$2,000,000 - $3,000,000 Florida Keys Homes For Sale - Real Estate

Welcome to paradise at 22562 Jolly Roger Dr in beautiful Cudjoe Key! This custom built, 4-bedroom, 2-bath home features open water views, a designer kitchen with high-end finishes and Viking appliances. In addition, on the first floor there are two guest bedrooms, an office and bathroom. The second floor is where you will find the third bedroom as well the primary bedroom complete with private balcony, ensuite bathroom and walk in closet. Outside the property boasts double decker porches, covered hot tub, full swim spa, and new dock. In addition to the garage there is ample room for vehicles, boats and extra storage. The property is equipped with RV electrical and sewer hookups for added convenience. The property features impact windows and doors and is a stones throw from American Shoal, Lighthouse, Looe Key Reef, and Square Grouper restaurant.

This three level, 4 bed/ 4 bath home has a private third-floor master suite with a large den and balcony. The great room, bathed in natural light, offers stunning bay views, and the expansive rooftop deck is perfect for enjoying splendid sunset vistas.The ground level is an entertainers dream, featuring a large media room, inside laundry, kitchenette/wet bar, full bathroom, and a fourth bedroom or den that opens directly onto the pool deck. Outside, enjoy the pool with a paver deck and covered patio, or relax on the concrete dock with direct bay access and convenient ocean access via Tavernier Creek.Custom features such as elevator, tongue and groove ceilings throughout the great room, built-in closets, and tall doors opening to porches on all levels add to the homes charm and style. This is a fantastic opportunity to customize a spacious waterfront home to your tastes.

Custom-built masterpiece in one of Islamoradas most sought-after waterfront neighborhoods. With direct bay access and proximity to Tavernier Creek, this home is for the boaters.The upper level features soaring vaulted tongue-and-groove ceilings, setting the stage for an airy, inviting atmosphere. The chefs kitchen is an entertainers best friend, seamlessly connecting to the spacious living areas. This level features two bedrooms, two bathrooms, and a versatile office/third bedroom, along with a dedicated movie room for cozy nights in. Step outside to the expansive porch, where Islamorada sunsets become part of your daily routine. The lower level offers a private 1-bedroom, 1-bathroom guest suite--ideal for hosting family and friends. The through-and-through garage provides ample storage for vehicles and gear, perfectly complementing your waterfront lifestyle. The beautifully landscaped backyard is a tropical retreat, complete with a 50 concrete dock, a 15,000-lb boatlift, and a tiki hut. Low-maintenance artificial turf ties the outdoor space together, ensuring year-round perfection. This thoughtfully designed and meticulously built home leaves no detail overlooked. Whether youre seeking a serene retreat or an entertainers haven, this property will exceed your expectations. Dont miss the opportunity to own this exceptional piece of paradise.

Welcome Home this is the MasterPiece On Mutiny. New Swimming Pool, Perfectly positioned near the tip of Buccaneer Point, this secluded estate, on its large lot with over 160 ft of waterfront, offers privacy and extended open water views. Designed and developed to his specifications, by a local builder for his family, no expense was spared. The 3,450 sq. ft. , with 5 bedrooms and 4 baths POOL home boasts expansive open and covered terraces to take full advantage of the scenic surroundings. The 11.3 KW photovoltaic array provides approximately 90% of the homes energy usage. This property brandishes so many details, that they are best appreciated in person. Truly a one of a kind Florida Keys retreat.

Never ending open water Bay views will be yours from this solid concrete waterfront home, offering 3 bedrooms and 3 bathrooms, with a 60 foot composite decked pier dock, that includes a 24,000 pound boat lift and a 7,000 pound boat lift. Impeccable style with an emphasis on the detail, is sure to impress, in this fully updated residence that includes an expansive tropically inspired outdoors entertainment area and a large downstairs storage room/workshop. Upstairs you will be enchanted by the open water vistas from each level that also includes large wide open screened porches. The open concept living area is the perfect spot to host family and friends alike. The large chefs kitchen boasts a generous granite island, clad in a luxurious rare granite, reminiscent of the shimmering blue green waters of the islands. A custom beverage bar in the great room was designed to match, and offers a built in wine/beverage cooler. There is a full bath accessed from the entertainment level, and two bedrooms with another additional full bathroom. Upstairs, you will find the owners sanctuary in the master suite that includes an owners office area, an oversized screened patio overlooking the Bay, 2 enormous his and hers walk in closets and a spa like bathroom with a glass enclosed shower, a soaking tub, and dual vanities. Other notable features include impact windows and doors, a metal roof, an outdoor kitchen, reef inspired commissioned art mural on the front of the house, plantation shutters on the main floor, motorized custom shades in the master suite, a professional ice machine, & custom-cut Keys-stone planters . A list of items and improvements is found in the documents tab. This location offers supreme water access to both the ocean and the Bay via the world famous Adams Cut Waterway, a stones throw away from your private dock. Conveniently located to the mainland, this Key Largo location offers a fast commute to Miami, only 1 hour to Miami International and yet a t

