luxury houses for sale Monroe County, United States

Charming Keys cottage totally renovated/updated and enlarged to include 3 bedrooms, 2 full baths, kitchen with an eat-in dining area, living room with impact glass doors to the pool patio and covered entertainment area on a lot and a half. There is an attached two-golf cart garage with laundry facilities, a circular driveway and very quiet location on a street ending at the Dolphin Golf Course.

As you approach this all-on-one level home you will understand the uniqueness of this location situated at the end of the street overlooking the 17th fairway of the Dolphin Course. The privacy is unmatched, tucked away with long fairway views. Enjoy sitting outside in a tropical paradise among coconut palms, a key lime tree, banana stands, mango and avocado trees. The landscaping offers Zoysia grass, keystone walkways with river rocks, along with stunning landscape lighting. This three bedroom and three bath home has been tastefully renovated offering stone floors throughout, custom cabinetry, Taj Mahal quarzite in all baths, crown molding, impact windows and doors, raised seam white metal roof, a Generac whole house fully automatic generator with 1000 gallon propane tank and gas tankless water heater. The kitchen is a chef's dream come true with a Viking dual fuel range, Subzero refrigerator, Thermador dishwasher, 42 upper custom wood cabinetry with under counter lighting and granite counters and backsplash. The outdoor patio offers a Shellstone surface both in the pool patio area as well as the outdoor seating area surrounding the live orchids in the trees....a perfect sight for outdoor grilling.

Stunning Plantation Key canal front home! This exceptional all-concrete residence boasts a rare layout with five bedrooms and five full baths, and one-half bathroom, perfect for family living and entertaining. The spacious kitchen is a chef's dream, featuring a sprawling granite island and top-of-the-line appliances. Access all three magnificent levels via a breathtaking exotic wood staircase leading from the welcoming entryway to the expansive primary suite on the third floor. Enjoy the Travertine marble floors as you make your way to the private concrete rooftop deck, where you can soak in breathtaking panoramic ocean views. The first level includes a cozy theater room, a legal one-bedroom, one-bathroom guest suite, a tackle room, and ample storage space, all elevated above potential flooding. Adventure awaits just minutes away in Tavernier Creek, providing quick access to both the Atlantic Ocean and Florida Bay for fishing enthusiasts.

Relish in contemporary, coastal luxury and Boot Key Harbor views at this recently upgraded waterfront three-bedroom, three-bathroom, 2,119 sf pool haven. Located on Logan's Island, locally known as the old ''Millionaire's Row'', enjoy stunning sunsets, 50 feet of deep-water dockage, 20,000 lb. boat lift, and 210 feet of shoreline on a 10,633-sf corner lot. You won't have to lift a finger as this ground level residence was completely renovated and professionally decorated in 2020. Licensed weekly vacation rental with over $70,000 in bookings for 2025, purchase with rentals in place for immediate return. Find the open concept great room complete with electric fireplace adorned with custom tiles, Miami Dade pine and shiplap accents. The coastal kitchen is equipped with sleek Café appliances, white shaker cabinets, gold hardware, farmhouse sink, butcher block island, ice maker, dishwasher drawers and mosaic tile backsplash. A picture perfect window frames the ocean views. Lounge or dine in the expansive sunroom whilst surrounded by Boot Key Harbor views through the impact windows to feel one with island life. If that's not enough, venture outside to the breathtaking backyard that features a 13 x 26 in-ground concrete heated pool surrounded by tile decking, AstroTurf, river rock, multiple lounge areas, and all the palm trees your heart desires. After a day on the water, rinse off in the custom-built outdoor shower. Inside, wake up in the spacious primary suite to serene ocean views. The primary bathroom is adorned with a large soaking tub, double vanity, step-in tiled shower, black hardware and geometric inspired tile. Two more bedrooms and bathrooms complete the home with luxurious mid-century modern features. With a Chicago brick pavered driveway, landscaped areas, up-lighting, plus rock pathways in the front yard, every square foot of this coastal haven has something for everyone. This Marathon sanctuary on ''Millionaire's Row'' isn't just a property, it's paradise!

