Upper Florida Keys Real Estate for Sale, Homes and Condos in the Florida Keys

Discover your dream retreat in this beautiful oceanfront home, set on 1.5 acres of prime beachfront property with 150 feet of pristine white sandy beach, this is the ultimate getaway for relaxation and adventure.Unwind in the oversized heated pool or customized hot tub after a day of sun and fun. The Tiki Hut provides convenient storage for all your water toys, making your boating and beach days effortless. Enjoy practicing your swing on the private putting golf course, all while surrounded by breathtaking ocean scenery.With a lucrative 7-day rental option and an easily obtainable license, this gem is perfect for both personal enjoyment and investment. Dont miss your chance to own this slice of paradise--schedule a viewing today!

Welcome to 30 Ocean Front Drive... a one acre open water estate with floor-to-ceiling panoramic ocean views from wall to wall! The 3/2 main home is meticulously updated and the 1/1.5 guest house addition opens to an infinity edge pool with swim-up bar and integrated full outdoor kitchen, all under an expansive gazebo. The one-of-a-kind pool also offers zero-entry, a tanning platform plus a separate swim-out, and it is also lap length in between. The guest house features bi-fold NanaWall glass doors to welcome in expansive ocean views and an indoor/outdoor Bang Olufsen stereo system for entertaining. The concrete home itself offers an elevator to all interior levels plus an exterior stop on the pool deck, impact windows/doors, Pedini kitchen, Miele appliances, marine-grade Carrier a/c systems, quartz counters, landscape lighting, lush tropical landscaping and more. One car garage and two carports. Privately gated double lot with 193 ft. on the ocean and a boat ramp. All updates and addition by DAsign Source. Must see!

Southern Shore - A Modern Coastal MasterpieceNestled in an exclusive oceanfront setting, Southern Shore is a premier coastal residence offering an unobstructed, 180-degree panorama of the Atlantic Ocean. This exceptional, all-concrete estate spans 3,790 square feet of meticulously designed indoor living space, complemented by 2,580 square feet of expansive terraces for seamless outdoor living.Inside, the home features four luxurious en-suite bedrooms, offering breathtaking ocean views. The chef-inspired kitchen is outfitted with custom floor-to-ceiling cabinetry, sleek quartz countertops, and top-of-the-line appliances. State-of-the-art smart home technology, custom-built closets, and the convenience of an elevator elevate both form and function in this sophisticated residence.The interior spaces reflect a perfect balance of elegance and comfort. With floor-to-ceiling windows throughout, the home captures the essence of the tropical lifestyle, offering stunning vistas of the ocean from nearly every room--living areas, kitchen, and bedrooms alike.The outdoor spaces of this estate are designed to host gatherings in style, featuring a rooftop deck, multiple terraces, and a luxurious pool and spa area with an outdoor shower. For boat enthusiasts there is a 12K lift boat and letter from the Village Planning and Building Department allowing a 24K 4 post lift. All protected by a gated entry.Located within the serene Plantation Key community, this property also includes a misting system and occupies an expansive lot with direct ocean access. This is the ultimate tropical sanctuary for those seeking a premier location with unparalleled views, superior construction, and a full suite of luxurious amenities.Note: The owner is a licensed Florida real estate agent. For additional details, please refer to the full property description available in the document tab.

Welcome to Bahia Bonita! This ultra-private bayfront estate in the heart of downtown Islamorada offers the ultimate combination of expansive open water views from every room plus deep-water dockage. If you have been wishing for an exceptional piece of Florida Keys paradise where natural beauty and luxury living meet storm resiliency, this solidly constructed, sustainably designed home may exceed your expectations. Begin your day by stepping out of your primary suite to your bayfront terrace and into an incomparable, second floor Infinity Edge pool. In the evening, slide open the wall of glass on the top floor to experience the brilliance of Islamoradas famous sunsets from your great room, gourmet kitchen or outdoor decks. Feel like grilling? Just one step away is an outdoor kitchen with bay view seating and adjacent dining. For stargazing, venture up the spiral stairs to the rooftop deck for a breathtaking front row seat. Built from solid concrete to withstand sustained 200 mph winds, this home also includes accordion shutters over impact glass for the ultimate defense against the elements. Outside, enjoy 250+ linear feet of open water frontage and a 100 dock with commercial-grade piles, composite decking and two boat lifts fitted with hurricane and storm surge protection. This unparalleled storm resiliency is combined with modern sustainability features including a large cistern with state-of-the-art water purification system, a grid-tied solar array and integrated Tesla Power Walls eliminating the need for a generator. Other functional luxuries built into the home are an elevator, professional camera/security system, central wet-dry vacuum system, mature landscaping and an enormous three-car garage, complete with workshop and storage. This home also boasts marble floors throughout and a spectacular floating staircase.This luxurious yet practical island estate is also within walking distance of many of Islamoradas favorite dining spots. Call today!