This Beautiful Oceanfront Home in Cudjoe Key has undergone a full renovation and awaits its new owner! All new impact doors and windows, new AC, new flooring throughout and a stunning custom kitchen with granite countertops and stainless steel appliances are a few of the many updates in this amazing renovation .Offering Four generous size bedrooms with Three full bathrooms, it can easily accommodate a large family.The open floor plan of the living and dining room with massive cathedral ceilings , showcase this homes coastal character. Three sliders face the unmatched ocean view , and open to let the ocean breeze flow through the house. Step out on the 500sf covered porch to enjoy the indoor outdoor living and entertaining with breathtaking panoramic Oceanfront views.This spacious Oceanfront four bedroom home is being sold with the adjacent parcel, for a total 13,979 sf lot.and with the Best views in Cudjoe Bay, and plenty of room to add a pool, pool house, and garage, the options are truly endless. Do not miss this great opportunity, this is a one of a kind home. Call now to schedule your private tour.

GREAT LOCATION!!! STUNNING 4 BED 3 BATH WELL-MAINTAINED PORT ANTIGUA POOL HOME WITH 3 BEDROOMS 2 BATHS UPSTAIRS AND AN ADDITIONAL LIVING AREA, KITCHENETTE, 1 BEDROOM, AND 1 BATH DOWNSTAIRS IN THE HIGHLY SOUGHT AFTER PORT ANTIGUA NEIGHBORHOOD* SPACIOUS OPEN LAYOUT WITH TONS OF NATURAL LIGHT* ENJOY POOL AND CANAL WATERVIEWS FROM MOST OF THE HOME* LUSHLY LANDSCAPED LOT ADDS PRIVACY - PERFECT FOR ENTERTAINING & FAMILY GATHERINGS OR JUST RELAXING IN YOUR OWN TROPICAL OASIS WITH OUTDOOR SHOWER* ENJOY THE BREEZE FROM THE LARGE COVERED BALCONY UPSTAIRS OVERLOOKING CLEAR BLUE WATER OF THE POOL AND CANAL OR DOWNSTAIRS COVERED ENTERTAINMENT AREA* PAVER DRIVEWAY EXTENDS FROM STREET TO DOCK* T-DOCK HAS WATER AND FISH FILET STATION. PORT ANTIGUA OFFERS ACCESS TO PRIVATE BAYFRONT HOMEOWNERS PARK WITH FABULOUS SUNSET VIEWS FROM A GLORIOUS WHITE SAND PORT ANTIGUA BEACH, TIKI HUTS FOR ENTERTAINING, AND A PRIVATE BOAT RAMP* THIS TURN-KEY HOME IS PERFECT AS A PRIMARY RESIDENCE OR THE BEST VACATION SPOT* BRING YOUR OFFERS AND OWN A PIECE OF PARADISE IN THE FLORIDA KEYS

Discover Conch Cottage, a breathtaking waterfront property featuring a 75-foot dock with quick access to the bay and ocean. Short ride to South Miami. Open concept design filled with natural light, high ceilings, interior elevator, luxury world class finishes, top of the line flooring and is Turn-key. The expansive three levels are filled with natural light, and waterfront views. Oversized gourmet kitchen, solid maple cabinetry, quartzite countertops. Large waterfront Tiki Hut for entertaining. New premium impact windows, doors and recent roof. At the heart of Conch Cottage lies a chefs dream-- a modern gourmet kitchen adorned with a stunning quartzite island and water views. Enjoy the grand master suites extra-large balconies with south facing partial views of the bay. The enormous glass encased master wet bath has Italian tile marble look from floor to ceiling. Featuring gleaming Grohe fixtures including standing filler and opulent dual showers. Relax in your luxurious soaking tub.Explore the four oversized sized bedrooms and three elegantly designed and updated European bathrooms via elegant wood and glass staircase.Your estate sized backyard is easily accessed by the interior elevator or two wide outside stairs. Room for a large pool and spa.A 12,000 lb. boat lift makes getting on the water quick and easy. Entertain friends and family or enjoy beautiful evenings at your large tiki bar, or on the one of many extra wide balconies overlooking the shimmering waters.High end luxury finishes include Grohe, Villeroy and Boch, TOTO any many more.Dont miss your chance to experience the best of waterfront living.