Experience unparalleled island living on Sunset Key, an exclusive island community located in the heart of Key West Harbor. Accessible 24 hours a day via a dedicated island ferry, this extraordinary home offers the ultimate blend of privacy, luxury, and convenience. All this just a four minute boat ride from the vibrant streets of Key West. This bright and airy 4-bedroom residence is designed to capture breathtaking open ocean views. Large windows bathe the home in natural light, creating an inviting and serene atmosphere. The heart of the home is a fabulous chef's kitchen equipped with top-of-the-line appliances, perfect for creating culinary masterpieces while taking in the views of the sparkling water. Step outside to your beachfront oasis, where you can unwind and enjoy the gentle sea breeze or take in a spectacular sunset over the Gulf of Mexico. On the island, a wealth of world-class amenities awaits, including a gourmet restaurant, a rejuvenating spa, tennis courts, and more, ensuring your every need is met in this tropical paradise. With unparalleled luxury, exceptional views, and exclusive island living, this property offers the perfect retreat in one of the most sought-after destinations in the world.

Charming home in a coveted Islamorada neighborhood. Welcome to your dream home in the heart of the Florida Keys! This stunning three-bedroom, two-bathroom residence boasts durable concrete construction, a new metal roof, and a host of desirable features. Step inside to discover elegant wood floors, plenty of natural light, and a cozy fireplace, perfect for relaxing evenings. The spacious garage offers ample storage and convenience. Located in a sought-after bayside neighborhood, this property provides access to an optional homeowner's membership with fantastic amenities. Enjoy features like the boat basin and ramp, or unwind by the sparkling pool. Don't miss the breathtaking bayfront sunset views that are sure to captivate. Conveniently located close to Founders Park with all the sports facilities, full marina, and host venue to town festivals. Schools and shopping, restaurants, and breweries are all on-Island as well. Experience the best of Keys living in this beautiful home—where comfort, convenience, and tropical living converge.

Discover unparalleled privacy and tranquility in this one-of-a-kind oceanfront estate, a true sanctuary nestled amidst the untouched beauty of the Florida Keys. Tucked behind a private gate, the estate begins with a scenic drive through acres of pristine, preserved nature, leading to your own private island. This secluded haven, like no other in the Florida Keys, was once a source of inspiration for Budd Post—the visionary engineer behind the legendary Card Sound Road. It offers an extraordinary blend of history, natural beauty, and modern luxury. Surrounded by breathtaking 360-degree views, the property's expansive decks and waterfront tiki hut provide unmatched solitude and serenity. Here, you can reflect on days spent exploring the unspoiled waters of the Florida Keys, far removed from the bustle of everyday life. Crafted to perfection, the estate's concrete construction ensures strength and resilience while maintaining an air of timeless elegance. Inside, cathedral ceilings and a grand limestone fireplace create a warm and sophisticated ambiance. The dining room, framed by panoramic ocean views, offers an intimate setting for unforgettable gatherings. Three en-suite bedrooms promise unmatched comfort and privacy, making the home as functional as it is exquisite. Boasting over 130 feet of concrete dockage, the estate is a boater's dream, offering the perfect gateway to explore the azure waters that surround you. Whether pursuing nautical adventures or savoring the peace of waterfront living, this property delivers an exceptional experience. This private haven is truly like no other in the Florida Keys—a rare gem where luxury, seclusion, and nature converge. Every corner of this secluded retreat invites you to embrace the unparalleled charm of coastal living in an enchanting and one-of-a-kind setting.

This stunning property spans 1.82 acres and is ideally located on the ocean in the heart of Islamorada, Florida Keys. A gated entry welcomes you leading to a Royal Palm-lined circular driveway up to a portico providing a grand entrance. Upon entering the foyer, the wrought iron staircase sets the stage for the impressive interior. With five spacious bedrooms and four well-appointed bathrooms, this residence offers ample space for family and guests. Enjoy stunning ocean views from various vantage points within the home, enhancing the comfort and breathtaking natural beauty. The observation dock provides a perfect spot for relaxation, while the saltwater pool equipped with heater/chiller, ensures year-round enjoyment. Added features are quartz countertops, top-of-the-line appliances and the Residential Estate zoning allows weekly vacation rentals with a high-income stream. This combination of amenities creates an inviting atmosphere that reflects the privacy and charm of the Florida Keys lifestyle.