THE LAST RESORT offers breathtaking views of the Atlantic Ocean, complemented by expansive & covered verandahs, poolside Chaise lounge chairs and beachfront hammocks that invite you to soak in the beauty of the surroundings. This home is the Historic, 1922 residence of Roger and Sarah Albury. With 165 of private sandy beach at your disposal and a 15 x 30 heated swimming pool by the seaside, relaxation and enjoyment are easily obtained. All of this is set on over one acre of lush tropical land, providing a serene and private retreat. Additionally, the property features a 37.5 private concrete dock on the adjacent canal, offering convenient access to the water for boating enthusiasts. Located in the heart of the Florida Keys, this is truly an exceptional property, offering 4 bedrooms and 5 baths, with 3,860 square feet of living space. The layout of the house is particularly well-suited with the majority of the living space conveniently located on the ground floor. The large suite and bath upstairs enjoy access to the roof-top deck where one can enjoy breathtaking sunrises and seemingly endless ocean views. The beach entry into the ocean is perfect for paddleboarding or kayaking.

Welcome to this stunning bay-front contemporary single-family home located at 39 Mutiny Pl, Key Largo, FL. This exquisite residence spans 4592 square feet and offers 6 bedrooms, 5.5 bathrooms, and a wealth of luxurious amenities.As you step inside, youll be captivated by the architectural elements, including the developers signature spiral staircase and floor-to-ceiling windows that bathe the space in natural light. The home boasts a state-of-the-art Kef sound system, IP Smart Camera System, 20-foot bi fold accordion windows in entertainment area to completely immerse yourself with an outdoor/indoor experience creating an ideal setting for both relaxation and entertainment.The kitchen is a chefs dream, featuring top-of-the-line Miele appliances, porcelain countertops, cabinets finished with a stunning Caracalla Naturale Wood and beige Ovatta doors imported from Italy by Pedini Kitchens. The primary bedroom features a morning bar with refrigerator beverage center, LED Linear lights in the ceiling, dreamy views of the Bay, custom millwork decorative paneling and an oversized Italian master closet. The ensuite bathroom is a sanctuary of indulgence, with separate vanities, TOTO washlet smart toilet system, a soaking tub, dual shower system, finished in a porcelain tile imported from Spain.Outside, the property offers a below-ground saltwater pool, a private dock, and a fully turfed rooftop terrace, all showcasing breathtaking water views and perfect for entertaining. The outdoor space also includes an Al fresco appliances summer kitchen, a wet bar and golf putting green. The dock includes a 20,000-pound boat lift with space to add your own jet ski dock, another boat lift or a floating dock.

Welcome to The Oasis, a sanctuary of elegance nestled in the heart of Key Largo, Florida. Gracefully situated along the azure waters of the Atlantic Ocean, this exquisite villa epitomizes modern sophistication and timeless charm. Spanning an expansive 46,300 sqft of prime real estate with over 86 feet of ocean frontage, it offers breathtaking, uninterrupted ocean views. The 75-foot infinity-edge pool, private beach with boat ramp provides an extraordinary resort-style experience. Imagine swimming in your private section of the Atlantic Ocean. This home is a testament to natural beauty and refined design, presenting a unique investment opportunity. Architectural plans are available for extension to 7 bedrooms, and 5 bathrooms, permit prepared for a 250 feet long boat dock.

Magnificent bayfront estate with 2 homes plus a Keys Cottage. Enjoy year round sunsets from this 2 acre estate on Florida Bay! This is perfect for an extended family or group of friends to enjoy. 3 dwellings on 2 separate parcels plus deeded baybottom make this a truly unique property. Gated for privacy, the driveway passes the Coral House, which is used as a licensed vacation rental. Continue towards the bay where the Cottage and Florida Bay House are nestled into the mature tropical landscaping. Florida Bay is straight ahead with a jetty into the Bay which is the perfect spot for sunning or stargazing. The boatramp next to the jetty is handy for launching kayaks and paddleboards to explore Florida Bay. Originally built in 1961, the Florida Bay House was expanded in the early 70s and has 3 bedrooms and 3 baths with the master suite upstairs. The Cottage was built in 1956 and is a quaint guest house. The Coral House has 4 bedrooms and 3 baths, was built in 1992 and is in the X flood zone. Come and take a look and fall in love with this beautiful bayfront property.

