Florida Keys LUXURY Homes for Sale, Single Family Houses, Florida Keys Real Estate

This 4b/4.5ba luxurious home boasts Gulf of Mexico & deep canal waterfront living in Key West. It includes hurricane shutters, impact windows, metal roof with solar panels, and automated blinds. Ample parking with 2 large garages & driveway for 3 cars. 1st floor has a Chefs kitchen, a dining room perfect for hosting parties, a luxurious master suite with walk-in custom closets and the en-suite bath is a sanctuary of relaxation, with adjustable color lighting, his/hers vanity sinks on opposite walls, & full-size stacked washer/dryer with lots of storage. A half bath is also available for guests. Kitchen appliances include; induction cooktop with downdraft, D/W, Bev. cooler, convection wall oven & M/W, warming drawer & a fridge with TV. Abundant storage and appliance garages. Wood ceilings in the living room add to the charm, while the dining area has seating for 8 with a coffee/wine nook. On the 2nd floor, youll find 3 more bedrooms and a washer/dryer. One bedrm is a 2nd master with en-suite bath and large balcony overlooking the Gulf. Another bedrm is repurposed into a lounge, though it can easily be reverted back. This area shares access to a Jack n Jill bathroom equipped with his/hers sinks, connecting to the 4th bedroom featuring side-by-side closets and private porch overlooking the canal. Downstairs is an outdoor area, complete with a workshop and a full bath. Elevator runs from ground to 2nd floor. The kitchen has a sink, fridge, and gas grill. Also, an electric smoker and wood-burning pizza oven complete the outdoor cooking facilities. There are multiple gas grills. An outdoor TV swivels for viewing from the couch for 8, dining table for 6, the hot tub or a round table for 4. There is a splash pool w/ sail shade, a hot tub, shuffleboard, ping pong and outdoor wireless speakers. A private dock sits on the canal including 2 boat lifts with direct access to the Gulf and Atlantic. A fish cleaning station is on the dock, with water and electric.

Built in 1943, and Originally owned within the Singleton Estate, 1319 Olivia St. is more than just a home, its a legacy, embodying beauty, elegance and history at every turn.Ideally located within the heart of the meadows, this Historic Grand Dame is one of the most impressive homes in Key West today, known for its stunning architecture and superb craftsmanship.Both kitchen and living rooms flow out to an abundant outdoor area, featuring a large covered Gazebo, saltwater pool, deck and impressive garden allowing a wonderful setting for large scale entertaining or intimate gatherings. Meandering gardens with mature fruit trees and dozens of blooming orchids with wrap around porches and roof-top decks offer many ways to enjoy the home.With 5 bedrooms and three full Bathrooms, three floors and a new master suite with stunning marble bathroom, Olivia has room for a large family with 3300 Sq Ft. interior space and situated on an enviable sizable 7800 sq ft. lot.Dade County Pine floors and walls throughout, wrap-around porches, french doors, marble bathrooms, elevated and built to last, this home is sure to leave a lasting impression with a longing for more.Permanent carport offers covered off street parking with additional street parking available. A must see for any buyer looking for the ultimate Key West home.

This stunning home in Casa Marina is a complete restoration of the original historic structure. Just 5 blocks from Higgs Beach and 6 blocks from Duval Street this property has a large master bedroom and two guest bedrooms on the main floor all with private baths and their own entrances opening to over 900 square feet of wraparound porches. The wide entrance hallway has an additional 1/2 bath and opens up into the great room showcasing living, dining and kitchen space with soaring 20 foot ceiling and skylights. The hallway, kitchen and dining room walls are finished with Shiplap and all the floors throughout the home are a stunning custom stained Heart Pine reminiscent of the historic floors of Key West homes. The kitchen boasts a large island with sink & electrical connections as well as seating for 6; a wet bar, two pantries and a full Viking professional package round out the space. There is also a laundry room with a 1/2 bath that opens onto the back deck right next to the 15X8 pool with water feature. The Shiplap continues up the stairs to the interior balcony overlooking the great room and there are 2 additional bedrooms each with their own private baths and walk-in closets as well as a massive storage area that wraps an entire half of the second floor and is a finished and fully air conditioned space. All exterior doors are Mahogany impact with impact transoms and all windows are impact as well. Also, a 250 gallon propane tank is buried, hooked up to the gas stove & on demand water heater and is generator ready. There is 1 off street parking spot with electric gate. The home has been professionally landscaped and professionally furnished.

