luxury real estate for sale Key West, United States

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!

Nestled in the most serene and private corner of the Enclave on Riviera community, this beautifully furnished three-bedroom, two-and-a-half-bathroom home offers exclusive, unobstructed mangrove views. It is the only property in the community that provides such a unique vantage point. This location not only ensures maximum privacy but also offers a peaceful retreat that few can match. The open floor plan creates a seamless flow between living spaces, with an abundance of natural light that fills every room, enhancing the home's inviting atmosphere. Relax and enjoy the tranquil views from your spacious screened-in decks, ideal for morning coffee or evening relaxation. This home is perfectly situated for watching fireworks on New Year's Eve and the Fourth of July, offering a prime view without the need to leave your sanctuary. The property's secluded position within the community ensures minimal road noise, allowing you to enjoy your surroundings in peace. The home features a spacious kitchen and laundry room, with all bedrooms thoughtfully located upstairs for added privacy. The primary bedroom boasts a generous walk-in closet, providing ample storage space. Additionally, the property includes a garage, offering parking and extra storage. Sold fully furnished, this home is move-in ready, allowing you to immediately start enjoying the good life. Whether you're seeking a year-round residence or a tranquil retreat, this property is one-of-a-kind. The Enclave on Riviera community offers gated security and privacy, with easy access to the Riviera canal leading to both the Atlantic and Gulf of Mexico. Residents enjoy a range of amenities, including a pool, a minimum of three parking spaces, guest parking, and covered parking for your boat or skiff. Each unit is built to the highest Florida Green building standards, featuring impact glass for added peace of mind. With low insurance costs and low monthly fees, this is a rare opportunity to own a piece of 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, on Sunset Key. Tropical island living at its finest. The island has beautiful sand beaches, community resort style pool, tennis courts, fitness center, full service spa and an ocean front five star restaurant/bar. This exclusive private community is dreamy and very secure, with the ferry service to and from Key West running 24 hours. Experience the serenity of truly being away from it all while just a short ferry ride to all that Key West has to offer. Great investment opportunity for a vacation rental, the rental history can be provided.

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.

Immerse yourself and come home to prestigious Sunset Key and enjoy and all the ambiance and attractions of Key West, just minutes away, while preserving maximum peacefulness and privacy on a beautiful island, just offshore from Old Town Key West. Complete with four bedrooms and four bathrooms, this oceanfront residence features a large .19 acre waterfront lot with sixty-three feet of shoreline, expansive ocean and Key West Harbor views, heated pool, spacious, vaulted living area, upper-level master suite plus one additional upper-level en-suite bedroom, two mail-level bedrooms and baths, natural stone flooring inside and out, golf cart parking and separate garage, electric roll-down hurricane shutters surrounding patios and a rich, warm island decor throughout. Sunset Key is an idyllic island oasis featuring a gourmet restaurant, spa, fitness center, private homeowner beaches, tennis courts, ferry service, and a location nestled in a perfectly secluded spot in Key west harbor.

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).

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.

Nestled in the heart of Old Town Key West, this historic gem boasts an impeccable blend of classic architecture and modern amenities. With a rich history dating back to the late 1800's, this captivating residence offers the perfect opportunity to own a piece of Key West's storied past. Listed on the National Register of Historic Places and awarded the Gold Star for Historic Preservations, 516 Elizabeth St. is the perfect example of a Classical Revival Eyebrow House - a style unique to Key West. The roof overhangs over the second-floor windows onto classic porch columns, giving the suggested appearance of 'eyebrows' providing protection from rain and sun, allowing the inside to have fresh air even during the hot summer months. Upon entering the home, original Dade County pine walls, high 10ft ceilings, and original double-hung wooden windows exude the timeless elegance of a bygone era. While preserving its historic character, this home has been thoughtfully updated with modern amenities. The kitchen features custom wooden cabinets and stainless steel appliances; all bathrooms are beautifully renovated. Enjoy the convenience of contemporary living without compromising on the historic appeal. The primary bedroom and bathroom upstairs provide a tranquil retreat, and the guest bedroom downstairs with it's own bathroom is convenient and comfortable. French doors lead from the formal dining room and kitchen to a large sundeck with a covered dining area and extra lounging space to entertain. Pool plans are available for the next owner. This home has a rich history, with tales of past occupants, the Pinder family, and the unique stories of its heritage, adding an extra layer of prestige and historical significance to its charm. This historic home is rare in a prime location, offering the best of both worlds. Schedule a private viewing today to immerse yourself in Old Town Key West's rich history and vibrant lifestyle.

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.

A rare opportunity to own a private island minutes from Key West. There are so many possibilities. A private equestrian estate, ''The Southernmost Stables ''. This property would be an excellent place to host large events or possibly therapeutic programs or retreats.Beautiful beach areas. Easy to get to, as the island has access to the mainland via a 1/2 mile land bridge. The property is also located next to one of the largest mega yacht marinas and close to upscale hotels. The owners currently run a small farm, bee keeping and kids summer camps on the island. One of the few places with untouched nature left in the Florida Keys.

This well maintained townhouse is minutes from key West and the airport. Just a short drive to the Key West golf course. Excellent investment opportunity. The private community with a resort style pool and fitness room allows transient rentals . All licenses are in place and actively in a rental program.This home is being offered turnkey . One of the best priced properties with a transient license on the market. Rental history available upon request.

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