Discover the epitome of luxury living in Key Largo! This exquisite residence offers 6 bedrooms and 6 bathrooms. Upon arrival, youll be captivated by the high ceilings that sets the stage for gracious entertaining. The propertys eastern exposure ensures that youll wake up to stunning sunrises and bask in abundant natural light throughout the day. The gourmet kitchen features all the essentials. The primary bedroom boasts a walk-in closet and a luxurious ensuite bathroom with dual vanity and a separate tub/shower, offering a serene retreat. Step outside to the private outdoor sanctuary, complete with a below-ground pool, balcony and Tiki where you can savor the breathtaking water views and create cherished memories. Seize the opportunity to experience waterfront living in Key Largo.

Key Harbor. Pristine and gorgeous, this authentically restored Oceanfront Home is nestled on approximately one and a half acres with expansive breathtaking open water views. Step inside and enjoy the open flow-through layout, blending interior and exterior seamlessly while delivering amazing and unobstructed views from palm-lined lawns to sandy beach, marina, and the ocean beyond. Inviting outdoor living areas include a custom pool with special lighting and sun deck surrounded by lush green lawns and mature landscaping for privacy. This timeless escape is comprised of a spacious 3 bedroom/3.5 bath main home with a 2 bedroom/1 bath guest quarters, all masterfully crafted with select finishes.

This exquisite bayfront Islamorada property features a main home with four bedrooms, four full bathrooms, and two half bathrooms, along with a guest house offering two bedrooms and one bathroom. The kitchen features marble countertops, a gas range, and counter seating. With a separate dining area and 30 ft high ceilings in the great room, floor-to-ceiling windows offer breathtaking views of the bay waters and dynamic sunset skies. The infinity edge pool with a spa offers reflections of beautiful palms and exquisite landscaping. The outdoor cabana kitchen is perfect for al fresco dining, and the boat basin with dockage allows for easy access to the waters of Florida Bay. A whole-house generator ensures uninterrupted comfort and tiki torches light the backyard terraces. Dont miss the waterfalls cascading into the boat basin, creating a truly serene retreat.

The Ultimate Bayfront OasisStep into a world of timeless sophistication and coastal warmth with this commanding, yet inviting, custom-built Bayfront Estate. This remarkable 5-bedroom, 6-full-bath, and 2-half-bath home spans over 6,000 square feet of meticulously designed living space across three levels. Nestled within the exclusive, gated community of Coral Coast--home to only 15 private estates--this residence offers unmatched privacy and breathtaking views of Florida Bay and the Everglades National Park. As you enter, youre immediately greeted by stunning vistas of the Bay and the warmth of Brazilian walnut hardwood floors, complemented by the grandeur of soaring ceilings in the great room. Culinary enthusiasts will delight in the spacious gourmet kitchen, thoughtfully designed with Monogram appliances, a gas stove, a Mystic River sink, and an oversized island perfect for gathering. Ample cabinetry, a breakfast bar, and a cozy nook overlooking the Bay complete this dream space. Exceptional layout for luxurious Upper Keys living; The main level features two spacious bedrooms with en-suite baths, as well as a Bay-facing office/den with a private bath, easily convertible into another bedroom. This level also includes a walk-in laundry room and a half bath for added convenience. Ascend the grand staircase to the top floor, or take the elevator that services all three levels. The third floor houses the Owners suite, which spans an entire wing of the home. This sanctuary boasts a spa-like bathroom with double vanities, a jet tub offering sweeping Bay views, and a private balcony. A third guest bedroom with an en-suite bath completes this level. On the ground floor, discover a guest suite with a private living area and kitchenette--perfect for self-contained accommodations. This level also features a large family recreation room with a fireplace and a full bar, plus a second walk-in laundry room to complement the one on the main floor.

Discover this luxurious ocean view gated home on a point lot over 1/2 acre, featuring over 6,000 sq ft of living space, 6 bedrooms, 5 bathrooms, and 4 oceanfront rooms. Highlights include soaring ceilings, a large garage, putting green, an elevator, deep water access with 2 boat lifts (45,000 and 16,000 lb), beachfront and canal access, and a multi-million dollar renovation. Enjoy easement rights for tennis and pickleball courts. A rare blend of elegance and coastal bliss.