An extraordinary opportunity to own a luxurious retreat in the heart of vibrant Old Town Key West. This exquisitely renovated 4BD/3BA estate masterfully blends island-contemporary elegance with timeless sophistication. Nestled on a rare double lot, it features soaring ceilings, a gracious open layout, and a private primary suite spanning the entire second floor. The chefs kitchen is a showpiece with custom cabinetry, quartz waterfall island, premium Thermador appliances, and hurricane-rated nano door opening to a lush tropical sanctuary. Outdoor living is elevated with alfresco kitchen, motorized pergola, resort-style pool with water feature, and a spacious new guest cottage. Designer finishes, hardwood floors, new bathrooms, HVAC, outdoor shower, and off-street parking complete this unparalleled offering.

Stunning Oceanfront Three-Story Masterpiece with Unobstructed View ~ Breathtaking views of the Atlantics turquoise waters from nearly every room. Constructed entirely of concrete, this home blends modern design, timeless elegance, and unbeatable functionality.Step into an expansive interior with 6 bedrooms and 5 baths, flooded with natural light, features tasteful high-end finishes with marble and porcelain floors throughout. Take either the interior stairs or elevator to all levels. On the 2nd floor youll find the main living level with open-concept living and dining spaces framed by floor-to-ceiling glass. The chefs dream kitchen with Cafe Appliances, quartz counter tops, onyx island, and extensive counter space is perfect to entertain your guest. Offering two bedrooms and two baths, besides the spacious laundry room. On the 3rd level youll find the massive owners suite with expansive ocean front views. A dream bathroom with soaking tub to enjoy the sunrise and the private balcony has access to a rooftop deck. An additional three bedrooms and 2 baths. Enjoy the outdoors with a 40 ft dock, 20,000 lb., boat lift, and direct ocean access ideal for reaching sandbars, top-tier fishing, snorkeling, and diving. The ground level includes a paver driveway, covered carport for several vehicles, and expansive entertainment space to take in the ocean breezes. Located in Tavernier, youre just minutes from the bay, shopping, schools, restaurants, and medical facilities. This is the ultimate Florida Keys retreat--spacious, stylish, and move-in ready.

Hidden behind a lush, tropical paradise on a coveted corner lot, 810 Eisenhower Drive is an extraordinary Victorian Estate built prior to 1912, seamlessly blending Old Towns rich history with modern luxury. This meticulously restored home showcases timeless Dade County Pine, original windows, a grand front door, and a striking newel post that echo the craftsmanship of a bygone era. Beyond the home itself, prepare to be captivated by the most breathtaking private garden in Key West, a botanical wonderland with meandering secret walkways, intimate lounging areas, and an array of exotic flora and towering palms, all nurtured by a full irrigation system. Inside, 2,177 square feet of impeccably designed living space awaits, featuring four spacious bedrooms, three full bathrooms, and two half bathrooms. The gourmet kitchen is a chefs paradise, boasting a BlueStar oven, Viking refrigerator, and custom cabinetry, while the expansive 27 x 12.5 loggia with soaring 15 ceilings and composite decking provides the ultimate shaded retreat. The backyard is a private oasis, complete with a Viking BBQ grill, Subzero ice maker, a stunning 30 x 15 saltwater heated pool, and elegant coral stone hardscaping. Thoughtfully designed for both luxury and convenience, this property features a full-house generator, a Lift Master electric carport with built-in storage, and zoned landscape lighting that transforms the grounds into a glowing paradise after sunset. Artful details abound, from copper exterior light fixtures to a Rick Worth-painted primary suite and a climate-controlled, 900-bottle wine room, while an outdoor shower adds the ultimate island-living touch. Sitting on an expansive 8,800-square-foot lot, this home offers an unparalleled level of privacy--a true world of its own in the heart of Key West. More than just a home, this is a once-in-a-lifetime opportunity to own a piece of Key West history, wrapped in the islands most awe-inspiring tropical garden.