Garden Cove's ''Southern Diversion'' is a peaceful and private North Key Largo escape, conveniently located right off John Pennekamp State Park and just a stone's 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.

This three-bedroom home in Port Largo offers an opportunity to own in one of Key Largo's most desirable neighborhoods at a competitive price. As a resident of Port Largo, you may join the Homeowners Association and have access to the Port Largo Homeowners Park, featuring a private boat ramp and swimming area. The home is also conveniently located near the Key Largo Community Park, which has a public swimming pool, tennis and basketball courts, fitness trails, and more - perfect for enjoying an active lifestyle. Close to shopping, dining, and world-class fishing and diving, this property is an excellent choice for those looking to invest in a home with great potential in a fantastic location. Don't miss this opportunity to own a property in Port Largo at the lower end of the neighborhood price range.

Discover ultimate Florida Keys living at this stunning three bedroom, two bath single family pool home with double garage located in the desirable Sombrero Beach area. Set on a spacious 12,470 square foot waterfront lot, this property boasts 105 feet of clean, concrete seawall and deep water dockage, making it a boater's paradise with 15,000 lb boat lift and 4,000 lb davit. Whether you're an avid fisherman or love to spend your days on the water, gain access to Ocean and Gulf in minutes. This concrete constructed haven built in 2001 by Jeff Ryder sits above flood with impact windows/doors and a barrel tile roof ensuring peace of mind and lower insurance costs. Find quality construction throughout with 10 foot ceilings, 9 foot solid wood doors, tile flooring, crown molding, plantation shutters and a brick pavered driveway. Step inside the enormous great room that flows from living to kitchen and to both formal and informal dining areas. Chef's kitchen is complete with a plethora of cabinetry, granite countertops, expansive center island, pantry storage, and propane stove. Primary suite features floor to ceiling impact sliders with views of the canal and pool, as well as a walk-in closet, marble topped double vanity and access to the screened-in porch. Two more guest bedrooms and a guest bathroom complete the interior with potential for a fourth bedroom. Store rods, reels and 2 vehicles in the double garage that also houses the washer, dryer and propane powered hot water heater. Enjoy the tropical outdoors while floating in the 2020 installed heated pool with marble decking and beautifully landscaped yard. The 360 square foot screened waterfront lanai is ideal for indoor-outdoor entertaining. Lush, tropical landscaping completes the property with many palms, orchids, and even a mature stag horn fern. Room to park toys and trailers on the side yard too. This is the one for waterfront living, don't miss your chance to own this exceptional slice of paradise in Marathon

Brand new and ready for you! Be the first to occupy this new construction oceanfront home at this hidden gem location on an oversized end lot in the prestigious Key Largo Ocean Resorts. This five bedroom, five full bathroom, one half bathroom plus a den beauty offers large living with 1,800 square feet of living on each of the two main floors and another 900 square feet on the fourth floor with unsurpassable open water views from a spacious terrace. Observation pier permit pending Army Corp approval. A community clubhouse, pool, tennis courts, and playground are offered as part of the association. Living on a boat is the only way to live closer to the water!

Welcome to 20 Caloosa Court, a thoughtfully updated home tucked away at the end of a peaceful cul-de-sac. With serene lake and golf-course views, this property perfectly blends modern upgrades with laid-back coastal living. Designed by architect Robert Barnes, this home has been extensively improved for comfort and efficiency. Recent updates include all-new ductwork, upgraded A/C systems, new plumbing fixtures, impact-rated windows and doors, a new metal roof, and a resurfaced pool with updated equipment. Fresh porcelain flooring and smart home technology add to its appeal, while a 500-gallon propane tank provides practical energy efficiency. The kitchen is both stylish and functional, featuring new appliances, a propane cooktop, dual wall ovens, and a wine refrigerator. A center island, cozy window seat, and a handy pullout stand mixer cabinet with electric connection make it a dream space for both everyday cooking and entertaining. The primary suite is a comfortable retreat with large windows offering peaceful views of the pool and lake. It includes two spacious closets and an ensuite bathroom with double sinks, marble countertops, and a rain head shower. Two additional guest suites provide flexibility—one with tranquil lake views and another with plantation-shuttered windows overlooking lush landscaping. Each has its own updated ensuite bathroom. Outdoor living is a highlight of this home. The spacious screened patio spans 1,800 square feet and includes a covered dining area and nonslip pool deck. Enjoy unwinding with views of the lake and the 16th fairway or host casual gatherings in this inviting outdoor space. The oversized garage is practical and versatile, offering 2,500 square feet under air with epoxy-painted floors, its own A/C system, and a dehumidifier. Whether for vehicles, storage, or a workspace, this area is as functional as it is spacious. With its coastal charm, modern updates, and a quiet cul-de-sac, 20 Caloosa Court is waiting for you.

