$1,000,000 - $2,000,000 Florida Keys Properties For Sale - Real Estate

Prime Old Town Mixed-Use Property - Live, Work, or Invest! Ideally situated in Old Town Key West, this Historic Residential Office (HRO) zoned property offers a rare opportunity for both residential and commercial use. Previously, home to a successful spa, its perfectly suited for continuing as a business or transforming into a private residence. Filled with character, the space features stunning Dade County Pine walls, adding warmth and historic charm. The layout includes a one-bedroom apartment with a private rear entrance, making it ideal for someone who wants to run a business in the front while living on-site or creating an additional rental opportunity. One interesting piece of history was that this building was previously owned by a well known attorney here in Key West by the name of Helio Gomez. He served as Judge from 1963 to 1977 and he was the attorney for the infamous John Bum Farto. Located just one block from Duval Street, two blocks from the Hemingway House, and steps from the courthouse, this property offers prime visibility and accessibility. Whether youre an entrepreneur looking for a turnkey business location, an investor seeking a valuable addition to your portfolio, or a homeowner ready to bring your vision to life, this space is full of possibilities. Dont miss this chance to own a piece of Key West history in an unbeatable location.

***BACK UP OFFERS WELCOME!!** Views abound in this new Topsider home, surrounded by water on three sides with 110 ft. of east-facing frontage overlooking Bogie Channel providing easy access to the back country and ocean. The property has 134 ft. of frontage along the 40 ft. wide canal on south side. One step inside the 1592 sq. ft. living area and theres no denying the views! With cathedral ceilings and abundant windows throughout, its light and bright inside. The great room opens to the east-facing deck from which to watch the sunrises or moonrises and feel the tropical breezes. Offering 3 bedrooms and 2 baths, the split-bedroom floor plan has an elevator that opens opposite the kitchen island; the well planned kitchen features wood cabinets and stunning granite counters. Located close the community park for easy access to amenities for all ages including tennis courts, bocce, playground, skate park, the community center, picnic pavilions, and much more. Impact-resistant windows and doors, metal roof, Hardie-board siding. The Certificate of Occupancy was issued on 3/7/2025, replacing an older home that was previously onsite. Note: the concrete dock/seawall is in disrepair and will convey As-Is.

Luxury Condo with Transient Nightly Rental in Key West now at exceptional Value. With a projection of $200,000 plus in revenue in 2025, this Investment offers an excellent return. In additional, the new owner will receive a $51,000 refurbishment bonus that will transfer at closing. Buyer can choose their own management company or choose to negotiate with the existing on-site company. All current reservations up to 180 days from closing must be honored. Santa Maria Resort was built in 2006, a contemporary design with comfort and Luxury as the center of its design and continues to be one of the Top Resorts on the Island year after Year. This unit was one of the few one level units overlooking the pool and captures a sense of serene tranquil living where you can relax on the Poolside porch and enjoy all the fruits of Resort Style Living. Being Sold Turn Key with all reservations in place allowing a seamless transition to the new owner. Resort Features include, Off Street Parking, 24 Hr Gym, Concierge, large Heated Pool and so much more.

This fully upgraded 2 bedroom 1 bathroom canal front home offers open water views and deep water access. Completely renovated, plumbing, electrical, impact doors and windows, custom cabinetry in kitchen and bath, porcelain countertops and backsplash, built in closets and electric water heater. A brand-new 60 x 8 concrete seawall adds durability and value. Enjoy coastal living and island life just minutes from Key West!

This stunning, one-of-a-kind home, completed in 2019, offers unparalleled craftsmanship and attention to detail. From the moment you step inside, youll be captivated by the luxurious features and custom finishes throughout. The rich, solid Caribbean Heart Pine floors add warmth and elegance, while the striking 20-foot pickled pine ceilings create an open, airy atmosphere. The custom-built kitchen cabinets are designed with both style and functionality in mind, perfect for any chef.Built with the highest standards, this home was constructed by the original contractor to meet all current building codes. With a foam-insulated roof and impact-resistant glass and doors, the property is designed for both comfort and durability. Situated above base flood elevation, you can feel confident in its resilience and safety.Featuring two spacious bathrooms and an additional half bath, the home offers ample space and convenience for everyday living. Whether youre relaxing in the beautifully designed interiors or enjoying the meticulously planned exterior, this property is truly in a league of its own.Dont miss out on the chance to own this exceptional home!

