luxury real estate for sale Key West, United States

Located in the prestigious Truman Annex community, this town home in The Foundry is the perfect getaway offering the perfect blend of luxury, comfort, and convenience. This beautifully designed 2-bedroom, 2.5-bathroom home enjoys a highly desirable location with easy access to Key West's vibrant Old Town, while maintaining privacy and security within a gated community. As you step inside the spacious open-concept living area you will find 11 foot high ceilings, impact rated windows and glass doors that bathe the interior with natural light, and updated finishes throughout. The kitchen has been recently updated with all stainless steel appliances. Moving up stairs, the master bedroom is a private sanctuary featuring an ensuite bathroom. A private balcony off the master suite offers a peaceful retreat to enjoy the island breeze. The guest bedroom is up one more floor and is equally inviting with its own ensuite bathroom ensuring privacy and comfort for visitors. Stand out features of this town home include its street facing orientation, not something all homes in The Foundry have. The town home also has its own carport with additional storage above- a highly convenient feature few have and holds a value in excess of $75,000. Finally, The Foundry has its own pool, reserved for use by only Foundry owners and their guests. With a strong rental history and a Truman Annex Special Transient License, this home is an excellent investment opportunity. The license allows for short-term rentals with restrictions, providing flexibility and a steady stream of income when the property is not in use. Whether you're seeking a full-time residence, a seasonal escape, or a profitable rental investment, this townhome provides the ultimate opportunity to experience the best of Key West living.

Charming Key West Oasis on a Quiet Cul-de-Sac Nestled on a quiet, dead-end street, this inviting three-story, 4-bedroom, 3-bathroom residence offers the ultimate blend of relaxation and functionality. Designed for both everyday comfort and effortless entertaining, the home provides ample space indoors and outdoors for gatherings with family and friends in the heart of Key West. Enjoy tranquility and privacy on a secluded cul-de-sac, all while being minutes from Key West's famed beaches, dining, and entertainment spots. Exceptional Outdoor Living Space: A true highlight of this property is its expansive outdoor living area. Perfect for entertaining, it features a fully equipped outdoor kitchen with 10 stainless steel cabinets, a gas BBQ grill, a wood-burning kazan station, and a charcoal shish kebab mangal within a custom brick and stone enclosure. The generous countertop space invites preparation and presentation, making this setup ideal for hosting unforgettable BBQs and al fresco dining experiences. Eco-Friendly Solar Efficiency: This home offers sustainable, energy-efficient living that reduces both energy costs and environmental impact, allowing you to enjoy Key West with a minimal carbon footprint. Owners are licensed real estate agents in Florida.

Welcome to an unparalleled waterfront experience in one of the most coveted locations in Key West. Located on the prestigious Riviera Canal, this one-of-a-kind four-bedroom, two-bath haven is more than just a home—it's a boater's dream, a sunseeker's paradise, and the ultimate indoor-outdoor luxury living. Imagine waking up each morning in the heart of this island gem, with 80 feet of wide canal frontage just outside your door, complete with a 20,000 lb boat lift and davit ready for your larger vessel. Whether you're setting sail for a day on the water or simply soaking up the tropical vibes, this home puts you right where the action is. Designed by the famed Bender & Associates, this 2,426 sq. ft. retreat was built to blend the best of coastal living with modern comfort. The split floor plan gives everyone their own space to unwind, while the open-concept living area beckons you to gather and celebrate the good life. With wall-to-wall sliding glass impact doors and travertine floors throughout, your living space seamlessly merges with the outdoors, bringing in natural light and the gentle canal breeze. And speaking of the outdoors... step into your own private oasis! A sparkling pool, surrounded by meticulously maintained landscaping, is the perfect spot for a lazy afternoon dip. Prefer a sunset barbecue? Your covered outdoor dining and lounge area sits on sleek travertine floors, with plenty of space to relax rain or shine. The kitchen is a showstopper, featuring quartz countertops, custom cabinetry, and stainless-steel appliances, perfect for whipping up fresh seafood feasts or hosting cocktails at the bar with a view of the pool. The primary bedroom is the ultimate retreat, with its own seating area and French doors that open right onto the pool deck. Additional features include a whole-house Generac generator, impact windows and doors throughout, and a gated circular driveway that offers complete privacy.

Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this legal duplex offers endless possibilities. Whether you're looking for a wise investment, a vacation getaway, or a new primary residence, this property is ready. Live in one unit and rent the other, or enjoy the entire home yourself! There is an interior staircase to enter the upstairs unit. Each spacious level features two bedrooms, one bathroom, a full kitchen with stainless steel appliances, laundry, and an open-concept living/kitchen/dining area. The lower unit opens to a deck and pool—perfect for relaxing and entertaining. The upper unit boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Both units come fully furnished, and the upstairs unit has a long-term tenant, ensuring immediate rental income. Located in a prime spot close to the Old Seaport, with top restaurants and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!

