8th 12:00pm to 2:00pmWelcome to your turn-key dream waterfront retreat! Perfectly situated with easy access to both the bayside and oceanside, this stunning and fully furnished 4-bedroom, 3-bath concrete home offers the ultimate Florida Keys lifestyle. A freshly painted 12.5 x 70 dock provides ample space for your boats, making this a true boaters paradise. Updated and furnished in 2024 with a new stucco finish and full exterior paint, this home blends durability with modern style. The interior features a beautifully renovated kitchen and baths, along with impact windows and doors. Brand new roll-down and accordion shutters - on top of impact windows and doors - provide additional peace of mind. Relax year-round in the newly added pool with spa - both heated and chilled. Entertain in style under the shaded summer kitchen and BBQ area. Enjoy the ease of low-maintenance artificial turf and a huge air-conditioned tackle shed, ideal for gear storage or hobby space. The versatile floor plan offers three bedrooms and two baths on the upper level, with a separate lower level featuring an additional permitted bathroom plus flexible space perfect for guests or extended family.This is island living at its finest! Move-in ready, impeccably maintained, and built for both relaxation and recreation.

Welcome to Latitudes in Islamorada, where luxury living meets coastal elegance. This stunning 4-bedroom, 2.5-bathroom, three-story residence is nestled within the prestigious Port Antigua community on Lower Matecumbe Key in the Florida Keys, a sought-after enclave known for its live-work-play lifestyle. This exceptional property offers unparalleled features, including breathtaking 360-degree views from the top floor, a custom-designed pool and spa, a spacious tiki hut complete with a grill and bar, a private elevator, and dual boat lifts (12,000 lb & 20,000 lb) with deep water dockage.The three-story layout at Latitudes is masterfully designed to showcase an open-concept living space on the top floor, where the dining, living, and kitchen areas flow seamlessly--reminiscent of an upscale penthouse. Expansive covered balconies offer additional outdoor living spaces, while a private guest suite on the ground floor provides versatile options, easily convertible into an office or playroom. The home is fortified with impact-resistant doors and windows throughout, ensuring both security and peace of mind.The second floor is dedicated to comfort, featuring a luxurious master suite with an ensuite bath, along with two elegantly appointed guest rooms and a guest bath. The ground level includes a secure, enclosed garage and a finished storage area, offering ample space for all your needs. At Latitudes, every detail has been carefully considered to provide a perfect blend of style, functionality, and luxury.

Coastal Elegance Meets Timeless Craftsmanship in Safety Harbor- Welcome to Piece of Quiet, a winner of the Miami Herald Fame award for custom homes with unique architecture. Nestled in the coveted Safety Harbor neighborhood, this CBS construction home is a masterful blend of strength, style, and coastal luxury. Wrapped in island-style siding, the home exudes character and seaside charm, while grandeur arched French doors in the main living area flood the space with natural light and frame stunning waterfront views. Delight your senses with the custom terrace floors that were modeled after those at the Historic Cheeca Lodge & Spa. Step inside to the rich beauty of white oak flooring, offering both durability and sophistication throughout. The open-concept design seamlessly connects indoor and outdoor living, perfect for entertaining or enjoying peaceful moments by the water. Boating enthusiasts will revel in the 70 feet of dockage on a serene, protected deepwater basin, providing direct access to the bay and quick ocean access via the two bridges at Channels 2 and 5. Whether youre setting sail at sunset or savoring the gentle breezes from your private dock, or waterfront decks, this home is a rare gem not to be missed.Dont miss the opportunity to own this waterfront retreat--schedule your private showing today!

EXQUISITE OCEAN VIEW POOL HOME! Welcome to Tuts Cay, a luxurious 4 bedroom, 5 bathroom, a sanctuary in The Village of Islamorada, Florida Keys. This property spans on two lots, offering stunning ocean views and privacy. The resort-style pool area includes an outdoor kitchen and golf putting green, perfect for relaxation and entertaining. Boating enthusiasts will appreciate the ample dockage and nearby community boat ramp. Inside, enjoy sophisticated living areas with en-suite bathrooms for each bedroom plus a pool bath. The residence features televisions in every room, large balconies, dual kitchens, and a wet bar. Exterior amenities include a rooftop lounge, private pool and hot tub, sun loungers, hammock, outdoor bar, mini fridge, built-in grill, and firepit. Tuts Cay blends luxury, convenience, and natural beauty for an unforgettable vacation or full time home. Located in the Sports Fishing Capital of World!