Spacious two level single family 5 bedroom home in great residential neighborhood within walking distance to beautiful Sombrero Beach. Approximate 100 of water frontage on an approximate 100 wide canal with shore power for boats. Screened in pool, high ceilings, marble baths, roof top deck perfect for sunsets, sunbathing, star gazing and watching the July 4th fireworks! Two tiki seating areas, fish cleaning station, commercial ice machine, bait freezer. Close to shopping, school, hospital. Currently an active vacation rental.

Discover one of the rare properties offering over 300 feet of stunning beach frontage in the beautiful Lower Keys. This CBS home boasts expansive balconies on every level and a rooftop deck, perfect for enjoying breathtaking, unobstructed water views. If youre seeking privacy and serene ocean vistas, this is the ideal retreat. Conveniently located near walking and biking trails, marinas, and top-notch restaurants, this home offers the perfect blend of tranquility and convenience. Whether youre looking for a primary residence or a vacation getaway, bring your imagination and finish this home to create your dream oasis!

Welcome to your dream home in the heart of the Florida Keys! Located in the sought-after Sombrero Beach community of Marathon, this exceptional property offers 3 bedrooms, 3 baths, and nearly 3,000 square feet of living space. Elevated, concrete construction, impact windows, and doors, and topped with a durable metal roof, this home provides both beauty and peace of mind. The outdoor space is an entertainers paradise, featuring a brand-new saltwater pool with an integrated hot tub. Both the pool and spa include smart technology and LED lighting, and they can be heated or chilled for year-round comfort. The outdoor space has built in seating for large gatherings.Inside, the home offers a bright, open floor plan. Upstairs, youll find two spacious bedrooms, including a luxurious master suite with a newly remodeled ensuite bath. A second remodeled bathroom is conveniently located off the hallway, adjacent to the large guest bedroom. The family and dining areas flow seamlessly into a well-appointed kitchen, which features an adjacent pantry and laundry room. On the lower level, the fully enclosed, above-flood living space includes an additional bedroom, a full bath, and a kitchenette, perfect for hosting guests or extended family. The downstairs has plenty of room to expand and add another bedroom. The property also includes an oversized two-car garage with an attached workshop, providing ample storage and workspace. Set on a wide canal, the home offers 115 feet of water frontage and a 75-foot dock with davits, allowing for large vessel access. Boating enthusiasts will appreciate the direct route to the Atlantic Ocean, reachable in just 8 minutes at idle speed, with no fixed bridges to navigate. Located across the street from a golf course fairway, this home offers a tranquil setting with no front-facing neighbors, while being just minutes from grocery stores, dining, and other conveniences. This property is a rare find, offering luxury, functionality.

INVESTORS! Fabulous Port Largo contemporary and charming 2-story 4 bedroom 4 bath beach villa in the heart of the center of downtown Key Largo. Solid concrete home features include interior foyer entry from ground level and over a little under 1,000 sq. ft. of lower level finished area large enough for a game room, gym, or endless possibilities. As you enter the main living area upstairs youll find a white and stainless steel kitchen and bar area with recessed lighting, skylights, pitched roof and open floor plan facing prestigious waters of Ocean Cay. Ocean views from the master bedroom deck with 3 more bedrooms and walk in closets. Only 3 homes from the opening of the ocean is one of the best features with this charming home with quick access to the best fishing, diving and snorkeling in the upper Keys. Boaters will love the deep water dockage on this 75 foot dock. Add a pool and summer kitchen and youre ready to enjoy! Jacob Aquatic center nearby features a Jr. Olympic pool, childrens water park, playground, tennis, basketball and pickle ball courts, baseball field and state of the art walking-workout trail all within a few minutes.