24 X 100 boat slip minutes from Key West

This is the ultimate living experience. You get all Historic Key West has to offer, but are tucked away on your own private island paradise. Access to Sunset Key is by the island ferry which runs 24 hours a day, but is only a 4 minute boat ride. Have all the fun you can stand in Key West, but then come home to absolute peace and quiet. Have your own Sunset Party from your covered rooftop observation deck. The island has all the conveniences of a world class luxury resort, including three beaches within a minutes walk, a full service spa, golf cart parking, gourmet restaurant, tennis courts, and much more. Ample covered parking is available at discounted rates in the Opal Resort parking garage. For a truly unique and eye opening experience, call now and make an appointment for a private grand tour of the island. You will be glad you did!

Excellent opportunity whether looking for a private residence or an investment, this condo will not disappoint. Artfully renovated and a very spacious three story townhouse. Plenty of outside area including private courtyard with a heated pool. Walk out the front door and your just steps away from Duval St. and everything that Key West has to offer. This is maintenance free living while giving the feeling of a private residence. Your assigned off street parking is right in front of the unit. This property is being offered turnkey. Vacation Rental history available. This home has all hurricane impact windows and doors.

Tranquil well maintained home professionally decorated on a private island five minutes off of Key West. Sunset Key. Tropical island living at its finest. The island has beautiful sand beaches , community resort style pool, fitness center, tennis courts , full service spa and a ocean front five star restaurant and bar. This exclusive community is dreamy and very secure. the ferry service to and from Key West runs 24 hours. Experience the serenity of truly being away from it all while just a short ferry ride to all Key West has to offer. Great investment opportunity for vacation rental, history can be provided.

Excellent opportunity whether looking for a private residence or an investment. This condo will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a private residence. Assigned off street parking right in front of the unit. This property is being offered turnkey. Vacation Rental history available .This home has all hurricane impact windows and doors. making the unit noiseless.

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!

Discover the epitome of unique luxury in the Florida Keys with the REAL Southernmost House of the Continental United States of America, a property that perfectly blends history, elegance, and an unrivaled location. Positioned adjacent to the iconic Southernmost Point buoy, where the Atlantic Ocean meets the Gulf of Mexico, this concrete 4,008 sq ft home stands as a landmark at the southernmost edge of the Continental United States on a large 17,000 sq ft lot. This multi-family designated home boasts five bedrooms and five and a half bathrooms. Enjoy the charm and elegance of a historic home with modern amenities. As you enter through the front door into a formal living room, you are transported back to the Hemingway era. The formal living room opens up to a Florida room with tropical vibes, and glass sliding doors lead to the pool area. The kitchen and living-dining room feature an open concept and beautiful wooden cathedral ceilings. The kitchen is a chef's dream with ample open space, a large counter, restaurant-style stainless steel double Viking stove/ovens with a large hood, and a Sub-Zero fridge. The home also features sealed coral stone flooring. From the living room, an elevator leads to the upstairs primary bedroom and two guest bedrooms, surrounded by a large balcony with endless vistas over the property and the Atlantic Ocean. Enjoy swimming in a beautiful large 50 x 20 ft. pool, and the spacious outdoor lounging area with Ocean breezes. Bird-watching will be your new favorite pastime. With its unique location, this property offers unparalleled ocean views and proximity to all of Key West's vibrant attractions. The Southernmost Beach is on the same block, with its sandy beach and restaurant. The property has a coveted transient license, allowing for nightly rentals, making it a prime investment opportunity for vacation rentals or a lavish private residence. The REAL Southernmost House is a rare gem in the heart of Key West. Part of the property needs complete renovation, and the 1930 sq ft seawall requires partial restoration. The property comes with an approval letter from the Army Corps of Engineers for a dock of 665 square feet (6-foot wide by 32-foot long access walkway and a 10-foot by 47-foot long platform).

ROGO Exempt waterfront lot on prestigious Sunset Key Island. Ready to pull permits immediately! Living on Sunset Key Island is like taking a vacation from Key West. Four beaches within walking distance, a gourmet restaurant, tennis courts, full service spa, fitness center, and much more. Live in the quiet and privacy of your own island paradise, but be in Downtown Key West after a four minute boat ride on the Sunset Key Ferry which runs 24 hours a day. Make an appointment with us today to get the full Sunset Key experience with an island tour. It's worth the trip!