Discover the unparalleled beauty and tranquility of this Bayfront Estate, nestled on the pristine shores of Lower Matecumbe in the Florida Keys. Surrounded by lush, meticulously landscaped grounds, this exceptional property offers direct waterfront on the crystal clear waters of the Gulf. Experience breathtaking sunsets over the horizon, world-class tarpon fishing just steps away, and private dockage with ample space for multiple boats.Unwind in the stunning infinity pool, blending seamlessly with the serene surroundings. This is a rare opportunity where every moment feels like a dream!Developed with two buildings, splitting the living between the two making this unique design quite special. Embrace this exciting design or modify and create your own design. Blending the two buildings brings all living together. Other treasures of this estate property include a 2 car garage, separate guest suite, expansive indoor outdoor entertaining overlooking the bay, separate concrete building for versatile use, boat lift, boat ramp, German inspired fireplace, electric gate, sprawling green space, and so much more.Owner is ready to sell. What an opportunity!

Modern luxury meets barefoot elegance in this oceanfront masterpiece in Islamorada! Stunning ocean views can be seen from almost every room in this spectacular home. Designed for casual living and entertaining, indoor and outdoor living is seamless and allows for year round enjoyment of the Florida Keys lifestyle. Open ocean views, 380 ft. of dockage with power and water and a cut in boatslip with a 25,000 lb. boatlift will accommodate your boats and water toys. Boasting 6 bedrooms, each with ensuite baths, a 3 story elevator whisks you from the ground level to the main living level on the second floor. Here you will find an open floor plan accented with high coffered ceilings and tall windows and doors opening to ocean views. The kitchen has a large island with quartzite counters and a waterfall edge, GE Monogram appliances and walk in pantry. The primary suite offers ocean views, his and hers closets and a magnificent bath with a double vanity, free standing tub and ingenious double shower. There is a junior primary suite on this level with its own breakfast bar and refrigerator. The game room is on the 3rd floor with exceptional ocean views, service bar and 600 bottle wine vault! Also on this floor are 4 guest bedrooms with ensuite baths. This oceanfront oasis is gated for privacy and features a 3 car garage plus an additional single car garage! The pavered driveway leads to the front door and entrance foyer where you see the pool and oceanfront beauty shining through. To the left is the gym to work off last nights dinner and the pool deck and dock are straight ahead ready for some fun today. There is plenty of shade by the outdoor kitchen or you can relax on the oceanfront chaises. The pool with sun shelf and spa are ready for your friends and family to enjoy. Need a little extra shade? An oceanfront tiki sits beside a fire pit for the perfect transition from day to night! Tiki torches along the waterfront are the perfect evening accent!

Magnificent custom built Bay Front mansion located in Coral Coast. A distinctive gated enclave of only 15 luxury estates. This marvelous Beachfront home is set in the natural beauty of native hardwood hammocks. The home enjoys the rare combination of a private pristine white sandy beach combined with the benefit of a 220-foot dock, multiple boat lifts, ample dockage, and 5 feet of depth. The satisfaction of owning this home, meticulously designed to provide the ultimate in comfort and luxury, goes far beyond the beauty of its surroundings.No expense was spared in Design, Construction, and Materials. State of the art construction techniques such as Post Tensioned concrete slabs, Brazilian Oak hardwood floors, long lasting 1000-gallon buried propane gas tank, high end Elite solid wood cabinetry, Classic elegant Crema Marfil marble on all interior & exterior ground floors, driveways, staircases, terraces, and an elevator serving all levels are just the beginning of a long list of special features too numerous to mention here.This property is strategically located just 40 minutes from the mainland for convenient access when arriving to or leaving from paradise. Beyond a retreat for personal relaxation, this Beachfront estate offers ample space for the entire family and guests. Watching the sunset, playing beach volleyball, Kayaking, paddle boarding, or hosting beachside barbecues at this exquisite home will be part of cherished memories with family and friends for years to come.

Aptly named The Sanctuary Islet, this secluded peninsula is a rare gem nestled within a protected 25 acre private park like preserve of native trees and mangroves in scenic Key Largo, the first island of the Florida Keys. Where privacy is a top perk. The Sanctuary Islet is an incomparable resort-like home that comes with all the amenities you can imagine except for neighbors. A one-of-a-kind, private peninsula surrounded by the Atlantic Ocean, it is comparable only to living on a private island - yet walking distance to restaurants, bars, grocery stores and pharmacies. Offers the ultimate privacy - behind two private entry gates, is likely to be the most secluded and private property in all the keys. Home foot print is 4,000 sq ft. upstairs with over 2,000 sq feet of balcony and 4,000 sq ft downstairs. Includes additional separate guest house plans pre approved for 3 bedroom 3 baths with similar design as main house. As featured in Global Mansions -The Wall Street Journal, this estate was designed by a world renowned architect-engineer team and built to withstand direct impact cat 5 storm with minimal or no damage. Navigate your boat into your own protected boat slip. Accommodates a 45 boat - 24,000 pounds lift offering a large turning radius - into the wide open turning basin. No more fairway maneuvers needed. Conveniently located adjacent to the property and accessible via your own private road. A truly magical property that exudes peaceful tranquility unlike no other property in the keys.Possible unity with adjacent property - creating a family compound estate resort style- all behind a private gated entrance offering absolute seclusion. Offering privacy unlike no other.Owner- Broker.