Tropical Paradise and Boaters Dream!Welcome to this custom-built 3-bedroom, 2-bathroom home in the prestigious Sugarloaf Shores, just 15 minutes from Key West and a short boat ride to the most stunning sandbars in the Florida Keys. Nestled on an expansive 15,000+ sq. ft. corner lot, this all-concrete home offers over 1,700 sq. ft. of beautifully designed living space. The property is fully fenced and surrounded by lush tropical landscaping, providing a private retreat with waterfront views. Step inside to an open-concept floor plan that seamlessly blends elegance and functionality, perfect for entertaining. The kitchen is a chefs dream, featuring custom cabinetry, granite countertops, and stainless-steel appliances. The spacious master suite includes private access to the large balcony overlooking the canal, a luxurious ensuite with a stunning walk-in shower, and dual walk-in closets. On the ground level, youll find a 3-car garage, a separate storage room, and a paved driveway. The outdoor space is an entertainers delight with a sparkling pool, a whole-home generator for peace of mind, and direct access to a wide canal, ideal for boating enthusiasts. With its impeccable design, premium features, and unbeatable location, this Florida Keys gem is truly a must-see. Dont miss your chance to own this slice of paradise!

This is not just a waterfront home, its an investment opportunity! Boasting over $163,000 in rental history WITH partial owner use, you can capitalize on its potential and share the tropical luxury of this paradise property! This stunning 5-bedroom home offers the perfect blend of luxury, comfort, and fortified functionality. Prominently placed on a spacious 7385 sq ft lot, with 2450 sq ft of meticulously designed indoor-outdoor living space. Inside youre greeted by beautiful hardwood floors throughout the main living area. Impact-rated doors and windows provide not only durability but also peace of mind, ensuring your entire home is well-protected against the elements and artfully silencing the outside world. Telescoping sliding glass doors open completely for elegant indoor/outdoor living. The exterior boasts Hardie Board siding, a testament to the homes quality construction and reinforcement. Two grand balconies spanning the full width of the home offer breathtaking open water views of the Lower Sugarloaf Sound, providing the perfect setting for enjoying unforgettable sunsets. With a private beach, this home offers direct access to kayaking right from your own backyard. The private dock, which has easily hosted a 32 ft boat, opens up endless opportunities for water activities like deep Atlantic fishing and the Gulfside Backcountry at your fingertips. Relax by the in-ground pool, entertain guests at the tiki bar, or simply unwind on the all-weather Trex composite decking on one of two sunset-facing balconies! For ultimate convenience, this home comes with a 4-person elevator ensuring everyone can enjoy all floors without a single step to climb, covered parking, a storage room, and an oversized garage. The gated yard creates privacy and security around a tranquil, mature oasis. Dont miss the chance to own this waterfront haven with its coveted features, unparalleled views, and a lifestyle most can only dream of. Schedule a showing today!

Nestled in the heart of the Old Town district, just two blocks from the Historic Seaport, this endearing building has a stylish 1BR/1BA apartment on the upper level and a charming commercial space at street level. With tile floors, sky lights, stainless-steel appliances & washer/dryer, as a pied-a-terre or full time residence this space is perfect! Outside enjoy a spacious second-floor deck overlooking a tree-lined rear patio, offering a perfect retreat for relaxation. Fully fenced, the rare parcel offers a deep lot and generous backyard to be used in conjunction with a commercial or residential use. The storefront commercial unit has rare, covered street frontage & includes a half bath. HNC-2 Historical Neighborhood Commercial District Zoning allows for many uses, including single-family, business & professional offices, commercial retail low intensity, restaurants with limited seating etc. The property is beer/wine license eligible and for many years was the neighborhood landmark Binas grocery store. The property has undergone many upgrades in recent years. Live/Work properties are rare in Old-Town and this one has a wonderful mix of attributes. It would certainly be the ultimate Key West solution for a creative professional offering a studio, gallery & home all under one roof in the X flood zone.

BIG TIME INVESTMENT OPPORTUNITY in the heart of the Historic District of Key West. Originally built as a former church, this 4 unit active rental property offers 3,383 square feet of living space, featuring 8 bedrooms and 4 bathrooms, and currently generates $10,908.50 in monthly rental income. (See below for a breakdown of beds and baths per unit) With versatile possibilities, it has the potential for improvement and the possibility of condominium conversion. Each unit is large and spacious by Key West standards and includes high ceilings. The building is of concrete block construction and is currently undergoing exterior repairs to address some concrete spalling. Off street parking for three cars, a rarity for Old Town, Key West. This property is located in one of the most desirable neighborhoods and is just a short walk to World famous Duval street, the islands best restaurants, shopping and more! Unit breakdown: (A) 3BD/1BA leased for $3,039.50 per month (B) STUDIO/1BA leased for $2,369 per month (C) 2BD/1BA leased for $2,700 per month (D) 2BD/1BA leased for $2,800 per month