This beautiful home and adjacent lot are located on prestigious Coury Drive, a hidden enclave in Key Colony Beach! Nestled at the end of the canal, the home was specifically designed to take advantage of the breathtaking views straight up the long canal. A second or connected home can be built on the neighboring lot, which also has canal views.From the moment you arrive, you will appreciate the casual elegance of the home. Natural stone floors in a soft, neutral tone flow seamlessly throughout the house. High-end and thoughtful finishes are exquisitely appointed. The open floor plan with large glass doors provides an abundance of natural light, serene views, and easy indoor/outdoor living. The beautiful end-of-canal views grab your attention from the main living areas, primary bedroom and guest room, and the spacious wrap-around balconies. Perfect for your peaceful enjoyment or entertaining guests.The private backyard oasis offers another favorite spot for relaxation and fun with a large lap pool, hot tub, lanai and dock for your boat!Enjoy 3600 SF of well-appointed living space in addition to a generous 5000 SF of outdoor living space between the 2 open balconies and lanai. This does not include first-floor fully tiled enclosed area or garages.In 2007, the owner spared no expense building the home. Intentionally selecting the finest materials and workmanship and engineered the home for safety and beauty. For safety, the house comes with a concrete roof and walls, epoxy-coated rebar, impact glass, and an on-demand propane generator. For beauty, details include matched natural stone floors throughout, solid core doors, rounded walls, and more. See attachment for Property Highlights. The home has a good rental income history. Both Parcel IDs 00079872-006200 and ID 00079872-006100 to be sold together. Lot square footage is both parcels combined. Come take a look...you will be happy you did

Welcome to 2010 Sombrero Beach Rd. This contemporary oceanfront luxury home awaits you. Custom construction in 2016 this concrete home offers spacious elegance with unparalleled oceanfront views and a premier location just steps from Sombrero Beach and direct Atlantic Ocean access. The property is fenced with lush tropical landscaping, heated pool and spa, covered parking and 50 of dockage. The interior is finished with exotic Brazilian quartzite, plank tiled flooring, custom cabinets, stone showers, elevator, and stainless steel appliance in a an open concept kitchen that would make any chef proud. Balconies are on each floor with open water views, as well as a rooftop deck that offers truly exceptional views. Enjoy the waterside entertaining area down by the pool when youre not out on the water. Call today for more information and to schedule your private viewing of this incredible Keys oasis.

Sprawling Sombrero Beach newly renovated retreat on an oversized lot with pool, private sandy beach and Open Water Views! Currently utilized as a successful vacation rental this home boasts loads of space and elevated amenities for a family or income-producing investment opportunity! An expansive dock allows for frequent, deep-draft boating adventures with ease, just minutes to excellent fishing and diving. Fillet your fresh catch at the convenient fillet station. Cool off after a day on the water in the in-ground pool, and enjoy a cocktail paired with stunning Sunset Views in the shade of a tiki hut from your private sandy beach! Inside, this home boasts two spacious floors with loads of room to relax and unwind. Downstairs, a generous guest bedroom and bonus room used as fourth bedroom are located just off of a sizable recreational room with access to a large covered porch and the sparkling pool beyond. Upstairs features gorgeous Open Water Views as the focal point of the open concept main living space. The newly designed kitchen features quartz counters, new cabinetry & appliances surrounded on all sides by walls of impact glass and Open Water Views, an ideal backdrop for cooking and entertaining. The well-appointed primary suite comes complete with walk-in closet, porch access, and new ensuite bathroom. An additional guest bedroom offers comfortable accommodation also with newly renovated en suite bathroom. The sprawling upstairs covered porch provides ample space for grilling and al fresco dining. Take in breathtaking views of the Open Ocean, beach, pool, and manicured yard from this breezy vantage point. Nestled on nearly half an acre, with lush tropical landscaping, this spectacular property feels tranquil and private while still just minutes to Sombrero Beach, fantastic restaurants, and grocery stores in town.