Welcome to BAYVIEW HIDEAWAY. Situated on 2 SEPARATE LOTS --each with its own parcel ID--the buildable bayfront lot has endless potential. The price per square foot reflects this extraordinary opportunity.This mini estate is surrounded by water on three sides with 435+/- water-frontage and secured by a 6-foot gated entrance. BAYVIEW HIDEAWAY boasts 220+ of concrete dock, complete with three lifts, power, and water. Ideal for boating enthusiasts, the canal accommodates yachts over 80+ feet and offers convenient access to Channel 5 Bridge with 65-foot clearance for seamless bay-to-ocean access. The second lot even has the potential for a helicopter landing.Meticulously renovated by the original builder in 2020-2021, this home was stripped to the bare framework and reimagined with modern updates, including new electric, plumbing, and impact-rated PGT/WinDoor windows and doors, porcelain tile flooring and Level 5 drywall throughout. The property features smart, energy-efficient upgrades, such as 4 Trane AC units with variable-speed smart thermostats, two water heaters, and foam-filled block insulation. Inside, the home offers picturesque water views from every room and features luxurious details, including Turkish marble stairs, vaulted ceilings, Hunter Douglas window treatments, and Italian marble accents in the primary baths. The spacious layout includes six bedrooms, each with private balconies, two primary suites, 4 bathrooms, and a chefs kitchen with Viking appliances, custom cabinetry, and Vetrazzo countertops.The outdoor spaces feature a new saltwater pool built in 2021 with a heater/chiller surrounded by marble pavers, a bar, BBQ area, a gazebo, an orchid house, pergolas, a putting green, and hot tub.Located in Safety Harbor subdivision in Islamorada--BAYVIEW HIDEAWAY is more than just a home; its a lifestyle opportunity. Combining high-end finishes, unparalleled amenities, and a prime bayfront location, this estate is a true gem in the Keys.

Discover the essence of elegance at Southern Paradise, a coastal masterpiece nestled along the Atlantic Ocean. Located at Mile Marker 83, this property offers direct Old Road access, perfect for walking, biking, or carting. With over 200 ft of beachfront on 1.5 acres, the main residence boasts sunny verandas, 5 bedrooms, 6.5 baths, and more than 5,600 sq ft of air-conditioned living space. A separate guest cottage provides an additional 2 bedrooms and 2 baths, ideal for visitors seeking comfort and privacy. A paved old brick driveway leads up to both entrances and garage. From the moment you step into the inviting french door entrance your eyes are fixated on blue sky, beach and water. The 1st floor living space opens to a cool, grassy lanai, leading to the beach, a lap pool, and a hot tub. Spacious patios offer ample room for guests to savor the Caribbean breezes, while the pier, skiff lift, and kayak launch provide easy ocean access. The main residence is designed for entertaining, featuring expansive ceilings and a layout that includes both an East and a newly added West wing. Each generously appointed bedroom comes with its own ensuite bath, ensuring ultimate comfort and privacy for family and guests. On the 1st floor, East-facing french doors open to over 1,900 sq ft of covered terrace. The open-concept great room encompasses a kitchen equipped with a Wolf gas range, double SubZero refrigeration, and an attached wine cellar, all centered around an expansive island counter. A wet bar and powder room adjoin the kitchen, enhancing convenience for gatherings. The West wing includes an exercise room with a full ensuite spa bath and a luxurious primary suite. The master bath features an ocean-view soaking tub, double vanities, a separate shower, bidet, and water closet.This wing also offers a well-equipped laundry room, storage cabinetry, an office alcove, and direct garage access. 2nd floor presents 2 guest rooms that share a sitting room, wet bar, & terrace.

Garden Coves Southern Diversion is a peaceful and private North Key Largo escape, conveniently located right off John Pennekamp State Park and just a stones throw from Ocean Reef and quick ride to South Miami. Gorgeous open water view throughout the spacious home, plus over 350 of waterfront; excellent boating location just south of Jewfish Creek Bridge for fast Ocean to Bay access. Multiple nearby fishing and dining destinations make this property all the more desirable. Protected 30 and 70 docks on the inside canal for your island living toys. The home is being offered together with additional back lot and plans for guest home, both mixed use zoned parcels allow for wedding venue and vacation rentals or to host an abundance of events and guests. Current rental income available upon request.