Beach life simplicity perfectly describes this pristine 3 bedroom, 2 bath oceanfront home with pool, covered patio, and gated for privacy. Stunning beach and ocean views are enjoyed from upper porch, lower level covered patio, living room and 2 of the 3 bedrooms.Fully remodeled in 2021, this charming get-away has been entirely refreshed with new everything...including impact windows and doors, metal roof, flooring, new appliances, central air, pool equipment and electric gate. Furnishings and finishes reflect the coastal cottage style creating the epitome of relaxation and embodying the Florida Keys lifestyle.

Extremely well appointed 5 bedroom 3.5 Bath home with easy access to the Atlantic Ocean or the Florida Bay via Adams Waterway . This Concrete home is on the Cut with 48 ft of protected cut in dockage that has a 14,000lbs remote controlled boat lift and davit pads with one davit for a Wave Runner. Extra large heated pool with an 8 person a waterfall overflow hot tub with color changing pool lighting. Outdoor shower and convenience bath. This concrete home has Impact windows, doors and sliders plus a newer metal roof and plenty of downstairs storage, all on an electric gated landscaped lot. Kitchen has newer updated Stainless Steel appliances with a large Quartz Island with waterfall edges that is perfect for entertaining large or small groups. Convection oven/microwave with GE Vented hood and water pot filler , also known as a pasta faucet ,that would make any cook seem like a chef.

NEWEST DEVELOPMENT IN DOWNTOWN ISLAMORADA!! Come preview finished units NOW. Only ONE HOUSE LEFT. An exclusive, gated enclave on the Atlantic Ocean, Oceanside is nestled between the Cheeca Lodge and the Caribbean Resort, offering the very best of location, privacy and island living. Low maintenance concrete block construction, this home has been built above flood level. Spacious living area of more than 2,500 square feet, with fully collapsing Euro doors both on the second floor, leading out to a covered balcony, and on the first floor, opening to the private pool and deck, Oceanside House 6 boasts four bedrooms with ensuite baths, plus a first floor powder room. Large open kitchen, island and living area flow seamlessly. The property also allows vacation rentals. This beauty will not last! Make an appointment to visit the site today.Owner is Florida licensed real estate agent.

4 bedroom 3.5 bath gorgeous waterfront home in Islamoradas Port Antigua awaits its new owner! Freshly painted, recent new roof, impact windows, Roll down shuttered second level outside balcony for entertaining, top of the line kitchen with Miele and Sub Zero appliances and Faber exhaust island stove, exquisite baths, wine cooler, ice machine (negotiable) grand staircase entry way, alarm system, wired for stereo inside and out, covered parking, room for pool, great entertainment and storage area on ground level along with spacious tackle and storage. Tropical fruit trees, shady side of the canal and a superior neighborhood park with ramp and private homeowners beach round out this Keys Treasure. 27500lbs elevator lift for your big boat. The 2022 42ft Custom Freeman Catamaran offshore fishing boat can go with the house for an additional1.1 Million. This can truly be the fishing package youve been looking for. Shown by appointment only. Contact agent for your personal tour.

Open Ocean 3/2 Concrete Pool Home with Dockage in the heart of historic Old Tavernier! Enjoy expansive ocean views, year-round ocean breezes, deep water dockage and a stunning custom pool by DAsign Source with relaxing rock waterfall, beach entry and swim jet in the deep end. After a long day of fishing, sip a cocktail in the pool or lounge poolside at your custom bar and tiled cabana area below the home in the shade. Also downstairs is a storage area and a tiled foyer entry to welcome you into the home. Upstairs on the first level is a spacious great room with open kitchen with custom cabinets and Corian counters, dining nook area and large ocean view living room. A wide and shady oceanfront balcony extends the entire length of the great room. with plenty of room for outdoor dining and grilling with a gorgeous view of the sparkling Atlantic. Also on this floor are the laundry area, a full bath and two guest bedrooms. On the top floor is a sprawling primary suite with soaring ceilings and breathtaking open ocean views. There is plenty of room here for an office plus separate sitting area, exercise equipment or even a nursery in addition to your king bedroom set. Theres also a deep walk-in closet and roomy primary bathroom with double sink, soaker tub and shower. The all concrete home with metal roof has impact windows and sliding glass doors plus accordion shutters for added protection. The yard is fully fenced and gated and the neighborhood offers an oceanfront community park and two local restaurants within walking distance plus quick and easy access to Tavernier Towne shopping center, fine dining, a movie theater and more. Call today!