This property has a glamourous three bedroom, three and a half bath owners unit with private pool and hot tub, plus three lucrative long-term rentals. It is the entire Lighthouse View Condominium Association, currently inactive. Enter thru the electric gate to a bricked courtyard with parking for several cars and many bicycles and access to a covered carport. The main residence with its heated pool and hot tub is secluded in the rear with a pretty garden and brick terrace. A free-standing two story building contains a great room, splendid kitchen and half bath downstairs. Above is a bright and breezy master suite with cathedral ceilings and skylight. In addition, there are two guest cottages, each with one bedroom, one bath and a pretty front porch. On the deck between the cottages is an outdoor wet bar and there is an outdoor shower by the pool. The other apartments are in a building at the front of the property. Downstairs are two one bedroom-one bath units. Upstairs is a glamorous two bedroom-one bath with a big, wonderful deck under the trees.

This remarkable 34,000 sq ft lot on the Florida Bay is a true paradise for anyone seeking a waterfront lifestyle in the heart of Islamorada, specifically Upper Matecumbe. With expansive open water views, this property offers an idyllic setting to enjoy the natural beauty of the Florida Bay. One of the key highlights of the lot is its exceptional dockage (65 ft), which has previously accommodated a 36-foot Bertram, making it perfect for boating enthusiasts. The property also offers ample space for a pool and garage, allowing for a customized design that maximizes the waterfront experience. Beautiful sunsets grace the horizon, casting vibrant colors across the water and clouds, creating a tranquil atmosphere for evening relaxation. The lot is also a sanctuary for wildlife enthusiasts, with an abundance of aquatic species, like fish, birds, manatees, and a multitude of different birds. Its a perfect canvas for your dream residence or vacation retreat. With easy access to the Atlantic Ocean and iconic spots like Alligator Reef, whether you prefer fishing, diving, or simply unwinding by the water, this property is one of the best on the market. Embrace the ultimate Florida Keys lifestyle in this exceptional location, where every day feels like a vacation. May also purchase the vacant lot up front that has a Market Rate TDR on it. Combined you would have ability to build 2 large homes on a combined 49,000 of land. This would make an exceptional family compound in the heart of Islamorada. Possible owner financing. Owner / Agent

Now priced under appraisal! Introducing the Sea Pearl: a rare and refined coastal masterpiece nestled just four parcels from the Gulf. This ultra-modern smart home constructed in 2016 redefines luxury Keys living, offering five spacious bedrooms, five and a half bathrooms, and over 4,100 square feet of meticulously designed and furnished interior space. Boaters will delight in 70 feet of concrete dockage with water and electric, 15,000 lb boat lift, and panoramic sunset views over a protected nature preserve across the canal--ensuring privacy and tranquility that can never be built upon. This concrete haven is fully equipped with a whole-home generator, Control4 smart system (for AC, music, lights, alarm, security cameras, TVs and more), impact windows/doors, metal roof, and a sleek glass elevator connecting all three levels. Nearly 1,500 square feet of open-air porches and patios invite you to unwind and soak in the Gulf breezes. Step inside the ground level to a welcoming foyer that opens to a sitting area, custom wet bar, Anglers room, and guest ensuite bedroom. Just beyond, enjoy a resort-style pool and built-in spa surrounded by shell stone decking that stays cool even in the height of summer. On the second level, a show-stopping modern kitchen features custom cabinetry, Brittanica Cambria quartz countertops, expansive island with waterfall edge, seating for 8, GE Monogram appliances, Viking 6-burner induction cooktop, and wine cooler--perfect for entertaining. This level also offers three additional bedrooms, including a Jack-and-Jill suite, full laundry, and half bath. The entire top floor is reserved for the primary suite: a true sanctuary with sweeping water views and open air porch, spa-like bathroom with soaking tub, glass shower, bidet, and a custom walk-in closet. With optional White Marlin Beach access, this home is the epitome of modern island elegance--where every detail has been curated for comfort, style, and the ultimate Florida Keys lifestyle.