Completely transformed by its new owner into a one-of-a-kind masterpiece. Every inch of the house has been meticulously renovated, including a breathtaking $50,000 custom mermaid bath with a mermaid mural crafted entirely from exquisite tile. The home now features impeccable Dade County pine details throughout, while preserving the original Spanish cedar kitchen cabinets that add a touch of historic charm. The outdoor space has a full restaurant style bar, an outdoor kitchen and, offering an outdoor shower and a soaking pool. The outdoor living area is nothing short of extraordinary, perfect for relaxing or entertaining.This corner property is located just five houses from Duval Street, this home is a once in a lifetime opportunity. Use while youre in town and rent seasonally or monthly if you like. So many wonderful options. Call now for your private in person or video showing. Proof of funds required. The seller has renovated an approximately 500-square-foot patio deck, transforming it into an exceptional outdoor living area. This space includes a fully equipped outdoor kitchen, a cocktail soaking pool, an outdoor shower, and a restaurant-style sports bar, creating a unique and expansive space for relaxation and entertainment. These features significantly enhance the functionality and livability of the home, making it feel and function like a much larger property. The house itself offers (((3))) bedrooms, including the spacious Master Bedroom with private lockout entrance and a beautifully renovated full en suite bath, for a total of ((2)) two large full bathrooms, providing comfort and convenience for guests.

Discover the epitome of Keys living in this stunning 2022-constructed stilt home on Ramrod Key. Positioned along a pristine canal with direct ocean access, this thoughtfully designed 4-bedroom, 3-bath residence seamlessly blends coastal charm with contemporary luxury.The first floor welcomes you with a spacious deck and two sets of French doors under a covered porch. The perfect setting for entertaining while enjoying the salt pond views. The open floor plan features a large kitchen with quartz countertops, abundant cabinet storage, walk-in pantry and a separate laundry room. The first floor also includes a guest bedroom and a full bath. The second floor offers an expansive primary suite with two sets of French doors that open to a roomy covered porch with breathtaking views of the salt ponds. The primary suite provides room for a seating area and has ample closet space. The primary bath has dual vanities, a shower and separate water closet. Just down the hall is a full bath and two additional guest rooms, one of which is a perfect home office. Located on a quiet street this property offers a peaceful haven while still being conveniently located. Plenty of covered parking and 299 sq. ft. permitted storage for all your water toys, plus theres room for a pool. Impact resistant windows and doors, a metal roof and hardi board siding help keep insurance rates low on this property making it very desirable.

Stunning and impeccably maintained, this 3 bed, 2 bath Conch home in the highly sought-after Meadows neighborhood seamlessly blends historic charm with modern luxury. The custom-designed kitchen is a chefs dream, featuring new quartz countertops, sleek backsplash, remodeled cabinetry, and stainless steel appliances. Rich Brazilian hardwood floors run throughout, and a powerful 17.5kW Generac generator ensures uninterrupted comfort. Inside, soaring ceilings and an open-concept living space are bathed in natural light from expansive windows. At the rear of the home, youll find a versatile bonus space perfect for a home office, reading nook, or creative studio. Sold fully furnished with all-new pieces from Royal Furniture, this home offers a true turnkey experience.Step outside onto the durable Trex deck, surrounded by lush, professionally landscaped gardens--your own private tropical retreat. Or relax on the welcoming front porch and soak in the charm of Key West living. The fully fenced yard offers added privacy and peace of mind.Dont miss your chance to own a slice of paradise--call today to schedule your private showing!