Welcome to your dream home, where luxury meets nature! This exceptional waterfront property, originally built in 2009, was completely remodeled in 2024/25. With over 120 feet of pristine waterfront and a deep-water dock, this all-concrete home boasts a durable concrete roof, ensuring longevity and peace of mind. The newly installed impact windows/doors provide both security and energy efficiency while allowing in the natural light. A new concrete privacy wall encircles the property, complemented by two heavy aluminum gates. Imagine waking up each day to breathtaking views and direct ocean access! With over 105 feet of new, concrete dockage, you can easily moor your boat and enjoy the best of Floridas waterways. Whether youre an avid fisherman, boating enthusiast, or simply enjoy the serenity of the water, this property is perfectly positioned to fulfill your needs. Plus, buy fresh local seafood right at your doorstep. The heart of this home is its kitchen, featuring top-of-the-line JennAir appliances, perfect for culinary enthusiasts. The spacious open-concept living area is designed for entertaining, with thoughtful touches like solid core doors and new railings both inside and out. Zebra shades throughout the home provide a chic flair while allowing you to control the sunlight. Elevate your lifestyle with your private rooftop deck, offering expansive views. This is the perfect spot for enjoying sunsets or hosting gatherings. Nestled in a great neighborhood, this property is near the community park and some of Key Largos best restaurants.A pool permit has been applied for, providing the opportunity to create your own personal oasis right in your backyard. Picture lounging by your future pool, entertaining friends. Every detail has been meticulously chosen to create a living space that is both that is both functional and luxurious.From the moment you step inside, youll be captivated by the elegance and comfort that this property has to offer.

This 4-bedroom, 5-bathroom gated estate is a true gem, offering a luxurious and private waterfront lifestyle. Perfectly situated on a corner lot, it boasts breathtaking open bay views of Blackwater Sound, providing a serene and scenic backdrop. Inside, the home features a Hausscape-designed Italian chefs kitchen, equipped with premium appliances such as a Sub-Zero refrigerator, Wolf 30-inch gas cooktop, and an icemaker -- ideal for both culinary enthusiasts and those who love to entertain.The property also includes detached guest quarters, providing a private and comfortable space for visitors. The outdoor space is equally impressive, with a sparkling pool, attached jacuzzi, and an expansive area for relaxation and gatherings. Boating enthusiasts will appreciate the propertys remarkable waterfront features, including over 220 feet of boat dockage and two boat lifts, making it a perfect retreat for those who enjoy the water. This home offers the ideal combination of sophistication, comfort, and convenience in a truly exceptional setting.

LOOKING FOR THE PREMIER DEEP WATER OCEAN/BAY ACCESS COMMUNITY? Discover the epitome of waterfront living in the exclusive community of Venetian Shores in Islamorada. Renowned for its expansive 100-foot-wide canals, this neighborhood provides unparalleled access to both the Atlantic Ocean and Florida Bay via Snake Creek--ideal for boating enthusiasts. This meticulously updated residence boasts 4 spacious bedrooms and 4 bathrooms. The upper level features three en-suite bedrooms, ensuring privacy and comfort for all occupants. The main living area is highlighted by soaring tongue-and-groove vaulted ceilings and 8-foot impact-resistant French doors that open to a screened lanai overlooking the saltwater pool and canal. The gourmet kitchen is equipped with stainless steel appliances and a gas stove, catering to culinary enthusiasts.The ground floor offers a legal apartment complete with a bedroom and full bath, perfect for guests. Entertain effortlessly on the expansive covered porch, which provides a serene setting to enjoy the outdoors.The saltwater pool is designed for year-round enjoyment, featuring both heating and cooling capabilities, along with a retractable cover for added convenience. A dedicated, air-conditioned mancave offers ample space for storing boating, fishing, and diving equipment. For boating aficionados, a 20,000-pound boat lift was installed, and the property is fully fenced with a sliding gate, ensuring privacy and security.With nearly $80,000 invested in recent improvements, this home is move-in ready. Embrace the Florida Keys lifestyle with world-class fishing and diving just minutes away. Dont miss the opportunity to own this exceptional waterfront property-- Your Florida Keys Dream Home Awaits!