Welcome to 1409 4th Street - an exceptional four-bedroom, three-bathroom compound that is a legal duplex. The main home spans 2004 square feet with 2 bedrooms and 2 bathrooms, offering expansive living areas and a spacious kitchen with the potential to add a third bedroom. Adjacent is a separate 2-bedroom, 1-bathroom home that would make for an ideal guest house or income-producing rental. The homes sit on a large 10,000 sq. foot corner lot in the desirable and very convenient midtown area. Outdoor entertaining opportunities are limitless in the large, low-maintenance yard that features a pool area just steps from the kitchen. Tucked away there is a tranquil garden with an avocado tree that provides a perfect hidden retreat. Don't miss out on owning one of Key West's most versatile properties!

Experience this exquisitely renovated waterfront residence. This home epitomizes functional elegance highlighted by contemporary coastal design. The terrace overlooking the canal offers peek-a-boo Gulf views and serves as an excellent outdoor living space. Inside, you'll find impeccable updates, including quartz countertops, LVP flooring, recessed lighting, and Calacatta marble tiled showers. Ascend the interior staircase to the main living area upstairs where you will find your kitchen, living room, three bedrooms, one bonus office or guest room, and two full bathrooms. Step outside to the generous covered porch, where you can unwind and soak in captivating vistas of the canal and the picturesque bay beyond. The property offers 60 feet of protected concrete dockage, complete with a 20,000 lb. boat lift for swift boating access to the Atlantic or Gulf. Additionally, a versatile bonus flex space downstairs offers boundless opportunities to customize according to your lifestyle. This refined coastal retreat epitomizes luxury and convenience, inviting you to make it your own.

Welcome to'' Heron Landing'' a sweeping property encompassing 180-degree open water views. The property features 17,685 sq ft with 465 ft of waterfrontage. Drive through the custom aluminum electric gate onto an expansive paver driveway with room for a large motorcoach and 50 amp service. There is covered parking for 3 vehicles and a large area for covered entertaining. The property is designed to take in the beautiful ocean breezes and open water views which are also enjoyed under the tiki built along the water's edge. A special area is incorporated into the waterside for launching paddle boards and kayaks. There is a 46' superior built concrete dock for a large boat with amazing underwater lights. Step inside via an elevator or staircase into a custom concrete 2,120 sq ft home which feels expansive due to the linear design and vaulted wood ceilings. Outside living is also incorporated into the living area with a large spacious terrace and rooftop deck. The inviting open-concept living is ideal for entertaining family and friends. Beautiful hand-carved doors imported from India adorn the elevator and entry doors. There are two bedrooms and 2 baths on the main floor and the primary bedroom en-suite is located on the third floor. All levels are accessible by the interior elevator. This three-bedroom, four-bath home was designed by an owner/engineer and has been beautifully maintained.

This stunning, oceanfront, desirable end unit townhome in the exclusive Bonefish Yacht Club community offers a perfect combination of luxury and resort-style living. The 34-unit complex of single family, attached townhomes is nestled on 4+ acres of meticulously maintained tropical landscaping exuding the charm of a private, oceanside retreat. This property conveys with a 40' legal, liveaboard boat slip with deep water, direct ocean access. 1,751 sq. ft. under air featuring a Gourmet chef's kitchen with stainless appliances, separate dining area and open concept living area with beautiful views of the marina and waterside balcony for dining al fresco. The master bedroom has a luxurious en suite bath, walk in closet and private waterside balcony. The guest suite also has its own private balcony, 2nd full bath and lots of closets. Ground-level garage/storage area for a car, water gear, and fishing equipment, fabulous area for an avid Angler's rods and reels. Resort-style ammenities include a large heated/chilled, fully decked swimming pool with poolside lounge chairs. The Tiki gathering area is complete with couches, tables, bathrooms and a wet bar. Tennis/pickleball court and a community beach area add to the list. A perfect blend of privacy and social spaces, ideal for a luxurious Keys lifestyle. This townhome is perfect for those seeking a low-maintenance, luxury waterfront property. Enjoy world-class amenities, breathtaking water views, and a vibrant yet serene community designed for relaxing and entertaining. This is your opportunity to live in paradise, with easy access to boating, fishing for the best of Florida Keys living.