Experience the ultimate Florida Keys lifestyle in this beautifully maintained waterfront home situated in Key Largo, offering sunset views over the Florida Bay. This solid concrete home features a metal roof, impact windows and doors, and a spacious open-concept living area with 3 bedrooms and 2 bathrooms, this home is designed for comfort and coastal elegance.Step outside to a low maintenance yard and enjoy 45 of deep-water concrete dockage, complete with a 10,000lb boat lift. Additional features include a spacious storage/workshop, covered parking, newer Rudd central a/c, premium tinting on all the windows and a fully fenced yard.Enjoy direct Florida Bay access with nearby Atlantic Ocean access for world-class offshore fishing. As part of the HOA, youll have access to two private boat ramp parks--one featuring a sandy beach and swimming area. Whether youre fishing, boating, or dining at nearby waterfront restaurants, this home is a perfect island retreat.This is an opportunity to embrace the Florida Keys lifestyle--boating, fishing, and sunsets right from your backyard!

***NOW PRICED BELOW APPRAISAL VALUE****Welcome to this Turn Key, Smart Conch House at 904 Olivia Street, property that blends cutting-edge technology and design while retaining the rich charm of Key Wests historic essence. Fully renovated from the ground up and finished in 2019, this home is meticulously maintained by the current owners. 904 Olivia is a 2-bedroom, 2-bathroom residence boasts timeless Dade County Pine feature-walls upcycled from Key Wests historic City Hall. Its unmatched craftsmanship is apparent from the moment you arrive, with a facade blending craftsman and contemporary styles, exposed structural hardware, and oversized Parallam beams for a stunning street presence and hurricane-rated durability. This remodel was done with one element that most dont, and that is love, once you see this for yourself you will see the love that was poured into this home. Attention to detail was also not missed in this home.The kitchen is a chefs dream, featuring a large walnut butcher block island ideal for preparation, dining, and entertaining, along with Silestone countertops, custom cherry cabinetry, and stainless steel smart appliances. Convenience and technology are at your fingertips with Amazon Alexa screens, this home does come with intelligence and could be said it is a smart home.Sustainability and resilience are central to this homes design, with impact-resistant windows and doors, Hardie board siding, a hurricane-rated roofing system, and full wind mitigation credits. A high-efficiency PEX water manifold system, Moen U Smart Shower, and on-demand tankless water heater add to the eco-friendly features, while LED lighting inside and out ensures energy savings.Move to the second floor with a beautiful backlit staircase, to your private primary bedroom, with walk in closet and en suite luxury bathroom. The second floor is your oasis from it all.Enjoy your private backyard with amazing outdoor shower, for your true getaway.

Waterfront Duplex in Marathon - A Boaters Paradise!Discover the perfect blend of coastal living and investment potential with this waterfront duplex located on a serene canal in Marathon. Each side of this spacious property offers 2 bedrooms, 2 bathrooms, and an open living floor plan, providing comfortable living spaces with endless possibilities. Recently tented for termites with a warranty and NEW METAL ROOF COMING SOON!Live in one side and rent out the other--an ideal opportunity for generating income while enjoying the Florida Keys lifestyle.Boating enthusiasts will love the 100 feet of concrete dockage along a deep-water canal, offering direct access to the Atlantic Ocean and a nearby route to Florida Bay. Whether youre into offshore fishing, backcountry adventures, or cruising to waterfront dining, this location delivers it all.Located just a short walk to Sombrero Beach, one of the most beautiful sandy beaches in the Keys, this property offers the ultimate retreat for those seeking tranquility and adventure.Dont miss this rare opportunity to own a piece of paradise.

Second Floor Harbour Place Condo located in the historic Navy Administrative Building. Features high ceilings and tile floors throughout. One level living with 2 bedrooms and 2.5 Baths. Large primary bedroom ensuite with walk-in closet. The guest bedroom has French doors that open to the balcony with guest bathroom in the hall. Includes the special Truman Annex transient rental license.