Welcome to 1302 11th Street, a delightful three bedroom, three bathroom home nestled in the quiet midtown neighborhood of Key West. This prime location offers unparalleled convenience, just minutes away from grocery stores, popular restaurants, and Duval Street. This charming home, recently updated with a new roof in 2022 and equipped with storm shutters for added protection, is situated on an oversized corner lot, providing multiple yards for you to enjoy and customize. The possibilities are endless, whether you envision a lush garden, an outdoor entertaining area, or even a pool with a backyard oasis. The property features a spacious attached garage, perfect for storage or easily convertible into additional living space. Additionally, there is a 1-bedroom, 1-bathroom lockout suite with a separate entrance, ideal for privacy to visiting friends and family or as a potential rental unit. The potential of this home is limitless, making it a unique opportunity to create your dream living space in a highly desirable location.

Charmingly restored and updated historic home on a quiet street in the heart of Old Town, one of the best neighborhoods. This island oasis is spacious with plenty of storage and ample off street parking. The primary bedroom with ensuite bath is on the first floor. There is plenty of room to entertain around the pool or relax on the front porch. The property is very private with a lush tropical landscape, visible from the open kitchen which has accordion hurricane impact windows and a full size hurricane impact pocket door that transforms the inside to outside.

Charmingly restored and updated historic home on a quiet street in the heart of Old Town, one of the best neighborhoods. This island oasis is spacious with plenty of storage and ample off street parking. The master bedroom with ensuite bath is on the first floor. There is plenty of room to entertain around the pool or relax on the front porch. The property is very private with a lush tropical landscape, visible from the open kitchen which has accordion hurricane impact windows and a full size hurricane impact pocket door that transforms the inside to outside.

First time on the market in over 50 years! This property is a plant lovers paradise. The owner spent his entire life collecting plants and seeds from all over the world and created a quiet serene and private oasis in the middle of Old Town Key West, on a huge oversized lot. Some of the rare plants and palms are found nowhere else in the continental United States. The main house has many structural upgrades, but the best thing is that the existing carport has HARC approved plans to turn it into a large guest cottage or studio. This is an artist/musician's dream. Quiet solitude in the middle of Key West to stimulate creative juices, or just to chill out in paradise.

An exquisite two-story home in the Meadows, newly built in 2017. The custom craftsmanship and attention to every detail will satisfy the most discerning buyer. This four bedroom, three and a half-bath home has all the modern high-end finishes while maintaining its old Key West charm. A large corner lot with off-street parking boasts lush landscaping in a private setting with a heated/cooled saltwater pool and waterfall. All hurricane-impact windows an doors along with a generator that covers the entire house. The home is fully insulated making it soundproof. This is a very rare opportunity to own something new in Old Town with all the current building standards met. This home is being offered completely furnished, including the artwork throughout.

Nestled along the serene waterfront, these two picturesque parcels offer an unparalleled opportunity to indulge in the quintessential Florida Keys lifestyle. Boasting breathtaking panoramic views of the glistening waters, these two expansive plots of land / bay bottom present the perfect canvas for your dream waterfront retreat and /or commercial ventures. The Northern parcel consists of about 1,400 ft. of pristine shoreline, providing ample space for waterfront activities such as swimming, fishing, kayaking, and paddleboarding with deep water on one side and shallow bay bottom on the other side. Spanning 2.03 acres of Mixed Use upland and a total of 45 acres, including bay bottom. Potential uses on the Northern parcel could be Commercial retail, restaurant uses, or any combination there

Talk about views! This waterfront property offers breathtaking panoramic vistas of Key West Harbor and the historic waterfront area. Additionally, it boasts beachfront and water panoramas from every room within the house. This dramatic and sophisticated residence spared no expense.

If you are looking for Key West Luxury Island living at its best, then here it is 1235 Washington St. Island modernization with ultra-luxury high end finishes. This newly renovated residence is built above the current base flood elevation and designed to the latest building codes. Home features 4bedrooms/4 bathrooms of unparalleled style & sophistication. Complete with designer kitchen, build in cabinetry from Italy, quartz counter tops, and high end appliances. Home is built with CBS construction, spray foam insulation, hurricane impact windows & doors, and V-crimp metal roof which will help lower insurances and provide low maintenance. Interior has 10 ft. ceilings throughout and a grand vaulted ceiling in the living room area. Brand new salt water pool with water feature and separate pool house/guest quarters designed with carefree life style adds to the exceptional value of this amazing home. Sit on your super beautiful front porch with tiger wood finishes and enjoy all Key West has to offer. Home is located on a 5,348 S.F. corner lot in one of the most prestigious and desirable areas of Key West. Lush tropical landscaping, irrigation, outdoor lighting, and off St. Parking completes this very desirable luxury property. Just a short distance too many of Key West fine restaurants, galleries, museums, White St. pier, & beaches. Don't miss out on this excellent opportunity to own this impressive and newly renovated luxury residence at 1235 Washington St.