Charming fishing bungalow located on oceanside Cudjoe Key just waiting to be yours. Originally constructed in 1979, this waterfront haven features two bedrooms, two bathrooms and just under 1,100 square feet inside. Enjoy room for all to entertain in the open concept living area that seamlessly leads into the kitchen and dining. Waterside screened porch allows for views of the canal from above, or stroll to the open porch from the primary bedroom for an evening cocktail. With easy Ocean access through Cudjoe's canal system, venture by boat to fish and dive the turquoise waters in the Florida Keys. Situated on a spacious 6,000 square foot lot, there is ample space for outdoor living, including the potential for lush landscape, a private pool, or expansive tiki. Be enamored by all of the gorgeous fruit trees onsite, including mango, lemon, lime, guava, coconut and even grapefruit! Downstairs, find an outdoor shower to rinse off the salt water, permitted enclosed storage space ideal for all angler's equipment, carport parking for one car, open parking for multiple vehicles and a covered space ideal for lounging after a day on the water. Conveniently located down the street from the famous ''Square Grouper'' and other local eateries.

Step into paradise with this remodeled, turn-key 3-story home, ideally situated just four houses from the stunning Florida Bay in the Paradise Point neighborhood. This pristine four bedroom, three bathroom canal-front home boasts a perfect blend of modern luxury and comfort, making it your dream waterfront retreat in the heart of Key Largo. The second floor main living level offers a beautifully designed kitchen, dining area, and living room, perfect for gatherings and everyday living. You'll also find a laundry room, a full bathroom, and a spacious bedroom. The bright and airy white kitchen features sleek quartz countertops and stainless steel appliances, seamlessly blending style and functionality. Gleaming white porcelain tiles flow throughout the home, complemented by impact-resistant windows and doors. Ascend to the third floor, where you'll discover the luxurious primary suite offering peek-a-boo water views of the sparkling bay. This level includes two additional bedrooms and another full bathroom, providing ample space for family and guests. The outdoor ground floor is a true resort-like oasis, with a beautiful granite and stainless steel summer kitchen, bar area, dining space, cozy sitting area with a TV, and ample lounging space. Enjoy endless summer days by the heated pool, surrounded by tranquil water views. Park one or two boats on your 75 feet of deep water concrete dock and seawall with davits. Keep your vehicle and gear secure in the spacious garage, providing convenience and peace of mind. Relish the coastal breeze on the expansive and new 3rd-floor outdoor porches, perfect for relaxing and enjoying the serene surroundings and sunset views. Experience the epitome of waterfront living in this exceptional Key Largo waterfront home. New AC and ''cool deck'' added since 2020. Quick ocean access via Adams Cut nearby and with this prime location, luxurious features, and impeccable condition, it's a rare find in north Key Largo!