Seize the rare opportunity to build your dream home in one of Islamoradas most coveted locations! Located directly across from the iconic Alligator Reef Lighthouse. Across the street from a protected preserve that will never be developed, and featuring a deep water channel capable of accommodating boats up to 40 feet, this property offers unmatched privacy and access.Imagine living just a short stroll from the legendary Square Grouper, Midway Cafe, Robbies. Down the road from some of the best restaurants in Islamorada like Ziggies, Mad Dogs, and Chef Michaels. This oversized lot, just shy of an acre, provides the perfect canvas for a builder, developer, or savvy end user to craft a stunning, custom-designed home in an unparalleled location. Dont miss your chance to secure this exceptional piece of paradisean extraordinary opportunity to live where others only dream!

Rarely does a property captivate with environmental consciousness and uncompromising luxury, but 1614 Washington boldly achieves both. Now available at $3,995,000, this brand-new construction never-lived-in home in Key Wests sought-after luxury market, with 2,806 square feet of sustainable living that feels effortlessly sophisticated. The two-tiered cascading pool with splash deck is the centerpiece of your private tropical oasis, a sanctuary that redefines island living through thoughtful integration with nature. The heart of this home shines through its remarkable energy independence: solar infrastructure paired with Tesla battery storage ensures uninterrupted clean power even when grid systems fail. This isnt just a home; its a forward-thinking framework wrapped in architectural elegance. Inside, the owner-focused floor plan creates distinct zones for both entertaining and retreat. The open-concept main living area flows seamlessly from gourmet kitchen to dining to living spaces, while the private primary suite offers a peaceful escape. For guests, three additional en suite bedrooms connect to a versatile den and sophisticated coffee bar, perfect for multigenerational living or hosting visitors in style. Meticulous craftsmanship permeates every detail: custom cabinetry from local artisans Hansen and Bringle, hand-blown glass fixtures that cast mesmerizing light patterns, and a show-stopping backlit blue agate backsplash that serves as functional artwork. Environmentally friendly porcelain tile and premium quartz surfaces complement the homes sustainable spirit without sacrificing luxury. The comprehensive smart home system consolidates all electronics into one user-friendly hub, giving you fingertip control over your environment. Mature tropical landscaping creates privacy while enhancing the allure of outdoor living spaces. Schedule a private showing. This opportunity wont last, call for a private showing.

Weekly rentals permitted! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residences offering four and five-bedroom floor plans all with direct Atlantic Ocean views, a resort style pool, pickleball court, sandy beach, and the flexibility of a weekly rental. The first floor offers a private two car garage and covered cabana with spacious outdoor living space that leads out to the private beach and pool deck. The second floor features an open floor plan with spacious kitchen, dining and great rooms all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor youll find the primary suite with luxurious spa bath and the option of two or three additional guest bedrooms. The homes are finished with high end KitchenAid appliances, waterfall quartz countertops, full height backsplashes, custom closets and much more. Additionally, SeaGlass Cove offers select upgrade options including, elevator/lift, exterior spiral staircase, summer kitchen, custom millwork and Wolf/Sub-Zero appliances. SeaGlass Cove is barefoot luxury at its best.

Welcome to your ultimate waterfront sanctuary in the heart of the Florida Keys. This stunning home in Duck Key offers a perfect blend of luxury and durability, with no detail spared in the design. Built in 2022, this home surpasses the latest building codes and is crafted to withstand the test of time. Inside, youll find a spacious living area with custom-made contemporary furniture. The Poggenpohl kitchen boasts top-of-the-line Miele appliances, including a combi speed oven, combi steam oven, induction cooktop, and a wine climate cabinet. The four bedrooms and three and one half bathrooms are fully equipped, with spa-like features such as rain showers, glass doors, and sleek Dornbracht faucets. The primary suite has its own bathtub, body shower, and private sundeck. The 35-foot high concrete rooftop offers 360-degree views of the island, canal, and ocean, perfect for sunbathing, stargazing, or hosting a party. The downstairs outdoor space is finished with AZEK(r) composite decking, making adding an outdoor kitchen to the covered area easy. Boaters will be impressed by the substantial concrete dock and pilings featuring two High-Tide boat lifts: a remarkable 40,000 lb lift alongside a 6,000 lb lift currently utilized for jet skis. The dock is also equipped with electricity and water connections, and a fish prep table. Using the roller system, you can easily access your kayaks and store all your water sports equipment in the air-conditioned garage. This modern home is designed for a lifestyle of comfort, luxury, and adventure. So why wait? Make this exclusive waterfront property your own and experience the ultimate Florida Keys lifestyle. Dont miss out on this once-in-a-lifetime opportunity. Live the dream, feel the breeze, and own a piece of paradise.