Nestled in the serene and sought-after community of Cudjoe Key, this stunning Glen Gray Build two-story home offers the perfect blend of comfort, luxury, and coastal living. With three spacious bedrooms and two beautifully appointed bathrooms, this home is designed for both relaxation and entertaining, featuring exceptional outdoor spaces, waterfront access, and breathtaking ocean views.Key Features:3 Bedrooms, 2 Bathrooms: The home boasts generously sized rooms, each designed with modern finishes and thoughtful details. The master suite provides a peaceful retreat, complete with scenic views and ample closet space.Glen Gray Build Construction: Known for its quality craftsmanship, this well-built home stands as a testament to durability and timeless design.Expansive Two-Story Layout: With its open concept living spaces, the home allows for seamless indoor-outdoor living. A large living room and dining area flow effortlessly into the kitchen, offering a bright and airy atmosphere, perfect for entertaining family and friends.Outdoor Living & Water Access:Private Pool: Step outside to your private oasis. The sparkling pool is surrounded by lush tropical landscaping, offering a tranquil setting to relax and unwind after a day on the water.Seawall & Boating: Located along the water, the home includes a 75ft seawall, providing easy access for boating, kayaking, or fishing. Whether youre an avid boater or simply enjoy waterfront views, this home is perfectly situated for outdoor adventures.Spacious Decks & Balconies: With multiple decks, including a large upper balcony, you can enjoy ocean views.. The decks offer ample space for dining, lounging, or simply taking in the beauty of the Florida Keys.

710 William Street is a charming 2 bedroom home with a private pool and off-street parking in Historic Old Town Key West Located in the heart of the iconic Old Town Key West, this 2 bedroom, 2.5 bathroom home offers the perfect blend of historic charm and modern comfort. Just steps away from renowned restaurants, boutique shops, art galleries, and the world-famous Duval Street, this home places you in the center of the islands vibrant culture.The bright and inviting living room features hardwood floors and high ceilings, creating an open, airy atmosphere. The open-concept dining area flows into the updated kitchen, which boasts ample cabinetry and modern appliances. Both bedrooms are generously sized, offering a peaceful retreat for rest and relaxation.Step outside into your own private oasis, featuring a lush backyard and a sparkling private pool--ideal for cooling off or unwinding after a day of island adventures. The home also offers a charming front porch, perfect for enjoying the tropical breeze or watching the world go by.For even more outdoor enjoyment, head up to the stunning rooftop deck, where you can take in panoramic views of the Key West skyline, enjoy sunbathing, or entertain guests under the stars.For added convenience, this property includes off-street parking, a rare and valuable feature in Old Town Key West.Embrace the unique lifestyle of Old Town Key West with this exceptional home, offering a combination of location, character, and modern amenities. Dont miss your chance to own a piece of paradise with a private pool and off-street parking in one of the most sought-after areas in the Keys!

Welcome to 233 LaPaloma Dr. The seller of this fully updated ocean side keys home has left nothing for its new owner to do but to enjoy their dream keys lifestyle. All beds and baths are on one level plus it has a large enclosed garage great for storage and bonus space. The serene setting of this home enjoys privacy provided by a lush mangrove forest canal side. Plenty of room for water toys the 60 ft dock has a newer 14k boat-lift . Many many upgrades , newer roof newer AC , impact windows and doors, kitchen , baths and flooring. Upgraded lighting and ring alarm security system. Come enjoy all the keys has to offer!

Waterfront Retreat with Expansive Garage, Workshop & Open Water ViewsNestled in a private, tropical setting, this stilted concrete home offers breathtaking open water views, stunning sunsets, and ultimate seclusion.Car enthusiasts and hobbyists will love the massive 3-bay garage, built in 2015, featuring 1,211 sq ft, two hydraulic car lifts, a loft, and a commercial-grade stainless steel workshop sink. This fully insulated man cave/workshop is ideal for anyone in need of a high-functioning at-home workspace or serious storage. Spray foam insulation and an on-demand hot water heater complete the setup.Fully fenced and gated for privacy, with a bonus lower-level space for guest overflow or flexible use. A rare blend of functionality and Florida Keys charm.