Welcome to 21 South Bridge Lane, a Mediterranean-inspired estate that exudes sophistication, luxury, and impeccable craftsmanship. This residence redefines refined living. From the moment you enter the grand foyer with its soaring double-height ceilings, sweeping wrought-iron staircase, and custom architectural details, it is clear this is a home like no other. The interiors are bathed in natural light, highlighting coffered ceilings, pristine flooring, and elegant yet comfortable living spaces. The chef's kitchen is a culinary masterpiece featuring a waterfall-edge marble island, premium appliances, and sleek custom cabinetry. Adjacent to the kitchen, a butler's pantry add practicality and ensures seamless entertaining. The expansive living and dining areas flow into the outdoor spaces, blurring the lines between indoor and outdoor living for a truly exceptional lifestyle. The serene primary suite is a private sanctuary, complete with vaulted ceilings, French doors that lead to a tranquil balcony, and views of lush greenery and Dispatch Creek. The spa-inspired ensuite bath offers a freestanding soaking tub, a walk-in shower, and dual vanities, creating the perfect retreat. Each guest suite has been thoughtfully designed with spacious layouts, luxurious ensuites, and premium finishes, ensuring privacy and comfort for family and friends. Outside, the meticulously landscaped grounds provide a resort-like atmosphere. A sparkling pool, a covered terrace, and an outdoor kitchen set the stage for relaxation or al fresco entertaining. The private dock offers direct access to Key Largo's world-famous boating and fishing waters, creating the ultimate haven for water enthusiasts. Additional features include a dedicated home office, media room with custom bar, smart home technology for modern convenience, and a spacious three-car garage with ample storage. Located near world-class dining, shopping, and outdoor activities, 21 S Bridge - where luxury meets tranquility.

Discover the perfect vacation rental with impressive rental projections! This beautifully maintained two-bedroom, two-bathroom home offers a serene open ocean view in a tranquil, park-like setting. Situated at the end of a quiet street, this property features bonus storage and a freshly painted deck to enjoy breathtaking sunrises with your morning coffee. Highlights include a new roof installed in 2018, a 3-ton 16 SEER AC unit, fresh paint throughout, upgraded kitchen and bathroom fixtures, and space for parking your boat or RV. Take advantage of this incredible opportunity to own a piece of paradise!

A lovely, bright and open great room welcomes you to this updated 3 bedroom, 2-1/2 bath plus den home. A two-car garage plus a cart room to accommodate 3 golf carts provides ample storage. The home boasts a circular driveway out front and an open staircase and elevator at the foyer entrance. New roof and A/C in 2017. Bathrooms are updated, tiled floors throughout with carpet in bedrooms, an elevator, impact windows on front and sides of home with metal panels securing the rear sliders, an open wood deck and privacy landscaping. There is plenty of space in several different areas on the lot to add a pool! Don't miss this ready to move in offering.

Bask in the original elements of the Florida Keys way of life at Kids Cay. Now being offered for the very first time, this one of a kind legacy property boasts three charming homes; a timeless four bedroom main house, an expansive four bedroom guest house and a lovely two bedroom caretaker's cottage. Fall in love at first sight as you step into this natural beauty with over a quarter mile of pristine white sand beach that kisses the edge of the Atlantic Ocean. This tropical and tranquil estate has nearly 8.5 acres of upland plus 7.98 acres of ocean bottom plus ample and protected concrete dockage (104 feet and 34 feet) and oceanfront observation pier. Extra wide and spacious porches adorn every corner of the classic homes and are a seamless blend of indoor and outdoor living maximizing the infinite open water views and constant ocean breezes. Enjoy complete privacy lounging by the resort-style pool or stroll barefoot along your private beach, and nature preserve; a sanctuary for plethoras of beautiful native birds. This estate is the epitome of true island living and serenity and beautifully lends itself to photo shoots, movies, weddings and luxury weekly rentals.

This enchanting bayfront property boasts year-round direct sunset views over crystal clear waters. The deep dredged boat basin provides protected dockage with direct open-water access for aquatic adventures. Set on two-thirds of an acre, this gated retreat is lushly landscaped with impressive native Mahogany trees amongst various towering palms and fruit trees, creating a serene and private sanctuary. This two-story home offers four bedrooms and three full baths, with an interior staircase that includes separate quarters with an extra kitchenette...an ideal layout for family living or hosting guests. Design features boast luxurious marble floors, quartz kitchen countertops, and wide pocketing sliding glass doors for open bay and sunset viewing. Step outside to take a dip in the saltwater pool, complete with a spa, heater, and chiller. Enjoy golden hour evenings lit with tiki torches and landscape lighting throughout the property while the sun goes down and the sky glows with glorious sunset colors. Additional features include a whole house generator, a security system, a spacious garage, and dolphin swim-bys. The neighborhood offers a homeowner's park with a boat ramp, beach, and picnic area. Located on a quiet street in a most desirable Plantation Key neighborhood, this home perfectly combines tranquility with the vibrant lifestyle of the Florida Keys.