Unobstructed SUNSET/BAY views. Tucked away on a secluded point in the prestigious Sunshine Estates community on Plantation Key. Expansive property. Well built CBS home designed to enjoy bay views from essentially every room in the house. 4 Beds 4.1 Baths. Vaulted ceilings finished with wood beams. Refinished custom oak wood floors, corian kitchen countertops, dummy waiter, marble bathrooms/bedrooms, built in shelving and and uniquely designed glass block to reflect the colored sunsets. Large floating wood deck surrounded by lush foliage ; for morning coffee or catered events. Ground level consists of covered parking & rec room/maid quarters w/cabana bath & kitchen for indoor-outdoor entertaining. Crystal clear water, fishing, lobstering, & water-sports right in your own backyard. Quick ocean access via Tavernier Creek. Centrally located to restaurants, schools, shopping, churches & hospital. This is the home you have been waiting for!**BUYER TO VERIFY ALL INFORMATION.**

Waterfront Elegance in Venetian Shores - A Turnkey Coastal GemDiscover the pinnacle of Florida Keys living in this impeccably remodeled waterfront oasis, located in the highly sought-after Venetian Shores. This sophisticated 4-bedroom, 3-bathroom retreat spans over 3,000 square feet of thoughtfully designed living space, blending contemporary luxury with island-inspired charm.From the moment you step inside, youll be captivated by the refined finishes and custom upgrades throughout -- including a gourmet chefs kitchen, spa-quality bathrooms, and expansive open-concept living areas ideal for relaxing or entertaining.This home is truly move-in ready, featuring a brand-new roof, sparkling new pool, all-new impact windows and doors, a state-of-the-art 27,000 lb boat lift, and premium craftsmanship in every detail.Boaters will appreciate 70 feet of deepwater dockage with instant access to Snake Creek -- offering seamless navigation to both the Atlantic Ocean and Florida Bay.Whether youre searching for a permanent residence or a high-end vacation escape, this home offers the perfect blend of luxury, comfort, and unbeatable location.Exclusively offered in Venetian Shores -- where world-class boating and refined coastal living come together.

Located in the heart of Old Town Key West, 316 Southard Street is a meticulously renovated single-family home that pairs modern comfort with classic Conch-style architecture. Originally built in 1938, the home has undergone a comprehensive renovation, blending timeless character with thoughtful, high-quality upgrades. Offering over 2,500 square feet of finished living space on a 6,165-square-foot lot, the residence features three bedrooms and three and a half bathrooms--well-proportioned for relaxed daily living and effortless entertaining. The ground-up renovation includes a new metal roof, all impact windows and doors, sound proofing in the walls, upgraded plumbing and electrical systems, a premium two zone HVAC installation, integrated indoor and outdoor sound system, and the addition of a custom-designed pool with integrated lighting and heating. The jaw dropping kitchen has a blend of the very best, from Wolf there is a gas stove, induction stove, steam oven, convection oven & microwave. Bertazzoni integrated refrigerator, freezer and wine fridge. Finally a top of the line Miele dishwasher rounds out the appliances. A thoughtfully designed rear addition, approved by the HARC, enhances both the function and flow of the home. Inside, historic elements are complemented by premium finishes, while outside, a partial wraparound porch, ample off-street parking, and color-adjustable smart lighting add both charm and convenience. The 12 x 24 pool and private yard create a quiet retreat, just steps from the vibrant energy of town. Positioned just blocks from the waterfront, restaurants, and cultural landmarks, this turnkey residence offers a rare opportunity to own a refined island home in one of Key Wests most coveted locations. *Seller is a licensed Florida realtor.