Welcome to this character-filled, 3 bedroom, 2.5 bathroom home, built in 1918, which is situated in a much sought-after neighborhood found within the X-zone. As you enter the home, the charming foyer features rich wood floors, crisp white walls, and a convenient half bath. A staircase leads to a bright and spacious bedroom/sitting area, ideal for hosting guests. While the main floor corridor guides you to what the rest of the Old Town home has to showcase. A guest bedroom offers a versatile space, easily accommodating twin beds or a king, his-and-hers closets, and a private en suite bathroom with a relaxing tub. The living room is bathed in abundant natural light, thanks to french doors that offer a view of the inviting backyard. The kitchen features granite countertops, stainless steel appliances, and a designated island with ample workspace and bar stool seating. A master bedroom is strategically located on the far end of the house. One of its standout features being French doors layered with ouver exterior shutters that open directly to the pool. This room also boasts his and hers closets and an ensuite bathroom, including a sleek marble and glass block shower. The backyard is the ultimate entertainment space, with a spacious covered lanai for relaxation. The washer and dryer are housed in a designated outdoor shed. The backyard also offers direct access to and from two bricked off-street parking spaces.

Freshly renovated throughout and nestled on one of Old Towns most coveted streets, youll discover this captivating home steeped in rich history. The kitchen has new granite counters, new stainless-steel appliances & has been opened up to completely transform the space creating a modern feel and functional room. The Richard Roberts home, originally transported from Green Turtle Cay, Bahamas in 1847, stands as a cherished Key West icon. With 4 or 5 bedrooms, 3 baths, plus an office space (or 5th bedroom), its versatile floor plan offers endless possibilities. Enjoy the outdoors with four inviting porches (two on each side), warm wood pine walls, and heart pine floors throughout, this residence has earned 2 stars through the years from the Historical Florida Keys foundation. A wonderful great room or downstairs primary suite effortlessly spills onto a side yard deck & jacuzzi. Access to the second floor is via an outdoor staircase and the third floor hosts a generous bedroom and bath suite or could also serve as two bedrooms. This historically significant home is a true Key West landmark. Just 3 blocks from Duval St. & the waterfront, its quiet neighborhood is walkable to all the shops, galleries & fine restaurants. *Buyers broker protected*

ELEVATE YOUR QUALITY OF LIFE. Positioned within the highly sought-after Casa Marina district with unique design 1104 South St will appeal to those who demand the best in quality design, finishes, and lifestyle. The indoor-outdoor spaces are seamlessly connected by stack-away sliding-glass doors, promoting a flawless integration of outdoor/indoor living with architectural detailing that adds a romantic touch. The property is surrounded by landscaped gardens and a tranquil pool with a water feature that provides the soothing sound of the water throughout the home. The new kitchen has ample counter space, is equipped with stainless appliances, and adjoins the dining room for easy communication between hosts and guests. The lower level contains office space, a full bedroom, and 1.5 baths. On the second floor, youll find an airy, light-filled master suite with a walk-in closet, ensuite bathroom with an oversized soaking tub and two adjoining balconies. A second guest suite is accessible from the circular exterior staircase, complete with a private balcony and bathroom. Garage and off-street parking, private entry, and courtyard designed for comfort and practicality while maintaining aesthetic excellence. This property presents an outstanding lifestyle or vacation rental investment opportunity. Schedule your private tour now.

This captivating property boasts the charm of a Classic Victorian Conch house, nestled in the sought-after Meadows neighborhood. With its two-story structure, this home offers a blend of timeless elegance and modern comfort. Featuring a heated pool, off-street parking, and residing in an X Flood Zone, it promises both convenience and peace of mind. Upon arrival, youre greeted by the grandeur of two spacious porches, hinting at the extraordinary interior within. Recently renovated, the home showcases a thoughtfully designed layout where the expansive kitchen, living, and dining areas seamlessly extend to the covered porch and pool area. Upgrades abound, including luxurious Quartzite countertops, sleek stainless steel appliances, and stylish plantation shutters. The property has undergone significant enhancements, including a complete remodel of the second floor, which encompassed new flooring, bathrooms, closets, and fresh paint throughout. Exterior improvements were also undertaken with a fresh coat of paint adorning the home, pool deck, and porches, accompanied by the addition of striking new exterior light fixtures. Furthermore, decking and siding were meticulously replaced as needed, ensuring both aesthetics and structural integrity. Additionally, both A/C units have been replaced within the past 12-18 months. With its blend of classic allure and contemporary comforts, this meticulously cared-for home stands as a testament to refined living.