Rare opportunity to own a private peninsula on a spacious double lot. This thoughtfully renovated home offers a well-designed upper level with three comfortable bedrooms and three modern bathrooms. Outside, enjoy a pool with a hot tub, 70 feet of dock space, and two boat lifts, making it an ideal setting for boating enthusiasts. With direct access to the ocean and excellent fishing nearby, this property combines convenience with a unique waterfront lifestyle. Dont miss the chance to make it yours.

Located in the heart of the Florida Keys, this 3-Bedroom, 2-Bathroom, 1,652 sq ft Pool home is perfectly located on a wide boating canal with direct gulf access. Enter into the Foyer where a floating staircase leads you to the bright and airy Great Room enhanced with wood floors and glass impact doors looking out to the water. The charming Kitchen features soaring wood ceilings, glass cabinetry, stainless appliances and breakfast bar that opens to the Living and Dining Areas. The main floor also hosts a full Bath and Bedroom boasting wood-beamed ceilings, wood floors and views of the water. Take the short set of stairs to the next level where you will find a 2nd Bedroom with cathedral wood ceilings and ensuite Bath. Another short set of stairs leads you to the 3rd Story which hosts a cozy loft-style Bedroom also with wood floors and soaring wood ceilings. Entertaining is a must on your waterfront lanai boasting a large heated and chilled Pool offering lots of decking and adjacent outdoor shower. The full length 60 concrete dock is enhanced with a 13,000 lb boat lift and easy Gulf Access. Storm ready with brand new impact doors and windows plus a metal roof. New ac, decking and paint. Offered Turnkey and rental ready! Garage plus lots of downstairs storage completes this tropical home.

Panoramic Open Water Views and resort-style amenities at this well-equipped Oceanfront condo in exclusive Key Colony Beach! Inside, a bright and spacious 1,716 Sq. Ft. floor plan caters to entertaining and boats impact sliding glass doors and windows for peace of mind. The generous great room flows seamlessly into a large Chefs Kitchen, boasting stainless steel appliances, and ample storage and prep-space. A wall of sliding glass doors lead out to an expansive open balcony, complete with stunning Ocean Views, ideal for morning coffee or al fresco dining with guests. Retire to a sizable primary suite with en suite bathroom, walk-in closet, and balcony access. Visitors will enjoy comfortable accommodation in either of two additional guest bedrooms. Designed for effortless seaside living, this well-maintained Seapointe community offers every convenience from the comfort of home, including a resort-style pool, oceanside hot tub, and well-equipped gym. Enjoy frequent boating and direct ocean access to world-class fishing and diving from this prime location! Dock your boat in a convenient, private boat slip which conveys with the sale of the home. Nestled within desirable Key Colony Beach, a coastal beach town offering restaurants, shops, a 9-hole golf course, and Beach Club, all within walking distance. Your ideal Florida Keys lifestyle awaits, this spectacular Seapointe slice of paradise wont last long!

Just what you have been looking for! Possible owner financing. Double Lot Canal Front Home in Pirates Cove. Enjoy over 100 feet of dockage and stunning Florida Bay views from this beautifully updated ground-level concrete home. Set on two spacious lots, the property offers the flexibility to separate the lots if desired. With 3 bedrooms, 2 bathrooms, and plenty of indoor and outdoor entertaining space, this home is perfect for boating enthusiasts and those who love sunsets. The home features a bright, open interior with natural light, a welcoming family room and open concept living, kitchen & dining. Outside, the low-maintenance, resort-style yard provides exceptional privacy and includes a tiki hut for relaxing or entertaining. Theres ample parking for an RV, boats and or multiple vehicles. Located in Pirates Cove, this home offers access to a community boat ramp, a charming beach, and a private clubhouse through a voluntary HOA. Conveniently situated near schools, top-rated local restaurants, and shopping, with quick access to the mainland, this property is ideal for vacationers or full-time residents. Dont miss the chance to own a piece of paradise in this welcoming neighborhood! Call today.